Gillespie Park Sub Homes for Sale

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of Sarasota, Florida. This charming neighborhood offers a perfect blend of suburban tranquility and urban convenience, making it an ideal choice for families, young professionals, and retirees alike. With its picturesque tree-lined streets and a strong sense of community, Gillespie Park is a place where neighbors become friends and memories are made.

The homes for sale in Gillespie Park Sub are as diverse as the residents who call it home. From cozy bungalows to modern single-family houses, there’s something to suit every taste and budget. Many of these homes boast unique architectural details, spacious layouts, and beautifully landscaped yards, providing a warm and inviting atmosphere. Whether you’re looking for a starter home or a place to settle down, you’ll find an array of options that cater to your lifestyle.

Living in Gillespie Park means you’re just minutes away from the vibrant downtown Sarasota, where you can indulge in an array of dining, shopping, and cultural experiences. Enjoy the stunning beaches, lush parks, and recreational facilities that Sarasota is renowned for, all while having the comfort of a peaceful neighborhood to return to.

With homes for sale in Gillespie Park Sub, now is the perfect time to discover your dream home in this delightful community. Embrace the Florida lifestyle and make Gillespie Park your new address—where charming homes and a welcoming community await you!

Newest Gillespie Park Sub Homes for Sale

$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

$314,600

3 Beds ⋅ 1 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34234 Zip Code

Welcome to 2509 Dixie Ave, Sarasota, FL 34234 — an exciting opportunity to secure a partially renovated 3-bedroom, 1-bath home before the final touches are complete. Whether you are a first-time homebuyer, investor, or buyer searching for a property with flexible living or income-producing potential, this home offers value, location, and opportunity. Renovations are already underway, making this the perfect chance for a buyer to get in early and secure the property before completion. Updates in progress include a new roof, updated A/C system, updated electrical, new flooring, updated windows, new kitchen cabinets and countertops, stainless steel appliances, fresh interior and exterior paint, and improvements to the front porch. Additional finishing work is still being completed. This property offers a functional layout with three bedrooms and strong potential as a primary residence, rental property, or shared housing opportunity, subject to local regulations and buyer verification. Buyers looking for a home with upside and future value will appreciate the ability to purchase while improvements are still in progress. Located just minutes from Downtown Sarasota with convenient access to US-41 and US-301, this home is close to shopping, dining, employment centers, and everyday conveniences. Sarasota’s city and Gulf beaches are less than 15 minutes away, adding even more appeal to this well-located property. Opportunities like this do not last long. Get in now, secure your home early, and take advantage of the chance to own a newly updated property before renovations are fully complete. Schedule your showing today and see the potential for yourself.

2509 Dixie Avenue, Sarasota

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