Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000155 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,650
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1435 WESTWAY DR, SARASOTA, FL 34236
$11,900,00023 Days on yellowkey MLS ID: A4697230
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 5759 Built: 2013Monthly Fee: $21 Tax: $134,995 (2025)Community: Lido C/Lido ShoresSingle Family
Taxes:$134,995
Middle School: Booker Middle
Remarks: At the end of Westway Drive, where Lido Shores meets the open water of New Pass, 1435 Westway Drive occupies one of Sarasota’s most extraordinary waterfront settings. Private, gated, and set on a double lot, the estate captures sweeping views across New Pass toward Longboat Key while offering direct deepwater access to the Gulf of Mexico and Sarasota Bay. This is the rare property that delivers every element of elevated coastal living in one address: boating, privacy, architectural presence, beach access, proximity to St. Armands Circle, and a level of land rarely found on Lido Key. Designed by Brian Phipps and built in 2013, the British West Indies–inspired residence blends timeless coastal architecture with modern luxury. Inside, expansive living spaces are framed by tall ceilings, walls of glass, rich wood flooring, custom millwork, and a natural connection to the water beyond. The great room opens to the waterfront terraces, creating an effortless flow between interior comfort and outdoor living. The kitchen is designed for both daily living and large-scale entertaining, with premium appliances including Sub-Zero and Wolf, generous stone surfaces, custom cabinetry, and an open connection to the main living and dining areas. Whether hosting guests after a day on the boat or enjoying a quiet evening overlooking the water, the home feels equally suited to celebration and retreat. With five bedrooms, two primary suites, and elevator service, the floor plan offers rare flexibility for owners, family, and extended guests. The upper-level owner’s retreat is a private sanctuary, complete with a sitting area, wet bar, wine refrigeration, espresso station, study, dual walk-in closets, and a terrace overlooking New Pass, the Gulf, and the lights of Longboat Key beyond. The outdoor living experience is exceptional. Covered terraces, a summer kitchen, resort-style pool, waterfall feature, and waterfront lounge spaces create a private setting designed around the view. The dock includes a 24,000-lb boat lift and additional jet ski lift, placing premier boating waters directly at your door. From here, New Pass provides immediate access to the Gulf, Sarasota Bay, Longboat Key, and the surrounding barrier islands. What truly sets the property apart is its scale. The estate spans approximately three-quarters of an acre, including an adjacent parcel that has been transformed into a lush private garden with mature landscaping, open lawn, fire pit, pond, cascading waterfall, and meandering paths. It gives the home a sense of arrival and breathing room that is almost impossible to recreate in this location. With its own gated access and generous dimensions, this portion of the property also offers future flexibility for a guest house, wellness pavilion, additional structure, or further reimagining, subject to applicable approvals. Lido Shores remains one of Sarasota’s most coveted coastal enclaves, known for its architectural pedigree, quiet streets, private beach access, and rare positioning between the Gulf, New Pass, St. Armands Circle, downtown Sarasota, and Longboat Key. Residents enjoy the privacy of a true neighborhood while remaining moments from dining, shopping, boating, beaches, and culture. Previously recognized as an HGTV Ultimate House Hunt winner for waterside living, 1435 Westway Drive is more than a waterfront residence—it is a private Sarasota estate with presence, scale, and a setting that cannot be duplicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,550,00071 Days on yellowkey MLS ID: A4692379
REDUCED by $50,000 (1.9%) on 06/23/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$21,387
Elementary School: Phillippi Shores Elementary
Middle School: Sarasota Middle
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
280 GOLDEN GATE PT #600, SARASOTA, FL 34236
$5,500,000275 Days on yellowkey MLS ID: A4668258
REDUCED by $100,000 (1.8%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4101 Built: 2016 Tax: $72,785 (2025)Community: AquaSpa: YesCondo
Taxes:$72,785
Remarks: NO CONDO FEES FOR 2026!!! Discover the pinnacle of direct bayfront excellence blending sculptural modern form with dazzling water views. This full-floor 3-bedroom + office/den or 4th bedroom residence at AQUA, one of the only residential towers in Southwest Florida designed by highly acclaimed award-winning architect, Guy Peterson, of the Sarasota School of Architecture, is one of only eight in the most exclusive boutique building found on Golden Gate Point. Perched on the sixth floor with 180° views of Sarasota Bay and the iconic Ringling Bridge, this home offers a level of elegance and customization rarely found—even in new construction. From the moment you step off your private elevator into the foyer, the residence unfolds with simple, clean lines spotlighting floor-to-ceiling 10-foot glass walls which frame the Bay & Sunsets like living artwork. More than $500,000 in curated upgrades elevate the interiors, transforming this barely lived in 4,100+ sq ft space into a truly one-of-a-kind lifestyle rarely found in Sarasota’s market. Open-concept layout lives like a single-family home with distinct entertaining areas, a stunning waterfront dining room, and a bespoke wet bar. Chef’s kitchen is a study in form and function, seamlessly integrated into the living space while offering top-tier appliances and finishes: Wolf cooktop and ovens, 2 Miele dishwashers, Sub-Zero refrigerator, Cuisines Laurier cabinetry with a 9 ft expansive island topped with striking Cielo quartzite. Private primary suite is designed as a serene escape, featuring stunning water views, custom walk-in closets uniquely designed with two separate individual sections of sleek Cuisimax poly-gloss doors and packing station. Elevated features in the spa-style bathroom include dual vanities topped with striking azure crystal marble, a soaking tub, and a large glass-enclosed shower Two generous guest suites offer en-suite privacy, while a fourth bedroom currently serves as a sleek office. With discreet concierge services found only in a 5-star boutique style building, Aqua offers an enclosed oversized private two-car garage with an EV charging station & dehumidifier, private boat dock that accommodates 36' boat + flat kayak lift, temperature-controlled wine storage/wine tasting room, fitness studio, heated pool and spa and meeting room. Be part of vibrant downtown living in a secluded quiet location.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
300 S PINEAPPLE AVE #302, SARASOTA, FL 34236
$1,495,00071 Days on yellowkey MLS ID: A4691974
REDUCED by $100,000 (6.3%) on 06/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2291 Built: 2016 Tax: $19,826 (2025)Community: SansaraSpa: NoCondo
Taxes:$19,826
Remarks: Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
4723 THOMAS HOBY PL, SARASOTA, FL 34241
$775,00023 Days on yellowkey MLS ID: A4697599
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2620 Built: 1978Monthly Fee: $31 Tax: $7,543 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$7,543
Elementary School: Lakeview Elementary
Remarks: Welcome to an extraordinary golf course estate in the gated community of Bent Tree Village, where luxury, privacy, and design come together on an oversized cul-de-sac lot overlooking the 4th green. Completely reimagined through a renovation, this stunning residence offers the perfect blend of indoor living and resort-style outdoor amenities, creating a Sarasota lifestyle. Positioned on a rare pie-shaped homesite with no rear neighbors, the property enjoys breathtaking golf course views and an unparalleled sense of privacy. What sets this home apart is its two distinct outdoor living environments, offering the flexibility to entertain, relax, and enjoy Florida living year-round. One backyard retreat features a heated pool with a newer PebbleTec finish, expansive paver deck, covered lanai, cabana bath, green space, and panoramic fairway views. Multiple access points from the home create seamless indoor-outdoor flow, making it ideal for entertaining family and friends. The second outdoor sanctuary provides a more intimate setting with a screened lanai, electric fireplace, tongue-and-groove wood ceiling, ambient LED lighting, and golf course vistas, offering the feeling of having two private backyards in one exceptional property. Inside, the open-concept floor plan showcases designer finishes and meticulous craftsmanship throughout. The show-stopping kitchen serves as the heart of the home, featuring a large center island, custom soft-close cabinetry, Calacatta-inspired quartz countertops, porcelain backsplash, premium stainless steel appliances, and a custom recessed illuminated vent hood. The kitchen opens seamlessly to a spacious family room highlighted by soaring ceilings, a striking shiplap feature wall, built-in wet bar, designer lighting, and a modern fireplace that creates a warm yet elegant atmosphere. The thoughtfully designed split-bedroom layout offers privacy and flexibility, including two luxurious primary suites and two additional bedrooms, making it ideal for multigenerational living, guests, or growing families. Every bedroom features a walk-in closet, with custom built-ins and cedar-lined storage in several rooms. The primary owner's retreat delivers a spa-inspired experience with a marble walk-in shower, dual vanities, private water closet, and oversized cedar-lined walk-in closets. Virtually every major component of the home has been updated, providing true peace of mind for years to come. Recent improvements include a completely remodeled kitchen and all three bathrooms, luxury vinyl plank flooring throughout, new interior doors, dual HVAC systems and ductwork, PEX plumbing, updated electrical panels, enhanced insulation, two water heaters including a tankless system, impact-rated garage door, gutters, remodeled laundry room, impact-resistant windows and sliding doors, and extensive LED lighting throughout. The roof was replaced in 2016. Bent Tree Village offers a secure gated setting surrounded by mature landscaping, natural preserves, and abundant wildlife, all within one of Sarasota's most desirable school districts. Residents enjoy convenient access to UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, SRQ International Airport, and the world-renowned beaches of Siesta Key. This is more than a home—it is a private golf course retreat, an entertainer's dream, and a rare opportunity to own a renovated luxury property in one of Sarasota's most established and desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tiffany Hamilton, Pa (941-268-3920)
6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$1,279,00052 Days on yellowkey MLS ID: A4694184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967Monthly Fee: $1,354 Tax: $13,588 (2025)Community: Horizons WestSpa: YesCondo
Taxes:$13,588
Remarks: Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
769 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$565,000103 Days on yellowkey MLS ID: A4688633
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $4,499 (2025)Community: Sarasota Harbor EastCondo
Taxes:$4,499
Remarks: Virtually Staged. Sarasota Bay is your backyard in this stunningly remodeled, first-floor waterfront sanctuary located in the premier 55+ community of Sarasota Harbor East. This residence offers a front-row seat to nature’s theater with direct views of dolphins, manatees, and vibrant sunsets from your private lanai. The heart of the home is a brand-new kitchen featuring sleek quartz countertops, contemporary cabinetry, a stylish backsplash, a Bosch oven and premium induction cooktop, and new stainless appliances (refrigerator and dishwasher). Peace of mind is built-in with a 3-year-old AC unit, new water heater, and updated plumbing. Perfectly positioned between St. Armands Circle, Lido Key, and downtown Sarasota, the community offers an unparalleled lifestyle: enjoy a bayfront pool, a clubhouse with private changing facilities, and secured bike and kayak storage. A boater’s dream, the community provides boat slips (up to 30 ft) at no additional cost to residents—a rare and valuable find. The comprehensive HOA fee ensures a maintenance-free lifestyle, covering exterior grounds, building maintenance, cable, internet, water, sewer, and trash. Complete with covered parking, dedicated storage, and laundry facilities, this is turn-key coastal luxury at its finest.
19 WHISPERING SANDS DR #201, SARASOTA, FL 34242
$899,000172 Days on yellowkey MLS ID: A4679748
REDUCED by $51,000 (5.4%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1464 Built: 1973Monthly Fee: $1,440 Tax: $3,007 (2025)Community: Whispering SandsCondo
Taxes:$3,007
Middle School: Heron Creek Middle
Remarks: Front row FULL Gulf views—just one floor above the sand! Priced below market, this lovely 2 bed/2 bath GULF FRONT tower residence in the premiere Siesta Key property of Whispering Sands represents an opportunity to move right in, and if desired, ultimately take your time to create your own vision and make it your own - and enjoy a lifetime of memories. Don’t hesitate - this is currently the best priced Gulf front tower unit in Whispering Sands. Upon entry, you’re greeted with spectacular, unobstructed 180-degree views of the shimmering aquamarine Gulf. Along with its direct FULL GULF VIEWS, this unit is just one floor away from the sparkling beachside pool and 800’ of Whispering Sands' own private beach. This unit features a nicely remodeled kitchen and great OPEN CONCEPT floor plan, enabling easy interaction between you and your guests. The kitchen includes granite countertops & backsplash, an 8’ breakfast bar, recessed LED & under cabinet lighting, convenient built-in desk, and an abundance of cabinet storage. Experience true Florida living by opening the floor to ceiling sliders in the living room and primary bedroom and take in the fresh salt breezes and the gentle sound of the surf. Both sets of sliders include remote controlled shades. The primary bedroom includes a custom walk-in closet, large vanity area, and ensuite bath with marble countertops, glassed walk-in shower, and linen closet with pullout drawers. A set of glassed French doors with privacy shades opens into the guest bedroom, which can serve as both an office and a bedroom with a fantastic SICO wall bed, desk, and built-ins. This unit is being sold As Is. Whispering Sands is a premiere 55+ Gulf front community offering 2 heated pools, Tower Lounge, Clubhouse – both of which are undergoing remodeling with a completion date in 2026 – beachside Tiki hut and grills, shuffleboard, canoe/kayak storage, and 800’ of private beach on the Gulf. In one of the best locations on Siesta Key, Whispering Sands is right around the corner from the colorful boutiques and restaurants of Siesta Key Village. Don’t miss this opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
19 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$995,000158 Days on yellowkey MLS ID: A4681694
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $8,669 (2025)Community: Whispering SandsCondo
Taxes:$8,669
Remarks: Embrace the rare opportunity to own a GULF FRONT residence in the coveted Siesta Key community of Whispering Sands – where breathtaking FULL GULF views, an unbeatable location, and endless potential come together. This 2 bed/2 bath 2nd floor tower unit showcases panoramic vistas of the shimmering Gulf, on 800’ of your own PRIVATE quartz sand beach, and the nightly spectacle of vibrant symphonies of colorful sunsets from your expansive 24’ open-air balcony. Offered in largely original condition, this residence is a true blank canvas—an exceptional value in today’s buyer’s market and the perfect chance to design and remodel from top to bottom in your own personal style. Create the coastal retreat you’ve always envisioned while investing in a premier Gulf front address known for its timeless appeal and strong long-term desirability. Reputable contractor names are available to help bring your vision to life. Life in the sought after 55+ community of Whispering Sands is peaceful and resort inspired. Enjoy two heated, fenced pools with new travertine decks, beach loungers for the exclusive use of owners and their guests, beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and a beautifully soon to be remodeled clubhouse and Tower Lounge—the latter of which is reserved for the exclusive use of tower residents outside community events, and conveniently located on your floor. You’re also just an elevator ride down to the sparkling Gulf side pool and powder soft sand. Ideally positioned just moments from Siesta Key Village, you can leave your car behind and stroll to charming boutiques, live music, and an array of dining options. End each day with your toes in the sand or on your private balcony, savoring the tranquil rhythm of the waves and the company of friends as the sun melts into the horizon. This is more than a condo—it’s a lifestyle, a legacy of memories in the making, and a chance to secure your own piece of world class Gulf front paradise.
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,000137 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,200,000113 Days on yellowkey MLS ID: A4686192
REDUCED by $50,000 (2.2%) on 06/22/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3195 Built: 2004 Tax: $24,862 (2025)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$24,862
Remarks: Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
111 S PINEAPPLE AVE #1208, SARASOTA, FL 34236
$2,495,00068 Days on yellowkey MLS ID: A4692746
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 2019 Tax: $26,151 (2025)Community: The MarkSpa: NoCondo
Taxes:$26,151
Remarks: Experience elevated urban living in this spectacular penthouse residence at The Mark in the heart of downtown Sarasota, showcasing sweeping views of the city skyline, Sarasota Bay, and the Gulf of Mexico, this home blends sophisticated design with luxurious comfort. Thoughtful upgrades include custom lighting and automatic window shades throughout. Voluminous ceilings, 24" white porcelain floors and expansive windows create a bright and inviting atmosphere. The open-concept floor plan is designed for effortless entertaining, featuring a gourmet kitchen w/Jenn Aire appliances, spacious dining area, and elegant living room that opens to an oversized private terrace complete with a summer kitchen and electric grill. The primary suite offers two generous walk-in closets and a spa-inspired bath with a deep soaking tub, dual vanities, a glass-enclosed water closet, and a separate glass-enclosed shower. Both the primary and guest bedrooms enjoy water views. Two parking spaces within the private attached garage. The Mark offers exceptional amenities including 24-hour concierge service, state-of-the-art fitness center, resort style heated saltwater pool and spa, club room w/catering kitchen, fireplace, billiards and more. Located within close proximity to Whole Foods, Restaurants, cultural venues, art galleries and Bayfront Park.
Listing Agent: Jalina Beck (914-844-4665)
2714 DATURA ST, SARASOTA, FL 34239
$599,50041 Days on yellowkey MLS ID: N6144604
REDUCED by $20,000 (3.2%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1364 Built: 1960 Tax: $6,458 (2026)Community: South GateSpa: NoSingle Family
Taxes:$6,458
Tax Year: 2026
Remarks: "Best Priced Single Family Home with a pool in the Southside Elementary School District" Exceptional opportunity to own a beautifully updated property offering flexible living arrangements, multi-generational living potential, or income-producing possibilities. The residence features a spacious 2-bedroom, 1-bathroom main living area with a full kitchen, as well as an attached 1-bedroom, 1-bathroom mother-in-law suite complete with its own private entrance and full kitchen. Numerous updates have been completed throughout the property, including luxury vinyl flooring throughout the main home’s living areas and bedrooms, fresh interior and exterior paint (2026), a new metal roof (2026), and new gutters (2026). Additional improvements include a new air conditioning unit (2021), blown-in attic insulation (2022), custom kitchen cabinetry (2022), and a renovated bathroom featuring a new tiled tub surround, custom cabinetry, and fresh paint (2022). The exterior has also been enhanced with a new fence (2022) and new concrete work (2022). Designed for enjoying the Florida lifestyle, the home features a fully covered and screened lanai that seamlessly extends the living space outdoors. Complete with an outdoor stovetop, this inviting area is perfect for entertaining, outdoor dining, or relaxing while overlooking the backyard oasis. Just beyond the lanai, you’ll find a sparkling in-ground swimming pool surrounded by newly installed concrete, creating the ideal setting for gatherings with family and friends or quiet afternoons in the sun. Conveniently located near shopping, restaurants, parks, schools, medical facilities, boat ramps, and some of Southwest Florida’s most beautiful beaches, this property combines modern updates, versatility, and an unbeatable lifestyle. Whether you’re looking for a primary residence with space for extended family or an investment opportunity with additional living quarters, this property offers exceptional value and endless possibilities. (Grass images have been edited)(Virtual staging)
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
4150 WEBBER ST, SARASOTA, FL 34232
$360,00061 Days on yellowkey MLS ID: N6144350
2 Days Off yellowkey (back on 6/22/2026)
REDUCED by $15,000 (4.0%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1649 Built: 1958 Tax: $780 (2025)Community: Webber Heights SubSingle Family
Taxes:$780
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Virtually Staged. BACK ON MARKET - BUYERS CIRCUMSTANCES CHANGED. ROOF June 2025 with 3-year transferable warranty; A/C December 2024 (Trane XR); Cast iron sewer pipes lined 2021; 16x22 SCREENED LANAI ADDED; LARGE FENCED YARD; NEWER STAINLESS APPLIANCES; All of your big-ticket items have been taken care of! NO HOA - BRING YOUR TOYS; Centrally located. This 3 bedroom, 2 bath, 1 car garage home has 1647 sq ft living area. Enjoy the split floor plan with the Kitchen and Family room serving as the homes anchor. The kitchen has been updated with cabinetry and countertops and has recessed can lighting; perfect for a home chef! There is a breakfast bar for a quick meal or the adjacent dining room if more space is needed. The split floor plan has two nice size bedrooms and bath located on the opposite side of the home. The primary bedroom has an en-suite with a walk-in closet. The large family room is just off the kitchen with plenty of space for hanging out! There is a small bonus room off the family room perfect for an office, craft space or workout room. This is where you access the large, screened lanai and huge backyard that can be used for parking your boat, camper or, letting the dog roam, or playing with the kids. House comes with a riding lawn mower and a 55-inch Tv in the primary bedroom! Whether you are looking for a family home or an investment property, this home is worth a peak! Just moments from the Legacy Trail, Downtown Sarasota, UTC, beaches, and major roadways close by no matter your destination!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-485-5421)
Listing Agent: Jo-Anne Sckowska, P.A (941-321-8975)
2907 MARSHALL DR, SARASOTA, FL 34239
$675,000264 Days on yellowkey MLS ID: A4669618
INCREASED by $75,001 (12.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing Agent: Inbal August (917-957-8111)
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$400,000120 Days on yellowkey MLS ID: A4685175
REDUCED by $25,000 (5.9%) on 06/13/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,000145 Days on yellowkey MLS ID: A4683197
1 Days Off yellowkey (back on 6/22/2026)
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: James Graves (678-817-8166)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000247 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Tax Year: 2024
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
742 SHORECREST DR, SARASOTA, FL 34232
$550,000131 Days on yellowkey MLS ID: A4684004
3 Days Off yellowkey (back on 6/22/2026)
REDUCED by $25,000 (4.3%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2295 Built: 2002Monthly Fee: $55 Tax: $6,781 (2025)Community: The Oaks At Woodland Park Ph 1Single Family
Taxes:$6,781
Elementary School: Fruitville Elementary
Remarks: Under contract-accepting backup offers. ***3 Bed 2 bath with Flex Room, living room and den*** Gorgeous lakeside residence in The Oaks at Woodland Park, tucked away on a winding road under a canopy of majestic oaks. The setting is incredibly peaceful with constant bird activity around the lake. With its recent price reduction, peaceful water views, this property stands out as a rare opportunity for buyers seeking lifestyle and location in one complete package. The updated kitchen, master bathroom and the guest bathroom have gorgeous quartz countertops throughout with new cabinetry. The kitchen has a beautiful breakfast bar that looks out to the lake. The master bathroom has a large frameless shower with a French style tub and dual closets. A new HVAC system was installed in 2024 and the roof was replaced in 2021. Beautiful landscaping enhancements have been made in the front yard. The lanai overlooks the water and creates the perfect place to relax, dine, or enjoy Sarasota’s year-round sunshine. The sense of serenity in the home is unmatched, even though you’re just minutes from downtown Sarasota, world class beaches, and easy I-75 access.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Shaune Harper Kimbler (941-586-1394)
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