Location: Sarasota
Do Not Show Listings
5424 AMERICA DR, SARASOTA, FL 34231
$1,350,000157 Days on yellowkey MLS ID: A4679427
REDUCED by $145,000 (9.7%) on 05/15/2026
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$14,691
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. While the interior would benefit from cosmetic updates, the bones and location of this property are truly unbeatable. From your private waterfront retreat, every day feels like a vacation. Best of all, you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Bradley Kayser (941-809-7396)
3301 BAY SHORE RD, SARASOTA, FL 34234
$3,995,000728 Days on yellowkey MLS ID: A4613341
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2703 Built: 1914 Tax: $9,843 (2023)Community: Indian Beach Map OfSpa: NoSingle Family
Taxes:$9,843
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota’s north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: David Jennings (941-650-7354)
4100 TEE RD, SARASOTA, FL 34235
$399,00039 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Taxes:$3,991
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
6290 BUCKINGHAM ST, SARASOTA, FL 34238
$500,000139 Days on yellowkey MLS ID: A4681325
REDUCED by $30,000 (5.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1835 Built: 1997Monthly Fee: $83 Tax: $3,021 (2025)Community: Wellington ChaseSpa: NoSingle Family
Taxes:$3,021
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Welcome to your private oasis in the heart of Wellington Chase, one of Sarasota’s most desirable and centrally located communities. This charming 3 bedroom, 2 bathroom pool home presents a rare opportunity to own a piece of paradise where you can add your own personal touches to create the ultimate dream home. From the moment you step inside, you are greeted by a bright and airy living room that feels spacious, thanks to large sliding glass doors that lead directly to the screened-in pool area. This seamless indoor-outdoor flow is perfect for entertaining or simply enjoying the peaceful, sun-drenched Florida lifestyle. The floor plan is thoughtfully designed for both comfort and functionality, featuring a dedicated dining space and a kitchen equipped with Corian countertops and a convenient closet pantry. Nearby, the oversized laundry room with a brand NEW washer and dryer and built-in shelving offers plenty of extra storage and utility space. The master suite serves as a true sanctuary, boasting a massive walk-in closet and a master bathroom complete with dual sinks, a relaxing soaking tub, and a separate shower. Ensuring privacy for family or guests, the second and third bedrooms are joined by a Jack-and-Jill bathroom. Outside, the backyard is a hidden gem, offering a level of privacy that is hard to find. Whether you are lounging by the pool or enjoying the lush surroundings, this space feels like a personal retreat. Best of all, Wellington Chase offers incredibly low annual HOA fees while keeping you close to everything Sarasota is famous for; including world-class beaches, top-rated schools, and the Legacy Trail. This home is ready for its next chapter and is waiting for someone to unlock its full potential in a premier location.
Listing Agent: Mairead Smialek (847-334-4848)
800 BENJAMIN FRANKLIN DR #304, SARASOTA, FL 34236
$715,00038 Days on yellowkey MLS ID: A4694518
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978 Tax: $8,856 (2025)Community: Lido AmbassadorSpa: NoCondo
Taxes:$8,856
Elementary School: Southside Elementary
Remarks: Welcome to Unit 304 at Lido Ambassador — a beautifully appointed 1-bedroom, 1.5-bath residence where coastal elegance and comfort come together. This exceptional residence is located within an intimate community of just 74 residences, offering a more private and relaxed lifestyle in one of the best locations directly on Lido Key Beach. The stunning kitchen features quartz countertops, designer light fixtures, and a stylish modern feel, perfect for everyday living or entertaining. The inviting living room offers a versatile sectional which can be arranged as two twin beds for guests, while the dining area is enhanced with lovely Serena & Lily dining chairs that complement the home's relaxed coastal aesthetic. The coastal vibe continues into the spacious primary bedroom featuring a king-size bed designed for comfort and relaxation. Step outside onto your private balcony and take in stunning Gulf views while enjoying the sea breeze. Additional features include private storage, assigned parking space, and a recently installed new A/C for added comfort and peace of mind. Residents enjoy a community pool with exciting upgrades nearing completion, a fitness room, and a recreational room complete with a pool table and gathering space for community activities and social events. Ideally situated next door to Lido Beach Resort and within walking distance to St. Armands Circle and the beautiful beaches of Lido Key, this residence represents an exceptional value and offers one of the best locations on Lido Key Beach. Paradise is calling-unpack and start living the dream! Being sold Turn-key furnished for a seamless transition to beachside living!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kathryn Dieter (941-299-2089)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00038 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
High School: Sarasota High
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
3644 TIN CUP BLVD, SARASOTA, FL 34232
$450,00038 Days on yellowkey MLS ID: A4694311
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1837 Built: 2016Monthly Fee: $345 Tax: $2,939 (2025)Community: Enclave At Forest LakesTownhouse
Taxes:$2,939
Elementary School: Wilkinson Elementary
Middle School: Brookside Middle
Remarks: Welcome to 3644 Tin Cup Blvd, nestled in the heart of beautiful Sarasota! This impeccably maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, style, and low-maintenance Florida living. Step inside to a bright and inviting open-concept floor plan featuring tasteful upgrades and charming designer touches throughout. The spacious first-floor primary suite provides both privacy and convenience, creating an ideal retreat at the end of the day. Just beyond the living area, the extended lanai offers the perfect space to relax or entertain while overlooking peaceful green space — ideal for pets and outdoor enjoyment. This is an upgraded feature from the builder. Upstairs, you’ll find a versatile loft area, two additional bedrooms, and a bonus room currently used for storage or office space. With the addition of air conditioning, this flexible area could easily become a fourth bedroom. The attached two-car garage is equipped with a generator outlet, providing added convenience and peace of mind. Located within the exclusive gated community of Enclave, residents enjoy access to exceptional amenities including a resort-style heated pool- great for year round swimming, an outdoor gathering area with a grill, and a dog park. Just minutes from two public golf courses and with direct access to the Legacy Trail, this location offers the perfect balance of recreation, relaxation, and an active lifestyle. Fresh interior paint and evident pride of ownership make this home truly move-in ready. Ideally situated just minutes from Sarasota’s world-renowned beaches, shopping, dining, and easy interstate access, this property offers the best of Florida living. Don’t miss this incredible opportunity — schedule your private showing today before it’s gone!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
5684 EASTWIND DR, SARASOTA, FL 34233
$925,00038 Days on yellowkey MLS ID: A4671483
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
Tax Year: 2024
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)
1619 SUPONIC AVE, SARASOTA, FL 34243
$319,900205 Days on yellowkey MLS ID: TB8454462
0 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1606 Built: 1959 Tax: $2,892 (2025)Community: OtherSingle Family
Taxes:$2,892
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Turnkey duplex style property offering immediate income and flexibility. Both units are currently occupied, generating approximately $2,700/month in rental income. Great deal for investors seeking stable cash flow with no ramp-up period. c\Could be the ideal property for owner-occupants to live in one unit and offset a significant portion of your monthly expenses with income from the other. Well-located near shopping, dining, and everyday conveniences, supporting long-term rental demand. A rare opportunity to own a property that performs from day one.
Listing is courtesy of: STAR BAY REALTY CORP. (813-533-6467)
Listing Agent: Dan Bulka (801-979-5548)
2330 RIVERBLUFF PKWY #V245, SARASOTA, FL 34231
$299,00045 Days on yellowkey MLS ID: A4693008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $3,640 (2025)Community: Strathmore Riverside IiiVilla
Taxes:$3,640
Remarks: A Rare Opportunity to own a "CANAL FRONT" Villa, *Value Priced that does not come on the market often! This is a highly desirable open floor plan, ( 1480 Sq.Ft under air, 1906 total ) with 2 bedrooms/2 baths and large living areas to enjoy! With a lovely canal view, this villa has a newer AC unit 2023, electrical panel 2020, roof permit 2019, and the kitchen was updated with newer appliances. Plumbing pipe lining in 2023! Mainenance Free Strathmore Riverside Villas offers the 55t community a lavish lifestyle with a community clubhouse, pool, fitnerss center, acitvities to enjoy and is located approximately 2 miles to the Siesta Key south bridge. The Marina located within this community has an annual fee of approximately $1344.00. Located just around the corner from Strathmore Riverside Villas you will find shops, Detweiler's Farmers Market, and quality restaurants to enjoy. Imagine sitting on your peaceful patio and enjoying your water view after a lovely sunny Florida day. Imagine making this charming Villa on the water your new home!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Marcia Morse (941-374-0442)
3551 74TH AVENUE CIR E, SARASOTA, FL 34243
$399,00059 Days on yellowkey MLS ID: A4690564
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2014 Built: 2022Monthly Fee: $188 Tax: $5,942 (2025)Community: Grady PointeSingle Family
Taxes:$5,942
Elementary School: Kinnan Elementary
Middle School: Braden River Middle
Remarks: Great opportunity on this 3-bedroom 3-bathroom single family home in the Grady Pointe community. The community offers a dog park and is adjacent to the Ron DeSantis Community Park! When walking into the property, you will immediately notice the abundance of natural lighting that flows through the patio doors and illuminates the open floorplan. Tile throughout the house and bedrooms have ceiling fans. This open space seamlessly blends the family, dining and kitchen areas together and flows to the screened patio area where the sound of bird song adds to the relaxing atmosphere. The single-story home master bedroom sits in the rear of the home and contains its own ensuite bathroom with walk-in shower and double vanity. The kitchen has all stainless-steel appliances that complement the quartz countertops and cabinetry and there is a laundry room with a washer and dryer. The home has an attached 2-car garage.
Listing is courtesy of: IMPERIAL PROPERTY GROUP LLC (941-726-1740)
Listing Agent: Olga Smith (941-726-1740)
436 S POLK DR, SARASOTA, FL 34236
$4,957,777171 Days on yellowkey MLS ID: A4676956
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4038 Built: 2019 Tax: $48,523 (2025)Community: Lido Beach Div B ResubSingle Family
Taxes:$48,523
Remarks: Impressive coastal luxury home featuring exquisite finishes throughout and only a block from the beach in the famous Lido Key, Sarasota. Generously sized en-suite 5 bedrooms, and 5 ½ bathrooms, along with a 2-car garage, pool, spa, and slide that is certain to please either homeowner or investor looking to invest in an income-producing vacation rental. Turnkey furnished, this beautiful home is ready for a seamless transition. Located just steps away from St. Armands Circle, this home is in the heart of one of Florida’s most sought-after-destinations. Enjoy a perfect Florida morning or evening sipping coffee or cocktails on the rooftop, watching the sunrise or sunset, and ocean waves. The main level features 2 suites that offer Daiken minis for added comfort for those who enjoy undisturbed, optimal sleep in cooler temperatures, a living room, and an open kitchen with 2 built-in ovens, refrigerator, gas cooktop, leading into the dining room. Expansive high ceilings and vast window treatments create a bright & spacious atmosphere. The second level features 3 spacious suites, as well as a game room. This home pays attention to detail on finishes and is designed with Florida living in mind. This premier location places you at the center of Sarasota’s most vibrant coastal lifestyle. World-class dining, boutique shopping, cafés, galleries, and the white sand beach of Lido Key are just moments away from your door. Downtown Sarasota’s cultural attractions, year-round events, marina, and waterfront dining are a short drive over the Ringling Bridge. This beautiful estate offers a unique opportunity in a location defined by prestige, walkability, and timeless coastal charm.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Terry Cordle (740-601-4121)
7217 CLOISTER DR #203, SARASOTA, FL 34231
$150,000180 Days on yellowkey MLS ID: A4675102
REDUCED by $24,999 (14.3%) on 05/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 701 Built: 1984 Tax: $745 (2025)Community: Gulf Gate GardensCondo
Taxes:$745
Middle School: Pine View School
Remarks: This thoughtfully updated end-unit condo in Gulf Gate Gardens is ready for you to make it home! This 1 bedroom, 1 bathroom residence offers a welcoming blend of modern comfort and everyday convenience, with the added benefit of an extra window that fills the space with abundant natural light. The interior has been tastefully refreshed with a brand-new AC unit, tankless water heater, luxury vinyl plank flooring throughout, new stainless-steel appliances, and sleek, beautiful kitchen countertops; creating a clean, contemporary feel from top to bottom. The enclosed rear porch provides a bright and relaxing additional living area where you can enjoy the outdoors year-round, all while appreciating the privacy of no rear neighbors. Convenient parking is located just steps from your door, and the community pool is nearby for easy access. You’ll also appreciate the private downstairs storage space, perfect for beach chairs and other coastal essentials. Located just miles from the white sands of Siesta Key Beach and minutes from downtown Sarasota, I-75, and the UTC Mall area, this condo places you close to everything while remaining tucked into a peaceful community. Move-in ready, light-filled, and perfectly located; this is Sarasota living made easy!
5450 BENTGRASS DR #5-111, SARASOTA, FL 34235
$220,00046 Days on yellowkey MLS ID: A4693500
1 Days Off yellowkey (back on 5/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1192 Built: 2002 Tax: $2,853 (2025)Community: Las Palmas Of SarsotaCondo
Taxes:$2,853
Elementary School: Emma E. Booker Elementary
Remarks: Under contract-accepting backup offers. Experience the perfect blend of comfort, convenience, and resort-style living in this beautifully located first-floor condo featuring 2 bedrooms, 2 baths, and an attached 1-car garage. Designed with a desirable split-bedroom layout, this home is just steps from the pool and offers access to exceptional gated community amenities including two sparkling swimming pools, a hot tub, fitness center, billiard room, grilling areas, tennis courts, and scenic walking and biking trails. Select furnishings in the master bedroom and kitchen/dining area can stay, making this an easy move-in ready opportunity for full-time residents, seasonal owners, or investors. Ideally situated just one mile from The Mall at University Town Center with over 32 restaurants, premier shopping, and close to Nathan Benderson Park and Mote Marine Laboratory & Aquarium. Enjoy easy access to I-75, Sarasota-Bradenton International Airport, and vibrant Downtown Sarasota with its dining, arts, and waterfront attractions just minutes away. A wonderful opportunity to enjoy the Florida lifestyle year-round or seasonally.
Listing Agent: Leslie Capozzi (941-248-6062)
836 MAGELLAN DR, SARASOTA, FL 34243
$635,000122 Days on yellowkey MLS ID: A4683886
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2425 Built: 1964Monthly Fee: $3 Tax: $3,050 (2025)Community: Whitfield Country ClubSpa: NoSingle Family
Taxes:$3,050
Remarks: One or more photo(s) has been virtually staged. Enjoy sweeping golf course views and classic Sarasota charm from this spacious residence overlooking the 15th hole of historic Sara Bay Country Club, the renowned Donald Ross-designed course established in the 1920s. Situated on an oversized 18,750 sq. ft. lot, this property offers a rare opportunity to enjoy generous indoor and outdoor living space in one of Sarasota’s most established golf course communities. Designed for comfortable everyday living and entertaining, the open great room floor plan flows seamlessly to the expansive patio and outdoor living areas where panoramic fairway views create a beautiful backdrop for relaxing or gathering with family and friends. A private putting green adds to the home’s golf-inspired setting, while the spacious backyard offers exceptional flexibility for future outdoor enhancements tailored to your lifestyle. The kitchen features granite countertops, solid wood cabinetry with soft-close drawers, and convenient roll-out shelving. The oversized primary suite includes a spacious sitting area, walk-in closet, and private bath, creating a comfortable retreat within the home. The second bedroom features a large walk-in cedar closet, while the third bedroom, currently used as a home office, easily adapts as a guest room, den, or flex space. Additional highlights include an oversized garage with workshop area, ideal for hobbies, storage, or projects. Conveniently located just minutes from downtown Sarasota, Sarasota-Bradenton International Airport, shopping, dining, cultural venues, and Gulf beaches, this property presents an exceptional opportunity to enjoy golf course living with space, privacy, and potential in a highly desirable Sarasota location. Offering one of the larger homesites in the neighborhood along a historic Sarasota fairway, this property combines location, lifestyle, and value with the opportunity to personalize and make it your own.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
418 EDWARDS DR, SARASOTA, FL 34243
$420,000281 Days on yellowkey MLS ID: A4665321
REDUCED by $20,000 (4.5%) on 04/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1403 Built: 1950 Tax: $2,880 (2024)Community: Uplands TheSingle Family
Taxes:$2,880
Remarks: Charming Sarasota Bay-View Cottage with Timeless Character and Modern Comforts 418 Edwards Dr, Sarasota, FL 34243 2 Beds | 1 Bath | 1,403 Sq Ft | .39 Acre Lot | No HOA Welcome to a slice of Sarasota’s coastal charm! Nestled right along the shimmering waters of Sarasota Bay and across from the Sarasota-Bradenton International Airport, this beautifully maintained 1950s single-family cottage offers the rare blend of original character, recent updates, and flexible use potential—all on an expansive .39-acre lot with NO HOA restrictions. Step onto the welcoming front porch and into a light-filled living room, where oversized windows, a cozy wood-burning fireplace, and a built-in bookcase instantly make you feel at home. The open-concept flow continues through a dedicated dining space and into the modernized kitchen—fully remodeled in 2018 with sleek cabinetry, updated appliances, and plenty of counter space to bring your culinary ideas to life. The home’s engineered bamboo flooring, installed throughout in 2018, brings warmth and continuity to the entire home. A central hallway leads to two well-appointed bedrooms, thoughtfully separated for privacy. The updated full bathroom with stand alone shower and a tub, conveniently located at the start of the hallway, makes it convenient for guests and everyday use for the residents. Out back, you’ll find where this home truly shines. The generously sized backyard, surrounded by a new fence (2024), features a deck right of the kitchen exit, which was installed in 2019—perfect for hosting family gatherings or quiet evenings under the stars. The family’s favorite memories were made here, from backyard parties to playing with their children & pets, and now it’s ready for the next chapter. Enjoy a partial view of Sarasota Bay, mature landscaping, and a sense of peaceful seclusion—all while having room to build a detached garage, store your RV or boat. Although this home has never been rented out, BUYERS SHOULD EXPLORE THE PROPERTY’S POTENTIAL AS AN INCOME-PRODUCING RENTAL, making it a fresh opportunity for a savvy investor or someone looking to enjoy Florida living full-time. Major System & Structural Highlights: New HVAC system and attic insulation (2024) New fencing (2024) Roof replaced (2015) Water heater (2018) Updated electrical (2017) Updated plumbing (2018) Water filtration system (2021) 9 impact-resistant hurricane windows (2019) Exterior painted (2023) All appliances included—washer/dryer too! LOCATION, LOCATION, LOCATION! Perfectly positioned near it all—enjoy: Walkable paths to the Powell-Crosley Estate & USF Sarasota/Manatee Campuses. 1 min to SRQ Airport 5 mins to Ringling Museum & New College of Florida 10 mins to Downtown Sarasota 15 mins to St. Armands Circle & Lido Beach Easy access to University Town Center, shops, and dining Minutes to cultural hubs, marinas, parks, and more! Whether you’re looking for a peaceful Florida retreat, a strategic investment, or a home with room to grow, this lovingly maintained residence checks all the boxes—with no HOA limits to your imagination. Don’t miss the chance to own a truly special home in one of Sarasota’s most convenient and scenic locations! Preferred Lender Luke McFarland from Select Lending Services is offering 1% of the loan amount as a lender credit towards closing costs or interest rate buy-downs on this specific home.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Paula Mccabe (941-313-0864)
528 45TH ST, SARASOTA, FL 34234
$625,000438 Days on yellowkey MLS ID: A4648996
REDUCED by $24,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1637 Built: 1955 Tax: $5,555 (2024)Community: Indian Beach Map OfSingle Family
Taxes:$5,555
Remarks: O la la! Shangri-La! Fall in love at first sight! Nestled under leafy green trees, this enchanting charmer comes with a free-standing studio complete with kitchenette, full bathroom, separate entrance, and outdoor nook blooming with jasmine lingering in the breeze! Turn-key furnished! So bring your daydreams, your live-in lover, and your frolicking, fun friends! Looking for the perfect, precious AirBnb? Located within the City of Sarasota limits, which allows weekly rentals. Waltz through the front door of your fairytale cottage and be tickled pink by the soaring ceilings, original double-sided stone fireplace, handsome built-ins, cute-as-a button stained-glass windows, vintage wallpaper in breakfast nook, and peek-a-boo ferns in the sunny windows. Enjoy your morning cappuccino in your adorable, private, secret garden that awaits your fleet of pretty-pots-of-peonies-a-blooming. Transform the studio into the one and only magical museum of you! A happy haven for your playful paintings, favorite ukuleles, cuddling kitties, and love letter library! Bring your green thumb and your garden gnomes, and bask in the glory of this timeless, idyllic, unique gem. Soak in the serene ambiance of Indian Beach-Sapphire Shores whilst you meander around this charming, historic neighborhood brimming with beauty and stunning, escapee peacocks. Walk to the delightful Ringling Museum, take your kayak for a spin in the bay to admire the pelicans, or hop in your Funmobile for a beach bunny day at Lido less than 5 miles away! Float in the bewitching waves of the glorious ocean; melt with the sherbet sunset, happy and sun-kissed; clink cocktails in the violet twilight with funny friends; foxtrot into your very own fascinating fairytale. You only live once! Swoop before this dream belongs to someone else!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Autumn Beckett (941-376-6983)
5251 ASHTON RD, SARASOTA, FL 34233
$699,000108 Days on yellowkey MLS ID: A4685402
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1720 Built: 1973 Tax: $5,350 (2025)Community: Sarasota Venice Co 11 37 18Spa: YesSingle Family
Taxes:$5,350
Remarks: One or more photo(s) has been virtually staged. Rare opportunity! This beautifully maintained 3-bedroom, 2-bath pool home sits on a spacious .65-acre lot with no HOA, offering both privacy and flexibility. The home features wood-look tile throughout and a bright, clean interior. Enjoy seamless indoor-outdoor living with three pocket sliders that open to the pool area—perfect for entertaining or unwinding. The property also includes an additional RV-size garage with endless possibilities for storage, a workshop, or hobby space, plus an extra shed for added convenience. With plenty of room to spread out and enjoy, this property offers the ideal blend of comfort, space, and versatility. Don’t miss the chance to make this unique home your own and enjoy the Florida lifestyle it was designed for.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Erica Thomas, Llc (941-799-9365)
4696 LONG LAKE DR, SARASOTA, FL 34233
$525,00049 Days on yellowkey MLS ID: O6406835
REDUCED by $20,000 (3.7%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2447 Built: 1988Monthly Fee: $75 Tax: $3,260 (2025)Community: SouthfieldSingle Family
Taxes:$3,260
Remarks: Discover comfort and convenience in this beautiful 3-bedroom, 2-bath pool home located in the highly sought-after Southfield community in Sarasota. With only one entrance and no through-traffic, Southfield offers a peaceful and private setting just minutes from everything Sarasota has to offer, including Siesta Key Beach, vibrant downtown Sarasota, shopping, dining, and top-rated schools. This spacious home features a formal living room and a cozy family room complete with a wood-burning fireplace, creating the perfect space for relaxing or entertaining. Step outside to enjoy the large screened-in pool and covered lanai overlooking a small scenic canal, providing peaceful backyard views and a serene Florida lifestyle year-round. The primary suite offers walk-in closets and a private bath for added comfort and peace of mind. Additional highlights include a 2-car garage, spacious living areas, and a sparkling private covered pool in a tranquil backyard setting. Experience the perfect blend of tranquility, location, and everyday living in the heart of Sarasota’s desirable Southfield subdivision.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Mike Rance (407-629-6330)
5152 NORTHRIDGE RD #302, SARASOTA, FL 34238
$153,00039 Days on yellowkey MLS ID: A4694456
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 843 Built: 1999Monthly Fee: $414 Tax: $1,810 (2025)Community: Serenade On Palmer RanchCondo
Taxes:$1,810
Remarks: New everything, 10 foot ceilings in this beautiful third floor condo. Washer/dryer closet. Screened patio. Storage closet in hallway. New vinyl floors throughout, fresh paint, new granite kitchen and bath countertops, all new stainless kitchen appliances, new bathroom vanity , new kitchen cabinets including extra top row of cabinets for extra storage! New sinks, door hardware, fans, light fixtures, etc. shows amazing. This gated community offers 2 pools including one right next to the building only steps away. Gas grill and charcoal grill. Spa, tennis, excellent gym, clubhouse. Located walking distance to Publix, shopping, restaurants, and only 6.5 miles to siesta key.
Listing is courtesy of: ONE STEP AHEAD REALTY INC (561-951-7332)
Listing Agent: Joseph Stephens (941-400-9084)
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