Winter Garden Homes with Contemporary Architectural style

Winter Garden Homes with Contemporary Architectural style

Welcome to Winter Garden, Florida — a hidden gem nestled in the heart of Orange County. Known for its charming downtown area, vibrant community, and rich agricultural history, Winter Garden offers a unique blend of old-world charm and modern convenience. With its picturesque landscapes and stunning sunsets, it’s no wonder that this city has become a sought-after destination for families and professionals alike.

One of the most appealing aspects of Winter Garden is its diverse real estate market, particularly the homes designed in contemporary architectural styles. These modern residences are characterized by clean lines, open spaces, and an abundance of natural light, making them perfect for those who appreciate a minimalist aesthetic. Many of these homes feature innovative designs that seamlessly integrate indoor and outdoor living, allowing residents to enjoy the beautiful Florida weather year-round.

Living in Winter Garden means being part of a thriving community that values both tradition and progress. The city boasts a variety of parks, recreational facilities, and a bustling farmer's market, ensuring that there’s always something to do. Additionally, with its proximity to major highways and attractions like Walt Disney World, residents enjoy easy access to all the excitement Central Florida has to offer.

Whether you’re looking for a contemporary home with state-of-the-art amenities or a charming abode in a historic setting, Winter Garden has it all. Embrace the beauty and warmth of this enchanting city, and discover the perfect home that reflects your lifestyle and aspirations. Welcome to your future in Winter Garden!

Newest Winter Garden Homes with Contemporary Architectural style

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

16143 Barkly Ridge Court, Winter Garden
$1,895,000
6 Beds ⋅ 7 Baths ⋅ Avalon Rdg SubDv. ⋅ 34787 Zip Code
Virtually Staged. Built in 2024, this approximately 5,400-square-foot Winter Garden residence features six bedrooms, six bathrooms, a dedicated office, an expansive loft, a media room, and serene pond views, complemented by an extensively upgraded backyard with a custom summer kitchen. The main level includes the primary suite with two walk-in closets, a private guest suite with its own bathroom, and the office. Four additional bedrooms, the loft, media room, and a second laundry area are located upstairs, along with a covered balcony overlooking the pond. Soaring 12-foot ceilings, elegant tile flooring, and expansive living areas create a welcoming setting for everyday living and entertaining. The thoughtfully designed two-story layout balances open gathering spaces with private retreats. At the heart of the home, the gourmet kitchen features an impressive 10-by-7-foot island, quartz countertops, stacked cabinetry, and a spacious butler’s pantry. Generous preparation and serving areas make the kitchen equally suited to casual meals and larger gatherings. The main-level primary suite offers a peaceful retreat with two generously sized walk-in closets. Upstairs, the loft and dedicated media room provide flexible spaces for movie nights, recreation, and relaxing, while the covered balcony offers a quiet place to enjoy the pond views. Designed for outdoor entertaining, the fully fenced backyard features expansive paved terraces, tropical landscaping, contemporary stepping-stone pathways, and decorative stone accents. The custom summer kitchen anchors the space with a built-in grill, extensive preparation and serving surfaces, and an oversized dining island with bar seating. Multiple dining and lounge areas provide room for everything from intimate evenings to larger celebrations. A spacious covered patio extends the living space outdoors, creating a comfortable connection between the home and its thoughtfully enhanced grounds. The pond provides a scenic backdrop throughout the outdoor living areas. Residents enjoy community recreational amenities and scenic walking trails, with convenient access to SR 429, downtown Orlando, Walt Disney World, shopping, dining, and area schools. With its versatile layout, generous gathering spaces, and exceptional outdoor kitchen and entertaining areas, this home brings together comfort, thoughtful design, and the best of Florida living.

16143 Barkly Ridge Court, Winter Garden

13618 Larsen Lane, Winter Garden
$888,000
4 Beds ⋅ 4 Baths ⋅ Glynwood Ii SubDv. ⋅ 34787 Zip Code
Virtually Staged. A true pride-of-ownership home showcasing architectural elegance, extensive upgrades, and the ultimate Florida lifestyle! Welcome to this stunning Winter Garden residence featuring a freshly painted exterior, tropical landscaping, paver driveway, and spacious three-car garage. Inside, soaring 13.5-foot ceilings, architectural arches, double-tiered tray ceilings, and a custom coffered family room ceiling create an impressive atmosphere. The gourmet kitchen features a sprawling granite island with prep sink, 42-inch solid wood cabinetry custom-painted in November 2025, premium GE Profile stainless steel appliances, a cooktop, double ovens, and a separate butler’s pantry ideal for entertaining or a coffee station. Enjoy seamless indoor-outdoor living through 16-foot, four-panel sliding pocket doors opening to a spacious brick-paver, screened lanai. Relax beneath the covered patio with flush-mounted speakers or beside the oversized saltwater pool with a new variable-speed pump installed in October 2025. The private quarter-acre backyard features mature privacy hedging and a convenient pool-access bathroom with a glass-enclosed walk-in shower. The main-level primary suite offers an elegant tray ceiling, a custom walk-in closet system installed in February 2026, and luxury linen and blackout window treatments. More than $100,000 in reported premium upgrades enhance comfort, efficiency, and peace of mind. Improvements include a 2-ton Daikin 15.6 SEER2 HVAC system (September 2025), upgraded R-38 attic insulation (September 2025), zoned 5-ton variable-speed Trane HVAC. Whole house hot water hybrid system: Tankless water heater fed by propane tank as a main source (electric tank can be used as a back-up). Aquasure Harmony whole-house water softener (August 2024), and a roof replaced in August 2016. Smart-home features include pre-wired 7.1 family room surround sound, multi-zone audio, window-tint film, security cameras with hybrid DVR, motion-activated lighting, smart front-door and garage locks, smart thermostats, and a Rachio irrigation controller. The gated subdivision adds another layer of appeal. Located in desirable Glynwood II at StoneCrest, residents enjoy a clubhouse, resort-style pool, playground, tennis courts, and scenic walking trails with pond views, a fountain, and green spaces. Conveniently close to Winter Garden Village, shopping, dining, parks, and the West Orange Trail, the community also offers access to major roadways, Orlando’s employment and entertainment centers, world-famous theme parks, Orlando International Airport, and Florida’s beautiful beaches. Experience exceptional architecture, modern technology, privacy, and effortless entertaining in this remarkable Winter Garden home! Note: The last four photos have been virtually staged.

13618 Larsen Lane, Winter Garden

9849 Lost Creek Drive, Winter Garden
$949,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to 9849 Lost Creek Drive, a beautifully appointed 5-bedroom, 4-bathroom home in Winter Garden’s sought-after Waterleigh community. Built in 2021, this impressive residence offers 3,910 square feet of living space, a 3-car garage, and a thoughtful blend of timeless architectural details and modern functionality—all complemented by peaceful lake views. From the meticulously maintained landscaping to the welcoming front porch, the home makes a wonderful first impression. Inside, arched doorways and thoughtfully designed living spaces create a warm, inviting atmosphere. The foyer opens to a formal living room, while the separate formal dining room features sliding doors leading directly to the covered lanai, making entertaining effortless. At the heart of the home, the spacious kitchen overlooks the family room, creating a natural gathering place for everyday living and special occasions. White quartz countertops, 42-inch cabinetry, built-in ovens, a cooktop, stainless steel appliances, and an oversized island are paired with an abundance of cabinetry and generous countertop workspace. There’s room for everything, whether preparing weeknight meals or hosting a crowd. The first-floor primary suite offers a peaceful retreat with tranquil lake views and elegant coffered ceilings. The oversized walk-in closet features custom organization, while the ensuite bath delivers a spa-inspired experience with dual vanities and a spacious walk-in shower featuring shower fixtures on both walls. Upstairs, a generous loft provides flexible space for a media room, game room, or additional gathering area, while the well-proportioned secondary bedrooms offer room for family and guests. A convenient upstairs storage closet, thoughtfully lined with shelving, adds even more practical storage. The large laundry room is equally well designed, with a utility sink, abundant cabinetry, and an expansive work surface to keep household tasks organized. Step outside to the spacious pavered lanai, complete with retractable screens that let you enjoy Florida’s beautiful weather in comfort. Overlooking the lake, this inviting outdoor space is perfect for morning coffee, weekend gatherings, or relaxing at the end of the day while watching the sunset—and, on the right evenings, catching Disney fireworks in the distance. Life in Waterleigh extends beyond your front door, with resort-style amenities that include community pools, fitness facilities, walking trails, a clubhouse, playgrounds, and more. Conveniently located in the Horizon West area of Winter Garden, the community offers access to nearby shopping, dining, parks, and everyday essentials, with Walt Disney World and other Central Florida attractions within easy reach. Beautifully maintained, thoughtfully designed, and ideally situated to enjoy the best of Central Florida living, this home offers the space, comfort, and setting to make every day feel a little more special. Schedule your private showing and discover all that this exceptional Waterleigh home has to offer!

9849 Lost Creek Drive, Winter Garden

17922 Hither Hills Circle, Winter Garden
$690,000
4 Beds ⋅ 4 Baths ⋅ Lake Apopka Sound Ph 1 SubDv. ⋅ 34787 Zip Code
Welcome to 17922 Hither Hills Cir. Built in 2022, this beautiful 4-bedroom, 3.5-bath, single-story home offers a highly desirable multi-generational floor plan with approximately 2,800 square feet of living space and beautiful Lake Apopka views. The attached private in-law suite features its own private exterior entrance, living area, kitchen, bedroom with walk-in closet, full bathroom, and convenient access to the garage—providing exceptional flexibility for extended family, guests, or private accommodations. The open-concept main living area features soaring ceilings, elegant tray ceilings, granite countertops, 42-inch cabinetry, stainless steel appliances, tiled backsplash, breakfast bar, prep island, and spacious dining and great room areas. Sliding glass doors open to the covered and screened lanai, creating an inviting indoor-outdoor living space. The spacious primary suite features a tray ceiling, generous walk-in closet, and ensuite bathroom with dual granite vanities, private water closet, and separate soaking tub and shower. Two additional bedrooms share a conveniently located bathroom with dual vanities. An oversized laundry room provides abundant storage and workspace. Enjoy the Florida lifestyle in the fully fenced backyard with gates on both sides, featuring fruit trees, a 3-person stand-alone hot tub, and a covered screened patio perfect for relaxing or entertaining. The attached 3-car garage provides plenty of room for vehicles and storage. Additional features include smart-home technology with app-controlled garage doors, lights, and door locks, as well as a smart security system with sensors on windows and doors. Ceramic tile flooring throughout. Located in the desirable Lake Apopka Sound community, this home is conveniently located near Downtown Winter Garden, Plant Street Market, restaurants, shopping, parks, the West Orange Trail, Highway 50, the Florida Turnpike, and SR-429. A wonderful opportunity to own a nearly new home offering versatility, modern upgrades, beautiful lake views, and convenient Winter Garden living. Low Yearly HOA and no CDD fees.

17922 Hither Hills Circle, Winter Garden

17839 Gourd Neck Loop, Winter Garden
$925,000
7 Beds ⋅ 4 Baths ⋅ Verde Park Ph 2 SubDv. ⋅ 34787 Zip Code
Elegant pool residence in Winter Garden’s Verde Park, minutes from the Turnpike. This impeccably maintained 7-bedroom, 4-bath home offers 4,704 square feet of refined living space, a 3-car tandem garage, and a 0.24-acre lot with no community homes behind it. Multiple living and entertaining areas and a versatile floor plan offer exceptional flexibility for everyday living and hosting in a sought-after location. Step inside to a formal living room on one side of the entry and a formal dining room on the other. The living room is a flexible space that easily serves as a home office, library, sitting room, or whatever suits your lifestyle. At the heart of the home, the gourmet kitchen showcases quartz countertops, a tile backsplash, stainless steel appliances including a cooktop and double wall oven, crown-molded cabinetry with under-cabinet lighting, and a pantry. It opens to the family room, creating an inviting setting for daily living and entertaining. Tile flooring extends throughout the first floor, and a separate breakfast nook overlooks the pool. The downstairs primary suite is a private retreat with its own French doors to the pool area. The en suite bath features dual vanities, a soaking tub, a walk-in shower, and a generous walk-in closet with custom built-in organizers. An additional first-floor bedroom and adjacent full bath offer a comfortable option for guests, and the bath doubles as a convenient pool bath with direct access to the outdoors. Quartz countertops grace all four bathrooms. Upstairs, an expansive loft provides room for a second family room, game area, or gathering space. A separate media room with double doors is a dedicated space for movie nights, complete with a projection screen and projector that convey. Five additional bedrooms and two full bathrooms complete the second floor, with laminate flooring throughout the loft and bedrooms. Outside, your private backyard retreat features a sparkling 35x12 saltwater pool and a covered paver patio, designed to make the most of Florida living, whether you’re enjoying a quiet afternoon poolside or entertaining friends and family. The location is hard to beat. Just 5 minutes to Florida’s Turnpike, within walking or biking distance of the West Orange Trail, and minutes from shopping including Costco, dining, and Montverde Academy. With its thoughtfully designed floor plan, multiple entertaining areas, and convenient location, this exceptional home is ready to welcome its next owners. Schedule your private showing today.

17839 Gourd Neck Loop, Winter Garden

14807 Winter Stay Drive, Winter Garden
$1,200,000
5 Beds ⋅ 4 Baths ⋅ Panther View SubDv. ⋅ 34787 Zip Code
Welcome to 14807 Winter Stay Drive, a beautifully upgraded luxury residence located in the heart of Horizon West in Winter Garden. Spanning 3,856 square feet of refined living space on an oversized lot, this 5-bedroom, 4-bathroom home combines upscale comfort, privacy, and resort-style living. The outdoor sanctuary is custom-built for the Florida lifestyle, featuring a fully fenced backyard, a heated saltwater pool and spa, a spacious covered lanai with retractable awnings, and scenic sunset views overlooking the prestigious Orange County National Golf Course. Inside, the open-concept layout flows effortlessly for everyday living and grand entertaining. The gourmet kitchen boasts premium appliances, upgraded finishes, and an expansive quartz center island. The primary suite offers a private retreat with a spa-inspired bathroom, complemented by custom closets and a dedicated drop zone for extra organization. Upstairs, a large bonus room provides flexible space for a home theater, media room, or executive office, while an oversized 3-car garage offers generous vehicle and storage space. Value-adding upgrades include an owned solar panel system to significantly reduce energy costs. Situated just 0.5 miles from The Mark Plaza and minutes from Horizon West Hospital, top-rated dining, and shopping, this home offers fast access to SR 429, Florida’s Turnpike, and Walt Disney World. Schedule your private tour today.

14807 Winter Stay Drive, Winter Garden

13541 Parkfield Way, Winter Garden
$1,049,000
5 Beds ⋅ 4 Baths ⋅ Encore/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code
Extensive custom upgrades, thoughtfully designed living spaces, and panoramic conservation views distinguish this 5-bedroom, 4-bath home in Encore at Ovation. Built by M/I Homes, this ENERGY STAR Certified, 3,688-square-foot home combines open gathering spaces, a flexible first-floor bedroom, customized storage, and outdoor living with a heated pool and spa. The east-facing backyard offers beautiful sunrise views across the pond and conservation landscape. The main level features high ceilings and wood-look ceramic tile flooring. Open to the living room, the kitchen features quartz countertops, solid wood cabinetry, GE Profile and LG stainless steel appliances, under-cabinet lighting, and a stainless steel farmhouse sink. A breakfast nook offers casual dining, while the separate formal dining room connects to the kitchen through a butler's pantry with built-in wine rack. The spacious walk-in pantry has a glass door and custom shelving. Custom built-in cabinetry and shelving with integrated lighting highlight the living room. A first-floor bedroom offers flexibility as a guest room or office, with an adjacent full pool bath providing direct access to the lanai and pool. Upstairs, maple hardwood flooring extends across the second floor and staircase, complemented by metal spindle railings. Double doors open to the primary suite, featuring a tray ceiling with recessed lighting and a private balcony overlooking the pond and conservation views. The ensuite bath offers dual sinks, a dedicated vanity area, glass-enclosed rainfall shower, and separate water closet. The custom walk-in closet includes drawers, shelving, shoe storage, and linen storage. Another bedroom features a private ensuite bathroom and custom closet, making it an ideal option for guests or a potential in-law suite. Two additional bedrooms offer walk-in closets, with a fourth full bathroom accessible from the hallway. The upstairs laundry room includes a sink, cabinetry, and attic access. Outside, the custom heated pool features an integrated spa, sun shelf, and lighting. An expansive screened enclosure, paver deck, and covered lanai provide room for outdoor dining and entertaining against a backdrop of conservation and pond views. Extras include a gas grill hookup, outdoor TV pre-wiring, and a motorized sliding-door shade with remote and app controls. Additional upgrades include modern lighting and ceiling fans, Nest thermostats, a tankless water heater, water softener and purification system, UV air-handler purification, security cameras, Wi-Fi-enabled irrigation, custom window blinds, and custom metal shelving in the garage. Beyond the property itself, Encore at Ovation offers a clubhouse, fitness center, resort-style community pool, playground, bocce ball court, dog park, walking trails with outdoor fitness equipment, and covered picnic areas overlooking ponds. Within the master-planned Horizon West area, residents have access to shopping, dining, entertainment, medical facilities, and nearby A-rated schools. Flamingo Crossings and Hamlin Town Center offer retail and dining options, while Walt Disney World Resort and access to SR 429 add to the location's appeal. With so much to enjoy both at home and throughout the surrounding community, this property offers a lifestyle that extends well beyond its front door. *Aerial photo property lines are an estimate and to be verified by buyer.

13541 Parkfield Way, Winter Garden

16513 Silver Brook Way, Winter Garden
$879,000
4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Nearly new and ready for you in Horizon West! Built in 2025, this two-story Thoreau floor plan by Meritage Homes in Silverleaf Reserve at Hamlin offers 4 bedrooms, 3.5 bathrooms and 3,424 sq ft of living space. Curb appeal starts at the street with a craftsman-style elevation, tropical landscaping, a paver driveway and a two-car garage. A covered front porch welcomes you in, and a second-floor covered balcony above it gives you a private spot to catch the Florida breeze. Inside, wood-look plank tile runs throughout the entire first floor, with a tray ceiling and column accents framing the entry. To the front, a formal dining room and a flex space work beautifully as a home office, sitting room or playroom. The floor plan then opens up to a bright great room and a bay-window café nook overlooking the backyard, with French doors leading out to the screened patio. The kitchen is the heart of it all, with quartz counters, shaker cabinetry, a subway tile backsplash, glass-front uppers, a stainless vent hood, built-in double oven, walk-in pantry, coffee bar, an oversized island with seating and a single-basin sink. All appliances stay with the home, so there's nothing left to buy before move-in. A powder bath and a built-in drop zone with cabinets and counter space round out the main level. Upstairs you'll find all four bedrooms in plush carpet, the laundry room right where you need it, and a large media/flex room, space most homes this size simply don't have. Make it a theater room, game room, home gym or second living area, and change your mind later without giving up a bedroom. Out back, the oversized lot is nearly 1/4 acre with a huge backyard and open green space beyond the fence, leaving room for a pool, a play set, a garden or big get-togethers. The home also has a whole-house water softener and a reverse osmosis drinking water system on each floor. The location is hard to beat. Hamlin Town Center is right next door with shopping, dining and entertainment. Hamlin Elementary and Hamlin Middle are nearby. SR 429 is minutes away, and so is Orlando Health Horizon West Hospital. The Walt Disney World area, Winter Garden's historic downtown and the West Orange Trail are all a short drive. Schedule your showing today!

16513 Silver Brook Way, Winter Garden

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