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$2,390,000
3 Beds 3 Baths Sapphire Shores SubDv. 34234 Zip Code
Amazing opportunity to create your waterfront estate in Sapphire Shores, where history, culture, and growth meet. This 16,378 sq. ft. lot offers 87 feet of water frontage, a private dock, and direct access to Sarasota Bay. Positioned along a quiet shoreline, it overlooks an almost 900-foot-wide deep-water basin, providing both privacy and natural beauty. Sapphire Shores combines legacy estates, striking new builds, and proximity to cultural landmarks such as The Ringling Museum and Asolo Theatre. With the North Trails ongoing transformation, including new developments, zoning updates, Ringling Colleges expansion the neighborhood is emerging as a prime location for luxury residences. Whether for a custom estate or a speculative project, this is a rare chance to secure a large waterfront property in one of Sarasota's most dynamic luxury neighborhoods.

377 S Shore Drive, Sarasota

$1,449,000
6 Beds 4 Baths Sarasota Town Of SubDv. 34240 Zip Code
A Private 12-Acre Sarasota Estate Designed for Multi-Generational Living and Complete Privacy Discover a rare opportunity to own a true Sarasota retreat — 12 private acres offering space, freedom, and the ideal layout for multi-generational living. Located in the peaceful Old Miakka area, this expansive property provides exceptional privacy while remaining just minutes from Sarasota’s beaches, dining, and culture. The 4,125 sq ft residence features 6 bedrooms and 3.5 baths, creating natural separation for extended family, guests, or dual-household living. Multiple living areas, a theater room, and a large game room provides flexible spaces for gathering or privacy, making the home perfectly suited for families who want to live together while maintaining independence. With no deed restrictions, you have the freedom to design the lifestyle you want — whether that means a family compound, hobby farm, workshop space, or simply a peaceful sanctuary away from the noise of the city. A large pool area provides a central gathering space for sunny Florida days, while the surrounding acreage ensures the quiet, private environment that rural-estate buyers value most. Properties with this level of privacy and multi-generational potential are rarely available in Sarasota. If you’ve been searching for space, freedom, and a home that can truly accommodate multiple generations, 1510 Lena Lane offers a unique opportunity to create your own private retreat.

1510 Lena Lane, Sarasota

$2,516,000
2 Beds 1 Baths Halls Sub James S SubDv. 34236 Zip Code
SARASOTA ~ CITY OF SARASOTA ~ ROSEMARY DISTRICT ~ DOWNTOWN LIVING AND / OR INVESTMENT, WITH UPSIDE DEVELOPMENT OPPORTUNITIES! - WE ARE SELLING 4 CONTIGUOUS PROPERTIES WITH FOUR RENTAL HOMES ON AN ESTIMATED 23K SF +/- LAND!!!! Come and explore this unique opportunity to own and operate four contiguous properties with homes within the much sought after City of Sarasota "Rosemary District". The current rent roll is estimated at $100K +/-, all the current homes (4) are rented on an annual basis. The zoning does allow for short term weekly rentals, come and set up your own short term rental compound with estimated average daily rates @ $50.00 - $100.00 +/. Want another reason to look, owner will consider "owner financing" and/or selling off less then all four homes. There are just not many opportunities in the City of Sarasota to secure rezoned lands with the ability to use the current as-is property to secure carry income while waiting for the right timing to develop. The upside development in the Rosemary Zoning District: up to 7-stories with up to 30+ units. Property is very easy to show, sign is on site! NOTE: another contiguous parcel - rental home available for discussion.

1569 7th Street, Sarasota