Location: Sarasota
Do Not Show Listings
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000187 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2341 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,045
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to one of Siesta Key’s best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island’s deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef’s kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately inquire for details.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
7807 38TH CT E, SARASOTA, FL 34243
$389,00029 Days on yellowkey MLS ID: A4693933
0 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1408 Built: 1989Monthly Fee: $27 Tax: $4,468 (2025)Community: CopperfieldSpa: NoSingle Family
Taxes:$4,468
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. Nestled in a quiet section of the desirable Copperfield community, this well-maintained 3-bedroom, 2-bath home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed split floor plan provides privacy and functionality, while multiple living spaces allow you to customize the home to fit your lifestyle — whether you need a formal dining room, home office, additional living area, or flex space. The centrally located, low-fee HOA community offers easy access to the University Parkway corridor, placing you just minutes from a wide variety of shopping, dining, entertainment, and everyday conveniences. Commuting are travel are a breeze with I-75 less than 5 miles away and the Sarasota Bradenton International Airport only 4 miles. Best of all, you can have your toes in the sand on the beautiful Gulf beaches in less than 30 minutes. Inside, the spacious primary suite features an updated en-suite bathroom with stylish shower tile and a relaxing, modern feel. The two guest bedrooms are light-filled, well-proportioned, and share a conveniently located guest bathroom. Multiple sliding glass doors lead to a generously sized screened-in patio overlooking a tranquil pond, creating the perfect setting for morning coffee, outdoor dining, or simply unwinding in a peaceful environment. Major updates have already been completed for added peace of mind, including a new roof in 2018 and HVAC system in 2022. With Copperfield’s low HOA fees and light deed restrictions, this property checks multiple boxes for a wide range of buyers. Whether you are a first-time homebuyer, seasonal resident, or investor seeking a strong income-producing opportunity, this home is a fantastic value and one you will not want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Heather Gehan (941-893-0213)
2830 BAY SHORE CIR, SARASOTA, FL 34234
$1,750,000258 Days on yellowkey MLS ID: A4665647
REDUCED by $50,000 (2.8%) on 06/12/2026
Bed: 6 Bath: 5.0 Liv Area Sq Ft: 4512 Built: 1925 Tax: $6,588 (2024)Community: Bay HavenSingle Family
Taxes:$6,588
Tax Year: 2024
Remarks: HISTORICAL HANDYMAN SPECIAL!!! -MAKE AN OFFER!!! PRICED $250,000 BELOW RECENT APPRAISAL!!! HOUSE IS IN GOOD STRUCTURAL CONDITION BUT NEEDS COSMETIC REPAIRS AND UPDATING-RESTORE A PIECE OF HISTORY-Introducing “La Hacienda del Puesta Sol”, one of Sarasota’s most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920’s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate "La Hacienda del Puesta Sol" - The Estate of the Setting Sun- was officially designated a historical structure by the city of Sarasota, Florida in 1987. It may possibly qualify for National designation. The estate reflects the craftsmanship of its original owner, Albert Roehr, a celebrated artisan whose ornamental ironwork graces the gates of the John Ringling Mansion and landmarks throughout Sarasota and St. Armands. Written history and biography available upon request. The main residence features 3 bedrooms and 3 full baths, filled with original hardwood floors, a grand hardwood staircase, Italian-style tile, ornate crown molding and original chandeliers. A grand wrap-around screened porch captures breathtaking sunsets and sea breezes, accessible through French doors from the formal living room. The parlor and dining room showcase large sunny windows that keep the home bright and inviting. The kitchen includes natural gas, porcelain tile, Brazilian wood cabinetry with glass display, and stone countertops. The expansive primary suite offers abundant windows, original wood floors, a masonry fireplace, and an en-suite bath. A private third-floor widow’s peak provides a secluded hideaway overlooking the bay, perfect for reflection or inspiration. The second bedroom opens to a rooftop sitting area overlooking Sarasota Bay’s private sunset moments. The property includes a historic carriage house with two rental opportunities: a downstairs studio and an upstairs 2-bed/1-bath apartment, each with separate entries. Short-term rentals (7-day minimum) are allowed, creating three potential income-producing residences on one property. The artistic courtyard is a sanctuary—designed by the current owner, well-known commercial artist Norton Rock—resembles an old-world Italian street with a fountain, reflecting pool, concrete arches, and mosaics. It has hosted lavish events for ambassadors, business leaders, artists, and dignitaries and was often used as a creative setting for Ringling art students. Set in the desirable Ringling neighborhood near the John & Mabel Ringling Museum and Mansion, this estate is minutes from downtown Sarasota, SRQ Airport, beaches, restaurants, and cultural attractions. With a legacy of distinguished owners and residents—including Roehr himself, Herald-Tribune Editor George Lindsay, and well known historian and author Karl H. Grismer—this residence is more than a home. It is an irreplaceable piece of Sarasota history. For those who feel drawn to authenticity, craftsmanship, and story—this isn’t just a home. This is your invitation to become part of Sarasota’s history. PLEASE VIEW VIRTUAL TOUR VIDEO
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Donna Palm, Pa (941-270-6575)
7555 HAWKSTONE DR, SARASOTA, FL 34241
$829,999101 Days on yellowkey MLS ID: R4910835
REDUCED by $78,000 (8.6%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3521 Built: 2026Monthly Fee: $288 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under Construction. ****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**** Welcome to the Wekiva. An expansive and sprawling home, this home includes five bedrooms, four full bathrooms, a flex room, upstairs bonus room, and a three-car tandem garage. As you step inside the grand foyer, a flex room sits off to the side. Moving along the wall, a spacious utility room opens up, giving you plenty of room to organize, declutter, and clean. As you reach the heart of the home, you are faced with an incredibly spacious and elegant kitchen. Beautiful cabinets line the walls, and an extra-large island creates room for additional seating and prep space. A walk-in pantry provides even more storage. A cozy breakfast nook lives right next to the kitchen, which opens up into a huge great room. Two sets of sliding glass doors open on to the covered lanai. An extra bedroom and a pool bath sit off the great room, making it an easy transition from outdoor fun to inside living. Going upstairs is like entering another space entirely. The master retreat is truly a tranquil get away with multiple windows to create a bright and airy space. An elegant master bath awaits you with dual vanities, a water closet, an enclosed shower space, and a huge walk-in closet. Three additional bedrooms sit upstairs with a bonus room providing the perfect entertainment space that looks down at the foyer below. The Wekiva is the perfect plan for those who love entertainment, play, and spending time at home.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
719 MALDIVES TRL, SARASOTA, FL 34234
$1,024,990334 Days on yellowkey MLS ID: A4659082
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2903 Built: 2024Monthly Fee: $185Community: Gracewater At SarasotaSpa: YesSingle Family
Taxes:$0
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Current Model Home available , 6 month leaseback in the sought after Gracewater Community right in the heart of Sarasota. Our Bay Haven model home offers generous living space for the whole family to enjoy. With 4 bedrooms, 3.5 bathrooms, office and loft/bonus room, there’s plenty of room for everyone to have their own space. And when it’s time to come together, the open kitchen and great room provide the perfect setting for gathering and entertaining. The attached two-car garage offers convenience and peace of mind for storing vehicles and equipment. The lanai and double-entry laundry room add even more convenience to this already impressive home. And let’s not forget the bonus room – it can serve as a playroom, office, or whatever suits your needs.
Listing is courtesy of: PRIVADA REALTY (941-233-6000)
Listing Agent: Perry Pope (941-737-9124)
5560 ROSEHILL RD #201, SARASOTA, FL 34233
$229,90066 Days on yellowkey MLS ID: A4689325
REDUCED by $20,000 (8.0%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,965 (2025)Community: Admirals WalkCondo
Taxes:$2,965
Elementary School: Ashton Elementary
Remarks: Bright and spacious loft-style condo in the gated community of Admirals Walk. This two-story layout features cathedral ceilings, an open living area, and a flexible loft space suitable for an office, guest area, or media room. The kitchen includes a breakfast bar and pantry, and the split-bedroom design provides privacy for both bedrooms. Each bedroom offers a walk-in closet, and the interior laundry room provides additional storage. Community amenities include a resort-style pool, spa, fitness center, clubhouse, and on-site management. HOA fees include cable, internet, water, sewer, and trash. Conveniently located near I-75, shopping, dining, UTC, downtown Sarasota, and area beaches.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Greg Dudley (240-461-7460)
4471 TRAILS DR, SARASOTA, FL 34232
$525,000108 Days on yellowkey MLS ID: A4683777
REDUCED by $25,000 (4.5%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1987Monthly Fee: $193 Tax: $3,485 (2025)Community: TimberlakesSpa: NoSingle Family
Taxes:$3,485
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Fresh new price, same incredible lifestyle. Welcome to this beautifully maintained 3-bedroom, 2-bath single-family home in The Lakes, a sought-after community in the heart of Sarasota. Offering 1,721 square feet of comfortable living space, this residence features a thoughtfully designed split-bedroom floor plan that balances privacy with everyday functionality. Enjoy added peace of mind with a 2023 roof and hurricane protection, including impact windows and/or shutters, providing both security and energy efficiency. The spacious living and dining areas flow seamlessly to a screened porch — the perfect spot for morning coffee or relaxing evenings overlooking the private, tree-lined backyard. The serene outdoor setting creates a peaceful retreat with plenty of room to entertain, garden, or simply unwind. Residents of The Lakes enjoy an impressive array of amenities, including one clubhouse and two community pools, tennis and basketball courts, a fitness center, and scenic walking trails. Ideally located in central Sarasota, you’re just minutes from world-class beaches, exceptional dining, premier shopping, and the area’s vibrant cultural attractions.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Mary Pat Phillips Radford (941-587-9905)
2097 WASATCH DR, SARASOTA, FL 34235
$360,00060 Days on yellowkey MLS ID: TB8498286
REDUCED by $40,000 (10.0%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1748 Built: 1997Monthly Fee: $173 Tax: $4,639 (2025)Community: WyndhamSingle Family
Taxes:$4,639
Remarks: Located in the desirable Wyndham community with low HOA fees, this home offers a prime central location in Sarasota. Featuring an open floor plan with high ceilings and abundant natural light, the kitchen flows into a dining area, with sliding doors leading to a private screened lanai. Currently configured as a 2-bedroom, 2-bath with a den (tax records reflect a 3-bedroom), the layout offers flexible living space. The primary suite includes an ensuite bath and walk-in closet. Conveniently located just minutes from downtown Sarasota, UTC Mall, and University Parkway, and approximately 10 minutes to Siesta Key and Lido Key beaches. HUD-owned home, sold As-Is.
Listing is courtesy of: STATEWIDE PREMIER PROPERTIES (727-591-4039)
Listing Agent: Chad Crookes (727-591-4039)
8335 NICE WAY, SARASOTA, FL 34238
$499,000109 Days on yellowkey MLS ID: A4680729
1 Days Off yellowkey (back on 6/12/2026)
REDUCED by $16,000 (3.1%) on 05/14/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2032 Built: 1999Monthly Fee: $275 Tax: $3,316 (2025)Community: Turtle Rock Prcl GSingle Family
Taxes:$3,316
Remarks: Under contract-accepting backup offers. Virtually Staged. PROBABLY ONE OF THE LEAST EXPENSIVE 3 BEDROOM PLUS 2 BATH PLUS 2 CAR GARAGE HOME WITH A PRIVATE POOL WITH WATER VIEW IN PALMER RANCH!!!! Come live the Florida lifestyle to the fullest in this beautifully appointed 3-bedroom, 2-bath residence, located behind the gates of the highly sought-after Turtle Rock community in Palmer Ranch, within the maintenance-free Somerset section. Designed and built by renowned local builder Lee Wetherington, this well-crafted home features several generously sized rooms that were thoughtfully customized at the original owners’ request, offering comfort, functionality, and long-term livability. The smart, open floor plan welcomes you through elegant double entry doors into an inviting foyer, immediately showcasing the quality construction and timeless architectural character for which Lee Wetherington homes are known. Classic design elements include soaring double tray ceilings, crown molding, and refined millwork, creating an elegant and versatile backdrop that complements a wide range of design styles. Abundant natural light fills the home, enhanced by an array of windows and sliding glass doors that highlight pleasant lake views and a strong connection to the surrounding landscape. A bay window in the kitchen nook frames the water view, adding character and visual interest without overwhelming the living spaces. The kitchen is well positioned within the home, making it ideal for entertaining and everyday living alike. Featuring solid countertops, ample cabinetry, stainless steel appliances, and a natural gas stove, (Turtle Rock is a natural gas community.) The kitchen easily accommodates gatherings of family and friends throughout the year. Its convenient proximity to the garage via the well positioned laundry room with its washer and dryer and laundry sink to boot, is especially appreciated on grocery days, adding to the home’s thoughtful and functional layout. The extended primary bedroom offers exceptional flexibility, providing ample space for a reading/sitting area, home office, or workout space. The primary suite also includes generous size walk-in closet AND a built-in closets and a well-proportioned ensuite bath. Two additional bedrooms and a full guest bath offer comfortable accommodations for family and guests or additional workspace options. Step outside to the screened-in lanai overloking your very own private pool and enjoy attractive lake views while embracing Florida’s indoor-outdoor lifestyle. The outdoor area provides a welcoming space for casual entertaining or quiet enjoyment. Additional peace-of-mind features include complete home repiping, reflecting the care and attention given to the property over the years. Residents of Turtle Rock enjoy a resort-style lifestyle with access to a community pool, tennis courts, pickleball and basketball courts, and miles of scenic walking and biking trails throughout preserved natural areas. Ideally located just minutes from shopping, dining, and cultural attractions, the home is also close to the Legacy Trail and a short drive to the world-famous sugar-sand beaches of Siesta Key. Lovingly maintained and thoughtfully priced, this residence presents an excellent opportunity to own a quality-built home in one of Palmer Ranch’s most desirable gated communities. Schedule your private showing today and experience the lifestyle Turtle Rock has to offer.
Listing is courtesy of: CP REALTY INTERNATIONAL (941-685-8441)
Listing Agent: Claude Pierre (941-685-8441)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$749,999179 Days on yellowkey MLS ID: A4675587
REDUCED by $50,001 (6.3%) on 05/04/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
6735 KEYSTONE DR, SARASOTA, FL 34231
$510,000119 Days on yellowkey MLS ID: TB8475997
REDUCED by $5,000 (1.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1659 Built: 1969 Tax: $2,026 (2025)Community: Gulf GateSingle Family
Taxes:$2,026
Remarks: Prepare to be impressed. This fully remodeled Gulf Gate gem is a rare opportunity, offering 1,659 square feet of beautifully reimagined living space where luxury meets everyday comfort. From the moment you step inside, you’re welcomed by a bright, open-concept layout designed for modern living and effortless entertaining. Expansive sliding glass doors lead to a spacious screened-in lanai, seamlessly blending indoor and outdoor living — the perfect setting for morning coffee, weekend gatherings, or relaxing evenings. The brand-new custom kitchen is truly the heart of the home, featuring two-tone solid wood cabinetry, elegant quartz countertops, a marble backsplash, and new GE stainless-steel appliances. Every finish was thoughtfully selected to create a refined yet inviting space. The primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bathroom complete with a new double vanity, designer tile shower, and upgraded fixtures as well as a dedicated recirc pump for near instant hot water. Throughout the home, new luxury vinyl plank flooring, fresh interior paint, modern lighting, ceiling fans, and new interior doors create a clean, contemporary coastal feel. Major upgrades provide peace of mind for years to come, including a new shingle roof (2026), new HVAC system (2026), new electric panel (2026), new insulation (2026), Water Heater(2026) and fully replumbed drains and supply lines. Additional highlights include a large indoor laundry room with a custom boot bench, a two-car garage, and a triple-wide driveway offering ample parking. Outside, you’ll appreciate one of the home’s most unique and practical features — a beautifully landscaped, low-maintenance front yard with no grass to mow. As one of the only homes in the neighborhood designed this way, it offers enhanced curb appeal while significantly reducing upkeep and water usage. Just moments to Siesta Key’s sugar-white sands, this Gulf Gate home offers unmatched convenience — walk to A-rated Gulf Gate Elementary, 5 min to Costco, and a dynamic redevelopment of the former Sarasota Square Mall into a vibrant new retail, dining, and residential hub. This is modern coastal living at its finest — move-in ready and designed to impress. Currently the backyard is st augustine sod. The final image is a rendering of what the backyard could be ( at 37 foot deep and 80 feet wide ) there is plenty of room to add a pool/outdoor kitchen. Buyer’s agent to verify all MLS information including room sizes, utilities, and HOA (if applicable).
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Joseph Trupiano, Iii (813-765-6970)
2444 STAR APPLE WAY, SARASOTA, FL 34240
$745,990236 Days on yellowkey MLS ID: A4669338
4 Days Off yellowkey (back on 4/13/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3244 Built: 2025Monthly Fee: $290 Tax: $888 (2024)Community: Windward At Lakewood Ranch Phase 2Single Family
Taxes:$888
Elementary School: Tatum Ridge Elementary
Remarks: Stunning Laurel 2 by Neal Communities in Windward at Lakewood Ranch! This spacious 3,244 sq. ft. home features 3 bedrooms, 3.5 baths, a den, and a spacious bonus room. The open-concept great room flows to a covered lanai with pocket sliding doors and an outdoor kitchen rough-in—perfect for entertaining. The gourmet kitchen offers Timberlake cabinets in Harbor finish, quartz countertops, a tile backsplash, and GE stainless appliances with a gas range. Designer details include wood-look tile flooring, impact windows, coastal stair railing, and a spa-inspired primary bath. Foam wall insulation, recessed lighting, and a pool pre-wire package add comfort and convenience. Enjoy resort-style amenities in Windward—two pools, fitness center, pickleball, tennis, and scenic trails—just minutes from UTC and Gulf beaches.
Listing is courtesy of: NEAL COMMUNITIES REALTY, INC. (941-328-1111)
Listing Agent: John Neal (941-313-8575)
4420 OAK VIEW DR, SARASOTA, FL 34232
$790,00080 Days on yellowkey MLS ID: A4687864
REDUCED by $9,900 (1.2%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2253 Built: 1988Monthly Fee: $172 Tax: $2,990 (2025)Community: Lakes Estates 3 Of SarasotaSingle Family
Taxes:$2,990
Remarks: Under contract-accepting backup offers. Don’t miss this rare opportunity to own a BEAUTIFULLY RENOVATED AND PROFESSIONALLY DESIGNED HOME in the highly desirable Lakes Estates community of Sarasota. Ideally situated on a quiet street, this home offers stunning curb appeal, thoughtful design, and an exceptional blend of modern upgrades and timeless character. From the moment you arrive, you’ll be impressed by the attention to detail, high-end finishes, and inviting indoor/outdoor living spaces that make this property truly special.This spacious 2,253 sq ft home features 3 BEDROOMS, 2 BATHROOMS, and a 2-CAR GARAGE (with a BONUS 4TH BEDROOM not reflected in county records). At the heart of the home is an ALL NEW HIGH-END KITCHEN featuring MARBLE COUNTERTOPS AND BACKSPLASH, NEW DESIGNER APPLIANCES, a CUSTOM RANGE HOOD, breakfast nook, soft-close cabinetry, and HIGH-END DESIGNER LIGHTING AND FIXTURES—perfect for both everyday living and entertaining. Just off the kitchen, you’ll find an OVERSIZED LAUNDRY ROOM WITH CUSTOM CABINETS and a utility sink, providing both convenience and ample storage. The home’s SPLIT FLOOR PLAN offers privacy, with the master suite located off the great room, with two bedrooms and a bath tucked away on the opposite side of the home. The ALL NEW SPA-LIKE MASTER SUITE is a true retreat, featuring a CUSTOM GLASS-ENCLOSED SHOWER, DUAL SINKS, sleek cabinetry, designer lighting and fixtures, skylight, and a LARGE WALK-IN CLOSET WITH BUILT-IN STORAGE. Enjoy direct access to the lanai through a POCKET SLIDING DOOR, as well as a unique private outdoor seating area accessible from the master bath—perfect for quiet mornings or evening relaxation. The GREAT ROOM showcases VAULTED CEILINGS WITH AN EXPOSED BEAM, creating a bright and open atmosphere. A stunning ELECTRIC FIREPLACE WITH CUSTOM STONE FACADE AND WOOD MANTLE serves as the focal point, flanked by MATCHING ARCHED BUILT-IN BOOKSHELVES with custom cabinetry and marble countertops. Seamlessly blend indoor and outdoor living with TWO SETS OF OVERSIZED POCKET SLIDING DOORS that open to the covered and fully screened lanai—ideal for entertaining or enjoying Florida’s beautiful weather year-round. The LARGE, OPEN BACKYARD offers plenty of room to design your dream pool and outdoor oasis, while the front yard features NEW SOD and mature landscaping that enhances the home’s curb appeal. Additional upgrades include NEW FLOORS, NEW LIGHTING, CUSTOM TILE, and FRESH PAINT (interior and exterior), along with a FIVE ZONE IRRIGATION SYSTEM, NEW WINDOWS (2026), NEW ROOF (2023), AC (2012), and a 2-CAR GARAGE WITH NEW EPOXY FLOOR COATING. Residents enjoy access to community amenities including a CLUBHOUSE, FITNESS CENTER, POOL, AND TENNIS COURTS. Conveniently located just a short drive to downtown Sarasota, top-rated schools, dining, shopping, and the area’s WORLD-FAMOUS GULF BEACHES, this home offers the perfect combination of comfort, style, and location. Don’t miss your chance to own this MOVE-IN READY, ONE-OF-A-KIND PROPERTY in one of Sarasota’s most convenient and sought-after areas. Schedule your private showing today!
Listing is courtesy of: INTEGRA REALTY GROUP INC (941-527-8700)
Listing Agent: Tori Krebs (360-719-0781)
5005 BEE RIDGE RD, SARASOTA, FL 34233
$369,0005 Days on yellowkey MLS ID: TB8517363
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1151 Built: 1960 Tax: $3,418 (2025)Community: Ridgewood Estates 01St AddSingle Family
Taxes:$3,418
Remarks: This delightful 3-bedroom, 2-bathroom single-story home offers the perfect slice of the Florida lifestyle, boasting an established vacation rental income history for savvy buyers. Centrally located for ultimate convenience, you are a quick drive from both vibrant Downtown Sarasota and the world-famous Siesta Key Beach. You will absolutely love the expansive backyard and the peaceful view across the street. Plus, you enjoy unbeatable walkability right across the street from the 55-acre Urfer Family Park, giving you instant access to nature trails, playgrounds, and fitness paths. From the street, mature landscaping creates immediate curb appeal. Step inside to a bright, open-concept floor plan, controlled by a modern Google Smart Home thermostat. The chef-ready kitchen comes fully equipped with gorgeous granite countertops, a large island, and updated appliances, including a new microwave and dishwasher (both installed in 2023). Down the hall, the layout features a spacious primary suite with a dedicated workstation, a flexible second bedroom, and a comfortable third bedroom—along with a newly added washer/dryer combo (2023) for ultimate convenience. Step outside into your private backyard to find a brand-new 500+ square foot concrete patio, providing the perfect blank canvas for alfresco dining, entertaining, and soaking up the Florida sunshine. Whether you are looking for a profitable investment or your own private haven, this exceptional property is a must-see!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Krisztina Juhasz (571-423-8772)
290 COCOANUT AVE #601, SARASOTA, FL 34236
$3,270,000364 Days on yellowkey MLS ID: A4655024
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3270 Built: 2025Community: The Edge SarasotaSpa: YesCondo
Elementary School: Alta Vista Elementary
Remarks: Pre-Construction. To be built. Discover a rare opportunity at The Edge Sarasota—where boutique living meets vibrant city life. Residence A is a premier 3-bedroom, 3-bathroom corner residence offering over 3,200 square feet of open, modern living in one of Sarasota’s most in-demand downtown locations. From the 6th floor, this light-filled residence wraps the northwest side of the building offers exceptional natural light with floor-to-ceiling walls of glass. Step out onto your generous wraparound terrace and watch the sunset over the city. Designed to be as unique as you, the home features a great room and separate living room that connects to a chef’s kitchen with Italian cabinetry, Wolf and Sub-Zero appliances including a gas cooktop, a large island with waterfall edge and a butler’s pantry for easy entertaining. A thoughtfully designed owners’ suite provides a true retreat with a gracious foyer, midnight bar, walk-in closet and en suite bathroom featuring dual vanities, private water closets, glass enclosed shower and soaking tub. Beyond your residence, enjoy a curated collection of luxury amenities including a resort-style pool deck with hot and cold plunge pools, cabanas and two outdoor kitchens. The owners’ club focuses on wellness and entertainment with a fully equipped fitness center complete with a yoga room and infrared sauna. Two treatments rooms afford plenty of space for your personal massage therapist or a physical therapy session. The social room includes a lounge, bar, game room and catering kitchen. For more intimate gatherings, reserve the private dining room featuring resident wine lockers and a separate bar area. The building’s boutique size—only 27 residences—creates a community feel in the heart of Sarasota’s vibrant Arts District. Walk to acclaimed restaurants, galleries, boutiques, and the Bayfront, embracing a lifestyle that combines culture, convenience, and sophistication. Construction is progressing with limited opportunities to customize your finishes—secure your place at The Edge today and invest in a rare downtown Sarasota address with lasting appeal. Images shown are artist renderings intended to illustrate the interior finishes and design concepts for this community.
Listing Agent: Steven Moore (401-767-7180)
4170 CENTRAL SARASOTA PKWY #425, SARASOTA, FL 34238
$130,000122 Days on yellowkey MLS ID: A4682441
REDUCED by $25,000 (16.1%) on 06/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998 Tax: $2,350 (2025)Community: Bella Villino ViCondo
Taxes:$2,350
Remarks: Virtually Staged. Welcome to this spacious second-floor corner residence in sought-after Bella Villino. Featuring the desirable Puccini IV floor plan, the largest one-bedroom, one-bath layout in the community with 949 square feet, this condominium offers a rare combination of comfort and functionality. Highlights include hurricane-impact windows, a newly installed roof, fresh interior paint, new carpet, dual bath access, a walk-in closet, and a laundry/utility/storage room. The bright 12-by-10-foot solarium overlooks a tranquil fountain and provides flexible space ideal for a home office, den, yoga studio or potential guest area. Monthly condominium fees include water, sewer and trash. This vacant, move-in-ready condominium also includes a covered, lighted carport, with ample guest parking nearby. Residents enjoy an exceptional resort-style lifestyle with access to a heated pool and spa, elegant clubhouse, fitness center, indoor basketball and racquetball courts, billiards room, business center, tennis and pickleball courts, picnic areas with gas grills, lakeside walking trail, car detail station, pet stations, on-site management and maintenance staff. In award-winning Palmer Ranch, this gated community is just minutes from Siesta Key Beach, Legacy Trail, shopping, dining, golf courses and marinas, making this central Gulf Coast location hard to beat. Easy to show so schedule your private tour today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carlos Santos (941-735-8302)
7434 35TH LN E, SARASOTA, FL 34243
$465,00084 Days on yellowkey MLS ID: A4686705
REDUCED by $10,000 (2.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1983 Built: 2021Monthly Fee: $188 Tax: $6,355 (2025)Community: Grady PointeSingle Family
Taxes:$6,355
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: WOW Seller contributing 10K towards buyers closing costs or lender interest rate buy down!! Stunning Former Model Home in Grady Pointe! Discover this exquisite former model home in Grady Point, featuring an array of luxurious upgrades! This spacious 3-bedroom plus den, 2-bath residence is now available and ready for you to call home. As you step inside, you're greeted by soaring high ceilings and elegant upgraded moldings that set the tone for this sophisticated space. The open floor plan is thoughtfully designed with a split layout, offering both privacy and a seamless flow for entertaining. The chef's kitchen is a true highlight, boasting 42" cabinets, stunning 3cm granite countertops with a full tile backsplash, and stainless steel appliances. A large bar area provides additional seating, making it perfect for gatherings. The oversized dining room is ideal for hosting dinner parties, while the family room features a premium entertainment package for cozy movie nights. Upgraded tile flows throughout the living areas, making maintenance a breeze. Retreat to the luxurious primary suite, designed for relaxation, complete with dual vanities, a private water closet, a walk-in shower, and an expansive walk-in closet—truly fit for royalty! The versatile den is perfect for remote work, study, or hosting guests, complete with built-ins for added convenience. Two sizable guest bedrooms and a well-appointed guest bath round out this remarkable home. Situated on one of the best home sites in Grady Point, you’ll enjoy a tranquil water view with neighbors on only one side. The property is fully fenced, ensuring privacy, and includes an indoor laundry room for added functionality. This home has been meticulously upgraded with top-tier options, from paint to cabinets to millwork. Don't miss the chance to make this dream home yours! Schedule a showing today! Grady Pointe is conveniently situated just three miles north of Downtown Sarasota, providing a serene environment surrounded by small corporate parks, private schools, golf courses, churches, and gated communities. KB Home has limited the neighborhood to fewer than 60 lots, ensuring ample green space for residents. Approximately half of the properties boast scenic views of two large lakes.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
733 TAILWIND PL, SARASOTA, FL 34240
$1,325,00039 Days on yellowkey MLS ID: A4692495
REDUCED by $24,000 (1.8%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2376 Built: 2022Monthly Fee: $433 Tax: $15,703 (2025)Community: Lakehouse Cove/Waterside Ph 3Spa: YesSingle Family
Taxes:$15,703
Remarks: Under contract-accepting backup offers. Welcome to 733 Tailwind Place, a beautifully upgraded residence in the sought-after community of Lakehouse Cove at Waterside, where refined design meets modern convenience. This exceptional home showcases an open, light-filled layout enhanced by elegant tray ceilings, custom stacked stone wall accents, and an electric fireplace that creates a warm and inviting living space. The gourmet kitchen is designed for both everyday living and entertaining, featuring quartz countertops, GE Profile appliances, a reverse osmosis system at the sink, and a stylish built-in wine bar. Throughout the home, plantation shutters, upgraded lighting and fans, app-controlled Lutron dimmers, and custom-built closet systems add both sophistication and functionality. The spacious owner’s suite offers two walk-in closets, dual vanities, and a beautifully designed walk-in shower. A split-bedroom floor plan provides ideal privacy for both guests and family members, while a den/office just off the living area adds flexibility for work or relaxation. The outdoor living area serves as a private oasis, perfect for year-round entertaining or quiet evenings at home. Enjoy unobstructed sunset views overlooking nature and a preserve from the panoramic screened lanai. The custom-built outdoor kitchen is equipped with a grill, sink, and wine fridge, while the sparkling saltwater pool features a spa, sun shelf, and built-in table with bench seating - perfect for playing cards or enjoying a casual meal. Designed for both comfort and peace of mind, the home includes a fenced backyard, hurricane-impact windows and doors, a comprehensive security system with exterior cameras, and Safehouse Security whole-home internet. The garage has also been thoughtfully upgraded with custom storage solutions and a mini-split air conditioner added in 2025. Additional enhancements completed within the last year include a whole-home gas generator, water softener system, sealed driveway and lanai pavers, upgraded landscaping with additional palm trees and decorative rock accents, as well as fresh exterior paint. This move-in-ready home seamlessly blends luxury upgrades with practical features and is offered furnished, with a few exclusions. Lakehouse Cove residents enjoy access to an impressive amenity center featuring a resort-style pool and hot tub, clubhouse, fitness center, kayak boathouse, pickleball and bocce ball courts, dog park, and event lawn. Just minutes away, Waterside Place offers some of the area’s best dining, shopping, entertainment, and its popular farmers market. Conveniently located near I-75, University Town Center, and Lakewood Ranch Main Street, the home is also just a short drive from the pristine beaches of Siesta Key, Lido Key, and Longboat Key.
Listing Agent: Molly Higdon, Llc (941-875-1722)
2744 HIDDEN LAKE BLVD #C, SARASOTA, FL 34237
$144,000112 Days on yellowkey MLS ID: A4683649
REDUCED by $900 (0.6%) on 05/10/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1974 Tax: $1,676 (2025)Community: Hidden Lake VlgCondo
Taxes:$1,676
Remarks: NOW SET UP AS A RENTAL - Furniture can be sold with unit if desired. Fresh and ready to go. Just finished rehab - freshly painted, new granite counters and cabinets in kitchen and bathroom. All new interior doors, water heater and new plumbing. This second-floor 2-bedroom, 1-bathroom condo offers a comfortable layout with an open living and dining area, sliding glass doors that invite natural light, and a screened lanai. The kitchen provides generous cabinet storage and a practical layout, while both bedrooms have ample room and easy access to the full bath. Bring your handyman and complete the renovations to make it your own. Lake Village is known for its mature landscaping, tranquil lake setting, and a wide selection of amenities designed for everyday enjoyment. Residents have access to two swimming pools, tennis courts, a BBQ and picnic area, multiple laundry facilities, and dedicated parking. Monthly fees also include water, sewer, trash, cable/internet, and pest control. The community’s location places you close to shopping, downtown Sarasota, St. Armands Circle, and the world-famous shores of Siesta and Lido beaches.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
2424 ASHTON RD, SARASOTA, FL 34231
$2,442,50052 Days on yellowkey MLS ID: A4691268
REDUCED by $200,000 (7.6%) on 06/08/2026
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2872 Built: 2026 Tax: $5,146 (2025)Community: Phillippi CrestSpa: YesSingle Family
Taxes:$5,146
Remarks: Pre-Construction. To be built. Pre-Construction | To Be Built by E/M Custom Homes. Rare opportunity to build a custom luxury estate on a private 1-acre homesite in a highly desirable Sarasota location with no HOA, no deed restrictions, and not located in a flood zone. The property also offers the potential to be subdivided into four separate parcels, creating exceptional future investment and development opportunities. The lot is available separately for $900,000. This thoughtfully designed floor plan features an open-concept layout with a spacious great room accented by decorative coffered ceilings, a gourmet kitchen with a large center island, quartz countertops, and premium wood cabinetry. The home includes 3 bedrooms, a dedicated den, bonus room, and a 3-car garage, providing flexibility for a home office, gym, media room, or additional living space. Outdoor living is enhanced by a covered lanai and summer kitchen, perfect for entertaining and enjoying the Florida lifestyle. With no deed restrictions, there is ample room for a pool, detached garage, guest house, RV, or boat storage. Ideally located just 2.5 miles from Siesta Key Beach, minutes from Downtown Sarasota, and with convenient access to I-75. Situated within a highly rated school district with access to sought-after magnet schools. Built by E/M Custom Homes, renowned for quality craftsmanship and personalized design-build services. Buyers still have time to customize floor plans, finishes, and selections to create their dream home. Photos are of a recently completed model and are for illustrative purposes only. Other floor plans and customization options are available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Pat Rodriguez (941-685-5805)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.