Whitfield Estates Unit 1 Single Family Homes For Sale in Sarasota - 5 homes

Remarks: Comfortable luxury living on 1+ acre with a spectacular panoramic water view. Look at all you get with an incredible daily sunset. This is a completely unique offering comprised of two separate parcels. Identified as the main home and guest house this property is suitable for multi-generational living in an unmatched setting on the mainland shore of Sarasota Bay. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three story main house has a twin grand winding staircase and an elevator to the second floor main level. Tall ceilings and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001 and the windows and doors were upgraded to hurricane standards. There is an oversized 3 car garage with an expanded work area and a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated 18' above. There is a completely separate Guest house that includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough-ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of the John Ringling bridge. Longboat Key provides night lights beyond the bay and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dreamhome. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

Listing is courtesy of: FLORIDA INTERNET REALTY LLC (941-961-4983)

Listing Agent: Steve Rider (941-504-5163)

Remarks: West of the Trail in Whitfield Estates, this mid-century gem captures the charm and character that define classic Florida architecture. From the original terrazzo floors to the preserved kitchen design, the home reflects the clean lines and simplicity that make mid-century residences so desirable. The spacious great room with fireplace serves as the heart of the home, offering natural light and comfortable gathering space while maintaining its authentic architectural appeal. Situated on a rare double lot, the property offers exceptional flexibility and long-term potential. Expand the footprint, design a custom pool, add a detached garage, or simply enjoy the privacy and space that are increasingly rare west of the Trail. Located on sought-after Westmoreland Drive, just across from multi-million-dollar bayfront estates, this property blends historic charm with premier positioning. Residents of Whitfield Estates have the unique opportunity to enjoy dining at nearby Sara Bay Country Club. For an optional annual HOA fee of just $35, owners may obtain a culinary membership granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). Minutes to Sarasota Bay, IMG Academy, SRQ Airport, and downtown Sarasota — this is authenticity, land, and lifestyle in one of the area’s most established West of the Trail neighborhoods.

Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)

Listing Agent: Lisa Kartz (941-587-3602)

Remarks: 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.

Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)

Listing Agent: Jessie Bonner (941-356-3182)

Remarks: Welcome to 361 Scott Avenue, a beautifully refreshed pool home in the heart of Whitfield Estates, west of the Tamiami Trail. Set on a rare double lot just minutes from Sarasota Bay, the property offers the kind of laid-back Florida living that's getting harder to find at this price. You'll step into a bright, open great room that flows right into the kitchen, where Corian counters, a center island, built-in oven, and separate cooktop make hosting easy. Original terrazzo and ceramic tile run through much of the home, paired with crown molding, textured ceilings, and fresh interior paint that warms up the mid-century bones. The primary suite has been reworked as a true retreat, with a custom-fitted walk-in closet and a fully updated granite bath. Two more bedrooms, a separate laundry, and a tucked-away dining room round out a layout that lives easy on one level. Hurricane impact windows fill the home with light while keeping things quiet inside. Out back is where this house really shines. A covered lanai opens to an 18x36 private pool, all wrapped by a fully fenced and irrigated yard with plenty of room to entertain or expand. The double lot offers privacy and flexibility you almost never see this close to the Bay. Concrete block build, recent improvements include roof (2017), HVAC (2017), and variable-speed pool pump (2017). Flood Zone X means flood insurance isn't currently required. The OPTIONAL Whitfield Estates HOA runs just $35 a year, and residents can apply for culinary membership at the historic Sara Bay Country Club. You're a quick drive to The Ringling, Asolo Repertory Theatre, New College, Ringling College of Art and Design, IMG Academy, SRQ International Airport, UTC, and downtown Sarasota. St. Armands Circle, Lido Key, and the Gulf beaches are all close at hand. A rare chance to own a true classic in one of Sarasota's most established west-of-Trail neighborhoods

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Jessica Dunnam (941-713-1339)

Remarks: Experience the best of Sarasota living in this beautifully updated single-story ranch home with pool, nestled in sought-after Whitfield Estates—a Manatee County gem with a Sarasota address. Situated near Sarasota Bay, this home sits among multi-million-dollar residences and offers the perfect blend of comfort, charm, and opportunity. This 3-bedroom, 3-bath home welcomes you with bright, open living spaces filled with natural light. The primary bedroom and 2nd bedroom both feature walk-in closets and ensuite baths. The open-concept floorplan connects the living, dining, and kitchen areas—ideal for entertaining or relaxing by the cozy fireplace. A stylish kitchen bar provides extra seating and a central gathering spot. Step outside to your private Florida oasis: a heated pool with screened enclosure, surrounded by lush landscaping on a spacious 1/3-acre lot. Enjoy morning coffee on the front patio with peek-a-boo views of Sarasota Bay, or take an evening stroll to the bay and watch the sunset. Whether you’re searching for a full-time residence, seasonal retreat, or short-term rental investment, this property offers endless possibilities in one of Sarasota’s most desirable neighborhoods. This property is built of concrete block construction, has impact windows, and sits in the desirable X flood zone (flood insurance is not required). Roof is membrane material (2017). AC (2023). For an optional annual HOA fee of just $35, homeowners in Whitfield Estates may obtain a culinary membership at Sara Bay Country Club, granting full access to the clubhouse for dining and social events (golf privileges not included; membership subject to club approval). You and your guests will have plenty of entertainment and convenience options within a short drive including Sarasota Bay, IMG Academy, SRQ Airport, University Towne Center Mall, downtown Sarasota, St. Armands Circle, Lido Key and gulf beaches.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Christine Pope (941-685-5565)