Gillespie Park Sub Homes with Private Pool type

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of Downtown Sarasota, Florida. This charming neighborhood offers an unparalleled blend of urban convenience and suburban tranquility, making it the perfect place to call home. With its tree-lined streets and friendly atmosphere, Gillespie Park is not just a place to live; it’s a community where neighbors become friends.

One of the standout features of homes in Gillespie Park is the inclusion of private pools. Imagine stepping into your own backyard oasis, where you can unwind after a long day or entertain friends and family on warm Florida evenings. These homes are designed with outdoor living in mind, providing the ideal space for relaxation and recreation. Whether you prefer a refreshing dip or lounging poolside with a good book, your private pool will become your personal sanctuary.

Living in Gillespie Park means you’re just moments away from the vibrant culture of Downtown Sarasota. Enjoy world-class dining, boutique shopping, and an array of artistic venues that showcase the city’s rich heritage. The nearby Gillespie Park itself offers lush greenery, walking trails, and playgrounds, perfect for families and outdoor enthusiasts alike.

With its unique blend of modern amenities and a warm, welcoming community spirit, Gillespie Park Subdivision is the perfect place for those seeking a serene lifestyle without sacrificing the excitement of city living. Discover your dream home with a private pool in this idyllic neighborhood, where every day feels like a vacation!

Newest Gillespie Park Sub Homes with Private Pool type

$1,595,000

5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code ⋅ A4702560 MLS ⋅ Active Status

LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Downtown

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