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1667 Walnut Avenue, Winter Park
$2,275,000
4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Beautifully designed and appointed, this stunning contemporary residence offers the perfect combination of modern luxury, comfortable living, and exceptional indoor-outdoor entertaining. Ideally located in the quieter, more intimate section of Winter Park's coveted Nut streets, this home offers a wonderful neighborhood setting just minutes from the boutiques, acclaimed restaurants, and vibrant lifestyle of Park Avenue . Light-filled interiors, designer upgrades, and beautiful wood flooring create an inviting first impression. A spacious office features impressive eight-foot windows and beautiful built ins while the open-concept living area seamlessly connects the chef's kitchen, dining space, and expansive family room. The kitchen showcases light quartz countertops, premium appliances, a custom range hood, and designer lighting. The family room is anchored by a contemporary fireplace and custom shelf details. The downstairs primary suite provides a private retreat with dual vanities, a soaking tub, and an impressive 6-by-12-foot walk-through shower featuring dual showerheads and glass-tile walls. Oversized sliding glass doors extend the living space to an 18-by-15-foot covered lanai with tongue-and-groove ceilings, a fully equipped outdoor kitchen, and retractable screens. The beautifully landscaped backyard is an entertainer's dream, complete with a gas-heated pool, integrated hot tub, sun shelf, and generous green space. Upstairs, a sunlit staircase leads to a spacious loft with French doors opening to a front-facing balcony, offering flexibility for a second living area or playroom. Three additional bedrooms, two full bathrooms, and a large gym provide ample accommodations for family and guests. A large laundry room with custom built-ins completes the second floor. Enjoy walkable access to Phelps Park and the Winter Park YMCA, with Park Avenue, the Winter Park 9-hole golf course, and the popular Orlando Avenue dining and shopping districts just moments away. Zoned for highly sought-after Winter Park schools, this exceptional newer-construction home offers the opportunity to enjoy the very best of Winter Park living, combining contemporary luxury, a peaceful neighborhood setting, and an unparalleled lifestyle close to everything.

1667 Walnut Avenue, Winter Park

1008 N Pennsylvania Avenue, Winter Park
$2,500,000
4 Beds ⋅ 5 Baths ⋅ Tantum Add SubDv. ⋅ 32789 Zip Code
Discover an exceptional opportunity to own a beautifully designed luxury home overlooking the prestigious Winter Park Nine Golf Course in one of Winter Park, Florida’s most desirable neighborhoods! Built in 2020, this stunning residence offers approximately 3,500 square feet of thoughtfully designed living space, featuring 4 bedrooms and 4.5 bathrooms. From the moment you step inside, you'll be welcomed by an abundance of natural light, an impressive open-concept floor plan, and soaring ceilings accented by elegant tray ceiling details. Every element of this home comes together to create an atmosphere of sophistication, comfort, and true luxury living. The spacious interior seamlessly blends the living, dining, and entertaining spaces, creating the perfect environment for both everyday living and hosting guests. Step outside to your own private backyard oasis, complete with an amazing pool, perfect for enjoying the beautiful Florida lifestyle. The property also features a spacious two-car garage and a highly desirable in-law suite located above the garage. Complete with its own private kitchen, this separate living space is ideal for extended family, overnight guests, multigenerational living, or a private retreat. Located in one of the most sought-after neighborhoods in Winter Park, this exceptional property offers the opportunity to enjoy golf course living while remaining close to everything that makes Winter Park so special. From its newer construction and light-filled open spaces to its impressive outdoor living area and versatile separate guest quarters, this home delivers the perfect combination of elegance, functionality, and luxury. Don't miss your opportunity to experience this remarkable Winter Park residence!

1008 N Pennsylvania Avenue, Winter Park

1351 Mayfield Avenue, Winter Park
$3,050,000
5 Beds ⋅ 5 Baths ⋅ Temple Heights SubDv. ⋅ 32789 Zip Code
Under Construction. A commanding front façade, and a coveted brick-street setting near the Vias. Interiors defined by natural stone, architectural detail, and a thoughtful balance of grandeur and intimacy. This distinctive Winter Park residence brings together the elements that make a luxury home memorable and a location that is difficult to replicate. The arrival is dramatic featuring a soaring two-story foyer that opens to a spacious living room where wood beams and substantial stonework establish a rich material palette. A stone-wrapped fireplace anchors the room, complemented by a built-in entertainment center and a wet bar with a wine refrigerator and sink. Whether hosting a large gathering or enjoying an evening by the fire, the space feels equally suited to both. Taj Mahal countertops take center stage in the kitchen, paired with custom cabinetry, a paneled refrigerator, and a Thermador appliance package. A generous adjoining dirty kitchen provides a separate sink and additional prep-space. The downstairs primary suite offers privacy and direct access to the backyard through sliding doors. In the bath, marble finishes, dual vanities, and a freestanding soaking tub create an elegant retreat. An arched shower entrance introduces a distinctive architectural detail, with dual shower heads completing the experience. An expansive closet by Idelli brings the same attention to detail to the dressing space. A second downstairs suite accommodates guests or a private office, while a laundry room supports everyday convenience. Upstairs, three additional bedrooms and a spacious bonus room create a separate setting for family, guests, and recreation. The outdoor living space is equally as impressive. A full summer kitchen sets the stage for open-air dining, with a heated pool and spa providing the centerpiece for afternoons and evenings at home. Substantial green space adds another dimension to the backyard, offering room to gather beyond the pool. The surrounding neighborhood places this residence in exceptional company, with impressive estates lining the street. Phelps Park and the YMCA are within walking distance; the Winter Park Racquet Club, Park Avenue’s boutiques and restaurants, and downtown Winter Park are close by. Interlachen Country Club further enhances the appeal of this sought-after location. With its stunning architecture, richly appointed interiors, and exceptional outdoor living, this residence makes a lasting statement on one of Winter Park’s coveted brick streets.

1351 Mayfield Avenue, Winter Park

Winter Park
$2,100,000
4 Beds ⋅ 5 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code
Experience elevated living in this exceptional two-story Winter Park residence featuring 4 bedrooms and 4.5 bathrooms, custom designed with comfort, style, and entertaining in mind. Enjoy your own private outdoor oasis with a heated wading pool and outdoor kitchen with a gas grill, sink and two refrigerated drawers, perfect for relaxing or hosting family and friends year-round. Mature podocarpus line the outdoor space for added privacy. The luxurious primary suite offers a spa-inspired steam shower, along with custom closets and beautifully appointed custom vanities. The kitchen features custom cabinetry with both electric and manual operating cabinets, built-in coffee/espresso maker and walk in pantry adding a distinctive touch of convenience and functionality. Additional highlights include a Ring camera security system and a professionally coated garage floor. A rare opportunity to enjoy access to the private waters of Lake Killarney, adding an extra element of lifestyle and recreation. This exceptional home combines stylish features, indoor comfort, and outdoor entertaining in a desirable Winter Park location.

Winter Park

2507 Lafayette Avenue, Winter Park
$1,850,000
4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code
A striking modern façade introduces this exceptional new residence by SoulTech Homes, where bold architectural expression meets beautifully considered interiors. Distinguished by extensive custom millwork, sophisticated paneling, and integrated LED lighting, the home delivers a level of detail and finish rarely found at this price point. An intelligently designed floor plan balances dramatic gathering spaces creating a home equally suited to memorable entertaining and effortless everyday living. At the heart of the residence, a spectacular double-height living room makes an unforgettable impression. A soaring paneled feature wall, accented by ambient LED lighting and a custom entertainment center, brings depth, texture, and architectural presence to the space. The kitchen pairs White Paradise quartz countertops with custom cabinetry and a full suite of Thermador appliances. Designed to be as functional as it is beautiful, this culinary centerpiece is complemented by a wine bar featuring a wine refrigerator and display shelving illuminated with integrated LED lighting. A spacious walk-in pantry and mudroom area adds exceptional everyday convenience. A downstairs guest suite offers comfortable accommodations, while a dedicated office provides a refined setting for working from home. Upstairs, the primary suite becomes a private sanctuary. An expansive dressing room complements the retreat, while the luxurious bath invites relaxation with a freestanding soaking tub, dual vanities, and a generous walk-in shower. Two additional upstairs bedrooms each enjoy it's own bathroom, and a conveniently positioned laundry room completes the upper level. The backyard is designed for entertaining. Approx. 900 SF of outdoor living space flows straight from the main living area, anchored by a 201 SF covered patio for shaded dining and gatherings in any weather. Around it, a 702 SF pool deck frames a heated 12' x 24' pool, with plenty of room for loungers, a dining table, and guests spilling out from the house. A full summer kitchen turns the backyard into a true outdoor room, so hosting a dinner party or a weekend pool day feels like a natural extension of the home. A metal roof, and enhanced landscaping complete the property’s polished presentation. The location adds another compelling dimension. Set within an evolving neighborhood experiencing an exciting wave of new construction, the home places you close to Park Avenue’s celebrated shops and restaurants, within walking distance of the Winter Park Racquet Club, and near the Maitland Art Center and Phelps Park. From its commanding first impression to its thoughtfully appointed private spaces, this residence offers a distinctive expression of modern luxury, bringing together architectural drama, exceptional craftsmanship, and the ease of Winter Park living.

2507 Lafayette Avenue, Winter Park

1400 Pelican Bay Trail, Winter Park
$968,000
5 Beds ⋅ 4 Baths ⋅ Pelican Bay SubDv. ⋅ 32792 Zip Code
Awesome 5 bedroom 3.5 bathroom custom built home on gorgeous 1.2 acre WATERFRONT cul-de-sac lot in lovely Pelican Bay of Winter Park. A True Gem on the Lake on a private dead-end street! Step through the front door and into a welcoming foyer with beautiful wood floors and oversized living and family rooms featuring dual wood-burning fireplaces. 4 BRAND NEW CUSTOM BAY WINDOWS (NOV 2026) installed in living room. The gourmet kitchen features classic oak cabinetry and upgraded granite counters, as well as BRAND NEW STAINLESS STEEL SIDE BY SIDE REFRIGERATOR (NOV 2026). Kitchen bay windows overlook massive screened rear porch, screened pool oasis, and breathtaking backyard waterfront views of Lake Florence. Main bedroom is downstairs and features large ensuite bathroom with dual sinks, garden tub, and walk in shower. Additional 4 bedrooms and 2 full bathrooms as well as bonus room are located upstairs and enjoy wonderful lakefront views. BRAND NEW ROOF INSTALLED NOV 2021. This oversized lot contains a variety of wonderful fruit trees and edible plants located around the property including avocado, purple yam, lychee, chinese chives, jujube, apple cactus, persimmon, mango, and dragon eye. The lake frontage speaks for itself, but as you can imagine the sunsets are truly superb. The Winter Park location is one of the best, close to shopping, schools, major roads, international airport, and amazing restaurants. Bring your buyers so they can make this beautiful custom home their own.

1400 Pelican Bay Trail, Winter Park

647 Randy Lane, Winter Park
$1,699,999
4 Beds ⋅ 4 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code
WINTER PARK LUXURY LIVING! Welcome to 647 Randy Lane, where timeless elegance meets modern sophistication in one of Winter Park's most desirable locations! Offered for the first time in over a decade, this beautifully maintained residence is situated on an expansive 0.36-acre corner lot, surrounded by lush, mature landscaping and designed for exceptional Florida living. Step inside to discover a spacious, open-concept, floor plan that effortlessly blends comfort, style, and functionality. At the heart of the home is a stunning chef's kitchen featuring gorgeous quartz countertops, premium Wolf double ovens, and a built-in Sub-Zero refrigerator—perfect for everyday living and entertaining alike. Your private backyard oasis awaits! Enjoy an oversized swimming pool, expansive patio, and generous green space, all surrounded by tropical landscaping that creates a peaceful, resort-style atmosphere. Thoughtful outdoor lighting sets the stage for evening entertaining, while the seamless indoor-outdoor flow makes this home ideal for enjoying Florida's beautiful weather year-round. Impressive upgrades and features include a NEW ROOF (2024), SOLAR PANELS (2022), resurfaced pool and updated pool tile (2021), tankless gas water heater, well irrigation system, and an oversized indoor laundry room. LOCATION, LOCATION, LOCATION! Just minutes from Winter Park's iconic Park Avenue, you'll enjoy convenient access to exceptional dining, boutique shopping, beautiful parks, and cultural attractions. The property is also zoned for sought-after schools, including Audubon K-8 and Winter Park High School. Buyers should verify current school assignments. Luxury, privacy, and an unbeatable Winter Park lifestyle—all in one exceptional property! Don't miss this rare opportunity to make 647 Randy Lane your next home.

647 Randy Lane, Winter Park

1507 Golfside Drive, Winter Park
$849,000
3 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
Virtually Staged. Perfectly positioned on the 13th tee box and 16th fairway of the Winter Park Pines Golf Course, this home sits on an corner lot and offers a rare opportunity to create your dream home while enjoying breathtaking golf course views.  **The current floor plan features three bedrooms, as the original fourth bedroom has been converted into an expansive walk-in closet for the primary suite, Featuring over 2,000 square feet of single-story living space, this home has been extensively renovated throughout the interior, offering the charm of an established Winter Park neighborhood with the comfort and appeal of modern finishes. Step inside to discover new luxury vinyl flooring, beamed ceilings, modern fireplace. Brand new kitchen appliances with modern grey cabinetry, crown molding and white quartz counter tops.  Step outside to your own private backyard retreat, complete with a 30x11 covered patio and screen-enclosed swimming pool overlooking the lush fairways of WP18. Whether enjoying your morning coffee, entertaining guests, or simply relaxing poolside, this outdoor living space offers a peaceful setting that’s increasingly difficult to find in Winter Park. Additional highlights include a NEW ROOF (NOVEMBER 2024), New pool pump, resurfaced pool with new pavers surrounding,  a large indoor laundry room and no HOA. Located just a few doors from the Cady Way Trail on one of the neighborhood's most picturesque oak-canopied streets, the setting is truly exceptional. This is a rare opportunity to purchase a home set directly on one of Winter Park's premier golf courses, where major mechanical system upgrades and costly infrastructure improvements have already been completed, creating the perfect opportunity to transform the interior into your own custom vision. This is move in ready so schedule your showings today!

1507 Golfside Drive, Winter Park

1735 Meadowgold Lane, Winter Park
$480,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 1 SubDv. ⋅ 32792 Zip Code
Virtually Staged. More photos coming soon! YOUR FLORIDA DREAM LIFESTYLE STARTS HERE! Welcome to 1735 Meadowgold Lane in the desirable Autumn Glen community! This beautifully updated pool home combines modern style, comfortable living, and the outdoor lifestyle Florida is famous for. Step inside and discover soaring ceilings, skylights, beautiful flooring, and a stunning white marble wood-burning fireplace. The renovated kitchen is a showstopper, featuring crisp white and frosted-glass cabinetry, Blue Moon granite countertops, a contemporary glass backsplash, and stainless steel appliances. Need extra space? The spacious, climate-controlled bonus room offers endless possibilities for a home office, gym, media room, or additional living area. Enjoy beautifully updated bathrooms, including a primary suite with a double vanity and elegant marble-accented, glass-enclosed shower as well as a spacious walk in closet in the primary suite and an oversized walk in closet in the bonus room. Your private backyard oasis awaits! Relax in the screened-in pool, entertain on the spacious covered patio, or enjoy the privacy of your fully fenced backyard. BIG UPDATES. BEAUTIFUL LIVING. PEACE OF MIND. Major improvements include: - 2019 Roof and skylight - 2019 Pool resurfaced - 2022 New Windows - 2023 Whole-house repiping, Updated flooring, New HVAC - 2026 New pool pump This is Move-in ready home, located in the established Autumn Glen Community, featuring sidewalks, tennis/pickleball courts and a neighborhood playground. Plus, you're zoned for top rated Seminole County schools.

1735 Meadowgold Lane, Winter Park

1663 N Park Avenue, Winter Park
$2,750,000
4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code
An exceptional expression of contemporary luxury on Winter Park’s historic Park Avenue! This newly constructed residence presents a luxurious design and elevated craftsmanship. From the sleek metal roof to the dramatic 11-foot custom statement entrance door, this 4 bedroom, 5 bath home makes an unforgettable first impression. At the heart of the home, the expansive designer kitchen makes a striking statement with sleek GOLA-profile cabinetry, an expansive 9 foot center island, and exquisite quartzite countertops and backsplash. Premium Wolf and Thermador appliances deliver exceptional culinary performance. Discreetly concealed behind a door adjacent to the main kitchen, a fully equipped secondary prep kitchen features a six burner gas range with double ovens, offering an exceptional level of functionality for everyday living and entertaining. The living area is equally impressive, featuring a pre-wired entertainment wall ready for a personalized audio-visual experience. The first-floor primary suite serves as a private sanctuary, highlighted by a luminous LED aura ceiling. The spa-inspired primary bathroom features floating contemporary cabinetry with integrated sensor lighting, Kohler Purist collection faucets and fixtures, and anti-fog LED mirrors. A luxurious freestanding soaking tub creates an elegant focal point, while the spacious, glass enclosed, walk-in shower showcases beautiful tilework and separate shower systems on both sides. Sensor-activated lighting throughout the bathrooms and closets add another layer of modern sophistication. The custom-designed primary closet rivals a luxury boutique, featuring a full-length mirrored door, valet rod, convertible vanity, central island with integrated electrical outlets, and built-in shoe bench. The second level features a dedicated bonus room offering the flexibility to create a private home theater, office, or a creative studio. A separate den area provides another versatile living retreat along with three generously appointed bedrooms, each with its own en-suite bathroom and custom walk-in closet. Additional appointments include modern switches and outlets, smart thermostats, Minka-Aire ceiling fans, CAT 6 cabling in every room, and smart-home pre-wiring. The garage is well-appointed, featuring wall-mounted garage door openers with battery backup, a Tesla charging station compatible with other electric vehicles, and a separate 50-amp outlet to accommodate additional EV charging equipment. The outdoor living experience is a defining feature of this extraordinary property. Designed by Complete Outdoors, a stunning, salt water swimming pool featuring two dramatic 24-inch water bowls, a custom pebble interior, natural stone coping, and integrated heating and cooling capabilities, is being installed. A complete summer kitchen creates an inviting setting for alfresco dining,. This creation offers a distinctive lifestyle opportunity in the heart of Winter Park. Enjoy a walkable lifestyle surrounded by upscale boutiques, restaurants, charming sidewalk cafés, and the lush beauty of Central Park. Experience the beautiful Winter chain of lakes and the Winter Park Golf course, a 9 hole gem in the heart of Winter Park. Explore the Saturday Farmers Market, discover local art museums, and experience the vibrant community events and timeless traditions that make downtown Winter Park such an exceptional place to call home.

1663 N Park Avenue, Winter Park

1398 Grove Terrace, Winter Park
$1,949,000
4 Beds ⋅ 4 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code
Improved! Positioned on a charming brick-lined street in historic Winter Park adjacent to Windsong, this custom-built residence pairs solid architectural craftsmanship with extensive modern upgrades. Refinished Mahoghany double doors open to 12-foot ceilings, soft curved archways and a thoughtful layout finished with travertine on the main level and reclaimed maple and beech hardwoods upstairs and in the primary suite. The expansive, open family room centers around a gorgeous gas fireplace and flows seamlessly into a true chef’s kitchen featuring a new marble tile backsplash, Rejuvenation drum chandelier, granite countertops, prep island, custom lighted cabinetry, a six-burner gas range with pot filler, double ovens with warming drawer and a Thermador French-door refrigerator. An adjoining butler’s pantry with wine fridge and wet bar connects directly to the formal dining room, complemented by a newly constructed dedicated wine room and a quiet main-level office or library. The first-floor primary suite offers a private retreat with detailed tray ceilings, dual walk-in closets, a jetted soaking tub, twin vanities and direct French-door access to the outdoor living area. Upstairs, three spacious bedrooms and two full baths including a private en-suite accompany a classic Juliet balcony overlooking the pretty front yard. Designed for effortless Florida living, the covered summer kitchen is perfect for relaxing with friends and watching football, featuring a built-in grill, custom copper hood and beverage fridge, while the second covered lanai is perfectly situated for a hot tub. Both look out over a private saltwater pool framed by maintence-free turf, lighting and a newly planted podocarpus privacy hedge. Recent capital improvements include new dual HVAC units, a tankless water heater, whole-home surge protection, central vacuum, smart-home automation for pool, security and irrigation, six new exterior fixtures, complete interior and exterior repainting, epoxy-coated garage floors, extensive kitchen renovations, refinished front entry doors and fully refreshed landscaping. Enjoy no HOA dues, seasonal neighborhood block gatherings and quick access to Lake Mizell, premier schools (Brookshire, WPHS, Park Maitland, Lake Highland, Geneva) and a convenient pedestrian cut-through directly to Park Avenue dining and shopping.

1398 Grove Terrace, Winter Park

1350 Lyndale Boulevard, Winter Park
$1,499,000
4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code
Photos coming soon. Experience timeless elegance and exceptional living in the heart of Winter Park! Nestled along a charming, quiet brick-lined street just moments from iconic Park Avenue, this beautifully designed custom residence offers the perfect combination of sophistication, comfort, and Florida indoor-outdoor living. Featuring 4 bedrooms, 3 full bathrooms, 2 half bathrooms, and 3,478 square feet of living space, this impressive home welcomes you with soaring 10-foot ceilings, rich Brazilian cherry hardwood floors, elegant architectural details, and an abundance of natural light. At the heart of the home, the gourmet kitchen is designed for both everyday living and effortless entertaining, featuring a spacious center island, natural wood cabinetry, premium cooking appliances, built-in refrigerator, and wine refrigerator. The kitchen flows seamlessly into the inviting family room, complete with a beautiful gas fireplace. The luxurious first-floor primary suite offers a peaceful retreat with generous walk-in closets, a spa-inspired bathroom, and French doors opening to the private screened pool and patio. Upstairs, additional bedrooms and a spacious bonus room provide flexibility for a home office, fitness studio, media room, or guest accommodations. Step outside to your own private oasis, where a sparkling pool, relaxing spa, mature landscaping, and inviting outdoor living spaces create an ideal setting for entertaining or unwinding year-round. Additional highlights include formal living and dining spaces, an attached two-car garage, abundant storage, and a desirable location with no HOA. Enjoy the best of the Winter Park lifestyle, with convenient access to Park Avenue's celebrated restaurants, boutique shopping, cafés, cultural attractions, parks, and nearby lakes. An exceptional opportunity to own a distinctive residence in one of Central Florida's most desirable communities. Schedule your private showing and discover everything this Winter Park home has!

1350 Lyndale Boulevard, Winter Park

1441 Grove Terrace, Winter Park
$5,950,000
5 Beds ⋅ 6 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code
Under Construction. Exceptional waterfront living meets European-inspired design in this new Vimaro Homes residence on Lake Sylvan. Positioned on an oversized Winter Park lot with 130 feet of water frontage, the home pairs timeless architecture, richly detailed interiors, and expansive outdoor living. Led by a husband-and-wife team originally from Europe, Vimaro Homes brings together her expertise in interior design and his in construction. Their hands-on approach brings a personal commitment to every selection and detail, prioritizing lasting quality, thoughtful design, and craftsmanship over the cost-driven formulas common in investment-built spec homes. A striking façade and tile roof establish an elegant arrival, complemented by a dual-entry driveway featuring a diamond-patterned composition of turf and concrete. An underground three-car garage preserves the architectural approach, while an elevator connects all three levels. Inside, a marble mosaic entry introduces intricate trim work and classic reeded crown molding, establishing the home’s enduring character. The spacious living room features a marble-wrapped fireplace, custom built-ins with LED up-lighting, and expansive sliding doors framing views of the pool and lake. The kitchen pairs marble countertops and custom inset cabinetry with Perrin & Rowe fixtures and Thermador appliances, including a paneled refrigerator. A substantial scullery with a prep kitchen and pantry supports entertaining, while the nearby dining room overlooks the water. The downstairs primary suite offers a private retreat with its own fireplace and an expansive, custom-fitted walk-in closet with a center island. The primary bath features Casablanca marble tile, dual vanities, Perrin & Rowe fixtures, and a spacious walk-in shower. Upstairs, four additional bedrooms each offer an ensuite bath and walk-in closet, alongside a bonus room, laundry room, and terrace. Throughout the home, natural stone, finely crafted cabinetry, and classic architectural details reflect the team’s European influences. Outdoors, a generous lanai with retractable screens and a full summer kitchen extends the living spaces toward Lake Sylvan. A three-tiered deck brings together a pool, spa, and sweeping water views, while expansive green space and a dock complete the waterfront setting. Set on a brick street moments from Park Avenue’s restaurants, boutiques, and cafés, this residence combines Winter Park’s distinctive character with an exceptional lakefront setting. Shaped by the personal vision and craftsmanship of Vimaro Homes, it offers a refined expression of waterfront living.

1441 Grove Terrace, Winter Park

1534 Miller Avenue, Winter Park
$1,379,900
4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
Under Construction. NEW CONSTRUCTION! New photos coming soon! Photos of a similar model. Welcome to Winter Park Grove — Winter Park’s newest community by one of the area's finest builders. This stunning new farmhouse-inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant 2 story entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, an oversized island, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool & lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual sink vanity, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. Upstairs, a large bonus room with a closet offers versatility as a second living, game room and it can even be enclosed to create an additional bedroom. Two spacious bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. Photos are of a similar model, finishes may vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!

1534 Miller Avenue, Winter Park

3471 Athena Drive, Winter Park
$389,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code
Stop the car! Here is the one! The one to call home! This beautiful Winter Park single-family pool home offering the quintessential Florida lifestyle in a highly coveted Winter Park location! Tucked away in an established, tree-lined neighborhood, this 3-bedroom, 2-bathroom residence seamlessly pairs peaceful residential living with unrivaled city convenience! Step into the home, the split floor plan flows beautifully, boasting a bright and welcoming living space that opens to a fully equipped kitchen featuring modern appliances and high-end kitchen cabinetry. The spacious primary suite with a spacious walking closet serves as a quiet retreat, while the additional bedrooms designed versatility for family, guests, or a dedicated home office set up! Step through the sliding doors into your private outdoor paradise. The backyard highlights a stunning fully enclosed patio by a pristine outdoor pool lanai—perfect for year-round entertaining, morning coffee, or unwinding in the evening breeze! The generous, fully fenced yard features mature landscaping and plenty of space for pets to roam or a garden to flourish! Positioned perfectly within in the heart of Winter Park, you are just minutes away from local parks, shopping, and everyday conveniences like Publix and Target. Commuting is an absolute breeze with quick, seamless access to Aloma Ave, Park Ave, Baldwin Park, Rollins College, UCF, Full Sail University, Rollins College, and Downtown Orlando. Book a private tour today before it is gone!

3471 Athena Drive, Winter Park

1441 Palm Avenue, Winter Park
$2,449,000
5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code
Under Construction. In the heart of Winter Park’s coveted Tree Streets, this stunning residence brings together impeccable finishes, a striking architectural presence, and a location that puts so much of daily life within easy reach. Opportunities to find new construction in this established neighborhood are becoming harder to come by, making this home an especially exciting offering. The front façade makes a memorable first impression, with beautiful curb appeal that carries naturally into the interiors. In the spacious living room, a stone-wrapped fireplace anchors the space, complemented by a built-in entertainment center and display shelving with soft LED underlighting. The kitchen is a standout. Calacatta quartz countertops and an intricate mosaic backsplash set an elegant tone, while a full suite of Thermador appliances, including a paneled refrigerator, brings substance to the beautiful design. A spacious pantry keeps everything tucked away, and a wine bar with a dedicated wine refrigerator makes hosting feel effortless. The primary suite offers a lovely sense of retreat. This spacious bedroom is complemented by a beautifully finished bath with marble mosaic tile, a freestanding tub, and a generous walk-in shower with a rain showerhead. An oversized closet adds the kind of everyday luxury that is just as valuable as the finishes themselves. A rare first-floor guest bedroom gives visitors a comfortable place of their own or offers a space for a dedicated office. Upstairs, three additional bedrooms, each with a walk-in closet, surround a loft that offers room for a second living area, movie nights, or a quiet place to unwind. The outdoor living is equally impressive, with a spacious covered lanai and full summer kitchen overlooking the pool and spa, a beautiful setting for dinners or a quiet afternoon at home. Surrounding green space gives the backyard a sense of openness and room to enjoy the Florida sunshine. With Phelps Park and the YMCA moments away, and Park Avenue’s restaurants and boutiques just a golf cart ride from home, the location is every bit as appealing as the residence itself. Beautifully finished and thoughtfully arranged, this is a chance to enjoy the ease of a brand-new home in a neighborhood whose charm has long been established.

1441 Palm Avenue, Winter Park

2718 Eastern Parkway, Winter Park
$2,450,000
4 Beds ⋅ 5 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code
Exceptional craftsmanship, bespoke finishes, and impeccably appointed interiors define 2718 Eastern Parkway, a newly constructed residence by Barefoot Brothers Construction in Winter Park. Offering 3,308 square feet of thoughtfully designed living space, this four-bedroom home with four full baths and one half bath seamlessly blends timeless architecture with modern luxury. A gated front courtyard creates a gracious arrival experience, setting the tone for the exceptional attention to detail found throughout. Inside, detailed ceilings, and wainscotting, rich engineered hardwood flooring, custom millwork, and artisanal built-ins create a sophisticated yet welcoming atmosphere. Influenced by British Colonial design, the interiors showcase layered textures, refined architectural details, and carefully curated finishes that elevate everyday living. The expansive great room flows effortlessly into the dining area and chef's kitchen, providing an elegant setting for both intimate gatherings and grand entertaining. Designed as the heart of the home, the kitchen features striking quartzite countertops, custom tailored cabinetry, a walnut island, and luxurious appliances. A separate walk-in pantry and refined scullery provide discreet preparation and storage spaces, while a dedicated mudroom enhances functionality without compromising style. Privately situated on the main level, the primary suite serves as an opulent retreat, complete with an artfully crafted walk-in wardrobe and a spa-inspired bath featuring dual vanities, a freestanding soaking tub, an oversized walk-in shower, a private water closet, and linen storage. Upstairs, a second primary suite offers equally impressive accommodations with its own walk-in closet and well-appointed en-suite bath. Two additional bedrooms, each featuring private en-suite baths, provide exceptional comfort and flexibility for family and guests. The home's outdoor living experience is equally compelling. A covered lanai overlooks a private resort-style pool, while the summer kitchen with built-in grilling station creates the perfect backdrop for year-round alfresco dining and entertaining. Additional highlights include a two-car garage, natural gas service, two tankless water heaters, and abundant storage solutions throughout. Located in the heart of Winter Park, the home enjoys convenient access to the area's most coveted destinations, including Park Avenue's renowned boutiques, fine dining, sidewalk cafés, Central Park, museums, galleries, the farmers market, and Winter Park Village. Defined by bespoke craftsmanship, luxurious millwork, and thoughtfully curated design, the well appointed 2718 Eastern Parkway home presents a rare opportunity to experience elevated living in one of Central Florida's most desirable communities.

2718 Eastern Parkway, Winter Park

1825 Chilean Lane, Winter Park
$450,000
5 Beds ⋅ 3 Baths ⋅ Eastbrook Sub Unit 05 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated pool home featuring a rare and versatile double primary suite layout! Completely renovated in 2024, this 5-bedroom, 3-bathroom home offers 1,636 square feet of stylish, thoughtfully designed living space with modern finishes throughout. Light gray wood-look plank tile flooring and recessed lighting create a bright, cohesive feel. The contemporary kitchen showcases gray shaker-style cabinetry, sleek black granite countertops, a marble-look tile backsplash with black mosaic accents, stainless steel appliances, and a breakfast bar with seating for four. The first primary suite is privately positioned away from the additional bedrooms and features an ensuite bathroom with a marble-look tiled shower, decorative mosaic accents, multiple shower heads including a rain shower, a frameless glass enclosure, and a gray vanity topped with black granite. The second primary suite provides added flexibility for multigenerational living, extended guests, or a private retreat. Step outside to enjoy your own backyard oasis, complete with an in-ground pool, screened lanai, and fully fenced, spacious backyard with plenty of green space for relaxing, entertaining, and outdoor activities. Ideally located approximately 10 minutes from the restaurants and boutiques of Park Avenue, with convenient access to UCF, Full Sail University, Rollins College, major transportation routes, shopping, and dining. Orlando International Airport is approximately 25 minutes away. With its modern renovations, dual primary suites, and inviting outdoor living space, this home offers a unique combination of comfort, flexibility, and convenience! ROOF - 2024 HVAC - 2025 PLUMBING - 2026 ELECTRICAL - 2024

1825 Chilean Lane, Winter Park

470 W Comstock Avenue, Winter Park
$5,480,000
6 Beds ⋅ 7 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code
Brand-New 2026 French-Inspired Luxury Construction | Winter Park Exceptional French-inspired residence offering approximately 6,000 square feet of living space plus an additional 3,000 square feet of storage or office space. Extremely rare location with exceptional walkability with 7 min walk to Park Ave in Downtown Winter Park.  Only 5-7 min drive to winter park village and Trader Joe.   Built in 2026, this impressive three-story home showcases substantial block construction, a durable tile roof, high ceilings, real marble, and architectural details designed for lasting quality. Metal French doors, arched windows, decorative wrought-iron railings, and detailed cornices create a distinctive European aesthetic with a center courtyard featuring a pool spa. Solid block construction and steel trusses provide durability against Florida’s demanding weather conditions, including hurricanes. 5 separate AC units give the house comfortable temperature with individual control. A rare opportunity to own a brand-new architectural residence combining exceptional construction, generous space, and a premier Winter Park location all while having NO HOA. Owners financing is available

470 W Comstock Avenue, Winter Park

1200 Via Salerno, 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

603 Carnation Drive, Winter Park
$399,900
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub SubDv. ⋅ 32792 Zip Code
Private in-ground pool on a 9,000+ sq ft lot in Winter Park, with no HOA. This 4 bed, 2 bath home has 1,427 sq ft of updated living space and an open floor plan with hardwood and vinyl floors throughout. The kitchen was remodeled in 2021 and comes with all appliances, including the refrigerator, range, dishwasher, and microwave. The big-ticket items are already done: roof replaced in 2022, A/C in 2019, plumbing updated in 2021, and a new main electrical panel in 2026. The first-floor primary suite has a walk-in closet, and the other three bedrooms give you room for guests, a home office, or a gym. Outside you get a covered carport, a private entrance, and a large backyard built around the pool. Just minutes from Winter Park dining and shopping, with Lakemont Elementary nearby. Schedule your private showing today.

603 Carnation Drive, Winter Park

808 Densmore 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

1884 Jessica Court, Winter Park
$699,900
3 Beds ⋅ 2 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
A recently resurfaced pool and covered patio set the scene for easy outdoor living at this 3-bedroom, 2-bath Winter Park home. Inside, 1,666 square feet of living space features vaulted ceilings, abundant natural light, and plantation shutters. The spacious family room has laminate flooring and a wood-burning fireplace, giving you a comfortable place to gather or unwind. The updated kitchen features stainless steel appliances, ample drawer storage, and a pullout pantry. A sunny dinette sits beside sliding glass doors that lead to the outdoor living area, making it easy to take breakfast or dinner outside. With access from multiple points in the home, the screened pool enclosure feels like an extension of the living space. Spend the afternoon in the pool, enjoy a meal under the covered patio, or pull up a chair in the shade. The primary suite offers a walk-in closet and a private bath with dual sinks and a separate shower. Two additional bedrooms give you room for guests, a home office, or both, and the second full bath includes a bathtub. The attached two-car garage adds a dedicated laundry area, extensive cabinetry for storage, and pull-down attic access. All appliances are included.

1884 Jessica Court, Winter Park

1825 Whitehall Drive, 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 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. Architectural symmetry defines the great room, where a soaring fluted terrazzo fireplace is framed by custom 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

1600 Legion Drive, 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

1681 Woodland Avenue, 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

1939 Woodcrest Drive, 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

1445 Via Sangro Place, 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

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