Location: Sarasota
Do Not Show Listings
2472 21ST ST, SARASOTA, FL 34234
$395,00079 Days on yellowkey MLS ID: A4693148
1 Days Off yellowkey (back on 7/2/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1881 Built: 1989 Tax: $733 (2025)Community: Lorraine ParkSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$733
Elementary School: Emma E. Booker Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Located on a generous corner homesite spanning approximately 22,000 square feet (just over half an acre), this property offers a rare opportunity to own a homesite of this size in an established Sarasota neighborhood with no HOA restrictions. The existing three-bedroom, three-bath split-bedroom home features nearly 1,900 square feet of living space, multiple gathering areas including both a living room and family room, an eat-in kitchen with breakfast bar, a two-car garage, and a covered rear patio overlooking the expansive fenced backyard. Whether you're looking to renovate, restore, or personalize, the true value lies in the combination of the generous homesite, functional floor plan, and convenient Sarasota location. The expansive yard provides outdoor space and flexibility that is increasingly difficult to find in this area. Property is being sold As-Is and presents an exceptional opportunity to create something uniquely your own.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Shana Hamel, Pll (941-724-6400)
6735 KEYSTONE DR, SARASOTA, FL 34231
$499,900164 Days on yellowkey MLS ID: TB8475997
REDUCED by $10,100 (2.0%) on 07/02/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1969 Tax: $2,026 (2025)Community: Gulf GateSingle Family
Taxes:$2,026
Elementary School: None
High School: None
Middle School: None
Remarks: Prepare to be impressed. This fully remodeled Gulf Gate gem is a rare opportunity, offering 1,659 square feet of beautifully reimagined living space where luxury meets everyday comfort. From the moment you step inside, you’re welcomed by a bright, open-concept layout designed for modern living and effortless entertaining. Expansive sliding glass doors lead to a spacious screened-in lanai, seamlessly blending indoor and outdoor living — the perfect setting for morning coffee, weekend gatherings, or relaxing evenings. The brand-new custom kitchen is truly the heart of the home, featuring two-tone solid wood cabinetry, elegant quartz countertops, a marble backsplash, and new GE stainless-steel appliances. Every finish was thoughtfully selected to create a refined yet inviting space. The primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bathroom complete with a new double vanity, designer tile shower, and upgraded fixtures as well as a dedicated recirc pump for near instant hot water. Throughout the home, new luxury vinyl plank flooring, fresh interior paint, modern lighting, ceiling fans, and new interior doors create a clean, contemporary coastal feel. Major upgrades provide peace of mind for years to come, including a new shingle roof (2026), new HVAC system (2026), new electric panel (2026), new insulation (2026), Water Heater(2026) and fully replumbed drains and supply lines. Additional highlights include a large indoor laundry room with a custom boot bench, a two-car garage, and a triple-wide driveway offering ample parking. Outside, you’ll appreciate one of the home’s most unique and practical features — a beautifully landscaped, low-maintenance front yard with no grass to mow. As one of the only homes in the neighborhood designed this way, it offers enhanced curb appeal while significantly reducing upkeep and water usage. Just moments to Siesta Key’s sugar-white sands, this Gulf Gate home offers unmatched convenience — walk to A-rated Gulf Gate Elementary, 5 min to Costco, and a dynamic redevelopment of the former Sarasota Square Mall into a vibrant new retail, dining, and residential hub. This is modern coastal living at its finest — move-in ready and designed to impress. The final image is a rendering of what the backyard could be ( at 37 foot deep and 80 feet wide ) there is plenty of room to add a pool/outdoor kitchen. Buyer’s agent to verify all MLS information including room sizes, utilities, and HOA (if applicable).
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph Trupiano, Iii (813-765-6970)
361 SCOTT AVE, SARASOTA, FL 34243
$599,00080 Days on yellowkey MLS ID: A4692752
0 Days Off yellowkey (back on 7/1/2026)
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: Under contract-accepting backup offers. 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 is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Jessica Dunnam (941-713-1339)
3988 LOSILLIAS DR, SARASOTA, FL 34238
$1,575,00065 Days on yellowkey MLS ID: OM725373
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4840 Built: 1988Monthly Fee: $323 Tax: $13,005 (2025)Community: PrestanciaSpa: YesSingle Family
Taxes:$13,005
Remarks: Nestled behind the gates of one of Sarasota’s most established neighborhoods, this Prestancia home offers quiet luxury and golf course views, where expansive indoor and outdoor living spaces epitomize Florida-living. The thoughtfully designed layout boasts a private master wing on one side, and casual living areas and additional bedrooms on the opposite. Joining the two wings are a formal dining and living room, distinguished by high ceilings, transom windows, and sliding doors which lead to an inviting outdoor retreat. The grand, master suite includes a dressing area, large walk-in closets, and a convenient, wall-enclosed dog yard for pets to safely enjoy. The adjoining master bath hosts separate custom vanities, a Roman walk-in shower, and a water-closet equipped with a hands-free electronic toilet/bidet. Just beyond the spa tub, double French doors open onto a secluded outdoor gathering space complete with a fireplace, perfect for unwinding on cozy evenings. The spacious kitchen is well suited for preparing both gourmet meals and quick refreshments served through the pass-through sliding windows that open to the outdoor eating area. Adjacent the kitchen is a large family room with soaring ceilings, a stone fireplace, and full wet bar. The outdoor oasis is bordered by the home on three sides and the 3rd hole of TPC Prestancia on the fourth, and includes a sparkling pool and spa, integrated grill, shaded area for dining and plenty of space to enjoy Florida sunshine. Residents of this Audubon Cooperative Sanctuary community enjoy watching families of sandhill cranes while bald eagles soar overhead. Just minutes from Siesta Key Beach and downtown Sarasota, the home’s new roof, pull down storm shutters, and a whole home generator provide worry-free living. Optional membership is available at TPC Prestancia Golf Club featuring two 18-hole courses, dining, and social activities.
Listing is courtesy of: BLUE MAGNOLIA REAL ESTATE LLC (352-441-0743)
Listing Agent: Heidi Jasper (352-441-0743)
5723 EASTWIND DR, SARASOTA, FL 34233
$630,000226 Days on yellowkey MLS ID: A4675503
REDUCED by $25,900 (3.9%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2206 Built: 2004Monthly Fee: $46 Tax: $6,761 (2024)Community: Three OaksSingle Family
Taxes:$6,761
Elementary School: Ashton Elementary
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Welcome to this well-loved 3-bedroom, 2-bath home located in a quiet, beautifully maintained community that offers a blend of comfort, care, and easy Florida living. Every space has been thoughtfully maintained, creating a truly move-in-ready home. Inside, you'll find a bright and inviting layout with comfortable living areas, a functional kitchen ideal for everyday use, and bedrooms that each provide a cozy retreat, and a generous office space. Step outside to a peaceful backyard—perfect for morning coffee, evening sunsets, or simply enjoying the Florida outdoors. Big-ticket updates are already done, including a NEW roof 25', NEW pool heater, and a NEW HVAC 25', offering added peace of mind. Conveniently located near shopping and dining, just 8 miles from the world-famous Siesta Key Beach, and with easy access to I-75. This charming property is ready for its next chapter—schedule your showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
1546 GEORGETOWNE LN, SARASOTA, FL 34232
$429,00036 Days on yellowkey MLS ID: A4698027
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2021 Built: 1980Monthly Fee: $8 Tax: $3,010 (2025)Community: GeorgetowneSingle Family
Taxes:$3,010
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Unlock the potential in this spacious 2,000+ square foot house, offering endless possibilities to create your dream home. Whether you're looking for additional room for a growing family, a private guest retreat, or a multi-generational living arrangement, there's ample opportunity to add value by creating a fourth bedroom or an additional bathroom to form a second primary suite or mother-in-law suite. Step through the front door into an expansive great room, where a wood-burning fireplace and tubular skylight create a warm and inviting gathering space. Open-concept kitchen and dining area with sliding doors to the generously sized screened lanai. The primary suite has been thoughtfully modified for wheelchair accessibility, featuring a wider doorway and an open-access bathroom. Important updates provide peace of mind, including a new A/C system (2021), hot water heater (2022), whole-house water filtration system, impact-resistant windows, and storm shutters for the sliding doors. The home is also wired for a generator and includes a propane tank for fuel. Outside, the oversized two-car garage, utility shed, and fully fenced backyard offer exceptional storage and functionality. A wide gate provides easy access for boat, trailer, or recreational vehicle storage. Located in the established community of Georgetowne, where residents enjoy low HOA fees and a peaceful neighborhood setting. Families will appreciate the convenient access to schools, parks, shopping, and dining, while seasonal residents will love the easy lock-and-leave features and proximity to everything that makes Sarasota special. Just minutes from the vibrant shopping, restaurants, and entertainment of University Town Center, the recreational opportunities at Nathan Benderson Park, Downtown Sarasota, and the area's renowned Gulf Coast beaches, this home offers the perfect blend of space, flexibility, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)
10899 ECLIPSE ST, SARASOTA, FL 34241
$996,924121 Days on yellowkey MLS ID: A4688326
1 Days Off yellowkey (back on 7/1/2026)
REDUCED by $40,000 (3.9%) on 06/25/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3997 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
High School: Riverview High
Remarks: Under Construction. What's Special: Loft | Pond View | Close to Trails | Dedicated Study. New Construction – November Completion! Built by America's Most Trusted Home Builder. Welcome to the Waikiki at 10899 Eclipse Street in Cassia at Skye Ranch! This thoughtfully designed new home blends everyday comfort with flexible living, starting with a flex room, convenient powder room, and dedicated study near the entry. The gourmet kitchen shines with quartz countertops, an apron front kitchen sink, a center island, and flows easily into the casual dining area and great room. Sliding doors lead to the covered lanai, creating a relaxed space for gatherings or quiet evenings at home. The primary suite is located on the main level and features a spa inspired bathroom, a walk in closet, and direct access to the laundry room. Upstairs, a spacious loft anchors four secondary bedrooms with walk in closets, including two with private bathrooms and another full bathroom nearby. Whole house impact windows add peace of mind a while the three-car garage gives you extra space for storage. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: Gourmet kitchen, study in place of dining, pocket doors at study, tray ceiling package, shower in place of tub at bath 4, 8' interior doors, door at primary closet to laundry, whole house impact windows, upgraded cabinets, pendant lights at kitchen, and extended LVP flooring throughout main level to primary suite and primary closet. MLS#A4688326
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
10855 ECLIPSE ST, SARASOTA, FL 34241
$846,659121 Days on yellowkey MLS ID: A4688332
REDUCED by $25,000 (2.9%) on 06/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3505 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Remarks: Under Construction. What's Special: Backs to Wetland | Close to Trails | Dedicated Study | Game Room. New Construction – August Completion! Built by America's Most Trusted Home Builder. Welcome to the Tybee at 10855 Eclipse Street in Cassia at Skye Ranch! The first floor welcomes you with a dedicated study and a versatile flex room that can easily adapt to your needs. At the heart of the home, an open concept great room flows into the dining area and kitchen, where a center island opens directly to a covered lanai that is perfect for indoor outdoor gatherings. Also on the main level, the private primary suite offers a relaxing retreat with a spa inspired bathroom and a generous walk-in closet, featuring a dual sink vanity and an oversized shower. Upstairs, four secondary bedrooms share two full bathrooms and are complemented by a spacious game room, providing plenty of space for gatherings, hobbies, or quiet evenings at home. Skye Ranch sits in a prime Sarasota location at Clark and Lorraine Roads, offering a vibrant setting with access to the Skye Ranch K-8 school. The community preserves natural beauty with grand oaks, palms, wetlands, lakes, and native wildlife. Miles of trails connect you to nature, parks, and exceptional on-site amenities. Additional Highlights Include: gourmet kitchen, an outdoor kitchen rough-in, a shower in bathroom 2 upstairs, tray ceiling package, pocket sliding glass door out to the covered lanai, and impact windows throughout the home. MLS#A4688332
3820 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$339,000174 Days on yellowkey MLS ID: A4681493
REDUCED by $10,000 (2.9%) on 07/01/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1630 Built: 1984Monthly Fee: $438 Tax: $2,297 (2025)Community: Glen Oaks Manor Homes Ph 2Single Family
Taxes:$2,297
Elementary School: Tuttle Elementary
Remarks: Virtually Staged. Priced to sell, one of the best values in Glen Oaks Manor. Welcome to this well-maintained 2-bedroom, 2-bathroom home located in the desirable Glen Oaks Manor community of Sarasota. This move-in ready home offers a functional open layout with tile flooring and fresh neutral finishes throughout. The kitchen includes ample cabinet storage and generous counter space which flows into the living and dining areas for easy, everyday living. Both bedrooms are comfortably sized, with the primary bedroom offering a renovated en-suite bathroom. Sliding glass doors lead to a private screened courtyard, perfect for relaxing or entertaining with minimal maintenance. Additional features include a two-car garage, neat landscaping, and a quiet neighborhood perfect for year-round living or seasonal residence. Conveniently located, it is just a 4-mile drive to downtown Sarasota and a 5-mile drive to University Town Center, St. Armands, and Lido Key Beach.
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
1837 WORRINGTON ST, SARASOTA, FL 34231
$611,00083 Days on yellowkey MLS ID: TB8504626
REDUCED by $8,000 (1.3%) on 07/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1952 Tax: $4,056 (2025)Community: South Highland Amd OfSingle Family
Taxes:$4,056
Remarks: Renovated 1150 sq. ft. beach cottage west of trail with open floorplan. Updated plumbing, new electric, new metal roof, AC 2020. Golf cart to all your favorite spots, Mortons, Libby's, Publix, EOS, Trader Joes, Walts Fish Market. 3 minute drive to Siesta Key bridge. Separate studio that can be used for office or in-law bedroom is not included in the listed square footage.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
8072 GLENBROOKE LN, SARASOTA, FL 34243
$531,000169 Days on yellowkey MLS ID: A4681070
0 Days Off yellowkey (back on 6/10/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2090 Built: 1991Monthly Fee: $95 Tax: $3,114 (2024)Community: Vintage CreekSpa: YesSingle Family
Taxes:$3,114
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to your opportunity to own a move-in-ready pool home in Sarasota that delivers the space, flexibility, and Florida lifestyle buyers are searchin. From the moment you arrive, you’ll notice the lush tropical landscaping and inviting curb appeal, setting the tone for what’s inside. Step through the front door into a bright, open-concept living and dining area with vaulted ceilings, creating an airy feel that’s perfect for both everyday living and entertaining. The layout offers true flexibility, featuring multiple living areas and bonus spaces ideal for a home office, guest room, hobby space, or multi-generational living—something today’s buyers consistently need but rarely find at this price point. The kitchen flows seamlessly into the main living space, making it easy to stay connected while hosting or relaxing at home. Step outside and experience what Florida living is all about—your private screened-in pool and lanai, offering the perfect setting for morning coffee, weekend gatherings, or unwinding at the end of the day. The backyard provides additional space and privacy, with room to make it your own. Additional features include: Spacious bedrooms with great natural light Dedicated laundry area Two-car garage with ample storage Well-maintained interior ready for immediate enjoyment As a bonus, residents enjoy access to a community pool and amenities, giving them even more options for relaxation and socializing. Located on a quiet residential street, this home offers convenient access to shopping, dining, major roadways, and everything that makes Sarasota one of the most desirable places to live on Florida’s Gulf Coast. if you would like to change out any of the flooring it is all available locally. The owners have agreed to a flooring allowance.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Patricia Baker (941-527-8669)
4206 73RD TER E, SARASOTA, FL 34243
$475,00030 Days on yellowkey MLS ID: A4697826
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1997Monthly Fee: $40 Tax: $2,699 (2025)Community: Quail Run Ph Ii & IiiSingle Family
Taxes:$2,699
High School: Southeast High
Remarks: Virtually Staged. Set on premium Lot 108 in Quail Run, overlooking the water, this original-owner Medallion Grenada Q offers 3 bedrooms, 2 bathrooms, a versatile flex room, and more than one-third of an acre within a natural gas community with remarkably low HOA fees of just $480 annually. One of only a few models originally constructed within the community to accommodate a future pool, the property offers ample space should a new owner wish to add one while continuing to enjoy the expansive yard and peaceful water views. Ten-foot ceilings throughout much of the home—including the dining room, flex room, kitchen, living room, family room, primary bedroom and bath, and lanai—enhance the home's spacious feel and create seamless flow between the main living areas. The current owners expanded the home with a custom sunroom featuring expansive sliding windows and transom windows, creating a bright and inviting space to relax while enjoying views of the backyard and water beyond. Lovingly maintained by its original owners, this home offers a wonderful opportunity to update and personalize the interior to your taste while enjoying the quality construction, spacious layout, and premium homesite that are increasingly difficult to find in today's market. Additional features include a 2017 roof, whole-house water softener and filtration system, in-wall pest control system, and the convenience and efficiency of natural gas service. Ideally located with easy access to shopping, dining, parks, and Gulf Coast beaches, this home offers the opportunity to enjoy spacious living in a well-established community.
Listing Agent: Socha Goyette, Pllc (941-223-9087)
2042 COUNTRY MEADOWS PL, SARASOTA, FL 34235
$514,000241 Days on yellowkey MLS ID: A4673225
REDUCED by $1,000 (0.2%) on 06/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2052 Built: 1989Monthly Fee: $46 Tax: $2,868 (2024)Community: Country MeadowsSpa: NoSingle Family
Taxes:$2,868
Remarks: LOCATION AND CONDITION ARE A+++ From the moment you arrive, you’ll feel right at home in this impeccably maintained residence. Meticulous care and attention to detail are evident throughout. The welcoming foyer opens seamlessly to the dining and living areas, offering views of the expansive lanai and oversized backyard. The beautifully remodeled kitchen is truly the heart of the home, designed to inspire and impress. Featuring porcelain tile floors, bright granite countertops, new cabinetry, and new appliances, it opens effortlessly to the family room with a cozy fireplace—perfect for both entertaining and everyday living. A smart thermostat and Ring doorbell add modern convenience and peace of mind. Whether seated at the breakfast bar or in the sunny nook beneath cathedral ceilings and skylights, you’ll appreciate the light-filled, open atmosphere. A generously sized pantry will delight any home chef. The split-bedroom floor plan provides privacy for all. Two guest bedrooms offer walk-in closets and share a roomy bath with direct lanai access. The primary suite is a true retreat, featuring a spacious walk-in closet and a stunning, newly renovated bath with updated tile flooring, new cabinetry, linen storage, and a solid-surface dual-sink vanity. Impact-resistant windows and doors are installed throughout, including private lanai access from the primary suite. Additional highlights include an oversized laundry room, ample floored attic storage, and an extended lanai designed for outdoor enjoyment—complete with granite counter space, sink, gas grill, and vented stainless-steel hood. The oversized lot provides abundant outdoor space and room for a future pool, if desired. Ideally located with convenient access to Downtown Sarasota, UTC Mall, Benderson Park, golf courses, dog parks, and recreation for all ages, this home places you just 15–20 minutes from the airport, Ringling Museum, marinas, colleges, and Lakewood Ranch Main Street. Move-in ready and thoughtfully updated, this exceptional property offers the lifestyle you’ve been waiting for. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
1269 WESTERN PINE CIR, SARASOTA, FL 34240
$799,99990 Days on yellowkey MLS ID: A4692144
1 Days Off yellowkey (back on 6/28/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3280 Built: 2008Monthly Fee: $63 Tax: $4,088 (2025)Community: Villages At Pinetree Marsh Pine EnclaveSpa: YesSingle Family
Taxes:$4,088
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Ideally positioned to take full advantage of Sarasota’s growing corridor, this 4-bedroom, 3-bathroom pool home sits on one of the largest lots in the neighborhood and offers convenient access to a wide range of public amenities and everyday essentials. Located just minutes from the Fruitville Farms shopping center, residents enjoy access to Publix, the Fruitville Library, and additional retail and dining options, with the Sarasota History Museum planned nearby. Outdoor enthusiasts will appreciate close proximity to the Celery Fields and Tatum Ridge Soccer Complex, offering opportunities for recreation, fitness, and community engagement. Future infrastructure improvements, including the Lorraine Road extension scheduled for completion in 2027, are expected to further enhance accessibility throughout the area. The home features a spacious layout with an open-concept living area, a kitchen with ample storage and workspace, and multiple flexible living spaces to suit a variety of needs. A standout feature is the oversized second-floor bonus room, offering substantial square footage ideal for a media room, playroom, home office, fitness area, or additional living space. The property also includes a private pool area and generous outdoor space, providing additional room to enjoy Florida living. The expansive lot offers excellent potential for fencing (subject to local guidelines), and the large side yard—shaded by a mature oak tree—adds both beauty and functional outdoor space. Buyers and agents are encouraged to verify all information and conduct their own due diligence.
Listing is courtesy of: ALTIER & COMPANY (941-713-1933)
Listing Agent: Abigail Altier (941-713-1933)
1280 HIDDEN HARBOR WAY, SARASOTA, FL 34242
$8,500,00030 Days on yellowkey MLS ID: A4696603
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5649 Built: 2002Monthly Fee: $333 Tax: $65,212 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$65,212
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1173 MYRTLE ST, SARASOTA, FL 34234
$375,000295 Days on yellowkey MLS ID: TB8436061
0 Days Off yellowkey (back on 6/17/2026)
REDUCED by $14,900 (3.8%) on 05/19/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1950 Tax: $4,523 (2024)Community: Ford SubSingle Family
Taxes:$4,523
Remarks: Under contract-accepting backup offers. **SHORT TERM RENTALS PERMITTED** This beautiful property is conveniently located within the city limits of Sarasota, allowing for short-term rentals with a minimum of 7 days—offering a lucrative opportunity for investors. This updated home highlights a 3-bedroom, 2-bath layout featuring a separate primary suite complete with a luxurious new bathroom and kitchenette, providing the perfect setup if this space is used as a separate 1-bedroom, 1-bath studio—ideal for high-demand rentals in the area. Option #2 offers an incredible family retreat with plenty of privacy and a resort getaway feel right at home. With its own separate entrance, this flexible space also doubles as a fantastic in-law suite. Together, the spaces provide 1,361 square feet of refreshed living area. Step inside to discover new flooring throughout, a modern kitchen and updated bath, and stylish new lighting that enhances the home’s bright, open feel—all beautifully upgraded with new appliances, AC, water heater, and roof for lasting comfort and value. This property also boasts a generous yard—perfect for those who crave extra outdoor space. Whether you envision a private garden, play area, or space for family pets, this oversized side yard offers endless possibilities. Mature landscaping provides both beauty and privacy, creating a peaceful setting for outdoor relaxation. The outdoor area is made for Florida living—featuring an expansive, oversized pool perfect for lap swimming, entertaining, and making lasting memories. A huge screened lanai invites relaxation and provides plenty of space to host poolside gatherings and parties. A mini golf green adds a playful touch for family and friends. Whether you’re looking for a home with extra income potential or a flexible multi-use property, this one checks all the boxes. Conveniently located near downtown Sarasota, St. Armands Circle, Siesta Key Beach, the Sarasota-Bradenton Airport, and the UTC shopping district, you’ll be right in the heart of everything the Gulf Coast has to offer. A rare opportunity to enjoy a move-in-ready home and an income-producing asset—all in one desirable Sarasota location! **Free 1/0 Interest Rate Buy Down available when using our preferred lender.**
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
1406 TANGIER WAY, SARASOTA, FL 34239
$6,500,000203 Days on yellowkey MLS ID: A4677512
0 Days Off yellowkey (back on 1/22/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2024 Tax: $42,511 (2025)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$42,511
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously curated, from the custom Doca cabinetry, hand-crafted and imported from Spain, to the high-grade Portuguese porcelain countertops that extend from the kitchen to the ceiling, creating a striking visual statement. The gourmet kitchen is equipped with state-of-the-art Fulgor Milano appliances, an oversized island, and bespoke finishes, setting the stage for an elevated culinary experience. Walls of strategically placed windows flood the interiors with natural light, enhancing the contemporary loft-inspired aesthetic while showcasing the property’s unrivaled water views. The second-floor master suite is a sanctuary of refined elegance, featuring a private office, floor-to-ceiling water views, and a spa-inspired en-suite bath adorned with intricate, high-end tilework, exuding a sense of tranquility and indulgence. Ascend to the rooftop terrace, where artificial turf, a wet bar, and panoramic views create an unforgettable setting for sunset soirees and intimate gatherings under the stars. The outdoor living space is nothing short of an oasis, boasting leather-marble walkways, a champagne spa, a gas fireplace, and a fully equipped outdoor kitchen, designed for seamless alfresco entertaining. An automated mosquito misting system ensures year-round comfort, while Control4 smart home technology integrates lighting, climate, security, and entertainment at the touch of a button, delivering an effortlessly luxurious lifestyle. Boaters will revel in the two newly constructed boat lifts and direct access to Sarasota Bay, making this home an extraordinary retreat for waterfront living at its finest. Built with strength, timeless beauty, and the highest level of craftsmanship, this extraordinary waterfront residence is truly a rare find—a once-in-a-lifetime opportunity to own an unparalleled slice of Sarasota’s coastal paradise. Schedule your private showing today—this exclusive sanctuary could be yours.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3368 SHEFFIELD CIR, SARASOTA, FL 34239
$400,000188 Days on yellowkey MLS ID: A4679367
REDUCED by $25,000 (5.9%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1798 Built: 1969Monthly Fee: $8 Tax: $3,379 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$3,379
Elementary School: Wilkinson Elementary
Remarks: Enjoy the best of Sarasota living in this centrally located, fully fenced home with impact windows, circular driveway, with an amazing private outdoor living space that is minutes from shopping, dining, and a short drive to the sugar-sand beaches of Siesta Key. Thoughtfully updated and designed for comfortable everyday living, this home offers a flexible floor plan and inviting spaces both indoors and out. Inside, the light and bright interior features a crisp, clean feel and a desirable split-bedroom, open floor plan. Modern light wood-look laminate flooring flows throughout the home. The entryway includes a convenient coat closet and the open dining and living room combination offers flexibility for entertaining and everyday living. The interior flows seamlessly from the front of the home through the family room and out to the enclosed lanai. The kitchen showcases white shaker cabinets, granite countertops, a glass subway tile backsplash, and stainless steel appliances making it both stylish and functional. The spacious primary suite features tall windows, a large walk-in closet, and an en suite bathroom that offers a shower/tub combo and a thoughtful layout with the toilet and shower separated from the vanity. The guest bedroom is generously sized, and the updated guest bathroom features tile flooring, a large stone shower with glass doors, and granite countertops. Enjoy Florida living year-round with an enclosed, multi-use lanai featuring tile flooring and expansive glass windows that add valuable living space, along with an additional screened rear patio perfect for a more open-air outdoor experience. The vinyl-fenced backyard with lush tropical landscaping completes the home’s rear outdoor oasis. With a great location and stylish updates throughout, this home is ready to be enjoyed. Come see it, feel the charm, and make it your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
5700 SWEET LEAF WAY, SARASOTA, FL 34238
$825,00064 Days on yellowkey MLS ID: A4694585
REDUCED by $25,000 (2.9%) on 06/30/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2489 Built: 2019Monthly Fee: $464 Tax: $5,573 (2025)Community: Hammock PreserveSpa: NoSingle Family
Taxes:$5,573
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Virtually Staged. Located in the highly sought-after gated community of Hammock Preserve on Palmer Ranch, this beautifully designed 3 bedroom, 3 bathroom home offers the perfect blend of luxury, comfort, and location. Walking through the front door, be greeted by stunning water views that create a peaceful and inviting atmosphere throughout the main living space. Find ultimate flexibility for living with all bedrooms split and two featuring ensuite baths, walk-in closets with custom closet systems. Designed with both style and functionality in mind, this home features a spacious open-concept floor plan, plantation shutters, custom millwork, and a 3-car garage with epoxy flooring offering plenty of storage space. The chef’s kitchen is truly the heart of the home, complete with a gas cooktop, large center island perfect for family gatherings or entertaining guests, abundant cabinetry, and seamless flow into the living and dining areas. Guests can easily transition outside to the large, enclosed lanai, already plumbed for an outdoor kitchen. Make this the ideal place to relax and enjoy the peaceful water views year-round. Whether hosting friends or enjoying a quiet evening at home, this outdoor space perfectly captures the Florida lifestyle. Enjoy resort-style living just minutes from world-renowned beaches, shopping, dining, golf, and everything Sarasota has to offer. Hammock Preserve provides resort style living with its state-of-the-art clubhouse, resort-style pool, fitness center, Har Tru tennis courts, pickleball, bocce ball, fire pit, and a dog park, all within a secure gated community. 5700 Sweet Leaf Way combines luxury finishes, thoughtful design, and an unbeatable location in one exceptional home.
Listing Agent: Mark Midyett (941-556-5151)
5684 EASTWIND DR, SARASOTA, FL 34233
$899,00069 Days on yellowkey MLS ID: A4671483
REDUCED by $26,000 (2.8%) on 06/30/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3577 Built: 2003Monthly Fee: $40 Tax: $9,282 (2024)Community: Three OaksSpa: YesSingle Family
Taxes:$9,282
Remarks: One or more photo(s) has been virtually staged. Welcome to Three Oaks—where refined living meets natural serenity. This exceptional 4-bedroom + den, 3.5-bath home with a 3-car garage is perfectly positioned along a 125-acre private preserve and lake, offering rare privacy and breathtaking, unobstructed views—truly a bird-watcher’s paradise. Step through elegant double glass entry doors into a home defined by timeless architectural details, including graceful arches, tray ceilings, crown molding, and custom niches—features rarely found at this price point. Soaring ceilings, rich bamboo and plank wood flooring, and expansive windows fill the home with warmth and natural light. The thoughtfully designed layout offers a first-floor primary suite and den for convenient single-level living. At the heart of the home, the gourmet kitchen features granite countertops, custom wood cabinetry, and ample space for both casual dining and entertaining. Step outside to your private retreat. The screened lanai boasts a sparkling pool and spa, and peaceful preserve and lake views—perfect for relaxing evenings or hosting guests in complete privacy. Recent updates provide peace of mind, including a new roof (April 2026), fresh interior and exterior paint, new second-floor flooring, a new pool pump (2026), lanai hurricane shutters, and a brand-new portable grill. Ideally located near top-rated schools, premier shopping and dining, and the world-renowned beaches of Sarasota, this home offers the perfect balance of luxury, comfort, and location. Schedule your private showing today and experience the best of Three Oaks living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Michelle Pino (714-588-0319)
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