Refine Search
Sort by
$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

$725,000
3 Beds 3 Baths Fairbanks Park SubDv. 32789 Zip Code
MULTIPLE OFFERS _ HIGHEST AND BEST BY 11:00 AM March 25th. Nestled on a charming brick street in the heart of Winter Park, this thoughtfully designed and impeccably maintained townhome offers a private, covered front entry adorned with pavers and a leaded glass door. Boasting over 1800 square feet of living space, this special unit features an expansive, secluded patio retreat enveloped by lush tropical landscaping, meticulously curated by the owner with native plantings, garden lights, and a trellis for fragrant vines. Inside, the open floor plan welcomes with soaring ceilings, crown molding, and a bank of French doors that flood the space with natural light. The impressive kitchen is a focal point, equipped with wood cabinets, granite countertops, stainless steel appliances, and a large island with seating, perfect for entertaining as it seamlessly connects to the living and dining areas. An oversized pantry with custom cabinetry provides ample storage with full extension shelves and soft close hinges. Upstairs, the large primary bedroom features a walk-in closet with custom built-ins, while the primary bath offers a large shower, separate tub, and dual sinks. A second bedroom with an en-suite bath and walk-in closet is ideal for guests, while a third bedroom offers versatility as an office, den, or craft room. Additional features include LED track lighting, built-in device chargers in the living room and kitchen, and tongue and groove maple hardwood flooring on the second floor. Convenient amenities include an upstairs laundry room, a two-car garage with a motorized storage lift system, and one assigned parking space. Recent updates include a new water heater and roof in 2022, as well as newer Low E Windows and designer light fixtures/fans. Situated just minutes from Park Ave, Rollins College, Winter Park Village, the WP Library, parks, I-4, and numerous shopping and dining options, this exceptional townhome offers luxurious living in a prime downtown location, appealing to those seeking a sophisticated lock-and-leave urban lifestyle in downtown Winter Park. Call today for your private viewing of this exceptional property.

1040 S Kentucky Avenue, Winter Park

$390,000
3 Beds 2 Baths Albert Lee Ridge Add 02 SubDv. 32789 Zip Code
Discover the inviting 1034 Lake Bell Drive, a single family residence nestled in Winter Park's Lake Bell neighborhood. This home sits on a huge corner lot with endless playtime opportunity! The classic features and cozy atmosphere offer a retreat for those seeking to create their own space and still have utmost convenience for day-to-day happenings. This home is a blank slate! Ready for your inner artist! Timeless hardwood floors add classic charm and durability. Enjoy gathering with loved ones in the open living areas (dining/living room/bonus room) where natural light shines through the many windows. Turn the backyard into your backyard oasis as there is ample space for outdoor relaxation and recreation. Unwind in the comfort of the master suite, featuring a peaceful ambiance, walk-in closet, and an ensuite bathroom. If you're searching for a place to call home that radiates classic charm and comfort, look no further than 1034 Lake Bell Drive. Schedule a showing today and experience the abundance of opportunity that awaits this property.

1034 Lake Bell Drive, Winter Park

$1,102,000
4 Beds 4 Baths Conwill Estates SubDv. 32789 Zip Code
TAKE IN ALL THE CHARM, TRADITION and ELEDANCE THIS WINTER PARK HOME HAS TO OFFER. Situated on a quiet, tree-lined street this 3,100 square feet home boasts 4 bedrooms, 3.5 bathrooms (half bath in located in the laundry room area), double primary suites plus an office. The main first floor living area features recently refurbished original hardwood floors, and a wood-burning fireplace surrounded by built-in shelving in the family room, updated lighting and recently updated kitchen cabinets. Enjoy holiday meals or intimate dinner parties in the lovely dining room, accented with a tongue and groove wood ceiling. Upstairs is bright and airy with natural light flooding in from skylights. Both second floor primary suites feature dedicated bathrooms and multiple closets. Off the second suite upstairs youll find a private balcony overlooking the lush back yard. The other suite upstairs includes another wood burning fireplace. The first floor has two bedrooms plus a bathroom including the office. The exterior of this charming home was recently lime washer and the horseshoe driveway complete with pavers was recently expanded. The exterior view of the home on this tree-lined road is only something you would find in a storybook. To complete the exterior, you will find an extended driveway leading to the 2-car garage and mature landscaping. The private backyard, complete with a new brick patio area, is the perfect place unwind or entertain, with ample space to add a pool. Enhancements include a new roof (2021), AC (2019) and new hot water heater (2023). Located in the sought-after Winter Park school district, this outstanding location is just a short walk from Phelps Park, the YMCA and Lakemont Elementary School. All this could be yours so schedule your private showing today!

1725 Pine Avenue, 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

$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

$1,060,000
4 Beds 4 Baths Hamilton Place SubDv. 32789 Zip Code
4 bedrooms including a possible multigenerational family bedroom with its own entrance, AND a huge BONUS FLEX ROOM! Elegance prevails in this highly customized modernized Mediterranean home from one of Winter Park’s premier builders, Ryan Palmer. Located on a quiet cul-de-sac in the heart of Old Winter Park. Walk into the estate to a private garden patio. Plenty of private outdoor space. This home boasts bright natural light throughout with an abundance of windows. The downstairs features an open floor plan PLUS a formal dining room with trey ceilings that aligns with the character of the kitchen! Any Chef will welcome the abundant kitchen space and the beautifully hand-crafted custom wood cabinetry and island. Built in cook top, oven, microwave, and refrigerator! The additional pantry is a must see with all real wood pull out drawers and shelves allowing for tons of space and organization. Downstairs also offers an amazing bonus for multigenerational families! The ground floor front bedroom offers large windows with a large walk in closet customized by California closets. It also offers an ensuite bathroom and ITS OWN ENTRANCE to the Garden patio. Walk up the stairs and enjoy two more bedrooms with built in window seating and closet organizing systems. Also you will find an additional 20'x13' media/office/bonus flex room with exquisitely augmented by custom moldings and tray ceilings and a bar quipped with plenty of cabinets, granite countertops, and a beverage cooler! After the shared full bath you will find the master suite. A large room with plenty of space for a reading nook or extra sofa space. French doors going out to a Juliet balcony overlook the garden patio. A huge walk in closet equipped with California closet organizing system and a large bathroom with dual sinks, large shower, and a soaking jetted tub. The home boasts tons of craftsmanship, ornate additions, built ins, crown molding, tray ceilings, central vacuum system and plenty of freshly modern updates in addition to its traditional character. Premiere Location is in the heart of Old Winter Park. Short distance to Park Ave. and a few blocks from Winter Park Village with tons of art galleries, shopping, and restaurants. Everything else you could imagine along Orlando Ave in Winter Park.

814 Hamilton Place Court, 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

$1,430,000
4 Beds 4 Baths Green Terrace SubDv. 32789 Zip Code
Beautiful custom 4 bedroom 3.5 bath family home in the heart of Winter Park. Indulge your inner chef in the gourmet kitchen, featuring an expansive Island Bar with counter top seating, custom wood cabinetry, granite countertops, and a walk-in pantry, perfect for culinary enthusiasts. Enjoy formal meals in the separate dining room or more casual dining in the kitchenette. The kitchen’s open layout and spacious island overlook the inviting family room, ideal for entertaining guests. The primary bedroom, located on the first floor, features a walk-in closet, while its spacious ensuite has dual sinks, granite countertops, a separate tub and walk-in shower. French doors beckon you to the expansive backyard, creating seamless indoor-outdoor living. Work from home in the separate office space and unwind in the additional large bonus room, offering versatility for various lifestyles. Retreat to generously sized bedrooms for ultimate comfort and relaxation. With a great flow throughout the home, every space is thoughtfully connected for effortless living. Conveniently located near Winter Park hospital and surrounded by excellent schools, this home offers both luxury and practicality. Plus, indulge in fantastic shopping and dining options just minutes away in Historic Park Avenue. Schedule to see this home today!

1750 Carollee Lane, Winter Park

$850,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Introducing Lake Killarney Townhomes: Your opportunity to be the first to call this brand-new construction home! Live the modern waterfront lifestyle on the tranquil shores of scenic Lake Killarney, this enclave offers 30 contemporary townhomes with exquisite attention to detail and unmatched quality. This unique location within the community offers an unparalleled view of the peaceful area referred to as "Central Park". Embrace the tranquility of nature right from your doorstep as you enter this special unit facing a lush green landscape. The long approach sidewalk leading to your covered front entry sets the perfect tone for the elegance that awaits you inside. Step inside this meticulously designed residence and be greeted by the stunning finishes and unique features that set it apart from the competition. With level 4 drywall, gray oak engineered flooring, quartz countertops, streamline cabinetry, and a luxury Samsung appliance package, this home epitomizes modern elegance. The large storefront style windows and 10'6" ceilings flood the interior with natural light, creating a bright and open living space. Upstairs, three spacious bedrooms, each with wood flooring and custom walk-in closets, provide ample space for relaxation. The primary bedroom boasts a generous private balcony, perfect for unwinding after a long day. Quality craftsmanship is evident throughout, with a Firestone TPO roofing system and Pella windows and doors ensuring lasting durability. Located in beautiful Winter Park, just minutes from downtown Orlando, Lake Killarney offers a serene retreat while being close to vibrant shops, upscale restaurants, and leisure activities. Imagine gazing over the picturesque lake from the newly completed dock or enjoying the sunset in the lakefront Pavilion. With the option to purchase a private boat slip, you can easily access Trader Joe's or indulge in a meal at Shake Shack. For outdoor enthusiasts, the community racks provide storage for kayaks and paddleboards, ideal for fishing, exercise, or simply relaxing on the water. Embrace the convenience of the newly renovated Winter Park Village, where you can explore upscale shopping, fine dining, and enjoy irresistible outdoor areas. Cultural experiences such as The Morse Museum, Winter Park Farmer's Market and the Maitland's renowned Enzian Theater are minutes away. With its unbeatable location and impeccable modern design, Lake Killarney Townhomes offers the ultimate in comfort, luxury, and lifestyle. Don't miss your chance to make this exceptional property your own. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1808 Mondrian Circle, Winter Park

$499,000
4 Beds 2 Baths Elizabeth Heights Sub SubDv. 32789 Zip Code
Location, Location, Location!!! Bring your renovation ideas as this location is truly unmatched! Nestled beside the scenic Mead Gardens and conveniently located near the SunRail, this Winter Park property offers not only a delightful home but also proximity to nature and seamless transportation. Just a short drive away from Park Avenue, this residence ensures you're in the heart of it all. Immerse yourself in the local charm with easy access to a plethora of shops, restaurants, and community events. Combine this prime location with four bedrooms, two baths, skylights, and inviting outdoor spaces, and you have a home that perfectly balances convenience and comfort. A rare find with an original owner's touch, this home invites you to embrace the essence of Winter Park living. Don't miss out on this unique opportunity to live moments away from the best Winter Park has to offer.

918 Mead Avenue, Winter Park

$925,000
3 Beds 3 Baths Orwin Manor Westminster Sec SubDv. 32789 Zip Code
Welcome to this exquisite Orwin Manor Cape Cod classic home, meticulously updated and remodeled to perfection! Boasting 3 bedrooms, 2 full baths, and a convenient half bath, this charming property offers a blend of modern convenience and timeless elegance. Enter the heart of the home, where a stunning kitchen awaits with granite countertops, a chef's island for culinary creations, and ample dining space. Flowing seamlessly into the cozy family room, this area is ideal for cherished gatherings with loved ones. Experience the grace of the formal living and dining rooms, with gleaming wood floors and a welcoming fireplace, creating a cozy ambiance on cooler evenings. Indulge in the expansive primary bedroom of this delightful residence, where comfort and spaciousness harmonize effortlessly. A generously sized walk-in closet provides ample storage, ensuring effortless organization. The epitome of luxury awaits in the primary bathroom, boasting dual sinks for both style and functionality, a spacious walk-in shower for rejuvenating showers, and a luxurious jetted tub for unwinding after a long day. Step outside to the private sitting porch, overlooking the lushly landscaped backyard, offering a serene retreat to savor the beauty of nature and moments of peaceful solitude. Situated on a corner lot, this home features a spacious deck, perfect for outdoor activities and entertaining guests, with ample space to envision your dream pool oasis. Parking is a breeze with a 2-car garage providing additional storage options for your convenience. Conveniently located near Florida Hospital, Park Ave, and Interstate 4, this property offers easy access for a quick commute to downtown Orlando, blending comfort, convenience, and style seamlessly. Don't miss the chance to make this your dream home!

1651 Westchester Avenue, Winter Park

$550,000
3 Beds 3 Baths Winter Park Village SubDv. 32789 Zip Code
***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features luxurious shaker-style cabinetry, calacatta waterfall countertops, and high-end stainless steel appliances. The primary bedroom is a tranquil retreat with natural light, while the en-suite bathroom boasts a glass shower and freestanding soaking tub. Outside, a newly paved patio and lush landscaping extend the home’s luxury. Discover refined elegance at 2612 Lafayette Avenue in Winter Park

2612 Lafayette Avenue, Winter Park

$550,000
3 Beds 2 Baths West Winter Park SubDv. 32789 Zip Code
A fabulous well cared for home. Solidly constructed with top grade materials. Large fenced in rear yard, Storage room built on to the back of the garage, accessible from rear yard. currently a workshop. Huge living room. Large kitchen with built in breakfast island, and a built in wine cooler. Large dining room with sliding doors to rear yard. ?? Don't need a formal dining room? Nice family room instead. Comfortable sized bedrooms and the Primary bedroom has a huge en suite bathroom, which consists of two rooms. Just a short walk to the lake, and a very family oriented neighborhood. Some of the homes are owned and occupied by the third generation families of the original owners. Start packing your bags, cause your gonna love this one!

2149 Blossom Lane, 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

$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

$655,000
3 Beds 2 Baths Campo Bello SubDv. 32789 Zip Code
Charming bungalow on a brick street in beautiful Winter Park. This 3 bedroom, 2 bath home has 1500 + square feet of living space. Kitchen and master bath en-suite have been completely remodeled. Roof is less than 3 years old. All floors are either wood or stone - no carpet. Kitchen features granite counter tops and stainless steel appliances, including a Bosch dishwasher and new lightings. Indoor laundry room with plenty of cabinets for storage. Light and bright Florida room with built-in office/work space. Mature landscaped yard with deck and paver pathways/patio/driveway providing new owners with plenty of shade under Florida sun. Adorable shed in back to store your extras. Irrigation system runs on well water. House is situated on a perfect location with grocery stores (Sprouts, Publix), restaurants, gyms, and Winter Park Advent Health, Interlachen Club, all in walking distance. All this and A-rated Winter Park schools! Lakemont Elementary, Maitland Middle, and Winter Park High.

1835 Edwin Boulevard, 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

$2,350,000
3 Beds 4 Baths Versailles Winter Park Condo SubDv. 32789 Zip Code
Versailles of Winter Park stands as an epitome of exclusive luxury, strategically located mere steps away from the vibrant ambiance of Park Avenue, renowned for its eclectic array of dining, shopping, and special events. A rare opportunity, this distinguished property offers only seven private residences, each boasting expansive one-level living spaces spanning over 3000 square feet, complete with private two-car garages. Upon entering through the secure guest lobby, an elevator ride ascends to the elegant fourth-floor lobby, exclusively serving the two private homes on the floor. As the doors of Residence #400 swing open, guests are greeted by an atmosphere of refined sophistication. Oak wood floors, soaring ceilings exceeding 9 feet, and intricate crown moldings adorn the spacious living area, complemented by a wall of custom built-ins illuminated with accent lighting and expansive windows & French doors ushering in abundant natural light. A wet bar niche, equipped with a sink, beverage refrigerator, and storage, seamlessly integrates into the living space, facilitating effortless entertainment, while a charming outdoor terrace, adorned with Chicago brick and stone railing, extends the living area outdoors, fostering an enchanting indoor-outdoor experience. A highlight of this residence is the impeccably redesigned and renovated kitchen, boasting custom shaker-style cabinetry, bespoke templated concrete countertops infused with terrazzo, marble, and stone, and a striking counter-to-ceiling marble backsplash. High-end appliances by Subzero and Wolf, including an induction cooktop and integrated microwave drawer, grace the culinary space, accompanied by a built-in breakfast nook bench and a truly custom statement hutch for showcasing cherished collections. The adjoining dining room is impressive & features a built-in buffet for serving/storage & can easily accommodate a table for 10-12. With the versatility the floor plan offers, this space is currently being used & works well as a den & media room. A bonus is the designated office boasting rich wood wall-to-wall built-ins. Privacy is assured by the split-bedroom layout, with the expansive primary suite separated & accessible via a double-door vestibule entrance. This luxurious retreat showcases vaulted ceilings, a wall of custom cabinetry, a private balcony, and an opulent bath with dual marble vanities, a spa tub, a separate shower, and a spacious walk-in closet. You will find the additional bedrooms are very comfortably sized with the spacious 2nd bedroom featuring extensive custom cabinetry, shelving & a built in desk with French doors to side balcony. The 3rd bedroom has wood floors and access to balcony also. Both additional baths have custom vanities with marble counters. The residence further delights with four balconies offering outdoor retreats, newly refinished hardwood floors, a freshly repainted garage interior with storage. Surrounded by meticulously maintained landscaping, well-kept walkways, and a charming patio area, the property epitomizes elegance and tranquility. Don't miss the opportunity to reside in one of Winter Park's most coveted addresses, adjacent to the esteemed Alfond Inn & Spa, and embrace the exceptional lifestyle this residence affords. Room Feature: Linen Closet In Bath (Primary Bedroom).

200 S Interlachen Avenue Unit 400, 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

$1,150,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, frameless glass shower and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury.

1766 Mondrian Circle, Winter Park

$615,000
4 Beds 2 Baths Maitland Shores First Add SubDv. 32789 Zip Code
Introducing this exquisite 4 bedroom, 2 bathroom home situated in the sought-after subdivision of Maitland Shores in Winter Park! Located Just minutes from PARK AVE downtown area. Step into contemporary elegance as you approach the property, appreciating the modern design of the home and the carport, cleverly transformed into a shaded patio for moments of relaxation. Upon entering, bask in the natural light streaming through the back triple sliding glass door, accentuating the vaulted ceilings adorned with stunning pendant lights. The open floor plan seamlessly connects the living, dining room, and kitchen, featuring an intriguing tile design with patterned colors and a chic dark grey accent wall that mirrors the home's modern exterior. The kitchen is a culinary haven with bright cabinetry, granite countertops, abundant cabinet and counter space, and a substantial center island with built-in seating for effortless hosting. The master bedroom is a sanctuary, boasting ample natural light, two built-in closets, and an attached master bathroom with dual vanities and a grand walk-in shower. The additional bedrooms, echoing the home's theme of natural lighting, are equally spacious and well-designed. The second bathroom, akin to the master, offers dual vanities and a walk-in shower. Step through the back triple sliding glass door to discover the expansive fenced backyard, complete with a sizable patio and a built-in pergola, creating a charming outdoor oasis. This space is perfect for unwinding or hosting private family gatherings. Ideally located in a prime area, this home provides easy access to major roads/highways, restaurants, entertainment, and more. Your ideal home awaits, where style, comfort, and practicality converge seamlessly! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=M9EBAeGwjJD&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1148 Howell Branch Road, Winter Park

$785,000
4 Beds 3 Baths Fairbanks Park SubDv. 32789 Zip Code
ZONED R-2. GREAT POTENTIAL INCOME GENERATOR!! This historic beauty is spacious and features a FULL APARTMENT ON TOP OF THE GARAGE. This apartment offers a private entrance so would be a fabulous, income producing unit or a great space for the in-laws or adult children needing a little more privacy. The options are endless. We’ve even heard buyers suggest a game room, gym, separate office, or man cave for the hunter in your life to hang their trophies. We love the enthusiasm. The open front porch is quite welcoming thanks to the side garage entry. No big garage door taking away from your curb appeal! Step inside to see the cozy living room with gas fireplace and to your right, a guest bedroom currently stages as an office. Head back to the large dining space then continue on to the lovely kitchen which is updated with white cabinets, stainless steel appliances, and granite counters. Enjoy a gas stove for the chefs in the home. To the right of the kitchen you will find a full sized bathroom, the 2nd bedroom and the master with en suite bathroom. You may be surprised to find such a spacious bathroom in a 1925 home! There are dual sinks and lots of cabinet storage, a jetted soaking tub, large walk-in shower and designer walk-in closet. The back of the home offers a huge desk area along with a pantry and the washer and dryer closet. This bonus space would make the perfect playroom or game room but again…endless possibilities to accommodate a creative homeowner. Step out the back door to a foyer which offers an additional storage closet and gives you the option of heading to the oversized two car garage or up the stairs to the garage apartment. This apartment has it’s own A/C unit and is laid out as an L shaped loft. You walk in to the bedroom area then turn left to the living area and the kitchen is in the corner. All a great, open floor plan. The door on the right leads to the full bathroom with its shower/tub combo. You’ll notice the space is light and bright thanks to the windows and French doors which lead to the long balcony. This PRIME location is in the heart of the highly sought after city of Winter Park. You’re less than a mile from Park Ave and all of its high ends shops and variety of restaurants. You’re walking distance from fabulous city parks and Rollins College. The Winter Park boat tour, art festivals, farmer’s market, etc etc are all a short walk from this unique gem of a home. Not to mention the easy access to I-4, the shops and restuarants on 1792 which lead to Maitland and downtown Orlando AND the Winter Park Village which is wrapping up a modern renovation. It’s truly the best of the best!!

1000 S Kentucky Avenue, Winter Park

$1,625,000
3 Beds 4 Baths Winter Park Residential SubDv. 32789 Zip Code
Expect to be impressed with one of Winter Park’s most luxurious in-town living experiences, the Douglas Grand. Offering a unique blend of elegance, convenience, and comfort in one of Winter Park's most sought-after communities. Just a block to Downtown Winter Park and the famous Park Avenue, you really can’t find anything like it. This two-story unit boasts over 2900 sq ft with 3 bedrooms and 3.5 baths and was renovated in 2020. With an open floor plan and tons of natural light, this gorgeous unit is the perfect place to entertain! The gourmet kitchen designed by S&W Kitchens is a chef’s dream with top-of-the-line appliances that include a wall-mounted Miele convection/microwave oven, a separate Miele oven and a Wolfe induction stove top. Amazing views from almost every room. Lots of flexibility with this floor plan with a downstairs primary suite featuring a soaking tub, separate shower, and plenty of cabinet space plus a custom walk-in closet. Upstairs you will find a spacious guest bedroom with tree top views that could be a second primary suite with the renovated spa-like bathroom featuring dual sinks, a soaking tub, a separate shower and two custom designed walk-in closets. The third bedroom would be the perfect office with plenty of storage space in the custom designed walk-in closet. You will be amazed by the private patio area off of both upstairs bedrooms with breathtaking views of Central Park and Park Avenue...truly the perfect spot for relaxing or entertaining your guests. Additional upgrades include newer A/C units, new Pella balcony doors, and custom window treatments throughout. Private entry into the covered and secured parking garage with easy access straight to your front door. The Douglas Grand offers one of the most secured and private options in Winter Park today, making this also a perfect second home or vacation home. This exceptional location is centrally located in Downtown Winter Park and just steps away from all the restaurants, shopping, Sun Rail and train station, WP Farmer’s Market and all things Winter Park. This luxurious lifestyle opportunity doesn’t come along often and truly is unparalleled. Call today for a private showing. Welcome Home!

101 S New York Avenue Unit 309, 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

$3,620,000
3 Beds 5 Baths Park Hill SubDv. 32789 Zip Code
A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

637 N Park Avenue, Winter Park