Gillespie Park Sub Homes with Trees/Woods View

Welcome to Gillespie Park Subdivision, a hidden gem nestled in the heart of North Sarasota, Florida. This charming community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

Gillespie Park Sub is characterized by its lush landscaping and beautiful homes, many of which boast stunning views of the surrounding trees and wooded areas. Imagine waking up each morning to the gentle rustle of leaves and the soothing sounds of nature right outside your window. These homes are designed to harmonize with their natural surroundings, providing residents with a serene oasis that feels miles away from the hustle and bustle, yet is just a stone's throw from vibrant city life.

The subdivision is conveniently located near a variety of amenities, including shopping centers, restaurants, and recreational facilities. Residents can enjoy easy access to local parks, where children can play, and families can gather for picnics or leisurely strolls. The nearby Gillespie Park itself is a delightful green space, perfect for outdoor activities, community events, and enjoying the beautiful Florida weather.

Whether you’re looking for a cozy family home or a peaceful retreat, Gillespie Park Subdivision offers a unique living experience that combines the best of both worlds. With its enchanting wooded views and a strong sense of community, this neighborhood is not just a place to live; it's a place to thrive. Come explore the beauty and charm of Gillespie Park Sub today and discover your dream home in North Sarasota!

Newest Gillespie Park Sub Homes with Trees/Woods View

$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

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code

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, Sarasota

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