Siesta Key FL Recently Sold Homes

3 Beds ⋅ 3 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club.

7536 Midnight Pass Road, Sarasota

$1,100,000

Sanderling Club SubDv. ⋅ 34242 Zip Code

House has recently been torn down. Welcome to your private paradise nestled within the exclusive Sanderling Club on coveted Siesta Key. This magnificent estate spans over an acre and boasts an impressive 150 feet of pristine water frontage, offering unparalleled views and access to the sparkling waters of Heron Lagoon. This expansive lot provides an opportunity for those with a vision to build their perfect home. With over 1 acre of lush, landscaped grounds ensuring privacy and tranquility, the property offers ample space to create your own oasis. The 150 feet of stunning water frontage with private dock, allows for kayaking, fishing or simply soaking in breathtaking sunsets. Imagine designing your dream home with spacious living areas, abundant natural light and panoramic water views. The outdoor living space has the potential to become a true oasis that has multiple options for lounging areas perfect for hosting gatherings or enjoying quiet moments. Located in the Sanderling Club, the private club offers exclusive amenities including private beach access, private boat docks, tennis and pickleball courts, and a clubhouse designed by renowned architect Paul Rudolph. Situated just minutes from the vibrant Siesta Key Village, renowned for its dining, shopping, and entertainment options. The estate provides a secluded and peaceful living environment. This is a rare opportunity to own a piece of paradise in one of the most sought-after locations on Siesta Key. The potential to create your dream waterfront residence is limitless. Property being sold AS-IS. Schedule your private tour today and discover the unparalleled lifestyle that awaits you in the Sanderling Club.

7536 Midnight Pass Road, Sarasota

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Mangroves Sub The SubDv. ⋅ 34242 Zip Code

This Key West style WATERFRONT home is perfectly situated just South of the Stickney Point Bridge, on a charming canal, with quick access to enjoy the sparkling Intercoastal or Gulf of Mexico with no bridges. If you love boating...Only 4 miles to newly reopened Midnight Pass with no "NO WAKE" zones, 5 miles to Big Pass, and 6 miles to downtown and Marina Jacks. If you love beaches...just .3 miles to Crescent Beach, Turtle Beach is only 2.4 miles, and you have all the restaurants and bars of the south village just a few steps away. Includes PRIVATE and sturdy TREX dock with a 5500lb lift, and floating dock for Jet Ski/Kayaks and water sports. The "private island" vibe is accentuated by lush foliage and a "beach" setting with gorgeous trees and is hardscaped around the pool, spa and fire pit. At 13,581 SqFT lot, the possibilities are endless...remodel, update or build your own dream home. This elevated home has non-conforming space downstairs and 2567 Sq Ft under air upstairs. The Split floor-plan layout is perfect for a family or having guests. Sub Zero Fridge in kitchen plus white cabinets for a simple yet functional space to prepare your meals and snacks. The large living room is bright and sunny has a cozy wood burning fireplace. The Hall bath is remodeled with a modern touch, and is perfectly located just between second and third bedrooms. The Primary Suite is large with a walk in closet, En-Suite Bathroom and has a sitting room/ office adjacent for new owners specific needs. There is a golf cart garage and 2 carports you can access from a circular drive. First floor water intrusion was minimal and has been remediated and new drywall installed and painted. This intimate community has a small enclave of homes and is on a private road, which is enveloped by a canopy of beautiful mature trees.

1226 Sea Plume Way, Sarasota

$3,300,000

4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

ONE-OF-A-KIND IN THE HEART OF SIESTA KEY! With more than 3,300 square feet of beautifully designed living space, this meticulously maintained 4-bed, 3.5-bath single-family home is move-in ready and available for a quick close, as it sustained NO storm damage. From the moment you arrive, the classic architecture, tile roof and detailed craftsmanship are bound to leave a lasting impression. The gated entrance opens to a paver brick driveway, leading to TWO oversized 2-car garages separated by an elegant entryway leading to the foyer which features both an elevator as well as a travertine staircase for seamless access to all three floors. Throughout the entire home, you'll find light-filled living spaces, travertine flooring, towering 10-foot ceilings, 8-foot solid wood doors, tray ceilings creating an open airy ambiance, and floor-to-ceiling windows bringing in an abundance of natural light. The chef’s kitchen is a stunning fusion of elegance and functionality, outfitted with top-tier Wolf, Sub-Zero, and Fisher & Paykel appliances. A sprawling granite island with breakfast bar is ideal for casual dining or lively conversation. Designed for both culinary excellence and connection, the open-concept layout ensures you remain engaged with guests, offering seamless sightlines to the living and dining areas and extending to the balcony, where serene views of the private heated pool await. The master suite offers a tranquil retreat with its own private balcony, and spa-like bath featuring a deep soaking tub, walk-in shower with upscale finishes, and dual vanities. The lower level includes a spacious family and game room, with its own balcony ideal for entertainment or quiet lounging. There are three additional bedrooms on this floor, two full baths and two additional balconies creating plenty of inviting spaces for family and friends to relax and unwind. Outdoor living is truly exceptional, featuring a heated saltwater pool and spa for year-round enjoyment. The crown jewel of this home is the rooftop terrace, spanning over 1,000 square feet, it offers breathtaking 360-degree panoramic views, stretching from the Gulf of Mexico to Lido, Longboat, and downtown Sarasota. Whether hosting a sunset gathering, grilling your favorite meal, or watching the sun set with a glass of wine, this rooftop retreat offers an experience like no other. Every detail of this home has been thoughtfully designed for convenience and efficiency. A whole-house water filtration system. Impact windows and doors. The oversized garages, with two separate entrances, provide ample space for car enthusiasts, beach gear, or extra storage and an EV Charger. Practically in the heart of Siesta Key Village, you won’t have far to go for dining, shopping, entertainment and all the conveniences needed for an island lifestyle. Also just minutes from Sarasota's cultural attractions, as well as boating, fishing, golf courses and an abundance of professional sports venues. With no HOA restrictions and a projected gross rental income of $210k+ per year, this property presents an exceptional investment. Whether you’re looking for a full-time residence, a vacation retreat, or an income-generating property, this home is truly one-of-a-kind. Don’t miss this rare chance to own a luxury coastal retreat in one of Florida’s most iconic beach destinations. Your Siesta Key dream home is waiting—schedule your private tour today!

317 Beach Road, Sarasota

$1,300,000

2 Beds ⋅ 2 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Beautiful value for premier Bay Island waterfront property on the prized north end of Siesta Key and a short drive to downtown Sarasota and Siesta beaches. Sad to say that this mid-century modern home with terrazzo floors had storm damage and is priced at lot value, ready to be remodeled or build new The back yard features stunning secluded bayou views with access to Roberts Bay by way of a short canal. .25 acre with 85 ft of canal and bayou frontage. The adjoining property is also for sale, 546 Freeling Drive, and can be combined with this parcel for an estate sized waterfront lot.

530 Freeling Drive, Sarasota

$1,300,000

Bay Island SubDv. ⋅ 34242 Zip Code

Incredible waterfront value. Bay Island is the premiere section on the north end of Siesta Key, a 10 minute drive to Southside Village shops and restaurants and 15 minutes to downtown or Siesta Village. Prized for its location, this canal front lot is cleared and ready to build on. The .27 acre lot with 85 feet of canal frontage (no bridges to the bay) is cleared, gated, has an inground swimming pool and public water, electric and sewer. Freeling is one of the island's most coveted streets with many estate style homes.

546 Freeling Drive, Sarasota

$2,300,000

4 Beds ⋅ 4 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Home has sustained significant water damage on the first floor. Rehab or build your dream home on 90 feet of water frontage in Siesta Cove, a highly sought after neighborhood on the North end of Siesta Key. Unobstructed views of the Intracoastal, Phillippi creek and downtown. 10 minute walk to the public beach, biking distance to the village.

5422 Siesta Cove Drive, Sarasota

$807,500

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Nestled in the heart of Siesta Key, this beautifully updated and turnkey furnished corner garden unit at the iconic Siesta Dunes Resort offers the perfect blend of comfort, style, and location. Situated on the second floor, this 2-bedroom, 2-bathroom unit has been meticulously updated to provide a luxurious coastal retreat. Interior Features / updates include: *Luxury Vinyl Flooring throughout for a modern, easy-care finish *Stainless Steel Appliances, Quartz Countertops, and White Shaker Cabinets in the kitchen for a sleek contempory feel *Fully Updated Bathrooms with stylish finishes *Recently Painted interiors to create a fresh, move-in-ready space *Highest Quality Benjamin Moore Scuffx Paint on walls ideal for renters *Soaring Vaulted Ceilings create an open and airy ambiance *Relaxing Screened-In Balcony with garden views, perfect for enjoying the Florida breeze *Convenient Washer and Dryer in the unit *Newer Water Heater ( 2022) and HVAC System (2021) Community Amenities: *Heated Saltwater Pool and Spa for year-round relaxation *Expansive 4000 sq ft Pool Deck and Pavilion, ideal for gatherings *Clubhouse with social areas for residents to enjoy *Gated Complex offering privacy and peace of mind *Pet-Friendly (dogs under 35 lbs welcome!) *Prime Pristine Beachfront Location just steps away from the sand *Very close proximity to restaurants, bars, and shopping *Top-Notch On-Site Management ensuring your property is well cared for *Strong Rental History: Unit grossed over $70,000 in rental income in 2024 with owner use! *2 week min rentals from Jan 15th though end of April and 1 week min the rest of the year. Whether you’re seeking a personal getaway or a high-performing investment property, Siesta Dunes Unit 201 offers the best of both worlds. Experience the beauty and serenity of Siesta Key with all the comforts of home.

6202 Midnight Pass Road Unit 201, Sarasota

$1,125,000

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Nestled in the highly coveted Gulf & Bay Club Bayside, this 3-bedroom, 2-bathroom townhouse-style condominium offers breathtaking water views, resort-style living, and the flexibility of weekly rentals – perfect for personal enjoyment or as a lucrative income-producing property. Situated along the peaceful Intracoastal Waterway, this 1,645 sf. property blends comfort, luxury, and income potential in one of Florida's most desirable locations. The home’s thoughtful design combines comfort and function, with an updated kitchen featuring granite countertops, solid wood cabinets, stainless-steel appliances, tile backsplash, and a breakfast bar which flows into the dining area and inviting living room. The primary suite offers a private en-suite dressing area, complete with a walk-in closet, built-in vanity and sink, linen storage, and private access to the ground floor bath. From the living room and primary suite, step into the enclosed Florida sunroom, where serene water views provide the perfect backdrop for spotting dolphins and manatees—an ideal space for relaxation or entertaining. Vaulted ceilings in the living room, Florida room, and primary suite enhance the sense of light and space, while upstairs, two additional bedrooms, bathroom and a versatile office/den area provide options for guests, work, or leisure. This property is offered turnkey furnished, meaning it’s move-in ready, with most furnishings and essentials included for immediate enjoyment or rental. Modern upgrades include dual HVAC, a 2022 electrical system upgrade, 2019 water heater, metal roof ~2015, and newer appliances. Additional conveniences include interior laundry, and a private one-car garage. Gulf & Bay Club Bayside is a gated, waterfront community offering a wealth of resort-style amenities, including coveted private deeded beach access to Siesta Key’s world-renowned quartz sand beaches, two heated pools, tennis and pickleball courts, gas BBQ grills, clubhouse with fitness center and sauna, a fishing pier, and an on-site property manager to facilitate effortless rentals. Perfectly located just minutes from Siesta Key Village’s vibrant shops and restaurants and downtown Sarasota’s cultural attractions, this property provides the ultimate combination of relaxing island living, recreation, and investment opportunity. Schedule your private showing today and discover why this rare waterfront retreat is truly one of a kind.

1341 Siesta Bayside Drive Unit 1341-B, Sarasota

$1,900,000

4 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Sold Data purposes only.

5143 Oxford Drive, Sarasota

$800,000

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Rarely available–largest floor plan in The Pointe totally renovated with expansive 180-degree water views! Redesigned & remodeled for comfort & convenience, the exquisite finishes & details in this 7th floor coastal home will delight the most discerning buyers! All Impact Glass sliders & windows, porcelain tile throughout, abundant custom millwork & ample storage, a large full-sized laundry room, 2023 HVAC w/UV lights, dual building elevators, private storage area & dedicated under-building parking provides efficiency & comfort. The heart of the home is the chef’s kitchen that was thoughtfully designed with custom wood cabinetry & granite to maximize efficiency, storage & accessibility making entertainment & daily tasks a pleasure. The home flows effortlessly into the large living/dining area wrapped in glass & sunshine beckoning one out onto the expansive lanai with sweeping views of Florida natural vistas & endless intercoastal waterways. Light & bright, morning Sunrise & mainland nightscapes are enhanced with western corner windows unique to this floorplan in addition to the 22’ glassed/screened lanai. Double windows in the kitchen provide mesmerizing views of the sun dancing across the Gulf of Mexico & evening panoramic sunsets! The remodeled electrical plan provides both task & ambient lighting throughout all rooms. The primary Ensuite was redesigned with 2 separate vanities, a walk-in shower & high-end finishes & fixtures. Custom built-ins, including an expansive walk-in closet and a 2nd bedroom & full bath provides luxury accommodations for guests & owners. This 5.3 acre gated, pet-friendly community provides security, privacy & peace of mind with an on-site Property Manager & Maintenance Team for your convenience. Located at the iconic southern tip of Siesta Key, this natural oasis offers a heated lap pool & spa, lighted tennis & pickleball courts, fitness room & saunas, community rooms & sharing library & two picnic/BBQ park-like settings. Boat docks & kayak storage/launces are available at a nominal annual rental fee. Turtle Beach is .4 mile from your door where the free Trolley to Siesta Village gives you worry-free access to Siesta Beach & numerous shops & restaurants. A rare opportunity waits for the savvy buyer who values move-in ready luxury & incomparable natural amenities.

9393 Midnight Pass Road Unit 704, Sarasota

$965,000

3 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code

Experience coastal living in this HIGH and DRY waterfront 3-bedroom, 2-bathroom condo on the sought-after Siesta Key. Perfectly positioned just steps from the renowned Siesta Key Beach, this second-floor gem offers unparalleled access to sun and sand, while a private boat slip and lift awaits your boating adventures. This turnkey-furnished condo is meticulously designed for both relaxation and entertainment. The modern kitchen features stainless steel appliances, spacious panty all seamlessly connecting to the dining and living areas, where vaulted ceilings and expansive sliding doors open to the screened lanai offering stunning water views. The spacious master bedroom boasts a private ensuite bathroom with a double vanity, updated to reflect ease of use with access to the large walk-in closet. The second bedroom and bath is conveniently located on the first floor along with the washer and dryer. The lofted third bedroom includes an expansive additional living area. An adjoining oversized storage space presents an ideal opportunity for a creative studio, or additional living area. The property includes a one-car garage and an additional assigned parking space, accommodating guests or a second vehicle. The deeded boat slip/lift can accommodate a 25-foot boat with no bridges to the bay, making it a haven for boating enthusiasts. Harbour Towne is a gated community of just 50 waterfront units, featuring exceptional amenities such as a heated pool, hot tub, tennis/pickleball courts, clubhouse, and a covered picnic area with grills. With the vibrant Siesta Key Village nearby and downtown Sarasota’s restaurants, theaters, and cultural attractions just 15 minutes away, this condo offers both a tranquil retreat and a gateway to local excitement. Don’t miss the chance to make this Siesta Key paradise your own.

1271 Dockside Place Unit 215, Sarasota

$990,000

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

A HURRICANE SURVIVOR SUPERSTAR--NO DAMAGE HERE!! This CHARMING COASTAL HOME invites you to live the ultimate seaside dream! This home has been IMPECCABLY MAINTAINED and is in a GREAT LOCATION! Only 1.4 miles to the ICONIC #1 rated SIESTA KEY BEACH and 2.4 miles to SIESTA KEY VILLAGE. Surrounded by vibrant, beachy charm, this home offers the perfect escape- where relaxation meets adventure. Your new home offers tranquil living in a secluded serene ambience just a few minutes away from all that SIESTA KEY has to offer. This home has a split floor plan and offers a seamless transition between indoor and outdoor living with four sliders to the beautiful, huge caged pool lanai from the primary bedroom, the dining room, the family room and another bedroom. This lanai is quite unusual with a very large covered area making it ideal for entertaining regardless of weather! Picture sipping your morning coffee or evening cocktail on your spacious private, secluded lanai. The large impact resistant windows and sliders let the SUN SHINE IN to brighten your every day here in PARADISE! This home has: ALL NEW HURRICANE IMPACT WINDOWS, SLIDERS AND GARAGE DOOR, HVAC was replaced 3/23, EPOXY SEALED GARAGE FLOOR and an ALUMNINUM ROOF. There is a huge walk-in shower in the primary ensuite with a rainfall shower head. A new Bosch dishwasher was just installed in February. Beach more, worry less! Here are some of the highlights of living here from the lovely and active owners: "We love living at the end of a canopy street with it's lush green trees. Not having neighbors on one side of us has made for a very peaceful and quiet experience. Sitting outside with all of the Eureka palms makes you feel like you are in your own oasis. The covered lanai space has been the very best feature. The lanai covering allows us all to be outside in the sun or rain and it is delightful to be able to walk inside to many rooms, including the bathroom. We love the kitchen window with the counter outside. The heated pool has been enjoyed for health and healing. Having two inside gathering spaces and three interior places to eat have been a great detail. Being able to go to Siesta Beach or Turtle Beach in minutes by either walking, car or biking is such a great benefit! Glebe park is about 1/4 mile away and has basketball, baseball, soccer, playground, picnic area and a nice walking track. It is a great place for children and adults. We love to ride bikes to the Village and grab something to eat at the many fine restaurants. Date night to the Made in Rome Gelato---ahhh, it's like you are in Italy. We enjoy riding bikes to Turtle Beach and getting lunch at the grill down there. Every sunset at Siesta Key is the best with multicolor differences every night." This home is perfect for a year-round resident, a snowbird home or an investment property. COME TAKE A PEEK AT A GREAT VALUE ON SIESTA KEY AND MAKE AN OFFER ON YOUR OWN SLICE OF PARADISE! Remember, Beach days keep the doctor away!

5159 Oakmont Place, Sarasota

$2,200,000

Grand Siesta SubDv. ⋅ 34242 Zip Code

Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The home is being sold furnished. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnificent views. This truly extraordinary property boasts: 10 ft. ceilings, custom window treatments, Thermador appliances, porcelain tile, hardwood flooring, granite countertops, custom cabinetry, elevator service to all floors, as well as other high-end finishes. Enjoy sweeping views of the Grand Canal & fabulous sunrises from your living area & covered porches as well as the exquisite, primary suite. A boater’s dream house…water fun is guaranteed with a private, heated, saltwater pool, dock with power & water, and a 10,000 lb. boat lift. View playful manatees, jumping fish, and colorful sea birds from the covered porches. A two-car garage is a rare feature for a beach retreat. Enjoy an early morning walk or bike ride on the beach, take a quiet kayak ride or paddle board in the canals or on the beach, watch the beautiful sunrises on your covered porch, or just relax in your private pool. Perfectly located on the Grand Canal, while just one block to the powdery, crystal sands & turquoise waters of Siesta Key Beach. You’ll love strolling to the Iconic, Siesta Village where you’ll enjoy a variety of restaurants, live music, dancing, shopping or just sipping margaritas at happy hour. It’s the perfect trifecta for location. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal sanctuary offers an unsurpassed lifestyle for anyone looking for their own piece of Island Paradise! Considered the cultural gem of Florida’s West Coast, you’ll be only 5 miles from wonderful cultural and social activities in Downtown Sarasota. You’ll fall in love with this exquisite , tranquil, Canal Front Property on Siesta Key whether it’s your winter escape, family getaway, or permanent residence. Embrace Your Beach Life! What are you waiting for?

447 Canal Road Unit 447, Sarasota

$2,200,000

3 Beds ⋅ 4 Baths ⋅ Grand Siesta SubDv. ⋅ 34242 Zip Code

Welcome to Grand Siesta! Rarely available Opportunity! Where else on Siesta Key can you find this unique location, offering Siesta Beach Access a block away, the Siesta Village two blocks away, directly on the Grand Canal with a boat lift, while all within the weekly rental zone. Paradise awaits at this fabulous, 3 bedroom/3.5 bath luxury townhouse. This amazing, spacious, luxury townhouse draws you in with an inviting, professionally designed interior with a comfortable, coastal vibe. The concrete block exterior provides structural integrity. An excellent space for entertaining family & friends in your custom gourmet kitchen with gas range and open-concept living area with magnificent views. This truly extraordinary property boasts: 10 ft. ceilings, custom window treatments, Thermador appliances, porcelain tile, hardwood flooring, granite countertops, custom cabinetry, elevator service to all floors, as well as other high-end finishes. Enjoy sweeping views of the Grand Canal & fabulous sunrises from your living area & covered porches as well as the exquisite, primary suite. A boater’s dream house…water fun is guaranteed with a private, heated, saltwater pool, dock with power & water, and a 10,000 lb. boat lift. View playful manatees, jumping fish, and colorful sea birds from the covered porches. A two-car garage is a rare feature for a beach retreat. Enjoy an early morning walk or bike ride on the beach, take a quiet kayak ride or paddle board in the canals or on the beach, watch the beautiful sunrises on your covered porch, or just relax in your private pool. Perfectly located on the Grand Canal, while just one block to the powdery, crystal sands & turquoise waters of Siesta Key Beach. You’ll love strolling to the Iconic, Siesta Village where you’ll enjoy a variety of restaurants, live music, dancing, shopping or just sipping margaritas at happy hour. It’s the perfect trifecta for location. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal sanctuary offers an unsurpassed lifestyle for anyone looking for their own piece of Island Paradise! Considered the cultural gem of Florida’s West Coast, you’ll be only 5 miles from wonderful cultural and social activities in Downtown Sarasota. You’ll fall in love with this exquisite , tranquil, Canal Front Property on Siesta Key whether it’s your winter escape, family getaway, or permanent residence. Embrace Your Beach Life! What are you waiting for?

447 Canal Road Unit 447, Sarasota

$915,000

2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code

Best Opportunity on Siesta Key– Motivated Sellers! This is your chance to own a stunning waterfront residence in highly sought-after Dolphin Bay on Siesta Key – at an incredible price! This gated, pet-friendly community offers resort-style living with only 50 exclusive residences. Enjoy top-tier amenities, including a swimming pool and spa, har-tru tennis courts, fitness center, clubhouse with social events, and an outdoor grill. A day dock provides easy boating access, fishing, happy hour socials, and frequent manatee and dolphin sightings. The small beach is perfect for launching kayaks or paddleboards. This updated, bright, 1900 sq ft residence features a spacious great-room floor plan with 2 bedrooms, 2 baths, plus a versatile den/family room off the kitchen. Relax on the large 18' x 14' screened-in terrace/lanai while enjoying spectacular southeast water views of the Bay and Intracoastal. The beautifully remodeled kitchen boasts stone countertops, stainless steel appliances, custom cabinetry, and bar seating. A separate front porch off the kitchen is the perfect spot for grilling. Additional highlights include: Generous storage throughout, Walk-in closets & built-ins, Laundry/utility room with washer & dryer, Luxurious master bath with soaker tub, walk-in shower, and dual vanities, Oversized private garage with kayak & paddleboard storage Dolphin Bay’s prime central location means you’re just a short walk or bike ride to Siesta Key’s world-famous quartz-crystal sandy beaches and pavilion. Hop on the free Siesta Key Trolley for easy access to the vibrant North & South Villages, packed with entertainment, dining, and shopping. Sellers are motivated – don’t miss this rare opportunity! Schedule your showing today!

1260 Dolphin Bay Way Unit 303, Sarasota

$3,270,000

2 Beds ⋅ 3 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code

Stunning Gulf of Mexico views from the living room, dining room, kitchen, primary bedroom and office make this a magical place. The multi-level decks and outdoor seating areas are an incredible place to view the gulf and watch sunsets and dolphins. Located in the Sandy Hook community with a private shared beach, the home is walking distance to the Siesta Key Village with its fantastic restaurants, shops and wine bar. The home is situated on .52 acres with 3 ensuite bedrooms plus an office which could serve as an additional bedroom. The first floor has a 3 car garage, bonus room and a guest suite with a full bath and kitchenette. The three hole mini golf course in the backyard and large swimming pool make this a perfect house for entertaining. There is also an exterior elevator.

77 Sandy Hook Road N, Sarasota

$792,000

2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code

Experience resort-style living on Siesta Key in this stunning, turnkey-furnished, West-facing penthouse condo. Offering approximately 1,211 sq. ft. of open living space, this top-floor residence boasts soaring ceilings that flood the home with natural light, creating expansive views and a bright, airy coastal ambiance. The generously sized bedrooms feature walk-in closets, additional storage, and elegant updates inspired by a serene coastal aesthetic. The primary en suite bathroom includes a luxurious walk-in shower, perfect for unwinding after a day in paradise. Washer and dryer in unit. New electronic shades on all windows, and dual controlled sleep number king beds. Step out onto the screened lanai, where you can relax to the soothing sounds of a waterfall while enjoying year-round sunset views and the gentle ocean breeze. Located at Harbor Towers, a tropical oasis on Siesta Key, this community offers a host of modern amenities, including one of the largest marinas on the island, tennis courts, pool and spa, sauna and gym, lush landscaped grounds, and proximity to Siesta Key Village’s restaurants and shops. This community has completed their Milestone and SIRS, as well as a major $13 Million renovation. Don’t miss your chance to own a piece of paradise. Schedule your private showing today!

5855 Midnight Pass Road Unit 722, Sarasota

$375,000

1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code

Unbelievable $50K price reduction on this move-in ready Canal front condo. Escape the winter chill and embrace endless summer in this meticulously remodeled 1 bedroom, 2 bathroom Siesta Key condo at Siesta Harbor, priced at only $450,000 with a peek-a-boo ocean view from the 4th floor. The owners have invested over $100K in premium upgrades, including a glassed-in lanai with hurricane impact sliders which is perfect for morning coffee or romantic sunset dinners, granite countertops, solid wood cabinets, a luxury primary bathroom shower, and light tile flooring that creates a bright, airy atmosphere. This 55+ community offers an unparalleled lifestyle with deeded beach access, a fishing pier on the Intracoastal Waterway, heated community pool, boat docks, onsite management, and a wealth of social activities – all just minutes from downtown Sarasota's best restaurants and shopping. With low HOA fees, carefree maintenance, and no storm damage, this condo is your ticket to the laid-back Siesta Key tropical island dream.

1215 S Portofino Drive Unit 404, Sarasota

$890,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Rare opportunity to own a turnkey-furnished two-bedroom, two-bath beach oasis on the seventh floor in the highly sought-after D Building with beach access just steps away. Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club offering an incredibly beautiful lifestyle right on the Gulf of Mexico. Enjoy breathtaking sunsets from your personal enclosed veranda. With conveniences like in-unit laundry and a recently renovated covered carport, this residence offers quintessential and elevated island life. Gulf & Bay Club is situated on 32 acres of manicured tropical landscaping, with a gate and guard, 800 feet of private beach with pristine sugar white sand. Enjoy the comfort of 24-hour gated security, heated pools, a fitness center, dry saunas, a hot tub, tennis courts, racquetball, pickleball courts, walking trails and an engaging social calendar. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The clubhouse has a library, bar, pool table, and TVs for your enjoyment. Electric car charging stations and on-site car wash. You are moments away from Siesta Village to enjoy outdoor dining with live music, specialty shopping, and more! Take a short trip to downtown and discover theater, art, and fine dining. This is the island resort lifestyle you have been looking for; don't let your chance of fine beach living slip away.

5760 Midnight Pass Road Unit 702, Sarasota

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