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133 Holly Avenue, 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

138 Holly Avenue, 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

Jungle Way, Sarasota
$120,000
Whitfield Estates SubDv. ⋅ 34243 Zip Code
Under contract-accepting backup offers. **Prime Vacant Land Opportunity in Sarasota’s Whitfield Estates on Sarasota Bay** ***Owner Financing Available with approved terms*** Discover this exceptional vacant lot situated on Jungle Way in the highly desirable Whitfield Estates on Sarasota Bay subdivision. Offering over 8,000 square feet of prime real estate, this spacious lot features a generous 60-foot frontage, providing ample space to build your dream home or investment property. Located within miles of the Sarasota-Bradenton International Airport, this property offers unparalleled convenience for frequent travelers. Enjoy easy access to major transportation routes, making your commute or travel plans seamless. The central Sarasota location places you just minutes from downtown Sarasota’s vibrant arts, dining, and entertainment scene, as well as a quick ride to the popular UTC Mall for all your shopping needs. Whether you're looking to create a private retreat or an investment opportunity, this lot provides the perfect canvas in a sought-after neighborhood with proximity to Sarasota Bay’s stunning waterfront. Don’t miss out on this incredible opportunity to own a piece of Sarasota’s desirable real estate market. **Features:** - Over 8,000 sq. ft. of land - 60-foot frontage on Jungle Way - Located in Whitfield Estates on Sarasota Bay - Close to Sarasota-Bradenton International Airport - Minutes from Downtown Sarasota - Convenient access to UTC Mall and local amenities Schedule your private showing today and envision the possibilities! Buyers/ Buyers Agent to verify all information.

Jungle Way, Sarasota

7150 N Tamiami Trail Unit C216, Sarasota
$78,800
1 Beds ⋅ 1 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Under contract-accepting backup offers. Owner is MOTIVATED, and wants it sold by the end of the month. This is a cash generating condo that cost less than a CAR! Do not hesitate. If you want a little vacation spot to bring your boat and enjoy your winter this is it!! TURNKEY, UPDATED CONDO-HOTEL OPPORTUNITY IN SARASOTA'S WATERFRONT COMMUNITY! Enjoy resort-style living in this beautifully refreshed second-floor studio/efficiency at the Ramada by Wyndham Sarasota Waterfront. C216 has been thoughtfully updated with new flooring, fresh paint, all-new furnishings, and recessed LED ceiling lighting, creating a bright, clean and inviting space that is ready for personal enjoyment or rental use. Located in one of the community's most desirable buildings for convenient access to the resort amenities, this unit puts you close to the waterfront marina, pool, on-site dining and tiki bar. Residents and guests can enjoy a scenic waterfront setting, resort-style pool, fitness center, business center, waterfront walkways and other amenities. Flexible rental options provide added versatility, with the opportunity to use the property as a vacation retreat, personal getaway or investment property. On-site management is available, while owners also have the flexibility to manage their own rental. Currently offered as the best value among the available units in the community, C216 presents a compelling opportunity to own an updated, turnkey condo-hotel in a desirable Sarasota location. Conveniently located near shopping, dining, entertainment, beaches and Sarasota-Bradenton International Airport, this property offers an exceptional combination of amenities, flexibility, value and accessibility. HOA includes Electric, water, phone, high speed internet, cable TV, and all other amenities. Don't miss the opportunity to own at one of Sarasota's amenity-rich waterfront destinations. Schedule your private showing today!

7150 N Tamiami Trail Unit C216, Sarasota