Location: Sarasota
Do Not Show Listings
316 BEACH RD, SARASOTA, FL 34242
$5,499,00064 Days on yellowkey MLS ID: A4683801
Bed: 8 Bath: 9.0 Gar: 2 Liv Area Sq Ft: 4681 Built: 1996 Tax: $37,822 (2025)Community: Sarasota BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$37,822
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
4811 WOODBROOK DR, SARASOTA, FL 34243
$354,999338 Days on yellowkey MLS ID: A4652272
REDUCED by $5,000 (1.4%) on 04/03/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1516 Built: 2012Monthly Fee: $173 Tax: $4,817 (2025)Community: Woodbrook Ph ISingle Family
Taxes:$4,817
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Back on market and vacant for immediate occupancy, this beautiful Key West–style courtyard home in the highly desirable gated community of Woodbrook offers exceptional value with over $35,000 in recent improvements and updated mechanicals throughout. Ideally located on a premium lot directly across from open green space, this two-story residence features a rare and versatile layout with two private en-suite bedrooms, making it ideal for guests, multi-generational living, or a dedicated work-from-home setup. The bright, open-concept main level showcases 18"x18" tile flooring throughout the living, dining, and kitchen areas, along with a well-appointed kitchen featuring Cumberland cherry wood cabinetry, solid-surface countertops, new stainless-steel appliances, a large center island, breakfast bar, and a spacious walk-in pantry. A convenient half bath and laundry closet with newer washer and dryer complete the first floor. Upstairs, both bedrooms are generously sized with full baths, including a spacious primary suite with vaulted ceilings, an oversized walk-in closet, and a private balcony overlooking peaceful green-space views; carpeting was updated in 2022. The private brick-paved courtyard offers an ideal outdoor retreat for dining, relaxing, or gardening and provides direct access to the detached two-car garage with its own A/C and additional storage. Recent upgrades include a Trane HVAC system (2024), ductwork cleaning and sealing (2025), new ceiling fans (2024), a new hot water heater (11/2025), an updated electrical panel (2026), and window seal replaced 4/26, allowing for true move-in-ready convenience. Residents of Woodbrook enjoy low HOA fees, no CDD, and access to resort-style amenities including a pool, spa, cabana, grills, playground, and park, all just minutes from UTC, Lakewood Ranch, downtown Sarasota, Nathan Benderson Park, I-75, golf, shopping, dining, St. Barbara’s, and the Gulf beaches. Will consider a lease option
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lynn Clement (941-650-1138)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00024 Days on yellowkey MLS ID: A4688143
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3843 Built: 1983Monthly Fee: $29 Tax: $7,611 (2025)Community: The LandingsSingle Family
Taxes:$7,611
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
2516 BROWNING ST, SARASOTA, FL 34237
$1,399,000202 Days on yellowkey MLS ID: A4666531
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2746 Built: 2026 Tax: $1,990 (2023)Community: Hudson ParkSpa: NoSingle Family
Taxes:$1,990
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2023
Remarks: *Photography Coming Soon* Brand-new modern two-story home, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation. Secure a brand-new modern Sarasota home in a highly desirable location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000139 Days on yellowkey MLS ID: A4674749
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4217 Built: 2021 Tax: $31,036 (2025)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$31,036
Remarks: Perfectly positioned on a spacious, private lot in the prestigious and highly sought-after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined livability. Custom designed and built by distinguished, award-winning Platinum Coast Construction and completed in 2021, this 4-bedroom / 4 full & 2 half bath modern masterpiece was crafted with uncompromising detail and a focus on seamless indoor–outdoor living. Inside, a host of elevated finishes creates a sophisticated yet welcoming atmosphere. Level 5 flat-smooth walls, engineered oak hardwood flooring, 8' solid-core and obscure glass interior doors, 10" baseboards, floating vanities in all baths, and Quartz surfaces throughout promote a clean, modern aesthetic. A dramatic 72" glass fireplace anchors the living area, while the gourmet kitchen boasts high-performance appliances including a Thermador push-to-open column refrigerator, column freezer, 24" wine preserver, Bosch dishwasher, Bosch combo oven/microwave, and 36” induction cooktop. The striking 175-bottle wine room with stone wall adds a stunning design focal point for entertainers and collectors alike. The primary suite offers a spa-like retreat with marble finishes, a Wetstyle soaking tub, and an enclosed outdoor garden area with tropical landscaping, wood decking, and a private outdoor shower. Guest suites each feature en-suite baths and access to a serene outdoor spa-like space with lush plantings, decking, and an outdoor tub and shower—creating peaceful, private escapes separate from the main living areas. Designed for true resort-style living, the exterior features a spectacular 18' x 30' pool and spa with a custom waterfall wall, surrounded by tropical landscaping. The fully equipped outdoor kitchen includes a 42” Blaze gas grill, under-counter refrigerator, outdoor sink, and storage drawers. Additional features include hurricane-impact windows, an advanced security system, irrigation system, and a distinctive 2-car garage with wood-look paneling and a stunning mahogany double-door entry with obscure glass. Situated just moments from Siesta Key, downtown Sarasota, and within walking distance of the prestigious Field Club, Oyster Bay Estates is celebrated for its beautiful streetscapes, active social atmosphere, and proximity to the water and premier amenities. This exceptional residence offers luxurious contemporary living in one of Sarasota’s most desirable neighborhoods.
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
2530 LOMA LINDA ST, SARASOTA, FL 34239
$400,000184 Days on yellowkey MLS ID: A4669972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1925 Tax: $4,577 (2024)Community: Rustic LodgeSingle Family
Taxes:$4,577
Tax Year: 2024
Remarks: PRICE REDUCTION. INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00022 Days on yellowkey MLS ID: A4688996
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2927 Built: 2022Monthly Fee: $470 Tax: $3,914 (2025)Community: Windward/Lakewood Ranch Ph 1Single Family
Taxes:$3,914
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: Experience elevated waterfront living in this impeccably designed 2022-built Kiawah model, nestled within the highly sought after, gated enclave of Windward at Lakewood Ranch. Set on a premium pondfront homesite, this exceptional residence captures breathtaking western sunset views, offering a daily backdrop of serene beauty and refined tranquility. Spanning nearly 3,000 square feet of living space, this 4 bedroom, 3 bathroom estate includes a bonus office, a 3-car garage and seamlessly blends modern elegance with effortless comfort. The thoughtfully curated open-concept design creates a natural flow between the grand living room, elegant dining area, and chef-inspired gourmet kitchen, perfectly suited for both intimate gatherings and upscale entertaining. At the heart of the home, the kitchen is a true showpiece, featuring an oversized island with enhanced storage, a walk-in pantry, and a rare coffee bar. Outfitted with premium stainless steel appliances, including a double oven and gas cooktop, this space is designed to impress even the most discerning culinary enthusiast. Throughout the home, designer finishes such as sleek luxury vinyl flooring, dimmable ambient lighting, and curated ceiling fixtures create a polished, contemporary aesthetic. The owner’s suite serves as a private sanctuary, highlighted by coffered ceilings, an expansive walk-in closet, and a spa-like bath retreat complete with dual vanities, a deep soaking tub, and an oversized walk-in shower. Three additional bedrooms, along with two beautifully appointed bathrooms and a dedicated office, offers versatile luxury living ideal for guests, remote work, or multigenerational needs. Step outside to your own private resort oasis, where a spectacular saltwater pool awaits, featuring a sun shelf, cascading waterfalls, and custom LED lighting. The expansive lanai, enclosed with a clearview screen, ensures uninterrupted water vistas while offering the ultimate indoor-outdoor lifestyle. Designed for entertaining, the space includes a pool bath and is pre-plumbed for a future outdoor kitchen, allowing for effortless al fresco dining year-round. Additional enhancements include hurricane impact windows and sliders, automated shutters, a three-zone HVAC system, whole-home water purification, and an extended garage with generous storage capacity, delivering both peace of mind and practical luxury. Residents of Windward enjoy a maintenance-free lifestyle complemented by an array of resort-style amenities, including a clubhouse, state-of-the-art fitness center, sparkling pool, tennis and pickleball courts, and more. Centrally located just moments from Waterside Place, top-rated schools, fine dining, upscale shopping, and the world-renowned Gulf Coast beaches, this home embodies the perfect fusion of luxury, convenience, and coastal sophistication. This is more than a home, it is a statement of lifestyle. Schedule your showing and discover the art of refined Florida living today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1401 KENILWORTH ST, SARASOTA, FL 34231
$7,950,000107 Days on yellowkey MLS ID: A4676504
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4042 Built: 2024Monthly Fee: $333 Tax: $32,760 (2025)Community: Oyster Bay LandingsSpa: NoSingle Family
Taxes:$32,760
Remarks: This 2024 custom-built residence by Sweet Sparkman is located in Oyster Bay Landings,the only gated neighborhood in Oyster Bay Estates, offering a distinctive collection of highly desirable features including privacy, modern design and direct boating access to Roberts Bay. Set on 286 feet of waterfront, the home has expansive water views from multiple levels, including second- and third-floor balconies. A deeded boat dock with boat lift is tucked within a protected cove with easy access to Sarasota’s waterways and the Gulf. Key interior features include 4,042 sq ft under air (6,678 total), 4 bedrooms, 3.5 bathrooms, elevator to all levels, floating staircase with glass railings, floor-to-ceiling glass walls for natural light, European-style kitchen with DOCA cabinetry and porcelain countertops. Additional appointments include LED lighting, motorized shades and whole-house generator. Outdoor features include saltwater pool, outdoor kitchen and entertaining areas, multiple balconies with bay views, private dock and waterfront access. Located West of Trail in Sarasota, the location is just five miles to Siesta Key Beach and three miles to downtown Sarasota, with convenient proximity to Sarasota Memorial Hospital, shopping and dining. Set on a quiet dead-end street within an exclusive community of just 12 homes, the buyer has an opportunity to purchase the adjacent lot to the west to create a larger estate compound while preserving the water views.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
8438 WEBBER RD, SARASOTA, FL 34240
$1,295,0009 Days on yellowkey MLS ID: A4688777
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4573 Built: 2010Monthly Fee: $133 Tax: $7,765 (2025)Community: Regent LakeSpa: YesSingle Family
Taxes:$7,765
Remarks: Room to truly live, relax, and entertain on over an acre in the intimate 13 home community of Regent Lake. This impressive residence offers five spacious bedrooms, four with private en-suite baths, plus a half bath on the main floor. The thoughtfully designed layout also includes a large upstairs bonus room, perfect as a media room, game room, or private retreat for guests. At the center of the home is a generous open-concept living space where the kitchen, breakfast nook, and family room flow seamlessly together. 10’ ceilings on the main level, 9’ ceilings upstairs, and eight-foot doors throughout add to the home’s spacious feel. Designed with both everyday living and entertaining in mind, the kitchen features an oversized center island, separate breakfast bar, stainless steel appliances, granite countertops, dual built-in convection oven and microwave and a cooktop with a custom wood vent hood. Rich 42-inch wood cabinetry with crown molding, decorative backsplash, and solid wood dovetail drawers with soft-close construction has timeless style. The primary suite is a private retreat featuring dual walk-in closets, a garden tub, walk-in tiled shower, double vanities, and upgraded fixtures throughout. Step outside to more than 1,500 square feet of screened outdoor living space designed for year-round enjoyment. The expansive lanai features a heated spa, saltwater pool, and a fully equipped outdoor kitchen, making it ideal for hosting guests or unwinding at the end of the day. Western rear exposure provides stunning sunset views, while the front of the home enjoys soft morning light. From the lanai and main living areas, take in peaceful views of the 25-acre spring-fed lake, stocked with bass and ideal for canoeing, kayaking, or electric boating. Privately tucked away yet conveniently located near I-75, Gulf beaches, restaurants, and shopping, this home offers the perfect balance of peaceful country-style living and everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Sherry Johnson (941-730-0897)
5347 MANG PL, SARASOTA, FL 34238
$515,00013 Days on yellowkey MLS ID: A4689588
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2249 Built: 2012Monthly Fee: $236 Tax: $4,065 (2025)Community: Palmer Oaks EstatesSpa: NoSingle Family
Taxes:$4,065
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Welcome to this beautifully maintained home in the highly sought-after, gated community of Palmer Oaks! Built in 2012, this spacious 4-bedroom, 2.5-bathroom residence offers 2,249 square feet of thoughtfully designed living space perfect for both everyday living and entertaining. Step inside to find a bright, open floor plan featuring tile flooring throughout the main level and fresh interior paint that gives the home a clean, modern feel. The kitchen seamlessly flows into the living and dining areas, creating an inviting space ideal for gatherings. Upstairs, you’ll find all four bedrooms along with a convenient laundry closet, providing both privacy and functionality. Enjoy peaceful mornings and relaxing evenings overlooking a beautiful fountain water view right from your backyard. The exterior has also been freshly painted, adding to the home’s curb appeal. Additional highlights include a newer HVAC system and maintenance-free living, allowing you to spend more time enjoying the community pool & incredible location. Location truly sets this home apart! With quick and easy access to I-75, commuting is a breeze. You’re just a short walk to Publix, Walmart, Chick-fil-A, Jimmy John’s, Applebee’s, Gecko’s, Ace Hardware, and numerous other shopping and dining options. Plus, world-renowned Siesta Key Beach, UTC Mall, Downtown Sarasota, and St. Armands Circle are all just a short drive away. This is the perfect opportunity to enjoy comfort, convenience, and the Florida lifestyle all in one place!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
2959 N LOCKWOOD MEADOWS BLVD, SARASOTA, FL 34234
$397,75017 Days on yellowkey MLS ID: TB8493921
REDUCED by $7,250 (1.8%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1985 Tax: $3,867 (2025)Community: Lockwood MeadowsSpa: NoSingle Family
Taxes:$3,867
Elementary School: Emma E. Booker Elementary
Middle School: Booker Middle
Remarks: Best single family offering in Sarasota at an affordable price—-Beach life? Siesta Key 10-15 min, Lido 7-10, Longboat 15-20. Schools 5 minutes! UTC Mall and Rt 75 are 10-12 minutes away. Downtown restaurants in 10 minutes. Want move in ready? 1 car garage, full shed in back yard. Want updates? Roof 2025, Water Heater 2025, AC and Ducts just replaced 2 months ago. Washer and dryer less than 3 yrs old. Full master bath and Walk in shower, new fridge and soft close cabinets. Want Florida living? Fire pit, Bermuda Cherry, Orange, Lime, Lemon, Tangelo, and Red Lime trees should bear fruit this year. 12 ftx 36 ft screened lanai for grilling and back yard lounging. Back yard is completely fenced. Room for a pool. No HOA! Established neighborhood NEVER WET! No storm damage history.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Leah King (813-957-8924)
4079 LAS PALMAS WAY, SARASOTA, FL 34238
$1,749,00064 Days on yellowkey MLS ID: A4683982
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5073 Built: 1988Monthly Fee: $73 Tax: $14,847 (2025)Community: PrestanciaSingle Family
Taxes:$14,847
Elementary School: Gulf Gate Elementary
Middle School: Sarasota Middle
Remarks: Located in the celebrated gated community of Prestancia, this elegant estate offers refined Florida living on a spacious over-sized private homesite. Featuring approximately 5,073 square feet, the residence includes 4 bedrooms and 4–5 bathrooms, thoughtfully designed for both comfortable daily living and stylish entertaining. Built in 1988, the home showcases timeless architecture with expansive living areas, high ceilings, and abundant natural light throughout. Generous gathering spaces flow seamlessly to outdoor living areas, ideal for enjoying Sarasota’s year-round sunshine. The property sits on an approximately 0.8-acre lot, providing exceptional privacy and mature landscaping rarely found in many communities. The residence includes a spacious three-car garage, large bedrooms with en-suite baths, and flexible living spaces perfect for hosting guests or creating a home office or hobby room. The expansive layout allows for both formal and casual living areas, making it ideal for entertaining. Situated within the highly desirable Palmer Ranch area, the home offers convenient access to Sarasota’s renowned beaches, golf courses, dining, shopping, and cultural attractions. Nearby top-rated schools and established neighborhoods further enhance the appeal of this exceptional property. With its generous square footage, large lot, and prime Sarasota location, this is a rare opportunity to own a distinguished home in one of the region’s most sought-after communities.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Nikki Taylor (941-587-9060)
5047 VINSON WAY, SARASOTA, FL 34232
$535,00016 Days on yellowkey MLS ID: A4689764
REDUCED by $14,000 (2.6%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesSingle Family
Taxes:$4,521
Elementary School: Brentwood Elementary
Remarks: JUST REDUCED!!!! Exceptional income-producing turnkey opportunity in the heart of Sarasota! This versatile property at 5047 Vinson Way is ideal for both investors and owner-occupants looking to maximize returns while enjoying a primary residence. The property is thoughtfully configured into three separate units: a spacious 2-bedroom, 1-bath main residence perfect for an owner, plus two additional income-generating units—a studio and a one-bedroom—both currently operating as successful short-term rentals. The outdoor space is a true standout, featuring a brand-new pool and spa, creating a resort-style experience that significantly enhances rental appeal and guest satisfaction. Each unit offers privacy and functionality, making it ideal for Airbnb or extended stays. Whether you’re house hacking or running a full investment property, this setup delivers immediate income potential and strong cash flow. Located in a desirable Sarasota area close to shopping, dining, and world-famous beaches, this property blends lifestyle and performance seamlessly. Live in one unit, rent the others, and capitalize on a high-performing asset—opportunities like this are rare. Owner very motivated
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
3171 DICK WILSON DR, SARASOTA, FL 34240
$3,000,00082 Days on yellowkey MLS ID: A4681698
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4382 Built: 1995Monthly Fee: $353 Tax: $9,199 (2025)Community: Laurel Oak Estates Sec 02Single Family
Taxes:$9,199
Remarks: Welcome to this stunningly renovated Gem. One of the Crown Jewels of Laurel Oak Country Club where Golf Membership Optional but buying this home brings you to front of line . Lot personally chosen by Laurel Oak Developer as family home. 2 Master Suites and Elegant High end UPGRADES await the new owner . As you walk in you'll see Real Hickory Wood Floors and newly renovated Marble Kitchen featuring Sub Zero, Miele, BlueStar & Thermador Appliances . Updated Marble Master Bath Feature His & Her toilets was totally reimagined. A Formal English Garden was Created which will uplift your Spirits the moment you enter its Green walls & walk on Antique Brick to a Lovely Fountain and pick fruit off your very own Lemon, Fig & Plum Trees. A Creek with 3 waterfalls & Pond will also bring you into a State of Peace while enjoying a restful afternoon on the authentic Clay Paver Patio. This Home is Grand & Spacious. There's a bonus heated/cooled crafting and storage room in garage. Generator & 1000 Gal in ground tank have been installed for Hurricane Peace of Mind . New Gutters featuring Copper across front of home. New Attic insulation. Most doors/windows/sliders replaced for your comfort and safety. Main A/C replaced 2025, other 2 replaced in 22 + 23. New Epoxy Garage floors Whole House Water Filtration with UV sanitizer. UV Halo Ozonator also added for Pool and for main A/C .Safety Fence has been added around Pool. Seller's created a veritable Fruit Orchard by adding Lychee, Grapefruit, Navel Orange, Banana & Mango. New Lg Chandliers, Perrin & Rowe Bridge faucet in Kitchen & other Fixture upgrades. Brick Floors stun in a newly reimagined Sunroom. Fireplace rebuilt with Taj Mahal Marble & Gorgeous Paneled Wall surrounding it. Roof 2019. Views from inside the Home incl the Creek, Formal Garden & Golf Course . 2nd Floor balcony for private sunbathing! Homes unique position gives it incredible privacy. Walkways were designed to meander the almost 1 Acre Paradise . Home on Par 4 Jones Course. Sellers added Landscape Lighting that creates MAGIC at night. This incredible 5 bedroom home also offers extra's like Butler’s Pantry , Shower in laundry Rm which is perfect for cleaning your pets & more! Outdoor kitchen with Grill. Many storage areas/closets . It's a Fortress of comfort & Style. Upgrade list attached
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Aya Sewell (941-223-0354)
7916 MAINSAIL LN, SARASOTA, FL 34240
$1,999,990150 Days on yellowkey MLS ID: A4673579
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3217 Built: 2022Monthly Fee: $444 Tax: $19,690 (2024)Community: Lakehouse Cove/Waterside Ph 3Spa: NoSingle Family
Taxes:$19,690
Remarks: Not every home is simply built to be lived in; the most exceptional are crafted to be experienced. We invite you to discover this prestigious custom-built Lee Wetherington architectural masterpiece in LakeHouse Cove at Waterside. This home offers a floor plan that celebrates both scale and intimacy, set against the rare privacy of a protected preserve. Crafted with precision and curated with intention, it reflects the sensibilities of owners who value refinement at every turn. Step through the glass entry into soaring twelve-to-fourteen-foot ceilings, framed by expansive niches, custom lighting, and wide crown detailing. Walls of pocketing glass disappear and blend the interior with the outdoors in a way that feels effortless yet striking. Engineered wood floors flow through open living spaces, while an Arhaus Dandelion chandelier anchors the main gathering room with quiet drama. The kitchen is designed as both a showpiece and a place of purpose. Café Platinum appliances, including a five-in-one Advantium oven, and the custom wood hood and mantle elevate the space. A Ruvati forty-five-inch workstation sink takes functionality to a new level with the Dual-Tier collection that converts your sink into a full workspace. Heavy-duty cookware drawers and a walk-in pantry with custom carpentry ensure beauty and function remain in balance. The designer backsplash is an opulent luster that rivals mother-of-pearl, infused with flare straight from the sea and extending from counter to ceiling, complemented by under-cabinet lighting and discreet outlets that preserve clean lines. The primary suite is a retreat defined by thoughtful scale and elegant finishes. Two oversized walk-in closets with mirrored dressing space adjoin a bath featuring dual vanities, a deep soaking tub, and a triple-head shower with dedicated lines for comfort and performance. Two additional ensuite bedrooms, an office framed by solid core double pocket doors, and a versatile bonus room complete the interior. Beyond its beauty, this home is engineered for lasting comfort. PGT Low-E impact glass, whole-house water filtration with salt-free conditioning, a Navien tankless system with rapid hot water, dual HVAC air handlers, climate-controlled storage, and exterior security cameras with NVR reflect a commitment to quality. The outdoor living environment enhances the sense of privacy with its preserve backdrop. The lanai becomes a destination of its own with a summer kitchen featuring an oversized grill, a fire table lounge, and generous dining space that invites gatherings of every scale. The custom pool, complete with waterfall, sun shelf, and programmable lighting, transforms the setting into a resort-inspired centerpiece. Professional landscaping with dramatic uplighting frames the residence, ensuring it shines just as brightly at night. LakeHouse Cove is a lifestyle shaped by thoughtful amenities and natural surroundings. Residents enjoy a resort-style pool, fitness center, and clubhouse, along with kayaking, pickleball, and bocce. Hop on the community water taxi to Waterside Place or head to the boathouse to use the community kayaks. Acres of preserve and miles of shoreline create a natural rhythm, while Waterside’s vibrant lakefront town center offers dining, culture, and convenience within moments of home. This residence is a rare opportunity to own a home where architectural artistry, meticulous craftsmanship, and an extraordinary lifestyle come together in harmony.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Mike Polachek (941-524-0241)
4435 DIAMOND CIR W, SARASOTA, FL 34233
$505,000139 Days on yellowkey MLS ID: A4675074
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1842 Built: 1991Monthly Fee: $33 Tax: $3,596 (2025)Community: Emerald GardensSingle Family
Taxes:$3,596
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully updated Sarasota retreat located in the sought-after Emerald Gardens community, where thoughtful upgrades meet effortless Florida living. This 3-bedroom, 2-bath residence has been meticulously refreshed from top to bottom, offering peace of mind and modern style in every corner. Step inside to discover brand-new wood-look tile flooring throughout the main living areas, fresh interior paint, and smooth ceilings with the popcorn removed, creating a clean, contemporary feel. The Florida room is a true showstopper, featuring new travertine laid in an elegant French pattern—the perfect space for relaxing or entertaining year-round. Major improvements include a brand-new roof and gutters (2025), new HVAC system, new water heater, new insulation throughout the home, and new south windows, ensuring comfort, efficiency, and long-term value. The exterior shines with fresh professional paint, new stone accents on the porch, a new garage door, and a newly installed fence for added privacy. Both bathrooms have been refreshed, including a sleek new shower glass door, while every detail has been carefully considered to deliver a truly move-in-ready experience. Located in Emerald Gardens, just minutes from Sarasota’s renowned beaches, shopping, dining, and everyday conveniences, 4435 Diamond Circle W offers the perfect blend of style, substance, and smart upgrades—simply move in and start enjoying the Florida lifestyle.
Listing Agent: Echo Belser Pa (941-720-4961)
1617 PALMETTO LN, SARASOTA, FL 34236
$2,580,000135 Days on yellowkey MLS ID: A4675351
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2812 Built: 2015 Tax: $18,423 (2025)Community: WhitakersSingle Family
Taxes:$18,423
Remarks: Set within a canopy-covered bayfront neighborhood rapidly emerging as THE place to live, this exceptional modern residence offers a rare blend of architectural distinction and tranquil coastal living. Surrounded by luxury homes along the bay, the property feels delightfully elevated among the trees, with partial bay views unfolding from the rear of the home. Located just north of Downtown Sarasota, this striking 2015 modern design was masterfully conceived by noted architect Dale Parks, AIA. The home showcases refined contemporary architecture with expansive glass framed in concrete, creating a dramatic yet warm aesthetic throughout. The open floor plan is anchored by a stunning Great Room with fireplace and a floating glass-wrapped dining area, all bathed in natural light. The chef’s kitchen features stone countertops, a glass-cut tile backsplash, distinctive Zebrawood accents, a Bosch coffee center, high-end stainless appliances, and an oversized eat-in center island ideal for both everyday living and entertaining. Seamless indoor-outdoor living continues onto a spacious terrace complete with a summer kitchen and TV mount—perfect for hosting gatherings. Polished concrete floors add a sleek, modern touch throughout the main living spaces. The private primary suite wing offers a peaceful retreat with generous closet space and a spa-inspired bath featuring dual vanities, a soaking tub, and private water closet. Floor-to-ceiling windows and sliding glass doors throughout the home invite abundant natural light and enhance the connection to the surrounding landscape. A separate stairway leads to two guest bedrooms and a loft-style office, providing privacy and flexibility for guests or work-from-home living. At pool level, expansive covered and open lounging areas surround the large pool, creating a true resort-style setting. Additional highlights include an oversized storage room, a two-car garage, lush landscaping, and exceptional outdoor living spaces.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
106 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$1,900,000416 Days on yellowkey MLS ID: A4642792
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1999 Built: 1952 Tax: $25,393 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$25,393
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Live just steps from world-famous St. Armands Circle in this beautifully renovated coastal retreat offered at $1,900,000. Perfectly positioned on a rare oversized corner lot, this property presents an exceptional opportunity for both personal enjoyment and investment in one of Sarasota’s most desirable vacation markets. Inside, the light-filled open floor plan showcases custom carpentry, detailed moldings, and refined coastal finishes throughout. The recently remodeled kitchen and baths complement, newer doors, updated HVAC, a new pool pump, and water heater. Designed for relaxed Florida living, the outdoor spaces feature a screened-in pool, private patio, and multiple areas ideal for entertaining or enjoying the island lifestyle. Located just minutes from Lido Beach and vibrant Downtown Sarasota, with easy golf-cart and pedestrian access to world-class shopping, dining, parks, and beach access. With strong vacation rental demand in the area, this home offers outstanding potential as an income-producing property or flexible dual-use coastal residence.
Listing Agent: Cathy Palmer (678-524-1104)
4514 TRAILS DR, SARASOTA, FL 34232
$630,000113 Days on yellowkey MLS ID: A4676981
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2148 Built: 1987Monthly Fee: $177 Tax: $3,485 (2025)Community: TimberlakesSingle Family
Taxes:$3,485
Remarks: Under contract-accepting backup offers. Wake up to shimmering lake views, tranquil mornings, and effortless Sarasota living. Perfectly positioned in The Lakes, this residence offers a rare blend of serenity, convenience, and low-maintenance comfort—ideal for those who value lifestyle as much as location. Vaulted ceilings and expansive windows create a light-filled interior that feels open and welcoming, while the ever-changing lake backdrop brings a calming connection to nature throughout the day. Whether enjoying a quiet coffee on the lakeside deck, hosting sunset gatherings, or unwinding after a long day, this home is designed to elevate everyday living. Life here extends well beyond your front door. Residents of The Lakes enjoy access to two community pools, clubhouse, recreation center with exercise equipment, tennis courts, playground, basketball half-court, and walking paths—creating a true sense of community while keeping maintenance minimal and weekends free. Peace of mind comes standard with a newer roof (2020) and newer A/C system (2024), allowing you to focus on enjoying the Florida lifestyle rather than future projects. Centrally located just minutes from downtown Sarasota, beaches, shopping, dining, and major routes, this home offers effortless access to everything that makes Sarasota so desirable. Come experience lakefront living that feels relaxed, refined, and refreshingly easy—this is a home best discovered and appreciated in person.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Gerard Healy (941-961-2240)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,00082 Days on yellowkey MLS ID: A4681704
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Remarks: Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
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