Winter Garden Homes with Courtyard Exterior Features

Winter Garden Homes with Courtyard Exterior Features

Winter Garden, located in Orange County, Florida, is a charming city that offers a perfect blend of small-town charm and modern amenities. With its picturesque streets, friendly community, and a wide array of recreational activities, Winter Garden is a sought-after destination for homebuyers.

One of the standout features of homes in Winter Garden is the courtyard exterior design. With a true emphasis on outdoor living, these homes offer a unique and inviting space that seamlessly blends indoor and outdoor living. The courtyard serves as a private oasis, perfect for relaxation and entertainment.

Whether you're looking for a cozy bungalow or a spacious family home, Winter Garden has a variety of options to suit your needs. Many of these homes boast beautiful landscaping, well-manicured lawns, and stunning architectural details that add to their curb appeal.

Living in Winter Garden means enjoying a vibrant community with a rich history. The city's historic downtown district is a popular gathering spot, offering a wide range of dining, shopping, and entertainment options. Residents can explore the local farmers market, attend community events, or simply take a leisurely stroll along the charming streets.

In addition to its small-town charm, Winter Garden also boasts excellent schools, parks, and recreational facilities. The city is known for its numerous parks and trails, making it a haven for outdoor enthusiasts. From boating and fishing on Lake Apopka to hiking and biking on the West Orange Trail, there's no shortage of activities for nature lovers.

With its desirable location, stunning homes with courtyard exterior features, and a thriving community, Winter Garden is a city that offers an exceptional quality of life. Whether you're looking to raise a family or enjoy your retirement years, Winter Garden has something to offer everyone.

Newest Winter Garden Homes with Courtyard Exterior Features

8943 Lakeshore Pointe Drive, Winter Garden
$639,900
3 Beds ⋅ 3 Baths ⋅ Lakeshore Preserve Phase I SubDv. ⋅ 34787 Zip Code
ONE OF THE PRETTIEST LOCATIONS AND VIEWS IN LAKESHORE!! SHOWS BETTER THAN A MODEL WITH TOO MANY UPGRADES TO LIST!!! LOCATION, LOCATION, LOCATION!!! FROM THE TIME YOU ARRIVE, YOU WILL IMMEDIATELY FALL IN LOVE WITH THE OVERSIZED FRONT PORCH, WATERVIEW OF THE COMMUNITY FOUNTAIN, AND MORE THAN ENOUGH ROOM TO ENJOY OUTDOOR LIVING! THIS LUXURIOUS TOLL BROTHERS DANTE ITALIANATE FLOORPLAN HAS IT ALL! THIS HOME HAS AN OPEN CONCEPT WITH HIGH CEILINGS, LOTS OF WINDOWS ALLOWING FOR NATURAL LIGHT, HUGE SLIDING DOORS WHICH LEAD TO A PRIVATE BRICK PAVERED COURTYARD AND A COVERED WALKWAY TO YOUR TWO CAR GARAGE. WALK INTO YOUR SPACIOUS KITCHEN WHICH INCLUDES A MASSIVE ISLAND AND AN ADDITIONAL BREAKFAST BAR, BOTH WITH UPGRADED QUARTZ COUNTERTOPS. YOU WILL LOVE YOUR NEW KITCHEN WHICH INCLUDES AN UPGRADED CABINET PACKAGE ADDING ADDITIONAL CABINETS FOR AMPLE SPACE, 42" CABINETS, CROWN MOLDING, STAINLESS APPLIANCES AND NATURAL GAS FOR COOKING. MANY ENERGY SAVING FEATURES INCLUDING TANKLESS WATER HEATER, FOAM INSULATION, SOLID CONCRETE BLOCK WALLS FROM THE FOUNDATION THROUGH THE ATTIC AND MORE. ENJOY RESORT STYLE AMENITIES WHICH INCLUDE A POOL, FITNESS CENTER, CLUBHOUSE WITH BREATHTAKING LAKE AND GOLF COURSE VIEWS, KAYAK AND PADDLE BOARD LAUNCH, TWO PLAYGROUNDS, FIREPIT, SUMMER KITCHEN, HAMMOCKS AND DOG PARK. LAKESHORE PRESERVE IS LOCATED IN THE HAMLIN AREA, ONLY TEN MINUTES FROM MAJOR TOURIST ATTRACTIONS. YOU WILL ALSO FIND NEW SCHOOLS, NEW RESTAURANTS, NEW HOSPITAL, PLENTY OF SHOPPING AND ENJOY THE NEW CINEPOLIS RECENTLY BUILT - EASY ACCESS TO ALL THAT CENTRAL FLORIDA HAS!! SCHEDULE YOUR APPOINTMENT TODAY, YOU WILL NOT BE DISAPPOINTED!!!

8943 Lakeshore Pointe Drive, Winter Garden

8163 Red Stopper Lane, Winter Garden
$435,000
3 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c 2d 2e SubDv. ⋅ 34787 Zip Code
Discover the best of Winter Garden living in the highly desirable Summerlake community, where resort style amenities, convenient access to Orlando attractions, and beautiful neighborhood surroundings come together. Located at 8163 Red Stopper Lane, this beautifully maintained 3 bedroom, 2.5 bathroom home offers an inviting open concept floor plan designed for comfortable everyday living and entertaining. Step inside to a spacious main living area featuring ceramic tile flooring, abundant natural light, and a thoughtfully designed layout. The kitchen features granite countertops, 42 inch cabinetry with crown molding, a decorative tile backsplash, stainless steel appliances, a breakfast bar, and a generous pantry. The adjoining dining area provides additional space for gathering with family and friends. Upstairs, the spacious primary suite offers a special Florida experience with views of the Walt Disney World fireworks illuminating the night sky! The primary bathroom features dual sinks, stone countertops, an upgraded tiled shower, and a large walk in closet. Two additional bedrooms and a full guest bathroom complete the upstairs living space. Outside, enjoy your own private fenced courtyard with attractive pavers and a covered lanai, perfect for morning coffee, outdoor dining, or relaxing in the Florida sunshine. An attached two car garage provides convenient parking and additional storage. Summerlake is known for its exceptional community amenities, including a resort style swimming pool, clubhouse, fitness center, tennis courts, basketball courts, playground, dog park, zip line, and scenic walking trails. Located in the sought after Horizon West area of Winter Garden, residents enjoy convenient access to Hamlin Town Center for shopping, dining, and entertainment, along with nearby golf courses, parks, and outdoor recreation. Historic Downtown Winter Garden offers charming boutiques, local restaurants, a popular farmers market, and access to the West Orange Trail. With Walt Disney World, major Orlando attractions, and important Central Florida roadways nearby, this location offers an exceptional combination of neighborhood charm and everyday convenience. Whether you are looking for a primary residence or a seasonal Florida retreat, this Summerlake property offers the lifestyle and location that make Winter Garden one of Central Florida's most desirable places to call home. Schedule your private showing and discover everything this home and community have to offer!

8163 Red Stopper Lane, Winter Garden

8067 Glenlloyd Avenue, Winter Garden
$394,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code
SELLER CREDIT OF $5,000 OFFERED! Welcome home to this better-than-new townhome in Horizon West! Why pursue new construction when you can have UPDATES AND UPGRADES GALORE including a new primary bathroom barn door and shower, faucets and commodes in all bathrooms, carpet padding, soft-close cabinets, ceiling fans, hue lighting in the living room, and fresh touch-up paint inside and out. This townhome requires that you sacrifice nothing! The curb appeal is waiting to welcome you from the moment you pull up to the house. A massive covered front porch is ready for your morning coffee to be sipped and/or your evening beverage of choice. Step inside and forget that you are in a townhome as you take in the HUGE kitchen in the middle of the open concept downstairs living. Whether prepping meals, socializing, or landing an airplane, this kitchen island was made for enjoyment. This kitchen features stone countertops, loads of cabinetry, and stainless steel appliances all with a popular and tasteful color palette. A dining space on one side of the kitchen and a living room on the other, both lined with windows for natural lighting, make this space one to write home about. Head upstairs and find the primary suite on one side and the secondary bedrooms on the other. The primary bathroom has a brand new shower, dual vanity, and private water closet. You can even SEE DISNEY FIREWORKS from the bedroom and bathroom! The 2 remaining bedrooms share a bathroom that includes a shower/bathtub combination. Step out back to your private brick-paved courtyard ready for your outdoor enjoyment. The home and the 2-car garage are connected by an overhang across this courtyard for convenience and weather protection. This community is situated in the heart of Horizon West between Hamlin and Waterleigh for ample shopping and dining options, is super close to Disney, and right off of Highway 429 to bring you to all your favorite Central Florida destinations. Inquire today to make this gem your own!

8067 Glenlloyd Avenue, Winter Garden

2107 Gopher Tortoise Terrace, Oakland
$364,900
2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained, fully furnished, six-year-old townhome in the charming town of Oakland! Featuring 2 bedrooms, 2.5 baths, and a two-car garage, this home combines abundant natural light with thoughtful upgrades and inviting outdoor space. A covered front porch welcomes you into an open great room featuring Shaw luxury vinyl tile flooring, neutral tones, recessed LED lighting, and dual-pane Low-E windows with cordless faux wood blinds. The kitchen offers 42-inch cabinetry, granite countertops, a gray subway tile backsplash, and a spacious island with upgraded pendant lighting and a large undermount sink. Appliances include a Whirlpool Gold microwave, range, and dishwasher, along with an LG French-door refrigerator. A generous pantry with a California Closets shelving system keeps everything organized. The adjoining dining area features upgraded lighting and a full-glass door with built-in blinds leading to a private 19-by-15-foot paver courtyard—an inviting setting for outdoor dining or relaxing. A built-in desk nook with granite countertops, drawers, and cabinetry provides a convenient workspace. The first-floor laundry room includes a California Closets laundry station and access to under-stair storage, while a half bath is located off the stair landing. Upstairs, both spacious bedrooms offer walk-in closets and private bathrooms. The primary suite features a California Closets organization system with a built-in vanity. Its ensuite bath includes dual sinks, granite countertops, Moen faucets, a private water closet, and a tiled shower with decorative accents, frameless glass, and an upgraded showerhead. The second bedroom’s private bath features granite countertops and a tiled tub/shower combination with an accent inlay. The courtyard connects to the two-car garage, complete with epoxy flooring and a Bluetooth-enabled opener. Additional features include gutters, a Taexx built-in pest control system, Nest thermostat, Ring security system and doorbell, Alexa-compatible front porch lighting, and prewiring for ceiling fans in the great room and bedrooms. Enjoy community walking paths, a playground, and a pool, with lawn care included in the HOA. Conveniently located near the West Orange Trail, downtown Winter Garden, downtown Clermont, Florida’s Turnpike, and Winter Garden Village, this home offers easy access to shopping, dining, recreation, and major roadways.

2107 Gopher Tortoise Terrace, Oakland

14501 Grove Resort Unit 1723, Winter Garden
$344,900
3 Beds ⋅ 3 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
THE PERFECT COMBINATION AT THE GROVE RESORT! TOWER 1. TOP FLOOR. CORNER UNIT. LAKE AUSTIN & NATURE PRESERVE VIEWS. PLUS, ENJOY MAGIC KINGDOM & EPCOT FIREWORKS FROM YOUR PRIVATE PRIMARY SUITE SOLARIUM! Welcome to Unit 1723, a beautifully positioned 3-bedroom, 3-bathroom condo-hotel residence with a solarium, offering 1,544 sq. ft. of comfort, convenience, and breathtaking scenery at The Grove Resort & Water Park. LOCATION MAKES ALL THE DIFFERENCE! Situated on the 7th and highest floor of Tower 1, this desirable corner residence combines beautiful water and nature preserve views with the convenience of the resort's main building. Enjoy easy access to the lobby, concierge, restaurant, bar, and fitness center without leaving your tower. Inside, discover an inviting open-concept living and dining area, a fully equipped kitchen, spacious bedrooms, and a private solarium sitting area off the primary suite, where you can gather with family to watch the Magic Kingdom and EPCOT fireworks. Direct balcony access from the primary suite, a full-size in-unit washer and dryer, and ample resort parking add everyday convenience. Just minutes from Walt Disney World, The Grove is a designated Walt Disney World Good Neighbor® Hotel, featuring Surfari Water Park with its FlowRider® Surf Simulator, lazy river, swimming pools, hot tubs, on-site dining, recreational activities on Lake Austin, and resort transportation to Disney and Universal theme parks. Whether you're looking for a Florida vacation retreat or a professionally managed short-term rental opportunity, Unit 1723 offers an exceptional blend of location, comfort, memorable views, and resort living. This condo-hotel property is subject to resort rental and occupancy restrictions and is not intended for permanent residency. Buyers should verify all applicable association and resort requirements.

14501 Grove Resort Unit 1723, Winter Garden

939 Kylee Alley, Winter Garden
$648,500
3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. GOLF CART ACCESS to Downtown Winter Garden! Welcome to this gorgeous, exceptionally well-maintained, MOVE-IN READY home in the highly sought-after Oakland Park community. Featuring modern finishes, a functional open-concept floor plan, and a cute, charming front porch, this beautiful home offers the perfect combination of comfort, style, and convenience in one of Central Florida’s most desirable communities. Step inside to discover 9-foot ceilings and a bright, spacious open-concept living area designed for everyday living and entertaining. Luxury vinyl plank flooring extends throughout the first and second floors, with carpet reserved for the bedrooms. The stunning kitchen features beautiful finishes, ample cabinetry, and a functional layout perfect for hosting family and friends. A new tankless water heater adds modern efficiency and convenience. Enjoy the sought-after Winter Garden lifestyle in the WINTER GARDEN GOLF CART DISTRICT, with convenient access to Downtown Winter Garden, Plant Street Market, the West Orange Trail, and Winter Garden Village. Oakland Park is known for its tree-lined streets, green spaces, playgrounds, community amenities, and charming neighborhood atmosphere. Conveniently located near shopping, restaurants, local breweries, boutiques, parks, and entertainment, this home also offers easy access to major roadways and popular Central Florida attractions. Flexible showings available! Don’t miss your opportunity to see this beautifully cared-for home with its inviting front porch and desirable Winter Garden location. Schedule your private showing today!

939 Kylee Alley, Winter Garden

3413 Turningwind Lane, Winter Garden
$829,500
4 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv. ⋅ 34787 Zip Code
$20K PRICE ADJUSTMENT | CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living feeling like a getaway. This professionally designed 4-bedroom, 3-bath home offers 2,917 square feet of beautifully updated living space and soaring 11'+ high ceilings, a spacious three-car garage with storage, and a private resort style backyard made for entertaining. Inside, the open, split floor plan creates ample spaces to gather while giving everyone a retreat of their own. Bamboo and hardwood flooring, plantation shutters, and crown molding are just a few of the features bringing warmth and character throughout. The Tuscany-inspired chef’s kitchen is truly the heart of the home, featuring an oversized island with seating, breakfast nook, updated glass-front and solid wood cabinetry, a newer Forno six-burner gas stove with a pot filler, and a newer GE Profile refrigerator, not to mention the abundance of space making cooking that much more enjoyable. The coffee and wine bar with refrigeration makes hosting easy and uncluttered, while the large formal dining room sets the stage for memorable meals. A dedicated office offers space to work or create, and the spacious primary bedroom and bath provide a peaceful place to unwind and features his/her closets, a jacuzzi tub and large walk in shower. The large laundry room is equally well considered, with cabinetry, a folding station, sink and a newer washer and dryer. Outside to your own personal oasis, a waterfall featured pool with a new pool heater anchors a resort-style backyard framed by lush landscaping for exceptional privacy. Relax on the large covered patio with privacy screens, enjoy the turf courtyard, and make use of the exhaust hood for your BBQ setup. The entire outdoor area sits beneath a screened enclosure with custom smart lighting integrated into its frame, creating a beautiful setting long after sunset. Thoughtful smart technology continues throughout the property with JellyFish lighting along the front perimeter, Ecobee thermostats, a Reolink security system, Rachio irrigation controls, a Ring doorbell, OmniLogic pool controls, and hardwiring for a home sound system. The roof was replaced in 2021, and the AC was replaced in 2022. Situated near the Windermere and Horizon West borders, this Winter Garden home offers convenient access to West Orange Country Club, Stoneybrook West Golf Club, highly rated schools, SR 429 and SR 535 for easy access, the Butler Chain of Lakes, Lake Apopka, and the entire fleet of the Walt Disney World resorts and theme parks. This is truly a remarkable home with impeccable taste and well maintained. Please don't hesitate to call me for private showings before its gone.

3413 Turningwind Lane, Winter Garden

2224 Gopher Tortoise Terrace, Oakland
$367,500
2 Beds ⋅ 3 Baths ⋅ Longleaf At Oakland SubDv. ⋅ 34787 Zip Code
Set in Longleaf at Oakland, directly across from Oakland Nature Preserve and the 22-mile West Orange Trail, this END-UNIT TOWNHOME offers a rare combination of natural surroundings and everyday convenience. A covered front porch overlooking a large grassy area welcomes you home and provides a peaceful place to relax and enjoy beautiful Florida sunsets. ADDITIONAL WINDOWS fill the end-unit home with natural light and create a bright, open feel. UPGRADED luxury vinyl flooring flows throughout the first floor. The OPEN FLOOR PLAN brings the living spaces together, with spacious living and dining areas that flow naturally into the kitchen. UPGRADED 42-inch white cabinetry with crown molding, stone countertops, a tile backsplash, a generous island with additional seating and a LARGE WALK-IN PANTRY create an inviting and functional setting for everything from casual mornings to entertaining friends and family. Just beyond the main living area, a PRIVATE COURTYARD connects the home to the detached TWO-CAR GARAGE by a covered walkway. With the garage positioned separately from the home, the courtyard becomes a private extension of the living space for grilling, entertaining or unwinding outdoors. Offering 1,652 sf, the townhome features TWO BEDROOMS plus a large LOFT that can serve as a HOME OFFICE, MEDIA ROOM, PLAYROOM or additional living area, and 2.5 BATHROOMS. Both bedrooms are located on the second floor and have PRIVATE ENSUITE BATHROOMS, giving the second bedroom the comfort and privacy of a SECOND PRIMARY SUITE. The primary suite includes an expansive WALK-IN CLOSET, while the bathroom is finished with UPGRADED shower tile and an UPGRADED glass shower door. SMART HOME features, including a Ring doorbell, security camera and MyQ garage-door opener add everyday ease. ENERGY-EFFICIENT double-pane windows and a programmable Nest thermostat help keep energy use and monthly electric costs down. Tall oak trees enhance the community’s natural setting, along with a COMMUNITY POOL, PLAYGROUND and WALKING TRAILS. Just outside the community, you can spend mornings walking beneath the trees, head out for a bike ride or follow the WEST ORANGE TRAIL into HISTORIC DOWNTOWN WINTER GARDEN for dining, shopping and the award-winning Saturday Farmers Market. Here, you can feel connected to nature without leaving convenience behind. Florida’s Turnpike entrance is approximately one mile away, while everyday shopping, including the new Costco in Clermont, is less than 10 minutes from home. It is an ideal setting for enjoying a quieter community atmosphere while remaining connected to work, recreation and everything the surrounding area has to offer.

2224 Gopher Tortoise Terrace, Oakland

14169 Avenue Of The Groves, Winter Garden
$369,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Resort-style ease meets everyday comfort in this move-in ready Independence townhome that lives like a single-family home. Two bedroom, two and a half bath, with both bedrooms featuring private en suites.  Enjoy a welcoming front porch for morning coffee and an expansive private courtyard that truly feels like your own backyard, with direct access to a 2-car garage—giving you outdoor living space, privacy and functionality you don’t always find in townhome living. **And when the sun goes down, enjoy the magic of Magic Kingdom fireworks right from home.** Fresh exterior paint and newer roof, inside brand new carpet, newer Trane HVAC, upgraded LG Smart stainless steel appliances app controlled plus W/D (with added features like bio defense light) set a clean, modern tone. An open-concept layout features a kitchen with an island breakfast bar that flows seamlessly into the dining and living areas, keeping everyone connected. Soaring ceilings and abundant natural light from numerous windows create a bright, airy feel throughout. Smart-home conveniences include a Ring security system with remote monitoring and My Q remote-access garage controls, giving you added convenience whether you’re home or away. The HOA covers lawn care, so your weekends are truly yours. Step outside and you’ve got a Gazebo on corner to enjoy lakefront picnics, two clubhouses in close distance where lots of community parties happen with resort pools, fitness center, game room, holiday events, giant open lawns for sports and activities, walking and biking trails, multiple playgrounds and parks, basektball and tennis courts, dog parks, a community boat ramp onto Lake Hancock, access to a PokemonGo Pokestop, and that signature Indenpendence reflecting pond. (Lake Views from Master BD and front porch). All the polish of a model home, with the space and feel of a single family, plus the low maintenance lifestyle you want. Just minutes from shopping, groceries, and dining, with Walt Disney World approximately 20 minutes away. Everyday convenience and weekend magic, right at your doorstep. Organized community events, including festivals, pool events, food-truck nights and Independence's annual fireworks event.

14169 Avenue Of The Groves, Winter Garden

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