Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
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Sarasota - 1728 properties found
2069 BOUGAINVILLEA ST, SARASOTA, FL 34239
$1,590,00085 Days on yellowkey MLS ID: A4681866
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3249 Built: 1957 Tax: $13,058 (2025)Community: Long MeadowSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,058
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to this fully furnished, newly updated Sarasota property situated on two combined lots totaling nearly half an acre, offering the flexibility and lifestyle potential in one of the area’s most popular areas of Sarasota. This multiple six-figure producing Airbnb is located just 1.5 miles to Siesta Key and approximately 2 miles to downtown Sarasota, this property provides quick access to world-class beaches, dining, shopping, and entertainment. The main residence features an open-concept floor plan designed for comfortable living and entertaining. A separate in-law suite offers ideal accommodations for guests or extended family, while the detached pool house provides additional flexible space suitable for a game room, private retreat, or entertainment area. At the center of the property is a private courtyard with a large pool, creating a resort-style setting perfect for gatherings and outdoor enjoyment. The oversized double lot allows for ample parking and generous outdoor space, a rare find this close to the beach. Significant upgrades have been completed throughout the property, including a new roof, new A/C units, new electrical, new electrical panels, new water lines to the road, a new irrigation system, and exterior landscape lighting, offering peace of mind for future owners. Whether you are seeking a primary residence, second home, or a versatile property with multiple living areas, this Sarasota residence stands out for its location, lot size, and turnkey condition.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
4440 MEADOW CREEK CIR, SARASOTA, FL 34233
$460,00010 Days on yellowkey MLS ID: TB8501800
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1965 Built: 1980Monthly Fee: $25 Tax: $4,949 (2025)Community: Evergreen ParkSingle Family
Taxes:$4,949
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to your Florida oasis! Nestled in the highly sought-after, tucked-away community of Evergreen Park, this charming 3-bedroom, 2-bathroom single-family home offers 1,965 square feet of comfortable living space on a generous 0.30-acre lot. Step inside to discover a welcoming, light-filled layout that features a cozy fireplace, perfect for relaxing evenings at home. The spacious floor plan provides plenty of room to host and entertain, flowing seamlessly into your incredible outdoor living spaces. Get ready to embrace the ultimate Florida lifestyle! Step outside onto the exceptionally large porch, the perfect shaded spot for morning coffee or dining al fresco. The porch overlooks your private, fully enclosed pool, creating a bug-free, year-round retreat for swimming, entertaining, or simply soaking in the Sarasota weather. Beyond the pool enclosure, the mature yard offers a quiet buffer with endless possibilities for gardening or play. Evergreen Park is a quiet, low-HOA enclave ideally located within the highly-rated Ashton Elementary school district. You’ll enjoy the perfect blend of tranquility and convenience—just minutes away from the shopping and dining along Clark Road, the active lifestyle of the nearby Legacy Trail, and a short drive to the world-famous white sands of Siesta Key Beach. Don't miss out on this fantastic opportunity to make this Sarasota gem your own!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Eric West (352-359-5691)
8517 GOLDEN DAWN CT, SARASOTA, FL 34241
$780,406102 Days on yellowkey MLS ID: A4679598
1 Days Off yellowkey (back on 4/27/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3165 Built: 2026Monthly Fee: $251Community: Cassia At Skye RanchSingle Family
Taxes:$0
Remarks: What's Special: Cul-de-Sac Lot | Game Room | Oversized Pantry | Multi-Gen Suite | South Facing Patio. New Construction – Ready Now! Built by America's Most Trusted Home Builder. Welcome to the Bermuda at 8517 Golden Dawn Court in Cassia at Skye Ranch. This beautiful two-story home offers an open concept design that feels inviting from the moment you step inside, with sightlines from the foyer all the way to the optional extended lanai at the back of the home. With five bedrooms, four bathrooms, and a spacious game room, this floor plan is designed to impress. Just off the entry, you’ll find a secondary bedroom and full bathroom, perfect for guests or a home office. Moving down the foyer, the gourmet kitchen and casual dining area provide plenty of space for gathering, cooking, and conversation. The kitchen features ample counter space, a large island, and a generous walk-in pantry. Beyond the dining area, the great room opens seamlessly to the lanai, creating an easy indoor-outdoor flow. Privately located on the first floor, the primary suite offers a relaxing retreat with a spacious walk-in closet and a well-appointed bathroom featuring a side-by-side vanity and oversized shower. Upstairs, three additional secondary bedrooms and two bathrooms offer flexibility, including one bedroom with an ensuite bathroom and two bedrooms connected by a shared bath. A game room completes the second level, providing extra space to relax, play, or unwind. Located in the heart of Skye Ranch near Clark Road and Lorraine Road, this thoughtfully designed community is surrounded by Sarasota’s natural beauty, with preserved oak trees, scenic lakes, lush palms, and miles of trails connecting you to parks and exceptional amenities. Homes are also zoned for the Skye Ranch K-8 school, offering a connected lifestyle where nature and convenience come together. Additional Highlights include: gourmet kitchen, 8' interior doors, game room, covered extended lanai with kitchen rough ins, impact windows, pocket sliding glass door, crown molding and tray ceilings. MLS#A4679598
Listing is courtesy of: TAYLOR MORRISON RLTY OF FLA (866-495-6006)
Listing Agent: Michelle Campbell (866-495-6006)
7805 38TH CT E, SARASOTA, FL 34243
$425,00013 Days on yellowkey MLS ID: GC539715
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1408 Built: 1989Monthly Fee: $25 Tax: $2,261 (2025)Community: CopperfieldSingle Family
Taxes:$2,261
Elementary School: Kinnan Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath home in a prime Sarasota location! Nestled on a quiet cul-de-sac, this property offers the perfect blend of comfort & Florida living. Step inside to find a well-maintained interior featuring stainless steel appliances and newer flooring. Major updates provide peace of mind, including a new roof (2025) and AC system (2020). Out back, your private oasis awaits—a large heated in-ground pool with a screened enclosure, & fire pit perfect for year-round enjoyment, relaxing weekends, or hosting guests. Location is everything, just a quick stroll to nearby schools, minutes from University Town Center (UTC) Mall for premier shopping and dining, and convenient to Sarasota-Bradenton International Airport for easy travel. Enjoy the benefits of a deed-restricted community with no CDD fees and a low HOA offering affordability without sacrificing neighborhood standards. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this home checks all the boxes. Don’t miss your chance to own a slice of Sarasota living!
Listing is courtesy of: CB ISAAC REALTY (352-475-2199)
Listing Agent: Calee Hinson (386-406-0119)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,00081 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
7249 MEADOWSHADE CT, SARASOTA, FL 34241
$819,99018 Days on yellowkey MLS ID: TB8498668
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2850 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. The Rubytail floor plan by David Weekley Homes in Lakeview Crossing showcases a home layout designed to delight discerning Homeowners and first-time Homebuyers alike. This homes sits peacefully on a serene pond which you will see right away with the welcoming view from the front door, extending through the sunny family and dining spaces and out to the lanai. In this single story dream home, you will find 4 bedrooms, 3 full baths, 1 half bath, dedicated study & car wide garage. Birthday cakes, holiday celebrations, and shared memories will all begin in the lovely kitchen. Start each day refreshed in the Owner’s Retreat, which includes a large walk-in closet and a contemporary Owner’s Bath. Three secondary bedrooms provide ample privacy and great places for unique styles to grow. A sunlit study rests across from the family foyer, offering a versatile location for a home office, student library or a welcoming lounge. Experience the Best in Design, Choice and Service with this new home in Sarasota, FL. At Lakeview crossing you will also be close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles).
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
7775 ULIVA WAY, SARASOTA, FL 34238
$635,00047 Days on yellowkey MLS ID: A4686569
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2008 Built: 2005Monthly Fee: $491 Tax: $3,881 (2025)Community: VillagewalkSpa: NoSingle Family
Taxes:$3,881
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. A NEW TILE ROOF - JUST INSTALLED! - Beautiful Large Tiled Lanai with waterview and two elevated plant boxes and fountain, with eastern sunrises. This home has been thoroughly cleaned with updates including Whirlpool Stainless Steel appliances, crown molding throughout, Plantation shutters and built in bookcases in den, plantation shutters in 2nd & 3rd bedrooms, bright white tile throughout living area, pull out shelving in kitchen, raised Commodes, Samsung Washer & Dryer, Hot Water Heater (2018), cabinets in garage, central vacuum, super clean and move in ready. Accordion Shutters for the best hurricane protection. Village Walk is a wonderful unique community, built hurricane safe with poured concrete walls and foundations. Every home in Village Walk is considered to be a Single Family Home, roofs are tied down to the structures, per the Florida Building Codes and considered to be above average. Inspectors, roofers and Insurance agents that are familiar with Village Walk will share this information with you. Village Walk is in Flood Zone X, an area that is determined to have a very low chance of flooding. FEMA updated, 8/2/24. Flood Zone provided by Sarasota County Tax reports. Evacuation zone X, flood insurance is not mandatory, but flood insurance is available. Village Walk power lines are underground with a Sarasota Fire Department just down Honore, rarely losing power. Amenities include 24 hr guarded gate, geo-thermal heated and cooled lap & lagoon pools, six Har-Tru Tennis courts, Pickle ball, Bocce' Ball and Basketball courts, State of the Art fitness Center, Miles of walking and bike paths, over 500 acres of lakes and preserves. There are over 50 activity groups who meet daily, weekly, or monthly. Plus there is a full service Cafe with full service Bar, Tiki Hut with bar service at the pool, Gas Station, Barber shop/Hair Salon, and Gift Shop. A special NOTE is that Village Walk did not lose power during the hurricanes and there was No flooding. What a Great Place to call home!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
5911 OLIVE AVE, SARASOTA, FL 34231
$375,00028 Days on yellowkey MLS ID: A4688660
REDUCED by $10,000 (2.6%) on 04/27/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1324 Built: 1957 Tax: $3,537 (2025)Community: Golden AcresSpa: NoSingle Family
Taxes:$3,537
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
1275 42ND ST, SARASOTA, FL 34234
$440,000182 Days on yellowkey MLS ID: A4670391
REDUCED by $5,000 (1.1%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1328 Built: 1992 Tax: $4,532 (2024)Community: SunnybrookSpa: NoSingle Family
Taxes:$4,532
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2024
Remarks: Beautiful Sarasota Home Near Beaches, Shopping & Nightlife. Discover this meticulously maintained 3-bedroom, 2-bath, 2-car garage home ideally located in sunny Sarasota, just minutes from renowned beaches, shopping, dining, and vibrant nightlife. Designed with a desirable split-bedroom floor plan, the home offers a spacious open-concept great room perfect for everyday living and entertaining. Off the kitchen features a generous 5x7 storage closet and a convenient indoor laundry area, providing excellent functionality. Step outside to a large screened-in patio, ideal for relaxing or grilling while enjoying Florida living year-round—without the pests. An air-conditioned work shed offers additional space for storage, hobbies, or projects. Notable upgrades and features include an expanded driveway, attractive low maintenance yard scaping, new plank flooring in the bedrooms (2025), fresh interior paint (2025), hurricane-rated windows and doors, AC serviced in 2025, hot water heater (2019), and new blackout blinds. The roof was replaced in 2014. For added peace of mind, the home also includes an exterior generator plug-in and a Gemma’s GM I 2000ED dual-fuel generator (gas/propane). Conveniently located near Ringling College of Art and Design and New College of Florida, this property offers excellent investment and rental potential. Furniture conveys—home is offered completely furnished. A fantastic rental opportunity is available with this property. It is located in City of Sarasota which has 7 days minimum for rentals. Don’t miss out on this move-in-ready Sarasota home in a prime location!
Listing is courtesy of: CHANNELL REAL ESTATE & INVESTMENTS (941-586-6234)
Listing Agent: Dj Morieko (941-356-4431)
7765 CALLE FACIL, SARASOTA, FL 34238
$949,00010 Days on yellowkey MLS ID: A4691162
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 1989Monthly Fee: $833 Tax: $5,472 (2025)Community: PrestanicaSpa: YesSingle Family
Taxes:$5,472
Remarks: Discover an exceptional opportunity to own a beautifully updated golf course residence in the highly sought-after guard-gated community of Prestancia. Ideally situated on a private cul-de-sac, this elegant home enjoys sweeping panoramic views of the 10th hole at TPC Prestancia and offers the perfect balance of luxury, privacy, and convenience. Designed for comfortable living and effortless entertaining, the home features soaring vaulted ceilings, abundant natural light, and a spacious open floor plan. Travertine flooring adds warmth and sophistication throughout the main living areas, while expansive glass doors and windows frame serene golf course and pool views. The custom chef’s kitchen is thoughtfully designed with granite countertops, a large center island, built-in appliances, and a premium Wolf stainless dual fuel range—ideal for both everyday cooking and hosting gatherings. Adjacent dining and living spaces flow seamlessly together, creating an inviting atmosphere for family and guests alike. A standout feature of the home is the indoor/outdoor lifestyle it provides. Step outside to the brick paver screened lanai, where a resurfaced swimming pool and spa overlook the manicured fairways. Whether enjoying morning coffee, sunset cocktails, or weekend entertaining, this private outdoor setting is truly special. Inside, a wet bar complete with ice maker and wine refrigerator adds another level of convenience. Additional improvements and features include newly painted exterior, hurricane impact windows and doors, plantation shutters, barrel tile roof replaced in 2014 and HVAC 2023 for added peace of mind. Prestancia is one of Sarasota’s premier gated communities, known for mature landscaping, winding streets, and an exceptional country club lifestyle. Optional membership opportunities at TPC Prestancia may include championship golf, tennis, dining, and social events. Residents also appreciate the central location, just minutes from Siesta Key Beach, Legacy Trail, downtown Sarasota, Sarasota Memorial Hospital, top-rated restaurants, shopping at The Mall at University Town Center, and the arts and cultural venues that make Sarasota so desirable. This is a rare chance to enjoy resort-style living in one of Sarasota’s most established and respected golf communities.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sean Hickey (941-587-4244)
5175 CANTABRIA CRST, SARASOTA, FL 34238
$630,000187 Days on yellowkey MLS ID: A4669843
REDUCED by $44,000 (6.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2377 Built: 2002Monthly Fee: $684 Tax: $5,027 (2024)Community: Silver OakSingle Family
Taxes:$5,027
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Welcome to the highly desirable GATED COMMUNITY of SILVER OAK. An impeccable community featuring MAINTENANCE FREE LIVING developed by the QUALITY BUILDER- GIBRALTAR. Why settle for unknown quality? Gibraltar is considered one of the best in Southwest Florida when this community was developed. This home was a seasonal residence, like new interior. Enjoy beautiful lakefront views from the minute you enter the home. Notice the custom features including IMPACT WINDOWS, volume trayed ceilings, wood floors, and custom mill work. The current homeowner has lovingly updated every room in the house including the chef’s kitchen with beautiful granite counters, glass tile backsplash and stainless-steel appliances. The breakfast area features lake views where you can enjoy your morning coffee watching the heron fish for breakfast outside your door. The star of the show is the view of the lake through the large 27-foot screened lanai where you can enjoy your favorite beverage as the Florida sunset paints the clouds. A separate formal dining area has plenty of room for family or neighbors to have an elegant meal or simply play cards. A built-in wine bar can be used as butler’s pantry or center for entertaining. The primary bedroom provides more lake views, custom millwork, and an upgraded ensuite spa-like bath where a dip in the garden tub can wash your cares away. Two closets provide plenty of storage. The split bedroom has lots of space for guests. The 3rd bedroom/office has double doors to easily become additional living/entertainment area. The garage is air conditioned and has a spotless polyaspartic (epoxy) floor. Silver Oak is located in the highly popular Palmer Ranch. The Legacy Bike Trail is adjacent to the community and allows you to ride, walk or jog to downtown Sarasota or Caspersen Beach in Venice. Plans are to ultimately link this to trails along the entire west coast of Florida. The home is few minutes from Costco, Target, Lowes and a plethora of other shopping.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Midyett (941-556-5151)
3271 ALEX FINDLAY PL, SARASOTA, FL 34240
$1,399,00032 Days on yellowkey MLS ID: A4688584
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3340 Built: 2002Monthly Fee: $369 Tax: $5,792 (2025)Community: Laurel Oak Estates Sec 02Spa: YesSingle Family
Taxes:$5,792
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. Built in 2002 by Lee Wetherington Homes, this residence stands as one of the newer offerings within Laurel Oak Estates, combining timeless design with thoughtful updates and a sought-after cul-de-sac setting overlooking tranquil pond views. Spanning more than 3,300 square feet, the home is designed for both everyday living and entertaining. High ceilings with tray details, crown molding, arched doorways, and expansive windows create a bright, open atmosphere throughout. A glass double-door entry introduces the formal living and dining spaces, where a built-in buffet or bar enhances functionality for hosting. The living room is highlighted by an aquarium-style window framing views of the pool and water beyond. At the center of the home, the eat-in kitchen serves as the hub of the layout, featuring solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, a center island, breakfast bar, and casual dining nook. The kitchen flows seamlessly into the family room, where pocketing glass sliders open fully to the screened pool deck—creating a seamless indoor-outdoor connection. An oversized media room just off the family room offers additional flexibility and also provides direct access to the outdoor living space. The primary suite is privately positioned and features French doors to the pool deck, dual walk-in closets, and an en-suite bath designed for comfort and functionality. Two guest bedrooms, a dedicated office with built-ins, and a bonus room complete the layout. Outdoor living is equally compelling. The pavered pool deck is fully screened and offers covered lounge and dining areas, a swimming pool, and a raised spa with a waterfall feature—all overlooking peaceful water views. Mature landscaping and a side-entry three-car garage enhance curb appeal, while the short cul-de-sac location adds an extra layer of privacy. A newer roof (2023), updated pool cage (2012), and whole-house generator contribute to the home’s overall readiness. Laurel Oak Estates is a guard-gated community known for its manicured grounds and estate-sized homes. Residents have the option to join Laurel Oak Country Club, offering two championship golf courses, tennis, pickleball, aquatics, and an active social calendar. Beyond the gates, the location places you moments from The Celery Fields, Rothenbach Park, and Waterside Place at Lakewood Ranch, along with UTC’s shopping and dining district. Downtown Sarasota, SRQ Airport, cultural venues, and the Gulf beaches are all within easy reach, creating a lifestyle that balances privacy with accessibility.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
316 BEACH RD, SARASOTA, FL 34242
$5,499,00069 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
Taxes:$37,822
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
$354,999343 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
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 Agent: Lynn Clement (941-650-1138)
4891 PEREGRINE PT E, SARASOTA, FL 34231
$1,650,00029 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
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
$1,399,000207 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
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 Agent: Rinat Sikdar (941-993-9292)
1421 N LAKE SHORE DR, SARASOTA, FL 34231
$4,695,000144 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)
2525 PARADISE PLUM DR, SARASOTA, FL 34240
$1,249,00027 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
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
$7,950,000112 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
$1,295,00014 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)
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