Location: Sarasota
Do Not Show Listings
4151 OLIVE AVE, SARASOTA, FL 34231
$399,000347 Days on yellowkey MLS ID: A4653283
2 Days Off yellowkey (back on 4/6/2026)
REDUCED by $16,000 (3.9%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1208 Built: 1962 Tax: $4,827 (2024)Community: Flora VillaSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,827
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Great PRICE REDUCTION. Seller will consider all reasonable offers. 100x150 rare DOUBLE LOT (.34 acre), block construction, impact rated HURRICANE WINDOWS, brand NEW ROOF and soffit, fascia and gutters, 2 completely NEW BATHROOMS, luxury vinyl plank flooring throughout AND A POOL!! Step into this beautifully updated Mid Century pool home, perfectly positioned just minutes from schools, shopping and Siesta Key Beaches. Additionally, the is water heater 2019 and the was POOL RESURFACED in 2022 with a new pump. An oversized screened patio adjoins the living area with pocketing sliding doors to create a great indoor/outdoor entertaining area. Not in a flood zone. Come see it for yourself!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
4064 GOLD DUST LN, SARASOTA, FL 34243
$387,34060 Days on yellowkey MLS ID: A4684712
1 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2026
Middle School: Booker Middle
Remarks: Under Construction. Receive up to $10,000 towards closing costs and special interest rates with the use of our preferred lender. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
8616 SNOWFALL ST, SARASOTA, FL 34241
$523,451115 Days on yellowkey MLS ID: A4677257
1 Days Off yellowkey (back on 2/28/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1790 Built: 2025Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
High School: Riverview High
Remarks: Under Construction. What's Special: Close to Park | Close to Amenities | Close to Trails | Covered Lanai. New Construction – August Completion! Built by Taylor Morrison, America's Most Trusted Homebuilder. Welcome to the Saint Vincent at 8616 Snowfall Street in Cassia at Skye Ranch! This thoughtfully designed home offers 1,790 square feet of open-concept living, perfect for embracing the Florida lifestyle. Inside, you’ll find 3 spacious bedrooms, 2 full baths, a convenient half bath, and a versatile flex room. The main living areas are bright and airy, creating a sense of comfort and connection throughout. Every detail is crafted to make daily living both stylish and functional. We chose a special place in the heart of Sarasota to build Skye Ranch. Located at the intersection of Clark Road and Lorraine Road, it’s a premier destination with opportunities to explore, experience and enjoy life, also zoned for Skye Ranch K-8 school. And we took care to preserve the natural beauty and character of the land with grand old oaks and lush palms, forested wetlands, pristine lakes and native wildlife. Miles of trails will connect you to nature, parks and the exceptional amenities within the Skye Ranch community. Additional Highlights include: 8' interior doors throughout, sliding glass door in gathering room, pre-plumb for laundry tub, impact windows, apron front kitchen sink, extra flush mount lighting throughout, kitchen pendant lights, upgraded quartz countertops, upgraded flooring throughout, upgraded cabinets throughout and soft close doors and drawers in kitchen. Photos are for representative purposes only. MLS#A4677257
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5124 MAHOGANY RUN AVE, SARASOTA, FL 34241
$355,000169 Days on yellowkey MLS ID: A4671999
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1572 Built: 1999Monthly Fee: $436 Tax: $3,621 (2024)Community: Club Homes 4Villa
Taxes:$3,621
Remarks: Take a look at this beautifully maintained "Buttonwood" Club Home located in Heritage Oaks Golf & Country Club - one of Sarasota's most incredibly maintained private, gated communities. This light-filled 2-bedroom, 2-bath home with a spacious den/study combines comfort, elegance, and a relaxed Florida lifestyle, all set against the backdrop of lush fairways and serene lakes. Step inside and immediately feel at home in the inviting open-concept living area, where high ceilings and large sliding glass doors fill the space with an abundance of natural light. The living room flows effortlessly into the screened lanai, offering tranquil views of the 11th hole of the golf course - perfect for enjoying your morning coffee or entertaining guests as the sun sets over the greens. The dining area is ideal for intimate dinners or larger gatherings, while the kitchen features ample cabinetry, and a cozy breakfast nook overlooking manicured landscaping. The primary suite is a peaceful retreat, complete with a large walk-in closet and an ensuite bath featuring dual sinks and a glass-enclosed shower. The guest bedroom and full guest bath provide comfortable accommodations for visiting family and friends, while the den offers flexible space that can serve as an office, hobby room, or even a third sleeping area. An attached two-car garage provides additional storage and convenience, rounding out this thoughtful floor plan. The property features a newer water heater and the entire property has been re-plumbed/re-piped for years of worry-free living. Living in Heritage Oaks means enjoying resort-style amenities every day. The championship 18-hole golf course, designed by Ron Garl, is immaculately maintained and reserved for members. Beyond golf, residents have access to five heated swimming pools, four lighted Har-Tru tennis courts, a state-of-the-art fitness center, and a full social calendar that includes fitness classes, card games, and special events. The newly renovated Clubhouse offers both casual and fine dining, where neighbors quickly become friends. Experience the best of country club living in this elegant move-in-ready property.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
4629 SAMOSET DR, SARASOTA, FL 34241
$465,000211 Days on yellowkey MLS ID: A4666937
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1779 Built: 2002Monthly Fee: $275 Tax: $4,726 (2024)Community: Golf VillasVilla
Taxes:$4,726
Remarks: Come take a look at this wonderful "Dover" model Paired Villa in Heritage Oaks Golf & Country Club. Featuring 2 bedrooms, 2 bathrooms, a den/study that can double as a third bedroom, and a 2 car garage, this gorgeous property has over 1,700 square feet of living area and is perfect for seasonal residents or full time owners! Upon walking through the front door, you're greeted with an abundance of natural light and many spectacular updates that have been completed. Beautiful luxury vinyl plank flooring has been installed in the living and dining spaces as well as the primary bathroom creating a seamless and welcoming warmth to the home. The open floor plan is wonderful as it provides open sight lines to the back yard and is perfect for entertaining. The double tray ceiling in the living room gives a lot more volume to the space and is a wonderful detail that adds additional character to the home. In addition, the split bedroom layout allows guests and owners to have their own privacy when needed. The primary suite is a luxurious place to wind down for the evening. The owners have spared no expense updating this space and revamping the bathroom to what it is today. There is a large tiled shower, new vanities, additional cabinetry have been added, and an enclosed water closet room for added privacy. This update has been thoughtfully executed and really makes the space much more usable than before. Gorgeous light fixtures and fans have been installed and the interior of the home has been repainted giving the home a bright and cheerful feel. Step onto the rear lanai and enjoy the pristine views of nature, preserves, and the 7th hole of the golf course. With a beautiful eastern exposure, the oversized screened lanai is a wonderful place to enjoy a cup of coffee in the morning or relaxing with friends after a day on the course. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive updated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
763 JOHN RINGLING BLVD #36, SARASOTA, FL 34236
$495,00066 Days on yellowkey MLS ID: A4683704
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963 Tax: $5,439 (2024)Community: Sarasota HarborCondo
Taxes:$5,439
Elementary School: Southside Elementary
Remarks: Direct bayfront 2BR/1.5BA third-floor condo at Sarasota Harbor West with sweeping panoramic views of Sarasota Bay and spectacular western sunsets. The open-concept kitchen and living area have been completely renovated to perfection — designer finishes, high-end appointments, and an open layout that frames panoramic views from every angle, presenting like the pages of an architectural magazine with the bay as its backdrop. This meticulously maintained residence offers a rare front-row vantage point over the bay and includes a same-floor private storage room. The unit sustained no hurricane damage, providing exceptional peace of mind. The third-floor elevation enhances privacy, natural light, and breezes, and offers some of the most commanding water views in the entire community. Sarasota Harbor West is a premier 55+ maintenance-free bayfront community. Amenities include a waterfront clubhouse with full kitchen, heated lap pool, shuffleboard courts, kayak storage, bicycle storage, and deep-water boat slips up to 30 ft available for purchase at a one-time fee. The boat basin sits in a naturally protected section of the bay, offering calm water and easy access to Big Pass and the Gulf. HOA fees cover on-site property manager, building exterior, grounds, exterior pest control, building insurance, pool maintenance, water, sewer, trash, and cable. One covered parking space included; ample guest parking available. Rentals permitted after one year of ownership. Pets not permitted except with valid service or emotional-support animal documentation. Located directly across from Sarasota Yacht Club, with immediate access to St. Armands Circle, Lido Beach, and downtown Sarasota. This is one of Sarasota’s most walkable waterfront locations, with Sarasota Yacht Club, dining, boutiques, beaches, and cultural venues all just minutes from your door. A rare opportunity for true direct bayfront living in one of Sarasota's most sought-after waterfront communities. **Take a look at the virtual tour. ** Seller is willing to consider a lease with an option to purchase.
Listing is courtesy of: ROBERT SLACK LLC (352-229-1187)
Listing Agent: Debbie Baraona (941-350-8723)
1064 N TAMIAMI TRL #1435, SARASOTA, FL 34236
$439,000165 Days on yellowkey MLS ID: A4671364
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1051 Built: 2007 Tax: $3,167 (2024)Community: Broadway PromenadeCondo
Taxes:$3,167
Remarks: One or more photo(s) has been virtually staged. Price Enhancement. Experience the pinnacle of city living without compromising on amenities. Enjoy morning coffee and breathtaking sunrises from your lanai overlooking Pioneer Park. This home boasts new elegant wood-look floors, luxurious granite and stone finishes, and a functional split floor plan for added privacy. Across the street from Sarasota Bay, the Van Wezel Performing Arts Hall and the new and growing project called "The Bay." 166 condos in six floors. Pool & spa; fitness center; Men’s and Women’s locker room with a sauna in each; business center with computer/printer/internet access, card table, billiards table, large flat screen TV; social room; club room; library; 24/7 concierge; WiFi available; on-site management and maintenance. Fob access only. Security cameras throughout. Guest suites available for family and friends. Comfortable, stylish, and pet-friendly, this is truly the perfect place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
329 BIRD KEY DR, SARASOTA, FL 34236
$5,495,00080 Days on yellowkey MLS ID: A4681496
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4906 Built: 2026Monthly Fee: $110 Tax: $16,485 (2025)Community: Bird Key SubSingle Family
Taxes:$16,485
High School: Pine View School
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One-Of-A-Kind, New Custom-Built residence on prestigious Bird Key, offering a rare combination of scale, elevation, and thoughtful design. Spanning over 4,900 square feet, this refined contemporary home blends modern architecture with Florida’s timeless coastal charm and is carefully planned to maximize privacy, comfort, and functionality. The home features four bedrooms, four-and-half bathrooms, a private office, and a separate guest suite/casita with its own bedroom and living area. A circular driveway leads to a striking double-height entry with oversized glass doors, opening to dramatic ceilings and light-filled interiors. The elegant great room, anchored by a fireplace, flows seamlessly through walls of glass to the covered poolside terrace with tray ceiling. Designed for both everyday living and entertaining, the gourmet kitchen offers a substantial island, high-end finishes, and a generous butler’s pantry. The dining area opens to both the terrace and a fully equipped summer kitchen. The first-floor owner’s suite is a retreat with direct terrace access and a spa-inspired bathroom. A private two-room casita provides ideal guest accommodations, while two additional en-suite spacious bedrooms are located upstairs. Additional highlights include an elevator servicing four levels, a mezzanine-level bonus room that can be used as a gym or media room, a well-appointed laundry room, and an impressive 33 x 15 ft enclosed pool and spa, creating a substantial extension to the home’s indoor living areas. Elevated 11 feet above sea level and positioned on a larger-than-typical lot, this residence stands apart for its unusually generous homesite, allowing for exceptional first-floor living and expansive outdoor spaces rarely found in new construction on Bird Key. Bird Key offers an exceptional location just minutes from downtown Sarasota, the shops and dining of St. Armands Circle, and the beaches of Lido Beach. The Bird Key Yacht Club is currently undergoing a full rebuild and is anticipated to reopen in 2026 as one of Sarasota’s premier destinations for boating, dining, tennis, and social events. Please note image of the gym (Bonus Room) has been digitally staged.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
4461 ASCOT CIR N, SARASOTA, FL 34235
$339,900166 Days on yellowkey MLS ID: A4672368
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1564 Built: 1995Monthly Fee: $919 Tax: $3,968 (2024)Community: Longwood VillasVilla
Taxes:$3,968
Remarks: This Free Standing Villa is located in a quiet neighborhood located close to the beaches and the airport, let's not forget the UTC mall, Mote Marine, the Ringling Museum and tons of theatre and plenty of restaurants. This Villa has 3 bedrooms with 2 bathrooms. The kitchen has granite counter tops with plenty of cabinet space. The living area has vaulted ceilings and you will notice ceiling fans throughout. Tile and wood flooring are present in this home with no carpet and some of the rooms have new paint. Down the street you have access to the public park at Longwood Run which has tennis, pickleball, basketball, playgrounds, restrooms and picnic tables. Residents have access to a walking path with benches and bridges while enjoying the beautiful water views that are great for photos. The roof was replaced in 2013 and the a/c was replaced in 2019.The HOA fees seem to be high but it covers expenses that as a home owner would cost alot more such as total roof replacement, exterior power washing, painting, lawn maintenance and irrigation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: David Short (941-961-3995)
10761 ECLIPSE ST, SARASOTA, FL 34241
$340,829208 Days on yellowkey MLS ID: A4667544
1 Days Off yellowkey (back on 3/29/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1373 Built: 2026Monthly Fee: $172Community: The Towns At Skye RanchTownhouse
Elementary School: Pine View School
Remarks: Under Construction. What's Special: Close to Amenities | Close to Trails | 2nd Floor Laundry Room. New Construction – April Completion! Built by Taylor Morrison, America’s Most Trusted Homebuilder. Welcome to the Jasmine at 10761 Eclipse Street. Explore the Jasmine townhome which offers approx. 1,404 square feet of living space, three bedrooms, two and a half baths, and a one car garage. Step inside from the front porch to a bright great room and open kitchen with a large island—perfect for everyday meals or entertaining. The first level also includes a half bath, one-car garage, and a spacious patio for outdoor living. Upstairs, two bedrooms share a full bath, while the primary suite offers a walk-in closet and double vanity. A laundry area completes the second floor for added convenience. Skye Ranch in Sarasota is a premier community at Clark and Lorraine Roads, where natural beauty shines with grand oaks, lush palms, pristine lakes, and forested wetlands—a place to explore, experience, and enjoy life. Additional Highlights Include: Upgraded flooring, quartz countertops, and whole house blinds. Photos are for representative purposes only. MLS#A4667544
5278 FAR OAK CIR, SARASOTA, FL 34238
$649,000108 Days on yellowkey MLS ID: A4675507
2 Days Off yellowkey (back on 4/5/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2254 Built: 1997Monthly Fee: $275 Tax: $4,326 (2025)Community: Turtle Rock Prcl A-2Single Family
Taxes:$4,326
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Located behind the gates of the highly sought-after community of Turtle Rock in Palmer Ranch, this impeccably maintained, Lee Wetherington built, 4bedroom plus 3 full bath residence offers timeless design, thoughtful upgrades, and exceptional privacy throughout. MOVE-IN-READY with fresh interior paint, new carpet, and a stunning barrel tile roof replaced in 2018, the home is enhanced with an updated landscaping package and an elegant all-paver driveway and walkway leading to stately double-entry doors. Inside you will enjoy a smart split floor plan providing privacy for family members and guests alike, enhanced by subtle architectural details throughout the home. Features such as crown molding, plantation shutters on every window, and abundant natural light create a warm and inviting atmosphere throughout. Designed for both everyday living and effortless entertaining, the kitchen features a sunny breakfast nook with built-in seating and stainless-steel appliances, including a natural gas range—a valuable feature as Turtle Rock is a natural gas community. The spacious primary suite is a serene private retreat with direct lanai access, three generously sized closets, a built-in window seat and a well-appointed bath complete with walk-in shower, jacuzzi tub and dual vanities. Guest accommodations are equally inviting: two guest bedrooms share a nicely updated guest shower, while the fourth bedroom functions beautifully as a guest suite or office, offering a full bath and private access to the outdoor living space. The outdoor living area features a custom-built saltwater pool and spa with a pavered deck, all enclosed within a large, exceptionally private screened lanai and pool cage—ideal for relaxing, dining, or entertaining in a tranquil Florida setting. Additional home improvements include hurricane window panel protection throughout, new Wi-Fi-enabled hurricane-rated garage door, central vacuum system, newly installed fivezone irrigation system, and underground backflow preventer. Turtle Rock is known for its mature landscaping, scenic lakes, and resort-style amenities, including a heated community pool, clubhouse, tennis and pickleball courts, basketball, playground, and miles of scenic walking trails and biking paths. This prime location is ideally located just minutes from world-famous Siesta Key Beach, the Legacy Trail, excellent shopping and dining, top-rated schools, and the recently updated YMCA making this home an exceptional opportunity to enjoy the very best of the Florida lifestyle. Make an appointment today for your private showing before it's too late.
Listing is courtesy of: CP REALTY INTERNATIONAL (941-685-8441)
Listing Agent: Claude Pierre (941-685-8441)
3233 TEAL AVE, SARASOTA, FL 34232
$417,900145 Days on yellowkey MLS ID: N6141825
0 Days Off yellowkey (back on 4/5/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1973 Tax: $4,614 (2024)Community: Sarasota SpgsSingle Family
Taxes:$4,614
Remarks: Under contract-accepting backup offers. Nestled in a prime Sarasota location just minutes from Siesta Key Beach, downtown dining, shopping, and local parks, 3233 Teal Ave is a beautifully updated 2/2/2 home with a resort-style backyard built for relaxation and entertaining. The stunning 12x24 saltwater pool (2022) features a sundeck, PebbleTec finish, and solar heat, complemented by a spacious concrete patio (2024) and freshly resurfaced pool deck (2025). Inside, you’ll find modern upgrades throughout, including sliding glass doors with power blinds (2022), recent interior paint, wallpaper, and molding (2025), and a kitchen remodel boasting Corian countertops, new LG appliances, updated fixtures, and a recessed bar with built-in fridge (2023). The home also offers a master bath with granite countertops (2019), a fully remodeled second bathroom (2025), and added comfort with updated attic insulation (2020). Exterior enhancements include an 8-ft privacy fence (2024), new exterior paint (2023), and refreshed front landscaping (2025). Two backyard sheds and some outdoor furniture may remain to help sweeten the deal—making this home truly move-in ready and perfectly situated to enjoy everything in Sarasota.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Brittany Provencher (941-716-0430)
771 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$599,00096 Days on yellowkey MLS ID: A4679849
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 882 Built: 1965Monthly Fee: $1,186 Tax: $1,628 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,628
Remarks: Newly renovated condominium in unique, prime waterfront community with optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, two full bathrooms, and a fully glassed porch that offers breathtaking views. The windows and sliders are hurricane-to-code. The clubhouse has undergone an upgrade and includes a fully equipped kitchen and outdoor grills available for community use. The large pool has also been recently renewed. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is even a designated area onsite for storing kayaks! Boats (sailboats or powerboats) up to 30 feet in length are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Leasing is prohibited for one year following purchase. Pets permitted with valid service or support animal documentation.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
8215 COUNTRY OAKS CT, SARASOTA, FL 34243
$399,00084 Days on yellowkey MLS ID: A4681462
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1953 Built: 1984Monthly Fee: $30 Tax: $3,777 (2024)Community: Country Oaks Ph ISingle Family
Taxes:$3,777
Remarks: Under contract-accepting backup offers. PRICED $61,000 BELOW RECENT APPRAISAL for instant value! This well-maintained home offers the perfect blend of comfort, updates, and location. Tucked away with a quiet, private, fully fenced backyard and mature landscaping, you’ll enjoy a peaceful outdoor setting ideal for relaxing, pets, or entertaining. Major updates give peace of mind, including a 2020 roof, brand new 2026 water heater, 2018 HVAC system with a transferable warranty (2 years remaining), and a new garage door (2023). Inside, the home feels fresh and move-in ready with brand-new carpet and interior paint (2025). On top of important updates, sellers are also offering a home warranty to next owner! Need extra storage? A 2022 shed provides the perfect space for tools, hobbies, or outdoor gear. There is also an attic above the garage. Located in a community with low HOA fees and NO CDD. The VERY low fee covers the community pool, recreation center, and tennis courts. Easy access to the beautiful Conservatory Park, approximately 4 miles to University Town Center, 10 miles to Lido Key Beach, and 12 miles to world-famous Siesta Key Beach. Shopping, dining, and Gulf Coast living are all within easy reach.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Jennifer Salome (502-767-2741)
140 SOUTHWINDS DR, SARASOTA, FL 34231
$217,00068 Days on yellowkey MLS ID: A4683187
3 Days Off yellowkey (back on 4/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1475 Built: 2006Monthly Fee: $195 Tax: $1,455 (2025)Community: South Winds Mhp Co-OpManufactured Home
Taxes:$1,455
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to Southwinds, one of Sarasota’s most desirable 55+ active communities! This well-maintained 2006 manufactured home offers the perfect blend of comfort, space, and affordability — ideal for year-round residents or seasonal snowbirds looking for an easy Florida lifestyle. Situated on a private corner lot shaded by mature trees, this home features a spacious open floor plan filled with natural light and comes with: covered carport * private storage shed for tools and extra storage * Dedicated laundry room with washer, dryer, utility sink, and built-in shelving. The bright kitchen offers granite countertops, a center island, and plenty of cabinet space for storage and meal prep. The living room features vaulted ceilings with crown molding and opens to the dining area, creating a comfortable open layout. Two sliding glass doors lead to the deck and bring in great natural light. The primary suite is designed for comfort and relaxation, featuring an en-suite bath with an oversized soaking tub, separate walk-in shower, and ample vanity space. Two guest bedrooms — both with closets — provide flexibility for visitors, hobbies, or a home office. The guest bathroom includes a tub/shower combo. Southwinds is one of only four resident-owned manufactured home parks in Sarasota. The low HOA fee of just $195 a month includes cable and water — a rare value in today’s market. Residents enjoy an active social calendar with hobby clubs, exercise classes, and community gatherings, creating a welcoming and friendly atmosphere. Conveniently located near shopping, dining, medical facilities, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers affordable living in a vibrant 55+ community. Whether you’re looking for a winter retreat or a full-time Florida residence, this move-in ready home checks all the boxes.
Listing Agent: Rachel Harvey (941-726-9300)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000239 Days on yellowkey MLS ID: TB8409835
0 Days Off yellowkey (back on 4/4/2026)
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 3352 Built: 2021Monthly Fee: $258 Tax: $21,698 (2024)Community: Forest At The Hi Hat RanchSingle Family
Taxes:$21,698
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. Welcome to 10808 Leafwing Drive, a private 3.64-acre estate in Sarasota’s exclusive gated community, The Forest at Hi Hat Ranch. Designed and built in 2021, this custom-crafted residence—known as The David—is a rare opportunity to experience modern luxury seamlessly blended with the tranquility of nature. Every element of this home was thoughtfully designed to deliver sophistication, privacy, and the finest in Florida living. The main residence spans more than 5,500 square feet in total, with 3,352 square feet of air-conditioned living space centered around an open, airy floorplan. A dramatic 23-by-34-foot great room serves as the heart of the home, with soaring ceilings, a fireplace, and expansive glass doors that frame peaceful views of Lake Wood and the surrounding conservation land. The chef’s kitchen is equally impressive, featuring custom wood cabinetry, stone counters, top-tier appliances, walk-in pantry, and generous workspace for both everyday living and large-scale entertaining. There are a total of 4 bedrooms - 1 is currently used as an office which has an adjacent bathroom. The primary suite was designed as a private retreat, complete with a spa-inspired bath featuring a soaking tub, oversized walk-in shower, dual vanities, and a spacious custom closet. Two additional guest suites with walk-in closets and en suite baths lend comfort and privacy. A versatile study with its own walk-in closet provides flexibility as a home office, library, or additional bedroom. Enhancing the property’s versatility, a detached casita offers an additional 600 square feet with a private bath and kitchenette—perfect for extended family, long-term guests, or multigenerational living. Outdoor living takes center stage in this estate, with a heated saltwater pool featuring a sun shelf, fiber optic lighting, and an integrated spa. The expansive screened lanai with summer kitchen, outdoor dining, and multiple lounge areas creates a seamless indoor-outdoor lifestyle. Mature landscaping, irrigation system, and private fencing further enhance the serene setting. Additional features include a four-car garage with carport parking, golf cart and RV accommodations, storm protection, whole-house water filtration and reverse osmosis systems, and energy-efficient design throughout. Beyond the property, residents of The Forest at Hi Hat Ranch enjoy the rare combination of seclusion and convenience. Just minutes from downtown Sarasota, world-class beaches, fine dining, golf, and cultural venues, this estate provides both privacy and access to everything that makes Sarasota one of Florida’s most desirable destinations. 10808 Leafwing Drive is more than a residence—it is an estate of distinction that offers timeless craftsmanship, luxurious amenities, and an unparalleled Florida lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000163 Days on yellowkey MLS ID: A4641539
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4276 Built: 2001 Tax: $55,267 (2024)Community: Residences At The Ritz CarltonCondo
Taxes:$55,267
Elementary School: Alta Vista Elementary
Remarks: Move in ready Ritz Carlton Penthouse is the mark of distinction worldwide. 1111 Ritz Carlton Drive, Unit 1803, Sarasota, Florida is a true penthouse perched atop the prestigious Ritz-Carlton Residences and hotel. This 4,276-square-foot masterpiece offers breathtaking panoramic views of Sarasota Bay and the vibrant downtown skyline. Meticulously remodeled, this residence boasts three spacious bedrooms, each with a versatile den/office space, and luxurious en-suite bathrooms. The mother-in-law suite includes its own den, kitchen, and entrance with doorbell. The open concept living area features rich wood floors and expansive windows that flood the space with natural light and showcases stunning water vistas. The state-of-the-art kitchen is a chef’s dream, equipped with brand-new Wolf appliances, a Sub-Zero refrigerator, and elegant solid wood cabinetry. The master suite is a private sanctuary, offering a lavish bathroom and a huge custom walk-in closet. Living at this Ritz holds a special significance. Residents enjoy exclusive access to Ritz-Carlton’s world-class amenities, including a heated bayfront pool and spa. Uniquely in Sarasota, you and your guests will be greeted by a Ritz Carlton attendant who will cover your chaise lounge, give you pool towels with one rolled on which to rest your head, and bring you a bucket of ice with bottled water. Menu service of drinks, cocktails, and food can be charged to your Residences personal tab. Valet guest parking is available at the main hotel entrance. The property comes with three premium extra wide parking spaces and two spacious storage areas. Newspaper and package delivery to your unit are two more of the many services. Don’t feel like making breakfast, lunch, or supper? Call Ritz Carlton room service from Jack Dusty’s kitchen for white linen service in your room for you, two, or the whole family. Or maybe just a late-night dessert. The Ritz Carlton hotel provides coastal sophistication dining with two in building restaurants, Jack Dusty’s and The Rafa. Situated in the heart of Sarasota, you’re just moments away from Marina Jack, upscale dining such as the new Ocean Prime, boutique shopping, and the rich cultural offerings of the Theater District and Van Wezel Performing Arts Hall. The pristine Gulf beaches are also within easy reach, making this residence the epitome of sophisticated coastal living. Located as the hub of Sarasota’s finest neighborhood you will experience the pinnacle of elegance and comfort in this exceptional Ritz-Carlton penthouse. Be treated with the luxury you deserve. It can all be yours – always!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
1039 23RD ST, SARASOTA, FL 34234
$675,00047 Days on yellowkey MLS ID: A4686390
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1513 Built: 1951 Tax: $7,175 (2025)Community: Sylvan ShoresSingle Family
Taxes:$7,175
Elementary School: Gocio Elementary
Remarks: Completely rebuilt in 2017, this beautifully updated 3-bedroom, 2-bath home offers modern construction and thoughtful design throughout. Major improvements include new plumbing, updated electrical with a new meter, a new AC system with updated ductwork, a metal roof with new trusses, and modern windows for added efficiency and peace of mind. The single-story layout offers 1,513 sq ft of well-designed living space featuring tile flooring throughout, tray ceilings with integrated lighting, and a vaulted ceiling in the living room that creates a bright, open feel. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. An 8-foot sliding glass door opens to a covered porch and a large fenced backyard, creating an easy indoor-outdoor lifestyle. The kitchen features sleek countertops, modern cabinetry, and Whirlpool stainless steel appliances with ample counter space and storage. Bedrooms are spacious and filled with natural light. The primary suite includes a modern en-suite bath with dual sinks and a walk-in shower, while both bathrooms feature clean, contemporary finishes. The backyard offers plenty of room to add a pool and create your own private outdoor retreat. No HOA. The home can be sold furnished or unfurnished. Strong investment potential in a favorable short-term rental market, ideal for buyers seeking income opportunities. Conveniently located just minutes from the Ringling Museum, downtown Sarasota, St. Armands Circle, Sarasota-Bradenton International Airport, and the beaches of Lido Key and Longboat Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Wayne Fastzkie (941-315-0442)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00050 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
High School: Sarasota High
Remarks: PRICE IMPROVEMENT... Located in the highly sought-after Hamilton Club community on Siesta Key, this beautifully updated 3-bedroom, 3.5-bath residence offers the ideal blend of coastal comfort, boating convenience, and island living. A large screened-in porch overlooking the water provides a peaceful setting to enjoy morning coffee and gentle coastal breezes. Designed for both everyday living and entertaining, the home features a new private elevator, impact windows and doors, and your own private 10,000-lb boat lift with quick access to the water, making it easy to enjoy boating and the surrounding waterways. Each well-appointed bedroom offers its own private en-suite bathroom, providing exceptional privacy for family and guests. The residence has been thoughtfully upgraded with kitchen updates completed in 2023, updated lighting throughout (2023), fully renovated bathrooms (2022–2023), and new wood flooring, creating a fresh, modern aesthetic with timeless coastal appeal. Additional improvements include a new water softener and water pressure pump installed in 2025, enhancing everyday comfort and functionality. The home is offered furnished or unfurnished, allowing buyers the flexibility to move right in or personalize the space to their style. Hamilton Club residents will also enjoy new community landscaping scheduled for this summer, with exterior building painting planned for 2027, both covered within HOA dues for added peace of mind. Ideally located just minutes from Siesta Key’s world-famous beaches, dining, and shopping, this residence offers an exceptional combination of water views, private boating access, modern upgrades, and relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
1621 BAY POINT CT, SARASOTA, FL 34236
$5,950,00067 Days on yellowkey MLS ID: A4683737
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3645 Built: 2025 Tax: $18,935 (2025)Community: The Mooring At Bay PointeSingle Family
Taxes:$18,935
Remarks: Welcome to a new (built in 2025) and extraordinary single-family waterfront home on the serene and beautiful Hudson Bayou - a premier, tranquil location that feels worlds away while reflecting the vibrancy of the city just moments away. This isn’t just a house, it’s your gateway to the very best of downtown living, and perhaps a viable in-town condominium alternative, with generous guest parking, low-maintenance landscape and NO ASSOCIATION DUES. Nestled in one of the city’s most coveted locations, this beautifully designed residence is just steps from the world-renowned Selby Botanical Gardens- where bayfront beauty, exotic orchids, and lush tropical landscapes await. You are also steps away from the vibrant heart of Downtown Sarasota, the serene Bayfront Park for sunset strolls and events and the city’s central marina. Inside you’ll be captivated by the thoughtful design and an ingenious use of space throughout. The main floor features a large and comfortable open floor plan of great room and kitchen, a luxurious primary suite, an en-suite guest bedroom plus an office. The main living area opens to a lovely private patio with plunge pool and spa overlooking garden and water views. Plus your own private boat dock, featuring a 13,000 lb boat lift and 67 feet of waterfront Upstairs 2 generous en-suite bedrooms await with luxuriously designed baths, each with access to an oversized second story terrace. In addition, this level features a large gym with sauna and a second office. Every inch of this home exudes quality and modern luxury: a show-stopping kitchen with top-tier appliances, a large central island perfect for gathering and entertaining, and a cleverly concealed walk-in pantry behind custom cabinet doors that keeps everything beautifully organized and out of sight. From the high-end finishes, to the seamless indoor-outdoor flow, this detail-filled home combines quality, elegance, and functionality with the unbeatable Sarasota lifestyle. It’s where nature, culture, and waterfront living converge right outside your door. Come experience yourself!
Listing Agent: Barbara May (404-822-9264)
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