Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
1185 S SHADE AVE, SARASOTA, FL 34237
$874,90023 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,776
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
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
$559,000152 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
Elementary School: Phillippi Shores Elementary
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
$639,900132 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
$5,750,00037 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
Elementary School: Southside Elementary
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
$6,400,00037 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
$669,00060 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
$1,949,000155 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)
1204 HILLVIEW DR, SARASOTA, FL 34239
$18,900,00076 Days on yellowkey MLS ID: A4677344
Bed: 6 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 7687 Built: 2008 Tax: $85,253 (2025)Community: Harbor AcresSpa: NoSingle Family
Taxes:$85,253
Remarks: Set within the prestigious Harbor Acres neighborhood—one of Sarasota’s most sought-after waterfront enclaves, this stunningly renovated gated estate occupies an exceptional lot on the Hillview Point with 171 feet of Sarasota Bay frontage and sweeping, unobstructed panoramic views. This magnificent two-story residence, designed by renowned architect Cliff Sholz, offers six bedrooms, seven full baths, and two half baths, complemented by an oversized three-car garage—providing a seamless blend of architectural grandeur and everyday livability. A dramatic two-story foyer welcomes you inside, where expansive west-facing walls of glass capture breathtaking water vistas and bathe the home in natural light. The main level is thoughtfully designed for both refined entertaining and comfortable living, featuring a waterfront living room, an inviting family room, and an elegant dining room. At the heart of the home, the gourmet kitchen showcases authentic zebrawood cabinetry celebrated for its exotic grain patterns and rich natural character, paired with Quartz countertops, a generous center island, premium appliances, and a breakfast area with a dedicated coffee bar—perfectly suited for intimate mornings or hosting on a grand scale. Additional highlights include a private library, executive office, a full-service bar, and secondary laundry room. The owner’s suite is a serene waterfront sanctuary, offering tranquil Sarasota Bay views, dual spa-inspired bathrooms, three walk-in closets, and a private laundry—creating a truly elevated retreat experience. Ascend the sweeping staircase or take the private elevator to the second level, where five beautifully appointed guest suites provide exceptional comfort and privacy. Two of these suites, along with the upstairs library, enjoy coveted waterfront positioning and direct access to a spectacular 35-foot terrace overlooking Sarasota Bay—an ideal setting for morning coffee, sunset cocktails, or quiet moments of reflection. An additional laundry room on this level adds to the home’s thoughtful functionality. Outdoor living is equally impressive. Host unforgettable gatherings on the expansive 76-foot elevated terrace with summer kitchen or unwind poolside at the resort-style terrace featuring a 55-foot heated pool and generous lounging areas. For boating enthusiasts, private dockage delivers effortless access to Sarasota Bay and the open waters beyond. This extraordinary waterfront estate embodies the very essence of Sarasota luxury—where timeless design, exceptional craftsmanship, and unparalleled coastal views come together in a truly rare offering.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Stephanie Church (941-724-5448)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999107 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Enrique Coletti (941-952-8164)
1751 HAWTHORNE ST, SARASOTA, FL 34239
$2,495,0003 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
$219,0003 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
$510,0003 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
$475,000145 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
$399,00039 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)
208 HOURGLASS WAY #V11, SARASOTA, FL 34242
$475,00013 Days on yellowkey MLS ID: A4688135
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1432 Built: 1968Monthly Fee: $1,793 Tax: $3,258 (2025)Community: Whispering SandsVilla
Taxes:$3,258
Remarks: 3 bedroom/2 bath freestanding villa with fenced patio. Remediation from 2024 hurricane damage completed. Property has yet to be rebuilt.
Listing Agent: Harriet Stopher (404-316-8944)
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000134 Days on yellowkey MLS ID: A4672827
REDUCED by $490,000 (8.2%) on 04/11/2026
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4978 Built: 2018 Tax: $34,839 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$34,839
Remarks: Located within highly desirable Harbor Acres—Sarasota’s premier neighborhood—this masterful three-story contemporary residence, designed by renowned architect Mark Sultana of DSDG Associates, stands as a testament to uncompromising vision and peerless craftsmanship. From the hand-selected hardware to the custom Italian floating staircase that appears to defy gravity, every detail has been curated with deliberate intention, resulting in a living experience that elevates luxury to an art form. Flooded with natural light and framed by soaring ceilings and expansive walls of glass, the interiors unfold with effortless grace and architectural precision. The heart of the main living area is an open-concept great room, anchored by a chef’s kitchen of exceptional caliber. A suite of Miele appliances—including a built-in espresso maker, induction cooktop, warming drawers, dual microwaves, and a full-height wine tower—pair beautifully with sleek Dekton countertops and custom Westwood cabinetry. A hidden butler’s pantry with Sub-Zero refrigeration ensures effortless hosting. The adjacent dining and lounge areas extend naturally to the expansive covered balcony, which overlooks the serene pool and private backyard and features a summer kitchen with built-in grill and a thermally modified wood ceiling designed for year-round outdoor living. The main level’s north wing is reserved for the dual-owner’s suite, boasting two private retreats (one currently serving as a refined home office) connected by an indulgent spa bath with floating vanities, dual rain showers, a sculptural soaking tub, heated towel racks, and elegant Italian Presotto custom walk-in closets. The third level has a library/media room that can easily transition into a two-room guest suite via sliding doors, and an additional bedroom suite. Two full baths support this level, ensuring comfort and privacy for guests. Other features include a high-end audio-visual system with hard wired speakers throughout, custom Crestron blinds and internal/external lights with remote control access through both phone and iPad. Five Luma exterior cameras are hard wired with remote access, real time monitoring and recording. Outside, the backyard beckons as a tranquil oasis with a sleek heated pool and spa and a covered seating area surrounded by lush bamboo for privacy. A standalone guest house—complete with a full bath, coffee bar, and mini-fridge—offers visitors independence while remaining closely connected to the main residence. Crowning the home, the rooftop terrace provides panoramic 180 degree views spanning Sarasota Bay, the Ringling Bridge, Longboat Key, Siesta Key, and downtown Sarasota—an ideal spot for evening gatherings, sunset views, or quiet reflection. For the automobile enthusiast, two climate-controlled garages with epoxy flooring and commercial-grade doors accommodate up to six vehicles, along with generous storage and a dedicated gym opening onto the pool terrace. Every facet of this home’s design, execution, and livability transcends the expected, delivering a residence that is as visually stunning as it is intuitively functional—a modern masterpiece just minutes from downtown Sarasota’s vibrant Bayfront, yet serenely tucked away in its own private enclave of refined coastal elegance.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
845 BENJAMIN FRANKLIN DR #302, SARASOTA, FL 34236
$444,00036 Days on yellowkey MLS ID: A4685441
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 756 Built: 1974 Tax: $5,928 (2025)Community: Presidential TheCondo
Taxes:$5,928
Middle School: Booker Middle
Remarks: BEACH LOVERS WANTED! You can experience the Lido Key lifestyle daily in this updated 1-bedroom + den 3rd floor Condo with pool and peakaboo view of the Gulf of Mexico. Ideally located directly across from Lido Beach and a short walk to St. Armand Circle, Ted Sperling Park, and Lido Beach Park. Perfect for easy beach-to-door living!! With only 40 Units, this Boutique Community is your perfect hideaway. The property abounds with palm trees and exotic plants. There is elevator access or two sets of stairs. Recent Condo updates include custom reclaimed wood kitchen & bathroom cabinetry (from the Brooklyn Shipyard), newer appliances-stone tiled bathroom- air conditioning-hot water heater-and impact sliding doors. Being offered completely furnished (*except some artwork, antiques)- just bring your suitcases! The Bayrunner Trolley stops out front and is free. Enjoy Sarasota's extensive Arts, Restaurants and nightlife without ever worrying about parking after your day in the sun. Make an appointment to see this gem now.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
5272 BOX TURTLE CIR, SARASOTA, FL 34232
$624,9904 Days on yellowkey MLS ID: A4689433
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2473 Built: 1985Monthly Fee: $50 Tax: $3,171 (2024)Community: Turtle Creek 2Spa: NoSingle Family
Taxes:$3,171
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate blend of privacy, space, convenience and opportunity in this rare 1-acre estate situated in the highly sought-after community of Turtle Creek II. Positioned on a premier corner lot and enveloped by a lush canopy of majestic oaks, 5272 Box Turtle Circle features 5-bedrooms, 4-baths, including an attached 1-bedroom/ 1-bath in-law suite with a private entrance. Upon entering, you are greeted by an expansive open floor plan characterized by soaring ceilings and an abundance of natural light. The heart of the home is the beautifully updated kitchen and bright living area with French doors, featuring modern appliances, ample counter space, which flows seamlessly into the bright living and dining areas. For cozy evenings, the grand living room features a classic wood-burning fireplace, creating an inviting atmosphere for family gatherings. Opportunities galore as this second living room could also be featured as an addition to the Primary suite, offering you flexibility and versatility. The most unique and valuable feature of this property is the fully integrated in-law suite. Complete with its own private exterior entry and a dedicated kitchenette, this versatile space is perfect for multi-generational living, a long-term guest retreat, or a secluded professional home office. Market rent for the attached suite is $1,500 per month which is an opportunity to offset your mortgage or be another stream of income. The interior layout is thoughtfully designed for flexibility, offering five true bedrooms to accommodate a variety of lifestyle needs. Step through the French doors to discover your own private oasis. The oversized screened-in patio provides the perfect setting for alfresco dining or morning coffee while overlooking the massive, park-like backyard. With a full acre of land, there is limitless potential for outdoor recreation, gardening, or adding a custom resort-style pool. This property offers the rare luxury of land and privacy while maintaining a HardiPlank exterior for lasting curb appeal. Roof is only 3 years old! Located in a quiet, established neighborhood with no CDD fees and low HOA dues, you are just minutes from I-75, the UTC shopping district, and Sarasota’s world-famous beaches. This is a rare opportunity to secure a significant piece of land in one of the Gulf Coast's most convenient and desirable locations. Be sure to experience the full 3-D Interactive Walkthrough and schedule your private viewing today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4034 ROBERTS POINT RD, SARASOTA, FL 34242
$10,000,0004 Days on yellowkey MLS ID: A4689062
Bed: 5 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 5458 Built: 1990 Tax: $25,533 (2025)Community: Elliot M Prop Siesta KeySpa: YesSingle Family
Taxes:$25,533
Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with five bedrooms, four full bathrooms, and one half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4939 COMMONWEALTH DR, SARASOTA, FL 34242
$1,450,00040 Days on yellowkey MLS ID: A4684397
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2090 Built: 1982 Tax: $10,045 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$10,045
Remarks: You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees
Listing Agent: Jessica Hoffman (941-400-5778)
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