Winter Park Homes with Cottage Architectural style

Winter Park Homes with Cottage Architectural style

Welcome to Winter Park, Florida—a charming city that perfectly blends historic elegance with modern amenities. Nestled in Orange County, Winter Park is renowned for its picturesque tree-lined streets, vibrant cultural scene, and stunning lakes that create a serene atmosphere for residents and visitors alike. With its rich history dating back to the late 1800s, Winter Park is home to an array of delightful boutiques, gourmet restaurants, and art galleries, making it a haven for those who appreciate the finer things in life.

One of the most enchanting architectural styles that adorns this lovely city is the Cottage style, which captures the essence of cozy living. Homes designed in this charming aesthetic often feature inviting details such as steeply pitched roofs, quaint porches, and lush gardens that invite you to unwind and enjoy the beauty of your surroundings. These cottages exude warmth and character, making them ideal for families, retirees, or anyone seeking a peaceful retreat.

In Winter Park, you’ll find a variety of Cottage-style homes that showcase the city's unique charm. Whether you're looking for a quaint two-bedroom getaway or a larger family home, these properties offer a perfect blend of comfort and style. With their close proximity to parks, lakes, and community events, Cottage homes in Winter Park provide not just a residence, but a lifestyle filled with joy and connection.

Explore the enchanting streets of Winter Park and discover why so many are drawn to its delightful Cottage homes, where every day feels like a vacation in paradise!

Newest Winter Park Homes with Cottage Architectural style

$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

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