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$599,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to your own private slice of paradise in the heart of Whitfield Estates. Perfectly positioned on a beautifully landscaped corner lot, this impeccably updated 3-bedroom, 2-bath residence is being offered completely turnkey furnished, making it truly move-in or rental ready from day one. Step inside to a light filled, open concept floor plan where coastal charm meets modern design. Luxury vinyl plank flooring flows throughout the home, while the stunning chef’s kitchen features white shaker cabinetry, stainless steel appliances, a farmhouse sink, gorgeous countertops, and an oversized island perfect for casual dining or gathering with family and friends. The spacious living room is anchored by a beautiful stone fireplace with custom built-in shelving, creating a warm and inviting space that’s equally suited for relaxing evenings or entertaining guests. The Florida lifestyle continues outdoors with a private screened lanai featuring an in-ground spa, while the fenced backyard offers lush tropical landscaping, peaceful sitting areas, and even a raised herb garden, your own secluded oasis for morning coffee or evening cocktails. Designed for worry-free ownership, this home has been extensively updated with a new roof, updated windows, newer A/C and electrical panel, and quality finishes throughout. Currently operating as a successful Airbnb, the property also offers excellent investment potential thanks to nightly rental allowances, making it ideal as a primary residence, seasonal getaway, or income-producing vacation rental. Located just minutes from Sarasota Bay, downtown Sarasota, SRQ Airport, IMG Academy, world-famous Gulf beaches, waterfront dining, shopping, and entertainment, you’ll enjoy the convenience of one of Sarasota’s most desirable neighborhoods. Around the corner, Sara Bay Marina offers easy access to boat slips and dry storage. While Whitfield Estates continues to be one of Sarasota’s hidden gems with no mandatory HOA or CDD fees. Residents also have the option to join the neighborhood association for just $40 annually, which includes culinary membership privileges at the prestigious Sara Bay Country Club. Whether you’re searching for a move-in-ready home, a winter retreat, or a proven investment property, 7311 Broughton Street delivers the perfect combination of style, flexibility, and effortless Florida living.

7311 Broughton Street, Sarasota
$424,900
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Virtually Staged. Classic Sarasota character meets a fresh, modern renovation on an oversized .39-acre homesite! This beautifully updated 3-bedroom, 2-bath home offers an open, flexible floor plan designed for both everyday living and entertaining. The welcoming front porch has a relaxing feel, melting the stress away while rocking on the covered porch. Step inside to the open floor plan with plenty of natural lighting. New gorgeous flooring. A spacious kitchen features white shaker-style cabinetry, stone countertops, stainless steel appliances, a large center island and abundant storage. This space is great for entertaining! The living room can accommodate a sectional sofa and more! All bathrooms have been updated with beautiful tile work in the showers. Outside is where this property truly stands apart. The expansive fenced yard provides exceptional room to enjoy the Florida lifestyle, complete with a fire-pit gathering area, patio space and an oversized concrete parking area offering room for an RV, boat, trailer and multiple vehicles—a rare find for buyers who need space for their recreational toys. The location puts you close to some of the best of the Sarasota area. Boaters can take advantage of nearby public water access, including Ken Thompson Boat Ramp and Centennial Park, while outdoor recreation and waterfront scenery await at Bayfront Park. Shopping, dining and entertainment options are abundant at University Town Center and the iconic St. Armands Circle. Sarasota's renowned beaches, downtown cultural attractions and waterfront destinations are also within easy reach. Frequent travelers will appreciate convenient access to Sarasota Bradenton International Airport. With its updated interior, oversized lot, expansive outdoor space and exceptional parking for boats and RVs, this home offers a combination of versatility, location and Florida lifestyle that is increasingly difficult to find. Schedule your private showing today! ROOF 2022, WINDOWS 2022, AC 2020, WATER HEATER 2026, ELECTRIC PANEL 2022

7745 Westmoreland Drive, Sarasota
$600,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to 138 Holly Avenue, nestled in the highly sought-after Whitfield Estates, where timeless charm meets modern comfort just moments from the sparkling waters of Sarasota Bay. Beautifully renovated from top to bottom, this move-in-ready residence offers 2,187 square feet of thoughtfully designed living space on over a quarter-acre, creating the perfect blend of style, functionality, and everyday luxury. From the moment you step inside, you’ll appreciate the home’s bright, open feel. Expansive sliding glass doors and oversized windows flood the interior with natural light, seamlessly connecting the indoor living spaces to the outdoors. Designer lighting, dimmer switches throughout, and elegant finishes create the perfect ambiance from sunrise to sunset, while the spacious layout offers comfortable living and effortless entertaining. The beautifully updated kitchen is equipped with stainless steel appliances, complemented by quality finishes and an inviting flow into the main living areas. Additional peace of mind comes with a brand-new roof, hurricane-impact windows and doors, and meticulous updates throughout, allowing you to simply unpack and enjoy. Step outside to your private, oversized backyard, where there’s plenty of room to entertain, garden, add a pool, or simply unwind while enjoying beautiful Florida sunsets. It’s an outdoor space designed for relaxing evenings and making lasting memories. Location truly sets this home apart. Just steps from Sarasota Bay, you’re minutes from vibrant downtown Sarasota, Sarasota-Bradenton International Airport, IMG Academy, world-renowned Gulf beaches, waterfront dining, shopping, and entertainment. Around the corner, Sara Bay Marina offers convenient boat slips and dry storage, making it easy to embrace Sarasota’s coveted boating lifestyle. Whitfield Estates remains one of Sarasota’s hidden gems, offering no mandatory HOA and no CDD fees, providing flexibility for full-time residents, seasonal homeowners, or investors alike. An optional $40 annual neighborhood association includes culinary membership privileges at the prestigious Sara Bay Country Club. Whether you’re searching for your forever home, a seasonal retreat, or a smart investment, 138 Holly Avenue offers the perfect balance of location, quality craftsmanship, modern updates, and effortless Florida living—all in one of Sarasota’s most desirable waterfront neighborhoods.

138 Holly Avenue, Sarasota
$620,000
3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Discover this one-of-a-kind Mid-Century Modern home where timeless architecture, natural elements, and tranquil design come together beautifully. This light-filled residence features an open floor plan with 3 spacious bedrooms, 3 full bathrooms, and a versatile flex space with its own private entrance, currently serving as a home office but equally suited as a guest suite, private studio, or in-law accommodations—making it ideal for multi-generational living. Expansive telescoping sliding glass doors create seamless indoor-outdoor living, opening to a fun custom-designed pool and peaceful, Zen-inspired outdoor oasis. The lush backyard offers plenty of room for gardening enthusiasts to create in their own Florida paradise, while two oversized garage bays provide ample space for vehicles, golf carts, hobbies, or additional storage. Clean architectural lines, warm organic finishes, and abundant natural light make this home truly special. Additional highlights include a brand-new roof (2025) and an exceptional location just minutes from downtown Sarasota, world-famous beaches, SRQ Airport, and directly across from the historic Sara Bay Golf & Country Club. Meticulously maintained and unlike anything else on the market, this exceptional home offers timeless style, flexible living, and an unbeatable Sarasota location. Schedule your private showing today!

618 Whitfield Avenue, Sarasota
$2,150,000
5 Beds ⋅ 5 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.

7715 Westmoreland Drive, Sarasota
$5,500,000
6 Beds ⋅ 6 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. 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 double-trey ceilings w/ uplighting 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. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay 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 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 Dream home. 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.

7524 Westmoreland Drive, Sarasota
$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
$570,000
2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to this charming mid-century Florida rancher nestled in the sought-after waterfront neighborhood of Whitfield Estates — one of Sarasota's most beloved and established communities. Set on a generous 0.29-acre corner lot, this 2-bedroom, 2-bathroom home offers 1,371 square feet of comfortable living space with genuine Florida character and serious income-producing potential. Whether you're searching for a personal retreat or a turnkey investment, this home delivers. Currently active on Airbnb and generating approximately $180 per night, it has already proven itself as a strong short-term rental performer — making it an exceptional opportunity for investors looking to capitalize on Sarasota's thriving tourism market. Inside, you'll find renovated bathrooms that bring a fresh, modern touch to the home's classic bones. The layout is bright and functional, with a warm, welcoming feel that guests and homeowners alike will appreciate. Step outside and enjoy everything that comes with life in Whitfield Estates — a peaceful, established neighborhood with a true sense of community, no HOA, and easy access to the very best of Sarasota. World-renowned Siesta Key Beach, the cultural richness of downtown Sarasota, St. Armands Circle shopping, and the Ringling Museum are all just minutes away. No HOA. Corner lot. Proven rental income. And all the Florida sunshine you could ask for. Offered at $570,000.

138 Pearl Avenue, Sarasota
$509,438
4 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
****THIS PROPERTY IS LOCATED IN AN OVERLAY DISTRICT - SO, WHILE NO HOA, MANATEE COUNTY HAS JURISDICTIONS PERTAINING TO ATTRIBUTES OF THE HOME DUE TO ITS LOCATION IN A HISTORIC DISTRICT. BOTH THE OVERLAY RESTRICTIONS AND THE GIS MAP ARE ATTACHED FOR VIEWING - ASK YOUR REALTOR FOR A COPY >> PLEASE READ THESE BEFORE SCHEDULING A SHOWING AS IT INCLUDES RESTRICTIONS SUCH AS COMMERCIAL VEHICLE PARKING, RV AND BOAT PARKING**** NO FLOOD * NO CDD * VOLUNTARY $40/YEAR ASSN PROVIDES FINE DINING ACCESS AT Sara Bay Country Club. AVIATION ENTHUSIASTS TAKE NOTE! This bright and spacious 4 bedroom, 3 bathroom + den + bonus room contemporary home sits on an oversized fenced corner lot and offers soaring ceilings, abundant natural light, and move-in-ready peace of mind. RECENT UPGRADES INCLUDE: Hurricane impact windows (2024) Solar panels (2024) Roof (2016) Hot water heater (2025) Refrigerator (2024) Dishwasher (2019) Garbage disposal (2021) Washer (2019) Dryer (2020) HVAC (2017) Irrigation pump (2023) Located in sought-after Whitfield Estates, this unique neighborhood is in Manatee County while maintaining a Sarasota address. Conveniently positioned near Sarasota-Bradenton International Airport, residents enjoy exceptional access to everything the area has to offer. Neighborhood highlights include: 5-minute Uber to the airport 5-minute drive to multiple colleges and universities 12-minute drive to downtown Sarasota 20-minute drive to the white sands of Lido Key Beach Not a golfer but love upscale dining? Whitfield Estates residents may choose to pay the optional $40/year HOA fee, granting eligibility for a culinary membership at the exclusive Sara Bay Country Club. With its size, location, and convenience, this property also presents a strong opportunity for short-term rental income, Airbnb potential, or student housing investment.

7303 Manatee Street, Sarasota
$660,000
3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
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.

214 Gaines Avenue, Sarasota
$535,000
2 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to West of the Trail in sought after Whitfield Estates, a beautifully remodeled home on a quarter-acre lot offering style, flexibility, and proven income potential. Whether you’re a first-time homebuyer, savvy investor, or searching for the perfect second home or vacation retreat, this property checks all the boxes. Inside, the home has been thoughtfully transformed with a fresh, elevated feel that blends comfort and character. The updated kitchen offers abundant cabinetry, brand new stainless steel appliances, creating a bright, inviting layout that flows easily into the main living spaces. Both bathrooms have been tastefully renovated, and the overall design feels crisp, cohesive, and truly move-in ready. A new roof installed in 2020 adds additional peace of mind. The spacious screened lanai overlooks a large backyard with room to relax, entertain, or enjoy the Florida sunshine. Furniture is available for purchase, offering a potential turnkey opportunity for those looking to step right into a primary residence or rental. Located just minutes from downtown Sarasota, SRQ Airport, top dining and shopping, and our world-famous Gulf beaches, this home offers convenience without sacrificing charm. An added bonus: this is an active income-producing property with future bookings already in place, making it a rare opportunity for buyers looking for immediate rental potential. And with no flood zone to worry about, it offers even more peace of mind. Whitfield Estates is loved for its tree-lined streets, bay front sunsets, and exceptional location. The neighborhood also offers a voluntary association for just $30/year, which includes culinary access to the Sara Bay Country Club. Boaters will appreciate the close proximity to SaraBay Marina with boat slips and dry storage nearby, making it easy to enjoy life on the water. With optional amenities and no mandatory HOA fees, you’ll enjoy flexibility without added restrictions. This is your chance to own a beautifully updated home in one of Sarasota’s most established neighborhoods, ideal as a primary residence, seasonal getaway, or smart investment. Schedule your private tour today!

7746 Westmoreland Drive, Sarasota
$549,000
2 Beds ⋅ 1 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
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.

7549 Westmoreland Drive, 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
$610,000
3 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
The significant price reduction on this home reflects the owner's awareness of the costs of updating the kitchen and bathrooms. They are all completely functional but could use refreshing. The neighborhood you live in is as important to your lifestyle as the home you select. Whitfield Estates is reminiscent of days gone by. Over 100 years old, it feels like a true neighborhood, with dogwalkers, joggers and smiling faces always ready with a warm and welcoming greeting. Without the constraints of an HOA there is a live and let live atmosphere. The rules and regulations are minimal, enforced by Manatee County and should be read by all prospective buyers. The voluntary neighborhood association is a mere $40.00 annually and provides you with 6 meetings a year, community events and a dining card that may be used at the Sara Bay Country Club. Perfectly positioned on a generous corner lot with a backyard that overlooks the 14th green and 15th Tee box, your privacy is assured. This property offers rare privacy and additional green space that enhances a relaxed and peaceful existence. The pavered driveway is large enough for visitors to easily park and once you step inside, you’ll immediately notice how much larger the home feels than its square footage suggests. The open plan living room has a propane fireplace and can be configured to suit your lifestyle. The dining area can host a dinner for 12 or more or can serve as a small, intimate eating area providing more space for reading and television nooks. The bright, open split floor plan and sliders create an airy, spacious ambiance that allows for indoor/outdoor living and entertaining. The home has a rambling, family friendly layout and more closets and storage space than you could ever need. There are two primary ensuite bedrooms as well as a mother-in-law suite with a private bathroom. The oversized garage and inside laundry room are in addition to the golf cart garage that leads straight out to the course. The screened lanai boasts a heated pool and covered entertainment area with a fenced dog run to the side. A shed is tucked away on the other side that can house your pool equipment and lawn tools. The roof was replaced in 2019, the electrical panel in 2016, one A/C unit in 2007 and the second in 2016. The home has been lovingly maintained and painted in subtle colors. It is move-in ready and just waiting for you to enjoy.

844 Magellan Drive, Sarasota
$2,500,000
4 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you.

7322 Westmoreland Drive, Sarasota
$669,999
3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Come live where everyone goes on vacation! This is a beautiful breathtaking 3 bedrooms, 2.5 bathroom, Sarasota pool home in Whitfield Estates. Some of the features include private screened pool and lanai. Huge private backyard. This home was fully updated with new appliances, Hvac was replaced in 2025, roof was replaced last year, water heater and water filter was replaced 2 years ago, new pavers on the driveway, and fully remodeled bathrooms. This home is 2 blocks away from the Sarasota bay! 17 minutes away from Lido Key beach! 10 minutes away from the airport, shopping centers and so much more. This home is currently not vacant and requires appointments to see it.

7324 Phillips Street, Sarasota
$500,000
3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.

139 Adair Avenue, Sarasota