Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$525,000295 Days on yellowkey MLS ID: A4656278
REDUCED by $70,000 (11.8%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,617
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa in the premiere GULF FRONT property of Whispering Sands is the perfect island getaway. A 3rd bedroom could also be added. Remodeled in 2025, this villa features all NEW luxury vinyl plank flooring, paint, baseboards, trim, molding, and all new interior doors. The NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2410 PROSPECT ST, SARASOTA, FL 34239
$799,000348 Days on yellowkey MLS ID: A4656811
2 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1969 Built: 2017 Tax: $10,998 (2024)Community: Rustic Lodge 2Spa: NoSingle Family
Taxes:$10,998
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. “ BACK ON THE MARKET & BEST VALUE FOR ARLINGTON PARK” Welcome to this elegant 2017 constructed 'better than new' home that combines the convenience of easy access to Sarasota’s best parks, markets, restaurants, and top-rated schools, with a quiet, friendly neighborhood— plus just a short drive to world-famous sugar-sand beaches of Siesta Key and Lido Beach. Nestled on a lush corner lot in the heart of highly sought-after Arlington Park, this 3-bedroom, 2.5-bathroom residence offers 1,969 heated Sq Ft of beautifully finished craftsman style living and a spacious 2-car garage. The home has been meticulously maintained and thoughtfully upgraded to satisfy the comfort and conveniences required by today's modern lifestyle. You’ll be immediately impressed by the pristine curb appeal and the drama of the grand foyer showcasing soaring 20+ foot ceilings, adding to the home's modern style and open feel. Thoughtful details abound, including crown molding, gorgeous hardwood floors, and exquisite finishes throughout, accented by an abundance of natural light. The formal living and dining rooms create an ideal space for entertaining, while the well-appointed chef’s kitchen is a true showstopper—complete with quartz countertops, custom solid wood cabinetry, stainless steel appliances, a large island, pendant and recessed lighting, and a beautiful backsplash. The kitchen overlooks the bright and inviting combined family and dining area, seamlessly connecting the heart of the home. Upstairs, the huge master suite offers a peaceful retreat, featuring plush carpeting, a spacious walk-in closet, and a luxurious en-suite bathroom with dual vanities and a stunning dual-head walk-in shower. Two additional light-filled bedrooms provide plenty of space for family or guests. Outside is your expansive covered brick-paved patio, perfect for quiet evenings or entertainment, all within a fully fenced backyard with ample room to add a pool. Lush landscaping has been strategically positioned to provide the home with privacy while maintaining a sleek contemporary theme. Additional upgrades include a new A/C unit, new gutters, new washer & dryer, an alarm system, insulated garage door, EV charger, and a new refrigerator. This move-in ready charmer is truly better than new, and offers it all — style, space, and a prime Sarasota location!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Kathy Callahan (941-900-8088)
5681 MIDNIGHT PASS RD #104, SARASOTA, FL 34242
$489,000392 Days on yellowkey MLS ID: A4652794
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,982 (2024)Community: White Sands VillageCondo
Taxes:$4,982
Remarks: Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
5819 CAVANO DR, SARASOTA, FL 34231
$625,00044 Days on yellowkey MLS ID: A4691752
1 Days Off yellowkey (back on 5/18/2026)
REDUCED by $24,000 (3.7%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1639 Built: 2014Monthly Fee: $701 Tax: $6,860 (2025)Community: Esplanade By Siesta KeySpa: NoVilla
Taxes:$6,860
High School: Riverview High
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Welcome to one of the most beautiful villas in Esplanade by Siesta Key—a professionally decorated two-bedroom, two-bath residence, plus a den, that offers the perfect blend of luxury, comfort and maintenance-free living, including roof care and exterior painting every five years. Elegant details include tray ceilings, crown molding, and high-end laminate floors in the bedrooms paired with pristine tile throughout. The gourmet kitchen features new quartz countertops and backsplash, wood cabinetry, stainless steel appliances, and updated designer light fixtures in dining room and above breakfast bar. The dining and living areas create an inviting space to entertain and enjoy the breathtaking water views. Step through the sliding glass doors into the generous screened-in lanai, where you can relax and enjoy watching a variety of birds fly over the peaceful lake views right in your backyard. The gas barbeque makes alfresco dining a breeze. The spacious owners’ suite offers a large walk-in closet with professionally designed custom cabinetry. The ensuite bathroom features a dual-sink granite vanity along with a walk-in shower and built-in bench. Designed with privacy in mind, the second bedroom and en-suite bathroom is generously sized and well-appointed with quality finishes and new ceiling fans. The den provides the perfect space for a home office, library, reading room, or guest quarters. The laundry room offers new cabinets and utility sink. The garage has been upgraded with custom organizers and overhead metal racks. Additional upgrades include hurricane shutters, a widened driveway and an extended paver walkway. Residents of Esplanade by Siesta Key enjoy social activities and resort-style amenities, including an elegant clubhouse, lagoon pool and spa, fully equipped fitness center, Har-Tru tennis court, pickleball court, bocce court, and a dog park. With Siesta Key and downtown Sarasota just minutes away, this superb community offers the best of Florida’s tropical lifestyle. Furniture is optional.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Toni Turner (941-780-0191)
2596 FLOYD ST, SARASOTA, FL 34239
$1,900,000136 Days on yellowkey MLS ID: A4680149
REDUCED by $175,000 (8.4%) on 05/19/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4000 Built: 2025 Tax: $4,638 (2025)Community: Arlington ParkSpa: YesSingle Family
Taxes:$4,638
Remarks: One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully designed living space in the coveted Rustic Lodge section of Arlington Park. This light-filled, open-concept floor plan blends indoor and outdoor living seamlessly for enhanced living and entertaining. The centerpiece of the home is the chef's kitchen with floor to ceiling custom cabinetry by Studio Luxe, quartz countertops, a full-slab backsplash, and a dramatic waterfall island. Premium Thermador appliances include a 42-inch French door refrigerator, induction cooktop, wall-oven combination, and range hood. Additional bonus cabinetry just off the kitchen and an oversized pantry provides ample storage. Large porcelain tile flooring throughout enhances the clean, modern aesthetic. The primary suite is located on the main level, featuring a spa-inspired bathroom with dual vanities, an oversized zero entry shower, and a freestanding soaking tub. Upstairs, you'll find a bonus room that could be used as a den, reading room or fitness area and generous loft perfect for movie or game nights as well as a large laundry room. There are three well positioned and private bedrooms with en-suite bathrooms and custom closet systems; each with access to a balcony. Outside, you will find a large paver patio with outdoor kitchen equipped with a Blaze grill, granite countertops, and Zephyr beverage center. The heated saltwater pool and spa and fenced yard extend the tranquility this home offers. Additional features include Kohler plumbing fixtures, Daltile porcelain tile, Franklin lighting, titanium pavers, premium PGT windows, PVC vinyl fencing and a 5V crimp metal roof. A 21-foot driveway, two-car garage, irrigation system, exterior lighting, decorative shutters and a two-car garage add to the thoughtful design and effortless living this home offers. This home is located just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota memorial Hospital, SRQ airport, Legacy Trail, Arlington Park and in a top-rated school district offering convenience and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Laurie Minear (717-824-5703)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00066 Days on yellowkey MLS ID: A4689084
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
6454 BEECHWOOD AVE, SARASOTA, FL 34231
$875,00073 Days on yellowkey MLS ID: A4688435
1 Days Off yellowkey (back on 5/19/2026)
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: Under contract-accepting backup offers. 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 Agent: Ingrid Caruso (941-539-6233)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$230,00026 Days on yellowkey MLS ID: A4693949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500221 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
2461 RINGLING BLVD, SARASOTA, FL 34237
$499,000333 Days on yellowkey MLS ID: A4658766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1955 Tax: $4,739 (2024)Community: Ringling Blvd SubSingle Family
Taxes:$4,739
Elementary School: Southside Elementary
Remarks: Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room, the existing structure provides flexibility for updates. Yet, the true opportunity lies in the land, positioned along the prominent Ringling Blvd. with redevelopment momentum.
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000124 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
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.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000131 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
2417 PARSON LN, SARASOTA, FL 34239
$395,000176 Days on yellowkey MLS ID: A4675748
3 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Remarks: Don’t miss this adorable SOUTHSIDE ELEMENTARY-zoned gem in hip South Gate! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Allison Werner (941-961-3212)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00065 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000361 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Taxes:$8,028
Remarks: Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kristina Rain (941-320-2639)
3524 S SCHOOL AVE, SARASOTA, FL 34239
$925,00029 Days on yellowkey MLS ID: A4693494
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3037 Built: 1957 Tax: $9,338 (2025)Community: South GateSingle Family
Taxes:$9,338
Remarks: From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.
Listing Agent: Seth Westerberg (941-342-7653)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90064 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing Agent: Shane Lewis (941-685-3252)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,00091 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This beautifully crafted custom home combines modern farmhouse style with exceptional craftsmanship and designer finishes throughout. Featuring 3 bedrooms, 2.5 baths, and an open-concept floor plan, the residence offers a perfect balance of comfort, style, and functionality. Eye-catching curb appeal begins with a cypress wood garage door, cypress porch accents, and a dramatic glass entryway that sets the tone for the thoughtfully designed interior. Filled with natural light, the two-story home showcases European oak flooring, recessed lighting, and a warm, inviting atmosphere throughout. The spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating a stunning focal point ideal for everyday living and entertaining. The chef’s kitchen is both stylish and functional, featuring a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close wood cabinetry, a large waterfall-edge island, floating cypress shelves, brass fixtures, and a generous walk-in pantry. The primary suite offers a peaceful retreat with a spacious bedroom, custom walk-in closet, and a spa-inspired bath complete with dual showers, double vanities, and custom cypress shelving. Additional highlights include beautiful wood staircases with wrought iron railings leading to a second-story bonus room, along with a spacious laundry and mudroom combination offering extensive storage and workspace. Step outside to a large private backyard with plenty of room for a future pool, surrounded by a six-foot cypress shadowbox fence ideal for pets, entertaining, and outdoor living. Ideally located east of the Trail in Sarasota, this exceptional home is just moments from Sarasota Memorial Hospital, Southside Village, and Southside Elementary School, while downtown Sarasota’s dining, arts, culture, and world-famous Gulf beaches are only a short drive away.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000220 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
625 BEACH RD #602, SARASOTA, FL 34242
$999,000235 Days on yellowkey MLS ID: A4669231
1 Days Off yellowkey (back on 5/17/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1144 Built: 1975 Tax: $8,966 (2024)Community: Tivoli By The SeaCondo
Taxes:$8,966
Remarks: Under contract-accepting backup offers. PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Susanne Losso (941-928-0023)
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