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 community offers a unique blend of urban living and serene suburban comfort, making it the perfect place for families, professionals, and retirees alike. With its tree-lined streets, friendly neighbors, and access to vibrant local culture, Gillespie Park Sub is more than just a place to live; it’s a lifestyle.

One of the standout features of this subdivision is the selection of beautiful homes, many of which come equipped with private pools. Imagine stepping out into your own backyard oasis, where you can unwind under the Florida sun or host delightful gatherings with friends and family. These homes are designed for both relaxation and entertainment, providing ample space and modern amenities that cater to your every need.

Living in Gillespie Park Sub means you’re just a stone’s throw away from the best that Downtown Sarasota has to offer. Enjoy world-class dining, boutique shopping, and cultural attractions, all within easy reach. The nearby Gillespie Park itself offers a lovely green space for outdoor activities, picnics, and community events, creating a perfect backdrop for your active lifestyle.

With its combination of modern living, private pools, and a vibrant community atmosphere, Gillespie Park Subdivision is an ideal choice for those looking to embrace the best of Sarasota living. Explore your future home in this captivating neighborhood today!

Newest Gillespie Park Sub Homes with Private Pool type

$1,595,000

5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

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, Sarasota

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