Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,390,00020 Days on yellowkey MLS ID: A4685652
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,416
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
2347 BENEVA TER #2251, SARASOTA, FL 34232
$229,90057 Days on yellowkey MLS ID: A4680520
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1978Monthly Fee: $559 Tax: $2,941 (2025)Community: Terraces Of Forest LakesCondo
Taxes:$2,941
Elementary School: Wilkinson Elementary
Remarks: PRICE IMPROVEMENT Seller Pays First 6 months of HOA Fee.....Move right into this UPDATED 2 BEDROOM, 2 BATH CONDO . . . FIRST FLOOR END UNIT . . . . . COVERED ASSIGNED PARKING RIGHT AT THE FRONT DOOR . . . OPEN AND BRIGHT . . . INDOOR OUTDOOR PATIO SPACE . . .SPLIT FLOOR PLAN . . . Introducing a beautifully updated 2-bedroom, 2-bath condo centrally located in Terraces of Forest Lakes off Beneva. The tasteful updates combine modern elegance with comfort and function. The newly updated contemporary kitchen with solid wood cabinets, quartz countertops, ceramic tile flooring and stainless steel appliances makes it a perfect space for cooking and entertaining. Both bathrooms have also been thoughtfully updated, enhancing the overall appeal of the home. The unit has been freshly painted, giving it a bright and inviting atmosphere throughout. Enjoy the convenience of a full-size washer and dryer right inside the home, eliminating the hassle of laundry days. Say goodbye to dated popcorn ceilings, as this condo proudly showcases updated ceilings, stylish new ceiling fans and recessed lighting, adding a fresh and airy ambiance to the living space. The enclosed lanai offers a serene spot to unwind, providing a perfect blend of indoor and outdoor living. For your convenience, covered carport parking is steps from your front door, keeping your vehicle protected from the Florida sun and ensuring easy access to your home. Located just a short distance from downtown Sarasota, the beautiful beaches of Lido and Siesta Key, and the scenic Legacy Trail, this condo is ideally situated for those who appreciate both leisure and convenience. Don’t miss the opportunity to make this exquisite condo your own! All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
1850 WEBBER ST, SARASOTA, FL 34239
$3,890,0006 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 2Single Family
Taxes:$18,011
Elementary School: Southside Elementary
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)
5770 MIDNIGHT PASS RD #404, SARASOTA, FL 34242
$1,350,00038 Days on yellowkey MLS ID: A4683014
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1337 Built: 1980Monthly Fee: $1,647 Tax: $10,853 (2025)Community: Gulf & Bay Club Ph 3Condo
Taxes:$10,853
Remarks: Under contract-accepting backup offers. Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is a true standout with quartz countertops and tile backsplash, solid wood soft-close cabinets with pull-out drawers, GE stainless steel appliances, a built-in desk, and a spacious island with ample storage. Enjoy the durable tile flooring throughout, plantation shutters, solid core doors, and recessed lighting that enhances the home’s clean, contemporary style. A new impact-rated entry door adds peace of mind. The private laundry room features full-size LG washer and dryer along with plenty of built-in storage cabinets. In addition to the amazing views, the primary suite also offers a well-appointed bathroom with dual sinks, generous built-in storage, and a walk-in shower. The guest bedroom has two full-size beds and includes built-in drawers for added convenience. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities, including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. This property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.
Listing Agent: Tina Johns (941-323-4775)
3921 MARAVIC PL, SARASOTA, FL 34231
$2,175,000166 Days on yellowkey MLS ID: A4668587
REDUCED by $24,000 (1.1%) on 04/02/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2722 Built: 2005 Tax: $6,904 (2024)Community: Moller SubSingle Family
Taxes:$6,904
High School: Riverview High
Tax Year: 2024
Remarks: LOCATION, LOCATION, LOCATION! Imagine pulling into a peaceful cul-de-sac in the ultra-desirable **West of Trail** neighborhood—right between Granada and Oyster Bay—and stepping into your own slice of coastal paradise. This **stunning 4-bedroom, 3-bath pool home** blends custom contemporary coastal style with timeless traditional charm, and it's ready for you to move right in. Best of all? You sidestep the notorious island traffic headaches while staying close enough to zip to everything Sarasota offers quickly. Nestled in the **county** (not city limits) and safely **outside any flood zone**, this home delivers an open floor plan that's perfectly balanced—not overwhelmingly vast, but thoughtfully designed for effortless everyday living and effortless entertaining. Flooded with natural light, the interior glows in warm neutrals and high-end finishes that feel sophisticated yet welcoming. The **show-stopping chef’s kitchen** is truly the heart of the home: sleek new luxury appliances, custom cabinetry, and elegant quartz countertops that make cooking a joy—whether you're whipping up weeknight dinners or hosting friends. Downstairs, a dedicated office offers the ideal work-from-home setup. Upstairs, a versatile bonus loft awaits as your second living room, play area, media room, or whatever your lifestyle needs. The spacious ground floor primary suite and additional bedrooms are generously sized and beautifully appointed, served by three stylish bathrooms. Step outside and you'll find your private **poolside oasis**—complete with a **saltwater pool and spa**, built-in BBQ grill with sink, and lush, mature landscaping with evening lighting. The fully fenced yard is pet-friendly, serene, and perfect for Florida evenings under the stars. Recent upgrades make this home move-in ready and worry-free: - Standing seam aluminum metal roof replaced 2023 - Spacious 3-car garage with durable, easy-clean polyaspartic flaked flooring + extra laundry hookups - Huge attic storage above the garage. - Effective build year 2020 per county records - New hot water heater - Whole-house water softening/filtration system + RO drinking water in the kitchen And the location? Unbeatable. You're in a **walkable, golf-cart-friendly** neighborhood just minutes from everything that makes Sarasota special: - 10 minutes to vibrant **Downtown Sarasota** and world-famous **Siesta Key Beach** - Walking distance to Publix, Red Rock Park, and local eateries - Quick drive to Trader Joe’s, Cinebistro, and the Siesta Key Bridge (great for fishing!) This is more than a house—it's a lifestyle upgrade wrapped in luxury, function, and prime Sarasota convenience. Don't miss your chance to call this beauty home. Schedule your private showing today—your dream coastal retreat is waiting!
Listing Agent: Brandon Surline, Pll (941-404-9334)
901 BEACH RD #205, SARASOTA, FL 34242
$649,00017 Days on yellowkey MLS ID: A4686468
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
6454 BEECHWOOD AVE, SARASOTA, FL 34231
$875,000Listed 04/01/2026 2:53PM MLS ID: A4688435
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2661 Built: 1971 Tax: $6,819 (2025)Community: Pine Shores Estate 5Th SecSingle Family
Taxes:$6,819
Remarks: LOCATION, LOCATION, LOCATION....a bridge away from Siesta Key! SPACIOUS and CONVENIENT this residence features 3 generously sized bedrooms plus a versatile bonus room---perfect for a home office, playroom, or 4th bedroom. The OPEN FLOOR PLAN, offers multiple sitting areas, ideal for both relaxing and entertaining. The eat-in kitchen is a chef's delight, complete with stainless steel appliances, a center island, and plenty of room for gathering. Cozy up in the den for movie nights or family game time. Step outside to your own tropical oasis. Enjoy the fully enclosed caged pool deck surrounded by swaying palm trees, string lights, and various seating areas that create a magical ambiance. There is a built-in barbeque and ample yard space outside of the pool cage allowing plenty of room for your dogs to run freely. The yard is fully enclosed with a brand new fence. All windows and doors are IMPACT and FULL ROOF REPLACEMENT one year ago. Additional features include indoor laundry, generous closet space, and extra outdoor storage. Enjoy the proximity to the world-famous crystal sand beach of Siesta Key, restaurants, boat rentals & shopping. Whether you are looking for a full-time residence or a place for family vacations that you can rent out when not in use, this home offers the perfect blend of comfort, space and location. Come live the Florida lifestyle in a beautiful family home where you can truly spread out and enjoy! Comes FULLY - FURNISHED.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
2244 SUNNYSIDE PL, SARASOTA, FL 34239
$549,00033 Days on yellowkey MLS ID: A4684357
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1958 Tax: $5,227 (2025)Community: Sunnyside ParkSingle Family
Taxes:$5,227
Remarks: Location! Location! Location! Only 5.5 miles approx. to the world-famous Siesta Key Beach with its fine quartz sand from the Appalachian Mountains. Sunnyside Park is a sought-after subdivision, situated between Arlington Park & South Gate in the desirable Southside School District. This solid block house features fenced in back yard with room for a pool, playground or for any outdoor enjoyment. This is a 3-bedroom 2 bath house, plenty of windows, bright and airy. Terrazzo floor throughout. Laundry room and a screened lanai. Single car garage Unfurnished, move-in ready. Roof 2014. AC 2018. New appliances and granite counter tops in 2010. See attachment for Improvements & Updates. There is double driveway and a single car garage. Just minutes from Sarasota Memorial Hospital, the Hillview district with its restaurants and shops, including the Mortons Gourmet Market. Easy and quick access to downtown Sarasota with all its dining, shopping, theatres arts and culture it has to offer. If you do not want the hassle of monthly condo dues and restrictions, then make this house your home.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
8710 MIDNIGHT PASS RD #203B, SARASOTA, FL 34242
$735,000Listed 04/01/2026 4:53PM MLS ID: A4688439
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1650 Built: 1980 Tax: $8,179 (2025)Community: Tortuga Beach ClubCondo
Taxes:$8,179
Remarks: Perfect Beach Life on Siesta Key! Tortuga Beach has so much to offer. Private 77 unit complex has the small intimate feel with a luxury owith it's many offerings. Private Beachfront, Tennis, Clubhouse with kitchen, library and entertainment area, indoor/outdoor community pool, sauna, sun deck with grills and seating, and boat slips across the street on the bay. There are 3 slips open for rental for $300 a year. Just fill out your application. With the friendly residents you can enjoy the relaxing atmosphere with the wonderful views of the Gulf of Mexico from daytime sunbathing to sunset pleasures. Upon arrival to the condo you will find an enclosed lanai to offer more living space in the 1650 Square feet. Kitchen has plenty of space with it's wood cabinets and granite countertops with pass through breakfast bar. Split Floor plan. Primary bedroom closet contains the washer dryer but Tortuga also offers a laundry facility if you are in need. Separate dining room off just off the kitchen for entertainment. Covered Parking spot very close to the entrance and elevator for easy loading and unloading.
Listing is courtesy of: PRECISE REALTY CORP (941-400-0374)
Listing Agent: Jennifer Leblanc (941-400-0374)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,999Listed 04/01/2026 2:59PM MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully furnished END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
3636 MINEOLA DR, SARASOTA, FL 34239
$844,000Listed 04/01/2026 2:03PM MLS ID: A4688287
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2076 Built: 1957Monthly Fee: $17 Tax: $6,789 (2025)Community: South GateSingle Family
Taxes:$6,789
Remarks: Welcome to your slice of Florida waterfront paradise in Sarasota! This beautifully updated 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and coastal living. New hurricane impact windows in 2022. Step inside to discover a fully renovated interior featuring modern finishes, an open and inviting layout, and plenty of natural light throughout. The kitchen and living spaces are designed for both everyday living and entertaining, while the spacious bedrooms provide a relaxing retreat at the end of the day. Out back, your private oasis awaits. Enjoy sunny Florida days lounging by the sparkling pool or take in the peaceful water views of Phillippi Creek. Boating enthusiasts will love the private dock, offering easy access to the water, perfect for kayaking, paddleboarding, or heading out for a day on the boat. For added peace of mind, this home experienced no flooding during the 2024 hurricane season, an incredible advantage for waterfront living. Ideally located just minutes from world-famous beaches, dining, shopping, and all that Sarasota has to offer, this home truly has it all. It has a spacious lot with room for a guest house. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem is not to be missed! Do not go on the property without a scheduled appointment. Property is under video and audio surveillance.
Listing Agent: Tracy Anderson (214-621-6128)
208 HOURGLASS WAY #V11, SARASOTA, FL 34242
$475,000Listed 04/01/2026 12:27PM MLS ID: A4688135
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 1968Monthly Fee: $1,793 Tax: $3,258 (2025)Community: Whispering SandsVilla
Taxes:$3,258
Remarks: 3 bedroom/2 bath freestanding villa with fenced patio. Remediation from 2024 hurricane damage completed. Property has yet to be rebuilt.
Listing Agent: Harriet Stopher (404-316-8944)
3259 BENEVA RD #101, SARASOTA, FL 34232
$213,000Listed 04/01/2026 4:30PM MLS ID: A4687468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
6275 MIDNIGHT PASS RD #6275, SARASOTA, FL 34242
$1,195,00047 Days on yellowkey MLS ID: A4682650
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1981 Tax: $6,153 (2025)Community: Excelsior Beach To Bay 3Condo
Taxes:$6,153
Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$665,000140 Days on yellowkey MLS ID: A4671658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00028 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
1773 SOUTHWOOD ST, SARASOTA, FL 34231
$600,00082 Days on yellowkey MLS ID: A4677227
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1431 Built: 1986 Tax: $4,655 (2025)Community: FlorenceSingle Family
Taxes:$4,655
Remarks: Under contract-accepting backup offers. Charming Remodeled Home in beautiful Sarasota. Welcome to this recently remodeled 3-bedroom, 2-bath home ideally located at 1773 Southwood Street in Sarasota, just moments from the natural beauty and walking trails, fishing piers and kayak launch of Phillippi Estate Park. Renovated in 2022, this residence blends modern updates with a warm, inviting coastal vibe. The bright and open interior features a stylish, updated kitchen with crisp white cabinetry, sleek countertops, stainless steel appliances, and a striking tile backsplash—perfect for everyday living and entertaining alike. Recessed lighting and thoughtful finishes throughout enhance the home’s clean, contemporary feel. The spacious layout offers three comfortable bedrooms and two updated bathrooms, providing flexibility for family, guests, or a home office. Durable flooring and neutral tones create a move-in-ready space that’s both functional and stylish. Outside, the home’s cheerful exterior color, mature landscaping, and private driveway add curb appeal and character, while the quiet neighborhood setting offers a peaceful retreat close to everything Sarasota has to offer. Conveniently located near beaches, fishing piers, dining, shopping, and downtown Sarasota, this home is an excellent opportunity to enjoy Florida living with modern comforts in a prime location. Home can not convey until April 1.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tracey Larsen (847-533-8708)
4360 SWIFT RD, SARASOTA, FL 34231
$320,00030 Days on yellowkey MLS ID: A4684014
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1139 Built: 1984 Tax: $2,008 (2025)Community: Forest HillsSingle Family
Taxes:$2,008
Remarks: Under contract-accepting backup offers. Prime Investment Opportunity in Central Sarasota, and perfect for first-time buyers! No HOA. Strong potential, solid upgrades, and a location that consistently attracts tenants! This 2-bedroom, 2-bath property checks the boxes for investors seeking reliable returns. Start your mornings by opening the sliding glass doors to the porch, coffee in hand, Florida sunshine all around. Updated between 2008-2010, the home features double-pane windows, granite countertops, and solid wood cabinetry in the kitchen and bathrooms, along with smooth ceilings and crown moldings for a clean, polished finish. Major capital improvements are already completed: new roof (2020), new A/C and water heater (2022), reducing near-term expense risk. Hurricane bracing on the rear of the garage door adds additional structural value. No HOA means fewer restrictions and greater flexibility for a long-term rental strategy. Centrally located near top-rated schools, Downtown Sarasota, and just minutes to area beaches, a high-demand rental corridor with consistent occupancy appeal. This property offers strong rental potential, long-term upside, or the perfect opportunity to personalize and make it your own. Opportunities in this price point and location are limited. Secure your next income-producing asset today!
Listing Agent: Keiko Donnelly (941-544-4664)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$675,00052 Days on yellowkey MLS ID: A4679255
REDUCED by $53,500 (7.3%) on 04/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof**, 3 bedrooms, 2 bathrooms, a dedicated office, and a private mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Ideally located to Phillippi Shores Elementary and Riverview High School, and less than 2 miles to Brookside Middle School. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
6150 MIDNIGHT PASS RD #Unit 10 A&B, SARASOTA, FL 34242
$1,345,000242 Days on yellowkey MLS ID: A4660785
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1962 Built: 1967 Tax: $11,447 (2024)Community: Island HouseCondo
Taxes:$11,447
Remarks: A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units, or you can live in one and rent the other—offering excellent versatility and income potential. Recently renovated, the property features hurricane-impact windows, 3M-tinted sliders, and is being sold turnkey furnished for immediate use. Enjoy private beach access with cabanas, beach chairs, and lounges, just a short walk from your doorstep. The resort also offers a spacious beachside courtyard with patio seating, gas grills, and shuffleboard courts—perfect for relaxing or entertaining. The recreation center includes a full-length heated swimming pool, pool table, ping pong, and air hockey, providing plenty of options for fun and relaxation. Ideally located just minutes from Siesta Key Village, downtown Sarasota, and steps from the sand, this is your chance to own a slice of paradise with excellent income potential.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
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