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$578,000
2 Beds ⋅ 2 Baths ⋅ Anchorage SubDv. ⋅ 34242 Zip Code
Discover this beautifully renovated and fully furnished 1,287 square foot condominium on Siesta Key, featuring 2 spacious bedrooms and 2 modern bathrooms. Nestled in the prestigious Anchorage Yacht and Tennis Club, this southern-exposure gem offers breathtaking views of both the Gulf and the Intercoastal Waterway. Ideal for both personal use and investment, the HOA permits weekly rentals year-round when not owner-occupied. Step inside unit 607 to find a bright, open-concept living area that connects to a private, condo-width balcony through sliding glass doors. The fully-equipped kitchen, adorned with elegant granite countertops, opens onto the dining area and living space, perfect for entertaining or enjoying quiet evenings at home. The expansive master suite features an ensuite bathroom with a luxurious walk-in shower, a separate dressing area, a generous walk-in closet, and its own access to the balcony. The inviting guest bedroom also includes a walk-in closet and balcony access, ensuring comfort for all your visitors. This unit comes with a deeded carport, along with ample guest parking for your convenience. The Anchorage offers an impressive array of amenities, including an Olympic-sized heated swimming pool, a state-of-the-art fitness center, lighted pickleball and tennis courts, a clubhouse, BBQ and picnic areas, and kayak storage facilities. With private beach access to the renowned Siesta Key Crescent Beach, The Anchorage combines the luxury of resort-style living with the comforts of a residential community. Enjoy living or vacationing in this prime location condominium on beautiful Siesta Key. Don’t miss your chance to own this exceptional property!

6415 Midnight Pass Road Unit 607, Sarasota
$375,000
1 Beds ⋅ 1 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Siesta Key waterfront community. This gulf-to-bay condominium features expansive boat docks (no extra usage fee), two heated pools, private/individual gulf/beach side cabanas, kayak racks, 2 BBQ grill patios, exquisite sunrises & sunsets & so much more ~ everything a boating enthusiast or beach lover could dream of. Located in the coveted Bay Tree Club on South Siesta Key, this is your chance to embrace coastal living at its finest. Whether you're exploring the Gulf by boat or lounging on sugar-sand beaches. The pools & grill areas provide idyllic locations for all gatherings. This spacious and sun-filled pet friendly condo offers a generous sized living room with a French/Juliet balcony overlooking the bay side pool & lush grounds with views of the Sarasota Intracoastal Waterway. The dining area has a pass-through access to the cheerful and efficient kitchen. The large primary bedroom has two plus-sized closets, providing ample storage. Along with the foyer closet, you will have room for all your possessions. One full bath with a tub completes. This Gulf-to-Bay home is the perfect canvas to paint your ideal picture in Paradise! Each building is equipped with elevators and laundry rooms on every floor ensure everyday comfort is never out of reach. The Association has passed its Milestone Inspection and is SIRS compliant, providing peace of mind for your investment. Roofs replaced in 2020. Newer sliders, HVAC & hot water tank. Additional private storage on ground floor. Bonus is The Breeze Trolley stop just outside. Hop aboard and enjoy free rides to & from Siesta Beach (recently voted #1 in the US & #4 Globally) and Siesta Village. Stay aboard as far out to Downtown Sarasota where you can transfer to the Bay Runner for jaunts to iconic St. Armands Circle & beyond. Come explore all the unmatched amenities, nearby restaurants & shops. Witness the sea turtles during nesting season. Life is good here ~ Welcome Home to your Coastal Oasis!

8625 Midnight Pass Road Unit 305B, 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
$585,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
6th floor Gulfside Highrise facing East overlooking the peppertree grounds--High and Dry! Beautifully appointed with detail to owners care of the unit. Spacious open kitchen with extra storage, wood lament flooring throughout the living areas; tile in the baths and lanai. Lanai enclosed with hurricane windows and new murphy bed on lanai. Supersized utility room with washer and dryer. Underground parking space. Turnkey Furnished and Move in Ready!

1080 Peppertree Lane W Unit 602, 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
$775,000
2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code
Welcome to this stunning top-floor condo on Siesta Key, offering breathtaking, panoramic views of the Intracoastal Waterway, a playground to wildlife and impressive boat traffic year-round. This meticulously maintained property combines luxury, comfort, and serene waterfront living, all within steps of the world-renowned Siesta Key Beach. Upon entering, you’re greeted with an expansive open concept living area that’s flooded with natural light, thanks to large windows that frame the incredible views of the water and lush surroundings. The spacious living room seamlessly connects to the screened terrace, ideal for savoring the saltwater breeze while enjoying your morning coffee or evening spirits. The updated kitchen is a chef's dream, featuring granite countertops that sparkle under the updated recessed lighting, modern stainless steel appliances, ample cabinet space, and a sleek backsplash. The condo offers two generously sized bedrooms, each designed with comfort and relaxation in mind. The primary suite is generous enough to offer a small office space and additional seating alongside the comfortable and coastal inspired furnishings and features a beautifully renovated en-suite bathroom with dual vanities and a walk-in shower with modern frameless glass shower doors. With its top-floor position, this condo provides unmatched privacy and tranquility along with the community amenities, including a heated pool, clubhouse, deeded beach access to Crescent beach, direct Intracoastal access via fishing piers, boat docks available for rental, and gently meandering walking paths canopied by beautiful oak trees. Whether you’re looking for a seasonal getaway or a year-round residence, this condo provides the perfect blend of style, convenience, and coastal living. A prime location, this community is walking distance to Siesta Key’s south village with bustling shops and eateries and is convenient to Stickney Point bridge so getting on and off the island is far easier than some mid-island communities. A short trolley ride takes you to Siesta Key Village where more community, activity and entertainment awaits. This is the ultimate opportunity to own a piece of Siesta Key waterfront living, while being tucked away in your own private paradise.

1900 Cove Ii Place Unit 133, Sarasota
$1,650,000
3 Beds ⋅ 3 Baths ⋅ Bayou Louise - 28 SubDv. ⋅ 34242 Zip Code
Experience the best of every world, boating life, beach life and city life—in this beautifully REMODELED WATERFRONT HOME with an expansive and exquisitely landscaped private lot on the DESIRED NORTHERN TIP of Siesta Key. Fully renovated, this 3-bedroom, 3-bath property boasts a BRAND-NEW ROOF, NEWER CAPPED SEAWALL, BOAT LIFT (10,000-pound capacity) AND DOCK. A stunning NEW KITCHEN AND APPLIANCES, NEW BATHROOMS, and fresh interior paint throughout, and fireplace. Located on Bayou Louise, this home offers direct access to Sarasota Bay and is just 3 blocks to Shell Beach on the Gulf of Mexico. Siesta Key continues to be ranked the #1 beach in the USA, and this location provides easy access to the mainland and downtown Sarasota—a rare combination of privacy, lush tropical landscaping, and convenience to all that downtown Sarasota has to offer. Step inside the walled courtyard entry, where a tranquil reflecting pool and fountain welcomes you. Inside, the spacious living room overlooks the picturesque saltwater pool and spa, while French doors throughout the home open to serene garden, with views to a wonderful garden oasis. The split floor plan ensures privacy, with the primary suite featuring a private outdoor shower that connects to a spa-like ensuite bath. Recent updates include a fully remodeled kitchen with quartzite counters, a large island, brand new appliances, as well as stylishly renovated bathrooms and a screened in lanai facing beautiful sunsets over the Gulf of Mexico. A new hurricane impact garage door (2018) and an oversized storage closet provide ample space, with an additional accessory building for extra storage. With direct access to the open waters of Sarasota Bay, this is a boater’s dream. Whether you’re looking for a permanent residence or a private coastal retreat, this home perfectly blends Old Florida charm with modern luxury. Located Just minutes away from the Out of Door Academy campus, this location is ideal for families as well. Don't miss this one-of-a-kind opportunity! * Music lovers will be delighted as the purchase of this home also includes one year of complimentary membership to the exclusive Whiteleaf Private Concert Club where you can enjoy a discreet luxury celebrity concert series. www.whiteleafconcertclub.com Whiteleaf Private Concert Club – Sarasota’s exclusive rendezvous for an unforgettable blend of luxury and live entertainment.

110 Faubel Street, Sarasota
$800,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
Discover coastal luxury like never before with this immaculate beachfront condo at Whispering Sands. This newly renovated residence boasts two bedrooms and two bathrooms, each designed with sophisticated touches that promise comfort and elegance. From the moment you enter, be greeted by newly installed plank tile floors and expansive, redesigned living spaces illuminated by recessed LED lights. The kitchen features modern appliances and pristine surfaces, ideal for culinary explorations, while the living area invites relaxation with its contemporary shaker-style doors and refreshing ceiling reconfiguration. The residence includes a hot water heater, air conditioning, custom closets, and Hunter Douglas remote-controlled shades, ensuring effortless living. The primary bedroom's redesign is a true retreat, especially with its luxurious bathroom, meticulously revamped for your comfort. Step onto the terrace and indulge in breathtaking sunsets over the gulf’s azure waters—an exclusive backdrop to your new beachfront lifestyle. Whispering Sands isn’t just a location; it's a lifestyle hub. Situated a mere stroll from the playful vibes of Siesta Key Village, your days can smoothly transition from serene beach lounging to vibrant dining, shopping, and entertainment. Community amenities enhance this experience; with 400 feet of pristine beach, proximity to notable spots like Morton's Siesta Market for easy grocery runs and convenient Siesta Key Trolley rides. Step into a life where every day feels like a luxury vacation. Welcome to Whispering Sands located on Siesta Key #1 beach in the USA—where your new home awaits amidst sun, sand, and sophistication.

20 Whispering Sands Drive Unit 301, Sarasota
$2,250,000
2 Beds ⋅ 2 Baths ⋅ Secluded Harbour SubDv. ⋅ 34242 Zip Code
Welcome to 1241 Big Oak Lane, a stunning waterfront property on one of Siesta Key’s most private and desirable streets. Boasting nearly 200 feet of frontage directly on the bay-front of Sarasota and a Deep water Canal, this home is a boater’s dream, offering breathtaking water views and endless possibilities. Located in a rare RMF-zoned area, the property allows for completely legal short-term rentals of less than seven days, making it a high-income-producing opportunity. While the home offers incredible potential and did NOT flood, it does require renovations, making it an excellent investment for those looking to customize their dream waterfront retreat. The property already features a great existing pool and a mother-in-law-style kitchenette, making it well-suited for rental income with some updates. Alternatively, with its generous lot size and zoning flexibility, this site is prime for redevelopment, offering the opportunity to build a luxury waterfront estate that maximizes its direct Intracoastal setting. A trolley and bus stop just steps away provide easy access to Siesta Key Village and the beach, eliminating parking and traffic concerns. Whether you're looking to renovate, rent, or redevelop, this is a rare opportunity in an unbeatable location. Schedule your private showing today—no trespassing allowed!

1241 Big Oak Lane, Sarasota
$455,000
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Experience breathtaking views from this stunning, fully remodeled 2-bedroom, 2-bath waterfront condo with Deeded Beach Access! Natural light pours into this corner unit through hurricane impact windows and doors, highlighting the gorgeous canal and Bay vistas. Thoughtfully renovated throughout, this home is move-in ready, offering the perfect space to enjoy the best of Florida living. The open, split-bedroom floor plan is ideal for entertaining, and the patio can easily be closed for year-round enjoyment. The spacious, recently upgraded kitchen adds to the appeal. With engineered wood flooring throughout the main living areas and tile in the wet zones, upkeep is a breeze. Elegant Plantation shutters cover the impact windows, adding a touch of class. This TURNKEY furnished home allows for a smooth transition right into your new space. The November 2014 AC is still under a 12 year warranty. Siesta Harbor is a vibrant 55+ community nestled along the Intracoastal Waterway that has been meticulously maintained and recently updated, including new roofs and remodeled common areas. Bring your boat, as dock space is available for up to 30 foot vessels at very reasonable prices on the deep-water canal right in your backyard. World-renowned Siesta Key Beach is just across the street, accessible via your community’s deeded access. With a 1-month minimum rental policy, this unit offers an excellent investment opportunity. It also serves as the perfect home for year-round living, complete with amenities such as a heated pool and spa, sauna, fitness center, barbecue area, fishing pier, and assigned covered parking. Enjoy dining and shopping just a short stroll, bike ride, or Siesta trolley ride away, plus easy access to your private community beach. Don’t miss out—call today to schedule a tour of this exceptional unit!

1250 N Portofino Drive Unit 201, Sarasota
$5,400,000
7 Beds ⋅ 7 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code
**MLS DATA ENTRY**

147 Avenida Veneccia, Sarasota
$692,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly desirable Excelsior Beach to Bay Resort. Nestled in a serene, park- like setting with private beach access to the world-famous Crescent Beach, this Bayside end-unit offers the perfect blend of relaxation and resort-style living. From the moment you step inside, you’ll be captivated by the lushly landscaped grounds, tranquil fountains, and stately oaks. The spacious living and dining areas flow seamlessly to a screened balcony, where you can savor morning coffee or evening cocktails with picturesque views of the tropical courtyard and pool. Lovingly updated by the current owners, this home boasts a bright, open layout with a thoughtfully redesigned kitchen, fresh neutral paint, porcelain plank tile flooring, smooth-finish ceilings, new baseboards, and updated interior doors. Additional upgrades include impact windows, a new AC system, new appliances, and a water filtration system. Both bathrooms have been tastefully renovated with frameless glass shower enclosures for a sleek, modern touch. The split-bedroom floor plan ensures privacy for owners and guests, while the open living space is perfect for entertaining. Excelsior offers an array of resort-style amenities, including private beach access, two heated swimming pools, two whirlpools, tennis and pickleball courts, a fitness center, outdoor barbecues, an intracoastal fishing pier, a community room, and a library. Ideally located within walking distance to shopping, dining, and boat and bike rentals, this move-in-ready coastal retreat is a rare find in one of Siesta Key’s most sought-after communities. Don’t miss your chance to own a slice of paradise!

6285 Midnight Pass Road Unit 201, Sarasota
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code
Welcome to 1364 Point Crisp, a breathtaking waterfront home on one of the most private and interesting streets on Siesta Key. With only seven homes on this secluded section of road, you’ll enjoy peace, quiet, and incredible views of Little Sarasota Bay and the Intracoastal Waterway. Watch sailboats glide by or fishermen return from a great day out in the Gulf. This home is a boater’s dream, featuring a 16,000# boat lift and a 10,000# personal watercraft lift not to mention a separate day dock and kayak Launch in the back yard. The heated saltwater pool was custom built and features a spacious deck, and plenty of room to entertain family and friends. Relax on one of the two large second-floor balconies with an outdoor grill area and roll-down screens—perfect for enjoying a glass of wine while watching the sunset. Other features include: a 100KW Kohler commercial backup generator powered by natural gas, Impact-rated doors and windows, well water for irrigation and city water access at multiple points, including the dock. Six climate-controlled garage spaces plus tons of extra storage on the first level, with easy access to the backyard and pool. Inside, with an elevator serving all levels of the home, you’ll find 4 spacious bedrooms, 5 full bathrooms, and a modern kitchen with a Sub-Zero refrigerator, Thermador induction cooktop, and GE Monogram appliances. The wet bar includes a beverage fridge and extra storage—perfect for entertaining. This home has been meticulously maintained and offers countless hidden conveniences that make life easier. Don’t miss your chance to own this incredible waterfront retreat!

1364 Point Crisp Road, 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
$300,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Opportunity knocks in the highly sought-after Peppertree community on Siesta Key! This 2-bedroom, 2-bathroom condo boasts stunning views of the Intercoastal Waterway and is just a short walk to the world-famous Siesta Key Beach. Located minutes from the South Bridge, you’ll enjoy easy access to shopping, dining, and all the best island amenities. While the unit was affected by flooding during the recent hurricane, it has been remediated and is ready for a full remodel, allowing you to create your dream coastal retreat. Peppertree Bay offers resort-style living with private beach access, two heated pools, a fitness center, tennis courts, and a fishing pier. Priced below market value, this is a rare opportunity to own in one of Siesta Key’s most desirable communities. Don't miss out - schedule your private showing today!

6063 E Peppertree Way Unit 111, 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
$475,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to customize it to their own individual style. It has undergone professional remediation, mold, asbestos, and lead inspections, drywall removal and installation, and has been newly painted. New baseboards, interior doors, trim, and remaining flooring have yet to be added back to the villa. This unit features a wonderful galley kitchen with small breakfast bar. The lower kitchen cabinets, appliances, and bathroom vanities & fixtures have been removed. The kitchen and bathroom countertops were able to be saved, are in great shape, and are stored in the villa. The interior includes gleaming crown molding, recessed lighting, and newer ceiling fans. Two sets of beautiful French doors with privacy mini blinds open from the living space. One set opens into a gorgeous sunroom with high windows, vaulted ceiling, sliding windows with screens, and its own A/C system, and the other into a private patio. The primary and guest bedroom windows are covered with plantation shutters. This will also features a one car garage, with a W/D hook up. A NEW 2025 CONCRETE TILE ROOF IS BEING PUT ON THE VILLA - PAID BY THE SELLER. The garage was reroofed in 2020.

147 Whispering Sands Drive Unit V29, Sarasota
$1,110,000
4 Beds ⋅ 4 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
This is your unique opportunity to restore a four-bedroom home or build a custom masterpiece—on a corner lot—behind the gates of The Sanderling Club, the iconic and only 24-hour guard-gated single-family home community on Siesta Key. This expansive 26,427 sq. ft. property is steps away from a private beach on Siesta Beach, named the #1 beach in the U.S. and #4 in the world in 2025 by Tripadvisor. The Sanderling Club has its own tennis courts, pickleball courts, and marina with boat slips. Offering rare redevelopment potential amid Gulf front architectural marvels, the main home from 1956 was fully renovated in 2023 with new sliders, hurricane-impact windows, plumbing, and a new roof that are still intact after the storms. Hear the songs of birds while you lounge in your oversized pool behind a grandfathered privacy wall offering serenity and seclusion. The rare tropical foliage is already returning to the winding roads in Sarasota's premier gated waterfront community. Priced to reflect its current condition, it presents incredible potential for those looking to create a custom coastal retreat.

7345 Pine Needle Road, Sarasota
$825,000
4 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Huge Price Reduction.....Motivated Seller.....Location and opportunity...Don't miss this 4 bedroom, 3 bath pool home that sits on a well positioned larger lot with 97 ft. of canal access. The home was impacted by hurricane Helene but has been remediated and is ready for renovations, redesign or rebuild. The existing open floor plan features a large kitchen and dining area, living room with wood burning fireplace, sun room overlooking the pool and split bedrooms. Located walking distance from the vibrant Village of Siesta Key and Siesta Key Beach which was recently voted the #1 beach in the USA and #4 in the world. There is easy access to downtown Sarasota to visit the arts district, theater, fine dining, and shopping at St. Armands Circle. Endless opportunities to live in paradise and experience all Siesta Key has to offer. Schedule your showing today.

514 Ralph Street, Sarasota
$861,360
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whispering Sands! With expansive 180 degree views of the shimmering Gulf, this unit provides the perfect retreat against an unparalleled backdrop of sand, sea, sky, and lush greenery. You’ll enjoy endless colorful Florida sunsets and the soothing sounds of the surf from your private 25 foot balcony accessible from both the living room and primary bedroom. This well maintained unit is completely move-in ready. If desired, it also provides an excellent opportunity for customization. Now is an ideal time to remodel while the building itself is in the final stages of a multi-year concrete restoration project. This unit’s balcony restoration, including new railings, is expected to be completed in just a few months. The inviting interior features carpeted living areas and bedrooms, neutral paint, tiled kitchen and bathrooms, ceiling fans, and window treatments consisting of plantation shutters and vertical blinds. The spacious primary suite boasts a walk-in closet, an ensuite bath, and a generous vanity area with additional storage and recessed lighting. 2020 Carrier HVAC system, 2019 water heater. Selected furniture may also be available.

19 Whispering Sands Drive Unit 303, 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
$1,060,000
2 Beds ⋅ 2 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code
Build your dream estate on this private, one-acre lot on a spectacular stretch of magical Heron Lagoon, and become a member of the Sanderling Club, one of Sarasota’s most desirable gulf-front coastal communities. For boating enthusiasts, the community marina offers sailing and powerboat access directly to Sarasota Bay, the Intracoastal Waterway and the Gulf via the recently reopened Midnight Pass, and a limited number of slips are available to rent. This spectacular property is outside of the main gate, yet part of the club where residents enjoy a serene lifestyle with access to social events and a private community beach where, each evening, colorful sunsets paint the sky over the Gulf, creating a picture-perfect backdrop for relaxation. This property is more than just a piece of land, it’s an invitation to embrace the beauty, luxury and convenience of coastal living. Conveniently close to Siesta Key’s world-renowned crystal quartz sands, Turtle Beach, and the vibrant dining and shopping scene of Siesta Village and the South Village. Just a short drive away, downtown Sarasota offers a wealth of cultural attractions, including theaters, ballet, opera, museums and art galleries.

7510 Midnight Pass Road, Sarasota
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code
Location and excellence combined....Don't miss the opportunity to own this stunning 3 bedroom, 2 bath pool home with 75 ft. of canal access. The home is located steps from the vibrant village of Siesta Key and the #1 Beach in the USA and # 4 in the world! The property has been remediated and restored to the highest standards post hurricane Helene. The large private front courtyard welcomes you to the professionally decorated and designed tropical oasis to maximize the ultimate living experience. The large rear lanai overlooking the heated pool and spa provides a resort style atmosphere to both owners and guests. Quality finishes include travertine flooring throughout, impact windows and doors, completely renovated kitchen and baths and more. Easy access to downtown Sarasota to enjoy the arts district, theater, fine dining and shopping at St. Armands Circle. Continue the excellent rental opportunities or call it home, this property is a must see. Schedule your showing today.

309 Avenida Milano, Sarasota
$2,950,000
4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code
New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living.

4940 Peaceable Way, 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
$1,200,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code
The Gulf & Bay Club on Siesta Key is, by its own definition: exclusive, elegant and engaging. A gated 32-acre community with unrivaled waterfrontage and amenities, this is not your typical beach front condo, this is unparalleled resort living on Siesta Key. In this premium community, building F is ostensibly the prime location with sprawling views of the white sands of Crescent beach that gently fade under lapping waves into the crystal-clear waters of the Gulf. Spacious and turnkey furnished, this bright unit offers just under 1,500 square feet of living space and an open concept that allows you to move and converse freely throughout. A kitchen outfitted with ample storage also offers an informal dinette while the dining area still boasts seating for 8. The comfortable living space, adjacent to the integrated lanai, will keep you comfortable while you gaze upon the coveted, unobstructed horizon view. Retreat to your owner’s suite with generous space and more captivating panorama. Guests will be comfortable in the additional bedroom and full bath while laundry and closet space benefit your organized routine. A dedicated, covered parking space is an added bonus. Meander along the footpaths through the meticulously manicured courtyard with a freshwater lake and fountain features, an island situated in a lagoon, and three heated swimming pools. Take advantage of any number of organized events, cultural outings or recreation happenings at the two clubhouses with pool tables, tennis, pickleball, racquetball and basketball courts, media facilities and print/video libraries. Stay active and feel your best at the commercial grade fitness center, hot tub and dry saunas. Driving electric? Gulf & Bay is one of only two communities on the island offering charging stations! You simply must visit to fully understand just how much is offered at the Gulf & Bay Club, where you can create your own adventure from sunrise to sunset along the award winning Crescent Beach on Siesta Key!

5740 Midnight Pass Road Unit 402, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code
Look no further - you've just found your perfect beach retreat in Bay Tree Club, a very special Gulf to Bay community with deeded Beach and Bay Access. Enjoy the amazing water and garden views from your spacious lanai and watch the boats on the Intracoastal waterway or bask in the tranquility of the majestic oaks. This 2 Bedroom 2 Bath condo is partially furnished and beautifully updated with an open floorplan. Immaculate, light and bright, it will instantly give you the relaxed feel that you expect when you come to the beach. The split floorplan with modern en suite bathrooms will guarantee plenty of privacy. The well designed contemporary Italian kitchen with granite counters will please everybody who loves to cook. The second bedroom offers plenty of workspace and a Murphy bed. Whether you would like to boat, bicycle, swim or just sit back and enjoy life, Bay Tree Club has it ALL. Your own private cabana close to the beach provides great convenience. On the way to the beach say hello to the lovely loggerhead turtles along the shore. If you would like to go to the pool, you have a choice between Bayside or Gulfside! Barbecue areas on each side are also available. Ample boat docks are on a first come basis and there is space for your kayak as well. Life is good in Bay Tree Club!

8635 Midnight Pass Road Unit 206C, 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