Winter Garden Homes with Two Story Property Description

Winter Garden Homes with Two Story Property Description

Welcome to Winter Garden, Florida, a vibrant city nestled in the heart of Orange County, where charming small-town vibes meet modern conveniences. Known for its picturesque downtown area filled with quaint shops, delightful eateries, and lush parks, Winter Garden is a haven for families and individuals alike. With a rich history dating back to the early 1900s, this city boasts a warm community spirit and a variety of recreational activities, including the popular West Orange Trail, perfect for biking, walking, or jogging.

When it comes to real estate, Winter Garden offers an impressive selection of homes, particularly those with stunning two-story designs. These spacious properties are perfect for families seeking room to grow, featuring open floor plans that maximize both comfort and functionality. Imagine entertaining friends in your expansive living area or enjoying family gatherings in a beautifully designed kitchen that flows seamlessly into the dining space.

Two-story homes in Winter Garden often come with generous backyards, ideal for outdoor barbecues, play areas for children, or simply unwinding after a long day. Many of these residences are situated within friendly neighborhoods that promote a sense of community, with amenities such as community pools, parks, and recreational facilities just a stone's throw away.

Whether you’re looking for a cozy family retreat or a stylish modern abode, Winter Garden's two-story homes provide the perfect backdrop for creating lasting memories. Come explore this enchanting city and discover the ideal place to call home!

Newest Winter Garden Homes with Two Story Property Description

3 Beds ⋅ 3 Baths ⋅ Chapin Station SubDv. ⋅ 34787 Zip Code

Virtually Staged. Every update you'd hope to find is already done here — and then some. Fresh interior paint throughout, brand new flooring in every room (Aug 2026), and designer lighting and hardware that give the whole place a current, put-together feel. No projects waiting for you here — just move in. The big-ticket items are already handled too. A newer roof (2021) and owned solar panels (yours outright, no lease) mean lower bills and real peace of mind from day one. That's the kind of upgrade you feel every month. Inside, 2,630 square feet gives everyone room to spread out, with three bedrooms plus a dedicated home office, an upstairs bonus room, and three full baths. Upstairs you'll find a den/flex space that's yours to shape — bedroom, home office, playroom, media room, whatever fits your life — with easy access to attic storage to keep everything else tucked away. The layout is open where it matters, so hosting is easy and everyday life feels effortless. The location is the ultimate standout. Being in the heart of Winter Garden’s golf cart district means you’re just a quick cruise away from the vibrant energy of historic downtown. Spend your Saturdays at the award-winning farmers market, grab a bite on Plant Street, or hop onto the West Orange Trail for some fresh air. With quick access to the 429 and Winter Garden Village, you’re perfectly positioned to enjoy the best of the area. New roof, owned solar, fresh everything, and a golf cart ride from downtown — homes like this don't sit long. Come see it before it's gone.

1331 Lindzlu Street, Winter Garden

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

4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 5 SubDv. ⋅ 34787 Zip Code

Welcome home to this bright and spacious corner-lot home in the heart of Winter Garden’s highly desirable Horizon West area! From the moment you step inside, you’ll appreciate the abundant natural light and thoughtfully designed floor plan. The first floor features a versatile front room that can easily serve as a home office, playroom, or guest space. Continue into the open-concept kitchen and living area, where the kitchen offers a large walk-in pantry and flows seamlessly into the bright living room. Sliding glass doors lead to a covered, screened-in patio—perfect for enjoying Florida’s beautiful weather and extending your living space outdoors. Upstairs, an open loft provides additional flexible living space, while the convenient laundry room and all four bedrooms are thoughtfully located on the second floor. The spacious primary suite offers a standout feature: an expansive walk-in, walk-through closet that connects directly to the laundry room for added convenience. Enjoy the benefits of a wonderful community with resort-style amenities including a gorgeous pool, playground, tennis courts, and volleyball court. The playground is just a short distance from the home, making it easy to enjoy the community amenities. Location is hard to beat, with Horizon West High School approximately 2 miles away, Hamlin Town Center just 10 minutes away, and Magic Kingdom approximately 10 minutes from your front door. With its corner-lot setting, flexible living spaces, abundant natural light, and exceptional location, this home offers the perfect blend of comfort, convenience, and Florida living.

11168 Great Rock Street, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to one of Storey Grove's most exceptional homes! Perfectly positioned on a premium waterfront homesite with no rear neighbors, this stunning 2023 residence offers breathtaking water views, exceptional privacy, and over $45,000 in premium upgrades. From the moment you step inside, you'll be captivated by the dramatic two-story foyer with soaring ceilings, creating a grand first impression and filling the home with abundant natural light. This is the only home in the community featuring this exclusive floor plan, offering a unique opportunity for buyers seeking a truly distinctive residence. Designed for both everyday living and entertaining, this spacious home features 4 bedrooms with walk-in closets, 3 full bathrooms, a large loft, 3072 square feet of thoughtfully designed living space. The open-concept layout seamlessly connects the spacious kitchen, dining area, and family room, allowing everyone to enjoy the beautiful lake views from the home's main living areas. The chef's kitchen showcases stainless steel appliances, an oversized center island, abundant cabinetry, and generous counter space, making it the heart of the home. Premium finishes throughout include wood-look tile flooring on the main level, luxury vinyl flooring upstairs, designer lighting, upgraded fixtures, and a completely carpet-free interior. Step outside into your own private Florida oasis. The covered and screened lanai, extended brick paver patio, pergola, fully fenced backyard, and panoramic water views create the perfect setting for relaxing, entertaining, or enjoying spectacular sunsets—all with the added privacy of having no rear neighbors. Located in the highly desirable Storey Grove at Horizon West, residents enjoy resort-style amenities including a clubhouse, fitness center, resort-style swimming pool, tennis courts, basketball courts, playgrounds, dog parks, and scenic walking trails. Families will appreciate being zoned for highly rated public elementary, middle, and high schools, making this home an outstanding choice for those seeking both an exceptional lifestyle and excellent educational opportunities. Conveniently located just minutes from Disney World, Flamingo Crossings, Hamlin Town Center, shopping, dining, major highways (SR-429), and the exciting growth of Horizon West, this home truly offers the perfect combination of luxury, comfort, location, and lifestyle. Rarely does a home offer this combination of premium lot and exclusive floor plan, premium waterfront lot, luxury upgrades, soaring ceilings, and unmatched privacy. Move-in ready and meticulously maintained, this is a unique opportunity to own one of Storey Grove's finest homes.

13993 Title Way, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to 14038 Jomatt Loop, where impressive curb appeal, spacious living, and exceptional outdoor entertaining come together. This home is located just steps from A rated schools, has fresh exterior paint, and a large driveway with 3 car garage. Inside, the spacious open floor plan creates an inviting flow between the main living areas, offering plenty of room for everyday life and entertaining. A dedicated theater room provides the perfect setting for movie nights, sporting events, and unforgettable gatherings. Step outside and discover your own private retreat. The beautiful pool, surrounded by a freshly screened lanai, creates an ideal space for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A durable metal fence adds both privacy and peace of mind while complementing the beautifully landscaped property. For added convenience, the home is equipped with a state-of-the-art security system. From its attractive exterior and expansive lot to its upgraded outdoor living spaces and versatile interior, this exceptional home offers the perfect blend of comfort, style, privacy, and entertainment. Schedule your private showing today!

14038 Jomatt Loop, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-1 SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully RENOVATED home, The SEA CLIFF model -One of the largest floorplans in the Waterleigh community.where modern elegance meets comfortable living. The home has been extensively updated with a sophisticated neutral palette, designer lighting, luxury vinyl plank flooring, custom-style cabinetry, quartz countertops, and upgraded fixtures throughout. . This beautiful 2 story home features 4 bedrooms & 3.5 full baths,as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. The show-stopping kitchen is the heart of the home, featuring a large waterfall-edge island, abundant cabinetry, statement backsplash, upgraded appliances, and beautiful accent lighting. The open-concept design seamlessly connects the kitchen, dining, and living spaces, creating an ideal setting for both everyday living and entertaining. bathrooms have been stylishly renovated with contemporary vanities, quartz countertops, modern black fixtures, designer mirrors, and beautiful tile finishes. Additional highlights include custom wall paneling, upgraded trim, elegant lighting, and carefully curated finishes throughout. within walking distance of the community clubhouse and amenities This amazing home is in the highly desirable community “Waterleigh.” Located just off the 429 west of Disney, This community amenities include a huge resort style pool, fitness gym, club house, dog park, huge sports fields, playground, beach volleyball, Tennis, lake view BBQ/picnic area, with sidewalks that wind around the scenic lakes, nature, and community for a relaxing and enjoyable lifestyle with periodic fitness stops if you choose. Fast and easy access anywhere. Hospitals, restaurants and shopping are all nearby. Great schools; Water Spring Elementary, Water Spring Middle, and Horizon Highschool

10169 Shallow Water Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Orchard A1-A26 B1 B2 C D1-D4 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this beautifully updated 3-bedroom, 2.5-bath townhome with a 2-CAR GARAGE in the GATED Orchard community of Winter Garden! Recent improvements include FRESH INTERIOR PAINT, UPDATED KITCHEN & BATHS, LUXURY VINYL PLANK FLOORING throughout the main level, BRAND NEW CARPET upstairs, stylish NEW LIGHT FIXTURES, a NEW GARAGE DOOR OPENER, and UPDATED ROOF (2024), creating a home that feels fresh, modern, and truly MOVE IN READY. Inside, the light-filled OPEN CONCEPT floor plan is designed for both everyday living and entertaining. The modern flooring creates a cohesive feel throughout the main living areas, while the kitchen - delivering ample storage and counter space, STAINLESS STEEL APPLIANCES and a breakfast bar - overlooks the spacious living and dining areas, keeping everyone connected. A convenient half bath completes the first floor. Upstairs, the PRIMARY SUITE is ideally situated at the back of the home and offers a generous WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three are positioned at the front of the home, with the third bedroom also featuring its own walk-in closet. The guest bath and second-floor laundry closet are centrally located for added convenience. Step outside to enjoy a rear patio overlooking a sizable green space with NO REAR NEIGHBORS, creating a peaceful setting for relaxing outdoors. Charming curb appeal, a COVERED FRONT PORCH with an arched entry, and well-kept landscaping enhance this home's appeal. The Orchard offers the LOW MAINTENANCE lifestyle you have been looking for, with the HOA covering exterior maintenance while residents enjoy a GATED ENTRANCE, COMMUNITY POOL, playground, and tree-lined streets. Located just minutes from Winter Garden Village, you will love having exceptional shopping, dining, entertainment, TOP-RATED SCHOOLS, and easy access to SR 535, SR 50, the Florida Turnpike, and SR 429, putting everything Central Florida has to offer within easy reach. This is the perfect opportunity to enjoy stylish, low-maintenance living in one of Winter Garden's most desirable communities. Call today to schedule a tour and let Golden Russet Drive welcome you HOME!

13765 Golden Russet Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this bright and inviting 3-bedroom, 2.5-bath home in the Highland Ridge community of Winter Garden. It feels open and comfortable the moment you walk in. The beautiful porcelain title throughout the first floor already gives the perspective of the open floor plan. Right off the entry is a flexible room currently used as a home office — a great spot for work or study that connect to the kitchen. The living room has high ceilings that make the space feel bigger and brighter, and it's by the dining area and kitchen. The gourmet kitchen is a real highlight, with white cabinets, a large island for cooking, cooktop and other stainless steel appliances, and those nice geometric pendant lights. Sliding glass doors open out to the backyard, so the whole main floor feels connected to the outdoors. With extended pavers and a privacy fence in the back, turning the outdoor space into a finished patio area that’s ready for grilling and relaxing and plus a covered area that goes to the 2 car detached garage. Upstairs you’ll find a spacious primary suite bedroom, plus two more comfortable bedrooms, laundry room and loft . Everything feels clean, light, and move-in ready. Highland Ridge has some really nice amenities right in the neighborhood: a pool with a cabana, playground, basketball court, and pickleball. It’s the kind of place where kids can walk over to play and adults can unwind without getting in the car. The location is convenient too. You’re just minutes from Disney World and Flamingo Crossings for shopping and restaurants, with easy access to the 429. Nearby schools include Water Spring Elementary and Middle, and Horizon High. Downtown Winter Garden, with its farmers market and Plant Street shops, is a short drive away. This home offers a good mix of modern comfort, useful living spaces, and a friendly community feel. If you’re looking for something that already feels like home, this one is worth seeing.

14099 Frasier Street, Winter Garden

6 Beds ⋅ 8 Baths ⋅ Shorefront Cove At Horizon West SubDv. ⋅ 34787 Zip Code

SPECTACULAR LAKE FRONT BRAND NEW CUSTOM HOME BUILDING COMPLETED IN JULY 2026. EXPERIANCE THE BREATH TAKING LAKE VIEW FROM THE ENTIRE LIVING AREA. CUSTOM DESIGNED FOR BOTH LUXURY AND COMFORT, HIGH END FINISHES THRU OUT. OVERSIZED CHEF'S KITCHEN WITH EXTRA LARGE 12X6 QUARTZ ISLAND COUNTERTOP. EXTRA LARGE REFRIGERATOR with Built in ice maker. Matching cabinetry, 6 Burner GAS STOVE with natural gas. 6 Bedrooms + Huge entertainment room. 7th Bedroom can be theater room/office. 2 MASTER BEDROOMS. One down and one upstairs. Master bedroom and guest bedroom downstairs. Master Bedroom first floor has HIS & HERS CLOSETS. Family Room and Kitchen have great LAKEVIEWS! This house has 4 SIDE ENTRY GARAGE WITH ADDITIONAL TILED PARKING SPACE FOR MANY CARS. 54X12 Extra-large porch great for entertaining. SEA WALL, FENCED BACK YARD. Seller will give Builder’s Warranty. Boat dock and gazebo in progress to get permit and will give credit to buyer at time of closing. Conveniently located near schools, shopping, dining, Disney World, EPCOT, and major highways. Nice quiet neighborhood with Community pool, cabana, 2 dog parks and Playground.

14168 Larkspur Lake Drive, Winter Garden

4 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

650 Medora Way, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award- winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed open- concept layout ideal for both everyday living and elevated entertaining. Premium upgrades are showcased throughout, including engineered hardwood flooring, striking Calacatta countertops, and a chef-inspired kitchen that pairs refined style with effortless functionality. Perfectly positioned in the heart of Winter Garden’s coveted Golf Cart District, residents enjoy a short walk to vibrant Plant Street — home to the Farmers Market, Crooked Can Brewery, boutique shopping, and some of the area’s most celebrated dining. Surrounded by charming parks, community events, and cultural destinations, Lakeview Village Estates offers a lifestyle where convenience, connection, and quality of life come together beautifully. All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice.

611 Sigler Drive, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Lakeview Village Estates SubDv. ⋅ 34787 Zip Code

Under Construction. Under Construction. Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award- winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every kitchen, each detail was chosen to enhance comfort, durability, and aesthetic excellence. The Gardenia floor plan, offering 3 bedrooms, 2.5 bathrooms, and a thoughtfully designed open-concept layout. This residence showcases upgrades, including engineered hardwood flooring throughout, Calacatta countertops, and a chef’s kitchen designed for both functionality and style. Location is everything — and Lakeview Village Estates delivers. Perfectly situated in the heart of the Golf Cart District, you’re just steps from Plant Street, the Farmers Market, Crooked Can Brewery, and more. From vibrant farmers’ markets and celebrated dining to community parks and cultural centers — this is where quality of life effortlessly thrives. *All renderings, floor plans, and marketing materials are conceptual and for illustrative purposes only. Actual home design, materials, finishes, dimensions, and specifications may vary and are subject to change without notice. Land, Site, and Tax Infor

636 Sigler Drive, Winter Garden

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