Refine Search
Map
Sort by
$500,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lakes and fountain with estuary area. Going furnished so no need to start shopping. Owner used unit November and March and April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private full size washer and dryer inside unit. Large storage room inside unit. Owners loved the location easy access to the pool, fitness center, clubhouse, bbq's and of course the #1 Beach Siesta Key. Note: several pieces of artwork will not convey with sale, list available. As these original owners say it's time to hand the torch over to new unit owners who will make their memories at Peppertree. Amenities include onsite management and rental division, 2 heated pools, 2 clubhouses, fitness center, bbq areas, fishing pier, tennis and pickle ball and of course the Private Beach Access to that #1 Beach Siesta Key!

1046 W Peppertree Lane Unit 115B, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
BEACH! BOATS DOCKS! BAY VIEWS! Come experience Siesta Key living just steps from the gentle bay waters at beautiful, tranquil Island Reef on the quiet end of the Island. Spacious Turnkey Furnished 2 bedroom, 2 baths, laundry in residence, carport and guest parking. Solid Surface countertops in Kitchen, Tile in living area, carpet in bedrooms, and custom window coverings Island Reef is a serene waterfront community, one of the few true Gulf to Bay properties, that offers many desirable amenities including: beach and boat docks (lifts allowed), two lit tennis courts, pickleball, 2 fitness rooms, kayak Storage library, Billiards, game room, clubhouse, two heated swimming pools and more. Pet friendly! Imagine rising each day to panoramic vistas of Bay to view sunrises and coastal wildlife. Stroll over to the Gulf side of Island Reef to enjoy the refreshing breezes and magnificent sunsets. Tropical gardens add to the appeal of Island Reef and this wonderful community is close to three of Siesta Key's most popular restaurants and all of the Your new social life awaits a perfect 3-5 minute walk from a trio of Siesta Key’s favorite restaurants (casual & waterfront fine dining) or enjoy a complimentary trolley to Siesta Village for dining, shopping, ice cream, mini-donuts, cute brunch spots, yoga, dancing and live music every night of the week! Enjoy the cultural activities Sarasota has to offer.

8779 Midnight Pass Road Unit 202H, Sarasota
$3,300,000
4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
This stunning home is located on Siesta Key, known for its exquisite beaches, and offers direct access to the Intracoastal Waterway. With four balconies, you can enjoy breathtaking views of the water and downtown Sarasota skyline. The spacious living areas, including a Living Room, Great Room and Loft, perfectly complement the four bedrooms and bathrooms. Despite being originally built in 1977, the home has undergone significant upgrades in 2016, making it feel much younger. The gourmet kitchen is positioned elegantly, with a cozy breakfast nook and a grand dining room featuring a captivatingly designed wall. The Owner’s Suite is a peaceful retreat, complete with a balcony overlooking the pool and ICW, a luxurious bathroom, and a walk-in closet with custom shelving. Outside, you’ll find a travertine patio, a sprawling pool and a gourmet outdoor kitchen. Also, enjoy your very own private dock and 17lb lift where fishing is abundant, and dolphins and manatee can be seen frolicking right in front of you. Don’t miss the chance to make this extraordinary home your own slice of paradise.

5330 Siesta Cove Drive, Sarasota
$585,000
2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code
Welcome to Vista Hermosa, your ultimate maintenance-free, island retreat nestled just steps away from the powdery sands of Crescent Beach on Siesta Key! This beautifully appointed, free standing villa is turnkey-furnished and move-in ready with brand new upgrades including a new guest bathroom (2022), new kitchen appliances (2021), hurricane impact windows (2021), new front door (2021), HVAC system (2023), hot water heater (2023), and new flooring (2024) . This home features two spacious bedrooms and two full bathrooms, an office/lanai off of living room, a separate laundry room with washer/dryer, and a mud room off of kitchen with door to private carport. This tropical oasis also offers a heated pool, clubhouse w/kitchen and several grilling areas. Vista Hermosa is located just a short walk to restaurants, bars, shopping, entertainment and water sports. Enjoy the convenience of living close to Stickney Point bridge where you can venture off the island in minutes to visit Downtown Sarasota, St. Armand's Circle, Lido Key and Longboat Key. Great opportunity for a second home, vacation rental or full-time ownership. Emotional support and trained service animals are accepted. 2-week minimum, 26 times per year rental policy allows for great income potential! Don't miss this opportunity to own a piece of paradise and enjoy the laid-back, beach lifestyle of Siesta Key!

167 Vista Hermosa Circle, Sarasota
$2,475,000
4 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
This fabulous home has been repriced to the market. Experience the pinnacle of modern coastal living in this extraordinary four-bedroom-plus-office, four-and-a-half-bath waterfront residence. Ideally located on Siesta Key, on the deep boating water of the Grand Canal, nestled on an oversized, 16,200-square-foot lot on a private street near the renowned white quartz sands of Siesta Key Beach. This stunning contemporary home offers direct access to Sarasota Bay, making it a true haven for water enthusiasts. Upon entering, be captivated by the grandeur of the soaring 20-foot ceilings in the entryway, showcasing a floating staircase adorned with sleek stainless steel rails and cables; this architectural feature sets the tone for the entire home. Enhancing the ambiance, a two-sided fireplace serves as a central focal point, gracing both the living room and family room, boasting floor-to-ceiling walls of windows, which continue to the dining room. The heart of the home is the gourmet island kitchen, a culinary dream equipped with top-of-the-line appliances, granite countertops, and an abundance of storage, complete with a spacious pantry. The main level seamlessly combines entertainment and functionality, boasting a media room and a thoughtfully designed office space. A convenient first-floor bedroom suite adds an element of versatility and convenience. Ascend the staircase to an expansive loft overlooking the lower level, offering additional office space and a quiet reading nook. The master bedroom suite is a true retreat, with waterfront views and a private balcony - a perfect spot to unwind and enjoy a morning coffee and gentle evening breezes. An adjoining sitting room leads to the luxurious master bath, featuring a spa-like ambiance, and a generously sized walk-in closet that will indulge even the most discerning fashion enthusiast. Privacy and comfort define the split bedroom plan, with two additional guest suites on the upper level, each providing an oasis of relaxation and a private en-suite bath. Step outside to the lush outdoor living space, where the waterfront beckons. A private dock offers direct access for boating, fishing, or simply embracing the tranquility of waterfront living. Whether basking in the sun by the poolside, hosting gatherings on the expansive patio, or embarking on nautical adventures by boat, paddleboard, or kayak, every aspect of the Florida lifestyle is beautifully embraced and surrounded by lush tropical gardens. The spacious side-entry garage offers ample room for vehicles and storage, while the generously sized paver driveway and circular drive ensure no shortage of parking spaces for residents and visitors alike. Elevated construction - low flood insurance rate ($1,075/yr.) Close to Siesta Key Village’s unique boutiques and eateries, the Out-of-Door Academy, and minutes over the bridge to Sarasota’s vibrant cultural downtown, entertainment, restaurants, and shopping.

816 Edgemere Ln, Sarasota
$1,265,000
3 Beds ⋅ 3 Baths ⋅ Coquille SubDv. ⋅ 34242 Zip Code
Casual Elegance in this charming Gulfside townhome. Only steps away to your own private beach and pool. This spacious 3 bedroom 3 bath has over 2000 sq ft with grand two story ceilings and abundance of natural light throughout. The first floor offers a large family room, Great Room with built-in niches and extra storage. The tiled cook's kitchen has large center island (with seating for 6), waincotting white cabinets with pullouts and white granite counters, double stainless sink, white appliances, and a separate pantry. The elegant master suite had double sinks, white cabinets, tiled counters, tiled walk in shower, two generous closets with built-ins (one walk-in) and additional seating area overlooking the pool. Washer/Dryer behind barn door closure. A wooden staircase leads to the second floor with two oversized bedrooms and two full baths,newer laminate flooring throughout. Two car tandem secured garage with additional storage closet. This complex has only 27 townhomes tucked in one of the most beautifully landscaped settings on the Key. Whether this will be your full time residence or vacation getaway, come enjoy the fabulous sunsets, world renown Siesta Key Beach, fine dining and shopping. This is truly a Special Home!

1137 Coquille Street Unit 107, Sarasota
$710,000
2 Beds ⋅ 2 Baths ⋅ Turtle Bay SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. MASSIVE 30K PRICE REDUCTION!!! Don't miss this rare opportunity to live in the stunning Turtle Bay Condominiums with Beach Access, situated on the 5th floor overlooking Sarasota Bay. Experience breathtaking views of the intracoastal waterway, pool, and boat dock right from your living room. This 2-bedroom, 2-bathroom unit is filled with natural light, boasting updated flooring and all furniture is optional. The master bedroom offers ample space with a walk-in closet and private bathroom. Imagine dining while watching dolphins play and birds soar. This condo also provides a one-car garage and additional storage room. Turtle Bay is a welcoming community with a beautiful clubhouse that hosts a variety of activities for residents to enjoy, including tennis, pickleball, shuffleboard, happy hours, holiday functions, trivia nights, and bingo. Bring your boat and lease a private slip, take advantage of outdoor grills with a designated eating area, and fish from the pier. On-site management ensures convenience and peace of mind. Beach access is just across Midnight Pass Road through Tortuga Condominiums. Embrace the opportunity to personalize this home and create your own paradise in Turtle Bay.

8735 Midnight Pass Road Unit 502B, Sarasota
$1,235,000
3 Beds ⋅ 3 Baths ⋅ Twin Oak Pond SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers.One or more photo(s) has been virtually staged. Elegantly renovated home with high-end finishes while restoring that Siesta Key charm. This three-bedroom three full bathroom home has undergone a major renovation finished June 1st, 2023. Starting with the exterior, new paint, hardware, landscaping, paver drive, and eco-friendly laid shell. The first floor is about 1,300 sqft comprised of parking, a storage unit, a separate workshop space, and multiple entertainment spaces. The front staircase crafted with composite decking and anti-rust railing provides a low-maintenance and resilient entry. Upon entry, the two-story vaulted ceilings, wood-look tile, modern baseboards, and open concept gives the impression of a new construction home. Extra large windows provide ample in-direct lighting from every room. The great room is open to the no expense spared kitchen. New white, soft-closing cabinets finished with a white quartz counter. New stainless steel appliances paired with a retractable exhaust hood which is both functional and aesthetically pleasing. The reverse osmosis water system, fluted glazed tile backsplash, recessed lighting, and removal of upper cabinets elevate the space even further. Frosted glass panel door provides light and privacy to the interior laundry room with new appliances, cabinets & storage. Kitchen counters extend into the breakfast bar with panoramic views of the lush Florida native landscape. Flowing into the spacious dining room, sliding glass doors open onto the enormous rear composite deck ideal for sunsets. Down the hall is a full bath with shower/tub combo, brushed gold hardware, and crisp white herringbone tiles on the walls that showcase coastal modern floor tiles. The neighboring bedroom is a perfect guest room or office with a large window and access to the rear deck. Leading upstairs both the window and cable railing keep an open airy feel. The second bedroom is equipped with vaulted ceilings and a large south-facing window bringing in the outdoors. The second bathroom was designed with a walk-in shower, custom-cut shower glass, an infinity drain, brushed gold hardware, and shiplap walls. The glazed modern blue/green shower tiles complement the window view, balancing modern finishes with nature once again. Down the hall, you arrive at the oversized master suite. Vaulted ceilings and windows from the third floor give a bird's eye view of the paradise below. A walk-in closet is big enough for any fashionista. The en-suite master bathroom is a true oasis. Double vanity sinks with fluted cabinets and brushed gold hardware, a coastal chic chandelier, and vaulted ceilings just to start. A stunning stand-alone tub with a tropical view showcases the mural tiled wall. Just behind, a separate walk-in oversized shower with crackle glazed tile and custom-cut shower glass wall & door. The finishes and design work in this home are superior and magazine worthy. Under the rear deck is a similarly sized paver patio, open-air, and overlooks the private backyard with new sod. There is also a newly screened lanai on the side of the house perfect for an outdoor dining room when cooking out. The shell that extends on the east side of the home would be a great place for a fire pit or games space. Both the side of the home and the backyard could be the location for a future pool. Ask your REALTOR® for a copy of the pool renderings if interested.

5238 Winding Way, Sarasota
$1,000,000
3 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Two separate lots! This home, quaint, charming, loved, is located just over the bridge to the heart shaped Palm Island, the "HEART OF SIESTA KEY". A short walk to the private community access #10 to the crystal sands of Siesta beach. Homeowner is motivated and will respond to all offers! The home has everything one needs to live the island lifestyle, 3 bedrooms, two full /one 1/2 baths, sitting area, separate living room and enclosed “Florida or All Season” room. The home is surrounded by original palm trees and tropical gardens. But it is the double lot that this home is situated on which adds so many options and potential. Move into this home as it is, use it as an investment property, or remove the current home and either build two homes on the two buildable lots, or build your new dream home. A quick walk to the restaurants and shops of Siesta Village and even a shorted walk to Siesta Key Beach. Priced under recent appraisal value.

5355 Calle Florida, Sarasota
$790,000
3 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. THE WAIT IS OVER! MAKE THIS YOUR OWN!! Large Luxury condo with 3 bed 2 bath plus a Den located in Harbor Towers Yacht & Racquet Club on Siesta Key is like no other. Offering a MILLION DOLLAR VIEW from almost every room. This unit allows for an added BONUS, the 11'x17' Den could convert to a fourth bedroom allowing a true one-of-a-kind gem. One of a few units in the building, not to mention, a rare find on the Siesta Key, where one is able to view the Intercoastal Waterway and Marina from one’s residence. Any owner, or guest, will delight in the fabulous, never duplicated, sunrise and moonrise views from the comforts of your home. Every day is a holiday as residents relax and enjoy fabulous amenities such as heated resort-style pools, entertain friends and family at the outdoor BBQ grill area, Har-Tru tennis courts, and clubhouse with a billiards room, big screen tv, beautiful large catering kitchen, sauna, and fitness center. Also includes a deeded covered parking place. Recent building updates include remodeled elevators, new carpet, tiled halls, painting, and updated plumbing in this gorgeous tropical paradise community. A boater’s paradise, with the convenience of first come, first serve boat slips, direct access to the Intracoastal Waters, with no fixed bridges to the Gulf, and marina fees as low as only $3 per foot when available. You are steps away from the world-renowned Siesta Key beach and its powdery sand. Siesta Key Village, along with its novel shops, cafes, and restaurants is located a short distance away. Experience stress-free, island living, when you take advantage of the multiple free ride options available. Rides are available to take you from your community to Siesta Village, or any other location on Siesta Key. Whether you are seeking full or part-time living on Siesta Key, Harbor Towers is the place to be. On-sight management rentals bring top year around rates with only 2-week minimum or you can manage your own.

5855 Midnight Pass Road Unit 407, Sarasota
$1,400,000
4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
New price! Renovate the existing structure or build a new home on this spectacular .83-acre property on a private canopied lane in the Sanderling Club. The existing home reflects a relaxed island lifestyle: an open-concept, expansive three-bedroom, two-and-a-half-bath main house with a separate two-suite guesthouse. The existing floorplan features a fireplace in the spacious living room and a dining room that leads to an oversized screened lanai overlooking the pool and Heron Lagoon. The family room flows effortlessly to the kitchen. The spacious master suite features a private terraced garden and an outdoor shower. The guest bedroom offers a private terrace accessed through French doors and easy access to the guest bath. The third bedroom has been converted to a front office with additional access from the bedroom hall. Every room offers sliding walls of glass that open to a screened lanai, terraces, and lush gardens, where spectacular staghorn ferns, specimen palms, and flowering plants enhance the beautiful grounds. Launch your kayak or paddleboard on the tranquil lagoon to experience the serene surroundings and remarkable wildlife, including numerous fish and bird species. An expansive courtyard connects the primary residence and guesthouse, which border the large pool and spa. The guesthouse offers 2 full bedrooms & baths and an attached three-car garage. As a bonus, the sale also includes 1/9 ownership of property across the lagoon to retain the private view across the lagoon. Renovate the existing structure or build a new home on this spectacular property, on a private canopied lane on a beautiful lot in the Sanderling Club. As a bonus, the sale includes 1/9 ownership of property across the lagoon to retain the private view and a private gate for quick access to Crescent Beach. With unrivaled privacy, the Sanderling Club on Siesta Key's desired Gulf of Mexico coast offers meandering lanes in an old Florida setting. Community members enjoy activities and social events. Savor blazing sunsets each night from the community beach. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico, only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries, and shopping are a short drive away. Note: the structure was storm-damaged, has been remediated, and is being sold for land value. With unrivaled privacy, the Sanderling Club on Siesta Key's coveted Gulf of Mexico coast offers meandering lanes in an Old Florida setting. Community members enjoy activities and social events. Savor blazing sunsets each night from the community beach. A boater’s delight, the community also offers a private bayfront marina with direct sailboat access to Sarasota Bay, Intracoastal Waterway, and the Gulf of Mexico—only minutes to Siesta Key’s crystal quartz sands and Siesta Village for shopping and restaurants. Culturally rich downtown Sarasota restaurants, theater, ballet, opera, museums, galleries, and shopping are a short drive away. Note: the current structure was storm-damaged and has been mediated and is ready for renovation. The property is being sold for land value.

7247 Turnstone Road, Sarasota
$975,000
3 Beds ⋅ 4 Baths ⋅ Banyan Club SubDv. ⋅ 34242 Zip Code
Wow, a $405,000 price improvement! The lowest price-per-square-foot for single-family living on Siesta Key! Enjoy partial views of the sparkling azure waters of the Gulf of Mexico from this 3,320-square-foot, 3-bedroom, 3.5-bath California contemporary home — the perfect island getaway or primary home. Located in the exclusive cul-de-sac community, the Banyan Club has only 12 homes, 6 are Gulf-front. All homes have access to a private deeded walkway to the community’s seawall overlooking the Gulf of Mexico, Big Pass, and Lido Beach, where you can watch dolphins play and yachts pass by and, in the evening, savor blazing Siesta Key sunsets. The tropically landscaped yard and gracious banyan trees lead to the elevated main level through leaded glass entry doors offering an open-concept floor plan. Organic, rough-hewn beams and a white cedar plank wall accent the soaring open ceilings in the main living area. The large, renovated kitchen with granite counters, stainless appliances, and breakfast bar offers plenty of storage and flows easily to the dining room, which also offers partial Gulf views. Wraparound-screened, open-air decks are easily accessed through multiple sliding glass doors. This level also features an office/den with built-ins, a desk, a hidden Murphy bed, a half bath, and a large master suite. Upstairs, two expansive bedrooms share a Jack-and-Jill bathroom. Downstairs, the legally non-conforming lower level offers an expansive bonus room for play, additional office space or hobbies with a full bathroom, utility/laundry room, and access to the yard. Two-car garage and paver driveway with room for four cars. The home is conveniently located next to the large private community pool and close to the tennis/pickleball courts for your outdoor activities. Community irrigation well services landscaping. Possible Seller financing. Close to the white quartz sands of the world-famous Siesta Beach. Grab sunscreen and flip-flops; you'll feel the powdery sand between your toes in minutes! Near the lower campus of Out-of-Door Academy, charming Siesta Village, and only 15 minutes to the mainland by car to the urban center of downtown Sarasota’s cultural amenities, restaurants, and entertainment, including world-class theater, opera, ballet, and orchestra. tours.coastalhomephotography.net/public/vtour/display/2089812?idx=1#!/

115 Sand Dollar Lane, Sarasota
$4,775,000
5 Beds ⋅ 6 Baths ⋅ 34242 Zip Code
New price. Discover la Casa del Orchidee, an extraordinary island paradise. This spectacular walled and gated private estate is sited directly on Siesta Key’s Sarasota Bay and Intracoastal Waterway, offering spectacular views across the bay. The expansive circular paver driveway and imported travertine fountain lead to the 5,800+ square-foot, 5-bedroom, 5.5-bath home, reminiscent of an Italian villa. The home's inviting entry is enhanced by beautifully crafted custom wrought iron and glass doors, and soaring 21-foot ceiling, and an exquisite chandelier flowing to beautifully scaled rooms. Taking full advantage of the mesmerizing bay views, the spacious living spaces flow seamlessly. The principal rooms are of generous proportions; the great room is enhanced by a coffered ceiling and hardwood floors and is open to the chef-inspired island kitchen featuring custom hardwood cabinetry, quartzite counters, breakfast bar, natural gas Capital Connoisseurian Series range and custom copper hood, Sub-Zero refrigeration, dual KitchenAid dishwashers, travertine floors, and high-capacity RO system, among the list of added features. With most rooms overlooking the bay, this home celebrates the harmonious relationship between architecture and landscape and ensures an effortless transition to exterior spaces with idyllic spots for open-air leisure. The adjoining bayfront dining room can accommodate large gatherings; the screened lanai is the idyllic setting for alfresco dining and enjoying balmy bay breezes. Additional main floor areas include an office, two en-suite guest bedrooms with balconies, a half bath, and a butler’s pantry/laundry room. Upstairs, accessed by the stairs or elevator, the spacious waterfront master bedroom suite boasts a bayfront balcony, high ceilings and dazzling views of the Intracoastal Waterway. A haven of relaxation, the sumptuous suite offers a respite from the outside world: luxurious bathroom with travertine floors, marble counters, fully outfitted dressing room and dual walk-in closets. An additional guest en suite (5th bedroom currently an executive office), a quiet waterfront area to work. The non-conforming lower level offers a ground-level front entry and direct access to the outdoors, the perfect space for a game room and exercise room. A private, tranquil paradise for the outdoor enthusiast, the spacious, screened lanai with a saltwater pool and spa, paver decking, and a pool house boasting both a full bath and full outdoor kitchen. The tropically landscaped yard gently rolls down to the water's edge, where you'll find dolphin frolicking and manatees lazily rolling along. The rare bayfront boathouse and dock with a covered boat lift offer an observation deck - an amazing place to watch the colorful sunrises and sunsets over the bay. No fixed bridges, boat directly to the open water of the Gulf of Mexico. A partial list of upgrades and features of this special home: elevator to all floors, custom powder-coated hurricane-rated Origin (UK) windows and doors, and garage doors, new (2022) imported handmade Italian tile roof, whole-house water softener, Hansgrohe fixtures, mature, tropical landscaping, lighting and irrigation well. Dual tandem garages can accommodate 4 large autos, parking within the gates for 12 vehicles when entertaining. Close to Siesta Key’s famous white beaches & aqua Gulf of Mexico waters, and shopping and dining in Siesta Village. 15 minutes by car to downtown Sarasota’s many cultural amenities.

8415 Midnight Pass Road, Sarasota