Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
642 OHIO PL, SARASOTA, FL 34236
$815,00027 Days on yellowkey MLS ID: A4693770
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 850 Built: 1925 Tax: $10,496 (2025)Community: Osprey Ave SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,496
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to the 'Grace and Effie Bills House,' a rare locally designated historic treasure in Sarasota’s highly sought-after Laurel Park Historic District. This 1925 Craftsman Style Bungalow is perfectly situated on a quiet street within walking distance of downtown amenities. Radiating a vibrant, tropical personality with its iconic colorful façade the home is a magical, inspiring retreat perfect for the history lover, artist, musician, or creative soul. A jasmine-covered archway sets the tone as you arrive at the charming front porch and step inside this light-filled 2BR/1BA “jewel box,” where vintage character meets thoughtful updates throughout. This home is a masterclass in the efficient use of space, blending a breezy 'Old Florida' feel with modern updates. Architectural details such as crown molding, baseboards, and built-in cabinetry add authenticity. The open-concept living and dining area features a classic white brick fireplace and flows seamlessly into a kitchen that has been opened up to maximize every inch, and updated with quartz countertops, stainless appliances, beautiful cabinetry, and a gas stove for the culinary enthusiast. The interior showcases a timeless palette including a beautifully updated bathroom featuring a glass shower and crisp white cabinetry. Extending the living space with an effortless indoor-outdoor lifestyle, the property boasts two spacious screened porches that extend the width of the residence, where you can enjoy the neighborhood breeze on your street-side front porch or host intimate alfresco meals on the private rear dining porch, which overlooks a hidden backyard sanctuary enveloped in lush tropical landscaping. The property also includes a rare, historically designated detached garage—ideal for additional storage or a creative studio conversion. The extra long driveway can accomodate up to five cars. Offered turnkey furnished, this is an ideal downtown pied-à-terre or income-producing rental opportunity (7-day minimum). Ideally situated in a highly sought-after, historic neighborhood located in the heart of downtown Sarasota, allowing residents to walk to Burns Court, Bayfront Park & Marina, Selby Gardens, and Downtown Main Street, this is a rare chance to own a piece of Sarasota’s history. Enjoy the peace of living in a quiet historic residential neighborhood while being just steps from a neighborhood kayak launch (next door), world-class dining, urban amenities, and the bayfront.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
33 S GULFSTREAM AVE #704, SARASOTA, FL 34236
$429,00042 Days on yellowkey MLS ID: A4691764
0 Days Off yellowkey (back on 6/1/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1964 Tax: $3,354 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$3,354
Remarks: Under contract-accepting backup offers. Your pied-à-terre for city living in Sarasota awaits you in Gulfstream Towers! Where fully renovated interiors meet panoramic Sarasota Bay and Marina Jack views. This move-in ready residence offers the ideal combination of waterfront living, walkability, and flexible space design in one of downtown Sarasota’s most desirable locations. This light-filled residence features impact windows and doors and expansive glass framing unobstructed views of Sarasota Bay and Marina Jack. The interior has been fully renovated with high-end finishes, highlighted by a modern galley kitchen with quartz countertops, large single-basin sink, wine cooler, sleek cabinetry, stainless steel appliances, water filtration system, and LED accent lighting, all flowing seamlessly into the open living and dining areas. A standout feature is the Clei Italian custom-built Murphy bed system, allowing the space to effortlessly transition between a living area and bedroom, ideal for full-time living, seasonal use, or a lock-and-leave lifestyle. Additional highlights include tile flooring throughout, contemporary finishes, efficient layout, and abundant natural light. Located in a secure waterfront building, residents enjoy amenities including a heated pool with expansive furnished sun deck, fitness center, private storage, community/entertaining room with full kitchen and dining area, library, bike storage, and laundry facilities on each floor. With only 9 units per floor, the building offers a quiet, boutique feel. Prime downtown Sarasota location—just steps to Marina Jack, Bayfront Park, Selby Gardens, award-winning restaurants, theaters, the Sarasota Opera House, and year-round cultural events. Complimentary trolley service provides convenient access to St. Armands Circle and Lido Key beaches. Buyer to verify all measurements, HOA fees, rental restrictions, and pet policies.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,795,000232 Days on yellowkey MLS ID: A4669042
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $100,000 (5.3%) on 05/20/2026
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
4072 GOLD DUST LN, SARASOTA, FL 34243
$349,000175 Days on yellowkey MLS ID: A4675774
2 Days Off yellowkey (back on 6/1/2026)
REDUCED by $8,000 (2.2%) 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
Remarks: MOVE IN READY! 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)
3242 RINGWOOD MDW #76, SARASOTA, FL 34235
$364,900153 Days on yellowkey MLS ID: A4677541
REDUCED by $10,000 (2.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1500 Built: 1981Monthly Fee: $112 Tax: $4,229 (2025)Community: Villas Of PapillionVilla
Taxes:$4,229
Elementary School: Gocio Elementary
Remarks: Amazing full lake views from your enclosed sliding glass door patio! Turnkey Furnished villa with 3 Bedrooms-2 Bathrooms-2 Car-Garage. Updated kitchen with newer cabinets and Granite countertops with a breakfast bar overlooking the dining room. You will enjoy your lake views from the spacious master bedroom with sliding glass doors leading to the large patio. Updated master bathroom with granite counter tops, dual sinks and a large walk-in closet. Plenty of room for your guest with 3 Bedrooms and guest parking. The location of this villa is located near the community shopping village center, UTC mall, SRQ Airport, Mote Marine aquarium and upscale dining facilities.
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Mike Babiarz (941-373-5064)
3808 BLUE STONE WAY #95, SARASOTA, FL 34232
$215,00015 Days on yellowkey MLS ID: A4694902
1 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1974Monthly Fee: $685 Tax: $1,621 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,621
Elementary School: Tuttle Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Glen Oaks where location, lifestyle, and value come together in one beautifully updated 55+ community home. This spacious 2-bedroom, 2-bath residence features a completely updated kitchen, new flooring throughout, and updated bathrooms, creating a clean and modern feel from the moment you walk in. The oversized primary suite includes a walk-in closet, and the smart layout makes the home feel significantly larger than its approximately 1,300 square feet. The layout is ideal for a potential 3rd bedroom. One of the standout features is the Florida room overlooking peaceful open green space with no future buildings planned behind the unit, offering privacy and a relaxing setting that’s hard to find at this price point. The location is exceptional. Residents are just steps from a public golf course and lawn bowling. UTC mall and downtown Sarasota are both just 5 miles away, I-75 is only 4 miles, and SRQ airport is only 6 miles. Enjoy easy access to world-famous Gulf Coast beaches including Lido Key at 7 miles away and Siesta Key Beach just 10 miles away. Anna Maria is also an easy drive for dining, shopping, and beach days. Residents here enjoy access to community amenities including a pool, fitness center, and pet-friendly policies. All within a welcoming 55+ community. Whether you're searching for a full-time Sarasota residence, seasonal getaway, winter retreat, low-maintenance snowbird lifestyle near golf, shopping, dining, and beaches, this home checks all of the boxes.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Nick Myers (614-580-6080)
3924 ASHWOOD LN #59, SARASOTA, FL 34232
$169,00068 Days on yellowkey MLS ID: N6143712
REDUCED by $7,000 (4.0%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1973Monthly Fee: $685 Tax: $1,781 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$1,781
Remarks: BEST PRICED, this 2-bedroom, 2-bath villa presents an outstanding opportunity in a highly desirable 55+ community, combining value, location, and low-maintenance living. This light and bright home features an open living and dining area plus a versatile den ideal for a home office, hobby room, or additional guest space. The enclosed Florida room provides year-round enjoyment and added living space, perfect for relaxing or entertaining. A private laundry room with utility sink and extra storage adds convenience. Recent updates provide peace of mind and enhance overall appeal. The spacious primary suite includes a walk-in closet and an en-suite bathroom with an accessible shower. The guest bedroom is well-suited for visitors while maintaining flexibility for everyday use. Residents enjoy resort-style amenities including a heated pool, fitness center, clubhouse, shuffleboard, library, and an active social calendar. This welcoming community offers a true Florida lifestyle with strong neighbor connections. Located just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, hospitals, and arts and culture. Bobby Jones Golf Club is just blocks away, featuring a recently renovated course and modern facilities. Ideal as a full-time residence, seasonal home, or investment opportunity, this villa delivers exceptional value at its new price point in one of Sarasota’s most convenient locations.
Listing is courtesy of: HOMESMART (407-476-0461)
Listing Agent: Scott Swonger (941-600-3534)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$699,000107 Days on yellowkey MLS ID: A4681324
REDUCED by $26,000 (3.6%) on 05/21/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSpa: YesSingle Family
Taxes:$4,691
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Marilyn Kneafsey (941-373-0999)
3441 BEEKMAN PL #40, SARASOTA, FL 34235
$275,000187 Days on yellowkey MLS ID: A4674297
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1990 Tax: $1,342 (2024)Community: Forty-Three West IiCondo
Taxes:$1,342
Tax Year: 2024
Remarks: Recently Reduced! Tucked away in a small, quiet community yet close to all the action near the UTC Mall—where shopping, restaurants, entertainment, and the new Mote Aquarium are right at your doorstep—this 2-bedroom, 2-bath villa offers the perfect blend of convenience and tranquility. Enjoy front and rear courtyards that create a private tropical paradise for outdoor living, complete with your own lemon tree loaded with fruit. Sliding glass doors to the courtyards from the kitchen, primary bedroom, second bedroom, and living room make these spaces feel like natural extensions of the living areas. Features include a NEW ROOF (2023), plantation shutters, and Hunter Douglas Vertiglide shades for carefree living. The primary suite has it's own private en suite bathroom and an oversized walk in closet. A built-in desk with shelving and a queen-sized Murphy bed in the second bedroom give this room the flexibility of an in-home office or guest space. Close the hall pocket door from the living room to convert this area into a private guest suite. The kitchen and bathrooms have been tastefully updated with beautiful countertops and vanities. A convenient laundry area is tucked behind louvered doors in the kitchen. An attached one-car garage with room for storage and a workbench, plus oversized closets throughout the home, provides more storage space than you would expect in a condo or villa. The friendly community offers a clubhouse, tennis and pickleball courts, and a sparkling pool just around the corner. This home checks all the boxes for enjoying the Florida lifestyle: an excellent location, inviting indoor-outdoor living areas, ample storage, great amenities, and bright, airy rooms made for relaxing. Come and see if this is the right place for you!
Listing is courtesy of: REALTY PLACE (941-212-2828)
Listing Agent: Barbara Beasley (941-724-4334)
4779 TIVOLI PL, SARASOTA, FL 34235
$299,00023 Days on yellowkey MLS ID: A4693816
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1428 Built: 1996Monthly Fee: $919 Tax: $2,321 (2025)Community: Longwood VillasSingle Family
Taxes:$2,321
Remarks: Welcome to this single family home that has been recently painted inside and out. New carpets have been installed in the 3 rooms and a deep clean has been done recently. A spacious private lanai outback is welcomed by a lovely preserve and this home is located on a cul-de-sac for maximum privacy. There are no CDD's in here and the HOA handles the roof replacement and repairs,outside painting,pressure washing,irrigation,driveway and walk repairs along with mowing, trimming and edging.There are lakes that residents can use for kayaking,fishing or just for viewing wildlife. Longwood Run public park is just down the street for enjoying tennis,pickleball,basketball or the playground.Coveniently located to UTC mall, restaurants,markets and much more.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000171 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$31,490
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
430 KUMQUAT CT #404, SARASOTA, FL 34236
$1,195,0001150 Days on yellowkey MLS ID: A4567678
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1155 Built: 2026Monthly Fee: $646 Tax: $10,000 (2022)Community: Villa BalladaCondo
Taxes:$10,000
Elementary School: Alta Vista Elementary
Tax Year: 2022
Remarks: NOW COMPLETED - FAMILIES ARE LIVING THE GOOD LIFE IN Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group - Zahrada and Zahrada 2, just a half block away. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #404 condo, there is a large 20 ft x 6 ft balcony facing west from the dining/living room to enjoy the sunsets. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound. But in the end, the architecture, the Location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$515,000192 Days on yellowkey MLS ID: A4673225
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1097 WILLIS AVE, SARASOTA, FL 34232
$434,90092 Days on yellowkey MLS ID: A4685461
REDUCED by $10,000 (2.2%) on 05/31/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1855 Built: 1974 Tax: $4,452 (2024)Community: Peaceful Vista HomesSpa: NoSingle Family
Taxes:$4,452
Remarks: One or more photo(s) has been virtually staged. Looking for space, flexibility, and freedom without HOA restrictions? This 4-bedroom, 2-bath Sarasota pool home offers exactly that. The backyard is built for enjoying Florida living, featuring a private pool, tiki hut, outdoor entertaining space, and a storage shed for added functionality. Whether you're hosting friends, relaxing by the water, or simply enjoying the sunshine, this outdoor setup creates a true backyard retreat. The front and side yard also offer a ton of activity space due to the corner lot positioning. Inside, the home offers a spacious and adaptable layout with multiple living areas that can easily be tailored to your needs. Create a formal dining area, home office, media room, playroom, or additional lounge space depending on your lifestyle. The kitchen has been updated with granite countertops, refreshed cabinetry, and newer appliances, blending practicality with a clean modern feel. The home also features solar panels to help offset electric costs, plus a newer well and septic system for added peace of mind and efficiency. Conveniently located near UTC Mall, Downtown Sarasota, Nathan Benderson Park, Bobby Jones Golf Club, Siesta Key Beach, shopping, dining, dog parks, sports fields, and everyday essentials, this property combines accessibility with the flexibility that’s becoming harder to find in Sarasota. If you’ve been searching for a pool home with room to spread out and fewer restrictions, this is an opportunity worth seeing.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1268 11TH ST #2403, SARASOTA, FL 34236
$399,000122 Days on yellowkey MLS ID: A4681291
REDUCED by $11,000 (2.7%) on 05/31/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 867 Built: 2007 Tax: $2,629 (2026)Community: Broadway PromenadeSpa: YesCondo
Taxes:$2,629
High School: Riverview High
Tax Year: 2026
Remarks: Welcome home to this top-floor end-unit residence offering a private, treehouse-style setting in a desirable low-rise condominium in the heart of downtown Sarasota. This stylish mid-century modern home features a partial bay view, abundant natural light, and a completely remodeled kitchen and utility room. Thoughtfully updated with a new HVAC system, water heater, stainless steel appliances, ceiling fans and custom window treatments, the property is move-in ready and includes tasteful, turnkey furnishings. Ideally just near Pioneer Park with open green space, recreational paths and tennis courts, and within a short distance to Bay Park, downtown dining, shopping, arts and the waterfront. An exceptional opportunity for full-time living, a seasonal retreat or investment ownership. MOTIVTED SELLER, BRING OFFERS!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Brandi Fano (941-718-1723)
2721 HIDDEN LAKE BLVD #C, SARASOTA, FL 34237
$150,00012 Days on yellowkey MLS ID: A4695135
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1974Monthly Fee: $560 Tax: $1,817 (2025)Community: Hidden Lake VillageCondo
Taxes:$1,817
Remarks: You will be pleasantly surprised as you enter this super clean & updated 2nd floor, end unit. The kitchen has been recently update with new cabinets, fixtures & appliances. The bathroom was updated with new vanity and fixtures. Tile floors in the kitchen, bathroom and hall. Newer carpets in bedrooms and living area. This unit has an expansive east-facing balcony, allowing the morning sun to stream in. The complex offers a beautiful swimming pool, tennis courts and much more. Don't miss out...act quickly & become a homeowner & investor.
Listing is courtesy of: MARATHON REALTY GROUP (941-371-4454)
Listing Agent: Rick Treharne (941-371-4454)
3419 OLD BRADENTON RD, SARASOTA, FL 34234
$350,00013 Days on yellowkey MLS ID: A4692499
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 858 Built: 1946 Tax: $2,769 (2025)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$2,769
Remarks: Ideal location right in the heart of Sarasota City. So many opportunities! Whether a short term rental for an Air BNB or as zoned RTD9 for a gallery or cafe! This solid concrete home is minutes away from downtown and walking distance to the renowned Ringling School of Art. Huge backyard where the property line extends past the existing fence. Newer roof and AC. Granite kitchen tops, ample parking, fenced and no HOA! This property will not last long. Full large bathroom with tub and three bedrooms. Buyer and Buyer's Agent to verify all listing details.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Joelah Ariel, Pa (941-400-5105)
1709 N TAMIAMI TRL #522, SARASOTA, FL 34234
$520,00072 Days on yellowkey MLS ID: A4688048
REDUCED by $10,000 (1.9%) on 05/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,479 (2025)Community: The Strand Of SarasotaSpa: YesCondo
Taxes:$6,479
Remarks: Discover an exceptional waterfront penthouse at The Strand offering unobstructed, pristine views from Whitaker Bayou to Sarasota Bay right from your generously sized balcony. Built in 2022 and lightly used by the original owners, this immaculate, never-rented residence features impact-rated windows, sliders and doors, 9-foot ceilings, and thoughtful high-end upgrades throughout. The living area showcases a custom white wall unit with multiple shelving and a perfectly fitted 75" TV. The primary suite includes a walk-in closet with custom California Closet built-ins, while both the main bedroom and living room are equipped with motorized shades for effortless light control. The kitchen and both bathrooms feature custom installed stainless steel pullout cabinet organizers to maximize convenient storage. A versatile den with barn doors and a closet can function as an office or even a second bedroom. Modern conveniences include a smart A/C thermostat and programmable front-door lock, a programmable (from your phone) entry LED smart light fixture capable of altering brightness and displaying a rainbow of colors, wall light dimmers installed in kitchen, hallway and guest bath, front-loading full-size Samsung washer and dryer, garage parking beneath the building, and a private storage cage in an enclosed storage room. Enjoy resort-style amenities: heated pool and spa, fitness center, gas fire pit and grills, EV charging stations, dog park, and kayak launch with storage. Located mere minutes from vibrant downtown Sarasota — with fine dining, galleries, shopping, theater, bay front parks and The Bay community activities — this penthouse delivers refined waterfront living and easy access to coastal recreation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Lisa Sebastian (941-544-5413)
1703 N TAMIAMI TRL #511, SARASOTA, FL 34234
$660,00093 Days on yellowkey MLS ID: A4685576
REDUCED by $60,000 (8.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1359 Built: 2022 Tax: $7,148 (2025)Community: The Strand Of SarasotaCondo
Taxes:$7,148
Remarks: One or more photo(s) has been virtually staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.
209 BRIGGS CT, SARASOTA, FL 34237
$464,000140 Days on yellowkey MLS ID: A4676792
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 1956 Tax: $5,871 (2025)Community: Desoto Park For Petroutsa BrosSingle Family
Taxes:$5,871
Remarks: Welcome to 209 Briggs Court, a charming Florida home ideally located just minutes from Downtown Sarasota, tucked just off Fruitville Road with easy access to I-75, award-winning Gulf beaches, and everything Sarasota has to offer. This inviting residence blends timeless character with thoughtful updates, featuring original terrazzo floors, an open living space ideal for entertaining, and a spacious kitchen with ample storage—perfect for everyday living or hosting family and friends. All bedrooms offer generous closet space, adding to the home’s functionality and comfort. Updated in 2020, the home provides peace of mind while maintaining its classic Florida charm. The home also features a dedicated laundry room with a bonus room just off of it, offering flexible space ideal for a home office, playroom, storage, or hobby area—adding even more versatility to the floor plan. A bright Florida room lined with windows creates the perfect spot to enjoy your morning coffee or unwind at the end of the day. Step outside to a large, fenced backyard with plenty of room to play, garden, or entertain, complemented by fruit trees and a beautiful mango tree in the front yard. Whether you’re searching for a primary residence, seasonal winter retreat, or income-producing rental, this property offers flexibility and opportunity to suit your needs—all in a central Sarasota location close to downtown dining, shopping, beaches, and major roadways. Character, location, and potential—Briggs Court delivers it all!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
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