Gillespie Park Sub Homes with Trees/Woods View

Gillespie Park Sub Homes with Trees/Woods View

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the vibrant heart of Downtown Sarasota, FL. This charming community offers residents a perfect blend of urban convenience and natural beauty, making it an ideal place to call home.

Gillespie Park is characterized by its lush landscapes and stunning homes that provide breathtaking views of trees and woods, creating a serene environment right at your doorstep. Imagine waking up each morning to the soothing sounds of nature, with the rustling leaves and chirping birds as your backdrop. The homes here are thoughtfully designed to harmonize with the surrounding greenery, ensuring that you can enjoy the tranquility of outdoor living without sacrificing the conveniences of city life.

Living in Gillespie Park means you’re just moments away from the vibrant downtown scene, where you can indulge in eclectic dining, boutique shopping, and cultural experiences. Whether you’re taking a leisurely stroll through nearby parks or enjoying a night out at one of the many local venues, there’s always something to do in this lively area.

The community is also known for its friendly atmosphere, making it easy to connect with neighbors and forge lasting friendships. With tree-lined streets and a welcoming vibe, Gillespie Park Subdivision is not just a place to live; it’s a place to thrive.

If you’re seeking a home that offers both stunning natural views and the excitement of urban living, look no further than Gillespie Park. Come discover the charm and beauty that awaits you in this enchanting Sarasota community!

Newest Gillespie Park Sub Homes with Trees/Woods View

$1,100,000
4 Beds 3 Baths Gillespie Park Sub SubDv. 34236 Zip Code A4672875 MLS Active Status
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

$1,295,000
3 Beds 3 Baths Gillespie Park Sub SubDv. 34236 Zip Code A4672346 MLS Active Status
Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.

640 N Osprey Avenue, Downtown

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