Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
590 45TH ST, SARASOTA, FL 34234
$729,77737 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,793
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
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)
5613 MONTE ROSSO RD, SARASOTA, FL 34243
$299,00022 Days on yellowkey MLS ID: TB8505938
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1993Monthly Fee: $332 Tax: $3,572 (2025)Community: Riviera Club Village At Longwood RunVilla
Taxes:$3,572
Remarks: Welcome to this beautifully updated Sarasota home offering the perfect blend of style, comfort, and functionality in a desirable maintenance-free community. From the moment you arrive, you’ll appreciate the inviting curb appeal, mature landscaping, and welcoming entry. Inside, soaring vaulted ceilings and abundant natural light create a bright, open atmosphere enhanced by modern finishes throughout. What truly makes this home stand out is its thoughtfully redesigned floor plan. The kitchen has been opened beyond the original layout, creating a unique configuration rarely found within the community. Designed with both everyday living and entertaining in mind, the remodeled kitchen features upgraded cabinetry with under-cabinet lighting, granite countertops, stainless steel appliances, decorative backsplash, and a spacious center island that flows seamlessly into the living and dining areas. A custom-built dry bar adds both character and functionality, creating an ideal gathering space for hosting family and friends. The spacious primary suite offers a private retreat complete with an en-suite bathroom, generous walk-in closet, and installed safe that will convey with the property. Additional bedrooms provide flexibility for guests, a home office, fitness area, or hobby space, including one room currently set up as an impressive workshop. Additional features include updated flooring, modern lighting and ceiling fans, indoor laundry conveniently located off the kitchen, and a two-car garage. Ideally situated near shopping, dining, parks, golf courses, and Sarasota’s renowned Gulf Coast beaches, this move-in ready home offers an exceptional opportunity to enjoy the Florida lifestyle with comfort and convenience. Schedule your private showing today.
Listing is courtesy of: 54 REALTY LLC (813-435-5411)
Listing Agent: Maria Porter (502-541-9964)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000144 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)
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,275,00022 Days on yellowkey MLS ID: A4693046
REDUCED by $150,000 (4.4%) on 05/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1255 N GULFSTREAM AVE #408, SARASOTA, FL 34236
$1,299,000211 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
Elementary School: Alta Vista Elementary
Tax Year: 2024
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)
410 GARFIELD DR, SARASOTA, FL 34236
$1,795,000148 Days on yellowkey MLS ID: A4672001
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1937 Tax: $20,840 (2024)Community: Derringers ResubSpa: NoSingle Family
Taxes:$20,840
Elementary School: Pine View School
Remarks: Coastal Charm Steps from the Sand — Your Lido Key Oasis Awaits! Location, luxury, and timeless Florida charm come together at this beautiful beachside bungalow, just one block from the sparkling shores of Lido Key Beach. Nestled in the prestigious St. Armands Circle neighborhood, this turnkey-furnished coastal home offers a rare opportunity to own a piece of paradise in one of Sarasota’s most desirable and vibrant communities. Whether you’re searching for a full-time retreat, a seasonal getaway, or an income-producing investment property, this timeless treasure delivers on every level. From the moment you arrive, the lush coastal landscaping welcome you into a hidden oasis, opening onto a generous lawn, private driveway, and elevated front deck — the perfect setting to savor your morning coffee or unwind with a glass of wine as you watch the sunset over the beach. Inside, the home seamlessly blends historic character with modern comfort. Original heart-of-pine floors, a cozy fireplace, and authentic wood paneling preserve its character, while bright, open living and dining spaces offer a light, airy atmosphere that instantly feels like home. The open-concept kitchen, complete with a charming breakfast bar, invites easy gatherings and effortless entertaining. The privately tucked-away primary suite features an updated ensuite bath with a walk-in shower, offering a quiet escape at the end of each day. Two additional guest bedrooms are comfortably designed for family and friends, and a beautifully updated second bath showcases a freestanding clawfoot tub and pedestal vanity — a perfect nod to the home’s timeless charm. Outside, a private heated pool and generous patio are surrounded by lush tropical landscaping, creating a secluded paradise to relax and rejuvenate. This is truly an unbeatable location, just a short stroll to the white sands of Lido Key Beach and the world-famous St. Armands Circle, known for its upscale dining, boutique shopping, art galleries, and vibrant nightlife. Downtown Sarasota’s lively arts and cultural scene is only minutes away, offering even more ways to enjoy this extraordinary area. Whether you’re basking in the sun, enjoying fine dining, or exploring endless outdoor activities, life on Lido Key feels like an everyday vacation. Home is currently a successful vacation rental! Don’t miss this rare opportunity to own a coastal bungalow in one of Sarasota’s most walkable, beautiful beach communities. Start living your dream — your beachside oasis is waiting.
4810 BAY SHORE RD, SARASOTA, FL 34234
$1,175,000163 Days on yellowkey MLS ID: A4672800
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2073 Built: 1951Monthly Fee: $3 Tax: $14,334 (2024)Community: Sapphire ShoresSpa: YesSingle Family
Taxes:$14,334
Remarks: Under contract-accepting backup offers. Welcome to this exceptional mid-century modern pool home, perfectly situated in the sought-after Sapphire Shores neighborhood of Sarasota, just minutes from The Ringling and the downtown district. LISTED AT $150,000 BELOW RECENT LENDER APPRAISAL. Sapphire Shores is one of Sarasota’s most beloved neighborhoods, where you’ll find neighbors out walking, biking, and strolling with their dogs, creating a welcoming sense of community. Just moments from Sapphire Shores Park, residents enjoy sunsets over the bay, kayaking, fishing, and peaceful waterfront walks, with a dog-friendly atmosphere. It’s the kind of place that feels like a step back in time, where neighbors wave as you pass and often stop to chat, making it feel truly like home. Thoughtfully updated and beautifully maintained, this 3-bedroom, 2.5-bathroom home sits on an expansive one-third-acre corner lot just one block from Sarasota Bay. With a desirable western front exposure, the home is perfectly positioned to capture stunning sunset views while offering effortless access to Sarasota’s vibrant cultural scene. Inside, 2,073 square feet of living space unfolds across a well-designed split floor plan that blends timeless architectural character with modern upgrades. Sustainability meets sophistication with 24 solar panels that power the home and charge Tesla Powerwall System, providing backup energy while significantly reducing utility costs. A cement tile roof and Miami-Dade hurricane windows anchor the home’s durable and efficient design, complemented by energy-efficient systems including a low-energy Thermeau heat pump, a Trane XR air conditioning system with whole-home surge protection, and a Pentair pool pump. Interior spaces are filled with natural light and feature recessed and LED lighting, plantation shutters throughout, and engineered hardwood flooring. The primary suite offers a serene retreat with two walk-in closets complete with custom organizers, private access to a charming courtyard garden, and a spa-inspired ensuite bathroom showcasing a clawfoot soaking tub, dual marble-topped vanities, and a walk-in shower with built-in seating and shelving. Additional bedrooms and bathrooms are equally well-appointed, featuring thoughtful details such as cedar-lined closets. The chef’s kitchen offers generous granite countertop space, modern appliances, and views of the lanai and pool area. Outdoors, the expansive lanai, plumbed for natural gas, is ideal for entertaining or relaxing beside the saltwater pool and spa, equipped with a Dart Pool saltwater filtration system and a new pool filter (2023). Pre-drilled anchors for a child safety fence add peace of mind. The oversized yard is fully enclosed with PVC fencing for privacy and enhanced outdoor living. Lush landscaping is supported by a Rainbird irrigation system connected to a private well. Additional luxury features include a whisper-quiet hurricane-impact garage door, a mini-split AC system in the garage, and a Gorilla-finished garage floor. Modern conveniences continue with an EcoWater whole-house water filtration system, a Joli Vita Spa hot tub with 44 jets, and a thoughtfully designed laundry room featuring cabinetry, counter space, and a functional mudroom area. This house comes with a REDUCED RATE as low as 5.875% (APR 6.135%) as of 04/23/2026 through List & Lock™. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christina Gaskill (941-539-0445)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$349,000113 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
$550,00026 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
Elementary School: Gocio Elementary
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
$1,499,000387 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
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 Agent: Ingrid Caruso (941-539-6233)
547 N SHORE DR, SARASOTA, FL 34234
$2,700,00098 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
$1,450,000358 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)
800 S BLVD OF PRESIDENTS #12, SARASOTA, FL 34236
$499,900502 Days on yellowkey MLS ID: A4635627
0 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,484 (2024)Community: Embassy VillasCondo
Taxes:$6,484
Remarks: Under contract-accepting backup offers. NEW PRICE! *ACT NOW*GREAT INVESTMENT OPPORTUNITY THAT WON'T LAST*. SARASOTA'S SAINT ARMAND'S CIRCLE & LIDO KEY welcomes you to the EMBASSY VILLAS. Prime Location with 2 week minimum rentals allowed. This stylishly remodeled corner unit is perfect for you to enjoy the island lifestyle and walk to the beautiful Lido Key Beaches and to the Saint Armand's Circle to enjoy the many world class restaurants, shops, ice cream cones, and events. AC(August 2024), NEW WASHER/DRYER(October 2025), Fully Remodeled Kitchen and brand new appliances! Located TWO BLOCKS from the famous Lido Beach on the Gulf of Mexico, with food and drinks concessions, picnic tables, shade gazebo, restrooms, showers and the Lido Beach Public Pool. The townhouse style home features vaulted ceilings and large windows that light up this contemporary townhouse. Boasting TWO PRIMARY BEDROOMS, each with private bathrooms. One located on the ground floor and the other on the second floor. Lido Nature Park is just steps away where you can kayak, fish and explore the Sarasota's Bay Mangroves and natural beauty of the tropical landscape and many birds. Minutes to the DOWNTOWN SARASOTA to all of the best attraction such as the Selby Botanical Gardens, Opera House, Ringling Museum, theaters and restaurants.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
2342 MARGARET ST, SARASOTA, FL 34237
$317,492120 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 05/21/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$649,500233 Days on yellowkey MLS ID: A4667640
REDUCED by $500 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: WE HEARD YOUR FEEDBACK — AND THE SELLER IS READY TO MAKE A MOVE. Now offered at an exceptional value for downtown Sarasota Bayfront living, this beautifully updated 2-bedroom, 2-bath residence at Regency House delivers what buyers are truly searching for: breathtaking Sarasota Bay views, natural light, walkability, and lifestyle. Located on the 4th floor, this 1,424 sq. ft. condo features a wall of floor-to-ceiling windows that immediately draw your eyes to the sparkling water views beyond. The open-concept living and dining areas feel bright, inviting, and designed for effortless waterfront living. The updated kitchen includes stone countertops, custom cabinetry, and stainless-steel appliances, while the spacious primary suite offers panoramic bay views, generous closet space, and an updated ensuite bath. The second bedroom is ideal for guests, a home office, or flexible additional living space. Recent updates and staging enhancements have transformed this residence, and it now shows beautifully. Seller is motivated and welcomes serious offers. Residents enjoy 24-hour concierge service, heated pool, fitness center, updated clubroom, secure covered parking, and one of the most walkable downtown Sarasota locations available — just moments from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, theaters, live music, and Sarasota’s vibrant arts scene. Finding Sarasota Bay views, this location, this amount of space, and this value point in downtown Sarasota is becoming increasingly rare. Easy to schedule private showings. Come experience the view for yourself
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
3405 TALLYWOOD LN #7130, SARASOTA, FL 34237
$245,00071 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
$1,300,000114 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)
966 LA COSTA CIR #5, SARASOTA, FL 34237
$175,000257 Days on yellowkey MLS ID: A4665073
REDUCED by $2,000 (1.1%) on 05/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 865 Built: 1972 Tax: $1,903 (2024)Community: Park ViewCondo
Taxes:$1,903
Remarks: Welcome to this cozy first-floor condo in the highly sought-after gated community of Parkview. Featuring 2 bedrooms, 1 bathroom, and a smartly designed layout, this home is move-in ready and filled with charm. Step inside to find tasteful paint colors paired with pristine tile and luxury vinyl flooring that flows seamlessly throughout the entire space. Just off the entry, the fully equipped kitchen offers plenty of storage in the wooden cabinetry, granite countertops, stainless steel appliances, and a tray ceiling. A breakfast bar window connects to the dining and living areas, creating the perfect setup for both everyday living and entertaining. The living room is bright and airy with large windows and newer ceiling fans that keep the space cool and comfortable. The oversized primary bedroom serves as a true retreat, complete with double closets for all your storage needs. Down the hall, you’ll find a generously sized second bedroom and a beautifully updated bathroom with modern fixtures and a tiled walk-in shower. The second bedroom offers flexibility as a guest suite, home office, or workout/hobby space. An indoor laundry closet near the foyer adds everyday convenience. Step outside to your own private tropical oasis, a screened-in lanai overlooking many shady palm trees and lush greenery. Enjoy your morning coffee, relax to the sounds of nature, or host barbecues with friends while taking in peaceful sunrises and sunsets. Parkview residents enjoy fantastic amenities, including 2 sparkling community pools where one is heated, a clubhouse with kitchen, outdoor grill area, fitness center, walking trails, and nature views around every corner. Best of all, you’ll be centrally located near top-rated schools, shopping, restaurants, grocery stores, and just 20 minutes from the sandy shores of Siesta Key. Don’t miss your chance to own this gem. Schedule your showing today before it’s gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
25 N WASHINGTON DR, SARASOTA, FL 34236
$4,500,00010 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
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)
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000154 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$57,926
Remarks: Under contract-accepting backup offers. Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
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