Winter Park Homes with Cottage Architectural style

**Discover the Charm of Winter Park, Florida**

Nestled in the heart of Orange County, Winter Park is a picturesque city that seamlessly blends history, culture, and natural beauty. Known for its stunning lakes, lush parks, and vibrant arts scene, Winter Park offers a unique lifestyle that attracts residents and visitors alike. With its tree-lined streets and historic architecture, the city exudes a quaint charm that feels like a step back in time, while still providing all the modern amenities of contemporary living.

One of the most enchanting features of Winter Park is its collection of homes designed in the beloved Cottage Architectural style. These charming residences are characterized by their cozy layouts, inviting front porches, and intricate detailing that evoke a sense of warmth and nostalgia. Typically featuring low-pitched roofs, decorative woodwork, and delightful gardens, these cottages are perfect for those seeking a peaceful retreat within a vibrant community.

Living in a Cottage-style home in Winter Park means embracing a lifestyle filled with outdoor activities, cultural experiences, and a strong sense of community. Residents can stroll through the beautiful Central Park, explore the renowned Charles Hosmer Morse Museum of American Art, or enjoy the local farmers' market, which showcases the best of Florida's produce and crafts.

With its enchanting atmosphere and inviting homes, Winter Park is more than just a place to live; it’s a place to thrive. Whether you’re looking to settle down in a cozy cottage or simply wish to explore this charming city, Winter Park welcomes you with open arms and endless possibilities.

$799,000

4 Beds ⋅ 3 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

Rare Winter Park Opportunity | City-Approved 4,338 SF Buildable Area | R-2 Zoning | Detached Guest House Just a very short walk to Park Avenue, with restaurants, cafés, wine bars and boutiques within steps in virtually every direction, 950 S. Kentucky Avenue offers an exceptional combination of location, land, flexibility and future potential. Set on a 7,875-square-foot R-2 lot overlooking little Lake Midget and Park, the property allows for 4,338 square feet of buildable area, as approved by the City of Winter Park. The existing property is a charming mid-century residence on a brick-paved, tree-lined street. The block is distinguished by a mix of mature homes and beautiful new custom residences, including several striking modern homes that complement the neighborhood’s established character. The existing 2,155-square-foot home offers four bedrooms and three baths, including a detached one-bedroom, one-bath guest house with cabinetry already in place to complete a kitchenette. The detached guest house adds an unusual degree of versatility, whether used for guests, extended family, a private office or potential rental income. The current home can be enjoyed with some updating and improvements, allowing a new owner to take the time needed to create their ultimate vision. It features hardwood floors and distinctive historic crown molding salvaged from a Winter Park renovation. The kitchen overlooks the backyard and features a granite island and newer stainless appliances. A side entry from the tandem two-car carport leads into a practical mudroom with a tucked-away laundry closet. The spacious yard offers room for gardens, recreation, outdoor living and potentially a future pool. Recent improvements include a new roof in 2024, updated A/C in 2018, newer appliances and a transferable termite bond. Natural gas is available on-site. The location is truly special. Park Avenue and Central Park are a quick stroll away, while favorites including Croissant Gourmet, Ravenous Pig, Sushi Saint, Fiddler’s Green and Winter Park Playhouse are all within an easy walk. Rollins College, the Saturday Farmers Market, Hannibal Square and the many shops and restaurants of downtown Winter Park are also nearby. Families will also appreciate access to highly regarded Winter Park schools, including Audubon Park School (K–8) and Winter Park High School. Whether you choose to update and enjoy the existing home, use the guest house for additional flexibility or income, or ultimately create a new custom residence, 950 S. Kentucky Avenue offers a wonderful opportunity to live in the heart of Winter Park.

950 S Kentucky Avenue, Winter Park

Winter Park Homes with Cottage Architectural style

Newest Winter Park Homes with Cottage Architectural style