Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
4100 TEE RD, SARASOTA, FL 34235
$399,00023 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,991
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
800 BENJAMIN FRANKLIN DR #304, SARASOTA, FL 34236
$715,00022 Days on yellowkey MLS ID: A4694518
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978 Tax: $8,856 (2025)Community: Lido AmbassadorSpa: NoCondo
Taxes:$8,856
Elementary School: Southside Elementary
Remarks: Welcome to Unit 304 at Lido Ambassador — a beautifully appointed 1-bedroom, 1.5-bath residence where coastal elegance and comfort come together. This exceptional residence is located within an intimate community of just 74 residences, offering a more private and relaxed lifestyle in one of the best locations directly on Lido Key Beach. The stunning kitchen features quartz countertops, designer light fixtures, and a stylish modern feel, perfect for everyday living or entertaining. The inviting living room offers a versatile sectional which can be arranged as two twin beds for guests, while the dining area is enhanced with lovely Serena & Lily dining chairs that complement the home's relaxed coastal aesthetic. The coastal vibe continues into the spacious primary bedroom featuring a king-size bed designed for comfort and relaxation. Step outside onto your private balcony and take in stunning Gulf views while enjoying the sea breeze. Additional features include private storage, assigned parking space, and a recently installed new A/C for added comfort and peace of mind. Residents enjoy a community pool with exciting upgrades nearing completion, a fitness room, and a recreational room complete with a pool table and gathering space for community activities and social events. Ideally situated next door to Lido Beach Resort and within walking distance to St. Armands Circle and the beautiful beaches of Lido Key, this residence represents an exceptional value and offers one of the best locations on Lido Key Beach. Paradise is calling-unpack and start living the dream! Being sold Turn-key furnished for a seamless transition to beachside living!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kathryn Dieter (941-299-2089)
436 S POLK DR, SARASOTA, FL 34236
$4,957,777155 Days on yellowkey MLS ID: A4676956
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4038 Built: 2019 Tax: $48,523 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$48,523
Remarks: Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 ½ bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is ready for a seamless transition. Located just steps away from St. Armands Circle, this home is in the heart of one of Florida’s most sought-after-destinations. Enjoy a perfect Florida morning or evening sipping coffee or cocktails on the rooftop, watching the sunrise or sunset, and ocean waves. The main level features 2 suites that offer Daiken minis for added comfort for those who enjoy undisturbed, optimal sleep in cooler temperatures, a living room, and an open kitchen with 2 built-in ovens, refrigerator, gas cooktop, leading into the dining room. Expansive high ceilings and vast window treatments create a bright & spacious atmosphere. The second level features 3 spacious suites, as well as a game room. This home pays attention to detail on finishes and is designed with Florida living in mind. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, galleries, and the white sand beach of Lido Key are just moments away from your door. Downtown Sarasota’s cultural attractions, year-round events, marina, and waterfront dining are a short drive over the Ringling Bridge. This beautiful estate offers a unique opportunity in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Terry Cordle (740-601-4121)
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00030 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
528 45TH ST, SARASOTA, FL 34234
$625,000422 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Tax Year: 2024
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
3202 RAMBLEWOOD DR N, SARASOTA, FL 34237
$149,00041 Days on yellowkey MLS ID: A4690385
REDUCED by $10,000 (6.3%) on 05/22/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1343 Built: 1976 Tax: $1,556 (2026)Community: Ramblewood AcresTownhouse
Taxes:$1,556
Elementary School: Tuttle Elementary
Tax Year: 2026
Remarks: One or more photo(s) has been virtually staged. *THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to Ramblewood Acres, a desirable gated community in the heart of Sarasota offering true maintenance free living. This townhome style condo features a functional and inviting layout with major updates already taken care of, including a 2023 roof, 2024 water heater, and 2021 HVAC. Step into a home that feels as fresh as it looks. The light filled main level sets the tone with crisp finishes and an airy feel, creating a sense of calm from the moment you walk in. The kitchen offers stainless steel appliances, durable tiled countertops, and neutral cabinetry, opening seamlessly to a spacious living and dining area designed for both everyday living and easy entertaining. The first floor was freshly painted in 2026 and also includes a convenient half bath. Upstairs, you will find two bedrooms plus a flexible third room that can function as a bedroom, office, or den, along with two full bathrooms. Each bathroom brings its own personality and charm, adding a unique touch throughout the home. The primary suite serves as a private retreat with direct access to its own balcony, offering a quiet place to unwind. Outdoor living is a standout feature, with a private first floor lanai and two upper level balconies that provide multiple spaces to relax and enjoy the Florida lifestyle. Additional highlights include in unit laundry, a rare exterior storage room, an attached carport, and nearby guest parking. Residents of Ramblewood Acres enjoy access to three swimming pools, tennis courts, a playground, and an expansive clubhouse complete with a fitness center, billiards room, library, and gathering spaces for social events. Conveniently located just minutes from world renowned beaches, the Baltimore Orioles spring training stadium, and a wide variety of shopping and dining options, this home offers an ideal balance of comfort, convenience, and lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
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
Taxes:$1,196
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
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
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
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 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)
8023 ANTHIRIUM LOOP, SARASOTA, FL 34240
$748,99023 Days on yellowkey MLS ID: A4694446
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3233 Built: 2026Monthly Fee: $370 Tax: $932 (2025)Community: Windward At Lakewood Ranch Phase 2Spa: NoSingle Family
Taxes:$932
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: The Bright Star is a thoughtfully designed two-story home offering 3,233 square feet of comfortable and functional living space. This spacious residence features four bedrooms, three bathrooms, a formal dining room, living room, bonus room, and loft, providing flexibility for everyday living, entertaining, and relaxing. The well-appointed kitchen opens to the main living areas, creating a seamless flow throughout the home. Practical features such as a mud room and generous walk-in closets add convenience and organization to daily life. The covered lanai extends the living space outdoors, offering the perfect setting for enjoying Florida living year-round. Designed with both comfort and versatility in mind, the Bright Star combines spacious interiors with thoughtful details to suit a variety of lifestyles.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
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)
2513 WATERFRONT CIR, SARASOTA, FL 34240
$1,649,000231 Days on yellowkey MLS ID: A4669760
1 Days Off yellowkey (back on 5/21/2026)
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4664 Built: 2026Monthly Fee: $373 Tax: $2,564 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,564
Remarks: Under Construction. Estimated completion February 2026. This beautiful home with pool, spa, and serene preserve views was perfectly crafted to fit your lifestyle. A soaring two-story foyer showcases the oak staircase and loft upstairs. The stylish kitchen features JennAir appliances, an alternate kitchen island, and quartz countertops. Take in the fresh air with the home's expanded, alternate covered lanai, including a pool/spa and outdoor kitchen to enhance your outdoor living space. Schedule an appointment today to see it for yourself! The two-story great room boasts views of your private pool and spa.
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Brenee Solari, Llc (240-256-5955)
2644 WATERFRONT CIR, SARASOTA, FL 34240
$1,539,00045 Days on yellowkey MLS ID: A4691429
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3492 Built: 2026Monthly Fee: $372 Tax: $2,667 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,667
Remarks: Under Construction. Private preserve home site with an inviting private pool and spa. 16-foot impact multi-slide stacking great room door for seamless indoor-outdoor living. Primary bath with alternate layout featuring a luxe upgraded shower and soaking tub. Dedicated first-floor office in lieu of flex room for a refined, functional workspace. The Caladesi's welcoming covered entry and inviting foyer open onto the expansive great room and views to the large covered lanai beyond. The well-designed gourmet kitchen overlooks a bright casual dining area and is highlighted by a large center island with breakfast bar, plenty of counter and cabinet space, thoughtful workspace, and sizable walk-in pantry. The private primary bedroom suite is enhanced by dual walk-in closets and primary bath with dual-sink vanity, large soaking tub, luxe shower, and private water closet. Secondary bedrooms feature generous closets, one with a private bath, the other with shared hall bath. Additional highlights include a versatile office space, convenient powder room, centrally located laundry, and additional storage. Schedule a tour today!
Listing Agent: Jordan Kosobucki (941-313-7373)
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
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)
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