Winter Garden Homes with Contemporary Architectural style

Winter Garden Homes with Contemporary Architectural style

Welcome to Winter Garden, Florida—a vibrant city that beautifully blends rich history with modern living. Nestled just west of Orlando, Winter Garden boasts a charming downtown area filled with quaint shops, delightful eateries, and a thriving arts scene. The picturesque West Orange Trail runs through the city, offering miles of scenic pathways for walking, biking, and enjoying the great outdoors. With its warm climate and friendly community, Winter Garden is an ideal place to call home.

Among the diverse array of housing options in Winter Garden, contemporary architectural style homes stand out for their sleek lines, open layouts, and innovative designs. These residences are perfect for those seeking a modern aesthetic that emphasizes both functionality and style. With large windows that invite natural light, spacious living areas, and eco-friendly features, contemporary homes in Winter Garden are designed to enhance your lifestyle while minimizing your environmental footprint.

The neighborhoods are thoughtfully planned, offering a blend of privacy and community spirit. Many contemporary homes are situated in family-friendly developments, complete with amenities such as parks, playgrounds, and community pools. Whether you’re a young professional, a growing family, or looking to downsize, Winter Garden's contemporary homes cater to a variety of lifestyles.

Living in Winter Garden means embracing a dynamic community that celebrates both its historical roots and forward-thinking design. Explore the possibilities of contemporary living in this charming city, where modern architecture meets a welcoming atmosphere. Your dream home awaits!

Newest Winter Garden Homes with Contemporary Architectural style

$400,000
3 Beds ⋅ 3 Baths ⋅ Hamilton Gardens SubDv. ⋅ 34787 Zip Code
You found it! Amazing LOCATION and priced to sell! You will love the open floorplan and PRIVATE COURTYARD that is perfect for outdoor gatherings. REAR-ENTRY TWO-CAR GARAGE in the highly desirable Hamilton Gardens community! The bright kitchen features granite countertops, a spacious pantry, and overlooks the dining area and great room, creating a seamless layout. Enjoy peaceful views of mature trees with NO REAR NEIGHBORS. Hamilton Gardens offers RESORT-STYLE POOL, cabana, dog park, and playground. Residents even enjoy NIGHTLY DISNEY FIREWORK VIEWS right from the community! Located in the HEART OF HAMLIN in sought-after HORIZON WEST just minutes from Hamlin Town Center with dining, cafés, entertainment, and a weekly farmers market. Convenient to SR 429, TOP-RATED SCHOOLS, major medical facilities, Winter Garden Village, Historic Downtown Winter Garden, Windermere, and ALL DISNEY ATTRACTIONS. Don't miss this one!

6208 Aralia Ivy Lane, Winter Garden
$739,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bathroom home in the highly sought-after Winter Garden area! Perfectly positioned on a premium homesite, this home offers breathtaking water and conservation views with NO REAR NEIGHBORS, providing exceptional privacy and a peaceful backdrop. Designed for both comfort and functionality, the open floor plan features a private first-floor guest suite with a full bathroom, ideal for multigenerational living, overnight guests, or a home office. The spacious kitchen flows seamlessly into the dining and family room, creating the perfect setting for entertaining and everyday living. Upstairs, you’ll find a versatile loft that can serve as a media room, playroom, or second living area, along with the remaining bedrooms, including the spacious primary suite. Step outside to relax and unwind while enjoying the tranquil pond and conservation views from your backyard. Best of all, the HOA MAINTAINS the LAWN, allowing you to enjoy a low-maintenance lifestyle. Residents enjoy outstanding community amenities, including multiple resort-style swimming pools, a fully equipped fitness center with a play area, tennis courts, and more. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando’s world-famous attractions, this home offers the perfect blend of luxury, comfort, and convenience. Don’t miss this rare opportunity to own a home with stunning water and conservation views in one of Winter Garden’s most desirable communities!

9152 Sonoma Coast Drive, Winter Garden
$729,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
Designed for comfortable everyday living and easy gatherings, this inviting Waterleigh home pairs a flexible two-story layout with fresh interior finishes and thoughtfully connected living spaces. Brand-new interior paint creates a bright, polished backdrop throughout, while decorative wainscoting and chair rail added in 2021 bring character to the main living areas. Just off the foyer, a versatile flex room can serve as a home office, formal dining room, playroom, hobby space, or additional sitting area based on your needs. Wood-look tile extends across the first floor, where wide archways create an easy flow between the kitchen, casual dining area, and family room. The kitchen is anchored by a large island with seating and features white cabinetry, stainless steel appliances, a blue glass-tile backsplash, generous counter space, a walk-in pantry, and a cabinet-lined serving area. The refrigerator was replaced in July 2024, and the microwave was replaced in November 2023. The first-floor primary suite offers a comfortable retreat with a tray ceiling, multiple windows, and an en suite bath featuring dual vanities, a soaking tub, separate shower, and an exceptionally large walk-in closet. Upstairs, one secondary bedroom includes its own full bath, while two additional bedrooms share another full bathroom with dual sinks. The oversized loft provides adaptable space for media, recreation, work, or hobbies. A dedicated laundry room, powder bath, built-in drop zone cabinetry, and attached two-car garage add everyday convenience. Wi-Fi-enabled features include the refrigerator, washer, dryer, microwave, thermostat, garage door openers, Ring device, and two smoke detectors. The exterior was painted in August 2025, and the covered front porch, covered rear lanai, and grassy backyard provide additional space to relax outdoors. Waterleigh residents have access to amenities throughout every phase of the community, including four resort-style pools, three fitness centers, tennis courts, sand volleyball, mini-golf, multiple playgrounds, pavilions, and walking paths. Lawn maintenance is included with the HOA, allowing more time to enjoy the neighborhood and its convenient Horizon West location near SR-429, shopping, dining, and Central Florida attractions.

9561 Waterway Passage Drive, Winter Garden
$230,000
3 Beds ⋅ 2 Baths ⋅ The Grove Resort SubDv. ⋅ 34787 Zip Code
The Jasmine model is the MOST SPACIOUS condo in the sought after Grove Resort & Water Park. The condo 2233 is FULLY FURNISHED, DECORATED and equipped with everything you need and is located in NEWEST STERLING TOWER-II. Featuring an open concept living & dining area with a screened balcony overlooking lush gardens. The modern kitchen has quartz countertops, stainless steel appliances, and attached laundry room with full size washer and dryer. YOUR PERFECT VACATION HOME IS AT THE GROVE RESORT where you will enjoy privacy and convenience, including a concierge, multiple bars, restaurant, convenience store, spa, elaborate game room, stunning water park oasis, breathtaking 22-acre activity lake all professionally managed with turnkey hotel rental programs to help offset costs. The property is JUST 6 MILES FROM WALT DISNEY WORLD and close to all Central Florida’s attractions, shops, restaurants and major highways.

14501 Grove Resort Avenue Unit 2233, Winter Garden
$619,000
4 Beds ⋅ 3 Baths ⋅ Grove Pk/Stone Crest A-E SubDv. ⋅ 34787 Zip Code
A home that's finally been paid attention to. Four bedrooms, two-and-a-half baths, 2,891 square feet. A full 2022 refresh. New roof, new water heater, new softener, new stainless appliances, EV charger in the garage. Inside, warm wood flooring runs uninterrupted through the main floor, from the foyer and dedicated office space into the kitchen and living area that anchors the back of the home. Fresh white cabinets, durable granite counters, stainless appliances, custom tile backsplash. A kitchen you'll love to use and to look at. The bay window pulls in the morning light over the breakfast nook, and the living space is big enough for the family gatherings you'll actually host. Then the rarity, a massive fully screened lanai on brick pavers that stretches the width of the home with ample space to entertain a party of two or twenty, along with a long serving counter ready for a grill setup, drinks station, or whatever the party calls for. Past the screen, the yard is vinyl and stone fenced, artificial turf underfoot so you're not wasting Saturdays mowing. Upstairs, the primary suite carries real volume with a tray ceiling, plus a separate flex space that reads as a sitting area, office, or nursery, really whatever you need it to be. Two walk-in closets built out with custom shelving, and a bath with dual vanities, garden tub, and separate shower. The other three bedrooms are generously sized, all fitted with custom built-ins in the closets. You'd be pleased to know the beauty extends beyond the home itself and into where it sits. You're two minutes from Winter Garden Village. Target runs, AdventHealth, restaurants, shopping for the retail-therapy days, all of it. Ten minutes north drops you onto Plant Street: Crooked Can, the Saturday farmers market, the West Orange Trail running twenty-two miles through the middle of it. Disney sits twenty minutes away so close enough for a Tuesday afternoon, far enough that the tourism doesn't reach here. Not to mention the pool, tennis courts, playground, and clubhouse are all a short walk from the front door, so you don't have to leave the neighborhood to have a good time. If a picture is worth a thousand words, walking through is worth a lifetime. Come see it in person!

932 Lost Grove Circle, Winter Garden
$749,000
3 Beds ⋅ 3 Baths ⋅ Winding Bay Phase 1b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded 2020-built home in Horizon West offering 3 spacious bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan that blends style, comfort, and functionality. From the elegant formal living room to the expansive great room that seamlessly connects the kitchen, dining, and family areas, this home is perfect for both everyday living and entertaining.The heart of the home is the stunning chef's kitchen, featuring an oversized island, custom range hood, upgraded cabinetry with crown molding, and abundant workspace for cooking and gathering. Luxury tile flooring, upgraded in 2025, flows throughout the entire home, while crown molding, oversized baseboards, and decorative hallway columns add timeless architectural detail throughout the home.The spacious owner's suite offers a beautifully renovated spa-inspired bathroom, fully upgraded in 2026, creating a private retreat you'll love. A convenient Jack-and-Jill bathroom serves the secondary bedrooms, providing both functionality and privacy for family or guests.Outside, enjoy the screened lanai complete with sun shades, overlooking a fully fenced backyard with elegant iron fencing. Additional exterior features include an extended driveway, whole-home security camera system, and solar panels installed in 2022 for enhanced energy efficiency.Additional upgrades include a whole-home water softener system with reverse osmosis filtration in the kitchen, a dedicated garage outlet for an additional refrigerator or freezer, and numerous custom finishes that make this home truly move-in ready.With modern upgrades, exceptional attention to detail, and an ideal layout, this home offers the perfect combination of luxury, efficiency, and everyday comfort. Don't miss the opportunity to make this exceptional property your next home!

10750 Petrillo Way, Winter Garden
$510,580
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. 3 Level Townhome with 3 Bedrooms! Ready August 2026! This stunning new construction townhome, The Lantana End Unit, features a popular farmhouse exterior and offers 1,846 square feet of thoughtfully designed living space. With 3 bedrooms, 2 full bathrooms, and a powder room, this home combines style and functionality throughout. As you enter through the charming front porch and impressive 8-foot entry door, you're welcomed by a spacious flex room, perfect for a home office, gym, or additional living area. Upstairs, luxury vinyl plank flooring leads you into the open-concept main living area, where the living room, dining room, and kitchen flow seamlessly together. The gourmet kitchen is designed to impress with a large eat-in island, 42-inch cabinets with crown molding, quartz countertops, and soft-close drawers. A wall of windows fills the dining area and kitchen with an abundance of natural light, creating a bright and inviting atmosphere. On the third level, the generously sized primary suite features a spacious walk-in closet and a private ensuite bathroom with dual vanities and a glass-enclosed shower. Two secondary bedrooms, a full guest bathroom, and a conveniently located laundry room complete the upper floor.

15081 Groveside Road, Winter Garden
$491,080
3 Beds ⋅ 3 Baths ⋅ Parkview At Hamlin SubDv. ⋅ 34787 Zip Code
Under Construction. Ready in September 2026! 3 Level Townhome with 3 Bedrooms! Ready in August 2026! This new construction, three-story townhome (The Lantana) is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms with a powder room, spanning 1,881 sq. ft. As you enter this home through the 8 ft. entry-door, you are welcomed by a Study room. As you continue up, you will find luxury vinyl plank flooring that that leads you to the open concept living room, dining room and stunning kitchen. Delighted by the large eat-in island, 42 in. cabinets with crown molding, quartz counters and soft-close drawers. Your eyes will be drawn to the bank of windows flooding your dining room and kitchen with light. Moving to the third level, you have quick access to the generously sized primary suite that accesses your ensuite bathroom with glass-enclosed shower, dual vanities, and the roomy, well-lit walk-in closet. Adjacent to the primary suite is your laundry room with adjacent, secondary bedrooms and guest bath.

15075 Groveside Road, Winter Garden
$620,000
4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lake Ph 2a SubDv. ⋅ 34787 Zip Code
Motivated Seller! Don't miss your opportunity with this Winter Garden home - offering elegance, convenience and affordability. Situated inside the desirable Waterside community, you will find this beautifully designed residence, blending timeless sophistication with modern comfort, offering an open floor plan, designer finishes, and exceptional indoor-outdoor living. From the moment you arrive, the charming covered front porch, mature landscaping, and inviting curb appeal set the tone. Inside, you're greeted by wide-plank luxury vinyl flooring, soaring ceilings, crown molding, and sun-filled living spaces designed for both everyday living and effortless entertaining. The gourmet kitchen is a true showpiece featuring granite countertops, an oversized center island with seating, farmhouse sink, shaker cabinetry, stainless steel appliances, gas cooktop, double ovens, subway tile backsplash, a custom, handmade hood and designer pendant lighting. Flowing seamlessly into the spacious dining area and family room, this home is ideal for gathering with family and friends. Large sliding glass doors open to an expansive covered lanai with a stunning wood-finished ceiling, creating the perfect space to dine outdoors or just relax. The fully fenced backyard provides privacy, while maintaining a low-maintenance lifestyle. As you journey to the second level, you are greeting by a spacious loft, creating a retreat for unwinding and more closet space. Two large, additional bedrooms and a full bathroom are set off from the primary suite. Escape to your luxurious primary suite, offering a spacious walk-in closet and a beautifully upgraded spa-inspired bath, complete with a custom dual-sink vanity with quartz countertops, elegant gold fixtures, an oversized walk-in shower, and designer tile extending to the ceiling. Additional highlights include double-pane windows, custom window treatments, upgraded light fixtures, abundant storage, an oversized laundry room and pantry and thoughtful designer touches throughout. Residents enjoy outstanding resort-style amenities including a lakeside community pool, clubhouse, fitness center, playground, unfenced dog park and community dock. Ideally located in the heart of Winter Garden, this exceptional home is just minutes from shopping, dining, entertainment, theme parks, major highways, and top-rated schools. This isn't just a home; it's a lifestyle. Book your showing today!

17059 Harbor Oak Parkway, Winter Garden
$859,900
4 Beds ⋅ 3 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Better Than New in Del Webb Oasis at Horizon West! Welcome to 13361 Sunny Retreat Lane, an exceptional, nearly new residence offering the perfect blend of luxury, flexibility, energy efficiency, and low-maintenance living in the highly sought-after Del Webb Oasis community of Winter Garden. Situated on a premium corner homesite with attractive, low-maintenance landscaping, this thoughtfully designed home offers 4 bedrooms, 3 bathrooms, a versatile flex room, and an incredible 1,000+ square-foot bonus room PLUS an additional bedroom and full bath upstairs—creating endless possibilities for multi-generational living, a private guest retreat, home office, media room, fitness space, or hobby area. The open-concept floor plan is designed for both everyday living and entertaining. At the heart of the home, the gourmet kitchen features a center island, built-in microwave, wall oven, cooktop, closet pantry, Florida-inspired backsplash, and sunny breakfast nook overlooking the spacious family room. French doors, plantation shutters throughout, and abundant natural light create a bright and welcoming atmosphere. The primary suite is conveniently located on the first floor, where the ensuite bath offers dual vanities, a spacious walk-in shower, and generous storage. A formal dining room provides additional gathering space, while luxury vinyl plank flooring flows throughout the main living areas, complemented by tile in the bathrooms and carpet in the bedrooms. Designed with both comfort and long-term savings in mind, the home includes a well-appointed laundry room with utility sink, cabinetry, and countertop workspace, a paver driveway, an upgraded 2-car garage with a valuable 4-foot length extension—providing extra space for larger vehicles, storage, or a workshop area—a covered paver lanai, and pre-plumbing for a future outdoor kitchen. Even better, the home is equipped with solar panels that provide significant annual savings on electricity costs—and the seller will pay off the remaining solar panel financing at closing. That means you'll enjoy lower monthly electric bills from day one with no additional financial obligation, putting money back in your pocket month after month and year after year. Located in Del Webb Oasis, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style pool and spa, pickleball and tennis courts, walking trails, countless social activities, and a full-time lifestyle director. Ideally positioned in Horizon West, you're just minutes from Flamingo Crossings, Walt Disney World, shopping, dining, entertainment, and major roadways. With expansive living spaces, designer upgrades, exceptional energy savings, and an unbeatable location, this better-than-new home offers the lifestyle, flexibility, and value today's buyers have been waiting for.

13361 Sunny Retreat Lane, Winter Garden
$975,000
4 Beds ⋅ 4 Baths ⋅ Northlake/Ovation Ph 1 SubDv. ⋅ 34787 Zip Code
Better Than New! Welcome to this stunning Ashton Woods Griffin II residence, completed in 2024 and located in the highly desirable Northlake at Ovation community in Winter Garden. Situated on a premium homesite with no rear neighbors, this beautifully upgraded home offers exceptional privacy, open green space views, and the perfect blend of luxury, comfort, and modern design. Featuring 4 bedrooms, 3 full bathrooms, 1 half bath, and an oversized 3-car garage, this thoughtfully designed floor plan offers 3,101 square feet of beautifully appointed living space filled with natural light, elegant finishes, and carefully selected designer upgrades. The heart of the home is the gourmet kitchen, featuring stone countertops, an expansive countertop workspace, a functional center island, stainless steel appliances, abundant cabinetry, and an open-concept layout that seamlessly connects to the dining and great room—perfect for entertaining and everyday living. One of this home's most remarkable features is its collection of professionally designed architectural upgrades that elevate it far beyond builder-grade finishes. The living room showcases a spectacular custom entertainment feature wall finished with contemporary wood slat panels, creating a amazing designer focal point. Flanking the fireplace are elegant custom-built drywall display shelves with integrated LED accent lighting, adding warmth, depth, and architectural character to the space. Further enhancing the home's luxurious feel is the upgraded frameless glass stair railing, creating a clean, open, and contemporary aesthetic while allowing natural light to flow freely throughout the home. Completing the design are custom floor-to-ceiling designer draperies that beautifully frame the dramatic two-story windows, adding elegance, texture, and sophistication to the main living area. The spacious primary suite offers a luxurious retreat with an oversized walk-in closet and a spa-inspired bathroom featuring dual vanities and a large walk-in shower. The additional bedrooms provide generous accommodations for family and guests while maintaining privacy and comfort. Step outside and enjoy one of the community's most desirable homesites, offering no rear neighbors, tranquil open green space, and a peaceful natural setting rarely found in newer communities. Built by Ashton Woods and completed in 2024, this home combines all the advantages of nearly new construction with the added value of premium custom improvements already completed. Residents of Northlake at Ovation enjoy outstanding community amenities including a resort-style swimming pool, clubhouse, playground, dog park, sidewalks, and beautifully maintained common areas, all conveniently located just minutes from Walt Disney World®, Horizon West, Hamlin Town Center, shopping, dining, top-rated schools, major highways, and Orlando's world-famous attractions. If you've been searching for a move-in-ready home that offers designer finishes, premium upgrades, exceptional privacy, and an unbeatable location, this is an outstanding opportunity. Schedule your private showing today!

17242 Lake Star Road, Winter Garden
$2,799,950
5 Beds ⋅ 7 Baths ⋅ Overlook 2/Hamlin Ph 3 & 4 SubDv. ⋅ 34787 Zip Code
Experience the pinnacle of lakefront luxury in this extraordinary custom estate situated along the shores of Lake Hancock, offering over 104 feet of private waterfront frontage. Encompassing more than 5,600 square feet of meticulously designed living space, this remarkable residence seamlessly blends timeless elegance with modern comfort. Upon entering, you are welcomed by soaring ceilings, expansive living spaces, abundant natural light, and designer finishes throughout. The thoughtfully designed open floor plan is ideal for both everyday living and grand-scale entertaining. At the heart of the home, the gourmet chef’s kitchen features premium appliances, custom cabinetry, generous prep space, and a spacious breakfast area overlooking the water. The luxurious first-floor primary suite serves as a private retreat, showcasing breathtaking lake views, a spa-inspired bathroom, and an oversized walk-in closet. Each additional bedroom is generously appointed with its own en-suite bath, providing exceptional comfort and privacy for family and guests alike. Upstairs, enjoy an immersive cinematic experience in the fully equipped private home theater. Step outside to discover a true resort-style setting, complete with an infinity-edge saltwater pool, covered lanai with fireplace, and a fully equipped outdoor kitchen designed for year-round entertaining. A private dock extends into Lake Hancock, providing direct access for boating, fishing, paddleboarding, or simply enjoying spectacular sunset views. As evening falls, take in the magical sight of Walt Disney World fireworks reflecting across the water. Located within one of Horizon West’s most desirable communities, residents enjoy an exceptional lifestyle with access to resort-style amenities including a community pool, tennis courts, fitness center, banquet facilities, scenic walking paths, and neighborhood parks. Conveniently located just minutes from premier shopping, fine dining, entertainment, and top-rated schools, this is a rare opportunity to own one of Central Florida’s most impressive waterfront estates.

15138 Shonan Gold Drive, Winter Garden
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