Location: Sarasota
Do Not Show Listings
101 S GULFSTREAM AVE ## 4A, SARASOTA, FL 34236
$497,500Listed 04/20/2026 11:19PM MLS ID: A4690797
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1200 Built: 1974 Tax: $2,513 (2025)Community: Dolphin TowerCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,513
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. LIVE IN THE HEART OF THE ARTS ON PALM AVE AND GULFSTREAM downtown Sarasota, across from world famous Bayfront Park, marina and waterfront dining. This upgraded unit has impact windows and sliders, upgraded electrical and plumbing, an updated kitchen, and an open plan layout with tile floors and in-unit stack washer/dryer. Build your outdoor urban garden on your rare large patio deck with room for dining and lounging! This rare corner unit places you in the center of everything. Stroll to Sarasota Bay, Bayfront Park, a marina or O,Learys tiki bar, Marina Jack’s restaurants, theaters, art galleries, fine dining, the farmers market, and Whole Foods—all just steps away. Awesome Amenities & Views on the amenities level, this city-view residence offers the urbanite breathtaking Sarasota Bay sunsets from your doorstep. Enjoy direct access to the heated pool, club room, BBQ area, and state-of-the-art fitness/yoga rooms. The 101 Condominium is a prime downtown spot with extensive structural upgrades and major exterior renovation and has successfully passed its Milestone inspections, assuring an extended economic lifespan. Take advantage of this opportunity while it lasts.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Bob Stahlschmidt Ii (941-266-2684)
8341 38TH STREET CIR E #303, SARASOTA, FL 34243
$210,000131 Days on yellowkey MLS ID: A4674906
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,071 (2024)Community: Serenata SarasotaCondo
Taxes:$2,071
Elementary School: Kinnan Elementary
High School: Southeast High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Resort-style living in a prime Sarasota location! This inviting condo is set in a gated community featuring one of the area’s most impressive amenities—a beautiful resort-style pool with a spacious sun deck overlooking a tranquil pond with two fountains. Inside, the home offers vaulted ceilings and a bright, open layout. The community also includes a state-of-the-art fitness center, lighted tennis court, picnic and BBQ area, and a car wash station. Ideally located near UTC, Lakewood Ranch, Downtown Sarasota, SRQ Airport, shopping, dining, and Gulf beaches, this condo delivers the perfect blend of convenience and Florida lifestyle. Schedule your private showing today and experience this exceptional Florida lifestyle for yourself!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Kelli Movalson (517-294-1246)
2607 WOODGATE LN #K9, SARASOTA, FL 34231
$169,900234 Days on yellowkey MLS ID: A4663674
0 Days Off yellowkey (back on 3/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $588 Tax: $2,215 (2024)Community: Pinewood Village IxSpa: NoCondo
Taxes:$2,215
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. SIGNIFICANT PRICE REDUCTION!!! Welcome to Pinewood Village, a hidden gem in the heart of Sarasota. This spacious 2-bedroom, 2-bath condo is quietly located within the community and situated in Flood Zone X, meaning no flood insurance is required. The split floor plan is filled with natural light and features fresh interior paint, new carpeting, and ceramic tile flooring. An enclosed lanai with sliding glass and new screen doors provides a clean, comfortable extension of the living space while helping keep the unit quiet and protected from the elements. The kitchen offers generous cabinetry and counter space and opens to the dining and living areas, ideal for entertaining or relaxing at home. The primary suite includes a walk-in closet and en-suite bath, while the guest bedroom and bath provide flexibility. An oversized laundry room with a full-size washer and dryer adds valuable storage and convenience, a feature not found in all units. Another rare highlight is the assigned carport, with limited availability in the community, along with a reserved guest parking space. Community amenities include a resort-style pool, shuffleboard courts, fitness center, game room, sauna, and clubhouse with full kitchen. The monthly condo fee includes water, sewer, trash, exterior building and roof maintenance, grounds and landscaping, community amenities, and building insurance, offering a truly low-maintenance lifestyle. Ideally located just minutes from Siesta Key Beach, Downtown Sarasota, shopping, dining, and cultural attractions. All room measurements are approximate and should be independently verified by the buyer.
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$525,000Listed 04/20/2026 4:40PM MLS ID: A4690769
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
High School: Sarasota High
Remarks: Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,00078 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00087 Days on yellowkey MLS ID: A4679738
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $125,000 (11.1%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $6,142 (2025)Community: Whispering SandsCondo
Taxes:$6,142
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT!! Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style with effortless, comfortable living. The bright open kitchen is designed for both entertaining and everyday elegance, featuring an expansive, 8-foot breakfast bar, granite countertops, Whirlpool, GE & KitchenAid appliances, recessed lighting, and a convenient built-in corner workspace. NEW 2024 hurricane impact sliders frame your private, enclosed 24’ Gulf front balcony – the ideal space for enjoying peaceful morning coffee or sunset cocktails above the shoreline. The tranquil primary suite features a walk-in closet and beautifully remodeled ensuite bath with spacious dual vanity and glassed walk-in shower. A set of French doors with privacy shades leads to a flexible guest suite with twin Murphy beds & built-ins, easily transitioning from private office to welcoming bedroom. A second guest bath entry creates a true ensuite experience. Thoughtful upgrades in this unit include track lighting, textured ceilings, remote-controlled overhead fans, and a whole-house water filtration system. 2024 HVAC. Whispering Sands is a premiere 55+ Gulf front property on the westernmost point of Siesta Key, featuring 800’ of private quartz sand beach, 2 heated pools, clubhouse and Tower Lounge – both of which are in the initial stages of being completely remodeled – beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and onsite management. You’re also ideally just around the corner from the colorful boutiques and dining options of Siesta Key Village! Don’t miss this rare opportunity to own this sophisticated Gulf front residence that captures a true resort lifestyle while remaining warm, welcoming, and wonderfully livable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999183 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Nasello (727-421-0308)
9393 MIDNIGHT PASS RD #P4, SARASOTA, FL 34242
$659,000173 Days on yellowkey MLS ID: A4669033
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1975 Tax: $7,483 (2024)Community: Pointe On Midnight PassCondo
Taxes:$7,483
Remarks: Price Reduction!! ENJOY AWE-INSPIRING SUNRISES AND SUNSETS from this stunning two bedroom, two bath PENTHOUSE condo at the southernmost end of Siesta Key. A corner unit with extra windows, enjoy water views from every room! Wake to breath-taking sunrises over Neville Preserve on Little Sarasota Bay and marvel at spectacular sunsets over the Gulf of Mexico. The largest of units offered at The Pointe, this 10th floor residence is filled with natural light through abundant windows and sliding glass doors. The large kitchen opens to the living room which features beautiful engineered hardwood flooring, crown and base molding, and ceiling beams to separate the dining and living areas. A generous screened and glassed lanai - accessible from both the living room and the primary suite - provides your front-row seat to sunrises, downtown Sarasota, and spectacular wildlife. The private primary retreat offers a large bedroom, a walk-in closet, a built-in vanity with sink, and an ensuite bath with walk-in shower, second sink and toilet. A comfortable guest bedroom and full hall bath complete the main living space. A large laundry room with ample cabinetry, a walk-in utility room off the lanai and a large ground floor assigned lock-off bin provide coveted storage space. An oversized under-building parking space convenient to the building entry completes this unit. Located at the southern tip of Siesta Key, this 5+ acre gated community is beautifully landscaped and features every amenity: heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and canoe racks and launch, a beautiful and fully equipped club house, saunas, fitness centers, an island pavilion with grills, and on-site management and maintenance. A walkway along the water surrounding the property is idyllic for scenic strolls. The Pointe is just minutes' walk to Turtle Beach and three great restaurants. This really is a must see!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
6939 W COUNTRY CLUB DR N #156, SARASOTA, FL 34243
$289,0004 Days on yellowkey MLS ID: A4690431
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1620 Built: 1979 Tax: $3,777 (2025)Community: Fairway PointSpa: NoCondo
Taxes:$3,777
Remarks: Stunning first floor condo with unobstructed panoramic water and golf course views- no steps, no stairs, just seamless living. Watch serene mornings unfold with coffee in hand and breathtaking sunsets fade as you sip cocktails from your sunroom/enclosed lanai overlooking the immaculately maintained Champions Course at Palm Aire Country Club. This beautifully furnished 3-bedroom, 2.5 bath unit in Sarasota's sought after Palm Aire community offers a split floor plan with water and golf views of the 13th Green/14th Tee from the primary bedroom, third bedroom, living room, and sunroom/enclosed lanai. Pocket doors throughout create an open, airy flow. Hurricane impact windows and sliders (installed 2020) provide peace of mind and quiet throughout. Situated in a non-flood zone (X) which offers substantial savings on insurance. The spacious kitchen features solid wood cabinets, stainless steel appliances, and a large window bringing in natural light. In-unit laundry for convenience. Major systems updated: roof 2022, A/C 2020, water heater 2020, Smart thermostat 2020, and a commercial grade dehumidifier 2020 in place. This home is move-in ready with nothing to do, just bring your toothbrush and enjoy all this community has to offer. One of two community pools is right across the street. Optional membership available at Palm Aire Country Club, choose from several tiers to enjoy 36 holes of golf consisting of two 18-hole courses, pro shop, tennis, pickleball, fitness center, heated saltwater Junior Olympic-sized pool, social events, banquets, and fine dining in a beautiful clubhouse setting. Prime Sarasota location: minutes to University Town Center mall, top rated dining, Mote SEA, Nathan Benderson Park, SRQ Airport, theaters, and award-winning beaches including Siesta Key, ranked the #1 beach in the U.S and among the best in the world. This is the low-maintenance Florida lifestyle you've been searching for with no CDD fees and a low monthly fee of $410 which covers 2 pools, water, sewer, trash, building insurance, escrow reserves, ground and building maintenance including roof, and management company.
Listing Agent: Maryann Fenton, Pa (941-920-2018)
3504 BENEVA RD #206, SARASOTA, FL 34232
$179,9007 Days on yellowkey MLS ID: A4689854
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972Monthly Fee: $510 Tax: $1,980 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,980
Elementary School: Wilkinson Elementary
Remarks: This is the one! Gorgeous 2-bedroom, 2-bath fully updated condo—perfect for a first-time homebuyer, second home, or investment property. The unit has been completely renovated from top to bottom, featuring a brand-new kitchen, new appliances, new luxory vinyl floor throughout, and fresh paint. Enjoy peace of mind with a new water heater and newer A/C. The location is unbeatable—just minutes from grocery stores, restaurants, Starbucks, Walgreens, gyms, and more. With easy access to I-75, the beach, and downtown Sarasota, convenience is at your doorstep. Come see it for yourself—this is where value meets quality!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
6263 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$749,90039 Days on yellowkey MLS ID: TB8486242
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2018 Built: 1981 Tax: $9,637 (2025)Community: Excelsior Beach To Bay 7Spa: YesCondo
Taxes:$9,637
Remarks: Under contract-accepting backup offers. Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!
Listing Agent: Mindy Smith, Pa (727-599-5534)
1707 PELICAN COVE RD #GL351, SARASOTA, FL 34231
$349,800Listed 04/20/2026 2:25PM MLS ID: A4685996
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1112 Built: 1979Monthly Fee: $771 Tax: $3,392 (2025)Community: Pelican Cove XivCondo
Taxes:$3,392
Remarks: Pelican Cove – Turnkey Furnished First-Floor End Unit. Welcome to Pelican Cove, one of Sarasota’s most sought-after gated waterfront communities. This first-floor END unit offers the perfect blend of comfort, privacy, and Florida living at its best. Inside, the main bathroom features a walk-in shower, while the guest bath includes a convenient tub/shower combination. This residence is being sold turnkey furnished, allowing you to move right in and start enjoying the Pelican Cove lifestyle from day one. Step outside and explore miles of scenic walking trails that wind through a bird sanctuary and lush botanical gardens. Residents enjoy an impressive array of amenities, including: Six heated pools, well-equipped fitness center, four lighted tennis/pickleball courts, three clubhouses with a full calendar of activities, 87-slip safe-harbor marina with kayak and paddleboard launch. Boaters will appreciate direct access to the Intracoastal Waterway, Little Sarasota Bay, and the sparkling Gulf Coast. This charming 1-bed/1-bath condo offers an affordable opportunity to enjoy the Pelican Cove lifestyle. Start your mornings with coffee on the private patio off the kitchen, surrounded by nature. The main living area overlooks a peaceful preserve, creating a serene indoor/outdoor experience that feels uniquely Floridian. Residents also receive a monthly community newsletter filled with special events, classes, and social gatherings—there’s always something happening in Pelican Cove.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
6157 MIDNIGHT PASS RD #E22, SARASOTA, FL 34242
$399,90053 Days on yellowkey MLS ID: A4684348
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 748 Built: 1974 Tax: $3,648 (2025)Community: Bay OaksCondo
Taxes:$3,648
Remarks: BEAUTIFUL 1 BEDROOM 1 BATH UNIT IN BAY OAKS on SIESTA KEY ** TURNKEY FURNISHED ** 1 WEEK RENTALS ALLOWED ** The waves crash, the sand is sugar-coated and the sunsets are striking on Siesta Key.. There is no better location to invest in a 2nd home or investment property. This condo is located on the 2nd floor of building E in Bay Oaks. You will love the large open kitchen and expansive design of this "Santa Fe" themed unit. Located at the end of the 2nd floor in a corner of the building, privacy and tree lined views from the patio create serenity for the owner and tenants. Boasting 750ft2 of living area, there is no wasted space with eat-in dining and wide-open family space. The master bedroom is also open & airy with an on-suite vanity and large walk-in closet, including a washer/dryer. Bay oaks is located just north of the Stickney point bridge allowing more quick escape off the island to Publix, Bealls, Starbucks and Gulf Gate shopping. The community provides a wonderful community pool and tennis court with a full-time manager on site. Beach access 12 is the best public access to the white sands of Siesta Key or catch the Trolley and enjoy and scenic ride to the public beach. Now is the time to invest in Siesta Key real estate.
Listing is courtesy of: SHIRLEY INTERNATIONAL REALTY (941-448-4872)
Listing Agent: Justin Shirley (941-448-4872)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,90087 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,90032 Days on yellowkey MLS ID: A4685733
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$4,433
Remarks: THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing Agent: Rosie Dipasquale (614-313-7962)
2321 CANALBLUFF PL #V296, SARASOTA, FL 34231
$199,90035 Days on yellowkey MLS ID: A4686452
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1971 Tax: $2,450 (2025)Community: Strathmore Riverside IiiSpa: NoCondo
Taxes:$2,450
Remarks: Affordable Waterfront Community with marina access 1.5 Miles from Siesta Key Beach- 2 Bedroom/2 Bath in a vibrant 55+ community with boating access to the Intracoastal Waterway and the Gulf. Residents enjoy a private marina, community fishing piers/day docks, and over 4,000 feet of waterfront along Phillippi Creek. Boat slips may be available through the association on a first-come, first-served basis, providing rare and affordable boating access in Sarasota. Community amenities include a heated and cooled pool maintained at approximately 85° year-round, a large clubhouse, fitness room, library, shuffleboard courts, and an active social calendar with clubs, games, and community events. This 2-bedroom, 2-bath villa offers approximately 1,209 sq ft of living space and parking for two vehicles including one covered carport space. The lanai was enclosed in 2018, expanding the usable living area. Recent improvements include a new RhinoBond TPO roof system (2025), new HVAC system with ductwork (2025), all new interior ceilings (2025), fresh interior paint (2025), blown-in insulation (2025), and new flooring (2025). Additional features include hurricane impact windows (2021), dishwasher (2017), washing machine (2022), and garbage disposal (2024). Conveniently located just minutes from Siesta Key Beach, shopping, dining, golf, and downtown Sarasota. Ideal as a seasonal snowbird retreat, full-time residence, or investment opportunity in one of Sarasota’s most socially active waterfront communities. What Your Condo Fee Gets You: Water, sewer, trash, cable TV, landscaping, and all that pesky exterior upkeep (yes, even painting). You’ll also enjoy a heated/chilled pool, community center, shuffleboard, and well-maintained private roads. Feeling nautical? Marina slips are available first-come, first-served for an additional fee.
Listing Agent: Rolo Miles (812-243-1369)
115 TYLER DR #203, SARASOTA, FL 34236
$375,000517 Days on yellowkey MLS ID: A4630025
REDUCED by $24,999 (6.2%) on 04/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 766 Built: 1979 Tax: $5,257 (2023)Community: Lido RoyaleCondo
Taxes:$5,257
Tax Year: 2023
Remarks: Motived seller! Experience the ultimate beachside living in this updated one-bedroom, one-bathroom condo, located just steps from the pristine sands of Lido Beach. This second-floor unit features a spacious, open-concept layout with tile flooring throughout. The kitchen and bathroom have been thoughtfully updated, offering modern amenities and stylish finishes. Step outside onto your private coved balcony, where you can enjoy breathtaking views of the beach and the serene surroundings. Whether you’re enjoying a morning coffee or evening sunset, this peaceful retreat is the perfect place to unwind. Ideally located, this condo is close to the famous St. Armands Circle, where you’ll find a variety of high-end shops, dining, and entertainment options. Downtown Sarasota is just a short drive away, offering even more attractions and cultural experiences. This condo is a great opportunity for seasonal rentals or as your perfect winter getaway. Don’t miss out on the chance to own this incredible property in one of Sarasota’s most desirable locations!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3365 RAMBLEWOOD DR N #35C8, SARASOTA, FL 34237
$147,000137 Days on yellowkey MLS ID: A4673749
REDUCED by $11,000 (7.0%) on 03/31/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1104 Built: 1974 Tax: $2,772 (2025)Community: Ramblewood AcresCondo
Taxes:$2,772
Elementary School: Tuttle Elementary
High School: Booker High
Remarks: One or more photo(s) has been virtually staged. Step into Florida living in Ramblewood Acres, a gated community known for its convenience and charm. This impeccably kept, move-in-ready townhome offers a smart, functional layout. Granite counters, brand new stainless steel dishwasher, and a passthrough to the dining area - perfect for everyday living and easy entertaining. The great room and main-level half bath add comfort and practicality. Upstairs, two large bedrooms each feature private en-suite baths and large closets. One offers a serene balcony, the other a generous sundeck, your choice of personal retreat. Fresh new interior paint for the next homeowner and brand new roof to be completed January 2026! Ramblewood Acres offers three pools (including one heated), a dog park, clubhouse, fitness center, tennis courts, playground, and shuffleboard. Fees include basic cable, on-site management, and more for true low-maintenance living. The location puts you close to everything. Downtown Sarasota, St. Armands Circle, and world-class beaches are minutes away. UTC’s shopping and dining are within a short drive, and SRQ Airport is conveniently nearby. Golfers will love having the newly renovated Bobby Jones Golf Course just around the corner. Don’t miss this opportunity—schedule your showing and discover your new home!
Listing is courtesy of: KW COASTAL LIVING II (941-556-0500)
Listing Agent: Lori Sabattini (941-266-1597)
8911 VERANDA WAY #211, SARASOTA, FL 34238
$534,9006 Days on yellowkey MLS ID: A4689950
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1661 Built: 1994 Tax: $4,123 (2025)Community: Stoneybrook Verandas 1Condo
Taxes:$4,123
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Experience the pinnacle of exclusive Country Club living in this rarely available, ground floor Abbey end unit. Bathed in natural light, this turn-key furnished oasis offers unparalleled privacy paired with shimmering water views. Beyond the sweeping water vista is the 7th fairway and green. This tastefully furnished 2 bedroom, 2 bath plus large den condo sets the ideal oasis for your Country Club lifestyle complete with a private detached one car garage. Whether you are hosting on the front-screened porch or enjoying a sunset evening libation in the Florida room after a fun day of golf or tennis you will indeed know you are living the leisurely Florida life. The spacious kitchen with newer Samsung appliances, has plenty of storage and an eat-in dinette with plantation shutters and a bay window. Tile backsplash, granite counters and cabinet pull-outs make culinary time a pleasure. The oversized den works for additional guests, an office or an art studio. This Veranda is an end unit with light throughout. The comfortable living room is open to the Florida Room where Florida wildlife watching or Links watching is always entertaining. High impact sliders and several windows for peace of mind. Come make this your primary or second home paradise. You will make lifelong friends while enjoying the vibrant Stoneybrook community. The Stoneybrook golf course has been recently renovated Walking, golfing, playing tennis, pickleball or enjoying chef-designed dining, you will have it all at Stoneybrook. This wonderful community is close to The Legacy Trail, Doctors, Fine Dining, Shopping, the cultural heartbeat of downtown Sarasota and the famous Siesta Key Beach.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,00088 Days on yellowkey MLS ID: A4678445
REDUCED by $14,900 (7.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,164 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,164
Remarks: Welcome Home to this beautifully updated 2-bedroom, 2-bath first floor condo located in the highly desirable Village Brooke community. This move-in-ready residence has been thoughtfully renovated with brand new bathrooms, a stunning updated kitchen, and new appliances, offering a fresh, modern feel throughout. Enjoy the convenience of ground-floor living and unwind on your private screened-in back patio, perfect for relaxing or entertainment. Village Brooke is a well maintained, pride-of-ownership community featuring two community pools, tennis courts, and shuffleboard, all set among lush, beautifully cared-for grounds. Ideally situated, this condo offers central Sarasota living with easy access to shopping, dining, and everyday conveniences. I-75 is just minutes away, making commuting a breeze, and you’re perfectly positioned between Downtown Sarasota and UTC Mall, giving you the best of both worlds. Whether you’re looking for a primary residence or a seasonal retreat, this beautifully updated condo checks all the boxes! Don’t miss your chance to own a slice of comfort and convenience in Village Brooke!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
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