32789 Zip Code FL Real Estate, Homes with Pool for Sale

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

COMPLETELY RENOVATED - BRAND NEW ROOF! This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers the perfect combination of elegance and functionality, making it ideal for a family who desires the best of both worlds. Upon entering, you will immediately be captivated by the stunning porcelain tile floors that seamlessly flow throughout the open floor plan. The spacious living area boasts vaulted ceilings and a striking brick fireplace, creating the ultimate ambiance for entertaining guests or enjoying quiet evenings at home. The kitchen is a chef's dream, featuring stainless steel appliances, new kitchen hardware, and an abundance of storage and counter space. With three generously sized bedrooms, including a lavish master suite, there is ample room for everyone in the family to unwind and relax. Outside, you will find a resort-style pool surrounded by stone accents and a lush, tropical landscape. The screened-in patio offers the perfect space for al fresco dining and enjoying the beautiful Florida weather year-round. Situated in the business district of town, this home is just minutes away from Winter Park's premier shopping, dining, and entertainment options. Don't miss this opportunity to own a piece of paradise in one of Central Florida's most desirable communities. Schedule a private tour today and experience luxury living at its finest at 220 Blossom Lane.

220 Blossom Lane, Winter Park

$375,000

4 Beds ⋅ 3 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

***Investor Special***CASH ONLY***Come check out this 3-bedroom, 2-bath Pool home with an additional 1-bedroom, 1-bath detached in-law suite. Roof is in poor condition, has significant siding rot and may need electrical panel relocated. Property also needs some TLC and updating and backs to train tracks. Buyer is responsible for doing their own due diligence. ***Seller will only accept CASH Offers*** Incomplete offers and offers that do not include ALL of the attachments in the MLS will not be reviewed by the seller. ***Seller will not make any repairs*** Maximum inspection period is 5-days. Minimum EMD is $5,000. *The seller will only use their PREFERRED TITLE COMPANY (see Offer Instructions)* If it is still active in the MLS, the seller has not accepted an offer. No need to ask. Seller responds to most offers in 24 hours but please allow up to 72 hours for a response.

1333 Orchid Avenue, Winter Park

$2,120,000

4 Beds ⋅ 5 Baths ⋅ Flora Park First Add SubDv. ⋅ 32789 Zip Code

Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top of the line Wolf and Sub-Zero appliances, a walk-in pantry. The kitchen has an abundance of natural light that creates an inviting atmosphere for culinary creativity and entertaining, it opens to a spacious great room with a fireplace and a wall of glass that pockets into the wall combining the indoor and outdoor living spaces. The primary bedroom suite features a separate sitting area overlooking the backyard and a spa bath with a walk-in shower and large tub for soaking away the stresses of the day. The walk-in closet even has washer and dryer hookups for the ultimate convenience. Additional features include a home office, 2nd floor loft area, 3 additional bedrooms, and a 2nd floor laundry. Step outside to discover a private backyard oasis, complete with a covered lanai with retractable screens, a summer kitchen, and a sparkling pool surrounded by travertine pavers. The pergola adds a touch of elegance to this outdoor retreat, perfect for relaxing or hosting gatherings with friends and family. For those with multiple vehicles, the property features an extra-long driveway and an oversized 2-car garage with electric vehicle charger. This home truly embodies modern luxury and indoor-outdoor living, offering a perfect blend of comfort, style, and functionality. Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat.

1616 Hibiscus Avenue, Winter Park

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

1444 Grove Terrace, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing a one-of-a-kind Victorian-style gem nestled in the heart of highly sought-after Winter Park, FL. This charming residence exudes character and warmth, offering a unique blend of classic elegance and modern convenience. Step inside to discover the allure of rich hardwood floors that grace the entire home, creating a timeless ambiance that seamlessly blends with the home's Victorian charm. The updated kitchen is a culinary delight, boasting quartz countertops and a stylish kitchenette, perfect for entertaining guests or enjoying cozy family meals. The primary suite is a haven of comfort, featuring a spacious layout with a private balcony. The large primary bath is a luxurious retreat with marble floors and dual vanities. Guests can enjoy a jack and jill bathroom with separate vanities. Step outside to discover the brand new private outdoor space, complete with a detached garage, driveway, and a beautiful balcony overlooking the brand new pool! Also note the new 2019 water tankless heater and gas powered fireplace! Reach out today to schedule a tour on this one of a kind Winter Park charmer.

1771 Bryan Avenue, Winter Park

$2,200,000

4 Beds ⋅ 5 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

Data Entry Only

1651 Mayfield Avenue, Winter Park

$525,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters Apartments Condo A SubDv. ⋅ 32789 Zip Code

This remarkable condo exudes grace and elegance with a distinct style that lends itself to the downtown Winter Park Living. Completely renovated ( to the studs) in 2022. Gorgeous kitchen with oversized island, counter seating, high end Bosch appliances, gorgeous cabinetry, luminescent quartz counters, refined lighting and unique materials. Beautiful bath with top of the line fixtures. Primary bedroom has two closets and a separate niche for office or reading. New flooring, new windows, new doors, new plumbing, new electrical, new ac, new washer and dryer. The oversized dining room also offers a lot of options to incorporate office or second seating area. New doors open to inviting screen porch. Whispering waters offers underground parking ( one dedicated space) , storage, a sunny pool, and lakefront patio area. Best of all this fabulous turn key property is a short stroll to famed Park avenue shops and Restaurants. Please note that condo fee includes all utilities .

311 E Morse Boulevard Unit 6-8, Winter Park

$979,000

3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

Nestled on a quiet cul de sac in an established Winter Park neighborhood, this 3 bed/3 bath, 2,331 sq ft single-story ranch home is ideal for a buyer in any stage of life. Completely remodeled in 2020, interior improvements include a gourmet kitchen, new baths, updated plumbing, new flooring, and light fixtures. Exterior improvements include a new roof, painted brick façade, stacked stone chimney, resurfaced, and retiled pool and tropical landscaping. This home is light and bright and features a flexible, open floor plan. The gourmet kitchen is the star of the home with easy access to entertaining spaces. Featuring quartzite counter, custom cabinets, island with range hood and stainless appliances. The dining area adjacent to the kitchen overlooks the wood-burning fireplace and spacious family room. Off the kitchen is the office that could easily be converted to a 4th bedroom with the addition of a closet or converted back to a formal dining room. The primary suite has been expanded with a large his n her walk-in closet, sleek marble shower, dual sinks, and water closet. With a versatile split plan, the guest bedroom and bath are on the opposite side of the house off the kitchen. Other amenities include wood-look tile in the common areas, crown molding, interior laundry room, and a spacious 2-car garage. The outdoor living space is awesome with an expansive screened in patio with built-in barbecue grill with space for lounging or dining. The premium oversized lot is .44 of an acre, providing a quiet park-like setting in the fenced back yard with lush landscaping including palm trees, tropical gingers and bromeliads. Close to downtown Winter Park and Maitland. Convenient to shopping, restaurants, and major roads. Zoned for top-rated schools. Welcome home!

1681 Tioga Trail, Winter Park

$310,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Welcome to 230 Killarney Bay Court, a rare townhouse style condominium located in Killarney Bay of Winter Park. The community of Killarney Bay offers Florida living at its finest with dockside fishing, kayak access, and lakefront views. This two-bedroom, two-and-a-half-bathroom unit has huge potential. The ground floor has an open layout between the kitchen, dining, and living areas plus a half bath for guests and a designated laundry room. The living room has a wood-burning fireplace and sliding doors leading to the large screened-in porch. Both of the oversized bedrooms are located on the second floor, featuring en suite bathrooms and walk-in closets. The primary bedroom also features its own balcony. This community is only minutes to 17-92, I-4, Winter Park Village, Trader Joe’s, Whole Foods, Publix, and downtown Winter Park’s retail and restaurants.

230 Killarney Bay Court Unit 3, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's most desirable communities, Kenilworth Shores. This three bedroom, two bath pool home has been lovingly cared for by the original owners and is ready for the new owners to put their stamp on it. There is oak flooring underneath the carpet, some terrazzo flooring, original heart of pine kitchen cabinets and a wood burning fireplace for cozy gatherings in the great room. The large backyard is fenced, has fruit trees and the pool has been resurfaced with Pebble Tec and tile. Location unparalleled with Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida....Winter Park High School. Not to mention the proximity to Park Avenue with world class dining and shopping. Turn your Dream into a reality, contact us today for a private showing!

420 Worthington Drive, Winter Park

$2,320,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park

$214,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Discover the perfect blend of comfort and convenience in this delightful 2-bed, 2-bath condo! Recently upgraded with new floors, this charming abode offers tranquil lakeside living on the shores of Lake Killarney, complete with coveted dock access and a refreshing pool. Located in the heart of Winter Park, enjoy easy access to the vibrant Park Ave, where shopping, dining, and entertainment await. Your dream home awaits in this coveted lakeside retreat!

2500 Lee Road Unit 104, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite luxury waterfront home that seamlessly blends midcentury modern charm with contemporary design, offering a truly unique and sophisticated living experience. COMPLETELY REMODELED by E2 Homes between 2018 and 2019, this home is nestled on the shores of Lake Berry, this architectural masterpiece embraces the beauty of its natural surroundings, providing breathtaking panoramic views of the sparkling waters and lush landscape. As you step inside, you are greeted by an abundance of natural light streaming through the floor-to-ceiling windows, illuminating the open-concept living spaces. The interior boasts a perfect harmony of clean lines, sleek finishes, and warm, organic materials, creating an inviting and comfortable atmosphere. The heart of this home is its spacious and gourmet chef's kitchen, complete with state-of-the-art bosch appliances, custom cabinetry, and a large center island, perfect for entertaining guests or enjoying intimate family meals. Designed for relaxation and entertaining, the living room showcases panoramic Lake views that transition to the expansive outdoor living spaces through sliding glass doors. Step out onto the grand Lanai, where you'll find a private oasis with a sleek pool which was completed in 2022, that appears to merge with the lake, offering the perfect spot to unwind and savor breathtaking sunsets. The master suite is a true retreat, boasting its private patio overlooking the serene waterfront. The spa-like ensuite with not just one but two bathrooms that feature luxurious fixtures, a soaking tub, a walk-in steam shower, a contemporary design, and a double closet space, ensuring a tranquil and functional space for rejuvenation. Additional bedrooms offer ample space and stunning views, providing comfort and privacy for family members and guests alike. This home also boasts sustainable design elements, including energy-efficient windows and eco-friendly materials, making it an environmentally conscious choice without compromising on luxury and style. With direct access to the waterfront, you can enjoy various water activities such as boating, fishing, and kayaking right from your private dock. Located in the Waterbridge Neighborhood, this luxury waterfront home is just a short drive from Downtown Winter Park, and Baldwin Park, offering the best of both worlds – a serene lakeside retreat and easy access to upscale dining, shopping, and cultural attractions. Don't miss the opportunity to own this one-of-a-kind luxury waterfront property, where midcentury modern aesthetics meet contemporary luxury living. Immerse yourself in the beauty of nature and experience the epitome of lakefront sophistication. Schedule your private tour today! This home was completely remodeled in 2018 -2019 By E2 Homes, the roof was replaced in 2018, the ACs in 2018, the doors, windows, and sliders were replaced in 2018, the plumbing was repiped in 2018, new electrical was in 2018, the pool was completed in 2022.

1727 Lake Berry Drive, Winter Park

$620,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

PRICE ADJUSTMENT......Experience the epitome of convenience and luxury with this exquisite corner unit 2 bedroom, 2 bath condo nestled at the heart of Winter Park, just steps away from the vibrant Park Avenue. Elegance meets functionality in this thoughtfully designed residence, boasting a charming wood-burning fireplace, three balconies, and a spacious open floor plan, accentuating the allure of the newer luxury vinyl flooring that flows throughout. A covered parking spot awaits, accompanied by additional open parking for your convenience. Ascend to the second-floor end unit with ease, thanks to nearby elevator access. The gated community of Park West offers an array of amenities, from the inviting pool to the well-maintained tennis courts and clubhouse, creating an oasis of relaxation and entertainment. The allure of this locale extends beyond the gates, with a tapestry of restaurants and boutiques lining the iconic Park Avenue.

300 Carolina Avenue Unit 201, Winter Park

$1,595,000

2 Beds ⋅ 2 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

Welcome to this stunning downtown Winter Park lakefront luxury condo with picturesque views overlooking Lake Osceola offering the very best of walk to Park Avenue lifestyle. This convenient second floor unit is nestled on the western shores of Lake Osceola and was recently artfully remodeled with beautiful wood floors, two fireplaces, updated bathrooms, raised various ceiling heights throughout and new HVAC in 2023. Tons of natural light throughout the condo, with an open concept floorplan. Enjoy a sun-filled living room with panoramic elevated lake views, a spacious family room with built-in's, a sophisticated kitchen with an office nook, a breakfast area, a wine/beverage fridge, coffee bar, an additional built-in oven - a perfect place to prepare every meal while enjoying the lake views, formal yet open dining area with a built-in sideboard and pantry... The primary suite is really 2 rooms, offering a sleeping area with fireplace and gorgeous wood details, a large walk-in closet, ensuite bath, as well as a full flex room/den plus a cozy enclosed Florida room with brick floors… The secondary bedroom also has an additional space for a reading nook or a study area. Whispering Waters is located two blocks from Winter Park's iconic Park Avenue. Stroll to fantastic restaurants and shopping, local concerts and activities in Central Park, the weekly Farmer's Market, and much more. Whispering Waters offers secured parking (this unit has “2” deeded under-building parking spaces, plus a private storage room), a community pool, and a sundeck for boat watching and enjoying the Florida sun. Enjoy the Lock + Leave lifestyle with the perks of a lakefront setting and ease of downtown living.

311 E Morse Boulevard Unit 1-3, Winter Park

$1,915,000

5 Beds ⋅ 4 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. The Seller has reduced the price $500k since listing and is motivated to Sell! "Short Walking Distance to Rollins College and Downtown Winter Park" Century Old Charleston Manor and Guest/pool Cottage with lake access to Lake Virginia in Olde Winter Park. This Traditional four bedroom two story residence is in walking distance to Rollins College and Downtown Winter Park. The Home originally built for the Weston Family in 1925 and the guest cottage carries the name “Weston Cottage” The home was renovated in 2013 adding a foyer, 2nd Primary Bedroom and bath and an addition of three of the four covered porches. This home provides 2 primary suites, one on each floor, four covered porches and a private office overlooking the pool. The Formal dining room opens to a screen porch, foyer, Spacious kitchen and kitchenette, living and piano room downstairs all with cove ceilings and an indoor entertainment room with a large reading nook and covered outdoor area upstairs. The traditional staircase has the original built in chute. Floors are original hardwood and have been preserved for almost 100 years. All interiors doors in the house have original Glass Door knobs and Mortise Hardware including all additions. The home has great lighting including recess lighting in living and dining, office, entertainment rooms, 2nd floor master bedroom and 4th bedroom and 3 porches, and the outdoor lighting is smart and Alexa compatible. The Upstairs Master bedroom has Glass pane French doors to the 4th bedroom to provide a family a nursery or a sitting/dressing room for the master bedroom. The house has a basement with concrete floor for storage and lighted attic space. Outside the home are brick driveways and walkways with brick patio around the pool with wonderful garden flowers and a bougainvillea terrace. The backyard also has a stone look parameter fencing and many tropical palm trees. The present owner has preserved this home for over 20 years. This is the perfect family or forever home.

1362 Richmond Road, Winter Park

$835,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$188,700

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Location, Location, Location! Prime Winter Park (you guessed it) LOCATION! You'll walk through an adorable center Courtyard to access your FIRST FLOOR Condo. Ceramic Tile throughout the entire unit. Large Living Room with Separate Dining Space. Kitchen features black Appliances and Laminate Counters. Two Spacious Bedrooms, both with Large Closets. Updated Bathroom Features Pedestal Sink, Walk-in Shower with Slate-look Tile and beadboard wainscoting. Condo comes with one Assigned Parking Space and plenty of Guest Parking. Community Features a Screen Enclosed Swimming Pool and Laundry Facility. Walking distance to Publix and more Stores and Restaurants than one can list! Easy access to Interstate 4. Extremely short commute to Downtown Orlando.

851 Miles Avenue Unit 4, Winter Park

$595,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Entered for data entry purposes only

624 Langholm Drive, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

$1,000,000

3 Beds ⋅ 3 Baths ⋅ Forrest Hills SubDv. ⋅ 32789 Zip Code

Echelon Winter Park LOCATION! Don't miss this opportunity to renovate or construct on this most sought out top tier of land value in Olde Winter Park. Winter Park is known to be one of Florida's most beautiful and finest cities. It is famous for its stately trees, abundant parks, brick-lined streets, spectacular homes, museums, vibrant lakes, fine dining and fine shops along the famous Park Avenue. Home to Rollins College, one of America's most beautiful college campuses. Rollins College was ranked number one in the 2024 edition of Best Colleges of Regional Universities South. Winter Park is known locally to have top rated schools year after year. The home is just a few minutes from Downtown Orlando, Baldwin Park and the Hip Indie Audubon Park. This unique, indie chic and peaceful home is nestled among tropical foliage, roaming bamboo and the towering trees of Olde Winter Park. Just one walking block to the beautiful, shimmering Lake Sue and Lake Chelton. The Home is a 3 bedroom 3 bath pool home with open floor living, split bedroom plan, extensive front verandah, wood burning fireplace, cathedral ceilings, Spanish terracotta floors and Spanish tiled kitchen. The large dining and casual sitting area boast picturesque windows that overlook a tropical paradise and lead you back to enjoy the serene backyard and the inviting Florida pool. Call now to schedule a private showing! Location, Location, Location!

1821 Englewood Road, Winter Park

$700,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

"Experience the quintessential Winter Park lakefront lifestyle in this meticulously maintained Fully Furnished 2-bedroom, 2-bathroom top floor penthouse boasting access to Lake Osceola, a prized part of the Winter Park Chain of Lakes. Floor-to-ceiling windows illuminate the home, creating a light and airy atmosphere. Both bathrooms have been tastefully remodeled, enhancing the overall appeal. Yes this a 55+ community, however there is an opportunity for individuals under the age of 55 years young. Step inside to discover built-in custom cabinetry, a stunning kitchen, and providing the perfect blend of comfort and entertainment. Located just moments away from Park Ave, you'll have access to an array of exclusive restaurants, boutique shops, the renowned Saturday Farmer’s Market, churches, museums, and more. The HOA covers essential amenities including trash, water, electricity, gas, pool access, exterior and ground maintenance, pest control, and on-site management, ensuring a hassle-free living experience. Don't miss the opportunity to make this gem your home today!"

311 E Morse Boulevard Unit 6-21, Winter Park

$1,535,000

5 Beds ⋅ 4 Baths ⋅ Tuscany Place SubDv. ⋅ 32789 Zip Code

Welcome to your beautiful mid-century modern home located in the Tuscany Place neighborhood of the Winter Park This two-story home sits on a large lot with plenty of potential for your personal touch. The property features a charming brick circular driveway and is tucked away in a quiet cul de sac. Inside, you'll find a contemporary California inspired style mixed with classic elements, providing the perfect blank canvas for your design ideas. The spacious interiors offer endless possibilities for creating your dream home. Upon entering the home, you'll be greeted by a bright and open foyer with cathedral ceilings and large windows that fill the space with natural light. The living room features a cozy fireplace, while the connected dining room is perfect for hosting dinner parties. The open-concept kitchen/family room allows you to seamlessly blend indoor and outdoor living with its Anderson French doors. Step outside to the screened-in lanai and enjoy the lush backyard, complete with a pool and ample space for outdoor activities. The master bedroom suite is truly a retreat, with cathedral ceilings, an "enclosed garden shower," dual vanities, a walk-in closet, and a private garden patio where you can enjoy your morning coffee. Upstairs, you'll find two additional bedrooms, a bathroom, and a versatile multi-function room that can be used as a fourth bedroom, playroom, or home office. The pool is surrounded by mature landscaping and a spacious brick patio area. This well-maintained home has recently been upgraded with a new roof in 2022, New pluming 2023 and a new wooden fence. Conveniently located near Park Avenue, top-rated schools, the Winter Park Racquet Club, Interlachen Country Club, parks, restaurants, and more. The main house boasts four bedrooms, two and a half baths, and a separate guesthouse with its own amenities, making it ideal for a growing family or hosting guests. As a member of the Maitland Shores Protection Association, you'll have access to Lake Maitland and a private lakefront community lot, perfect for picnics and enjoying the Winter Park Chain of Lakes. Recognized design firm PHIL KEAN has produce an Architectural design for this property that would increase the value of the property, current owner are including the drawings as part of the package. SEE RENDERINGS ATTACHED.

1016 Tuscany Place, Winter Park

$338,000

2 Beds ⋅ 2 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

You must see this 2 bedroom 2 bathroom corner unit in the private community of Killarney Bay. The centrally located community is situated on Lake Killarney and features a pool and dock access. The unit has one covered dedicated parking space, and guest parking is readily available. When you enter the unit you walk into an open concept living room with a wood burning fireplace, decorated with a stone and reclaimed wood wall. The kitchen is just off the living room and features quartz countertops, and stainless steel appliances. There is a dining room next to the kitchen which provides a great space for entertaining. All of the flooring in the living room, and main hallway has just been updated with laminate wood flooring. The primary bedroom features a walk in closet and en-suite bathroom. The second bedroom features a covered and screened in patio. There is ample storage throughout the unit, particularly in the hall closet and large laundry room. Schedule your showing today!

420 Killarney Bay Court Unit 2, Winter Park

$1,900,000

5 Beds ⋅ 5 Baths ⋅ Sylvan Park Rep SubDv. ⋅ 32789 Zip Code

WOW!!! Repainted! Refinished Wood Floors, Refreshed Throughout!!! Wait until you see this transformation: Entire interior, freshly painted, hardwood floors refinished, new roof, new pool heater, new downstairs washer/dryer, professionally cleaned and staged! Master shower and marble floors replaced 2024... the list goes on and on. Like NEW - Move in ready! Stunning traditional home on a tree lined street in Olde Winter Park. Gorgeous custom trim, woodworking and architectural details such as coffered ceilings, French doors, plantation shutters throughout, beautiful Schonbeck crystal chandeliers. Open concept with soaring ceilings, gourmet chef's kitchen, wine room, salt water pool and spa. Fabulous large and spacious primary suite, with walk-in closet, including a washer/dryer. Tennessee flagstone and brick walkways offer peace and tranquility among mature landscaping. Outdoor covered areas including a summer kitchen and a brick fireplace.

451 Shepherd Ave., Winter Park

$239,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Charming , redone condo in sought after WINTER PARK GARDENS. This one bedroom features beautiful wood floors, an updated open kitchen, and updated bath Spectacular views from sunroom overlooking the gardens and pond. Winter Park Gardens is walking distance to everything you love about Winter Park. Stroll through Rollins College on your way to Park Ave. shops and restaurants or go by the Farmers Market or Hannibal Square, meander through Mead Gardens This is everything you have been looking for. Come fall in love.

700 Melrose Avenue Unit E 26, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Welcome to this ideal corner of Winter Park, part of the highly desirable Via's, and this stylishly renovated home. This four-bedroom, four-bath home spans over 3,400 square feet and ideally combines modern updates and timeless charm. The open floorplan seamlessly integrates the living, dining and kitchen areas, creating an ideal space for entertaining and everyday living. Natural light fills the interior, accentuating the sleek finishes and designer touches. Designer lighting, custom hood and gas stovetop make the kitchen an ideal place for preparing and hosting meals. The main level also features the primary bedroom, offering a tranquil retreat complete with a spacious en-suite bath with dual shower heads, a rain shower and a soaking tub. The expansive closet space in the primary bedroom is envious. Step outside into your private paradise, where a saltwater pool with sun shelf awaits. The covered patio with multiple fans ensures you can enjoy the outdoors comfortably, whether lounging poolside or dining alfresco. There is also a summer kitchen with additional refrigeration, ideal for entertaining. For those who love to stay active, there is an additional climate-controlled space with endless possibilities, whether a home gym, yoga studio, art space or office. Location is key, and this home is ideally in a highly desirable neighborhood, zoned for top-rated schools, including the No. 1 elementary school in Orange County. There is also neighborhood access to Lake Maitland. Enjoy easy access to Park Avenue, Winter Park Racquet Club and more. Schedule your private showing today.

914 Moss Lane, Winter Park

$1,297,000

4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$2,750,000

4 Beds ⋅ 5 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Gorgeous Alys-Rosemary Beach-style coastal residence in the sought-after Vias neighborhood near the WPRC and ICC. Built in 2020, nothing was overlooked with many custom finishes and thoughtful designer details that are captivating from the moment you walk through the front entry. A masterfully, well-designed open floor plan with soaring ceilings (decorative accent beams), along with quality expansive windows and glass doors flooding the home with natural light. Elegant living areas for various seating groups, including a bar area, living area, additional dining and gathering room all transition from inside to outside with a seamless flow that allows for comfortable casual Florida living and entertainment. The fabulous chef's kitchen offers a 6-burner gas range, two built-in ovens, an expansive “4-person” bar stool island in addition to a wonderful breakfast nook with pool views. The secluded primary suite includes another fireplace, separate walk-in closets, a lavish bath with private botanical garden, and French doors with peaceful views of the pool. The recently added den/home office complements the first floor flawlessly and can also be utilized as a secondary bedroom (includes a built-in with Murphy bed system) and en-suite bath. This home lives primarily as a one-level residence, having only 2 secondary bedrooms upstairs and they are more than generous in size as well. When making your way outside the main residence, there is a wonderful, detached pool cabana that features a wall of folding glass Casablanca-style accordion doors that bring the outdoors in. The cabana is equipped with a wet bar and a full bath, great for guests/in-laws, an art/yoga studio, separate home office, and much more. The outdoor area is truly an enjoyable private oasis including 7 perimeter gas lanterns. Enjoy Florida days and nights on the covered lanai with wet bar and in the picturesque pool and tranquil private backyard amenities. There is a climate-controlled detached two-car garage “carriage house” that is easily accessible to the main residence via a covered breezeway. There is also a parking area and wraparound front/side yard lawn encompassed by a podocarpus hedge and a private linear dog run or lawn with turf grass that completes the grounds. The Vias is an unsurpassed Winter Park neighborhood, just a few minutes away from downtown Winter Park/Park Avenue, A-rated schools, Winter Park Racquet Club, Interlachen Country Club and much more. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1254 Via Estrella, Winter Park

$256,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Stunning Winter Park first floor condo of 2 bedrooms and 2 baths. Open floor plan with laminate flooring and tile throughout – no carpet. New double paned and low-e windows. New Quartz kitchen countertops to complement new stainless steel sink and appliances including dishwasher, range and refrigerator. Freshly painted. Sit out and relax on your covered screened back porch which is facing the lovely garden or take a dip in the heated community pool just steps away. Laundry facility is next to the pool. Dedicated bike storage, as well as a 3 cubit feet storage area for each unit. Roof for the whole complex is less than 2 years old. Ample parking spaces. Condo fee is $375.00 per month for such perfect carefree living! Great location close to Orange Avenue, Park Avenue, Mead Garden, Rollins College, Publix, Trader Joe's, Winter Park Village, Winter Park Library, Saturday Winter Park Farmer's Market, and all downtown Winter Park has to offer. Zoned for great school district of Audubon Park K-8 and Winter Park High School. No dogs allowed except domestic cats. These first-floor units are hard to come by. Where can you find a first-floor condo unit in the heart of Winter Park for $262,000.00? Don’t wait!

1250 S Denning Drive Unit 111, Winter Park

$3,200,000

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$3,600,000

6 Beds ⋅ 7 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Under Construction. ONLY FOR DATA ENTRY PURPOSES. Room sizes are approximate and should be verified.

205 E Rockwood Way, Winter Park

$650,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Location, location, location. Take advantage of this rare opportunity to live in a spacious 2/2 move in ready condo at the Cloisters Condominiums. Stepping into this unit, you will discover that it has been updated for immediate living while offering you the opportunity to add in changes to your personal taste. Cork back luxury vinyl plank flooring throughout. Carrara marble kitchen counter top. Stainless steel kitchen island with butcher block top, KitchenAid stainless steel appliances. Graber custom window blinds throughout. New commodes and vanities in both bathrooms. Very large primary suite with walk-in closet offering ample room if you should want install a washer/dryer. HVAC replaced in 2022, hot water heater in 2014. Situated on the shores of Lake Osceola part of the coveted Winter Park Chain of Lakes. The Cloisters built in the 70's is one of Winter Park’s finest locations. Short stroll to the Alfond Inn and Park Avenue offering the finest in shopping, cafes, eateries, galleries, museums, Central Park, SunRail and more. Also walking distance to the Winter Park Farmer's Market. The Cloisters offers boat slips available on a first come first serve then on a lottery. Kayak, paddle board, and bicycle storage to rent. A clubhouse, fitness center, heated pool, putting green, assigned parking, storage, on-site manager, community mail boxes, and more. Come and look and live the dream! While all information is intended to accurate, it is not guaranteed and should be independently verified.

104 S Interlachen Avenue Unit 414, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

This one of a kind Winter Park residence blends timeless charm with contemporary comforts, creating a home that is not only aesthetically pleasing but also efficient and technologically advanced. With meticulous attention to detail, this property stands as a testament to luxurious living in this highly desired Winter Park location. The home recently underwent a comprehensive remodel, enhancing the property's allure and modern functionality. No expense was spared, as upgrades include a grand front door, redesigned stairs, and revamped dining and living rooms. The kitchen has been transformed into a culinary masterpiece, boasting leather granite countertops and Italian-style cabinets. The extensive upgrades continue on the exterior with a new roof, insulation, multiple air conditioners, tankless gas heater, and new pavers in the oversized backyard. This list goes on. The residence is conveniently close to the Phelps Park and the YMCA, with the added advantage of being within minutes to Park Avenue and all the amenities Winter Park has to offer. Excellent schools further enhance the appeal of this pristine location. Don't miss the opportunity to call this stunning property home. SEE ATTATCHMENTS FOR ALL UPGRADES AND FEATURES. http://1540wilbar.website/Video-MLS

1540 Wilbar Circle, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Perle Du Lac SubDv. ⋅ 32789 Zip Code

This is your opportunity to live the ultimate lock-and-leave lifestyle and have the lakefront living that makes Winter Park so special. Perle Du Lac is a gorgeous condominium community situated on the shores of Lake Virginia. Unit 203 is a spectacular 3-bedroom, 3.5-bath split-bedroom home with a breathtaking pool and lake views. A completely remodeled kitchen by S&W Kitchens (December 2022) offers custom cabinetry, Cambria quartz countertops, new GE Profile gas range/oven plus a built-in oven, and under-counter wine fridge. The spacious living room has beautiful Brazilian Cherry wood floors and a wall of sliding glass doors that open to the patio and showcases the amazing views of the pool, grounds and Lake Virginia. The private primary suite has French doors to the patio, a remodeled bath (2021) with dual sinks plus a vanity, a large glass-enclosed shower, and a walk-in closet. The secondary bedroom has an ensuite bath, and the third bedroom, currently used as an office has a custom built-in desk, cabinetry/shelves and a Murphy bed which conveys with the home. All bathrooms were remodeled in 2021. This unit also offers a separate climate-controlled storage room within the building, secured underground parking garage with 2 designated parking spaces, a picturesque community pool, and a deeded covered boat slip with motorized lift. Close to restaurants and shopping on Park Avenue, the Alfond Inn, Rollins College, the WP Farmers Market, and much more.

662 Osceola Avenue Unit 203, Winter Park

$1,400,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Rev SubDv. ⋅ 32789 Zip Code

Beautifully appointed "Italian Villa" style home in the heart of Winter Park. Just a few blocks from Rollins College and Winter Park's famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can get to a "lock-and-leave" residence and still have the privacy of a detached single-family home. Built by a custom home builder for their personal residence, no expense was spared to create wonderful living spaces perfect for entertaining friends and family or enjoying the Winter Park lifestyle peacefully. As you enter the foyer you are greeted with a flex room to your left that can be utilized for dining, office, exercise or whatever your lifestyle desires. Interior features include stone flooring, high ceilings, extensive detail in the millwork, custom built-ins, and open floor plan. The living areas are light and bright with tons of natural light and views of the private backyard. The chef's kitchen boasts Carrara marble countertops, custom cabinets, Sub-Zero refrigeration, a double oven Wolf gas range, and a window-framed banquette eat-in area. All 3 bedrooms are en-suite with walk-in closets and the primary bathroom has a marble enveloped soaking tub and separate glass shower, and dual marble vanities. Another primary suite features is the "Juliette" balcony overlooking the pool area. The bonus space upstairs is perfect for additional TV area, study, or office space. Other interior details include gorgeous hardwood and tile floors upstairs, designer lighting throughout, high-end fixtures and hardware, and multiple-zone audio. The tropical backyard pool area has complete privacy, a lagoon-style pool, maintenance-free artificial turf, and "award-winning" landscaping installed and maintained by Signature. This home has been designed to take advantage of every inch of space. Perfectly located with easy access to all the Central Florida amenities and top-rated Winter Park schools.

621 Huntington Avenue, Winter Park

$1,690,000

4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park

$2,200,000

4 Beds ⋅ 4 Baths ⋅ Sicilian Shores SubDv. ⋅ 32789 Zip Code

This split plan home in the heart of Winter Park’s highly desired Via’s neighborhood offers views of Lake Maitland and is located on a quiet, gorgeous street aptly named for the towering pine trees that line it. The spacious floor plan includes four bedrooms and 3.5 baths, along with a full dining room, living room, great room, and open kitchen and family room. Great for entertaining, the family/kitchen areas feature numerous French doors and all open up to an enclosed, slate floor back lanai looking out over a spacious back yard and fire pit. A huge great room with a wet bar and high ceilings on one side opens up through large sliding doors into a second enclosed lanai, screened in swimming pool and gas-heated spa. The large living room includes a natural gas fireplace and views of the lake. The spacious primary suite includes his and her walk-in closets with ample built in shelving and a full perimeter of rods to hang clothes. The primary bath includes a large whirlpool tub, private commode, walk-in shower and dual vanities. A large kitchen with full island bar that seats 6 and dine-in area on the other end, includes many built in upper and lower cabinets, a 6-burner gas stove with electric oven, granite countertops and new appliances. Porcelain tile flooring was recently installed throughout the home except in the bedrooms, which all are carpeted. Beautiful crown molding and elegant light fixtures are found throughout the home, which has been fully updated in recent years. The additional three bedrooms are on one side, one a secondary suite that includes a full bathroom. The other two sizeable bedrooms with closets share a full Jack and Jill bathroom. A full dedicated office with a door that closes for ultimate privacy is located next to a laundry room with built-in cabinetry. The home was completely replumbed, has a newer roof, and includes a new natural gas-fueled Generac generator that provides electricity to the entire home in case of a power outage. Enjoy lake views from a front porch with rocking chairs that overlooks a beautifully landscaped front yard and tree canopy with circular paver driveway and exceptionally long frontage. Fenced in for privacy, the home includes a 2-car garage. If you love peaceful, natural surroundings and the sounds of osprey, eagles, barred owls and other wildlife, this is your perfect oasis on one of Winter Park’s best locations just around the corner from the Isle of Sicily.

620 Pinetree Road, Winter Park

$1,066,405

4 Beds ⋅ 3 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

Sophisticated style and comfort define this updated 4-bed 2.5 bath home that is tucked away on a quiet cul-de-sac in Winter Park. Sitting on nearly a 1/2 acre lot, this home backs up to a 77-acre preserve providing you and your family a peaceful and private setting. This custom-designed renovation won the 2012 Parade of Homes award for “Functional Design” by highly respected general contractor Jonathan McGrath. Eye-catching details like custom wood-wrapped appliances, including Miele professional refrigerator, Bosch dishwasher, 6-burner gas Dacor range with an in-line exhaust hood, Electrolux double oven, and a large island highlight the pristine updated chef’s kitchen. Other thoughtful design elements include a custom bench and built-ins around a gas log fireplace and a hidden office nook with decorative doors to close off when the company arrives. Unwind in the spa-like master bathroom with an oversized shower, bench, and ThermaSol steamer with frameless glass. Gorgeous dual vanity with custom storage. Large walk-in closet and French doors that lead to a spacious screened-in porch and sparkling pool. The back patio redefines Florida living with a large covered area overlooking an expansive 77-acre natural area. This home is an energy-efficient dream and will keep monthly utility bills down to a minimum. Foam insulation was added to the exterior walls, all windows and doors have been replaced (hurricane-rated sliders and windows), plus a Solar system that is paid off and includes (2) Tesla Powerwall batteries that will store your solar energy for backup protection. Plus a deep well for irrigation. Laundry is a breeze with cabinets, mudroom storage, granite countertops, and a sink. 3-car garage with updated doors and tons of storage above. Excellent schools and a short drive to all of the nightlife on Park Ave in Winter Park.

2908 Cove Trail, Winter Park

$520,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Beautifully updated, ground floor 2 bedroom condo located just 2 blocks from Park Avenue. This special unit has beautiful wood floors, crown molding and new baseboards throughout. Kitchen equipped with white cabinets with glass fronts, lighting, granite and opens to spacious living area. Large bedrooms with spa like baths. Plantation Shutters and designer lighting throughout. Unit offers lots of closet space. Oversized rear private patio. A/C is 2018 and water heater 2015. Separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex is located on the shores of Lake Osceola and offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this Wonderfull Unit 108

100 S Interlachen Avenue Unit 108, Winter Park

$2,495,000

4 Beds ⋅ 7 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaurants, this home offers 4,240 square feet of luxurious living space, featuring 4 bedrooms, 5 full baths, and two half baths. Crafted in 2008 by Arlington Homes, this meticulously designed residence transforms every gathering into an unforgettable event. The expansive screened lanai, complete with a summer kitchen and full pool bath, seamlessly merges indoor and outdoor living, perfect for entertaining guests. The primary suite, located on the first floor, overlooks the serene screened pool/lanai and boasts his and her vanities, a lavish soaking tub, spacious shower, and ample walk-in closets. Indulge in the 145-bottle climate-controlled wine cellar or enjoy the convenience of the laundry room adjacent to the primary closet, featuring abundant storage and dual washer and dryer sets, one on each level. The gourmet kitchen dazzles with custom cabinetry, premium countertops, top-of-the-line appliances, and multiple dishwashers, complemented by refrigerator and freezer drawers. Upstairs, discover three bedroom en-suites, along with a sprawling media/bonus/game room featuring a wet bar and expansive private balcony. Conveniently situated near Baldwin Park, Park Avenue, and downtown Orlando, this residence also offers access to top-rated Winter Park Schools and Lake Highland Preparatory School, mere minutes away. This home epitomizes luxury living and unparalleled convenience, promising a lifestyle of sophistication and serenity in Winter Park's premier locale. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

360 Cortland Avenue, Winter Park

$1,325,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome HOME! Welcome to your new Winter Park entertainer’s dream home.This extraordinary single story home welcomes you with a warm ambiance and notable features that set it apart from the rest Situated on a spacious .35 acre corner lot, the exterior has attractive pavers and opens to the expansive front garden As you enter the front door, you are greeted by the exquisite TRAVERTINE floors that cover the majority of this well-designed home, revealing a delightful open floor plan This residence has three spacious bedrooms, all with en-suite bathrooms. The seller will install a bedroom and a closet or subdivide a bedroom at their cost if desired by the buyer. To the right is a bedroom with large bay windows perfect as a second master bedroom, beautiful wood floors, and en-suite bathroom with elegant granite countertops and walk-in shower. Across to this is another large bedroom that can be converted in to 2 bedrooms if needed with a private bathroom. Walking through the formal living room reveals a vast open space that seamlessly connects the huge family room, kitchen, dining room and breakfast nook, an entertainer's dream, at the same time a perfect shangrila for retirement. The Family room offers captivating views of the expansive backyard pool with a cozy fireplace and beautiful skylights The master bedroom is another oasis of comfort, spacious with hardwood floors and custom designed master closet. The master bathroom is a masterpiece with granite, double vanities and an amazing walk-in shower with dual shower heads as well as a bathtub. The kitchen is a chef's delight, featuring beautiful granite countertops, stainless steel appliances, double ovens, ceramic cooktop and a large island Step out onto the patio and discover the tranquility of the screened pool in the expansive backyard With a roof installed in 2021 and solar panels installed in 2022, this home not only exudes charm, but also has negligible electrical bill. Welcome to an oasis where comfort and style blend seamlessly Welcome HOME!

1361 Place Vendome, Winter Park

$2,150,000

5 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

In the highly sought-after Virginia Heights Historic District with Lake Virginia access, an updated residence combines modern luxuries and timeless charm sitting on nearly a third of an acre and surrounded by a live oak tree canopy. This home offers a blend of original architectural elements and contemporary features. The new solid wood custom door opens to a warm living room space with a fireplace. A newly updated dining room features Schumacher wall covering, custom window treatments and a stylish chandelier that compliments the new designer lighting selected throughout the home. The owners have added a professionally designed butler’s pantry offering the ideal space for staging parties or more intimate gatherings and tastings. Whimsical Thibaut wall covering mixes with sleek dark countertops and space for cases of your favorite varietals. The updated kitchen includes solid surface countertops, a gas range, abundant storage and casual countertop dining space. Off the kitchen is the recently added utility mudroom with plenty of space for a home office and additional storage for a busy household. The open plan includes the kitchen, casual dining and the family room in a shared space. The owners have also added built-in benches, an additional fireplace and warm lighting to make the family room a cozy space for gatherings. Flexible space for an office or playroom as well as a full bath completes the first floor. The second floor includes a newly renovated primary suite with an expansive closet and a new primary bath. All of the baths throughout the home have been updated to match the renovations of this home. Three additional bedrooms and two additional baths finish this second story. The spacious screened lanai off the family room opens up to a saltwater pool and heated spa added in 2021. The poolside ambiance is further enhanced by the detached 400-square-foot guest house, which stands as an independent structure outside the main square footage, ideal for a guest house or owner’s workshop or studio. The owners have construction plans available that show the potential to turn this space into a gym, entertaining area and guest space. Throughout the meticulous renovations, great care has been taken to preserve the age and historic significance of the home, ensuring it seamlessly integrates into its distinguished surroundings. This Winter Park gem invites discerning homeowners to experience the union of heritage and contemporary living. Don't miss the opportunity to own a piece of history with this extraordinary residence in Winter Park.

1470 Glencoe Road, Winter Park

$1,475,000

4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

SELLER IS MOTIVATED!!! Elegance meets sophistication in this stunning 4-bedroom, 4 1/2-bath French Provincial home, custom-built in the heart of Winter Park, FL. Spanning 4162 sqft, this exquisite property features a pool, an inviting outdoor fireplace, and a spacious 2-car garage. The interior is a testament to fine craftsmanship, boasting a custom-built kitchen with custom, built-in appliances and finishes. Each bedroom is an oasis of comfort, complete with ensuite bathrooms. The master suite is a true retreat, offering tranquility and grandeur. Outside, the beautifully landscaped grounds create a private haven, perfect for entertaining or relaxing by the pool. The outdoor living space, enhanced by the fireplace, offers a year-round alfresco experience. Water and power are available for outdoor kitchen hook-up. This home is more than just a residence; it's a lifestyle, offering an unparalleled blend of luxury, comfort, and style in the Winter Park community. *New interior paint throughout! (Not reflected in listing photos)

1130 Kenwood Avenue, Winter Park

$1,295,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A spectacular two-bedroom, two-bath home available in the historic Alabama Condominiums. Located on the second floor with breathtaking views of Lake Maitland on the Winter Park Chain of Lakes and the beautiful grounds of The Alabama. Recently renovated with updated bathrooms, and a new kitchen which includes gorgeous cabinets, stone counters and stainless steel appliances. The living/great room offers a wall of built-ins, and gorgeous wood floors. The Florida room showcases seven large windows which allow for plenty of light to fill the home, and gives amazing views of the lake. The Alabama is a Winter Park icon with a community pool, a clubhouse with a full kitchen and a fitness room, a community dock on Lake Maitland, and boat slips. Currently there is a boat slip available with no wait list. Fee is $2,500/year. This unit offers an additional storage space and one assigned covered parking space. Enjoy scenic sunsets from the adirondack chairs on the lawn or at the dock. Lakefront living without the maintenance. Luxury living with the lock and leave lifestyle.

1602 Alabama Drive Unit 203, Winter Park

$3,350,000

6 Beds ⋅ 6 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Enjoy luxurious living in Winter Park’s coveted Windsong Northshore neighborhood with this gorgeous, custom home located in a quiet, secluded, and natural setting just a short stroll from Lake Berry and Lake Mizell. Enter this 6-bedroom, 4 full bath, 2 half bath Parkland pool home on Genius Drive through an impressive foyer with new marble floors. A living room to the left features a beautiful gas fireplace and built ins. A formal dining room with beautiful custom molding leads to a large, open family room. A newly updated open gourmet kitchen includes a Wolf 6-burner gas stove, Thermador double ovens, a large walk-in pantry, 2 pull out refrigerator drawers, a warming drawer and Wolf coffee maker. The 1st level primary suite features an oversized, newly renovated bathroom with double vanity sinks, a 3rd separate vanity, a new soaking tub and large walk-in shower. A large custom walk-in closet (11’x14’) offers ample space. A second large, first floor bedroom is currently used as an office, with the other 4 spacious bedrooms located on the second floor. Also upstairs is a bonus room currently being utilized as a home theater. This 5,473 sq. ft. masterpiece on a canopied, tree-lined street includes a lovely front yard with circular driveway and front porch, and new light fixtures and plantation shutters throughout. Offering the ultimate in privacy, the fully fenced-in backyard opens to a large, accessible outdoor field with no rear neighbors. The retiled saltwater pool, fire pit, and newly renovated outdoor summer kitchen is the perfect place to relax or entertain friends or family. This exceptional location includes access to a private lakefront activity/community center. The home features a 3-car garage, one bay which is currently being used as a home gym. Move right into this exceptional home in one of Winter Park’s most sought-after locations.

534 Genius Drive, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,965,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$1,050,000

5 Beds ⋅ 5 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Nestled at the end of a picturesque street in the prestigious Dommerich Hills, this one-of-a-kind property in the coveted 32789 area code presents a unique opportunity to own over an acre of gated, private land. This stunning 5-bedroom, 4.5-bath home spans an impressive 4,364 square feet, offering an oasis of serenity and space in Winter Park. As you enter, the home welcomes you with an inviting open floor plan that seamlessly integrates formal living and dining areas with a cozy family room. The family room, a focal point of comfort and style, features brand-new built-ins, a wood-burning fireplace, and elegant French doors that open to the lush backyard. The heart of the home, the kitchen, is a culinary delight with an oversized breakfast bar, a spacious walk-in pantry, and a large breakfast nook perfect for casual dining. Adjacent to the kitchen, the guest bedroom wing is a versatile space featuring three bedrooms and a large game room, complete with a pool table and a wall of windows that flood the space with natural light. The crown jewel of this residence is the astonishing 1,100-square-foot primary suite. A haven of luxury and tranquility, it includes a sizable private retreat for relaxation, an open bath with separate tub and shower, multiple closets, and a charming alcove ideal for a home office, den, yoga studio, or sitting room. Adding to the allure, a detached 5th bedroom serves as a guest suite with a full bath, providing privacy and comfort for visitors. The outdoor area of this property is a landscaped masterpiece, boasting an oversized open cabana overlooking a sparkling pool, creating the perfect setting for entertaining. Car enthusiasts and hobbyists will appreciate the four-car detached garage and extensive motor court, offering ample space for cars, boats, and more. Additional features include a massive stand-up attic storage room, robust poured concrete and second-story block construction, a whimsical playhouse, and an expansive yard with potential for a personal pickleball court. Located within the sought-after school zones of Dommerich Elementary, Maitland Middle, and Winter Park High, this property is more than just a home; it's a legacy waiting to be cherished. Indulge in the grandeur and privacy of this Winter Park gem, where every detail is a testament to luxury and comfort.

2501 Modac Trail, Winter Park

$2,150,000

5 Beds ⋅ 6 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

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1875 Grinnell Terrace, Winter Park

$3,450,000

3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code

Sold Data

300 S Interlachen Avenue Unit 503, Winter Park

$2,699,999

5 Beds ⋅ 6 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$2,400,000

5 Beds ⋅ 6 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

Welcome to 1851 Windsor Drive! This breathtaking custom new-construction home by Urban Perch- A Boutique Home Builder features 4,000 square feet elegantly and efficiently designed with 5 expansive bedrooms, 5.5 lovely bathrooms, charming casita, and gas-heated saltwater pool. Wrapped in hand-troweled smooth finish stucco, with a copper metal roof feature and exceptional landscaping, the exterior hints at the details within. The brick driveway, handcrafted in herringbone pattern, leads to two separate garages with copper Primo gas lantern accents. Follow the brick path, framed by two more lanterns, and enter the first courtyard with artificial turf. Step through the 10-foot front doors and experience approachable luxury around every turn. The first floor includes a bold powder room, classic study/office, and luxurious primary suite with pool view, oversized walk-in closet, and spa-like Kallista tub and rainfall shower. Gathering spaces abound, including the great room with pre-cast stone fireplace surround opening to the main kitchen, formal dining, and outdoor dining and patio areas. Ideal for entertaining, the main kitchen features Quartzite waterfall countertops and backsplash, GE Monogram appliances and built-in refrigerator, and Kohler fixtures. A separate glass-front cabinet features two wine refrigerators and display storage beyond the large hidden walk-in pantry. A scullery kitchen houses an additional refrigerator and dishwasher conveniently located behind-the-scenes for preparation and clean up while hosting. Casual island bar seating is complemented by the adjacent formal dining room, which boasts custom paneling and Quartzite buffet with rift-cut white oak trim details. Indoor entertaining areas flow seamlessly to the beautiful outdoor spaces through grand sliding glass doors. Sandblasted marble decking grounds the outdoor kitchen with motorized retractable screens, and a relaxing gas-heated saltwater pool invites guests to indulge year-round. A second courtyard with artificial turf connects the main home to the adorable casita, featuring a full bathroom and separate cooling unit. The staircase, with curved brass railing and intuitive lighting, leads to an open landing space and four additional bedrooms, each with plenty of storage space and custom-designed bathrooms. This home has been meticulously crafted and careful selections made to ensure comfort, style, and luxury. Additional design details that elevate this home beyond expectations are Level 5 drywall, rift-cut white oak trim details, Oak engineered wood flooring, LED recessed lighting, and pre-wiring for wireless access. Seeing is believing, and 1851 Windsor Drive has it ALL in the ideal location! Just completed in 2024, this home is ready for the most discerning buyer.

1851 Windsor Drive, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, Winter Park

$1,875,000

5 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to your dream home! This exquisite 5-bedroom, 4-bathroom residence is a true masterpiece, perfectly blending luxurious living with traditional design. Boasting a spacious 3,703 square feet. Upon entering, you are greeted by a beautifully appointed foyer, dining room, formal living room and office, ideal for those who work from home. Primary bedroom suite located on the first floor. The home features a thoughtfully designed layout with wood floors that have been meticulously refinished to add warmth and elegance. The heart of the home is the brand-new kitchen, a chef's delight, modern cabinetry, and exquisite countertops. The open-concept design seamlessly connects the kitchen to the living spaces, creating an inviting atmosphere for entertaining friends and family. Upstairs spaces include 3 bedrooms and two bathrooms, storage room and a charming playroom, perfect for family enjoyment. This property offers not only comfortable living spaces but also a touch of luxury with a heated pool and spa, providing the perfect setting for relaxation and recreation. The professionally landscaped yard, surrounded by a new fence, ensures both privacy and a picturesque setting for outdoor activities, this stunning home sits on a generous 90'x125' lot, providing an expansive and private oasis. A unique feature of this property is the 2-car garage with an additional apartment above, perfect for guests or an active family. The entire property has been thoughtfully upgraded, including a new roof, new interior and exterior paint, and meticulous landscaping to enhance curb appeal. Located in a great neighborhood, this home is not just a residence; it's a lifestyle. With its prime location, impeccable upgrades, and thoughtful design, representing a rare opportunity to own a truly exceptional home. Don't miss the chance to make this your forever home!

1331 Wooddale Avenue, Winter Park

$3,650,000

4 Beds ⋅ 6 Baths ⋅ Winflor Court Pt Rep SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, Elegant, Immaculate, Stunning, One of a Kind…the list could go on & on. Welcome to the house that has absolutely “everything.” This one-story, newly constructed 2022 custom masterpiece, nestled at the end of a private cul-de-sac, has a modern, transitional & timeless style that appeals to anyone & everyone. Enjoy the combination of luxury, the highest quality finishes and a cozy & comfortable warmth that always feels like “home.” While this house is made for entertaining family & friends, it is also premierly located behind the renowned Enzian movie theater & less than 1 mile from Winter Park Village where you can enjoy a plethora of shopping, phenomenal restaurants and entertainment. Additionally, it is situated in the highly-coveted Dommerich school district offering A-rated educations for all families. If the sun is too much, just press your remote control and lower your electronic shades. If the mosquitos come out at night, don’t worry, just turn on your mosquito mister. When it’s unusually cold outside, just turn on your wall-mounted space heaters on the outdoor covered lanai. If you are thirsty, grab some wine from the kitchen wine refrigerator, pour yourself a beer from the summer kitchen keg or grab a soft drink from one of the 4 refrigerators. Enjoy the detached Fitness building with full gym equipment set up, powder bath & steam shower. If you prefer to swim laps, turn on your Badu Swim Jet Pool System & swim as many laps as like against the current. You have 4,060 SF which includes 4 Bedrooms (all en-suites with customized closet systems), 5 full baths, a powder bath, Bonus Room with built-in Office, large utility room with custom doggie area, huge gourmet Kitchen overlooking the family room, dining room and pool area along with an additional Chef’s Kitchen complete with sink, refrigerator & dishwasher. Additionally, the oversized 2 car garage does not disappoint with it’s industrial epoxy floor, custom wall & cabinet storage, incredible dog wash area, side door access to outside and access to a special attic storage under AC. No detail has been overlooked in this beauty from custom built-ins throughout, unique accent walls and metalwork, spectacular light fixtures, 3 sets of Nano Doors for indoor/outdoor living, the finest building materials, including luxurious engineered hardwood floors and the highest-end appliances including 2 WOLF ovens, SubZero refrigerator & Wine Refrigerator and so much more. Enjoy your wood-burning fireplace inside or your gas fire pit outside where you can add an above ground hot tub if you choose with the pre-wire already in place. There is a dedicated speaker for the fire pit area and surround sound speakers throughout. You will appreciate the curb appeal of this home from the outside with its clean, manicured, simplicity and ease of maintenance. No mowing in the back as it is all beautiful, artificial turf that stays green and manicured year-round. Not only does this home offer privacy, it also offers safety with it’s Simply Safe alarm system which includes 3 surveillance cameras (2 outside, 1 inside), window sensors, motion sensors, glass breakage alarms and a doorbell camera. Enjoy NO HOA and no water bill for irrigation with your own private well. This home also has underground utilities which is a bonus when Mother Nature comes around. Too many amazing components and features of this home to list here so come and see what could be your Dream Home!

1441 Cardinal Court, Winter Park

$4,250,000

6 Beds ⋅ 7 Baths ⋅ Ardmore SubDv. ⋅ 32789 Zip Code

Enjoy your private lakefront retreat in one of Winter Park's most exclusive neighborhoods on Lake Mizell, just a short walk from Rollins College and Park Avenue's restaurants and shops. This spacious 6-bedroom, 7-bath home features gorgeous views of the lake from formal living and dining rooms, a large primary suite, and several other areas of the home. A large bonus room with a full bath over the detached garage is perfect for a potential guest house. Amenities include an open foyer with marble floors, hardwood dining and living room floors, and plantation shutters and and detailed crown molding throughout. A gourmet chef's kitchen includes island seating for 6, as well as a large dine-in area overlooking the pool and lake. The kitchen includes a warming drawer, subzero refrigerator, dual dishwashers, a 6-burner Wolf gas stove, 3 sinks, and granite countertops. A large family room is adjacent to the kitchen, while a roomy office includes stately finishes and built-ins, including a murphy bed. The first-floor primary suite includes a sitting area with beautiful water views, two large walk-in closets, and a bathroom with dual sinks, a large shower, and separate soaking tub. Upstairs are 5 bedrooms, 1 ensuite and 4 with shared Jack and Jill bathrooms. Another large bonus room could be converted into a workout room, and the house includes both an upstairs and downstairs laundry room. This 6,115 square foot gem on a .62-acre lot off Genius Drive is an unparalleled quiet, tranquil lakefront oasis in the heart of old Winter Park. In addition to the beautiful large swimming pool, the lakefront side includes a boat house with electric hoist. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

201 Genius Drive, Winter Park

$950,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Start the New Year off with a BOOM in this quintessential Winter Park mid-century modern classic pool home located on one of the largest lots (75x151) at .26 acres in a sought-after neighborhood! Surrounded by beautiful new homes & with a popular 'tree street' address, it's the perfect Tri-fecta offering a move-in ready home as well as the bones for a spectacular addition or even a possible new build opportunity! Options abound! Renos have been completed w/ Italian wood, 7" wide plank flooring, tongue & groove accented ceiling details in the showstopper L-shaped rear patio, complete w/ porcelain tile & eat-in bar. The heavy lifting is done & insurance a breeze w/ a new (shingle) roof (2022), variable speed 4 Ton A/C (2023), pool pump (2021), tankless gas water heater & newer windows. With a modern yet eclectic feel, its split plan features 4 spacious bedrooms, 2 baths, open living room, spacious dining area & a galley kitchen w/ recessed lighting tying it all together. Stainless steel appliances, Subzero fridge, granite counters, gas range & custom wood cabinetry make it functional and cozy. Huge, fully-fenced backyard for the kiddos w/ zoysia landscape. A side yard lends itself to a dog run or outdoor storage & a huge, expansive pool with unique tile detail offers year-round outdoor fun! Natural gas and a brick paver drive add to the appeal of this home as well as Southern exposure! Conveniently located to shopping, restaurants, hospitals, YMCA, Lake Knowles, Phelps Pk, Winter Pk Farmers Market, Winter Pk Scenic Boat Tour, Kraft Azalea Gardens & Park Avenue, plus top-rated Winter Pk schools! So much to offer & in the heart of Winter Park/32789! - Call for an appointment to see this fantastic home today!

1720 Palm Avenue, Winter Park

$1,318,675

5 Beds ⋅ 5 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

1743 Indiana Avenue, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Elegant Charleston-style residence resting on an elevated lot across the street from lakefront residences with city owned lake access to Lake Osceola directly across the street. Premier location off Bonita Drive on a quiet, beautiful tree-lined brick street in the heart of Olde Winter Park. Oversized lot of .33 acres and 122 feet across the front of the property. Secluded dead-end street with only three neighbors. Gracious five-bedroom plus bonus room, five-bath home with a welcoming circular driveway. Wonderful floorplan with no wasted space. Downstairs enjoys a den and office or formal living room, plus a formal dining room, island kitchen open to gathering room and the fifth bedroom, and guest room off the bright two-story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful built-ins. Spectacular chef’s kitchen of Skolfield Homes 2016 offers marble countertops, stainless steel appliances of Miele, Wolf and Sub-Zero, gas range with hood, built-in double oven, an oversized island and open eating space. Adjacent to the kitchen is the family room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs guest/in-law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new primary bath of Skolfield 2023 complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. Three additional oversized, designer bedrooms and two full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private shaded backyard offers several amenities including covered patio with summer kitchen and a tropical pool ideal for those hot Florida summer days. Air conditioners Trane and Nexia replaced in 2019. Rinnai gas water heater in 2022. All new interior paint, wallpaper in dining, office, powder bath, primary bath and guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million-dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access via a city-owned lot across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout are perfect for guests, multiple cars and parking. Ample storage spaces with under stairs closet, mud room, large hallway closet upstairs, attic and garage storage. Improvements list available upon request and attached to MLS. Home is "staged only" and ready for a flexible and fast closing.

1411 Elizabeth Drive, Winter Park

$1,250,000

4 Beds ⋅ 5 Baths ⋅ Chantilly Sub SubDv. ⋅ 32789 Zip Code

Nestled on a quiet street in the “Heart of Winter Park”, this beautiful and meticulously maintained pool home is equipped with 4 bedrooms, 3 full bathrooms, 2 half baths, office, and bonus room. Upon arrival you are greeted with lush landscaping and a quaint front porch. The foyer is open and has a direct view of the pool and lush backyard. An array of windows throughout the home brings in an incredible amount of natural light. The flow from the kitchen to the family room and backyard are perfect for entertaining with family and friends, showcasing two sets of French doors which open to the back porch and pool area. The spacious kitchen is equipped with newer SS appliances, granite countertops, built-in desk and a large island featuring a breakfast bar, lots of storage & gas cooktop. The family room is plenty big for family gatherings and features a cozy gas fireplace. Just beyond the kitchen is an office/exercise room. The downstairs showcases beautiful heart of pine wood flooring, crown molding and 10ft. ceilings. Upstairs you will find 4 bedrooms, 3 bathrooms and a laundry room. The primary suite is spacious with a gas fireplace and two walk-in closets. The primary bath features two vanities, clawfoot tub, shower, linen closet & a private water closet. A covered breezeway takes you from the kitchen to the oversized two car garage and above that is a wonderful bonus room which is perfect for a home office or hangout room for teenagers. The private backyard is a true “oasis” featuring a lovely covered lanai, newly resurfaced pool with fountains, lush landscaping, outdoor shower, pool bath & landscape lighting. Additional updates include, New Roof (2018), Carpet (4yrs), New Hot Water Heater (2020), New Driveway & Sidewalk (2021), Pool Resurfaced (2019), HVAC (2013 & 2021), New Pool Pump (2021), New Electrical Panels (2023) and a New Mini-Split in Bonus Rm (2023). Walking distance to the Winter Park Racquet Club and a short drive to the YMCA, Phelps Park and Popular Park Avenue featuring wonderful shops and restaurants. Excellent Schools!

2301 Chantilly Avenue, Winter Park

$1,469,902

3 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

If you’re looking to own a property in the heart of luxurious Winter Park, then this is it! This stunning Mediterranean style 3bed/2.5bath has been completely remodeled by RLH Construction and offers all the high end finishes you've been looking for! From the moment you walk in you'll be welcomed by the natural lighting, high ceilings and stunning wood floors, which run throughout. The gourmet kitchen is a chef's dream, equipped with custom cabinets and high-end appliances such as Sub-Zero industrial fridge, Viking gas cooktop, Monogram convection oven/microwave combo and Miele dishwasher. The kitchen leads into an extremely spacious family room which includes custom woodwork and shelving, a cozy gas fireplace and spectacular views of the resort style pool and backyard. The outdoor living space lends itself to a quaint paradise, complete with a covered lanai, several seating areas, and a gas fire feature for the perfect ambiance. The primary bedroom is a true retreat featuring a spa-like en-suite bathroom complete with glass enclosed shower, free standing tub, custom floating vanity with dual sinks and lavish walk-in closet with custom built-ins and storage island. Down the hall you'll find the secondary bedrooms split by a beautifully upgraded bathroom. The secondary bath has a shower and separate spa tub with a custom vanity and designed with a Schulter drainage system. For convenience the laundry room is located on the second floor with full sized washer/dryer, custom cabinets and dog shower with Cle Tiles. Other features & upgrades include: bonus room above the garage, hardwired Sonos speakers, high end light fixers and fans, remote controlled shades, Rejuvenation hardware, Moen Flo Smart Water Leak Detection Alarm and smart home switches. Located minutes from all Park Ave has to offer: boutiques, art galleries, and gourmet restaurants. Plenty of nearby parks, lakes, and golf courses for you to enjoy! Plus, zoned for top-rated Winter Park schools. Come see this gem before someone snags it first!

1631 Lasbury Avenue, Winter Park

$2,270,000

4 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to 1772 Pine Ave, a calming and elegant residence Built By Vimaro Homes, nestled in the heart of tree streets in Winter Park. Luxury and elegance resonate throughout this exquisite home. From the Restoration Hardware light fixatures to the custom architectural details and top of the line fixtures, no expense was spared in the construction of this stunning home. As you step through the front doors you are immediately greeted by a bright open floor plan that’s perfect for entertaining. The chef’s kitchen includes an oversized center island, quartz countertops, custom cabinetry, a walk-in pantry, and the crown jewel, a La Cornue Range. The primary bedroom suite features a separate sitting area, a spa bath with a walk-in shower and soaking tub, and a massive walk-in closet with built-in custom closet organizers. Exterior amenities include a spacious covered lanai, sparkling pool with a beach area for cooling off in the hot summer sun, and a separate cabana with a summer kitchen, bar area, and a pool bath. For the car enthusiast there is an oversized two car garage with a car lift to accommodate your sports car. Walking distance to Phelps Park and the YMCA and a short golf cart ride to Park Avenues dining and shopping, the location of this remarkable home is truly hard to beat. Don’t miss your opportunity to live the highly sought after Winter Park lifestyle in this amazing one-year-old home.

1772 Pine Avenue, Winter Park

$380,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

This Charming Property in the Heart of Winter Park offers a perfect blend of comfort and convenience. Nestled in a Prime Location within walking distance of the Winter Parks Famous Park Avenue. Space 2 Bedrooms and 2 Full Baths. Well appointed kitchen with modern appliances and granite counter tops. The Unit comes complete with interior laundry with a stackable washer/dryer. Winter Park Chain of Lakes Access, boat slips(speak to the HOA for Approval) Pool and Fitness Center. Call me today to see this one the Best Deals in Town.

690 Osceola Avenue Unit 410, Winter Park

$1,900,000

7 Beds ⋅ 6 Baths ⋅ Lugano Terrace SubDv. ⋅ 32789 Zip Code

MAJOR PRICE IMPROVEMENT! Discover your dream home in Winter Park - Boasting a total of 6,954 SF across three levels, this spacious residence on a tranquil street in the sought-after Vias is a haven for those seeking abundant living space. The first and second floors encompass 4,387 SF, featuring six bedrooms and four baths, while the basement adds 2,567 SF with one bedroom with an ensuite bathroom, a full bath in the hallway, a kitchenette/bar, gym, pool room, and more. Whether you envision a quiet retreat, a productive workspace, a game haven, a private hideaway, a workshop haven, an entertainment hub, or simply a place to live abundantly, this home has it all. The expansive first floor showcases a well-designed layout with a private main bedroom suite, a second bedroom suite, and a versatile open floor plan. The grand foyer separates the open living and dining areas, leading into the spacious family room/kitchen combo with a cozy gas fireplace. Natural wood floors adorn the first floor, complemented by French doors that open to the covered rear patio and pool deck. The main bedroom wing on the first floor is generously appointed, featuring a remodeled (2020) marble bathroom, a custom walk-in closet, and a convenient laundry closet with a full-size washer and dryer. The second floor unveils four bedrooms, two Jack-and-Jill baths with double sinks, a large laundry/utility room, and a studio/playroom. A custom built-in ladder leads to a third-floor bonus room with an air hockey table. The real surprise lies in the lower level—a fabulous and functional basement spanning 2,567 SF. This versatile space includes a private living area, an open kitchenette, a breakfast bar, an expansive bedroom with an en-suite bath, a gym, a workshop-ready room, a game room with a pool table, and a second full bathroom. Natural light streams in through large window wells, and a staircase leads up to the back patio/pool deck. Tucked away on a quiet circle just minutes from Park Ave and a few blocks from the Winter Park Racquet Club, this unforgettable gem is located in the desirable Dommerich/Maitland/WP High School district. This residence presents a remarkable opportunity to add your personal touches, allowing you to transform it into your dream home. Fulfill your lifestyle aspirations with this extraordinary Winter Park residence! Please ask for a measured floor plan to explore every detail of this extraordinary home.

1860 Via Contessa, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

$510,500

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This charming Orwin Manor POOL home in Winter Park is ready for a new owner! This home has 2 bedrooms with another room that could be an office or third bedroom, along with two full bathrooms. The front door entry is filled with light from 3 large arched windows. As you enter the living and dining spaces, you will notice the original hardwood floors and beautiful gas fireplace for those cozy evenings. The Kitchen is open to the Family room with high ceilings and both overlook the back yard with Screened Porch and open Pool. The Master bedroom has 2 large closets and adjoins a full bathroom with double sinks and tub/shower. The Second bedroom can share this bathroom. Toward the back of the house is another large room that could be used as a 3rd bedroom or office with the second full bathroom nearby. There is an interior Laundry room off of the Kitchen. With a screened Porch leading to the Pool area, there is plenty of room for lounging and relaxing with friends and family. Don't miss the large storage/utility room with laundry tub. Recent upgrades include: Roof replaced 2023, HVAC replaced 2022, electrical panel has been updated and home has fresh interior paint and new carpet. This location is conveniently nestled between downtown Orlando, College Park and Winter Park with easy access to shopping and restaurants. This home has been listed in the City of Winter Park historic register.

1645 Berkshire Avenue, Winter Park

$1,285,000

3 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

Discover this captivating Mediterranean-style 3BR/4BA home nestled in the highly desirable Windsong community, boasting 2,952 sq. ft. of luxurious living space. The grand front entry welcomes you with a stone surround, travertine floors, and a solid mahogany door. The kitchen features custom stained-wood cabinets, granite countertops, a 6 burner gas range, island, and breakfast bar, complemented by a large hidden pantry and a butler's pantry leading to the dining room. The elegant wine room, adorned with a brick ceiling and iron gate, adds a touch of sophistication. The family room, with floor-to-ceiling stacked sliding glass doors, vaulted stained wood coffer ceiling, offers seamless patio and pool access, perfect for entertaining. The master suite features an oversized walk-in closet with custom wood built-ins, a jetted tub, and his/hers raised vanities. Two additional oversized guest suites on the 2nd floor each feature a full bath. Outdoor living is elevated with a courtyard, paved & covered patio, heated pool/spa, and low-maintenance landscaping. A paver driveway and epoxy garage, complete this exquisite property. Enjoy Windsong's amenities: a lakefront clubhouse & pool, kiddie pool & water park, playground, kayaks & paddleboards, and a pontoon boat for the Winter Park Chain of Lakes. Proximity to top-rated schools, Park Avenue, local restaurants, and shopping.

1405 Chapman Circle Unit OR, Winter Park

$850,000

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Elegant Waterbridge courtyard style residence on quiet cul-de-sac street artfully renovated in 2022 with light-open transitional interiors… This home has a modern bright, flexible floor plan with natural light flooding in from all directions with vaulted ceiling details with all popcorn removed throughout, neutral colors, LED lighting, new wide plank light wood flooring throughout home with porcelain tiles in remodeled baths… On the main level, this residence offers a spacious owner’s suite with spa like bath, large walk-in closet with built-ins, and a separate shower & tub along with French doors opening to a second patio area with turf grass. along with great entertaining spaces with updated and expanded island kitchen including new countertops, hardware, backsplash, under cabinet LED lighting, stainless steel appliances (Electrolux induction oven, Bosch ultra-quiet dishwasher, and Samsung refrigerator/freezer). All windows are double glazed and energy efficient by HURD finished with Hunter Douglas Silhouette window shadings. Upstairs includes the 3 additional bedrooms. The outdoor living offers maximum privacy with an enclosed back yard features a perfect sized pool recently resurfaced with Pebble Tech (2022) new tile, new spa jets, and pool pump. The grounds have been spruced with new plantings and a revised and updated irrigation system. The Waterbridge community, in Winter Park, features tennis courts, mature landscaping, and is secluded with only 2 entrances. Conveniently located between downtown Winter Park / Park Avenue and all Baldwin Park amenities… as well as nearby Winter Park hospital and downtown Orlando… Great opportunity to purchase a move in condition, “lock & leave” residence in established, well designed Olde Winter Park neighborhood… The complete list of recent seller improvements on this property: • New roof - December 2023 • New hardwood flooring throughout • New countertops & backsplashes kitchen & baths • Other misc remodeling items in baths • Expanded kitchen island when remodeling • New hardware throughout • New lighting throughout • Closed off and framed out staircase • Removed all popcorn ceilings to smooth finish • Re-painted home inside & out • New washer/dryer • Replaced garage door openers w/ wifi enabled • Updated landscaping and irrigation system • Resurfaced pool w/ pebble tech, new tile, new spa jets, bringing up to current code items & new pool pump

1872 Jessica Court, Winter Park

$5,995,000

4 Beds ⋅ 5 Baths ⋅ Residences Condo SubDv. ⋅ 32789 Zip Code

Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$1,475,000

4 Beds ⋅ 4 Baths ⋅ Windsong - Knowles Place SubDv. ⋅ 32789 Zip Code

Nestled within the Windsong community in Winter Park, this immaculate 1-story residence, built in 2014, includes a range of recent updates, making it feel fresh and new. The list of improvements completed in the last 2 years include a few of the following… new wood floors in all secondary bedrooms (NO carpet!), new LED canned lighting, stunning light fixtures, modern fans, fresh exterior AND interior paint (including doors, trim and molding), sleek quartz countertops in the kitchen, bathrooms and around the fireplace, all new sinks and faucets (including a kitchen Kohler farm sink), new TOTO toilets (4), new security system, new washer and dryer, epoxy-finished garage flooring, and so much more. Enter the front door to a long, elegant foyer leading to a meticulously designed open family room, adorned with built-ins encasing a gas fireplace. Sliding glass doors along the back open to a covered brick paver lanai overlooking the private and fully fenced, lush backyard, with an electronic screen. The heart of this home boasts a large open kitchen with Wolf stainless steel appliances, including a gas cooktop and double ovens, a Sub-Zero refrigerator, and an oversized island (approx. 4 1/2 x 8 ft) for gatherings and culinary creations. The expansive dinette offers a relaxed space to enjoy meals with backyard views, while the separate dining room offers additional seating for entertaining guests. The private office features a large built-in desk, wrapped in built-in cabinetry and shelving, which is an ideal workspace. At the rear of the home is the private Primary suite, with wood floors, 2 large walk-in closets (one with a custom-built closet), and a large bathroom with split vanities, separate shower, and a private water closet. A convenient powder room for guests sets just off the foyer. The 3-way-split plan includes a bedroom suite, with a private bathroom, at the front of the home, perfect for guests or in-laws. The foyer also leads to 2 additional bedrooms with walk-in closets, new wood floors, and a 3rd bathroom with a double vanity. The laundry room is tucked away but spacious, with built-in cabinets, extra shelving, and a new, top-of-the-line LG top-loading washing machine and dryer. The large, side-facing 2-car garage is complete with epoxy finished flooring and a 2nd refrigerator that conveys. This home is not just a residence; it's a lifestyle. Situated across from Blue Jacket Park - Baldwin Park, this location is ideal with a short drive to downtown Winter Park- Park Ave, and Orlando's trending hot spots on Corrine Drive and more. In addition, the Windsong neighborhood offers enjoyable amenities, such as docks on Lake Berry and Lake Mizell, 2 community pools, a splashpad, 2 playgrounds, a community clubhouse and access to the Chain of Lakes. Don't miss the chance to make this haven your own – a testament to luxury living in one of Winter Park's most sought-after communities. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1805 Harland Park Drive, Winter Park

$1,325,000

4 Beds ⋅ 2 Baths ⋅ Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

Rare opportunity to own a ONE STORY lakefront home on a half acre lot located in the highly desirable Via’s of Winter Park. Tuscany Place is a quaint neighborhood that is zoned for top-rated schools and really is the perfect tuck-a-way for any family. Nestled on a quiet cul-de-sac, this beautifully maintained 4 bedrooms/2 full baths offers stunning views of Lake Temple from almost every room. The spacious interior provides the perfect canvas for you to create your dream home and the oversized lot provides so much space to run and play. Featuring a split bedroom floor plan that includes a separate living room, dining room and family room, it truly is the perfect plan for any family. The kitchen features solid wood cabinets, granite countertops and overlooks the family room that boasts beautiful bookcases and a wood burning fireplace with granite surrounding it. This open layout with hardwood floors throughout makes it easy to entertain and has tons of natural light flooding into all rooms. The master suite with lake views features a walk-in closet, dual sinks and a separate shower plus direct access to the rear porch. The 3 additional guest bedrooms are all a good size and share a bath with dual sinks with tub/shower combo. Spacious inside laundry room leads to the 2 car garage with side entry. Screened in rear patio provides even more space to entertain while relaxing by the pool and spa and enjoying the peaceful lake views. Close to Park Ave, the Winter Park Racquet Club, great schools and everything else Winter Park has to offer. This one-of-a-kind ½ acre LAKEFRONT lot in the Winter Park Via’s is special and unique. Don’t miss this amazing opportunity! Welcome Home!

1049 Tuscany Place, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This Lakefront condo community is located on beautiful Lake Killarney offering a large lakefront deck and pool where you can enjoy gorgeous lakefront views, outstanding sunsets and days spent relaxing on the water. This unit is a 1 bedroom 1 bath condo with an updated kitchen, stainless appliances, a breakfast bar and pantry storage. The living room/dining room area is spacious and opens to a very nice second story balcony with courtyard views. This unit will be sold As-Is and furnished. Walk to shopping, restaurants, grocery stores, entertainment and more at the Winter Park Village. You also have easy access to I-4, minutes from Park Avenue and a quick drive to downtown Orlando.

1500 Gay Road Unit 6-C, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Step into the lap of modern luxury with this new gem in Winter Park, FL! This 5-bedroom beauty is more than just a home; it’s a lifestyle upgrade. The open, sunlit spaces effortlessly blend modern design with everyday comfort. The kitchen? It’s a chef’s dream with top-tier appliances. Venture outside and you'll find a serene pool surrounded by lush greenery - a private escape in the midst of suburban life. It’s not just a house; it’s your personal retreat. And let’s talk location – Winter Park charm meets convenience. Top schools, cultural hotspots, and a vibrant community are practically neighbors. Elevate your everyday in this modern masterpiece that’s not just a home; it’s a statement.

1635 Highland Road, Winter Park

$1,550,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Modern traditional built in 2015 with custom designer features throughout. This 4 bedroom and 3.5 bathrooms home is beautifully appointed with 3 stories including lots of space and character with designer finishes throughout. It is nearly 3200 sf and on a brick Winter Park street with beautiful trees and landscaping. The inviting front porch leads you into foyer with creative wood working to add interest. Open kitchen and family room features cabinetry with upper cabinets and under cabinet lighting, a large island fit for hosting. Office/Playroom/Bonus room has custom built ins. This home has a great room layout and opens to dining room. Covered porch for outdoor living and entertaining and spectacular kitchen with wet bar. Generous marble island in kitchen seats 6 with breakfast eat-in table with custom lighting package. The kitchen has great counter space all honed black colored granite on perimeter counters, light and bright special cabinet design, Viking Stainless Appliances, gas stove top, counters, custom tile back splash and generous island. Kitchen is open to family room and dining room which overlooks covered porch to pool. Hardwood floors on first floor and painted wood stairs with custom carpets runners, carpet in secondary beds and tile in wet areas. Nest wifi thermostats for 3 zone A/C system, a mudroom/drop zone and great closets to keep home organized. Inviting cobblestone entry and back covered porch bricked, featuring remote controlled phantom screens. Professionally landscaped including artificial turf and fenced backyard makes for a private retreat. This home has so much charm with 3rd floor bedroom/bonus room with full bath. Excellent schools including Dommerich Elementary, Maitland Middle, and Winter Park High. Don't miss this opportunity!

1420 Magnolia Avenue, Winter Park

$2,400,000

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Presenting a true masterpiece of modern luxury nestled in the heart of Winter Park's prestigious Tree Streets, this exquisite home seamlessly blends architectural design with exceptional functionality, offering an elevated experience of modern living. Built in 2020, it features 5 bedrooms, 5 & 1/2 baths, a private pool and spa on a 1/4 acre. The layout is thoughtfully designed, starting with a spacious primary suite, a guest suite, and an office all on the first floor. The large windows and french doors leading to a panoramic outdoor living area fills the family room with sunlight highlighting the stunning beauty of the tongue-and-groove ceilings—an elegance that must be seen in person experience. No chef’s dream kitchen would be complete without a Sub-Zero refrigerator, Wolf gas range, pot-filler and plenty of storage with two-tiered cabinets, an oversized breakfast bar, walk-in pantry with coffee bar, and Sub-Zero wine refrigerator. The expansive outdoor space includes a gas fireplace, summer kitchen, and extended dining area overlooking the pool. Easily enclose your covered living area at the touch of a button with your phantom screen for year-round outdoor entertaining rain or shine. The upper level includes three large bedrooms, each with a private ensuite bathroom, a spacious loft, an oversized bonus flex room, and a second laundry room for convenience. Beyond the luxurious aesthetics, the home's functional and energy-efficient features are equally impressive to include dual tankless water heaters, high-density spray foam insulation, two high-efficiency Trane AC units, and On-Q data center. At every turn, 1640 Oneco Ave redefines the standards of Winter Park luxury real estate. Please inquire with listing agent for further details, floor plan available.

1640 Oneco Avenue, Winter Park

$6,600,000

5 Beds ⋅ 7 Baths ⋅ Chapman & Chase Plan/Town/Wint SubDv. ⋅ 32789 Zip Code

Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove At Winter Park SubDv. ⋅ 32789 Zip Code

Spacious FIRST FLOOR condo in sought-after Winter Park! This 1 bedroom, 1 bath condo features a fully furnished kitchen, spacious living room, and sunny dining room. The primary bedroom includes a walk-in closet. For added convenience, a washer and dryer is located inside the condo. Just off the living room is a private outdoor patio with access to a community green space. Waterfall Cove features a community pool and playground, as well as internet and cable included. Within a mile of the community - easily walkable or bikeable - are fantastic Winter Park shopping and dining destinations including Ravaudage Winter Park, Whole Foods, Nordstrom Rack, and more. Also nearby is the recently renovated Winter Park Village. Traveling throughout Central Florida is easy with convenient access to I-4. Perfect investment opportunity as this outstanding condo is leased!

1695 Lee Road Unit D109, Winter Park

$945,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Enjoy the Heart and Soul of one of Winter Park's Most Desirable Communities, Kenilworth Shores! This Mid Century Modern floor plan offers a range of spaces inside and out complete with Private Screened Pool and wonderfully landscaped yard with native plants attracting birds and butterflies year round. New large sliding glass doors and windows throughout the home provide a unique connection to the outdoors and bring in lots of daylight. The dramatic rear yard Oasis (.31 acre) includes paver walkways, fire pit sitting area and is completely fenced, perfect for pets and entertaining. This exceptional renovation includes Custom painted interior and exterior, New carpet in bedrooms, Updated Owner's Suite with New "walk-in" closet in addition to large closet and storage space. Owner's suite also offers an adjoining office/den with calming views of Garden and Sitting areas. New Laundry Room was added in 2022 including a new washer and dryer. The designer kitchen is updated with new refrigerator and high end appliances and is open to and overlooks Living, Dining and Family / Florida room with stunning views of pool and covered patio area. Engineered Hardwood Flooring in main living areas add warmth and comfort making this informal and relaxing home a joy and delight. Custom Bahama Shutters throughout add an additional level of class and sophistication. If you are looking for attention to detail, this home is for you! Extra large Garage with 6' x 15' storage area, 2 garage door openers, Plus electric car charging outlet. TWO HVAC units make this energy efficient home easy to maintain comfortably throughout the year. The entire experience of this walkable and friendly neighborhood is a revolution and close relationship with nature. Close proximity to Windsong, Lake Berry and Lake Mizell. Cady Way Park and bike path are less than a mile away. Minutes to Brookshire Elementary, Glenridge Middle and Winter Park High School. Easy access to Park Avenue Dining and Shops. Come preview this Hidden Gem Today!

617 S Phelps Avenue, Winter Park

$1,430,000

3 Beds ⋅ 4 Baths ⋅ Kenilworth Shores Sec 1 SubDv. ⋅ 32789 Zip Code

Charming Modern Coastal Mediterranean open concept floor plan with 3-CAR GARAGE, 1/1 GUEST STUDIO of 359sf with mini kitchenette, walk in closet (your home office, guest suite or pool cabana) on a 10,200sf parcel. Experience sophistication and elegance in a casual Spanish modern villa. The main home is 2,753sf with 3 bedrooms, 2.1 bathrooms. The 2nd floor offers an in-law suite w/ living/media room, 2 bedrooms, 1 bathroom, mini kitchenette. This luxury custom built home was recently, thoughtfully renovated including full modern chef inspired gourmet Kitchen, interior/exterior paint (ceilings, all trim/mouldings, bathroom cabinets, garage), updated balcony, new modern Light fixtures, new screens over pool, pump, LED pool lights, salt cell. 3 HVAC units (new 2023, 2018 and 2017). Arched windows with Plantation shutters let in natural, bright light. The architectural designed 50 year life Tile roof provides a warm European design. Unwind and sip your favorite beverage in the lanai and watch the sunset in your lushly landscaped Zen garden. The primary bedroom, located on the first floor, is an oasis of calm and relaxation with French doors overlooking the serene pool. Enjoy the quiet serenity of your private pool on a hot summer day or night. Soak away your stress in your jetted spa tub built for 2. The first floor features polished travertine stone. This fabulous home is perfect and well designed for entertaining friends or family. After a meet and greet in the courtyard, bring your guests into the living room or dining room where large archways lead you into the newly renovated chef inspired gourmet kitchen with large quartz island offering seating for 4, floor to ceiling shaker cabinetry, soft close drawers, stainless steel appliances, Wolf 6-burner gas cooktop/range, mini beverage/wine chiller, farmhouse sink and 2nd prep sink. The breakfast/dining rooms, offer pool or garden views. The kitchen opens into the family room with surround sound for your entertainment. Second floor offers wood flooring, a media/rec room, mini kitchenette/snack/coffee bar, 2 additional bedrooms, bathroom. This area is designed to be versatile as an in-law suite with media or living room, mini kitchentte, balcony, walk in closet, arched windows, and own AC unit. This amazing home is energy efficient, well insulated with spray foam ceiling/attic insulation, foam poured in exterior blocks, tankless hot water. For your holidays storage, this home includes a large 400sf floored attic with bright lights and metal drop stairs. Owned by one owner who has taken meticulous care and maintenance of home. Light/bright interior with private nature/garden views from most windows, ensures peace and tranquility. Location: Bike or walk to Park Ave shops/restaurants, (only 1.3 mi NW) Farmer's Market, Rollins College, and 1 mile North of Baldwin Park, Cady Way trail, 3 blocks to Crosby Wellness Center, medical facilities, hospital & Winter Park schools. 3 nicely manicured golf courses located within a few miles. UCF is 20min away. Airport is 25min away. Center of Metro Orlando. There are no overhead power lines in site on this property. They are underground. This exceptional home is unique as it leaves you feeling relaxed, pampered, in awe of the beauty that surrounds you. It is nestled in a perfect location, surrounded by shady oak trees, located in very close proximity of amenities, shopping, restaurants. This home shows well and is turn key ready due to recent renovations.

513 Worthington Drive, Winter Park

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of luxury living at The Alabama in beautiful Winter Park. Nestled in one of Central Florida’s most sought-after neighborhoods, this exquisite condo offers a rare opportunity to experience the best of urban convenience and tranquil suburban charm. Residents of the Alabama enjoy access to a range of amenities, including a sparkling pool, fitness center and a clubhouse for social gatherings. An intimate foyer welcomes you into this 2-bedroom, 2-bath unit with 993 square feet of space, gorgeous 7.5” plank White Oak floors and 11’ high ceilings throughout. The well-appointed kitchen featuring Viking & Fisher/Paykel appliances, marble counter tops and ample cabinet space, opens to a great room with lake views. Wake up to the soft Florida sun streaming through large windows of the Primary bedroom retreat which also showcases lake views, custom closet built-ins and a marble bath. Guest suite currently furnished as a flex space opens up to a private 400 sq. ft. terrace with gate (only 5 private patios in entire complex). Extra Details: Roof 2018, boat slip available (first come first serve), climate controlled storage closet, bike/scooter storage, 1 deeded covered parking space, plenty of guest parking, on site manager, property is gated and secured on over 5 acres on Chain of Lakes. No rentals permitted, small pets most welcome. Wether you step outside to your private terrace to unwind and enjoy a cup of coffee in the morning or enjoy the views of the well-manicured grounds/lush landscaping or watch sunset on Lake Maitland…your investment in a beloved piece of Winter Park's history is sure to enhance your lifestyle! Don’s miss the chance to make this luxurious condo your new home.

1602 Alabama Drive Unit 107, Winter Park

$1,725,000

3 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

A RARE OPPORTUNITY to own 1 of only 6 EXCLUSIVE DIRECT LAKEFRONT condos located on the shores of Lake Osceola in the heart of downtown Winter Park’s bustling shopping district. Unit 219 in the esteemed Cloisters community offers an exceptional lakefront living experience. This corner, one story unit boasts almost 2000 square feet of living space. Its outstanding features include a captivating large outdoor terrace with breathtaking views of Lake Osceola, perfect for entertaining! With a private alcove double door entry, one is immediately drawn into the extraordinary beauty this unit offers. Starting with gleaming wood floors, crown molding, 5-inch baseboards, recessed lighting, and plantation shutters throughout the entire unit. A bank of windows in living room frames the stunning view of the lake and Pella glass doors open to the one-of-a-kind generous lakefront terrace. A lovely fireplace and custom-built in shelving complete the living room. The bright & welcoming kitchen is well appointed with custom wood cabinets with under cabinet lighting, granite counters, top of the line appliances including Sub-Zero, Bosch & Thermador & charming breakfast nook with banquette seating. Distinct dining space with room to accommodate a large dinner party. Gracious owner’s retreat offers more stunning lake views, 2 customized walk-in closets, dressing area, updated bath with dual sinks & custom cabinetry with lots of storage. Second bedroom is currently used has a den with built in desk area. This special unit has indoor laundry room with additional storage, tankless water heater, separate storage closet w/ temperature-controlled room and 1 car assigned carport. The complex offers a swimming pool, putting green, on-site manager, boat slips, dock, bike storage and paddle board/canoe storage. Just a short stroll to Park Avenues shoppes, cafes and eateries, the Alfond Inn, Sun Rail, WP Farmer’s Market, museums and all downtown Winter Park has to offer. Call today for your private viewing of this stunning Unit 219.

106 S Interlachen Avenue Unit 219A, Winter Park

$265,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 2 bedroom/2 bath, first floor condo is located in Winter Park Gardens Condominiums a 55+ community. A highly sought after location nestled in Winter Park, close to Park Avenue, Rollins College, excellent restaurants and upscale shopping. This bright open floorplan features a large living area and sun/bonus room that is perfect for an additional living area or home office. Spacious bedrooms that offer generous closet space. Meticulously maintained grounds with walking paths to gardens, private lake and community pool. Come for the winter or stay all year long and enjoy the lifestyle Florida has to offer.

700 Melrose Avenue Unit K3, Winter Park

$680,000

4 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to this charming retreat in one of Winter Park’s most desirable neighborhoods! Only minutes from Park Avenue, this home sits on a large lot along the beautiful and infamous “Tree Streets.” This updated pool home offers 4 bedrooms plus a bonus guest room, perfect for visitors or an office. Step inside and be greeted by the warm terracotta and wood floors that create a cozy and inviting atmosphere. The kitchen is a chef’s delight, complete with Frank Lloyd Wright style cabinets, stone countertops, and stainless steel backsplash. This home features a BRAND NEW ROOF and A/C system, newer appliances, and a fresh coat of interior paint throughout. The heart of this home is undoubtedly the stunning pool area, a private and spacious retreat that offers relaxation in the Florida sun. The location of this property is unparalleled, just minutes from Phelps Park, Winter Park Racquet Club, YMCA, Winter Park Hospital and medical center, lavish shopping and some of Central Florida’s best restaurants.

1742 Chestnut Avenue, Winter Park

$3,045,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Stunning modern residence boasting almost 5,000 square feet, located in the heart of Winter Park. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors, setting the tone for the exceptional finishes throughout this beautiful home. From the gorgeous wood floors laid in a herring bone pattern, to the custom staircase, designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. This luxurious home features two primary bedroom suites both with large walk-in closets and lavish bathrooms that would rival even the most prominent spas. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a walk-in pantry, and top of the line appliances including a ILVE Nostalgie range, and a Dacor wine refrigerator for storing up to 100 bottles of your favorite wine. The bright open floor plan connects the family room, dining area, and outdoor spaces, making it a perfect home for entertaining. On the second floor you will find a total of 4 bedrooms, three bathrooms, a second laundry room, and a secret door that leads to a spiral staircase and a private roof top deck overlooking Lake Berry and views in the distance of downtown Orlando. Situated on a spacious lot, this property features a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Schedule your private showing today and experience the epitome of luxury Winter Park living.

633 S Phelps Ave, Winter Park

$1,440,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

This traditional custom-built 4-bedroom, 3.5-bathroom home with a pool is a gem nestled on a charming brick street in the heart of Olde Winter Park, Florida. With approximately 3,000 square feet of living space, this residence offers a well-thought-out layout. The main floor hosts the owner's retreat, which includes a spa-like bathroom and an office that can double as a fourth bedroom. Upstairs, you'll find two en-suite bedrooms and a bonus room, providing ample accommodation options. The gourmet kitchen is a standout feature, featuring wood cabinets, granite countertops, stainless steel appliances, a spacious breakfast bar, an eat-in area, and a generously sized walk-in pantry. The kitchen seamlessly opens to the family room, complete with a cozy fireplace and built-in shelving. French doors from the family room lead to the outdoor covered porch and the pool area, which is adorned with custom pavers and an outdoor shower. This home also boasts a large formal dining room, high ceilings, a split floor plan for added privacy, crown molding, and beautiful hardwood floors throughout. The owner's retreat is a haven, offering a spa-like bathroom with a soaking tub, dual vanities, a walk-in shower, travertine flooring, and an oversized custom closet. Additional features include an indoor laundry room with ample storage space and a 2-car side-entry garage. The lushly landscaped yard is surrounded by a block wall, creating a private and tranquil rear yard. An oversized driveway with pavers ensures plenty of parking space. Moreover, the property is served by great Winter Park schools and enjoys close proximity to downtown Winter Park, Baldwin Park, and downtown Orlando, making it an ideal residence for those seeking a convenient and luxurious lifestyle in this desirable area. Don't miss the opportunity to make this fabulous one-owner home your own.

250 E Kings Way, Winter Park

$925,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This stylish bungalow has been completely reimagined and is located in the prime “Tree Streets” of Winter Park. This 3-bedroom, 2-bath split plan is a charmer that offers loads of style with modern conveniences and gorgeous natural light. About 1,700 square feet, it is an open floor plan with vaulted ceilings and beautiful deep walnut wood floors that contrast the crisp white walls. Impeccably renovated with designer influences and chic finishes, it packs a punch, and is truly move-in ready. The kitchen is fresh with white clean-lined cabinets, stainless steel appliances and quartz countertops with bar seating and a stunning dining space with wall details and contemporary lighting fixtures. Kitchen and family rooms blend with seamless transitions which makes it all feel so spacious. The wet bar enjoys a striking black and white tile pattern with glass shelving for making entertaining festive. The family space features a fireplace with marble detail and opens to pool and a backyard that delivers unmatched privacy with a mature podo hedge. Fabulous circle drive makes parking easy. So much to inspire you and just waiting for the next owner to love it. Location unparalleled other Winter Park amenities include the Winter Park YMCA, Phelps Park and Winter Park Racquet Club. It is also less than a mile from the Winter Park Hospital and medical corridor. Some of the best A-rated schools in Central Florida - Lakemont Elementary School, Maitland Middle and Winter Park High School.

1570 Oneco Avenue, Winter Park

$1,281,550

4 Beds ⋅ 5 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Get Busy Living the Winter Park Lifestyle in this 3-bedroom, 3.5 bathroom pool home with an additional 384 SF guest house with full bathroom and cozy kitchenette. Located on a quiet street, this home beautifully blends modern, open-floor updates with inviting outdoor spaces. A bank of French doors seamlessly connects the indoors to the outdoors, providing easy access to the pool area and infusing the home with natural light. A double-sided fireplace adds a touch of elegance, enhancing both the dining room and the family room. Step into the backyard oasis, and you'll be greeted by a sparkling pool with a soothing hot tub, creating a perfect setting for relaxation and outdoor enjoyment. The year 2023 brought significant upgrades to this home, including all new HVAC systems, new roof, new pool heater, fresh interior and exterior paint, newly epoxied garage floor, as well as meticulous landscape with a new irrigation system. Minutes to Winter Park’s famed Park Avenue, Rollins College and public schools as well as just blocks from AdventHealth. Click on virtual tour https://www.tourfactory.com/idxr3118992

132 Burks Circle Circle, Winter Park

$1,600,000

4 Beds ⋅ 4 Baths ⋅ Cloister Grove Rep SubDv. ⋅ 32789 Zip Code

This beautiful pool home is located in the middle of the very desirable Via’s of Winter Park. With 4-Bedrooms & 3.5-Baths, this treasure is across the street from lakefront mansions valued in the 8-digits. LOCATION, LOCATION, LOCATION. Just blocks from Kraft Azalea Gardens (0.40 mile), Isle of Sicily (0.70 mile), Lake Knowles (0.30 mile) and the Winter Park Racquet Club (0.50 mile). A bit further are Park Avenue (1.6 mile), Interlachen Country Club (1.9 mile), YMCA (1.1 mile), and AdventHealth Hospital (1.8 mile). As you enter the property from the iconic red bricks street of Via Tuscany, the circular drive of pavers provides for easy access and plenty of parking when entertaining. The lush, overhead canopy from the massive camphor trees gives the home privacy. Through the double front doors you enter the spacious foyer which is backed by the wooden stairway to the upstairs. To the right of the foyer is the elegant formal living room with a wood burning fireplace and french doors to the pool patio. On the opposite side is the separate, formal dining room decorated with a stunning glass chandelier. Behind this room is the gourmet kitchen equipped with custom, solid wood cabinets, stone countertops and GE appliances except for the Sub Zero fridge and freezer. The kitchen is flanked with an eat-in space and the family room accented with windows and french doors showcasing the spectacular backyard and pool. The backyard is your oasis EVERYDAY; first, with a huge covered patio area overlooking the sparkling pool and open paver area and second, with the massive trees and lush yard on this expansive lot more than a ¼-acre (11,148 sqft). Under the covered patio area is plenty of space for a long dining table or outdoor game table (billards or ping pong) and a sitting area with room for grilling station. Currently within the highly sought after Lakemont Elementary, Maitland Middle & Winter Park High school district.

1530 Via Tuscany, Winter Park

$219,025

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Explore this stunning two-bedroom, two-bathroom condo in the heart of Winter Park. It boasts a sunlit living room, generously sized bedrooms, two full bathrooms, a private balcony with garden and pool views, convenient laundry facilities, and assigned parking. Located in Winter Park's vibrant center, it's just minutes from Rollins College, Park Avenue shopping and dining, and various entertainment options.

1250 S Denning Drive Unit 126, Winter Park

$4,087,500

5 Beds ⋅ 9 Baths ⋅ Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot, with approx. 140 feet on the street and approx.. 110 feet of prime lake frontage. This property offers a sense of privacy, tranquility and breathtaking views capturing both northern sunrises & sunsets… Inside, you'll find extensive renovations, over the years, that have elevated the space enhanced with Wolfe-Rizor Interior Design elements… There is plenty of natural light throughout, with extensive windows, numerous French doors and a thoughtful layout that seamlessly blends indoor and outdoor living spaces. The primary level includes a defined foyer entry, secluded library/home office, kitchen, gathering room, formal living and dining rooms. The chef’s kitchen is thoughtfully designed and enhanced by an expansive island, commercial grade range, lake side breakfast room, and catering area for creating culinary experiences in hosting family and friends. The lavish living room includes room for a grand piano and has its own fireplace open to an expansive 30’ long dining room with direct lake views… along with a screened lanai... The primary suite is conveniently located on the ground floor, offering a private expansive retreat with a sitting area and serene, picturesque lake views. The luxurious primary bathroom provides a spa-like experience including modern fixtures, his/her separate baths, and a generous walk-in closet/dressing room. The main level also includes a potential 6th bedroom used previously for a caretaker’s quarters tucked away by the garage entry... The upstairs living areas, include 4 additional bedroom suites (generous sizes) located on the second floor with a couple of bonus/flex rooms and sitting area... When you're not savoring the indoor elegance, step outside to enjoy the lakefront living with entertaining terrace, tropical pool, sprawling lawn with retaining walls, boathouse and majestic cypress, oak & palm trees to enhance the lakefront lifestyle... Located on private, quiet street with oversized 3-car garage… Note: roof replaced in 2021. All within walking distance to downtown Winter Park and famed Park Avenue…

421 Lakewood Drive, Winter Park

$850,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

No rear neighbors! Welcome home to your private and gated oasis! Immaculate and fully renovated 4-bedroom, 3-bathroom home located in the highly desirable Winter Park community. This charming tree lined street will make you fall in love with this home as soon as you pull up to the front brick privacy wall and gated entry. The beautiful custom wood front door welcomes you into the open concept space with a bright and airy feel creating a seamless look throughout. Step down into what could make for the perfect dining room at the front of the home. This chef’s kitchen features floor to ceiling cabinetry lined with crown molding, brand new appliances, and brass accents throughout. Amazing views are provided from each bedroom with sliding glass doors drawing in the natural light. As you step outside, you’re brought out to the paved patio with the beautiful private pool. The fully fenced yard with vinyl fencing showcases mature landscaping on the other side creating a tropical oasis to the backyard. Green space surrounding the home creates the perfect space for furry friends to run around year-round. This home is zoned for top rated Dommerich Elementary, Maitland Middle and Winter Park High School and offers a great location near downtown Winter Park, downtown Maitland and easy access to some of the best shopping and dining around! Schedule your private showing today, you won’t want to miss out on the opportunity to see this home!

2017 Cove Trail, Winter Park

$2,600,000

4 Beds ⋅ 4 Baths ⋅ Ethel Park SubDv. ⋅ 32789 Zip Code

This gracious estate is situated on a pristine 1/2 acre private lot just minutes to Park Avenue’s upscale boutiques & restaurants. As you enter this exquisite home you notice the light & bright open floor plan perfect for family living & entertaining. The fabulous chef’s kitchen has beautiful custom cabinets, Sile stone countertops, Thermador appliances including a 48” gas cooktop w/ pot filler, refrigerator, double ovens, microwave, 2 dishwashers & a large center island w/ prep sink. The expansive Great Room has a fireplace & French Doors . The Family Room is open to the kitchen w/ a cozy fireplace & French doors. There is a private office-den & fabulous walk-in temperature controlled wine room. The floor plan has 2 dining areas . The downstairs guest suite would be ideal for elderly parents or a 2nd master. Upstairs the exquisite & spacious Owners' Suite was recently renovated w/ 2 walk-in closets. Owners' spa bath has dual sinks, a soaking tub & large separate shower. There are 2 additional bedroom en suites upstairs & a laundry room. As you walk outside expect to be impressed by the spacious private park-like setting w/ masonry wall, classic open pool w/ firepit & fountains, a large screened & covered lanai & a sport court w/ reg. basketball. Add'l features: New: Roof, Windows, AC, Master Suite, Generator, electric charging station, ext. paint & flooring.

520 Shepherd Avenue, Winter Park

$1,547,500

3 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Incredible lakefront condo in the iconic Whispering Waters enjoys breathtaking views of Lake Osceola and includes a deeded boat slip to the Winter Park Chain of Lakes. This 3-bedroom 2 bath with nearly 2100 sf is a corner unit allowing for an abundance of light and features picturesque backdrop of Florida nature. A private courtyard is recently landscaped and tucked away in the back for ultimate privacy and a rare find for a condo in Winter Park. Timelessly renovated with travertine and reclaimed wood floors that welcome you into open living and dining spaces with seamless views of the water. Walk to Park Avenue just a block away from the Complex and enjoy the lifestyle that makes Winter Park so desirable. Fantastic restaurants, shopping and museums and Central Park is host to nationally acclaimed art festivals and community events. Bedrooms are spacious and owners retreat has expansive closet and fully renovated bath with double vanities, steam shower with seamless glass, neutral appointments in a spa like setting. The secondary bedrooms are spacious and 3rd bedroom currently being used as a den which also has large walk in closet. Dedicated underground parking space and 2 additional storage units for this condo. This opportunity doesn’t come along often, this location and lifestyle are unparalleled. Call us for a private showing.

311 E Morse Boulevard Unit 1-1, Winter Park

$1,940,000

4 Beds ⋅ 5 Baths ⋅ Lakeview Terrace SubDv. ⋅ 32789 Zip Code

Introducing an exquisite two-story Island Transitional home that is perfectly nestled in the heart of Winter Park, just minutes away from the vibrant Park Ave., downtown Orlando, and top-notch A-rated schools. This splendid property welcomes you with a grand first floor entrance. As you step inside, you'll be greeted by a lovely foyer that seamlessly leads you into an open-concept kitchen adorned with sleek stainless steel appliances, custom cabinets, and an elegant tile kitchen backsplash. The kitchen flows effortlessly into the dining and living room, where a cozy fireplace takes center stage. Additionally, on the first floor, an office/library with charming views of the front porch and a convenient powder bathroom await. Not to be missed, the owner's suite boasts a spa-like bathroom complete with a shower, double sink, and a relaxing tub. This home is a testament to stunning transitional design, offering a bright and open floor plan that is perfect for hosting and entertaining. The second floor of this residence is equally impressive, featuring three additional bedrooms, each with its own ensuite bathroom, ensuring comfort and privacy for every member of the household. An added bonus room, measuring a generous 450 square feet, providing ample storage, theater or game room. Step outside to discover an expansive rear lanai, which includes a summer kitchen that is perfect for al fresco dining, and a sparkling saltwater pool. This outdoor oasis, inspired by island living, extends across the master retreat and spacious living room, providing a serene and picturesque backdrop for relaxation and gatherings. Throughout this exceptional home, you will find rich details, from luxurious wall treatments to decorative lighting, that create an atmosphere of tranquility and sophistication. Each corner of this property has been thoughtfully crafted by the prestigious builder Lundev to transport you to a peaceful sanctuary, making it not just a house, but a true dream home. Don't miss this unique opportunity to experience the epitome of Island Transitional living in one of Winter Park's most desirable locations.

1800 Bryan Avenue, Winter Park

$1,160,000

4 Beds ⋅ 3 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Have you been looking for a unique Winter Park residence with Spanish Mediterranean charm? This expansive yet intimate villa was built in 2006. With over 3,300 square feet, the property offers four bedrooms and two and a half bathrooms. Every meticulous detail, from arched doorways to engineered wood floors and back-lit tray ceilings, has been thoughtfully executed. This custom-built gem boasts a flexible floor plan with several bonus rooms, including a "man cave" with a coffered wood ceiling and a first-floor study. Tuscan half-columns grace the family room, offering stunning views of the sparkling Gothic-style pool and the adjacent outdoor kitchen area. The gourmet kitchen seamlessly combines functionality and beauty, providing ample space, a butcher block island, contrasting wood cabinets, granite countertops, stainless steel and gas appliances, and a convenient walk-in pantry. The Master Suite offers abundant space for oversized bedroom furniture and more. The Master Bathroom features travertine tile, double sinks with granite countertops, a garden tub, a walk-in shower, and a spacious walk-in closet. Upstairs, each bedroom offers plenty of closet space, and the study could easily be transformed into a fifth bedroom. Situated on a coveted corner lot across from Marvin Smiley Park, this residence offers park views and enhanced privacy. Its prime location is close to Florida Hospital and the vibrant Park Avenue, making it an unbeatable choice. Don't miss out on the opportunity to make this remarkable Winter Park property your new home!

1717 Hollywood Avenue, Winter Park

$2,700,000

4 Beds ⋅ 5 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$1,250,000

4 Beds ⋅ 3 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. MASSIVE PRICE REDUCTION ! FOR QUICK SALE Introducing a Luxurious Oasis in the Heart of Winter Park's Most Exclusive Neighborhood! Nestled in a secluded enclave, this elegant, spacious pool home is a masterpiece of timeless beauty and sophistication. From the moment you arrive, you'll be captivated by the lush landscape and the grandeur of this esteemed residence. Key Features: Impeccable Elegance: This home exudes refinement and charm. From the sweeping front entrance to the meticulously landscaped grounds, every detail has been designed with an unparalleled level of sophistication. Generous Living Space: this home offers an abundance of space for living, entertaining, and relaxation. High ceilings, ample natural light, and a well-thought-out floor plan create an inviting atmosphere. Gourmet Kitchen: The chef's kitchen is a culinary dream, featuring top-of-the-line appliances six burner gas cooktop, granite countertops, and custom cabinetry. Cooking and entertaining have never been so effortless. Elegant Master Retreat: The spacious master suite is a private sanctuary, boasting a luxurious en-suite bathroom, a sitting area, and a private balcony overlooking the stunning pool and backyard. Outdoor Paradise: Step into your own private oasis. The expansive screened lanai includes a sparkling, oversized pool that's perfect for cooling off during the Florida summers. The outdoor kitchen and lounge area make al fresco dining and relaxation a breeze. Manicured Grounds: The property is surrounded by lush, mature landscaping, providing an atmosphere of natural beauty and tranquility. A sense of privacy and serenity is hard to find anywhere else. Exclusive Winter Park Location: Situated in one of Winter Park's most sought-after neighborhoods, you'll enjoy the convenience of being close to top-rated schools, boutique shopping, fine dining, and cultural attractions. Sophisticated Design: This home boasts attention to detail at every turn, from the exquisite hardwood floors to the designer light fixtures and custom finishes throughout. Two-Car Garage: The spacious two-car garage ensures you have ample room for your vehicles and storage. This is an opportunity to live the Winter Park lifestyle at its finest. Do not miss your chance to make this distingushed property your home. Schedule your private tour today and experience the epitome of luxury living. Welcome to the exclusive life in Winter Park!

1701 Summerland Avenue, Winter Park

$225,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Delightful 3/2 condo nestled in the serene Waterfall Cove. Boasting new tile flooring throughout and interior has been completely repainted from top to bottom. Additional community perks include a playground, community pool, and HOA-covered cable and internet. This gem is conveniently situated close to Rollins College and Winter Park's renowned Park Ave, complete with shops, eateries, and art galleries. Also, a walk away, is the fabulous Winter Park Village which received a multimillion-dollar renovation to add and update shopping, dining, and an entire entertainment complex facelift. Furthermore, an extraordinary outdoor experience will be completed in 2024 with the grand opening of Seven Oaks Park! Located mere minutes from downtown Winter Park and under a mile from I-4, commuting is a breeze. Ideal for homeowners and investors alike! Don't miss out—book a viewing now! *Living Room & Master Bedroom photos have been virtually staged.**

1695 Lee Road Unit A115, Winter Park

32789 Zip Code Real Estate & Homes with Pool

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