Homes For Sale in Sarasota 34242 - 402 homes

Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.

Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)

Listing Agent: Faith Stutzman (941-260-0709)

Remarks: Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.

Listing is courtesy of: LESLIE WELLS REALTY, INC. (941-776-5571)

Listing Agent: Leslie Wells (941-776-5571)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

Listing is courtesy of: FINE PROPERTIES (941-782-0000)

Listing Agent: Austin Solari (941-586-9321)

Remarks: Welcome back to 648 Beach Road, you’ve seen it before, but it’s better than ever. Reconstructed, reimagined, and elevated in every detail, this extraordinary residence delivers the same breathtaking, front-row views you remember… with an entirely new feel that’s fresh, refined, and built for the way you live now. This expansive three-bedroom retreat lives like a private resort, with the space to convert to a five-bedroom, perfect for hosting, creating office space, or adding guest suites without sacrificing flow. Step outside to a wraparound terrace on every floor, designed for sunrise coffees, sunset cocktails, and everything in between, because when your backdrop is this spectacular, indoor/outdoor living isn’t a feature, it’s a lifestyle. Ride your private elevator to the top and discover the ultimate luxury: a private rooftop pool where the horizon becomes your daily view and the sky feels like it belongs to you. Add in a rare four-car garage, and you have a true coastal statement home, spacious, secure, and effortlessly impressive. 648 Beach Road isn’t just a comeback. It’s a glow-up, with the views you loved, and the home you’ve been waiting for.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Inbal August (917-957-8111)

Remarks: Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expansive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central courtyard with over 4000 sq ft designed as the heart of the home. It is a grand, open-air courtyard enclosed by both the main residence and the guest villa, connected via an elegant, covered breezeway. The main residence offers soaring ceilings, intricate millwork, and expansive living spaces ideal for entertaining or quiet coastal living. A gourmet chef’s kitchen, formal dining room, library, owner ensuite located on the main level with his & hers walking closets and bathrooms, and custom home theater create a balanced blend of function and indulgence, Elevator in main residence & private elevator in guest house. Connected by a covered breezeway, the guest villa features its own living quarters, private elevator, one bedroom, full bathroom, living room and full kitchen—perfect for multigenerational living or extended guests. With six bedrooms, nine baths, a three-car garage, and an ambiance that feels like a timeless escape, this estate is more than a home—it's a legacy, a retreat, a living Castle fairytale. Outdoors, a resort-style pool and spa, and lush tropical landscaping create a serene oasis, while a private deep-water dock provides direct access to the Intracoastal and Gulf with no fixed bridges. Eligible to membership to private beach.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Inbal August (917-957-8111)

Remarks: HUGE PRICE REDUCTION!!! LOWEST PRICE 2 BEDROOM 2 BATH CORNER UNIT AVAILABLE!! THIS IS YOUR OPPORTUNITY FULLY FURNISHED, BEAUTIFULLY DONE, VIEWS OF THE CANAL EVERYWHERE!, BEACH ACCESS, PLUS BOAT, DOCK ON THE MAIN INTRACOASTAL WATERWAY, WALK TO SHOPS, RESTAURANTS, EASY ON AND OFF THE KEY, JUST MOVE IN AND ENJOY YOUR LIFE! HURRICANE IMPACT WINDOWS, ENCLOSED LANAI, THIS ONE HAS IT ALL!! Dont miss this one!

Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)

Listing Agent: Judith Guzzi (914-490-9032)

Remarks: Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels composed of Brazilian Ipe decking, wood ceilings, a private grill area with a dramatic view up the canal and a resort like swimming pool and spa featuring a rock waterfall and paver patio to fill your sun filled afternoons. Upon entering the home, you will see the amount of detail and craftsmanship that was put into this home. Hand-scraped wood flooring, coffered tongue-n-groove ceilings, huge baseboard and crown molding throughout. Expansive windows let the natural light in and an aquarium glass wall in the kitchen/family room overlooks your lower deck, swimming pool, spa and water view. The home has well over 6000 square feet of living area with the master suite occupying the first-floor level. This home affords 6 bedrooms, 5 full baths, 2 half baths, a private office with built-in cabinetry, 2 wet bars one on each level, 2 laundries with one on each level, a Sports room/ man cave with a built-in entertainment center. Upstairs has 4 bedrooms, two of which are suites, a second family room/playroom, theater/entertainment room which connects to your second level deck. The main level of the home incorporates your kitchen, family room, pantry, wet bar, dining room, private office, master suite and laundry. The kitchen features a huge walk-in pantry with entry door, a huge center island with a granite top, Subzero refrigerator, a Wolf 6 burner/griddle stove, a Wolf warming drawer, a Wolf microwave, 2 drawer Fisher Paykel dishwasher and a second Miele dishwasher for all your entertainment needs. Each level has a wet bar with the lower level having a subzero wine refrigerator and a drink refrigerator and the upstairs level has a Fisher Paykel dishwasher, an ice-maker, microwave, and a refrigerator. For the car enthusiast you have two 2 car garages with separate drives which provides additional parking as well. This spectacular home is hard to match, and you won't be disappointed. The home has an elevation of 15 feet and also has a home generator to provide comfort and a sense of security during any power outages that may occur. Schedule an appointment to see your future home!

Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)

Listing Agent: Brian Livesey (941-346-7454)

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 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: 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: 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: 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: 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)

Remarks: One or more photo(s) has been virtually staged. Location, Privacy, Location, Value, Location. Welcome to the BEST non-Gulf front setting in Sanderling on Siesta Key. This fully updated home sits on a ¾-acre lot with an adjacent co-owned ¾-acre lot, giving you the benefit and privacy of over 1.5 acres on a private island in the middle of Sanderling. It is grandfathered to remain as a one-level home with no steps, allowing you to enjoy it indefinitely as your dream home or design and build a future residence on Plover. Set within the gates of the exclusive Sanderling Club on Siesta Key, this exceptional 3-bedroom, 3.5-bath residence presents a rare opportunity to own in one of the island’s most private and storied coastal communities. The Sanderling is a member-owned Gulf-to-Bay enclave celebrated for its low-density design, lush tropical landscape, iconic banyan canopy, and unparalleled access to Siesta Key’s world-famous quartz sand beach. Residents enjoy boat slips for lease, both clay and hard tennis courts, pickleball courts, clubhouse amenities, and guard-gated security. Beautifully positioned among mature tropical landscaping, the home blends timeless charm with high-quality upgrades and thoughtful improvements. Impact-rated windows and doors provide security, energy efficiency, and peace of mind. A brand-new roof was installed in 2025, and the home is insulated throughout with Isonene foam insulation for excellent climate control and quieter interiors. Inside, the home is warm, bright, and designed for relaxed coastal living. The main living spaces feature abundant natural light and tranquil garden views through large windows and sliders that connect seamlessly to the surrounding greenery. A rare feature for Siesta Key, the living room includes a fully functioning wood-burning fireplace, creating a cozy focal point for cooler winter evenings. The open living and dining areas offer flexible space for entertaining or everyday comfort, while the kitchen provides generous workspace, ample cabinetry, and excellent flow to the surrounding rooms. In addition to the three bedrooms, the home includes a comfortable office ideal for remote work or quiet reading, along with a large walk-in pantry providing exceptional storage and organization. The primary suite is privately situated and offers peaceful views, generous closet space, and an en-suite bath designed for comfort and functionality. Two additional guest suites, each with their own private bathrooms, provide excellent accommodations for family and visitors, while a convenient half bath serves the main living areas. Outdoor living is one of the home’s greatest attributes. Surrounded by mature landscaping and the Sanderling’s natural canopy, the grounds feel serene and secluded. A beautifully installed turf lawn creates a low-maintenance outdoor space ideal for pets, play, or lounging, while a dedicated fire pit area offers the perfect place to gather in the evenings and enjoy the soft Gulf breezes. As a resident of the Sanderling Club, you’ll enjoy access to a members-only beachfront, clubhouse amenities, tennis and pickleball courts, and boat access. The Sanderling Clubhouse renovation has been approved and is underway, further enhancing the community’s already exceptional amenities. This bright and inviting island home is truly a must see, offering an extraordinary combination of privacy, setting, and lifestyle in one of Siesta Key’s most cherished communities.

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

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

Remarks: You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.

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

Listing Agent: Linda Stowe (941-228-5685)

Remarks: Commanding a dramatic Gulf-front position atop Point of Rocks, this extraordinary coastal compound offers a front-row seat to sweeping 180° panoramic views and unforgettable sunsets over the Gulf of Mexico. Built to the highest Florida Green Building Coalition standards, this home is majestically poised 13.9' above sea level to appreciate rolling waves gently lapping against the rocks and sandy shoreline below. Quintessential Old Florida charm defines this rare offering, featuring a 4-bedroom main residence and a separate 2-bedroom guest cottage, all set on beautifully landscaped, gated grounds. The main home showcases wall-to-wall, floor-to-ceiling windows and sliders overlooking the Gulf, filling the interiors with natural light. The living room features a striking tiered ceiling, recessed lighting, a new wood-burning fireplace with a shiplap accent wall, custom built-in bookcases, and electronic shades. Hardwood floors run throughout. The light-filled kitchen offers stunning Gulf views and features a large custom-built island with breakfast bar and second sink, quartz countertops, artistic tile backsplash, pendant lighting, a 5-burner induction cooktop, KitchenAid dishwasher, and built-in stacked microwave and convection oven with warming drawers. The dining area boasts extraordinary Gulf views. Two ensuite guest bedrooms, a powder bath with wood-paneled wainscoting, and a laundry room with built-in cabinetry and utility sink conveniently located off the kitchen completes the first level. The primary suite on the second level is a true retreat with breathtaking Gulf views, a tiered ceiling with fans, a sitting area, and access to a screened terrace. The spa-like bath features dual walk-in closets, freestanding tub with Gulf views, dual vanities, walk-in shower, and tile floors. The additional second-floor bedroom boasts wood floors, built-in bookcases, a deck, and full bath, making it an ideal office space or hobby room as well. Outdoor amenities include a heated saltwater pool with swim-up seating and custom waterfall feature, mature tropical landscaping, hurricane-rated windows and doors, a 2-car garage with storage, and gated entry. A beautiful promenade overlooking the gulf includes a deck, lush care-free turf, and stairs to the shimmering waters and tide pools unique to this area of Sarasota beachfront. The charming guest cottage offers a living room, full kitchen with bar seating, small dining area, laundry, two bedrooms, and one full bath—ideal for hosting guests or extended family. Recent improvements include full interior and exterior repainting of both the main house and cottage, new en-suite bath added to a first-level guest bedroom, custom floor-to-ceiling bookcases in the living room and upstairs Gulf-side guest suite, two new AC systems, motorized screens on the upper terrace, a new outdoor deck with filled walk-over beach stairs, and a metal roof installed on the cottage in 2021. A rare Gulf-front opportunity combining privacy, character, and panoramic coastal beauty all within minutes of dining, shops, and the mainland. The shelling and wade fishing right outside your door is the icing on the cake!

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

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Exceptional opportunity on TWO buildable lots just 15 houses from Siesta Key Beach and a leisurely stroll from the village. The existing midcentury durable concrete block 3br/2ba home features pecky cypress siding and beamed ceilings. There is an additional free standing guest cottage. The home was impacted by last years storms, but has been stripped to the studs and is waiting for someone to put their finishing touches on it. Tremendous potential awaits. Restore and renew the existing structure or tear down and build your own tropical dream home. Investors may want to take advantage of the 2 lot configuration to develop TWO stunning residences. Plans and competitive pricing for new construction are available. Whether you delight in renovating this iconic midcentury gem, start fresh with a custom built masterpiece, or take advantage of the terrific investment opportunity of TWO buildable lots, this is a terrific opportunity to realize your dream in this desirable coastal paradise.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Sue Levin (941-650-9761)

Remarks: Tucked within a charming Gulf-side community of just 27 residences, this unique and rarely available townhouse on Siesta Key is in model condition and offers private access to one of the most celebrated beaches in the country. With 1,760 square feet of living space, the home features soaring two-story ceilings and abundant natural light throughout the main living areas. Head upstairs on the grand staircase to an additional bedroom plus a versatile loft space—currently used as a TV room and office—which could easily function as a third bedroom. The primary suite is conveniently located on the first floor and opens to a private enclosed sitting area. An updated kitchen with wood and glass cabinetry, natural stone countertops, stainless steel appliances, a spacious island flows into a casual dining area and living space, all finished with engineered hardwood floors, crown molding, and a neutral color palette. Two updated full bathrooms serve both levels, and laundry is located inside on the main floor. Additional features include built-in beverage refrigeration, hurricane shutters, and dedicated closets. Enjoy the private entry and an unheard of oversized garage with space for three vehicles adding loads of additional storage and convenience. The amount of storage is like living in a single family home. The community is primarily owner-occupied, with limited rentals, and welcomes large pets. Recent association improvements include new garage doors, exterior paint, landscaping, privacy fencing and more making this community feel like new. Steps from the white sands of Siesta Key, community pool, and close to shopping and dining. This move-in ready home invites you to settle into the ease of coastal living.

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

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

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

Listing Agent: Robert T Anderson (941-350-8671)

Remarks: Nestled behind the gates of the iconic Sanderling Club, widely regarded as one of Florida Gulf Coast’s only private, gated beachfront neighborhoods, this property offers a rare opportunity to establish a presence within one of Florida’s most storied coastal enclaves. Surrounded by multi-million-dollar estates and lush tropical landscaping, the homesite presents exceptional potential to capture sweeping Gulf views and create a truly remarkable coastal retreat. The existing residence is a charming 1953 beach house, distinguished by its original terrazzo floors and solid cast-in-place concrete construction, hallmarks of the durability and understated character that define mid-century coastal architecture. Offered as-is, the home provides a unique canvas for restoration, thoughtful renovation, or a visionary re-imagining that reflects the future owner’s architectural aspirations. Life within the Sanderling Club is defined by an unmatched Gulf-front lifestyle. Residents enjoy private access to pristine beaches, along with exclusive community amenities including tennis and pickleball courts set directly along the shoreline, a private marina, and the rare opportunity to swim in the clear Gulf waters alongside manatees and dolphins. Evenings often unfold beneath legendary Gulf sunsets, best experienced from the community’s historic clubhouse overlooking the water. Whether envisioned as a restoration of its mid-century charm, the site of a striking new architectural residence, or a long-term investment within one of Sarasota’s most coveted coastal neighborhoods, this property represents a compelling opportunity to become part of the enduring legacy of the Sanderling Club.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Joel Schemmel (941-587-4894)