Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2613 TEMPLE ST, SARASOTA, FL 34239
$1,199,000191 Days on yellowkey MLS ID: A4673045
0 Days Off yellowkey (back on 5/10/2026)
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1997 Tax: $5,102 (2025)Community: Highland Park 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,102
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. PRICED TO SELL AT $1,199,000 , this is your chance to own a home with incredible value. A NEW METAL ROOF IS SCHEDULED FOR APRIL -giving buyers instant peace of mind and long-term savings from day one. A rare offering with architectural character and privacy, this property presents exceptional value for buyers seeking a truly special one-of-a-kind retreat. Welcome to Storybook — a treetop sanctuary where architecture, nature, and artistry meet! Tucked away in Arlington park at the end of a private canopied road and surrounded by native Florida landscaping and protected wetlands, this extraordinary 3-bedroom, 4-bathroom residence with a custom library/den feels like a hidden world all its own. Designed by renowned Sarasota architect Richard G. Allen, known for his sustainable and expressive style, Storybook lives up to its name — enchanting, serene, and timeless. Soaring ceilings, exposed wood beams, and maple floors create a warm, open-concept living space that flows effortlessly to the outdoors. Clerestory windows invite natural light, while the wraparound porch and treetop pool immerse you in the surrounding canopy. A spiral staircase ascends to a light filled loft offering both inspiration and a tranquil retreat above it all. This home's heart resides in a custom library/den, a quiet sanctuary where books, ideas, and conversation gather. Beyond the cozy den lies an en suite bedroom, a serene space inspired by Zen simplicity. Sliding glass doors open to the wraparound patio, a haven for morning coffee and quiet reflection. On the same floor, a second primary suite welcomes you through an intricately hand carved door. Inside, an expansive bedroom and private sitting area rests quietly among the treetops, wrapped in peaceful seclusion. The ground floor includes a private guest suite and entrance, spacious laundry room, ample storage, oversized two-car garage ,and EV charging station. From the hand-carved Tibetan gates to the tranquil pond and water feature, every detail of Storybook reflects a reverence for Sarasota’s natural beauty and a deep sense of peace and privacy. This is more than a home — it’s a place to breathe, reflect, and feel fully connected to the world around you.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5873 CALLA LILLY DR, SARASOTA, FL 34232
$424,90075 Days on yellowkey MLS ID: A4686170
1 Days Off yellowkey (back on 5/10/2026)
REDUCED by $5,000 (1.2%) on 05/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 2020Monthly Fee: $81 Tax: $2,983 (2025)Community: Garden Village Ph 2Spa: NoSingle Family
Taxes:$2,983
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome home to 5873 Calla Lilly Drive! This meticulously maintained 3-bedroom, 2-bath, 2-car garage residence sits on a spacious corner lot in the desirable gated community of Garden Village. From the moment you step inside, you’ll appreciate the light-filled open-concept floor plan, designed for both comfortable everyday living and effortless entertaining. The dining area flows seamlessly into a modern kitchen featuring granite countertops, stainless steel appliances, a closet pantry, breakfast bar, and a cozy eat-in space for casual dining. The private owner’s suite offers a peaceful retreat, complete with a spacious walk-in closet and an en-suite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms and a full bath are thoughtfully positioned at the front of the home—perfect for family, guests, or a home office. Both guest bedrooms feature custom built-in closets, providing stylish and efficient storage solutions. Additional highlights include a well-appointed laundry room with built-in cabinetry for optimal storage and organization. The garage has been enhanced with a ladder for easy attic access, and the attic itself has been modified to maximize storage space. Step outside to your own tropical backyard oasis, where an extended paver patio, lush areca palms, and a 6-foot privacy fence create the ideal setting for relaxing or entertaining. Ideally located in Sarasota, Garden Village is a family-friendly community just minutes from shopping, dining, and convenient access to I-75—perfect for commuters. Enjoy being only 20–25 minutes from vibrant downtown Sarasota and the world-renowned Gulf beaches, including Siesta Key. With top-rated schools and an unbeatable blend of tranquility and convenience, this home truly has it all.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jessica Kenney (941-400-0984)
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00029 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
3508 LA PALOMA AVE, SARASOTA, FL 34242
$2,250,00071 Days on yellowkey MLS ID: A4686192
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
Middle School: Sarasota Middle
Remarks: Spacious island living awaits in this beautifully maintained 5-bedroom, 3-bath furnished home on the coveted north end of Siesta Key, just steps from beach access No. 1, Shell Rd, on Big Pass and with convenient access to the Sarasota mainland. Fully gated and walled for privacy, the property is surrounded by lush tropical landscaping and offers the ideal blend of comfort, functionality, and a weekly rental. An oversized 3-car garage and large paver driveway provide plenty of space for vehicles, beach gear, and a golf cart—perfect for enjoying the Siesta Key lifestyle. Adding to its appeal, the home is built above base flood elevation, a valuable feature on Siesta Key. Inside, the large open floor plan is designed for entertaining, with 12-foot ceilings, crown molding, arched openings, and travertine flooring. The spacious kitchen features stainless steel appliances, oak cabinetry, and a breakfast nook overlooking the backyard oasis, while a separate dining area and large living room with a gas fireplace provide plenty of space to gather. French doors off the living room open to a large terrace overlooking the backyard oasis, while a second terrace off the side of the home offers a cozy, private spot to relax. The private main-floor primary suite offers direct terrace access, two walk-in closets, an oversized bedroom, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional large bedrooms and a full bath are also located on the first floor. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with a beverage fridge create an ideal retreat for visitors, while one of the bedrooms opens to a private terrace overlooking the backyard. Additional conveniences include multiple storage closets and a central vacuum system for easy maintenance. 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 designed for entertaining, complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard provides a great space for dogs to roam. Ideally located, this property is just moments from world-renowned Siesta Key Beach and a short drive to downtown Sarasota’s celebrated restaurants, shopping, and cultural attractions. With three terraces, abundant indoor-outdoor living, strong weekly rental history, and a prime north Siesta Key location, this is an outstanding opportunity to enjoy the best of island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2100 MCCLELLAN PKWY, SARASOTA, FL 34239
$6,000,00075 Days on yellowkey MLS ID: A4685416
Bed: 5 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 4765 Built: 2026 Tax: $14,834 (2025)Community: Mcclellan Park ResubSpa: YesSingle Family
Taxes:$14,834
Elementary School: Southside Elementary
Remarks: Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for intimate gatherings and larger events alike. The well-appointed kitchen features an open-concept layout, highlighted by a stunning quartz island with waterfall edges, under elegant pendant lighting. Custom cabinetry in a sleek, glossy finish complements the state-of-the-art stainless-steel appliances, which include a professional-grade gas range, double ovens, and a built-in espresso machine. A discreet entry leads to a spacious butler’s pantry, offering additional storage, a secondary sink, and a prep area - perfect for hosting large gatherings or keeping the main kitchen organized. The pantry also mirrors the kitchen’s custom cabinetry and countertops for a seamless design. Adjacent to the dining area, a glass-enclosed, temperature-controlled wine room adds both style and function, and is sure to beautifully showcase your wine collection with custom shelving and ambient lighting. The expansive primary bedroom features 14-foot vaulted ceilings and large windows that fill the room with natural light. Soft, neutral tones create a serene environment, while the en-suite bathroom offers a spa-like retreat with a freestanding soaking tub positioned beneath a large window. Dual sinks with quartz countertops and sleek fixtures provide ample space, and the frameless glass walk-in shower features multiple shower heads and exquisite tile work. For entertainment, the theater room is a dream come true, offering tiered seating with oversized leather recliners - each equipped with cup holders and personal charging stations. The ultra-high-definition projection screen spans an entire wall, ensuring an immersive viewing experience. Outside, the resort-style pool is the centerpiece of the backyard, complete with a built-in spa, waterfall, and ambient lighting. A natural stone deck, covered lanai dining area, and a fully equipped outdoor kitchen and bar provide the perfect setting for outdoor living. A cozy fire pit with seating offers a perfect gathering spot for evenings, while the lush landscaping - featuring vibrant flower beds, mature trees, and decorative water features - creates a tranquil and picturesque setting. This outdoor space seamlessly combines comfort, style, and functionality for an exceptional living experience. Positioned on a grand parcel of approximately 20,505 square feet, this home offers privacy and tranquility amidst beautifully landscaped grounds. Whether you’re seeking the excitement of downtown Sarasota or the natural beauty of the Gulf, experience the perfect blend of luxury, comfort, and convenience in this exceptional home in a fabulous location.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00072 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
1200 EAST PEPPERTREE LANE #302, SARASOTA, FL 34242
$719,00085 Days on yellowkey MLS ID: A4685295
REDUCED by $10,000 (1.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1463 Built: 1975 Tax: $6,135 (2025)Community: Peppertree BaySpa: YesCondo
Taxes:$6,135
Remarks: PRICE IMPROVEMENT OF $20.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.
Listing Agent: Renee Nadiv (941-299-4242)
3174 PEACHTREE ST, SARASOTA, FL 34231
$468,00026 Days on yellowkey MLS ID: A4692949
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 1988 Tax: $4,143 (2025)Community: Flora-Villa SubSingle Family
Taxes:$4,143
Elementary School: Wilkinson Elementary
Remarks: An actual peach! This lovely sunshine-y home on Peachtree Street is ready for new memories to be made. Located right in the heart of Sarasota, the neighborhood of South Gate Ridge is 10 minutes from everything. This lofty, light filled house is one block from the locally adored Bee Ridge Park, where neighbors gather to play in local softball games; enjoy an evening walk with the puppy; push their kiddos on the swing; or tend to their vegetables in the robust community garden. Tucked back on this spacious lot, this home feels private and peaceful. Once inside, the open and airy floor plan is punctuated by an open loft that is framed by a beautiful wood bannister, adding warmth and dimension to the entire space. A LARGE Primary Suite with West facing windows, wide closets, and a newly remodeled double vanity bathroom, sits on the main level. The already sizable living room, anchored around a stone fireplace, feels even more voluminous with vaulted ceilings and large windows. A BRAND NEW kitchen has been recently completed featuring soft close cabinets and drawers with built in organizers. Coastal blue tiles add a vibrant pop of color that will be on trend for years to come. Upstairs, two large bedrooms share the cozy loft space as well as the freshly RENOVATED second bathroom. Large, New Impact Sliders open up the entire back of the home to the large private backyard with an awesome deck and room for a pool. A true two car garage has its own loft space for extra storage and the brand new washer and dryer conveys with the sale. NEW ROOF in 2023!! Fresh paint inside AND out. All this home needs is you ;) This peach of a property could not be cuter and is completely move-in ready!
Listing Agent: Kelly Drost (941-822-6926)
6909 BRENTFORD RD, SARASOTA, FL 34241
$340,00028 Days on yellowkey MLS ID: A4692688
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1572 Built: 1978 Tax: $3,935 (2025)Community: Lake SarasotaApartment
Taxes:$3,935
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. SAY HELLO TO A GOOD BUY! * GREAT INVESTMENT OPPORTUNITY * DUPLEX WITH EXCELLENT RENTAL HISTORY * Both sides are currently vacant * Each side is 2 Bedrooms & 1 Bath with a LARGE Utility Room attached with washer & dryer hook-up for each unit * Roof is 6 years old * NEWER Hot Water Heaters & A/Cs * 6909 BRENTFORD A/C NEW IN 2025 & HOT WATER HEATER IS ABOUT 2 YEARS YOUNG * 6911 BENTFORD A/C IS 2024 & HOT WATER HEATER IS NEW * Nice Kitchens and open plans * GREAT INVESTMENT * GREAT WINTER GETAWAY * Live in one side and rent out the other * Location, location, location * Close to everything you need like bus transportation, shopping, dining, hospitals, golf courses and a short 20 minute drive the #1 beach in the world, SIESTA KEY BEACH, and even UTC Mall or downtown Sarasota *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Glenn Brown (941-342-6464)
850 S TAMIAMI TRL #704, SARASOTA, FL 34236
$275,00093 Days on yellowkey MLS ID: A4679957
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,195 (2025)Community: Central Park IiSpa: YesCondo
Taxes:$4,195
Remarks: Central Park II is perfectly named—this ground-floor, corner 2-bedroom, 2-bath condo puts you at the center of everything. Just minutes from the bayfront, beaches, downtown, bike trails, shopping, dining, the hospital, and the water--this location is hard to beat. The community offers waterfront access, including a new high-tech kayak launch and fishing dock, along with lighted tennis and pickleball courts, a heated pool with new lighting and a hot tub. The adjacent clubhouse features a fitness room, showers, kitchen, library, and meeting space. There is also bike sheds and kayak storage. A side-gate gives fast access to the bayfront and downtown. Inside, the condo features tile flooring throughout, a new air-conditioning system, and abundant natural light thanks to its corner location. Two private lanais extend the living space, and two separate storage rooms provide exceptional convenience. Central Park II is an active, welcoming community known for game nights, social events, karaoke parties, and strong resident committees. Enjoy country-club-level amenities without country-club fees. Even better, monthly dues were just reduced, and there are no planned assessments. This is Sarasota living at its best—comfortable, connected, and community-driven. Easy to rent!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
128 GOLDEN GATE PT #901/1001, SARASOTA, FL 34236
$6,900,00056 Days on yellowkey MLS ID: A4687889
REDUCED by $1,000,000 (12.7%) on 05/03/2026
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5600 Built: 2004 Tax: $40,849 (2025)Community: Vista Bay PointSpa: YesCondo
Taxes:$40,849
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Expansive three-story penthouse offering 360 degree views of Sarasota Bay and downtown Sarasota. The penthouse includes the top two floors--as well as a private furnished rooftop terrace with an adjacent upgraded indoor kitchenette. Nearly everything about this listing has been upgraded in the past few years: Both the building and the home itself. Vista Bay Point has undergone massive renovations--and the penthouse has been completely remodeled and updated. This beautiful 3-bedroom 3.5-bathroom residence features hardwood flooring, detailed crown molding and solid mahogany doors throughout. The main level features a great room with a 20-foot ceiling with walls of windows looking out at the water and the sunset. Custom Italian kitchen cabinetry and Viking/Sub-Zero appliances including a gas stove. The second level includes a massive primary wing positioned around a sitting room: A bedroom, "his and her" bathrooms and an oversized custom closet the size of a spare room. A state-of-the-art app-based Crestron integrated system controls the lighting, televisions, stereo, shades and air conditioning. Two patios--one on each floor--overlook Sarasota Bay and the Ringling Bridge. You'll have four garage spaces and a large storage room with an EV hook-up down your private elevator. The building's amenities floor includes a heated pool and hot tub, a large fitness room, a theater and a billiard room that includes a full kitchen and a private guest suite for visitors. Golden Gate Point is uniquely situated between downtown Sarasota, Marina Jack, the Ritz Carlton and St. Armands Circle/Lido Key Beach. Furniture included.
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000104 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Remarks: Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
467 CANAL RD #467, SARASOTA, FL 34242
$2,590,000568 Days on yellowkey MLS ID: A4628207
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3228 Built: 2005Monthly Fee: $158 Tax: $10,222 (2023)Community: Grand Siesta 1Spa: YesTownhouse
Taxes:$10,222
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.
Listing Agent: Dan Miller (941-376-7442)
925 BEACH RD #107, SARASOTA, FL 34242
$568,00068 Days on yellowkey MLS ID: A4687498
REDUCED by $25,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1972 Tax: $3,927 (2025)Community: La SiestaCondo
Taxes:$3,927
Remarks: Located directly across the street from world-famous Siesta Key Beach—recently ranked the #1 Beach in the United States and among the top beaches in the world— this residence offers exceptional convenience and effortless access to the sand. Simply walk to the beach in approximately five minutes—no driving, no searching for parking, just easy coastal living. Enjoy morning walks and evening sunsets on Siesta Key Beach just steps away. This 2-bedroom, 2 full bath residence offers approximately 940 square feet of comfortable living space with an open layout designed for relaxed island living. The updated kitchen features wood cabinetry, granite countertops, and stainless steel appliances, flowing seamlessly into the dining and living areas. Tile flooring throughout provides durability and easy maintenance, while the split-bedroom floor plan allows for privacy between residents and guests. One of the largest 2-bedroom, 2 full bath floor plans in the community, competitively priced at $593,000. Weekly rentals are permitted, offering outstanding flexibility for both personal use and income potential. Onsite property management is available, making guest coordination and rental operations easy and convenient. Covered parking is included, along with ample guest parking. La Siesta residents enjoy access to a heated pool, fitness room, clubhouse, and beautifully maintained grounds. Located just minutes from Siesta Key Village’s restaurants, shopping, and entertainment, this property offers the ideal balance of relaxation and accessibility. Whether you’re searching for a personal beach retreat, seasonal residence, or an income-producing investment, this location delivers the lifestyle buyers and vacationers come to Siesta Key to enjoy.
Listing Agent: Lisa Garcia (941-266-9060)
1655 SOUTH DR, SARASOTA, FL 34239
$5,900,00094 Days on yellowkey MLS ID: A4684423
Bed: 5 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6355 Built: 2011Monthly Fee: $27 Tax: $34,625 (2025)Community: Cherokee ParkSpa: YesSingle Family
Taxes:$34,625
Remarks: One or more photo(s) has been virtually staged. In Sarasota's desired West of Trail enclave of Cherokee Park, 1655 South Drive, masterfully designed three-story estate where thoughtful architecture meets effortless luxury. Positioned on a homesite that is not in a Special Flood Hazard Area and enhanced with full home hurricane-impact glass and a whole-home generator, this residence offers the rare combination of refinement and peace of mind. Spanning 6,355+ square feet, the home features five bedrooms, five full baths and four half baths, with a layout tailored for grand entertaining and everyday ease. A rear three-car garage, accessed discreetly from South Lodge Drive, preserves the home's striking street presence. Inside, the main level unfolds into a wide-open living experience with a great room with wet bar, formal dining, and a showpiece chef's kitchen outfitted with Wolf dual-oven six-burner range, dual side by side 36” Sub-Zero Over-and-Under Refrigerator/Freezers, a Wolf microwave drawer, a Wolf warming drawer, and built-in Miele espresso machine. The first-floor primary suite is a private retreat, complete with an in-home gym, a spa-inspired bath and dual custom-fitted closets. A beautifully appointed guest suite (fifth bedroom) with en-suite bath also anchors the main level. Access to the upper floors is seamless via a dramatic staircase with custom wrought-iron railings or the private elevator. Upstairs, three additional en-suite bedrooms include custom walk-in closets, one thoughtfully designed with built-in bunk beds, plus a bonus club room with built-in desks and additional laundry for added convenience. Outdoors, the property transforms into a walled and gated resort-style oasis featuring a gas-heated saltwater pool with sun shelf and spa, and an artificial turf lounge/play area. A screened entertainment lounge with a convenient half pool bath connects to a full outdoor kitchen with sink, TV and gas grill, all complemented by a pergola and a mosquito misting system, ideal for Sarasota's seasons. Above the garage, a spectacular casita-style retreat, accessible by the home’s second private interior elevator or exterior spiral staircase, elevates entertaining to an entirely new level with a 2,000-bottle refrigerated wine room, a fully equipped wet bar, mini- fridge, clear ice maker, and dishwasher. Go onto the covered terrace with a gas fireplace, then unwind on the third floor in the private, pool-like infinity-edge spa, an experience that feels equal parts boutique resort and private club. Ideally in walking distance to A-rated Southside Elementary School, Southside Village, Sarasota Memorial Hospital, downtown Sarasota and short drive to the world-famous sands of Siesta Key Beach, this is a rare opportunity to own a bespoke residence in one of Sarasota's treasured neighborhoods.
Listing Agent: Katy Mcbrayer (941-400-2406)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,500,00033 Days on yellowkey MLS ID: A4692060
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Wake each morning to sweeping Gulf views and end each day with Sarasota’s legendary sunsets from this ninth-floor residence at L’Elegance on Lido Beach. Positioned directly on the Gulf, this 2-bedroom, 2-bath residence offers 1,350 square feet of living space and an expansive Gulf-front terrace designed to capture panoramic water views and coastal breezes. The living area, primary suite, and guest bedroom all enjoy direct Gulf exposure—an exceptional feature that allows nearly every primary living space to capture breathtaking beachfront views. What truly sets this residence apart is the rare opportunity already in motion. A full coastal-modern renovation was planned, with open permits in place and a contractor ready to begin. Renovation plans allow the next owner to move forward without typical delays while personalizing finishes. Recent Sarasota County-led beach renourishment, completed just weeks ago, has significantly widened the shoreline, enhancing both the beauty and long-term stability of this Gulf-front setting. Ideally located on the quiet south end of Lido Key, this residence enjoys a more private beachfront environment while remaining just moments from the renowned shopping and dining of St. Armands Circle and the cultural attractions of downtown Sarasota. L’Elegance is one of Lido Key’s most sought-after beachfront communities, offering a 24-hour guarded entrance, resort-style Gulf-front pool and spa, newly updated fitness center with modern equipment, tennis courts, clubhouse, and private deeded beach access. The community is currently enhancing each residential floor with modern finishes, reflecting ongoing investment and pride of ownership throughout the building. Whether envisioned as a refined seasonal escape or a full-time coastal residence, this property presents a rare opportunity to create a custom-designed Gulf-front home in one of Sarasota’s premier beachfront locations.
5883 WHISTLEWOOD CIR, SARASOTA, FL 34232
$485,000204 Days on yellowkey MLS ID: A4671389
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1530 Built: 1979 Tax: $5,067 (2024)Community: Ridgewood Estates 20Th AddSpa: NoSingle Family
Taxes:$5,067
Elementary School: Brentwood Elementary
Tax Year: 2024
Remarks: Welcome to 5883 Whistlewood, a centrally located Sarasota retreat, with no HOA, that blends everyday convenience with the best of Florida living. If you’ve been searching for a home that offers a relaxed, coastal lifestyle with quick access to everything Sarasota is known for, this is it. Live just 7.5 miles from downtown Sarasota, where world-class dining, shopping, and entertainment await. Enjoy easy evenings at spots like Ocean Prime, weekend strolls along the Bayfront, or spur-of-the-moment outings to the Farmers Market. When you’re craving beach time, Siesta Key, consistently ranked America’s #1 beach, is only 7 miles away, making sunrise walks, sunset sessions, and full beach days part of your weekly routine. Back at home, unwind in your private swimming pool or relax in the screened-in lanai overlooking a fully fenced backyard, perfect for pets, play, and peaceful afternoons outdoors. Inside, the home offers 4 bedrooms, giving you the flexibility to create guest space, a home office, or a hobby room. The location is ideal for those who value both privacy and connectivity. The neighborhood is quiet and established, yet you’re only 0.8 miles from I-75, making commutes smooth and travel effortless. Outdoor enthusiasts will love being just 2 miles from Urfer Family Park, with walking trails, playgrounds, and green space to enjoy year-round. Whether you’re looking for a primary residence, a seasonal escape, or a property that balances lifestyle with convenience, 5883 Whistlewood delivers a truly complete Sarasota experience, pool days, beach weekends, downtown nights, and a peaceful home base in the heart of town.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Traci Bolen (941-914-5159)
132 TALL TREES CT, SARASOTA, FL 34232
$520,00055 Days on yellowkey MLS ID: A4689367
REDUCED by $10,000 (1.9%) on 05/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1865 Built: 2001Monthly Fee: $199 Tax: $3,522 (2025)Community: Oak Court Ph 2-A & 2-BSpa: YesSingle Family
Taxes:$3,522
Remarks: Located in Oak Court, a gated community of approximately 60+ homes just off Fruitville Road, this updated, west-facing, single-story residence offers convenient access to downtown Sarasota, University Town Center (UTC), Gulf beaches, golf courses, parks, and I-75. Set on a private dead-end street with mature canopy trees and landscaped surroundings. Extensive upgrades include roof (2021), AC (2025), and water heater (2026). Interior features professionally curated paint selections and 24-inch tile flooring (2025) in select areas including two bedrooms and foyer. The layout offers a flexible front room off the entry, ideal for dining, sitting, or office use. The home then opens into the main living area with vaulted ceilings and an open connection to the kitchen. A separate dining area is positioned just off the kitchen, creating a natural flow for everyday living and entertaining. The living space provides direct access to the screened lanai and hot tub, which conveys with the sale. Kitchen features a Samsung appliance suite (2025), soft-close cabinetry, pull-out drawers, island workspace, and adjacent dining area. Bathrooms updated with Calcutta wall tile and energy-efficient commodes (2025). Primary suite includes dual sinks, walk-in shower, and walk-in closet. Secondary bedrooms offer built-in storage and custom paint finishes. Smart home features include Eufy video doorbell and upgraded digital AC thermostat. Additional interior improvements include plantation shutters, vertical blinds, updated lighting fixtures, and ceiling fans. Garage includes epoxy-coated floor (Galaxy Blue, 2025), custom overhead storage, and fresh interior paint. Exterior upgrades include backyard privacy landscaping with Areca palms (2025) and redesigned irrigation system. Community amenities include pool, cabana, lake with fountain, and irrigation.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Antonio Lopez (626-664-5124)
355 CALLE MIRAMAR, SARASOTA, FL 34242
$3,300,000138 Days on yellowkey MLS ID: N6142420
REDUCED by $200,000 (5.7%) on 05/08/2026
Bed: 6 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2660 Built: 1993 Tax: $25,782 (2025)Community: Sarasota BeachSpa: YesApartment
Taxes:$25,782
Remarks: Rare opportunity to own a pristine, income-producing duplex just steps from Siesta Key Village and one block from the powdery sands of Siesta Key Beach—recognized as one of the finest beaches in the world. Properties offering this level of condition, location, and flexibility are seldom available. Each residence features 3 bedrooms and 2.5 bathrooms and has been thoughtfully renovated and fully furnished for immediate enjoyment or turnkey rental use. Interiors showcase luxury vinyl flooring throughout, updated kitchens, split-bedroom layouts, in-unit laundry, and large flat-screen televisions in all bedrooms and livi. ng areas—designed to support both comfortable living and strong rental demand. There are no rental restrictionss. Bright, sunfilled open bedrooms with generous closets complement spacious, well-appointed kitchens. Outdoor living is exceptional, with 2 heated private pools and spas, front and rear patios, and deeded canal access just around the corner—features that enhance both lifestyle enjoyment and guest appeal. Each unit includes a private garage with game room, accommodating up to two vehicles, along with additional driveway parking—an exceptional convenience on Siesta Key. The property offers outstanding versatility, whether used as a primary or seasonal residence with supplemental rental income, or operated as a dual-income investment. Significant exterior improvements include updated siding and trim, hurricane-rated windows on the front elevation, refreshed lighting, fresh exterior paint, and brick paver driveways and walkways—creating a polished coastal offering in one of Siesta Key’s most desirable and supply-constrained locations.
Listing Agent: Matthew Vander Wyden (941-483-0977)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00029 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
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