Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Beds: 4 to 4
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Sarasota - 471 properties found
9268 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$649,95023 Days on yellowkey MLS ID: A4689486
REDUCED by $7,050 (1.1%) on 05/01/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2399 Built: 2024Monthly Fee: $251 Tax: $3,598 (2025)Community: Skye RanchSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,598
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Welcome to Skye Ranch and the popular Antigua floor plan, a stunning 4-bedroom, 3 bath, one story home in Sarasota’s premier master-planned “stay-and-play” community! Every square inch of this home's 2,400 square feet is intentionally thought out, starting with beautiful foyer leading you into the heart of the home, the gourmet kitchen and open dining and living space, complete with quartz kitchen island and countertops, bright 42” cabinetry, subway-tile backsplash, gas cook-top, stainless-steel appliances, a butler’s pantry, cabinets galore and the spacious walk-in pantry you’ve been dreaming of! This space opens out to the screened-in-lanai and backyard thanks to pocket sliders that create the ideal Florida indoor/outdoor lifestyle. Enjoy your morning coffee enveloped by nature and calls of the morning birds. The primary suite is a true owner’s retreat, featuring an abundance of natural light, trey ceilings, and a luxurious en-suite including dual sinks with quartz countertops, roomy walk-in shower with bench, separate soaking tub, upgraded tile, water closet and a grand walk-in closet that leads you through to the adjoining laundry room. One bedroom located towards the front of the home provides a separate area for guests and/or family, complete with its own full bath while they other two sleeping areas are centrally located. The flex room with French doors can serve multiple purposes - think office, den, study area, or add a murphy bed or pullout couch! This home really has it all. Upgrades include 8 foot doorways, trey ceilings, tile floors, upgraded baseboards and recessed lighting, pocket doors, Flex space office/study/den, French doors, overhead storage racks in the garage, expanded driveway, Ring doorbell, Vitex smart home ready and pre-plumbed for a pool, spa or outdoor kitchen. Most importantly, this home has one of the lowest CDD’s in the community! Walk to the dog park, the trailhead of Skye Ranch's 20 + miles of nature trails, or to Sunrise pool down the street while building your own. It is also conveniently located near the back entrance making “coming and going” a breeze. Bike, walk or drive to HUB, Skye Ranch’s main amenity center, where you will find weekly food trucks and monthly "markets", along with a full social calendar for all ages; a Café, multiple indoor basketball courts and pickleball; resort pool, toddler pool, and Jr. Olympic pool; rock-climbing wall, state of the art fitness center, water aerobics, yoga, Pilatesl; meeting and event space and a game hang out room. Just announced is the soon to be Lazy River! Don't forget Turner Park and its baseball and sports courts, even a pond with a dock for fishing. Skye Ranch was designed with preserving the natural setting, including our own pair of nesting bald eagles, and it really is a nature lovers paradise. This brand-new "Skye Ranch K-8 School" just opened which means one commute, and the same start and finish time for elementary and middle schoolers! Siesta Key is only a short drive directly west down Clark Rd. Just beyond this tranquil setting, you’ll find all the conveniences Sarasota is known for like restaurants, medical facilities, shopping, dining, art and cultural attractions, near by airports. Whether relaxing at home or exploring the community, Cassia at Skye Ranch offers a lifestyle unmatched in Sarasota!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Elizabeth Smith (941-228-2012)
8420 WEBBER RD, SARASOTA, FL 34240
$1,500,00041 Days on yellowkey MLS ID: A4687127
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: PRIVATE LAKEFRONT ESTATE ON OVER an ACRE-RARE Sarasota Offering Experience the pinnacle of Sarasota luxury living in this exceptional lakefront estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive 4-bedroom, with office /library 3-bath residence offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 24-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
1714 WALDEMERE ST, SARASOTA, FL 34239
$1,800,00035 Days on yellowkey MLS ID: A4688029
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2003 Built: 2000 Tax: $4,256 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$4,256
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Rarely available 2001 built one story home on a 75 ft wide lot in the prime heart of West of Trail/ Southside Village area. One block to Sarasota Memorial Hospital and 3 blocks to the ever popular Southside Village shops and restaurants. A "true" neighborhood, Hudson Bayou is one of the most sought after areas to live in. This 4 bedroom (split bedroom plan) 3 full bath pool home has high ceilings and an oversized 2 car garage.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
5667 WOODLAND SAGE DR, SARASOTA, FL 34238
$515,00012 Days on yellowkey MLS ID: A4690658
REDUCED by $15,000 (2.8%) on 04/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2045 Built: 2021Monthly Fee: $268 Tax: $5,242 (2025)Community: Promenade Estates Ph IiSingle Family
Taxes:$5,242
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: OFFERING $5,000 TOWARDS BUYERS CLOSING COSTS. One of Most Popular Models in the sought after Promenade Estates on Palmer Ranch. This fabulous Lantana model has space for all your family's needs, exceptional storage space and gathering in an open floor plan for making life's best memories. Featuring 9.4 ceilings, master bedroom ceiling tray, cabinets in laundry room, garage storage, exceptionally landscaped, luxury wood-look vinyl plank flooring replacing all carpeting in the bedrooms and a screened lanai. Four-bedrooms and two and a half-bathroom, with the master bath sporting two sinks, walk-in shower and lovely bath for a clean relaxing experience. Glorious larger island in the kitchen and crown trimmed cabinets, stainless steel appliances for a chef's dream. Long table space off kitchen for dining or gathering with family and friends. All with the living room, looking out through the lanai to the southern exposure and fully fenced backyard. A gated community, grand amenities including clubhouse, pool, splash pad, fitness room, volleyball court, basketball half court, dog park and well-kept community for walks. Location is set ten minutes to the Gulf beaches, just over to Sarasota's best dining, shopping and getting active on the Legacy Trail. Oscar Sherer State Park, with 15 miles of trails, this park provides solitude, beauty, challenge and a healthy adventure for everyone. You will want to be the first to see this one.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Argelia Vidal (734-218-4536)
6011 CHAPARRAL AVE, SARASOTA, FL 34243
$435,000108 Days on yellowkey MLS ID: A4678560
0 Days Off yellowkey (back on 5/2/2026)
REDUCED by $34,000 (7.2%) on 04/30/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2063 Built: 1998Monthly Fee: $97 Tax: $4,521 (2024)Community: ChaparralSpa: NoSingle Family
Taxes:$4,521
Elementary School: Robert E Willis Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: One or more photo(s) has been virtually staged. Inquire within about our 3.99% conventional rate option for qualified buyers when utilizing our preferred lender. Welcome to 6011 Chaparral Ave, a well maintained 4-bedroom, 2-bath home with 2,063 sq ft of living space and a private screened-in pool with a brand new filter with housing for pool pump system, ideally located in the desirable Mote Ranch community just off Honore Avenue. This prime location offers effortless access to University Town Center, Sarasota, Bradenton, SRQ Airport, and everything in between making daily commutes and weekend plans equally convenient. Inside, high ceilings and freshly painted interiors create a bright, open feel, while the functional layout is perfectly suited for comfortable living and future customization. The great room and breakfast nook overlook the pool, offering seamless indoor-outdoor flow, and the formal dining room provides flexibility for entertaining, a home office, or a creative reimagining. The home has been thoughtfully cared for, including a newer AC installed in October 2024, giving buyers confidence as they make the space their own. Also new rollers and parts on garage door ($3k) The backyard serves as a peaceful, low-maintenance retreat with mature privacy landscaping ideal for enjoying now while envisioning future upgrades or personal design touches. Whether you’re looking to move right in or slowly update over time, this home offers a strong foundation in a highly sought-after setting. As a Mote Ranch resident, you’ll enjoy access to exceptional community amenities including a private dock on the Manatee River, a Jr. Olympic-sized pool, clubhouse, and miles of scenic walking trails. This is a rare opportunity to own a well-kept home in one of Sarasota’s most convenient and established neighborhoods where location, lifestyle, and potential come together.
Listing Agent: Darrin Campbell, Pa (941-218-0619)
144 GARDEN LN, SARASOTA, FL 34242
$815,00035 Days on yellowkey MLS ID: A4687753
REDUCED by $60,000 (6.9%) on 04/30/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1702 Built: 1956 Tax: $11,003 (2025)Community: Siesta Rev OfSingle Family
Taxes:$11,003
Elementary School: None
High School: None
Middle School: None
Remarks: Exceptional opportunity on the highly sought-after North end of Siesta Key, just steps from Shell Beach. This property offers a prime location less than a block to the Gulf, with convenient access on and off the island via the North bridge. Located only 3 miles to Siesta Key’s world-renowned Main Beach, and under 15 minutes to the vibrant dining, shopping, and cultural scene of downtown Sarasota. The existing structure sustained significant hurricane damage and has been remediated, presenting a unique opportunity for a full renovation or redevelopment. Due to current FEMA guidelines, the property is best suited for a comprehensive remodel bringing the home up to current code, or as a teardown to maximize the full potential of the lot. Zoned RSF2 with weekly rentals permitted, this property is ideal for those looking to create a luxury coastal retreat, a high-performing income-producing vacation rental, or both. The unbeatable location places you in the heart of Siesta Key’s laid-back yet vibrant beach lifestyle, surrounded by world-class beaches, boating, dining, and entertainment. Whether you envision building your dream home or capitalizing on strong rental demand, this is a rare chance to secure a premier lot in one of Sarasota’s most desirable coastal neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Shane O'Neill (949-230-2616)
8232 SUMMER NIGHT RD, SARASOTA, FL 34241
$1,990,00047 Days on yellowkey MLS ID: A4686481
REDUCED by $60,000 (2.9%) on 05/01/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4541 Built: 2020Monthly Fee: $220 Tax: $17,992 (2025)Community: Skye RanchSpa: YesSingle Family
Taxes:$17,992
Middle School: K-8 At Clark And Lorriane
Remarks: Perfection in Skye Ranch. This former Beacon model offers refined design and effortless indoor and outdoor living on a private preserve lot. Completed in 2020, the home features 4,541 square feet of thoughtfully curated space with soaring ceilings, a great room with custom built-ins and a fireplace, and an entertainer’s kitchen with an oversized island, built-in ovens, a walk-in pantry, and lit cabinetry. The main level includes a study, formal dining area, two en suite guest rooms, and an owner’s retreat with patio access, dual custom closets, and a spa bath with an oversized dual entry shower. Upstairs, a spacious game room with a wet bar and full bath adds flexibility for guests or recreation. Pocket sliders open to a resort-style lanai with pool, spa, and summer kitchen surrounded by peaceful preserve views. Features include impact windows, motorized shades, whole-home audio, three-zone HVAC, and a three-car garage. Located within the gated Cassia neighborhood, just minutes to top schools, Waterside, and Siesta Key.
Listing Agent: Irma Scherer (305-490-8981)
7245 MEADOWSHADE CT, SARASOTA, FL 34241
$849,99073 Days on yellowkey MLS ID: TB8478629
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3035 Built: 2026Monthly Fee: $160 Tax: $8,259 (2026)Community: Lakeview CrossingSingle Family
Taxes:$8,259
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. Live in luxury with The Colston floor plan, by David Weekley homes, located in the brand-new, suburban lifestyle, gated community of Lakeview Crossing in Sarasota. This single-story home gives you over 3,000 sq ft of comfort, sitting peacefully on a pond, where you can imagine coming home to serene views with sightlines of the pond from the moment you walk in the front door. Once inside, you’ll love the thoughtfully designed open concept with vaulted ceilings in the main living areas, flooded with natural light and a designer kitchen perfect for celebrating all of life’s milestones. The French County interior design selections give this home a warm and comforting feel you won’t want to leave. The owner’s retreat is split from the guest bedrooms, so you will have your own private oasis to wind down and feel royal in. In addition to the 4 bedrooms, there is a dedicated den with French doors where you can work in peace as well as a TV/bonus room the family can sneak away in. The 4-car tandem garage gives you plenty of storage and space to park all your vehicles, and the extra spacious indoor utility room will make you want to do your laundry more. Enjoy your morning coffee or evening glass of wine out back on your extended lanai or even on the spacious front porch where you can watch the kids play. Sitting on an oversized lot, you have plenty of room to add a pool and create the backyard oasis of your dreams. Also, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Experience the Best in Design, Choice and Service with this new David Weekley home in Sarasota, FL. **This property offers a limited-time interest rate incentive.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,695,000122 Days on yellowkey MLS ID: A4676686
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
9669 CRYSTAL ISLES CIR, SARASOTA, FL 34241
$669,999165 Days on yellowkey MLS ID: R4910290
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2133 Built: 2026Monthly Fee: $358 Tax: $500 (2025)Community: Grand ParkSingle Family
Taxes:$500
Remarks: MODEL NOW OPEN!!! ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** The Braden reflects quiet elegance and modern design. Its layout includes 1 story, 4 bedrooms, 2 bathrooms, den and an open-concept kitchen and great room. The home also features tray ceilings, gourmet kitchen, and a tankless water heater. When you enter the Braden, you walk straight into the heart of the home. A spacious and elegant kitchen area awaits with a large island for extra prep space. Tons of cabinet storage allows for decluttered and open sight lines through the dining space and into the great room. In the Braden, 3 additional bedrooms sit in their own wing of the house. The owner's suite is a tranquil oasis where a spacious walk-in closet, owner's bath with double sinks, and an enclosed shower await you. A cozy den allows for a quiet home office or play room. The Braden is perfect for those who need space, flexible living arrangements, and an elegant design.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
7575 SEAHAWK AVE, SARASOTA, FL 34241
$689,999247 Days on yellowkey MLS ID: R4909846
REDUCED by $78,000 (10.2%) on 04/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2851 Built: 2025Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Remarks: ****SPECIAL FINANCING AVAILABLE FOR A LIMITED TIME ONLY FROM PREFERRED LENDER. RESTRICTIONS APPLY, FOR QUALIFIED BUYERS, SUBJECT TO APPLICABLE TERMS AND CONDITIONS. SUBJECT TO CHANGE WITHOUT NOTICE**** MODEL NOW OPEN!! This well-appointed two-story home offers four bedrooms, two and a half bathrooms, and a two-car garage, spanning 2,851 square feet of living space. The first floor is designed for convenience and comfort, featuring an open-concept layout that seamlessly blends the kitchen, dining area, and great room. The kitchen includes a walk-in pantry and plenty of counter space. The great room and dining area open to a covered lanai, perfect for relaxing or entertaining outdoors. The owner's suite is also located on the main level, offering a peaceful retreat with dual walk-in closets and a spa-inspired owner's bath with dual sinks and a separate shower. The first floor also includes a den near the entry—ideal for an office or hobby space—and a laundry room. Upstairs, the second floor features three secondary bedrooms, each with its own walk-in closet, and a shared full bath. A spacious loft serves as a versatile space, perfect for a game room, media area, or additional living space. With ample storage, thoughtful details, and plenty of space for both relaxation and entertaining, this home is perfect for those seeking a balance of style and functionality.
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,390,000265 Days on yellowkey MLS ID: A4661864
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Elementary School: Phillippi Shores Elementary
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing Agent: Kelley Callaway (941-928-0642)
1521 S LAKE SHORE DR, SARASOTA, FL 34231
$5,980,000456 Days on yellowkey MLS ID: A4637673
REDUCED by $310,000 (4.9%) on 04/20/2026
Bed: 4 Bath: 6.0 Gar: 4 Liv Area Sq Ft: 4866 Built: 2025Monthly Fee: $25 Tax: $7,375 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$7,375
Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
5521 BLUE WATER BLVD, SARASOTA, FL 34238
$1,095,00032 Days on yellowkey MLS ID: A4687351
REDUCED by $54,000 (4.7%) on 04/29/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2632 Built: 2023Monthly Fee: $396 Tax: $8,838 (2025)Community: Sunrise PreserveSpa: YesSingle Family
Taxes:$8,838
Elementary School: Ashton Elementary
Remarks: An Elegant Gem best describes this meticulously maintained home in the popular, newer gated community of Sunrise Preserve, with no CDD and low HOA fees. Perfectly situated on a wide lakefront lot near the front of the community close to the Resort Style Clubhouse. All IMPACT WINDOWS and DOORS. This highly sought-after Jubilee Model has 4 large Bedrooms, 3 full baths, and 8 ft doors. The Inviting Front Porch leads you into a stunning residence featuring custom millwork, tray ceilings, crown moldings and Level 5 neutral tile floors. High-end window treatments including white plantation shutters and 8 ceiling fans. A chef-inspired gourmet kitchen boasts white cabinetry with glass doors and soft close drawers, an oversized quartz island, and undermount lighting in addition to upper cabinet lighting. Upgraded stainless steel appliances including a Bosch Refrigerator, gas cooktop and a generous pantry. A spacious owner’s retreat exudes comfort and sophistication. The en-suite bath features dual vanities, quartz counters, a large walk-in shower with frameless glass, and an expansive walk-in closet. 3 additional bedrooms and 2 baths are located on the opposite side of the house. Step outside to the enclosed, pavered lakefront lanai with panoramic seamless screening to enjoy sweeping water and nature views year-round, along with a fully equipped, brand new outdoor kitchen with gas grill, sink and refrigerator. Hurricane-Rated Roll Down Power shades protects the lanai. The 3-car garage has epoxy flooring, a sink, and a tankless hot water heater. Residents enjoy a resort style lifestyle with a stunning clubhouse and bar lounge, state of the art fitness center, yoga studio, heated pool & spa, pickleball, tennis, bocce ball courts, as well as inviting social spaces. Professional landscaping is included in the low HOA fee. Most furnishings are available for purchase via a separate contract.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00026 Days on yellowkey MLS ID: A4689084
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
589 COMMONWEALTH LN, SARASOTA, FL 34242
$2,200,0003 Days on yellowkey MLS ID: R4910990
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1972 Tax: $9,116 (2025)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$9,116
Remarks: Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024, and since then the electric and plumbing systems were totally redone. The brand new flooring is a beautiful sandy tile, much like the color of the sand on world renowned Siesta Key beach. Take invigorating walks or bike rides and view the magnificent sunsets on the beach. The roof is older but has been inspected and is in excellent condition. There are lots of plush plantings and a dock right outside of the screened pool and lanai. Come see for yourself! This home should not be missed! Buy yourself a piece of paradise, there's only so much to go around!
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: June Mceleavy (941-228-8139)
6418 JACKIE LYNN CT, SARASOTA, FL 34241
$899,9004 Days on yellowkey MLS ID: A4690185
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3304 Built: 1997Monthly Fee: $170 Tax: $6,410 (2025)Community: SerenoaSingle Family
Taxes:$6,410
Remarks: This exceptional 3-bedroom + den (optional 4th bedroom), 3.5-bath estate home stands out with its rare oversized half-acre lot, offering privacy and space that’s nearly impossible to find in today’s newer communities. Located in the desirable Serenoa Golf community, where golf membership is not mandatory, and the course is open to the public, residents also enjoy a welcoming clubhouse featuring a bar and restaurant—perfect for casual dining and socializing. Surrounded by majestic oak trees and lush landscaping, the property offers a peaceful, park-like setting with breathtaking golf course and lake views overlooking the 2nd hole, along with unobstructed sunset views that make every evening feel like a retreat. Positioned near the end of a quiet cul-de-sac, this home provides exceptional privacy and minimal traffic. Inside, you’ll find soaring ceilings, an open floor plan, and abundant natural light, creating a spacious, airy feel throughout. Lovingly maintained by its original owners, this home reflects true pride of ownership and offers a solid, move-in-ready foundation, while presenting a great opportunity for a new owner to update and personalize finishes to their own style. Major updates have already been completed, including a roof replaced in 2020, water heaters in 2025, and dual AC systems in 2016—providing peace of mind where it matters most. Step outside to your private oasis featuring a sparkling pool and expansive lanai, perfect for entertaining or relaxing while enjoying serene golf and water views. Additional features include hurricane shutters for added security and convenience. Ideally located near top-rated dining, shopping, parks, and just 7 miles to Siesta Key’s world-renowned beaches, this home offers the perfect blend of luxury, privacy, and location. Whether you're searching for a spacious Florida home, golf course property, large lot estate, or private pool home near Siesta Key, this residence offers exceptional value and endless potential. Furniture is available and negotiable.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Gina Kiger (941-313-5464)
5047 VINSON WAY, SARASOTA, FL 34232
$535,00020 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
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)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,25062 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Remarks: One or more photo(s) has been virtually staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
701 TYLER DR, SARASOTA, FL 34236
$5,995,000124 Days on yellowkey MLS ID: A4676329
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3832 Built: 1977 Tax: $26,279 (2025)Community: Lido Beach Div BSpa: NoSingle Family
Taxes:$26,279
Middle School: Booker Middle
Remarks: An Exquisite Bayfront Residence on Prestigious Lido Key, Sarasota. This meticulously reimagined two-story bayfront masterpiece embodies the pinnacle of sophisticated coastal living. Offering 3,832 square feet of thoughtfully designed interior space which was fully renovated in 2017, including impact-resistant doors and windows and a new roof. The residence features 4 ensuite bedrooms, a state-of-the-art 2025 gourmet kitchen, designed for discerning entertainers, showcases premium appliances, custom cabinetry, and an expansive island that serves as the heart of the open-plan living areas. The new elegant flooring unifies the bright, voluminous interiors. The second story includes a spacious home office with views over the pool to the bay. Beyond the interiors lies a private waterfront sanctuary: a heated saltwater pool overlooks an expansive floating dock, ideally suited for vessels of varying sizes, kayaks, or paddleboards. Unobstructed sailboat access invites effortless exploration of the bay and beyond. Additional conveniences include a spacious two-car garage, proximity to downtown Sarasota's vibrant cultural scene, a 15-minute drive to Sarasota-Bradenton International Airport. Close by is the pristine sands of Lido Beach with the most spectacular sunsets and moments away is St. Armands Circle's dining and shopping. Framed by the preserved mangroves of Otter Key, the sheltered waters host an abundance of marine life, dolphins, manatees, and graceful wading birds frequently enchant residents with their presence. This extraordinary property represents a rare harmony of tranquil waterfront serenity, impeccable modern enhancements, and unparalleled proximity to Sarasota's finest amenities—an enduring legacy of refined coastal elegance. Independently certified appraisal on 03/05/2026 by Birkholz Appraisal Group: Value by sales comparison approach $5.9M and Value by cost approach $6.2M
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Mark J Baron (941-241-7633)
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