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$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

$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

$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

$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

$1,400,000
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

$800,000
2 Beds 2 Baths Sarasota Beach SubDv. 34242 Zip Code
Just a short two-block stroll from Siesta Key's vibrant village, you'll find yourself surrounded by a delightful array of casual and fine dining restaurants, lively shops, and bars with nightly live music. Yet, this charming home is nestled in a peaceful, quiet neighborhood; offering the perfect blend of convenience and tranquility. Enjoy the best of both worlds with a short walk or bike ride to the renowned Siesta Key Beach, and directly across from the Canal, where you can add your own private dock and launch your boat, kayaks, or paddleboards. Glide out to the Intracoastal and experience the water from your own yard! This home is spacious and inviting, with plenty of updates to enhance its charm! Upstairs, you'll find 2 bedrooms and 2 baths, including a recently remodeled kitchen with bright shaker-style cabinets and sleek quartz countertops. Skylights and large windows allow abundant natural light to pour in, making the entire home feel airy and bright. Cozy up by the real wood-burning fireplace in the open living and dining area, where the space flows seamlessly to the outdoors. Step out onto the large composite wood deck with modern aluminum railings, where you can enjoy tree-top views of the yard and canal—perfect for entertaining or relaxing. Off the kitchen, a second porch offers a peaceful retreat to sip your morning coffee while enjoying the sounds of birds singing. Downstairs you'll find your laundry room with a new washer and dryer, a new tankless water heater, and a large storage room. The additional bonus room would make an ideal place for a gym, game room, or media center. The beautiful, low-maintenance epoxy flooring keeps the downstairs bright and inviting. The large corner lot offers plenty of room to create your dream backyard, with ample space for a pool if you choose. The yard is perfect for hosting BBQs, oyster roasts, and making memories with friends and family. There’s also an extra storage shed beneath the second-story deck, keeping your lawn equipment out of sight and neatly organized. A concrete patio underneath adds even more entertaining space. Experience the relaxed, resort-style living you’ve always dreamed of—right in the heart of Siesta Key. Every day feels like a vacation in this coastal gem!

5250 Calle De Rio, 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

$2,875,000
3 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Step into the Siesta Key lifestyle today — no waiting for construction, no uncertainty, just effortless waterfront living. Elevated at 10.5 feet with no history of flood damage, this exceptionally maintained 2015 Key West–style home offers an exceedingly rare turnkey waterfront opportunity, combining timeless design with peace of mind, creating a sanctuary where every detail has been carefully considered. Imagine mornings in your chef-inspired kitchen, quartz counters gleaming, Thermador appliances, and a gas stove ready for weekend brunches. Walls of glass invite sunlight into the great room and open to a covered lanai with outdoor kitchen, heated saltwater pool, carefully maintained landscaping, and majestic oak trees, where afternoons flow seamlessly into evenings spent entertaining family and friends. A versatile den/office provides a quiet retreat or workspace, and the outdoor shower makes rinsing off after a day on the water effortless. Outside, a wide waterfront canal with private dock, 13,000-lb boat lift, and fish cleaning station offers direct access to the Intracoastal — perfect for boating, yachting, and all water adventures with only one bridge to navigate. The 3-car split garage provides space for a collector car, golf cart, or hobby projects, while impact windows, a whole-house generator, and updated HVAC ensure comfort, safety, and peace of mind. The split floor plan offers privacy for guests with en suite baths, while the primary suite is your own private retreat. Nestled on a quiet cul-de-sac and WIDE canal, just minutes from Siesta Village, award-winning beaches, dining, shopping, and Sarasota’s vibrant arts scene, this walkable, bikeable, and kayak-friendly neighborhood lets you enjoy everything the Key has to offer without ever getting in your car — every day feels like a vacation. More than a house, this is a lifestyle ready now. Secure, elevated, turnkey waterfront property, and perfectly positioned on one of Siesta Key’s most desirable canals. Experience the rare combination of security, luxury, and effortless waterfront living — your turnkey Key West–style sanctuary awaits.

5169 Sandy Shore Avenue, 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

$940,000
3 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!

4117 Roberts Point Circle, Sarasota

$1,300,000
3 Beds 2 Baths Siesta Manor SubDv. 34242 Zip Code
LOWEST PRICED MOVE-IN READY WATERFRONT POOL HOME ON SIESTA KEY! PRICE REDUCTION FOR A FAST SALE! A must see and an incredible value on Siesta Key at prime location. BRING ALL REASONABLE OFFERS! Turn-key furnished opportunity to own a completely remodeled immaculate canal front/boat lift/pool home just steps from the No. 1 ranked U.S. beach and Siesta Key Village. Located on a quiet cul-sac and serene canal with quick boating access to the inter-coastal waterway and gulf. This property has 75 feet of dredged canal waterfront, with newer commercial-grade seawall, TREX dock with 10,000 lb remote-controlled lift, underwater lighting and large 15,000 gallon salt-system pool. This property was officially designated as having only minor hurricane damage and was completely renovated and professionally mitigated to the highest standards. Spacious three bedroom, two bath open-floor plan and large walk-in closets. This home is storm-solid with hurricane impact metal roof, garage door and PGT windows and slider doors for peace of mind and insurance savings. Brand-new kitchen and bathroom vanities. All new millwork including interior doors, crown molding and trim. New custom plantation shutters and roller shades create privacy and classic island style. Home is offered furnished with Restoration Hardware furnishings throughout. Newer paver driveway and gated golf cart pad. New appliances, water heater, HVAC and variable-speed pool pump/motor. Large screened lanai and maintenance-free yard. This beautiful home is ready immediately for your beach and boating dream. Schedule a showing today and make an offer!!

329 Avenida Leona, 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

$440,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor condo has elevators, covered parking and guest parking. The spacious condo has beachy décor, 2 large bedrooms, 2 baths, in unit washer dryer, stainless steel appliances, walk in closets. BAY OAKS complex has huge shade trees and mature landscaping and is located on the intercoastal on one side with a nice fishing pier and the beach on the other. This is your chance to own property for your family and use it as an investment property also. Siesta Key has beautiful sunsets, Sunday night drum circle, and close to restaurants, shopping and watersports. There is also a game room in the clubhouse, and a public laundry as well as free local taxis for a night out in the Village. Sarasota offers theatres, art galleries, museums, parks, Mote Marine, and Selby Gardens. So much, so close! Own a piece of Paradise. We have found out from the HOA that there could be an assesment coming. The seller is wiliing to put that in escrow for the buyer or reduce te price by that amount.

6157 Midnight Pass Road Unit E42, Sarasota

$695,000
2 Beds 2 Baths Island Reef SubDv. 34242 Zip Code
Gulf front residence with updated Kitchen including quartz counter tops and stainless steel appliances. Expanded counter tops and added cabinets. Beautiful views of the beach from owners bedroom, Kitchen, Lanai, Dining and Living room. Residents of Island Reef enjoy boat docks (lifts allowed), beach, two heated pools, tennis, pickleball, two fitness rooms, saunas, shuffleboard courts, billiards, library, clubhouse, social room, gas grills, bicycle and kayak storage. Carport at front of door of building. Guest parking. Monthly rentals (8 leases a year). Pet friendly (30 lbs). On-site management and rental program. Close to three of Siesta Key's favorite restaurants, and free Trolley to Siesta Village.

8764 Midnight Pass Road Unit A301, Sarasota

$840,000
2 Beds 2 Baths Harbour Towne SubDv. 34242 Zip Code
Price Reduction!! Your island paradise awaits!! The perfect retreat for the boater and beach-goer! Just across the street from world renowned Siesta Key public beach, this 2 bedroom, 2 bath unit has been beautifully renovated to include an open kitchen with marble-topped wood cabinets, a stunning tiled backsplash and stainless steel appliances. Other renovations include wood-look tile flooring, and luxurious bathrooms with new vanities topped with marble and gorgeous tile-work and mirrors. The lanai is under air and part of the living space, which can be used as a den, added dining space, and/or to accommodate overflow guests. An end unit with side windows, this condo has abundant natural light. Look through the back wall of glass sliders to see your boat in its deeded 40 foot slip #16 with a 27k lb lift which will accommodate a 45 foot boat. Walk out the sliding glass doors and down your private stairs to the marina and dock. A lovely garden alcove makes for a welcome entry to the unit and to the attached one-car garage. A walk-about attic over the garage provides coveted storage space. Harbour Towne is a unique waterfront community of 50 two and three bedroom units. Gated and beautifully landscaped, amenities include a heated pool and spa, tennis and pickle ball courts, clubhouse with full kitchen, grill, and private boat docks. Located midway between Siesta's two bridges, access on and off the Key, as well as to Siesta Village and mid-Key Village is quick and easy. This is a must see!

1273 Dockside Place Unit 116, 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

$2,260,000
4 Beds 4 Baths Siesta Isles SubDv. 34242 Zip Code
Luxury Waterfront Home on Siesta Key - Boater's and Entertainer's Paradise! Welcome to your dream waterfront retreat on Siesta Key! This stunning 4 bedroom, 3.5-bathroom home plus bonus room comes FULLY turnkey furnished ready to live in or make it an income earning vacation rental (monthly rentals allowed -some wall art is not included). There are 3 bedrooms on the main floor each with walk-in closets and the second floor is exclusively the primary suite with large walk-in closet and spa-like bathroom with an air-jetted tub. Bring your toothbrush and enjoy a home that is ready to move in, perfectly situated towards the end of a cul-de-sac street and faces a canal which leads to Sarasota Bay. Featuring a private dock with a boat lift, heated swimming pool with spa and don't forget the tropical waterslide! Duchateau flooring throughout main living areas, quartz countertops in kitchen, and travertine flooring in bathrooms. Enjoy entertaining in the extra-large party room/second living area which features a built-in bar, pool table, hideaway pocket sliders with disappearing wall that leads right to outdoor dining area/pool. There is also a bonus room that is currently being used as a home gym. The backyard is fully fenced for pets and the home did not have any water intrusion during hurricanes and sits at 8 ft elevation per the elevation certificate.

815 Paradise Way, Sarasota

$303,500
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
Lowest price condo on Siesta Key. Rarely available first-floor 1/1 condo located right across the street from Siesta Key public beach in beautiful White Sands Village. This affordable and well-maintained community with pavers throughout the roadways and carport areas is a hidden gem. Onsite management, heated pool, community boat docks that are available on a first-come basis for a small fee, and a recently renovated clubhouse are only a few perks of owning in White Sands Village. Other advantages are a liberal TWO-WEEK MINIMUM RENTAL POLICY which allows a steady income flow for owners and small pets are welcome for owners and tenants, which is rare on Siesta Key. This adorable unit comes turnkey furnished and there's nothing to do but move in. There's also an additional 60 square feet of glass enclosed lanai space perfect for an extra seating area. The hot water heater is 2022 and A/C is a bit older but is serviced annually and works great. Only a short walk to Siesta Key Beach, the heated community pool, or Siesta Key Village. Come see what makes White Sands so special.

5641 Midnight Pass Road Unit 903, Sarasota

$1,035,000
2 Beds 2 Baths Coquille SubDv. 34242 Zip Code
With deeded beach access, this spacious townhouse offers a bonus room, an outdoor terrace, and provides maintenance free living at its best. The unique floor plan of this delightful Gulf side home with 2 story ceilings offers a first floor master suite, with guest accommodation on the second floor, plus a loft area ideal as a TV-room or den. New luxury vinyl floors Dec 2024,and updated kitchen and baths (2022)On one of those rare chilly Florida evenings, relax in front of the wood burning fireplace and look out onto your private terrace. There is a two-car tandem style garage with an extra storage closet for your beach toys. One of only 27 townhomes in this unique Siesta Key complex, it boasts an attractive pool and spa, plus a private boardwalk leading to the #1 beach in the U.S. This is a perfect year-round or vacation home that lives like a single family home. Seller is offering up to $25,000 towards future assessments.TURNKEY FURNISHED. ADDITIONAL features: Wireless Home Network- security cameras, TV, & Door locks 2024, all accessible by cell phone, New TV 2024 with hidden cable box, New Washer/Dryer 2024, New Couches 7/2024, new carpet master bedroom & upstairs 2024,Honeywell Dehumidifier built into closet, Nest Thermostats.

1185 Coquille Street Unit 305, Sarasota

$660,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key. Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every angle. Inside, you'll find a newly renovated kitchen with updated finishes, premium vinyl flooring throughout, and hurricane-rated windows and sliders that let in abundant natural light. The spacious owner’s suite includes a large closet, a private bathroom, and its own balcony overlooking the water. The second bedroom also features its own en-suite bathroom and private balcony, providing comfort and privacy for guests or additional residents. An extra laundry room and storage space are located just outside the unit, and there's also an in-unit washer and dryer for added convenience. The Anchorage allows one-week minimum rentals, making it a fantastic option for full-time living, a vacation retreat, or a lucrative investment. HOA fees cover insurance, water, sewer, trash, cable TV, internet, and concierge services. Amenities include a heated Olympic-size pool, outdoor barbecue grills, fishing spots, a boat slip, tennis courts, dual saunas, shuffleboard, a clubhouse, and a fitness center. Pickleball courts are also being added soon. Conveniently located near the Stickney Point Bridge, The Anchorage offers easy access to the mainland and downtown Sarasota, while being just steps from the beach, shops, restaurants, and everything Siesta Key has to offer. Unit is currently undergoing some upgrades. New Carpet is being installed in all bedrooms and closets. New upgraded vanities will be installed in all bathrooms. Renovations will be completed by the end of June. Updated Photos will be done after completion.

6415 Midnight Pass Road Unit 909, Sarasota

$815,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
Island living at it's best. Just a short distance to world famous Siesta Key Beach. This home has had NO flood damage inside the home or garage areas. Custom built by Schrock home builders. Featuring 3 bedrooms, den/office & 2 1/2 baths. Over 2500 sq. ft. under air with an over sized 2 car garage with screen. New roof just installed. Kitchen was remodeled with new cabinets, granite counters, Bosch dishwasher, Viking cooktop & Frigidaire double wall oven. Hurricane shutters throughout. Solar panels for the pool. This home shows light & bright with 4 skylights. A wall of glass doors leads to wood deck. Huge master suite has separate sitting area. Large screened pool with solar heat. Florida friendly landscaping for low maintenance. Located in the private community of Siesta Bayside Waterside South. This home has been professionally staged. Make this Island Oasis your own!

710 Birdsong Lane, Sarasota