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$1,650,000
4 Beds 4 Baths A4629862 MLS
THIS HOME HAS BEEN REMEDIATED PHOTOS ARE FROM BEFORE AND AFTER THE FLOODING THAT OCCURRED FROM HELENE! Here is your opportunity to secure a prime investment property at an unbelievable price, in sought-after Siesta Key, with the "#1 rated beach in the country! This home is located just minutes from the villiage and the beach. This 4 bedroom, 4 bath, with an office and bonus room, pool home on the canal, and solar panels that have been paid off by the owner, on over a 1/2 acre of lushiously landscaped property offers incredible upside potential for those looking to step into instant equity, with the right vision and updates. The property was renovated in 2008. This property presents a fantastic opportunity for a cash buyer ready to capitalize on the current market conditions. This CORNER LOT, POOL and CANAL home experienced flooding during hurricane Helene, but ALL REMEDIATION has been completed, providing a solid, clean slate for you to customize to your liking. The owner was able to salvage all the solid wood doors and the granite kitchen countertops and island countertop including the master dual floating vanities, which will help speed up your renovation efforts. The layout remains in tact and the metal roof is still in great condition. With it's excellent location near the village and high demand for Florida beach living this property presents a fantastic opportunity for investors or buyers looking to build equity quickly. Whether you are planning a flip, personalized renovation or to rebuild a new home, this is the perfect property for you. Don't miss out on this rare opportunity to secure a CASH-ONLY property with endless potential. Being sold AS-IS. There is also a mother in law on the property that has been remidiated as well. 1 bedroom and 1 bath.

4933 Featherbed Lane, Siesta Key

$1,650,000
4 Beds 4 Baths A4618950 MLS
Stunning Waterfront 4-Bedroom Ranch on Siesta Key’s Palm Island! This exquisite home sits on a 22,000 sq. ft. waterfront lot, surrounded by lush tropical greenery, steps from Florida’s #1 beach and less than a mile from the Village. The large circular driveway leads to a cozy shaded front porch, perfect for relaxation. Inside, the central foyer flows into a spacious kitchen with blond wood cabinets, granite countertops, and two walk-in pantries. A skylight above the kitchen island fills the space with natural light. The bright and airy living room features wood-paneled walls, a beamed ceiling, and a stunning stone fireplace. Large windows offer captivating views of the lush surroundings. French doors in the dining room open to the Lanai and pool area, seamlessly blending indoor and outdoor spaces. An adjacent office/study also provides access to the Lanai, creating a peaceful workspace. Two front bedrooms share a bathroom with a large walk-in shower and a laundry chute. The fourth bedroom, located at the back, opens to the Lanai and pool area and includes an ensuite bath for added privacy. The family room, situated off the primary suite, features an oversized bay window. The primary suite, tucked at the rear of the home, offers a tranquil retreat with an ensuite bath featuring dual sinks, a freestanding soaking tub, a walk-in shower, and a glass block wall providing both privacy and natural light. The custom walk-in closet offers optimal storage. Recent upgrades include a remodeled spa-inspired master suite and bath, custom closet, a new gas range and convection oven, and luxury vinyl plank flooring in the ensuite bedroom. Other features include a paver pool deck, storm shutters, fresh paint, upgraded bathrooms, a pool heater, saltwater filtration, porcelain tile, new light fixtures, a new water heater, and electrical upgrades. Energy-efficient with dual-zone cooling, UV filtration, and double-pane windows, this luxurious Siesta Key home blends tropical charm with modern conveniences, offering comfort and style in one of Florida’s most desirable locations.

311 Island Circle, Siesta Key

$1,650,000
6 Beds 6 Baths C7489324 MLS
This luxurious John Cannon built home is in a small gated community that is just a short walk to the world famous Siesta Key beach. Enjoy privacy and security at the end of a Cul-de-sac in this well maintained 6 bedroom, 5 ½ bath home, and is being offered Turn-Key furnished. It's the perfect home for Vacationing with Family and Friends. Features include a beautiful Kitchen with granite counter tops and high end solid wood cabinets, 20’ tray Ceilings, state of the art security system, natural gas heated pool and hot-tub, gas fireplace, three A/C zones, Pool bath, and lots of beautiful artwork. The master Bedroom is on the first floor with large sliders leading to the pool deck and the stunning master bath includes double sinks, a soaking tub, and a separate shower with built-in sauna. There is a second Master bedroom suite on the first floor that is currently being used as an office, but has a it’s own bath and walk-in closet. On the second floor there are 5 large bedrooms and 3 full baths, one bedroom is being used as a billiards room. A new tile roof was just installed in 2024. Lawn maintenance is included in the HOA fee. Everything in the home (except a few personal items) can be included in the sales price. Call for a showing today, you will be impressed. The house and garage has never been flooded.

5598 Siesta Estates Court, Siesta Key

$1,650,000
4 Beds 3 Baths A4594481 MLS
Discover the epitome of luxury and relaxed island living in this stunning four-bedroom, three-bath Siesta Key haven. Nestled in a prime location, this home invites you to experience a seamless blend of elegance and comfort. Step into a sun-kissed, meticulously remodeled interior that showcases an array of premium features. With 10-foot ceilings and 8-foot doors, the space offers a world of expansive living, effortlessly connecting each room for an uninterrupted flow. Entertaining is a delight; picture yourself in the light-filled living areas, perfect for both relaxation and hosting. The adjacent dining area offers a casually elegant setting for delightful meals and memorable gatherings. Prepare to be wowed by the heart of the home — the custom kitchen features stainless steel appliances, dazzling granite countertops and sea glass tile backsplashes, creating a space that's as functional as it is visually striking. The breakfast bar becomes the hub for conversations, making meal prep a social affair. The attention to detail shines through with custom lighting fixtures, plantation shutters, and remote-controlled blinds, ensuring a cozy ambiance and privacy at your fingertips. The primary suite is a sanctuary of luxury and comfort. Pamper yourself in the indulgent bath, reminiscent of a spa retreat, featuring an inviting tub and rejuvenating shower. Guests will feel right at home in the split floor plan, with three thoughtfully designed bedrooms and one en suite, ensuring their private comfort and tranquility. The remodeled guest baths reflect modern elegance, effortlessly blending style and practicality. Step outside to your private paradise. The sparkling pool and spa beckon you for a refreshing dip or a serene soak. The screened lanai and enchanting 16-by-20-foot gazebo create a magical outdoor oasis that's perfect for enjoying the tropical surroundings. This home also boasts energy efficiency, with dual HVAC systems, Nest thermostats and additional insulation. The air-conditioned two-car garage with custom epoxy floors offers versatility for a home gym or tailored space. For savvy investors, this property presents an opportunity for short-term rentals, subject to City of Sarasota regulations, making it an ideal investment. Conveniently located just minutes away from nearby Shell Road Beach and the world-famous white quartz sands of Siesta Beach, where you'll indulge in breathtaking sunsets. Siesta Key Village and downtown Sarasota's cultural offerings and entertainment are within easy reach, ensuring endless excitement and exploration from this ideal location.

319 Ogden Street, Siesta Key

$1,640,000
3 Beds 2 Baths A4677134 MLS Na BLDG.
Wake each morning to the soothing rhythm of the sea in this stunning gulf-front condominium, where glorious, unobstructed views sweep across lushly manicured grounds, the shimmering pool, powder-soft beach, and the sparkling waters of the Gulf. This beautifully remodeled three-bedroom residence and two baths has been completely re-imagined, taken down to the studs and rebuilt from floor to ceiling with refined finishes and thoughtful design. The open-concept layout is anchored by a chef-inspired kitchen featuring a generous island, wood cabinetry, a stylish designer backsplash, gleaming granite countertops, and stainless steel appliances, all flowing seamlessly into the living area where breathtaking water views steal the show. Designed for both elegance and ease, the home also offers inside laundry with extra storage, making everyday living as effortless as it is luxurious. Whether you're entertaining guests against a sunset backdrop or savoring quiet mornings gazing at the Gulf, this condo delivers coastal living at its most captivating.

5880 Midnight Pass Road Unit 710, Siesta Key

$1,640,000
4 Beds 5 Baths A4671246 MLS
Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A bonus room adapts effortlessly to your needs, while the spacious guest quarters ensure privacy and comfort for family and friends. Three large guest bedrooms, two with ensuite bath, offer luxurious accommodations, while the private, top-floor primary suite is a sanctuary of its own. Retreat to your spa-inspired bathroom, revel in the enormous custom walk-in closet, or step onto the rooftop terrace. Outside, the lush tropical landscaping creates a secluded backyard oasis, perfect for relaxation. End each day with breathtaking sunset views from the rooftop terrace, a magical setting to unwind. With a two-car garage and a prime location just a short stroll to the vibrant shops and restaurants of Siesta Key Village, this home offers the very best of coastal luxury living. Don’t just dream of paradise, own it.

5512 Avenida Del Mare, Siesta Key

$1,640,000
4 Beds 7 Baths A4655493 MLS
Luxury Canal-Front Oasis in Siesta Key | 4831 Primrose Path Updated Three-Story Waterfront Retreat with Designer Touches & Flexible Living Spaces Discover the perfect blend of luxury, comfort, and location at 4831 Primrose Path, a beautifully updated three-story canal-front residence situated on a lush corner lot in one of Siesta Key’s most sought-after neighborhoods. This elegant coastal home offers a rare combination of versatile living space, high-end upgrades, and tranquil waterfront charm—just minutes from Siesta Beach, dining, and shopping. Primrose has a light and airy feel reminiscent of California coastal homes, featuring light wood floors throughout the second and third floors. The interior is painted a soft white and filled with natural light, creating a serene and uplifting environment. Surrounded by lush greenery, the home offers exceptional privacy and stunning birdwatching views from every level. Main Floor – Open, Inviting, and Beautifully Renovated The spacious first level welcomes you with high-end 4x4 porcelain tile flooring, a bright open-concept living area, and seamless access to the outdoors. Three generously sized bedrooms and three fully remodeled bathrooms provide ample comfort for guests or family. The designer kitchen features premium cabinetry, sleek modern appliances, and a side slider opening to a private courtyard—perfect for quiet mornings or evening gatherings. Large glass sliders frame your view of the tropical backyard oasis, where a sparkling pool and peaceful canal backdrop create the ultimate retreat for entertaining or unwinding in true Florida style. Second Floor – Flexible Space for mix use a home office, fitness studio, lounge area or movie room or children’s play area—tailored to meet your lifestyle needs. Third Floor – A Private Master Sanctuary The entire third level is dedicated to the primary suite, offering abundant natural light, total privacy, and a sense of serene seclusion. Whether you’re starting your day or winding down, this space invites relaxation and renewal. Highlights & Upgrades • New designer tile flooring throughout the first level • Fully renovated bathrooms with upscale finishes • Custom kitchen cabinetry and premium appliances • Fresh interior paint, new baseboards, and professional landscaping • Direct canal access with peaceful water views Location Perfection Ideally positioned just minutes from the world-renowned Siesta Key Beach, 4831 Primrose Path offers easy access to all the charm of island living—boutique shopping, gourmet dining, and the vibrant Siesta Village lifestyle. Move-in ready and thoughtfully updated, this exceptional canal-front home is a rare opportunity to live the Siesta Key dream. Schedule your private tour today.

4831 Primrose Path, Siesta Key

$1,630,000
3 Beds 2 Baths A4637908 MLS
CANAL FRONT home only a 2 minute walk to Siesta Key Village loaded with upgrades and a BRIGHT, OPEN layout that's ideal for entertaining. Features include custom kitchen with quartz countertops, tile backsplash and stainless appliances, tile flooring throughout, impact sliders and windows, 6-panel doors, custom closets with motion-sensor lighting. Three bedrooms plus an office with a HUGE storage closet. Master bedroom features custom closet with California closets in 2nd and 3rd bedrooms. Outside features new pavers driveway with tons of parking, new sprinkler system, new Trex decking, pool, new hot tub, pergola with retractable roof, heater, and build-in lighting, fully-equipped new outdoor kitchen, 10,000 pound electric boat lift and jet-ski lift. Experience everything the Siesta Key lifestyle has to offer by living so close to shopping, restaurants, and the best beach in the country! Houses is being sold furnished and turn-key. Boat and golf cart are negotiable.

320 Avenida Leona, Siesta Key

$1,625,000
4 Beds 4 Baths C7509170 MLS
Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living space, the home has been carefully maintained by only two owners and has NEVER experienced flooding. Inside, wide windows frame the shimmering canal views, filling the living spaces with soft, natural light. The layout is open and welcoming, offering plenty of room to gather or spread out and enjoy quiet days at home. At the heart of the home, the kitchen connects easily to the dining and living areas and opens to the screened lanai and pool deck. Outside, an outdoor kitchen and a large 9-foot deep pool invites long afternoons in the sun, with water views in every direction. Just off the pool, a private spa room and bathroom offer a quiet retreat after a day on the boat or beach. The master bedroom is tucked away for privacy, featuring a spacious bathroom with double vanities, a step-up soaking tub, and two separate closets. The guest bedrooms are thoughtfully placed, offering comfort and easy access to well-appointed bathrooms. The home's setting along two sides of the water creates a feeling of openness. Whether you’re heading out for a day on the water, casting a line from your backyard, or simply watching the boats go by, this property brings the natural beauty of Siesta Key right to your doorstep. Just minutes from the world-renowned white sands of Siesta Beach and a short distance to the shops, cafes, and restaurants of Siesta Village, the location offers the perfect balance of island living and everyday convenience. Downtown Sarasota, with its farmers' markets, theaters, and waterfront dining, is just over the bridge when you feel like exploring beyond the island. This is a home for someone who wants the rare combination of space, privacy, and water access, all set in one of Florida’s most beloved coastal communities. Come see what life could be like at the water’s edge.

5181 Sandy Shore Avenue, Siesta Key

$1,625,000
4 Beds 3 Baths A4568874 MLS
Investor Alert! Excellent Potential for Short or Long-term Rentals or for your personal enjoyment. Enter through Secured Gates to one of Bay Island’s original Florida Bungalows beautifully restored and set upon a 1/4 acre private oasis. The three bedroom Main house and the one-bedroom guest quarters are simply divine exuding charm and character in every room with handcrafted finishes sourced both locally and internationally. Both structures showcase repurposed fixtures and finishes from the 1930’s and 40’s, yet have all the conveniences for modern day living. A true Chef's kitchen features durable and rare, black-honed soapstone surfaces with white veining, Sub-Zero refrigerator; new Bosch dishwasher (2021), Wolf gas range with powerful hood and griddle; chic face-frame cabinetry; custom soapstone island; and a 1938 cast iron sink from Massachusetts with new kitchen faucet (2021). The indoor laundry room is located off of the kitchen and has a new LG gas washer and dryer and laundry sink. The sun-filled dining area adorned by built-in shelving is open to the kitchen perfect for entertaining. Retreat to enjoy a formal living room with new Horchow Light Fixture, new window treatments and shades and the iconic working white brick wood-burning fireplace, recently restored (2022). The Florida Room has been recently updated with new pine hardwood flooring, sub-floor and foundation secured in 2022; all new PGT impact hurricane double-paned and sound proof windows and two new exterior doors. This is the perfect setting to enjoy morning coffee or an evening intimate dinner as it overlooks the newly landscaped tropical setting enhanced by landscape lighting and new stone-work. Two bedrooms off of the kitchen share a full bath with blue subway tile, white marble floors and a Belle Epoque two leg single console sink. One of the guest bedrooms features two custom hand-crafted bunk beds with movable ladder, while the other is a bright retreat facing the spacious backyard. Enter the private Owner’s Suite with separate dressing area, walk-in closet and additional New California Closet with Complete Locking System. The Owner’s Bath focal point is a 67” Cast Iron Katheryn Bateau skirted soaking tub, separate open Rain Shower and a zinc wrapped double vanity with honed white marble counter-top, Toto toilet. French doors from the Owner’s bedroom lead to the recently re-stained wraparound deck and access the private yard. The Guest House is the perfect Retreat for additional living/working space or for visiting guests and the charm and character must be seen to be fully appreciated. New Roofs on all three structures including gutters; Teco Natural Gas; All windows have new shades and window treatments; Two independent custom drainage pump systems; Outdoor Rain Shower, Two Car Enclosed Garage, Fully Fenced and Gated, Paver Driveway, Extensive Ambiance Lighting and Landscaping. Located on the North End of Siesta Key within the Sarasota City Limits offering easy access to downtown Sarasota's Art & Culture, Siesta Key Beaches, dining, shopping & more.

763 Siesta Drive, Siesta Key

$1,615,000
3 Beds 4 Baths A4599063 MLS Hamilton Club BLDG.
Rarely available free-standing townhome with a boat dock nestled within the exclusive, gated Siesta Key boating community of the Hamilton Club, with a private gated entrance and driveway. Enjoy maintenance-free living complemented by a deeded dock and 10,000 lb. boat lift, providing direct deep water access with no fixed bridges to the bay, Intracoastal Waterway, and the Gulf of Mexico. This fabulous residence has undergone a beautiful and meticulous renovation by the current owners. A gourmand's dream, the renovated kitchen boasts a new induction cooktop and appliances paired with custom cabinets and stunning quartz countertops. An open, airy main level is bathed in natural light, featuring an entry foyer, an inviting dining area, a spacious great room with soaring ceilings and wood-burning fireplace, an inviting screened lanai and a convenient half-bath and full laundry room. A spacious bedroom on this level, complete with an attached bath, offers a second primary suite or home office and extends onto the balcony. Access the second story by stairs or elevator to a relaxing, open loft area bathed in natural light, leading to a bedroom with an en-suite bath that ensures privacy for guests. The owner's suite is a haven of luxury, boasting a walk-in closet, a luxurious bathroom with dual sinks, a walk-in shower and a soaking tub for relaxation. There is new, low-maintenance LVP flooring throughout the home. The ground level features an oversized two-car garage and a convenient workbench, plus a bonus room that houses a pool table and storage space, a perfect area for active recreation with easy access to the community pool and waterfront. Experience leisure and recreation through private community tennis and pickleball courts or a refreshing swim in the heated pool. Boaters will appreciate the convenient sailboat water dock with quick access and no fixed bridges. The Hamilton Club is a pet-friendly, tropically landscaped community of only 18 homes and is impeccably maintained. Nearby Shell Road Beach is perfect for quick sunset enjoyment, while the world-famous powdery white quartz sands of Siesta Beach are less than 2 miles away. Enjoy the vibrant atmosphere of charming Siesta Key Village, with its boutiques and restaurants. Only 15 minutes by car to downtown Sarasota's shopping, dining, nightlife and cultural amenities.

3913 Hamilton Club Circle Unit 2, Siesta Key

$1,600,000
3 Beds 2 Baths A4688820 MLS 6140 BLDG.
Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.

6140 Midnight Pass Road Unit 501, Siesta Key

$1,600,000
3 Beds 3 Baths A4684757 MLS
Welcome to your private waterfront oasis, a meticulously renovated home set on a super private .41-acre lot defined by lush, mature greenery in one of Siesta Key’s most sought-after neighborhoods. The residence sits at a 9 foot elevation!! The interior features two primary bedroom suites, including a main retreat with a custom-built in closet. The open-concept layout has wide-plank light oak flooring and a kitchen with Italian cabinetry, waterfall quartz countertops, and a custom floor-to-ceiling built in cabinet pantry. Extensive structural and functional UPGRADES include a NEW ROOF, NEW STORM RATED WINDOWS AND SLIDERS, NEW DRAIN PIPES, and NEW PVC water lines. Transition through impact-rated glass sliders to a sun-drenched lanai and a new paver deck featuring a pool with all-new pool equipment. The backyard is a secluded tropical retreat bordered by a thick mangrove canopy for total privacy, offering direct water access for kayaking. Beyond the property, you are just minutes from the world-famous white sands of Siesta Key Beach, the vibrant dining and boutique shopping of Siesta Key Village, and a short drive to the cultural heart of Downtown Sarasota. From the designer finishes to the total structural renewal, this home offers security and luxury in a premier, verdant location. Call to set up a showing ~

700 Tropical Circle, Siesta Key

$1,600,000
3 Beds 3 Baths A4676253 MLS 1021 BLDG.
Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. this unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $120,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.

1021 Crescent Street Unit 1, Siesta Key

$1,600,000
4 Beds 5 Baths A4657962 MLS
Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for your work-from-home needs, and a spacious bonus room that’s just waiting for your creative touch—whether it’s a game room, guest suite, or hobby haven. Everything in this beauty has been freshly updated, from the chic new flooring and modern plumbing to the electrical systems and custom impact-rated doors, GE Café appliances & gas range. You’ll love the convenience of a tankless water heater, a resurfaced oversized pool, and a gorgeous paver deck surrounded by lush tropical landscaping. The primary suite is your personal oasis, tucked away for privacy, featuring a brand-new custom walk-in closet and a luxe spa-like bathroom with dual vanities and a freestanding soaking tub. With three more bedrooms, plus the office and bonus room, there’s plenty of space for family, friends, or the occasional getaway guest! Whether you’re looking for a full-time home, a savvy investment property, or a charming second home, 311 Island Circle is the epitome of Siesta Key living—move-in ready, beautifully designed, and just moments from the beach and all the fun Sarasota has.

311 Island Circle, Siesta Key

$1,600,000
4 Beds 3 Baths A4639033 MLS
Wow! Completely remodeled in 2022, this stunning 4-bedroom, 3-bathroom home with a 2-car garage is designed to impress. Thoughtfully decorated in warm earth tones, it offers an inviting and elegant atmosphere. As you enter, the foyer opens to a spacious living room with a cozy wood-burning fireplace, creating a welcoming space for relaxation and entertainment. Every detail has been upgraded in 2022—almost everything is new, including the roof, impact windows, flooring, appliances, bathrooms, custom closets, deck, resort-style pool, landscaping, well, water filtration/softener system, and even AC in the garage. Plus, this home remained high and dry, with no flooding during recent hurricanes, offering peace of mind and security. Perfect for a family or an ideal seasonal rental, this home offers both comfort and convenience. Nestled in the heart of Siesta Key, it’s just a mile from the world-renowned beach and the vibrant Siesta Key Village. Experience the ultimate blend of modern luxury and coastal charm in this exceptional property!

1302 Roberts Bay Lane, Siesta Key

$1,600,000
2 Beds 2 Baths A4637865 MLS Crystal Sands BLDG.
Undoubtedly the most recognizable building alongside Crescent Beach on Siesta Key, Crystal Sands boasts delicate curves intended to offer and maximize breathtaking views for its lucky owners. This serene retreat has undergone an innovative renovation with modern, chic furnishings that lend a casual yet distinguished ambience. As you step inside, you're greeted by a coastal inspired living space, where warm Florida sunshine floods in through the wall of sliding glass doors, reflecting around the room off the mirrored wall creating a spacious feel. No detail has been overlooked in this space from the low-maintenance, oversized ceramic tile floors to the elegant crown molding. The stately kitchen, a perfect place to create your coastal inspired cuisine, has a modified footprint to permit a sizable walk-in pantry which could double as a mess kitchen or appliance pantry. As you entertain, guests will admire the handsome wood cabinets, stainless appliances, and whimsical tile backsplash. The open concept space flows through the dining area, which accommodates 6, through the comfortable living area drawing you toward the unique wall to wall glass sliders to the main attraction: the sweeping, mesmerizing views of the Gulf of Mexico. This 6th floor perch offers unobstructed sunset views and is the perfect vantage point to set your daily intentions over your morning coffee or count your blessing after a long day of Siesta Key adventures. Sneak away to your owner’s suite with more breathtaking views and a private, spa-inspired bath where self-care feels indulgent. Guest quarters have also been expanded to allow maximum comfort with two queen beds and a nicely updated four piece bath with abundant storage. In unit laundry is a convenient perk, as well as a locked owner’s cabinet nested within the primary suite closet for security while renting. Crystal Sands has undergone recent, extensive renovation and updates including reinforced balconies with raised lanai railings, a contemporary glass lift, updates to comfortable common areas, as well as refreshed landscaping and parking lot paver work. While onsite, bask on the powdered sugar beach sand with complementary beach chairs and two heated swimming pools. With an onsite management team for year round rentals, this is an exciting opportunity for the owner investor!

6300 Midnight Pass Road Unit 703, Siesta Key

$1,600,000
3 Beds 3 Baths A4633190 MLS Excelsior Beach To Bay BLDG.
Discover this RARE and exquisite waterfront condominium home with deeded beach access on Siesta Key! Offering over 36 feet of unparalleled intracoastal water views, this masterpiece is located at Excelsior Beach to Bay. This furnished 3-bedroom, 3-bathroom end-unit residence is situated above your private 2-CAR GARAGE and is located directly on the intracoastal waterway. With hurricane impact windows throughout, you can enjoy the stunning views with complete peace of mind. As you step inside, you're immediately greeted by the floor-to-ceiling impact-rated windows that allow natural light to pour in and create an airy atmosphere. Premium touches, such as travertine flooring, luxurious carpeting, and electric Hunter Douglas shades, make this space feel warm and inviting. Recent upgrades include a redesigned kitchen and wet bar (2023), a renovated primary bathroom (2022), newer carpeting throughout, a water softener system, and a new HVAC system and hot water heater installed in 2024. Additionally, the residence is equipped with an EV car charger, installed in 2024. The updated chef-inspired kitchen is a true masterpiece, featuring sleek Dekton countertops, soft-close Schuler custom cabinetry, and top-tier appliances, complete with an induction stove. Relax by the wood-burning fireplace or unwind at the wet bar, both perfect for entertaining guests while watching the boats pass by. With deeded private beach access, this home offers easy access to the pristine sands and waters of Siesta Key Beach. Excelsior is a pet-friendly community that offers an array of resort-style amenities, including 2 heated pools, a fitness center, clubhouse, tennis/pickleball courts, shuffleboard, barbecues, and a fishing pier on the intracoastal waterway. Hop on the free trolley to explore the best shopping and dining at Crescent Village or Siesta Village, just minutes away. Call for your private viewing today, because this condominium home with a 2-car garage will not last!

6283 Midnight Pass Road Unit 6283, Siesta Key

$1,600,000
2 Beds 3 Baths A4634398 MLS
Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The property boasts tropical landscaping, a tranquil koi pond, and a canal-front boat dock. A circular paver driveway leads to a two-car attached garage, while the backyard oasis features a screened patio, multiple paver seating areas, and two upper-level balconies with breathtaking long canal views. Built for durability, the home includes a buried propane tank connected to a whole-house generator and an irrigation system fed by a dedicated well. Inside, the living room captivates with vaulted cypress ceilings, exposed beams, a wood-burning fireplace, hardwood flooring, and double French doors that open to the patio overlooking the canal. The dining room, adjacent to the kitchen, offers hardwood flooring, sliding glass doors, and a charming chandelier. The kitchen combines functionality and elegance, featuring granite countertops, under-cabinet lighting, and a reverse osmosis water filtration system. Upstairs, the primary suite is a private retreat with vaulted ceilings, a spacious walk-in cedar closet, and sliding glass doors opening to a balcony with sweeping canal views. The en-suite bathroom features dual sinks, a soaking tub, a walk-in shower, and vintage tile accents. An adjacent office/den offers built-in shelving, transom windows, and access to two balconies — one overlooking the canal and the other the front yard. On the main floor, the guest suite includes an 11-foot vaulted ceiling, private deck access, and an en-suite bathroom. Additional spaces include a cozy family room with dual sliding glass doors to the patio and an interior atrium filled with lush plants. Conveniently located just 1.3 miles from Siesta Key Beach and dining, 2 miles from shopping, and a short drive to downtown Sarasota, Sarasota Memorial Hospital, and the airport, this home offers both serenity and accessibility. This is a rare opportunity to own a piece of architectural history in a prime location. Experience the perfect fusion of timeless design, modern amenities, and waterfront living in this Hidden Harbor gem.

5112 Jungle Plum Road, Siesta Key

$1,600,000
3 Beds 3 Baths A4632266 MLS
A tropical outdoor oasis. No flood or hurricane damage, according to the owner. Stunningly renovated four-bedroom, 2.5-bath Siesta Key pool home on nearly half an acre in a favorite community on the island. Step inside this beautifully renovated concrete block home, where classic charm meets modern convenience. On almost half an acre, beyond the pivot-door entry, the heart of the home boasts an open, functional layout and fabulous contemporary island kitchen with a gorgeous, reclaimed oak center island, handmade tile backsplash, quartz counters, coordinating reclaimed oak open shelving and abundant storage plus a pantry storage wall. Expansive impact glass windows and generous-sized rooms fill the space with natural light. Enjoy easy transitions from the living areas to the private, tropical outdoor spaces, ideal for relaxing or entertaining. This spacious 2,598 air-conditioned square-foot residence features a fabulous primary bedroom suite and spa-styled bath, three additional bedrooms, 2.5 baths and oversized open-concept living areas designed for seamless indoor-outdoor living. The flexible floor plan allows for one of the bedrooms to be converted to a home office or den. The large, screened lanai leads to a private backyard offering a serene retreat, complemented by a large paver deck and recently renovated pool, ideal for enjoying Florida's year-round balmy weather. This home is a rare find with a full interior laundry room, a two-car garage, ample storage and plenty of outdoor space. This is a special offering as the contractor/owner designed this renovation for his family. You’ll find many other upgrades not listed. For your peace of mind, the 2023 renovation includes new kitchen and appliances, new baths, air conditioning and ductwork, water heater, upgraded water pipes and sewer line, renovated pool, new pool heater, pump and filter, paver driveway and pool deck. Beyond your retreat, the home is ideally near world-renowned white sands of Siesta Beach and charming Siesta Village, offering a low-maintenance coastal lifestyle that must be experienced to be appreciated. Seize the opportunity to make this stunning property yours, where luxury living meets the tranquility of Siesta Key. Minutes by car to downtown Sarasota’s vibrant arts, entertainment and dining venues.

749 Tropical Circle, Siesta Key

$1,600,000
3 Beds 3 Baths A4612333 MLS
NEW ROOF JUST INSTALLED. Updated pics to follow. Welcome to one of the most beautiful streets on Siesta Key, Roberts Point Road. Located directly across from Shell Beach and minutes away from the north bridge. Before entering the home, walk through a private serene courtyard which is great for intimate entertaining. Step inside this beautiful Siesta Key home to discover the soaring 22' ceilings with grand windows highlighting the home's open floor plan featuring high-end fixtures throughout. There is an outdoor patio beyond the main living room with a charming fenced turfed area. All easy to maintain. The kitchen is a dream for those who enjoy entertaining with the large central island and generous floor space. All of the bedrooms are sized for comfort. The master bedroom on the first floor extends to a balcony overlooking the private, walled courtyard and features 2 large walk-in closets and a washer and dryer off of the stunning master bath. The second floor is perfect for guests that includes two bonus areas and second laundry room. One of the bonus rooms can be used as a loft space for media and the other includes an office with built-in bookshelves and computer center. Beyond this serene oasis, you're just a short bike ride away from Siesta Key's world-renowned beach. Alternatively, venture to Siesta Key Village for a taste of local culture or explore Southside Village and downtown Sarasota for a more extensive array of dining, shopping, and entertainment options. Please check out the virtual tour to get a realistic walk through virtually!

4108 Roberts Point Road, Siesta Key

$1,600,000
3 Beds 4 Baths A4601398 MLS
Welcome to a slice of architectural paradise on the coveted shores of south Siesta Key, where Tim Seibert's visionary design meets the lush embrace of Heron Lagoon. This two-story residence, nestled on over an acre of verdant land, showcases the hallmark features of a Seibert masterpiece. From the enchanting courtyard entry adorned with a sun-catching wall to the seamless integration of indoor-outdoor living, every detail invites you into a world of elegance and tranquility. Upon entering, you're welcomed by an expansive pool area—a serene oasis perfect for soaking up the Florida sun or entertaining guests amidst tropical foliage. The outdoor allure extends to a private dock, providing direct access to the tranquil waters of Heron Lagoon. Inside, the home unfolds with grace, showcasing Seibert's signature attention to detail and innovative spatial planning. The first floor effortlessly hosts three bedrooms and 2 1/2 bathrooms, each thoughtfully appointed for comfort and functionality. Airy living spaces invite natural light and gentle breezes throughout, creating a seamless flow. Ascending to the second floor, the primary bedroom occupies the entire level—a sanctuary of serenity. A screened-in balcony offers a retreat amidst rustling palms and balmy air, complemented by a spacious master bathroom and walk-in closets for modern living needs. Embraced by the tropical ambiance of Siesta Key, this home awaits your personal touch and creative vision. While a remodel may be needed to restore its former glory, the potential is undeniable—a rare opportunity to reimagine a Seibert-inspired dwelling tailored to your lifestyle. Tim Seibert's architectural style, defined by clean lines and open layouts, harmonizes perfectly with the lush surroundings of Siesta Key and Heron Lagoon. With its courtyard entry, sun-catching wall, and emphasis on indoor-outdoor living, this home embodies Seibert's ethos of blending modern design with natural beauty, inviting you to experience the essence of Florida living at its finest. For a virtual tour and property video, please visit [this link](https://nextlevelmediasrq.hd.pics/8430-Midnight-Pass-Rd).

8430 Midnight Pass Road, Siesta Key

$1,600,000
4 Beds 3 Baths A4601427 MLS
Escape to your own private oasis in this waterfront home. This is a truly unique 4 bedroom, 3 bath home located on the Grand Canal at 5100 Higel. This 2 story home sits on .35 acres of land located a short distance from Siesta Key Village and the #1 beach in the world. This house and land have so much potential. The open floor plan brings a dining area and a large family room into your primary living space. The downstairs opens to an expansive pool area overlooking a very large canal front yard. The upstairs bonus room is conveniently located adjacent to the 2 upstairs bedrooms. The 3rd and 4th bedrooms are located on the 1st floor. Paradise is the only word to describe the location of the 5100 Higel Street home. With space for everyone, this home has everything you need to make memories that will last a lifetime. Investors and handy homeowners, don’t miss out on this diamond in the rough! This spacious fixer-upper offers endless possibilities with its generous square footage and incredible location. Bring your vision and transform this property into a stunning masterpiece that will shine in the neighborhood. Lift your boat on the 10,000 pound lift and cruise out to the intercoastal in less than 15 minutes. You won’t find a house on the water on Siesta Key with this much potential.

5100 Higel Avenue, Siesta Key

$1,600,000
4 Beds 3 Baths A4589894 MLS
Sun, fun and a relaxed Siesta Key lifestyle come together in this lovely waterfront home nestled in a calm, cul de sac just off of Siesta’s most navigable Grand Canal. Sited on a spacious, corner, canal front lot, this sailboat friendly residence is minutes to the Siesta Key Village and a brief 10 minute cruise to Sarasota Bay. Boat, paddleboard, jet ski or kayak from your dock or relax by the outdoor pool / spa with long water views. This one level, split bedroom house offers a casual, comfortable owner’s suite and social areas opening to the generous outside deck and pool area. Floors are wood and tile throughout, cabinetry boasts wood with granite counter tops. Located on the quieter side of the Key, with the best boating water, and closest proximity to downtown Sarasota, Southside Village, acclaimed Pine View School and Sarasota Memorial Hospital. Celebrated restaurants, shopping and entertainment nearby. Spacious lot, sailboat water, an environment that encompasses the island vibe. Life is good in the tropics!

599 Commonwealth Lane, Siesta Key

$1,600,000
3 Beds 3 Baths A4533408 MLS Sandy Cove BLDG.
Under contract-accepting backup offers. Backup offers accepted. Welcome to Paradise. Don't miss out on this stunning Sandy Cove I Penthouse. A hidden gem in Siesta Key’s North Village area, this is a pet friendly, gulf front community set amongst peaceful grounds, a private, crystal white sand beach in a tropical cove and fishing pier on the Gulf of Mexico. Designed by award winning Sarasota School of Architecture Architect Frank Folsom Smith. Kayak storage racks are conveniently located near the beach. Parking for two cars: one under a carport with extra storage for bikes and island beach gear plus an extra assigned open space in front of the building. This beautiful two story Penthouse has been totally renovated by Tatiana White and Sam Dickson. The entire upstairs is the owner's suite. Once you open the door, you are greeted with a gorgeous panoramic view of the Gulf of Mexico to the Northwest and to the South you see the fountain in spring-fed Cedar Lake where you can swim. The floor to ceiling hurricane grade sliders and windows allow natural light to flow throughout. Stairs and second floor Master suite were designed by Tatiana White. The Kitchen is a chef’s dream with a built in microwave/convection and oven, beautiful glass tile backsplash, farmers sink, and an abundance of cabinet space. Serve your guests on the patio through the sliding window passageway making entertaining easy. Travertine tile flooring throughout, including the two terraces. This three ensuite bedroom Penthouse offers plenty of space to be used as a full time home or a perfect seasonal getaway. Attention to detail throughout: the sculpture nook in the front foyer, the wood burning fireplace and the hand painted geckos in the third bathroom sink. Sandy Cove is just minutes away from fabulous restaurants, boutiques and entertainment in Siesta Village. The Farmer's Market is every Sunday morning right in the center of the Village. Downtown Sarasota and St. Armands Circle are just minutes away to enjoy the cultural offerings of the arts and theatre, shopping and fine dining. Pets welcome- no weight limit. HOA fees cover flood insurance for the exterior of the building.

22 Sandy Cove Road Unit 502, Siesta Key

$1,595,000
3 Beds 3 Baths A4661652 MLS
Just minutes from the powdery white sands of Siesta Beach and the vibrant energy of Siesta Key Village, yet tucked away on a quiet, oak-shaded street, 5121 Oxford Drive is a 3-bedroom, 3-bath waterfront pool home. Located on the coveted Grand Canal, with 50 feet of deep-water frontage, you’ll be on the bay in just minutes. A brand-new dock and 10,000 lb. lift (2025) are ready for your boat, and the property is golf cart–friendly, allowing you to cruise easily to the Village or beach. For the right buyer, furnishings, the golf cart, and even the boat are negotiable, creating a truly turnkey opportunity. Every major upgrade has been completed so you can enjoy the home from day one. Impact-rated low-e sliders and exterior doors (2025) fill the space with natural light and security. The durable metal roof is built to last, while all-new HVAC systems (2025), a whole-home dehumidifier (2025), and a tankless water heater (2023) ensure modern comfort. The garage features hurricane-rated insulated doors (2020), a mini-split A/C (2025), and epoxy flooring (2025)—perfect for keeping your toys protected in style. The gourmet kitchen, fully renovated in 2023, boasts quartz counters, high-end stainless steel appliances, custom solid wood cabinetry and a sleek coastal design. The master bath (2024) feels like a spa retreat, and even the fireplace area was refreshed in 2021, adding a warm focal point to the living space. The living area flows onto wraparound balconies made from Cumaru Brazilian teak, overlooking the sparkling new saltwater pool (2024) with electric heater, marble travertine pavers, and all-new equipment. This property is made for the lifestyle you’ve been dreaming about - morning coffee as boats glide by, afternoons on the water, and evenings walking or taking the golf cart to dinner in the Village. Whether you’re seeking a full-time residence, a vacation getaway, or a high-demand rental, 5121 Oxford Drive delivers it all - turnkey option, fully upgraded, and ready for you to enjoy.

5121 Oxford Drive, Siesta Key

$1,588,000
4 Beds 3 Baths A4605544 MLS
.4 Acres On Deep Sailboat Water and No Bridges to Bay or Gulf!!!! 68 Feet of PRIME WATERFRONTAGE with a 50-foot dock located on the most North-Western Tip Of Siesta Key, Bayou Louise that opens up to the waters of Big Pass and The Gulf of Mexico. Priced for land value as neighboring homes values are up to $20M. If a 2 story home were to be built there would be bay views and a rooftop deck would have Gulf of Mexico views. Currently, this lovely single-story mid-century ranch home has been lovingly updated and features 4BD/3BA and exudes a coastal vibe, surrounded by lush tropical landscaping, offering a newly updated kitchen with quartz countertops, stainless steel appliances, family room / casual dining area has tongue & groove ceiling and walls and impact sliding doors and windows providing water views of the bayou. The primary suite addition built in 2012 offers much privacy, it is separate from the other bedrooms, has its own entrance, walk-in closet with custom cabinets and a large bathroom. The 3 remaining guest rooms are located on the north side of the home, one is a large en-suite bedroom that also has an impact sliding door with views of the water. The oversized one-car garage is 27’x16’, with custom cabinets and industrial-grade epoxy floors, plenty of room for bicycles, and a tool bench. Circular paver driveway in front of the home with an additional paver driveway to the right of the garage is large enough for an RV. A new irrigation well and pump was installed in 2022. The Hurricane & Impact Resistant Sliding glass doors and windows in 1/2 of the house were installed in 2017. New electrical panel was installed 2012. New AC installed April 2023, New Plumbing drains and water lines installed 2016. You can add your personal touch to this home or decide to build new, there is plenty of room for a pool and for even more privacy you could build a privacy fence in front of the private neighborhood deeded boat slips. Within Sarasota City limits allows for AirBnB 7-day minimum rental. Small and secluded beach access 176 yards from the front door (6 boats slips on the Southeast of the property are VERY QUIET and PRIVATE deeded neighborhood slips) Don't miss this opportunity you will not find this exceptional water access anywhere on Siesta for this price.

31 Lands End Lane, Siesta Key

$1,577,000
3 Beds 2 Baths A4660714 MLS
***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water lovers. Just one mile from Siesta Key Village and the beach, the location allows for effortless enjoyment of island life while offering a private retreat. Move-in ready and untouched by flood damage, the estate includes two separate structures: a 2,000-square-foot main residence featuring an updated kitchen, and a versatile 280-square-foot detached building with a full bath—perfect for a guest suite, office, or creative studio. A newer metal roof and hurricane-impact windows and doors ensure lasting protection and peace of mind. Designed for outdoor living, the home features a spacious pool area with a large paver lanai, ideal for entertaining or relaxing. The property also includes a brand-new 10,000 lb boat lift, a double jet ski lift, and a newly installed well for efficient irrigation. After a day on the water or at the beach, unwind on the rooftop terrace and enjoy stunning sunset views over the water. This is a great opportunity to own a thoughtfully enhanced property in one of Siesta Key’s most desirable locations—offering the best of coastal living with modern amenities, luxury features, and sustainable upgrades.

5164 Windward Avenue, Siesta Key

$1,575,000
2 Beds 2 Baths A4687031 MLS 1280 BLDG.
Experience endless panoramic views of downtown Sarasota and Sarasota Bay from the climate-controlled balcony of this newly renovated top-floor residence in the gated community of Dolphin Bay on Siesta Key. This spacious condo offers over 2,200 square feet of beautifully updated living space, featuring 2 bedrooms, 2 bathrooms, and a den, all enhanced by vaulted ceilings that create an open and airy coastal atmosphere. Enjoy stunning sunsets over Siesta Key Beach from the front entryway each evening, and wake to beautiful sunrises from the primary bedroom and lanai—an exceptional feature of this remarkable home. Residents of Dolphin Bay enjoy a true waterfront lifestyle with access to a private community dock, clubhouse, tennis courts, fitness center, and a resort-style pool. A private one-car garage, with epoxy flake floors, is conveniently located just steps from the elevator. Perfectly situated within minutes of the beach, shops, and restaurants, this residence combines luxury, convenience, and the best of Siesta Key living. Enjoy the waterfront lifestyle at its finest in this exceptional move-in-ready home. Contact me for a private showing today.

1280 Dolphin Bay Way Unit 503, Siesta Key

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