Gillespie Park Sub Homes with Shingle Roof

Gillespie Park Sub Homes with Shingle Roof

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of Sarasota, Florida. This vibrant community offers a perfect blend of modern living and natural beauty, making it an ideal place for families, retirees, and anyone looking to enjoy the sunshine state.

Gillespie Park Sub is characterized by its charming homes adorned with classic shingle roofs, providing a timeless aesthetic that complements the lush surroundings. These residences offer a variety of architectural styles, ensuring that there’s something for everyone. With spacious layouts and inviting outdoor areas, the homes are perfect for entertaining guests or enjoying quiet evenings under the stars.

One of the standout features of Gillespie Park Sub is its proximity to the beautiful parks and recreational areas that Sarasota is famous for. Residents can take leisurely strolls, bike rides, or engage in outdoor activities in the nearby Gillespie Park, which boasts playgrounds, sports facilities, and picnic areas. The community is also just a short drive away from the stunning beaches of the Gulf Coast, where you can soak up the sun or take part in water sports.

In addition to its natural allure, Gillespie Park Sub is conveniently located near shopping, dining, and entertainment options. Whether you’re in the mood for a cozy café or a night out on the town, you’ll find an array of choices just moments away.

Discover the charm and warmth of Gillespie Park Subdivision, where your dream home awaits in a community that truly embodies the best of Florida living. Come and experience the lifestyle you’ve always desired!

Newest Gillespie Park Sub Homes with Shingle Roof

$345,000
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
$999,000
5 Beds ⋅ 4 Baths ⋅ A4703278 MLS
Three renovated units, one corner parcel, four blocks from Main Street. A fully occupied Sarasota triplex producing $7,200 per month, or $86,400 annually, against a $999,000 asking price. That is an 8.65% gross yield and a basis of $333,000 per door. Every unit has been rebuilt inside. Large-format marble-look porcelain tile runs wall to wall through all three, with no carpet anywhere in the building. Walls and ceilings are crisp white under flush-mount LED fixtures in every room. Kitchens carry light flat-panel cabinetry, and stainless appliances, with stacked laundry inside the unit rather than a shared machine down the hall. Bathrooms are white vanities, chrome fittings and framed mirrors over the same tile. The finish package is deliberately consistent across all three units, and that consistency is what makes it turnkey: one material palette, one maintenance standard, and no unit sitting in line for work before it can lease. The mix spans three price points. A three-bedroom, two-bath at $3,800. A two-bedroom, one-bath at $1,900. A studio at $1,500. All three are occupied. The building is single-story concrete block on a slab under a shingle roof, with central air, public water and public sewer, and off-street parking for ten. Three water meters and three electric meters measure consumption per unit. The parcel sits in Flood Zone X. Between masonry construction and Flood Zone X, the two variables that drive Florida insurance both point the same direction. Ownership is fee simple with no HOA, no condominium association and no CDD fee. Two levers sit on top of the in-place rent. The first is vacation rental. The City of Sarasota extended its vacation rental ordinance to the Downtown Neighborhood zone district in March 2024, and this parcel falls inside it. Stays of seven nights or longer are permitted with a city certificate, which is a materially different revenue profile than a twelve-month lease in a location four blocks off Main Street. The second is the land. A 12,472 square foot corner site, zoned DTN and sitting under the City's Missing Middle Overlay, which can support density beyond the three units standing today where attainable-housing, design and permitting standards are satisfied. Nothing further is approved and any concept requires confirmation with the City, but the parcel carries a second thesis that a stabilized triplex elsewhere does not. Renovated, occupied, individually metered, insurable, and sitting on urban ground with room to grow. Income now, optionality later.

431 N East Avenue, Mid Town Sarasota
$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
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