Displaying: For Sale
Location: Sarasota
Property Type(s): Single Family
Price: $1,000,000+
Do Not Show Listings
Sarasota - 625 properties found
2932 LEXINGTON ST, SARASOTA, FL 34231
$1,050,00024 Days on yellowkey MLS ID: O6398108
REDUCED by $150,000 (12.5%) on 04/28/2026
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4005 Built: 1978 Tax: $9,041 (2025)Community: Colonial TerraceSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,041
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Welcome to this stunning income producing home located minutes to Sarasota's most desirable attractions such as Siesta Key Beach, Selby Gardens, Downtown Sarasota, Longboat Key, and University Town Center Mall. This home consists of 3 income producing units or make it your very own primary residence or vacation dream home. With 3 separate entry ways you can rent two and occupy one or join all 3 together to make it a luxurious family home. Can be sold as a package deal with #06399746,#06399737, #06399693, #06399686
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000110 Days on yellowkey MLS ID: A4678121
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$21,576
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Morris, Pa (941-544-3332)
3424 OLD OAK DR, SARASOTA, FL 34239
$1,095,00034 Days on yellowkey MLS ID: A4688216
REDUCED by $100,000 (8.4%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSpa: NoSingle Family
Taxes:$10,828
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
5045 OXFORD DR, SARASOTA, FL 34242
$3,999,00066 Days on yellowkey MLS ID: A4681817
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 1950 Tax: $21,230 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$21,230
Middle School: Sarasota Middle
Remarks: Set on a double lot, and Grand Canal-front on Siesta Key, this is one exceptional waterfront offering! Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock with a 10,000 lb. lift. Rare 100' stretch of unspoiled waterfrontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive living areas, elegant finishes, and seamless indoor-outdoor flow ideal for entertaining and everyday luxury. Embraced by a stately motor court, surrounded by opulent landscaping, the home offers a welcoming atmosphere. The kitchen is expansive, beautifully redesigned, and built for hosting large gatherings; a Culinary Haven with a Chef's Island as the centerpiece, complete with top-of-the-line appliances, including a Wolf 6-burner gas range, a Sub-Zero refrigerator, and a secondary Sub-Zero refrigerator is also included. A nugget ice maker, and wine fridge in the dining room's dry bar sets the tone, with a luxurious dining room offering a large space for dinner parties, also could double as a formal living room. There are two primary suites, one downstairs, and one upstairs. The downstairs suite is perfect for guests or an in-law unit. The second-floor primary suite is a private retreat, elevated above it all and wrapped in natural light. Large windows frame tranquil canal views and lush, mature landscaping, creating a serene, tree-lined outlook that feels both peaceful and secluded. The main primary bath, a dream en-suite bath, a luxurious area that incorporates dual sinks, a rainfall glass enclosed shower, separate soaking tub, and private water closet. A voluminous walk-in closet, with a built-in vanity, acts as the quintessential, functional anchor. An additional 1 to 2 guest bedrooms on the second floor, with a 4th full bath. 2nd floor loft/game room is a perfect room for a getaway, or read a book on its outdoor terrace. Back downstairs is a home office, a private workspace. The first floor family room is a large media room with sliders to access the lanai, and the two-story pool cage that will be a family favorite, with its salt water pool and spa. Step outside and fire up the grill. The expansive outdoor living area is designed for effortless gatherings and all-day enjoyment. An outdoor kitchen with a built-in grill, and eat-up bar, allows for making it easy to host everything from casual lunches to evening cookouts. Multiple table spaces offer comfortable shaded seating, perfect for dining, games, or lingering conversations. Completely renovated estate. This beautiful home is essentially brand new. A grand space that's Just minutes from the sugar-sand shores of world-famous Siesta Key Beach, once again voted the number 1 beach in America by TripAdvisor, along with premier dining, night life at Siesta Key Village, and endless boutiques for shopping. One of Siesta Key's most desirable waterfront locations. Come experience a serious boater's dream come true!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
8245 GRANDE SHORES DR, SARASOTA, FL 34240
$1,540,00033 Days on yellowkey MLS ID: TB8492764
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3579 Built: 2019Monthly Fee: $408 Tax: $2,917 (2025)Community: Lakehouse Cove/Waterside Ph 1Spa: YesSingle Family
Taxes:$2,917
Elementary School: Tatum Ridge Elementary
High School: Booker High
Middle School: McIntosh Middle
Remarks: A custom home in Lakehouse Cove built for indoor-outdoor living, with a preserve lot, heated saltwater pool, and direct access to everything Waterside has to offer. Set within one of Lakewood Ranch's most sought-after addresses, this Tideland model sits on a south-facing preserve lot where the backyard feels genuinely removed from the world. The heated saltwater pool and spa with deck jet water features and panoramic screen enclosure are built for year-round use, and the oversized lanai gives you real room to live outside, not just pass through it. A built-in gas grill makes hosting easy, and the front porch looks out over a quiet neighborhood park with a water view, a detail that never gets old. Inside, the first level is finished in porcelain tile throughout, with 12-foot ceilings accented by decorative trays, 8-foot doors, and plantation shutters that let you control light without sacrificing it. Designer fixtures and fans, thoughtfully placed, add character without competing for attention. The kitchen is built around how people actually cook: a gas range, top-tier built-in appliances, shaker cabinets with wood pullouts and soft-close hardware, and quartz countertops with room to work. It opens naturally into a sunlit dining area and a generous living room anchored by a decorative wall with electric fireplace. A full wall of sliding glass doors erases the boundary between inside and out. The primary bedroom opens directly to the pool via slider and feels like a genuine retreat. The bathroom delivers: dual vanities, a freestanding soaker tub, and a walk-in shower with clean, considered design. Every closet in the home, starting with the primary's custom built-ins, is finished with the same attention to detail. Near the front of the house, a second bedroom with en suite bath and walk-in closet offers privacy for guests or family. A den with windows and slider access to the pool works equally well as a home office, reading room, or a 4th bedroom. The laundry room is smartly fitted with folding and hanging stations, and a mudroom with built-in bench at the entry keeps arrivals organized without effort. A half bath doubles as a pool bath, positioned exactly where you need it. Upstairs, a second living area with kitchenette and newly upgraded carpet gives flexibility for guests, extended family, or a space that simply does something different. The bedroom up here has sweeping preserve views, a large custom walk-in closet, and a full bath, a complete suite unto itself. A three-car garage handles vehicles and hobbies with room to spare. Lakehouse Cove residents have access to a resort-style pool, fitness center, pickleball courts, a private marina with kayak and canoe launch, and a water taxi connecting directly to Waterside Place, a genuine town center worth the trip. This is a home that was designed with intention and lived in with care. Schedule a private showing and see it for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Tim Terpening (813-545-5302)
3458 ANGLIN DR, SARASOTA, FL 34242
$2,595,00073 Days on yellowkey MLS ID: A4683447
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2513 Built: 1983 Tax: $19,659 (2025)Community: Bay Island ParkSpa: NoSingle Family
Taxes:$19,659
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to Bay Island, ideally positioned on the north end of Siesta Key, where island living meets exceptional convenience. Just moments from Siesta Beach, Siesta Key Village, and downtown Sarasota’s waterfront dining and cultural offerings—with easy access on and off the island—this elevated Key West-style residence is set across a rare double lot, an uncommon offering on Siesta Key. Fully renovated in late 2019, the home features new siding, roof, electrical, plumbing, irrigation, hurricane-rated windows and French doors, and two HVAC systems. It has since been further enhanced with premium retractable invisible screens on all French doors, kitchen and bath refinements, and a whole-house water filtration system, along with additional upgrades that reflect its continued care and quality. The open-concept floor plan is filled with natural light, highlighted by vaulted ceilings, LVP flooring, and a natural gas fireplace. Multiple covered terraces extend the living space outdoors, reinforcing the home’s relaxed coastal design. The kitchen is designed for both everyday living and entertaining, centered around a large quartzite island with extensive drawer storage and pull-out shelving. A full Thermador appliance package includes a gas range, refrigerator and freezer columns, and dishwasher. Soft-close cabinetry and thoughtful storage solutions provide both function and efficiency. French doors open to an oversized covered deck overlooking mature tropical landscaping. The well-sized owner’s suite is located on the main living level and includes a walk-in closet and a private en-suite bathroom featuring a double vanity and large walk-in shower. A den on this level offers flexibility and can easily serve as a fourth bedroom or home office. Upstairs, two generously sized guest bedrooms share a newly appointed bathroom and enjoy access to a third-level terrace ideal for sunset views. Outdoor living sets this property apart. The double lot creates an expansive backyard with a recently resurfaced pool, travertine decking, and multiple covered terraces—an uncommon offering on Siesta Key. The additional lot provides flexibility for future enhancements while preserving privacy and open space.
Listing Agent: Barbara May (404-822-9264)
7660 SEAHAWK AVE, SARASOTA, FL 34241
$1,069,97739 Days on yellowkey MLS ID: R4910941
INCREASED by $8,000 (0.8%) on 04/01/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3899 Built: 2026Monthly Fee: $295 Tax: $500 (2025)Community: HawkstoneSingle Family
Taxes:$500
Elementary School: K-8 At Clark And Lorriane
Middle School: None
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**** The Santa Fe is a beautifully designed two-story home offers 5 bedrooms, 3.5 baths, and a spacious 3-car garage, totaling 3,901 square feet of functional living space. The first floor features a flex room off the foyer. Step through the foyer to find an open-concept layout centered around the great room, which seamlessly connects to the café and kitchen. The kitchen includes a walk-in pantry, ample counter space, and optional upgraded cabinetry and appliances for added convenience. Adjacent to the main living area, a covered lanai extends your entertaining space outdoors. The first-floor owner’s suite is a private retreat, complete with a large walk-in closet and a spa-like owner’s bath with dual vanities, a soaking tub, and a separate shower. Additional main-level highlights include a flex room near the foyer—perfect for an office or playroom—and a convenient mudroom with access to the laundry area and garage. Upstairs, the home features 4 secondary bedrooms, each with a walk-in closet for plenty of storage. Two full baths, one shared and one private, provide convenience for family or guests. A spacious bonus room serves as a versatile space for a media room, game room, or additional lounge area. The second floor also includes an overlook to the great room below, adding a sense of openness to the layout. With abundant storage options, modern conveniences, and flexible spaces, this home is designed to fit the needs of growing families and those who love to entertain.
Listing is courtesy of: FLORIWEST REALTY GROUP, LLC (407-436-6109)
Listing Agent: Elizabeth Stephens (941-334-4934)
4942 HUBNER CIR, SARASOTA, FL 34241
$1,988,80045 Days on yellowkey MLS ID: A4686890
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 5677 Built: 1981Monthly Fee: $122 Tax: $16,949 (2025)Community: Foxfire WestSingle Family
Taxes:$16,949
Elementary School: Lakeview Elementary
Remarks: One or more photo(s) has been virtually staged. 4942 Hubner Circle in Sarasota, Florida presents a rare opportunity to own a 2-acre luxury estate in the highly sought-after Foxfire West equestrian community, offering privacy, space, and modern design just minutes from everything Sarasota has to offer. This 5,500+ square foot contemporary estate delivers a level of quality and detail that is difficult to replicate at this price point. Featuring 4 bedrooms, 5 bathrooms, a private office, expansive loft, and a fully equipped in-law suite, the home is designed for today’s luxury lifestyle, ideal for multigenerational living, hosting guests, or creating flexible living arrangements. Upon entry through the mahogany pivot door, the home opens to an abundance of natural light and a seamless indoor-outdoor flow. The main living space is highlighted by a double-sided fireplace and a 260-bottle temperature-controlled wine room. The chef’s kitchen is equipped with stainless steel appliances, sleek cabinetry, and an open layout that connects to the dining and living areas, all positioned to capture views of the surrounding natural landscape. In 2022, an extensive renovation was done and included level 5 smooth walls, updated electrical, plumbing, insulation, appliances & new paver driveway. The primary suite and additional bedrooms offer a private retreat with spa-inspired bathrooms, neutral finishes, and thoughtful design elements. Outdoor living is equally impressive, featuring a pool, expansive entertaining deck, and pergola for outdoor dining, all set within the privacy of 2 usable acres. The property also allows for additional improvements, including a detached garage or car lift, guest house or casita, screened lanai, outdoor kitchen, barn or horse stables, and sport courts. Located within an A-rated school district and in one of Sarasota’s premier acreage communities, the property is approximately 9.2 miles to Siesta Key Beach, 9 miles to Downtown Sarasota, and 9 miles to University Town Center, with convenient access to shopping, dining, and major roadways. Opportunities to own a fully renovated estate with acreage in Sarasota, Florida at this price point are limited.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Noah Ward (715-531-8021)
8315 EAGLE XING, SARASOTA, FL 34241
$1,039,00060 Days on yellowkey MLS ID: TB8483639
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3119 Built: 1998Monthly Fee: $183 Tax: $8,641 (2025)Community: Preserve At Misty CreekSpa: NoSingle Family
Taxes:$8,641
Elementary School: None
High School: None
Remarks: LAKE VIEWS! 4BR/3BA + Living room & dining room, huge family room. Kitchen with island. 3 car garage. Whole house water softener. Pool & deck area w/ 2 lanais. FSBO Fully Furnished..
Listing is courtesy of: JACK KELLER INC (727-586-1497)
Listing Agent: John Keller, Iii (727-586-1497)
316 W ROYAL FLAMINGO DR, SARASOTA, FL 34236
$4,975,00076 Days on yellowkey MLS ID: A4682743
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4070 Built: 2001Monthly Fee: $110 Tax: $32,034 (2025)Community: Bird KeySpa: NoSingle Family
Taxes:$32,034
Remarks: Experience serene waterfront living in this custom residence on Bird Key, one of Sarasota’s most prestigious island communities. This exceptional property presents a rare opportunity to own a private slice of paradise, offering sweeping bay views, refined coastal design, and an extraordinary lifestyle at an outstanding value. Designed for both comfort and entertaining, the home features three spacious en-suite bedrooms, including a luxurious primary suite that serves as a tranquil retreat. Wake each morning to panoramic water views, unwind in a spa-inspired hydra-jet soaking tub framed by bay windows, and enjoy dual walk-in closets, dual vanities, and a separate glass-enclosed shower. Rich oak floors, a welcoming fireplace, and custom cherry-wood cabinetry add warmth and sophistication throughout the open-concept living spaces. Double glass doors lead to an expansive lanai, perfect for sunrise coffee or sunset cocktails beside the free-form pool. The generous patio offers multiple seating areas, while a private dock with a 16,000-lb. lift invites effortless boating, kayaking, and fishing adventures. From your backyard, watch dolphins and manatees glide by, with the Gulf of Mexico just a short ride away. The chef’s kitchen is equally impressive, appointed with premium appliances, a six-burner Dacor gas range with dual ovens, rich cherry cabinetry, a central island, and a Sub-Zero wine refrigerator—ideal for hosting unforgettable gatherings. Outside, a circular paver driveway, mature tropical landscaping, and stately Royal Palms create a grand first impression. Positioned on a spacious, protected boat basin with coveted western exposure, the home captures Sarasota’s legendary sunsets in spectacular fashion. Located just two miles from downtown Sarasota’s vibrant arts scene, fine dining, and boutique shopping, the property also offers close proximity to St. Armands Circle and the pristine shores of Lido Beach—placing world-class shopping, dining, and white-sand beaches within easy reach. This is waterfront living at its finest—where elegance, comfort, and coastal beauty meet.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
611 VENICE LN, SARASOTA, FL 34242
$1,072,00012 Days on yellowkey MLS ID: A4686684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1972Monthly Fee: $42 Tax: $9,119 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$9,119
Remarks: Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key with low HOA fees of just $500 per year, you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.
Listing Agent: Christine Pope (941-685-5565)
825 SEASCAPE PL, SARASOTA, FL 34240
$1,195,00083 Days on yellowkey MLS ID: A4681774
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2486 Built: 2020Monthly Fee: $167 Tax: $11,174 (2025)Community: Shoreview/Lakewood Ranch WaterSingle Family
Taxes:$11,174
Remarks: Seller is offering a $10K credit toward closing costs! Why wait for a new build when the craftsmanship, elegance, and over $180,000 in premium upgrades have already been meticulously completed. Located in Shoreview community of Waterside at Lakewood Ranch, this residence offers a blend of three bedrooms, three bathrooms, a private office, and a spacious three-car garage. (Seller will replace glass garage doors with the new original garage doors at no additional charge.) Architectural Excellence & Unrivaled Security. From the moment you arrive, the home captivates with striking curb appeal. The custom glass front entry and enhanced garage doors set a new standard for luxury and safety. These are no ordinary doors—featuring 0.5-inch thick hurricane-rated glass, they are four times thicker than standard builder-grade doors, providing peace of mind without compromising on style. Grand Interiors Step inside to an atmosphere of light and volume, defined by soaring 12-foot ceilings and a seamless open-concept design. The Heart of the Home: Designed for effortless entertaining, the living spaces flow intuitively from one room to the next. Work & Rest: A quiet, beautifully appointed office offers a retreat for creativity, while the spacious bedrooms and spa-inspired bathrooms provide ultimate serenity for family and guests. An Outdoor Oasis The lifestyle extends outdoors into a backyard designed for recreation and relaxation: Gourmet Outdoor Kitchen: Perfect for al fresco dining. Personal Putting Green: Hone your game in the privacy of your own backyard. Pet Paradise: A dedicated dog run is ready for your pups. Plus, with the community dog park directly across the street, daily social time with neighborhood friends is effortless. Every detail of this home has been thoughtfully curated, allowing you to move right in and begin living the lifestyle you’ve been imagining. In a community that truly has it all, there is nowhere else you’ll want to be.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Tina Hannaford (941-465-1765)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000145 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
2505 WATERFRONT CIR, SARASOTA, FL 34240
$1,799,00061 Days on yellowkey MLS ID: A4684862
0 Days Off yellowkey (back on 4/28/2026)
REDUCED by $26,000 (1.4%) on 04/01/2026
Bed: 6 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 4959 Built: 2026Monthly Fee: $373 Tax: $2,876 (2025)Community: Monterey At Lakewood RanchSpa: YesSingle Family
Taxes:$2,876
Remarks: One or more photo(s) has been virtually staged. Under Construction. The exquisite Centennial home design opens with a two-story foyer leading to an open-concept great room with a beautiful tray ceiling and access to the covered lanai. Adjacent, a spacious office makes working from home a breeze. A highly upgraded kitchen with a large center island, walk-in pantry, and plentiful cabinet and counter space is the heart of this home. An alluring primary bedroom has a tray ceiling, two walk-in closets, and a spa-like primary bath with dual vanities, an expansive shower, a relaxing soaking tub, linen storage, and a private water closet. Upstairs is a spacious loft and three secondary bedrooms with roomy closets. Two of the secondary bedrooms share a full bath, and one features a full hall bath. Other highlights include an everyday entry, a powder room, and conveniently located laundry. South-facing preserve views from the pool and spa create a private backyard oasis. Extended primary retreat with upgraded bath layout featuring dual walk-in closets. Reimagined kitchen layout with butler's pantry and professional-grade appliances. An additional first-floor bedroom and bath replace the former single-car garage, creating a comfortable downstairs option for guests. Schedule a tour today to see this stunning home!
Listing is courtesy of: TAMPA TBI REALTY LLC (941-279-4055)
Listing Agent: Jordan Kosobucki (941-313-7373)
9491 TEQUILA SUNRISE DR, SARASOTA, FL 34241
$1,139,00082 Days on yellowkey MLS ID: A4681568
REDUCED by $20,000 (1.7%) on 04/14/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2024Monthly Fee: $251 Tax: $14,045 (2025)Community: Skye Ranch Nbrhd ThreeSingle Family
Taxes:$14,045
Remarks: PRICE REDUCTION! Discover resort-style luxury in this beautifully upgraded Sand Key model home in Skye Ranch. Move-in ready and thoughtfully enhanced throughout, this residence showcases exceptional design, high-end finishes, and sweeping views of a tranquil wetland lake and preserve—offering outstanding privacy on one of the community’s most desirable homesites. Spanning five bedrooms plus a spacious bonus room, 4.5 bathrooms, and a three-car garage, the home blends functionality with comfort. Notable upgrades include fans throughout, a tiled kitchen island, garage floor and front porch. Spray foam insulation in the ceiling and interior walls, driveway extension, and a transfer switch with gas line for generator readiness—ensuring efficiency, durability, and peace of mind. The backyard lives like a private resort. A fenced in yard along with a lanai picture-view screen enclosure frames the serene setting, creating the perfect backdrop for relaxing or entertaining. Frequent visits from spoonbills and sandhill cranes add a distinctive touch of Florida’s natural beauty. Inside, clean modern styling meets thoughtful craftsmanship. Wood-look tile flows throughout the main living areas, while pocketing sliders seamlessly blend indoor and outdoor living. Architectural details include tray ceilings, crown molding, 8-foot doors, designer lighting, and a solid oak staircase. The first-floor primary suite is a peaceful retreat with lake views. Its spa-inspired bath features a deep soaking tub, frameless glass shower, dual vanities, and abundant natural light. The chef’s kitchen is equally impressive, appointed with quartz countertops, an oversized center island, gas range, apron-front sink, French-door refrigerator, and a walk-in pantry—perfect for both daily living and entertaining. A private office/study, sitting area, and guest half bath complete the main level. Upstairs, you’ll find four additional bedrooms—two with en-suite baths—along with a Jack-and-Jill bath and an expansive bonus room ideal for a media lounge, game room, fitness space, or playroom. Living in Skye Ranch means access to the impressive 25,000+ sq. ft. HUB amenity center, featuring a state-of-the-art fitness facility, group classes, indoor basketball and pickleball courts, climbing wall, teen lounge, demonstration kitchen, and year-round events. Outdoor amenities include resort-style pools, splash pads, and food-truck nights, while neighboring Turner Park offers sports fields, beach volleyball, playgrounds, and dog parks. Families benefit from top-tier education options, including the new Skye Ranch K–8 school within the community. Ideally located, you’re less than 30 minutes from Siesta Key Beach and just minutes from Myakka River State Park, with easy access to golf, tennis, dining, arts, and all that Sarasota offers. This exceptional home delivers the perfect balance of luxury, nature, and convenience. Contact us today to schedule your private tour and experience why this Sand Key residence stands among Skye Ranch’s finest offerings.
Listing Agent: Lynn Brown, Llc (920-410-8778)
3783 BENEVA OAKS BLVD, SARASOTA, FL 34238
$1,645,00088 Days on yellowkey MLS ID: A4680907
REDUCED by $100,000 (5.7%) on 04/28/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5251 Built: 1980Monthly Fee: $108 Tax: $8,854 (2025)Community: Beneva OaksSingle Family
Taxes:$8,854
Remarks: This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive. Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home. With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard. The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use. Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery. Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat. Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1934 DATURA ST, SARASOTA, FL 34239
$1,600,00091 Days on yellowkey MLS ID: A4680304
REDUCED by $25,000 (1.5%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3091 Built: 2002 Tax: $9,130 (2025)Community: Desota ParkSingle Family
Taxes:$9,130
Remarks: A striking residence on one of Sarasota's treasured streets West of Trail, crowned with a NEW BARREL STYLE METAL ROOF, showcasing a raised front porch and grand double-door entry, all enveloped by a lush, resort-style tropical garden. This expansive home just freshly painted and professionally staged, offers four generously sized bedrooms, one boasting it's own large patio in the treetops. With over 3,000 square feet of thoughtfully designed living space, the home blends timeless elegance with comfort, creating an inviting setting for upscale entertaining and everyday living. Be welcomed by a grand two-story vaulted living and dining space, highlighted by an elegant curved staircase and open catwalk above. The spacious chef’s kitchen features a center island and breakfast bar, flowing seamlessly into the family room and through expansive sliding glass doors to a screened patio that evokes the feel of a private tropical paradise. The primary suite is conveniently on the main level, offering soaring ceilings and direct access to the patio. It includes a custom walk-in closet and a spa-inspired bath with dual vanities, a garden tub and a separate shower. Recent updates include NEW CARPETING IN ALL BEDROOMS, NEWER DUAL ZONED AIR CONDINTIONG SYSTEMS for optimal comfort, a NEW HOT WATER TANK and a COMPLETE WHOLE HOUSE RE-PLUMB, offering peace of mind and modern efficiency. ROOM FOR A POOL. Just steps away from Morton's Market, Veronica's, and other neighborhood favorites. Located in the highly regarded Southside Elementary School district, the home offers the very best of the West of Trail lifestyle, walkable to restaurants, boutiques shops, Sarasota Memorial Hospital, with easy access to downtown Sarasota and our world-famous beaches.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Christine Mazur (941-374-4015)
1540 HILLVIEW DR, SARASOTA, FL 34239
$7,900,00097 Days on yellowkey MLS ID: A4679306
1 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7074 Built: 2000Monthly Fee: $21 Tax: $93,548 (2024)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$93,548
Tax Year: 2024
Remarks: Under contract-accepting backup offers. This exceptional 4-bedroom, completely renovated in 2020, highlights this waterfront estate in prestigious Harbour Acres offering 100 feet of prime Sarasota Bay frontage with private dock and lift. This masterpiece features 7074 Sq ft of living space with sweeping Bay views, a light filled open floor plan, and exceptional indoor-outdoor flow. A grand entry with dramatic staircase, opens to expansive living and dining areas, framed by floor to ceiling windows overlooking the water. The Italian modern gourmet kitchen offers premium Miele appliances, generous island seating, and a striking double sided gas fireplace shared with the living room - ideal for entertaining. This home provides rare flexibility with primary suites on both the main and upper-level levels, each with en suite baths and walk-in closet, along with additional guest suites, private office, sophisticated wine room, elevator, and dedicated fitness room. Outdoor living is a highlight, featuring a saltwater pool and spa, multiple terraces, outdoor kitchen, and professionally landscaped grounds leading to a concrete seawall and boat dock with a 30,000 pound boat lift, electric, water and fish cleaning station. Southwest exposure delivers stunning sunsets and quick access to Sarasota Bay. Spacious four-car garage complete with an electric charging station - this estate seamlessly blends opulence with modern convenience. Perfectly situated near Sarasota‘s renowned beaches, fine dining, vibrant arts scene, and top-tier medical facilities, this residence offers an unparalleled living experience in one of the most coveted waterfront communities.
Listing Agent: Fernanda Girard (941-504-4327)
2177 SUNNYSIDE PL, SARASOTA, FL 34239
$2,799,000147 Days on yellowkey MLS ID: A4674289
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4624 Built: 2023 Tax: $25,349 (2024)Community: Hibiscus Park 2Spa: YesSingle Family
Taxes:$25,349
Remarks: Everything you thought you needed—and knew you wanted—now offered with an unmatched level of value and flexibility. Recently repositioned with an attractive price improvement and now offered turnkey furnished, this exceptional newer construction residence presents a rare opportunity to step into luxury living—or a high-performing rental investment—without delay. Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential. The thoughtfully curated furnishings create an immediate, seamless transition for ownership or rental readiness, blending style, comfort, and functionality throughout. Designed to elevate both lifestyle and longevity, the home features a custom ProTee golf simulator, a two-person Equinox infrared sauna, and a Renu Therapy cold plunge, offering a private wellness retreat rarely found in residential properties. Spanning over 5,400 square feet of total living space, the home showcases a clean, contemporary design with expansive glass, natural textures, and effortless indoor-outdoor flow. The resort-style outdoor setting, complete with pool, spa, and dual covered entertaining areas, pairs perfectly with the home’s open interior spaces, state-of-the-art kitchen, and dedicated home theater—creating an environment equally suited for relaxation or hosting. Positioned between Southgate, Arlington Park, and Cherokee Park, and just moments from Southside Village, this residence delivers not only luxury and location, but now an exceptional opportunity to secure a fully realized lifestyle—ready to be enjoyed from day one.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
7208 GREAT EGRET BLVD, SARASOTA, FL 34241
$1,100,00045 Days on yellowkey MLS ID: A4686940
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4057 Built: 2022Monthly Fee: $235 Tax: $8,941 (2025)Community: Heron LandingSingle Family
Taxes:$8,941
Remarks: Better than new and built in 2022, this ENERGY STAR® certified custom Ashwood II in the gated community of Heron Landing offers the perfect blend of space, style, and efficiency, with serene east facing lake views and top of the line upgrades throughout. The main living areas feature 32x32 marble look tile, a custom stone fireplace, and a showpiece kitchen with a waterfall quartz island. The primary suite is a true retreat with a spa like bath, waterfall quartz vanity, and floor to ceiling tiled showers. Flexible living spaces include a den, loft, and a custom dining room included with the purchase. Plantation shutters and solar shades on the sliders add style and everyday functionality. Step outside to enjoy lake views and a backyard ready for seamless indoor outdoor living, complete with a private pool bath. The 3 car garage with epoxy coated floors and additional custom finishes make this home truly move in ready. Located in a private, gated community of just 95 homes, you will enjoy privacy and tranquility while being minutes from Siesta Key Beach, Downtown Sarasota, Palmer Ranch, Lakewood Ranch, shopping, dining, and top rated schools. Homes with this level of design, upgrades, and location do not come around often, so schedule your showing today.
Listing Agent: Mark Quire (941-993-5706)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.