Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900276 Days on yellowkey MLS ID: A4664046
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1254 Built: 1985Monthly Fee: $520 Tax: $1,196 (2024)Community: Village Oaks Sec DVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,196
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Welcome to 462 Oak Hill Cir! This 2-bedroom, 2-bath home with a spacious two-car garage offers comfort, function, and the chance to put your personal touch on a well-located property in Sarasota. The home features an open layout, abundant natural light, and a split-bedroom design that balances privacy and convenience. Step outside and enjoy the community’s tranquil setting, while being just minutes from University Town Center shopping, Benderson Park, golf courses, and the cultural attractions of downtown Sarasota. World-famous Siesta Key and Lido beaches are also a short drive away, making this an ideal home base for enjoying all the area has available. Curious? Don’t wait to see this home in person—it’s a property that needs to be experienced, not just viewed online. No sight-unseen offers will be entertained. Schedule your private showing today and explore the possibilities!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Dan Ivanov (941-544-0475)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90087 Days on yellowkey MLS ID: A4686070
0 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. URBAN chic blends a refined, minimalist aesthetic to project confidence, authority, and timeless style. It emphasizes a uniform of neutral tones. Pristine 2-Bedroom, 2-Bath condominium CITRUS SQUARE located in the vibrant ROSEMARY DISTRICT just minutes from Downtown Sarasota. This Danby Model boasts a huge private balcony that runs the entire length of the unit and is accessible from both the Living Room and the Primary Bedroom via full length French Doors - This impeccably maintained residence offers an open, light filled layout with spacious living and dining areas, a well appointed kitchen, SOLID WOOD CABINETS with crown molding. NEW WASHER & DRYER 2026 and NEW REFRIGERATOR 2025 and IMPACT WINDOWS. It welcomes you with freshly painted neutral SOFT GREY AND BEIGE designer tones throughout. OVERSIZED PATIO and LEVOLOR Custom Banded Zebra Roller Shades- Rechargeable. The generously planned bedrooms and bathrooms are designed for comfort and privacy. The Primary Bath has a walk in shower and the GUEST BATH has a Tub/Shower combination. Enjoy the ultimate city lifestyle with an abundance of restaurants, cafes, boutiques and the vibrant downtown attractions just steps from your door. The Rosemary District is one of Sarasota's most dynamic walkable neighborhoods!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kathryn Cooper, Pa (941-320-8075)
4044 GOLD DUST LN, SARASOTA, FL 34243
$349,000102 Days on yellowkey MLS ID: A4684700
REDUCED by $10,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Elementary School: Emma E. Booker Elementary
Tax Year: 2026
Remarks: Under Construction. Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offer endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000152 Days on yellowkey MLS ID: A4677633
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 494 Built: 2009 Tax: $4,379 (2025)Community: Citrus SquareSpa: NoCondo
Taxes:$4,379
Remarks: One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Clifford Pierce (941-928-0018)
4533 CHINKAPIN DR, SARASOTA, FL 34232
$385,000142 Days on yellowkey MLS ID: A4679401
1 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Under contract-accepting backup offers. Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
1610 & 1612 N ORANGE AVE, SARASOTA, FL 34236
$550,000191 Days on yellowkey MLS ID: A4673957
REDUCED by $25,000 (4.3%) on 05/21/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1920 Built: 1981 Tax: $5,887 (2024)Community: Walkers SubApartment
Taxes:$5,887
Remarks: A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
590 45TH ST, SARASOTA, FL 34234
$729,77751 Days on yellowkey MLS ID: A4691066
0 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1783 Built: 1960 Tax: $4,793 (2025)Community: CorwoodSingle Family
Taxes:$4,793
Remarks: Under contract-accepting backup offers. Located in the highly sought-after Sapphire Shores / Indian Beach neighborhood, this beautifully updated 3-bedroom, 2-bathroom block home sits on a spacious .23-acre corner lot just a short walk to the Ringling Museum and Sarasota Bay—perfect for enjoying evening sunsets. Inside, the home has been thoughtfully renovated from top to bottom with fresh updates throughout. Features include impact windows, new HVAC system, new hot water heater, tile flooring throughout, crown molding, new baseboards, and fully updated kitchen and bathrooms. The bathrooms offer a modern touch with floating double-sink vanities, along with nicely tiled showers and bath areas. Every detail has been refreshed, including fixtures and finishes, creating a clean and move-in-ready space. Bonus Florida room under air off the dining area and a large laundry room with extra cabinets, sink, and exterior/garage access. Step outside to a fully fenced backyard with a new paver patio, fresh landscaping, pavered walkway, and freshly painted exterior. The oversized corner lot provides plenty of room to add a pool or park your RV or boat—nice flexibility in this location. Conveniently located just minutes from University Parkway shopping and dining, downtown Sarasota, and the beaches of Lido Key or Siesta, this home offers the perfect combination of lifestyle, location, and modern updates.
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000158 Days on yellowkey MLS ID: A4676227
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
1255 N GULFSTREAM AVE #408, SARASOTA, FL 34236
$1,299,000225 Days on yellowkey MLS ID: A4670428
2 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2055 Built: 1982 Tax: $17,302 (2024)Community: Bay PlazaCondo
Taxes:$17,302
Remarks: Under contract-accepting backup offers. Elevate Your Lifestyle at Bay Plaza — A Rare Corner Gem in the Heart of Sarasota. Step into refined luxury with this expansive and elegant condominium in the highly coveted Bay Plaza. Perched on the 4th floor, this stunning corner residence offers sweeping views of the bay, marina, and downtown skyline — all from two private terraces above the treetops, creating a serene escape from the energy of the city below. One of the largest two-bedroom plus study layouts in the building, this residence enjoys an open and airy floor plan, with nearly 9-foot ceilings, impact-rated windows and sliders, and timeless architectural design by renowned Sarasota School architect Tim Seibert. Built in 1982, Bay Plaza blends classic elegance with modern comforts. A spacious foyer welcomes you into a 20' x 27' combined living and dining area, featuring warm oak wood floors and two sets of triple-glass sliders that open to a generous terrace — perfect for entertaining or watching the fireworks over the bay on the Fourth of July. The kitchen layout is designed for both function and flow and includes an abundance of counter and cabinet space. A separate laundry room offers extra storage and convenience. The two private terraces invite morning coffee or sunset cocktails surrounded by nature — a true luxury in downtown living. Bay Plaza offers an unmatched lifestyle with 5-star amenities, including: 24-hour valet parking & concierge (each with call button), Full-time on-site management and maintenance, Fitness center with locker rooms, sauna, and steam rooms, Lap pool, hot tub, EV charging stations, Elegant lobby with grand piano Media room, party/catering kitchen, card & board rooms, Seasonal and bike storage, Pet friendly. Located on exclusive Palm Avenue, you're just steps from Sarasota’s finest dining, boutique shopping, cultural attractions, and the waterfront. Walk the Ringling Bridge, join a Bayfront yoga class, or hop on the Bay Runner Trolley for a day at Lido Beach or a visit to St. Armands Circle. The building is impeccably maintained, and the association is known for being proactive and well-managed. Don't miss the opportunity to live in one of Sarasota’s most prestigious addresses — Bay Plaza — where luxury, location, and lifestyle come together seamlessly.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$349,000127 Days on yellowkey MLS ID: A4681493
REDUCED by $5,000 (1.4%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Elementary School: Tuttle Elementary
Remarks: One or more photo(s) has been virtually staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00040 Days on yellowkey MLS ID: A4692053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 1988Monthly Fee: $171 Tax: $3,107 (2025)Community: MeadowsSpa: YesVilla
Taxes:$3,107
Remarks: Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Listing is courtesy of: MORGAN JOHNSON REALTY LLC (941-932-5939)
Listing Agent: Kathy Morgan (941-932-5939)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,499,000401 Days on yellowkey MLS ID: A4646061
REDUCED by $300,000 (16.7%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1839 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
High School: Sarasota High
Remarks: Pre-Construction. To be built. Incredible option to build new on this corner lot facing Belvoir -OR- Jefferson Blvd. Beautiful design offering the perfect blend of modern and coastal feel. PERMIT READY...price includes LOT & NEW BUILD. (see attachments) THREE BEDROOM/ 2.1 BATH...1814 sf, ONE-LEVEL living. Pull your car up the pavered driveway into the TWO-CAR - SIDE ENTRY GARAGE. Lots of natural light and seamless flow to the outdoors. Once outside, you will enjoy your heated, salt-water POOL. IMPACT WINDOWS & DOORS, and METAL ROOF. This design is READY TO GO VERTICAL.. building can start right away. Be a part of the new builds happening within Ringling Park! Incredible location just minutes from downtown, restaurants, area beaches, and the Marina. Great combination of convenience and coastal lifestyle. (Other Home Designs Available, Larger design plan in attachments & a few photos)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,000112 Days on yellowkey MLS ID: A4682843
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3110 Built: 1928Monthly Fee: $3 Tax: $8,131 (2025)Community: Sapphire ShoresSingle Family
Taxes:$8,131
Remarks: Exquisitely restored 1926 residence in Sarasota’s historic Museum Area west of the Trail. This architectural gem is one of just 13 original platted homes in the historic Sapphire Shores subdivision. Originally built for John Ringling’s circus talent scout, this home represents one of the best examples of true Mediterranean Revival architecture on the market. Set on an oversized 0.40-acre double lot located out of the flood zone and at 15 feet of elevation, this 3,100 sq ft home comprises 3 bedrooms, 2.5 bathrooms plus a sunroom/den in the main house and a 1 bedroom 1 bath detached guest house - 3,100 sq ft in total. The home is located on one of the coveted wide streets leading to the bayfront park. The traditional Mediterranean façade is framed with lush landscaping and a circular reclaimed brick driveway leading up to a beautiful arched entryway. The current owners have invested extraordinary time, vision, and craftsmanship into restoring and refining this 101-year-old architectural treasure. True to its historic character with its elegant arched doorways to intricate tilework and exposed original tile brick, the home also benefits from thoughtful updates that support modern living without compromising its integrity. An extensive 2017 remodel created a bigger kitchen, added a butler’s pantry/laundry room, new roof, new plumbing and electric, and new bathrooms. The owners added approximately 2,000 sq ft of outdoor living space with a beautiful Spanish-inspired covered lanai with space for eating, lounging and entertaining and a large pool deck with panoramic screens. The yard is a true gardener’s paradise, featuring multiple curated garden beds, a wide variety of plant and tree species, and a beautifully designed succulent garden bordering the front of the home. The two-car garage is currently used as a workshop/workout room but can be easily converted back to a garage. This is a rare opportunity to own a piece of Sarasota’s architectural history, thoughtfully restored, beautifully enhanced, and ready for its next chapter. This beautiful home is located just south of the Ringling Museum and Asolo Theater and is a short walk from a beautiful neighborhood park by the bay where locals gather to fish, watch the sunset, practice yoga and walk their dogs. Indian Beach Sapphire Shores is minutes from downtown Sarasota, Lido Beach, and St. Armands Circle. The home is perfectly positioned near Ringling College of Art, New College, and the North Trail’s growing selection of independent restaurants, coffee shops, and pubs.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
1233 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$1,450,000372 Days on yellowkey MLS ID: A4654801
REDUCED by $100,000 (6.5%) on 05/21/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1940 Built: 2001 Tax: $13,207 (2025)Community: Marina TowerCondo
Taxes:$13,207
Remarks: One or more photo(s) has been virtually staged. Welcome to Marina Tower, a waterfront residence located in the heart of downtown Sarasota. This beautifully appointed condo offers 1,940 square feet of thoughtfully designed living space, featuring two spacious bedrooms, two and a half bathrooms, and a versatile office nook ideal for working from home or quiet reading. Floor-to-ceiling glass sliders frame expansive views of Sarasota Bay, the marina, and the Gulf of Mexico, allowing natural light to fill the home throughout the day. The open layout flows seamlessly to a private balcony overlooking the water, creating a calm extension of the interior living space. The setting offers a rare level of walkability. Bayfront Park, Marina Jack, downtown restaurants, coffee shops, theaters, art galleries, and Sarasota’s cultural venues are all within easy walking distance, providing everyday convenience and connection to the city without reliance on a car. Marina Tower is a full-service, pet-friendly building offering 24-hour concierge and security, a heated pool and spa, fitness center, gated parking, convenient storage, and a beautifully maintained guest suite on the lobby level available for residents’ visiting family and friends. Residents also enjoy direct access to the garage and attentive on-site services that support comfortable daily living. This residence brings together gorgeous waterfront views, thoughtful design, and effortless downtown walkability in one of Sarasota’s most established bayfront locations. MOTIVATED SELLER - CALL TODAY!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$245,00085 Days on yellowkey MLS ID: A4686425
REDUCED by $20,000 (7.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1470 Built: 1983 Tax: $1,674 (2025)Community: Tallywood Ph 1 & 2Villa
Taxes:$1,674
Remarks: Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Sheri Wofford (941-809-8366)
1255 N GULFSTREAM AVE #1106, SARASOTA, FL 34236
$1,300,000128 Days on yellowkey MLS ID: A4680458
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1657 Built: 1982 Tax: $8,423 (2025)Community: Bay PlazaCondo
Taxes:$8,423
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
25 N WASHINGTON DR, SARASOTA, FL 34236
$4,500,00024 Days on yellowkey MLS ID: A4694297
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4000 Built: 2027 Tax: $353 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$353
Elementary School: Southside Elementary
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, experience the pinnacle of coastal luxury in this custom residence, perfectly positioned near St. Armands Circle and the white sand shores of Lido Key Beach. Designed to embody elevated coastal living, the residence welcomes you with soaring ceilings, expansive open living spaces, custom architectural details, and a warm modern coastal aesthetic throughout. Thoughtfully curated for both everyday comfort and upscale entertaining, every space blends timeless design with effortless functionality. The chef’s kitchen is a true showpiece featuring premium appliances, custom cabinetry and oversized island with quartz countertops. The luxurious primary suite offers a private retreat complete with a spa-inspired bath, walk in closets, private balcony access, and serene coastal ambiance. Spacious guest suites provide comfort and privacy, while additional flex spaces create the perfect setting for a home office, media room or fitness studio. Outdoor living is equally impressive with a resort-style pool and spa, expansive covered lanai, tropical landscaping, and areas designed to embrace the Florida lifestyle year-round. Built to modern coastal standards, the home features elevated FEMA-rated construction, impact windows and doors, elevator access, and exceptional craftsmanship throughout. Located just minutes from boutique shopping, award-winning dining, marinas, downtown Sarasota, and some of the Gulf Coast’s most beautiful beaches, this is a rare opportunity to own luxury new construction in one of Sarasota’s most sought-after coastal communities. Whether as a primary residence or seasonal retreat, this home represents the very best of modern coastal living near St. Armands Circle. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
1720 ALDERMAN ST, SARASOTA, FL 34236
$1,745,000563 Days on yellowkey MLS ID: A4629855
REDUCED by $50,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2480 Built: 2024 Tax: $20,000 (2024)Community: Laurel On The WaterTownhouse
Taxes:$20,000
Remarks: One or more photo(s) has been virtually staged. Discover Laurel on the Water — a rare waterfront enclave of seven canal-front townhomes at 1720 Alderman St, Sarasota. Priced at $1,745,000, this newly constructed three-story residence with elevator blends striking contemporary design with effortless coastal living just blocks from downtown. Thoughtfully oriented to maximize light and water views, the home showcases expansive impact glazing, multiple balconies, and a dramatic waterfall-edge kitchen island with premium appliances and custom cabinetry. A versatile first-floor great room with a private entrance functions perfectly as an office, guest suite, or media space. The open plan flows seamlessly to outdoor living and water-facing vistas—ideal for entertaining or quiet relaxation. A private slip is available; the property sits off Hudson Bayou with direct access leading to Sarasota Bay for easy waterfront recreation (kayak, paddleboarding). Laurel on the Water delivers maintenance-free living with a resort-style pool, lush landscaping, and a spacious two-car garage for secure parking and storage. Live moments from Sarasota’s cultural core: the Ringling Museum, theaters, ballet and opera, and an exceptional dining scene featuring numerous Zagat-rated restaurants. Marina Jack, world-class beaches, including Siesta Key, are just minutes away, and multiple golf courses are within a short drive. 1720 Alderman St is more than a home—it's a refined waterfront lifestyle in one of Sarasota’s most coveted neighborhoods. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
344 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$6,850,00031 Days on yellowkey MLS ID: A4693231
1 Days Off yellowkey (back on 5/20/2026)
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4344 Built: 1998Monthly Fee: $108 Tax: $51,269 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$51,269
Remarks: Open bay sunsets, deep water access, and timeless coastal architecture define this exceptional Bird Key waterfront residence. Positioned on a quiet cul-de-sac along Sarasota Bay, this extensively updated bayfront home offers panoramic open water views, refined living spaces, and direct Gulf access with no fixed bridges. With approximately 100 feet of waterfront frontage and a new dock completed in 2023 accommodating up to a 60-foot vessel, the property is ideally suited for both motor yachts and sailboats while embracing Sarasota’s boating lifestyle. Inside, the residence balances warmth and scale with expansive living spaces, detailed millwork, and a thoughtful floor plan designed for both everyday comfort and entertaining. Beautiful renovations throughout have created a move-in ready environment, including a completely remodeled primary bedroom and bath, a full kitchen renovation in 2023 featuring Sub-Zero and Viking appliances, updated second-floor bathrooms, redesigned TV room with custom fireplace and cabinetry, and a temperature-controlled 140-bottle wine wall and bar installation. Walls of hurricane-rated Pella windows and sliding doors frame open bay views while allowing natural light to move throughout the interiors. Marble, wood, and carpeted flooring, custom cabinetry, wood-paneled accents, and integrated audio systems contribute to the home’s tailored yet inviting atmosphere. Additional upgrades include a replaced seawall, resealed and painted roof, fresh exterior paint, replaced garage doors, sealed driveway, instantaneous hot water system, and updated air conditioning systems. Outdoor living is centered around sweeping sunset views, expansive waterfront terraces, and the privacy of a generously sized homesite within Bird Key. Residents enjoy immediate access to downtown Sarasota, St. Armands Circle, Lido Beach, Bird Key Yacht Club, and the area’s renowned dining, shopping, and cultural attractions while returning home to the quiet character of this residential island community. A beautifully maintained bayfront residence offering exceptional boating access, open water views, and a location that remains one of Sarasota’s most desirable waterfront settings. Private showings available by appointment.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Gigi Silverberg (941-993-3695)
4131 PRUDENCE DR, SARASOTA, FL 34235
$289,90029 Days on yellowkey MLS ID: A4693475
0 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1145 Built: 1966 Tax: $1,675 (2025)Community: Kensington ParkSingle Family
Taxes:$1,675
Remarks: ***More pictures on Monday. This 2 bedroom /2 bath single family home with one-car garage, shed and lanai, is located in Kensington Park and is a rare find! Kitchen has Formica counter tops with raised white cabinets and double bowl sink with stone back splash. Hall bath has tub/shower newer vanity and tile floors, luxury Vinyl Plank flooring throughout home. Hurricane impact windows and lanai. Kensington Park in the heart of Sarasota minutes from University Town Center Mall, Sarasota International Airport, downtown Sarasota, Gulf beaches and close to I-75.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
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