Winter Park Homes with Rain Gutters Exterior Features

Winter Park Homes with Rain Gutters Exterior Features

Welcome to Winter Park, Florida—a picturesque city that beautifully blends the charm of small-town living with the vibrancy of urban amenities. Nestled just north of Orlando, Winter Park is renowned for its stunning lakes, lush parks, and a thriving arts scene. The city boasts a rich history and is home to the prestigious Rollins College, making it a hub for education and culture. Stroll down Park Avenue, where you’ll find an array of boutique shops, gourmet restaurants, and delightful cafes, all set against a backdrop of oak-lined streets and historic architecture.

For those considering making Winter Park their home, you'll discover a variety of properties that cater to diverse lifestyles. Many homes in this enchanting city feature practical and stylish rain gutters, enhancing both functionality and aesthetic appeal. Rain gutters are essential for managing rainwater runoff, protecting your home’s foundation, and preventing erosion in your yard. They seamlessly blend into the exterior design, allowing homeowners to enjoy both beauty and practicality.

Whether you’re drawn to the historic charm of a vintage bungalow or the modern elegance of a contemporary home, Winter Park offers something for everyone. With its welcoming community, excellent schools, and an abundance of recreational activities, it’s no wonder that Winter Park is a sought-after destination for families and individuals alike. Discover the perfect home in this idyllic setting, where every day feels like a vacation. Welcome to Winter Park, your new home awaits!

Newest Winter Park Homes with Rain Gutters Exterior Features

$359,000
3 Beds ⋅ 4 Baths ⋅ Aloma Trails SubDv. ⋅ 32792 Zip Code
Virtually Staged! Amazing Townhome! GATED Community of Aloma Trails Townhomes in a great Winter Park location, 3 bedroom, 2.5 bathroom with features of spacious living and comfortability. This stunning Townhome has Ceramic Tile flooring throughout the first floor leads to a kitchen with all the upgrades including SS appliances. 42” Cabinets, upgraded granite countertops and backsplash, and an island with plenty of seating along with a carpet in the second floor and all bedrooms. The master suite is outfitted with large Walk-In closet, glass-enclosed shower with dual sinks, and oversized cabinets. The two additional bedrooms share a second full bath and there is a half bath on the main floor convenient for guests. Separated interior laundry closet provides convenience and comfort. A nice big Car Garage and driveway, which will easily suit for multiple vehicles as necessary. This community comes with hassle-free lawn care, and well-maintained common areas and a BEAUTIFUL location. The fitness enthusiast will enjoy the Crunch Fitness facility just across the community and, the CADY WAY trail and the CROSS SEMINOLE trail- all just steps away from your front door. Walmart, Costco and Publix are almost 3 min driving distance. Close to Park Ave in Winter Park, SR 417, UCF, Fulsail University, and just 40 minutes to the Beach! Add in top notch Seminole County Schools. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures/decorative items are not included to the listing.

7605 Aloma Pines Court Unit 7605, Winter Park
$689,900
4 Beds ⋅ 3 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park community. Overlooking the 9th fairway of Winter Park Pines Golf Course, this home offers a picturesque golf course setting and a peaceful backdrop for everyday living. The split-bedroom floor plan provides both privacy and versatility, while the formal living and dining rooms create inviting spaces for entertaining. Light-toned wood and tile flooring flow throughout, complemented by crown molding, recessed lighting, and a wood-burning fireplace that adds warmth and character. The contemporary kitchen features honey-oak cabinetry, granite countertops, stainless steel appliances, a breakfast nook, and a center island with seating for two. The spacious primary suite is privately positioned from the secondary bedrooms and offers a generous walk-in closet and an impressive ensuite bathroom featuring floor-to-ceiling slate tile, an espresso-colored contemporary double vanity with glass vessel sinks, and a walk-in slate tile shower. Ideal for family or guests, a convenient Jack and Jill bathroom serves two bedrooms while the hall bathroom is directly adjacent to the fourth bedroom. A dedicated laundry room/mud room with built in shelving includes the washer and dryer. French doors open to the spacious screened lanai, where the scenic 9th fairway views take center stage. New screening was installed in 2021, creating an ideal setting for morning coffee, al fresco dining, or relaxing while enjoying the beautifully maintained golf course landscape. The quarter-acre lot also features lemon and Japanese blueberry trees, while the two-car garage offers built-in shelving and an updated garage door and mechanicals. Beyond the property, enjoy convenient access to the Cady Way Trail, Cady Way pool, playground, and tennis/pickleball courts, as well as nearby UCF, Rollins College, Full Sail University, AdventHealth Winter Park, and Crosby Wellness Center. Orlando International Airport is approximately 20 minutes away. Zoned for top-rated Brookshire Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines comfortable living, desirable amenities, and spectacular golf course views in a sought-after Winter Park location. ROOF - 2024 HVAC - 2024 ELECTRICAL - 2015

943 Fairway Drive, Winter Park
$529,000
3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 1 SubDv. ⋅ 32792 Zip Code
Updated Winter Park home with 2,047 sq ft of heated/cooled living space, a huge backyard, and NO HOA. This is an owner-updated home—not a flip—with quality improvements completed over the past several years and professionally completed permitted work. Major improvements include a 2021 roof, 2021 whole-house repipe, 2021 exterior stucco and paint, 2020 HVAC, 2023 kitchen remodel, 2023 permitted 400 sq ft heated/cooled sunroom addition, 2024 permitted 20’ x 10’ storage building, and 2025 hurricane-impact windows. The expanded kitchen features granite countertops and backsplash, newer appliances, and a massive storage expansion. The bright 400 sq ft sunroom features wall-to-wall windows, a four-panel sliding glass door, and permanent AC and heat. A separate 200 sq ft tiled screened room provides additional outdoor living space. The property also offers a large backyard with plenty of room to enjoy, entertain, or expand. Located in a desirable Winter Park area with great schools and convenient access to shopping, dining, parks, and major roads. Extensive owner-quality improvements, major systems already updated, permitted additions, and no HOA. Buyer to independently verify all measurements, square footage, permits, schools, and other property information.

1660 Gladiolas Drive, Winter Park
$799,000
3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code
In the heart of Winter Park’s coveted Virginia Heights neighborhood, just moments from the boutiques, dining, and charm of Park Avenue and the green spaces of Seven Oaks Park, this exceptional Mediterranean-inspired end-unit condominium offers an unparalleled blend of elegance, comfort and accessible convenience. Encompassing nearly 2,000 square feet, the residence features three bedrooms, two-and-a-half baths and a thoughtfully designed floor plan that lives like a private home. Bathed in natural light, the interiors are framed by expansive window walls and floor-to-ceiling glass doors that create a bright, airy ambiance throughout. Architectural details including graceful arched passageways, column-lined hallways, and a custom wrought-iron spiral staircase add timeless character and sophistication. Beautifully updated and meticulously maintained, every room reflects a sense of warmth and refinement. The spacious primary retreat is a sanctuary, featuring soaring cathedral ceilings, dual walk-in closets and a spa-inspired bath designed for relaxation. Two additional bedrooms offer versatility for guests, family or a home office. The open-concept living and dining areas are enhanced by travertine and luxury vinyl plank flooring, coffered ceilings, designer lighting, and a beautifully appointed chef’s kitchen complete with solid wood cabinetry, granite countertops, a center island and generous walk-in pantry. French doors open to a freshly painted screened courtyard, creating a private outdoor escape ideal for entertaining or quiet evenings at home. Above, the freshly painted rooftop terrace provides a spectacular setting for alfresco dining, sunset gatherings or simply enjoying Florida’s year-round sunshine. Additional features include a powder bath, plantation shutters, ceiling fans throughout, an oversized two-car garage, and a third-floor walk-in attic offering abundant storage and exciting future expansion possibilities. Residents of Casa Jardin enjoy a beautifully refreshed community, recently enhanced with a new roof, exterior paint and professional landscaping. Ownership also includes exclusive access to Lake Virginia and renowned Winter Park Chain of Lakes through College Point, featuring a private lakefront gathering area along with kayak and paddleboard storage. Ideally near Azalea Lane Recreation Center, the Winter Park Tennis Center, Orange Avenue’s popular restaurants and shops, and top-rated schools, this remarkable residence offers a rare opportunity to enjoy one of Central Florida’s desirable lifestyles.

1278 S Pennsylvania Avenue Unit 13, Winter Park
$3,999,000
5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code
Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, craftsmanship, and presence rarely found in today's market. Perfectly positioned on an expansive 0.37-acre homesite in the highly coveted Park Grove neighborhood, the residence offers the rare privilege of walking to Park Avenue while still having immense privacy. A soaring 20-foot foyer creates an unforgettable first impression and immediately establishes the home's sense of grandeur. Beyond the entry, the expansive great room is defined by dramatic exposed wood beams, a sleek electric fireplace, and a custom-built entertainment wall accented with subtle LED underlighting. At the heart of the home, the chef's kitchen is equal parts statement and workspace. Custom cabinetry is paired with a full Thermador appliance suite, including a paneled built-in refrigerator, while striking Taj Mahal quartzite countertops complete the space. Just beyond, an oversized butler's pantry dramatically expands the kitchen's functionality. Outfitted with extensive cabinetry, generous prep space, a secondary refrigerator, sink, and dishwasher, it is designed to support everything from intimate dinners to large-scale entertaining. The adjacent dining room is equally refined, featuring a custom dry bar complete with a built-in wine refrigerator. One of the home's most exceptional attributes is its floor plan. Offering two luxurious primary suites, a rarity in Winter Park, the residence provides remarkable flexibility for multigenerational living or extended guests. Both suites feature custom Idelli closet systems and spa-inspired baths appointed with marble mosaic tile, expansive walk-in showers, freestanding soaking tubs, and dual vanities. Every additional bedroom is designed as a private ensuite with its own walk-in closet. Two guest suites are conveniently located on the main level, while upstairs you'll find a spacious game room, a dedicated study nook for kids, and a second laundry room to complement the main-level laundry. The outdoor living experience is equally impressive. An expansive backyard, rarely found in Winter Park, creates a private setting for everyday living and entertaining alike. A covered lanai with a fully equipped summer kitchen overlooks the resort-style pool and spa, while upgraded landscaping and generous green space complete the grounds. An oversized motor court and a three-car garage with soaring 12-foot ceilings provide an uncommon level of parking and storage for the car enthusiast. Positioned just moments from Park Avenue, Winter Park Village, and Hannibal Square, this is far more than another luxury home. It is a thoughtfully crafted masterpiece that captures the timeless character of Olde Winter Park while delivering the scale, amenities, and craftsmanship expected of a modern home. Opportunities to own a property of this caliber, in a location this desirable, are exceptionally rare. Don't miss out!

1417 Williams Drive, Winter Park
$660,000
3 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code
Very well maintained townhouse great location in Waterbridge on cul-de-sac near tennis courts. This 2 bedroom/den or 3 bedroom , 3 bathroom with primary upstairs and additional bedroom on main floor is renovated with hardwood floors downstairs, updated recessed lighting throughout, updated plumbing, volume ceilings, great ambient light and windows, barrel tile roof. Kitchen with updated appliances, cabinetry with undermount lighting and granite with courtyard for fountain feature or small table for morning coffee. Open dining living room combination with a fireplace. Primary bathroom has dual sinks, granite counters, bidet and custom tile. Primary Bedroom has gas fireplace. Outdoor living is perfect for entertaining with screened covered atrium with brick paver patio to enjoy Florida breezes. This townhouse has everything. Near restaurants, hospital, schools and downtown Winter Park Towncenter at Baldwin Park. Walk to Blue Jacket Park. Move in ready.

1256 Melissa Court, Winter Park
$439,000
3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code
Virtually Staged. This is the one!! Welcome home to this beautifully updated 3-bedroom, 2-bath POOL HOME with NO HOA!! RECENT MAJOR IMPROVEMENTS include a durable 2022 metal roof, a 2023 whole-house repipe, a 2023 A/C system, 2023 hot water heater, a 2022 pool filter, and a 2021 pool pump. Additionally the windows were replaced in approximately 2012 and the electric panel was replaced in 2011/2012. Inside, the RENOVATED KITCHEN is literally at the heart of the home and features stainless-steel appliances, granite counters, solid wood soft-close cabinetry and a farmhouse sink looking out to the pool area. Luxury vinyl plank flooring enhances the main living areas and BRAND NEW carpet adds comfort to the bedrooms. Both bathrooms have been UPDATED and the guest bathroom has been fitted with a walk-in accessible Jacuzzi tub. The freshly painted exterior provides attractive curb appeal. Step outside to your FULLY FENCED private backyard and swimming pool...perfect for relaxing, entertaining, and enjoying the Florida lifestyle. A storage shed is also included. Located in Seminole County with a desirable Winter Park address, the home is convenient to shopping, dining, parks, Full Sail University, UCF, SR 417, and Aloma Avenue. It is zoned for TOP RATED Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. With major improvements already completed, this inviting pool home is ready for its next owner. Schedule your showing today!!

7640 Village Green Dr, Winter Park
$2,750,000
4 Beds ⋅ 5 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code
Virtually Staged. Beautifully updated and thoughtfully designed, this four-bedroom, three-and-one-half-bath residence blends sophisticated interiors, inviting living spaces and an impressive outdoor setting. Gorgeous curb appeal and meticulously maintained landscaping create a welcoming first impression, while extensive recent improvements bring a fresh, refined feel throughout. Just off the entry, a stately office/den with a wood-burning fireplace offers a handsome, versatile space for a home office, library or sitting room, while a formal dining room provides an elegant setting for entertaining. At the heart of the home is the beautifully updated kitchen, featuring new cabinetry and hardware, marble countertops and an expansive center island with generous seating. Luxury appliances include a striking induction range, integrated refrigerator and convenient beverage refrigeration drawer, while a dedicated coffee bar adds function and style. A sunny breakfast nook provides casual dining space, and the kitchen opens seamlessly to the spacious great room, where French doors lead to the covered lanai and fill the interiors with natural light. A cleverly concealed doorway in the kitchen provides access to the garage and a large bonus room above, complete with a custom wet bar and under-counter beverage refrigerator, an exceptional space for entertaining, recreation or media. Privately on the first floor, the primary suite offers direct access to the covered lanai, an ample custom walk-in closet and spa-inspired bath with dual vanities, soaking tub and glass-enclosed shower. A laundry room with custom cabinetry and powder bath with outdoor access complete the main level. Upstairs, a bright and spacious family room accompanies three additional bedrooms. One features a private en-suite bath, while the remaining two share a Jack-and-Jill bath. All closets feature custom organizational systems. Outdoor living is equally impressive. Accessible from the great room and primary suite, the covered lanai overlooks the newly refinished heated saltwater pool and spa, surrounded by new non-slip pool deck pavers. Wi-Fi-enabled pool and spa equipment provides convenient app-based control. Redesigned by Signature Landscape, the backyard features a turf area for loungers, dedicated firepit space and new fence installed in 2023, creating a wonderful setting for outdoor entertaining. A professionally installed Mist and More mosquito misting system adds another level of comfort, while a gas line from the street supplies the pool and firepit. Extensive upgrades include three HVAC systems installed in 2024 and 2025, a new water heater, whole-home water filtration system and Ecobee smart thermostats. The interior and exterior were repainted in 2025, complemented by new flooring, baseboards and crown molding, custom window treatments, wallpaper and carefully selected designer finishes. Interiors by nationally recognized designer Jaime Garnet of WYC Designs create a polished, cohesive aesthetic throughout. Ideally just minutes from downtown Winter Park, the home offers convenient access to exceptional dining, shopping and cultural amenities, along with major roadways for easy connectivity throughout Central Florida. With extensive updates, flexible living spaces, sophisticated interiors and a beautifully redesigned outdoor setting, this exceptional residence is move-in ready.

948 Poinciana Lane, Winter Park
$1,865,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Built in 2017 and thoughtfully enhanced with over $130K in recent improvements, this modern and sleek Winter Park residence is tucked along a quiet dead-end street, offering a functional, open floorplan in an exceptional location. Recent upgrades make this home feel wonderfully fresh and new, including a Mosquito Nix misting system for year-round outdoor pest control, Culligan whole-home water filtration system, fresh paint throughout the entire home, a beautifully remodeled spa-inspired Primary bathroom, renovated powder room, Lutron smart dimmer switches with upgraded LED lighting, a custom-built marble fireplace wall…and the list goes on! Offering 4 bedrooms and 3.5 bathrooms, with a dedicated office, upstairs loft area, and the potential for two laundry rooms, this home masterfully pairs modern design with comfortable everyday living. A soaring 20-foot foyer makes for an impressive introduction, with a private home office just off the entry. The open-concept living spaces center around a sleek chef’s kitchen with an oversized 8.5-foot island, quartz countertops, Thermador appliances, a 6-burner gas range with stainless steel hood, wine refrigerator, and large pantry. The adjoining dining and living areas enjoy views of the pool and spacious backyard, while a newly added electric fireplace with a custom marble wall creates a stunning focal point. The enormous 1st floor Primary Suite has undergone an extensive remodel, including new dual custom walk-in closets with a built-in wall safe, a new floating dual vanity with an anti-fog LED mirror, and an upgraded walk-in shower with a new privacy/glass combination wall, multiple shower heads, and a new freestanding soaking tub. Upstairs, a loft area offers tremendous versatility and connects 3 additional bedrooms, all with new modern LVP flooring (NO carpet) and walk-in closets. Two bedrooms share an updated hall bath with new marble flooring. The 4th bedroom is privately positioned on the opposite side of the home with an en-suite bath and French doors leading to a private balcony. The former upstairs utility space has been thoughtfully transformed into a kitchenette with custom cabinetry, new countertops, a utility sink, and a built-in microwave. This area is especially valuable for extended stays or a secondary living arrangement. A custom work/study area was also added to the rear bedroom for added flexibility. Outside, the fully fenced backyard is lined with a lush bamboo wall and majestic palms, creating a private retreat with a saltwater pool, covered lanai, and ample remaining space for pets or outdoor entertaining. The covered lanai and pool area provide convenient access to the powder bath, recently renovated with gorgeous, marbled floor-to-ceiling tile. The 2-car garage features wall-mounted shelving, multiple overhead storage racks, and durable flooring, plus glass doors for natural light and a sleek appearance. The sellers partnered with Terra Energy to install solar panels on the roof, providing significant savings on their electric bill. (This fantastic subscription service is $186/month with the solar panel company, and additional information will be provided!) With its contemporary architecture, flexible floorplan, substantial recent investments, and highly coveted location, 2343 Versailles Avenue offers the rare combination of newer construction and extensive upgrades in the heart of Winter Park.

2343 Versailles Avenue, Winter Park
$3,890,000
6 Beds ⋅ 5 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code
Under Construction. Beautifully composed from every angle, this extraordinary residence captures something increasingly rare in new construction: a genuine sense of character, permanence, and architectural identity. Designed by Gary Hancock and meticulously executed by Vimaro Homes, this home features extraordinary materials, bespoke details, and spaces that feel equally refined and inviting. Set on a large corner homesite in Timberlane Shores, the residence enjoys an uncommon sense of openness, complemented by beautiful lake views from its upper levels. Inside, a striking marble mosaic foyer introduces interiors where every finish has been carefully considered. The main living room is a showpiece, featuring illuminated tray ceilings, extensive custom millwork, a bespoke built-in feature wall, and a fireplace wrapped in Calacatta marble. Expansive pocketing sliders disappear to seamlessly connect the living space with the covered lanai, creating an effortless transition between indoor and outdoor entertaining. At the heart of the home is a chef's kitchen designed to be a true showpiece. Calacatta marble countertops, custom inset cabinetry, a statement ILVE range, paneled built-in refrigerator, and a full suite of Thermador appliances establish an exceptional level of finishes. Just beyond, a large secondary prep kitchen provides plenty of additional storage. A charming breakfast nook offers a more intimate setting for everyday dining, while the formal dining room has been designed for memorable evenings, complemented by a sophisticated bar and glass-enclosed wine display. The first-floor primary suite is a true retreat with direct access to the lanai, custom millwork, illuminated tray ceilings, and an impressive sense of scale. Its spa-inspired bath is finished with marble flooring, Perrin & Rowe fixtures, dual vanities, a freestanding soaking tub, and an oversized walk-in shower. Completing the suite are designated his-and-hers closets, providing an exceptional amount of storage and functionality. An additional main-level bedroom can be used as a guest suite, private office, or library. Upstairs, the home continues to impress with four additional bedrooms and a spacious second living area. Above, a third-floor bonus space provides yet another dimension of flexibility and can be transformed into a private gym, game room, media room, or secluded retreat. From the upper levels, glimpses of the nearby lake further reinforce the home's special setting. Outdoors, the residence was created to embrace the Central Florida lifestyle. The outdoor spaces were conceived as a true extension of the home, with a covered terrace that creates an inviting setting for everything from relaxed afternoons to evening gatherings. Retractable screens allow the space to be enjoyed throughout the year, while a beautifully appointed summer kitchen makes outdoor dining effortless. Beyond, the pool is framed by an oversized patio, manicured grounds, and thoughtfully layered landscaping. This home offers a location that is difficult to replicate. Tucked within the peaceful enclave of Timberlane Shores, the home is just minutes from Park Avenue's shopping and dining, while remaining within walking distance of Blue Jacket Park and the dining, shopping, and lifestyle of Baldwin Park. The property is also zoned for the highly desirable Audubon Park K-8 School. IF PURCHASED EARLY, THE INTERIOR OF THIS HOME CAN BE CUSTOMIZED TO THE NEW OWNERS PERSONAL TASTE. CALL FOR ADDITIONAL DETAILS.

620 Virginia Drive, Winter Park
$575,000
2 Beds ⋅ 3 Baths ⋅ Temple Trail Village SubDv. ⋅ 32789 Zip Code
A rare opportunity in Winter Park’s coveted 32789! This stunning fee-simple townhome offers the feel of a private retreat with the architectural pedigree of Fugelberg Koch (FK Architecture), the freedom of NO HOA FEES, and an extraordinary setting overlooking the 80-acre Howell Creek Preserve. Tucked away in a highly desirable Winter Park location, this 2-story end-unit lives much larger than its 1,701 square feet and delivers a lifestyle that is truly hard to replicate. The heart of this home may just be its incredible outdoor living space. Step through the living area and onto the expansive deck, where a covered canopy creates a year-round outdoor room overlooking the lush Howell Creek Preserve. With a firepit, market lighting, and treetop views stretching across the native Florida landscape, this is the kind of space that begs you to linger—morning coffee surrounded by nature, afternoon cocktails with friends, or evenings gathered around the fire under the lights. The elevated vantage point places you virtually eye-level with the cypress canopy, creating a dreamy sense of privacy and connection to nature that is rarely found in townhome living. And perhaps best of all, this is a view that cannot be renovated into another home. Inside, soaring 14-foot ceilings and dramatic picture windows fill the living room with an abundance of natural light while framing beautiful views of the preserve. The open, airy design makes the home feel exceptionally spacious and brings the outdoors in. The stunning kitchen features gorgeous Spanish tile flooring, solid wood cabinetry, granite countertops, and a new backsplash. The dining room adds character with built-in cabinetry and French doors, while the spacious indoor laundry room provides exceptional everyday convenience. Upstairs, two generously sized bedrooms and two full bathrooms provide a comfortable private retreat. A convenient powder room is located downstairs for guests. The coveted end-unit location also offers additional outdoor space along the side of the home, beautifully enhanced with brick hardscaping and room for relaxing, grilling, entertaining, or overflow parking. Parking is another standout feature, with a one-car garage plus two designated parking spaces—a rare convenience in this setting. And then there is the location. Situated in the prestigious 32789 zip code, this home puts you in close proximity to the Winter Park Racquet Club, Winter Park Chain of Lakes, and surrounded by some of Central Florida’s most sought-after real estate. Enjoy the best of Winter Park while coming home to your own private perch above the trees. Fee-simple ownership. No HOA fees. Exceptional architecture. Preserve views. Incredible outdoor living. Coveted Winter Park location. This is far more than a townhome—it is a lifestyle.

2881 Temple Trail, Winter Park
$4,650,000
5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code
Under Construction. Designed to capture the timeless character of Olde Winter Park while delivering an extraordinary level of modern luxury, this is a truly one-of-a-kind residence by Vimaro Homes. Set within the highly sought-after Park Grove neighborhood and designed by renowned architect Gary Hancock, the home makes an unforgettable first impression with a stately front façade, manicured grounds, dual porte cochere’s, and a motor court leading to a two-car garage. Every element has been thoughtfully considered to create a residence that feels as though it has always belonged in Winter Park. Inside, exceptional craftsmanship takes center stage. A marble mosaic entry introduces interiors defined by chevron-pattern hardwood flooring, refined millwork, natural stone, and carefully curated finishes. The floor plan is equally impressive, balancing grand entertaining spaces with an effortless sense of livability. The main level features a dedicated library/home office, formal dining room, and expansive gathering room overlooking the private courtyard. At the heart of the home, the chef’s kitchen pairs Calacatta marble countertops with a full suite of Thermador appliances, a statement ILVE range, and an oversized butler’s pantry offering exceptional prep and storage space. The first-floor primary suite is a private retreat with direct access to the courtyard and an incredible spa-inspired bath finished in marble. Dual vanities, Perrin & Rowe fixtures, a freestanding soaking tub, walk-in shower, and an expansive dressing room elevate the suite to another level. Upstairs, four generously proportioned bedrooms each feature an ensuite bath and walk-in closet, surrounding a spacious central loft ideal for an additional living or entertaining space. Continuing to the third level, a fully finished attic space provides an unexpected bonus room perfectly suited for a private gym or a game room. The outdoor living experience is just as remarkable. At the center of the home is a spectacular courtyard-style pool, creating a private resort atmosphere framed by the residence and lush landscaping. An expansive covered cabana provides multiple areas for dining and lounging, complemented by a fireplace and full summer kitchen for year-round entertaining. Beyond the courtyard, ample yard space adds another layer of usability rarely found with such an intimate outdoor design. This home also offers the rare opportunity to enjoy one of Winter Park’s most desirable residential settings while remaining within walking distance of the boutiques, acclaimed restaurants, cafés, and vibrant atmosphere of Park Avenue. Hannibal Square and Winter Park Village are also just moments away, placing some of the city’s best dining, shopping, and entertainment within effortless reach. Timeless in its architecture and uncompromising in its execution, this home is destined to become one of Winter Park’s most distinguished residences. Renderings are artistic interpretations. Features and finishes may vary from final construction.

857 Brock Street, Winter Park
Start Your Search