Homes For Sale in Sarasota 34242 - 382 homes

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: GULF VIEWS! Welcome to Casarina, one of Siesta Key’s most beautifully updated beachfront communities—and a place that truly captures the best of coastal living. This beautifully renewed 2-bed, 2-bath residence in Unit 302 blends comfort, quality, and a relaxed island feel from the moment you walk in. The entry opens to a light-filled space accented with custom-built-in cabinetry, detailed mouldings, and upgraded luxury lighting that makes the home feel warm and inviting. The enclosed lanai adds valuable living space and creates a bright, peaceful spot to unwind with your morning coffee or enjoy quiet evenings after a day on the beach. The kitchen is refined and functional with modern updates, under-cabinet lighting, and a smooth flow into the dining and living areas—perfect for easy everyday living or hosting guests. The primary suite offers a calm retreat with a renovated bath and generous closet space, while the guest bedroom provides comfort and privacy for visitors. You’ll also appreciate the in-unit laundry with additional storage space. Casarina offers a true resort-style experience across 7 acres of lush, tropical landscaping. The entire property has been thoughtfully reimagined to elevate outdoor living. Generous in size, the pool offers ample room for both lap-style swimming and relaxed lounging, all set just steps from the sand. The surrounding oversized sun deck provides abundant seating, shaded areas, and open spaces to soak in the Florida sunshine. Residents enjoy pickleball and tennis courts, a grilling pavilion with outdoor kitchen space, and private pathways that lead to the community’s deeded Crescent Beach access—one of the most pristine stretches on Siesta Key. The building features secure key-fob entry, a sleek glass elevator, and impeccably maintained grounds that create a peaceful, upscale coastal environment. A rare private garage space, highly coveted in beachfront communities, adds exceptional convenience and value. Living in Casarina means embracing a laid-back coastal lifestyle where every day feels like a getaway. Enjoy morning beach walks on powder-soft quartz sand, sunset dinners at waterfront restaurants, and a vibrant local scene filled with boutique shops, live music, and outdoor recreation. With its welcoming community and effortless blend of luxury and leisure, Casarina offers a lifestyle that truly feels exceptional.

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

Listing Agent: Julia Montei (941-702-3098)

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: Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Tanya Stutzman (941-504-8785)

Remarks: PRICED to Sell! A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision whether you’re seeking a full-time residence, vacation retreat, or long-term investment. The existing cottage, which holds no contributory value due to hurricane flooding, creates a true blank slate for new construction. As an added benefit, this property is being offered with the option to build a thoughtfully designed custom home by Yoder Construction. The proposed plan, The Oceana, is part of an exclusive ISLAND SERIES, developed with sustainability and the unique coastal conditions of Siesta Key in mind. Buyers may choose to build this elevated 2,735-square-foot home, or collaborate with the builder on a personalized design through the available design center. Commonwealth Drive is ideally located just minutes from the powdery sands of Siesta Key Beach and the vibrant charm of Siesta Village, with its shops, restaurants, and island lifestyle. Opportunities to build new in this highly sought-after location are increasingly rare. To explore this offering further, request details on the optional build package, and schedule a walk of the lot.

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

Listing Agent: Dawn Bear (941-468-7224)

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: Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.

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

Listing Agent: Jennifer Bright (941-320-4989)

Remarks: Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

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

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

Remarks: Under contract-accepting backup offers. Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep.

Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)

Listing Agent: Gabi Charity (941-685-6649)

Remarks: Welcome to your coastal retreat on world-renowned Siesta Key! Located in the highly sought-after Aloha Kai beachfront community, this updated 2-bedroom, 1.5-bath villa is offered turnkey furnished and ready to enjoy. This property allows for short-term rentals, offering exceptional potential as both a personal getaway and income-producing investment. The villa has been thoughtfully updated with a newer metal roof (2020), new impact-rated windows, new impact-rated front door, upgraded 200-amp electrical panel, and a 2023 water heater. The kitchen features newer cabinets, countertops, and appliances, creating a clean, coastal aesthetic. The first floor of the villa experienced water intrusion during Hurricane Milton. The owners completed professional remediation, including a fully permitted renovation and a mold inspection that tested negative. All work was done to high standards and is well-documented for peace of mind. Set in a lush tropical setting, Aloha Kai is a beachfront co-op community with direct private access to Siesta Key Beach, a heated Olympic-size pool, shuffleboard courts, clubhouse, and on-site management. The community’s flexible rental policy allows for strong occupancy and return on investment. This is your opportunity to own a beautifully updated, furnished villa in a premier location — ideal for seasonal living, investment, or both. Buyer to verify all room dimensions and rental guidelines with the co-op and management. OWNER FINANCING AVAILABLE!

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Connor Meckley (941-279-0013)

Remarks: Welcome to Old World Siesta Key...this 1940s Bungalow Home was converted approx 40 years ago into a Triplex and a Cottage was added at the rear of the property. Siesta Key is World Renown for it's White Powdery Sand Beaches and is so convenient to the Mainland and all the Attractions Sarasota has to offer such as the Arts, St Armands and Unbelievable Shopping. The Property is located approximately three blocks behind Siesta Key Village, the Hub of Restaurants, Nightlife, and Shops, and there you will find this Graceful Triplex and Cottage. There are several Private Patios as well as Open Areas for Outdoor Entertainment and Relaxation both in the Front and Rear of the Triplex. There are Storage Units for Each Rental and there is a Shared Laundry Area in the middle of the Backyard. Convenience is really key for this Property as you can Walk to the Beach or the Village in 15 Minutes. Island Life is Unique, Exciting, Colorful but can also be Quiet and Slow, it's the perspective of the Offering and it's a sought after way of living. For the past 20 years the units have been long term rentals. Some of the tenants have been there for years and all four would like to stay and continue their Florida Island Lifestyle. Rents shown are the Expected rents that could be charged as the Owner currently charges less... just his way of doing business. There is one option that could change the dynamics and that would be to keep the Triplex as long term rentals and use the rear Cottage as an AirBNB and Owners Use unit. This would drastically change the income stream. The water and internet/cable is currently paid for by the Owner and the Electric is split between the Tenants based on unit size, of course all of this is subject to change based on the New Owner's intentions. This is an Amazing Opportunity to have both Income and Personal Enjoyment all wrapped up with a Special Place we call Siesta Key Living!

Listing is courtesy of: BLAKELEY & ASSOCIATES REALTY (941-567-3100)

Listing Agent: Lisa Blakeley (941-809-1647)

Remarks: Under contract-accepting backup offers. Welcome to Residence #201 at Halcyon Siesta Key—a rare opportunity within one of the island’s most exclusive boutique communities. With only six Gulf-front residences, Halcyon offers the ultimate in privacy, luxury, and architectural sophistication. This exquisite coastal retreat blends modern design with relaxed seaside living. Engineered hardwood floors, soft coastal hues, and floor-to-ceiling hurricane-impact windows frame sweeping views of the turquoise Gulf waters. Step off your private elevator into a bright, open floor plan designed for effortless entertaining. The gourmet kitchen features Wolf appliances, a wine fridge, and an oversized island flowing seamlessly into the dining and living spaces. The Gulf-front primary suite is a serene escape with a spa-inspired bath boasting dual vanities, a soaking tub, and a glass-enclosed shower. Two additional guest suites—each with private en-suite baths—offer exceptional comfort, while a versatile den/office provides flexibility for work or an additional bedroom. Unwind on your private Gulf-front terrace, where sunsets and sea breezes set the tone for everyday tranquility. Enjoy direct private beach access and the exclusive front amenity cabin, complete with a fitness center, bathrooms, comfortable lounge area, and an expansive deck ideal for entertaining or relaxing after a day by the water. A private two-car garage and resort-style amenities—including a beachfront pool and fire pit—complete this one-of-a-kind coastal lifestyle!

Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)

Listing Agent: David Lehrman (941-321-5595)

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: GET READY to experience breathtaking GULF-FRONT views unlike any other at this price! Completely remodeled with meticulous attention to detail, this exceptional two-bed, two-bath condo offers refined coastal living in one of Siesta Key’s most desirable areas…the heart of world-famous Siesta Key Village. From the moment you enter, panoramic Gulf views immediately capture your attention. Light-filled living and dining areas were thoughtfully designed to showcase the turquoise water, while neutral tones throughout create a relaxed coastal elegance. The kitchen blends style and function with granite countertops, a built-in desk, custom cabinetry, and all new Frigidaire Gallery appliances WITH induction cookware included. The master is a relaxing retreat with endless Gulf views, oversized walk-in shower, double vanity and spacious walk-in closet. The inviting guest bedroom and bath will have your guests planning their next visit before they even unpack. Architectural details include crown moldings, rounded corner walls, recessed lighting, and many designer finishes. Plus, newly installed 3-layer monolithic sliding doors with turtle tint, remote controlled solar shades, and 3 wall-mounted NEO LED TVs. This residence can also be sold turnkey furnished, allowing immediate enjoyment of the Siesta Key lifestyle. Amenities include 800ft of private beach, two pools, two clubhouses (one exclusively for tower residents), fitness center (coming soon) with new state-of-the-art equipment, beachfront tiki hut, BBQ grills, kayak/paddleboard storage, and beautiful new landscaping project underway soon. Few places combine this level of renovation, elevation, and Gulf views so close to Siesta Key Village—don’t miss this exceptional opportunity to own in one of Siesta Key’s most iconic beachfront settings. NOTE: Whispering Sands is considered a 55+ community; however, ownership is NOT age-restricted, making this an excellent option for anyone considering a vacation retreat or future home.

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

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

Remarks: Under contract-accepting backup offers. Gulf-side living at its best! This cute-as-a-button 2-bedroom, 2-bath ground-floor unit has been completely remodeled from top to bottom, featuring new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated baths, and a stunning new kitchen with quartz countertops, tile backsplash, countertop breakfast bar, and stainless-steel appliances. The primary bedroom includes an ensuite half bath, while the guest bedroom is conveniently located near the fully remodeled hall bath. Step right out your door and enjoy private beachfront access, a sparkling community pool, and outdoor seating areas with picnic tables. Assigned parking and guest spaces add convenience, while short-term rentals are allowed, offering excellent income potential and bookings already in place should you wish to keep them! Ideally located close to the Village for shops, restaurants, and entertainment, with the free trolley nearby to explore both sides of the Key. This is the perfect coastal retreat and will not disappoint!

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

Listing Agent: Christine Green (941-914-2463)

Remarks: This charming one bed, one bath beach condo at the popular Palm Bay Club offers the perfect blend of comfort, style and coastal living. Perched on the gulf side of Midnight Pass Road, the Gulf of Mexico is just steps from your front door. With this prime location you’ll enjoy easy, private access to the powdered sugar sand of Siesta Key’s Crescent Beach, one of the gulf coast’s premier vacation destinations! The interior of the condo is thoughtfully designed and tastefully decorated to maximize space and function. The vinyl plank floors throughout are not only handsome but also afford a low maintenance foundation for the coastal décor. The kitchen offers bright white cabinets with bold black granite counters and attractive stainless appliances. The open concept living and dining room is nicely furnished and a welcoming space to recharge between sunny Siesta adventures. The lanai, which has been integrated into the living room, is enclosed with three glass sliders that permit abundant sunlight and can be opened for a refreshing saltwater breeze. The bedroom is a peaceful retreat with two beds for maximizing the guest allowance. An updated bath is not only attractive, but a pleasing space to refresh. A true beach to bay community, the Palm Bay Club delivers the ultimate Siesta Key owner opportunity with unlimited access to two heated swimming pools, a hot tub overlooking the peaceful intercoastal waterway, complimentary fitness center, lighted tennis courts with pickleball, boat docks (daily rental, 21 ft max), BBQ grills, and a fishing pier. A three night minimum rental policy and outstanding onsite management make this an enticing opportunity for the owner/investor!

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

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

Remarks: Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life that lives like an endless retreat. The lower level invites you to linger outdoors surrounded by the scent of the saltwater breeze and the sounds of the cascading waters of the 65-foot infinity pool and spa. A covered living space blurs the line between home and horizon. A custom waterslide arcs playfully into the pool, while beyond, your private dock with a 20,000-pound lift awaits spontaneous voyages to Roberts Bay. Ascend by elevator or sculpted staircase to the heart of the home—spaces that feel both expansive and intimate. Walls of glass reveal shimmering water views, while the Meile appliance suite anchors a chef’s kitchen made for creating fine cuisine and lasting memories. Every detail and finish bears the signature of master craftsmanship. The home’s six bedrooms include two primary suites, each a retreat of its own with spa-inspired baths. Six full and three half baths offer both comfort and convenience for family and guests alike. A 700-square-foot bonus space stands ready to become whatever your imagination allows—a golf simulator, game lounge, or wellness studio. A three-car garage, new seawall, whole-home generator, and zero water intrusion during the 2024 storms provide unmatched peace of mind. As evening settles, the home transforms. Ambient lighting glows across the infinity edge and the hush of the bay replaces the day’s energy. You can almost hear the future stories unfolding here—laughter by the pool, sunrise swims, quiet coffee on the terrace. 5179 Hidden Harbor Road isn’t just a home; it’s a state of being—modern, effortless, and deeply connected to the water.

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

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

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)

Remarks: Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Dan Miller (941-376-7442)

Remarks: Charming mini-resort with lagoon-style pool and waterfall, sun decks, tropical landscaped gardens. Just steps from Siesta Key Public Beach. Free Trolley transports guests to Siesta Key Village for shopping, dining and a supermarket. Income Producing Property priced to sell at a Seven Cap. Two lots, 19 & 20 with 2 Duplexes.

Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)

Listing Agent: Tonna Gruber (941-232-8950)