Refine Search
Map
Sort by
$1,700,000
Whitfield Estates SubDv. ⋅ 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota
$1,700,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota
$1,295,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota
$429,900
Whitfield Estates SubDv. ⋅ 34243 Zip Code
SEDUCTIVE SARASOTA BAY VIEWS! Have you been spending countless hours staring at your phone into the wee hours of the morning, scrolling through properties that just don’t fit the bill… not to mention driving the wheels off your car every weekend since God knows when trying to find the needle in the haystack? WE HAVE THE FIX, so put down the phone and save your gas money for more important things. Picture this… you’re sitting on the back porch of your NEW Florida Dream Home, overlooking the shimmering waters of Sarasota Bay, watching the sun dance across the horizon as seabirds glide overhead. No need to imagine being “close” to the water — this lot offers direct views of Sarasota Bay, delivering the coastal backdrop buyers dream about but rarely find. Nestled in the peaceful and coveted Downtown Sarasota suburb of Whitfield Estates, flanked by iconic landmarks such as The Ringling Museum and surrounded by historic residences that have played host to some of the most esteemed members of high society for over a century, this property represents one of the few remaining opportunities to build in such a distinguished and established setting. Whether you fancy yourself a developer looking to capitalize on the prestige of a West of the Trail address with panoramic water views, or an end-user ready to design and build a custom residence tailored to your exact vision, this lot provides the canvas. The optional HOA is only $30 annually, there are NO CDD FEES, and restrictions are minimal — giving you flexibility without sacrificing neighborhood character. For boating enthusiasts, convenient access to Sarasota Bay is available via the public boat ramp at Bahia Mar West Marina, allowing you to be on the water in minutes. For the lifestyle seeker, you’re just moments from the shops and dining of Downtown Sarasota, St. Armands Circle, and some of Florida’s most world-renowned beaches — close enough to enjoy, yet far enough to retreat into your own waterfront sanctuary. It’s commonly been said, “The value is in the land.” And in this case, the value is in the land… and the view. They aren’t making any more waterfront parcels overlooking Sarasota Bay. DO NOT ALLOW THIS OPPORTUNITY TO SAIL OFF INTO THE SUNSET WITHOUT YOU!

7510 Westmoreland Drive, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Best value in Sarasota Cay Club—waterfront resort condo, fully furnished with vacation rental flexibility and recently reduced to $95,000. Ideal for a cost-effective Florida getaway or short-term rental use, this beautifully renovated 1-bedroom, 1-bath Studio unit is clean, updated, and turnkey. Features include 2 queen beds, 70" TV, workspace, microwave, coffee station, and an updated bathroom with walk-in shower and stone-top vanity. This is being sold furnished & turnkey. Enjoy resort-style living by day with a heated bayfront pool, marina access, waterfront restaurant and tiki bar, fitness center, game room, and walking paths. Mornings and evenings are best spent relaxing in your beautifully renovated, tastefully decorated private retreat. HOA includes all utilities—electric, water, sewer, cable, internet, phone, trash—plus exterior and common area maintenance, management, pest control, and access to resort amenities, making ownership simple and predictable. On-site management available for bookings, cleaning, and maintenance. Prime Sarasota location just minutes to SRQ airport, downtown, and beaches including Siesta Key, Lido Key, and Longboat Key. Hotel-condo use only: not permitted for full-time residence or long-term leasing.

7150 N Tamiami Trail Unit S-600, Sarasota
$2,300,000
North Isles SubDv. ⋅ 34243 Zip Code
Spectacular Sarasota Bay Front Lot! Seize this rare opportunity to build your dream home on this .76 acre estate sized lot on the breathtaking shores of Sarasota Bay. Construct your waterfront masterpiece in the highly sought-after historic Whitfield Estates neighborhood known for its mature trees and diverse architectural style homes. This cleared and buildable lot offers boatable water with direct access to the intercoastal waterway and the Gulf of Mexico. Saving time and planning, this lot is already equipped with a brand new seawall, a new boat dock and two new jet ski lifts, making it a dream location for any water enthusiast. Enjoy unobstructed sunsets and stunning evening views with the bay lit up at night, stretching straight across to Longboat Key and Sarasota. Whitfield Estates residents can enjoy an optional $35 annual fee to join the Sarasota Bay Club's culinary membership granting exclusive access to the clubhouse for dining and social events. Golf membership is available separately at the reputable SaraBay Country Club. Conveniently located just minutes from the Sarasota's pristine Gulf Coast beaches, Siesta Key and nightlife full of vibrant entertainment featuring the Ringling Museum of Art, The Asolo Theatre, Van Wezel Performing Arts Hall, world renowned IMG Academy, Sarasota Bradenton International Airport, St. Armand's Circle and downtown Sarasota's famous restaurants and boutique shopping. Don't miss this extraordinary opportunity to build your waterfront sensation in the beautiful Florida Sunshine State.

7314 Westmoreland Drive, Sarasota