Location: Sarasota
Do Not Show Listings
4991 CEDAR OAK WAY, SARASOTA, FL 34233
$599,000104 Days on yellowkey MLS ID: A4677062
2 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2590 Built: 2001Monthly Fee: $48 Tax: $4,290 (2025)Community: Three OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,290
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Situated in the Three Oaks neighborhood, this well-maintained four bedroom plus den, three-bath home offers the perfect blend of comfort, functionality, and location. Freshly painted interiors and newer mechanical systems provide peace of mind, while the open, split-bedroom floor plan creates an ideal layout for everyday living and entertaining. The spacious living areas flow seamlessly into the kitchen and family room, with views of a private backyard oasis. Step outside to enjoy the updated heated pool surrounded by pavers and a fully fenced backyard. Perfect for relaxing, hosting guests, or enjoying Florida’s year-round sunshine. With a versatile den ideal for a home office or additional living space, top-rated schools nearby, and a convenient location close to shopping, dining, and beaches, this residence offers exceptional lifestyle and value in one of Sarasota’s most sought after areas.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Quigley (941-356-9954)
5727 RIEGELS POINT RD, SARASOTA, FL 34242
$4,595,000629 Days on yellowkey MLS ID: A4618421
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 3616 Built: 1982Monthly Fee: $125 Tax: $19,884 (2024)Community: Riegels LandingSingle Family
Taxes:$19,884
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
2989 GREENBRIAR ST, SARASOTA, FL 34237
$475,00040 Days on yellowkey MLS ID: TB8484848
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1237 Built: 1956 Tax: $843 (2025)Community: Greenbriar Homes 1St AddSingle Family
Taxes:$843
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated TRUE MID CENTURY MODERN three-bedroom, two-bathroom home in Sarasota, where modern upgrades and thoughtful design come together to create a move-in-ready retreat. With a 2021 water heater, 2019 AC, and updates throughout the entire home, including brand-new luxury vinyl plank flooring, a completely renovated kitchen and bathrooms, new fixtures, and fresh landscaping, this property offers stylish living inside and out. An inviting, large front porch and new front door welcome you into a light and bright interior featuring an open floor plan. The spacious living room and dining room combination flows seamlessly into the stunning brand-new kitchen, designed with both functionality and style in mind. The kitchen features stainless steel appliances, a striking waterfall peninsula, new backsplash, and modern cabinetry, creating the perfect space for cooking, entertaining, and gathering. Both bathrooms have been fully renovated with new vanities, mirrors, lighting, and beautifully tiled showers with updated hardware. The primary suite offers double closets for ample storage and a private en-suite bathroom with a modern tiled shower, a lighted mirror, and new vanity. The additional bedrooms are nicely sized and share a fully updated bathroom with a tub/shower combination. Modern ceiling fans throughout the home add comfort, while the open layout enhances the bright, airy feel of the living spaces. Outside, enjoy a large fenced backyard with plenty of room for outdoor entertaining, gardening, or relaxing in the Florida sunshine. The home also features carport parking and additional storage space with A/C, providing flexibility for hobbies, storage, or workspace. Ideally located close to parks, dining options, and zoned schools, this home is also just 20 minutes from the vibrant shopping and dining of St. Armands Circle and the beautiful sands of Lido Key Beach. Enjoy the perfect combination of modern upgrades, comfort, and convenient Sarasota living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
9272 MCDANIEL LN, SARASOTA, FL 34240
$1,995,00089 Days on yellowkey MLS ID: A4677312
0 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2860 Built: 2020Monthly Fee: $499 Tax: $18,246 (2025)Community: Founders ClubSingle Family
Taxes:$18,246
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to an exceptional turnkey furnished retreat in the exclusive Founders Club, where refined luxury meets serene Florida living. This impeccably maintained former London Bay model residence offers timeless design enhanced by contemporary upgrades. Set against a tranquil preserve backdrop the home enjoys privacy and picturesque natural views. Striking curb appeal and manicured landscaping introduce a thoughtfully designed contemporary interior with a desirable open floor plan. Elegant finishes include porcelain wood-look plank tile flooring, tall baseboards, detailed ceilings, and curated designer lighting throughout. The expansive great room is highlighted by a modern beam ceiling, custom textured feature wall, designer window treatments, and center opening impact sliding glass doors that seamlessly connect indoor and outdoor living. Entertain effortlessly on the paver lanai featuring a spacious covered area, fully equipped outdoor kitchen with grill and beverage refrigerator, and a sparkling saltwater pool and spa complete with sun shelf and mosaic tile accents. The lushly landscaped backyard, enhanced by ambient lighting, creates a stunning setting for relaxing. At the heart of the home, the contemporary kitchen offers generous gathering space around a large central island and showcases pristine model level finishes. Highlights include high end stainless steel appliance suite with gas cooktop, modern cabinetry with pot and pan drawers, quartz countertops, full height backsplash, walk in pantry, coffered ceiling detail, and designer pendant lighting. The open dining area features a statement chandelier and a stylish dry bar with glass shelving, wine refrigerator, and subway tile backsplash. The grand primary suite is a private sanctuary overlooking the lanai and preserve, offering custom dual walk-in closets. The spa-inspired primary bath features dual vanities, a freestanding soaking tub, and an expansive walk-in shower with frameless glass and custom pebble tile flooring. A versatile den with closet provides flexibility as a home office or additional bedroom, complemented by a nearby powder bath. Two guest suites are thoughtfully positioned to provide privacy, each offering a spacious closet and en-suite bathroom. Additional features include an air-conditioned three-car garage with epoxy flooring, custom cabinetry, and electric vehicle charger. The Founders Club offers an unparalleled lifestyle surrounded by 700 acres of natural Florida beauty. With just 262 homesites, this low-density enclave is designed for privacy and serenity. Residents enjoy access to a recreation center offering yoga and pilates classes, as well as Har-Tru tennis courts, pickleball, basketball, sand volleyball, and a kid's playground. Membership at the Founders Golf Club is optional offering both golf and social memberships. The renowned Robert Trent Jones Jr. golf course offers members easy tee times and is one of the only walkable courses in the region. Members enjoy a a grand Southern-style clubhouse, fine dining, a year-round social calendar, and a 24/7 fitness facility. It’s more than a home, it’s a lifestyle curated for those who appreciate understated luxury and quiet prestige. All just minutes from exquisite dining, shopping, and the vibrant art scene of downtown Sarasota, as well as Sarasota's incredible beaches.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Tricia Rudd (941-730-4042)
3799 FLAMINGO AVE, SARASOTA, FL 34242
$18,500,000333 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
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).
975 WHITAKERS LN, SARASOTA, FL 34236
$4,300,000126 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
Elementary School: None
High School: None
Middle School: None
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
$399,000109 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
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
$4,950,00041 Days on yellowkey MLS ID: A4685163
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
$7,749,00053 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.
7817 GENEVA LN, SARASOTA, FL 34243
$324,90058 Days on yellowkey MLS ID: A4683538
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1195 Built: 1991Monthly Fee: $200 Tax: $2,374 (2024)Community: Treetops At North 40 - St CharlesSingle Family
Taxes:$2,374
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Oasis on a Cul-de-Sac! Step into this elegant home, perfectly positioned on a quiet cul-de-sac. The living areas are bathed in natural light, highlighted by soaring vaulted ceilings and fixed glass, creating an airy, open feel. The heart of the home is a modern kitchen, featuring wood cabinets and a large island with an electric stovetop, and a wall oven. All floors are tile except for the bedrooms, which have cozy carpet. Step outside to the screened in lanai with Mexican terracotta floor, leading to a fenced in backyard backing to a conservation area, providing ultimate privacy.This home’s location is truly unbeatable. Less than 5 miles from I-75 and University Town Center (UTC), offering a wealth of shops and restaurants. Sarasota-Bradenton International Airport is also just 5 miles, while Lido Beach is under 10 miles. The Treetops neighborhood features an HOA that includes a community pool and tennis court, basicinternet service, and No CDD fees. Don’t miss this opportunity to make this beautifully maintained, move-in ready home yours.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Rick Welch (941-792-2000)
201 JEFFERSON AVE, SARASOTA, FL 34237
$1,799,000348 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
Middle School: Booker Middle
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)
1119 40TH ST, SARASOTA, FL 34234
$324,99926 Days on yellowkey MLS ID: A4686789
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1252 Built: 1959 Tax: $4,211 (2025)Community: BraeburnSingle Family
Taxes:$4,211
Remarks: Location, location, location!!! Updated solid block house (including new solid wood kitchen with quartz countertops, open floor plan), large fenced lot, quiet street, one block to a large community park, no HOA/no deed restrictions, no flood zone, boat ramp access to golf waters is within two miles! Easy maintenance, lots of natural light, great as a starter home, vacation home, short/long-term rental, or a cozy retirement destination in a pet-friendly community. Close to shopping, restaurants, downtown waterfront walk and marina, international airport, several miles to Lido Beach, St. Armands Key, Selby Botanical Gardens, museums, iconic Van Wesel Performing Arts Hall, Opera House, Ringling College of Art & Deign (walking distance), New College of Florida (honors), University of South Florida. Two neighboring new construction houses are to be sold for over 500k each. Priced to sell; VA, FHA, and conventional financing is welcome.
Listing Agent: Zulfiia Tursunova (941-228-6862)
1401 KENILWORTH ST, SARASOTA, FL 34231
$7,950,00098 Days on yellowkey MLS ID: A4676504
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 4042 Built: 2024Monthly Fee: $333 Tax: $32,760 (2025)Community: Oyster Bay LandingsSingle Family
Taxes:$32,760
Remarks: Tucked behind the gates of Oyster Bay Landings, the only gated community in Oyster Bay Estates, this one-of-a-kind 2024 Sweet Sparkman–designed residence offers exceptional privacy and boating access in a premier West of Trail location. One of just 12 homes in this intimate enclave, the property includes a deeded boat dock along a protected cove on Roberts Bay with dual water inlets leading directly out to the bay. At the end of a quiet dead-end street surrounded by boatable water, the 4,042-square-foot residence (6,678 square feet total) features clean-lined contemporary architecture, floating stairs with glass railings, an elevator to all levels and walls of glass that fill the interiors with natural light. Premium finishes include a custom European kitchen with DOCA cabinetry and porcelain countertops, LED lighting throughout, motorized shades and a whole-house generator. Balconies on second and third floors frame views toward Roberts Bay. The West of Trail address places you close to the best of Sarasota. The Field Club is within short distance, Publix is one mile away, Sarasota Memorial Hospital is only two miles north, downtown Sarasota is about three miles, and Siesta Key Beach, with its world-famous white quartz sand, is only five miles from your door. A unique, modern, coastal home with gated privacy, waterfront access and everyday convenience in one of Sarasota’s desirable neighborhoods. Inquire about the adjacent lot to the west, an opportunity to expand or create a private estate compound, while preserving uninterrupted waterfront views.
Listing Agent: Andrew Tanner (941-539-0998)
2288 MIDNIGHT PEARL DR, SARASOTA, FL 34240
$500,00038 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
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 is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Spencer Robinson (941-702-0365)
5225 ASHER CT, SARASOTA, FL 34232
$725,00039 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)
5824 WILLOW MARSH CT, SARASOTA, FL 34238
$625,00039 Days on yellowkey MLS ID: A4685667
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2164 Built: 2019Monthly Fee: $455 Tax: $6,902 (2025)Community: Hammock PreserveSingle Family
Taxes:$6,902
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: One or more photo(s) has been virtually staged. Lakefront Beauty in the maintenance free gated community of Hammock Preserve. This 3-bedroom 2 bath split plan with a den is ready for a new owner! Lovely water views from the living areas and primary bedroom. This open concept living area is enormous with flexible space to live like you do. The primary bedroom is roomy with great views of the lake. The primary bath has a large walk-in shower with a built-in bench. The walk-in closet and linen closet provide plenty of storage. The kitchen features a large island with room to seat 4 and is open to the great room. Plenty of cabinets and a closet pantry make the kitchen function well. The spacious screened lanai over looks the lake and fountain. The home has gas for the range, water heater and dryer. The den provides extra space for an office with double doors. The resort style community features a clubhouse, resort pool, fitness center, hot tub, fire pit, tennis, pickleball, dog park and bocce courts. Internet and lawn maintenance are included as well. Don’t miss this opportunity to enhance this home to make it your own. Home inspection, 4 point and wind mitigation are completed for a quick close...
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Debbie Lane (941-376-9267)
5515 DOWNHAM MDWS, SARASOTA, FL 34235
$725,00056 Days on yellowkey MLS ID: A4681324
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2640 Built: 1992Monthly Fee: $193 Tax: $4,691 (2025)Community: Devonshire PlaceSingle Family
Taxes:$4,691
Elementary School: Gocio Elementary
Remarks: Curb appeal begins at the street with beautifully selected driveway pavers that create an inviting approach and set the stage for what awaits inside. Step through the double-door entry and you are immediately drawn to sweeping views—across the expansive lanai and solar-heated pool and spa, over the tranquil lake that winds through The Meadows, and onward to the lush fairways of the golf course. * * * Offering 3 bedrooms, 2.5 baths, and 2,640 square feet under air, this thoughtfully designed residence provides a comfortable and highly functional layout ideal for both everyday living and entertaining. The primary suite is privately situated apart from the secondary bedrooms, creating a peaceful retreat, while the guest bedrooms at the opposite end of the home offer flexibility and privacy for family or visitors. * * * Multiple living spaces enhance the home’s versatility, including formal living and dining rooms, as well as a spacious great-room style family room that includes a casual dining area just off the kitchen. A striking coral stone fireplace serves as a beautiful focal point in the family room, adding warmth, character, and architectural interest to the space. * * * The kitchen is light and bright, featuring white cabinetry and light gray countertops that create a fresh, timeless feel. Abundant, well-designed cabinetry surrounds the cook, offering exceptional storage and an efficient layout that makes meal preparation both comfortable and convenient. * * * Outdoor living is equally impressive. The large screened lanai, solar-heated pool, and spa provide the perfect backdrop for relaxing afternoons, evening swims, or entertaining friends while taking in picturesque water and golf course views. The seamless indoor-outdoor flow embodies the very best of the Florida lifestyle. * * * Residents of The Meadows enjoy one of Sarasota’s most established and amenity-rich communities, known for its scenic lakes, miles of walking and biking trails, golf and social opportunities, and convenient proximity to University Town Center, I-75, downtown Sarasota, and renowned Gulf Coast beaches. * * * A home that combines generous living spaces, exceptional views, and an outstanding location—an opportunity not to be missed.
Listing Agent: Marilyn Kneafsey (941-373-0999)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000105 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSingle Family
Taxes:$19,996
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing Agent: Steven Moore (401-767-7180)
1622 KENILWORTH ST, SARASOTA, FL 34231
$3,700,000114 Days on yellowkey MLS ID: A4676310
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4058 Built: 2017 Tax: $28,823 (2025)Community: Johnson EstatesSingle Family
Taxes:$28,823
Remarks: Located West of Trail near the historic Field Club, this stunning residence is a refined interpretation of British West Indies architecture, offering over 4,000 square feet of thoughtfully designed single-level living. Set on an estate lot, the home blends timeless coastal elegance with exceptional craftsmanship and seamless indoor–outdoor flow. A dramatic great room welcomes you with vaulted wood ceilings, fireplace, and expansive pocketing sliders that frame views of the lushly landscaped pool and spa. The open-concept design flows effortlessly into the chef’s kitchen, appointed with premium Thermador and Wolf appliances, custom solid-wood cabinetry, quartz surfaces, and an oversized island—perfectly complemented by a separate dining area and custom dry bar with wine refrigeration. Designed for both privacy and versatility, the residence features four en-suite bedrooms, office, and a spacious TV lounge or bonus room that opens directly to the outdoor living areas. The private primary suite is a serene retreat with a vaulted wood ceiling, dual walk-in closets, and direct access to the covered lanai. Its spa-inspired bath showcases dual vanities, a soaking tub, and an expansive glass-enclosed shower. Outdoor living is a true centerpiece, with a generous travertine lanai, fully equipped outdoor kitchen, dining verandah, and a large gas- and electric-heated saltwater pool and spa with waterfall—ideal for entertaining or quiet relaxation amid tropical landscaping and architectural lighting. Additional highlights include hurricane-rated impact windows and doors, a whole-house generator, brand new metal roof, dual on-demand water heaters, an expansive paver motor court, low maintenance yard, and a rare four-car garage configuration, including an owner’s garage with EV outlet and climate control. Ideally located minutes from Siesta Key, Southside Village, Sarasota Bay, and downtown Sarasota, this exceptional home offers privacy, design integrity, and proximity to the best of the Sarasota lifestyle
Listing is courtesy of: ALLEN REAL ESTATE SERVICES INC (941-923-7777)
Listing Agent: John Allen, Pa (941-923-7777)
259 ROBIN DR, SARASOTA, FL 34236
$7,900,000120 Days on yellowkey MLS ID: A4675575
Bed: 3 Bath: 4.0 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $110 Tax: $31,490 (2024)Community: Bird Key SubSingle Family
Taxes:$31,490
Remarks: An exceptional opportunity on coveted Robin Drive in Bird Key, this fully reimagined bayfront home captures Sarasota’s waterfront lifestyle at its finest. Recently transformed through a meticulous, top-tier renovation, the residence showcases impeccable craftsmanship, elevated finishes, and a seamless blend of sophistication and comfort—where every detail and major system has been thoughtfully curated for effortless, modern coastal living. Elevated above the floodplain with a ground level over 10 feet, sweeping panoramic views span Sarasota Bay, the downtown skyline, and the iconic Ringling Bridge—creating a breathtaking backdrop from sunrise to sunset, with city lights shimmering across the water in the evening. Inside, more than 4,000 square feet of light-filled living space unfolds across two thoughtfully designed levels. Soaring ceilings up to 14 feet and expansive walls of glass bathe the interiors with natural light while framing unobstructed bay views throughout. The main living areas flow seamlessly from the inviting sitting room with a statement fireplace to the dining area and custom-designed kitchen, opening to the family room with a built-in bar—a wonderful gathering area to enjoy the gorgeous backdrop of the bay and downtown lights. The kitchen is anchored by a striking waterfall island and features designer-appointed custom cabinetry, premium Sub-Zero, Wolf, Bosch, and Miele appliances, and refined integrated details throughout. A fully equipped back kitchen and pantry, complete with an additional sink, appliances, and generous prep space, enhances functionality while maintaining a clean, polished aesthetic. The primary suite, privately positioned on the main level, offers direct access to the pool, dual walk-in closets, and a spa-inspired bath with a soaking tub, dual vanities, and elegant finishes. A dedicated office and two powder baths complete the main level. Upstairs, two en-suite bedrooms with bay views, a versatile bonus room, and an additional office space provide comfortable accommodations for family and guests. Outdoor living is equally compelling, featuring an expansive paver terrace, heated pool and spa, and unobstructed views of Sarasota Bay, downtown, and the Ringling Bridge—creating a serene waterfront retreat designed for everyday enjoyment. Set on protected waters, the property offers 120 feet of deep-water frontage along Bird Key’s Pompano Pass, with direct access to Sarasota Bay, Big Pass, and the Gulf. A newly constructed seawall and Trex dock feature fish and dock lighting, a 24,000-pound boat lift, and dedicated kayak and jet ski lifts—perfectly suited for an exceptional boating lifestyle. Additional highlights include a circular driveway, three-car garage with Tesla charger, and irrigation well. Bird Key offers an exceptional coastal lifestyle in one of Sarasota’s most coveted neighborhoods, just moments from downtown’s restaurants, shopping, and cultural venues, as well as the boutiques and dining of St. Armands Circle and the shoreline of Lido Beach. The Bird Key Yacht Club is currently undergoing a full redevelopment and is expected to reopen as a premier destination for boating, tennis, dining, and an active social scene.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
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