Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
365 OAK HILL WAY #32, SARASOTA, FL 34232
$280,000136 Days on yellowkey MLS ID: A4677958
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1174 Built: 1985Monthly Fee: $559 Tax: $570 (2025)Community: Village Oaks Sec BSpa: NoVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$570
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Nestled in the quiet, pet friendly community of Village Oaks features this Immaculate updated 2-bedroom, 2 bathroom Condo/Villa that offers a move-in-ready retreat. This fully updated unit features a new hot water heater installed in January 2026 and boasts a freshly repainted interior throughout. The modernized kitchen offers a pass-through to the dining area. Updated Master Bath with dual sinks, and walk in shower. Enjoy the look of luxury vinyl that flows seamlessly through every room. The open-concept living room boasts of high ceilings, while an enclosed Florida room (lanai) provides a private space to enjoy the lush surroundings. The villa features a convenient in unit laundry area with a washer and dryer tucked into a dedicated laundry closet.Enjoy the convenience of a private one car garage with remote access, plus two dedicated exterior parking spots right outside your villa. Community pool overlooking lake along with tennis/pickleball court for outdoor activities. Ideally situated between I-75 and downtown Sarasota, offering quick access to the University Town Center Mall (UTC), local dining and world-class beaches.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Laura Flood (941-725-2500)
5246 MARSH FIELD LN #1, SARASOTA, FL 34235
$259,000221 Days on yellowkey MLS ID: A4669210
REDUCED by $12,000 (4.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $2,898 (2024)Community: Wedgewood LakeCondo
Taxes:$2,898
Tax Year: 2024
Remarks: Welcome to this beautiful 2-bed, 2-bath first-story end unit in the sought-after Wedgewood Lake community within The Meadows! Conveniently located in the heart of University Center. A perfect balance of peaceful privacy and prime location. Inside, you’ll find an open floor plan with updated floors throughout and abundant natural light. The screened lanai offers a serene spot to relax and enjoy the lush surroundings year-round. The spacious primary suite includes recently remodeled en-suite bath and large walk-in closet, your perfect retreat. The Meadows is an outdoor paradise with 85+ lakes, 14 miles of trails, and a heated pool. Perfect for an active lifestyle! Minutes from I-75, UTC shopping, dining, and entertainment. Benderson Park and nature trails are just around the corner. This is the lifestyle you’ve been waiting for. Schedule your private showing today before it’s gone!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Goldstein (941-587-3876)
462 OAK HILL CIR #5, SARASOTA, FL 34232
$234,900264 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
$599,90075 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
$349,00090 Days on yellowkey MLS ID: A4684700
REDUCED by $10,000 (2.8%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Elementary School: Emma E. Booker Elementary
Tax Year: 2026
Remarks: Under Construction. Receive up to $15,000 towards closing costs and special interest rates with the use of our preferred lender - Now through Sunday, May 31st. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offer endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
1040 VILLAGIO CIR #201, SARASOTA, FL 34237
$220,000111 Days on yellowkey MLS ID: A4680583
REDUCED by $10,000 (4.3%) on 05/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002 Tax: $3,051 (2025)Community: VillagioCondo
Taxes:$3,051
Elementary School: Tuttle Elementary
Remarks: Located in the popular Villagio community, this two-bedroom, two-bath second-floor corner condominium offers a functional split floor plan. The unit has been freshly painted in neutral tones and features brand-new carpet throughout. The kitchen includes all-wood cabinetry, a breakfast bar, pantry, and a built-in desk. Both bathrooms have been updated with brand-new shaker-style vanities and granite countertops. The primary bedroom includes an en-suite bathroom and a walk-in closet. An additional office or den provides flexible space for remote work or everyday use. This light and bright second-floor unit features tray ceilings in the main living area and no neighbors above! A covered balcony offers west-facing exposure with sunset views. The unit also includes a covered carport – not all do! Villagio offers maintenance-free, resort-style living with amenities that include a heated pool, clubhouse, fitness center, tennis court, putting green, picnic area, dog park, and playground, all with a low HOA fee. Centrally located with convenient access to Ed Smith Stadium, Mote Marine, and downtown Sarasota shopping, dining, waterfront, and beaches. Suitable as an investment property, seasonal residence, or starter home.
Listing Agent: Rachel Harvey (941-726-9300)
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000140 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
$385,000130 Days on yellowkey MLS ID: A4679401
1 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Under contract-accepting backup offers. Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
1610 & 1612 N ORANGE AVE, SARASOTA, FL 34236
$550,000179 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)
401 QUAY #505, SARASOTA, FL 34236
$6,900,00011 Days on yellowkey MLS ID: A4692009
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3798 Built: 2021 Tax: $52,370 (2025)Community: The Ritz Carlton ResidencesSpa: NoCondo
Taxes:$52,370
Remarks: A rare corner home at the Ritz Carlton Residences, where every day unfolds like a curated escape. Begin your morning in the sunlit living room, where floor-to-ceiling windows frame the sparkling Gulf. Coffee in hand, go out onto the balcony, feel the gentle breeze and take it all in. The open living spaces invite quiet reflection or lively conversation. From there, flow effortlessly into the chef's kitchen with Wolf appliances and custom cabinetry, ready for intimate breakfasts or elegant dinners. Glance to the right and enjoy the boats and wildlife in the marina. The primary suite becomes a private sanctuary, where spa-inspired baths, soft lighting and expansive California Closets set a serene setting. Guest suites offer the same comfort and seclusion, ensuring every visitor experiences refined tranquility. Beyond the residence, world-class amenities and service await. A waterfront pool, fitness room, lap pool, game room, gathering spaces, 24-hour dedicated staff and concierge service, along with room service from Jack Dusty's restaurant, all at your fingertips. A quick trip brings you to downtown Sarasota with European-inspired streets lined with fine dining, quaint coffee shops, cocktail hour, cultural arts, live music and more are waiting for you. Here, luxury, beauty and lifestyle converge into a life exquisitely lived.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Rebecca Simmons (248-766-0872)
8023 ANTHIRIUM LOOP, SARASOTA, FL 34240
$748,99011 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)
4913 ALMANZA AVE, SARASOTA, FL 34235
$419,90011 Days on yellowkey MLS ID: A4694051
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1640 Built: 1980 Tax: $3,822 (2025)Community: De Soto LakesSingle Family
Taxes:$3,822
Remarks: Ideally located near shopping, dining, the new Mote Marine Aquarium at UTC and the Sarasota-Bradenton International Airport, this move-in ready home offers the perfect blend of comfort, convenience, and freedom. Just minutes from Nathan Benderson Park with miles of walking and biking trails, kayaking, rowing, and year-round community events. Enjoy true Florida living with NO CDD fees, NO HOA fees, NO deed restrictions, and NO flood insurance required — not located in a flood zone. Bring all your Florida toys with plenty of room for your RV, boat, jet-skis, and more! This spacious 3-bedroom, 2-bath split floor plan features both living & family rooms, an updated kitchen & bathrooms and a private primary suite with walk-in closet and en-suite bath. Recent major updates include a NEW roof and NEW AC in 2026, NEW hot water heater 2020, plus repiping completed in 2020 for added peace of mind. Step outside to the lanai overlooking a large fenced backyard — perfect for entertaining or pets. Complete with a 2-car garage and centrally located near Sarasota’s best amenities, this property is ideal for full-time residents, seasonal owners, or investors alike.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Mike Bridges (941-316-6530)
590 45TH ST, SARASOTA, FL 34234
$729,77739 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)
5613 MONTE ROSSO RD, SARASOTA, FL 34243
$299,00024 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
$789,000146 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
$1,649,000219 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
$1,539,00033 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
$1,299,000213 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)
3548 FOUNDERS CLUB DR, SARASOTA, FL 34240
$2,345,000314 Days on yellowkey MLS ID: A4658917
REDUCED by $50,000 (2.1%) on 05/08/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5426 Built: 2006Monthly Fee: $499 Tax: $10,982 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$10,982
Remarks: This is the one * WELCOME TO THE FOUNDERS CLUB, ONE OF THE MOST COVETED COUNTRY CLUB COMMUNITIES IN SARASOTA * This Quality Built Lee Wetherington Executive Home features a VERY PRIVATE SETTING ON OVER 1/2 ACRE * PANORAMIC VIEWS OF A TRANQUIL LAKE IN YOUR BACKYARD WITH SERENE GREENBELT VIEWS FROM YOUR FRONT YARD - THIS IS A PREMIER LOCATION * RARELY AVAILABLE in this sought after neighborhood, this BEAUTIFUL HOME has been LOVINGLY RENOVATED * Step into the Grand Foyer and be amazed * Architectural details are at every turn * The current homeowners painstakingly oversaw every step of the NEW CHEF'S KITCHEN WITH A COASTAL CONTEMPORARY DESIGN BOASTING NEW Custom Wood Cabinets, NEW Quartz Countertops, a Waterfall Island, NATURAL GAS COOK-TOP and a Walk-in Pantry * The Kitchen is open to the SPACIOUS Family Room AND an expansive Glass-enclosed A/C Cabana-style Room with three walls of glass sliders (open the doors in the winter time!), screen windows, a natural gas fireplace, plus a wet bar - this is the perfect space for relaxing, entertaining, and it can even be used as a playroom * This FAMILY ESTATE is remarkable with 5,426+/- A/C SQFT * 4 Bedrooms & 4.5 Baths * Den/Office * Bonus Room * A Multi-use 15x13 Safe Room could be used as a Home Gym or Flex-space * Your Primary Suite features #2 Custom California style Walk-in Closet's and a NEW LOVINGLY RENOVATED Spa-style Bath with custom Cabinets, NEW Garden Tub, and a SPACIOUS Walk-in shower * This THOUGHTFULLY CURATED BATH is a TRUE OWNERS' RETREAT * Formal Living Room * Formal Dining Room * UPSTAIRS FEATURES A BONUS ROOM AND A SEPARATE GUEST BEDROOM + BATH with a Screened Lanai featuring Lake Views * Just a few of the additional features include: Volume ceilings * IMPACT GLASS WINDOWS + STORM SHUTTERS * SOLID CORE DOOR & CUSTOM WOOD TRIM * NEW Exterior Paint 2021 * NEW Interior Paint 2022 * Whole House Water Softener and Reverse Osmosis System * A 40-kilowatt OLYMPIAN NATURAL GAS WHOLE HOUSE GENERATOR * All of this wraps the PRIVATE HEATED POOL & SPA RECENTLY UPDATED with a NEW HEATER IN 2022 AND RESURFACING WAS DONE IN 2021 * The Founders Club is a beautiful low-density 24/7 guard-gated community with over 700 acres of wetlands and preserve and only 262 homes. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Har-Tru tennis courts & pickle ball courts and a picnic pavilion, and playground, basketball court, and fitness center are also on site. Residents enjoy easy access to the cultural venues of downtown Sarasota and attractions of Lakewood Ranch. Optional golf/social memberships. Members enjoy a 24/7 fitness facility, stately clubhouse, community events, and a restaurant with picturesque veranda. Come see this exceptional home and discover an extraordinary lifestyle. ONE LOOK & YOU'LL FALL IN LOVE *
Listing Agent: Glenn Brown (941-342-6464)
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$349,000115 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 Agent: Daniela Madrid-Bermejo (941-960-0770)
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