Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4297 OAKHURST CIR E #3051, SARASOTA, FL 34233
$167,000183 Days on yellowkey MLS ID: A4667705
0 Days Off yellowkey (back on 3/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1346 Built: 1981Monthly Fee: $599 Tax: $2,633 (2024)Community: Oakhurst Ph IVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,633
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. OVER $40,000 PRICE REDUCTION!! Welcome home to this 55-PLUS freshly painted (walls and all trim) two-bedroom, two-bath villa nestled in the serene and highly sought-after Oakhurst community, complete with a 2-car garage. Designed for comfortable living and effortless Florida style, this spacious home offers an inviting open layout filled with natural light and neutral tones—ready for your personal touch. Step inside to find a bright living and dining area that flows seamlessly into the kitchen and enclosed lanai, creating the perfect space for relaxing or entertaining guests. Both bedrooms are generously sized, offering ample storage and privacy. The primary suite includes a convenient en-suite bath and large walk-in closet, while the second bedroom and full guest bath make hosting family or friends easy and comfortable with 2 closets. Enjoy peaceful mornings in your private lanai or take a short stroll to the community’s sparkling heated pool—an ideal spot to unwind and socialize with friendly neighbors. Oakhurst is a quiet, well-established neighborhood known for its mature landscaping, walkable neighborhood, and welcoming atmosphere. Enjoy the pool, clubhouse, and all the activities planned by residents for residents! Perfectly located just minutes from I75, airport, shopping, dining, medical centers, and Sarasota’s world-famous beaches, this villa combines tranquility with convenience.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Karin Robison (847-323-5209)
6456 TARAWA DR, SARASOTA, FL 34241
$399,90036 Days on yellowkey MLS ID: A4686718
REDUCED by $15,100 (3.6%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1436 Built: 1979 Tax: $3,692 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,692
Elementary School: Lakeview Elementary
Tax Year: 2025
Remarks: Welcome to this well-maintained 3-bedroom, 2-bathroom, 2-car garage single-family home offering 1,436 square feet of comfortable living in the desirable Lake Sarasota community. This inviting residence features an updated kitchen with stone countertops, wood cabinetry, and stainless steel appliances, along with a convenient passthrough window to the covered and screened patio—perfect for indoor-outdoor entertaining. The home offers a spacious layout including a large living room, dining area, and separate family room, all enhanced by recessed lighting throughout. Step outside to a generously sized, fully fenced backyard with ample space to ADD a swimming pool, creating your own private oasis. Major updates include a ROOF replacement in 2013, A/C in 2015, and updated PLUMBING lines in 2020. The home is also fitted with HURRICANE SHUTTERS for the windows and doors that add protection when needed. Perfectly located, this home is just minutes from I-75, Rothenbach, Urfer Family Park, shopping centers, restaurants, and the Mall at UTC. The neighborhood offers outstanding outdoor amenities including a dog park, disc golf course, and a kayak launch into Lake Sarasota—perfect for active lifestyles and nature lovers. SRQ International Airport, Downtown Sarasota, and Siesta Key are all within 30 minutes. Zoned for Lakeview Elementary, Sarasota Middle, and Sarasota High School, this is a rare opportunity to own one of the best homes in a truly great community. With NO HOA and NO DEED RESTRICTIONS, homeowners enjoy exceptional flexibility while still benefiting from a well-established, friendly neighborhood. ***This home located in approved USDA area that qualifies for 100% financing (no downpayment required), as well as downpayment assistance programs from, up to 5% of the purchase price! Ask about how you can get access to lenders who utilize those programs.*** Come see this one by appointment only.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00024 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
2440 VALENCIA DR, SARASOTA, FL 34239
$599,0002 Days on yellowkey MLS ID: A4690679
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
3693 DIVOT LN, SARASOTA, FL 34232
$479,9002 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
Elementary School: Wilkinson Elementary
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 is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Greg Sheller (941-266-8777)
4307 VIA PIEDRA CIR #6-102, SARASOTA, FL 34233
$315,00049 Days on yellowkey MLS ID: A4684964
REDUCED by $4,000 (1.3%) on 04/21/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1776 Built: 2006Monthly Fee: $394 Tax: $3,346 (2025)Community: Stoneridge Ph 1 2 3 7 8 9Condo
Taxes:$3,346
Remarks: Move-in ready and meticulously maintained, this 3-bedroom, 2.5-bath home with a 1-car garage is tucked inside a gated, maintenance-free community in an unbeatable Sarasota location. Convenient to top-rated schools, beaches, downtown Sarasota, dining, shopping, and medical- this one checks the boxes buyers wait for. Once inside, you will love the updated kitchen with quartz countertops and newer appliances, updated light fixtures throughout, plus hurricane-impact windows for peace of mind. The garage is a true upgrade with epoxy flooring and an insulated garage door- clean, polished, and functional. And for those who care about solid construction, this home is block (block-on-block) construction. Step outside and you’re walking distance to Urfer Family Park-morning walks, weekend trails, and fresh-air escapes without ever getting in the car. Homes in this condition, with this location and these upgrades, don’t last- if you’ve been waiting for the right one, this is your opportunity!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Valerie Padur (315-489-7872)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,00090 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Elementary School: Phillippi Shores Elementary
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
5723 EASTWIND DR, SARASOTA, FL 34233
$655,900128 Days on yellowkey MLS ID: A4675503
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: MARCUS & COMPANY REALTY (941-932-8550)
Listing Agent: Marina Paige (941-263-9545)
19 WHISPERING SANDS DR #302, SARASOTA, FL 34242
$1,350,00023 Days on yellowkey MLS ID: A4685512
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 1973 Tax: $6,561 (2025)Community: Whispering Sands Sec 7Condo
Taxes:$6,561
Remarks: Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door. Step inside to discover a bright, open layout that maximizes both comfort and those incredible water views. The recent renovation means everything feels brand new, from the sleek finishes to the updated amenities throughout. Both bedrooms are generously sized, including a spacious primary bedroom that serves as your personal retreat after days spent soaking up the Florida sunshine. The location puts you in the heart of Siesta Key's most desirable area, just steps from the famous powdery white sand beach that draws visitors from around the world. When you're ready to explore, Siesta Key Village is practically at your doorstep, offering an amazing collection of restaurants, shops, and entertainment options. Whether you're craving fresh seafood, tropical drinks, or just shop, the village has something for everyone. The building features a huge community pool perfect for lazy afternoons when you want a break from the beach. For daily needs, Morton's Siesta Market is conveniently nearby, and Boyd Park offers additional outdoor recreation options.
Listing is courtesy of: SARASOTA REALTY CENTER LLC (941-702-3635)
Listing Agent: Frank Golio Jr., Pllc (941-363-1075)
643 CALLE DEL OTONO, SARASOTA, FL 34242
$895,500335 Days on yellowkey MLS ID: A4653312
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 725 Built: 1961 Tax: $6,876 (2024)Community: Sarasota BeachSingle Family
Taxes:$6,876
Remarks: Beachside Investment & Retreat — Just 100 Yards from Siesta Key Beach! Price Reduced to $895,500 Own the best of both worlds: a luxury beach getaway you can enjoy personally, and a high-performing short-term rental when you’re not in town. Just 100 yards from the world-famous white sands of Siesta Key Beach, this beautifully renovated 2-bedroom coastal retreat delivers an unbeatable combination of lifestyle, location, and income potential. With estimated short-term rental income between $62,900 and $81,770 annually, this property stands out as a compelling opportunity for buyers seeking a vacation home that can help offset ownership costs—or generate meaningful returns. Inside, you’ll love: A bright, open-concept living area with upscale finishes and natural light A designer kitchen with quartz countertops, a large island, and premium stainless-steel appliances A stylish dining space perfect for entertaining after a day at the beach The spacious primary suite offers a serene escape with a spa-inspired bath and deep soaking tub. The second bedroom features a private exterior entrance, providing ideal separation for guests or renters. Step outside to your tropical oasis—lush landscaping, a private patio for lounging, and an outdoor shower to rinse off after the beach. With no HOA restrictions, recent renovations, and a newly improved price, this is a rare chance to secure a move-in-ready Siesta Key property that shines as both a personal retreat and an income-producing investment. Schedule your private showing today!
Listing is courtesy of: CORAL BAY REALTY LLC (941-465-6278)
Listing Agent: Dennis Perkins (941-465-6278)
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000200 Days on yellowkey MLS ID: A4666635
1 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1947 Tax: $2,753 (2024)Community: Hillcrest ParkSpa: NoSingle Family
Taxes:$2,753
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,00069 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing Agent: Kim Ogilvie (941-951-6660)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,000105 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
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 Agent: Joe Cleary (941-650-8485)
480 CLEVELAND DR, SARASOTA, FL 34236
$4,100,000155 Days on yellowkey MLS ID: A4672676
REDUCED by $400,000 (8.9%) on 04/17/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2875 Built: 1967 Tax: $47,931 (2024)Community: Lido BeachSingle Family
Taxes:$47,931
Middle School: Booker Middle
Remarks: Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!
Listing Agent: Rachel Tritschler (941-993-5892)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$459,50042 Days on yellowkey MLS ID: TB8484848
REDUCED by $15,500 (3.3%) on 04/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
5400 OCEAN BLVD #6-4, SARASOTA, FL 34242
$1,250,000233 Days on yellowkey MLS ID: A4663880
REDUCED by $50,000 (3.8%) on 04/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1187 Built: 1970 Tax: $10,071 (2025)Community: TerraceCondo
Taxes:$10,071
Remarks: One or more photo(s) has been virtually staged. The Beach Terrace building is one of the most desirable addresses on Siesta Key with a direct Gulf of Mexico location and nestled at the end of the village. This 2 bedroom / 2 full bath corner residence offers panoramic views of the Siesta Key beach, village and aqua water of the Gulf of Mexico. The condominium offers 3 spacious balconies to enjoy morning coffee, evening sunsets and the skyline of downtown Sarasota in the distance. Enter the split floor plan residence through the entry with tiled flooring into the kitchen. The kitchen boasts updated cabinetry, appliances, lighting, granite countertops. The large living area offers dual sliders that provide expansive views throughout Siesta Key and the beach. You can enjoy just relaxing on the couch and viewing the sparkling waters of the gulf. The dining area also provides ample space for entertaining. The primary bedroom has a private balcony with views of the gulf and village. There are two full size beds and an ensuite bath and vanity area including updated tile, cabinetry and granite countertops. The second bedroom offers a full bed with an additional full sliding door for and dazzling views of the gulf. This bedroom also provides an additional bathroom with updated cabinetry, tile shower and granite. The onsite amenities include elevated heated saltwater pool, fitness center, community room all steps from private beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,999,00073 Days on yellowkey MLS ID: A4681675
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
4120 MARSEILLES AVE #3268, SARASOTA, FL 34233
$250,000181 Days on yellowkey MLS ID: A4669250
REDUCED by $5,000 (2.0%) on 04/21/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1404 Built: 1993 Tax: $2,226 (2024)Community: Casa Del Sol Sec ViVilla
Taxes:$2,226
Remarks: Brand new interior photos with professional staging are now available, giving you the perfect opportunity to envision life in this inviting space. Welcome to Casa Del Sol, a gated and beautifully maintained community in the heart of Sarasota, where comfort and convenience come together effortlessly. This spacious 2-bedroom, 2-bathroom villa with a den and 2-car garage offers an open, airy layout with vaulted ceilings and tile flooring throughout. Natural light fills the main living areas, creating a bright and welcoming atmosphere from the moment you step inside. The living and dining spaces flow seamlessly into a sunny Florida room, an ideal spot to unwind while enjoying peaceful landscaped views. The kitchen is well-equipped with stainless steel appliances, ample cabinet storage, and generous counter space, making it both functional and ready for everyday living or entertaining. While the home is move-in ready, it also presents a great opportunity to add your own style with modern updates over time. The primary suite feels like a private retreat, featuring a bay window that brings in soft natural light, a walk-in closet, and an ensuite bathroom with dual sinks. A thoughtfully positioned second bedroom and full bath provide comfort and privacy for guests. The versatile den adds flexibility for a home office, reading room, or hobby space. Residents of Casa Del Sol enjoy a true lifestyle community with a resort-style clubhouse, fitness center, heated pool, tennis and pickleball courts, shuffleboard, and scenic walking paths along the lakes. Located just minutes from I-75, UTC shopping and dining, downtown Sarasota, and Siesta Key Beach, this home places you close to everything that makes the area so desirable. This is a wonderful opportunity to enjoy easy, low-maintenance living in one of Sarasota’s most convenient and welcoming communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
4238 CARRIAGE DR #46, SARASOTA, FL 34241
$319,0006 Days on yellowkey MLS ID: A4689666
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 1978 Tax: $3,559 (2025)Community: Knolls The, Bent TreeVilla
Taxes:$3,559
Remarks: One or more photo(s) has been virtually staged. Charming 3-bedroom, 2-bath free-standing villa with a 2-car garage in the highly desirable Knolls of Bent Tree. This home offers a split-bedroom floor plan, a large eat-in kitchen, formal dining room, and a sunken living room that adds character and charm. The inviting Florida room is the perfect place to relax and enjoy your morning coffee. The Knolls of Bent Tree features just 52 individual free-standing homes on a private road, with no age restrictions. This villa is move-in ready and offers great potential for your personal updates and touches. Ideally located just 2 miles east of I-75, you’ll have quick and easy access to shopping, dining, golf, and all that Sarasota has to offer. Easy to show.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
749 TROPICAL CIR, SARASOTA, FL 34242
$1,575,000138 Days on yellowkey MLS ID: A4673529
4 Days Off yellowkey (back on 4/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2598 Built: 1984Monthly Fee: $54 Tax: $15,011 (2025)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$15,011
Remarks: Under contract-accepting backup offers. A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Key’s most coveted neighborhoods. This stunning four-bedroom, two-and-a-half-bath pool home lives effortlessly, blending relaxed island living with thoughtful modern design, all just minutes from world-renowned Siesta Beach and the vibrant energy of Siesta Village. Completely transformed in 2023 by the former contractor-owner for his family, the residence showcases quality craftsmanship, contemporary finishes, and a warm, inviting aesthetic. Sunlight pours through impact-rated windows, highlighting open living spaces that flow seamlessly toward the outdoors. The expansive great room anchors the home and connects naturally to the newly staged interiors, creating an ideal environment for everyday living and entertaining. At the heart of the home, the chef’s kitchen is an absolute showpiece, featuring a striking reclaimed-oak island, open oak shelving, handmade tile, quartz surfaces, premium appliances, and exceptional storage including a full-height pantry wall. The design balances beauty and function with ease. The spacious primary suite offers serenity and privacy with a spa-inspired bath, while three additional bedrooms provide flexibility for guests, family, a home office, or creative space. A full interior laundry room, half-bath, and oversized two-car garage add convenience. Step outside to your own tropical oasis. A large, screened lanai opens to lush gardens, a newly renovated pool with updated equipment, and an expansive paver deck; perfect for relaxing in the sun or hosting gatherings under the palms. This exceptional property offers peace of mind with solid concrete block construction, no flood or hurricane damage, and a long list of upgrades, including new kitchen, baths, plumbing updates, air conditioning and ductwork, water heater, pool equipment, paver driveway, and more. Move-in ready, beautifully staged and ideally located, this is coastal living at its best. Enjoy quick access to Siesta Beach, the Village, boat launches, dining, and all that Sarasota offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
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