Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000122 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,716
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,575,000148 Days on yellowkey MLS ID: A4676686
REDUCED by $120,000 (2.6%) on 05/05/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Elementary School: Southside Elementary
Tax Year: 2025
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000482 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
High School: Riverview High
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
2225 FLORINDA ST, SARASOTA, FL 34231
$1,500,0003 Days on yellowkey MLS ID: A4690756
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2607 Built: 2026 Tax: $1,570 (2025)Community: Tamiami TerraceSpa: YesSingle Family
Taxes:$1,570
Remarks: One or more photo(s) has been virtually staged. 2225 Florinda Street — arrival as destination. Pull into the driveway, pass the two car garage and follow a landscaped walkway to arrive at a gracious covered entry; decorative metal screening catches the Florida light accenting the french pattern travertine entry and frames an oversize full glass door. Step inside and the experience unfolds: Large format porcelain tile, 10' ceilings and abundant windows bathing the open plan in natural light. Gulfside Homes, a Sarasota Custom Home builder for over 25 years, crafted this over 2,600 sq ft Calista model showcase with thoughtful and custom upgrades you’ll notice throughout—builtin conveniences, premium appliances and finish selections that read like an owner’s wish list already checked. The main level is made for living and entertaining: an elegant dining area flows to a true gourmet kitchen with gas range, pot filler, LG stainless appliances, microwave drawer and an oversized quartz waterfall island. The family room sits beyond, flooded by light from large windows and glass doors that frame the ivory travertine pool deck and spa. Opposite the island and tucked under the stairs is a purposeful coffee bar and prep station with a deep sink (cuttingboard/dryingrack/colander), coordinated floating shelving, abundant storage and a twozone undercabinet beverage refrigerator—one of the many touches that make daily rituals effortless. Also on the first floor is a flexible, large en-suite guest room whose bath doubles as a powder room and provides direct access to the outdoors and access to the pool—perfect for visitors and carefree pool days. Upstairs the home is arranged for privacy and function: a split bedroom plan placing the primary suite apart from two large secondary bedrooms. The primary is a serene retreat with a spa caliber bath—soaking vessel tub, floor to ceiling Calacatta porcelain shower with double rain heads, dual vanities—and generous closet space. A dedicated laundry on the bedroom level adds convenience. A roomy office/den/media room opens to a covered deck for quiet moments or flexible workspace. Outside is your private Sarasota oasis: 12×24 pool with six person spa, travertine decking and glass waterline tile, pre-plumbed for heating and framed by an 8' fenced yard. Premium systems and Gulfside upgrades that other builders don’t automatically provide—impact windows, underground 500gal propane tank, Rinnai tankless water heater with recirculating system, large format porcelain tile on the main level, waterproof luxury vinyl plank upstairs, timber stairs with stainless cable railing, upgraded lighting and hardware, Ring cameras and low maintenance tropical landscaping—deliver comfort, security and low upkeep. Only blocks to The Landings shopping center with several restaurants, gym, and Publix. Minutes from the John and Mable Ringling Museum of Art, Sarasota Art Museum, Van Wezel Performing Arts Hall, Marina Jack, downtown dining, farmers’ markets, marinas and Siesta Key and gulf beaches, 2225 Florinda is a refined, turnkey Sarasota lifestyle crafted by an experienced custom builder. Schedule your private showing to experience the details in person.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Sweat (941-323-6707)
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,000232 Days on yellowkey MLS ID: A4667165
REDUCED by $45,000 (3.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Remarks: One or more photo(s) has been virtually staged. Siesta Key Waterfront Retreat – Walk to the Beach & Village! Ready for immediate enjoyment this winter, this 3-bedroom, 2-bath Key West–inspired home embodies the essence of the Siesta Key lifestyle—boating from your backyard and strolling to the powdery white sands and vibrant Siesta Key Village with its renowned dining, boutiques, and nightlife. Nestled on a quiet cul-de-sac, this canal-front retreat offers 100 feet of waterfront, a covered 5,000-lb boat lift, and direct access to the Intracoastal Waterway. The expansive outdoor living area invites relaxation and entertaining with a heated pool featuring a cascading stone waterfall, covered bar & and wide open fenced area surrounded by tropical landscape creating a private island ambiance. Inside, a neutral palate, high ceilings, and open layout feels light and airy. The white kitchen features granite countertops, stainless steel appliances, dual sinks, a center cooking island, and a breakfast bar perfect for casual dining. Warmth and character is further enhanced by a marble fireplace in the main living and dining areas. The primary suite offers a peaceful retreat with an ensuite bath, dual vanities, a walk-in shower, and a charming window seat. Guests & children have their own wing with a full bath and a convenient laundry room. Enjoy peace of mind with impact windows, hurricane-rated doors, and major upgrades including a metal roof, Trex decking, Nichiha siding, and reinforced lanai. Positioned at one of the highest elevations on the street, the home has never experienced flooding. And there’s an additional ground floor BONUS…a generously sized sunlit air-conditioned play & storage room! Whether you’re searching for a seasonal escape, a full-time residence, or a property with strong vacation rental appeal, this move-in-ready home offers exceptional versatility and potential.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
3078 SPENCER LN, SARASOTA, FL 34239
$619,90016 Days on yellowkey MLS ID: N6144331
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2148 Built: 1962 Tax: $5,146 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,146
Elementary School: Wilkinson Elementary
Remarks: Looking for a beautiful home on a 17,000+ square foot lot being sold TURNKEY FURNISHED? No HOA's or CDD! Great opportunity to be in Sarasota just minutes from shopping and beaches! This centrally located 3 BDRM 2 BA home is made of concrete construction and features 2,148 square feet along with a large Florida Room in the sought-after area of South Gate! This lovely home has new Hurricane Impact Windows, a new metal roof, newer electrical panel, the outside recently painted and new plumbing/piping throughout! The large lot has endless potential with room for a pool! The seller has had a recent wind mitigation and 4-point inspection on this home to help lower insurance costs. This outstanding home is minutes from Siesta Key Beach, the #1 beach in the US and minutes from the Sarasota airport, UTC mall and close to numerous restaurants, theatres and nightlife in downtown Sarasota!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Kim Wathen (941-445-1651)
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00024 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Taxes:$31,404
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,497,0002 Days on yellowkey MLS ID: A4694903
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Remarks: Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
1625 IDLE LN, SARASOTA, FL 34231
$646,000221 Days on yellowkey MLS ID: A4668964
REDUCED by $3,000 (0.5%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1450 Built: 1960 Tax: $1,562 (2024)Community: NoneSingle Family
Taxes:$1,562
Remarks: Walk just one mile to the beach from this completely Renovated & Move-In Ready with ample parking for your RV or boat! Every inch of this charming home has been thoughtfully updated with brand new features and high-end finishes. From the plumbing and electrical systems to the appliances, cabinetry, bathrooms, tile flooring, windows, doors, trim, and landscaping—no detail was overlooked. The home also includes stylish furnishings and a beautifully appointed wet bar complete with a wine fridge, perfect for entertaining. The Florida/Sunroom offers flexible space and can easily be converted into a third bedroom to suit your needs. Situated on a quiet cul-de-sac with ample parking for additional vehicles, boats, or recreational toys, this property also boasts no HOA—giving you freedom and flexibility. The spacious yard provides plenty of room for outdoor enjoyment. Prime Location – West of the Trail? and Conveniently located just minutes from shopping, dining, and vibrant Downtown Sarasota, this home offers easy access to all the best of the area. Enjoy the beauty of coastal living with a short one-mile walk or bike ride to Crescent Beach and the world-renowned Siesta Key Beach, all without the congestion of island life. This home is turn key... bring your toothbrush and come enjoy all that Paradise has to offer! All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees
Listing Agent: Jessica Hoffman (941-400-5778)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$317,50088 Days on yellowkey MLS ID: A4684292
REDUCED by $11,500 (3.5%) on 05/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Townhouse
Taxes:$1,963
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
2516 BROWNING ST, SARASOTA, FL 34237
$1,399,000232 Days on yellowkey MLS ID: A4666531
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2746 Built: 2026 Tax: $1,990 (2023)Community: Hudson ParkSpa: NoSingle Family
Taxes:$1,990
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Brand-new modern two-story home, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation. Secure a brand-new modern Sarasota home in a highly desirable location.
Listing Agent: Rinat Sikdar (941-993-9292)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,200,000291 Days on yellowkey MLS ID: A4661864
REDUCED by $190,000 (13.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
854 NORSOTA WAY, SARASOTA, FL 34242
$1,399,000249 Days on yellowkey MLS ID: A4665123
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1667 Built: 1979 Tax: $10,506 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$10,506
Remarks: Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Wendy Egan (941-444-0446)
1734 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00036 Days on yellowkey MLS ID: A4687427
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,684 (2025)Community: BayviewSingle Family
Taxes:$20,684
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district. Seller financing available with a 5.5% interest-only loan for 2 years.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keith Kleppinger (941-525-2937)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000223 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
6426 COLONIAL DR, SARASOTA, FL 34231
$510,00089 Days on yellowkey MLS ID: A4681958
REDUCED by $30,000 (5.6%) on 05/12/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1961Monthly Fee: $6 Tax: $4,668 (2025)Community: Gulf GateSingle Family
Taxes:$4,668
Elementary School: Gulf Gate Elementary
Remarks: ***PRICE REDUCTION***Welcome to this inviting residence located on a quiet street in the highly desirable Gulf Gate area of Sarasota. This well-situated home offers a comfortable blend of indoor and outdoor living with convenient access to shopping, dining, beaches, major roadways, and public transportation. With the first beach access to the sugar-white sand of Siesta Key being just 1.7 miles away. It is walking distance to several dining establishments and specialty shops unique to Gulf Gate. The interior features a functional floor plan filled with natural light, ideal for both everyday living and entertaining. The newly renovated kitchen serves as a central gathering space with updated finishes and a fresh, modern feel while flowing effortlessly into the living and dining areas. Bedrooms are well-proportioned and adaptable to a variety of lifestyle needs, featuring a mother-in-law suite with private bathroom and a separate entrance. Large fenced in backyard providing privacy, with outdoor space that offers flexibility to relax, entertain, or personalize, there is plenty of room for a pool, tiki hut and volleyball court the possibilities are endless. Whether used as a primary residence, second home, or investment opportunity, this home presents an excellent opportunity to enjoy Sarasota living.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
8915 VAMO RD, SARASOTA, FL 34231
$449,000282 Days on yellowkey MLS ID: A4662681
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000254 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
3799 FLAMINGO AVE, SARASOTA, FL 34242
$18,500,000372 Days on yellowkey MLS ID: A4653658
Bed: 4 Bath: 5.0 Gar: 8 Liv Area Sq Ft: 8138 Built: 2016 Tax: $109,657 (2024)Community: Siesta Key / Bay IslandSpa: YesSingle Family
Taxes:$109,657
Remarks: Discover a one-of-a-kind Balinese-inspired waterfront estate on the north end of world-famous Siesta Key, where luxury, wellness, privacy, and resort-style living converge across more than an acre of prime waterfront property. Offered fully furnished and curated for immediate enjoyment, this extraordinary compound presents a rare opportunity to experience a true island retreat in one of Sarasota's most sought-after coastal locations. Designed to embrace the art of indoor-outdoor living, the residence encompasses more than 8,000 square feet of interior space seamlessly connected to thousands of square feet of outdoor entertaining and relaxation areas. Expansive walls of glass create a natural flow between the home and its spectacular waterfront setting, while rich wood and stone finishes reinforce the property's warm, tranquil aesthetic. The resort-inspired outdoor environment rivals that of a private luxury retreat, featuring an infinity-edge pool with swim-up bar, sunken fire pit lounge, spa, outdoor kitchen, dining pavilion with living plant wall, and an open-air waterfront living room anchored by a fireplace. A serene koi pond with built-in footbridges extends nearly the length of the residence, enhancing the property's distinctive Zen-inspired atmosphere. With more than 700 feet of waterfront frontage, the estate offers exceptional opportunities for boating, paddleboarding, kayaking, and waterfront recreation. A private boat dock, waterfront garage, paddleboard and canoe launch, and newer seawall provide functionality rarely found in luxury waterfront real estate. The thoughtfully designed interior offers multiple gathering and lifestyle spaces, including a home theater, game room, fitness studio, meditation room, and an expansive garage capable of accommodating more than eight vehicles. Modern conveniences include Crestron home automation, a three-stop elevator, full-house generator, whole-house reverse osmosis water filtration system, and numerous upgrades designed to enhance comfort, efficiency, and peace of mind. Despite its remarkable privacy and secluded resort feel, the property remains just moments from Siesta Key Beach, Sarasota's renowned dining and shopping destinations, vibrant arts and cultural attractions, and the area's celebrated waterfront lifestyle. Offering the rare combination of resort-style amenities, extensive waterfront frontage, luxury infrastructure, wellness-focused design, and move-in-ready convenience, this exceptional Siesta Key estate represents a truly unique opportunity to own one of Florida's most distinctive private waterfront compounds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,00096 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing Agent: Lori Carey, Llc (941-780-3427)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.