Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
9011 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$569,000191 Days on yellowkey MLS ID: A4668084
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,686 (2024)Community: Sunrise Cove Sec 4Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,686
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Location! Location! Location! Great Investment Property, Rent 12 times a year with a 30 day minimum and an onsite management company! Experience true waterfront living with spectacular views all day long of the Intracoastal Waterway from your Condo and breathtaking sunrises every morning! The grounds are absolutely Stunning! This TURNKEY furnished 2-bedroom, 2-bath condo on the 4th floor of Sunrise Cove offers comfort, style, and convenience. The spacious living room features beautiful Hard wood floors and sliding glass doors that open to a screened-in lanai with remote-controlled blinds, and a spectacular views of the Intercoastal Waterway perfect for relaxing and enjoying the panoramic views. The primary bedroom included Hardwood flooring a walk-in closet, and an en-suite bath with a large walk-in shower. The second bedroom also features wood floors, a walk-in closet, and views of the Gulf of Mexico and beach across the street. The hall bath offers a walk-in shower and tile flooring. The kitchen opens to the dining and living areas, creating an inviting open-concept layout ideal for entertaining. Additional updates include a brand-new air conditioning unit (2025) and new water heater (2025) and Brand new Roof (2025) Community Highlights: Two heated swimming pools, including an Olympic-size pool with restrooms and a covered lounge area Pickleball and tennis courts State-of-the-art fitness center and game room On-site management with 30-day minimum rentals, offering great income potential Turtle Beach is just across the street, and the free Siesta Key Breeze trolley stops nearby every 15 minutes Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are right next door Extra storage closet conveniently located near the elevators in the laundry room Recent community updates: new roofs, new docks, and nearly completed new carports Enjoy the best of Siesta Key living—whether as a vacation home, income-producing property, or full-time residence, this fabulous waterfront condo offers it all!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sheryl O'Keefe (941-376-2112)
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,549,000458 Days on yellowkey MLS ID: A4636955
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSingle Family
Taxes:$8,052
Tax Year: 2025
Remarks: Siesta Key Waterfront Living—Priced to Embrace the Island Lifestyle An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positioned just moments from the powdery white sands of Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers around a spacious island kitchen with generous seating, breakfast bar, and abundant workspace—flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a durable concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1021 CRESCENT ST, SARASOTA, FL 34242
$1,745,00075 Days on yellowkey MLS ID: A4681826
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksMulti-Family 5+
Taxes:$17,389
Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
1021 CRESCENT ST #1, SARASOTA, FL 34242
$1,745,000120 Days on yellowkey MLS ID: A4676253
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksCondo
Remarks: Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
2308 SHADOW OAKS RD, SARASOTA, FL 34240
$1,135,00099 Days on yellowkey MLS ID: A4678649
3 Days Off yellowkey (back on 3/24/2026)
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4452 Built: 1980 Tax: $5,364 (2025)Community: Shadow OaksSingle Family
Taxes:$5,364
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Your private oasis close to everything awaits! Welcome home to this beautiful extensively upgraded 4 bed, 4 bath, 4452 square foot home on over an acre complementing contemporary expectations with timeless country charm. Within you’ll discover a truly flexible living space for modern families & everyone’s hobbies with a master suite option on both floors, spacious living areas, dedicated office & an extra flex room, game room, playroom, gym or guest suite. Or the south wing could simply be a generous multi-generational retreat…. The 2020 renovations enlightened & streamlined the interior with a huge chef’s kitchen & dining room combo, all new bathrooms, updated bedrooms with walk-in closets & flooring too–all while maintaining the home’s warm & inviting character. Two wood-burning fireplaces add a cozy ambiance to both living rooms, upstairs & down. Outside, enjoy true Florida living with a screened-in heated saltwater pool, outdoor kitchen with built-in grill & large covered patio–perfect for entertaining or quiet relaxation. Warblers, sandhill cranes & a little family of deer will bring joy to your days as will stunning sunsets by the pool at night. With 200 feet along peaceful Philippi Creek, this private lot features outdoor lighting, irrigation, mature oaks, bamboo, banana trees, rows of foxtail palms & ample room for all the big & little kid toys you’ve been wishing for! The oversized two-car garage features EV charging, rear garage door, additional storage & extra room. Additional energy & cost-savings bonuses include a 3-zoned HVAC system & other mechanical updates throughout. No HOA or CDD fees. Flood zone X for extra savings & peace of mind. Perfect for nature lovers & exercise enthusiasts, the world-famous Celery Fields bird & nature refuge is 0.4 miles away for you to hike, bike, paddle, fish & birdwatch as a daily routine. When you must run errands, this generous retreat is also only minutes from many shopping/dining choices at Bee Ridge, Fruitville, UTC, Lakewood Ranch & Costco along nearby Interstate exits & is within thirty minutes of the airport, St Armands Circle, Lido & Siesta Key beaches & downtown Sarasota too. Then come home again & disappear into the rare rustic charm of this tropical sanctuary estate.
Listing is courtesy of: SUNCOAST HOMES & DREAMS (941-350-4411)
Listing Agent: Christina Pitchford, Pa (941-350-4411)
1686 NORTH DR, SARASOTA, FL 34239
$4,250,00028 Days on yellowkey MLS ID: A4687696
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6128 Built: 2021 Tax: $36,841 (2024)Community: Cherokee Park 2Single Family
Taxes:$36,841
Elementary School: Southside Elementary
Remarks: Welcome to this stunning 2021-built home in one of Sarasota's most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable first-floor primary suite with a decadent bathroom with soaking tub, oversized marble shower, and access to the covered porch for your morning coffee. The gourmet kitchen is equipped with Wolf and Subzero appliances, marble countertops, a walk-in pantry, oversized island for food prep or casual dining, and sweeping views of the pool and lush backyard. A dedicated dining room provides an elegant setting for formal entertaining. The family room is centrally located for optimal entertaining and boasts a gas fireplace, marble detail, and custom built-ins. The sophisticated den offers custom cabinetry and is ideal for a home office or a sitting room. Upstairs, you'll find four additional bedrooms, each offering ample space and walk-in closet storage, complemented by three full bathrooms. There is a large exercise room / flex space on the 2nd floor which includes counter space and an undercounter refrigerator and relaxation area. The third floor includes a movie room. The first floor laundry room boasts a custom mudroom with shoe cubbies and a built-in desk, conveniently located off the four-car garage. The private guest suite includes a kitchenette, separate laundry, and elevator access, making it ideal for extended family, a live-in nanny or au pair, or visiting guests. This home features beautiful oak flooring throughout, adding warmth and elegance to every room. Impeccable attention to detail is evident in every corner and the rooms are filled with abundant natural light. Step outside to your own private resort-style retreat, complete with a fully equipped outdoor kitchen and bar area, perfect for alfresco dining and entertaining under the Florida sky. Enjoy quiet evenings on the back porch overlooking the heated pool and fenced yard with newly installed and maintenance-free turf grass. Built with steel-reinforced framing and durable Hardie board siding this home offers superior structural integrity, is built to the latest hurricane codes and is not in a flood zone. Perfect for multigenerational living or hosting guests, this home combines modern elegance with practicality. Co-listing agent is the owner.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
2551 HIBISCUS ST, SARASOTA, FL 34239
$799,00078 Days on yellowkey MLS ID: A4681532
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSingle Family
Taxes:$2,183
Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
4050 HIGEL AVE, SARASOTA, FL 34242
$25,000,000108 Days on yellowkey MLS ID: A4677328
0 Days Off yellowkey (back on 3/28/2026)
Bed: 5 Bath: 6.5 Liv Area Sq Ft: 6301 Built: 2027 Tax: $41,628 (2025)Community: Siesta Rev OfSingle Family
Taxes:$41,628
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1001 BENJAMIN FRANKLIN DR #510, SARASOTA, FL 34236
$699,000407 Days on yellowkey MLS ID: A4643282
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1980 Tax: $7,425 (2024)Community: Lido TowersCondo
Taxes:$7,425
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. You will fall in love from the moment you enter this Stunning updated 5th-floor Corner Unit Residence with CITY & BAY VIEWS located at the well maintained Lido Towers on Lido Key. With private Deeded Beach Access to the beautiful Lido Beach via Lido Surf & Sand, this unit has it all! Gorgeous renovated kitchen with wood cabinets, custom pull outs, soft close doors and drawers, granite countertops, the prettiest tiled backsplash, fabulous lighting that adds to the ambiance with under cabinet lighting, indirect lighting, and recessed lighting on adjustable dimmers, ceiling fan, large pantry, and a Culligan filtered water system. Relax on the private wrap around balcony that has wonderful views of the preserve and the downtown city lights. This open plan is light and bright. The luxurious Owner's en-suite boasts a custom walk-in closet, updated vanity with marble counter top, marble shower with glass door, and marble flooring. You will appreciate all of the attention that was given to the details with the engineered wood flooring, plantation shutters through out, Impact Rated-Windows and Sliding Glass Doors, new screen door, plus the HVAC system had a UV light added in 2022. NEW ROOF installed 12/25! The guest bedroom en-suite has a walk-in custom closet and it's own entrance into the guest bathroom for privacy. Your guest will enjoy the exquisite finishes of the marble top vanity, marble glass enclosed shower, and marble flooring. This unit includes a covered parking space, plenty of guest parking, a storage closet, and community amenities consist of a large heated pool, nice sized hot tub, sauna, grills by the pool, and a club room that has a kitchen and plenty of tables and seating which is perfect for a party. Laundry facilities are located on each floor and includes a laundry sink. Owners are allowed one-month minimum rental twelve times a year. All milestone inspections are complete. Conveniently located to Ted Sparling Park, St. Armand's Circle which has a variety of restaurants and shops, golf courses, and downtown Sarasota.
Listing is courtesy of: RE/MAX PALM (941-929-9090)
Listing Agent: Susan Retzke (941-544-5558)
1024 ALBRITTON AVE, SARASOTA, FL 34232
$369,000155 Days on yellowkey MLS ID: A4672281
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1743 Built: 1990 Tax: $3,825 (2025)Community: CrestlineSingle Family
Taxes:$3,825
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. Back on the markety, buyer's couldn't obtain finnacing. Welcome home. You will be pleased from the moment get in there. This home offers an open floor plan with lots of light, porcelain tile through out, living, dining and family room. Very open floor plan with vaulted ceilings make the house feels roomy. Kitchen boasts wood, soft closed cabinets, granite countertops in neutral colors. Bathrooms are beautifully appointed with neutral colors and decorative tile. Primary bedroom is very ample with walk-in and a built in closet. Enclosed porch was converted in TV room and office with built-in desks. Inside laundry room, totally fenced with cover space to put your boat. Centrally located in a nice neighborhood and without any restrictions. You will fall in love right away!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Duneska Grant (941-374-2272)
5151 SAINT ALBANS AVE, SARASOTA, FL 34242
$1,095,000207 Days on yellowkey MLS ID: A4666929
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2314 Built: 1963 Tax: $8,056 (2025)Community: Siesta BeachSingle Family
Taxes:$8,056
Remarks: Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
2530 LOMA LINDA ST, SARASOTA, FL 34239
$400,000179 Days on yellowkey MLS ID: A4669972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1925 Tax: $4,577 (2024)Community: Rustic LodgeSingle Family
Taxes:$4,577
Elementary School: Alta Vista Elementary
Remarks: PRICE REDUCTION. INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
113 WHISPERING SANDS DR #V47, SARASOTA, FL 34242
$615,00058 Days on yellowkey MLS ID: A4683156
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1968Monthly Fee: $1,351 Tax: $5,993 (2025)Community: Whispering Sands Sec 5Villa
Taxes:$5,993
Remarks: One or more photo(s) has been virtually staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. Imagine starting your day with a morning dip in the Gulf followed by a peaceful stroll along the private shoreline. Spend the afternoon unwinding poolside or swimming invigorating laps in one of two heated pools. Stroll to the Village for a delicious, cozy supper and end the day gathered with friends as the Gulf sky ignites in breathtaking sunset color. Whether you’re seeking a full-time residence or the perfect coastal retreat, this move-in-ready villa offers the best of maintenance free, resort style living in an exceptional island location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
111 S PINEAPPLE AVE #811, SARASOTA, FL 34236
$1,250,00033 Days on yellowkey MLS ID: A4687151
0 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1580 Built: 2019 Tax: $11,695 (2025)Community: Mark Sarasota CondoCondo
Taxes:$11,695
Remarks: Under contract-accepting backup offers. Ideal west-facing 8th floor retreat with views of the beautiful resort style pool and a partial view of the bay. The open concept layout with floor-to-ceiling glass creates a bright and light filled space. While the addition of screen sliders in the great room and guest suite allow gentle bay breezes to flow through. The split-bedroom floor plan gives privacy, complemented by a separate den featuring a built-in closet and custom lighting, perfect for a home office or separate living space. Functional perks include an in unit laundry room with built-in cabinetry, a convenient powder room adjacent to the kitchen, a climate-controlled storage unit, and TWO TANDEM PARKING SPACES in the secure garage. Mark Sarasota offers a luxurious, walkable downtown lifestyle with an expansive fifth floor amenity deck. Residents enjoy a heated saltwater infinity lap pool and spa, private cabanas, fire pits, and an outdoor kitchen. Inside, the offerings continue with a fireplace lounge, a premier fitness center with yoga and spin studios, billiards, and a club room with a catering bar. Step outside to find the city's best restaurants, the Farmer's Market, and cultural venues at your doorstep, with Marina Jack and Lido Beach just across the Ringling Bridge. Offering 24-hour concierge service, secure access, and on-site management, this pet-friendly residence defines vibrant urban living at one of Sarasota's most distinguished addresses.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Michelle Silva (941-993-8993)
464 GOLDEN GATE PT #703, SARASOTA, FL 34236
$3,995,00043 Days on yellowkey MLS ID: A4685865
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 3490 Built: 2006 Tax: $37,084 (2025)Community: La BellasaraCondo
Taxes:$37,084
Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1771 RINGLING BLVD #902, SARASOTA, FL 34236
$619,000414 Days on yellowkey MLS ID: A4643448
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 2006Monthly Fee: $1,221 Tax: $8,064 (2024)Community: Rivo At RinglingCondo
Taxes:$8,064
Remarks: One or more photo(s) has been virtually staged. Nestled in the vibrant heart of downtown Sarasota, The Rivo at Ringling offers an ideal home for those seeking a refined and convenient lifestyle. This distinguished 15-story residence, built in 2006, places you steps away from charming shops, delightful dining, cultural attractions, and the serene beaches of Sarasota, with easy access to the Sarasota Airport. Designed with your comfort in mind, the building features state-of-the-art security, secure indoor parking, and ample storage units. Its unique atrium design ensures every home enjoys bright, open floor plans and private terraces—perfect for enjoying the peekaboo water views and tranquil sunsets. Residents can relax and socialize with exceptional amenities on the third floor, including a spacious, modern fitness center, a heated pool and spa, a sundeck for leisurely afternoons, and a welcoming social and conference room for gatherings with friends or family. Your 9th-floor, 2-bedroom retreat, complete with a versatile den/office and 2 bathrooms, offers the perfect blend of elegance and practicality, with views of downtown’s vibrant offerings just a short walk or bike ride away. This is a rare opportunity to embrace a carefree lifestyle. Don’t miss your chance to call this exceptional residence home.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ed Martinez (941-504-2995)
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$595,000246 Days on yellowkey MLS ID: A4656278
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Taxes:$6,617
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.
211 COSMOPOLITAN CT #211, SARASOTA, FL 34236
$1,200,00052 Days on yellowkey MLS ID: A4684837
1 Days Off yellowkey (back on 3/27/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2588 Built: 2018Monthly Fee: $499 Tax: $9,259 (2025)Community: QTownhouse
Taxes:$9,259
Remarks: Under contract-accepting backup offers. Still Playing It Safe With Your Address? Downtown Sarasota invites a vibrant lifestyle. In the heart of Sarasota’s coveted 34236, this modern townhome delivers elevated design, premium finishes, and instant access to the energy that defines the city. Soaring volume ceilings and 8 foot solid core doors set the tone the moment you walk in. The Lube Italian kitchen with Bosch appliances, natural gas cooktop, Caesarstone quartz countertops, and Hansgrohe fixtures blends sleek style with real performance. Three spacious bedrooms, three full baths, one half bath, and two flexible spaces give you room for a true office, media lounge, fitness studio, or creative space. Miami Dade impact rated windows and doors add confidence. A private elevator and two car garage with WiFi controlled LiftMaster doors make everyday living seamless. Fresh Benjamin Moore paint, custom blinds, new carpet, a tankless water heater, and a water treatment system mean it is completely move in ready. Step outside to vibrant culinary hotspots, live music venues, bayfront parks, independent retail, art galleries, and the Legacy Trail. Low HOA dues and a lock and leave lifestyle give you freedom without sacrificing sophistication. If you are ready for a home that matches your pace and your lifestyle, schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
9200 MIDNIGHT PASS RD #28, SARASOTA, FL 34242
$475,000134 Days on yellowkey MLS ID: A4674722
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 922 Built: 1972 Tax: $2,923 (2025)Community: Inlet AptsCondo
Taxes:$2,923
Remarks: Under contract-accepting backup offers. Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: David Anthony (941-786-4282)
2612 MULBERRY TER, SARASOTA, FL 34239
$800,00057 Days on yellowkey MLS ID: A4680963
0 Days Off yellowkey (back on 2/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1949 Tax: $6,116 (2025)Community: Bay View Heights AddSingle Family
Taxes:$6,116
Remarks: Welcome to one of Sarasota’s most coveted West of Trail addresses, a location that is truly the heart of everything this city is known and loved for. Nestled just north of Cherokee Park and steps from the Bay, this beautifully updated Florida-style bungalow places you within one of the most established and upscale pockets of Southside Village. This area is known for its walkability, mature tree-lined streets, and a rare blend of history, charm, and coastal convenience. Living here means you are only moments from cherished Sarasota landmarks. Southside Village is right around the corner with Morton’s Gourmet Market, boutique shops, local cafés, and some of the city’s favorite restaurants. McClellan Park, one of Sarasota’s original historic neighborhoods, sits just minutes away and adds to the character and prestige of the surrounding streets. The Bayfront is within easy reach for sunset walks, morning jogs, or peaceful waterfront breaks during the day. This prime address also places you within a short drive of Siesta Key Beach, known for its powdery quartz sand, turquoise water, and consistently top-ranked status among America’s best beaches. Downtown Sarasota is less than ten minutes away, offering world-class dining, art galleries, the opera, theaters, festivals, and the vibrant marina. St. Armands Circle and Lido Beach are also close, perfect for weekend exploring, shopping, or coastal dining nights. Families will appreciate being zoned for the Southside Elementary district, along with proximity to Sarasota Memorial Hospital, local parks, art centers, marinas, and every convenience needed for easy everyday living. Surrounded by prestigious multi-million-dollar homes and some of the most sought-after real estate in Sarasota, this location offers unmatched appeal and long-term value. Inside, the home blends Old World charm with modern comfort. An open, light-filled floor plan features high ceilings, thoughtful updates, and sliding hurricane-rated doors that open to the lush lanai and tropical gardens. Natural light pours through multiple windows, highlighting updated flooring, Italian built-in closets, and contemporary finishes. The surrounding landscaping creates a private retreat ideal for quiet mornings, relaxing afternoons, and cozy evenings outdoors. If you have been searching for a home that pairs character and comfort with an unbeatable West of Trail location, this charming bungalow is one you simply must see.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
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