Winter Garden Homes with Other Exterior Features

Winter Garden Homes with Other Exterior Features

Welcome to Winter Garden, Florida – a charming city that beautifully blends small-town warmth with modern convenience. Nestled just a stone's throw from the bustling attractions of Orlando, Winter Garden offers a serene escape without sacrificing access to vibrant city life. Known for its picturesque downtown area, this delightful community is filled with historic buildings, lovely parks, and a variety of shops and restaurants that invite you to explore and enjoy.

Winter Garden is particularly renowned for its stunning homes, many of which boast unique exterior features that set them apart. From classic Florida-style architecture to contemporary designs, the homes in this area are a true reflection of the diverse community. Picture yourself in a beautifully landscaped property with a spacious outdoor patio, perfect for entertaining friends or enjoying a quiet evening under the stars. Many homes also feature inviting front porches, charming balconies, and even custom outdoor kitchens, making them ideal for the Florida lifestyle.

The surrounding natural beauty enhances the allure of Winter Garden. With an abundance of parks, trails, and lakes, residents can indulge in outdoor activities year-round. Whether you're biking along the West Orange Trail or taking a leisurely stroll through one of the city’s many green spaces, the opportunities to connect with nature are endless.

If you’re searching for a place that offers a perfect blend of community spirit, beautiful homes with captivating exterior features, and a vibrant lifestyle, look no further than Winter Garden. This city is not just a place to live; it’s a place to thrive. Come and discover your dream home in this enchanting Florida gem!

Newest Winter Garden Homes with Other Exterior Features

$2,249,000
5 Beds ⋅ 6 Baths ⋅ Lakeshore Preserve Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome to a rare 2020-built lakefront opportunity - the 'Estates Collection' Maranello model by Toll Brothers - in one of Winter Garden's premier communities, Lakeshore Preserve. This stunning two-story Mediterranean estate spans 5 bedrooms, 4 full and 2 half bathrooms, and 4,253 square feet of intentionally designed living space, commanding one of the most coveted settings in the neighborhood - a premium 0.335-acre waterfront homesite with sweeping, unobstructed lake views and no rear neighbors, where a custom travertine-paved patio and freeform pebble-finish pool with a natural stone waterfall spill toward the water's edge for the ultimate Florida indoor-outdoor lifestyle. The privileged positioning continues out front, where you'll enjoy no front neighbors and a serene wooded and golf-course view - Hole 14, nick-named "The Long Man", of Orange County National's Panther Lake course - a rare double-exposure setting that bookends the home with natural beauty and supreme privacy. From the moment you arrive, the home's timeless curb appeal makes a statement: authentic tile roof, warm stucco-and-stone elevation, mature landscaping framed by manicured hedges and boulder accents, and a grand paver motor court leading to the dual garages and double iron-and-glass entry doors. Step inside to a soaring foyer anchored by a sweeping wrought-iron staircase, rich hardwood flooring, elegant crown molding, and designer light fixtures that carry throughout the home. The heart of the home is a gourmet kitchen appointed with an oversized granite island with ample seating, custom raised-panel cabinetry, a full stainless appliance suite with a built-in oven, a tasteful tile backsplash, walk-in pantry, and three statement pendant lights - all opening seamlessly to the family and dining spaces for effortless entertaining. Retreat to the luxurious primary en-suite, a spacious sanctuary featuring a custom walk-in closet system, automated blinds, tranquil lake views, and a spa-inspired bath with dual vanities, quartz counters, an oversized walk-in shower, and refined tile detailing. Generously sized secondary bedrooms, thoughtfully designed living and gathering areas, a second-story loft, and abundant natural light throughout complete the interior. Off of the loft, enjoy stunning lake views, sunrises, sunsets, and Walt Disney World's Magic Kingdom fireworks from the screened balcony. This home has been meticulously enhanced with an impressive list of premium upgrades, including a Tesla level-2 charger, a fully screened lanai with a motorized screen system, an outdoor summer kitchen with stone backsplash and exhaust hood, a whole-house water softener, a utility sink in the garage, UV lights in all 3 HVAC systems, an upgraded outdoor lighting package, stone landscape curbing, decorative boulders, a backyard fence, and premium ceiling fans throughout the interior, lanai, and balcony. Every detail has been curated for comfort, efficiency, and elevated Florida living. Community amenities include a resort-style pool, fitness center, clubhouse, park, and community dock offering unparalleled views of Magic Kingdom fireworks. Ideally situated with easy access to top-rated Horizon West schools, world-class shopping and dining, major roadways, theme parks, and everything Central Florida has to offer, this is the kind of one-of-a-kind lakefront estate that simply doesn't come along often. Contact us to schedule your private tour today!

15475 Shorebird Lane, Winter Garden
$424,990
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code
Beautiful corner-unit townhome featuring 3 bedrooms and 2.5 bathrooms in the highly desirable Winter Garden area! Ideally positioned on a premium corner lot, this home offers enhanced privacy, abundant natural light, and an open, airy feel throughout. The modern open-concept floor plan is perfect for everyday living and entertaining, while all three bedrooms are thoughtfully located upstairs for added comfort and privacy. Conveniently located just minutes from shopping, dining, top-rated schools, and major highways, this property is an excellent opportunity for both homeowners and investors. Don’t miss your chance to own a beautiful corner-unit home in one of Central Florida’s fastest-growing communities!

15014 Windflower Alley, Winter Garden
$1,050,000
5 Beds ⋅ 5 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to this truly exceptional estate home in the exclusive gated community of Oxford Chase, a residence that blends thoughtful design, upscale finishes, and resort-style living. Nestled on a serene lot, this 5-bedroom and 4.5-bathroom home offers a rare combination of space, privacy, and family-forward features. As you arrive, the three-car garage and manicured frontage set a high end tone. Inside, soaring high ceilings and an expansive open-concept layout create effortless flow with New Hardwood Flooring throughout. A dedicated office supports work-from-home needs, and an attached mother-in-law suite with its own private exterior entrance provides true multigenerational flexibility or guest privacy. Entertainment shines with a theater room, game room, and stylish bar area, ideal for gatherings large or small. Walk-in closets, abundant natural light, and premium finishes underscore quality throughout. This home comes with a New Dog/Pet Room and a Pet Shower. Step outside to your own gorgeous fully fenced backyard oasis featuring a fully equipped summer kitchen, perfect for grilling and gatherings. Situated across the street from SunRidge Elementary and SunRidge Middle Schools, the location is unmatched for families. Oxford Chase is a secure, gated enclave, and a new public park, Tucker Ranch Wellness Park, is under development on the neighborhood corner, bringing additional green space and recreation just steps away. The famous Winter Garden Farmers Market is just a few minutes away driving, making it even more special. Convenient to premier shopping, dining, and major roadways. This home delivers luxury and location in equal measure.

14825 Ellingsworth Lane, Winter Garden
$1,750,000
4 Beds ⋅ 4 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre homesite, this beautifully designed residence offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and nearly 3,400 square feet of thoughtfully crafted living space with breathtaking water views. The open-concept floor plan is perfect for both everyday living and entertaining, featuring formal living and dining rooms, a spacious family room, and a gourmet kitchen complete with quartz countertops, 42-inch cabinetry, stainless steel gas appliances, a pot filler, farmhouse sink, and a convenient butler's pantry. The split-bedroom layout provides privacy, while the bonus room offers endless possibilities as a media room, game room, home office, or home gym. Step outside to your private Florida oasis featuring a screened-in pool and private boat dock with direct access to Lake Hancock. Spend your days boating, skiing, or simply relaxing while enjoying spectacular sunsets and nightly Disney fireworks from your own backyard. Additional highlights include a 3-car garage, high ceilings, elegant architectural details, and access to outstanding community amenities including a resort-style pool, splash pad, clubhouse, fitness center, and scenic walking and biking trails. Ideally located just minutes from Hamlin Town Center, shopping, dining, top-rated schools, SR 429, and Walt Disney World, this remarkable waterfront home offers the perfect combination of luxury, privacy, and convenience.

7573 Green Mountain Way, Winter Garden
$833,771
5 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Corner Lot | Game Room | Dedicated Study. New Construction - December Completion! Welcome to the Cumberland at 15993 Honey Harvest Street in Harvest at Ovation! Discover a thoughtfully designed home where style and functionality come together. The welcoming foyer leads into an open-concept living space featuring a spacious great room, dining area, and gourmet kitchen, creating the perfect setting for everyday living and entertaining. Pocket sliding glass doors in the great room open to an expansive covered lanai, blending indoor and outdoor living. Privately situated just off the dining area and kitchen, the primary suite offers a spacious bathroom with dual sink vanities, an oversized shower, and a walk-in closet. At the front of the home, you'll find a secondary bedroom, a full bathroom, and a convenient half bathroom. Upstairs, three additional bedrooms, two full bathrooms, and a versatile game room provide plenty of space for relaxation and recreation. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: study, tray ceiling package, a shower in bathroom 3, pocket sliding glass door, 8' interior doors, laundry room sink, and outdoor kitchen rough-in. Virtually staged photos are for representative purposes only. MLS#O6431045

15993 Honey Harvest Street, Winter Garden
$812,285
4 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Corner Lot | Dedicated Study | Oversized Garage | Gourmet Kitchen. New Construction – December Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Clair at 12940 Harvest Rain Avenue in Harvest at Ovation! This spacious single-story home offers a thoughtfully designed open-concept layout centered around an impressive great room that flows seamlessly into the dining area and gourmet kitchen with a large island. The private primary suite features a luxurious bathroom and generous walk-in closet. Three secondary bedrooms, a dedicated study, and multiple full bathrooms provide flexibility for work, guests, or hobbies. Direct access to the laundry area through the convenient drop zone just off the two-car garage provides added convenience. Enjoy indoor-outdoor living with the expansive lanai, perfect for relaxing or entertaining. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights include: Tray ceiling package, whole house 8' interior doors, study in place of flex, deluxe primary bathroom, outdoor kitchen rough-in, cushion close doors and drawers kitchen cabinet package, and whole house blinds. Photos are for representative purposes only. MLS#O6430978

12940 Harvest Rain Avenue, Winter Garden
$615,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
**Virtual staging in formal living and dining rooms. Video available.** Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks. The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. This home sits in the quiet Masthead Landing neighborhood with charming curb appeal. Upon entry you’ll be greeted by the spacious foyer and beautiful staircase. FRENCH DOORS lead to the PRIVATE OFFICE with abundant sunlight. There’s plenty of space for the family to relax and entertain between the formal living and dining rooms and the family room open to the kitchen. The PICTURE WINDOW provides an unobstructed POND VIEW with a distant golf course view. The eat-in kitchen has a WALK-IN PANTRY plus a closet pantry, GRANITE countertops, tile backsplash, and stainless-steel appliances. Convenience awaits in the spacious LAUNDRY ROOM with a utility sink, storage, dryer and NEW WASHING MACHINE (2025). The primary bedroom upstairs has the beautiful POND VIEW, laminate flooring, a walk-in closet with built-in shelving, a garden tub and RENOVATED SHOWER. The secondary bedrooms share the hall bathroom. Outside you’ll find a spacious SCREENED PATIO and a 2-car garage with storage racks. Interior features include a half bath downstairs, BUILT-IN SPEAKERS and MOTORIZED SHADES in the living room, touch-sensitive kitchen faucet, ceiling fans, fantastic storage, new closet doors in one bedroom, impact windows in the primary bedroom and new toilets throughout. Exterior features include LIGHTNING RODS and GUTTERS. NEW WINDOWS were installed in 2019/2022, the roof was replaced in 2017, and the water heater was replaced in 2018. This home is ready and waiting for you!

14827 Masthead Landing Circle, Winter Garden
$608,000
3 Beds ⋅ 3 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to this well-maintained home in the highly desirable Orchard Hills community of Horizon West. Enjoy NO CDD fee, a LOW HOA that includes lawn care, and an A-rated school zone. Built in 2017, this thoughtfully designed house offers approximately 2500 sqft with 3 bedrooms + 1 downstairs den/office(convertible to a 4th bedroom) + 1 upstairs loft/retreat + 3 full bathrooms. The modern bright, open floor plan is perfect for both everyday living and entertaining. Upgrades include gorgeous wood-look tile flooring throughout the main living areas and the primary bedroom, plus an upgraded kitchen featuring 42" cabinets and beautiful quartz countertops. For ultimate flexibility, the main level downstairs hosts a full bathroom adjacent to a private office/den which easily serves as a 4th bedroom or guest suite. Upstairs, the expansive primary bedroom boasts a walk-in closet, dual sinks, separate tub and shower, and a private wraparound balcony. Additional highlights include a multi-functional Loft upstairs, a 2.5-car garage and an extra-long driveway that provides plenty of parking. Only 4 mins to Keene's Crossing Elementary and middle school, around 12 mins to Windermere High School and Windermere Preparatory School. Orchard Hills is an amazing community features clubhouse, resort-style pool, state-of-the-art fitness, recreation room, playground, dog park, walking/biking trails, playgrounds, sports field, and a picnic area with grills. Only a few mins to shopping centers, including Hamlin Shopping Center, Stoneybrook West Village, Winter Garden Village, Winter Garden Hospital. 10 mins to Orange County National Golf Center and Lodge. Short drive to Disney World, downtown Winter Garden, Windermere and Orlando. Schedule a showing Today!

14699 Magnolia Ridge Loop, Winter Garden
$440,000
4 Beds ⋅ 2 Baths ⋅ Orange Cove SubDv. ⋅ 34787 Zip Code
Virtually Staged. 721 Sunburst Cove Ln is a one-story Winter Garden home with a well-equipped kitchen featuring stainless steel appliances, perfect for daily meal preparation and cleanup. The living area flows seamlessly to a covered patio, extending the living space outdoors for relaxation or entertaining. The primary bedroom includes a walk-in closet for convenient clothing and storage organization, while the primary bathroom has double sinks for added counter space and smoother daily routines. A two-car garage adds parking and storage utility, making this home a practical choice for those seeking comfort and convenience.. Included 100-Day Home Warranty with buyer activation

721 Sunburst Cove Lane, Winter Garden
$433,000
4 Beds ⋅ 2 Baths ⋅ Edgewater Beach SubDv. ⋅ 34787 Zip Code
Virtually Staged. Step into 17802 Jefferson St, a residence presenting a refreshed exterior appeal from fresh exterior paint and modernized interior amenities. The kitchen is fully equipped with all stainless steel appliances, establishing a contemporary culinary space, while a central fireplace provides warmth and a welcoming ambiance in the living area. Updated style and comfort are ready for you.. Included 100-Day Home Warranty with buyer activation

17802 Jefferson Street, Winter Garden
$545,000
5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 5-bedroom, 3-bathroom home in the highly sought-after Independence community, one of Orlando's premier master-planned neighborhoods. Move-in ready and thoughtfully updated, this home features newly installed flooring, fresh interior paint, abundant natural light, and an open-concept floor plan designed for comfortable everyday living and effortless entertaining. A spacious front porch offers the perfect place to relax while enjoying peaceful neighborhood views. Inside, the well-appointed kitchen overlooks the expansive living area, creating a seamless flow for gatherings with family and friends. The second-floor primary suite provides a private retreat with a generously sized bedroom and an oversized en-suite bathroom. Step outside to the covered rear lanai, ideal for morning coffee, outdoor dining, or simply unwinding at the end of the day. Residents of Independence enjoy an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, playgrounds, soccer fields, scenic walking trails with exercise stations, and dog parks. Located within a highly rated A-school district and just minutes from shopping, dining, healthcare, and everyday conveniences, this home also offers easy access to Walt Disney World and Orlando's world-famous attractions.

15621 Signature Drive, Winter Garden
$844,900
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Welcome to this exceptional corner-lot home with a premium lot in the highly sought-after Watermark community of Horizon West, Winter Garden! This beautifully maintained residence offers 4 bedrooms, 3.5 bathrooms, plus a spacious bonus room that can easily serve as a 5th bedroom, home office, media room, or playroom. Designed for both comfort and entertaining, the open-concept floor plan is filled with abundant natural light and features a stunning gourmet kitchen with an oversized island, perfect for gathering with family and friends. The spacious living and dining areas flow seamlessly to the covered lanai, creating the ideal indoor-outdoor Florida lifestyle. The luxurious primary suite offers a private screened balcony, providing the perfect place to enjoy your morning coffee or unwind after a long day. Step outside to a generously sized, fully fenced backyard offering exceptional privacy and endless possibilities to design your dream outdoor oasis, whether you envision a custom pool, summer kitchen, or beautiful garden. Additional upgrades include a whole-home water softener system, epoxy flooring in the oversized two-car garage, and numerous thoughtful features throughout the home. Located within walking distance to top-rated schools and just minutes from shopping, dining, entertainment, major highways, Disney theme parks and everything Horizon West and Winter Garden have to offer, Watermark also features outstanding resort-style amenities for residents to enjoy year-round. This is more than just a home—it’s a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer.

9953 Summerlake Groves Street, Winter Garden
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