Gillespie Park Sub Homes for Sale

Gillespie Park Sub Homes for Sale

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of Sarasota, Florida. This charming community offers a unique blend of urban convenience and serene suburban living, making it an ideal place for families, young professionals, and retirees alike. With its lush landscapes and inviting atmosphere, Gillespie Park Sub is designed for those who appreciate both nature and modern amenities.

One of the standout features of Gillespie Park Sub is its proximity to the vibrant downtown Sarasota area. Residents enjoy easy access to an array of dining, shopping, and entertainment options, as well as cultural attractions like the Ringling Museum and the Sarasota Opera. For outdoor enthusiasts, Gillespie Park itself is just a stone’s throw away, offering picturesque walking trails, playgrounds, and picnic spots, perfect for family gatherings or quiet afternoons.

The homes for sale in Gillespie Park Sub are as diverse as the community itself. From charming bungalows to contemporary single-family homes, there’s something to suit every taste and lifestyle. Many properties boast modern finishes, spacious layouts, and beautifully landscaped yards, providing the perfect backdrop for creating lasting memories. With a strong sense of community and a welcoming atmosphere, Gillespie Park Sub is not just a place to live; it’s a place to thrive.

If you’re looking for a home that combines convenience, charm, and a vibrant community, Gillespie Park Subdivision is the perfect choice. Explore the available homes for sale and discover the lifestyle that awaits you in this delightful Sarasota neighborhood!

Newest Gillespie Park Sub Homes for Sale

$399,000
2 Beds ⋅ 1 Baths ⋅ A4703543 MLS
Rare Gillespie Park infill lot opportunity! 5,040 SF just steps from Downtown Sarasota in one of the city's most walkable neighborhoods (Walk Score 87). Existing 1941 cottage sold as-is — an ideal teardown/redevelopment infill lot for a builder, developer, or end-user ready to design a custom modern home. Surrounded by new construction, minutes to the Rosemary District, restaurants, and the Sarasota bayfront. Land value — bring your builder! Buyer to verify zoning/FAR with the City of Sarasota.

614 N Osprey Avenue, Downtown
$1,595,000
5 Beds ⋅ 5 Baths ⋅ A4702560 MLS
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
$315,000
3 Beds ⋅ 1 Baths ⋅ A4702683 MLS
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, North Sarasota
$1,100,000
4 Beds ⋅ 3 Baths ⋅ A4672875 MLS
Under Construction. **New Construction Luxury Half Duplex in Gillespie Park – Walkable to Downtown Sarasota** Discover a rare opportunity to own a newly constructed luxury residence in Sarasota's highly sought-after Historic Gillespie Park neighborhood. This three-story, all-block half duplex offers more than 2,500 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 bathrooms, a spacious third-floor flex room, and an expansive rooftop-style balcony ideal for entertaining, working remotely, or enjoying Sarasota's year-round sunshine. Currently in the drywall phase of construction, this home presents a unique chance for buyers to personalize interior finishes, fixtures, and materials before completion. Major infrastructure is already in place, including electrical, plumbing, hurricane-rated PGT impact windows, and a durable EPDM roofing system. The versatile third-floor space can serve as a home office, media room, game room, art studio, fitness area, or private retreat. Located just four homes from Gillespie Park and only blocks from Downtown Sarasota, residents will enjoy convenient access to award-winning restaurants, boutique shopping, cultural venues, theaters, farmers markets, waterfront attractions, and the vibrant downtown lifestyle that makes Sarasota one of Florida's most desirable places to live. Priced at $1.1 million, this property offers the rare combination of new construction, customizable finishes, modern hurricane-resistant construction, and an unbeatable walkable location near downtown Sarasota. **Important:** This offering is for the west-side residence only. The property is currently situated on a single parcel. Sale is contingent upon final municipal approval, recording of the lot split, and issuance of a separate Parcel ID prior to closing. Schedule your private tour today and secure one of the most unique new construction opportunities currently available in Gillespie Park and Downtown Sarasota.

1755 8th Street Unit West, North Sarasota
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