Winter Garden Homes with Cottage Architectural style

Winter Garden Homes with Cottage Architectural style

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County, just a stone's throw from the vibrant attractions of Orlando. This picturesque community is renowned for its rich history, scenic landscapes, and a warm, welcoming atmosphere that makes it an ideal place to call home. With its quaint downtown area filled with boutique shops, delightful eateries, and lush parks, Winter Garden exudes a small-town charm that captivates residents and visitors alike.

One of the standout features of Winter Garden is its collection of homes showcasing the enchanting Cottage architectural style. These homes, characterized by their cozy, whimsical designs, often feature steeply pitched roofs, inviting porches, and charming details that evoke a sense of nostalgia. The Cottage style is perfect for those who appreciate a blend of comfort and character, offering intimate spaces that encourage connection and relaxation.

Living in a Cottage-style home in Winter Garden means embracing a lifestyle that celebrates community and nature. Many of these homes are nestled within tree-lined streets, providing easy access to the scenic West Orange Trail, where outdoor enthusiasts can enjoy walking, biking, and exploring the beautiful surroundings.

As you consider making Winter Garden your home, envision yourself in a delightful Cottage, surrounded by friendly neighbors and the stunning beauty of Florida’s landscapes. Here, you’ll find not just a house, but a place where memories are made and cherished. Discover the magic of Winter Garden and let the charm of Cottage living sweep you off your feet!

Newest Winter Garden Homes with Cottage Architectural style

6270 Sunny Time Avenue, Winter Garden
$432,290
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a rear-facing 2-car garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6270 Sunny Time Avenue, Winter Garden
325 W Newell Street, Winter Garden
$575,000
2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
**Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operating as a successful short-term rental with reservations extending through March 2027, this property offers immediate income potential and exceptional flexibility. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle.

325 W Newell Street, Winter Garden
17134 Lake Ingram Road, Winter Garden
$625,000
4 Beds ⋅ 2 Baths ⋅ Mt Park Orange Grove SubDv. ⋅ 34787 Zip Code
LAKEFRONT • 1.16 ACRES • NO HOA • A-1 ZONING • HORIZON WEST / WINTER GARDEN • CUSTOM HOME OPPORTUNITY! Rare lakefront property with over 1 acre in the highly desirable Horizon West/Winter Garden area. An exceptional opportunity for a custom home buyer, luxury home builder, developer or investor looking for a large waterfront homesite with NO HOA. Bring your custom home builder and create the lakefront home you've been dreaming about. The property offers exciting potential for a new construction luxury home, including the possibility of a multi-story modern home with balconies and a rooftop terrace designed to capture lake views, Florida sunsets, stargazing and Disney fireworks views. Existing home is located on the property. Buyer and builder to independently verify zoning, setbacks, building requirements, rooftop terrace feasibility, lakefront restrictions and intended use with the appropriate governing authorities.

17134 Lake Ingram Road, Winter Garden
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