Homes For Sale in Sarasota 34242 - 386 homes

Remarks: A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Marlene Marshall (941-539-8850)

Remarks: This residence is being sold furnished (some items excluded). Open floor plan. (2070 Sq feet; builders floor plan), two spacious bedrooms, 2 ½ baths, office space, laundry, and large enclosed Lanai. Upgrades include new flooring, new washer and dryer, new hot water heater and new air conditioner. Enjoy picturesque Bay views to watch the sunrise and across the street you can watch sunsets on the Gulf of Mexico. This larger floor plan has full Bay views. Back Door exit gives you easy access tp BBQ area and Boat Dock. First floor allows seamless entry to the residence. Residents of Island Reef enjoy boat docks (lifts allowed), beach, two heated pools, tennis, pickleball, two fitness rooms, saunas, shuffleboard courts, billiards, library, clubhouse, social room, gas grills, bicycle and kayak storage. The carport is just a few steps from the front door. Guest Parking. Close to two of Siesta Key’s popular restaurants. Free trolley to Siesta Village. Monthly rentals (8 leases a year), pet friendly (30 lbs.), on-site management and rental program.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Marlene Marshall (941-539-8850)

Remarks: Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on the beach nature trails as well as shopping, restaurants, live entertainment! In Paradise with absolutely gorgeous sunsets !!This unit also offers a covered parking spot. It is also totally furnished with everything you would need just bring your personal belongings. It is available to rent out to friends as well as repeat quest that come back year after year. A new AC and water heater installed in 2023. Seller is Very motivated

Listing is courtesy of: GULF SHORES REALTY & RENTALS (941-549-1845)

Listing Agent: Terry Millett (941-549-1845)

Remarks: Tucked away on a quiet, tree-lined street, this elevated Siesta Key home sits high and did not flood, offering peace of mind. Set on a nearly 10,000 sq ft lot with mature Live Oaks and tropical landscaping, this property has a lot going for it beyond just charm. It’s a classic Old Florida-style home with vaulted ceilings, warm wood interiors, and an easy, relaxed layout that fits island living perfectly. Whether you want to keep it as a cute, income-producing Airbnb with active bookings, update it over time, or take advantage of the buildable lot value, there’s real flexibility here. With no HOA or deed restrictions, you’re not boxed into one path. The main level offers open living and dining spaces, a functional kitchen with breakfast bar, and a guest bedroom with full bath. Upstairs, the loft-style primary suite gives you a private retreat with its own sitting area, bathroom, and walk-in closet. A screened porch looks out over the greenery, making it an easy spot to unwind. Recent updates include new porch sliders and custom tile shower, and the 2015 A/C keeps things comfortable year-round. There’s also room for a boat, RV, or trailer, which is hard to come by on the island. Just minutes from Siesta Village and the beach, this is one of those properties that works as a rental, a personal getaway, or a future build, with the added benefit of being priced close to land value in a highly desirable area.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Anthony Dalesandro (941-504-5371)

Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Roger Pettingell (941-387-1840)

Remarks: Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Camille Buck (941-894-4771)

Remarks: Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted ceilings with exposed beam detail anchor the main living area, where expansive sliders open to a screened lanai and private saltwater pool framed by mature tropical landscaping. Porcelain tile runs throughout, creating a clean, cohesive feel that fits perfectly with relaxed island living. The kitchen is thoughtfully designed with stone countertops, stainless steel appliances, generous prep space, and a built-in wine refrigerator, flowing naturally into multiple living and dining areas. Whether you’re hosting friends after a beach day or enjoying a quiet evening at home, the layout simply works. The primary suite feels tucked away and private, complete with an updated bath featuring a rain shower and elevated finishes. Two additional bedrooms offer flexibility for guests, family, or a dedicated office space. Impact windows and doors provide added peace of mind, and the home did not experience water intrusion during recent hurricanes. Additional features include a fireplace for cooler winter nights, an interior laundry room, circular driveway, and attached two-car garage. Siesta Cove is ideally positioned between Midnight Pass Road and the Intracoastal Waterway, just a short stroll to the powder-soft quartz sands of Siesta Key Beach. Here, mornings start with beach walks, afternoons are spent boating or biking the island, and evenings wind down with sunset skies and dinner in the Village. This is not just a home — it’s the kind of island living people move here for.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Natalie Gutwein (941-993-2660)

Remarks: Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)

Listing Agent: Morgan Marziali (941-806-7214)

Remarks: Under contract-accepting backup offers. Positioned along a quiet residential canal just moments from shops and restaurants of Siesta Village and a short distance to world-famous Siesta Beach, this extensively renovated coastal retreat offers the ideal blend of island charm, modern updates and exceptional value. Built in 1971 and thoughtfully reimagined in 2025, this three-bedroom, two-bath residence spans 1,730 square feet and showcases timeless finishes designed for effortless Florida living. From the moment you arrive, tropical landscaping and a welcoming entry set the tone. Natural light fills the expansive living space, where pocket sliding glass doors fully open to the screened lanai, creating seamless indoor-outdoor flow and picturesque views of the pool and canal beyond. The open dining area blends beautifully into the exquisitely updated kitchen, anchored by a striking 9-foot center island with counter-height seating, soft-close cabinetry, undercabinet lighting, terrazzo-inspired recycled glass countertops, designer tile backsplash and stainless-steel appliances. The serene primary suite opens directly to the lanai and features a custom walk-in closet and an elegantly appointed en-suite bath with granite-topped vanity and beautifully tiled walk-in shower. Two additional bedrooms offer walk-in closets, while the guest bath has been thoughtfully updated with quartz vanity and sleek tile finishes. Outdoor living is equally impressive, with a heated pool featuring a seating ledge and newer heater, all set within a fully fenced backyard overlooking the tranquil canal. The covered lanai includes a motorized screen, enhancing comfort and year-round enjoyment. Notable improvements include impact-rated windows and doors, luxury vinyl plank flooring throughout, updated baths, house replumbed in 2025, attic ductwork and insulation replaced, and a completely replaced and repoured seawall in 2020. An attached one-car garage with epoxy flooring and integrated storage adds functionality. Whether you’re seeking a refined island retreat, a smart investment opportunity or a boating-friendly lifestyle just minutes from the Gulf, this move-in-ready Siesta Key home presents a compelling opportunity in one of Sarasota’s desirable coastal communities. Schedule your private showing today.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Mike Warm, Llc (941-525-2740)

Remarks: Under contract-accepting backup offers. WHY Should I Consider Casarina? Because this is one of those RARE moments when Buyers can step into a fully modernized community on Siesta Key. It should actually be called "Casarina 2.0" since all the major decisions, major projects, and major disruptions are behind them—including the assessments! Which means today’s lucky buyer is going to enjoy modernized systems, refreshed amenities, and peace of mind from day one without any of the major inconvenience or cost. In other words: it looks and feels fresh, solid, and built for coastal living. ***OKAY, but why buy THIS condo?*** Because, if this exact condo were a few floors higher, you’d be looking at almost $2M. Instead, you’re getting THREE bedrooms, exceptional renovations, professionally decorated, and true TURNKEY furnishings for just $1.45M; making it one of, if not THE smartest value currently available in the community! This three-bedroom, two-bath residence offers an ideal second-floor location, providing the convenience of stairs or elevator access along with gorgeous tropical views. Not to mention it also comes with one of the closest, most coveted, carport parking spaces in the complex. Once inside, you'll find open concept kitchen-dining-living area, a custom built-in bar area with refrigerator and separate ice maker perfect for entertaining, three bedrooms, two bathrooms, a laundry room with additional storage, wall mounted tv’s, ceiling fans throughout, quartz and granite countertops, crown molding, sculptured wall design, plus many more architectural details. The murphy bed in the third bedroom allows it to double as an office. And if you prefer some outdoor space, the sunroom can easily be returned to a lanai with installation of sliding doors between living room and sunroom (estimate from local window/door company has already been prepared). This condo has it all and so does Casarina with over seven acres of lush tropical grounds, its own private beach and on-site management. You can enjoy a resort lifestyle with a heated pool and spa, outdoor shower, basketball, tennis and pickleball courts, clubhouse, outdoor kitchen, boardwalk, sunset deck, and endless sunsets. Just minutes from Siesta Village, the location offers an easy balance of beachfront tranquility and vibrant island life. Call now to schedule a private tour!

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Christa Spalding (941-529-6978)

Remarks: One or more photo(s) has been virtually staged. Siesta Key Waterfront Retreat – Walk to the Beach & Village! Ready for immediate enjoyment this winter, this 3-bedroom, 2-bath Key West–inspired home embodies the essence of the Siesta Key lifestyle—boating from your backyard and strolling to the powdery white sands and vibrant Siesta Key Village with its renowned dining, boutiques, and nightlife. Nestled on a quiet cul-de-sac, this canal-front retreat offers 100 feet of waterfront, a covered 5,000-lb boat lift, and direct access to the Intracoastal Waterway. The expansive outdoor living area invites relaxation and entertaining with a heated pool featuring a cascading stone waterfall, covered bar & and wide open fenced area surrounded by tropical landscape creating a private island ambiance. Inside, a neutral palate, high ceilings, and open layout feels light and airy. The white kitchen features granite countertops, stainless steel appliances, dual sinks, a center cooking island, and a breakfast bar perfect for casual dining. Warmth and character is further enhanced by a marble fireplace in the main living and dining areas. The primary suite offers a peaceful retreat with an ensuite bath, dual vanities, a walk-in shower, and a charming window seat. Guests & children have their own wing with a full bath and a convenient laundry room. Enjoy peace of mind with impact windows, hurricane-rated doors, and major upgrades including a metal roof, Trex decking, Nichiha siding, and reinforced lanai. Positioned at one of the highest elevations on the street, the home has never experienced flooding. And there’s an additional ground floor BONUS…a generously sized sunlit air-conditioned play & storage room! Whether you’re searching for a seasonal escape, a full-time residence, or a property with strong vacation rental appeal, this move-in-ready home offers exceptional versatility and potential.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Ryan Ackerman, Pa (305-205-7700)

Remarks: A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Judie Berger (941-928-3424)

Remarks: Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or relaxing in style. Both bathrooms have been beautifully redesigned, featuring fresh, contemporary finishes. As an end unit, this residence shines with upgrades from top to bottom – including new plumbing, electrical, and flooring – ensuring every detail has been thoughtfully addressed. Enjoy the ease of first-floor living with no elevators or stairs to navigate, plus the convenience of a covered parking space located just steps from your door. From your living room and lanai, take in breathtaking Gulf views and relish the unbeatable location directly across from world-renowned Siesta Key Beach. Crescent Royale’s amenities complete the picture of resort-style living, featuring a vibrant clubhouse with a fitness center and game room, a sparkling heated pool, and a grilling/picnic area perfect for outdoor gatherings. All this, and you are just a short stroll or bike ride to Siesta Key Village, where dining, shopping, and entertainment await. Whether you are seeking your own beachside retreat or an exceptional investment property, this condo truly has it all. With outstanding rental potential, you can enjoy it when you wish and generate income while you are away. Don’t miss this rare opportunity to own your slice of paradise at Crescent Royale — where luxury, location, and lifestyle come together beautifully.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Scott Rickards, Pa (941-356-7040)

Remarks: In a market where location defines value, this contemporary residence in Siesta Cove delivers on every level. Positioned on more than a quarter-acre just minutes from Siesta Key Beach and Siesta Key Village, the property pairs architectural character with rare privacy and scale. Equally important, it offers something increasingly essential in coastal real estate: confidence. The property has experienced no hurricane damage and no flooding, and a brand-new roof installed in 2026 further reinforces structural durability, long-term insurability, and peace of mind, meaningful advantages in toady's costal market. Originally built in 1980 and elegantly modernized, this three-bedroom, four-bathroom home with an office and a large second floor loft is surrounded by a curated, eco-conscious landscape of tropical and native plantings. Inside, vaulted ceilings and expansive windows create a light-filled interior anchored by an open-concept layout designed for both everyday living and entertaining. Porcelain tile and engineered hardwood flooring extend throughout, complementing the home’s clean contemporary lines while offering practical resilience. The main living area centers around a wood-burning fireplace and flows seamlessly into the dining space and family room, forming a cohesive and welcoming gathering environment. The kitchen is both functional and refined, appointed with stainless steel appliances, stone countertops, built-in shelving, and a wet bar, ideal for hosting guests or enjoying relaxed evenings at home. The primary suite is conveniently located on the first floor and serves as a private retreat, featuring engineered hardwood flooring, a spacious walk-in closet, a spa-style ensuite bath, and direct access to the lanai. Two additional bedrooms are also positioned on the main level, each with its own full bathroom. A first-floor den office, currently utilized as a fourth bedroom, adds flexibility to the floor plan. Upstairs, a generous loft offers adaptable space suited for a home office, media lounge, creative studio, or guest overflow, and is positioned adjacent to the second-story lanai, creating a seamless transition to additional elevated outdoor living space overlooking the lush gardens below and extending the functionality of the upper level. At the rear of the home, a dramatic two-story screened lanai serves as an architectural focal point and a true extension of the interior living space. Overlooking mature landscaping, this expansive area includes multiple seating zones, a rear porch, patio, and elevated deck, providing protected outdoor enjoyment throughout the year and an ideal setting for entertaining or enjoying Sarasota’s evening breezes. Additional features include a full laundry room with washer and dryer, attic ventilator for enhanced airflow, ceiling fans, window treatments, programmable thermostat, rain gutters, garden lighting, sliding glass doors, and an attached two-car garage with generous storage capacity. The property is served by public water and sewer and benefits from underground utilities and street lighting within the community. Combining architectural distinction, thoughtful modernization, verified structural resilience, and a premier Siesta Key location, this residence offers both elevated coastal living and long-term security within one of the island’s most established neighborhoods.

Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)

Listing Agent: Renee Nadiv (941-299-4242)

Remarks: Rising gracefully along the shores of Siesta Key, Crystal Sands is one of the island’s most recognizable Gulf-front landmarks, celebrated for its soft architectural curves and commanding 12-story presence at the water’s edge. This7th-floor, two-bedroom, two-bath residence in desirable Stack 8 captures sweeping northwest views and unforgettable sunsets stretching across the horizon. Inside, the open-concept living and dining areas flow seamlessly toward expansive Gulf views, creating a light-filled retreat that feels both relaxed and welcoming. A comfortable blend of style and practicality, appreciate the low-maintenance tile floors flowing through the main living and kitchen areas and the sustainable bamboo floors adding warmth to both bedrooms. The kitchen features handsome wood cabinetry, granite countertops, stainless steel appliances, and updated lighting. A thoughtfully designed peninsula extension provides additional prep space and bar-height seating—ideal for a pre-beach breakfast, casual dining & entertaining, or gathering to revisit the day’s adventures. Move right in as this home is offered turnkey furnished, showcasing comfortable rattan accents and whimsical coastal décor that perfectly complement its beachfront setting. Ownership at Crystal Sands is refreshingly effortless, supported by an experienced on-site rental management team that handles everything from bookings and guest coordination to housekeeping and turnovers. A 14-night minimum rental policy helps maintain an elevated atmosphere and consistent clientele, offering strong income potential without the transient feel of shorter-term communities. Crystal Sands offers direct beach access to Siesta Key’s world-renowned quartz sand along with resort-style amenities and strong rental appeal. Whether envisioned as a personal beachfront getaway or an income-producing investment, this 7th-floor residence delivers comfort, views, and the unmistakable charm of Gulf-front living on one of Florida’s most celebrated beaches.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Rudy Dudon (941-234-3991)

Remarks: Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Wendy Egan (941-444-0446)

Remarks: Experience the beauty of waterfront living with this exceptional home overlooking the tranquil waters of Little Sarasota Bay. This unique Siesta Key property offers 3,328 square feet of living space with three bedrooms and three-and-a-half bathrooms, combining classic coastal charm with incredible potential. The thoughtfully designed floor plan features a spacious primary suite on the main level with a private ensuite bath, along with a second ensuite bedroom that provides comfortable accommodations for guests or family. Upstairs, the third bedroom offers added privacy and opens to a balcony where you can enjoy sweeping bay views and peaceful sunsets. At the center of the home, a large living room with soaring ceilings creates an inviting space for gathering and entertaining. The generous layout provides a wonderful foundation for updates, allowing the next owner to customize and transform the home into their own coastal retreat. Outside, the property truly shines. A private outdoor oasis features an inground pool and relaxing hot tub, perfect for enjoying the Florida sunshine year-round. Boating enthusiasts will appreciate the private dock with boat lift, offering direct access to Little Sarasota Bay for fishing, kayaking, paddleboarding, or sunset cruises. The home also includes a rare private sand beach area, ideal for launching a kayak or simply enjoying the waterfront setting. The residence is accessed through a beautifully landscaped courtyard and circular driveway that adds both privacy and curb appeal. Located in one of Siesta Key’s most desirable areas, the home is just 1 mile from Turtle Beach, 3.3 miles from Siesta Key Public Beach, and only 4.5 miles from the lively Siesta Key Village, known for its restaurants, shopping, and entertainment. With its prime waterfront location, generous square footage, and timeless character, this property presents a rare opportunity for a new owner to make it their own and create a truly spectacular coastal home.

Listing is courtesy of: NEW DOOR REAL ESTATE LLC (941-536-9422)

Listing Agent: Scott Dennison (941-587-3437)

Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Fred Sassen (404-408-5956)

Remarks: Under contract-accepting backup offers. A Rare Weekly Rental Opportunity on Siesta Key! Attention second homeowners and investors: opportunities like this are exceptionally rare on Siesta Key. Located in coveted Bay Isle, this private pool home is legally zoned for seven-day minimum rentals - a major advantage on an island where most properties require 30-day stays. The result? Strong income potential in one of America’s most in-demand vacation destinations, with average daily rental rates of $613 since 2022. Offered turnkey furnished, this three-story coastal retreat is ideal as a personal escape, income-producing vacation home, or a blend of both. Just a short golf cart ride to Siesta Key Village and the world-famous Siesta Key Beach—voted #1 in the U.S., the home is tucked behind lush, professionally landscaped tropical foliage, creating a true sense of privacy and serenity. A brick-paver driveway winds through the greenery to an oversized two-car garage, providing plenty of room for beach gear, bikes, and toys. Inside, the home is thoughtfully designed with bedrooms and bathrooms spread across three levels, offering exceptional privacy for guests and groups. The first floor addition (2011) includes a fourth bedroom, third bathroom, and sitting area—expanding the home’s capacity to comfortably accommodate up to 10 guests. The dining area flows seamlessly to a screened porch, perfect for alfresco meals surrounded by palms and tropical breezes. The entire third floor is dedicated to the owner’s suite, a private sanctuary featuring an en-suite bath and direct access to a secluded sun deck—ideal for morning coffee, sunbathing, or unwinding as the sun sets over Siesta Key. Outdoor living shines with recent upgrades, including a new putting green, expansive two-story deck with screened enclosure and paneled ceiling (2024), and a 2024 six-passenger street-legal golf cart—included. Additional improvements include a metal roof (2021), new 50-gallon water heater, and updated AC and heat pump. Whether you’re looking to generate immediate rental income, enjoy a personal island retreat, or both, this property delivers on every level. With its rare weekly rental eligibility, upscale amenities, private tropical setting, and prime Siesta Key location, this is a truly exceptional Gulf Coast opportunity.

Listing is courtesy of: HOUSE MATCH (941-213-7028)

Listing Agent: Rachel Woodruff, Pa (941-705-8686)

Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)

Listing Agent: Matt Buttner (352-385-7636)