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$2,312,000
5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, Winter Park
$215,000
2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code
Nice 2-bedroom 2 bath 1st floor condo on Lake Killarney in quiet development. Close to Hwy 4 and downtown Winter Park, stores, Winter Park Library, parks. Condo has been renovated. New ceramic floors, paint, bathrooms, new kitchen sink, faucet and disposal. A/C 2021, , newer plumbing in complex. Boat dock slips $30 a month when available. Boat ramp available for daily use, only for condo owners, Kayak, canoe storage by lake. Enclosed bicycle storage unit available for $15 year if available. Pool and community room. Water included in HOA fee. 1 reserved parking spot but a second is available for $35 extra monthly fee if available. Sorry no pets, motorcycles, RV or work trucks. No rentals first 2 years.

2500 Lee Road Unit 107, Winter Park
$1,600,000
4 Beds ⋅ 5 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code
Custom renovated home located in the highly desirable city of Winter Park offering over 3,600 square feet of living space with an abundance of natural lighting. The formal living room sits at the front of the home and is accented with a wood burning fireplace and hardwood floors that seamlessly flow throughout the home. To the right of the entrance is the guest suite with a private en suite bathroom. Across the hall are two additional bedrooms, a full bathroom, and another half bath. A large chef’s kitchen boasts spacious quartz countertops, white subway tile backsplash, stainless steel appliances, 6 burner gas range, double oven, and a center island with a wine refrigerator, microwave, and plenty of storage. The kitchen overlooks the family room with views of the backyard through French doors and floor to ceiling windows. Adjacent to the family room is the primary bedroom quarters featuring high ceilings, private backyard access, an oversized walk-in closet, a spa-like bathroom complete with dual vanities, a standalone tub, and a double-sided walk-in shower with two shower heads. Step outside to the covered patio where you will find an outdoor kitchen, lounge area, fenced backyard, outdoor bathroom, privacy hedges, no rear neighbors, and a beautiful swimming pool, perfect for relaxation and entertainment. Zoned for top rated schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Located just blocks from Phelps Park, three minutes from Advent Health Winter Park Hospital, five minutes from Baldwin Park, and only five minutes away from Downtown Park Avenue’s restaurants and boutiques. Make this extraordinary Winter Park gem yours!

890 N Phelps Avenue, Winter Park
$2,485,000
5 Beds ⋅ 5 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code
This large, open concept home on a huge lot is a rare gem in Winter Park. The current owners have renovated and decorated this home to absolute perfection! From the moment you enter the dramatic light-filled, two-story foyer be prepared to be impressed. A massive transitional space with open kitchen/living/dining greets you and is the perfect space for entertaining. The home is truly outstanding and features oversized double quartz islands with custom made cabinetry, high end appliances, custom trim carpentry throughout, and impressive finishes. The attention to detail is sure to wow you! The master bedroom is conveniently located on the first floor and includes a wood burning fireplace, two walk-in closets, and an enormous spa-like bathroom with soaking tub, oversized shower, and built-in vanity and dressers. There are 4 additional bedrooms upstairs, two of which have turfed balconies overlooking the pool and beautifully landscaped backyard. Upstairs, also with access to the two large balconies, is an enormous bonus room currently used as an additional office and media/playroom with new custom built-ins and the second of three wood burning fireplaces in the home. The three car garage was recently converted into a theater room which the current owner's family enjoys with their many neighborhood friends. Although a perfect entertainment option, the garage doors remain outside and can be easily converted back into a garage prior to closing, at no cost to buyer, if desired. In addition to the many entertaining spaces inside, outside the home boasts a double decker backyard, outdoor kitchen with granite countertops, new custom deck and gazebo, firepit, dock, and small beach with kayak/paddleboard rack. The side yard has a special TRUGRID system underneath to allow for driving and parking! The serene yard offers a stunning view of a Mead Botanical Garden pond which leads to Lake Sue. Every detail in this home has been carefully curated to create a residence that exemplifies comfort, style, and sophistication. This masterpiece is zoned Aubobon K-8 and Winter Park High School and just minutes from Lake Highland Preparatory School, Rollins College, and the shops and dining on Park Avenue. You will fall in love with this absolutely spectacular home!!

1655 Barcelona Way, Winter Park
$3,350,000
3 Beds ⋅ 4 Baths ⋅ Residences SubDv. ⋅ 32789 Zip Code
LUXURY CONDO IN THE PREMIER BUILDING - THE RESIDENCES – WINTER PARK. Located just one block from Park Avenue, this exclusive condo community features high-end luxury residences with 24-hour concierge service. Each unit offers panoramic views of Winter Park’s historic streetscapes, the Alfond Inn, and neighboring lakes. Located on the 3rd floor with North and South views, this exquisite unit features a private elevator lobby and a grand single-story layout with classic interior design. Hardwood floors flow throughout the home and are complimented by elevated ceilings, designer lighting, crown molding, and natural light. The formal living room sits at the heart of the home and features a gas-burning fireplace and glass sliders that open to a southern facing, walkout balcony. Adjacent to the living room is a media/flex space, the dining room, and the chef’s kitchen with Viking and SUBZERO appliances. The primary bedroom has an incredible en suite with a large shower, dual vanities, and two large walk-in closets. On the northern facing side of the home is the powder room, laundry room, office/den with custom built-ins, and two en suite guest bedrooms, each with walk-out balconies overlooking the Alfond Inn’s green space. Residents of the Residences enjoy exclusive use of the building amenities including a roof top pool, grill area, fitness center, and more. Underground parking is secured, and this unit comes with 2-reserved spaces and a separate storage unit. Showings are by appointment only, so schedule yours today

300 S Interlachen Avenue Unit 303, Winter Park
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code
Unlock the potential of building your dream home with this rare opportunity on an oversized corner lot. The home and property are being sold in as-is condition with all value being placed in the land. An A-plus location and a wonderful setting to embark on the journey of creating a custom masterpiece from the ground up. Situated on almost half an acre along one of Winter Park's most enchanting streets, this property is a canvas awaiting your vision. Enjoy the prime location, offering a swift drive to Winter Park's vibrant Park Avenue. Surrounded by multi-million dollar homes, this property embodies exclusivity and prestige, inviting you to become part of this distinguished neighborhood.

810 Bonita Drive, Winter Park
$599,000
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