Downtown Sarasota

Virtually Staged. A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates.

One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves.

One of the Last Remaining Legacy Properties on Golden Gate Point | Rare Trophy Ownership, Redevelopment & Strategic Hold Opportunity A truly rare offering in one of Sarasota’s most exclusive and rapidly evolving luxury enclaves.

This charming and spacious 2/2 top floor corner unit is available now for annual rent. The condo features its own entrance/staircase and has new carpet throughout the common spaces and tile flooring in the bathrooms and kitchen. You’ll like the unit’s feel right as you enter the living / dining room area with the high tray ceilings.

Siesta Key Vacation Rental- **Available June 2026 thru October 2026. One month minimum** Attention serious beach lovers.. paradise has been found at the shores of World-Famous Crescent Beach. Located gulf-side this phenomenal sun-filled second floor two bedroom vacation home is a treasured jewel located in the highly- sought after private street on Sara Sea Circle.

**Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key.

In the coveted Sandy Hook Gulf Beach enclave of only 42 homes, 1.6 acres of serene lakefront adjacent to where Big Sarasota Pass meets the Gulf of Mexico. Outdoors, all residents can enjoy their choice of sun-dappled terraces or shaded garden hideaways beneath more than 120 mature palms and cedars.

In the coveted Sandy Hook Gulf Beach enclave of only 42 homes, this unique Mid-Century Modern home is now offered for purchase for the first time since 1983. The one-of-a-kind mid-century modern retreat rests on 1.6 acres of serene lakefront adjacent to where Big Sarasota Pass meets the Gulf of Mexico.

Experience the best of downtown Sarasota living at 1350 Main Street, Unit 302. This beautifully turnkey-furnished 1-bedroom, 1-bathroom condo is located in one of Sarasota’s most sought after luxury buildings. Positioned on the third floor, this residence overlooks vibrant Main Street, offering the perfect blend of urban energy and peaceful comfort.

Great 2 bedroom and 2 bath home close to downtown and the Legacy Trail. Super quiet street. This home is on large lot size of 9000 square feet making it perfect lot for future new home, with tearing down existing home and putting up a new multi million dollar home.

This 4-bedroom, 2-bathroom home presents an excellent investment opportunity with plenty of potential. Situated on a desirable corner lot and featuring a single attached garage, the property is conveniently located close to downtown, providing easy access to shopping, dining, and local amenities.

Virtually Staged. JUST COMPLETED - READY TO MOVE-IN! What a rare opportunity to own a stunning brand new, "State of the Art" home just next to a historic landmark, the Ringling Museum, which defines Sarasota's culture. Built by Seaward Homes, this residence is in the final stage of completion but still offers enough time to add your own ideas or touches, before occupancy.