Homes For Sale in Sarasota 34242 - 387 homes

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: This gulf front sophisticated end unit with lots of natural light and forever simply breathtaking gulf & beach views is a magnificent beach getaway in a gated community! Both luxurious & elegant this 2 bedroom, 2 bath condominium simply wows you! The attractive porcelain flooring adds a glow throughout the entire space. The spacious well designed kitchen is a show stopper featuring exquisite custom wood cabinetry, complimented by beautiful granite countertops & top of the line stainless steel appliances. The bathrooms provide a chic retreat, furnished with inviting finishes & fixtures inclusive of a jetted spa in the main bath. The large laundry room with a sink & extra storage adds to the easy & convenient resort living. Enjoy the beach views while watching some beach volleyball from your living room. Close to the action, yet perfectly private. The large sliding windows give the option to enjoy fresh gulf breezes while taking in the breathtaking beach & blue water & sky. This is one of very few places that offer gulf front views & beach access out your door. Gulf & Bay Condominiums are situated on 32 acres of delightful tropical landscaped property on Siesta Beach with a complete resort like feel & 800 feet of private beach, 3 swimming pools, pickleball, tennis, racquetball, basketball, shuffleboard & an indoor hot tub! Make use of all the additional amenities inclusive of the fitness center, numerous BBQ areas, electric vehicle stations & car wash area. This unit has a designated covered parking spot, acres to roam and that world class white sand beach to walk to your hearts content then fall asleep to the sound of the waves rolling in. There is a guest suite can be reserved exclusively by owners for family & friends. Just minutes away is a nice variety of restaurants & shops in Siesta Village. Whether you're seeking a full-time residence, vacation retreat, or an investment opportunity, this exceptional condominium is a rare find. Don't miss your chance to own a slice of paradise on Siesta Beach!

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

Listing Agent: Cindy Furtado (808-937-2376)

Remarks: Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Bev Murray (941-724-4995)

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)