Gillespie Park Sub Homes with Trees/Woods View

Gillespie Park Sub Homes with Trees/Woods View

Welcome to Gillespie Park Subdivision, an enchanting gem nestled in the heart of Downtown Sarasota, Florida. This vibrant community harmoniously blends urban convenience with the serene beauty of nature, making it a coveted destination for families, professionals, and retirees alike.

Gillespie Park Sub is characterized by its charming streets, lined with lush trees and vibrant greenery, providing a picturesque backdrop for your dream home. Many residences in this subdivision boast stunning views of the surrounding woods, allowing you to immerse yourself in the tranquility of nature right from your backyard. Imagine sipping your morning coffee while watching the sun filter through the leaves, or hosting evening gatherings under the stars, surrounded by the gentle sounds of the forest.

The homes in Gillespie Park Sub are thoughtfully designed, offering a variety of styles and sizes to cater to diverse lifestyles. Whether you're seeking a cozy bungalow or a spacious family home, you'll find a perfect fit in this welcoming neighborhood. Residents enjoy easy access to local parks, walking trails, and recreational facilities, making it an ideal spot for outdoor enthusiasts.

Moreover, living in Downtown Sarasota means you’re just moments away from an array of dining, shopping, and cultural experiences. From trendy boutiques to gourmet restaurants and lively art galleries, there’s always something new to explore.

If you're searching for a community that offers both the charm of nature and the vibrancy of city life, Gillespie Park Subdivision is the perfect place to call home. Come discover the beauty and warmth of this remarkable neighborhood today!

Newest Gillespie Park Sub Homes with Trees/Woods View

$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
$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
Start Your Search