Winter Garden Homes with Contemporary Architectural style

Winter Garden Homes with Contemporary Architectural style

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County, just a stone's throw away from the bustling city of Orlando. Known for its vibrant downtown area, rich history, and friendly community, Winter Garden offers a unique blend of small-town charm and modern conveniences. With its picturesque landscapes, lush parks, and scenic lakes, this city is a haven for outdoor enthusiasts and families alike.

One of the most exciting aspects of Winter Garden is its contemporary architectural style homes. These modern residences are designed with sleek lines, open floor plans, and an emphasis on natural light, creating inviting spaces that are perfect for both relaxation and entertainment. The contemporary homes in Winter Garden often feature eco-friendly materials and energy-efficient designs, making them not only stylish but also sustainable.

Living in a contemporary home in Winter Garden means enjoying the best of both worlds. You can savor the tranquility of suburban life while being just minutes away from the excitement of Orlando's attractions. The city boasts a variety of amenities, including top-rated schools, a thriving arts scene, and an array of shopping and dining options.

Whether you’re a first-time homebuyer or looking to upgrade your living space, Winter Garden’s contemporary homes offer the perfect backdrop for a modern lifestyle. Discover the charm of Winter Garden, where your dream home awaits amidst a community that feels like family. Come explore the possibilities and make Winter Garden your new home!

Newest Winter Garden Homes with Contemporary Architectural style

9218 Holliston Creek Place, Winter Garden
$860,000
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Delight your clients with this unique opportunity in Watermark, one of the most desirable communities in Winter Garden. This elegant two-story residence combines sophistication, comfort, and impeccable finishes in every detail, featuring over $150,000 in upgrades that elevate the home's overall quality and value. It offers 4 bedrooms, 3 full bathrooms, and 1 powder room, along with a simply enchanting outdoor area designed to provide unforgettable moments. Upon entering, a spacious and welcoming foyer leads to open-concept living areas, where the living room and dining room connect harmoniously, creating a bright and airy space ideal for entertaining family and friends. The beautiful porcelain tile floors enhance the elegance of the property. The kitchen is a true highlight, equipped with appliances, high-quality wood cabinetry, and ample countertop space, combining functionality and style for everyday living. On the second floor, all bedrooms provide greater privacy and comfort. The bedrooms feature closets and carpeting, creating a cozy atmosphere. The primary suite is a special retreat, featuring two walk-in closets and a spacious bathroom with dual sinks, offering both practicality and sophistication. The laundry room is also located on the upper floor and includes a sink, washer, and dryer, providing added convenience to the family's routine. Outside, the property impresses with a fully equipped summer kitchen featuring a built-in grill, granite countertops, cabinetry, and a sink — perfect for gatherings and family moments — integrated with a private heated pool, allowing year-round enjoyment with comfort and exclusivity. Living in Watermark means enjoying resort-style amenities, including a community pool, modern fitness center, tennis court, playground, green areas, and tree-lined sidewalks for outdoor walks. The location is another major advantage: just minutes from Hamlin Town Center, with excellent restaurants, cafés, movie theater, and supermarkets; easy access to Walt Disney World Resort; and close to Florida State Road 429, providing convenient access to Orlando and the entire region. Additionally, it is surrounded by highly rated schools and all the conveniences that Winter Garden offers. A complete home, offering leisure, comfort, and a prime location. Don't miss the opportunity to live or invest in one of the best addresses in the region.

9218 Holliston Creek Place, Winter Garden
12822 Sunset Walk Drive, Winter Garden
$528,396
3 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to the Crowley townhome by Toll Brothers in the desirable Winter Garden/Horizon West area. This beautifully designed home features an open-concept layout connecting the great room, kitchen, and dining area. Enjoy outdoor living in the private courtyard with direct access to the detached 2-car garage. The spacious primary suite offers a large walk-in closet and a well-appointed bathroom with dual vanities and a separate shower. Experience stylish, low-maintenance living in one of Central Florida’s most desirable locations.

12822 Sunset Walk Drive, Winter Garden
12826 Sunset Walk Drive, Winter Garden
$539,239
4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West with estimated completion in early 2027! This beautiful townhome features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath, plus 3 bedrooms and 2 bathrooms on the second level. Enjoy an open-concept kitchen, dining area, and spacious great room with access to a private courtyard. The primary suite offers a large walk-in closet and a private bath with dual vanities and a separate shower. Conveniently located near shopping, dining, top-rated schools, and major roadways. Don't miss this opportunity!

12826 Sunset Walk Drive, Winter Garden
12818 Sunset Walk Drive, Winter Garden
$659,008
4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Toll Brothers New Construction in Horizon West with estimated completion in early 2027! This unique townhome features 4 bedrooms and 3 full bathrooms, including a first-floor bedroom and full bath, plus 3 bedrooms and 2 bathrooms on the second level. A private loft and full bathroom above the detached garage provide additional flexible living space, perfect for guests, multigenerational living, or a home office. Enjoy an open-concept kitchen, dining area, and great room with access to a private courtyard. Conveniently located near shopping, dining, top-rated schools, and major roadways. Don't miss this unique opportunity!

12818 Sunset Walk Drive, Winter Garden
12834 Sunset Walk Drive, Winter Garden
$636,947
4 Beds ⋅ 4 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Under Construction – Estimated Completion Early 2027! Welcome to the beautiful Autumn townhome, offering 2,447 square feet, 4 bedrooms, 4 bathrooms, and a versatile flex room and loft. The open concept main living area features a spacious kitchen with designer backsplash, modern cabinetry, and upgraded countertops, flowing seamlessly into the great room and casual dining area. Upstairs, the private primary suite includes a spacious walk-in closet, along with two additional bedrooms. A fourth bedroom and full bathroom are located on the first floor along with a loft and bathroom above the detached two-car garage. This provides additional flexibility and privacy. Enjoy a private rear courtyard and future resort-style community amenities. Closing cost assistance available! Schedule your appointment today!

12834 Sunset Walk Drive, Winter Garden
3249 Sailing Pier Avenue, Winter Garden
$675,000
4 Beds ⋅ 4 Baths ⋅ Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. WELCOME HOME to the highly sought-after GATED COMMUNITY OF LAKEVIEW PRESERVE in Winter Garden! Featuring $125,000 IN UPGRADES AND IMPROVEMENTS, this beautifully maintained home offers 4 BR, 3.5 BA, 2,964 SFT, a 2-car garage, and an exceptional floor plan! Impressive curb appeal begins with an upgraded stone elevation, designer glass and wrought-iron front door, extended paver driveway, and freshly painted exterior (2025). Inside, a spacious formal living room with French doors makes an ideal home office or den, while the OPEN-CONCEPT GREAT ROOM flows seamlessly into the beautifully appointed kitchen featuring white cabinetry, matte black hardware, QUARTZ COUNTERTOPS, and generous entertaining space. Extensive upgrades include HIGH-END PORCELAIN TILE FLOORING throughout the downstairs and bathrooms, upgraded wood stair treads with wrought-iron balusters, plantation shutters, and quartz countertops throughout. The spacious FIRST-FLOOR PRIMARY SUITE features a stylish barn door leading to a luxurious bath with soaking tub, oversized glass-enclosed shower, dual vanities, and a large walk-in closet with custom built-ins. A convenient half bath and laundry room with extensive cabinetry and sink complete the first floor. Upstairs offers a LARGE BONUS ROOM with luxury vinyl plank flooring, a spacious SECOND ENSUITE BEDROOM with private full bath, and two additional bedrooms sharing a full hallway bath. Additional improvements include upgraded carpeting, custom cabinetry and storage, enhanced lighting and electrical features, professionally coated garage floor, and an EXTENDED 10' x 26' SCREENED LANAI perfect for relaxing or entertaining. Residents enjoy RESORT-STYLE AMENITIES including a clubhouse, fitness center, zero-entry pool, splash pad, playground, walking trails, picnic areas, and KAYAK LAUNCH WITH ACCESS TO JOHNS LAKE for kayaking, canoeing, and fishing. LOW HOA OF JUST $152/MONTH AND NO CDD FEE! Ideally located minutes from SR 429, Downtown Winter Garden, Winter Garden Village, Clermont, shopping, dining, entertainment, and major Central Florida highways. This exceptional home combines extensive upgrades, flexible living spaces, and an outstanding location in one of Winter Garden's most desirable gated communities. Schedule your private showing today!

3249 Sailing Pier Avenue, Winter Garden
15543 Kinnow Mandarin Lane, Winter Garden
$648,000
3 Beds ⋅ 3 Baths ⋅ Highlands/Summerlake Grvs #1 SubDv. ⋅ 34787 Zip Code
Discover the best of Horizon West living in this beautifully maintained home nestled in the sought-after Highlands at Summerlake Groves in Winter Garden! Offering 3 bedrooms, 2.5 bathrooms, and a spacious open-concept design, this inviting residence blends modern comfort, thoughtful features, and exceptional indoor-outdoor living. Step inside to light-filled living spaces and an airy atmosphere that welcomes you home. The beautifully appointed kitchen features elegant quartz countertops, abundant cabinetry, and stainless steel appliances, opening seamlessly to the spacious great room, an ideal setting for entertaining or enjoying everyday moments. Walk upstairs to impressive high ceilings that adds to the home's open and spacious feel. The generous primary suite provides a peaceful retreat, complete with a walk-in closet and an en-suite bathroom featuring a relaxing Jacuzzi tub. The three additional generously sized bedrooms are conveniently located upstairs, offering guests and family members added privacy and comfortable personal space. This well-designed layout provides the perfect balance of togetherness and privacy for everyone to enjoy. Enjoy the added ease of natural gas service, 1 Gbps high-speed internet for streaming, working, and staying connected, and an attached two-car garage featuring a high-profile garage door and built-in storage shelving. Another appealing feature is the average monthly electric bill of approximately $150–$200, depending on usage and season. Take your Florida lifestyle outdoors in the private backyard retreat, where an inviting outdoor summer kitchen and natural gas fire pit create the perfect setting for weekend gatherings, evening relaxation, and entertaining family and friends. Both the outdoor kitchen and fire pit are plumbed directly to the home's natural gas supply for added convenience. Beautifully upgraded landscaping further enhances the home's curb appeal and outdoor setting. The Highlands at Summerlake Groves offers an outstanding array of community amenities, including a swimming pool, two tennis courts, dog park, two playgrounds, soccer field, and picnic areas with grills. Ideally situated near Orange County National Golf Center, Hamlin Town Center, shopping, restaurants, grocery stores, Orlando Health Hospital, major roadways including the 429, and local schools. Walt Disney World and the area's many attractions are also just a short drive away. With its desirable location, inviting living spaces, natural gas outdoor entertaining features, and wonderful community amenities, this home offers an exceptional opportunity to enjoy the very best of Winter Garden living. Come see all this beautiful home has to offer!

15543 Kinnow Mandarin Lane, Winter Garden
12818 Sunset Walk, Winter Garden
$659,008
4 Beds ⋅ 3 Baths ⋅ Westhaven At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. New Construction by Toll Brothers in Winter Garden’s Horizon West! Estimated completion in early 2027. Don't miss the opportunity to show your clients this beautiful corner-unit townhome! A welcoming covered entry leads into a thoughtfully designed, spacious living area featuring a dedicated dining space, gourmet kitchen with breakfast bar, and inviting great room with access to a private courtyard, perfect for relaxing or entertaining. The spacious primary suite offers a generous walk-in closet and a private ensuite bathroom featuring dual vanities, a separate shower, and a private water closet. Experience the quality, style, and thoughtful design of Toll Brothers in one of Winter Garden's desirable locations!

12818 Sunset Walk, Winter Garden
7723 Green Mountain Way, Winter Garden
$2,695,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive indoor-outdoor living. A two-story dock with a boat lift and two Jet Ski lifts, a screened pool and spa, and sweeping lake views define this waterfront setting. Offering 6 bedrooms, 6.5 bathrooms, over 5,100 square feet, a 3-car garage, and two primary suites on separate floors, the flexible layout is ideal for multigenerational living. A paver driveway, tile roof, stone accents, and mature landscaping welcome you home. Inside, engineered hardwood floors lead past a formal dining room on the right, connected to the kitchen through a butler's pantry, and a dedicated office on the left. The impressive two-story living room features decorative wood beams, a cascading chandelier, and a floor-to-ceiling stacked-stone accent wall. Expansive sliding glass doors open to the covered lanai, seamlessly connecting indoor and outdoor living while framing views of the pool and Lake Hancock. An open staircase with wood treads and wrought-iron balusters overlooks the living area. Just off the living room, the first-floor primary suite offers direct lanai access, a walk-in closet, separate vanities, and an oversized tiled shower. The spacious kitchen features a center island, an expansive wraparound peninsula with a farmhouse-style sink, granite countertops, cream-colored cabinetry, stainless steel appliances, a natural gas cooktop with pot filler and vent hood, a built-in microwave and wall oven, decorative tile backsplash, and built-in wine storage. A separate casual dining area overlooks Lake Hancock. Beyond it are a second downstairs bedroom and adjacent full bathroom with pool access. Near the 3-car garage, the laundry room provides a utility sink, cabinetry, and counter space. A half bath completes the first floor. Upstairs, the second primary suite features a tray ceiling, French doors to a private lakeview balcony, two walk-in closets, and an ensuite bath with dual vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms and three full bathrooms, including two ensuite bedrooms, offer flexible accommodations. An expansive bonus room with hardwood flooring, lake-facing windows, and French doors to a separate balcony makes an ideal second living area, game room, or media room. Outdoor living takes center stage on the spacious covered lanai, with separate dining and lounge areas, ceiling fans, and a summer kitchen featuring a stainless steel grill, vent hood, refrigerator, and countertop space. The screened pool and spa, surrounded by an expansive paver deck, overlook Lake Hancock. Beyond the shoreline, the private two-story dock features a shaded lower seating area, boat lift, two Jet Ski lifts, and an open-air upper observation deck with panoramic lake views. From the living room and upstairs balconies to the pool and dock, the water is part of everyday life here. Summerlake community amenities include a pool, fitness center, tennis courts, playgrounds, and walking paths. Convenient to Hamlin Town Center, major highways, and Central Florida's world-famous attractions, this home offers an exceptional Lake Hancock waterfront lifestyle.

7723 Green Mountain Way, Winter Garden
730 Magnolia Street, Winter Garden
$825,000
5 Beds ⋅ 3 Baths ⋅ Winter Gdn Manor SubDv. ⋅ 34787 Zip Code
Virtually Staged. ***NEW CONSTRUCTION LUXURY HOME***730 MAGNOLIA STREET (not AVENUE). 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious glass entry doors ***Grand foyer featuring a beautiful, elegant chandelier ***Staircase with a wrought-iron railing ***Foyer accented with custom decorative wall paneling ***Open-concept layout: integrated living room, dining area, and kitchen ***Large quartz kitchen island ***High-end KitchenAid appliances ***Custom kitchen range hood ***Walk-in pantry ***Indoor laundry room ***Primary suite located on the ground floor ***Bedrooms 2, 3, 4, and 5 located upstairs, alongside a spacious loft area—perfect as a family living space ***Elegant 6- panel doors with detailed trim ***8-inch baseboards and crown molding ***Foam insulation for enhanced energy efficiency ***Large covered rear patio ***No Homeowners Association (HOA) fees ***Generous lot size (50x150 feet), VINYL FENCED for privacy with ample space to add a private pool or a detached workshop ***Located in a non-flood zone ***North-facing orientation*** Prime location: just minutes from downtown Winter Garden, Winter Garden Village, the Winter Garden Trail, and Disney World. Easy access to the Florida Turnpike and toll roads 408 and 429, offering a convenient commute to the airport and downtown Orlando.

730 Magnolia Street, Winter Garden
740 Magnolia Street, Winter Garden
$825,000
5 Beds ⋅ 3 Baths ⋅ Winter Garden Manor SubDv. ⋅ 34787 Zip Code
Virtually Staged. ***NEW CONSTRUCTION LUXURY HOME***740 MAGNOLIA STREET (not Avenue). 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious glass entry doors ***Grand foyer featuring a beautiful, elegant chandelier ***Staircase with a wrought-iron railing ***Foyer accented with custom decorative wall paneling ***Open-concept layout: integrated living room, dining area, and kitchen ***Large quartz kitchen island ***High-end KitchenAid appliances ***Custom kitchen range hood ***Walk-in pantry ***Indoor laundry room ***Primary suite located on the ground floor ***Bedrooms 2, 3, 4, and 5 located upstairs, alongside a spacious loft area—perfect as a family living space ***Elegant 8-panel doors with detailed trim ***8-inch baseboards and crown molding ***Foam insulation for enhanced energy efficiency ***Large covered rear patio ***No Homeowners Association (HOA) fees ***Generous lot size (50x150 feet), VINYL FENCED for privacy with ample space to add a private pool or a detached workshop ***Located in a non-flood zone ***North-facing orientation*** Prime location: just minutes from downtown Winter Garden, Winter Garden Village, the Winter Garden Trail, and Disney World. Easy access to the Florida Turnpike and toll roads 408 and 429, offering a convenient commute to the airport and downtown Orlando.

740 Magnolia Street, Winter Garden
921 Westcliffe Drive, Winter Garden
$570,000
4 Beds ⋅ 3 Baths ⋅ Fullers Lndg B SubDv. ⋅ 34787 Zip Code
Discover the luxury of space in this beautifully maintained former Maronda Homes model, nestled on a cul de sac in Winter Garden. Set on a generous half acre lot with mature trees and custom landscaping, this home offers over 2,354 square feet of living space with four bedrooms, two and a half bathrooms, a dedicated office, and an upstairs bonus loft. A striking two story foyer welcomes you with natural light, while a separate dining room and an office with French doors add elegance and versatility. The spacious living room features custom built in details and flows seamlessly into a kitchen with warm wood cabinetry, stainless steel appliances, a center island, and a water filtration system. Upstairs, the primary suite provides a relaxing retreat with dual sinks, a soaking tub, and a separate shower. Sliding glass doors lead to a backyard patio and an expansive lawn enclosed with vinyl fencing, offering a beautiful setting for outdoor dining, entertaining, and quiet afternoons beneath mature shade trees. Thoughtful improvements include a roof replaced in July 2022, HVAC systems installed in 2022, and a new water heater in 2026. The garage features an 18 SEER air conditioning system installed in 2020 and an epoxy floor completed in 2023. Exterior painting approximately two years ago adds to the home’s cared for appeal. Approximately ten minutes from Plant Street’s charming shops and dining, with convenient access to Walt Disney World and Universal Orlando, this inviting home combines spacious living with the best of the Winter Garden lifestyle.

921 Westcliffe Drive, Winter Garden
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