Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
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Sarasota - 1728 properties found
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000315 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,456
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2452 WHIPPOORWILL CIR, SARASOTA, FL 34231
$450,000134 Days on yellowkey MLS ID: A4675147
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $24,900 (5.2%) on 04/19/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2295 Built: 1956 Tax: $2,167 (2025)Community: Weslo WillowsSingle Family
Taxes:$2,167
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3-bath residence ideally located in the heart of Sarasota, just minutes from world-famous Siesta Key Beach. 2452 Whippoorwill Circle offers 2,300 square feet of thoughtfully designed living space and full of possibility. This home features a desirable split floor plan that provides both comfort and functionality for everyday living and entertaining. Step inside to a bright, open layout highlighted by timeless terrazzo flooring and a spacious living room accented with gorgeous exposed beams that add character and warmth. The well-appointed kitchen and multiple gathering areas create an inviting flow, perfect for family living or hosting guests. Enjoy Florida living year-round from the comforting screened lanai, an ideal space to relax and unwind. Situated on a quiet street, the home offers a sense of privacy while remaining moments from Sarasota’s vibrant dining scene, shopping, and everyday conveniences. Restaurants, cultural attractions, and everything Sarasota has to offer are right at your doorstep. Additional benefits include no CDD fees, no HOA costs, and zoning for top-rated schools including Phillippi Shores Elementary, Brookside Middle, and Riverview High School. With easy access to major roadways, beaches, and downtown Sarasota, this property presents an exceptional opportunity to enjoy space, location, and value. Be sure to experience the 3D interactive walkthrough tour. This home is priced to sell, make a private appointment today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
1661 S JEFFERSON AVE, SARASOTA, FL 34239
$1,250,00061 Days on yellowkey MLS ID: A4684656
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2490 Built: 1953 Tax: $12,131 (2025)Community: Alfred ParkSpa: YesSingle Family
Taxes:$12,131
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. BUYER'S CONTRACT FELL THROUGH. So, back on the market. What a great opportunity! Live where mornings begin with coffee on the wide front porch beneath mature live oaks and evenings end with a swim in your own heated pool and spa, added by the current owner to elevate Florida living. Completely renovated down to the studs in 2021, this move-in-ready, three-bedroom, three-bath Arlington Park pool home with dedicated office, den/sunroom and bonus room blends timeless mid-century charm with modern systems and design. Major upgrades include a 2021 metal roof, newer plumbing, newer electrical wiring and panel, hurricane-rated windows, hurricane-rated garage door, LED lighting and hand-scraped engineered hardwood floors throughout, delivering both beauty and long-term peace of mind. Walls were thoughtfully opened to create bright, flowing living spaces anchored by a stunning Quartzite kitchen featuring an oversized island with seating, solid wood soft-close cabinetry, stainless KitchenAid appliances including under-counter microwave, full-height subway tile backsplash, ample pantry storage, and a built-in Quartzite-topped buffet with glass-front cabinetry and wine refrigerator in the dining area. The spacious living room and adjoining den/sunroom connect seamlessly to the private, fully fenced backyard oasis with multiple seating areas and professional landscaping. The owner’s suite offers a peaceful retreat with spa-style bath, Quartzite counters, glass-enclosed shower and private outdoor lounging deck, while two generously sized guest bedrooms, one ensuite, and two additional fully reimagined baths provide comfort and flexibility. A custom office with Quartzite and wood built-ins supports work-from-home ease, and the large bonus room is ideal for a gym, media room, or play space. Perfectly positioned on a prominent corner lot with circular driveway and side-entry two-car garage, this home is a short distance from Arlington Park and Aquatic Complex featuring a 50-meter lap pool, fitness center, indoor gymnasium, tennis and pickleball courts, basketball courts, playground, dog park and scenic walking trails, and is minutes to Downtown Sarasota’s restaurants, arts and waterfront, Southside Village shopping and dining, Sarasota Memorial Hospital and the world-famous beaches of Siesta Key. For buyers searching for a fully renovated Arlington Park pool home in Sarasota with modern upgrades, walkability and unbeatable proximity to parks, downtown and beaches, look no further.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
3656 OAK GROVE DR, SARASOTA, FL 34243
$874,9009 Days on yellowkey MLS ID: A4691432
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4054 Built: 1981 Tax: $5,343 (2025)Community: Oak Grove ParkSpa: NoSingle Family
Taxes:$5,343
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Welcome to this non mandatory hoa neighborhood, beautiful 4 bedroom 3 full bath pool home featuring a 1 bedroom 1 bath mother in law suite with private access making it a total of 5 bedrooms 4 full baths. The mother in law suite has established itself as a successful vacation rental presenting an outstanding investment opportunity. Enjoy a Sarasota address while paying Manatee County taxes all while being conveniently located to everything this area has to offer. Situated on over an acre of land, this versatile property is perfect for those who need room to live, work and play... Bring your rv's, trailers, work vehicles or car collection... There is ample parking and no deed restrictions to limit your lifestyle. Even horses are welcome - with space to build a barn or custom collector garage. This home has a butler's pantry with stylish barn doors that add charm and functionality. Step outside to a private oasis - a large peanut shaped saltwater pool (8' deep) screened lanai (rescreened in 2025). The main house with generous room sizes has living area, kitchen, dining room and family room, master bedroom and 2nd bedroom on 1st level while upstairs there are 2 bedrooms with dual closets and a jack and jill bathroom to share. New metal roof (2019) 3 zone a/c system, 2 water heaters, 2 sets of stainless stell appliances, well irrigation system, hurricane shutters and VOLUNTARY HOA!! This is a unique opportunity to own a flexible, income producing property with space to expand in a prime Sarasota location.
Listing is courtesy of: AFFORDABLE REAL ESTATE (941-751-3000)
Listing Agent: Susan Harrison-Phipps (941-685-8349)
927 CONTENTO ST, SARASOTA, FL 34242
$2,300,0009 Days on yellowkey MLS ID: A4691441
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3649 Built: 2024 Tax: $13,452 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$13,452
Remarks: Under contract-accepting backup offers. Short Sale. Partially complete. Interior is mostly complete and needs final punch-out completed and painting.
Listing is courtesy of: REALTY EXECUTIVES GALLERY (941-376-8769)
Listing Agent: Troy Jenkins (941-376-8769)
8800 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,490,0008 Days on yellowkey MLS ID: A4691173
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3676 Built: 2025Monthly Fee: $25 Tax: $8,084 (2025)Community: Tortoise EstatesSingle Family
Taxes:$8,084
Remarks: With gulf views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,676 SF of thoughtfully designed space, this home offers breathtaking 360-degree ocean views, multiple outdoor patios and terraces, and seamless indoor-outdoor flow. Feel the sea breeze in the spacious backyard, including a pool, hot tub, and outdoor kitchen. Enjoy light-toned engineered hardwood floors, a chef’s kitchen with top-tier appliances, and spacious en-suite bedrooms, including a stunning primary suite with a private terrace and spa-like bath. Additional features include a 3-car garage, and 6 covered carport spaces for recreational utility vehicles such as, jet skis, golf carts, or a boat, with easy gate access. Enjoy an elevator included layout, and high-end finishes throughout—all just minutes from Siesta Village’s shops and dining. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Whether for full-time living or a coastal getaway, this is Siesta Key luxury at its finest.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5569 SHADOW LAWN DR, SARASOTA, FL 34242
$1,250,0009 Days on yellowkey MLS ID: A4691399
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2074 Built: 1966Monthly Fee: $17 Tax: $7,312 (2025)Community: Siesta IslesSingle Family
Taxes:$7,312
Remarks: One or more photo(s) has been virtually staged. NEW SOD AND LANDSCAPING BEING INSTALLED MID MAY and a brand-new irrigation system was just installed to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.
Listing is courtesy of: IRONGATE REALTY INC (941-720-1003)
Listing Agent: Brittany Mccord (941-720-2640)
7551 CALLE FACIL, SARASOTA, FL 34238
$1,249,000216 Days on yellowkey MLS ID: A4666773
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3519 Built: 1991Monthly Fee: $833 Tax: $6,225 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$6,225
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Step through the doorway of 7551 Calle Facil and experience the luxury of maintenance-free living in a fully renovated, like-new indoor–outdoor setting along the 10th fairway of the TPC Prestancia Stadium Course, set within one of Sarasota’s most established gated communities. High ceilings and panoramic views of the fairway and pool define the home’s five bedrooms and five bathrooms across more than 3,500 square feet, highlighted by the ease of first-floor living with a newly renovated, plush primary suite, a spa-inspired en-suite bath, a separate guest en suite, a gourmet kitchen, and a completely resurfaced pool and spa. This residence is positioned within Prestancia’s La Vista enclave, known for its privacy and mature, manicured surroundings. The dramatic two-story atrium living room sets an immediate tone of scale and light, featuring soaring ceilings, expansive windows, and wide-plank luxury vinyl flooring throughout the open-concept first level. Pocketing sliders in both the living and family rooms create a seamless transition to the lanai, offering effortless access to the pool and spa, resurfaced with new tile and new equipment (2025), alongside sweeping views of the fairway’s manicured greens and lush tropical landscaping. Upgraded fans, designer lighting, and a refreshed powder bath further enhance the relaxed Florida lifestyle. Inside, the living room’s wood-burning fireplace introduces warmth and architectural presence, complemented by a well-appointed wet bar beneath the soaring ceilings. Reimagined with a modern aesthetic, the refined kitchen showcases all-new LG smart appliances, quartz countertops, and custom cabinetry accented by premium fixtures, a wine refrigerator with beverage counter, and a generous closet pantry, equally suited for everyday living and entertaining. The primary suite serves as a private retreat, featuring bay windows, direct lanai access, and a spa-like bath with dual vanities, illuminated heated mirrors, a frameless walk-in rain shower, and a Jacuzzi whirlpool tub enveloped in floor-to-ceiling honeydew glass tile. The secondary en-suite bedroom on the main level provides ideal flexibility for guests or multigenerational living, complete with new cabinetry, a frameless glass shower, and a walk-in closet. Upstairs, three additional bedrooms, one currently styled as an office, offer serene golf course views, spacious walk-in closets, and a fully renovated bath with dual sinks and contemporary finishes. The home’s renovations reflect exceptional attention to detail, including 14 new interior doors and hardware, updated switches and dimmers, child-safe receptacles, energy-efficient lighting, a new water heater (2025), a new pool pump and heat pump heater (2025), a Maytag washer and dryer, custom window shades, Schlage door hardware and locks, and fresh interior and exterior paint. Complementing these turnkey improvements, the Prestancia La Vista neighborhood provides a maintenance-free focused lifestyle, covering landscaping, exterior upkeep, roof maintenance, pest control, and dwelling insurance. Optional membership at TPC Prestancia offers access to two championship 18-hole golf courses, dining, and an active social calendar, with the Prestancia Sports Club currently under construction. Located just minutes from Siesta Key and convenient to Sarasota’s premier shopping, dining, and cultural destinations, this home represents an exceptional balance of luxury, lifestyle, and location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,699,00031 Days on yellowkey MLS ID: A4688871
REDUCED by $99,900 (2.6%) on 04/26/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Elementary School: None
Remarks: Welcome to Your Slice of Paradise. A Boater’s Dream on Siesta Key Rare waterfront compound on nearly 1 acre in the heart of Siesta Key. This 5-bedroom estate features 100+ feet of deep-water frontage, your own private beach, and a private dock with direct access to the Intracoastal and Gulf—a true boater’s dream. Privately set behind a 250-ft circular driveway, the property offers a heated pool, basketball court, and expansive outdoor space rarely found on the island. Inside, enjoy two master suites (one upstairs and one downstairs), bonus rooms for an office or gym, marble flooring, designer finishes, and a chef’s kitchen with GE Café appliances. Built for comfort and efficiency with full spray foam insulation, plus 3 newer HVAC systems and a recently updated pool heater. A true slice of paradise offering space, privacy, and the ultimate waterfront lifestyle.
Listing is courtesy of: FLATFEE.COM (954-965-3990)
Listing Agent: Cliff Glansen
3200 LEONARD REID AVE, SARASOTA, FL 34234
$150,000154 Days on yellowkey MLS ID: A4673814
3 Days Off yellowkey (back on 4/26/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1050 Built: 1965 Tax: $2,035 (2024)Community: Siplins AddSingle Family
Taxes:$2,035
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Zoned RMF2 this property has lots of potential. New septic tank. Great for investors.
Listing is courtesy of: ALIGN RIGHT REALTY SRQ OPULENCE (941-362-3300)
Listing Agent: Selina Waters (941-713-2958)
7571 HAWKSTONE DR, SARASOTA, FL 34241
$685,999341 Days on yellowkey MLS ID: R4909402
REDUCED by $12,000 (1.7%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2809 Built: 2025Monthly Fee: $288 Tax: $500 (2024)Community: HawkstoneSingle Family
Taxes:$500
Remarks: One or more photo(s) has been virtually staged. ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN! Welcome to the Estuary. This plan offers four bedrooms, two and a half bathrooms, a den, and a two-car garage. The Estuary is a unique design, and it begins at the front of the home. As you step inside the foyer, you are greeted with a den off to one side. A little further into the foyer you will find the stairs leading you to the second story. Stepping down the hallway, you walk into a spacious combination area with a great room, dining area, and kitchen. The kitchen sits off to one side with a full walk-in pantry, an incredible amount of countertop and cabinet space, and a center island designed for even more space and seating. By the great room, sliding glass doors lead to a covered lanai. As you travel upstairs and into the second story, the space is open to below and you find a loft area at the top of the stairs. The owner's suite also takes up one side of the upstairs, creating a truly relaxing and private retreat. Step inside the tranquil owner's bath to find a water closet, enclosed shower area, and dual vanities with plenty of countertop space. A large walk-in closet is also a highlight of the owner's retreat. The laundry room also sits upstairs, giving you easy access to cleaning and organizing. Two additional bedrooms are on this floor with walk-in closets of their own, and they share the upstairs with a bathroom containing dual vanities and a tub. A loft area completes the upstairs space. Come visit the Estuary, a modern home for modern living.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
1185 S SHADE AVE, SARASOTA, FL 34237
$849,00044 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
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
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)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,00083 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$769,00028 Days on yellowkey MLS ID: A4689137
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: The best one-story value in Windward under $1M— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
Listing Agent: Daniel Treiman (917-657-7495)
6722 HAWKINS RD, SARASOTA, FL 34241
$5,695,000153 Days on yellowkey MLS ID: A4667142
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 6350 Built: 2018 Tax: $20,968 (2024)Community: Not Part Of A SubdivisionSpa: NoSingle Family
Taxes:$20,968
Elementary School: Lakeview Elementary
Remarks: **EXQUISITE, CUSTOM-BUILT (2018) ESTATE SITUATED ON 6.80 ACRES OFFERS THE UTMOST IN LUXURY LIVING AND ENTERTAINING** Behind the Private, iron gate entrance, you will find a Magnificent Residence with its Spacious 6350sf floorplan boasting 5 En Suite Bedrooms + Office, 4-Car Garage and numerous indoor and outdoor venues for Entertaining your loved ones! Premium features abound throughout this meticulously detailed residence, including 26ft Soaring Ceilings, winding staircase, stone gas fireplace, climate-controlled wine storage room, bar area, additional Bonus Room and Bar on the second level accompanied by a charming Library and impressive Home Theater / Media Room. The striking Chef’s Kitchen entails exotic stone counters, custom hardwood cabinetry, premium appliances including Thermador and Wolf, large walk-in pantry, etc. The Elegant Primary Suite features a private seating area with serene pool views, custom walk-in closets and expansive primary bath with separate sinks, soaking tub and custom-tiled shower. Enjoy a quintessential Florida lifestyle with a Resort-style, outdoor oasis featuring a saltwater Pool with swim-up bar, adjacent casita, Outdoor Kitchen/Grilling area, lounge deck, and more! The manicured grounds entail wonderful natural highlights including a large, palm tree-lined, stocked fishing pond, gazebo with bridge over a lovely koi pond, elevated garden, basketball court, etc. Multiple outbuildings include a (1) separate Garage Apartment with Full Bath, Kitchenette, covered parking, (2) well-equipped RV garage with full electrical package, etc. Advance, Reverse Osmosis technology delivering over 4,000 gallons of pristine water daily from a 2500-gallon primary tank and two secondary 500-gallon tanks, equipped with filters, offers a complete solution for your water purification needs. LOCATION! LOCATION!! Adjacent to Twin Lakes Park with its many recreational venues and Easy Access to Nearby Interstate-75 and SR72, area Beaches including #1-rated Siesta Beach, Shopping, Downtown Sarasota cultural venues, and all that Florida’s Gulf Coast Living has to offer. **Enjoy Viewing the 3D VIRTUAL TOUR and AERIAL VIDEO**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
4831 GREENCROFT RD, SARASOTA, FL 34235
$636,50040 Days on yellowkey MLS ID: A4687508
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1736 Built: 1985Monthly Fee: $149 Tax: $3,585 (2025)Community: The MeadowsSpa: YesSingle Family
Taxes:$3,585
Elementary School: Gocio Elementary
Middle School: Booker Middle
Remarks: Wake up to sweeping golf course and lake views in this move-in ready 3BR/2BA plus den pool home. Start your morning with coffee in the screened front entry or soak in the Florida sun by the heated saltwater pool and spa. Enjoy lunch in the bright kitchen’s bay window dining nook with built-in banquette seating, then retreat to the cozy den—perfect for a home office, TV room, or game room. The spacious primary suite is your private sanctuary, complete with a custom designer closet, updated flooring, and a beautifully renovated bath. Travertine tile, plantation shutters, and thoughtfully updated lighting flow throughout, creating an inviting and light-filled interior. Recent upgrades, including a new roof (2020), impact windows, updated A/C, and pool equipment, provide modern comfort and peace of mind. Step outside to the covered patio and imagine evenings spent entertaining or relaxing while taking in the tranquil views. Located in The Meadows, a tropical resort-style setting, where residents enjoy miles of scenic trails, a fitness center, a Junior Olympic pool, pickleball, dining, golf, and a premier tennis complex with Har-Tru courts. Just minutes from UTC, Nathan Benderson Park, and a short drive to Sarasota’s beaches, arts, and culture, this home combines serene living with effortless access to all the best of Florida.
Listing Agent: Marci Mcfarland (941-961-3390)
11176 ROSEATE CT, SARASOTA, FL 34238
$1,099,00012 Days on yellowkey MLS ID: A4690061
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3704 Built: 2014Monthly Fee: $493 Tax: $6,879 (2025)Community: Sandhill PreserveSingle Family
Taxes:$6,879
Remarks: Beautifully appointed lake front home in popular Sandhill Preserve on Palmer Ranch. Over 3700 sq. ft. under air. 4 full bedrooms, 4 full baths, bonus room plus an office. Large bonus room (35x21) & a large guest bedroom (20x20). The entire house has hurricane impact windows & doors for low insurance costs. This home has approximately $200,000 in upgrades. The entire downstairs features red wood floors, gourmet kitchen with upgraded stainless appliances. Generous first floor primary bedroom has very large walk in closet. Large extended paver brick, screened lanai(40x20) with beautiful lake views. 3 car garage with 4 ft. depth extension for extra storage. Sandhill Preserve is one of Palmer Ranch's newer communities with only 308 homes* The community features a community pool, jacuzzi, fitness center, club house, fire pit, barefoot bar area tennis & more. Located in the heart of Palmer Ranch just minutes from world famous Siesta Key beach, shopping, restaurants & Legacy bike trail.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
4068 LYNDHURST CT, SARASOTA, FL 34235
$488,00017 Days on yellowkey MLS ID: A4690209
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1963 Built: 1987Monthly Fee: $567 Tax: $4,495 (2025)Community: Meadows TheSingle Family
Taxes:$4,495
Remarks: Tucked within the desirable Lyndhurst enclave of The Meadows, this beautifully maintained 3-bedroom, 2-bath single-family residence offers a blend of privacy, character, and effortless Florida living. A pavered driveway and tropically landscaped, gated walkway welcome you to a charming side-entry front door. Step into a light-filled interior featuring porcelain tile flooring and ceiling fans throughout, complemented by neutral tones, unique architectural angles, and subtle accent lighting that create a bright, airy ambiance with a relaxed, beach-inspired feel. The living and dining areas are the heart of the home, enhanced by a skylight, a cozy wood-burning fireplace, and a wet bar with built-in cabinetry—perfect for entertaining. The eat-in kitchen is both stylish and functional, showcasing light soft-close cabinetry, quartz countertops, and abundant windows that invite in natural light. A door leads to a private, walled privacy garden complete with a pergola—an ideal spot for morning coffee or quiet evenings. Just off the kitchen, the inside laundry room offers added convenience with upper cabinetry for storage. An enclosed all-weather bonus room, lined with windows, seamlessly connects the living room to the lanai, expanding your living space year-round. The spacious primary suite features sliding glass doors to this bonus area, transom windows, and a large walk-in closet with built-ins. The ensuite bath is thoughtfully designed with quartz countertops, dual sinks with a makeup area, a sunken tub beneath a skylight, and a separate shower, toilet, and additional sink with direct access to the lanai - making it an ideal future pool bath should new owners choose to add a pool. Two guest bedrooms provide flexibility and comfort—one generously sized with a walk-in closet, and the other featuring built-in cabinetry, currently utilized as a den or office. The guest bath includes a separate sink area with quartz countertops and a beautifully updated tiled shower with glass doors. Outdoors, the pebbled and recently rescreened lanai offers tranquil tropical views of the 11th fairway and green, creating a serene backdrop for relaxation or entertaining. The attached two-car garage is equally impressive, featuring an epoxy floor, storage cabinets, pegboard, new pull-down attic stairs, and direct access to the private courtyard. Recent upgrades include NEW HVAC in 2023, refrigerator, dishwasher and disposal in 2022, and washer and dryer in 2021. Enjoy low-maintenance living with an HOA that covers landscaping outside the lanai, roof maintenance and replacement (roof replaced in 2012), exterior home care and painting, irrigation, and exterior pest control—allowing you to fully embrace the Florida lifestyle in one of Sarasota’s most sought-after communities. Lyndhurst also offers a screened community pool and walking trails. Just a 15-minute drive outside this peaceful enclave is downtown Sarasota, with shopping, arts & theatres, museums, dining and entertainment, top-ranked healthcare, beaches and SRQ International Airport. One mile east is the convenience of I-75, University Town Center with over 300 nationally known and homegrown shops, restaurants, fitness studios, services and attractions, the Nate Benderson Park, home of world-class rowing events and the Mote Marine Aquarium. Please note: three exterior SimpliSafe cameras are in place on the property and may be recording.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniela Soiman (941-779-4797)
2082 ORCHID ST, SARASOTA, FL 34239
$434,90018 Days on yellowkey MLS ID: A4690466
REDUCED by $14,100 (3.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1958 Tax: $3,780 (2025)Community: South GateSpa: YesSingle Family
Taxes:$3,780
Remarks: Exceptional opportunity in the heart of Sarasota! Located within city limits, this 3-bedroom, 2-bath home offers a rare advantage with legal short-term rental allowance and an established rental history, making it ideal for both investors and primary homeowners. Offered turnkey furnished, this property is truly move-in or rental ready. Immediately walking in you are greeted with the open kitchen, living room, and dining room. Perfect for entertaining and enjoy a catch up of the day at the beach. The thoughtfully designed split floor plan provides privacy for the owner’s suite and guests, while a dedicated office overlooks the expansive backyard. The large, fenced lot creates the perfect setting for entertaining, complete with an open outdoor space and private jacuzzi for relaxing Florida evenings. Positioned in a highly desirable location, this home is walkable to shopping and dining along Siesta Drive, located within the sought-after Southside School District, and just minutes to downtown Sarasota and world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, vacation home, or income-producing property, this one offers versatility, location, and lifestyle all in one.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Kari Klein (941-961-7419)
1815 S LAKE SHORE DR, SARASOTA, FL 34231
$4,500,00019 Days on yellowkey MLS ID: A4690123
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4177 Built: 2023 Tax: $32,460 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$32,460
Remarks: Experience refined modern living in this Oyster Bay Estates, stunning five-bedroom, four-and-a-half-bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finishes, and sophisticated smart-home technology. Every detail of this home reflects a commitment to quality, comfort, and luxury. The heart of the home is an extraordinary chef's kitchen appointed with top-of-the-line Thermador appliances, custom cabinetry, an expansive island ideal for entertaining, and a striking custom hood. Elegant designer lighting and Emtek hardware compliment the home's extensive custom woodwork, including solid interior doors, crown molding, baseboards, and detailed window casings. Rich hardwood flooring flows throughout the living spaces, enhancing the home's warm yet refined aesthetic. Designed for both entertaining and everyday enjoyment, the home features a temperature-controlled 120-bottle wine cellar with WhisperKool system, a dedicated golf simulator room with Foresight simulator, and multiple thoughtfully designed living spaces. Smart-home technology is seamlessly integrated through a Wicked Smart system, controlling lighting, sound, security, shades, and WiFi, along with a Lutron automated lighting system throughout. The large and private outdoor living spaces are equally impressive, featuring a custom outdoor kitchen with integrated sound system, a resort-style pool and spa with sun shelf, and elegant travertine pool decking, creating the perfect setting for relaxing or entertaining under the Florida sun. Additional highlights include a striking custom solid oak entry door, designer-selected tile throughout, a built-in Elkay water dispenser, two laundry rooms for added convenience, landscape lighting and a spacious three-car garage. A rare opportunity to own a meticulously designed luxury residence where timeless craftsmanship, cutting-edge technology, and exceptional amenities come together in one remarkable Sarasota home.
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
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