Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
5489 DOWNHAM MDWS, SARASOTA, FL 34235
$545,000161 Days on yellowkey MLS ID: A4670828
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 1993 Tax: $3,458 (2024)Community: Devonshire PlaceSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,458
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: New on the market with a BRAND NEW ROOF, no CDD fee, and not in a flood zone. Three bedrooms/ two baths with over 2,100 sq. ft. and plenty of room to build your own pool(.29 of an acre). The home is located just around the corner from Benderson Park (550 acres of park) and Mote Marine Aquarium. The Meadows, one of Sarasota’s most conveniently located golf course communities, offers a range of amenities and is conveniently located just a 15-minute drive from downtown Sarasota. This prime location provides residents with easy access to the city’s attractions, including The University Town Center and its shopping districts, which are conveniently situated within minutes of the community. The Meadows community spans 1,650 acres and features over 80 lakes, providing residents with ample opportunities for outdoor recreation and relaxation amidst the beauty of nature and wildlife. The development offers a comprehensive array of community amenities, including miles of biking and hiking trails, a playground, active sports facilities, a fitness center, a game and card room, billiards, social events, and more. Optional membership to the Meadows Country Club provides residents with access to exceptional amenities, including 54 holes of golf on three championship courses, 17 Har-Tru tennis courts with professional instruction, pickleball courts, a Junior Olympic Pool Complex, a fitness club offering a variety of classes, and a restaurant providing dining and bar services. The community boasts a shopping village, convenience store, beauty salon, dental office, village pub, and restaurant, catering to the residents’ daily needs and preferences. This exceptional home features an extra-long driveway capable of accommodating four vehicles. Additionally, the property offers breathtaking golf course views from nearly every room. Recent updates include: Roof (w/15 yr. transferable warranty), stainless steel appliance package, laminate wood flooring, carpeting, and a replaced well pump for irrigation. Windows are double-pane energy-efficient windows.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
8969 BERNINI PL, SARASOTA, FL 34240
$1,399,90029 Days on yellowkey MLS ID: A4688095
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3646 Built: 2018Monthly Fee: $434 Tax: $11,176 (2025)Community: Artistry Ph 1ASpa: YesSingle Family
Taxes:$11,176
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this gorgeous newer Kolter Chagall home located in the highly desirable community of Artistry of Sarasota. Offering 4 bedrooms and 5 baths, along with a club room and loft area, this beautifully designed residence blends everyday comfort with upscale entertaining. With model like finishes throughout, the home showcases exceptional quality, style, and thoughtfully curated upgrades including coffered ceiling sets the tone upon entry, introducing the home’s refined architectural detail and airy elegance. At the heart of the home is a stunning open concept first floor, where the newly painted entry, living room, and kitchen create a fresh, bright, and welcoming atmosphere for both comfortable daily living and effortless entertaining. The chef’s kitchen features quartz countertops, a dramatic oversized center island with waterfall edge detail and generous seating, custom white shaker cabinetry, backlit upper display cabinets designed for decorative appeal, designer backsplash detail, GE Monogram wall ovens and gas cooktop, LG refrigerator and dishwasher, and abundant prep and storage space. The adjoining great room is enhanced by a coffered ceiling and custom accent wall, adding warmth, texture, and architectural interest. An abundance of natural light pours in through the sliders, creating a bright and airy atmosphere while drawing your eye out to the glorious spa like pool and zen inspired lanai. The first floor features a flex office/guest suite, full bath for guests, laundry room with built in shelving, and a beautifully appointed club room complete with a wet bar and wine fridge, offering the perfect setting for entertaining or unwinding. The first floor primary suite is a luxurious retreat with abundant natural light, custom built walk in closets, and a coffered ceiling that enhances the sense of elegance and scale. The spa like primary bath features dual vanities and a generous walk in shower. As you make your way upstairs, a staircase accented by a sleek horizontal metal railing adds a clean architectural element to the home’s modern design. Upstairs, there are three guest bedrooms and tow of them feature en suite baths and walk in closets, centered around a large loft area that offers the perfect setting for a media room, game room, or casual lounge for hosting family and friends. The outdoor living area is designed as a true private retreat, the screened lanai showcases a spectacular saltwater pool and spa with beautiful water features, a sun shelf with in pool seating, and a hot tub style spa area perfect for unwinding. Framed by travertine decking and lush green views, the outdoor space also features a striking pergola style architectural accent that enhances the resort like setting. The covered lanai includes an outdoor kitchen with bar seating and an additional generous seating area, creating the ultimate backdrop for entertaining, relaxing poolside, or enjoying peaceful Florida living. Upgrades include hurricane impact windows and doors, gas appliances, community irrigation, a mini split in the garage, and a Briggs & Stratton whole house generator. Located in the gated, amenity rich community of Artistry, residents enjoy maintenance free living with access to a resort style pool, clubhouse, pickleball courts, basketball court, playground, and scenic walking trails. Ideally located near world class shopping, dining, and Sarasota’s renowned beaches, this home is high and dry located in zone X.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Andrew Garcia (917-916-6308)
800 N TAMIAMI TRL #103, SARASOTA, FL 34236
$620,00070 Days on yellowkey MLS ID: A4682840
Bed: 1 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2007 Tax: $7,240 (2025)Community: AlinariSpa: YesCondo
Taxes:$7,240
Elementary School: Alta Vista Elementary
Remarks: Welcome to Unit 103 at Alinari at Rosemary Place, a distinguished residence within one of downtown Sarasota’s premier luxury condominium addresses. Positioned in the vibrant Rosemary District, this spacious first-floor garden-style home offers the rare combination of elegant design, generous scale and desirable ground-level access, delivering comfort of a private residence with the ease of maintenance-free condominium living. Encompassing 1,684 square feet of heated living space and 1,936 total square feet including the outdoor patio, this one-bedroom plus loft residence with three full baths lives exceptionally large. High volume ceilings, expansive glass windows, and sliding doors flood the interiors with natural light, creating an airy ambiance and seamless indoor-outdoor flow. The open and flexible floor plan offers well-proportioned living and dining areas ideal for everyday living and effortless entertaining. The thoughtfully designed layout allows versatility to suit your lifestyle, whether designing a refined lounge, home office, guest retreat or creative loft space. The kitchen integrates beautifully with the main living areas, encouraging intimate evenings and casual gatherings. Multiple full baths provide exceptional convenience and privacy for residents and visitors alike. With building no stairs or elevators required to access your residence, this distinctive residence delivers accessibility and discretion. Alinari elevates daily living with an exceptional suite of resort-style amenities, including 24-hour concierge and security, a heated pool and spa, state-of-the-art fitness center, club room, theater, wine room, business center, library, grilling area, and guest suites for visiting family and friends. The 18-story reinforced concrete high-rise features refined plazas, fountains, a private recreational parcel, redesigned lobby and full front-desk services. Recent 2025 enhancements include upgrades to the pool area, planters, theater, game room and catering kitchen. In Flood Zone X and outside the floodplain, Alinari’s lobby and guest parking are elevated approximately 17 feet above base sea level, with residential garage parking positioned more than 30 feet above sea level. This residence includes a secured garage parking space and a climate-controlled assigned storage unit. The association maintains strong reserves with no current or upcoming assessments. Moments from Bayfront Park, Sarasota’s waterfront promenade, world-class dining, cultural venues, boutiques and evolving Sarasota Bay Park project, this residence captures the essence of downtown Sarasota luxury living with coastal accessibility. Unit 103 represents a rare opportunity for refined ground-level living in one of Sarasota’s established and architecturally distinguished condominium communities, where comfort, convenience and elevated Florida living converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
800 N TAMIAMI TRL #1512, SARASOTA, FL 34236
$615,00076 Days on yellowkey MLS ID: A4680526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1323 Built: 2007 Tax: $5,157 (2025)Community: AlinariSpa: YesCondo
Taxes:$5,157
Remarks: Discover luxury downtown Sarasota living in this impeccably renovated two-bedroom, two-bath high-rise condominium in the vibrant heart of downtown Sarasota. Offering refined coastal sophistication and modern design, this 15th-floor residence in the desirable south tower showcases breathtaking easterly city views and spectacular sunrises through expansive windows and soaring 11-foot ceilings. The open-concept layout is filled with natural light, blending elegance and functionality. Nearly every surface has been redesigned, creating a move-in-ready condominium defined by timeless finishes and comfort. A neutral palette enhances cohesion, while wood look porcelain tile flow throughout the entry into the kitchen, living and dining areas, high-end luxury vinyl plank flooring in bedrooms offers warmth of wood with durability ideal for Florida living. Detailed baseboards, designer paint, a statement bar tile wall, decorative lighting, ceiling fans and curated window treatments complete the interior. Extensive mechanical and smart-home upgrades include a new electric water heater, new air conditioner with dual ultraviolet filtration, Smart thermostat, Google Nest Pro Router, Moen Flo automatic water shutoff with leak detection, plus a new water pressure reduction valve, pressure gauge and expansion tank. The modern kitchen is designed for daily living and entertaining, featuring rich stone countertops, tile backsplash, solid cabinetry with new hardware, custom pullout shelving, an extra-deep cabinet above the refrigerator and an all new stainless-steel appliance package. A walk-in laundry room with built-in California Closets offers rare storage flexibility unique to this floor plan. The primary suite provides a private retreat with a walk-in closet and spa-inspired bath featuring a walk-in shower, garden tub and dual-sink vanity. The second bedroom, ideal as a den or office, is generously sized with two windows overlooking the cityscape, an attribute shared by every room. Alinari is an 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour security and full front-desk services. In Flood Zone X and outside the floodplain, Alinari was engineered with reinforced concrete and deep pilings, with lobby and guest parking elevated approximately 17 feet above sea level. This residence includes a climate-controlled storage unit and two garage parking spaces on the second and third levels. The association maintains strong reserves with no current assessments. Amenities include on-site management, secured parking, resort-style pool and spa, grilling area, club room, wine room, fitness center, saunas, business center, resident theater and guest suites. Positioned in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and evolving Sarasota Bay Park. Downtown Sarasota living meets effortless coastal convenience.
800 N TAMIAMI TRL #611, SARASOTA, FL 34236
$759,00080 Days on yellowkey MLS ID: A4680740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007 Tax: $5,748 (2025)Community: AlinariSpa: YesCondo
Taxes:$5,748
Remarks: Immerse yourself in refined coastal luxury in this beautifully designed two-bedroom, two-bath residence, ideally in the heart of downtown Sarasota. On the sixth floor, this elegant home blends comfort, sophistication and functionality while capturing turquoise Sarasota Bay views from every room. The sought-after Cellini floor plan offers 1,332 square feet of interior living space and 1,411 square feet total, thoughtfully arranged in a spacious great-room layout oriented toward the bay and the vibrant waterfront cultural district beyond. Floor-to-ceiling sliding glass doors bathe the residence in natural light and open to a covered balcony, creating a seamless indoor-outdoor connection suited for relaxed coastal living. A welcoming foyer introduces ceramic tile flooring paired with neutral carpeting, crown molding and 9-foot ceilings. Thoughtful design details continue throughout, including recessed and accent lighting, custom wall finishes, designer fixtures, ceiling fans and furniture-quality wood cabinetry, resulting in a timeless and polished interior. The open kitchen is stylish and functional, featuring granite countertops, a generous breakfast bar, stainless steel appliances, indirect lighting and rich cherry wood cabinetry. Positioned to overlook the main living area, the kitchen maintains uninterrupted bay views while remaining suited for entertaining. The primary suite is privately within its wing and offers tranquil water views, a spacious walk-in closet, and a spa-inspired en-suite bath with soaking tub, separate shower and dual vanities. A well-appointed guest bedroom and guest bath provide additional accommodations, while a private laundry room with extra storage enhances everyday convenience. This residence also includes two deeded garage parking spaces, a valuable feature for downtown living. The second bedroom, equally suited as a den or office, is generously sized and features two windows with Sarasota Bay views, an attribute shared by every room in the residence. Alinari is a classic contemporary 18-story luxury high-rise offering refined plazas, fountains, a private recreational parcel and resort-style amenities. In 2025, enhancements were completed to the pool area, planters, movie theater, game room and catering kitchen. The building features key-card entry, a redesigned lobby, 24-hour on-site security and full front-desk services. In Flood Zone X and outside the flood plain, Alinari was engineered with reinforced concrete construction and deep pilings, with lobby and guest parking elevated approximately 17 feet above base sea level. This residence includes a climate-controlled assigned storage unit and two garage parking spaces on the second and third levels, placing vehicles more than 30 feet above sea level. The association maintains strong reserves with no current or upcoming assessments. Amenities include on-site management, secured parking, a resort-style pool, hot tub, grilling area, clubroom, wine room, fitness center, saunas, business center, resident theater and on-site guest suites. Ideally in Sarasota’s cultural district, Alinari is moments from world-class arts, dining, waterfront promenades and vibrant social experiences, with Sarasota Bay Park project underway with a new bayfront greenspace with pier and more. Downtown Sarasota living meets convenient coastal.
2170 ROBINHOOD ST #C1-202, SARASOTA, FL 34231
$998,000104 Days on yellowkey MLS ID: A4677932
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1428 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This thoughtfully designed two-bedroom, 2.5-bath loft-style residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and an expansive outdoor patio with built-in planters—perfect for seamless indoor-outdoor living. Ideally situated in a prime location near the club. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—ideal for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2ipickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
1750 BENJAMIN FRANKLIN DR #6F, SARASOTA, FL 34236
$950,000366 Days on yellowkey MLS ID: A4650702
REDUCED by $85,000 (8.2%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $10,512 (2024)Community: Key Tower SouthCondo
Taxes:$10,512
Elementary School: Southside Elementary
Remarks: Lowest price per square foot for a beach condo on Lido Key...and it’s fully remodeled in a tasteful, designer coastal style. This inviting 2,035-square-foot residence lives larger than expected thanks to a full-size den that easily functions as a third bedroom, office or media room. And here’s a subtle luxury you’ll enjoy every day: the home’s orientation helps keep interiors refreshingly cool, even on the sunniest Sarasota afternoons, so you can come in from the beach and relax in comfort. The open floorplan features an expansive Florida room with front-row views of Sarasota Bay, the downtown skyline and golden sunrises. The serene coastal palette, highlighted by seafoam blue walls and engineered hardwood floors, sets a tranquil tone throughout the home. The open-concept layout flows from a solid-wood and granite kitchen with stainless steel appliances and built-in desk, into a gracious dining space anchored by a dry bar. The primary suite is a private sanctuary, complete with a sunroom, dual walk-in closets, and ensuite bath. A separate guest suite with its own walk-in closet ensures space for family and friends. Additional features include impact windows throughout, two coat closets in the foyer, and two hallway storage closets. A shared utility room on the floor has an assigned storage locker, as well as large-capacity washer and dryer. If you prefer to have an in-home laundry, in-unit appliances are allowed. The first-floor community space was remodeled in 2025 and features lobby, fitness room, and social room with kitchen. First-floor amenities also include shower/saunas and bike rack storage. The beach-side pool area features full Gulf views, BBQ grills, kayak/paddleboard racks, and an expansive deck for enjoying the Gulf-front location. Nestled between the Gulf of Mexico and Sarasota Bay, Key Towers South sits on a prime piece of waterfront on south Lido Key. Lido Beach is your back yard. Just a quarter mile south is South Lido Key Park with outdoor activities and mangrove tunnels. One mile north is world-renowned St. Armand’s Circle with posh shopping, dining and nightlife. And four miles over the iconic Ringling Bridge is Downtown Sarasota. The free Sarasota Bay Runner trolley takes you from south Lido to Downtown Sarasota with multiple stops along the way.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Nancy Endara (941-323-1700)
6570 CALYPSO CORAL LN, SARASOTA, FL 34240
$398,99949 Days on yellowkey MLS ID: A4685912
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1813 Built: 2023Monthly Fee: $170 Tax: $4,259 (2025)Community: Bay Lndg Ph 2ATownhouse
Taxes:$4,259
Remarks: Welcome to this beautifully appointed 3-bedroom, 2.5-bathroom townhome located in the highly desirable community of Bay Landing. Designed with today’s lifestyle in mind, this home features an open-concept floor plan complemented by stylish, on-trend finishes throughout. The spacious kitchen is equipped with stainless steel appliances and flows seamlessly into the main living and dining areas, creating the perfect space for both everyday living and entertaining. Positioned as a private corner unit, this home offers an added sense of space and tranquility. Relax and unwind on the screened-in lanai, where you’ll enjoy peaceful wooded and pond views—a serene backdrop for morning coffee or evening sunsets. Residents of Bay Landing enjoy convenient access to a variety of resort-style amenities, including a community pool, fitness center, tot park, and dog park, all just a short walk from your front door. The location truly sets this home apart. Ideally situated just east of Interstate 75, you are only minutes from premier shopping and dining at University Town Center and the vibrant lakefront destination of Waterside Place, known for its farmers market, food truck nights, outdoor movie events, and an array of trendy restaurants and boutiques. If you’re looking to experience the Florida lifestyle the Sarasota way, this home offers the perfect combination of comfort, convenience, and community living. Make your appointment to tour this home today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
1558 4TH ST #216, SARASOTA, FL 34236
$775,000212 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
3919 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$405,00058 Days on yellowkey MLS ID: A4683587
0 Days Off yellowkey (back on 4/10/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1983Monthly Fee: $487 Tax: $5,031 (2024)Community: Glen Oaks Manor Homes Ph 2Spa: NoVilla
Taxes:$5,031
Elementary School: Tuttle Elementary
Remarks: Welcome to Glen Oaks Manor...A boutique enclave of large Courtyard Villas carefully situated inside it's own park designed as a CANOPY TREE NEIGHBORHOOD complete with 2 paths, 3 gazebos, park benches, 2 lakes, a beautiful variety of Canopy trees and plants, and it is a dog friendly community. Mr. Clean lives here! This is an END unit villa affording more windows and letting the Florida sunshine in. Be one with nature in your large 33 x 24 screened courtyard with a Pebble Tech type patio surface to make your own Zen garden AND ADDED BONUS... on the other side of your villa is an atrium with water and electric great for an your orchid garden, fountain, kitty corral, aviary...it is a great space that lets the sun light shine in! This is a split plan with the bedrooms and bathrooms positioned at opposite ends of the home. UPDATES INCLUDE a NEW roof, NEW HVAC, NEW kitchen appliances, NEW washer & dryer, NEW hot water tank, NEW hardware in the kitchen and on all doors, New lighting throughout the villa, NEW ceiling fans, NEW LVF Flooring in the foyer, kitchen, hall and Family room, NEW switches and electric plugs throughout, Hot and cold fresh water lines replaced throughout, NEW gutters, NEW paint inside and in the courtyard, Beautiful NEW Lighted bathroom mirrors with various ambient light settings. Great news for getting insurance...this home has the "3RD NAIL" AND a NEW ROOF and is located in the MOST DESIRABLE "X" flood zone for no flooding! Whether you are looking for a full time home, seasonal home or investor purchase...this is it and it is PRICED RIGHT! Don't wait! Don't Hesitate! It's time to make that move so come on over to see this Gem of a home. Priced to steal at $405,000.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
765 JOHN RINGLING BLVD #23, SARASOTA, FL 34236
$379,00063 Days on yellowkey MLS ID: A4683067
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $4,738 (2025)Community: Sarasota HarborCondo
Taxes:$4,738
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1.5-bath, second-floor condo. Newer high impact windows installed 2021. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)30ft. maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes.
761 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$349,00097 Days on yellowkey MLS ID: A4679138
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $3,780 (2025)Community: Sarasota HarborCondo
Taxes:$3,780
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.
412 PHEASANT WAY, SARASOTA, FL 34236
$3,095,000216 Days on yellowkey MLS ID: A4666317
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2018Monthly Fee: $110 Tax: $29,755 (2025)Community: Bird KeySpa: YesSingle Family
Taxes:$29,755
Remarks: Stunning value for newer build Garden Home on Bird Key! Welcome to Bird Key, Sarasota’s premier island neighborhood perfectly nestled between the heartbeat of downtown Sarasota and the allure of St. Armands Circle. This newer custom-built residence combines elevated design with impact-rated windows as well as newer construction and thoughtful upgrades throughout. Step inside and be captivated by the open great room, which features wide-plank hardwood flooring, tray ceilings with wood beams, custom wall treatments, and automated blinds. The chef’s kitchen is crafted with quartz counters, Bosch stainless steel appliances, a center island with bar seating, walk-in pantry, and a beautifully tiled backsplash. The primary suite is a private sanctuary with direct pool access, dual custom walk-in closets, and a spa-inspired bath with a free-standing soaking tub and dual-entry shower. Guests are treated to two additional stylish en-suite bedrooms, while the versatile fourth bedroom is currently used as a office. Enjoy entertaining in the lush outdoor backyard space, which includes a heated saltwater pool and spa with LED lighting, pavered deck, wood-accent ceiling, and a full summer kitchen with refrigeration and a plumbed-in gas grill. Additional features include a concrete tile roof, tankless gas water heater, irrigation system, custom exterior trim work, and a 3-car garage. Lightly lived in as a seasonal retreat, this home is available with an optional furniture package for effortless move-in. Bird Key living comes with the option to join the Bird Key Yacht Club for an additional fee. The club is currently being rebuilt into a beautiful state-of-the-art facility — just moments from your doorstep. This is more than a home – it’s the Bird Key lifestyle. Schedule your private showing today and claim your place in one of Sarasota’s most coveted addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
2731 17TH ST, SARASOTA, FL 34234
$225,00024 Days on yellowkey MLS ID: A4688863
0 Days Off yellowkey (back on 4/12/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 801 Built: 1984 Tax: $2,294 (2026)Community: Lenray HeightsSingle Family
Taxes:$2,294
Elementary School: Emma E. Booker Elementary
Tax Year: 2026
Remarks: Under contract-accepting backup offers. Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Larisa Trexler (941-928-1347)
381 BOBBY JONES RD #381, SARASOTA, FL 34232
$179,500188 Days on yellowkey MLS ID: A4669463
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 2003 Tax: $2,889 (2024)Community: Brookside 4Condo
Taxes:$2,889
Remarks: ALL REASONABLE OFFERS CONSIDERED! This 2-bedroom, 2-bath condo offers private and stunning conservation views, overlooking the Bobby Jones Golf Course and Nature Reserve. Perfectly situated for maximum privacy at the end of the serene, well-maintained Hideaway Community, this home enjoys a peaceful setting on a quiet, dead-end street with no through traffic. Being offered turnkey furnished, this meticulously maintained, and beautifully cared-for second-floor condo offers a bright, spacious retreat with 1,334 square feet of comfortable living space, WITH NO DAMAGE SUSTAINED DURING HURRICANES. The open living area features cathedral ceilings and scenic views, creating an airy, welcoming atmosphere. A defined dining area with a convenient serving hatch connects seamlessly to a well-appointed kitchen offering generous storage and counter space. The primary suite includes ample closet space and a private ensuite bath, complemented by a guest bedroom and a full hall bath. Step outside to a spacious patio overlooking the picturesque golf course, the perfect spot to relax or entertain while taking in the tranquil surroundings. Recent updates include a new roof (2023) a new marine grade wood timber exterior staircase (2026) which will be painted once the wood has seasoned. The community also features two inviting pools, two assigned parking spaces close to the unit, and additional guest parking. Ideally located with easy access to Downtown Sarasota, I-75, shopping, UTC Mall, dining, golf, and the world-renowned Gulf beaches, this home offers the perfect blend of comfort, convenience, and Florida charm. Whether you’re seeking a full-time residence, an investment opportunity or a vacation getaway, this move in ready condo is sure to impress.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
2019 CHIPPAWA PL, SARASOTA, FL 34234
$735,00056 Days on yellowkey MLS ID: A4685039
0 Days Off yellowkey (back on 4/11/2026)
REDUCED by $14,000 (1.9%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2584 Built: 1950 Tax: $5,964 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,964
Remarks: Under contract-accepting backup offers. This unique and serene home offers plenty of space to live and entertain comfortably and is in a sought-after West of the Trail neighborhood just two miles north of downtown Sarasota. Multiple living/family rooms provide an array of design options. The split layout affords privacy with two beds and a bath to the left of the front living room, off the back living space to the left is another bedroom and primary suite is to the right. The rear wall of sliding glass doors overlooking the lovely fenced pool/patio/yard allows you to enjoy the always summer Florida lifestyle! Potential exists to divide the home into two separate living units, should this catch your eye as an investment property. There is no shortage of activities nearby, just a short walk through this delightful tree-lined neighborhood will lead you to Indian Beach/Sapphire Shores to watch the incredible sunsets. You will also find several parks within a short distance, including The Bay where you can launch your kayak or partake in free community events. If boating is your thing, you're covered there too, with multiple marinas close by. The famous silky sand of Siesta Key Beach is less than a 20-minute drive, and SRQ airport is just 10 minutes away. The many amazing shops, theaters and restaurants downtown will keep your social calendar booked. Don't let this gem pass you by.
Listing Agent: Pamela Hogan (941-424-8706)
7664 LIVEWELL LN, SARASOTA, FL 34240
$499,000101 Days on yellowkey MLS ID: A4677401
REDUCED by $40,900 (7.6%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 2024Monthly Fee: $211 Tax: $6,519 (2025)Community: Nautique/WatersideSingle Family
Taxes:$6,519
Remarks: Under contract-accepting backup offers. Discover Nautique at Waterside in Lakewood Ranch! Welcome to your dream home at Nautique, nestled within the vibrant community of Waterside in Lakewood Ranch. This 3-bedroom, 2-bathroom residence offers the ultimate in lakeside living, boasting breathtaking direct views across Kingfisher Lake, all the way to the mesmerizing night lights of Waterside. This is the Prime Location in Lakewood Ranch. Enjoy the perfect blend of tranquility and accessibility in this amazing location. Whether you're seeking a serene retreat or lively entertainment, this home is ideally situated. Just a stone's throw away, you'll find the bustling shops and diverse restaurants of Waterside, ensuring that excitement and convenience are always within reach. Community Amenities, as a resident of Nautique, you'll have access to a variety of community amenities designed for leisure and recreation. Take a dip in the refreshing pool or challenge friends to a match on the pickleball courts. Plus, explore the vibrant locale with ease by taking advantage of the convenient Water Taxi service to Waterside. Quality and Peace of Mind, this home is built with top-quality construction, the home is equipped with hurricane-rated windows and doors, providing you with ultimate peace of mind and ensuring your safety and comfort in any weather. This move-in ready home is available for possession at closing, representing incredible value and opportunity. Don't miss your chance to make Nautique at Waterside your new home, where every day feels like a vacation. Experience the best of lakeside living and create lasting memories in this exceptional community.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jon Buice (941-962-7443)
3925 PRADO DR, SARASOTA, FL 34235
$389,90024 Days on yellowkey MLS ID: A4688646
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1534 Built: 1957 Tax: $4,097 (2025)Community: De Soto LakesSingle Family
Taxes:$4,097
Remarks: Mid-Century Modern Gem | 4+ Bedrooms | Prime Sarasota Location Experience the perfect blend of style, space, and versatility in this beautifully updated 4+ bedroom, 2-bath move in ready home nestled in the established community of De Soto Lakes. Step inside to a bright, light-filled interior where expansive windows and clean architectural lines create an open, airy atmosphere throughout. Wall-to-wall marble flooring and a seamless open-concept layout connect the living and dining areas, making the home feel both modern and inviting from the moment you enter. The spacious kitchen is designed to impress, featuring 42" cabinetry, granite countertops, stainless steel appliances, and a large island that overlooks the main living space, perfect for entertaining or everyday living. The flexible layout offers exceptional versatility, with additional rooms that can easily function as a home office, media room, guest quarters, or creative space; ideal for today’s evolving lifestyle and multi-functional living needs. The primary suite provides a comfortable retreat with ample space and a relaxing atmosphere as well as an en-suite bathroom. What truly sets this home apart is its unique mid-century modern design paired with a layout that adapts to you. With multiple living areas, abundant natural light, and flexible-use spaces, this home offers a level of functionality and character that is rarely found at this price point. Step outside to the private, oversized .189 Acre lot that is surrounded by luscious palm trees and enjoy a backyard designed for Florida living, featuring an expansive paver patio, fire pit area, and multiple seating areas, perfect for entertaining or relaxing year-round. Located in the heart of Sarasota, just 2 miles from UTC shopping and dining and minutes to Lakewood Ranch, you’ll enjoy easy access to everything while still having the comfort of an established neighborhood. Plus, you're a short drive to the world-renowned Siesta Key Beach. With no HOA, standout design, and a rare 4+ bedroom configuration, this home presents an exceptional opportunity in one of Sarasota’s most convenient and growing areas!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Ronald Pepka (941-877-1488)
3597 FOUNDERS CLUB DR, SARASOTA, FL 34240
$1,950,000146 Days on yellowkey MLS ID: A4673915
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 3957 Built: 2006Monthly Fee: $467 Tax: $17,901 (2024)Community: Founders ClubSpa: YesSingle Family
Taxes:$17,901
Remarks: A True Gem in The Founders Club Elegance, Comfort, and An Outstanding Location Welcome to 3597 Founders Club Drive, an exquisite residence nestled within Sarasota’s premier gated golf community, The Founders Club. Built in 2006, this residence combines quality construction with modern amenities and is walking distance to the club house. The property sits on a 0.47 acre lot, offering both space and intimacy within a prestigious community known for its Robert Trent Jones jr. golf course, clubhouse, and social activities. Spanning 3,957 square feet of living space, this home features four spacious bedrooms, three full baths, and one half bath, thoughtfully designed with a split floor plan to maximize privacy and comfort. The grand foyer opens into formal living and dining areas, while the family room has pocket sliders which open onto the lanai. High ceilings, crown molding, and expansive windows create a light filled ambiance throughout the house. The gourmet kitchen is a chef’s delight, boasting a large center island, breakfast bar, walk in pantry, and custom cabinetry. Stainless steel appliances and ample counter space make entertaining effortless. Adjacent to the kitchen, the family room offers casual elegance with views of the pool and lanai. A separate breakfast nook provides the perfect spot for morning coffee in the sheltered lanai overlooking the 18th fairway. The primary suite is a private retreat, complete with dual vanities, a walk in shower and separate tub. Generous his and her closet space and direct access to the lanai enhance the sense of luxury. Additional bedrooms are well appointed, ideal for family or guests, while a bonus room and dedicated office/den provide flexibility for work or leisure. Outdoor living is at the heart of this home. The expansive screened lanai showcases a sparkling pool and spa, surrounded by ample deck space for lounging or dining al fresco. Mature landscaping ensures privacy, while the backdrop of The Founders Club’s natural beauty creates a tranquil oasis. With his and her two car garages, there is abundant space for vehicles, golf carts, and storage. Living at The Founders Club means enjoying an exclusive lifestyle. Residents benefit from a limited membership golf club, (for which a membership is available for transfer), little traffic, and a vibrant social calendar. Located east of I 75, the community provides convenient access to downtown Sarasota, world class beaches, cultural venues, and fine dining. This home is more than a residence—it is a statement of elegance and comfort. Whether hosting gatherings, enjoying quiet evenings by the pool, or taking advantage of the community’s amenities, 3597 Founders Club Drive offers the perfect blend of sophistication and Florida living. Don’t miss the opportunity to make this exceptional property your own. Schedule a private tour today and experience the unmatched charm of The Founders Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Richard Hearn (941-313-1591)
445 N ORANGE AVE #306, SARASOTA, FL 34236
$599,90043 Days on yellowkey MLS ID: A4686070
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 950 Built: 2009 Tax: $6,475 (2025)Community: Citrus SquareCondo
Taxes:$6,475
Remarks: 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 Agent: Kathryn Cooper, Pa (941-320-8075)
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