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$1,999,000
4 Beds 4 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. 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

$925,000
3 Beds 3 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. CALLING ALL BOATERS! A rare waterfront opportunity awaits in sought-after Whitfield Estates, offering five private boat slips, two equipped with 10,000-lb lifts, and deep-water sailboat access with no bridges to Sarasota Bay. Situated on just over one-third of an acre, this 3-bedroom, 2.5-bath pool home with a two-car garage offers incredible potential as a primary residence, seasonal retreat or income-producing investment. Inside, the home embraces classic Florida coastal character with terrazzo floors, a spacious galley-style kitchen with abundant cabinetry and storage, formal living and dining areas, a wood-burning fireplace, full-size laundry room and a light-filled family room overlooking the water. A Florida room provides additional living and entertaining space, while large windows throughout bring in natural light and showcase the waterfront setting. The home also features updated airport windows and a tile roof. Step outside to your screened-in pool and expansive waterfront backyard, where the possibilities truly shine. With five boat slips that can be rented for additional income, two 10,000-lb boat lifts and direct deep-water access with no bridges to the bay or Gulf, this property presents an exceptional opportunity for boating enthusiasts and investors alike. Located in Whitfield Estates, one of Sarasota’s hidden gems, residents enjoy no mandatory HOA or CDD, along with flexible rental opportunities including nightly rentals. Optional membership in the Whitfield-Ballentine Manor Association is just $40 annually and includes culinary membership privileges at SaraBay Country Club. Conveniently located minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, golf, waterfront dining, shopping and entertainment. Whether you envision updating the existing home into your own coastal retreat, creating a high-demand vacation rental, or simply taking advantage of an extraordinary waterfront property with income-producing dockage, 133 Holly Avenue offers possibilities rarely found at this price point. Bring your boats and your vision, Florida waterfront living starts here.

133 Holly Avenue, Sarasota

$599,000
3 Beds 2 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. 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. During the 2024 hurricanes that hit the Gulf Coast, this home did not flood! The home is elevated nicely and a certificate is available. It is in flood zone X. 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 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 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

$599,000
3 Beds 2 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. Virtually Staged. 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

$469,900
3 Beds 2 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. Welcome home to this well-designed 3BR/2BA residence offering 1,484 sq. ft. of thoughtfully planned living space, multiple living areas, exceptional outdoor living, a huge fenced backyard, and best of all—NO HOA! With numerous major improvements already completed, including a BRAND-NEW ROOF installed in AUGUST 2026, this home offers comfort, functionality, and plenty of room to enjoy both indoors and out. The versatile floor plan features a separate living room, family room, and dining room, providing flexible spaces for everyday living, entertaining, or simply spreading out. Adding even more versatility, a portion of the garage has been converted into an air-conditioned hobby room, creating a comfortable bonus space ideal for crafts, a home office, workshop, or other hobbies. Importantly, the remaining garage still provides approximately 1.5-car garage space for vehicle parking and additional storage, offering the best of both worlds—valuable bonus space without sacrificing garage functionality. The garage is also equipped with a Bluetooth/WiFi automatic garage door opener and new garage door springs. Major updates include a NEW A/C & NEW DUCTWORK in 2025, Bluetooth/WiFi thermostat (2025), and a tankless hot water heater (2021).Outdoor living is a standout feature of this property! Enjoy a spacious 24' x 12' covered and screened rear porch—perfect for relaxing, dining, or entertaining in the shade. Just beyond, the impressive 40' x 30' screened pool deck creates an expansive second outdoor living area overlooking the large fenced backyard. The 10,000-gallon saltwater pool features a new chlorinator system (2024) and new filter, while the separate hot tub provides the perfect place to unwind. A NEW PANORAMIC POOL CAGE, rated for winds up to 140 mph, enhances the open feel and views of the backyard. The exterior has been recently painted, and the pool deck was freshly painted in 2026. An 8' x 8' storage shed provides convenient additional space for lawn equipment, pool supplies, bikes, and more. With a BRAND-NEW ROOF, newer A/C and ductwork, saltwater pool, panoramic pool cage, two generous screened outdoor living areas, an air-conditioned hobby room, approximately 1.5 car garage space for parking and storage, multiple interior living spaces, an oversized fenced backyard, and NO HOA, this home offers an impressive combination of indoor comfort, outdoor enjoyment, and flexibility—all within a thoughtfully designed floor plan! Conveniently located just minutes from Sarasota Bay, downtown Sarasota, SRQ Airport, UTC, area beaches, and Whitfield Park is just .2 miles away!

911 Southern Pine Lane, Sarasota

$449,000
4 Beds 3 Baths Whitfield Estates SubDv. 34243 Zip Code
Under contract-accepting backup offers. Buyers Buyer fell through - All Inspections Complete and Available. This house is waiting for you to call it HOME. ****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