Winter Garden Homes with Garden Exterior Features

Winter Garden Homes with Garden Exterior Features

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County that beautifully blends small-town charm with modern conveniences. Known for its picturesque landscapes, vibrant downtown area, and rich history, Winter Garden is a delightful place to call home. With its warm climate and abundant sunshine, residents enjoy year-round outdoor activities, from exploring the scenic West Orange Trail to visiting the local farmers’ market that brings the community together every Saturday.

One of the standout features of homes in Winter Garden is their stunning garden exterior designs. Many properties showcase lush landscaping, vibrant flower beds, and inviting outdoor spaces that create a serene atmosphere. Imagine sipping your morning coffee on a sun-drenched patio surrounded by fragrant blooms or hosting family gatherings in a beautifully manicured backyard. These garden-inspired homes not only enhance the aesthetic appeal but also offer a peaceful retreat right outside your door.

Winter Garden is also known for its strong sense of community, with numerous parks, recreational facilities, and cultural events that foster connections among residents. Whether you’re strolling through the historic downtown, enjoying a meal at a local eatery, or participating in seasonal festivals, there’s always something happening in this vibrant city.

With its combination of beautiful homes featuring captivating garden exteriors and a welcoming atmosphere, Winter Garden is the perfect place for those seeking a harmonious blend of nature and community living. Come discover your dream home in this enchanting city today!

Newest Winter Garden Homes with Garden Exterior Features

$2,860,000
6 Beds ⋅ 6 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code
Virtually Staged. This beautiful Hancock Lake family friendly home is custom built for maximum lakefront enjoyment including a private covered dock protecting a 20’ +/- boat and 2 jet skis. Motor boat or pontoon your family around the lake, drop a line in or ski on one of the best skiing lakes in the area. The cul-de-sac lot is 1.29 acres with a BIG fenced yard, manicured gardening beds for your green thumb and plenty of room for outdoor games and pets. The extended screened patio has a sleek outdoor Kitchen with durable Weatherstrong cabinetry, cabana bath and a custom salt pool showcasing a water slide, Fiber optic lighting, solar heated and whimsical Disney characters embedded in the rock’s facade. Relax to lake views, or pull down the projector screen for a movie then watch the Disney’s fireworks nightly over the lake. The home has a freshly painted exterior and interior with crown trim throughout. The Kitchen space is designed for multiple chefs with newer appliances, walk-in pantry, island and informal seating. The first level’s primary suite with patio access was previously a media room complete with surround sound that remains intact. The loft with a balcony overlooking the patio and lake is prepped for entertaining. Two additional ensuites, 3 more bedrooms and a laundry room are also on the upper level. Both A/C Systems, all patio doors, reinforced exterior balcony railings and LR/DR bamboo engineered hardwood flooring are updated. The community offers a wide selection of amenities from boat ramp to pools for residents to enjoy.

7301 Wild Blackberry Trail, Winter Garden
$1,100,000
5 Beds ⋅ 5 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Luxurious Fully Furnished 5-Bedroom Home in Winter Garden Experience the perfect blend of elegance, comfort, and convenience in this stunning fully furnished two-story home located in the highly desirable Winter Garden area. Designed with both style and functionality in mind, this exceptional residence offers 5 spacious bedrooms, 4 full bathrooms, and 1 half bathroom, providing plenty of room for families of all sizes. The thoughtfully designed open-concept floor plan creates a seamless flow between the expansive living and dining areas, making it ideal for everyday living and entertaining. At the heart of the home is a beautifully appointed kitchen featuring solid wood cabinetry, stone countertops, and a full suite of included appliances, offering both timeless style and modern convenience. The luxurious primary suite serves as a private retreat with a generous walk-in closet and an elegant en-suite bathroom. The additional bedrooms are equally well-designed and include built-in closets, providing excellent storage and comfort for family members or guests. Upstairs, you'll also find a spacious loft that offers endless possibilities as a second living area, media room, home office, or playroom. Step outside to enjoy the convenience of a 2-car attached garage and the peace of mind that comes with owning a meticulously maintained, move-in-ready home. Being fully furnished, this property is perfect for buyers seeking a seamless transition without the hassle of furnishing an entire home. Ideally situated in Winter Garden, this home offers easy access to major highways, shopping, dining, entertainment, and highly rated schools, making it an outstanding choice for those seeking both convenience and an exceptional lifestyle. Don't miss this incredible opportunity to own a beautifully furnished home in one of Central Florida's most desirable communities. Schedule your private showing today and discover everything this remarkable property has to provide.

16091 Silver Brook Way, Winter Garden
$890,000
5 Beds ⋅ 5 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Stunning two-story house with a permanent lake view. Be enchanted by this magnificent lakefront residence, which combines sophistication, comfort, and a privileged location. It features 5 bedrooms, 4 full bathrooms, and 1 powder room, distributed in a smart and functional layout. The social area impresses with high ceilings in the living room and sliding doors that open onto a large covered veranda, integrated with a heated pool with a safety net, ideal for leisure and entertainment throughout the year. The living room is integrated with the dining room and the spacious and elegant gourmet kitchen, equipped with a generous central island, appliances, and wooden cabinets, perfect for those who enjoy entertaining. The master suite on the ground floor offers complete privacy, as well as relaxing views of the lake and green area, and a full bathroom on the same level. On the second floor, the house also features a versatile loft, ideal for an office, TV room, or social space. The space originally intended for a garage has been carefully adapted into a private gym, and can easily be converted back to suit the new owner's needs. Located in the desirable Hawksmoor community, the property offers complete infrastructure, including a community pool, gym, clubhouse, and walking paths. All this in a strategic location, close to markets, restaurants, shops, a theater, major highways, and Disney parks. A unique opportunity to live or invest. Schedule your visit and be amazed!

16394 Taliesin Street, Winter Garden
$1,999,000
6 Beds ⋅ 7 Baths ⋅ Avalon Ridge SubDv. ⋅ 34787 Zip Code
Built in 2024 and completely upgraded beyond builder standards, this 6-bedroom, 5-full-bath, 2-half-bath home in Avalon Ridge gives you the feel of a custom home without having to start from scratch. From the moment you walk in, you can see how much thought was put into every space. The home features custom woodwork, built-ins, upgraded flooring, designer lighting, window treatments, and fully customized closets throughout. The main floor is open, bright, and made for both everyday living and entertaining. A custom lounge near the entrance includes built-in cabinets, lighting, beverage refrigerators, extra storage, and a sitting area. The living room, dining area, and kitchen flow together and open to the covered outdoor space through large sliding glass doors. The kitchen features a large island, quartz countertops, stacked cabinets, stainless steel appliances, and plenty of storage. The same custom wood details continue into the surrounding living spaces, giving the entire first floor a finished and connected look. The primary suite is located downstairs and includes a large bathroom with dual sinks and a fully customized walk-in closet with glass doors, built-in shelving, display space, and a center island. Upstairs, there are additional bedrooms, a Jack-and-Jill bathroom, flexible rooms that can be used as guest rooms or offices, and a dedicated movie room with custom built-ins. Every closet in the home has been redone to create more usable storage. The home also includes upgraded vanities, trim, interior finishes, and wiring already in place for an electric vehicle charger. Complete plans for a custom pool are included with the sale, so the next owner can move forward with the project without having to begin the design process from the beginning, subject to approvals. Photos of pool virtually staged. Custom built-ins, installed light fixtures, window treatments, and curtains are included. Furniture and décor are not included in the list price and will be sold separately as a complete furniture package. This is a nearly new home with the upgrades, storage, and finished look that are hard to find in a standard new-construction home.

16077 Barkly Ridge Court, Winter Garden
$520,000
3 Beds ⋅ 3 Baths ⋅ Longleaf At Oakland SubDv. ⋅ 34787 Zip Code
Welcome to Longleaf at Oakland by Pulte! Built in 2020, this move-in-ready three-bedroom, 2.5-bath home offers 1,811 square feet of stylish living space featuring brand-new luxury vinyl plank flooring throughout, fresh interior paint, quartz countertops, stainless steel appliances and an open-concept layout designed for comfortable everyday living and effortless entertaining. Located less than five minutes from the new Oakland Town Center, you’ll be close to an exciting new lifestyle destination featuring chef-driven restaurants, boutique shopping, fitness and wellness concepts, medical services, outdoor gathering spaces and everyday conveniences. Historic Downtown Winter Garden, the West Orange Trail and major highways are also just minutes away. Residents of Longleaf at Oakland enjoy a community pool, playground and beautifully maintained green spaces, all within one of West Orange County’s most desirable communities. Don’t miss the opportunity to own this beautifully updated, move-in-ready home in one of Oakland’s most sought-after neighborhoods. Schedule your private showing today!

2766 Bobcat Chase Boulevard, Winter Garden
$570,000
4 Beds ⋅ 3 Baths ⋅ Hamlin Pointe SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful like-new residence in the highly desirable Hamlin Pointe community, located in the heart of Hamlin/Horizon West, one of the fastest-growing and most sought-after areas in Central Florida. Thoughtfully designed for modern living, this home offers 4 bedrooms, 3 full bathrooms, and a spacious loft, providing flexibility for families of all sizes. The first-floor bedroom is ideal for guests, multigenerational living, or a private home office. Upstairs, you'll find the remaining bedrooms, including the spacious primary suite featuring abundant natural light, a large walk-in closet, and a private en-suite bathroom. A charming covered front porch welcomes you into a bright, open-concept floor plan with generous living and dining areas, perfect for both everyday living and entertaining. The contemporary kitchen is beautifully appointed with wood cabinetry, a large center island, breakfast bar, and a complete stainless steel appliance package, combining style, elegance, and functionality. The location is simply exceptional. Just minutes from Hamlin Town Center, you'll enjoy an outstanding selection of restaurants, cafés, shopping, grocery stores, fitness centers, and entertainment, including Cinépolis Luxury Cinemas. The home is also conveniently located near Orlando Health Horizon West Hospital, the new OCOM campus, top-rated schools, SR-429, Walt Disney World, Orange County National Golf Center, and the future Surf Park, making daily commuting and recreation effortless. This move-in-ready home combines modern design, an unbeatable location, and exceptional value in one of Winter Garden's most desirable communities. Don't miss this incredible opportunity to make this exceptional property your new home!

16968 Hamlin Oasis Loop, Winter Garden
$1,390,000
5 Beds ⋅ 4 Baths ⋅ Hillcrest SubDv. ⋅ 34787 Zip Code
A truly rare find in beautiful Downtown Winter Garden's highly coveted Golf Cart District, with NO HOA this exceptional 5-bedroom, 3.5-bath residence offers a once-in-a-lifetime opportunity to own a home where luxury, character, and location come together beautifully. Thoughtfully renovated from top to bottom, this one-of-a kind property combines timeless craftsmanship with modern elegance and resort-style outdoor living. Every inch of this home has been meticulously updated with high-end finished , including a stunning chef's kitchen featuring quartz countertops, a large center island, custom cabinetry with panel-ready appliances, double ovens, a wine refrigerator, a walk-in pantry, and gorgeous copper accents including a double farmhouse sink, matching range hood, pot filler, and faucet. The inviting living spaces showcase custom craftsman trim, elegant wainscoting, oversized baseboards, shiplap ceilings, a beautiful fireplace with a custom stone entertainment wall, a built-in library, designer lighting, and travertine flooring in the kitchen and bathrooms. Step outside into your own private backyard oasis where you'll find a heated, newly resurfaced pool and above-ground spa, a spacious paver pool deck, screened lanai, pergola with a fire pit, raised garden beds, and professionally designed landscaping surrounded by mature hedges, picket fencing, majestic oak trees, crepe myrtles, gardenias, and rose bushes, creating exceptional beauty and privacy. The expansive property also features a detached workshop, and an extra-long spacious driveway with abundant parking for all your toys!!This home offers peace of mind with countless recent upgrades, including a NEW ROOF with metal porch roofing, two NEW HVAC systems a NEW HOTWATER HEATER, NEW POOL PUMP, Ecobee smart thermostats, digital entry, a new pool bath, Centricon termite protection, and in-wall pest control tubing. Perfectly located just a short golf cart ride from Winter Garden's award-winning restaurants, charming boutiques, the famous Farmers Market, and the West Orange Trail, this is more than just a home—it's a lifestyle. Homes of this caliber, with this level of craftsmanship, outdoor amenities, and an unbeatable Downtown Winter Garden location, and NO HOA rarely come to market. Schedule your private showing today to experience everything this extraordinary property offers. If you are lucky enought to purchase this home you are not just getting a home, you're getting a rare opportunity in one of Central Florida's most desirable communities.

1324 Vic Kay Court, 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
$569,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Property in a prime area right behind the Disney parks that lets you enjoy the parks' fireworks. In an excellent community to live in, just 1 block from one of the community pools, and inside are A1+ schools, so don't wait to come see your new home!

15929 Moonlight Bay Street, Winter Garden
$549,990
3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Virtually Staged. Imagine living just minutes from one of Central Florida's most sought-after destinations, where your favorite coffee shop, weekend brunch, boutique shopping, fitness studios, entertainment, and everyday conveniences are all just a five-minute drive away. Welcome to Hamlin Reserve, where this beautifully upgraded home offers the perfect balance of comfort, charm, and an unbeatable Horizon West lifestyle. Designed for easy, everyday living, this 3-bedroom, 2-bath residence features nearly 2,000 square feet of bright, open living space with timeless ceramic tile flooring extending throughout the home. The spacious kitchen is the heart of it all, showcasing elegant quartz countertops, abundant cabinetry, a gas range, and an oversized island that's equally suited for casual breakfasts or entertaining guests. The living room feels bright and inviting with automatic window blinds adding both convenience and a clean, modern touch. Just off the main living area, the versatile dining space can easily adapt to your needs as a home office, reading room, playroom, or additional flex space. The primary suite has been thoughtfully updated with a beautifully renovated bathroom, creating a relaxing retreat at the end of the day. Every upgrade throughout the home has been selected with both style and functionality in mind. Step outside and enjoy Florida living the way it was meant to be. The extended screened lanai offers plenty of room for outdoor dining and relaxing, while the built-in gas connection is already in place for your future summer kitchen. Additional features include a gas dryer, gas stove, and a well-maintained, move-in-ready interior that allows you to simply unpack and start enjoying your new home. Life in Hamlin Reserve means more than owning a beautiful home. Residents enjoy a community pool and quick access to SR-429, Walt Disney World, top-rated schools, and the ever-growing Hamlin Town Center. From waterfront dining and live entertainment to grocery stores, medical offices, breweries, parks, and community events, everything that makes Horizon West one of the area's most desirable places to live is just moments away. If you've been searching for a home that combines thoughtful upgrades, undeniable charm, and a location that truly enhances your lifestyle, this is the one you've been waiting for.

15415 Shonan Gold Drive, Winter Garden
$695,990
5 Beds ⋅ 4 Baths ⋅ Lakeside/Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to Hamlin Reserve in the heart of Horizon West! Built in 2024, this beautifully designed two-story home offers 5 bedrooms, 3 full bathrooms, 1 half bathroom, and over 3,300 square feet of thoughtfully designed living space. Step inside to a bright and inviting open-concept floor plan filled with natural light. The spacious kitchen seamlessly connects to the dining and living areas, creating the perfect space for everyday living, entertaining, and making lasting memories with family and friends. The first floor features the private primary suite, complete with its own en-suite bathroom, offering comfort and convenience. A separate half bathroom on the main level provides additional functionality for guests and entertaining. Upstairs, three additional bedrooms and a full bathroom provide plenty of space for family, guests, a home office, or a flexible living arrangement. Adding exceptional versatility to the home, the private in-law suite above the 2-car garage offers a separate living area complete with its own living room, kitchen, bedroom, and full bathroom. This independent space is ideal for extended family, guests, a private retreat, or additional accommodations. The home is equipped with solar panels, providing enhanced energy efficiency and helping reduce monthly electricity costs. Ideally located just minutes from Hamlin Town Center, residents enjoy easy access to shopping, dining, entertainment, parks, scenic lakes, walking trails, and top-rated schools. The home also offers convenient access to SR-429, Walt Disney World, and historic downtown Winter Garden. Combining modern design, flexible living spaces, energy-efficient features, and a prime Horizon West location, this exceptional Hamlin Reserve home offers a wonderful opportunity to enjoy the best of Central Florida living.

5320 Lake Virginia Street, Winter Garden
$2,325,000
4 Beds ⋅ 5 Baths ⋅ Oakland Hills SubDv. ⋅ 34787 Zip Code
Perfectly positioned on a quiet cul-de-sac in the sought-after Oakland Hills community near historic downtown Winter Garden. This FULLY FURNISHED and thoughtfully designed custom home on a single level, combines timeless modern farmhouse architecture with today's finest technology and craftsmanship. Curb appeal abounds with a classic mix of Hardie board siding and brick, anchored by a large, shaded front porch glowing with authentic gas lanterns from New Orleans — a true farmhouse welcome. When evening arrives, intentional landscape lighting accentuates the lush grounds and craftsmanship evident in every corner. Inside, the statement grand great room makes an unforgettable first impression with soaring 22+ foot ceilings, exposed beams, and dormer windows that fill the room with natural sunlight from morning to evening. Throughout the home, ten-foot ceilings, custom moldings and baseboards, LBU lighting with LED bulbs, and natural hardwood floors (in all but the media room) keep the ambiance light and welcoming. The heart of this custom residence is a true chef's kitchen: Monogram appliances, two oversized islands, a 36" gas range, paired with Moen and Kohler fixtures, all wrapped in custom Wellborn cabinetry with soft-close doors and drawers. A back second kitchen — the ultimate working pantry — adds double ovens, a microwave, a commercial Keurig, and abundant storage for effortless entertaining. Just off the main living space, a warm and welcoming library/office with custom-built bookcases and Zoom room offers a quiet retreat. The generous primary suite is a luxurious escape, complete with a spa-inspired bathroom centered around an oversized Kohler clawfoot tub. Two additional guest suites offer king beds and ensuite baths with double vanities, while a thoughfully designed bunk room with its own private bath means every guest feels right at home. Movie nights reach a new level in the dedicated media room with a 4K projector and Atmos surround sound. Outdoor living takes center stage on the expansive covered lanai, where a fully equipped summer kitchen with 36" Coyote natural gas grill, exhaust vent, steel doors, and retractable screen — makes alfresco entertaining effortless. Beyond, a private backyard with a heated pool and natural gas fire pit invites year-round gatherings that won't be forgotten. Enjoy smart home living at it's best with a Crestron home automation system, WattBox® UPS battery, Uniview Turret security cameras monitored by Future Home Integration, plus whole-home Wi-Fi with service options from Spectrum or Quantum. Custom closets, two laundry rooms, and an oversized three-car garage with an incredible amount of extra storage. Oakland Hills is an exclusive enclave of just 17 custom homes, minutes from the West Orange Trail, downtown Winter Garden, and Winter Garden Village. Perfectly positioned with easy access to the Turnpike, SR 429, and SR 408, it makes commuting, theme park visits, and airport runs a breeze. Schedule your private tour today and experience everything this meticulous one-of-a-kind home has to offer!

15217 Farm Stand Court, Winter Garden
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