Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4147 AUGUSTINE AVE, SARASOTA, FL 34231
$460,000242 Days on yellowkey MLS ID: TB8433902
REDUCED by $15,000 (3.2%) on 05/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1500 Built: 1958 Tax: $4,984 (2024)Community: Floral Park HomesteadsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,984
Elementary School: Wilkinson Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Enjoy peace of mind with this beautifully maintained home featuring a brand-new roof and AC unit, both back by transferable warranties for added value and confidence. The property also includes a new vinyl fence, adding privacy and a fresh, modern touch to the spacious outdoor area. Situated on a large lot, this home offers plenty of room to relax and entertain, including a spacious lanai, perfect for enjoying the Florida lifestyle year-round. Conveniently located just minutes for the beach and St Armands Key. You'll enjoy easy access to shopping, dining and coastal living at its best. Best of all, there is NO CDD fees and NO HOA, giving you more freedom and fewer monthly expenses.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Janelle Duncan (813-385-1760)
2200 BAHIA VISTA ST #B3, SARASOTA, FL 34239
$220,000168 Days on yellowkey MLS ID: A4675118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1980 Tax: $2,483 (2025)Community: Cordova GardensCondo
Taxes:$2,483
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Remarks: EXCEPTIONAL VALUE AND LOCATION. Newly renovated & minutes to downtown Sarasota, this condo is located in Cordova Gardens which is known for its beautifully maintained gardens, community pool and unbeatable location. This first-floor entry unfurnished condominium has two bedrooms and two full baths (one en suite) and three outdoor patios. There is an all-new kitchen with new appliances, new ceramic tile and renovated bathrooms, new washer/dryer, new central A/C, new window treatments, new light fixtures and freshly painted. READY TO MOVE IN. The condo includes an outdoor storage closet, assigned and guest parking, pool, grounds and building maintenance, pest control, fire/smoke detection and Association management covered by the HOA. The complex is 5 minutes from downtown Sarasota and 15 minutes from Lido and Siesta Key beaches.
Listing is courtesy of: SECURE CAPITAL (203-981-4682)
Listing Agent: Frank Dinardo, Jr (203-981-4682)
1643 STANFORD LN, SARASOTA, FL 34231
$3,650,000118 Days on yellowkey MLS ID: A4681246
REDUCED by $100,000 (2.7%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3077 Built: 2019 Tax: $25,651 (2025)Community: Aqualane Estates 1St UnitSpa: YesSingle Family
Taxes:$25,651
Elementary School: Phillippi Shores Elementary
Remarks: Perfectly positioned along the water, this exceptional residence offers a refined coastal lifestyle just moments from Siesta Key. Tucked away on a quiet street, the contemporary home enjoys southern exposure and approximately 100 feet of canal frontage with direct access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. When opened, the living areas flow seamlessly to a covered outdoor lounge, resort-style pool and spa, and a fully equipped outdoor kitchen, creating effortless indoor-outdoor living. The primary suite is privately located on the east side of the home and features oversized windows and glass sliders opening directly to the waterfront pool terrace, along with a custom walk-in closet and spa-inspired en-suite bath. On the west wing, two sun-filled guest bedrooms with walk-in closets share a beautifully appointed bathroom. A flexible bonus or media room serves as a fourth bedroom and includes an en-suite bath and walk-in closet. Additional features include a dedicated study or den, a fully air-conditioned split three-car garage, and thoughtfully designed spaces that balance style and functionality. With direct boating access to the Intracoastal and no HOA restrictions, this property offers an ideal waterfront lifestyle. Enjoy daily sunsets over the water and front-row views of Siesta Key’s Fourth of July fireworks—all from the comfort of your own home. Conveniently located minutes from Siesta Key Beach, Downtown Sarasota, and premier dining, shopping, and cultural destinations—including The Bay Park, Selby Gardens, and the Van Wezel Performing Arts Hall—this home presents a rare opportunity to enjoy contemporary design, privacy, and boating access in a sought-after coastal setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Maryana Zilinskiy (941-744-6065)
1389 TANGIER WAY, SARASOTA, FL 34239
$5,985,000137 Days on yellowkey MLS ID: A4677509
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5310 Built: 2003 Tax: $39,106 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$39,106
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern functionality—perfect for buyers searching for a luxury Sarasota waterfront home with privacy and proximity to the city’s best dining, shopping, and beaches. Designed by renowned architect Walter Hamm and built by Bill McGinness, the home is engineered for lasting stability with construction supported by 54 concrete pilings, a powerful value point for buyers seeking a well-built coastal property. Set on a sprawling private lot with mature landscaping and serene surroundings, the home captures panoramic water views and features a protected deep-water harbor, ideal for boaters who want quick access to Sarasota Bay and Gulf. Inside, the home showcases a bright, open layout filled with natural light, elevated by custom millwork, coffered ceilings, rich wood flooring, and polished travertine. The gourmet kitchen is designed for both entertaining and everyday living, featuring an oversized center island, quartz countertops, premium wood cabinetry, granite perimeter counters, subway tile backsplash, and stainless-steel appliances, along with an inviting breakfast nook that overlooks the water. The adjacent family room creates a warm gathering space, while the formal dining room is ideal for hosting. A private office provides a quiet, dedicated workspace, ideal for today’s lifestyle. The primary suite on the main level is a true waterfront retreat with oversized windows framing tranquil views, two custom walk-in closets, and a spa-style bath with a floating vanity, illuminated mirrors, a freestanding soaking tub, and an oversized walk-in shower. Upstairs, the second level is designed for comfort and entertaining with three generous bedroom suites, a TV/game room, a convenient kitchenette, and a terrace that overlooks the pool and peaceful waterscape, perfect for guests, multi-generational living, or extended stays. Outdoor living is equally impressive, featuring an expansive travertine pool deck, a heated pool and spa, a fenced and spacious yard, and lush tropical landscaping that creates a resort-style environment with exceptional privacy. Andersen sliding doors and windows enhance the indoor-outdoor connection and raise the overall quality of the home. A comprehensive renovation completed in 2015 elevated the interiors with sophisticated, updated finishes, while key improvements include a new roof (2020) and updated AC systems (2023 & 2024). Additional features include an ADT security system, generous storage, abundant closet space, a large laundry room, provisions for an elevator, and an oversized three-car garage. Sought-after San Remo Estates is positioned at the heart of Sarasota, just before the north bridge to Siesta Key, making it one of the most desirable locations for those wanting a Sarasota luxury waterfront home with both convenience and privacy. This exceptional coastal estate delivers the ultimate Florida lifestyle: deep-water boating, serene water views, and effortless access to Sarasota’s beaches, culture, and world-class amenities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2927 WEBBER ST, SARASOTA, FL 34239
$575,000140 Days on yellowkey MLS ID: A4678196
1 Days Off yellowkey (back on 5/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1961Monthly Fee: $17 Tax: $6,193 (2025)Community: South GateSpa: NoSingle Family
Taxes:$6,193
Remarks: Under contract-accepting backup offers. Wonderful mid-century ranch in Southgate offering 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and a heated saltwater pool. The dining room and living room both feature walls of pocket sliding doors that open to a large covered patio and screened pool area—perfect for enjoying the indoor-outdoor Florida lifestyle. Inside, restored terrazzo floors keep the home cool and timeless. The updated kitchen features stainless steel appliances, granite countertops, and a farmhouse sink. The primary suite includes a walk-in closet, and both bathrooms have been updated with marble tile and granite countertops. A convenient pool bath opens directly to the outdoor area. The heated saltwater pool was converted and upgraded in 2021 with a new pump, heater (2025), LED lighting, fountain feature, and solar cover. A fully fenced backyard and fire pit create a private outdoor setting ideal for entertaining or relaxing. Hurricane-impact windows were installed in 2021, along with extensive upgrades inside and out. The home features a newer roof (2022), A/C (2018), and new ductwork installed in 2022. There is ample space in the front of the property to add a circular driveway if desired. Optional membership is available to the South Gate Community Association, offering access to a community pool, park, and recreation facilities. Ideally located close to world-renowned beaches, downtown Sarasota, cultural attractions, outdoor trails, and highly rated schools.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000228 Days on yellowkey MLS ID: A4668223
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $10,871 (2025)Community: CasarinaCondo
Taxes:$10,871
Remarks: Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.
Listing Agent: Suki Scollo (941-587-2289)
1864 GOLDENROD ST, SARASOTA, FL 34239
$1,595,000141 Days on yellowkey MLS ID: A4676645
REDUCED by $100,000 (5.9%) on 05/21/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2307 Built: 2003 Tax: $7,463 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$7,463
Remarks: BEST VALUE WEST OF THE TRAIL! HUGE PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Jan Jordan (941-737-4169)
2542 TULIP ST, SARASOTA, FL 34239
$428,50013 Days on yellowkey MLS ID: A4694240
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1270 Built: 1956 Tax: $4,670 (2025)Community: South GateSingle Family
Taxes:$4,670
Remarks: Experience the best of Sarasota living in this beautifully updated South Gate residence, where timeless Florida charm meets an unbeatable location just 15 minutes to Siesta Key. Downtown Sarasota, the arts district, theaters, fine dining, and the boutiques of St. Armands Circle are all just a short drive away, while nearby top-rated schools add to the home’s exceptional location and everyday convenience. Set on a spacious homesite with mature landscaping and a large backyard, this 3-bedroom, 2-bathroom home offers a relaxed and comfortable atmosphere. Inside, natural light fills the expansive living areas, while classic terrazzo flooring flows throughout the home. Sliding glass doors open to a large, screened lanai that extends the living space outdoors, creating the perfect setting for morning coffee, casual gatherings, or relaxing while enjoying the privacy of the backyard. The oversized yard offers plenty of room for pets, play, gardening, or the future addition of a pool. Additional features include a 2023 metal roof and covered carport parking. Whether you are searching for a primary residence or investment opportunity close to Siesta Key and Downtown Sarasota, this property presents an exceptional opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and established neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
2904 HOMASASSA RD, SARASOTA, FL 34239
$579,00099 Days on yellowkey MLS ID: A4683642
0 Days Off yellowkey (back on 5/20/2026)
REDUCED by $16,000 (2.7%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1562 Built: 1964 Tax: $5,896 (2025)Community: South GateSingle Family
Taxes:$5,896
Elementary School: None
Remarks: Under contract-accepting backup offers. 3 Bed | 2 Bath | Pool Home | Fully Furnished | Updated Kitchen | Investment Opportunity***Welcome to your perfect Sarasota retreat! This beautifully maintained 3-bedroom, 2-bath pool home offers comfort, style, and an unbeatable location — ideal as a private residence, vacation home, or income-producing investment property.***The home features a recently updated kitchen with new cabinetry and quartz countertops, providing a modern, stylish space for everyday living and entertaining. ROOF (12/22), SEWER LINES RECENTLY LINED. Offered fully furnished, this property is truly turnkey for immediate occupancy or rental use.***Step outside to your private backyard oasis featuring a sparkling pool and inviting fire pit area — perfect for relaxing or hosting guests in a peaceful Florida setting.****Prime Location> Minutes to Sarasota Memorial Hospital,>Near Sarasota’s vibrant cultural downtown district,>Only 10 minutes to Siesta Key Beach — ranked #1 in the USA for its world-famous quartz sand,>Close to top restaurants, shopping, and entertainment**** Property Highlights>3 bedrooms / 2 bathrooms,>Recently updated kitchen with new cabinets & quartz countertops,>Private pool with fire pit entertainment area,>Fully furnished — move-in or rent ready,>Excellent as primary home, vacation property, or rental investment,>Strong income potential in a high-demand location. Experience the best of Sarasota living with world-class beaches, dining, and lifestyle just minutes away. And find out for your self, "What's all the fuss about Sarasota"
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,395,00070 Days on yellowkey MLS ID: A4687188
REDUCED by $200,000 (3.6%) on 05/20/2026
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000173 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
4939 PEREGRINE POINT WAY, SARASOTA, FL 34231
$1,685,000125 Days on yellowkey MLS ID: A4680225
1 Days Off yellowkey (back on 5/20/2026)
REDUCED by $114,000 (6.3%) on 04/07/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3828 Built: 2000Monthly Fee: $196 Tax: $8,043 (2025)Community: The LandingsSingle Family
Taxes:$8,043
Remarks: Under contract-accepting backup offers. A Masterpiece in The Landings' Most Coveted Enclave. Presenting a rare opportunity to acquire an impeccably crafted residence on the sought-after cul-de-sac of Peregrine Point Way. Built in 2002 with meticulous attention to feng shui principles, this single-level sanctuary spans over 3,800 square feet of thoughtfully designed living space, offering the perfect blend of sophistication, flow, and modern convenience. Grand First Impressions A circular driveway sets the stage for this distinguished residence. Pass through custom wooden gates into an impressive formal Florida entry courtyard, where a striking bronze fountain creates an unforgettable "wow factor" for arriving guests. This exceptional entry experience speaks to the caliber of craftsmanship found throughout. Exquisite Interior Details Marble flooring flows gracefully throughout the main living areas, establishing an elegant foundation for refined living. The thoughtful split floor plan ensures both privacy and space, while the single-level design provides effortless flow, a rare find in the homes of this caliber. The formal living room exemplifies true feng shui design, creating a seamless visual and physical connection to the resort-style outdoor spaces beyond. An adjacent formal dining room provides the perfect setting for sophisticated entertaining, whether hosting intimate dinners or grand celebrations. Luxurious Private Quarters The expansive primary suite serves as a serene retreat, featuring a spa-inspired marble bath with a soaking tub, dual vanities, and a walk-in shower. A generously proportioned custom walk-in closet provides exceptional organization and storage. Each of the home's four bedrooms includes an ensuite bathroom, a hallmark of luxury living that ensures privacy and comfort for family and guests alike. Custom-built closets throughout reflect the meticulous attention to detail. The fourth bedroom, currently appointed as an office with custom built-in cabinetry, offers flexibility for those who work from home or desire a private study. Resort-Style Outdoor Living. Step outside to discover your private oasis. The expansive screened-in lanai extends your living space into nature, perfect for year-round entertaining in comfort. The stunning pool area features a dramatic tall tile fountain whose soothing sounds create an atmosphere of tranquility. Mature landscaping artfully balances sun and shade, while a covered seating area invites quiet contemplation or spirited conversation. This is outdoor Florida living at its finest designed for those who appreciate the art of entertaining and the beauty of serene moments alike. The Landings Lifestyle. Peregrine Point Way's naturally serene cul-de-sac location is among the most desirable in The Landings. This prestigious community offers winding tree-canopied roads, pristine lakes, nature trails, and Roberts Bay access an idyllic backdrop for an elevated lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
1514 S LAKE SHORE DR, SARASOTA, FL 34231
$1,895,00078 Days on yellowkey MLS ID: A4684167
2 Days Off yellowkey (back on 5/20/2026)
REDUCED by $80,000 (4.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1953 Tax: $14,799 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$14,799
Remarks: Located in the sought-after West of Trail neighborhood of Oyster Bay Estates, this beautifully updated residence sits on nearly one-third of an acre just around the corner from the historic Field Club. The home blends timeless architectural character with extensive recent improvements, creating a refined yet relaxed retreat close to Sarasota’s most desirable destinations. A beautifully landscaped yard and newly added covered front porch with brick pavers create inviting curb appeal and lead to a charming courtyard entry. Inside, the home showcases distinctive craftsmanship and warm architectural details, including Mexican tile floors, natural wood cabinetry and baseboards, exposed ceiling beams, plantation shutters, and hand-crafted clay sconces and pendant lighting. Fresh interior and exterior paint, updated trim, solid-core doors, and impact-rated windows and doors complement the home’s original character while adding modern comfort. The main living spaces flow naturally together, with the kitchen, dining area, and living room opening through walls of glass to the expansive screened lanai. A wood-burning fireplace with carved stone mantel anchors the living room, while a newly detailed tray ceiling adds architectural interest. The kitchen combines artisanal style with high-end functionality, offering custom wood cabinetry, updated countertops, an intricate ceiling detail, and premium appliances including a Sub-Zero refrigerator and Fisher & Paykel dual-fuel range with side-by-side ovens. Privately positioned, the primary suite features vaulted ceilings with exposed wood beams and sliding glass pocket doors that open directly to the pool terrace. Two walk-in closets with newly designed systems lead to the renovated primary bath, which offers dual vanities, private water closets, and a spacious walk-in shower. Two generously sized guest bedrooms provide comfortable accommodations, each with built-in closet systems and beautifully renovated en-suite baths, creating privacy for family and guests within the home’s traditional split floor plan. Outdoor living is designed for both relaxation and entertaining. The screened lanai surrounds a 40-by-14 heated pool framed by stone columns and generous covered seating areas with wood ceilings, while an Ipe wood open deck, fire pit, and lush tropical landscaping create a private backyard sanctuary. Additional improvements include updated plumbing and HVAC throughout, new ductwork and attic insulation, LED lighting, a Sonos sound system in the main living area and covered porch, renovated laundry room with new cabinetry and appliances, epoxy garage flooring, and a propane tankless water heater with gas supplied to the kitchen range and outdoor grill. Ideally located close to shopping, dining, and just minutes from world-renowned Siesta Beach and downtown Sarasota, this Oyster Bay Estates home offers a rare blend of character, privacy, and thoughtful updates in one of Sarasota’s most established neighborhoods.
Listing Agent: Michael Hays (941-376-1826)
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,000,00053 Days on yellowkey MLS ID: O6398108
REDUCED by $50,000 (4.8%) on 05/20/2026
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Taxes:$9,041
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$425,00077 Days on yellowkey MLS ID: A4685175
REDUCED by $25,000 (5.6%) on 05/20/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,00067 Days on yellowkey MLS ID: A4686673
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4755 Built: 2026 Tax: $18,011 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$18,011
Remarks: One or more photo(s) has been virtually staged. West of trail, 2026 Custom Build, Exquisite Modern Mediterranean estate with a seamless blend of classic architecture and contemporary finishes. This exceptional 5-bedroom, 4-bathroom residence is thoughtfully designed for both everyday living and effortless entertaining. The main level features a luxurious first-floor primary suite with a walk-in closet and spa-inspired bathroom with dual vanities, along with two first-floor guest bedrooms and a private office. Wide-plank oak hardwood floors, custom built-ins and maple wood cabinetry with inset doors , and a warm, inviting electric fireplace enhance the home’s elegant yet comfortable ambiance. A fully integrated surround sound system extends throughout the living room, kitchen, and outdoor entertaining areas. The chef’s kitchen is beautifully appointed with premium Viking appliances, Taj Mahal quartzite countertops, custom cabinetry, elevated fixtures and designer lighting, along with a stylish bar featuring Cristallo quartzite and a beverage center—perfect for hosting and entertaining. The second level offers a spacious bonus room ideal for a media lounge or game room, along with two additional bedrooms and a gallery-style hallway with an open balcony, adding architectural interest and natural light. Additional highlights include natural gas, a gas-on-demand water heater, enhanced exterior insulation for energy efficiency, a concrete tile roof, irrigation system, and abundant storage throughout. Architecturally, the home embraces classic Mediterranean elements with a modern sensibility. Arched doorways, windows, and passageways create a sense of flow and understated grandeur, while intricate wrought iron detailing and extensive millwork add depth and craftsmanship. Statement chandeliers and curated designer lighting elevate each space, enhancing the home’s refined aesthetic. A detached guest home, complete with a private bedroom, full bathroom, and living area, offers ideal accommodations for guests or extended stays. Outdoors, a custom-designed oversized pool showcases timeless Mediterranean blue tile, complemented by elegant fire bowls and a cascading waterfall spa—creating a true resort-style setting. The property is complete with a 2-car attached garage in the main home, 2 car covered parking under the guesthouse, and an additional two-car garage, offering both functionality and flexibility. Ideally situated in Southside Village, this residence offers a highly walkable lifestyle just moments from Southside Elementary, Morton's Gourmet Market, local restaurants, and boutique shopping.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
2232 BAHIA VISTA ST #A6, SARASOTA, FL 34239
$209,000245 Days on yellowkey MLS ID: A4666617
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,239 (2024)Community: Cordova Gardens ICondo
Taxes:$2,239
Remarks: Welcome to this beautifully maintained end-unit condominium ideally situated in one of Sarasota’s most sought-after neighborhoods. Just minutes to vibrant downtown Sarasota’s arts district, offering fine dining, boutique shopping, theaters, and cultural venues. Close to the scenic Bayfront Park and Marina Jack, perfect for waterfront dining, walking trails, and watching sunsets over Sarasota Bay. Easy access to Sarasota Memorial Hospital, world-class beaches (including Siesta Key and Lido Beach), and premier golf courses. This spacious 2-bedroom, 2-bath split-plan layout offers privacy and comfort, ideal for both seasonal or year-round living. As an end unit, this home features extra privacy and natural light, enhanced by soaring vaulted Pecky Cypress ceilings and large transom windows that fill the open-concept living area with abundant light, while adding warmth and architectural character. The open floor plan includes a spacious kitchen, perfect for entertaining, and flows into the main living and dining areas. Enjoy a bonus loft perfect for a home office, guest space, or creative studio, and relax on two private, screened-in lanais—ideal for morning coffee or evening cocktails. Additional features include updated bathrooms, in-unit laundry, and plenty of storage throughout. Whether you're looking for a primary residence, seasonal retreat, or an income-producing property (with 6-month rental capability), this home offers the best of Sarasota living in an unbeatable location.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$595,000145 Days on yellowkey MLS ID: A4677015
REDUCED by $40,000 (6.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
3693 DIVOT LN, SARASOTA, FL 34232
$479,90042 Days on yellowkey MLS ID: A4689299
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1962 Built: 2016Monthly Fee: $345 Tax: $5,215 (2025)Community: EnclaveTownhouse
Taxes:$5,215
Remarks: Location is everything, and this exceptional townhome in Enclave at Forest Lakes delivers. Ideally situated in the heart of Sarasota, this gated community offers easy access to two public golf courses, the Legacy Trail, and all major routes, along with resort-style amenities including a pool, dog park, grilling area, and gathering spaces. Built in 2018, the home features ceramic tile flooring and a thoughtfully designed open layout perfect for everyday living and entertaining. The kitchen blends style and function with rich cabinetry, granite and quartz countertops, stainless steel appliances, a stacked stone backsplash, wall oven and microwave, and an electric cooktop. The living and dining areas flow seamlessly to a screened, covered lanai, ideal for year-round enjoyment. Upstairs offers a versatile loft and flex space, along with two spacious bedrooms and a well-appointed bath. The main-level primary suite provides a private retreat with crown molding, dual sinks, a walk-in shower, and a large walk-in closet. Positioned on one of the largest lots in the community and directly across from the pool and dog park, the home offers a rare combination of space and convenience. With no CDD fees and a prime Sarasota location near beaches, dining, and top-rated schools, this home offers comfort, quality, and lifestyle in one exceptional package.
Listing Agent: Greg Sheller (941-266-8777)
5911 OLIVE AVE, SARASOTA, FL 34231
$375,00056 Days on yellowkey MLS ID: A4688660
REDUCED by $10,000 (2.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1957 Tax: $3,537 (2025)Community: Golden AcresSpa: NoSingle Family
Taxes:$3,537
Remarks: One or more photo(s) has been virtually staged. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
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