Vintage homes for sale & real estate in Siesta Key, FL

Vintage Home for sale in Siesta Key, FL:

Tastefully updated Sarasota home offering 3 bedrooms and 2 baths tucked away on an oversized corner lot, located minutes to Siesta Key beach! New Roof (2023). New HVAC (2023). Newer water heater. No HOA - bring your boat/RV/toys to park on your parking pad! No flood zone! Arriving to your future home you will be drawn in by the modern fresh paint, large corner lot, and professional landscaping. Inside you will find plenty of living space featuring new interior paint, new luxury waterproof vinyl flooring, modern fixtures throughout and plenty of windows for natural light. Beautifully updated kitchen has it all boasting custom shaker cabinets offering plenty of storage, dazzling Granite count

Vintage Home for sale in Siesta Key, FL:

LARGE LOT AND HOME OPPORTUNITY AT THE GATEWAY TO SIESTA KEY! west of trail, less than a mile to Siesta Beach, at the entrance to future development Siesta Promenade with posh shops/ dining and activities. Home has newer roof and is partially renovated, featuring newer appliances and a large concrete slab and footer in large fenced/ gated back yard for potential accessory structures, ADU, garage, workshop, pole barn for RV, camper, or storage. Bike or walk to the beach via sidewalk. Enjoy local marina, shops and dining nearby. This is a renovation and build-out opportunity for cash only buyers.

Vintage Home for sale in Siesta Key, FL:

Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property

Vintage Home for sale in Siesta Key, FL:

A private garden retreat in one of Sarasota’s most coveted West of Trail locations. * * Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery

Vintage Home for sale in Siesta Key, FL:

Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who

Vintage Home for sale in Siesta Key, FL:

A rare opportunity to secure an 11,300 sq. ft. lot in the heart of Sarasota County, zoned RMF1 (Residential Multi-Family) — offering exciting flexibility for renovation, rebuild, or multi-unit potential. Priced at land value, this is your chance to create something truly special. This property is being offered as a land value opportunity, with the existing structure to be viewed from the exterior only — no interior showings or photos at this time. Nestled in the established and highly desirable Sarasota-Venice Co River Sub, the existing structure, built in 1936, sits on a generous, tree-lined lot bursting with character and possibility. Whether your vision is a thoughtful renova