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$265,000
3 Beds 2 Baths Spring Lake SubDv. 34235 Zip Code
POND-FRONT LIVING IN THE MEADOWS! This beautifully updated 3-bedroom, 2-bath villa offers 1,596 sq. ft. of comfortable living space and a floor plan designed for flexibility. The first-floor primary suite provides convenient single-level living, while two additional bedrooms upstairs create plenty of space for guests, a home office, or seasonal visitors. The spacious living area is filled with natural light from large sliding glass doors that frame tranquil pond views, creating a peaceful backdrop for everyday living and entertaining. Recent improvements include new A/C systems, new water heater, new refrigerator, new microwave, laminate wood flooring, and stylish decorative chandeliers. A detached covered carport adds convenient, sheltered parking. Located in The Meadows, one of Sarasota's most desirable communities, residents enjoy access to golf, tennis, fitness facilities, and scenic walking and biking trails. Just minutes from UTC Mall, downtown Sarasota, popular restaurants and shopping, and the Gulf beaches, this location makes it easy to experience the best of Sarasota. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this move-in-ready villa combines a desirable pond-front setting, thoughtful updates, flexible living space, and an exceptional Sarasota location. Don't miss the opportunity to make this Meadows villa your own!

3813 Fishing Trail Unit 62, Sarasota

$1,849,000
4 Beds 5 Baths Schindler Sub SubDv. 34236 Zip Code
The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for well under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, Sarasota

$260,000
3 Beds 2 Baths Villagio SubDv. 34237 Zip Code
Welcome to maintenance-free, resort-style living in the heart of Sarasota! Move-In Ready completely furnished 3 bedroom/2BA Condo located on the first floor in the beautiful Villagio community. From the moment you step inside, you’ll appreciate the bright, open-concept living and dining area, with stylish tile flooring throughout the home. This home features an outdoor covered lanai with sliding doors from both the primary bedroom and dining area that brings in lots of natural light where you will capture the fresh Florida breeze with your morning coffee or evening cocktail. The open living, dining and kitchen areas are perfect for everyday comfort or entertaining. The well designed kitchen offers wood cabinetry, every appliance you will need and a tall pantry next to the refrigerator. Retreat to the spacious primary suite, your own private haven featuring an ensuite bathroom with shower and tub combo, a generous walk-in closet, and a versatile office or additional storage nook. Two additional bedrooms provide ample closet space, and the guest bathroom has a bathtub and shower combo. An in-unit laundry room with washer and dryer adds everyday convenience. This unit has a covered parking included. The community is gated, and all the buildings painted in 2024 and all the roofs replaced in 2021. Residents enjoy outstanding amenities, including a clubhouse with fitness center, heated resort-style pool, tennis and pickleball court, putting green, picnic area and a fenced dog park. Ideally situated near downtown Sarasota, marinas, and the Baltimore Orioles’ spring training facility at Ed Smith Stadium. You’ll also be just a short drive away from the stunning beaches of Lido Key and Siesta Key. Travel is effortless with close proximity to Sarasota/Bradenton International Airport and I75 and US301 close by. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity this exceptional condo offers it all.

1025 Villagio Circle Unit 101, Sarasota

$749,000
2 Beds 3 Baths Rosemary Park SubDv. 34236 Zip Code
Experience the best of downtown Sarasota living in this exceptional luxury condominium, where sophisticated design, walkable convenience, and the vibrant energy of the Rosemary District come together in one remarkable residence. This beautifully appointed TURNKEY two-bedroom, two-and-a-half-bath home is located in an exclusive boutique building with only six private residences, offering a level of privacy rarely found in the heart of downtown. Designed with timeless elegance, the open-concept floor plan showcases soaring ceilings, real hardwood flooring throughout, designer Italian cabinetry, granite countertops, stainless steel appliances, a new refrigerator, and a built-in wine bar with beverage refrigerator. Both bedrooms feature luxurious ensuite bathrooms, while the spacious primary suite opens to a private balcony overlooking the Rosemary District and downtown skyline. Thoughtfully upgraded throughout, this residence includes custom California Closets, remote-controlled blinds, new HVAC systems installed in 2024 and 2025, and a new water heater installed in 2025, all backed by transferable warranties for added peace of mind. Residents enjoy assigned covered parking, elevator access, gated entry, and additional storage, all just moments from Sarasota's most celebrated destinations. Stroll to The Bay Park, Bayfront Marina, Whole Foods, Main Street, the Saturday Farmers Market, art galleries, award-winning restaurants, live entertainment, and the flourishing Rosemary Arts District, or spend the afternoon at Lido Key Beach, just minutes away. Offering an unmatched combination of luxury finishes, boutique living, recent high-value upgrades, and one of Sarasota's most desirable walkable locations, this exceptional residence delivers the very best of downtown Sarasota living.

433 Central Avenue, Sarasota

$157,500
2 Beds 2 Baths Lake Tippecanoe SubDv. 34233 Zip Code
Lowest-priced home in Lake Tippecanoe! Don't miss this opportunity to own a spacious 2-bedroom, 2-bath condominium with 1,272 square feet and a beautiful, unobstructed lake view. Wake up each morning to peaceful waterfront scenery and enjoy your coffee—or unwind at the end of the day—from the enclosed Florida room, where expansive windows bring the outdoors in. Inside, the spacious 21-foot living room provides plenty of room to relax or entertain, while generous room sizes, an interior laundry room, and a walk-in closet in the primary bedroom add to the home's comfort and functionality. Move in and enjoy it as it is, or update it over time to reflect your own style. With abundant natural light and one of the community's most desirable water views, this home offers exceptional value. Lake Tippecanoe is a well-maintained 55+ community featuring beautifully landscaped grounds, a community pool, and an ideal Sarasota location close to shopping, dining, medical facilities, golf, and the area's world-famous beaches. At just $157,500, this is the lowest-priced home in the community—an outstanding opportunity for a full-time residence or seasonal retreat.

4438 Narraganset Trail Unit 98A, Sarasota

$250,000
2 Beds 2 Baths Somerset SubDv. 34235 Zip Code
Welcome to your charming, light-filled Florida retreat at 5350 Myrtle Wood in the highly desirable The Meadows neighborhood in Sarasota. This 2-bedroom, 2-bathroom ground-floor villa offers approximately 1064 square feet of well-designed, maintenance-free living space. Tucked away in the serene Somerset community, the home blends a relaxed resort lifestyle with unbeatable everyday convenience. Spacious Open Layout. Large living room and dining room combination perfect for easy entertaining and comfortable daily living. Modern & Fresh low-maintenance vinyl plank flooring installed across the bedrooms & the living/dining areas. Equipped with dedicated laundry featuring an in-unit washer and dryer. Poolside Living: Premium location directly in front of the community pool, offering immediate backyard access for a refreshing swim. Prime Shopping & Dining: Minutes from top-tier retail, restaurants, and grocery options at the University Town Center (UTC) district. Outdoor Recreation: Located next to Nathan Benderson Park for world-class rowing, walking trails, and community events. Commuter's Dream: Quick, hassle-free access to I-75 connects you to downtown Sarasota, local beaches, and airports.

5350 Myrtle Unit 48, Sarasota

$685,000
2 Beds 3 Baths Lido Towers SubDv. 34236 Zip Code
Welcome to your move-in ready, no-second-thoughts condo. Perfectly positioned on the second floor of the desirable North Tower, this beautifully updated residence captures the morning sunshine in the kitchen and dining area while offering a spacious wraparound balcony—an ideal place to enjoy your morning coffee or relax in the coastal breeze. Thoughtfully renovated throughout, the home features new impact-rated sliding glass doors and windows, updated window treatments, beautiful wood-look plank tile flooring, custom wood cabinetry in the kitchen and all the bathrooms, and elegant stone countertops that blend style with everyday functionality. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this condo offers exceptional flexibility with monthly rentals permitted and pet-friendly living for pets up to 25 pounds. The low monthly maintenance fee of just $979 includes many of the conveniences buyers appreciate, making ownership easy and enjoyable. Just moments from Lido Beach, St. Armands Circle, and Sarasota's vibrant waterfront, this is your opportunity to enjoy the Florida lifestyle without compromise.

1001 Benjamin Franklin Drive Unit 206, Sarasota

$129,000
2 Beds 2 Baths Tri-Par Estates SubDv. 34234 Zip Code
Don’t miss this great opportunity to own a beautifully updated 2-bedroom, 2-bath 720 sq ft furnished single-wide home—perfect as a comfortable full-time residence or an easy winter getaway. Designed with a desirable split floor plan, this home features a newer TPO roof, new luxury vinyl flooring, drywalled walls and ceilings with recessed lighting, and a completely remodeled kitchen with granite countertops and soft-close cabinets. The enclosed lanai, complete with a portable AC unit, adds extra space to relax and enjoy the Florida lifestyle in comfort. Whether you’re a retiree looking for low-maintenance living or a snowbird searching for the perfect seasonal retreat, this move-in-ready home offers comfort, convenience, and value. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

5119 Glen Echo Avenue, Sarasota

$190,000
2 Beds 2 Baths Lake Tippecanoe SubDv. 34233 Zip Code
Welcome to one of the best values currently available in Lake Tippecanoe, where major updates, maintenance-free living, and an unbeatable Sarasota location come together. Featuring a brand-new roof and new air conditioning system, this beautifully maintained villa offers peace of mind from day one while providing a spacious single-level floor plan. Whether you’re looking for a year-round residence or a seasonal Florida retreat, this home is move-in ready and full of opportunity. Inside, the bright and inviting layout offers over 1,250 square feet of comfortable living space with an open living and dining area designed for everyday living and entertaining. Large windows fill the home with natural light while showcasing peaceful green views surrounding the property. The kitchen features solid wood cabinetry, stone countertops, ample storage, and a functional layout that connects seamlessly to the main living areas. Just beyond, the enclosed Florida room provides additional flexible living space—perfect for enjoying your morning coffee, reading a book, or simply relaxing while taking in the tranquil surroundings. The split-bedroom floor plan provides privacy for both owners and guests. The spacious primary suite includes a walk-in closet and private en-suite bath, while the guest bedroom is thoughtfully positioned adjacent to the second full bathroom. Both bedrooms offer generous space and natural light, creating comfortable accommodations for family or visitors. Recent improvements include a new roof and new HVAC system, giving buyers valuable long-term peace of mind while reducing future maintenance concerns. An assigned covered carport is located just outside the home, adding everyday convenience. Lake Tippecanoe is a welcoming 55+ maintenance-free community offering an active yet peaceful lifestyle. HOA fees cover cable television, water, sewer, trash, exterior maintenance, grounds maintenance, insurance, reserves, and access to the community pool and recreational facilities. Residents enjoy beautifully maintained grounds, scenic lakes throughout the community, and a friendly neighborhood atmosphere that makes everyday living feel like a retreat. Conveniently located in the heart of Sarasota, you’ll enjoy quick access to shopping, dining, medical facilities, golf courses, I-75, Downtown Sarasota, and the world-famous white sand beaches of Siesta Key. This central location places everything you need just minutes from your front door while allowing you to enjoy the quiet charm of an established community. This is an outstanding opportunity to own a move-in-ready villa with major system updates, maintenance-free living, and exceptional value within one of Sarasota’s most desirable 55+ communities. Schedule your private showing today.

4586 Mohican Trail Unit 147, Sarasota

$126,600
2 Beds 2 Baths Tri-Par Estates SubDv. 34234 Zip Code
Priced right and full of potential, this 2-bedroom, 1.5-bath home offers a welcoming layout with room to make it your own. Recent exterior updates include a newer TPO roof, vinyl siding, gutters, and a partially updated carport—giving you a strong start for future improvements. Inside, the open-concept design offers generous great-room coverage and square footage, with just enough separation to create cozy, functional spaces. Bring your imagination and explore the possibilities: refresh the finishes, modernize the kitchen and baths, or design a comfortable retreat that fits your style. This is a great opportunity for someone looking for value, flexibility, and a home ready for a personal touch. Tri-par Estates is a 55+ community that provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. Internet and TV included in the annual fee This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood in paradise.

5304 Cherry Hill Avenue, Sarasota

$169,900
3 Beds 2 Baths Tregate East SubDv. 34233 Zip Code
Welcome to this top- 3rd floor 3 Bedroom - 2 Bath condominium in the desirable 55+ affordable community of Tregate East, ideally located just minutes from the world-famous Siesta Key Beach. This spacious residence offers the flexibility of a three-bedroom floor plan that has been thoughtfully reconfigured to create an expansive bonus living area, perfect for entertaining, relaxing, or enjoying your favorite hobbies. The bright, open-concept layout is filled with natural light thanks to windows at both the front and rear of the home, creating an inviting atmosphere throughout. Updated flooring and newer interior doors add a fresh, modern feel, while the kitchen features white cabinetry, an oversized breakfast bar, and abundant storage. The kitchen flows seamlessly into the living and dining areas, making it ideal for everyday living and hosting family and friends. Appliances, Hot water heater and A/C all updated between 2019-2022 Residents of Tregate enjoy a welcoming, active lifestyle with exceptional amenities, including a heated community pool, clubhouse, beautifully landscaped grounds, elevators in every building, laundry facilities, assigned covered parking, and additional storage. Perfectly situated in the heart of Sarasota, you'll be just minutes from shopping, grocery stores, restaurants, golf courses, downtown Sarasota, and the sugar-white sands of Siesta Key Beach. Move-in ready and offering an unbeatable combination of comfort, convenience, and value, this exceptional condominium is the perfect place to enjoy the Florida lifestyle in one of Sarasota's most desirable 55+ communities.

3983 Maceachen Boulevard Unit 434, Sarasota

$154,900
2 Beds 2 Baths Tregate East SubDv. 34233 Zip Code
Welcome to easy Sarasota living in this beautifully updated 3rd-floor condo, ideally located in a sought-after 55+ community just minutes from grocery stores, shopping, and hospitals. This home has undergone a complete transformation with close to $50,000 in renovations completed within the last year, meaning there's truly nothing left to do but move in and enjoy! Step inside to a brand-new kitchen featuring soft-close cabinetry, sleek granite countertops, and a stunning quartz-topped island perfect for morning coffee or entertaining guests. Both bathrooms have been tastefully remodeled, and the main living areas and bedrooms now feature durable, low-maintenance new LVP flooring, while the kitchen and baths retain their clean tile flooring. Additional updates include paint, modern lighting fixtures and new ceiling fans throughout, adding a fresh, contemporary feel to every room. Unwind in the inviting sunroom, where you can sip your morning coffee or evening glass of wine while overlooking the peaceful courtyard and community pool making it a perfect spot to relax and soak in the Florida sunshine. Convenience is key here, with an elevator located just around the corner, making this home accessible with ease, no stair-climbing required, even on the top floor. Residents also enjoy access to the community pool, ideal for staying active and social within this friendly 55+ neighborhood. Whether you're looking to downsize, relocate, or find the perfect Florida retreat, this beautifully renovated condo checks every box, modern updates, unbeatable location, and true move-in-ready convenience. Don't miss this opportunity — schedule your private showing today!

3981 Maceachen Boulevard Unit 330, Sarasota

$199,000
2 Beds 3 Baths Sunridge SubDv. 34234 Zip Code
Welcome to easy Florida living in this beautifully updated 2-bedroom, 2.5-bath townhouse-style condo in the desirable Sunridge community. Ideally located just minutes from downtown Sarasota, UTC, award-winning beaches, dining, shopping, and top-rated schools, this home offers both convenience and a peaceful setting. Inside, you’ll find a renovated kitchen, updated flooring, fresh interior paint, and a newer roof, giving the home a clean, modern feel. Enjoy tranquil lake views from one of four private patios or unwind in the screened lanai while taking in the natural surroundings. Two assigned parking spaces, including one covered space, provide added convenience. With low monthly HOA fees that cover most utilities (excluding electric and internet), this property is an excellent option for full-time living, a seasonal getaway, or an income-producing investment. As one of the most competitively priced homes in Sunridge, this is an opportunity you won’t want to miss.

947 Sunridge Way Unit A3, Sarasota

$145,900
2 Beds 2 Baths Oakwood Manor SubDv. 34237 Zip Code
OAKWOOD MANOR — WHERE FUN AND FRIENDSHIP HAPPEN TURNKEY, WELL MAINTAINED AND READY TO ENJOY-SARASOTA LIVING MADE EASY!!! Don’t miss this beautifully maintained 2-bedroom, 2-bath turnkey home offering 1,056 sq. ft. of comfortable living space in Oakwood Manor, a highly desirable resident-owned 55+ community located in the heart of Sarasota. Whether you’re searching for the perfect winter getaway or a full-time Florida residence, this move-in-ready home offers comfort, convenience, and exceptional value—all with an affordable $210/month HOA fee. Set within 90 beautifully maintained acres, Oakwood Manor is known for its friendly atmosphere, active lifestyle, and resort-style amenities. Residents enjoy a welcoming clubhouse with commercial kitchen and stage, fitness center, library, heated pool, hot tub, bocce ball, shuffleboard, and putt-putt golf. Pickleball lovers will appreciate being just a short bike ride from the Legacy Trail and its brand-new pickleball courts. (Please note: no pets, motorcycles, or RVs permitted.) Inside the home, pride of ownership is evident throughout. The bright and cheerful living room is filled with natural light from surrounding windows, creating a warm and inviting space to relax and unwind. The spacious kitchen offers abundant cabinetry and opens nicely to the dining area, making it ideal for both everyday living and entertaining. The home is being sold turnkey, so you can simply bring your suitcase and start enjoying the Florida lifestyle from day one. Both bathrooms have been tastefully updated, and the interior color palette perfectly complements the relaxed coastal feel of the home. This property has been lovingly maintained and truly needs nothing—just move right in and enjoy. Recent updates include: New flooring (2016) Fresh interior paint Roof coating (2025) New carport (2025) New blinds throughout New front awnings One of the standout features of this home is the private backyard with no neighbors behind, offering a peaceful setting to enjoy the outdoors. You’ll also love being just steps from the clubhouse, making it easy to take advantage of all the social events and community activities Oakwood Manor offers. Location is everything, and Oakwood Manor delivers. Conveniently located close to downtown Sarasota, Siesta Key Beach, St. Armand's Circle, shopping, dining, Sarasota-Bradenton International Airport, and local hospitals, this community combines an unbeatable Sarasota location with low-maintenance living and outstanding value. Homes in Oakwood Manor that are this clean, turnkey, and well-located don’t come along often—schedule your showing today and come see why so many love calling this community home.

3383 Oakwood Boulevard N, Sarasota

$225,000
2 Beds 2 Baths Village Gardens Apt SubDv. 34234 Zip Code
Welcome to this bright, airy, and spacious 2-bedroom, 2-bath villa in the desirable Village Gardens community of Sarasota. This beautifully maintained home features an updated kitchen with modern finishes, ample cabinetry, and plenty of workspace, making it perfect for everyday living and entertaining. The open floor plan is filled with natural light, creating a warm and inviting atmosphere throughout. Enjoy the best of Sarasota living with a location that puts you just minutes from Downtown Sarasota, Sarasota-Bradenton International Airport (SRQ), University Town Center (UTC), Nathan Benderson Park, The John & Mable Ringling Museum of Art, New College of Florida, Ringling College of Art & Design, shopping, dining, entertainment, and world-renowned Gulf Coast beaches. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this charming home offers comfort, convenience, and an unbeatable Sarasota location. Don't miss your chance to enjoy maintenance-free living in one of Sarasota's most established and beautifully maintained communities.

4845 Village Gardens Drive Unit 177, Sarasota

$599,000
3 Beds 2 Baths Whitfield Estates SubDv. 34243 Zip Code
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

$1,100,000
2 Beds 2 Baths Lawrence Pointe SubDv. 34236 Zip Code
Virtually Staged. Back on the market after the previous buyer’s financing did not come together, this penthouse at Lawrence Pointe is once again available! Welcome to the penthouse level, where sweeping Sarasota Bay views and an exceptional downtown location create the perfect canvas for something truly special. This spacious 2-bedroom, 2-bath residence offers breathtaking, unobstructed water views and is ready for a complete renovation. Bring your vision and create it your way—the residence offers an incredible opportunity to transform the space into a custom waterfront retreat. Wake up to sparkling views across Sarasota Bay, watch the boats pass by, and enjoy unforgettable sunsets from one of downtown Sarasota’s most established waterfront communities. Lawrence Pointe also offers some of the lowest condominium fees in downtown Sarasota, adding even more value to this exceptional location. Just moments from Sarasota’s renowned dining, shopping, arts and cultural venues, St. Armands Circle, Lido Beach, and the vibrant downtown waterfront, you’ll have the best of Sarasota right at your doorstep. For the buyer who understands the value of location, views, and the ability to start fresh, this is an opportunity worth seeing. You can renovate the interior, but you can’t recreate this view. Come experience the setting, envision the transformation, and make this penthouse your own.

101 Sunset Drive Unit PH1, Sarasota

$270,000
3 Beds 2 Baths Villagio SubDv. 34237 Zip Code
You can move in immediately or rent right away for everything you could need is included - furniture, decor, window treatments, kitchen service items, sheets, towels, porch furniture and pillows, all appliances. This is truly turnkey! Three bedroom units are coveted and particularly when they include a deeded carport for parking. The has been beautifully remodeled with granite countertops, luxury linoleum throughout, and all furniture and decor to match the Florida coastal lifestyle. The buildings are only two stories high and this condo is on the second floor eliminating any issues of pedestrian or car traffic directly in front of your windows or any potential rising water. Villagio has remained a community in high demand due to its proximity to downtown Sarasota, the spring training stadium for the Baltimore Orioles, sporting parks, independent restaurants and stores, grocery, schools, and public transportation. Villagio is a gated community with a pool, fitness room, clubhouse, pool, tennis and pickleball courts, a small putting green, designated dog area, and green space with picnic tables. It remains a wonderful place to live full-time, seasonally, or as a rental investment (one month minimum, maximum 3 times per year). Pet and all age-friendly.

1010 Villagio Circle Unit 201, Sarasota

$145,000
2 Beds 2 Baths Tri-Par Estates SubDv. 34234 Zip Code
Tri-Par Estates is a Recreation Development and State Park. YOU OWN THE LAND UNDER YOUR HOME. HUGE SIDE YARD FOR MAXIMUMN PRIVACY. 2 bedrooms; 1.5 bathrooms. Floor covering = carpet and laminate. New hot water tank. Washer & Dryer. Work/storage shed. Secure roof. Double-Strength Tie-Downs. You will really like the large bedrooms and the open floor plan, large kitchen next to the dining area. TRI-PAR has for you: Huge heated or cooled pool. + Spa + Fitness center. + Parties + Dances + Clubs, etc. For only $1,648 per year ($137.33/per month) (billed yearly with your tax bill) you’ll receive Garbage Collection, Internet, Road and Pool maintenance and much more. Lovely beaches, UTC Mall, houses of worship and much more are within easy drive. Better arrange a showing ASAP. Don’t get caught in the bidding war ! ! !

1781 Olympia Fields Street, Sarasota

$585,000
1 Beds 2 Baths Lido Regency SubDv. 34236 Zip Code
Spectacular Waterfront Living with Panoramic Views! Experience the best of Sarasota's coastal lifestyle in this beautiful, fully furnished, move-in-ready 10th-floor condominium, offering breathtaking, unobstructed views of the nature preserve, Sarasota Bay, and the city skyline. Thoughtfully designed, this spacious 1-bedroom, 1½-bath residence features an open floor plan that maximizes natural light and showcases the stunning scenery from nearly every angle. The inviting living area offers ample space for relaxation and entertaining, while a dedicated home office provides the ideal setting for remote work, complete with a wall of built-in cabinets for ample storage. An elegant dining area flows seamlessly into the fully equipped kitchen, which features electric appliances and a generous kitchen island. Designed for comfort and peace of mind, the residence features hurricane-impact windows, a new HVAC system, and a new water heater. The building has undergone numerous recent upgrades, further enhancing its value and appeal. Located on a premier private beachfront on Lido Key, the community offers residents resort-style amenities, on-site management, secure building access, and assigned covered parking. It is just minutes from the renowned shops and restaurants of Saint Armands Circle and the vibrant cultural and entertainment district of downtown Sarasota. Whether you're seeking a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condominium offers stunning views, modern updates, and an unbeatable location within one of Sarasota's most desirable beachfront communities.

1700 Benjamin Franklin Drive Unit 10F, Sarasota

$115,000
3 Beds 2 Baths Newtown SubDv. 34234 Zip Code
INVESTOR SPECIAL – PRIME SARASOTA REDEVELOPMENT OPPORTUNITY! Located in the rapidly developing Newtown area of Sarasota, this property presents an outstanding opportunity for investors, builders, flippers, or end-users looking to create substantial upside. Sitting on a 5,750 SF RSF4-zoned lot, the existing structure offers the option for a full renovation or complete redevelopment into a stunning new construction family home. The current home requires extensive rehabilitation, making this an ideal project for experienced investors seeking strong value-add potential. New construction and renovated homes continue to transform the surrounding area, creating strong long-term appreciation potential. Property features public water and sewer connections and is conveniently located near downtown Sarasota, UTC, schools, shopping, restaurants, and Gulf Coast beaches. Cash Only, title and lien search complete, violation for disrepair quick close required. Reach out with any questions.

1679 24th Street, Sarasota

$279,000
2 Beds 2 Baths Hunters Walk - Hamlets SubDv. 34235 Zip Code
Welcome home to 4515 Winston Ln — where "totally updated" actually means it! This light, bright 2-bedroom, 2-bath villa has been refreshed from top to bottom in 2026, so you can skip the to-do list and start enjoying lake views instead. Step inside to wide-plank LVP flooring flowing throughout, a cozy fireplace for movie nights, and a stunning kitchen featuring butcher block counters and all-new appliances (with a new fridge on the way!). The big-ticket stuff is already done too — new roof, new AC, and new water heater in 2026 — so all that's left for you to do is move in. Plus, an in-unit washer and dryer means laundry day just got a whole lot easier. Love the outdoors? You'll have not one but two patios to choose from, including a serene spot overlooking the community lake — perfect for morning coffee or evening unwinding. And when you're ready to be social, the amenities are just steps away: take a dip in the community pool, rally on the pickleball or tennis courts, or mingle at the clubhouse. Covered parking included, because nobody wants a hot steering wheel in Florida. This isn't just a villa — it's a lifestyle upgrade. Come see why 4515 Winston Ln checks every box!

4515 Winston Lane N Unit 47, Sarasota

$585,000
2 Beds 2 Baths Sarasota Harbor East SubDv. 34236 Zip Code
Enjoy a million-dollar view without a million dollar price tag! Sarasota Harbor East is one of the most sought-after locations in Sarasota, just minutes from St Armand's Circle, Lido Beach, downtown Sarasota, and directly across the street from the Sarasota Yacht Club. You'll fall in love with the spectacular views the turquoise waters of Sarasota Bay, the Ringling Causeway as it lights up at night, and be spellbound by the fireworks over Sarasota Bay during July 4th and New Year's Eve. This lovely 2-bedroom/2-bath condo is offered turnkey furnished, with ceramic tile, an open-concept floor plan, renovated kitchen/baths, and an enclosed lanai, with a shared laundry room right next door. Recent updates include new hurricane-impact windows and sliders, a Nest thermostat, keyless front-door entry, and newly refinished cabinetry. Each unit includes a covered parking space and a storage unit on the 3rd floor. Community amenities include a clubhouse, community pool with sweeping views of the bay, shuffleboard courts, a community gas grill, a secured bicycle shed, and a kayak storage rack. The community's free boat slips are available on a first-come, first-served basis, are commonly available, accommodating both sail boats and powerboats up to 30'. Sarasota Harbor East is a 55+ community that allows rentals after one year of ownership. The second floor unit is accessible by elevator and stairs.

777 John Ringling Boulevard Unit 24, Sarasota

$239,900
2 Beds 2 Baths Tri-Par Estates SubDv. 34234 Zip Code
Welcome to 4906 Sea Island Ave, a beautifully updated 2-bedroom, 2-bath home in Tri-Par Estates, Sarasota's premier land-owned 55+ community. This move-in-ready residence offers the perfect blend of comfort, convenience, and Florida lifestyle living. Inside, you'll find modern laminate flooring, fresh interior paint, a bright, open-concept living & dining area ideal for everyday living. The spacious kitchen features solid wood cabinetry, generous counter space, & ample storage. The primary bedroom includes three floor-to-ceiling closets with built-in shelving, while the second bedroom offers two additional closets, providing exceptional storage throughout the home. Energy-efficient double-pane windows & upgraded wall insulation help keep utility costs low and maintain year-round comfort. Outside, enjoy relaxing on the covered patio beneath the carport or take advantage of the attached laundry and storage room. Durable vinyl siding and a long-lasting rubber membrane roof provide added peace of mind. Pet lovers will appreciate the private dog run, making this home a rare find within the community. Tri-Par Estates offers an outstanding array of resort-style amenities, including a heated pool and spa, fitness center, shuffleboard courts, clubhouse, RV & boat storage, and a full calendar of social activities. Best of all, the low HOA fee is conveniently included in your annual property tax bill. Ideally located minutes from Sarasota's world-famous Gulf beaches, vibrant downtown district, theaters, museums, shopping, dining, & entertainment venues, this home offers an exceptional opportunity to enjoy the very best of Florida's Gulf Coast lifestyle. RECENT UPGRADES: • Received warranty from prior owner for termite tenting; annual warranty maintenance fee approx $202. • Added ramp & 6' x 12' deck to the south-facing front entrance. • Installed additional shelving in storage shed. • Roof resealed for added weather protection; excess sealant stored in shed with approximately 10-year expected lifespan. • Installed white privacy fence creating a private dog run. • Installed new 36-inch front entry door meeting handicap accessibility standards; all three exterior doors are accessible. • Water conditioning system with reverse osmosis serving kitchen sink and refrigerator/ice maker; added remineralizer filter, UV light system, and new refrigerator water tubing (2023). • Upgraded whole-house electrical breaker panel and completed electrical inspection to current code standards (2023). • Installed new hot water heater (2025). • Replaced kitchen range/stove (2026). • Replaced secondary refrigerator (2026). • Completed plumbing inspection; all systems functional (2026). • Installed top-of-the-line TRANE HVAC system with UV filtration system to reduce mold and mildew (2026). • Installed new flooring in both bedrooms, including closets. • Replaced shower heads in both bathrooms. • Installed three wall-mounted smart TVs (2022-2024). • Replaced kitchen flooring and completed subfloor repairs (2023). • Replaced HVAC ductwork throughout the home (2023). • Replaced plumbing piping in conjunction with ductwork improvements (2023). • Installed new under-home moisture barrier (2023). • Improved under-home access with service openings for future inspections; enclosed underside with lattice and wire barrier to deter animals (2023). • Renovated carport to meet code requirements (2025). • Repainted and resealed driveway (2026).

4906 Sea Island Avenue, Sarasota

$269,900
3 Beds 2 Baths Tallywood Condos SubDv. 34237 Zip Code
Welcome to Tallywood, one of Sarasota's most desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $269,900, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!

3412 Tallywood Circle Unit 7018, Sarasota

$935,000
2 Beds 2 Baths Harbor House SubDv. 34236 Zip Code
Welcome to 174 Golden Gate Point #22, an exceptional, professionally decorated waterfront residence offered completely furnished for under $1M. Perfectly positioned on the second floor of Sarasota's most prestigious peninsula, this stunning, fully renovated two-bedroom, two-and-a-half-bath condominium captures breathtaking panoramic views of Sarasota Bay and the iconic John Ringling Causeway Bridge from every room. The thoughtful double-primary split floor plan features spacious bedrooms with private en-suite bathrooms, creating a sophisticated yet relaxed retreat ideal for owners and guests alike. Elegant coastal aesthetics, curated by a professional designer using premium pieces from Pottery Barn and Restoration Hardware, blend soft creams and light blues with high-end finishes. Every detail has been meticulously addressed, including crown molding, porcelain tile flooring, quartz countertops, a custom high-end backsplash, accent lighting, powered blinds, a walk-in closet, extensive storage, and a massive TV and sound system. The main living, dining, and kitchen areas flood with a spectacular natural glow each morning and frame mesmerizing sunset views every evening. Practical amenities elevate the home, including a deeded covered parking spot just one story below that features a handy, built-in storage closet. Embracing an unparalleled downtown Sarasota lifestyle, this property places you at the center of the city’s vibrant cultural and social scene. Enjoy effortless walkability to award-winning restaurants, boutique shops, theaters, art galleries, Marina Jack, Bayfront Park, and a major boat club. You are also just a short trip over the bridge to St. Armands Circle, Lido Beach, and the world-renowned shores of Siesta Key and Longboat Key. With luxury hotels like The Ritz-Carlton and The Westin nearby to accommodate extra guests, this extraordinary property delivers the ultimate combination of luxury, location, and effortless bayfront living. Act fast, as a turnkey opportunity of this caliber on Golden Gate Point for less than $1M may soon be a thing of the past.

174 Golden Gate Point Unit 22, Sarasota

$99,900
1 Beds 1 Baths Tri-Par Estates SubDv. 34234 Zip Code
Welcome to your new Florida home in Tri-Par Estates! One of few mobile-home communities where you own your home and your lot! Very Clean 1 bedroom/1 bathroom home with large outdoor lanai space and a fully fenced yard! New TPO membrane re-roof! Great use of space with open floor plan. Covered carport has a storage room with washer inside. Tri-Par Estates is a 55+ community with many amenities and planned activities for residents. There is a large pool, mini golf, additional laundry facilities, fitness room, clubhouse, and many activities to enjoy. Tri Par is located just minutes from the SRQ airport and is in close proximity to Downtown, shopping, restaurants, hospital, UTC mall and our beautiful beaches.

1508 Blind Brook Drive, Sarasota