Homes For Sale in Sarasota 34242 - 316 homes

Remarks: Coastal Luxury Villa with Thai-Inspired Elegance Now Offered at $995,000 Experience the best of Siesta Key living in this beautifully renovated two-bedroom, two-bath villa located in the highly sought-after, gated beachfront community of Crescent Arms. Now priced at $995,000, this is a compelling opportunity recently adjusted from $1,075,000 to reflect today’s market and create immediate value. This thoughtfully updated residence blends custom coastal finishes with subtle Thai-inspired design, creating a warm, serene atmosphere throughout. The open-concept layout offers seamless flow between the kitchen, dining, and living areas ideal for both everyday living and entertaining. The gourmet kitchen features quartz countertops, stainless steel appliances, and generous workspace, all opening into a bright and inviting living area. Both bathrooms have been tastefully updated with spa-like finishes, including a walk-in shower and modern fixtures. Step outside to your private patio perfect for relaxing, grilling, or enjoying the tropical surroundings just moments from the beach. Crescent Arms offers exclusive private beach access to world-famous Siesta Key Beach, along with onsite management making this an excellent option for personal use, vacation rental income, or a combination of both. This property has a proven rental history with strong year-round bookings. Whether you’re searching for a coastal retreat, investment opportunity, or both, this villa delivers location, lifestyle, and value. Sold turnkey move right in or start generating income immediately.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Derek Edwards (941-929-3183)

Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.

Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)

Listing Agent: Raffilena Hamilton (941-685-2441)

Remarks: Discover coastal luxury at Beach Terrace, one of Siesta Key's most coveted addresses. Perfectly positioned at the end of the village with direct Gulf of Mexico frontage, this exceptional 1 bedroom, 1 bathroom corner residence offers an unparalleled beachfront lifestyle with breathtaking panoramic views that truly set it apart. This thoughtfully designed condominium showcases sweeping vistas that capture the essence of Florida's Gulf Coast living. From the pristine white sands of Siesta Key Beach to the sparkling aqua waters of the Gulf, and extending to the glittering skyline of downtown Sarasota and even Longboat Key in the distance, the views are simply extraordinary. At night, watch as the twinkling lights of Siesta Key Village and downtown Sarasota create a magical backdrop that makes this easily one of the best views on Siesta Key. One of the standout features of this residence is the three spacious private balconies that provide the perfect vantage points to embrace the coastal lifestyle. Start your morning with coffee while watching the sunrise, unwind with spectacular sunset views in the evening, or simply soak in the panoramic scenery throughout the day. These outdoor spaces are truly an extension of your living area and offer unmatched opportunities to experience the beauty of Siesta Key from every angle. Enter through an inviting tiled foyer that flows seamlessly into the well-appointed kitchen. The generous living area features dual sliding glass doors that flood the space with natural light and frame the expansive views of Siesta Key and the beach beyond. Imagine relaxing on your couch while gazing at the sparkling waters of the Gulf, this is everyday living at Beach Terrace. The dining area offers ample room for entertaining family and friends with gorgeous views. Beach Terrace provides resort-style amenities that complete the coastal living experience. Residents enjoy an elevated heated saltwater pool, a modern fitness center, and a welcoming community room, all just steps from your private beach access. Everything you need for the ultimate Florida lifestyle is right at your doorstep. This is more than just a home; it's a lifestyle. Beach Terrace combines the tranquility of a secluded Gulf-front location with the convenience of being nestled at the end of the charming Siesta Key Village. Location, location, location! Don't miss this rare opportunity to own a piece of paradise in one of Florida's most desirable beach communities, where stunning views and coastal elegance come together in perfect harmony.

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

Listing Agent: Mickey Kiernan (941-402-9115)

Remarks: One or more photo(s) has been virtually staged. The Beach Terrace building is one of the most desirable addresses on Siesta Key with a direct Gulf of Mexico location and nestled at the end of the village. This 2 bedroom / 2 full bath corner residence offers panoramic views of the Siesta Key beach, village and aqua water of the Gulf of Mexico. The condominium offers 3 spacious balconies to enjoy morning coffee, evening sunsets and the skyline of downtown Sarasota in the distance. Enter the split floor plan residence through the entry with tiled flooring into the kitchen. The kitchen boasts updated cabinetry, appliances, lighting, granite countertops. The large living area offers dual sliders that provide expansive views throughout Siesta Key and the beach. You can enjoy just relaxing on the couch and viewing the sparkling waters of the gulf. The dining area also provides ample space for entertaining. The primary bedroom has a private balcony with views of the gulf and village. There are two full size beds and an ensuite bath and vanity area including updated tile, cabinetry and granite countertops. The second bedroom offers a full bed with an additional full sliding door for and dazzling views of the gulf. This bedroom also provides an additional bathroom with updated cabinetry, tile shower and granite. The onsite amenities include elevated heated saltwater pool, fitness center, community room all steps from private beach.

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

Listing Agent: Mickey Kiernan (941-402-9115)

Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.

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

Listing Agent: Mickey Kiernan (941-402-9115)

Remarks: Reduced 30K! The Best Views Currently Available at House of the Sun! Rarely available 3rd-floor unit in the always desirable and impeccably managed House of the Sun on Siesta Key. Positioned far forward on the north side of the building, this residence enjoys some of the best Gulf and beach views currently on the market. From both the living room and the lanai, take in sweeping views of the Gulf and Siesta Key’s world-famous white sand beach. House of the Sun offers 100 feet of direct beachfront and an exceptional location just 500 feet south of the Stickney Point Bridge, providing quick and easy access to and from the mainland. The property is also within walking distance of a wide variety of restaurants, clubs, and everyday conveniences including gourmet food and fish markets, coffee and ice cream shops, liquor store, clothing and gift shops, salons, postal and shipping services, and beach, sport, and boat rentals. Popular local favorites such as Captain Curt’s and Daiquiri Deck are just steps away. This unit has seen significant recent updates (2023–2025) including new hurricane-impact sliding glass doors and bedroom windows, a new rooftop A/C system, fresh interior paint in common areas, and new LVT flooring throughout the living areas and bedrooms. The kitchen has been upgraded with new stainless steel appliances, and additional improvements include a new master bedroom mattress, window shades, rugs, and bedding. Additional features include an in-unit washer and dryer, owner’s closet, and under-building parking. House of the Sun has also undergone extensive common-area improvements (2024–2025), including new elevators, a new hurricane-impact roof, updated pool and tennis court, enhanced pool-area common room with new exercise equipment, new gas grill stations, refreshed outdoor seating areas, landscaping, hallway paint, carpet, lighting, and upgraded Wi-Fi throughout the building. The complex is pet-friendly for owners and is known for having one of the best-run on-site rental programs on Siesta Key, offering a three-night minimum rental policy. This unit performed well in its first year in the rental pool and offers an excellent balance of personal enjoyment and rental income potential. Sale subject to future bookings.

Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)

Listing Agent: Mike Winger (941-228-3390)

Remarks: RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED,IMPRESSIVE ENTRANCE WITH WATERFALL,WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVER LOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

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

Listing Agent: Rosie Dipasquale (614-313-7962)

Remarks: This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach with 7 acres on Gulfview Condominium Property. Property is available Anytime for Easy Showings. Investor, 2nd Home, Primary Home. Excellent Investment opportunity in a High demand area all Year. Pet friendly. Stilt Under Building Designated Parking offers protection from all weather to lobby/elevator. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Modern Art Gallery feel throughout its entirety. Enjoy your “private outdoor living” new screened 30’x8’ Beach Lanai, no houses/buildings in line of sight. Modern flooring, locking Solid Core impact Door. The unit is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows, see-through Solar Shades when down on sliders & windows have double treatment, see-through Solar Shades & Privacy Shades for the windows at front. The Front Door has Solid Core impact Door same as lanai. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire unit & closets. It highlights the Classic Modern Frosted Glass Framed Solid Wood Interior Doors and Frosted Glass Framed Solid Wood Interior Bifolds in every room continuing the clean line design with 8” Solid Wood, Mitered Baseboards. For the Art of Lighting, all LED lighting has dimmers throughout & walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/s atin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. For convenience, both have Kohler Skirted Chair-Height Toilets. Main bath is Designed w/24” Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” White Glass Tile & Tall Abalone Tile Niche.With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size, features 5 Burner “Double Oven” with “Warming Drawer”, Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer "Double" Drawer. Stainless “Triple Storm” Dishwasher & Stainless Steel Kohler 36” Apron Sink/Kohler Pull down stainless Faucet. Matching to Suite are Full-Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in walk-in Laundry Room w/dimming LED lights, solid wood shelving w/nickel stainless rod/brackets designed for Heavy application needs. Wi-Fi Thermostat. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects are in Immaculate Condition ready for your beach living in paradise. There are no assessments. Passed structural integrity. Fully funded reserves. New replaced PVC drains in entire building. No cast-iron. New building roof. New clubhouse roof. Community Building; kitchen, 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach Gate to Expansive Boardwalk to picnic area, 2 Grills & Birdwatching benches. “Private ISLAND Style Living” A truly rare opportunity awaits you- private unobstructive beach view, sixth floor, 7 acre property, 400’ beachfront

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

Listing Agent: Constantine Stratos (941-232-5251)

Remarks: Step into effortless coastal elegance with this renovated free-standing villa, mere steps from Crescent Beach’s legendary white sand. Completely refreshed—quartz countertops shine in the sleek kitchen, all-new air conditioning delivers year-round comfort, and brand-new appliances (fridge, stove, dishwasher, washer/dryer) handle life without a hitch. Open layout, tray ceilings, tile floors, and built-ins keep it light and airy. Horizons West perks: private beach access, heated pools, spa, grilling spots, lush grounds, and that unbeatable Gulf breeze. Sunset walks, pool dips, zero hassle—just pure Siesta relaxation.

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

Listing Agent: Brian Maher (941-284-5070)

Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.

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

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, a skip trowel ceiling, and a spacious light-filled living space with sunny west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ x 4’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed LED lighting with dimmer. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

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

Listing Agent: Harriet Stopher (404-316-8944)

Remarks: Discover an exceptional income-generating property in the heart of coveted Siesta Key! This fully renovated multi-unit compound features a spacious 3-bedroom, 2-bathroom unit and a 1-bedroom, 1-bathrooom unit (side by side). An impressive $270,000 gross income in 2023 and $264,000 in 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note: This property is zoned an RMF (Residential Multifamily) and is legally able to accept nightly rentals. The property boasts recent upgrades including brand-new AC (2025), updated flooring (2025), modernized plumbing (2025), electrical (2025), and hot tubs (2023). This amazing opportunity is the best cap rate on any house on Siesta Key. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a 10% management fee with all staff staying in place. This property could be purchased as a portfolio with 5228 Calle Menorca.

Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)

Listing Agent: Steven Koleno (804-656-5007)

Remarks: Exceptional new waterfront offering on the Grand Canal of Siesta Key. Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock and 10,000 lb. lift. Rare 100' stretch of unspoiled waterfront frontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive living areas, elegant finishes, and seamless indoor-outdoor flow ideal for entertaining and everyday luxury. Positioned on a double lot, with a stately motor court surrounded by opulent landscaping, the home offers a welcoming atmosphere. The kitchen is expansive, beautifully redesigned, and built for hosting large gatherings; a Culinary Haven with a Chef's Island as the centerpiece, complete with top-of-the-line appliances, including a Wolf 6-burner gas range, a Sub-Zero refrigerator, and a secondary Sub-Zero refrigerator is also included. A nugget ice maker, and wine fridge in the dining room's dry bar sets the tone, with a luxurious dining room offering a large space for dinner parties, also could double as a formal living room. There are two primary suites, one downstairs, and one upstairs. The downstairs suite is perfect for guests or an in-law unit. The second-floor primary suite is a private retreat, elevated above it all and wrapped in natural light. Large windows frame tranquil canal views and lush, mature landscaping, creating a serene, tree-lined outlook that feels both peaceful and secluded. The main primary bath, a dream en-suite bath, a luxurious area that incorporates dual sinks, a rainfall glass enclosed shower, separate soaking tub, and private water closet. A voluminous walk-in closet, with a built-in vanity, acts as the quintessential, functional anchor. An additional 1 to 2 guest bedrooms on the second floor, with a 4th full bath. 2nd floor loft/game room is a perfect room for a getaway, or read a book on its outdoor terrace. Back downstairs is a home office, a private workspace. The first floor family room is a large media room with sliders to access the lanai, and the two-story pool cage that will be a family favorite, with its salt water pool and spa. Step outside and fire up the grill. The expansive outdoor living area is designed for effortless gatherings and all-day enjoyment. An outdoor kitchen with a built-in grill, and eat-up bar, allows for making it easy to host everything from casual lunches to evening cookouts. Multiple table spaces offer comfortable shaded seating, perfect for dining, games, or lingering conversations. Completely renovated estate. This beautiful home is essentially brand new. A grand space that's Just minutes from the sugar-sand shores of world-famous Siesta Key Beach, once again voted the number 1 beach in America by TripAdvisor, along with premier dining, night life at Siesta Key Village, and endless boutiques for shopping. One of Siesta Key's most desirable waterfront locations. Come experience a serious boater's dream come true!

Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)

Listing Agent: Darren Beddoe (407-353-8810)

Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.

Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)

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

Remarks: Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!

Listing is courtesy of: ROBERTS REALTY INC (941-924-2330)

Listing Agent: John Garner (941-544-6732)

Remarks: There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

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

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

Remarks: Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!

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

Listing Agent: David Anthony (941-786-4282)

Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.

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

Listing Agent: Samantha Callaway (630-865-3189)

Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.

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

Listing Agent: Mary Kassen (941-900-9776)

Remarks: Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Karie Backman (941-404-8389)