Follow active listings, pending sales, and homes sold within the past six months in Sarasota West of the Trail. The report updates automatically as MLS data changes.
Nestled in the heart of West of the Trail, this luxury single-story estate represents the pinnacle of modern living. Encompassing 3,262 square feet, the home features 4 b...
Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,032 square feet of living space. Additional opportunity to add bathrooms w...
Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront l...
Virtually Staged. Welcome to Cleary Cottage, a charming 1935 bungalow nestled in the highly sought-after Hudson Bayou neighborhood, West of Trail in the heart of Sarasota...
Professional photos coming soon. LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this moder...
Pre-Construction. To be built. Completion anticipated in a few months. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sar...
LOWEST-PRICED NEW CONSTRUCTION WEST OF TRAIL. Completed in 2026 and ideally located close to Siesta Key and downtown Sarasota, this modern 4-bedroom plus den, 4.5-bath re...
Excellent location in Sarasota's Southside Village. This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an excellent combination of thoughtful design, pr...
Virtually Staged. Step into the timeless character and charm of this beautiful 1940s home in highly sought-after Avondale, ideally situated West of the Trail on a corner ...
Welcome to 1965 Hibiscus Street, a beautifully updated Sarasota home in a highly desirable location west of the Trail. Thoughtfully improved and move-in ready, this invit...
Downtown Waterfront Living with Direct Access to Sarasota Bay and the Gulf of Mexico. A rare opportunity to own a deeded boat slip with a 10,000-pound lift, accommodating...
Welcome to this exceptional new construction, upgraded residence located West of Trail, featuring 5 bedrooms, 5 full bathrooms, and 3,640 square feet of thoughtfully cura...
The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Avenue. Rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' ...
*VIRTUALLY STAGED* Desirable West of the Trail location in the sought-after Southside school district! Welcome to 1881 Orchid Street, a beautifully updated 3-bedroom, 2-...
Welcome to Mandarin Park, one of Sarasota’s most desirable gated communities, where beautiful homes, privacy, and an unbeatable location come together in the heart of the...
Modern architecture, exceptional craftsmanship and resort-style outdoor living define this barely lived-in 2023-built contemporary residence. Offered furnished and immedi...
NOW PRICED BELOW RECENT APPRAISAL. Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments ...
Rarely available in Cherokee Park, widely regarded as one of Sarasota’s most desirable West of Trail neighborhoods, 1722 North Drive presents an extraordinary opportunity...
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new express...
Welcome to this refreshed, single-story residence in one of Sarasota’s most coveted West of Trail neighborhoods. Set on a generous 15,625-square-foot lot, the 3,675-squar...
Contemporary architecture, private poolside living, and Southside Village just one block away define the appeal of 1671 Arlington Street. Newly completed in a prime West-...
Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sa...
Virtually Staged. Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this...
Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square fe...
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 ...
AMAZING PRICE REDUCTION, THIS HOME IS NOW PRICED BELOW MARKET VALUE. Take advantage of this opportunity now! Where the World's Most Exclusive Resorts Inspire Everyday L...
Discover exceptional West of Trail living in Lincoln Park, an intimate waterfront enclave located along Hudson Bayou in Sarasota, Florida. This beautifully appointed resi...
Pre-Construction. To be built. Welcome to effortless coastal luxury in the coveted Harbor Acres neighborhood, where timeless glamour meets breezy, tropical elegance. The ...
Virtually Staged. In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park...
Some homes are built to follow a trend. Others possess a character that transcends time. Welcome to The Bougainvillea House, a Sarasota original with a story more than...
Discover this UNIQUELY RARE OPPORTUNITY in the Coveted West of the Trail Neighborhood, amongst other very beautiful multi-million-dollar homes (two back-to-back lots, 189...
Find your sanctuary in this exquisite Allegra custom home, ideally located on one of the few non-throughfare streets in the highly coveted West of the Trail neighborhood....
Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal sing...
One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room wi...
Under Construction. Best price under construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water ha...
Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday liv...
This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing...
Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s ...
Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary cra...
This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel w...
Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood o...
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