Gillespie Park Sub Homes with Awning(s) Exterior Features

Gillespie Park Sub Homes with Awning(s) Exterior Features

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of Sarasota, Florida. This charming community offers a perfect blend of tranquil suburban living and vibrant city life, making it an ideal choice for families, young professionals, and retirees alike.

Gillespie Park Sub is renowned for its lush greenery, tree-lined streets, and a welcoming atmosphere that fosters a strong sense of community. Residents enjoy easy access to nearby parks, recreational facilities, and a variety of shopping and dining options, ensuring that everything you need is just a stone’s throw away.

One of the standout features of homes in Gillespie Park is their delightful awning exteriors. These stylish additions not only enhance the curb appeal of the properties but also provide practical benefits, offering shade during sunny Florida days and shelter from the rain. Imagine sipping your morning coffee on a cozy patio, protected from the elements by a charming awning, or hosting friends for an outdoor gathering in your beautifully landscaped yard.

The homes in Gillespie Park Sub are designed with comfort and style in mind, featuring a variety of architectural styles that cater to diverse tastes. Whether you’re looking for a quaint bungalow or a spacious family home, you’ll find something to love in this vibrant community.

With its prime location, friendly neighbors, and beautiful homes adorned with awnings, Gillespie Park Subdivision invites you to discover the perfect place to call home in sunny Sarasota, Florida. Come explore the possibilities and experience the lifestyle that awaits you!

Newest Gillespie Park Sub Homes with Awning(s) Exterior Features

$999,000
5 Beds 4 Baths Gillespie Park Sub SubDv. 34237 Zip Code
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, Sarasota

$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

Start Your Search