Location: Sarasota
Do Not Show Listings
5311 CREEK DR, SARASOTA, FL 34231
$590,000485 Days on yellowkey MLS ID: A4633792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1816 Built: 1978 Tax: $5,683 (2024)Community: Phillippi CrestSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,683
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be converted into a two-car garage, and there are two hidden storage areas in the master suite. Recent updates include a new roof(2022), laminate flooring(2023), fresh interior paint(2022), a new water heater in 2022, a new dishwasher(2025)New disposal(2024), and a new fence installed(2024). This home was also converted from a well setup for water to a city water hookup in 2024. Located in one of the best school districts in Sarasota County, this home offers comfort and luxury in a prime location. Schedule your showing today.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-923-5835)
Listing Agent: Mario Petitti (941-822-6500)
7918 CYPRESS LAKE DR, SARASOTA, FL 34243
$475,00052 Days on yellowkey MLS ID: TB8485236
1 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2261 Built: 1981Monthly Fee: $9 Tax: $6,482 (2025)Community: Desoto Lakes Cntry Clb Clny 5Single Family
Taxes:$6,482
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience refined Florida living in this beautifully upgraded 3-bedroom, 2.5-bath residence offering over 2,200 square feet of thoughtfully designed living space, perfectly situated on an expansive .26-acre lot in Sarasota just off University Parkway. This exceptional home blends elegant finishes, modern upgrades, and comfortable indoor-outdoor living in one of Sarasota’s most convenient locations. From the moment you arrive, the home makes a striking impression with its circular epoxy-finished driveway, brand new coach lights, and elegant travertine front entry, leading through a glass front door with sidelights into a bright and welcoming interior. Inside, sophisticated architectural details include crown molding, rounded archways, plantation shutters, chair rail accents, and ceramic tile flooring throughout the main living areas and primary suite, creating a seamless blend of style and functionality. The gourmet kitchen serves as the heart of the home and showcases custom mahogany cabinetry with decorative end panels and integrated lighting above and below, granite countertops, stainless steel appliances, a cooktop with vent hood, built-in wall oven, microwave drawer, tile backsplash, glass-front cabinetry, and a spacious island ideal for casual dining and entertaining. The kitchen flows effortlessly into the dining and living areas, enhanced by sliding glass doors that open to the expansive screened lanai, creating the perfect indoor-outdoor lifestyle. The luxurious primary suite offers private access to the lanai and features an oversized walk-in closet and a spa-inspired en-suite bathroom with a soaking tub, walk-in shower with glass enclosure, elegant vanity, and a pocket door entry for added privacy. All three bedrooms feature walk-in closets, providing exceptional storage throughout the home, along with multiple additional storage closets. Outdoor living is equally impressive with a large screened lanai overlooking the beautifully landscaped and fully vinyl-fenced backyard. The spacious yard offers plenty of room to add a swimming pool and features mature oak and palm trees along with a producing loquat tree, creating a peaceful Florida setting perfect for relaxing or entertaining. This home has been thoughtfully updated, including new interior and exterior paint, a new roof, new carpet in guest bedrooms, a recently replaced A/C system within the last three years, and a newly installed HALO whole-home air purification system. Additional highlights include a new impact-rated garage side entry door, a spacious two-car garage with built-in storage cabinets, full-size washer and dryer in the laundry room, and ceiling fans throughout. A convenient half bath with a full white vanity is ideal for guests. Located in an excellent school district with no flood insurance required, the home is just minutes from University Parkway’s premier shopping, dining, and entertainment, including University Town Center Mall, Nathan Benderson Park, and Waterside at Lakewood Ranch. Golf enthusiasts will appreciate being close to both Palm Aire Golf & Country Club and University Park Country Club, offering exceptional courses and amenities nearby. This is a rare opportunity to enjoy space, upgrades, and an unbeatable Sarasota location.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Jennifer Fieo (813-494-4873)
7309 ELEANOR CIR #7309, SARASOTA, FL 34243
$355,000183 Days on yellowkey MLS ID: TB8436871
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1986 Tax: $2,907 (2024)Community: Pinehurst Sec IiCondo
Taxes:$2,907
Remarks: Looking for Maintenance free living than Pinehurst maybe it.This is a beautiful 2 Bedroom and 2 Bath home that has a Bonus room plus a Garage with plenty of storage areas. Also has a newer Roof. This new place you would call home is located in a beautiful quiet neighborhood. HOA fees includes Cable TV,Lawn Maintenance,Exterior Maintenance,Insurance,Pest Control,and Irrigation. Community Features includes Club House,Swimming Pool and Tennis Courts. This Community is just minutes away from University Town Center and the SRQ Airport.Quick drive to Downtown Sarasota and around twenty minutes from great Beaches.
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Russell Allen (727-480-9178)
5370 HYLAND HILLS AVE #2724, SARASOTA, FL 34241
$229,00089 Days on yellowkey MLS ID: A4680728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 2001 Tax: $2,860 (2025)Community: Veranda 6Condo
Taxes:$2,860
Remarks: Welcome to Heritage Oaks Golf & Country Club - one of Sarasota's most spectacular private golf course communities. Take a look at this gorgeous, 2nd floor Drummond model Veranda that is being sold Turn-Key Furnished. As soon as you walk through the front door you're greeted with large vaulted ceilings, an open floor plan, and a ton of natural light making the property feel spacious and inviting. This property features 2 bedrooms, 2 full bathrooms, a detached 1 car garage, and 2 private screened lanai spaces. Take in the spectacular view from the back of the property that overlooks the bridges, tee box, fairway, and the gorgeous water surrounding the 14th Signature Hole of the golf course - it's absolutely stunning! This panoramic view over water is one of the best in the entire community! The owners of this wonderful unit have done many improvements including: a new water heater this year (2025), beautiful granite countertops in the kitchen, stainless steel appliances, gorgeous tile backsplash, neutral interior paint, and some beautiful coastal furnishings. Imagine yourself enjoying a cup of coffee on your two private lanai spaces and taking in the abundance of wildlife that roam this Certified Audubon Neighborhood. Heritage Oaks is conveniently located near I-75 and a short drive to all things in Sarasota - dining, beaches, theater, arts, the Gulf of Mexico, and so much more! Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with 2 restaurants including the recently renovated and spectacular 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Come take a tour of this wonderful property today!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
1219 70TH DR E, SARASOTA, FL 34243
$340,000222 Days on yellowkey MLS ID: TB8430119
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1988 Tax: $4,233 (2024)Community: Whitfield ManorSingle Family
Taxes:$4,233
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: No HOA or CDD! New Roof (2022) and New AC (2022)!. This move in ready 3 bedroom, 2 bath home offers the perfect combination of comfort, flexibility, and investment opportunity in a prime Sarasota location. Ideal for first time homebuyers or investors seeking strong rental potential, this property features a bright open floor plan with no carpet, a modern kitchen with 42 inch solid wood cabinets, granite countertops, stainless steel appliances (2021), and a convenient breakfast bar. Recent upgrades, including the roof, AC, and new dishwasher (2025) provide peace of mind and low maintenance. The spacious fenced backyard offers room to relax, entertain, or add a pool, while the covered screened lanai extends your living space year round. With no HOA restrictions, there is plenty of space to park a boat, RV, or other toys. Conveniently located near Sarasota Bradenton International Airport, University Town Center shopping and dining, I 75, downtown Sarasota, and the Gulf beaches, this home offers both lifestyle and convenience. A fantastic opportunity for homeowners and investors alike with excellent rental potential in a highly desirable area.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-645-8481)
Listing Agent: Svetlana Shackleford (813-679-6433)
225 HOURGLASS WAY #303, SARASOTA, FL 34242
$499,00037 Days on yellowkey MLS ID: TB8489788
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,476 (2025)Community: Whispering Sands Sec 2Condo
Taxes:$5,476
Remarks: 3RD FLOOR FLOODPROOF CORNER UNIT TOP FLOOR PENTHOUSE PRIVATE BEACH RESORT APPROX.1,665 sf. The Treehouse at Beautiful Whispering Sands Siesta Key the World's Finest White Sand Beach. This is a unique opportunity to own a rare corner unit on the green belt Not a Parking Lot View, double Lanai flood proof no damage from Hurricanes. The breeze you get going through this condo is incredible, also there is brand new AC unit for the hotter months this is a must see condo. 800 ft of PRIVATE BEACH two private heated pools Clubhouse workout facility and more.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
3799 FLAMINGO AVE, SARASOTA, FL 34242
$18,500,000344 Days on yellowkey MLS ID: A4653658
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 8138 Built: 2016 Tax: $109,657 (2024)Community: Siesta Key / Bay IslandSingle Family
Taxes:$109,657
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with thousands of square feet of patio and pool area. An outdoor oasis offering an infinity-edge pool with a swim-up bar, a sunken fire pit lounge within the pool, a spa, an outdoor kitchen, a dining pavilion with a living plant wall and an open-air living room with a fireplace. A koi pond with stunning built-in footbridges stretches nearly the entire length of the home, enhancing the serene ambiance of the outdoor space. Spanning over an acre with more than 700 feet of waterfront, the property is a masterpiece of luxury, designed for effortless relaxed living or island-style entertaining. A custom-designed driveway welcomes you to a breathtaking entrance, where waterfalls and fire features set the tone for the experience that awaits inside. Expansive walls of glass, seamless indoor-outdoor transitions, and rich wood and stone flooring throughout create a striking, cohesive aesthetic. The thoughtfully designed interior boasts multiple living spaces, including a game room, home theater, fitness room, meditation space and an impressive 8-plus-car garage. For the waterfront enthusiast, a well-equipped boat dock, a separate waterfront garage, and a paddleboard/canoe launch provide unparalleled access to pristine waters. This exceptional residence also features a newer seawall, full-house generator, Crestron home automation, a three-stop elevator and a whole-house reverse-osmosis water filtration system, ensuring convenience and peace of mind. An island paradise, this estate offers unmatched privacy while remaining just moments from Sarasota’s vibrant shopping, dining and world-renowned cultural attractions. Don’t miss this rare opportunity to own a move-in-ready masterpiece on Siesta Key – home to the #1 beach in the USA (Tripadvisor).
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1780 PHILLIPPI SHORES DR #F1-44, SARASOTA, FL 34231
$169,000215 Days on yellowkey MLS ID: A4666613
Bed: Bath: 0.0 Built: 2007 Tax: $1,193 (2024)Community: Phillippi Harbor ClubDock-Rackominium
Taxes:$1,193
Remarks: Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Daniel Treiman (917-657-7495)
311 OAK HILL WAY #26, SARASOTA, FL 34232
$225,000181 Days on yellowkey MLS ID: A4669876
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1354 Built: 1985Monthly Fee: $560 Tax: $1,398 (2024)Community: Village Oaks Sec BCondo
Taxes:$1,398
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Beautifully Updated End Unit Villa in Village Oaks! Welcome to this bright and spacious 2-bedroom, 2-bath end-unit villa perfectly situated in the sought-after community of Village Oaks. Featuring vaulted ceilings and an open floor plan, this home exudes warmth and comfort from the moment you enter. The living and dining area, along with both bedrooms, boast stunning engineered hardwood floors that elevate the home’s appeal. Recent upgrades include newer hurricane-impact windows on the west side (with a transferable warranty from Reece Windows) and accordion shutters on all the windows, offering peace of mind during storm season. The A/C system (8 years old) has been consistently serviced under a maintenance contract and features a UV light purification system for improved air quality. The kitchen shines with a new dishwasher (6 months old) and new disposal (1 year old), while a whole-house water filtration system ensures clean, fresh water throughout. Enjoy your morning coffee or evening breeze in the enclosed lanai, overlooking a lush, open green space. The roof was replaced in 2024—fully covered by the HOA, which also handles exterior painting and exterior maintenance. Located just steps from the heated community pool and newly resurfaced tennis courts with pickleball overlays, this villa offers a blend of relaxation and convenience. Village Oaks is beautifully landscaped and centrally located near excellent schools, shopping, restaurants, downtown Sarasota, and world-famous beaches. Come see why this end-unit gem stands out—offering comfort, care, and value in one perfect package! All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Reeny Kaney (941-954-5454)
975 WHITAKERS LN, SARASOTA, FL 34236
$4,300,000137 Days on yellowkey MLS ID: A4675380
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 5361 Built: 2006Monthly Fee: $108 Tax: $29,947 (2025)Community: Whitakers LandingSingle Family
Taxes:$29,947
Remarks: What if your next home gave you private boat access, sunset terraces, and the energy of Downtown Sarasota just minutes away? Located within the gated enclave of Whitakers Landing and less than a mile to downtown, this remarkable waterfront estate rests along the serene waters of Whitaker Bayou with direct access to Sarasota Bay, dockage, and a 16,000 pound boat lift. Built in 2006 and meticulously maintained, the residence offers over 5,300 square feet of beautifully finished interior space, a brand new metal roof, and high end finishes throughout. The grand living and dining rooms showcase soaring cathedral ceilings and a dramatic wraparound promenade, creating an unforgettable setting for entertaining, while walls of windows and French doors open to tiled terraces that capture tranquil water views and seamless indoor outdoor living. The gourmet kitchen is thoughtfully designed with custom cabinetry, premium appliances, a breakfast bar, and a wine bar that flows effortlessly into a spacious family room and casual dining area. The primary suite provides a private retreat with wood floors, dual closets, a spa inspired marble bath, two private terraces, and a nearby office. Four expansive guest suites, including two with private ensuites, offer comfort and privacy. A full first floor flex space (not included in square footage) opens directly to the pool lanai, offering exceptional versatility for a fitness studio, game room, art space, or additional lounge area designed around your lifestyle. An elevator services all levels for added convenience, and spacious four car garage provides ample room for vehicles and storage. Just moments from Sarasota Bay Park, acclaimed dining, arts venues, and SRQ Airport, this estate delivers gated privacy, premier boating access, and unmatched proximity to the cultural heart of Sarasota. Schedule your private showing today and experience waterfront living at its finest.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Brandy Sheldon (941-724-0469)
4141 ENTRADA CT, SARASOTA, FL 34238
$399,000120 Days on yellowkey MLS ID: A4676474
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1707 Built: 1993Monthly Fee: $403 Tax: $2,579 (2025)Community: Mira Lago At Palmer Ranch Ph 1Single Family
Taxes:$2,579
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: This seldom available single-story home is in the maintenance-free community of Mira Lago of Palmer Ranch. The new buyer has a unique opportunity to have a two-bedroom, two-bath home, with a new barrel tile roof with 15-year warranty installed June 2025 and a new water heater, Hardwood floors and 12-foot ceilings highlight this special home with a huge outdoor living space. Mira Lago is a gated community at northwest corner of Palmer Ranch. The low association fees cover painting the exterior every eight years with a palette of five color choices. The association provides grass cutting and irrigation, mulching, power washing the driveways, sidewalks and the roofs, pest control on the interior and exterior, and Frontier basic cable service of 120 stations with reduced viewing packages. Live just outside of two trailheads to Legacy Trail, near Costco, Gulf Gate, the white sand beaches of Siesta Key and near downtown Sarasota with all the arts and culture, and central to the historical community and downtown, and Venice.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
943 POMELO PL, SARASOTA, FL 34236
$4,950,00052 Days on yellowkey MLS ID: A4685163
2 Days Off yellowkey (back on 3/30/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 5764 Built: 2025 Tax: $15,949 (2025)Community: Prime SubSingle Family
Taxes:$15,949
Elementary School: Southside Elementary
Remarks: Take advantage of a rare opportunity to own a thoughtfully remastered residence West of the Trail, perfectly positioned in one of Sarasota’s most desirable neighborhoods, Hudson Bayou. Rebuilt by Nautilus Homes, this exceptional single-family home offers over 5,700 square feet of refined living space, creating a rare chance to own a new home custom designed and built with intention and quality throughout. This expansive residence features five bedrooms, four full baths, and two half baths, including an optional second primary suite or private in-law suite, offering flexibility for multi-generational living or extended guests. A primary suite on the main level opens to its own private screened terrace, creating a tranquil retreat. The first floor also includes a dedicated office, ideal for working from home. The interior showcases timeless finishes, high-end materials, and abundant natural light throughout. At the heart of the home is a stunning chef’s kitchen with premium appliances, generous prep space, and a walk-in pantry, seamlessly connecting to the main living and entertaining areas. Multiple screened porches and terraces extend the living space outdoors, where a private tropical oasis awaits. The beautifully landscaped backyard features a resort-style pool and spa, surrounded by lush tropical plantings that create a private secluded setting for relaxation and entertaining. Perfectly sited on a large lot directly across from Pomelo Park, the home enjoys both privacy and green park views, as well as a generously large front yard. This coveted location places you in one of the few walkable neighborhoods to downtown Sarasota and Southside Village, with easy access to boutiques, restaurants, and everyday conveniences. Combining timeless design, exceptional craftsmanship, and an unbeatable location, this remarkable residence presents a rare West of the Trail opportunity to create your ideal Sarasota lifestyle.
Listing Agent: Jennifer Linehan (941-266-7555)
3460 FLAMINGO AVE, SARASOTA, FL 34242
$7,749,00064 Days on yellowkey MLS ID: A4683051
3 Days Off yellowkey (back on 3/30/2026)
Bed: 5 Bath: 6.5 Liv Area Sq Ft: 6030 Built: 2026 Tax: $30,144 (2025)Community: Bay IslandSingle Family
Taxes:$30,144
Remarks: Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes and create a truly bespoke coastal masterpiece—without the years-long process of designing, permitting, and building. Set on a remarkable and rarely available 1.25-acre estate-sized lot with direct sailboat water frontage, the property provides unobstructed access to Sarasota Bay and the open waters of the Gulf of Mexico. Boating enthusiasts will appreciate the deep-water access with no bridges to the bay, offering seamless days on the water from your own backyard. The custom-designed residence encompasses over 6,000 square feet of refined living space, thoughtfully planned to blend grand scale with effortless coastal elegance. Expansive indoor-outdoor living areas, soaring ceilings, and walls of glass are designed to capture tranquil water views and Gulf breezes. Buyers have the exclusive opportunity to select interior finishes, fixtures, and design elements—tailoring the home to their personal vision while benefiting from the expertise and timeline already in place. Complementing the main residence is a private guest house, ideal for hosting family and friends in comfort and style. The true estate setting is further enhanced by a full-sized tennis court, lush grounds with room for additional amenities, and the privacy rarely found on waterfront properties. This is a once-in-a-generation opportunity to own a newly built waterfront compound in one of the Gulf Coast’s most sought-after locations—where luxury, space, convenience and converge. These images are architectural renderings created for illustrative purposes only and are based on preliminary plans and design concepts. Renderings are intended to convey the overall vision, layout, and design intent but are not exact representations of the final constructed residence. Actual materials, finishes, dimensions, landscaping, fixtures, furnishings, ceiling details, lighting, views, and architectural elements may vary. All features, specifications, and details are subject to change without notice.
800 N TAMIAMI TRL #1203, SARASOTA, FL 34236
$1,045,00093 Days on yellowkey MLS ID: A4680471
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 2007 Tax: $14,047 (2025)Community: AlinariCondo
Taxes:$14,047
Elementary School: Alta Vista Elementary
Remarks: Prepare to be wowed. This expansive water-view and renovated residence on the 12th floor delivers breathtaking Sarasota sunsets and tranquil bayfront vistas the moment you step inside. Thoughtfully designed and impeccably maintained, the home is ideally situated within Sarasota’s cultural epicenter—just steps from world-class performing arts, tranquil garden spaces, the waterfront promenade, and The Bay Park’s scenic walking and cycling paths and multitude of activities. The building itself presents a truly elevated lifestyle, featuring an exceptional array of amenities including a resort-style pool and spa, fitness center with sauna, private theater, billiard room, library, club and tea rooms, business center, wine storage, bicycle storage, private storage, and three guest suites. Residents also enjoy the convenience and security of a 24-hour doorman and two deeded parking spaces. Inside the residence, refined updates enhance both form and function. Features include fresh paint, newer interior doors with glass knobs, custom closets, and plantation shutters. The kitchen has been tastefully updated with a reconfigured island showcasing a single-level quartz countertop, new sink, and new appliances installed in December 2024. The spa-inspired primary bath and renovated second bath offer a calming, contemporary aesthetic. Major system updates include a 2019 HVAC and a 2017 water heater, ensuring peace of mind. This is elevated Sarasota living—where sweeping water views, walkable culture, and turnkey luxury come together in one exceptional home.
Listing Agent: Mackenzie Longueuil (941-961-4023)
1054 SUN N SEA DR #106, SARASOTA, FL 34242
$660,00054 Days on yellowkey MLS ID: A4685194
0 Days Off yellowkey (back on 3/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 800 Built: 2009 Tax: $6,023 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$6,023
Remarks: Under contract-accepting backup offers. Siesta Key investment property and nightly rental opportunity at Beach Club at Siesta Key, approved for true nightly vacation rentals near world famous Siesta Key Beach. Historical rental income approaches $83,000 annually, with modeled revenue potential exceeding $103,000 if owner use nights were made available for rental. Historical bookings show approximately 209 reserved nights annually with average nightly rates between $397 and $450, creating a strong income producing profile relative to the $660,000 list price. Detailed rental history, booking records, and revenue analysis are available for review. Few properties on Siesta Key combine true nightly rental eligibility, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, extensive renovation, and resort style amenities within this price range. Unit 106D is the largest floor plan in the community and is positioned as a private corner residence overlooking the heated resort style pool with minimal foot traffic. Built in 2009 with elevated construction, the building sustained no storm related damage. This Unit has been recently and extensively renovated beyond prior community finishes. While some online rental marketing may reflect earlier interiors, the unit now features luxury vinyl plank flooring throughout, matching quartz countertops in the kitchen and bathrooms, updated cabinetry, stainless steel appliances, modern fixtures, and renovated kitchen and bath spaces. A full size washer and dryer supports guest convenience and longer stays. From entry, the space presents more like a boutique resort suite than a typical beach rental. Upgrades were selected for both visual appeal and rental durability. Offered fully furnished and turnkey, the property is positioned for immediate continuation of nightly rental operations. A detailed 3D virtual tour is included with the listing to allow buyers to explore the residence remotely. Due to consistent guest bookings, showing availability may require advance coordination. Ownership allows up to 120 days of personal use annually while maximizing income through nightly rentals. Professional on site management handles reservations, guest communication, cleaning, and maintenance. Community amenities include a heated pool, hot tub, grilling areas, shared patio spaces, complimentary beach chairs and umbrellas, on site office support, and gated beach access to Siesta Key Beach. Located near the South Bridge with Crescent Market and the restaurants, bars, and shops of Siesta Key’s South Village just around the corner. Recent interior updates and the residence’s desirable pool view location create additional opportunity for increased booking activity and nightly rates as updated photography and marketing are introduced. Historical booking data demonstrates consistent guest demand and strong occupancy, while analysis of owner use nights indicates additional revenue potential depending on preferred usage strategy. Properties offering true nightly rental flexibility with Siesta Key Beach access, documented rental performance approaching $83,000 annually, modeled revenue potential exceeding $103,000, and extensive renovation rarely become available within this price range on Siesta Key. Detailed rental history, booking records, and full revenue analysis are available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Josie Cline (941-266-6661)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,799,000359 Days on yellowkey MLS ID: A4646061
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2300 Built: 2026 Tax: $3,700 (2025)Community: Ringling ParkSingle Family
Taxes:$3,700
Remarks: Pre-Construction. To be built. NEW DESIGN OPTION, NEW ADDRESS! Effortless ONE-LEVEL living in this beautifully designed 4 - bedroom, 3.1 bath home offering a perfect blend of modern style and inviting comfort. An expansive living and dining area creates an impressive central gathering space, enhanced by natural light and seamless flow to the outdoors. Step out onto the large deck overlooking the heated, saltwater pool ideal for year round relaxation and entertaining. Impact windows and doors, a durable metal roof, and a side -entry THREE (3) CAR GARAGE provide peace of mind, function and curb appeal. Inside the home, a thoughtful layout delivers privacy within each bedroom suite while maintaining an airy, open feel throughout. YODER HOMES is offering another option for the lot (see attachments) 3bed/2.1bath, 1814 sf. This 2nd design is PERMIT READY and building can start right away. This smaller option is available at $1.599 MIL. Location is just minutes from downtown restaurants, area beaches, and the Marina. Both designs present the perfect combination of convenience and coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
7193 W COUNTRY CLUB DR N #140, SARASOTA, FL 34243
$199,00097 Days on yellowkey MLS ID: A4678014
1 Days Off yellowkey (back on 3/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 909 Built: 1973Monthly Fee: $523 Tax: $2,898 (2025)Community: Palm-Aire Desoto Lakes Country Club 5Condo
Taxes:$2,898
High School: Bayshore High
Remarks: Under contract-accepting backup offers. Looking for a 2-bed condo in Palm Aire with golf views? This FIRST FLOOR, TURNKEY, END UNIT delivers rare WATER AND FAIRWAY VIEWS, modern upgrades, and everyday ease in one of Sarasota’s most sought-after golf communities. Step into a light-filled open layout with tile and updated luxury vinyl plank flooring (NO CARPET!), fresh neutral paint, and a serene screened lanai overlooking the golf course and water. The renovated kitchen features sleek STAINLESS STEEL APPLIANCES, granite counters, and newer IMPACT WINDOWS for added comfort and storm protection. This condo lives large with two spacious bedrooms and two updated baths, plus in-unit laundry and assigned parking directly in front of your door. Enjoy peace of mind with NO FLOOD INSURANCE REQUIRED, flexible rental options (seasonal and annual allowed), and the ability to join Palm Aire Country Club for optional golf, tennis, fitness, or social memberships. Located in the heart of Palm Aire, CLOSE TO EVERYTHING! Just minutes from the University Town Center (UTC) Mall, Benderson Park, SRQ Airport, Mote Marine Aquarium, restaurants and shopping, and Sarasota’s white-sand beaches. Whether you're a full-time resident, snowbird, or investor, this low-maintenance home blends comfort, lifestyle, and unbeatable location. This condo is also available for rent (see MLS #A4679940).
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tiffany Kosakowski (315-263-2253)
5667 SHEFFIELD GREENE CIR #59, SARASOTA, FL 34235
$270,000205 Days on yellowkey MLS ID: A4667845
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1099 Built: 1993 Tax: $2,098 (2024)Community: Sheffield GreeneCondo
Taxes:$2,098
Remarks: Welcome to Sheffield Greene in The Meadows! This sought after community is also highlighted by its location and it's close proximity to the University Town Center, a great place to live, play and relax. Sheffield Greene offers resort style living in a community with so much to do. This condo is a ground floor end unit with a living room, dining room, kitchen, kitchen dinette, laundry room, two bedrooms, two bathrooms, an outside storage space and two screened in covered lanais. Also included is a custom designed wall unit in the living room and custom designed unit and desk in the second bedroom, plus hurricane windows, and your own attached single car garage with garage door opener. To cool off on those hot sunny Florida days- enjoy a brief walk to the community pool and lounge area. New Roof 2025, New A/C 2025, New Washer/Dryer 2024, New Dishwasher 2024 and New Water Heater 2022. The Meadows is a large mature resort-style community with numerous lakes, approximately 14 miles of walking and biking trails and so much more. Beyond this lovely home, you'll find premier shopping at The University Town Center Mall (UTC) which has 100+ retailers. You'll also find a variety of events and activities at Nathan Benderson Park (NBP) or perhaps plan to visit the brand new Mote Marine Laboratory & Aquarium. There's a plethora of restaurants for any palette such as, Capital Grille, Seasons 52, Brio, Cheesecake Factory, Yard House, Ford's Garage, Jpan Sushi and other stores like Whole Foods and Trader Joes! Explore Legacy Trail, local beaches like Siesta Key and downtown Sarasota on Main Street. Drive north on IH 75 for Anna Maria Island in Bradenton, Ellenton for the Outlet shopping mall and the Ice and Sports Complex, or St Pete & Tampa. Drive east for Orlando, or head south for Naples, Miami and the Florida Keys. Book your Showing today!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Christine Glassburn (941-545-5658)
2288 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$500,00049 Days on yellowkey MLS ID: A4686184
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1845 Built: 2019Monthly Fee: $147 Tax: $3,659 (2025)Community: Landing Ph 1Single Family
Taxes:$3,659
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this beautifully upgraded 3-bedroom, 2-bathroom home in the highly desirable Bay Landings community of Lakewood Ranch. Thoughtfully designed and meticulously maintained, this residence showcases a variety of custom touches and high-end upgrades throughout. A spacious and welcoming front porch creates a charming first impression and offers the perfect place to relax and enjoy the peaceful neighborhood setting. Inside, the open-concept layout creates a bright and inviting living space that flows effortlessly from the kitchen to the dining and living areas—ideal for both everyday living and entertaining. Positioned on a generous pie-shaped lot, the home enjoys peaceful conservation views that provide privacy and a beautiful natural backdrop. The home has also been freshly painted on both the interior and exterior, giving it a crisp, updated feel from the moment you arrive. Natural light fills the main living space thanks to two skylights installed just two years ago, enhancing the bright and airy atmosphere. The kitchen is a true centerpiece, featuring custom cabinetry, quartz countertops, and a stunning custom double-fan range hood that blends style with functionality. Unique hardware sourced and shipped directly from Morocco adds a distinctive touch that sets this kitchen apart. Both bathrooms continue the theme of quality finishes with granite countertops and upgraded hardware. All three bedrooms feature engineered hardwood flooring for warmth and durability, and each bedroom is equipped with ethernet wiring for reliable connectivity. The spacious primary suite offers a beautiful trey ceiling that adds architectural character, along with a customized walk-in closet system designed with extensive storage and organization in mind. The primary bathroom provides a relaxing retreat with a walk-in shower as well as a separate stand-alone soaking tub. One of the only homes in the neighborhood featuring French doors (from Anderson Windows & Doors), adding both quality craftsmanship and style. The garage has also been upgraded with a sleek epoxy floor that is less than a year old. Step outside to enjoy the expansive backyard, where clusia plants line the perimeter and can grow up to 30 feet tall, creating a natural privacy wall over time. This home offers the perfect blend of thoughtful upgrades, comfort, and location. Just minutes from Waterside, incredible restaurants, the shops at UTC, and some of America’s most beautiful Gulf Coast beaches, you’ll enjoy convenient access to everything that makes the Lakewood Ranch lifestyle so desirable.
Listing Agent: Spencer Robinson (941-702-0365)
5225 ASHER CT, SARASOTA, FL 34232
$725,00050 Days on yellowkey MLS ID: A4685620
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2750 Built: 2017Monthly Fee: $277 Tax: $4,680 (2025)Community: Palmer ParkSingle Family
Taxes:$4,680
Elementary School: Fruitville Elementary
Remarks: Exceptional location, Palmer Park is ln the heart of all Sarasota has to offer, minutes from beautiful parks and close to the city's best beaches, dining, shopping and cultural pursuits. Tucked in among towering oaks and nature preserves this idyllic community includes only 35 homes. Built in 2017, this rarely available Sheffield floor plan is a 2 story, 2,750 sqft home featuring an open layout with separate dining space, butler pantry, primary bedroom on the first level, three additional bedrooms (one with an en-suite bath) and a bonus loft upstairs, a total of 3.5 bathrooms, and 2 car garage. You will love the expansive brick paver patio for entertaining and privacy fenced yard with dog run! Details include a generously sized primary suite with tray ceiling, dual sinks, large walk in shower and closet, wood ceilings in front and back porches, textured glass panel front door to let the light in, quartz kitchen counter tops, 42" cabinets, kitchen island, high ceilings, tropical landscaping, designer fixtures, finished garage floor, ample storage space and more! With no houses in front or back you will enjoy the views of tall trees and wildlife. Asher Court has character with it’s curvy road leading to a cul-de-sac. The neighbors are kind, the fees are low- the HOA covers lawn and landscaping, no CDD’s. And depending which direction you choose you can be downtown Sarasota, or to University Town Center in 15 minutes. Within 30 mins to St Armands Circle, Lido Beach, Siesta Key and #1 Beach in the Nation, Siesta Beach! Sarasota-Bradenton Airport and Tampa International are close by, making travel easy. A-rated schools, top notch medical care, and year round sunshine to stay active outdoors enjoying nearby golf, tennis, pickle ball, boating, biking, farmers markets and festivals. Schedule your private showing today!
Listing Agent: Rachelle Tirey (941-301-9187)
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