Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7647 SANDERLING RD, SARASOTA, FL 34242
$3,300,00032 Days on yellowkey MLS ID: TB8486392
REDUCED by $699,000 (17.5%) on 04/12/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4006 Built: 1961Monthly Fee: $450 Tax: $23,004 (2025)Community: Sanderling ClubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,004
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: The Ness House | A rare architectural opportunity in Sanderling A rare opportunity has emerged on Siesta Key. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately set within the gated enclave of Sanderling, this residence embodies understated luxury and architectural significance. Expansive walls of glass blur the line between inside and out, inviting sunlight to fill the interiors while framing tranquil natural surroundings. The thoughtful design captures coastal breezes and creates a living experience that is both serene and effortlessly curated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key entry point of the most celebrated beach experiences in the world perfect for morning walks, sunset evenings, and the kind of lifestyle most only dream of. Now compellingly re-positioned, the offering presents exceptional value for a home of this pedigree, location, and design significance. Opportunities like this—where architecture, privacy, and proximity to the beach align are increasingly rare. For the buyer who understands design and recognizes true value, this is the moment to step in. Private showings are now available experience The Ness House firsthand.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
499 PARTRIDGE CIR, SARASOTA, FL 34236
$2,399,000171 Days on yellowkey MLS ID: A4669490
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2539 Built: 1970Monthly Fee: $89 Tax: $23,130 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$23,130
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Discover this stunning 3-bedroom, 3-bathroom residence nestled on a coveted barrier island, where downtown Sarasota's sophistication meets the pristine shores of Lido Beach. This 3,482-square-foot sanctuary embraces warm modern design philosophy, creating an atmosphere where contemporary elegance dances with coastal charm. Step inside to find an expansive open floor plan that flows seamlessly, while multiple glass doors create a harmonious bridge between indoor luxury and outdoor paradise. The tropical lanai beckons with its sparkling pool, rejuvenating spa, and fully equipped outdoor kitchen—perfect for those who believe the best conversations happen under starlit skies. The generously proportioned primary suite serves as a private retreat, complete with a screened sitting area and dedicated outdoor space for morning coffee or evening contemplation. Dual walk-in closets ensure organization remains effortlessly stylish, while impact windows provide both security and unobstructed views of this island oasis. Thoughtful details abound, from Hunter Douglas treatments and plantation shutters to pristine tile work in the bathrooms. The finished garage, complete with floor coating and abundant cabinetry, proves that even utilitarian spaces can embrace sophistication. Bird Key's exclusive 250-acre community offers mature landscaping and rich historical significance among Sarasota's most prestigious neighborhoods. Residents enjoy proximity to Bird Key Park's water sports opportunities, while the nearby Bird Key Yacht Club provides marina services, dining, fitness facilities, and tennis courts. This is island living refined—where luxury meets lifestyle in perfect harmony.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Don Chamberlain (207-329-8889)
1185 S SHADE AVE, SARASOTA, FL 34237
$874,90026 Days on yellowkey MLS ID: N6143460
REDUCED by $20,100 (2.2%) on 04/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Elementary School: Alta Vista Elementary
Remarks: Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
1243 SIESTA BAYSIDE DR #D, SARASOTA, FL 34242
$559,000155 Days on yellowkey MLS ID: A4671901
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,076 (2024)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,076
Tax Year: 2024
Remarks: LOCATION, LOCATION, LOCATION! Nestled in the desirable and picturesque beach community of Gulf & Bay Club Bayside. This delightful 1 bed plus den, 2 bath condo with a single garage is being sold turnkey furnished all you need is your toothbrush! This delightful ground floor unit provides peace and tranquility to escape our busy day to day lives. Relax on the patio and enjoy the water view and the Florida wildlife or take a stroll to the community pool and join in the social lifestyle this community is renowned for. This unit has a great layout offering a spacious well-equipped kitchen which has been totally opened up with granite counters, title backsplash, ample storage and work surface, stainless steel appliances and a dining counter. The open plan living area opens onto the patio extending the living space for al fresco dining. The spacious master bedroom has a walk-in closet and an updated ensuite bathroom offering plenty of storage. With an additional guest bath and a den with a sliding partition for privacy, making a perfect space for an office, dinette or a guest bed for visiting friends and family. The community offers two heated pool, tennis and pickleball courts, a clubhouse with a full kitchen, a fitness room, BBQ, picnic areas, a fishing pier and deeded beach access! The beach access is on your doorstep and of course you have the wonderful Siesta Key Village for entertainment and restaurants. Saunter to the village or take the free Siesta Key Trolley which connects the two sides of the Key. Whether you’re seeking a vacation home or an investment property, the weekly rental policy makes this an exceptional opportunity. And best of all, this unit sustained no hurricane damage.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
130 MIMOSA DR, SARASOTA, FL 34232
$639,900135 Days on yellowkey MLS ID: A4673876
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2239 Built: 1978Monthly Fee: $19 Tax: $4,497 (2024)Community: Beechwood Estates SubSingle Family
Taxes:$4,497
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Set on a quarter-acre corner lot within a deed-restricted Sarasota community, this four-bedroom, two-bath residence blends comfort with modern enhancements. Constructed with concrete block and new hurricane-impact windows and doors, the home offers peace of mind and long-term value. The split floor plan delivers privacy and function, with primary suite positioned at the north end. The updated primary bath and expansive walk-in closet provide a refined retreat. At heart of the home, the open-concept kitchen showcases granite countertops, soft-close cabinetry, and bar seating that opens to a large dining area and vaulted family room with lake views and a travertine-clad wood-burning fireplace. Travertine and wood flooring extend throughout. Three-panel sliding doors reveal a screened lanai ideal for entertaining, offering serene lake views and a fountain feature. Additional highlights include 2025 hurricane-rated garage door, a 2019 air-conditioning system, new ductwork, and an oversized two-car garage with storage. The exterior has been transformed into a private oasis, complete with upgraded landscaping and paver patio designed for Florida living. This meticulously maintained home provides a rare combination of style, structure, and setting, all minutes from downtown Sarasota and the gulf beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1726 WALDEMERE ST, SARASOTA, FL 34239
$5,750,00040 Days on yellowkey MLS ID: A4685190
REDUCED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5250 Built: 2026 Tax: $5,943 (2026)Community: N/ASpa: YesSingle Family
Taxes:$5,943
Tax Year: 2026
Remarks: Pre-Construction. To be built. Buyer may customize plan, size, price and finishes. Call agent for all details. All info coming soon!!!
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,400,00040 Days on yellowkey MLS ID: A4685215
INCREASED by $25,000 (0.4%) on 04/12/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Remarks: Coming soon! Completion 5/11/26. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sophisticated sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
4076 SOUTHWELL WAY, SARASOTA, FL 34241
$669,00063 Days on yellowkey MLS ID: A4682589
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2263 Built: 1979Monthly Fee: $27 Tax: $3,668 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$3,668
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: This is a rare opportunity to purchase a well built original Bent Tree home with newer roof right on the fairway of Bent Tree golf course. This beautifully maintained split plan residence offers privacy, thoughtful upgrades, and premium positioning within the neighborhood. Bent Tree Community Homeowners Association dues are only $319 per year. Situated on a premium lot on hole #16, it boasts a west-facing rear exposure to enjoy sunsets throughout the seasons and beautiful afternoon light situated on an elevated lot that you can see clearly from the roadway. The property has never experienced flooding and features many different exotic trees, including an original Bent Tree bottle brush,a maple tree in front, sycamore, camphor, and bamboo. The exterior showcases an authentic clay brick driveway, brick paver front entry, and decorative porcelain tile accents with evening lighting. Twelve-volt LED driveway lighting and professional 120-volt LED landscape lighting enhance the property’s curb appeal. Inside, the home features porcelain tile flooring throughout—no carpet. Recent improvements include new bathroom mirrors and Kohler faucets, 72-inch energy-efficient DC indoor/outdoor ceiling fans (6 total), and replaced sliding glass doors (11/2021). Most windows were replaced in 05/2021 with Armortech windows all under Sarasota County permit. Additional metal security panels provide extra hurricane protection for select windows. The property includes a well-fed, three-zone sprinkler system for lawn irrigation and a hot water heater timer for additional efficiency. Outdoor living is enhanced by two private bathroom courtyards finished with real brick pavers and Hardy Board fencing. The pool area is supported by updated equipment and energy-efficient systems. This property combines extensive upgrades, quality materials, and a prime golf course setting—ready for its next owner to enjoy.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000158 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999110 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing Agent: Enrique Coletti (941-952-8164)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,0006 Days on yellowkey MLS ID: A4689684
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3875 Built: 2006 Tax: $33,343 (2025)Community: Hudson BayouSpa: YesSingle Family
Taxes:$33,343
Remarks: Step into a home that feels more like a private gallery and retreat than a traditional residence—where modern design, light, and location come together in a way that’s nearly impossible to replicate in Sarasota. Located just one block from Southside Village and minutes to downtown, this West of Trail architectural residence is designed for the cosmopolitan buyer—someone who values design, art, walkability, and a lifestyle that blends indoor and outdoor living seamlessly. From the moment you enter, you’re greeted by a dramatic two-story great room with soaring ceilings, polished concrete floors, and a striking mid-century modern fireplace. A wall of glass draws your eye straight through to the sun-drenched, Palm Springs-inspired pool and lush tropical backdrop—creating that immediate “this is different” feeling. The scale and clean lines offer the perfect canvas for an art collector, with expansive walls that invite statement pieces. The kitchen is both functional and beautifully integrated—designed for someone who entertains without wanting to be separated from the experience. Custom cabinetry, a professional-grade 48" Jenn-Air gas range, double ovens, and a wet bar all open directly to the living and dining spaces, including a character-rich built-in banquet booth that feels both classic and intentional. On the main level, a guest suite with large sliders opens to a covered, screened lanai—ideal for outdoor dining or evening lounging without interruption. There’s also a dedicated office for the not-quite-retired, a bright and airy laundry room, and thoughtful storage throughout. Upstairs, the home continues to surprise. A lofted lounge creates separation for guests or quiet moments, while a spacious ensuite bedroom provides comfort and privacy. Then, a true conversation piece—the observatory, accessed via a winding staircase—offers a unique escape that feels both playful and sophisticated. The primary suite is expansive and light-filled, with generous closet space, dressing areas, and a bathroom that carries through the home’s mid-century modern aesthetic. Outdoors, the experience is equally refined. Low-maintenance designer rock beds are complemented by mature palms and lush landscaping, framing a private resort-style pool and spa. A detached 400 sq. ft. studio/guest house adds flexibility—perfect as an art studio, fitness space, guest suite, or private office with its own entrance. The garage is oversized with a two-car door but space for much more—cars, e-bikes, paddleboards, even a golf cart—supporting an active, coastal lifestyle. This is not a home for everyone—and that’s exactly the point. It’s for the buyer who has outgrown the ordinary, who appreciates architecture and design, who wants to be close to everything yet live in one of Sarasota’s most desirable residential neighborhoods. Because the reality is—homes like this rarely come available. And when they do, they don’t last. If you’ve been waiting for something that actually feels different… this is it.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$219,0006 Days on yellowkey MLS ID: A4689629
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
3641 STOKES DR, SARASOTA, FL 34232
$510,0006 Days on yellowkey MLS ID: A4689591
Bed: 5 Bath: 2.0 Liv Area Sq Ft: 1916 Built: 1960 Tax: $4,614 (2025)Community: Ridgewood Estates Add 04 Resub 01Single Family
Taxes:$4,614
Elementary School: Brentwood Elementary
Remarks: Spacious and beautifully updated 5-bedroom, 2-bath pool home in the heart of Sarasota—offering no deed restrictions, no HOA, and no flood insurance required. This fully rehabbed home welcomes you with a bright living room featuring stunning designer metallic flooring. The flexible 5th bedroom is currently used as a home office, perfect for today’s lifestyle. Major updates include a metal roof (2012) and new HVAC system (2025) for peace of mind. The kitchen shines with new appliances, designer-added storage units, and a striking palm frond tile backsplash, creating both style and functionality. The dining room features a built-in closet with a charming barn door closure. Enjoy added convenience with an indoor laundry room equipped with a tankless water heater. The home is fully fenced for privacy and includes ample outdoor storage, along with new shutters throughout for enhanced curb appeal. Step outside to your private pool area—ideal for relaxing or entertaining. This home is being sold partially furnished, making it move-in ready or a great investment opportunity. Centrally located near the interstate, hospitals, medical facilities, shopping, and a wide variety of dining options. A rare opportunity to own a 5-bedroom pool home in Sarasota priced below market—don’t miss it!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
1560 INGRAM AVE, SARASOTA, FL 34232
$475,000148 Days on yellowkey MLS ID: A4672743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 2009 Tax: $2,466 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$2,466
Remarks: BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH. PINECRAFT, SARASOTA BEAUTIFUL 3 BEDROOM 2 BATH CUSTOM BUILT HOME. KEY FEATURES: Amazing open concept floor plan, with an inviting, multiple-spaces-to-eat-in kitchen with built in china cabinet and pantry, custom beam with elevated ceiling and ceramic tile flooring in living room with built in desk and extra large storage closet plus custom wood trim throughout. Sliding doors in dining room lead out to enclosed Sunroom. Escape to the Master Bedroom suite featuring HIS & HERS walk-in closets, jacuzzi soaking tub in the bathroom, along with built-in floor to ceiling cabinetry with a vanity counter and a private entrance to the Sunroom. Split floor plan detailed for optimal privacy. OUTDOOR LIVING & ENTERTAINMENT: Enjoy the enclosed Sunroom out back as well as a covered & pavered back porch - ideal for relaxing and entertaining al fresco year-round. No HOA fees and no deed restrictions. Side yard can accommodate RV or boat parking hassle free. Legacy Trail is just steps away for walking or biking to Yoder’s, Der Dutchman, Siesta Key or downtown Sarasota. Just minutes to world famous beaches of Sarasota! SELLER IS OFFERING A $10,000 CREDIT TOWARDS CLOSING COSTS, PREPAIDS, UPGRADES, OR RATE BUY DOWN. INQUIRE WITHIN TO FIND OUT THE DETAILS ON THAT! ALSO, CHECK OUT THE MATTERPORT LINK AND ATTACHED FLOOR PLAN AND SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Anna Martin (941-539-6601)
5338 COLEWOOD PL, SARASOTA, FL 34232
$399,00042 Days on yellowkey MLS ID: A4685098
0 Days Off yellowkey (back on 4/11/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1075 Built: 1972 Tax: $1,562 (2024)Community: Ridgewood Estates 14Th AddSingle Family
Taxes:$1,562
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Priced to sell, this move-in ready 3-bed, 2-bath Pool Home is located in the heart of Sarasota offering comfort, space, and valuable upgrades throughout! Inside, you'll find an inviting layout with an updated kitchen and two renovated bathrooms, giving the home a fresh and modern feel while maintaining warmth and functionality. One of the standout features is the large Florida room, providing the perfect space for relaxing, entertaining, or enjoying year-round indoor-outdoor living. Step outside to your private backyard retreat featuring a HUGE pool and expansive yard, ideal for gatherings, gardening, pets, or simply enjoying the Florida sunshine. The home also includes a 6' x 22' attached workshop, perfect for hobbies, storage, or projects, in addition to the attached garage. Major updates provide peace of mind for years to come, including a BRAND NEW ROOF, BRAND NEW AC, and a NEW garage door opener. The pool has also been upgraded with a BRAND NEW pump and pool cleaning system, making maintenance simple so you can spend more time enjoying it. This property offers excellent convenience with quick access to Interstate 75, and is just minutes from shopping, dining, and the renowned Gulf Coast beaches that make Sarasota such a desirable place to live. With spacious living areas, thoughtful upgrades, and an ideal location, this could be your wonderful opportunity to enjoy the Florida lifestyle!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jennifer Arsenault (941-313-5407)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,00043 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,390,000199 Days on yellowkey MLS ID: A4666766
REDUCED by $85,000 (5.8%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $9,668 (2024)Community: Hamilton ClubSingle Family
Taxes:$9,668
Remarks: Enter a coastal residence where architectural vision, designer finishes and direct access to the water create an exceptional lifestyle on Siesta Key. In the gated waterfront community of Hamilton Club, this fully reimagined home includes a private deeded dock on deep water, offering instant access to the Intracoastal, Sarasota Bay and the Gulf. Inside, the renovation reflects thoughtful design and custom craftsmanship throughout. The great room makes a dramatic impression with 20-foot ceilings, a floor-to-ceiling quartz feature wall with fireplace, floating wet bar, and glass sliders opening to a screened balcony overlooking the pool and pond. The kitchen was completely redesigned with imported cabinetry, premium appliances by Miele, Bosch, GE and KitchenAid, granite counters, and lighting that elevates function and style. An oversized two-car garage with additional golf cart space and additional storage adds a level of convenience rarely found in a coastal property. The residence offers three en-suite bedrooms and a loft, including two separate primary suites. The main floor suite features its balcony and spa-style bath. Upstairs, the primary suite includes a custom fireplace accent wall, walk in closet, and a travertine wrapped bath with freestanding tub, glass enclosed shower and extensive cabinetry. A third guest suite and spacious loft with custom iron railing complete the upper level. On the ground floor, a large climate-controlled bonus room with a half-bath opens to the lanai and offers flexible space for recreation, hobbies or fitness. Impact-rated windows, custom railings, hardwood floors, Nest thermostats, and central vac contribute to a lock and leave lifestyle with comfort of a single-family home. Hamilton Club is a private enclave of just 18 residences with a heated pool and tennis court, minutes from Siesta Village, Shell Road beach access and sugar sand shoreline of Siesta Beach. This is a rare opportunity to enjoy boating, privacy and elegant coastal living in an intimate, gated setting.
Listing Agent: Mike Warm, Llc (941-525-2740)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$1,200,000291 Days on yellowkey MLS ID: A4656944
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997 Tax: $12,009 (2025)Community: Hamilton ClubCondo
Taxes:$12,009
Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.
Listing Agent: Judie Berger (941-928-3424)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,00038 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing Agent: Peg Davant (941-356-4552)
2749 ORCHID OAKS DR #302, SARASOTA, FL 34239
$260,00039 Days on yellowkey MLS ID: A4685445
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1365 Built: 1980 Tax: $3,014 (2025)Community: Orchid Oaks ICondo
Taxes:$3,014
Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Evan Weber (941-287-9700)
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