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$975,000
3 Beds 3 Baths Harbour Towne SubDv. 34242 Zip Code
RARELY AVAILABLE THREE BEDROOM THREE BATH WITH 10,000 POUND BOAT LIFT AND SLIP THAT ACCOMMODATES UP TO A 45’ BOAT! Have you heard? Big Pass Is Open! You can now access the open waters of the Gulf from Big Pass, located between south Siesta Key and Casey Key! Enjoy the intracoastal waterway North and South in protected waters. This condo has beautifully updated kitchen and baths, quartz countertops, newer appliances, beautiful flooring throughout and soaring 20’ ceilings. Relax in the glassed and screened lanai overlooking the deep-water boat basin. The second story offers additional living space, a private bedroom and bath and a spacious 12’ x 13’ storage room. Harbour Towne has a clubhouse, pool, spa, four pickleball courts and a tennis court. Enjoy the world-famous Siesta Key Beach right across the street. If you love beach life, boating, pickleball and tennis, this is the condo for you! You may especially like the Siesta Key Village vibe with an easy walk, cycle or free trolley ride to enjoy great restaurants, live music, and shopping. It’s all here for the resort get-away feeling!

1233 Dockside Place Unit 207, Sarasota

$1,300,000
3 Beds 2 Baths Waterside East SubDv. 34242 Zip Code
INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as Everyday Activities****Updated Kitchen and Baths; Quartz Countertops & Luxury Vinyl Plank Flooring Throughout****Enjoy your Morning Coffee Poolside, Dinners Al Fresco and Sunset Cocktails Relaxing by the Waterside Fire-pit..... Ideal Property for the Boating Enthusiast with 10,000# Boat Lift & ease of Egress along the Grand Canal and just 5 minutes to the Intracoastal with Quick Access to the Gulf....and for the "Beach Lover"--- a quick bike ride to the Powdery White Sands of Top-Rated SIESTA KEY BEACH....Perfect as Investment, Vacation/Seasonal Property or Primary Residence!

572 Commonwealth Lane, Sarasota

$4,300,000
4 Beds 4 Baths Cocoanut Bayou SubDv. 34242 Zip Code
Located in an exclusive enclave of multi-million-dollar homes, this custom residence offers a special combination of privacy, prestige, and move-in-ready waterfront living. Ideal for boating and car enthusiasts, this residence was completely updated in 2018 and is set on a beautifully landscaped 0.6-acre lot. Cedar Park owners can enjoy private beach access to a pristine beach overlooking Big Pass and the Gulf. Inside, an open and thoughtfully designed single-story layout maximizes water views and natural light. Elegant tray ceilings, a stacked-stone gas fireplace, and plank tile floors set a refined tone throughout the main living spaces. Sliding glass doors in the living area seamlessly connect the interior to the expansive outdoor space, delivering a true Florida indoor-outdoor lifestyle. The gourmet kitchen is appointed with custom cabinetry, quartz surfaces, high-end stainless appliances, a handy dumb waiter, and two islands, flowing naturally into the casual dining area and family room. The formal living and dining spaces provide flexibility for both entertaining and everyday living. The spacious primary suite enjoys pool and water views, direct access to the covered terrace, a luxurious spa-style bath with freestanding tub, and a spacious walk-in closet. Three additional bedrooms, a private office, a large laundry/hobby room and a butler’s pantry complete the interior footprint, offering flexibility and privacy for guests and everyday living needs. One of the best features of this home is the huge garage – there is room for all your toys, 6-8 vehicles, storage, a climate-controlled game room, and a workshop! Designed for effortless entertaining, the expansive covered lanai features retractable screens, multiple lounging and dining areas, and overlooks the resort-like heated pool and spa framed with lush tropical landscaping. Neatly manicured, thick mangroves protect the property and provide a gateway to a large Trex dock with a 10,000-lb boat lift and 4,500-lb lift for two jet skis. The calm, protected waters of Cocoanut Bayou offer quick access to the open waters of Sarasota Bay and the Gulf. Homeowners have access to 100 feet of private beachfront with a gated entry, tiki hut, a dog run, parking, and a set of multi-colored Adirondack chairs from which to enjoy the spectacular sunset skies. Additional features of the home include hurricane-impact windows and doors, central vac, circular brick driveway, a side parking pad, huge garage with workshop and game room fitted with Endura flood easy maintenance wall system, a pre-wired elevator shaft, and an outdoor shower. Block construction and built to hurricane code standards, this residence offers peace of mind and modern convenience. Located on the north end of the island, just 1.4 miles from Siesta Key Village and moments from downtown Sarasota - 244 Cedar Park Circle delivers a unique blend of privacy, boating lifestyle, and coastal elegance.

244 Cedar Park Circle, Sarasota

$5,685,000
5 Beds 7 Baths Hidden Harbor SubDv. 34242 Zip Code
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$925,000
3 Beds 3 Baths Siesta Manor SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Welcome to 396 Avenida Madera! Nestled in the heart of the Siesta Key Village and walking distance to world renown Siesta Key Beach presents a rare opportunity to own prime land. The very last lot at the end of a cul-de-sac offers a novel setting for your tranquil escape to over 112 feet of direct saltwater canal access. Having had storm damages from Helene & Milton, seller has professionally remediated the home: selling as is, for land value. Seller's highlights include a new concrete seawall built in 2023. Seller has made your renovation plans easy with optional estimates for completion with which to add your personal touches and preferences. Perhaps you'll agree this prime location is rather the proper ground to start fresh and build a custom waterfront retreat. Wake up to spectacular sunrises on your waterfront porch where you can enjoy morning coffee and tea with views of the canal. A short ten minute walk leaves you in breathless beauty of powdery sands and crystal-clear waters at Siesta Key Beach Access #3. And in the evenings, a five-minute stroll brings you top-rated dining and entertainment. Take advantage of an unparalleled opportunity to live in paradise and own a property that has it all.

396 Avenida Madera, Sarasota

$1,954,700
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Nestled in the quaint neighborhood along the Grand Canal on Siesta Key, this Key West style home offers the perfect blend of old-world charm and modern living. This well-appointed custom-built home has a spectacular open floor plan. The home's grand entrance welcomes you through a covered porch that leads to an oversized foyer. An abundance of natural light, beautiful canal views, soaring ceilings and gleaming hardwood floors create a bright and airy atmosphere throughout. You will then be charmed by the library with a sliding ladder, wood burning fireplace, walnut wood flooring, and cedar beams in the living room, all combined with modern style furniture. The open living area includes a kitchen, with cherry wood cabinets, and an Iron Elmira stove surrounded by Chicago brick, gorgeous dining room and a breakfast nook. Floor to ceiling windows and sliding doors seamlessly connect the grand living area to the outside covered deck, perfect for entertaining. The beautiful primary suite with canal views is on the main level and two generously sized bedrooms with their en-suite bathrooms are located on the upper level. A “basement room” between the two garages offers a huge amount of storage with built-in closets and cabinets. If interested to create an additional room/Office, a plan and design is available upon request.The house was not affected by any wind or flood damage thanks to its solid concrete block construction and 11ft elevation of living space. Some water intrusion on garage level, but did not cause any damage to building, or cabinets in storage area between the garages. The fenced-in backyard features a 35ft screened heated pool with a waterfall and Chicago brick deck. The 60ft IPE hardwood boat dock with a tropical over-the-water gazebo is equipped with a 10,000lb boat lift and offers plenty of space for all your outdoor toys. Boating just one mile through the deep-water canal brings you to the Intercoastal Waterway which leads right out into the open Gulf. In a market where quality counts more than ever, this home offers a rare blend of location, craftsmanship, and timeless appeal. Welcome home to Siesta Key - island living, breath-taking sunsets, boating and award-winning beaches, all at your doorstep.

5024 Commonwealth Drive, Sarasota

$2,900,000
4 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously transformed by the renowned Nautilus Homes, this home boasts an open floor plan with soaring high ceilings, making it the perfect space for both relaxation and entertaining. Every inch of the property has been updated with the finest finishes and state-of-the-art features, including: Gourmet Kitchen with new appliances, Impact-Resistant Windows for peace of mind, New 17KW Solar System with backup generator, keeping your electric bill at an incredibly low $20-$30 month, New Boat Lift Motors and a private dock, perfect for boating enthusiasts, Saltwater Pool System and spa, enclosed in a serene, waterside cage for privacy, Custom Treehouse for a fun and unique retreat, Whole House Water Conditioner and new water heater, Two New A/C Units ensuring year-round comfort and a Xeroflood water barrier system has been installed. Natural light pours into every room, highlighting the spacious living areas and creating an inviting atmosphere throughout. The sumptuous Primary Suite offers a private sanctuary, featuring views of the lush tropical surroundings. Step outside to your own private oasis where you can unwind by the pool, entertain in style, or take your boat out for a sunset cruise – all right in your backyard. With Siesta Key's famous restaurants, shops, and nightlife just moments away, you’ll have everything you need to experience the best of island living. This is a rare opportunity to own a piece of paradise on Palm Island, where the ultimate lifestyle meets extraordinary design and function.

238 Island Circle, Sarasota

$4,325,000
5 Beds 6 Baths Gulfmead Estates SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

3465 Gulfmead Drive, Sarasota

$7,454,237
4 Beds 6 Baths Mira Mar Sub SubDv. 34242 Zip Code
Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

$659,000
2 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Built in 2009, this fully renovated first-floor 2-bedroom, 2-bathroom condo at The Beach Club at Siesta Key is a rare opportunity offering both personal enjoyment and strong rental income. Just steps from the world-famous Siesta Key Beach, the property has a proven history of short-term rental success, with owner usage permitted up to 120 days per year—making it an ideal balance of leisure and investment. Uniquely positioned within the community, the unit feels like an end unit thanks to the way the buildings are angled, offering enhanced privacy and natural light. It’s also the only first-floor condo in the complex with its own private covered balcony, surrounded by lush tropical greenery. This exclusive outdoor space provides a peaceful retreat with serene views of the pool while maintaining privacy through natural landscaping. Inside, the updates are extensive. The condo features fresh interior paint, brand-new living room furniture, modern lighting, a new dining set, flat-screen TVs in every room, and a brand-new washer and dryer. The open layout includes a bright and fully equipped kitchen with stainless steel appliances, offering a turnkey living space that is comfortable and inviting for both owners and guests. The property is fully furnished and professionally managed on-site, providing a hands-off experience with services including guest bookings, communication, cleaning, and maintenance. Amenities include a heated pool, hot tub, complimentary Wi-Fi, and free beach chairs and umbrellas. The Beach Club offers direct access to the cool white sands of Siesta Key Beach just steps away through a shared community gate—making beach days effortless and convenient. Located mid-island and just minutes from the Stickney Point Bridge, this unit provides easy access on and off the island and close proximity to shopping, dining, and outdoor recreation in the vibrant Siesta Key Village. With a combination of premium upgrades, a rare private balcony, and a stellar rental track record, this condo stands out as one of the premier offerings on Siesta Key.

1020 Sun N Sea Drive Unit 104B, Sarasota

$1,375,000
3 Beds 3 Baths Somerset Cay SubDv. 34242 Zip Code
In one of Siesta Key's most desirable buildings, Somerset Cay offers a very unique chance to own an opulent three-bedroom, three-bathroom waterfront home. The comforts of a condominium lifestyle are combined with the seclusion of single-family living in this property. With a private gate leading down to the pool and dock, residents may enjoy colorful sunsets from the expansive 900 square foot, two-level waterfront terrace/lanai that faces west. A limited elevator and lobby provide safe access, and the elevator travels straight to a private foyer on the second story. Bamboo flooring, a combination of tile and carpeting, crown molding, plantation shutters, granite countertops, large walk-in closets, high ceilings, an in-unit laundry room, an immense two-car garage, and a separate storage area are just a few of the interior features. With features including a fitness center, a grill area ideal for gathering, and a glittering pool and spa, the exclusive Somerset Cay neighborhood encourages a resort-style lifestyle. There is a kayak launch, a new kayak lift, kayak storage indoors, and direct sailboat access to the bay and Intracoastal Waterway, which eliminates the need to cross bridges. The freshly rebuilt Midnight Pass offers easy access to the Gulf of Mexico. With just 17 residences in the complex, Somerset Cay offers an unparalleled degree of seclusion and peace. This second-floor home is ideally located close to Turtle Beach, the well-known Ophelia's Restaurant, Turtles Bar & Grill, and South Key Marina on the southern end of Siesta Key. Locals can browse the stores. Some photos have been staged.

9122 Midnight Pass Road Unit 24, Sarasota

$1,450,000
2 Beds 2 Baths Siesta Gulf View SubDv. 34242 Zip Code
Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking sunset views over the Gulf, creating an open and airy atmosphere. With an intimate connection to the water that larger complexes simply can't match, this space blends modern elegance with functional design. Showcasing high-end finishes, an open-concept layout, and a thoughtfully integrated dining space, this 2-bedroom, 2-bathroom retreat offers modern elegance and functionality. The chef’s kitchen boasts stunning water views, premium appliances, and elegant cabinetry, making it as practical as it is beautiful. A built-in office nook adds convenience, while the spacious living area flows effortlessly onto the wraparound Gulf-front lanai featuring brand-new impact glass sliders. Ceiling fans throughout enhance the coastal comfort, and in-unit laundry adds everyday convenience. Siesta Gulf View isn’t just a residence—it’s a lifestyle. Nestled in a meticulously maintained Gulf-front community, residents enjoy resort-style amenities, including a heated pool, tennis courts, fitness center, beachside grilling and picnic areas, a private clubhouse with a full kitchen, and under-building parking with ample guest spaces. With a private beach exclusively for residents, you can fully immerse yourself in the Siesta lifestyle at its peak. Located just steps from the world-renowned white sands of Siesta Beach and the vibrant charm of Siesta Village, and only 15 minutes from downtown Sarasota, this unit offers the perfect balance of modern luxury, convenience, and island charm. Whether you're looking for a permanent residence, a seasonal beach retreat, or a high-demand investment property, this unit offers exceptional flexibility with monthly rentals allowed. Don’t miss this rare opportunity—schedule your private tour today and experience the best of Siesta Key living.

420 Beach Road Unit 502, Sarasota

$850,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
INCREDIBLE Views!....INCREDIBLE Privacy!....INCREDIBLE Siesta Key Neighborhood!....Only (2) Owners have Enjoyed this Peaceful Island Oasis along the Edward C. Wright Nature Preserve & Bird Sanctuary---just a short Bike Ride to the Powdery Quartz Sands of TOP-RATED Siesta Key Beach!....Conveniently Located, with easy access to the North Bridge, in the "park-like" Bayside Club community along a tree-lined street on an Oversized High Elevation WATERFRONT Lot ---this home incurred No Flooding****Generously Sized Living Spaces & Gracious Floor Plan**** are ready for New Owner to "make their own"....You will savor your morning coffee while being Indulged by the "Post-Card" Sunrises across the "never-ending" Waterfront Preserve Horizon. PRIVATE PIER and DOCK for launching Kayaks and Paddle-boards to Navigate the Sights & Sounds of the Lagoon as well as continue your journey into the Intracoastal Waterway.****Many Special Outdoor Spaces**** that are Perfect for Entertaining...Catching up on your Favorite Podcast...or Relaxing with some Binoculars and the Quiet Enjoyment of Identifying the Variety of Birds & Plant Species....IDYLLIC as Year-round; Vacation or Seasonal Residence.

700 Tropical Circle, Sarasota

$1,910,000
3 Beds 3 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Your dream home awaits — this rarely available, turnkey furnished, 3 bedrooms, with 2 ½ baths, offers 1919 sq ft of luxurious living space. This stunning end unit at the prestigious Gulf & Bay Club boasts expansive windows filling the condo with natural light and providing breathtaking views of the freshwater lakes and fountains. The open kitchen is the heart of the condo featuring Corian countertops, Kitchen Aid appliances, and a walk-in pantry. Both full bathrooms offer dual sinks, and both walk-in closets have built-in organizers offering ample storage. Enjoy serene evenings on the enclosed lanai and year-round comfort with the brand-new AC. Located within the exclusive 24-hour guard gated community of Gulf & Bay Club on Siesta Key, this condo offers access to top-notch amenities spread across 32 acres. Relax on a beach chair on your 800 ft of private white quartz sandy beach — named #1 in the country and #4 in the world! Featuring 3 swimming pools, 3 dry saunas, a fitness center with an indoor spa, and 2 clubhouses, one of which is equipped with a lending library and pool table. Engage in various activities including racquetball, basketball, shuffleboard, tennis, and pickleball. Multiple BBQ areas and lush landscaping throughout the property invite outdoor gatherings, and Wi-Fi available throughout the complex keeps you connected. Additional conveniences include electric car charging stations, a car wash area, organized social groups for golf, tennis, pickleball, and cards, and a guest suite rentable only by owners. This is coastal living at its finest — a perfect combination of luxury, comfort, and community. Don't miss the opportunity to make this extraordinary condo your home.

5780 Midnight Pass Road Unit 501B, Sarasota

$2,900,000
3 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest.

875 Siesta Key Circle, Sarasota

$1,100,000
4 Beds 4 Baths Siesta Cove Sub SubDv. 34242 Zip Code
Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and convenience. The home also boasts a NEW roof and NEW hurricane rated windows and doors, providing peace of mind and enhanced durability for years to come. As you enter the home, you are welcomed by a spacious open floor plan that combines modern design with timeless elegance. The living areas feature large windows that flood the home with natural light, creating an airy and inviting atmosphere. The gourmet kitchen is a chef’s dream, with high-end stainless steel appliances, custom cabinetry, quartz countertops, and a large center island perfect for meal prep or casual dining. The open concept seamlessly connects the kitchen, dining, and living areas, creating an ideal space for entertaining guests or enjoying quiet family time. The master suite serves as a luxurious sanctuary, with expansive windows allowing plenty of natural light, a generous walk-in closet, and a spa-like en suite bathroom that includes a soaking tub, and a separate walk-in shower. The additional bedrooms are equally spacious, offering comfort and flexibility for family, guests, or a home office. A convenient mother-in-law suite is located downstairs, providing privacy and comfort for extended family. The outdoor living space is designed for relaxation and entertainment. Step outside to a large private terrace, perfect for enjoying a morning coffee or peaceful evenings outdoors. The expansive second floor deck features a beautiful pool, offering the perfect place to cool off on warm Florida days or host poolside gatherings. With ample space, the backyard provides a tranquil environment for unwinding and enjoying the beautiful Florida weather. Siesta Cove is one of Sarasota’s most desirable communities, known for its serene atmosphere and close proximity to Siesta Key’s world-renowned beaches. Whether you prefer relaxing on the powdery white sands of Siesta Key Beach or taking advantage of the many water activities available, this location offers the best of both worlds. In addition to beach access, you’ll find a variety of dining, shopping, and cultural attractions just a short drive away in Sarasota’s vibrant downtown. For those who enjoy an active lifestyle, Siesta Cove offers the perfect balance of outdoor adventure and relaxation. Don’t miss the opportunity to own this incredible piece of paradise in one of Florida’s most desirable neighborhoods!

5239 Siesta Cove Drive, Sarasota

$3,250,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Under Construction. A rare opportunity to own a beautifully crafted custom home on Siesta Key by Nutter Custom Construction. This stunning custom residence is now nearing completion, with anticipated delivery in September 2026. Every detail has been thoughtfully curated to deliver an exceptional luxury living experience. This Coastal Contemporary residence offers 3,200 sq. ft. of interior living space and over 5,500 sq. ft. of total indoor/outdoor living, thoughtfully designed to maximize both luxury and comfort. Enjoy three spacious balconies, an outdoor kitchen, and a generous covered lanai that seamlessly blends indoor and outdoor living. Inside, the open floor plan is filled with natural light and features a stunning chef’s kitchen equipped with luxury appliances, custom cabinetry, and a walk-in pantry. The kitchen flows effortlessly into the dining area and great room, creating the perfect space for entertaining or relaxing with family. The home includes 4 bedrooms and 4 full bathrooms, providing ample space for family and guests. The expansive primary suite offers dual walk-in closets, a private balcony, and a serene retreat for homeowners. Upstairs, a versatile loft with access to a private balcony makes an ideal office or second living area. Additional highlights include an oversized 2.5-car garage, elevator access to all levels, and a full utility room for added convenience. The private backyard oasis features a beautiful pool and lush surroundings for year-round enjoyment. Located just minutes from Siesta Key’s world-famous beaches, as well as the vibrant shopping and dining options in The Village, this is a unique opportunity to personalize your dream home during this phase of construction. Don’t miss your chance to own a custom-built home in one of Sarasota’s most sought-after coastal communities. Please note: Some photos have been virtually staged for illustration purposes.

4903 Commonwealth Drive, Sarasota

$750,000
1 Beds 1 Baths Horizons West SubDv. 34242 Zip Code
Experience the ultimate island lifestyle in this TURNKEY FURNISHED, west-facing condo at Horizons West—just steps from your private Siesta Key beach! This spacious 1-bedroom retreat boasts over 1,000 sq. ft., soaring ceilings, and a wall of oversized windows framing breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Enjoy an open, airy floorplan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. Relax in the king-sized bedroom with custom California Closets, or host family and friends on the living room sleeper sofa. Recent upgrades include impact windows/doors, 2020 AC, and 2021 water heater. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. Plus, private carport storage for all your beach toys! Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked #1 Beach in the USA and #4 in the world—your piece of paradise awaits! View the Video: https://youtu.be/5NK5aBPx5vM

6140 Midnight Pass Road Unit 103, Sarasota

$6,600,000
4 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota

$2,240,000
3 Beds 3 Baths Sarasota Beach SubDv. 34242 Zip Code
Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset — it's up to you. Boating: Dock your boat at your back door and take a dip in your pool after spending your day on the water. Your private dock is equipped with a beamless 14,000 boatlift on the Grand Canal. Just a short boat ride to world class fishing and watersports. Bistros: You are less than a mile from Siesta Village, yet Palm Island is a secluded oasis accessed by a bridge. Siesta Village boasts a variety of world class restaurants and nightlife. The property is fully fenced with no homes on the other side of the canal. This private elevated Key West style home offers a great investment or a home for your family. Open floor plan with kitchen/dining/great room layout. Vaulted ceilings create a wonderful open feeling with sliders bringing in the outdoors. Lots of space for storage on the lower parking/storage area. Newer roof and HVAC.

462 Island Circle, Sarasota

$630,263
1 Beds 1 Baths Sea Crest Apts SubDv. 34242 Zip Code
Discover the ultimate beachfront living experience at Sea Crest, where panoramic views of the Gulf of Mexico's crystal-clear waters and pristine white sand create an ideal escape. This TURN-KEY unit has been COMPLETELY RENOVATED! Boasting an updated open-concept kitchen featuring new appliances, cabinetry, quartz countertops, and a stylish backsplash. The unit also includes a brand-new air conditioning system, water heater, hurricane impact windows and door, and all-new electrical work, both inside and out. These thoughtful upgrades will provide you with long-term peace of mind and comfort. Unit 20 presents an exceptional investment opportunity, ideal for short-term rentals. With a one-week minimum rental period during peak season and 3-day rentals during the off-season, this unit offers great potential for high returns! Conveniently located just off the Stickney Point Bridge, Sea Crest provides easy access to dining and shopping options just feet away in Crescent Village, and you can even hop on the free trolley to explore Siesta Key Village! Sea Crest stands as one of the most coveted communities on Siesta Key, offering an intimate and exclusive atmosphere with only 40 units. This limited number ensures a more private, serene living experience, allowing residents to enjoy their own pristine beach and private pool without the crowds typically found at larger Siesta Key complexes. Boasting an exceptional location and breathtaking private beachfront views, Sea Crest presents a rare opportunity to own a piece of paradise on the #1 Beach in America. Act quickly because this one will not last!

1129 Seaside Drive Unit 20, Sarasota

$920,000
5 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Lovingly owned for 20 years, this tropical retreat offers privacy, charm, and thoughtful updates throughout. Recent enhancements include lush Areca palms for a private, resort-style setting, and an expanded pool area complete with a cozy seating space, large umbrella, and fire pit-perfect for relaxing or entertaining under the stars. Nestled in the heart of Siesta Key, and close to one of the best beaches in the U.S., this spacious 5-bedroom, 3.5 bathroom home offers a perfect blend of comfort, style, and functionality. Featuring engineered hardwood floors throughout, this residence is designed for family living and entertaining. The living room flows seamlessly into the dining room, which is conveniently located next to the kitchen. The kitchen features shaker style cabinetry and Corian counters. A pass-through window and breakfast bar open to the casual dining area, which can easily be transformed into a game room or flex space to suit your needs. On the other side of the of the kitchen is the spacious family room, with soaring vaulted ceilings and fireplace. A French door from the family room leads to the open pool area. A fiberglass salt water pool was added in 2008 with a travertine deck. The spacious Primary bedroom suite includes a sitting area with large window that offers serene views, an adjoining library/office that allows for work from home with floor to ceiling bookshelves with a separate exterior door. A major renovation in 2014 added two additional upstairs bedrooms bringing the total to four, plus a half bath with a charming turquoise/green tile display on the mirrored wall. The full bath upstairs has Quartz counters, shaker cabinets, double sinks, and skylight in the shower giving the space an abundance of natural light. The home is built for durability with a metal roof, hurricane impact windows upstairs, and many downstairs, with custom hurricane Fabric shields protecting non-impact windows and doors. The 10’ elevation has kept the property free from hurricane damage. The home is ideally situated a short distance from Glebe Park, one of Siesta Key’s hidden gems. Perfect for families and active lifestyles, the park features a baseball field, basketball court, multi-purpose field(great for soccer or casual games), pickleball court, playground, restrooms, and a gazebo for parties and picnics. The mid-island location offers easy access to both the North and South bridges.

614 Tropical Circle, Sarasota

$450,000
2 Beds 2 Baths Moorings SubDv. 34242 Zip Code
AMAZING NEW PRICE! Seller is very motivated...Waterfront Paradise for Water Lovers! Wake up in this FULLY FURNISHED and UPDATED condo to stunning views of Blind Pass Lagoon and step outside to the community boat slips (first come first serve) for boating, fishing, kayaking, or paddleboarding over to the new Midnight Pass. Plumbing stacks replaced with PVC (2022). With a new dock and seawall (2024) and direct Intracoastal Waterway access, adventure is just outside your door. A five-minute stroll takes you to Turtle Beach for sun and sand or laze the day away in the heated community pool. This bright, freshly painted condo features a remodeled open-concept kitchen with solid wood cabinets, new granite countertops, and backsplash. The spacious living/dining area and master suite offers spectacular water views. New flooring (2021) in the bedrooms and updated baths (2023) add modern comfort. The lanai with motorized sunshade is the perfect spot to relax and take in breathtaking sunsets. Stay cool with a well-maintained HVAC system (2017) with new UV purifiers and cleaned ducts (2024). The unit includes in-unit laundry (2018), hurricane shutters, and two assigned parking spaces (one covered with storage). Community amenities include BOAT SLIPS, heated pool with a paver deck for year-round enjoyment. Automatic Hurricane shutters on windows in Living area, bedrooms, and manual ones on guest bathroom window and lanai. Located near Siesta Key Beach, Siesta Village, and local restaurants, this condo is perfect for those seeking a vibrant waterfront lifestyle. Schedule your showing today!

9074 Midnight Pass Road Unit 11, Sarasota

$1,100,000
3 Beds 2 Baths Siesta Rev SubDv. 34242 Zip Code
Custom built by the current owner in 2015, the contemporary design exudes warmth and natural light inside. In a highly desirable location on the North End of Siesta Key, this 3 bedroom 2 bathroom home has thoughtful details throughout. From the Brazilian Cumaru flooring to the vaulted ceilings with oversized hurricane rated windows, you will realize the value. The open-concept kitchen features Eucalyptus cabinets and a quartz topped island with seating, making it the perfect space for cooking and entertaining. Step outside the kitchen to your outdoor balcony which is ideal for enjoying your morning coffee or evening sunsets. The generously sized primary bedroom includes a walk-in closet and ensuite bathroom. Two guest bedrooms plus an additional bathroom complete the upstairs space. On the ground level is a spacious workshop, perfect for DIY projects or storing all your toys plus a large screened living area designed for enjoying the outdoor Florida lifestyle. Just off the main entrance to the home is a large deck surrounded by lush tropical landscaping and comes replete with custom built seating and a fire pit. Across the street is the entrance to Shell Beach with direct access to the azure waters of the Gulf, perfect for kayaking or enjoying the shoreline. Great value for newer construction home in this prime location.

3911 Roberts Point Road, Sarasota

$625,000
1 Beds 1 Baths Sea Crest Apts SubDv. 34242 Zip Code
Step inside this newly remodeled Sea Crest on Siesta Key one-bedroom, one-bath unit to discover volume beamed ceilings and white tile flooring throughout, creating an open and airy layout. The modern kitchen offers sleek cabinetry, stylish tile backsplash, premium appliances, quartz counters and an island/breakfast bar opening to the living area for entertaining. Fully renovated bath with high-end fixtures and spa-like design. This newly turnkey furnished getaway is ready for you and your guests with flexible minimum 3-day rentals allowed all-inclusive service handled through the on-site management office, making it an excellent investment opportunity for a high performing rental or perfect vacation retreat. Direct private beach access, private beach-front service offering umbrellas and chairs; beachfront BBQ grills, community heated pool, and located nearby some of Siesta Key's most popular restaurants, shopping and entertainment destinations. This is the perfect beachside rental or Siesta Key vacation hideaway.

1129 Seaside Drive Unit 15, Sarasota

$2,500,000
2 Beds 3 Baths Ten35 Seaside SubDv. 34242 Zip Code
Luxury Gulf-Front Living on South Siesta Key- Discover the ultimate coastal retreat in this stunning Gulf-front condo, perfectly positioned along the pristine shores of Siesta Key. Offering unmatched beach access, this 2-bedroom, 2.5-bathroom residence blends contemporary beachfront elegance with modern comfort. Step inside to an expansive open floor plan featuring a gourmet kitchen equipped with premium appliances, a wine fridge, and designer accents. The kitchen flows seamlessly into the spacious dining and living area, which opens onto a private terrace—the perfect spot to soak in breathtaking Gulf views. The primary suite is a true sanctuary, complete with a large walk-in closet and an en-suite bath boasting dual vanities, a private water closet, and a walk-in shower. The additional bedroom, featuring built-in bunk beds and an en-suite bath, offers both space and style—ideal for families or guests. Whether you seek a primary residence, a vacation getaway, or an income-producing rental, this exceptional property delivers. Residents enjoy access to a beachfront swimming pool and spa, private cabanas with beachside service, and a Gulf-front BBQ grilling area perfect for entertaining. Complimentary kayaks and paddleboards are available for exploring the water, while the onsite concierge arranges additional activities and excursions. A state-of-the-art fitness center ensures residents can stay active, and on-site management provides added convenience. With a perfect blend of luxury, comfort, and effortless beachfront living, Ten35 Seaside offers an unparalleled lifestyle. Don't miss this rare opportunity to own a piece of Siesta Key paradise—schedule your private tour today!

1035 Seaside Drive Unit 408, Sarasota

$2,625,000
4 Beds 5 Baths Siesta Cove Sub SubDv. 34242 Zip Code
No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. Enjoy the top level primary suite, with loft office, secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal retreat boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota

$1,225,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Luxurious Serenity with Breathtaking Bayou and Nature Preserve Views. This exceptional two-story home, nestled on a sprawling oversized lot, offers a rare blend of natural beauty and sophisticated design, providing an unparalleled living experience. Set back from the road and framed by majestic oaks, this home offers panoramic views of a tranquil bayou and a pristine wildlife preserve, creating a serene and private sanctuary. Every room is designed to capture the breathtaking surroundings, filling the home with natural light and a calming sense of tranquility. The seamless flow between indoor and outdoor spaces invites you to immerse yourself in the beauty of nature at every turn. The interior exudes timeless elegance, featuring soaring ceilings and walls of glass that open to the expansive landscape, ensuring that the stunning vistas are always in view. The spacious great room serves as the heart of the home, anchored by a beautiful fireplace, creating a warm and inviting ambiance. Sliding doors open to a large, two-story screened lanai, effortlessly extending the living space and offering unparalleled views of the lush grounds, the tranquil bayou, and the peaceful wildlife preserve beyond. A chef’s dream, the gourmet kitchen is an entertainer’s delight. Custom cabinetry, elegant granite countertops, and high-end stainless steel appliances create a space as beautiful as it is functional. The expansive island with bar seating serves as the perfect focal point, while a second rounded island offers an intimate setting for casual dining. With ample storage and thoughtful design, this kitchen is perfect for both everyday meals and grand gatherings. The primary suite is a true retreat, offering a private sanctuary with a wall of sliders that open to a private second-story balcony. Here, you can enjoy panoramic views stretching across to the Field Club and Roberts Bay/Intracoastal Waterway, amplifying the serene and tranquil atmosphere. The spa-like primary bath is the ultimate indulgence, featuring dual vanities, a luxurious soaking tub, and a large walk-in shower—creating a peaceful, rejuvenating space to unwind. Outside, the magnificent two-story screened lanai serves as an extraordinary paradise. A large pool, waterfall spa, and paver deck provide the perfect setting for relaxation or entertaining, while covered seating and dining areas ensure comfort year-round. The soaring screen height creates an openness and grandeur, making this space ideal for both quiet retreats and hosting memorable gatherings. Along the back of the property, the 510-square-foot private dock offers direct access to the water, ideal for kayaking, stand-up paddle boarding, or simply relaxing by the bayou’s edge. The peaceful waters and natural surroundings provide a sense of tranquility that is second to none. Additional features include a spacious guest suite with private entrance, a private office, a whole-house Kohler backup generator (2021), a two-car attached garage with an EV charger, and a new metal roof (2016). Located in a coveted Siesta Key location, this home offers the perfect balance of seclusion, tranquility, and accessibility—providing a lifestyle where luxury and nature harmoniously coexist.

716 Tropical Circle, Sarasota