Location: Sarasota
Do Not Show Listings
4908 TAYWATER DELL, SARASOTA, FL 34235
$1,275,00034 Days on yellowkey MLS ID: A4694764
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3292 Built: 1984 Tax: $7,105 (2025)Community: The MeadowsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,105
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to 4908 Taywater Dell, an impeccable single-family home located on an oversized quiet Cul-De-Sac lot in the highly desirable Meadows Community. This grand residence features 3 bedrooms, 2.5 elegant baths, a designated home office, and a versatile den, which can easily be transformed to suit your needs. Thoughtfully reimagined from the ground up, this home delivers an unmatched level of craftsmanship and refined living. Every detail has been carefully curated - from the premium COREtec LVP flooring and solid hardwood baseboards to the beautifully restored ceiling trim - all anchored by a classic wood burning fireplace that brings warmth and character to the heart of the home. Once you step into the exceptional gourmet kitchen, you will never want to leave. Generous in size and rich in detail, it delivers on every level. Soft tonal cabinetry, stunning quartz countertops, a classic cast iron farmhouse sink, and a striking marble backsplash set the tone for premium Bosch appliances, an induction cooktop and double wall ovens . A custom cabinetry station with integrated charging and a built-in pantry with roll-out shelving make this kitchen as practical as it is beautiful. Seamlessly connected, the adjacent bar area - with its own quartz countertops and custom white oak shelving - is tailor made for gathering and entertaining with warmth and style. The primary bath feels like a true retreat — a cast iron soaking tub, custom white oak vanity, and Kohler rain shower ground the room in luxury, while large-format tiles, minimal grout lines, and a tankless water heater add refinement and practicality in equal measure. A generously sized walk-in closet is outfitted with a custom white oak modular system, beautifully crafted and wrapped in warm, natural elegance. Outside, the private pool area invites you to slow down. A Pebble Tec finish and marble travertine deck create an effortless backdrop for both quiet afternoons and easy entertaining, completed by an outdoor rain shower and freshly rescreened pool cage. This completely renovated home offers exceptional peace of mind through a comprehensive array of premium upgrades. A brand new double shingle roof installed in 2025 crowns the exterior, while PGT Hurricane Impact windows and recessed sliders, and hurricane rated exterior doors with built in privacy shutters, provide superior protection and security. Smart WiFi thermostats deliver effortless climate control and thoughtfully designed privacy landscaping paired with a dedicated irrigation system complete this stunning residence where every detail, inside and out, has been thoughtfully designed. Nestled just minutes from downtown Sarasota, the UTC Mall, and Nathan Benderson Park, this home strikes a rare balance between peaceful living and easy access to shopping, dining, and outdoor recreation. Set within The Meadows Community — celebrated for its lush surroundings and warm, neighborly feel — 4908 Taywater Dell offers the kind of setting that's hard to come by. Residents enjoy 14 miles of scenic biking and walking trails and a vibrant social calendar. Live resort style every day with access to a top-tier fitness center, junior Olympic pool, 10 pickleball courts, a premier tennis complex, and beautiful 18 hole golf courses - all at a surprisingly low fee. For buyers who refuse to compromise, this is Sarasota living at its finest. Reimagined with care and crafted with purpose, this beautiful home is ready to be yours!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
361 SCOTT AVE, SARASOTA, FL 34243
$599,00048 Days on yellowkey MLS ID: A4692752
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2109 Built: 1961Monthly Fee: $3 Tax: $6,662 (2025)Community: Whitfield Estates Unit 1Spa: NoSingle Family
Taxes:$6,662
Elementary School: Florine J. Abel Elementary
High School: Bayshore High
Middle School: Electa Arcotte Lee Magnet
Remarks: Welcome to 361 Scott Avenue, a beautifully refreshed pool home in the heart of Whitfield Estates, west of the Tamiami Trail. Set on a rare double lot just minutes from Sarasota Bay, the property offers the kind of laid-back Florida living that's getting harder to find at this price. You'll step into a bright, open great room that flows right into the kitchen, where Corian counters, a center island, built-in oven, and separate cooktop make hosting easy. Original terrazzo and ceramic tile run through much of the home, paired with crown molding, textured ceilings, and fresh interior paint that warms up the mid-century bones. The primary suite has been reworked as a true retreat, with a custom-fitted walk-in closet and a fully updated granite bath. Two more bedrooms, a separate laundry, and a tucked-away dining room round out a layout that lives easy on one level. Hurricane impact windows fill the home with light while keeping things quiet inside. Out back is where this house really shines. A covered lanai opens to an 18x36 private pool, all wrapped by a fully fenced and irrigated yard with plenty of room to entertain or expand. The double lot offers privacy and flexibility you almost never see this close to the Bay. Concrete block build, recent improvements include roof (2017), HVAC (2017), and variable-speed pool pump (2017). Flood Zone X means flood insurance isn't currently required. The OPTIONAL Whitfield Estates HOA runs just $35 a year, and residents can apply for culinary membership at the historic Sara Bay Country Club. You're a quick drive to The Ringling, Asolo Repertory Theatre, New College, Ringling College of Art and Design, IMG Academy, SRQ International Airport, UTC, and downtown Sarasota. St. Armands Circle, Lido Key, and the Gulf beaches are all close at hand. A rare chance to own a true classic in one of Sarasota's most established west-of-Trail neighborhoods
Listing Agent: Jessica Dunnam (941-713-1339)
2669 STAR APPLE WAY, SARASOTA, FL 34240
$499,00055 Days on yellowkey MLS ID: A4692180
REDUCED by $18,500 (3.6%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 2021Monthly Fee: $267 Tax: $6,203 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$6,203
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Middle School: McIntosh Middle
Remarks: PRICE IMPROVEMENT! Discover exceptional value in this beautifully upgraded 3-bedroom, 2-bath residence located in the highly desirable Windward at Lakewood Ranch community. Built in 2021 and meticulously maintained, this move-in-ready home combines modern design, premium upgrades, and effortless Florida living. An ASSUMABLE 3.62% MORTGAGE presents a rare opportunity for qualified buyers in today's market. Step inside to an inviting open-concept layout highlighted by elegant crown molding throughout the main living areas, dining space, kitchen, and stunning coffered ceiling detail. Thoughtfully designed for modern living, raised outlets have been installed in the living room, bedrooms, and lanai, creating a clean and seamless setup for wall-mounted televisions. The chef-inspired kitchen features quartz countertops, stainless steel appliances, under-cabinet lighting, generous cabinetry, and ample workspace for entertaining or everyday enjoyment. The spacious primary suite serves as a private retreat, complete with two oversized walk-in closets and a well-appointed en-suite bath featuring dual vanities and a walk-in shower. Outdoor living is equally impressive. Relax on the extended screened lanai overlooking a fully fenced backyard enhanced by privacy landscaping and a custom travertine patio—perfect for a fire pit, outdoor gatherings, or simply enjoying Florida's beautiful weather. Additional features include an extended garage with utility sink, pull-down attic access with additional floored storage, ceiling-mounted garage storage racks, and recently cleaned, sanded, and sealed paver driveway and walkways. Every window is outfitted with white wood blinds, while the rear sliding doors feature added vertical blinds for privacy and convenience. Most furnishings are negotiable, offering a turnkey opportunity for buyers seeking flexibility. Garage cabinetry and workbench may also be included. Residents enjoy access to Windward's resort-style amenities, including gated entrances, community pools, fitness center, clubhouse, tennis courts, pickleball, and more. Conveniently located just minutes from Lakewood Ranch Main Street, Waterside, UTC shopping and dining, I-75, and the Gulf Coast's renowned beaches. Offering an outstanding combination of location, upgrades, lifestyle, and value, this home is ready for its next owner. Schedule your private showing today.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Gerry Tomchinsky (941-577-5184)
3720 ALLENWOOD ST, SARASOTA, FL 34232
$499,90079 Days on yellowkey MLS ID: A4689606
REDUCED by $20,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1683 Built: 1971 Tax: $2,836 (2025)Community: Glen Oaks Cntry Club EstatesSpa: YesSingle Family
Taxes:$2,836
Elementary School: Tuttle Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to this beautifully maintained Zen-inspired pool home in the sought after Glen Oaks Country Club Estates community of Sarasota. Situated on a spacious.22-acre lot, this move-in ready residence offers 2,115 square feet of thoughtfully designed living space, featuring two bedrooms, two bathrooms, a Florida room and a two-car garage. Step inside to discover new luxury vinyl flooring throughout, designer finishes, crown molding, and a stunning shiplap accent wall. The flexible floor plan provides comfortable everyday living while offering additional space for a home office, study, or hobby space. A separate dining room creates the perfect setting for entertainment family and friends. The kitchen features granite countertops and flows seamlessly into the main living areas, making it both functional and inviting. The spacious primary suite includes a walk-in closet, a large window overlooking the pool, beautifully updated finishes and a walk and shower. Thoughtfully positioned away from the guest bedroom, the suite provides added privacy and a peaceful retreat. Outside your private retreat awaits. The sparkling south-facing pool and expansive screened lanai creates a peaceful setting for year-round enjoyment. The fully fenced back yard includes a secure dog run and xeriscape landscaping for low maintenance living. Major updates provide peace of mind including a new roof, HVAC system, water heater in 2023, new plumbing lines completed in 2026, and a newly installed hurricane-rated front entry door. The property is not located in a flood zone and includes hurricane shutters including clear plan panels that allow natural light to filter into the home while providing added storm protection. Best of all, the HOA is voluntary. The location is hard to beat just a golf cart drive away from Bobby Jones Golf Course, approximately 3 miles from vibrant downtown Sarasota and a short drive to the area's renowned Gulf beaches, dining, shopping, and cultural attractions. University Town Center (UTC) with its exceptional shopping, restaurants, and entertainment is only 6 miles away. Lovingly maintained and thoughtfully updated this special home combines timeless character and modern conveniences in one of Sarasota's most desirable locations. Move in ready and full of warmth it offers a wonderful opportunity to relax, entertain, and enjoy the Florida lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lori Carey, Llc (941-780-3427)
201 S SHADE AVE, SARASOTA, FL 34237
$1,634,000108 Days on yellowkey MLS ID: TB8484159
REDUCED by $15,000 (0.9%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Elementary School: Alta Vista Elementary
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
3715 SHARONDALE DR, SARASOTA, FL 34232
$425,000112 Days on yellowkey MLS ID: A4685371
REDUCED by $25,000 (5.6%) on 04/23/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1965 Tax: $2,928 (2025)Community: Ridgewood Estates Add 06 Resub 01Single Family
Taxes:$2,928
Elementary School: Brentwood Elementary
High School: Riverview High
Remarks: BRAND NEW ROOF! NO DEED RESTRICTIONS and NO HOA! AWESOME Remodel in the HEART of SARASOTA COUNTY. Outstanding 3 Bedroom, 2 Bath, PLUS a Den. Bring your BOAT, RV, MOTORCYCLE, WORK TRUCK, TRAILER. Ample parking with a ONE Car Garage and a fenced in back yard for ALL your animals. Minutes from I-75 and the Gorgeous Siesta Key Beach! Call now for your private appointment.
Listing is courtesy of: MORTON REALTY LLC (941-373-0900)
Listing Agent: Kimberly Quintenz, Pllc (941-232-9166)
5958 ANISE DR, SARASOTA, FL 34238
$535,000118 Days on yellowkey MLS ID: A4684465
REDUCED by $15,000 (2.7%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2055 Built: 2017Monthly Fee: $192 Tax: $3,797 (2025)Community: Arbor Lakes On Palmer RanchSpa: NoSingle Family
Taxes:$3,797
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Meticulous home on Best Location on Lake with fully fenced back yard and sweeping views of the lake and the native water birds. The three-panel sliding glass doors open completely to the tiled Lanai. The Rotunda of the home offers something special in the home and is a great place for holiday tree decorating. Home Connect wi-fi. Easy-to-clean upgraded porcelain tile floor throughout the house. Enjoy all of the kitchen granite counter space with seating room for 4. BOSCH dishwasher is UNHEARD when running and cleans dishes completely.. High ceiling architectural designs give a pleasant open-air feeling throughout the house. Updated LED light fixtures and ceiling fans. Accent colors walls and subtly on ceilings create a dynamic, luxurious space. Gas tankless hot water heater for low utility bills (gas connection is available to support a gas range.) Primary Bedroom with tray ceiling and en-suite Bath walk-in shower, two walk-in closets. The location within Palmer Ranch makes for great accessibility to shopping, medical facilities, restaurants, and the #1 voted Best Beach in USA!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Anna Lee Williams (240-315-4672)
2054 RACIMO DR, SARASOTA, FL 34240
$719,999210 Days on yellowkey MLS ID: A4670940
REDUCED by $29,001 (3.9%) on 06/03/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 1982 Tax: $4,715 (2024)Community: Racimo RanchesSpa: NoSingle Family
Taxes:$4,715
Tax Year: 2024
Remarks: One acre, corner lot! Welcome to the highly sought-after location of Racimo Ranches community, where you’ll enjoy the perfect blend of country charm and modern convenience with NO HOA and NO DEED RESTRICTIONS. Situated on an open one-acre corner lot with multiple access points, this beautifully remodeled 3-bedroom, 2-bath home features a FRESHLY PAINTED exterior, mature landscaping, and excellent curb appeal. Inside, the bright and spacious living room features luxury vinyl plank flooring throughout. At the same time, the UPDATED KITCHEN boasts shaker-style cabinetry, quartz countertops, a subway tile backsplash, LED lighting, stainless steel appliances, and a cozy dining area. Just off the dining space is a versatile bonus flex room ideal for a home office, den, or playroom that overlooks the backyard. Step outside to enjoy Florida living on the back deck with plenty of room for seating and grilling, perfect for entertaining. The desirable split-bedroom floor plan provides a spacious primary suite with an en suite bath featuring a walk-in shower and a large closet, while two additional bedrooms share a bright second bathroom with a relaxing jacuzzi tub. Additional highlights include a two-car garage, a detached shed, and plenty of room to BUILD IN-LAW SUITE, park your boat or motorhome, and enjoy the FREEDOM of acreage living. Conveniently located, you can ride your golf cart to restaurants and Publix, and you’re less than 3 miles from I-75 and only 6 miles from University Town Center. This move-in-ready home offers exceptional UPGRADES and peace of mind, including a BRAND NEW ROOF (2025), A/C replacement (2022), water softener system (2022), iron and sulfur blocker (2022), well pump (2024), lift station replacement (2022), drain field replacement (2022), a FULL INTERIOR RENOVATION in 2022 with added flex room, stainless steel appliances (2022), water heater (2022), and washer and dryer (2024). If you're interested in living in freedom, give us a call today to chat further!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
1903 OAK ST, SARASOTA, FL 34236
$720,00044 Days on yellowkey MLS ID: A4693794
0 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1626 Built: 1950 Tax: $8,464 (2025)Community: Laurel ParkSingle Family
Taxes:$8,464
Remarks: Under contract-accepting backup offers. Located in the coveted Laurel Park neighborhood in downtown Sarasota, this exceptional property captures the charm and character of true “Laurel Park Living.” Positioned in Flood Zone X with one of the highest elevations in the neighborhood, the home offers an outstanding combination of location, flexibility, and peace of mind. The meticulously maintained residence features a 2-bedroom, 1 full bath and 1 half bath main home, along with a separate fully equipped 1-bedroom apartment complete with its own kitchen and full bath. Ideal as a private guest suite or income-producing opportunity, the property allows for short-term or long-term rentals if desired. Optionally offered turnkey furnished, the home is move-in ready and enhanced by two inviting paver patio areas and upgraded walkways designed for relaxed outdoor living. Just moments from downtown Sarasota’s acclaimed dining, shopping, entertainment, bayfront parks, and world-renowned beaches, Laurel Park is one of the city’s most sought-after historic neighborhoods known for its vibrant atmosphere and timeless appeal. Opportunities to own properties like this are rare.
Listing Agent: Michael Grady (941-366-8070)
4941 THREE OAKS BLVD, SARASOTA, FL 34233
$815,00013 Days on yellowkey MLS ID: A4696757
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2718 Built: 2001Monthly Fee: $48 Tax: $5,267 (2025)Community: Three OaksSpa: YesSingle Family
Taxes:$5,267
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath residence with a spacious 3-car garage featuring epoxy floors, perfectly positioned on a lakefront homesite. Designed for both everyday comfort and exceptional entertaining, this move-in-ready home showcases extensive upgrades throughout. Step inside to discover elegant crown molding, tray ceilings, designer chandeliers, and matching plank-style tile flooring flowing seamlessly throughout the home. The large kitchen is a chef’s dream, featuring premium Bosch appliances, a Sub-Zero refrigerator, a convenient wet bar, and finishes that blend style and functionality. The expansive primary suite offers a private retreat with a beautifully renovated en-suite bath, a private den/workout area enclosed by stylish barn doors for added privacy, and spacious his-and-her walk-in closets. Both bathrooms have been updated with modern finishes and fixtures. Indoor and outdoor living blend effortlessly as double sliding glass doors open to the expansive lanai and newly resurfaced glass tile pool (2024), creating the ultimate entertaining space. Enjoy tranquil lake views while relaxing poolside or hosting guests in the outdoor kitchen. This backyard oasis truly delivers the Florida lifestyle you've been searching for. Additional recent improvements include a new tile roof (2025), fresh exterior paint, epoxy-coated garage floor, and numerous additional updates throughout the home, providing peace of mind for years to come. Offering the feel and finishes of a luxury home without the burden of luxury HOA fees, this property presents an exceptional value in today's market. Centrally located in one of Sarasota's most convenient areas, this home offers easy access to the Legacy Trail, top-rated dining, shopping, recreation, and everyday conveniences, all just minutes away. Just over a mile from highly regarded Ashton Elementary School and Sarasota Middle School, this exceptional property combines luxury, comfort, convenience, and access to some of Sarasota County's top schools.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Josh Roberts (941-315-4058)
4857 SILVER TOPAZ ST, SARASOTA, FL 34233
$672,00032 Days on yellowkey MLS ID: A4693542
REDUCED by $10,000 (1.5%) on 06/17/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2475 Built: 2019Monthly Fee: $122 Tax: $3,796 (2025)Community: Ashton MeadowsSpa: NoSingle Family
Taxes:$3,796
Remarks: Welcome to a residence that redefines the art of Florida living — a masterfully upgraded 5 bedroom, 3.5 bathroom showpiece nestled in one of Sarasota's most coveted corridors. Spanning an impressive 2,475 square feet of meticulously curated living space, this home is nothing short of extraordinary. Enter inside and immediately notice the seamless luxury plank vinyl flooring that flows throughout the main level and loft, delivering a cohesive aesthetic. The kitchen has been completely reimagined with brand-new cabinetry and stunning quartz countertops that catch the light like the gemstone this street was named for. Adjacent, a newly constructed butler's pantry elevates your entertaining capabilities to a level that would make even the most seasoned host envious. The family room offers a fireplace that serves as both a stunning focal point and a cozy retreat for those rare cooler Florida evenings. Tucked beneath the staircase, a cleverly designed bar area transforms an often-overlooked space into a conversation starter — because every great home deserves a secret weapon for impromptu gatherings. Every bathroom throughout the home has been thoughtfully refreshed with new vanities and Luxury Plank Vinyl Flooring, while plush new carpet in the bedrooms creates a sumptuous retreat for rest and rejuvenation. The generous primary bedroom offers the kind of sanctuary you deserve after navigating the demands of daily life. Now, prepare yourself for the backyard — because this is where the magic truly unfolds. A sparkling inground pool, complete with a screened enclosure and surrounding deck, creates an outdoor oasis that feels distinctly resort-inspired. The thoughtful addition of an outdoor shower allows you to rinse off before and after your swim, maintaining that effortless flow between indoor and outdoor living. A designated barbecue area stands ready for weekend cookouts, while professionally installed turf behind the pool cage ensures a lush, maintenance-free landscape that stays perpetually green without any effort. Speaking of effortless living, solar panels grace the rooftop, dramatically reducing energy costs while simultaneously reducing your environmental footprint. The surrounding neighborhood places you within comfortable reach of Urfer Family Park for morning outings, Legacy Trail and the bustling Clark Road corridor where shopping, dining, and entertainment options. Located minutes to Siesta Key. Beautifully landscaped and brimming with upgrades that most homeowners only dream about, this Sarasota gem represents an extraordinary opportunity to own a home where every detail has been considered, every upgrade executed with precision, and every moment promises to feel like a permanent vacation. Schedule your private showing before someone else claims paradise.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Denise Gutmann (631-902-4616)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00061 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Taxes:$7,241
Elementary School: Gulf Gate Elementary
Middle School: Brookside Middle
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000118 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Elementary School: Phillippi Shores Elementary
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
6888 MYAKKA VALLEY TRL, SARASOTA, FL 34241
$949,000103 Days on yellowkey MLS ID: A4685475
REDUCED by $20,000 (2.1%) on 06/11/2026
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2962 Built: 1994Monthly Fee: $58 Tax: $7,956 (2025)Community: Myakka Valley RanchesSpa: YesSingle Family
Taxes:$7,956
Elementary School: Lakeview Elementary
Remarks: Looking for a Sarasota property where you can have horses, a guest cottage, a pool oasis, and 6 acres of privacy just 30 minutes from Siesta Key Beach? This private Sarasota acreage estate offers the perfect blend of country living, outdoor entertaining, and equestrian potential while still remaining convenient to Sarasota’s amenities and top-rated schools. Situated on 6 fully fenced acres, this unique property features a 4 bedroom, 2 bathroom custom home built in 1994 and a 1 Bedroom, 1 Bathroom guest cottage, surrounded by majestic oak trees, lush landscaping, and wide-open space to enjoy Florida’s natural beauty. Designed with solid wood construction and rustic country character, the home offers warmth, charm, and architectural details rarely found in newer homes, including high ceilings and a beautiful stained glass accent that add personality and craftsmanship throughout the interior. Inside, the layout offers flexibility with two bedrooms and two bathrooms downstairs, including the primary suite, and two additional bedrooms located upstairs. The primary bathroom has been recently updated with a mountain-lodge inspired shower featuring rock textures and marble-look walls, adding to the home's rustic character. Recent updates provide peace of mind for future owners, including all water plumbing lines replaced in 2023, a new hot water heater, new garbage disposal, new kitchen appliances, new ceiling fans, newly resurfaced pool (2026) and a recently serviced septic system. The outdoor living space is truly the highlight of this property. Step onto the back porch overlooking a tropical backyard oasis featuring a lagoon like pool and spa creating the perfect setting for relaxing or entertaining. The pool area is surrounded by extensive landscaping, large decorative rock accents, and even a poolside stage, making this home ideal for gatherings, celebrations, and outdoor entertaining. The property also features a private exterior guest cottage / mother-in-law suite with 1 bedroom, 1 bathroom, and a kitchenette, designed with a cozy country theme. This flexible space could serve as an Airbnb rental, guest house, private office, multigenerational living space, or retreat for visiting family and friends. For those seeking room for hobbies, vehicles, or animals, the property includes a large six-bay shed / barn structure that can be used for horse stalls, farm equipment, workshop space, car storage, or recreational vehicles. The land also features a pond and a separately fenced pasture, offering excellent potential for horses, hobby farming, or simply enjoying the peaceful country setting. Unlike many properties in the area, this home is located within the Voluntary Section of the HOA, allowing owners the freedom to bring boats, trailers, campers, work trucks, RVs, and recreational equipment onto the property. Residents of Myakka Valley Ranches enjoy private paved roads, two community nature parks, miles of riding and walking trails, and close proximity to Myakka River State Park, creating a unique outdoor lifestyle while remaining conveniently located approximately 30 minutes from Siesta Key Beach and about 45 minutes from downtown Sarasota. Properties like this are rare to find — a Myakka Valley Ranches horse property in Sarasota with acreage, guest cottage, pool, and barn, offering privacy and space while still being close to city amenities. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
9112 WILLOW BROOK DR, SARASOTA, FL 34238
$570,000197 Days on yellowkey MLS ID: A4675082
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $5,000 (0.9%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2278 Built: 2001Monthly Fee: $402 Tax: $6,255 (2024)Community: WillowbrookSingle Family
Taxes:$6,255
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: ***SELLER MOTIVATED***NEW PRICE***EXCELLENT VALUE OPPORTUNITY***NEW quartz kitchen countertops***Welcome to Willowbrook in Palmer Ranch, a private haven of refined Florida living! This beautifully designed, custom-built home by renowned builder Lee Wetherington offers an open and inviting floor plan with 3 bedrooms, 2 full bathrooms, and a formal dining area, thoughtfully crafted to showcase quality and comfort. From the moment you enter through the elegant double glass entry doors, you’ll appreciate the attention to detail throughout. Soaring 10-foot tray ceilings, large windows, a frameless bay window in the breakfast nook, and 8-foot sliding glass doors fill the home with natural light and enhance the sense of openness. The kitchen is the heart of the home, blending style and functionality with renovated wood cabinets, stainless steel appliances, and a unique mosaic accent wall. It flows seamlessly into the formal dining area and a cozy breakfast nook overlooking the lanai. Step outside to a spacious, covered, and screened lanai with a peaceful view of a serene nature preserve. The private outdoor oasis features a pool with a waterfall, creating a sense of privacy and relaxation. The Primary Suite is a true retreat, offering direct lanai access, crown molding, and two walk-in closets. The en-suite bathroom includes a bathtub, a walk-in shower, dual vanities, and a dedicated makeup area. Willowbrook is an intimate, gated community of only 54 custom homes, known for its lush landscaping and quiet, upscale atmosphere. Residents and guests enjoy access to a heated community pool year-round. Ideally located near top-rated schools, dining, and shopping along Tamiami Trail, with easy access to the Legacy Trail. Downtown Sarasota, UTC Mall, and world-famous beaches are just minutes away. This exceptional home offers a seamless blend of indoor and outdoor living, emphasizing natural light, privacy, and timeless design. Video tour available.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Polina Iakovleva (941-320-1243)
7740 CASTLEISLAND DR, SARASOTA, FL 34240
$570,00058 Days on yellowkey MLS ID: A4691962
REDUCED by $15,000 (2.6%) on 06/01/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2348 Built: 2001Monthly Fee: $295 Tax: $5,092 (2025)Community: Tatum RidgeSingle Family
Taxes:$5,092
Remarks: Welcome to 7740 Castleisland Drive, nestled in the prestigious gated enclave of Legends at Tatum Ridge. This three-bedroom plus flex room residence offers a rare combination of elegance and functionality. The flexible room easily serves as a fourth bedroom, while each of the three true bedrooms is en-suite—providing privacy and a sense of distinct “wings” for each occupant. The primary suite is a sanctuary with tray ceilings and direct access to the screened lap pool, letting you step out for a refreshing swim. With a new roof (2022), new AC (2023), and repiped PEX plumbing (2020), the home is fully updated. The expansive freshly screened pool cage (2022) overlooks the Tatum Ridge Golf Course driving range, offering sweeping views and peaceful privacy. In addition, you will find a 3 car attached garage, a very rare find in this price point! As you step through the front door, your eyes are drawn straight through the open living area to the sparkling lap pool and the wide open views beyond and from your front porch bask in the gorgeous unobstructed water views directly across the street. The soaring 12-foot ceilings, luxurious pillars, and walls of glass fill the space with natural light, creating a seamless indoor-outdoor flow. The open concept effortlessly connects a formal dining room and a sunny breakfast nook, perfect for gatherings. Sliding glass doors open right out to the expansive screened pool area, where a convenient pool bath makes outdoor entertaining even more functional. This central hub is the home’s bright, inviting core! Location is unbeatable—just under 4 miles to Waterside Place’s vibrant shops and dining, and you’re mere seconds from Fruitville Road, making downtown Sarasota just a 15-minute drive. Quick access to the I-75/Fruitville interchange ensures effortless travel. The HOA is a standout feature—no CDD, and all yard maintenance is covered, from lawn care to irrigation, for a truly low-maintenance lifestyle. This home is your key to luxurious, worry-free living in the heart of Sarasota’s best and won't last long. Schedule your showing today!
Listing Agent: Johnny Hopper, Pa (941-524-1706)
2807 ORIOLE DR, SARASOTA, FL 34243
$615,00058 Days on yellowkey MLS ID: TB8498443
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1828 Built: 2016Monthly Fee: $93 Tax: $4,459 (2025)Community: Soleil West Ph IiSingle Family
Taxes:$4,459
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined Florida living at its finest in this extensively upgraded 2016-built residence showcasing over $93,000 in documented enhancements that elevate both lifestyle and peace of mind. A rare opportunity, this home blends luxury finishes, modern systems, and HURRICANE-RATED PROTECTION in a way that truly sets it apart. Thoughtfully crafted for both elegance and resilience, the home features 200 MPH-RATED HURRICANE PROTECTION, including an impact glass front door, automated roll-down lanai screens, and full-home accordion shutters for effortless storm readiness. A GENERATOR-READY ELECTRICAL SYSTEM, EV CHARGING CAPABILITY, and WHOLE-HOME SURGE PROTECTION deliver exceptional modern confidence and convenience. Inside, natural light fills the open-concept layout, highlighting fresh designer paint, large-format tile flooring, and a timeless neutral palette that creates a bright atmosphere. The heart of the home is the gourmet kitchen, featuring a dramatic 10-foot island, 42-inch cabinetry, granite countertops, and stainless-steel appliances, seamlessly flowing into expansive living and dining areas ideal for both entertaining and everyday comfort. The primary suite offers a true private retreat with custom California Closets, upgraded luxury vinyl plank flooring, and a spa-inspired bath that feels like a daily escape. Step outside and experience resort-style Florida living with a screened lanai surrounding a HEATED POOL, along with an energy-efficient heat pump, upgraded filtration system, and a generous covered seating area for year-round enjoyment and relaxation. Additional improvements include a WHOLE-HOME WATER FILTRATION SYSTEM, HD SECURITY SYSTEM, and a collection of thoughtfully curated upgrades throughout, including an epoxy-finished garage, plantation shutters, seamless gutters, and a professionally engineered drainage system, reflecting meticulous care and long-term pride of ownership. Located in the highly desirable gated community of Soleil, residents enjoy resort-style amenities including a pool, bocce ball courts, dog park, picnic pavilion, and clubhouse with a 24-hour fitness center, full kitchen, game room, locker rooms, and social spaces. HOA fees are remarkably low at just $93 a month. Ideally positioned with a Sarasota address in Manatee County, this home is less than 10 minutes from Sarasota Bradenton International Airport and offers favorable property tax advantages. This home represents a rare opportunity to secure a fully upgraded, move-in-ready Florida residence offering luxury, security, and effortless living in one complete package.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Leanne Endres (727-647-6477)
5404 LAURELWOOD PL, SARASOTA, FL 34232
$329,00012 Days on yellowkey MLS ID: A4697242
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1970 Tax: $3,964 (2025)Community: Ridgewood Estates 14Th AddSingle Family
Taxes:$3,964
Remarks: Under contract-accepting backup offers. Location, location, location! This charming three-bedroom, two-bath home is a fantastic opportunity for first-time homebuyers, seasonal residents, or investors seeking a great rental property. Featuring beautiful quartz countertops, luxury vinyl flooring, and updated bathrooms, this home offers modern touches with comfortable living spaces throughout. Enjoy a spacious backyard perfect for pets, play, entertaining, or creating your own outdoor oasis. Conveniently located just minutes from restaurants, shopping, and everyday amenities, this home is only 10 minutes from Waterside Place, The Mall at University Town Center, and Mote Marine Laboratory & Aquarium. Plus, you’re just 15 minutes from the world-renowned beaches of Sarasota. A wonderful blend of comfort, convenience, and location—this home is ready to welcome its next owner!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Judi Taulbee (941-544-6227)
7782 ULIVA WAY, SARASOTA, FL 34238
$625,000142 Days on yellowkey MLS ID: A4680873
REDUCED by $24,000 (3.7%) on 06/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $6,690 (2025)Community: VillagewalkSingle Family
Taxes:$6,690
Remarks: Virtually Staged. Spectacular Waterview! Wake up to sweeping, unobstructed lake and bridge views in this exceptional Oakmont model located in the guard-gated, resort-style community of VillageWalk at Palmer Ranch. Perfectly positioned with water on two sides of the home, this residence delivers the kind of expansive waterfront setting today’s luxury buyers seek. Built by DiVosta with poured concrete construction reinforced with steel, this 3-bedroom plus den, 2-bath home offers lasting quality, peace of mind, and refined upgrades throughout. The open-concept floor plan is enhanced by crown molding, upgraded tile flooring, and custom upgraded carpeting, creating a comfortable and relaxed living environment. The kitchen features Corian countertops, pull-out drawers, upgraded tile, and newer appliances, including a recently updated microwave and refrigerator. Entertain effortlessly as Bose speakers fill the great room and covered lanai, where tranquil water views become the backdrop for everyday living. The primary suite is a private retreat with an upgraded walk-in shower, while thoughtful enhancements such as a whole-home water treatment system, new chrome door hinges, and a 2023 water heater elevate the home’s turnkey appeal. Major mechanical upgrades include a new HVAC system in 2025 and updated ductwork in 2024. The garage is outfitted with a New Age 7-piece cabinet system, and the property includes extra deeded driveway space, a rare and valuable convenience. Rare waterfront exposure. Exceptional construction. True resort living. VillageWalk offers a vibrant, gated community lifestyle with world-class amenities, including: 6 Har-Tru lighted tennis courts, pickleball, bocce ball, and basketball courts, Clubhouse with event space, card rooms, a library, heated resort-style pool with a Tiki bar, On-site restaurant with full bar, gas station, hair salon, boutique, and a 24-hour manned security gate. Scenic walking and biking trails winding through lakes, bridges, and lush tropical landscaping. Located just minutes from Siesta Key Beach, Costco, medical offices, shopping and dining. This is a home for buyers ready to secure the view—and the lifestyle—that sets VillageWalk apart.
Listing is courtesy of: TOWN CENTER REALTY (941-929-9333)
Listing Agent: Brenda Mazzone (941-236-1250)
4954 CANDLEBUSH CIR, SARASOTA, FL 34241
$589,00048 Days on yellowkey MLS ID: A4693252
REDUCED by $10,000 (1.7%) on 06/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2136 Built: 1983Monthly Fee: $60 Tax: $2,956 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$2,956
Remarks: This home is situated on a large private cul-de-sac lot in the highly desirable Bet Tree Village 2 Community. Updates include a recently rescreened mansard pool cage in 2025 and a the large in-ground pool was just remarcited this year. A new roof was installed in 2025 and both the interior and exterior of the house has just been painted. The kitchen has also been updated with wood cabinetry, a storage pantry and granite counter tops. The SS appliances are new. The kitchen also offers a built-in breakfast bar and sliding glass pass-through windows that open onto the lanai/pool area. The open floorplan is family friendly and features a "split bedroom" layout, with walk-n closets in all the bedrooms. The large common bathroom also opens to the pool area. The large family room has vaulted ceilings and a built-in entertainment cabinet. The living room is also spacious and is adjoins the dining area. All 4 of the sliding glass doors completely recess as to allow a wide open airy access to the big lanai/pool area. Bent Tree Village 2 offers a fantastic gated community with winding roads, a community park area and larger than average lots...
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Scott Spencer (941-350-0029)
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