Location: Sarasota
Keyword(s): Booker High
Keyword(s) High School: Booker High
Do Not Show Listings
1289 42ND ST, SARASOTA, FL 34234
$289,99937 Days on yellowkey MLS ID: A4691601
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1232 Built: 1997 Tax: $720 (2025)Community: SunnybrookSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$720
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: **This is the One!** Welcome to this inviting Sarasota home, an ideal location that is growing and close to everything you need! Close proximity to Ringling College, Bayfront Park, SRQ International Airport, Downtown Sarasota and more! **New Roof in 2024** This property offers a comfortable layout with bright living spaces and plenty of natural light throughout. Recently remodeled kitchen with granite countertops and stainless steel appliances! Whether you're a first-time homebuyer, seasonal resident, or investor, this property presents a fantastic opportunity to own in an area with strong potential and continued growth. Located in city limits, weekly rentals are allowed with a 7-day minimum! Don’t miss your chance to make this Sarasota home your own! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
412 PHEASANT WAY, SARASOTA, FL 34236
$2,995,000258 Days on yellowkey MLS ID: A4666317
0 Days Off yellowkey (back on 5/11/2026)
REDUCED by $100,000 (3.2%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2677 Built: 2018Monthly Fee: $110 Tax: $29,755 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$29,755
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. 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)
3328 TOBERO LN, SARASOTA, FL 34235
$729,00043 Days on yellowkey MLS ID: A4691639
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2438 Built: 1982 Tax: $2,976 (2025)Community: Tobero WoodsSpa: YesSingle Family
Taxes:$2,976
Elementary School: Gocio Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to your private country retreat—where comfort, charm, and space come together to create the perfect place to call home. Nestled on a quiet dead-end road and set on over half an acre, this inviting two-story residence offers the peace and privacy you’ve been searching for, surrounded by lush greenery and natural beauty. A warm and welcoming front porch sets the tone, ideal for morning coffee or unwinding at sunset. Inside, you’ll find a thoughtfully designed layout featuring three spacious bedrooms upstairs and the primary suite with separate rooms which could be converted to create an ideal private space for family. There is an additional office or den space on the first level which could easily accommodate a 4th bedroom with large closet and storage. The home is perfectly suited for both everyday living and entertaining. The beautifully updated kitchen is the heart of the home, showcasing granite countertops, stainless steel appliances, and crisp white cabinetry with convenient pull-out drawers. It flows seamlessly into the family and dining areas, highlighted by rich engineered oak wood flooring that adds both style and durability. Practical touches like an upstairs laundry chute leading to the lower-level laundry room make daily living effortless, while major updates—including a new roof (2023), hot water heater (2025), and dual A/C units (2019)—offer peace of mind for years to come. Step outside and discover your own fenced backyard oasis with ample space and lighting. Designed for entertaining, the expansive brick-paver patio and soaring screened lanai create the perfect setting for gatherings. The private heated pool—with a new heat pump, outdoor hot/cold shower, fire pit, and fully fenced yard—delivers a true resort-style experience right at home. Additional highlights include a spacious garage with a hurricane-rated door, ample storage, a whole-house attic fan, and on the opposite side of the home a private outdoor area complete with its own porch with dedicated power for future self-contained spa and shell deck. The well on the property has a new tank and services 6 water bibs around the exterior. Lovingly maintained by its original owners, this home combines tranquil country living with everyday convenience—just minutes from shopping, dining, an organic farm, and walking distance to Gocio Elementary School. Don’t miss the opportunity to experience this exceptional property—be sure to explore the 3D and aerial tours.
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Joyce Sacco (941-445-3937)
800 N TAMIAMI TRL #103, SARASOTA, FL 34236
$620,000112 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)
540 N TAMIAMI TRL #1201, SARASOTA, FL 34236
$3,626,000248 Days on yellowkey MLS ID: A4667550
REDUCED by $373,000 (9.3%) on 04/13/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3630 Built: 2020 Tax: $48,401 (2025)Community: The Blvd SarasotaCondo
Taxes:$48,401
Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.
Listing Agent: Katy Mcbrayer (941-400-2406)
323 BOBBY JONES RD #323, SARASOTA, FL 34232
$158,00062 Days on yellowkey MLS ID: A4689282
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1984 Tax: $1,769 (2024)Community: Brookside 2Condo
Taxes:$1,769
Tax Year: 2024
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Tucked behind Bobby Jones Golf Course, "The Hideaway" is one of Sarasota’s best-kept secrets. This uniquely designed condo offers a peaceful retreat with vaulted ceilings, stunning golf course views, and a private, screened courtyard. The outdoor space features lush plantings, stepping stones, and an upper wood deck, creating a serene environment perfect for relaxation or a play area for pets. Inside, the condo is turn-key furnished and thoughtfully designed for both comfort and style. Wood and slate floors add warmth and character, while the living space is enhanced by a built-in electric fireplace and custom wall unit. Natural light pours in through 12 feet of sliding glass doors, opening to the upper deck—the ideal spot for unwinding at sunset. The kitchen is fully equipped with newer appliances, including a stainless steel refrigerator and dishwasher, along with cookware, dishes, and glassware. A walk-in closet offers ample storage, and the in-unit washer and dryer add convenience. The bedroom is furnished with a queen-size bed dressed in luxurious 850+ thread count sheets, while two HD TVs with 120 channels and high-speed Comcast Wi-Fi provide entertainment and connectivity. The condo's surroundings are just as inviting, with a screened-in foyer and garden area, a wood deck with wicker furnishings, and a charcoal grill for outdoor cooking. A large open green space just beyond the door leads to moss-covered ancient oaks and a small creek, while the newly reopened Bobby Jones Golf Course provides a beautiful, expansive backdrop. A swimming pool is just steps away, offering a refreshing escape. With assigned parking and a convenient location near shopping and dining, this condo is also within walking distance to the bus stop for easy access to downtown Sarasota. Even better, all special assessments have been paid in full by the seller! Whether you are looking for that perfect, affordable vacation home, an investor in search of an income property, or a first-time homebuyer looking for a comfortable property that can later be used as a rental, "The Hideaway" offers privacy, comfort, and the best of Sarasota living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,900139 Days on yellowkey MLS ID: A4679694
3 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
3758 PARKRIDGE CIR #24-201, SARASOTA, FL 34243
$278,00090 Days on yellowkey MLS ID: A4685805
0 Days Off yellowkey (back on 5/10/2026)
REDUCED by $7,000 (2.5%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1417 Built: 2005 Tax: $2,895 (2025)Community: Parkridge Ph 33 & 19Condo
Taxes:$2,895
Remarks: Under contract-accepting backup offers. Welcome to 3758 Parkridge Circle #24-201, a beautifully maintained second-floor, 3-bedroom, 2-bath condominium located in the highly desirable gated, maintenance-free community of Parkridge in Sarasota. As you step inside, you’re welcomed by high ceilings and a bright, open living and dining area filled with natural light and finished with modern laminate flooring and updated ceiling fans and light fixtures that create a fresh, contemporary feel. Just beyond the living space, sliding doors lead to your private screened lanai overlooking the lake, where you can enjoy peaceful sunrise mornings with coffee while watching local birds and wildlife over the water. The recently remodeled kitchen (2024) sits perfectly positioned for both everyday living and entertaining, featuring gorgeous marble quartz countertops with bar seating, stone backsplash, slide-in range, microwave, Bosch dishwasher, French-door refrigerator, and a deep undermount stainless steel sink. The spacious primary suite offers a relaxing retreat with a large walk-in closet, linen closet, and an updated ensuite bathroom featuring dual bowl sinks, wood-look tile flooring, and a walk-in glass shower with large polished tile finishes. The second full bathroom includes a tub/shower combination, new granite vanity top, Moen faucet, and updated toilet, offering comfort and convenience for guests or family. Practical upgrades throughout the home include a tankless water heater for endless hot water and a brand-new washer and dryer purchased in November 2025. The layout also features two staircases for convenient entry and exit from either the front entrance or directly through the garage. The attached one-car garage includes overhead storage lofts and shelving along with a WiFi-enabled garage door opener (2025), while additional smart-home features include a WiFi Nest thermostat (2023), Ring doorbell (2021), and keyless front door entry (2025). The community roof was replaced in 2025, adding further peace of mind. Parkridge is pet-friendly and offers low HOA fees with no CDD, with the association covering basic cable, water, sewer, trash, pest control, exterior maintenance, tropical landscaping, and access to the large heated community pool, along with plenty of guest parking. The location truly completes the package. Walking distance to Detwiler’s Farm Market and local dining, and just minutes from University Town Center Mall, Sarasota-Bradenton International Airport, downtown Sarasota, I-75, and the world-famous Gulf beaches, this home delivers the perfect combination of convenience, comfort, and low-maintenance Florida living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Mccabe (941-313-0864)
3514 24TH PKWY, SARASOTA, FL 34235
$387,00054 Days on yellowkey MLS ID: A4689497
INCREASED by $10,000 (2.7%) on 05/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1568 Built: 1961 Tax: $1,415 (2025)Community: Kensington ParkSingle Family
Taxes:$1,415
Remarks: Under contract-accepting backup offers. Beautiful pool home offering comfort, versatility, and a great location near UTC. This block construction property features 3 bedrooms, 2 bathrooms, former garage has been coverted to finished storage with full bath and wetbar. The home has been remodeled and is move-in ready with a newer roof and A/C, providing peace of mind for the next owner. Enjoy the spacious, private fenced backyard with a pool—ideal for entertaining or relaxing. With no deed restrictions, there is plenty of room for all your toys, including boats, RVs, or additional vehicles. Conveniently located near UTC, shopping, dining, and major roadways, this property offers both flexibility and lifestyle. Ready for immediate occupancy—schedule your private showing today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
1655 SPRINGWELL LN, SARASOTA, FL 34240
$499,99065 Days on yellowkey MLS ID: TB8494816
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1740 Built: 2026Monthly Fee: $283 Tax: $2,402 (2025)Community: Emerald Landing At WatersideTownhouse
Taxes:$2,402
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under Construction. Explore the Waterway floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned near the dog park, and within 2 blocks of the amenity center, this homesite offers added convenience rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The Gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive Hurricane Impact windows fill the home with natural light. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom + Super Shower and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful Waterway townhome in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
50 CENTRAL AVE #17PHD, SARASOTA, FL 34236
$2,890,000409 Days on yellowkey MLS ID: A4650526
REDUCED by $310,000 (9.7%) on 04/20/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4095 Built: 2005 Tax: $34,554 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$34,554
Remarks: Penthouse Perfection in the Heart of Downtown Sarasota — The Plaza at Five Points Poised high above the vibrant cultural epicenter of Sarasota, this exceptionally renovated 17th-floor penthouse at The Plaza at Five Points epitomizes modern elegance and urban sophistication. Perfectly situated across from Five Points Park, The Selby Library, and the Sarasota Opera House, this distinguished residence places you steps from world-class dining, galleries, theaters, and boutique shopping. With floor-to-ceiling windows and an expansive open-plan layout, this luxurious home in the sky offers breathtaking, panoramic vistas that sweep across the city skyline, Sarasota Bay, the marina, and onward to the shimmering horizon of the Gulf of Mexico. The terrace invites tranquil mornings and unforgettable sunsets, framing the coastal beauty of Florida at its finest. Designed for both effortless entertaining and serene living, the interior boasts soaring volume ceilings and exquisite contemporary finishes throughout. The main living space is a masterclass in modern design, featuring refined stone flooring, custom built-ins, a striking marble-clad gas fireplace, and a fully integrated wet bar with stone counter and led illumination. The gourmet kitchen is a chef’s dream—adorned with new sleek cabinetry, stone countertops, cabinet paneled refrigerator and high-end stainless-steel appliances, a spacious island, large eat in area, and designer tile backsplash - all blending style with functionality. The primary suite is a private sanctuary, complete with a secluded terrace, dual luxurious bathrooms, and generous his-and-her walk-in closets. A sumptuous Jacuzzi tub, separate walk-in shower, and elegant stone finishes elevate the spa-like ambiance. Two additional en-suite bedrooms—one of which serves as a sophisticated study with built-in storage and a hidden Murphy bed—offer privacy, versatility, and guest accommodations of the highest standard. Life at The Plaza at Five Points is defined by its world-class amenities and unwavering attention to detail. Residents enjoy a private, secured lobby entrance, full-time concierge, and valet services. Socialize or entertain in the elegant club room with a fireplace and catering kitchen, hold meetings in the professional conference room, or unwind in the rooftop heated pool and spa, surrounded by expansive sun decks and covered lounging areas. Additional amenities include a fully equipped state-of-the-art fitness center, a furnished guest suite, gazebo and grill area, and a Grand Motor Court. This penthouse residence also includes two secure garage parking spaces and an oversized, climate-controlled storage unit ideally located just steps from the unit’s hallway. The pet-friendly building offers the ultimate convenience for those seeking refined urban living in one of Florida’s most sought-after coastal cities. Don't wait to build, this new apartment is ready for you. Where Sophistication Meets the Sky — Experience the Pinnacle of Sarasota Living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
3419 CHAPEL DR, SARASOTA, FL 34234
$524,90058 Days on yellowkey MLS ID: A4689270
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $25,000 (4.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $5,337 (2025)Community: Desoto TerraceSingle Family
Taxes:$5,337
Elementary School: Bay Haven Sch of Basics Plus Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Don’t miss this adorable Florida home! You will fall in love with the neighborly front porch and the newly upgraded private landscaped courtyard. This updated 2 bed/2 bath home is tucked away on a quiet cul-de-sac at the end of Chapel Drive in the historical bayfront neighborhood of Indian Beach Sapphire Shores. this home is not in a flood zone with hurricane impact windows and garage door. You could not find a better location blending city life with a friendly neighborhood vibe. Surprisingly, this tranquil abode is only 5-minutes to downtown Sarasota, less than 5 minutes to Sarasota Bradenton International Airport, 5-minutes to The John and Mable Ringling Museum of Art and 3-minutes to the Ringling College of Art and Design. This home is move-in ready with new AC in 2023, new water heater in 2022, new electrical panel in 2022, new roof in 2019, updated kitchen and bath, new impact resistant windows, and for the chef, your kitchen comes equipped with a gas stove. It is also equipped with fiber-optic internet. Not seen very often, enjoy off street parking for 5 or more cars. An air-conditioned garage with a new hurricane-proof garage door can be used for a variety of purposes. The front yard and the courtyard have been freshly landscaped, and a separate metered irrigation system installed. The fenced backyard offers a beautiful dining area under a screened gazebo as well as a fire pit for cool evenings. Enjoy the large oak tree and tropical paradise keeping privacy of your backyard! If you choose to join the neighborhood HOA, you will share an annual picnic, yard sale and Easter Egg Hunt with neighbors, not to mention sunsets over Sarasota Bay at Indian Beach Park or Sapphire Shores Park. Don’t let this delightful home slip away - make it your seasonal getaway, your permanent residence or a vacation rental!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
6544 CALYPSO CORAL LN, SARASOTA, FL 34240
$395,00041 Days on yellowkey MLS ID: TB8501819
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1717 Built: 2022Monthly Fee: $171 Tax: $3,743 (2025)Community: Bay LandingTownhouse
Taxes:$3,743
Remarks: Welcome to the highly desirable Bay Landing community, where modern design meets effortless Florida living. Built in 2022, this beautifully maintained townhome with designer touches throughout features 3 bedrooms, 2.5 bathrooms, and an attached one-car garage—ideal for full-time residents or seasonal enjoyment. Step inside to a bright, open-concept floor plan designed for both everyday living and entertaining. The spacious kitchen is a standout, complete with granite countertops, stainless steel appliances, a generous pantry, and a stainless appliances. The living and dining areas flow seamlessly to a screened-in lanai—where this home truly shines—overlooking a private, wooded backdrop that offers a rare sense of peace and privacy not often found in the community. It’s the perfect setting for relaxing mornings or quiet evenings. Upstairs, the oversized primary suite serves as a peaceful retreat with a large walk-in closet and en-suite bath. Two additional bedrooms and a full bath offer flexibility for family, guests, or a home office. Built for durability and peace of mind, this home features all concrete block construction with quality craftsmanship. Bay Landing is a maintenance-free community with no CDD fees and low HOA fees, offering resort-style amenities including a clubhouse, sparkling swimming pool, fitness center, tot-lot, and dog park. Ideally located just minutes to I-75 for easy commutes along with close convenience to UTC, Waterside, downtown Sarasota, and world-renowned Gulf Coast beaches, this home delivers the perfect combination of comfort, great location and the ultimate Florida lifestyle—enhanced by one of the most private and serene settings in the neighborhood.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Denise Antonewitz (727-204-3138)
9181 FLORIDA ROCK TRL, SARASOTA, FL 34240
$814,900181 Days on yellowkey MLS ID: A4675151
2 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Gar: 5 Liv Area Sq Ft: 2078 Built: 2025Monthly Fee: $388 Tax: $3,497 (2024)Community: Shellstone At WatersideSingle Family
Taxes:$3,497
Remarks: A Unique Opportunity in Shellstone! The Halyard floor plan with an expanded 5-car garage, originally constructed for the Homes by Towne team. Ideal for car collectors, a workshop, or storage. This beautifully upgraded 2-bedroom + den, 2-bath home offers elegant tray ceilings in the foyer and great room, and spacious living areas perfect for entertaining. The chef's kitchen includes a large island, walk-in pantry, and abundant workspace. Community amenities include The Summit at Shellstone Amenity Center with a Social Hall, Fitness Center, Pool and Spa, Firepit, Poolside Cabanas, Poolside BBQ Grills, and Fitness Lawn. Residents also have access to Midway Park featuring a Pro Shop, Screened Pavilion, Play Areas, Dog Parks, Basketball Court, 8 Pickleball Courts, 6 Tennis Courts, Kayak Launch, Outdoor Fitness Area, and Shaded Picnic Areas. Shellstone offers convenient access to Downtown Waterside Place, Gulf Coast beaches, world-class dining and shopping, several hospitals, and is located within the Sarasota School System. Sarasota International Airport is approximately 25 minutes away, and Tampa International Airport is approximately 70 minutes away.
Listing is courtesy of: HOMES BY TOWNE REALTY INC (941-907-9799)
Listing Agent: Marissa Stephenson (941-448-1755)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,00054 Days on yellowkey MLS ID: A4690209
1 Days Off yellowkey (back on 5/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1987Monthly Fee: $567 Tax: $4,495 (2025)Community: Meadows TheSingle Family
Taxes:$4,495
Remarks: Under contract-accepting backup offers. Tucked within the desirable Lyndhurst enclave of The Meadows, this beautifully maintained 3-bedroom, 2-bath single-family residence offers a blend of privacy, character, and effortless Florida living. A pavered driveway and tropically landscaped, gated walkway welcome you to a charming side-entry front door. Step into a light-filled interior featuring porcelain tile flooring and ceiling fans throughout, complemented by neutral tones, unique architectural angles, and subtle accent lighting that create a bright, airy ambiance with a relaxed, beach-inspired feel. The living and dining areas are the heart of the home, enhanced by a skylight, a cozy wood-burning fireplace, and a wet bar with built-in cabinetry—perfect for entertaining. The eat-in kitchen is both stylish and functional, showcasing light soft-close cabinetry, quartz countertops, and abundant windows that invite in natural light. A door leads to a private, walled privacy garden complete with a pergola—an ideal spot for morning coffee or quiet evenings. Just off the kitchen, the inside laundry room offers added convenience with upper cabinetry for storage. An enclosed all-weather bonus room, lined with windows, seamlessly connects the living room to the lanai, expanding your living space year-round. The spacious primary suite features sliding glass doors to this bonus area, transom windows, and a large walk-in closet with built-ins. The ensuite bath is thoughtfully designed with quartz countertops, dual sinks with a makeup area, a sunken tub beneath a skylight, and a separate shower, toilet, and additional sink with direct access to the lanai - making it an ideal future pool bath should new owners choose to add a pool. Two guest bedrooms provide flexibility and comfort—one generously sized with a walk-in closet, and the other featuring built-in cabinetry, currently utilized as a den or office. The guest bath includes a separate sink area with quartz countertops and a beautifully updated tiled shower with glass doors. Outdoors, the pebbled and recently rescreened lanai offers tranquil tropical views of the 11th fairway and green, creating a serene backdrop for relaxation or entertaining. The attached two-car garage is equally impressive, featuring an epoxy floor, storage cabinets, pegboard, new pull-down attic stairs, and direct access to the private courtyard. Recent upgrades include NEW HVAC in 2023, refrigerator, dishwasher and disposal in 2022, and washer and dryer in 2021. Enjoy low-maintenance living with an HOA that covers landscaping outside the lanai, roof maintenance and replacement (roof replaced in 2012), exterior home care and painting, irrigation, and exterior pest control—allowing you to fully embrace the Florida lifestyle in one of Sarasota’s most sought-after communities. Lyndhurst also offers a screened community pool and walking trails. Just a 15-minute drive outside this peaceful enclave is downtown Sarasota, with shopping, arts & theatres, museums, dining and entertainment, top-ranked healthcare, beaches and SRQ International Airport. One mile east is the convenience of I-75, University Town Center with over 300 nationally known and homegrown shops, restaurants, fitness studios, services and attractions, the Nate Benderson Park, home of world-class rowing events and the Mote Marine Aquarium. Please note: three exterior SimpliSafe cameras are in place on the property and may be recording.
Listing Agent: Daniela Soiman (941-779-4797)
3694 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$625,00034 Days on yellowkey MLS ID: A4692984
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1984Monthly Fee: $471 Tax: $455 (2025)Community: Glen Oaks Manor Homes Ph 2Spa: NoVilla
Taxes:$455
Remarks: Under contract-accepting backup offers. TOTAL MAKEOVER in this Stunning GLEN OAKS MANOR COURTYARD POOL VILLA. Welcome to this ALDO BOLDI Renovation DOWN TO THE STUDS! Your new home has an open floor plan for all of the common areas with the 2 bedrooms at opposite ends of the home. The kitchen, living room and dining room all share a wall of glass overlooking the pool & courtyard vista. The opposite side of your new villa has an atrium Zen garden boasting FLORIDA SUNSHINE. The result is a very private home with plenty of natural light. An upstairs BONUS ROOM was added in 2019 that can be purposed for many functional needs. NEW hurricane windows & sliders, NEW interior (5 panel) & exterior doors, NEW drywall everywhere with finished smooth coat on walls and ceilings, NEWER HVAC and HVAC duct work, returns, vents & attic insulation, NEW electric panel & wiring throughout, NEW sewer pipes, NEW water pipes, NEW flooring throughout, NEW LED can lights, light fixtures & ceiling fans, NEW Kitchen with high end materials including a high end suite of Kitchen Aid appliances, NEW bathrooms, NEW BONUS room up stairs with spiral staircase & barn door entrance, NEW pool surface & glass tile, NEW pool equipment including salt water conversion, NEW pool deck, NEW outdoor shower. This renovation is of very high quality and cost the owner over $280,000 for work & materials. Glen Oaks Manor is NOT a condo. Instead, it is a community of attached villas built in their own park! The homeowner's association focuses on maintaining the canopy trees throughout with paved paths, lakes, gazebos, park benches with a plethora of flowering trees and plants that make an Arborist dream. GOM is a pet friendly community located just 3 miles from downtown Sarasota, UTC or I-75 and also close to golf, shopping and beaches! This was a vacation home for the sellers so it has hardly been lived in. Prepare to be wowed!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
5186 LAKE VILLAGE DR #90, SARASOTA, FL 34235
$279,00038 Days on yellowkey MLS ID: A4691225
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1981Monthly Fee: $332 Tax: $2,681 (2025)Community: Village Lake / The MeadowsSpa: NoCondo
Taxes:$2,681
Remarks: Welcome to this beautifully renovated 2-bedroom, 2-bath second-floor condo offering the perfect blend of style, comfort, and functionality. This light-filled residence features a thoughtfully reconfigured open floorplan, creating seamless flow between the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The upscale kitchen is a standout, showcasing solid wood cabinetry with upgraded pull-out shelving, sleek stone countertops, stainless steel appliances, and designer lighting. Every detail has been carefully considered to maximize both beauty and efficiency. Throughout the home, you’ll find rich, high-quality flooring, modern fixtures, and a cohesive, elevated design. Both bathrooms have been tastefully updated, offering a clean, contemporary feel. Enjoy peaceful mornings or relaxing evenings on the screened lanai overlooking the pool, creating the perfect indoor-outdoor living experience. Additional highlights include: • New A/C system • New water heater • Separate laundry room with full-size washer & dryer • Ample storage throughout • VERY low condo dues • Being sold turnkey furnished for immediate enjoyment or rental potential Located in Village Lake, residents enjoy a beautiful pool set alongside a serene lake, complete with natural gas grills—perfect for hosting and enjoying outdoor dining. Nestled within The Meadows, this community offers a truly unique lifestyle with miles of scenic walking and biking trails, lush green spaces, lakes, and a peaceful natural setting. Pet lovers will appreciate the dog park and pet-friendly environment, while the prime location keeps you just minutes from downtown Sarasota’s dining, shopping, and cultural attractions. For those seeking an active lifestyle, optional memberships provide access to fitness facilities, pickleball, tennis, and golf. This is a rare opportunity to own a move-in-ready condo with high-end renovations, a desirable open layout, and an unbeatable lifestyle location.
Listing Agent: Amy Chapman (941-225-1500)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$850,00065 Days on yellowkey MLS ID: A4688123
REDUCED by $45,000 (5.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing Agent: Dianne Anderson (941-350-3513)
16409 WINBURN PL, SARASOTA, FL 34240
$599,00041 Days on yellowkey MLS ID: A4691548
1 Days Off yellowkey (back on 5/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1985Monthly Fee: $63 Tax: $5,501 (2025)Community: Rainbow Ranch AcresSingle Family
Taxes:$5,501
Remarks: Under contract-accepting backup offers. A rare opportunity to own a unique 5-acre “Old Florida” property bordering the Myakka Preserve! This cedar house is totally private among native woods, palms and bamboo. Inside, you will find 2 bedrooms and 2 baths, plus a fully equipped, updated kitchen with modern appliances for comfortable living. This unique home features a solid black walnut floor and a wood-burning fireplace. Up the spiral staircase, you’ll find a loft bedroom with a newly updated bathroom. In the main floor bathroom, there’s a 102-year-old clawfoot tub with black walnut surround, and a washer/dryer hookup in place. The kitchen features solid countertops and solid beech wood cabinets. Watch the deer and other wildlife from the large porch and rear deck. Roof is new! AC is 5 years old. Irrigation available in multiple locations on the property. The Large pole barn allows for covered parking for equipment, tools, vehicles, & boats. Raise your animals, plant your garden, bring your toys! Plenty of room on the East side of the property to build a larger home with its own gate and driveway already in place. Only 5 miles to the North Entrance to Myakka State Park, 13 miles to I-75, Shopping & Restaurants, 16 miles to Waterside at Lakewood Ranch, 19 miles to Downtown Sarasota, 22 miles to Lido Beach and 25 miles to the famous Siesta Key! Schedule your showing today and come see this cabin in the midst of raw beauty of wild and rare acreage.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Timmons (941-350-5030)
1000 BOULEVARD OF THE ARTS #502, SARASOTA, FL 34236
$1,829,00073 Days on yellowkey MLS ID: A4688087
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1664 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Positioned on the fifth floor, residence 0502 offers expansive views across The Bay Sarasota Park and Sarasota Bay, blending elevation with a strong visual connection to the waterfront below. This bay-front residence features an open, light-filled interior designed to maximize views and indoor–outdoor living. The contemporary kitchen is appointed with European cabinetry, quartz countertops and premium appliances, opening to a spacious great room and private terrace. The primary suite provides a serene retreat with a spa-inspired bath, while additional bedrooms and a den offer flexibility for guests, work or leisure. Residents enjoy access to a comprehensive suite of amenities at 1000 Boulevard of the Arts, along with walkable access to Sarasota’s cultural venues, waterfront parks, marina and downtown lifestyle.
Listing Agent: Sarah Harrington (941-915-2467)
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