Location: Sarasota
Do Not Show Listings
1064 N TAMIAMI TRL #1435, SARASOTA, FL 34236
$439,000159 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,167
Elementary School: None
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
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)
4220 CENTRAL SARASOTA PKWY #1214, SARASOTA, FL 34238
$315,00071 Days on yellowkey MLS ID: A4682488
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 2001Monthly Fee: $560 Tax: $2,979 (2025)Community: Plaza De FloresCondo
Taxes:$2,979
High School: None
Tax Year: 2025
Middle School: None
Remarks: Paradise awaits in this fully updated 2-bedroom, 2-bath condo located in the highly desirable Palmer Ranch. This light and bright ground-floor residence features tile floors throughout—NO CARPET—granite countertops, a smart split-bedroom layout, newer washer, and neutral, timeless finishes that allow you to MOVE RIGHT IN with ease. You’ll love entertaining, relaxing, or simply watching nature from your OVERSIZED screened lanai, complete with tile flooring that extends your living space and overlooks a tranquil pond. Located in the gated community of Plaza De Flores, residents enjoy an active social calendar and resort-style amenities including a sparkling pool, tennis courts, fitness center, and clubhouse. You will find cable, water, trash, and sewer are all included in the monthly fee. With close proximity to shopping, restaurants, world-class beaches, and The Legacy Trail, this is the perfect location to embrace the Sarasota lifestyle—whether as a full-time residence or seasonal retreat.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sabrina Hurt, Pllc (941-413-6099)
6347 ANISE DR, SARASOTA, FL 34238
$1,135,000135 Days on yellowkey MLS ID: A4673645
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5077 Built: 2015Monthly Fee: $193 Tax: $10,839 (2024)Community: Arbor Lakes On Palmer RanchSingle Family
Taxes:$10,839
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: A grand 5,077 sq. ft. multigenerational residence awaits in the highly sought-after community of Arbor Lakes in the heart of Palmer Ranch. Enjoy direct access to the Legacy Trail and close proximity to the upcoming Palmer Ranch East Town Center and Business Park, offering natural walking paths, biking trails, shopping, dining, and everyday conveniences—just minutes from Siesta Key beaches, downtown Sarasota, Venice, Doctors Hospital, and Sarasota Memorial Hospital. Ideally positioned on a premier private cul-de-sac lot, this exceptional property offers rare privacy with no home immediately to one side, preserve views alongside the property, and tranquil lake views at the rear, creating a peaceful natural setting that is difficult to replicate in newer communities. Located within a premier school district and minutes from Pine View School (#1 Gifted Magnet in Florida and #5 nationally for grades 2–12), as well as Ashton Elementary, Skye Ranch K-8, Sarasota Middle, and Riverview High School, with select bus access within the neighborhood, the location blends distinction with everyday convenience. The *“Flagler” floor plan, the largest built in the community, was thoughtfully designed for scale and true multigenerational flexibility. Soaring ceilings and expansive living areas create an elegant yet highly livable environment. The chef’s kitchen is beautifully appointed with granite countertops, double ovens, a Kohler stainless sink and faucet, abundant cabinetry, and an oversized walk-in pantry—ideal for both everyday living and effortless entertaining. The main-level primary suite serves as a serene retreat, featuring dual walk-in closets, dual vanities, a soaking tub, and a separate shower with grab bars and bench seating. A secondary main-floor bedroom provides ideal accommodations for guests or extended family. Upstairs, discover a second primary suite, additional en-suite bedrooms, loft/flex space, study station, and a second laundry room with sink and washer/dryer hookup, offering exceptional versatility for growing families or true multigenerational living. Outdoor living includes a screened lanai overlooking peaceful lake views and an expansive backyard ready to be transformed into your custom outdoor oasis. Notable upgrades include: • Fully owned solar panels (electric bills around $27/month) • Hurricane shutters • Leaf-guard gutters • Wired security system • Overhead garage storage • Three-car tandem garage With low HOA fees and no CDD, Arbor Lakes offers resort-style amenities including a heated pool and spa, splash park, playground, sports courts, dog park, fire pit, grilling pavilion, scenic lakes, and a private rear gate with quick access to I-75. Now offered with a $150,000 price improvement, this is a rare opportunity to curate your own private outdoor retreat, envision a custom heated pool, spa, and expansive entertaining space tailored to your lifestyle. This is where your next chapter begins, welcome home!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Priya Acharya, Pll (941-735-5330)
329 BIRD KEY DR, SARASOTA, FL 34236
$5,495,00074 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
Elementary School: Southside Elementary
High School: Pine View School
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
$339,900160 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
Elementary School: Emma E. Booker Elementary
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
$340,829202 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
Taxes:$0
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
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
5278 FAR OAK CIR, SARASOTA, FL 34238
$649,000102 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
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
$417,900139 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
$599,00090 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
$399,00078 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
$217,00062 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)
4129 CASCINA WAY, SARASOTA, FL 34238
$650,00024 Days on yellowkey MLS ID: A4688465
1 Days Off yellowkey (back on 4/5/2026)
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 1955 Built: 2017Monthly Fee: $532 Tax: $8,011 (2025)Community: Cobblestone/Palmer Ranch Ph 1Single Family
Taxes:$8,011
Elementary School: Gulf Gate Elementary
Remarks: Under contract-accepting backup offers. TURNKEY FURNISHED! This "Piceno" model home was custom built by Taylor Morrison Homes, and has over $160k in upgrades. The home sits on a premium lot, just a short walk from the Amenities center and pool. The outdoor patio has the largest extension that the builder offered, and still has plenty of room for a pool. Interior upgrades include: premium fixtures, 20’’ floor tile throughout, 10’ tall ceilings, 8’ tall doors, crown molding, GE Monogram appliances, and high end glazed cabinets and quartz countertops for the gourmet builtin kitchen. The home also features a 34 foot long tandem garage. There is a whole house water softener system as well as a radiant barrier in the attic making your electric bill as efficient as possible. The primary suite offers dual closets, soaking tub, glass-enclosed shower, dual vanities, and tile finishes. The wavered driveway was extended 3 feet making parking much easier. Cobblestone is located in Palmer Ranch, amenities include: Clubhouse, fitness center, pickleball, bocce ball, gated, and maintenance free. This location is less than 0.5 miles to the Legacy Bike Trail, 8 miles to Siesta Key, 11 miles to downtown Sarasota.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matt Leicht (941-356-5377)
7523 CAMPUS CV, SARASOTA, FL 34243
$418,900139 Days on yellowkey MLS ID: A4674300
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1634 Built: 2019Monthly Fee: $317 Tax: $5,840 (2024)Community: University VillageVilla
Taxes:$5,840
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Experience refined living in this upscale 2-bedroom, 2-bath villa with a versatile den, perfectly designed for comfort, style, and convenience. Flooded with natural light, this residence features an open, airy layout complemented by designer upgrades throughout. At the heart of the home is a gourmet kitchen, complete with high-end finishes, premium appliances, and an elegant island ideal for cooking and entertaining. The spacious primary suite offers a serene retreat with a luxurious bath and generous closet space, while the additional bedroom and den provide flexibility for guests, a home office, or a creative studio. Enjoy low-maintenance living with exterior yard maintenance included in a beautifully maintained community just minutes from the airport, top shopping destinations, and a variety of dining options. And with the beach only approximately 20 minutes away, this villa delivers the perfect blend of upscale comfort and unbeatable location.
Listing Agent: Jennifer Ford (941-376-5366)
5424 AMERICA DR, SARASOTA, FL 34231
$1,495,00093 Days on yellowkey MLS ID: A4679427
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 1983 Tax: $14,691 (2025)Community: Phillippi Gardens 08Single Family
Taxes:$14,691
Remarks: One or more photo(s) has been virtually staged. "Welcome to your waterfront oasis! This property has never flooded!! Nestled on a quiet cul-de-sac street, this stunning three-bedroom, three-bath home in Sarasota offers a pool and direct access to the Intracoastal Waterway via Phillipi Creek. Located on, world famous, Coquina Island, it remained safe from flooding during recent hurricanes and provides a protected, scenic view. Enjoy peace of mind with a new roof, the charm of a paver-brick driveway, a pool overlooking the river and a freshly painted exterior. With amazing views from your waterfront retreat, every day feels like a vacation. Plus, you’re just a five-minute drive to the world-renowned Siesta Key Beach. A listing at this price won’t be around long—please call the listing agent to set up your private showing!"
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Bradley Kayser (941-809-7396)
10808 LEAFWING DR, SARASOTA, FL 34241
$2,650,000233 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)
2414 VACCARO DR, SARASOTA, FL 34231
$983,000108 Days on yellowkey MLS ID: A4677299
REDUCED by $57,000 (5.5%) on 04/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
1111 RITZ CARLTON DR #1803, SARASOTA, FL 34236
$3,895,000157 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
$675,00041 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
$2,290,00044 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
$5,950,00061 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
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