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$449,000
2 Beds ⋅ 1 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code
West of the Trail Mid-Century Home with Terrazzo Floors, Florida Room and Screened Lanai. Move-in ready and full of character, this inviting 2-bedroom, 1-bath home is tucked into Sarasota’s desirable Indian Beach–Sapphire Shores neighborhood. Original terrazzo floors, natural light and an easy, comfortable layout give the home a warmth that is hard to replicate. Thoughtful updates completed during a 2019 remodel complement its mid-century charm, and the roof was replaced in April 2019. Just off the kitchen, the bright Florida room overlooks the backyard and offers flexible space for dining, reading or working from home. The screened lanai with ceiling fan creates an inviting extension of the home for relaxing, entertaining, and enjoying Florida living year-round. Additional features include a covered carport and a spacious yard shaded by mature trees. Conveniently located near Sarasota Bay, The Ringling Museum, Asolo Theatre, New College, Sarasota Jungle Gardens, downtown Sarasota, the Rosemary District and Lido Key, with easy access to dining, shopping, arts and waterfront destinations. A neighborhood dog park is also nearby The property experienced no water damage from recent storms and is being sold as-is.

4722 Stevens Drive, Sarasota
$650,000
Schindler Sub SubDv. ⋅ 34236 Zip Code
Rare opportunity to acquire a 9,200 SF double lot in one of Downtown Sarasota’s most desirable and rapidly evolving neighborhoods. Located just steps from the 10-acre Gillespie Park, this property offers exceptional potential in an area experiencing significant investment and redevelopment. Residents enjoy easy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The property is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers outstanding flexibility for a variety of residential development opportunities. The location provides convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts and dining districts. Whether you are looking to build now or secure land in one of Sarasota’s most dynamic growth corridors, this oversized double lot presents a rare opportunity in the heart of Downtown Sarasota. Adjacent home is also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting an exceptional assemblage opportunity for future development.

1721 8th Street, Sarasota
$750,000
3 Beds ⋅ 2 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
Rare opportunity to own a beautifully restored vintage home with a detached art studio on a 10,000 SF double lot in one of Downtown Sarasota’s most desirable and evolving neighborhoods. Extensively renovated in 2000, the home features updated plumbing, electrical, windows, Hardie board siding, and numerous additional improvements, resulting in an effective year built of 2020. The property blends timeless character with modern functionality while offering exceptional flexibility and value. Just steps from the 10-acre Gillespie Park, residents enjoy access to tennis and basketball courts, a scenic pond, dog park, fitness trail, playground, and shaded walking paths beneath majestic oak trees. The location is within walking distance of Downtown Sarasota’s restaurants, galleries, shopping, and entertainment venues, and only 0.7 miles from Sarasota Bay and The Bay, the city’s signature waterfront park. With no HOA, no deed restrictions, DTN (Downtown Neighborhood) zoning, and potential benefits under Florida’s Live Local Act, this property offers unique opportunities for homeowners, investors, and entrepreneurs alike. The detached art studio provides an ideal live-work setting for artists, creatives, remote professionals, or anyone seeking dedicated workspace separate from the main residence. Enjoy convenient access to Sarasota’s vibrant cultural scene, including the Westcoast Black Theatre Troupe, Sarasota Orchestra, Bayfront Marina, and the city’s renowned arts, dining, and entertainment districts. Whether you're seeking a primary residence, seasonal retreat, live-work property, or investment opportunity, this home offers a rare combination of historic charm, modern upgrades, generous outdoor space, and an exceptional downtown location. Adjacent lot also available for purchase. Combined, the properties would create four contiguous lots totaling approximately 19,200 SF (0.44 acres), presenting a rare opportunity for additional space or future development in the heart of Downtown Sarasota.

1743 8th Street, Sarasota
$149,900
2 Beds ⋅ 2 Baths ⋅ Summer Wind SubDv. ⋅ 34234 Zip Code
The best value in Summer Wind is here and it won't last long. This 2 bedroom 2 bathroom condo is move-in ready and perfectly situated on the quiet West end of the community with immediate access to a private park. Summer Wind is conveniently located just 5 minutes from the SRQ Airport and 10 minutes from downtown Sarasota and area amenities. Recent HOA improvements, include new roof (2023), exterior paint and trim (2018), upgraded Pool Area, landscaped entrance, and resurfaced driveway. HOA fees include Community Pool, Exterior Maintenance, Grounds Maintenance, Pest Control, Water, Sewer, and Trash.

4631 Summerwind Drive Unit 16, 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
$475,000
2 Beds ⋅ 2 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
Short Sale. SHORT SALE!!! Modern Luxury Meets Urban Oasis Living. Enjoy refined living in this custom-built townhome overlooking Gillespie Park. Featuring 2 bedrooms, 2 baths, and a spacious open-concept layout. This townhome offers exceptional craftsmanship and thoughtful design throughout. Dramatic 20-foot ceilings and floor-to-ceiling windows fill the space with natural light. Interior highlights include 8-foot solid wood doors, oversized ceramic tile flooring, LED lighting, and automated window treatments. Stylish kitchen complemented by soft-close cabinetry, stainless steel appliances, vent hood and gorgeous granite counter tops. Upstairs, the loft-style primary suite provides a peaceful retreat with a spa-like bathroom featuring custom tiled walls, LED mirrors, and high-end fixtures. A large walk-in closet with built-in organizers adds to the home’s functional luxury. Additional features include WiFi-enabled thermostats, Ring video doorbell. Home equipped with hurricane-impact windows and doors, two assigned parking spaces, and a dedicated EV charger. Located directly across from Gillespie Park with its fenced dog area, playground, and sports courts, and just minutes to downtown Sarasota’s dining, shopping, and cultural attractions. Come and See!!! Sale contingent on Lender's approval.

941 N Osprey Avenue, Sarasota