Winter Park FL Real Estate, Homes, Condos for Sale - Pinecrest Real Estate Management

3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code

Welcome to 1830 Gladiolas Drive, a beautiful 3 bedroom, 2 bathroom home in Winter Park’s Garden Lake Estates community. This move-in ready home features a 2023 AC, a 2022 water heater, a 2020 roof, and a brand new freshly painted interior. Inside, the spacious open living and kitchen area is the heart of the home. The thoughtful layout keeps everyone connected, whether you’re cooking, hosting friends, or settling in for a quiet evening. Natural flow between the spaces makes the home feel open and welcoming. The primary suite is a private retreat. It’s generously sized and has a large walk-in closet, so you have plenty of room for your wardrobe and a calm place to start and end your day. Outside, the expansive rear patio extends your living space into the Florida outdoors. It’s ready for morning coffee, weekend barbecues, or dinner under the stars. Beyond it, the big backyard gives you room to play, garden, or add the features you’ve been dreaming of. Functional, inviting, and close to everything in Winter Park, this home is ready for its next chapter with several major updates already completed. This home is a great opportunity for someone looking to add their own personal touch.

1830 Gladiolas Drive, Winter Park

1021 Princess Gate Boulevard, Winter Park

$410,000

3 Beds ⋅ 2 Baths ⋅ Howell Estates Rep SubDv. ⋅ 32792 Zip Code

Welcome to this 3-bedroom, 2-bath pool home in the established Howell Estates neighborhood of Winter Park! Situated on a spacious 0.31-acre lot, this single-story residence offers 1,318 square feet of living space with a split-bedroom layout and a combination of tile and luxury vinyl flooring. The living room features built-in cabinetry with a granite countertop, while the kitchen offers stone countertops, a tile backsplash, and a closet pantry. The primary suite includes dual closets and a private bathroom with a walk-in shower. Sliding glass doors from the dining area open to a covered lanai and screened-in pool, creating an inviting setting for outdoor relaxation and entertaining. The spacious, fenced backyard offers additional room to enjoy the outdoors. Other highlights include a brand-new water heater, a 2018 roof, a 2024 HVAC system, and no HOA fees. Conveniently located near Howell Branch Road and Semoran Boulevard, the property provides access to shopping, dining, parks, and everyday essentials throughout the Winter Park area. With its private pool, generous lot size, and convenient location, this home offers a wonderful opportunity to enjoy Florida living. Schedule your private showing today!

1021 Princess Gate Boulevard, Winter Park

$270,000

3 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated corner home in the Whisperwood community of Winter Park! Featuring 3 bedrooms and 2.5 bathrooms, this property offers an open-concept layout designed for comfortable living and entertaining. The fully remodeled kitchen adds a modern touch. The flooring on the second-floor and the staircase has also been updated. The spacious primary bedroom features a private bathroom and its own balcony, creating a relaxing retreat. Enjoy the enclosed patio, perfect for unwinding or entertaining guests. A convenient half bathroom on the first floor is ideal for visitors, and the in-home washer and dryer add everyday convenience. Situated at the end of the street, this corner home offers a desirable location within the community. Conveniently located near shopping, dining, UCF, Full Sail University, and major roadways, including SR 417 and SR 408. Don’t miss the opportunity to make this inviting Winter Park home your own!

7463 Canford Court Unit 15, Winter Park

$1,190,000

4 Beds ⋅ 4 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code

New roof fall 2026! Exceptional custom-built estate offering unparalleled security, efficiency and peace of mind on two expansive lots in the heart of Winter Park. This split-plan three-bedroom and 2.5-bath home has over 4,880 total square feet in the main home and 1,944 total square feet in the detached in-law/office unit under roof. Constructed with solid poured concrete block and 1-inch insulation, this remarkable residence was designed to withstand the test of time while delivering modern luxury and comfort. A rare feature, the home includes two reinforced safe rooms built with rebar-reinforced solid poured concrete walls and 12-inch concrete ceilings, along with a built-in, concrete-bolted safe. Additional security enhancements include a full alarm system and security spotlights. Designed for everyday living and entertaining, the property is equipped with a full-house 22-kilowatt generator, a buried 500-gallon propane tank, propane gas range and outdoor grill, two tankless water heaters, whole-house water softening and filtration systems, EV charging capability and energy-efficient construction resulting in remarkably low utility costs. The well-appointed kitchen features a solid wood cabinetry, quartz countertops, a kitchen, butler pantry, coffee bar and laundry room, Verona gas range, Frigidaire Professional French-door refrigerator, KitchenAid dishwasher, convenient under-counter outlets and the kitchen island has lighted shelves. Additional highlights include plantation shutters throughout, wine cellar, climate-controlled storage attic, granite in baths, custom garage cabinetry, epoxy-finished garage floors, hurricane-impact windows in the office/apartment, Pet Turf in the entire backyard with no maintenance necessary and a striking 35-foot flagpole. Combining superior craftsmanship, advanced infrastructure and thoughtful upgrades rarely found in today's market, this extraordinary property presents a unique opportunity to own a one-of-a-kind residence. Total heated square footage includes heated/cooled space to use as garage, workshop, and/or utility room in the detached structure.

1940 Magnolia Avenue, Winter Park

$650,000

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

Welcome home to this charming 1940's bungalow in Orwin Manor, one of Winter Park’s most sought-after neighborhoods. The single-story home has 3 bedrooms, 2 full baths and 1,594 square feet of living space. It keeps its original character, with wood floors throughout and graceful curved entryways. In the living room, a wood-burning fireplace sets a warm, inviting tone, and the open layout flows into the formal dining room, making the home easy to entertain in and comfortable for everyday living. The kitchen has been updated with shaker cabinetry, granite countertops and stainless steel appliances, while keeping the home’s vintage charm. A split bedroom plan gives the primary suite added privacy, with an en suite bath featuring a walk-in shower and a walk-in closet. Outside, the home sits on an oversized 0.31-acre lot (100 x 135), leaving plenty of room for gardening, play, outdoor living or future expansion, and a detached one-car garage adds storage and parking. Orwin Manor is a well-established, walkable community close to Winter Park’s restaurants and shopping, with easy access to major roadways. This home has great bones and a prime location, with plenty of potential to make it your own. Opportunities like this in Orwin Manor don’t come along often, so schedule your private showing today!

1401 Pelham Road, Winter Park

$5,995,000

5 Beds ⋅ 6 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Some homes are built, and some are composed. At 1200 Via Salerno, every finish, fixture, & detail was chosen with one goal in mind: a residence that is a pleasure to live in every day and will feel just as right decades from now. Set on nearly half an acre in the highly desirable Vias of Winter Park, this fully renovated, turnkey home is modern European design at its most elegant and understated, with bespoke cabinetry & built-ins in every room and rare natural stone throughout. It offers five bedrooms, five full baths, a half bath, and has been curated with the care of a private collection. A sculptural curved staircase greets you in the foyer, and wood floors carry through the main level. The living room rises beneath vaulted ceilings, centered on a gas fireplace wrapped in Sequoia quartzite, with a wall of sliding glass doors opening to the pool so gatherings drift outdoors without a second thought. In the kitchen, rare leathered Naica quartzite forms the waterfall island, countertops, & backsplash, and custom cabinetry rises floor to ceiling. Appliances include a Wolf gas range with pot filler, Sub-Zero refrigerator, & two Miele dishwashers, plus a prep sink, concealed outlets, & push-to-open, soft-close drawers. To one side, a pantry/butler’s passage with matching cabinetry also houses the laundry. At the front of the home, a bright formal dining room & eat-in area complete the space. Just off the eat-in area, a large turf side courtyard offers a low-maintenance space where kids & pets can play within view of the kitchen. The main-level primary suite features two walk-in closets & a double-sided wood-burning fireplace shared with the private office. The spa-inspired bath showcases leathered Taj Mahal quartzite with integrated dual sinks, an extra-large soaking tub for two, & a walk-in shower, all with Graff fixtures. The office opens to the pool and is outfitted with floor-to-ceiling shelving, cabinetry, & file drawers, versatile enough to become a dressing room. The whiskey lounge with custom wet bar is sized for a game room or second office. A powder room completes the main floor. Upstairs, custom cabinetry lines the loft & hallway, offering storage at every turn. To the left, two bedrooms share an elegant bath with dual sinks and a separate tub & shower, and a single door closes them off creating an optional, private two-bedroom suite. To the right, two additional bedrooms each enjoy an en suite bath. Every bedroom is finished with built-in closets. A separate upstairs wing houses the generously sized media room, with state-of-the-art surround sound & extensive hidden storage. Outdoors, a weathered marble pool deck surrounds the saltwater pool, framed by grounds created by Signature Landscape. The garden pavilion with its own fireplace is one of the home’s most special spaces, joined by a summer kitchen with stone counters & wall, a natural gas grill, & a sink, plus a pool bath. Additional features include a three-car side-entry garage with epoxy floors, EV charger capability, & ample storage, along with Lutron lighting on the main level, Toto toilets throughout, water filtration, natural gas, a whole-home generator, & three Trane HVAC systems. The Winter Park Racquet Club, Interlachen Country Club, the shops & dining of Park Avenue, and the Winter Park 9 golf course are all within walking distance. Refined, move-in ready, and crafted without compromise, 1200 Via Salerno awaits its next owner.

1200 Via Salerno, Winter Park

$1,050,000

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

Beautifully maintained Winter Park pool home with a 2026 whole-home repipe, 2019 roof, and 2022 A/C in the desirable Waterbridge neighborhood. Discover the charm of established Winter Park living in this inviting single-story home, situated on a beautifully landscaped 0.36-acre lot in the sought-after 32789 ZIP code. Spacious living areas, abundant natural light, and two inviting fireplaces, including a fireplace in the living room and a distinctive stone fireplace in the primary suite, create a warm and welcoming atmosphere. Step outside to your private swimming pool, surrounded by mature landscaping, offering the perfect setting for relaxing or entertaining. Additional features include a tankless water heater, updated pool equipment, and access to Waterbridge neighborhood tennis courts. An exceptional Winter Park location. Enjoy convenient proximity to AdventHealth Winter Park Hospital, the Winter Park VA Clinic, and Winter Park High School, along with easy access to downtown Winter Park's iconic Park Avenue, renowned restaurants, boutique shopping, Rollins College, Mead Botanical Garden, and downtown Orlando. Combining valuable improvements, single-story convenience, private pool living, and an established neighborhood setting, 1735 Demetree Drive offers the character, comfort, and lifestyle that make Winter Park, Florida, such a desirable place to call home.

1735 Demetree Drive, Winter Park

$419,900

4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code

Welcome to 603 Carnation Dr in Winter Park! This 4-bedroom, 2-bathroom home offers 1,427 square feet of living space with an updated kitchen and inviting living and dining areas. Major updates include a roof replaced in 2022, A/C in 2019, kitchen remodel and plumbing updates in 2021, a water meter replaced in 2021, and a main electrical panel replaced in 2026. Four bedrooms provide flexible space for guests, a home office, or everyday living. Schedule your private showing today!

603 Carnation Drive, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code

Investor or renovation opportunity in the Winter Park High school district! This solid block home features a great location for the buyer with vision. Opportunity awaits at 506 Lander Road in Winter Park! Situated on a spacious lot of approximately 0.22 acres, this 3-bedroom, 2-bath home offers 1,346 square feet of living space and plenty of potential for its next owner. Built in 1958, the property is ready for updates and improvements, presenting an opportunity for investors, renovators, or buyers looking to create a space of their own. The generously sized lot provides additional possibilities for outdoor living and landscaping. Conveniently located near shopping, dining, parks, and major roadways, with easy access to all that Winter Park and the surrounding areas have to offer. Bring your vision and explore the potential of this property!

506 Lander Road, Winter Park

$985,000

5 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Expect to be impressed by this stunning, renovated 5-bedroom, 3-bathroom home in desirable Winter Park, where modern elegance meets timeless charm. Thoughtfully redesigned from top to bottom, this exceptional residence offers a bright, open feel with multiple living spaces perfect for everyday living and entertaining. The light-filled kitchen features quartz countertops, stainless steel appliances, and a custom backsplash, creating a stylish and functional space for cooking and gathering. Spacious family and game rooms provide plenty of room to relax and entertain, while a sun-filled bonus room offers endless possibilities as a home office, playroom, fitness room, or creative space. Two bedrooms on the first floor provide flexibility for guests, a private office, or multigenerational living. Upstairs, the beautifully redesigned primary suite serves as a private retreat, complete with a gorgeous en-suite bathroom featuring a walk-in shower and soaking tub. Two additional bedrooms and a full bathroom complete the second floor, offering comfortable accommodations and room for everyone. Step outside to enjoy the expansive 0.34-acre lot tucked away on a peaceful cul-de-sac, with plenty of space for outdoor entertaining, play, and relaxation. The oversized detached garage offers 500+ additional square feet of versatile space, ideal for hobbies, projects, a workshop, or extra storage. With no HOA restrictions, you’ll have the freedom to make the property your own. The location is just as impressive, with Lake Killarney just steps away and Park Avenue and Winter Park Village only a short drive away for premier shopping, dining, and entertainment. Convenient access to I-4 makes commuting and exploring Central Florida a breeze. Combining thoughtful renovations, flexible living spaces, an oversized lot, and an unbeatable Winter Park location, this home is a rare opportunity to enjoy the best of Florida living. Schedule your private showing today!

2330 Westminster Ct., Winter Park

$1,100,000

Comstock Park SubDv. ⋅ 32789 Zip Code

Exceptional opportunity to build on beautiful Bonita Drive, one of Winter Park’s most picturesque brick-lined streets, with this 0.18-acre (approximately 8,014-square-foot) homesite. Already cleared and ready for new construction, the property offers an ideal setting to create a custom residence tailored to your vision. Ideally positioned just minutes from Park Avenue’s shops and restaurants, Rollins College, the Winter Park Farmers’ Market, leading hospitals and top-rated schools, with convenient access to downtown Orlando, major roadways and area airports. Create your dream home in one of Winter Park’s most desirable residential settings.

1030 Bonita Drive, Winter Park

$620,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 05 SubDv. ⋅ 32792 Zip Code

Welcome to this charming Winter Park home, featuring classic terrazzo floors and wonderful natural light. This home boasts a cozy wood-burning fireplace that serves as a focal point in the kitchen and living room, creating a warm and welcoming atmosphere. Culinary enthusiasts will delight in the kitchen's features, including an island with a breakfast bar, storage and power, elegant pendant lights, soft-close drawers and cabinets, and a stylish tile backsplash. Granite countertops and stainless-steel appliances, including a brand-new gas range, complete the culinary experience. The separate family room, with beautiful laminate flooring, offers an additional living space, perfect for relaxation or entertaining. From here, step into the enclosed lanai, where windows wrap around the entire space, offering lovely views and access to the fenced, landscaped backyard. This home also offers generous storage closets for all your needs. The primary bedroom offers a walk-in closet and ensuite bathroom with a granite counter vanity with soft-close drawers and cabinets. The remaining bedrooms share a hall bath with a dual sink granite vanity and a tub/shower combination. Located in a tremendous area, this home is just a short distance from the vibrant communities of Winter Park and Baldwin Park, and within walking distance to Winter Park High School. Other updates include a newer water heater (2024) and newer windows and doors (2020). Don't miss the opportunity to make this lovely home your own!

624 Dunraven Drive, Winter Park

$509,999

3 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code

Welcome to 808 Densmore Drive, a beautifully updated 3-bedroom, 2-bathroom pool home tucked into the established Winter Park Estates neighborhood! Blending modern farmhouse charm with thoughtful upgrades, this home offers 1,460 square feet of inviting living space designed for both everyday comfort and entertaining. Step inside to a bright, open floor plan where the spacious living and dining areas flow effortlessly into the kitchen, complete with quartz countertops, stainless steel appliances, a built-in microwave, tile backsplash, and a window overlooking the outdoors. On the opposite side of the home, you'll find three comfortable bedrooms and two beautifully updated bathrooms, offering a practical layout with plenty of privacy. An oversized interior laundry room and enclosed porch provide additional functional space. Outside is where this home truly shines! The private backyard features a sparkling in-ground pool, a newly installed paver patio (2025), and a brand-new fence (2026), creating an inviting setting for weekend gatherings, outdoor dining, or relaxing in the Florida sunshine. Recent improvements also include a new irrigation system and control panel (2026), updated pool filtration equipment (2026), and a water heater replaced approximately three years ago. Beyond the property, enjoy a prime Winter Park location just minutes from Cady Way Trail, Winter Park Pines Golf Course, Rollins College, and the shopping, dining, and charm of Park Avenue. With its updated interiors, private pool, and convenient access to everything Winter Park has to offer, 808 Densmore Drive is ready to welcome you home!

808 Densmore Drive, Winter Park

$699,900

3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Enjoy bright, inviting living and your own screened pool retreat in Winter Park! This 3-bedroom, 2-bath home offers 1,666 square feet with vaulted ceilings, abundant natural light, and plantation shutters. The spacious family room features laminate flooring and a wood-burning fireplace, creating a welcoming place to gather. The updated kitchen offers stainless steel appliances, ample drawer storage, a pullout pantry, and a sunny dinette with sliding doors to the outdoor living area. Multiple access points throughout the home connect to the screened pool enclosure, where a recently resurfaced pool and covered patio provide space for relaxing and entertaining. The primary suite features a walk-in closet and an en-suite bath with dual sinks and a separate shower. Two additional bedrooms offer flexibility for guests or a home office, while the second full bath includes a bathtub. An attached two-car garage provides laundry space, extensive cabinetry, and pull-down attic access. All appliances are included, adding convenience to this inviting Winter Park home.

1884 Jessica Court, Winter Park

$4,500,000

5 Beds ⋅ 6 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Brand new construction (2023) on a beautifully sized .29± acre lot in the heart of Winter Park. This 5BR/5.5BA estate offers an open-concept layout with high ceilings, abundant natural light, and premium finishes throughout. Every bedroom features its own en-suite bath. Resort-style pool and putting green anchor the outdoor living space, perfect for Florida's year-round lifestyle. Detached garage offers flexible storage, workshop space, plus room for a private home gym. Minutes from Park Avenue's shops, dining, and top-rated schools. Top quality construction and unbeatable location. Schedule your private showing today.

1631 Hillcrest Avenue, Winter Park

4832 Tangerine Avenue Unit 4832, Winter Park

$188,800

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Welcome to comfortable living in desirable East Winter Park. This beautifully maintained condominium offers a spacious and inviting floor plan in a quiet, established community in a convenient location. The residence features generous room sizes, and a functional layout designed for comfortable everyday living. The open living room and dining areas provide a welcoming space for relaxing or entertaining, while the private, screened porch offers a peaceful outdoor retreat to enjoy Florida's year-round lifestyle. Additional storage on the porch adds convenience. Community amenities include a sparkling swimming pool, clubhouse, beautifully maintained grounds, and ample parking. HOA services and amenities may include exterior maintenance, landscaping, water, trash service, and roof maintenance. Buyers are encouraged to verify all fees, services, inclusions, and community restrictions with the association.

4832 Tangerine Avenue Unit 4832, Winter Park

$3,195,000

4 Beds ⋅ 6 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

1825 Whitehall Drive announces itself in stone. Twin gables of whitewashed natural stone, a stately brick entry, and striking black-framed windows define its European-inspired architecture in Winter Park’s coveted Kenilworth Shores. Brand-new and awaiting its first owner, this expansive custom residence offers over 4,300 square feet of timeless character and bespoke craftsmanship. Inside, natural light moves across wide-plank engineered white oak floors. Grand entertaining spaces meet intimate rooms, rich in architectural elegance. Architectural symmetry defines the great room, where a soaring fluted terrazzo fireplace is framed by custom walnut cabinetry and brass picture lights. Expansive glass opens to the lanai, while a sitting room features a custom bar with brass mesh cabinetry, illuminated shelving, glazed tile, and wine refrigeration. The kitchen is a masterpiece, and you'll know it the moment you walk in. A Taj Mahal quartzite island commands the room, framed by floor-to-ceiling bespoke cabinetry, illuminated reeded glass, and a sculptural fluted hood. Sweeping waterfall edges meet a custom fluted wood base. A 48-inch Viking gas range, double ovens, and separate refrigerator and freezer columns complete the kitchen. Beyond, a windowed butler’s pantry offers quartzite countertops, illuminated shelving, and beverage refrigeration. Opening to the pool, the dining room invites memorable dinners that linger long after the last guest should have left. And then there's the first-floor primary suite—where luxury becomes personal. Vaulted ceilings with stained oak beams bring warmth and architectural character, while the bathroom is a destination in itself. Brass-inlaid marble floors, lilac-veined stone, a quartzite double vanity, and makeup station introduce a spectacular wet room with four rainfall showerheads, two handheld showers, and a sculptural fluted soaking tub. An oversized, fully customized walk-in closet features built-in cabinetry and elegant glass-front displays. Just off the foyer, the library is a room you'll fall in love with. Color-drenched walls, a stained oak-plank ceiling, custom built-ins, and brass-lit shelving create an intimate retreat, enclosed in glass with doors to a secluded side patio. The mudroom, plum-cabinetry laundry, and plaster-inspired powder bath complete the level. Upstairs, a light-filled loft opens to an uncovered terrace with checkerboard stone flooring, made for sunset conversations beneath the stars. Three bedrooms each feature an en-suite bath and custom closet. A jewel-box powder bath and vaulted bonus room, ideal for a cinema or game lounge, complete the level. Outside, a covered lanai with stained tongue-and-groove ceiling features a summer kitchen in whitewashed brick, fluted cabinetry, and leathered granite. French-pattern Talya leathered stone frames the PebbleTec pool, tanning ledge, inset spa, and calming waterfall—a setting made for sunlit afternoons, entertaining, and memorable evenings. Custom-built by Structure Redevelopment, LLC, this residence reflects a passion for distinctive architecture, superior craftsmanship, and uncompromising detail. Among Kenilworth Shores' distinguished residences and lakefront estates, it places you moments from Park Avenue’s restaurants, boutiques, and cafés, Rollins College, and the Chain of Lakes. Schedule your private showing today.

1825 Whitehall Drive, Winter Park

4786 Tangerine Avenue Unit 4786, Winter Park

$220,000

2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code

Discover comfort, style, and convenience in the heart of Winter Park! This beautifully updated 2-bedroom, 1.5-bathroom, two-story condominium offers approximately 1,281 square feet of living space with a spacious, functional layout designed for everyday living and entertaining. Step inside to find ceramic tile flooring, an inviting living and dining area, and a beautifully appointed kitchen featuring granite countertops, attractive cabinetry, a stylish backsplash, and stainless steel appliances. Upstairs, you'll find two generously sized bedrooms, including a primary bedroom with a walk-in closet. Enjoy your morning coffee or unwind in the evening on the private screened-in porch overlooking a peaceful green space, complete with an additional storage closet. Interior laundry adds everyday convenience. Located in the established Wrenwood condominium community, residents enjoy access to a community swimming pool and clubhouse. The property also offers two assigned parking spaces and convenient access to major roads, shopping, restaurants, and entertainment. LOCATION, LOCATION, LOCATION! Just minutes from Full Sail University, UCF, Rollins College, Downtown Winter Park, and the popular Park Avenue shopping and dining district. Whether you're searching for your primary residence or an investment opportunity, this property offers an appealing combination of location, space, and convenience. Don't miss this opportunity to own a condominium in desirable Winter Park! Schedule your private showing today!

4786 Tangerine Avenue Unit 4786, Winter Park

$450,000

4 Beds ⋅ 3 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Welcome to 239 Orange Terrace Drive! This charming 4 bedroom, 2.5 bath home offers 1,866 square feet of living space in a convenient Winter Park location. Situated on a spacious lot of approximately 0.21 acres with NO HOA. Step inside to discover an expansive living room filled with natural light, offering ample room for relaxing or entertaining. The adjoining formal dining room offers an inviting space for gatherings, while the kitchen features light wood cabinetry with a warm maple finish, sleek brushed nickel hardware, endless counterspace, ample storage, and a convenient pass through connecting the two spaces. Just beyond the kitchen, a separate breakfast nook offers additional dining space, along with an indoor laundry area. The home also features a distinctive brick fireplace and additional living space that can accommodate a variety of uses. With four bedrooms and two full bathrooms plus a half bath, the layout provides flexibility for guests, a home office, or everyday living. Step outside to enjoy the large backyard, offering plenty of room for outdoor activities, entertaining, or simply relaxing. A dedicated outdoor sitting area presents the perfect opportunity to create your own backyard retreat with the addition of a pergola or gazebo. Multiple storage sheds provide convenient space for tools, lawn equipment, and other outdoor essentials. With no HOA restrictions or fees, you'll enjoy added flexibility in making this property your own. Conveniently located near Lake Killarney, Park Avenue, shopping, dining, and major roadways, this property offers easy access to everything Winter Park and the surrounding Orlando area have to offer. Whether you're looking for a place to call home or an opportunity to add your personal touches, 239 Orange Terrace Drive offers space, character, and location!

239 Orange Terrace Drive, Winter Park

$695,000

2 Beds ⋅ 3 Baths ⋅ Temple Trail Village SubDv. ⋅ 32789 Zip Code

Some homes stand out because of their finishes. Others because of their location. Rarely do you find one that brings both together so beautifully. Nestled alongside an 81-acre nature preserve, this reimagined two-story, fee-simple, end-unit townhouse offers contemporary living surrounded by nature. With approximately 1,800 square feet, 2 bedrooms, 2.5 bathrooms, and no HOA, this exceptional property feels more like a personal retreat than a traditional townhome. Designed with a modern, contemporary point of view, the home features bamboo hardwood floors and 14-foot vaulted ceilings that give the main living space an open, light-filled atmosphere, while a sleek gas fireplace brings warmth and character to the room. The kitchen includes an eat-in breakfast nook. Granite countertops, custom soft-close cabinetry, high-end stainless steel appliances, gas cooking, and a wine refrigerator combine style with everyday functionality. Additional built-ins provide attractive storage while maintaining the home's clean, cohesive aesthetic. A spacious interior laundry and utility room with an additional refrigerator provides added storage. Upstairs, the primary suite takes full advantage of the home's exceptional setting, offering peaceful views across the surrounding greenery. The primary bath features dual sinks, vanity, stone countertops, and a spacious walk-in shower with three shower heads, including a rain shower. A spacious walk-in closet completes the suite. A second bedroom and full bath provide comfortable accommodations for guests or the flexibility to create a home office or personal retreat. Parking is also a standout feature, with a one-car garage plus two designated parking spaces. Outside is where the personality of this property really comes to life. The oversized upper and lower decks create an exceptional outdoor living experience. The upper deck features a gas grill for cooking and entertaining, along with spectacular views of rocket launches from Cape Canaveral. An area provides space for relaxing, while an outdoor shower, potting station, plenty of exterior storage, and a private backyard with access to Howell Branch Creek for kayaking add to the property's distinctive appeal. Lush tropical landscaping creates a garden-like setting with citrus trees, including lemon, avocado, papaya, and a unique cocktail tree, complemented by fragrant jasmine and colorful seasonal blooms. An outdoor fire pit adds warmth and ambiance on cooler evenings. Whether you're having coffee before the day begins, sharing dinner with friends, or just enjoying the quiet after sunset, the natural surroundings make these spaces feel remarkably removed from city life. Key updates include a new tile roof replacement, HVAC installation, and water heater in 2018. Located in Winter Park's 32789 ZIP code, the home is near the Winter Park Racquet Club, Winter Park Chain of Lakes, iconic Park Avenue, fine dining, upscale boutiques, Rollins College, and highly regarded schools, including Dommerich Elementary and Winter Park High School. SunRail is also nearby, with Maitland just minutes away. Modern interiors, exceptional outdoor space with spectacular views, and the convenience of Winter Park, all in one place. For the buyer who has been waiting for something genuinely special, this may be the one.

2887 Temple Trail, Winter Park

$650,000

4 Beds ⋅ 3 Baths ⋅ Landings At Hawks Crest SubDv. ⋅ 32792 Zip Code

Virtually Staged. Set within the guard-gated community of Hawk’s Crest, this inviting single-story residence offers a beautifully maintained open floor plan with more than 1,700 square feet of comfortable living space and approximately $15,000 in luxurious recent upgrades. Fresh interior paint and neutral finishes create a bright, welcoming atmosphere, complemented by ceramic tile flooring throughout the main living areas and new carpeting in the bedrooms. At the heart of the home, the spacious kitchen features gray cabinetry, a new range and oven, stainless steel appliances, generous counter space, an expansive center island and a large pantry, opening seamlessly to the dining and living areas. The primary suite offers a spacious retreat with a walk-in closet and an en-suite bath featuring dual vanities and a walk-in shower, while additional bedrooms provide flexibility for family, guests or a home office. Sliding glass doors extend the living space to the screened lanai, enhanced with updated decking and an inviting setting for outdoor relaxation. Beyond the lanai, the fully fenced backyard, featuring newly installed fencing and landscaping, offers additional privacy and ample space for outdoor enjoyment. Residents of Hawk’s Crest enjoy resort-style amenities, including a community pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell, along with the convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee at the community entrance. Ideally positioned near Winter Park’s renowned shopping, dining and everyday conveniences, this home offers an exceptional opportunity to enjoy the Hawk’s Crest lifestyle.

1458 Lone Feather Trail, Winter Park

$299,000

3 Beds ⋅ 3 Baths ⋅ Fernbrook Trails SubDv. ⋅ 32792 Zip Code

Welcome to this spacious end unit townhome in Winter Park’s Fernbrook Trails community! Featuring 3 bedrooms and 2.5 bathrooms, this home offers a convenient main floor primary bedroom and two additional bedrooms upstairs. The kitchen’s breakfast bar overlooks the family room, while a separate living and dining area provides flexible space for everyday living and entertaining. Inside laundry, a covered front porch, and a private fenced backyard complete the home. Seller willing to make upgrades. Schedule your showing today!

5468 Bracken Court, Winter Park

$4,695,000

11 Beds ⋅ 8 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Designed by renowned architect James Gamble Rogers II, 617 N Interlachen Ave presents a rare opportunity to own and thoughtfully reimagine a distinctive Spanish Revival estate in the heart of Winter Park. Built in 1929, renovated in 1981, and featuring extensive roof updates completed in 2020 and 2021, this character-filled property reflects the timeless architectural appeal that makes Winter Park so special. Situated on approximately half an acre, the estate includes a main residence plus three accessory buildings encompassing approximately 6,354 square feet combined, providing an exceptional amount of space and flexibility to create a property tailored to your lifestyle and vision. From the moment you arrive, the classic Spanish Revival influence and established setting offer a sense of history and individuality rarely found in newer construction. The multiple buildings create exciting possibilities for guest accommodations, private home offices, studios, hobby spaces, entertaining areas, or other uses permitted by applicable zoning and regulations. The residence offers an opportunity to preserve its distinctive architectural character while updating and personalizing the interiors and amenities for today's lifestyle. For buyers who appreciate homes with a story, architectural distinction, and the potential to make a property uniquely their own, this estate stands apart from the typical Winter Park offering. Even more compelling is the location. The property is within walking distance of Winter Park's famous Park Avenue, renowned for its restaurants, boutiques, cafes, galleries, cultural attractions, and unmistakable charm. Enjoy the rare opportunity to leave the car at home and stroll to one of Central Florida's most celebrated dining, shopping, and entertainment destinations. Rollins College is also nearby, while convenient access to downtown Orlando combines the charm and sophistication of Winter Park with easy connectivity to the greater Orlando area. The property is not individually listed on the Winter Park Register of Historic Places and is not located within a locally designated historic district, an important consideration for buyers exploring future renovation and personalization plans. Buyers should independently verify applicable zoning, permitting, building, and preservation requirements for any intended improvements or uses. With its James Gamble Rogers II design, 1929 origins, Spanish Revival character, approximately half-acre setting, substantial combined square footage, three accessory buildings, and an outstanding location within walking distance of famous Park Avenue, 617 N Interlachen Ave is far more than a conventional home purchase. It is an opportunity to take a distinctive piece of Winter Park architecture and shape its next chapter. Bring your vision and discover the possibilities where history, architecture, location, and potential come together in a truly one-of-a-kind Winter Park estate.

617 N Interlachen Avenue, Winter Park

$3,495,000

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Long before this home stood gracefully on its prominent corner, it existed as a vision in the mind of master builder Keith D. Field. Conceived as the opposite of a production home, it was crafted with a builder’s eye for structural integrity, thoughtful flow, and a seamless connection between indoors and out. Set on a generous 91-foot wide lot, this custom residence offers 5 bedrooms and a floor plan that feels both substantial and inviting. A wide front veranda sets a timeless tone from the moment you arrive. Dark-framed windows and doors create a striking contrast, while manicured hedges and brick-paved drives enhance the classic curb appeal and highlight the home’s architectural details. Step inside and you immediately sense that this is more than just a beautiful house—it’s a home with a story. At its heart is the reclaimed pine flooring, sourced from a Florida bridge. Rich with character, worn in all the right ways, these floors bring a warmth and authenticity you simply cannot replicate with something new. A long, gracious foyer introduces the main living spaces. To your left, a handsome study/office with a brick fireplace offers an intimate retreat for working. To your right, a formal dining room with garden views comfortably accommodates twelve. A discreet swing door leads to a well-appointed wet bar and large walk-in pantry, which then opens into the expansive kitchen. The kitchen is the true hub of the home, anchored by coffered ceilings, an oversized island, a full suite of high-end appliances, abundant cabinetry, and extensive counter space. A light-filled dinette offers the perfect spot for casual meals. At the center of the home, an oversized great room draws everyone together with its tall brick fireplace, built-in display/bookshelves, and high ceilings that add volume without sacrificing warmth. Two bedrooms are thoughtfully located on the main level, including the primary suite, privately positioned in one of the quietest corners of the home. Filled with soft natural light, accentuating the detailed millwork that runs from floor to ceiling. The primary bath is a retreat in itself, featuring slate flooring, double vanity, claw-foot soaking tub, water closet, walk-in shower with rain head, and a massive custom walk-in closet. The second main-level bedroom functions beautifully as a guest suite or flexible space, with an en-suite bath that also serves as a pool bath, a built-in Murphy bed with integrated cabinetry. A back facing staircase leads to two additional en-suite bedrooms on the second level. At the top of the landing, a large built-in workstation creates an ideal homework or creative zone, and both bedrooms enjoy access to a full-length front balcony. At the back of the home, a separate staircase leads to the fifth bedroom—a wonderfully private suite with dormer windows, angled ceilings with beams, and its own en-suite bath. In addition to a walk-in closet, cleverly designed built-in storage along the walls ensures a place for everything. Off the great room, a covered lanai with tongue-and-groove wood ceiling and brick built-in grilling station creates a comfortable space for year-round relaxation. A 45-foot lap pool is anchored by a striking cabana with fireplace, evoking a resort-inspired setting for long afternoons, evening gatherings, and memorable celebrations. This is a rare opportunity to own a thoughtfully crafted estate where history, craftsmanship, and everyday comfort come together in perfect balance.

1600 Legion Drive, Winter Park

$2,629,000

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

Under Construction. A striking interpretation of Modern Tudor design brings a fresh architectural presence to one of Winter Park’s charming brick streets. Newly built, this stunning residence pairs a distinctive façade with interiors that feel both richly detailed and effortlessly livable. From the marble mosaic foyer to the private poolside retreat, each space offers its own expression of luxury, creating a home with character, warmth, and a beautiful sense of arrival. Beyond the entry, the spacious living area unfolds beneath shiplap ceiling details that lend texture and architectural depth. A statement wall with an electric fireplace anchors the room, establishing an inviting setting for quiet evenings and lively gatherings alike. The kitchen takes center stage with Taj Mahal countertops and a full suite of Thermador appliances. A built-in paneled refrigerator preserves the cabinetry’s seamless appearance, while a spacious walk-in pantry provides ample storage beyond the main kitchen. Positioned downstairs, the primary suite offers a peaceful retreat with a spacious closet and a beautifully composed spa bath featuring dual vanities, a freestanding soaking tub, and a separate shower with a rain showerhead and marble mosaic tile. A second downstairs guest suite adds exceptional versatility, a rare feature for the area, providing comfortable accommodations for visitors or a space for a private office. Providing comfortable accommodations for visitors or an inspiring space for a private office. Upstairs, three additional bedrooms, each with a walk-in closet, offer room for family and guests. A spacious loft introduces another place to gather, unwind, or create a dedicated media or recreation space, while the upstairs laundry room brings convenience to daily routine. Outdoors, a covered lanai with a summer kitchen sets the scene for alfresco dining and entertaining space. Lush landscaping surrounds the pool and spa, creating a beautiful backdrop for entertaining or simply enjoying the Florida lifestyle. Energy efficient doors and windows complete the home’s thoughtful collection of features. The location places neighborhood favorites within easy reach, with Phelps Park and the YMCA just a walk away and Park Avenue’s shops, restaurants, and cafés a short golf cart ride from home. Distinctive in its architecture and generous in its design, this residence offers a compelling opportunity to enjoy brand-new construction amid the established charm of Winter Park.

1681 Woodland Avenue, Winter Park

$479,900

3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Beautifully renovated home near the end of a quiet Winter Park cul-de-sac. Luxurious tile floors run throughout, paired with all-new vinyl windows, a sliding glass door, and room-darkening cellular shades. Solid-core doors, custom closet systems, fresh paint, and knock-down ceilings complete the polished interior. The primary suite offers view of the backyard, a spacious walk-in closet with built in shelving, and an updated ensuite bathroom with a glass-enclosed rain shower. A flexible room just outside works as an office, dining space, or nursery. The kitchen features ceiling-height updated cabinetry, quartz counters and backsplash, under-cabinet and recessed lighting, and a large window to the patio. Matching black stainless Samsung appliances include a four-door fridge, dual-oven range, and Wi-Fi dishwasher, plus a deep basin sink and organized pantry storage. The kitchen opens to a spacious dining or living area with dimmable lighting and a stacked rock accent wall. Two additional bright bedrooms with large closets share a beautifully updated guest bath finished with a dual-sink vanity, floor-to-ceiling tile, and an extra-deep soaking tub behind glass doors. Outside, a wide stamped concrete driveway leads to a new modern garage door. Fresh stucco and paint frame a lush lawn. The backyard features a large covered screened patio overlooking a spacious, recently resurfaced pool with seating niches, tile, app-enabled variable-speed pump, salt-cell chlorinator, and lighting. The large yard includes new irrigation, grading, sod, a Wi-Fi timer, a six-month-old well pump, and a new vinyl fence. Major updates include PEX re-piping (2020), new sewer line (2022), roof (2019), A/C (2019/2020), updated electrical with whole-home surge protection, increased attic insulation, and a six-month-old whole-home water filtration system. Smart features cover security, cameras, Samsung washer/dryer, water heater, locks, pool equipment, and USB outlets throughout. No HOA. This home has been fully updated to a high standard. Don't miss this one!

7536 Village Green Drive, Winter Park

$305,000

3 Beds ⋅ 1 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

Solid 1949 bungalow on a usable 50 x 150 lot (approx. 7,553 sq ft) in unincorporated Orange County with a Winter Park mailing address, just blocks from Lake Killarney. A clean shell for a fix-and-flip or a hold-and-rent strategy, with detached ADU potential under Orange County rules. 3 bed, 1 bath, approx. 1,216 sq ft of living area on approx. 0.17 acre, FEMA Zone X (minimal flood hazard). Straightforward single-story footprint with room to improve, not expanded. Out back, a canopy of mature trees creates a shaded, private backyard sanctuary. Already handled: brand-new roof (October 2026) and a replaced water heater. Kitchen cabinets are in very good shape; if you choose to update the countertops, keep the cabinets and simply resurface and repaint. The deck is in good condition today (plan on rebuilding down the road). Still to do: central HVAC is not operational (home is cooled by window units), the shower needs a light spruce-up, and a cosmetic refresh throughout. Strong bones and a good shell for a focused remodel. Location: Lake Killarney, a 234-acre spring-fed lake, is just blocks away, where seaplanes drop in for lunch at Hillstone. Centrally located to I-4 at Fairbanks Avenue, with downtown Orlando about 15 minutes away. Less than 2 miles to the newly renovated Winter Park Village with its Regal cinema, restaurants, boutiques and patio dining, and minutes to Park Avenue, Rollins College, the Morse Museum, the Saturday Farmers Market, Trader Joe's, Whole Foods, AdventHealth Winter Park and the Winter Park SunRail station. ADU snapshot: under Orange County R-1A (Sec. 38-1426), a detached one-story ADU is typically limited to 50 percent of the primary living area or 1,000 sq ft, whichever is less, about 608 sq ft here. The lot appears to meet the 7,500 sq ft minimum. Homestead and owner-occupancy rules apply. Buyer to verify all zoning, setback, ADU eligibility, homestead and permitting items directly with Orange County Zoning. Figures are informational only and not a guarantee of approval. Renovate the primary and add a rental ADU for a two-income setup, or flip it. New roof and water heater done, interior ready for a focused remodel.

2640 Beverly Avenue, Winter Park

$1,349,000

4 Beds ⋅ 4 Baths ⋅ Acreage SubDv. ⋅ 32792 Zip Code

Welcome to refined modern living in the heart of Winter Park. Meticulously crafted in 2020, this stunning two story residence showcases four bedrooms, three full baths, and a convenient powder bath. The main level welcomes you with an open concept design bathed in natural light, high ceilings, and seamless flow between the living and dining areas. Perfect for culinary enthusiasts, the chef inspired kitchen is appointed with smart GE Cafe appliances, a gas range, premium quartz countertops, custom cabinetry, and a spacious center island. A private main level home office provides a quiet, dedicated environment for work or study. The first floor primary retreat offers everyday luxury with direct pool access, dual walk in closets, and a spa caliber en suite bath featuring contemporary fixtures, a dedicated linen closet, and an expansive walk in super shower. Upstairs, a versatile open loft serves as an ideal second living room, game room, or media retreat, anchoring three generous guest bedrooms with ample closet space and beautifully finished full bathrooms. Step through sliding glass doors into your private outdoor sanctuary, complete with a fully screened swimming pool featuring a sun shelf, paved patio lounging, and pre plumbing ready for your custom summer kitchen. Situated in one of Central Florida's most desirable residential pockets, this address provides premier Orange County living within comfortable walking distance to top rated Winter Park High School, Glenridge Middle School, and Brookshire Elementary. Located just minutes from the vibrant shopping, dining, and cultural attractions of Park Avenue, this turnkey 2020 build seamlessly unites contemporary luxury with quintessential Winter Park convenience.

1939 Woodcrest Drive, Winter Park

$1,550,000

Killarney Estates SubDv. ⋅ 32789 Zip Code

Rare hospitality-yield opportunity in Winter Park's Class A core, directly in the Hillstone trade area on South Orlando Avenue. The offering consists of 12 short-term rental units — 8 studios and 4 one-bedroom/one-bath — plus a street-facing office suite fronting S. Orlando Ave. The thesis is straightforward: Winter Park generates year-round, non-theme-park demand — Rollins, Park Avenue, AdventHealth Winter Park, and the corporate and event traffic that fills the surrounding hotels at rates a 12-unit boutique operation can match without a hotel's cost structure.

271 S Orlando Avenue, Winter Park

$1,249,000

6 Beds ⋅ 6 Baths ⋅ Lakeside Estates SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to your dream estate inside the highly sought-after, gated enclave of Lakeside Estates in Winter Park! This magnificent 2-story residence, built by Meritage Homes, spans an impressive 5,021 square feet of luxurious living space and features a commanding tile roof. Boasting a versatile layout of 6 bedrooms, 5 full bathrooms, and 1 half bath, this home showcases 2 separate primary suites one on each level providing an ideal setup for multi-generational living or an expansive guest retreat. Step through the entrance to be captivated by soaring high ceilings, fresh custom interior paint, premium engineered hardwood and tile flooring, and an open-concept flow flooded with natural light. The chef-inspired gourmet kitchen is an entertainer's masterpiece, equipped with brand-new quartz countertops, high-end stainless steel appliances, a generous island, and a seamless connection to the family room and sunny kitchen nook. Upstairs, a versatile bonus loft opens up endless possibilities for a media room or play space, supported by 2 dedicated indoor laundry rooms for ultimate convenience. Step outside to your private backyard paradise, complete with a covered lanai and a fully screened-in, sparkling custom pool and spa. Complete with an immaculate 3-car garage featuring a fresh protective floor coating, this property delivers executive comfort with easy access to top-rated schools, boutique shopping, fine dining, and all the historic charm of Winter Park. Schedule your private tour today!

1445 Via Sangro Place, Winter Park

$314,000

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code

WINTER PARK POOL HOME PRICE IMPROVEMENT Looking for a pool home you can truly make your own? Welcome to 1740 Puritan Ave in Winter Park! This property offers an exciting opportunity for the right buyer with the vision to unlock its full potential. Imagine relaxing by your private pool, entertaining family and friends, and creating your own backyard retreat! Whether you're searching for your next home or an investment opportunity, this property is full of possibilities. This home needs some TLC, but with the right care, creativity, and personal touches, it could become something truly special. Bring your imagination and make this pool home your own! Don't miss this opportunity to create the home you've been dreaming of in Winter Park. Schedule your private showing today!

1740 Puritan Avenue, Winter Park

$320,000

3 Beds ⋅ 2 Baths ⋅ Winter Park Oaks SubDv. ⋅ 32789 Zip Code

Virtually Staged. Winter Park living, without the Winter Park price tag! This 3 bed, 2 bath block home has already done the big stuff for you: 2020 roof, 2020 HVAC, 2023 water heater, and updated plumbing. That means your weekends are for enjoying life where you call home. Fresh paint inside and out sets the tone the moment you pull up. Step inside to a bright, open floor plan where the kitchen, dining, and living spaces flow together for easy weeknight dinners and lazy Saturday mornings. The kitchen and bathrooms have been updated with a clean, modern feel, so all that’s left is to unpack. Out back, a fully fenced vinyl yard gives you privacy and room to play, garden, or host the cookout. A one-car garage adds plenty of storage. And the location? It’s hard to beat. You’re minutes from everything Winter Park has to offer, tucked right behind the new LifeTime fitness club, with exciting new development planned for the area. Homes this updated in this location don’t come around often. Schedule your showing today!

148 Oak Grove Rd, Winter Park

$750,000

5 Beds ⋅ 4 Baths ⋅ Enclave At Aloma SubDv. ⋅ 32792 Zip Code

Welcome to this great 5 bedroom, 3 and a half bathroom almost 3500 square foot Winter Park home! The home not only has these spaces but also is in excellent condition with; new interior paint, new carpet, 2 heating and cooling systems replaced in 2024! The open concept center island kitchen has upgraded counters, 42" cabinets and a double convection oven! Downstairs there is a formal living and dining room, an open concept kitchen, nice warm low maintenance ceramic tile, a convenient downstairs bedroom that would also be a great office/craft/game/guest room!! Upstairs are the other private bedrooms and a huge bonus theater/media/entertainment space.. The oversized primary bedroom is upstairs for complete privacy and has a well appointed bathroom as well as two walk in closets!! Come home and relax in your fenced back yard that has a peaceful forest behind it, set up a hammock and.... This fine gated community is located so close to so much, The University of Central Florida, Winter Park, Downtown Orlando, Trinity Preparatory Academy, The Masters Academy, The Geneva School, the Space Coast, Cocoa Beach and more!!

8061 Pleasant Pine Circle, Winter Park

$6,000,000

5 Beds ⋅ 7 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code

Pre-Construction. To be built. (NOTE: Photos show features and finishes representative of the construction budget and selection allowances. All tile, colors, stone, cabinets, vanities, lighting, appliances, wallpaper to be CUSTOM SELECTED by Buyer. Also, layout of the rooms in in the photos may differ from the home to be built here.) The home is located on McKean Circle, one of the most sought-after, quiet, NO TRAFFIC streets in Winter Park… Very close walk to Park Avenue restaurants and shopping and Winter Park Golf Course. Presented by an established, award winning luxury home builder, this bespoke home will include premium features, appliances, fixtures and finishes as follows: ELEVATOR, NATURAL GAS WHOLE HOUSE GENERATOR, WOLF/SUB ZERO appliances and wine cooler tower, built-in coffee maker, LUTRON RA3 SMART LIGHTING AND WIRING FOR BLINDS AND DRAPES, AUDIO/VIDEO, SMART HOME and SECURITY UPGRADES, WALLPAPER, special carpentry and architectural details, CEILING DETAILS with LED recessed/cove LIGHTING. FIRST FLOOR PRIMARY SUITE WITH WASHER/DRYER and two-person shower, additional GUEST SUITE FIRST FLOOR, OFFICE FIRST FLOOR, 12' FIRST FLOOR CEILINGS with 10’ DOORS. UPSTAIRS THERE EN SUITES plus large LOFT with wet bar and laundry room. Store-front window and door system with SMART GLASS (on demand opaque or clear), large 18’x10’ full-view garage door, circular driveway, heated swimmable pool with spa, plenty of pool deck space, and exquisite landscaping. A 6’ masonry-stucco wall with gates will encompasses the property. Outdoor living includes a large rear covered lanai with retractable screens and a large summer kitchen, pool-bath and outdoor shower. Enjoy two fireplaces: a linear fireplace (choose natural gas or electric) in living room and optional natural gas fireplace on the pool deck. Great fortune comes to those who TAKE IMMEDIATE ACTION when opportunity presents itself. Call now to schedule your meeting with the Builder to get started on your new home today!

1011 Mckean Circle, Winter Park

$575,000

4 Beds ⋅ 2 Baths ⋅ Winter Park Pines Merrie Oaks SubDv. ⋅ 32792 Zip Code

Virtually Staged. Welcome to this beautiful POOL HOME in the highly sought-after Winter Park Pines neighborhood. Featuring 4 bedrooms, 2 bathrooms, and 1,891 square feet of living space, this residence perfectly blends unique character with modern day finishes. The heart of the home is the fully remodeled kitchen, with custom cabinetry, sleek countertops, and premium appliances. Pendant lanterns illuminate the central island, while a hand-hammered copper farmhouse sink imported from India pairs with a carefully coordinated backsplash and hardware to create a true design centerpiece. For ultimate privacy, a stylish shiplap feature wall in the living room cleverly conceals the entrance to the primary suite and three spacious bedrooms. At the front of the home, a dedicated family room awaits—the perfect backdrop for movie nights or football game days. Step outside into your own private backyard retreat. An expansive, 500-square-foot screened lanai flows effortlessly to a massive, custom-built swimming pool. Originally designed for competitive swimming by the first owners, this oversized pool offers the ultimate space for weekend pool parties or lazy afternoons floating in the pool. Beyond its charm, the home features a full list of improvements: fresh interior paint and exterior trim paint (2026), a new HVAC system and all-new ductwork (2023), a new roof (2022), a new vinyl privacy fence (2022), added attic insulation (2019), replaced electric water heater (2019), a complete kitchen remodel with a new electrical panel (2017), and a plumbing re-pipe (2013). Location is everything. You are just a short block from the Cady Way Trail and minutes from the Park Avenue boutique shopping, acclaimed dining, and weekly Farmers' Market. Zoned for top-tier schools including Glenridge Middle and Winter Park High, with convenient proximity to Rollins College, UCF, and AdventHealth Winter Park Hospital. Enjoy the quiet, established feel of a neighborhood with NO HOA (or optional) where you can truly relax. Make an appointment today to tour this incredible home! Equal Housing Opportunity.

346 Elkhorn Court, Winter Park

$415,900

3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code

Welcome to this beautifully updated 3-bedroom, 2-bathroom home in Winter Park’s established Eastbrook community, with no HOA! New front entrance door and windows, recessed lighting in the spacious living room, and new stainless steel kitchen appliances bring fresh appeal to the home. Two sliding glass doors draw natural light into the living area and connect it to the covered, screened porch. A separate dining room sits alongside the kitchen, where ample cabinetry, bar seating, and a colorful subway tile backsplash create an inviting space for everyday meals and entertaining. Enjoy outdoor living with a covered, screened porch overlooking the fenced backyard, an above-ground pool for sunny Florida days, and room to relax, garden, or entertain. Two backyard storage sheds provide additional space for tools, outdoor equipment, and recreational gear. A standout feature is a separate room within the garage area, complete with a barn door, a dedicated A/C unit, and electrical outlets, an inviting space for a home office, hobby room, or creative projects. Major updates include a roof replaced (2023) and air conditioning (2021) and a water heater replaced (2021). Conveniently located near Advent Hospital, Full Sail University, Rollins College, downtown Winter Park, and shopping and dining, this home combines thoughtful updates with versatile spaces inside and out. Schedule your private showing today! Seller will not dismantle, or remove the pool. Buyer may retain the pool or arrange for its removal after closing at their own expense.

3409 Ferndell Drive, Winter Park

$460,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Stylish 3-bedroom, 2.5-bath end-unit townhome in the gated Enclave at Hawks Crest community in Winter Park! This bright, open-concept home features newer luxury vinyl plank (LVP) flooring, abundant natural light, a spacious kitchen with a large center island and stainless steel appliances, and an inviting living and dining area. Enjoy the convenience of an upstairs laundry room, a 2-car garage, and a double-sized covered porch perfect for relaxing or entertaining. Community amenities include a swimming pool and playground. Conveniently located near Winter Park shopping, restaurants, and entertainment, with easy access to SR 417, UCF, Full Sail University, and major Central Florida destinations. Don't miss this opportunity to enjoy comfortable, low-maintenance living in a desirable gated community!

2356 Shadowland Loop, Winter Park

$230,000

3 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condominium SubDv. ⋅ 32792 Zip Code

Rare Find - 3 BR/2 BA - 2nd Floor CONDO at The Stratford a Winter Park Condominium! Spacious Living Room accesses 2nd Floor Balcony with a gorgeous view of one (1) of the sparkling community pools. Balcony features additional outside storage room. Dining/Breakfast Nook adjacent to Living Room & Kitchen. Kitchen features refrigerator, electric range, dishwasher, microwave, garbage disposal, pantry, and laundry closet with stackable washer/dryer. Nice sized bedrooms, see attached floor plan. Primary Suite features walk in closet, walk in shower and tile flooring. Guest Bath features tub & shower and tile flooring. Unit conveniently located at back of community by both community pools and tennis courts. Lovely shady, treed community with sidewalks, Clubhouse, two (2) Pools, BBQ areas, and Tennis Court. HOA Fees Cover: trash removal, water, internet only, amenities maintenance, landscaping, and roof. Community Docs and 2026 Budget available for review. Conveniently located to shopping, parks, restaurants, and major transportation routes. Property sold "AS IS", it won't last long!

216 Lewfield Cir Unit 216, Winter Park

$529,900

4 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Tucked near the quiet end of Shadyhill Terrace, a few doors down from the lake, this four-bedroom pool home sits in Autumn Glen, one of Winter Park’s most sought-after neighborhoods, where homes rarely come up for sale. Picture opening your electric bill in the middle of a Florida summer and seeing a bill of ~$80 or less. That’s the average here, thanks to the 12.5 kW Enphase solar system that cost $65,000 and is fully paid off: no lease, no loan, nothing to assume. The rest of the house was upgraded with the same long view. The ROOF and AC are both under five years old, the argon-filled, double-pane hurricane-resistant windows throughout the main house that were recently installed keep the house quieter and cooler year-round. The home may also qualify for wind mitigation discounts on homeowners insurance. The Tall double doors open to four bedrooms and two baths, finished with modern lighting, ceiling fans and a custom built-in bookshelf. The updated kitchen, with granite counters and stainless steel appliances, looks straight into the family room, so whoever’s cooking stays part of the conversation. Out back, slide open the Florida room’s removable windows, let the breeze in, and look out over the screened salt water pool, running on a new energy-efficient Hayward pump. A two-car garage keeps the cars and pool gear out of the weather. The home sits near the end of a quiet dead-end street that finishes at the lake, in Autumn Glen, where sidewalks lead to the community park, playground and tennis courts. It’s zoned for Red Bug Elementary, Tuskawilla Middle and Lake Howell High, with Red Bug Lake Park and the Cross Seminole Trail close by, the 417 and 436 minutes away, and Park Avenue, UCF and Full Sail all an easy drive.

2174 Shadyhill Terrace, Winter Park

$575,000

Galloway Place Rep SubDv. ⋅ 32789 Zip Code

Charming 1948 home with Winter Park Chain of Lakes access offers a great opportunity for buyers looking to renovate or explore new construction in an established Winter Park location. Conveniently located near Rollins College, Park Avenue, and Winter Park Hospital, with access to Lake Osceola just a short walk away to launch a paddleboard or canoe. The 3-bedroom, 2-bath character home offers a split floor plan with original hardwood floors, arched doorways, plantation shutters, and a formal living room with a gas fireplace and built-ins. The updated kitchen features Carrara quartz countertops, stainless appliances, and wood cabinetry, and opens to the dining and sunrooms. French doors from the sunroom lead to a covered patio and backyard with mature landscaping, paver walkways, and a tranquil cabana perfect for relaxing. Additional features include an attached one-car garage with washer/dryer, walk-in closets, and a circular driveway for additional parking. Improvements include new PEX water supply lines (2025) and partial drain-line replacement, recent interior painting, and updated bathrooms with a 2019 renovation featuring marble shower and floors. With its original character, thoughtful improvements, and convenient Winter Park location, this home offers an opportunity for its next owner to make it their own.

1399 Aloma Avenue, Winter Park

$575,000

3 Beds ⋅ 2 Baths ⋅ Galloway Place Rep SubDv. ⋅ 32789 Zip Code

Charming 1948 home with Winter Park Chain of Lakes access offers a great opportunity for buyers looking to renovate or explore new construction in an established Winter Park location. Conveniently located near Rollins College, Park Avenue, and Winter Park Hospital, with access to Lake Osceola just a short walk away to launch a paddleboard or canoe. The 3-bedroom, 2-bath character home offers a split floor plan with original hardwood floors, arched doorways, plantation shutters, and a formal living room with a gas fireplace and built-ins. The updated kitchen features Carrara quartz countertops, stainless appliances, and wood cabinetry, and opens to the dining and sunrooms. French doors from the sunroom lead to a covered patio and backyard with mature landscaping, paver walkways, and a tranquil cabana perfect for relaxing. Additional features include an attached one-car garage with washer/dryer, walk-in closets, and a circular driveway for additional parking. Improvements include new PEX water supply lines (2025) and partial drain-line replacement, recent interior painting, and updated bathrooms with a 2019 renovation featuring marble shower and floors. With its original character, thoughtful improvements, and convenient Winter Park location, this home offers an opportunity for its next owner to make it their own.

1399 Aloma Avenue, Winter Park

$3,390,000

5 Beds ⋅ 7 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Set along a picturesque brick street in Winter Park’s coveted Lake Sue District, this extraordinary residence delivers the scale, craftsmanship, and thoughtful design rarely found in such a desirable location. Positioned on an expansive homesite with an impressive architectural façade and meticulously curated landscaping, the home makes an unforgettable first impression before revealing an interior designed for both elevated entertaining and everyday living. A dramatic foyer with soaring 22-foot ceilings introduces an exceptional floor plan. To one side, a color-drenched private office is enveloped in custom trim work, while the formal dining room opposite features floor-to-ceiling windows and an elegant coffered ceiling. Beyond, the expansive living room is anchored by a stone-wrapped fireplace and framed by arched built-in shelving with integrated LED lighting. Natural wood beams add warmth and architectural character, creating a space that feels equally refined and inviting. The chef’s kitchen is a statement in both beauty and performance, showcasing custom cabinetry, quartz countertops, a professional Wolf gas range, and an oversized paneled Sub-Zero refrigerator. Overhead beams bring dimension to the space, while the adjoining breakfast nook, with custom built-in bench seating offers a charming setting for casual dining. A generously sized butler’s pantry and laundry room provide exceptional storage and functionality. Privately positioned on the main level, the primary suite opens directly to the covered lanai. Its spa-inspired bath is finished in beautiful marble and features dual vanities with floating mirrors, an expansive wet room with a freestanding soaking tub, and a fully customized wardrobe by award-winning Idelli Closets. Upstairs, a spacious loft creates an additional living area surrounded by four generously proportioned bedroom suites, each complete with a private bath and walk-in closet. A second laundry room adds convenience to the upper level. The outdoor setting rivals a private resort. A magazine-worthy summer kitchen anchors the expansive covered lanai, while retractable screens allow for comfortable year-round entertaining. Beyond, a heated pool and spillover spa are complemented by marble decking and additional green space. Just moments from Lake Sue, Park Avenue, Rollins College, East End Market, and zoned for highly sought-after Audubon Park School, this remarkable residence presents an exceptional opportunity to experience one of Winter Park’s most compelling homes.

1751 Glencoe Road, Winter Park

$575,000

3 Beds ⋅ 3 Baths ⋅ Garden Lake Estates Unit 2 SubDv. ⋅ 32792 Zip Code

MOVE-IN READY, BEAUTIFULLY UPDATED, AND DESIGNED FOR FLORIDA LIVING! Welcome to 1931 Aster Drive, where modern upgrades, inviting living spaces, and your own private screened pool come together on an expansive .30-acre corner lot in Winter Park! This beautifully maintained 3-bedroom, 2-bath home offers 2,031 square feet of light-filled living space, PLUS a versatile bonus room ideal for a home office, second living area, or flex space to fit your lifestyle. Soaring vaulted ceilings, fresh interior paint, and NEW luxury vinyl plank flooring create a bright, open, and welcoming atmosphere throughout. At the heart of the home, the beautifully updated kitchen impresses with crisp white shaker cabinetry, elegant quartz countertops, a stylish tile backsplash, stainless steel appliances, built-in microwave, custom wine rack, and an oversized island with seating for four—perfect for everyday living and entertaining. The desirable split-bedroom floor plan provides privacy, while the completely renovated primary bathroom offers a spa-inspired retreat featuring a dual-sink quartz vanity, updated fixtures, tile flooring, and a stunning seamless glass-enclosed shower. Step into the enclosed lanai, an inviting extension of your living space, before heading outside to your private screened pool and spacious backyard—ideal for weekend gatherings, relaxing afternoons, and year-round Florida enjoyment. MAJOR UPDATES ALREADY COMPLETED! Enjoy peace of mind with a NEW ROOF (2025), NEW HVAC (2026), NEW POOL SCREENS, NEW POOL PUMP, NEW FENCE, NEW IRRIGATION SYSTEM, and FRESH LANDSCAPING! See the home features sheet for the complete list of improvements. Tucked into a peaceful Winter Park neighborhood, this exceptional property offers convenient access to Red Bug Road, SR 417, shopping, dining, and everyday essentials. Trinity Preparatory School is approximately 10 minutes away, A rated public schools and Central Florida’s world-famous attractions and beautiful East Coast beaches within easy reach. BEAUTIFULLY UPDATED, INCREDIBLY INVITING, AND READY FOR ITS NEXT OWNER! Don’t miss your opportunity to experience the space, style, and poolside lifestyle of 1931 Aster Drive. Schedule your private showing today!

1931 Aster Drive, Winter Park

2219 Winter Woods Boulevard, Winter Park

$479,999

3 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code

This 3-bedroom, 2.5-bath home offers approximately 1,776 square feet of living space on a spacious 0.24-acre lot. The two-story floor plan provides flexible living arrangements, while the generous yard offers outdoor space for relaxing, gardening, or entertaining. Additional features include central air conditioning and garage parking. Recent improvements include new roof, new HVAC, new water heater and much more.

2219 Winter Woods Boulevard, Winter Park

$985,000

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

Located on one of Winter Park's beautiful oak-lined brick streets, 1611 Chestnut Avenue is an extensively renovated and expanded 4-bedroom, 4-bath residence offering nearly 3,000 square feet of thoughtfully designed living space in the highly desirable 32789 ZIP code. Far beyond cosmetic updates, this home has undergone a substantial transformation, including major additions to the rear and second floor, creating a spacious, versatile layout with high-quality finishes and modern comforts throughout. The result is a home that combines the established character of its surroundings with the space and functionality of a contemporary residence. The beautifully redesigned kitchen features quartz countertops, stainless steel appliances, a generous island, farmhouse sink, and adjoining pantry, opening to inviting living and dining areas. Whether preparing a quiet dinner or hosting a gathering, the kitchen's generous workspace and connection to the surrounding rooms make it a natural center of daily life. A separate, expansive family room showcases a stone wood-burning fireplace and custom built-ins, providing another comfortable setting for relaxing or entertaining. Engineered hardwood and luxury vinyl flooring, designer tilework, upgraded fixtures, and beautifully appointed bathrooms reflect the attention and investment devoted to this home. The thoughtful separation of living spaces gives everyone room to enjoy the home in their own way without sacrificing the ease of gathering together. The impressive upstairs primary retreat provides exceptional privacy, featuring a spacious en-suite bathroom with freestanding soaking tub, double vanity, walk-in closet, and dedicated built-in office alcove. Occupying its own upper-level space, this generously proportioned suite feels like a retreat within the home, with room for both a restful bedroom setting and a practical workspace. Three additional bedrooms are located downstairs, including two with en-suite bathrooms. One enjoys an adjoining sitting room with sliding doors opening to the backyard, creating an ideal arrangement for extended family, guests, or multigenerational living. This flexible layout is equally appealing for those seeking a private guest area, a home office, or separate spaces for different daily routines. Additional improvements include an updated roof, newer AC system, a dedicated laundry room, attached two-car garage, and a private fenced backyard surrounded by mature landscaping. The outdoor setting provides space to unwind, enjoy fresh air, or create a welcoming area for casual get-togethers, while the mature trees and greenery reinforce the charm of this established neighborhood. Situated in Winter Park's established Lake Knowles Terrace neighborhood, the property is surrounded by charming residences, beautifully renovated homes, and impressive newer custom construction. Here, brick-paved streets and a canopy of mature oaks create a distinctive streetscape that is increasingly difficult to find. Enjoy convenient access to the Winter Park Chain of Lakes, Winter Park Golf Course, Phelps Park, the YMCA, and the renowned shopping, dining, and cultural attractions of Park Avenue. From neighborhood walks beneath the oaks to an afternoon along Park Avenue, this address places many of Winter Park's most loved destinations close to home. An exceptional combination of extensive improvements, generous living space, flexible accommodations, and a highly sought-after Winter Park location.

1611 Chestnut Avenue, Winter Park

$449,000

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

Under contract-accepting backup offers. LOCATION, LOCATION, LOCATION! Don't miss this opportunity to own a property in the highly desirable Winter Park area! Ideally situated near the shopping, dining, parks, and cultural attractions that make Winter Park one of Central Florida's most sought-after places to live, this property offers an excellent opportunity for homeowners and investors alike. Major updates include a brand-new roof, along with HVAC and electrical systems updated in 2015, providing added peace of mind. Enjoy convenient access to major roadways, everyday amenities, and the vibrant shopping and dining destinations of Park Avenue and the surrounding Winter Park community. Whether you're looking for a place to call home or an investment in a desirable location, this property offers plenty of potential. Don't miss your chance to take advantage of this fantastic location!

1320 Buckingham Road, Winter Park

$950,000

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

Experience the charm of Winter Park living in this beautifully renovated Orwin Manor residence, where more than $41,000 in luxurious upgrades complement timeless character, sophisticated interiors and exceptional outdoor living in one of the area’s most desirable settings. Nestled along a tree-lined street and surrounded by mature landscaping, this 1,947-square-foot home offers two bedrooms, two baths and a versatile floor plan that can be easily converted back to its original three-bedroom configuration, providing flexibility for a home office, guest room or additional bedroom. Inside, rich hardwood flooring, crown molding, plantation shutters and a wood-burning fireplace lend warmth and character to the home, while French doors and abundant windows invite natural light throughout. The kitchen serves as an elegant centerpiece with custom cabinetry, Carrara marble countertops, a gas range and oven, stainless steel appliances, a breakfast bar and generous workspace. A tankless water heater adds modern efficiency and convenience. Multiple living and dining areas create an effortless flow for entertaining, while the expansive primary suite offers a private retreat with ample space for a sitting area. Beyond the interiors, the backyard creates a private resort-style setting rarely found so close to the heart of Winter Park. Fresh landscaping surrounds a saltwater pool, putting green, and expansive paver patio. A covered outdoor living and dining area provides an inviting backdrop for year-round entertaining. Mature trees, manicured hedges and multiple seating areas enhance the sense of privacy, creating a serene escape equally suited for quiet mornings, afternoons by the pool and evenings with guests. A paver driveway and charming covered entry complement the home’s classic architecture, while a Tesla charger adds the convenience of at-home EV charging. Ideally positioned in Orwin Manor, the residence is just minutes from I-4 access and AdventHealth, with convenient proximity to Park Avenue’s renowned boutiques, dining and cafés, as well as College Park and Downtown Orlando. Zoned for Killarney Elementary School, College Park Middle School and Edgewater High School, this distinctive residence presents an exceptional opportunity to enjoy the best of the Winter Park lifestyle.

1411 Devon Road, Winter Park

$491,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to The Enclave at Hawks Crest! This 2019-built townhome offers 3 bedrooms, 2.5 baths, and 2,308 sqft of modern, open-concept living. The main level flows from the foyer into a bright living/dining area and an island kitchen with granite-look counters, subway tile backsplash, and a full stainless appliance suite. Wood-look vinyl plank flooring throughout the living areas; carpeted bedrooms upstairs including a primary suite with tray ceiling, dual vanity, and glass-door walk-in shower with large-format tile. A versatile loft adds flexible living space. Step out to the covered lanai with ceiling fan overlooking a wooded view. 2-car garage plus a laundry room with sink and cabinetry. Enjoy resort-style community amenities — clubhouse, pool, playground, and park — minutes from Winter Park shopping and dining. HOA $333/mo. Call and schedule your showing today!

1407 Broad Wing Lane, Winter Park

$325,000

3 Beds ⋅ 3 Baths ⋅ Vistas At Lake Howell SubDv. ⋅ 32792 Zip Code

Under contract-accepting backup offers. Virtually Staged. Located in Vistas at Lake Howell in Winter Park, this three-bedroom end-unit townhome offers approximately 1,628 square feet of living space across two levels. Updates include an AC system installed in 2026, windows replaced in 2022, upstairs vinyl flooring installed in 2021, and fresh paint in most rooms in 2026. The open living and dining area features wood-look flooring and sliding glass doors leading to a screened rear porch. The kitchen includes stainless steel appliances and ample cabinetry, while an attached one-car garage provides parking and additional storage. Conveniently situated near shopping, dining, Howell Branch Road, and SR 436.

1462 Siciliano Point, Winter Park

$849,999

3 Beds ⋅ 3 Baths ⋅ Mcintyre Place Condominium Association, Inc. SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Executive condominium Living Steps from Park Ave Live where you play, shop, and dine. This turnkey gem offers the premier walkable lifestyle you've been searching for. Nestled just steps from the historic brick-lined streets of Park Avenue, featuring award-winning restaurants, Rollins College, and the vibrant weekly Winter Park Farmers Market, this stunning 3-bedroom, 2.5-bathroom executive condominium blends an unbeatable location with refined luxury. From the moment you step inside, this executive home commands attention with gorgeous French oak herringbone wood floors that flow seamlessly through an open, light-filled layout. The main living space is anchored by a classic wood-burning fireplace, serving as a warm, elegant centerpiece for both relaxation and high-end entertaining. The heart of this residence is an absolute chef’s dream, a state-of-the-art kitchen meticulously designed with premium finishes, sleek countertops, and a masterpiece La Cornue French oven and range. Elevate your morning routine or host guests with ease using the sleek, built-in cappuccino/coffee machine, bringing a luxury café experience right into your home. Transition seamlessly to outdoor relaxation with two private patios perfect to relax and unwind, including an open-air rear porch that offers a peaceful oasis for dining al fresco or enjoying the beautiful Florida sunshine. Adding to the effortless convenience of this elevated estate is a coveted 2-car garage, providing secure parking and excellent additional storage. Designed for discerning professionals demanding the finest quality, this executive property delivers the ultimate in effortless, upscale living with world-class dining, boutiques, and community events right outside your front door. Schedule your private tour today!

775 Mcintyre Avenue Unit 9, Winter Park

Browse All Winter Park FL Properties for Sale

Winter Park Real Estate

How much is your home worth?

How much is your home worth?