Winter Garden Homes with Cottage Architectural style

Welcome to Winter Garden, Florida, a charming city nestled in the heart of Orange County that beautifully blends historic charm with modern amenities. Known for its picturesque downtown area, Winter Garden boasts a delightful mix of boutique shops, delectable dining options, and vibrant community events that make it a perfect place to call home. With its lush parks and scenic West Orange Trail, residents enjoy an active outdoor lifestyle surrounded by the stunning natural beauty of Central Florida.

One of the most enchanting features of Winter Garden is its collection of homes showcasing the beloved Cottage Architectural style. These quaint residences exude warmth and character, often featuring charming front porches, gabled roofs, and intricate woodwork that harkens back to simpler times. The Cottage style is perfect for those who appreciate the cozy, inviting atmosphere that makes a house feel like a home. Inside, you’ll find open floor plans bathed in natural light, with cozy nooks perfect for curling up with a good book or entertaining friends and family.

Living in a Cottage-style home in Winter Garden means you’re not just investing in a property, but also in a lifestyle. You’ll find yourself part of a close-knit community where neighbors become friends and every day feels like a getaway. Whether you’re strolling through the historic district, enjoying the local farmers market, or exploring the nearby lakes, Winter Garden offers a unique blend of tranquility and vibrancy that is hard to resist. Discover the charm of Cottage living in Winter Garden and make this enchanting city your new home!

Newest Winter Garden Homes with Cottage Architectural style

$585,000

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 operated as a short-term rental and offered turn-key with furnishings and accessories included, with existing reservations extending through March 2027. 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

$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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