Location: Sarasota
Do Not Show Listings
2414 VACCARO DR, SARASOTA, FL 34231
$983,000107 Days on yellowkey MLS ID: A4677299
REDUCED by $57,000 (5.5%) on 04/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,350
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000156 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonCondo
Taxes:$55,267
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
1039 23RD ST, SARASOTA, FL 34234
$675,00040 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Elementary School: Gocio Elementary
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00043 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
High School: Sarasota High
Remarks: PRICE IMPROVEMENT... Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1621 BAY POINT CT, SARASOTA, FL 34236
$5,950,00060 Days on yellowkey MLS ID: A4683737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3645 Built: 2025 Tax: $18,935 (2025)Community: The Mooring At Bay PointeSingle Family
Taxes:$18,935
Elementary School: Southside Elementary
Remarks: Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical landscapes await. You are also steps away from the vibrant heart of Downtown Sarasota, the serene Bayfront Park for sunset strolls and events and the city’s central marina. Inside you’ll be captivated by the thoughtful design and an ingenious use of space throughout. The main floor features a large and comfortable open floor plan of great room and kitchen, a luxurious primary suite, an en-suite guest bedroom plus an office. The main living area opens to a lovely private patio with plunge pool and spa overlooking garden and water views. Plus your own private boat dock, featuring a 13,000 lb boat lift and 67 feet of waterfront Upstairs 2 generous en-suite bedrooms await with luxuriously designed baths, each with access to an oversized second story terrace. In addition, this level features a large gym with sauna and a second office. Every inch of this home exudes quality and modern luxury: a show-stopping kitchen with top-tier appliances, a large central island perfect for gathering and entertaining, and a cleverly concealed walk-in pantry behind custom cabinet doors that keeps everything beautifully organized and out of sight. From the high-end finishes, to the seamless indoor-outdoor flow, this detail-filled home combines quality, elegance, and functionality with the unbeatable Sarasota lifestyle. It’s where nature, culture, and waterfront living converge right outside your door. Come experience yourself!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
12410 OSORIO CT #203, SARASOTA, FL 34238
$499,00072 Days on yellowkey MLS ID: A4681289
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1526 Built: 2022 Tax: $4,986 (2025)Community: Esplanade PalmerCondo
Taxes:$4,986
Elementary School: None
High School: None
Middle School: None
Remarks: “Turnkey Furnished” vacation get-away, second home, investment property, or permanent residence on Palmer Ranch! This is a beautifully maintained open floor plan, second floor unit (includes garage) in the Garden Homes at Esplanade on Palmer Ranch. A great location within the community and offers a Kitchen with granite countertops, stainless steel appliances, crown molding and tile floors throughout and plush carpet in the two bedrooms. Building ten is located close to the amazing, premier Amenity Campus, clubhouse, catering kitchen, which features a resort style pool, signature “Bahama Bar” for food and beverages, state of the art fitness center with cardio and strength rooms, free weight and movement studio. (Classes and personal training also available.) Continuing on, the community also features poolside cabanas and poolside drink and towel service, Indoor Table Tennis, Coquina Sands spa, bocce, tennis, resistance pool, splash pad, hot tub/spa, playground and Pickleball courts, and let's not forget the dog park... Esplanade provides easy access to the Legacy Trail via either of the two entrances from the community and is not only GATED, but also maintenance free! This is truly resort-style living with a full-time on-site Lifestyle Manager & Director, making it easy to make new friends and enjoy special events, activities, & parties! Perfect location not far from downtown Sarasota, several Gulf beaches (SIESTA KEY white sand beach!), boat docks, marina's & kayak launches. A perfect lifestyle which makes Palmer Ranch a go-to destination for visitors and residents. Constructed by one of Florida's most reputable builders, this community features some of the best amenities offered in Sarasota County! LOCATION & LIFESTYLE!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Julie Larson, Llc (941-284-9826)
8134 SANTA ROSA CT, SARASOTA, FL 34243
$900,000190 Days on yellowkey MLS ID: A4666633
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3934 Built: 2007Monthly Fee: $200 Tax: $6,786 (2024)Community: Sonoma Ph ISingle Family
Taxes:$6,786
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: This beautifully updated 5-bedroom, 4-bathroom residence has everything you could want and more! Nestled in the heart of Sonoma, this home combines modern luxury with spacious, functional living. *New Paint* *New Flooring* *New Pool Pump" The primary bedroom is conveniently located on the first floor, offering a private retreat with direct access to the caged lanai. Also on the first floor, you’ll find a large kitchen featuring a wet bar, perfect for entertaining, and a spacious dining area, ideal for big gatherings. For added convenience, the laundry room is also located on the main level. The screened-in pool overlooks lush green space, creating the perfect backdrop for enjoying the beautiful Florida lifestyle. Whether you're relaxing in the sun, swimming, or hosting friends and family, this outdoor space is sure to impress. Upstairs, you'll find 3 additional bedrooms, a versatile bonus room, and another living room area, offering plenty of space for everyone to unwind. The 3 car garage has also been freshly epoxied to give it that great custom look, long lasting, low maintenance surface. Sonoma offers a community pool, park, tennis courts and private access to Conservatory Park for walking trails in it’s 50 plus -acre nature preserve. Located off University Parkway west of I-75, minutes from golf, lots of great restaurants, shopping, downtown Sarasota, UTC Mall, beaches, and the Sarasota International airport. This home is the ideal blend of luxury, comfort, and convenience. Don’t miss your chance to own a piece of paradise in Sonoma. Schedule your showing today!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Nick Paape (941-320-2609)
2436 ARAPAHO ST, SARASOTA, FL 34231
$415,000145 Days on yellowkey MLS ID: TB8452475
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1948 Tax: $4,316 (2024)Community: Jackson HighlandsSingle Family
Taxes:$4,316
Remarks: Recently updated throughout, this 3 bedroom, 2 bath home is move-in ready. The home has been fully renovated, including new flooring and a new roof installed in October 2024. A peaceful serenity in a lush private back yard oasis is accessed by the new impact-glass slider door. A new Trex deck with a sunshade and bistro LED lights for entertaining guests or lounging around the fire pit entices all. When you walk through the front door you see vaulted ceilings, an electric fireplace, and updated flooring. Newer kitchen with shaker cabinets, granite counters, and stainless appliances. A new washer and dryer are steps away in the spacious laundry room. The master bedroom has a new closet organizer for more efficiency and plenty of space for a king-sized bed. The 3rd bedroom with a loft is currently used as an office/library. There is newer central air, as well as a mini-split A/C system upgrade new in 2021. New R-38 insulation was installed in 2021. Detached 22x22 garage with newer garage door. This home has county water as well as sewer, with a well for irrigation. Location is prime—restaurants, shopping, banks, churches, medical, schools, minutes to Siesta Key beaches and downtown Sarasota to enjoy the many cultural events.
Listing is courtesy of: FRIENDS REALTY LLC (813-464-1640)
Listing Agent: Jansel Lozano Vazquez (813-817-4180)
7147 LAGO ST, SARASOTA, FL 34241
$399,900154 Days on yellowkey MLS ID: A4672479
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2056 Built: 1977 Tax: $4,455 (2024)Community: Lake SarasotaSingle Family
Taxes:$4,455
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Lake Sarasota- Great Opportunity -Move-in Ready Home in Lake Sarasota Includes 4 Bedrooms & 3 Full Bathrooms, Designed w/ a Split Bedroom plan that Offers Privacy & Convenience ~ all within 2056 A/C square feet of living area. This Home's Floor Plan, Provides Room for Guest/In-law or home office, Flex Room w/ separate entrance. Home has Mature Oak Trees & Landscaping, w/ Fenced Back Yard, Covered Carport w/ a Large Paver Driveway. The Primary Bedroom / Bathroom upstairs plus additional walk-in storage space in a walk-in Attic Area. !!!NEW ROOF in 2025!!!Easy access to Lakeview PAW PARK, a Sarasota County Park with amenities including Canoe/Kayak Launch, Dog-Friendly (leash required), Just Across the Street!. Very conveniently located to I-75, and near a variety of restaurants, Sarasota/Tampa airports, the University Town Center mall. Siesta Key Beaches just a short drive away. Come See this Great Home with and Make it Yours!!
Listing is courtesy of: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC (941-914-2460)
Listing Agent: Mickey Schweitzer (941-914-2460)
4839 GIVENS CT, SARASOTA, FL 34242
$2,750,00054 Days on yellowkey MLS ID: A4683309
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3524 Built: 1994 Tax: $25,564 (2025)Community: Siesta HammockSingle Family
Taxes:$25,564
Remarks: **Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel presents potential for future expansion or reconfiguration, making this a compelling option for both end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Caroline Amory (941-524-0463)
2435 EUGENE ST, SARASOTA, FL 34231
$398,000117 Days on yellowkey MLS ID: A4676302
1 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1170 Built: 1959 Tax: $3,021 (2025)Community: Pinehurst Park Rep OfSingle Family
Taxes:$3,021
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. Significant Price Improvement! Just 4.5 miles from the powdery white sands of Siesta Key Beach, this fully renovated Sarasota retreat delivers the freedom, style, and lifestyle buyers are craving — without HOA restrictions and with monthly rentals allowed. Renovated in 2025, this 2-bedroom, 2-bath block home blends modern design with effortless flow, creating a space that feels both elevated and inviting. The heart of the home is a show-stopping, European-inspired kitchen, thoughtfully designed with high-end cabinetry and a premium appliance package — perfect for casual mornings, entertaining friends, or unwinding after a beach day. The open-concept layout maximizes every inch of the 1,170 sq ft, offering seamless transitions between living, dining, and kitchen spaces. New flooring throughout and a completely updated bathroom add to the fresh, move-in-ready feel. Major upgrades provide peace of mind and long-term value, including: *BRAND NEW ROOF*--- *Hurricane-rated windows and doors*--- *Solid block construction*--- It is also Located in Flood Zone X Step outside to a fully fenced backyard designed for flexibility and Florida living. With room for a pool, a drive-through gate for easy boat or RV storage, an oversized driveway, and a large storage shed, this property offers a level of versatility rarely found this close to the coast. Set in a prime Sarasota location near Gulf Gate Library, popular dining, shopping, and neighborhood favorites — with quick access to Siesta Key, Downtown Sarasota, Downtown Sarasota, and surrounding hotspots — this home checks every box for a primary residence, investor, or lifestyle buyer seeking freedom and upside. Homes this close to Siesta Key with no deed restrictions, modern renovations, rental flexibility, and space for boats or RVs are exceptionally rare. Schedule your private showing today — opportunities like this don’t last.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
8882 BLOOMFIELD BLVD, SARASOTA, FL 34238
$799,000145 Days on yellowkey MLS ID: A4673804
0 Days Off yellowkey (back on 4/2/2026)
REDUCED by $31,000 (3.7%) on 03/31/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2623 Built: 2001Monthly Fee: $302 Tax: $6,029 (2024)Community: Silver OakSingle Family
Taxes:$6,029
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. PRICE JUST IMPROVED! The perfect chance to customize this home to your personal style and build instant equity. Welcome to an exquisite custom residence, gracefully positioned within one of Sarasota’s most prestigious gated enclaves. This sophisticated 4-bedroom home embodies both elegance and livability, offering refined interiors, a flowing open layout, and a resort-worthy outdoor sanctuary. Enter through a stately foyer where soaring ceilings, intricate crown moldings, immediately set the tone for the home’s exceptional craftsmanship. The foyer unfolds into a luminous sitting room an inviting space perfect for intimate gatherings or moments of serene reflection. The expansive main living area showcases lofty ceilings, abundant natural light, and unobstructed views of the sparkling pool, creating an atmosphere of effortless luxury. At the center of the home, the chef’s kitchen boasts custom cabinetry, generous counter space, and a thoughtfully designed layout ideal for both gourmet cooking and effortless entertaining. A split floor plan ensures privacy and comfort, featuring a spacious primary suite as a serene retreat, while three additional bedrooms provide versatility for guests, family, or a sophisticated home office. Step outside to experience the essence of Florida living: a heated, resort-style pool complemented by a soothing jacuzzi, all framed by lush landscaping. The covered lanai offers an idyllic setting for year-round relaxation, creating a private oasis perfect for both tranquil mornings and memorable evenings. Situated on an expansive, oversized lot, the property also includes an impressive 3-car garage ideal for car enthusiasts, additional storage, or future workspace needs. With a newer roof (2022) , newer AC (2020), and a brand-new pool pump, key upgrades (natural gas added ) are already in place allowing discerning buyers the opportunity to infuse their own vision and personal touches into an extraordinary home. Located just minutes from the gorgeous beaches on Siesta Key and Casey Key, downtown Venice, top-ranked schools including the highly acclaimed Pine View School, world-class golf, Costco, Potter Park YMCA, The Legacy Trail plus convenient I-75 access, this residence offers an unparalleled lifestyle in one of Sarasota’s finest communities! Equipped with a whole house generator for uninterrupted power during storms an invaluable upgrade for Florida living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Selina Bacigalupo (941-893-7267)
2100 BENJAMIN FRANKLIN DR #203, SARASOTA, FL 34236
$475,000165 Days on yellowkey MLS ID: A4671669
REDUCED by $20,000 (4.0%) on 04/01/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 778 Built: 1968 Tax: $4,748 (2024)Community: Lido Harbour SouthCondo
Taxes:$4,748
Remarks: Enjoy beachside living at Lido Harbour South on Lido Key. This east-facing condo features one bedroom, one and a half baths, and a bright, inviting layout. The kitchen offers granite countertops and stainless steel appliances, while the enclosed Florida room, with hurricane-impact windows, a ceiling fan, and a closet, provides the perfect spot to relax and enjoy the morning light. For added convenience, a washer is located in the primary bedroom closet, with a communal laundry room on the same floor. Residents have private beach access, a community pool, and a patio area with tables, lounge chairs, and an outdoor shower - everything needed for the perfect day in the sun. In the evenings, take in breathtaking sunsets from the private beach. Ideally located near Ted Sperling Park at South Lido Key Beach, where you can explore scenic nature trails or kayak through peaceful mangrove tunnels, and only minutes from St. Armands Circle's renowned dining and boutiques and the vibrant arts and culture of Downtown Sarasota, this condo captures the essence of relaxed island living.
Listing Agent: Maria Beck, Pa (646-531-4118)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999200 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSingle Family
Taxes:$13,348
Remarks: One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing Agent: Rachel Hamrick (941-529-1773)
3013 JENNINGS DR, SARASOTA, FL 34239
$489,000256 Days on yellowkey MLS ID: A4660149
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 1960 Tax: $4,676 (2024)Community: South GateSingle Family
Taxes:$4,676
Remarks: One or more photo(s) has been virtually staged. Priced WELL UNDER APPRAISAL VALUE, this home offers an incredible buyer opportunity in today’s market. This residence, in the highly desirable South Gate neighborhood, comes with up to $8,000 In closing cost credits! Step inside to an inviting open-concept layout where BRAND NEW LVP floors and updated cabinetry create a bright, modern feel. The gourmet kitchen shines with stainless steel appliances, sleek granite countertops, a contrasting tiled backsplash, and rich cabinetry ideal for everyday meals or entertaining friends. The fully fenced backyard provides privacy and plenty of space for outdoor enjoyment. Bring your boat or RV—there’s ample room to store them here! Recent upgrades include LVP Flooring(2026) cabinetry(2026) Primary bathroom(2026) metal roof(2023), AC & Ductwork(2022) Custom closet organizers(2022) plus the home has been fully converted to underground utilities and connected to public water and sewer for peace of mind and lower maintenance. It’s perfect for those seeking room to breathe without the restrictions of an HOA or CDDs. South Gate offers the best of coastal Florida living in a convenient central location. You’re just 4 miles from vibrant downtown Sarasota, 5 miles from world-famous Siesta Key Beach (ranked #1 Beach in the U.S. and #4 in the world), and only 3 miles from Sarasota Memorial Hospital. The Legacy Trail is a quick 2-mile ride away, and excellent schools are nearby. This turnkey, move-in-ready home represents outstanding value. WALK INTO INSTANT EQUITY and schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tanner Carlson (941-928-9771)
4142 CENTRAL SARASOTA PKWY #1426, SARASOTA, FL 34238
$169,000282 Days on yellowkey MLS ID: A4659189
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998 Tax: $2,205 (2024)Community: Bella Villino IvCondo
Taxes:$2,205
Remarks: Motivated Seller! SIESTA KEY BEACH AREA! “Be it for living or renting, now is a good time to purchase.” Welcome to this Charming one-bedroom unit with a private screened lanai overlooking the pond! Bella Villino community is sure to impress, a luxury community where you'll enjoy relaxing on a heated pool and A workout fitness center, tennis courts, an indoor racquetball and basketball court, a clubhouse with a business center, and also a car wash station. Water and Basic Cable included with the rent. Kitchen has granite countertops, breakfast bar, dining area, a good size family room leads to the balcony! Also, inside the unit a full-sized washer/dryer. It is conveniently located minutes to Sarasota Memorial Hospital, downtown Sarasota, Sarasota-Bradenton International Airport, and an abundance of shopping! Bella Villino community is minutes away from the beautiful beaches of Siesta Key. It makes a lot of sense to stop renting and be an owner! It is Vacant and Ready for move-in, call the realtor today!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Suely Tarr (941-334-9170)
144 GARDEN LN, SARASOTA, FL 34242
$875,00026 Days on yellowkey MLS ID: A4687753
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1702 Built: 1956 Tax: $11,003 (2025)Community: Siesta Rev OfSingle Family
Taxes:$11,003
Remarks: Exceptional opportunity on the highly sought-after North end of Siesta Key, just steps from Shell Beach. This property offers a prime location less than a block to the Gulf, with convenient access on and off the island via the North bridge. Located only 3 miles to Siesta Key’s world-renowned Main Beach, and under 15 minutes to the vibrant dining, shopping, and cultural scene of downtown Sarasota. The existing structure sustained significant hurricane damage and has been remediated, presenting a unique opportunity for a full renovation or redevelopment. Due to current FEMA guidelines and the 50% rule, the property is best suited for a comprehensive remodel bringing the home up to current code, or as a teardown to maximize the full potential of the lot. Zoned RSF2 with weekly rentals permitted, this property is ideal for those looking to create a luxury coastal retreat, a high-performing income-producing vacation rental, or both. The unbeatable location places you in the heart of Siesta Key’s laid-back yet vibrant beach lifestyle, surrounded by world-class beaches, boating, dining, and entertainment. Whether you envision building your dream home or capitalizing on strong rental demand, this is a rare chance to secure a premier lot in one of Sarasota’s most desirable coastal neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Shane O'Neill (949-230-2616)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,495,00080 Days on yellowkey MLS ID: A4680975
REDUCED by $65,000 (4.2%) on 04/01/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing Agent: Mary Kassen (941-900-9776)
8737 PEBBLE CREEK LN, SARASOTA, FL 34238
$597,000157 Days on yellowkey MLS ID: A4668301
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2265 Built: 1997Monthly Fee: $11 Tax: $5,481 (2025)Community: Stoneybrook Golf & Country ClubSingle Family
Taxes:$5,481
Remarks: One or more photo(s) has been virtually staged. Enjoy resort-style living in this beautifully maintained 3-bedroom, 2.5-bath Loft Villa. Located in a gated community, this residence offers the perfect combination of comfort, elegance, and Florida charm. Home completely updated. The first-floor primary suite is a private retreat with pond views, two walk-in closets, and a luxuriously updated ensuite bath featuring dual vanities with granite countertops, an oversized walk-in glass shower, and a separate water closet. Throughout the home, plantation shutters, vaulted 20-foot ceilings, and abundant natural light creates an inviting, open atmosphere. This Mediterranean-style home has spectacular lake and golf course views. Located 1 block from the Country Club, where you will find a completely renovated 18-hole championship golf course, designed by Kipp Schultes, Har-Tru tennis courts, bocce ball, and pickleball courts. There is also a community heated pool with spa, fitness center, clubhouse with a superb restaurant, and convenient pro shop. Adjacent to the Legacy Trail, a 20-mile paved trail, all offered in a secure, and gated community. As soon as you step inside this beautifully updated home you'll be impressed with soaring ceilings, a light and bright atmosphere. New tile roof, and exterior paint in 2022. Generous room sizes with ample wall space for the art connoisseurs to display their collections. Some of the details throughout include oversized crown moldings, plantation shutters, and extensive storage spaces. Open-floor plan, ideal for entertaining; the kitchen layout allows for plenty of prepping space. Some kitchen features include new backsplash tiles, granite countertops, a new range, and a stainless steel appliance package. A dry bar off the dining room is a special niche area for a beverage center. Large sliding glass doors lead to a relaxing Florida lanai, where you can take in the views, bird watch, and unwind at the end of an event-filled day after enjoying the community's amenities. Large backyard, perfect for events or a play area. All three baths have been remodeled; the primary bath suite has dual sinks, as well as a private water closet, a large glass-enclosed shower, and a separate soaking tub. The primary bedroom has a glass pocket door that accesses the Florida lanai, as well as two walk-in closets. The second bedroom downstairs is perfect for a baby nursery, or home office. First floor laundry room is equipped with a new utility sink that is ideal for bathing small pets. On the second floor there is a large family room, as well as a third bedroom, a large guest room with exceptional lake and golf course views. There is also a guest bath with dual sinks. Conveniently located to shopping, and restaurants, including downtown Sarasota, Venice and the world-famous Siesta Key Beach. Be sure to check out the VIRTUAL TOURS and see why you’ll fall in love with this exceptional Villa! Come for the views, and stay for the fun! So much to offer for an incredible lifestyle in Florida!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
4138 CENTRAL SARASOTA PKWY #1526, SARASOTA, FL 34238
$159,90054 Days on yellowkey MLS ID: A4684485
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 661 Built: 1998 Tax: $1,903 (2025)Community: Bella Villino IvCondo
Taxes:$1,903
Remarks: Welcome to easy Florida resort-style living! This beautifully maintained 1-bedroom, 1-bath turnkey furnished condo with 1-car garage is the perfect opportunity for a full-time residence, seasonal retreat, or investment property. From the moment you step inside, you’ll appreciate the bright open floor plan designed for comfort and convenience, with tasteful furnishings already in place—simply bring your toothbrush and start enjoying the Florida lifestyle. Step out onto your private screened-in balcony and unwind while taking in the peaceful pond views, the perfect spot for morning coffee or relaxing after a day at the beach. This unit also offers a highly desirable spacious detached 1-car garage with plenty of space for storage, plus a long driveway for extra parking—a valuable feature for condo living and right by the guest parking as well. Another plus is that this building specifically has recently undergone extensive exterior updates, including new 2026 roof, fresh paint, updated façade, and balcony replacements, providing peace of mind and enhanced curb appeal. Additionally, the bathroom was remodeled in 2024, the large primary bedroom impact window was installed in 2022, and washer and dryer were installed in 2018. Residents enjoy a gated community with an impressive list of resort-style amenities. The beautiful clubhouse features a media center with computers and printers, a billiard room, and a modern fitness center. Stay active using the tennis, racquetball, and basketball courts, or relax at the heated saltwater pool and jacuzzi. The community also offers grilling and picnic areas, scenic ponds and fountains, a convenient car wash station, and on-site management. Location is everything, and this condo delivers. Ideally situated just minutes from The Legacy Trail, world-famous Siesta Key Beach, Costco, shopping plazas, gyms, restaurants, golf courses, top-rated schools, hospitals and more. Whether you're looking for a Florida getaway, seasonal retreat, or year-round residence, this move-in-ready condo with water views, garage parking, and resort-style amenities offers incredible value in an unbeatable location. Schedule your private showing today and start living the Florida lifestyle you’ve been dreaming about!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Loris Rasmussen (941-539-3342)
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