Location: Sarasota
Do Not Show Listings
3006 HAWTHORNE ST, SARASOTA, FL 34239
$399,9009 Days on yellowkey MLS ID: A4694520
Bed: 3 Bath: 2.0 Gar: 4 Liv Area Sq Ft: 1835 Built: 2006 Tax: $6,640 (2025)Community: Cottage In The PinesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,640
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: This property is eligible under the Freddie Mac First Look Initiative through 06/20/2026. Need room for all your cars, boats, jet skis, and or maybe a workshop? This home features a 1800 sq ft+ garage (entire first floor). The home is ready for your remodeling ideas! The property is full of potential. You will immediately see the layout’s incredible versatility. The main living area upstairs serves as the heart of the home, featuring a bright kitchen and a spacious living room. Step outside the sliding glass doors onto the second-floor lanai, a great space to enjoy the Florida breeze and overlook your surroundings. The property is located just outside the City of Sarasota (in the county), there are no HOA fees or deed restrictions.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
130 N ADAMS DR, SARASOTA, FL 34236
$1,500,000367 Days on yellowkey MLS ID: A4654087
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1894 Built: 1957Monthly Fee: $4 Tax: $10,652 (2024)Community: Saint Armands DivSingle Family
Taxes:$10,652
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Charming Mid-Century Ranch on Saint Armands | Oversized Lot. Welcome to your slice of paradise on the coveted Saint Armands in Sarasota, Florida. This sturdy mid-century ranch home offers the perfect blend of timeless character and modern comfort. Situated on an oversized lot, this 3-bedroom, 2-bathroom residence provides ample space for relaxation, entertaining, or future expansion. Step inside to discover a natural light-filled floor plan with classic mid-century details and an inviting atmosphere. The generous living area with vaulted ceilings flows seamlessly, creating a warm, welcoming environment ideal for both everyday living and entertaining guests. Enjoy peace of mind with major updates already in place, including a newer roof (2021) and HVAC system (2023)—ensuring comfort and efficiency for years to come. Outside, the expansive yard offers endless possibilities—from 2 existing outdoor hot water showers to lush landscaping and outdoor dining spaces to room for a pool or garden oasis. Just a short stroll to the boutiques and dining of Saint Armands Circle and minutes to the pristine shores of Lido Beach, this home is perfectly positioned to enjoy the best of coastal Sarasota living. Don’t miss this rare opportunity to own a classic gem in one of Sarasota’s most desirable neighborhoods. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
8915 VAMO RD, SARASOTA, FL 34231
$449,000283 Days on yellowkey MLS ID: A4662681
Bed: 1 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 870 Built: 2017 Tax: $4,268 (2024)Community: Mead Helen DSpa: NoSingle Family
Taxes:$4,268
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key. Situated on an expansive 25,054 sq.lot (over half an acre!), this property offers incredible potential. With plenty of space to build an additional home, add a guest cottage, or design a multi-use retreat thanks to being zoned RSF3. The home was built in 2017 and features hurricane impact windows, granite countertops, 42" Solid Wood cabinets in the kitchen, newer appliances, and cathedral ceilings. Currently a 1 bd/1ba. in an 860 sq.ft. floorpan, but 1,680 sq.ft. under roof that seller designed for easy conversion into a 3 bd/2ba. Seller was a classic car enthusiast and this current configuration was conducive to his lifestyle, but home can be easily reconfigured or use the over-sized lot to build your dream home!! Another added bonus to this fantastic location is its proximity to the Sarasota Square Mall Re- Development, and the new Trader Joes moving into the former Staples. Costco, The Legacy Trail, Siesta Key Beach, and Downtown Sarasota are also just a short distance away. Vacant or lots are rare in this area, especially since this one is NOT IN A FLOOD ZONE, they do sell at a premium!! Make an offer today, and start building on that Suncoast Dream.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Adrian Mociran (941-302-8603)
5800 TIDEWOOD AVE, SARASOTA, FL 34231
$3,149,000255 Days on yellowkey MLS ID: A4664806
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5167 Built: 2000 Tax: $25,244 (2024)Community: Baywood Colony Westport Sec 2Spa: YesSingle Family
Taxes:$25,244
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to ‘The Retreat at Tidewood’, a boater’s paradise nestled in one of Sarasota’s most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopping, all without the hassle of an HOA. This home offers the perfect blend of convenience and tranquility for those who love life on the water. Elevated 12 feet, this residence ensures peace of mind protection from flooding. Step inside to discover an updated gourmet kitchen with custom cabinetry and premium finishes, a spacious living and dining room, and a luxurious master suite with Venetian Plastering and his-and-hers closets. Every room on the ground floor opens directly to the pool, creating a seamless indoor-outdoor flow to over 2,500 sq. ft. of screened outdoor living — perfect for entertaining or relaxing in total privacy. For the avid boater, the property features a concrete seawall for easy canoe or kayak launching, making it effortless to explore the serene Intercoastal Waterway. Additionally, a boat yard just a short distance away accommodates larger watercraft and offers concierge services, ensuring your boating adventures are always within reach. Upstairs, a private “in-law suite” is accessible by elevator or stairs and includes three flexible rooms, full bath with tub/shower combo, kitchenette, a large walk-in closet, room to add an additional bathroom, and a screened porch overlooking the tranquil waterway, Siesta Key, and timeless sunsets. Surrounded by protected mangroves, the views are as peaceful as they are timeless. Designed for multi-generational living or hosting guests with ease, this home blends thoughtful functionality with waterfront luxury. Its location combines seclusion and convenience — tucked away in a peaceful community, yet close to everything Sarasota has to offer. The adjacent lot could also be purchased for additional acreage, offering even more space and potential. The ‘Retreat at Tidewood’ offers a once-in-a-lifetime opportunity to own a piece of paradise. This unique experience awaits you with the perfect blend of comfort, privacy, coastal beauty, and a lifestyle tailored for those who cherish the water.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Nancy Grenier (941-364-4000)
3799 FLAMINGO AVE, SARASOTA, FL 34242
$18,500,000373 Days on yellowkey MLS ID: A4653658
Bed: 4 Bath: 5.0 Gar: 8 Liv Area Sq Ft: 8138 Built: 2016 Tax: $109,657 (2024)Community: Siesta Key / Bay IslandSpa: YesSingle Family
Taxes:$109,657
High School: Sarasota High
Remarks: Discover a one-of-a-kind Balinese-inspired waterfront estate on the north end of world-famous Siesta Key, where luxury, wellness, privacy, and resort-style living converge across more than an acre of prime waterfront property. Offered fully furnished and curated for immediate enjoyment, this extraordinary compound presents a rare opportunity to experience a true island retreat in one of Sarasota's most sought-after coastal locations. Designed to embrace the art of indoor-outdoor living, the residence encompasses more than 8,000 square feet of interior space seamlessly connected to thousands of square feet of outdoor entertaining and relaxation areas. Expansive walls of glass create a natural flow between the home and its spectacular waterfront setting, while rich wood and stone finishes reinforce the property's warm, tranquil aesthetic. The resort-inspired outdoor environment rivals that of a private luxury retreat, featuring an infinity-edge pool with swim-up bar, sunken fire pit lounge, spa, outdoor kitchen, dining pavilion with living plant wall, and an open-air waterfront living room anchored by a fireplace. A serene koi pond with built-in footbridges extends nearly the length of the residence, enhancing the property's distinctive Zen-inspired atmosphere. With more than 700 feet of waterfront frontage, the estate offers exceptional opportunities for boating, paddleboarding, kayaking, and waterfront recreation. A private boat dock, waterfront garage, paddleboard and canoe launch, and newer seawall provide functionality rarely found in luxury waterfront real estate. The thoughtfully designed interior offers multiple gathering and lifestyle spaces, including a home theater, game room, fitness studio, meditation room, and an expansive garage capable of accommodating more than eight vehicles. Modern conveniences include Crestron home automation, a three-stop elevator, full-house generator, whole-house reverse osmosis water filtration system, and numerous upgrades designed to enhance comfort, efficiency, and peace of mind. Despite its remarkable privacy and secluded resort feel, the property remains just moments from Siesta Key Beach, Sarasota's renowned dining and shopping destinations, vibrant arts and cultural attractions, and the area's celebrated waterfront lifestyle. Offering the rare combination of resort-style amenities, extensive waterfront frontage, luxury infrastructure, wellness-focused design, and move-in-ready convenience, this exceptional Siesta Key estate represents a truly unique opportunity to own one of Florida's most distinctive private waterfront compounds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
7333 FEATHERSTONE BLVD, SARASOTA, FL 34238
$749,00088 Days on yellowkey MLS ID: A4684732
REDUCED by $25,900 (3.3%) on 05/19/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2281 Built: 2000Monthly Fee: $168 Tax: $6,477 (2025)Community: StonebridgeSpa: NoSingle Family
Taxes:$6,477
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Enjoy private lake and preserve views from this cul-de-sac home in the heart of Palmer Ranch, featuring a NEW 2026 roof, private pool, and a highly desirable three-car garage. This four-bedroom, three-bath residence welcomes you with 10-foot ceilings and bright, sunlit living spaces overlooking the pool and tranquil preserve beyond. The kitchen offers granite countertops, solid wood cabinetry, stainless steel appliances, and a cheerful breakfast nook, opening seamlessly to the spacious family room and outdoor living areas. Sliding glass doors lead to the expansive screened lanai, where the recently resurfaced pool and updated equipment - including heater, pump, and screens- create the perfect setting for relaxing swims or outdoor dining surrounded by peaceful nature views. The split-bedroom floor plan provides privacy for the primary suite, which features pool views, a generous walk-in closet, and an ensuite bath with dual vanities, soaking tub, and walk-in shower. Two guest bedrooms share a full bath, while the fourth bedroom - ideal as an office or guest room - is positioned toward the rear of the home. Additional features include a convenient pool bath, interior laundry room with sink, and the highly sought-after three-car garage. Located in Stonebridge at Palmer Ranch, residents enjoy very low HOA fees and a superb Sarasota location just minutes from the Legacy Trail for biking and walking, world-famous Siesta Key Beach, golf courses, shopping, dining, and top-rated schools.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
3171 DICK WILSON DR, SARASOTA, FL 34240
$2,950,000113 Days on yellowkey MLS ID: A4681698
REDUCED by $50,000 (1.7%) on 05/22/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to this stunningly renovated Gem. One of the Crown Jewels of Laurel Oak Country Club where Golf Membership Optional but buying this home brings you to front of line . Lot personally chosen by Laurel Oak Developer as family home. 2 Master Suites Elegant High end UPGRADES Real Hickory Wood Floors Newly renovated Kitchen featuring Sub Zero, Miele, BlueStar & Thermador Appliances & Marble countertops & island . Remodelled Master Bath Feature His & Her toilets , his & her sinks and Large shower. A Formal English Garden will uplift your Spirits features Green walls , Antique Brick , Fountain and Fruit Tree's Lemon, Fig Plum as well as Custom Arbors. Sellers added gorgeous Creek with 3 waterfalls & Pond which you can enjoy from the new authentic Clay Paver Patio. Grand & Spacious home has so many features incl bonus heated/cooled crafting and storage room in garage. Sellers added Generator & 1000 Gal in ground tank for Hurricane Peace of Mind . New Gutters incl Copper across front of home. New Attic insulation. Most doors/windows/sliders are New and are Impact. Main A/C NEW in 2025, other 2 NEW in 22 + 23. New Epoxy Garage floors . Whole House Water Filtration + UV sanitizer. UV Halo Ozonator is part of New Pool equipment. Safety Fence added around Pool. Seller's planted Lychee, Grapefruit, Navel Orange, Banana & Mango. New Lg Chandliers in Foyer & Masterbath. Most Fixtures/Fans/Lights upgraded incl Perrin & Rowe Bridge Faucet & Restoration Hardware in Masterbath . Brick Floors installed in Sunroom. Fireplace rebuilt with Taj Mahal Marble & Paneled Wall surrounding it. Roof 2019. Views from inside the Home incl Creek, Formal Garden & Golf Course . 2nd Floor balcony for private sunbathing with custom SunShade added! Homes unique position gives it incredible privacy. Walkways added to make it EZ to meander the almost 1 Acre Paradise . Home on Par 4 Jones Course. New Landscape Lighting placed everywhere to create nightime MAGIC . Other extra's in this incredible 5 bedroom home incl renovated Butler’s Pantry , Shower in laundry Rm with New plank floors is great for pets ,lots of closets + storage . Outdoor kitchen with newer grill. Sink and granite counters. Come see this fortress of comfort & Style and make it your new home. Expenses were not spared here Upgrade list attached
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
1611 HYDE PARK ST, SARASOTA, FL 34239
$3,750,00097 Days on yellowkey MLS ID: A4683619
REDUCED by $449,000 (10.7%) on 04/06/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2545 Built: 1920 Tax: $6,507 (2025)Community: NoneSpa: YesSingle Family
Taxes:$6,507
Elementary School: Southside Elementary
Remarks: Located in Sarasota’s established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton’s market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota’s most desirable in-town locations. Can be sold furnished.
Listing Agent: Lori Carey, Llc (941-780-3427)
1656 PINYON PINE DR, SARASOTA, FL 34240
$750,00033 Days on yellowkey MLS ID: TB8501410
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3222 Built: 2005Monthly Fee: $80 Tax: $6,194 (2025)Community: Villages/Pine Tree Spruce PineSpa: YesSingle Family
Taxes:$6,194
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. **Back on the market!** Welcome to your dream home in the heart of Sarasota, where luxury, comfort, and location come together seamlessly. Situated in a highly sought-after community with low HOA fees and no CDD, this beautifully maintained 5-bedroom, 3-bathroom home is ideally located near top-rated Sarasota schools, premier shopping, dining, parks, and just minutes from world-famous Gulf Coast beaches—making it the perfect choice for families, professionals, and anyone seeking the ultimate Florida lifestyle. Step inside to discover a spacious open-concept floor plan filled with natural light, luxury vinyl flooring throughout the main living areas, and freshly painted baseboards that enhance the home’s clean, modern design. The refreshed exterior paint and attractive curb appeal are complemented by upgraded exterior lighting, creating a warm and welcoming presence day and night. The chef-inspired kitchen serves as the heart of the home, featuring stainless steel appliances, granite countertops, abundant cabinetry, and generous prep space ideal for entertaining and everyday living. The first-floor primary suite offers a private retreat with sliding glass doors leading directly to the screened-in patio, while the spa-like en-suite bath includes dual vanities, an oversized tiled walk-in shower, and a private water closet. Perfect for today’s flexible lifestyle, the home also features a dedicated home office overlooking the front grounds, offering a peaceful workspace ideal for remote work, studying, or a private reading lounge. A separate guest suite on the main floor provides additional privacy and comfort for visitors or multi-generational living. Upstairs, three additional bedrooms are thoughtfully arranged in a split-bedroom floor plan, offering versatility for growing families, guests, fitness space, or additional office needs. Enjoy year-round outdoor living on the expansive screened-in patio complete with a relaxing spa with wiring available for pool installation, perfect for entertaining or unwinding after a day at nearby Sarasota beaches. The fully fenced backyard overlooks a tranquil pond, providing both privacy and picturesque water views with room for pets, play, or future outdoor enhancements. Additional upgrades include a brand-new tile roof (2025), a spacious 3-car garage, water softener system, and fully paid-off solar panels for exceptional energy efficiency and long-term savings without lease payments or financing obligations. This move-in-ready, modern upgrades, energy-efficient features, outdoor living, and access to some of the area’s best schools- "A" Rated Tatum Ridge Elementary and local amenities. Don’t miss your opportunity to own this exceptional Florida home in one of Sarasota’s most desirable locations— Schedule your private showing today!
Listing is courtesy of: ORCHARD BROKERAGE, LLC (844-515-9880)
Listing Agent: Meghan Hobson (727-221-3670)
5361 SAN JUAN DR, SARASOTA, FL 34235
$399,00057 Days on yellowkey MLS ID: N6143756
REDUCED by $11,000 (2.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1972 Tax: $1,722 (2025)Community: De Soto LakesSingle Family
Taxes:$1,722
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER!!!!!!!!!! Welcome to Desoto Lakes Community, This two-bedroom, two-bath home, just under 2,000 square feet, has been lovingly brought back to life with a modern, move-in ready feel and stunning lake views of Crown Lake from a beautiful oversized lot in the heart of Sarasota. It features a renovated interior highlighted by a kitchen with NEW KITCHEN appliances, sleek countertops, and NEW cabinets, plus an open-concept layout that shines throughout the home with natural light and creates ideal entertaining spaces. The previously renovated screened-in porch has been thoughtfully converted into additional interior living space, providing flexible layout options that are bright, fresh, and inviting. For safety and efficiency, BRAND- NEW HURRICANE IMPACT WINDOWS have been installed throughout the home in 2025. The property also offers a tinkerer’s dream: an oversized garage/workshop with epoxy flooring and an air compressor, ideal for projects, hobbies, or storage. Outdoors, the lake views and manicured surroundings deliver a serene, resort-like ambiance, while the NO DEED RESTRICTIONS AND NO HOA give you the freedom to personalize. Location couldn’t be more prime—close to downtown Sarasota, beaches, University Town Center, Lakewood Ranch, a wide variety of dining and shopping, and just a short drive to Sarasota Bradenton International Airport. NO FLOOD INSURANCE REQUIRED, NOT IN A FLOOD ZONE. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Ashley Leroy (941-724-1621)
4734 DELMONTE AVE, SARASOTA, FL 34235
$429,00052 Days on yellowkey MLS ID: A4688486
1 Days Off yellowkey (back on 5/21/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1973 Tax: $5,839 (2025)Community: De Soto LakesSingle Family
Taxes:$5,839
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. **In an effort to ensure a fair and orderly review process, all offers must be presented in the form of a written contract for submission to the Estate. Please note that any offers submitted via email or verbal communication will not be accepted or considered valid. This listing is involved in a partition lawsuit currently in litigation. Seller financing shall not be accepted under any circumstances. **4734 Delmonte Avenue, Sarasota, FL — Investor special and fixer-upper on an oversized double lot in a non-deed-restricted Sarasota neighborhood with no HOA. This 4-bedroom, 3-bathroom home features a dual primary floor plan with two en suite bedrooms, each with a private bath, a bay window living room, and a family room opening to a covered back porch and brick paver patio, plus a covered pavilion that creates a shaded outdoor retreat — the kind of space that could get used year-round in the Florida climate — all set behind a wide driveway with paver accents, connected with a breezeway and arched entry. The home also retains several ornamental architectural details — decorative elements, arched openings, and Mediterranean-influenced touches — that, with the right restoration effort, could be brought back to life and lean fully into a Spanish Mediterranean aesthetic that suits the Sarasota region beautifully. The property’s most compelling asset is a detached accessory structure with its own eat-in kitchen, living area, bedroom with a closet, full bath with a walk-in shower, private back patio, and a separately fenced yard. The building will require a thorough rehab and the addition of climate control before it can function as a guest cottage, rental unit, or additional living space — but the layout and footprint are already there, making it a strong candidate for the right buyer willing to put in the work. Alternatively, it could be converted back into a garage and workshop or repurposed in a number of other ways, depending on your needs and interests. The double lot provides ample room for a future pool or expanded outdoor living, and the absence of deed restrictions means boats and RVs are welcome on-site with no approvals required. Conveniently located near Longwood Park, Nathan Benderson Park, University Town Center, and the new Mote Marine Aquarium, with quick access to I-75, Sarasota International Airport, Downtown Sarasota, and the Gulf Coast beaches — this is a property with strong locational fundamentals and significant upside for the right buyer. Offered strictly as-is — which means what you see is what you get. Ready for a buyer who sees the opportunity. Per county records, the main house is 4-bed / 3-bath / 1,762 sq ft, air-conditioned. The 572 sq ft accessory structure is listed in the MLS both as a 2-car garage and as an in-law suite for search purposes, and is reflected in county records as 2 bed / 1 bath with no A/C — included in total recorded square footage. Buyers should verify all details independently.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1585 DORGALI DR, SARASOTA, FL 34238
$397,00077 Days on yellowkey MLS ID: A4686263
REDUCED by $12,900 (3.1%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2011Monthly Fee: $403 Tax: $2,754 (2025)Community: Isles Of SarasotaTownhouse
Taxes:$2,754
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Enjoy the photos of this light and bright, move-in-ready townhome! This versatile three-bedroom three-bath residence features an open floor plan designed for comfortable living and entertaining. The first floor includes a spacious bedroom with an en-suite bath and walk-in closet, offering flexibility as a guest suite, private den/office or third bedroom. The kitchen is beautifully appointed with wood cabinets, granite countertops, and stainless-steel appliances, flowing seamlessly into the main living and dining areas. Upstairs you will find two generously sized primary bedrooms, each with its own with en-suite bath, providing privacy and convenience. The laundry area is also located on the second level for easy access. Step outside to the spacious and private lanai-perfect for entertaining larger gatherings or simply relaxing and enjoying the Florida lifestyle. Residents enjoy a vibrant community atmosphere with plenty of social activities along with a resort styled heated pool, 4 har-Tru lighted tennis courts, bocce, pickleball, basketball, tot lot, fitness center and attractive clubhouse. Close to Siesta Beach, dining, doctors, the Legacy Trail and all the cultural venues of downtown Sarasota. This home is ideal as a primary residence or a sunny second home.
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (941-957-0833)
Listing Agent: Alice Sciarrino (941-266-4553)
2403 HICKORY AVE, SARASOTA, FL 34234
$395,00053 Days on yellowkey MLS ID: A4689265
1 Days Off yellowkey (back on 5/19/2026)
REDUCED by $30,000 (7.1%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1432 Built: 1925 Tax: $4,162 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$4,162
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Where history meets opportunity in the heart of Sarasota. This historic residence offers timeless character and endless potential, perfectly positioned in one of the area’s most culturally rich neighborhoods. Featuring 3 bedrooms and 2 bathrooms, the home showcases classic architectural details ready to be restored, reimagined, or incorporated into a brand-new vision. Ideally located just moments from the renowned The John and Mable Ringling Museum of Art, the Asolo Repertory Theatre, Ringling College of Art and Design, and New College of Florida, this property is surrounded by inspiration, creativity, and culture. A short drive brings you to vibrant downtown Sarasota, offering world-class dining, shopping, entertainment, and waterfront experiences. Set on a desirable homesite, this property presents a rare investment opportunity. Whether you choose historic restoration to preserve its original charm or explore redevelopment options to build new, the possibilities are abundant. The existing layout provides a solid foundation, while the location enhances long-term value and appeal. Perfect for investors, builders, or buyers seeking a unique project, this home embodies the best of Sarasota real estate—location, history, and potential. With strong demand for both renovated historic homes and new construction in this sought-after area, this is your chance to create something truly special.
5927 DRIFTWOOD AVE, SARASOTA, FL 34231
$590,00010 Days on yellowkey MLS ID: A4694069
INCREASED by $15,000 (2.6%) on 05/29/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1412 Built: 1969 Tax: $3,188 (2025)Community: FlorenceSpa: NoSingle Family
Taxes:$3,188
Remarks: Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright family room, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.
6099 BENEVENTO DR, SARASOTA, FL 34238
$419,90011 Days on yellowkey MLS ID: A4694160
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1549 Built: 2010Monthly Fee: $416 Tax: $3,119 (2025)Community: Isles Of SarasotaSpa: YesVilla
Taxes:$3,119
Remarks: Welcome to your slice of paradise! This exceptional 3-bedroom, 2-bathroom waterfront villa perfectly blends maintenance-free living with the serene ambiance of coastal life. From the moment you step inside, you are greeted by an expansive, open-concept floor plan designed to maximize natural light. The "light and bright" interior features soaring ceilings, fresh neutral tones, and wall-to-wall windows that frame breathtaking, tranquil water views. The heart of the home flows seamlessly into a spacious living area, ideal for both quiet afternoons and vibrant entertaining. Step through the sliding glass doors onto your private lanai to enjoy morning coffee or evening sunsets over the water. The primary suite serves as a peaceful retreat, complete with an en-suite bath and generous closet space, while two additional bedrooms provide ultimate flexibility for family, guests, or a dedicated home office. Don't miss this rare opportunity to own a sunlit waterfront sanctuary! There are accordion shutters protecting the sliders and master bedroom windows and steel hurricane shutters for the remaining windows. The AC was replaced in 2021 and the water heater in 2023. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions or enjoying the 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail, COSTCO and Publix, and all the cultural venues downtown Sarasota provides.
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00066 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
464 GOLDEN GATE PT #702, SARASOTA, FL 34236
$4,295,000234 Days on yellowkey MLS ID: A4667652
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3377 Built: 2006 Tax: $51,212 (2025)Community: La BellasaraSpa: YesCondo
Taxes:$51,212
Remarks: Experience luxury waterfront living at La Bellasara on Golden Gate Point. This 7th-floor, 3-bedroom plus den, 4.5-bath residence captures breathtaking, panoramic forever views of Sarasota Bay and the glittering city skyline from every room, blending sophistication with the relaxed coastal lifestyle. A private elevator opens to a grand double-door foyer, where stone floors lead through expansive living spaces with 9–11 ft. ceilings. The main living area features rich wood built-ins and flows seamlessly into the updated gourmet kitchen—complete with custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout connects to the dining area and breakfast nook, all oriented toward the water. Step outside to the 42-ft. bayfront terrace, ideal for entertaining with its built-in summer kitchen. A separate library with custom bookcases offers a quiet retreat or optional guest space. The private primary suite features two luxurious bathrooms, dual walk-in closets, a morning bar, and terrace access for sunrise views over the bay. Two guest suites, each with ensuite baths, custom closets, and private terraces, are thoughtfully positioned for privacy. Additional highlights include a private 2-car garage with extra storage conveniently located near the elevator—offering the feel of a private home with the ease of condominium living. Community amenities include concierge services, a heated pool and spa, fitness center, theater, social and meeting rooms, and a courtesy day dock. La Bellasara is a gated, pet-friendly enclave offering luxury, comfort, and an unbeatable bayfront lifestyle. Furnishings available separately.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
8506 FRANGIPANI TER, SARASOTA, FL 34240
$640,0002 Days on yellowkey MLS ID: A4694557
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1862 Built: 2024Monthly Fee: $295 Tax: $8,025 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$8,025
Remarks: Welcome to 8506 Frangipani Terrace, located in the highly sought after Windward at Lakewood Ranch community. This meticulously maintained Dream 2 model offers 3 bedrooms, 2 bathrooms, a den, pool and an extended 2 car garage on a premier corner lot. No future home is planned for the property directly behind due to the presence of a mature, stately live oak tree whose beauty can be enjoyed from nearly every common room in the home. Originally purchased as a second home before the owner’s plans changed, this never occupied residence shows like a meticulously maintained model home throughout. Walking through the front door, you are welcomed by an open floor plan with peaceful views of the backyard pool area and privacy landscaping. A pocket sliding glass door opens seamlessly to the clearview screened and pavered lanai area featuring a new heated saltwater pool, creating the ideal indoor/outdoor living experience. The gourmet kitchen features upgraded cabinetry, quartz countertops, GE appliances, a spacious center island, and a generous walk in pantry. Wood look tile flows throughout the main living areas and den, while upgraded carpeting adds warmth and comfort to the bedrooms. Additional upgrades and highlights include tray ceilings with crown molding in the great room, upgraded lighting and plumbing fixtures, plantation shutters, motorized privacy blind in the living room, recessed lighting throughout, impact glass windows and doors throughout, an extended 2 car garage with epoxy flooring, a smart home security system, a 240V electric vehicle hookup, and 8 foot doors and doorways that further enhance the spacious feel of the home. Privately situated at the rear of the home, the owner’s suite offers oversized walk in closets and a beautifully upgraded ensuite bathroom with dual vanities, upgraded cabinetry, designer tile selections, and a large walk in shower. Two guest bedrooms and a secondary bathroom are positioned on the opposite side of the home, while the den provides flexibility for a home office, sitting room, or media space. Windward is one of Lakewood Ranch’s premier gated communities, offering resort style amenities including a swimming pool, children’s pool, spa, pickleball courts, tennis courts, dog parks, clubhouse, fitness center, playground, and an onsite activities director coordinating social events throughout the year. Conveniently located near Waterside Place, downtown Sarasota, dining, shopping, and the area’s best beaches, this home offers the perfect blend of luxury, privacy, and convenience. Why wait to build when you can move right into this beautifully upgraded, move in ready home?
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
4747 WATKINS AVE, SARASOTA, FL 34233
$295,00010 Days on yellowkey MLS ID: TB8511264
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1979 Tax: $2,272 (2025)Community: SunsetSingle Family
Taxes:$2,272
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. This charming remodeled 2-3 bedroom masonry home is sure to please. Relax on the front porch (screened) on this quiet tree lined street or enjoy walking/biking the Tamiami Trail that is mins away. The Open Floor Plan has spacious living and dining areas. The entire home has easy care wood grain tile floors in a neutral color. The kitchen updates include a three seat snack bar, over-sized stainless single basin sink, dishwasher, range, built-in microwave and the current refrigerator to be replaced with a brand new cabinet depth model. An oversized large laundry room features a utility sink and high end washer & dryer for added convenience. The two main bedrooms accommodate king sized beds and there is a bonus room perfect for a home office or third bedroom for guests. Freshly painted interior and exterior this home is move in ready. The Roof, A.C. and Water heater were replaced in 2020. Also there is No HOA Fees, No CDD, Plus (No Flood Insurance Required). Centrally located less then 10 mins to World Class Beaches, Beautiful Parks, Fine dining and Shopping and easy access to Interstate 75 makes this a house you will call HOME.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Elizabeth Allstaedt (727-501-5951)
5103 GREENCROFT RD, SARASOTA, FL 34235
$295,000626 Days on yellowkey MLS ID: N6134516
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1487 Built: 1979Monthly Fee: $567 Tax: $3,642 (2023)Community: Vivienda At The MeadowsVilla
Taxes:$3,642
Elementary School: Gocio Elementary
Tax Year: 2023
Remarks: Resort-Style Living Maintenance-Free includes Tile Roof. One of Sarasota’s most desirable communities. This spacious 2 bedroom, 2 bath, car garage home offers multiple living areas, including a living room, open-concept kitchen/family/dining area, and tranquil greenbelt view from the lanai. Ideally positioned not direct-facing neighbors, this home boasts a generous front yard and privacy. Enjoy true ease of living—landscaping and TILE roof maintenance are covered by the HOA, with reserves in place for future care. Recent upgrades include HVAC (2021), Water Heater (2023), Washing Machine (2024), Refrigerator (2022), as well as a new kitchen faucet, range hood fan, and light (2024). The Meadows Country Club offers membership access to 54 holes of golf, 17 Har-Tru tennis courts, pickleball, a junior Olympic-size pool, fitness center, two restaurants, and over 200 annual events. Explore 14 miles of scenic walking, biking, and nature trails, all just minutes from downtown Sarasota, UTC Mall, and I75. Come home to comfort, community, and the carefree lifestyle you’ve been looking for. Resort-Style Living in The Meadows Golf & Country Club Welcome to The Vivienda, a maintenance-free enclave within The Meadows, one of Sarasota’s most desirable communities.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY (941-207-5055)
Listing Agent: Janet Linaburg (941-225-5289)
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