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$1,699,000
2 Beds 2 Baths Island House SubDv. 34242 Zip Code
It's all about THE VIEW and the Direct Beach Access!!!  This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access.  The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers.  Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment.  On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all!  This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!

6144 Midnight Pass Road Unit 2N, Sarasota

$4,490,000
3 Beds 5 Baths Siesta Isles SubDv. 34242 Zip Code
Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, Sarasota

$660,000
2 Beds 2 Baths Anchorage SubDv. 34242 Zip Code
Discover coastal luxury on Siesta Key with this beautifully renovated and fully turnkey-furnished condominium at the prestigious Anchorage Yacht and Tennis Club. Featuring two spacious bedrooms and two modern baths, this residence blends comfort, style and investment potential. Ideal for personal enjoyment and potential rental income, Anchorage allows weekly rentals, 52 weeks per year, and offers onsite management and a rental office for effortless ownership. The sellers have never rented the property, as it has been used exclusively as their private residence, reflecting the utmost care and pride of ownership. Enter to find a tastefully remodeled interior showcasing fresh, neutral tones and modern coastal design. The condominium is handsomely appointed with coastal furnishings and décor, just two years old. creating a light, inviting atmosphere throughout. The open-concept living area flows seamlessly to a private, condominium-width balcony, accessible through impact glass sliding doors. Enjoy southern exposure and all-day sunshine with views of the waterway and marina. The chef’s kitchen is fully equipped with elegant quartz countertops, white cabinetry and stainless steel appliances, opening to the dining and living areas, ideal for entertaining or relaxing evenings at home. The expansive primary suite features a luxurious ensuite bath with a walk-in shower, a customized walk-in closet and private balcony access. Additional highlights include a deeded under-building parking space and ample guest parking. The HOA fees conveniently cover insurance, water, sewer, trash, cable TV and internet. Residents of The Anchorage enjoy an impressive array of resort-style amenities, including an Olympic-sized heated swimming pool, fitness center, lighted pickleball and tennis courts, clubhouse, barbecue and picnic areas, shuffleboard, kayak storage and launch area, and dock access for fishing or boating. Along a saltwater canal with boat dockage, Anchorage offers easy access to the Intracoastal Waterway via the south Siesta Key bridge (no fixed bridge). Plus, residents enjoy private beach access to the world-famous Siesta Key Crescent Beach. Combining resort-style living with the comfort of a residential community, this exceptional condominium is ideal for full-time living, a vacation retreat or a proven income-producing investment. Don’t miss the opportunity to own your piece of paradise on Siesta Key!

6415 Midnight Pass Road Unit 505, Sarasota

$690,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
A rare opportunity! This lovely, updated 2 bedroom/2 bath, 1,387 square foot detached villa nestled within the premiere GULF FRONT property of Whispering Sands offers both privacy and maintenance free living. Remodeled in 2006 and newly updated in 2025, this spacious residence features ceramic tile flooring, plantation shutters, and a bright open layout designed for effortless coastal living. The chef inspired kitchen showcases granite countertops, a generous island with pendant lighting, and abundant custom cabinetry—perfect for entertaining with ease. Elegant new paneled doors, recessed lighting, and updated baths with modern vanities and fixtures add a sophisticated touch. A cozy den with built-ins provides space for reading or work. Outdoors, your private fenced patio with tropical plantings invites relaxing afternoons, evening gatherings, or dining al fresco. A two car garage completes this exceptional property. Enjoy the resort lifestyle Whispering Sands is celebrated for—set on the sugar-white sands of your own private beach, with two heated pools - one beachside, one clubside, clubhouse with fitness room and catering kitchen (currently undergoing complete remodeling), shuffleboard, and beachside Tiki Hut, gas grills, and canoe/kayak storage. This villa is located on the side of the complex closest to the Gulf. Leave your car at home! This unit is also ideally located right around the corner from the colorful boutiques and myriad of dining options in Siesta Key Village. A Gulf front property and just a short walk to the Village, Whispering Sands' location on Siesta Key is unbeatable. Don't miss this exceptional opportunity!

114 Whispering Sands Drive Unit V21, Sarasota

$520,000
2 Beds 2 Baths Polynesian Gardens SubDv. 34242 Zip Code
FULLY renovated and appointed, in 2025, villa. Offered turnkey furnished, ready to use or rent for the season! The Polynesian Gardens community is well located on Siesta Key's south end; Walking distance to shopping, dining, nightlife of Captain Curt's corner, coffee and ice cream shops, grocery store, public beach access, boat rentals, and all things Siesta Key! Grab a golf cart or Free Trolly to the village for additional adventures, relax by the community pool or look for manatee and dolphins on the community dock overlooking the Intracoastal Waterway. This charming 2 bed 2 bath villa, with 2 patio's, an outdoor shower for post beach sand removal, offers the perfect beach lifestyle, living like a home with the convenience of a lock and go, low maintenance villa. Come relax, enjoy the beauty of SK!! Some personal items and artwork do not convey

1140 S Moonmist Court Unit M5, Sarasota

$550,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
*****UNDER CONTRACT, ACCEPTING BACK UP OFFERS***** -$108,900 MAJOR PRICE REDUCTION! Priced to sell quickly. Owner retiring from Property investments. The ONLY All Age Building (Pompano) in Siesta Harbor! No need to search anymore since this is not a 55+ condo on World Renowned Siesta Key, Florida. This unit is on the 3rd floor and did Not suffer any hurricane damage. High and Dry! This is the one! 2/2 Split plan condo with beach access. Completely furnished with Tommy Bahama furnishings with Kitchen, Dining and Living room and lanai all encompassed in an Open Floor plan. Water views from every room. The Florida room expands beyond the Dining and Living Room area creating an Indoor/Outdoor experience. Open up the Sliders in the Florida room and enjoy a Screened in porch for fresh air and year around Florida temperatures. Don't forget, Florida is called the Sunshine State for a reason! Enjoy the Siesta Key life annually or use as a seasonal unit. This unit has been rented over the years with satisfied tenants, several asking to come back the next year. Fabulous investment property whether you use it for yourself or as a short term or long-term rental, or BOTH. Buyer must verify rental requirements with the association. Currently a 2-month minimum. Boat slips available for up to a 30 ft vessel - around $1,000 annual fee which association will verify. New Water heater installed 2-5-21. New AC installed 4-25-22. Shower pan; stacks and both bathrooms have updated plumbing. Community includes a clubhouse with kitchen, BBQ, heated pool, outdoor spa and shower, sauna, state of the art fitness center, daily activities, shuffleboard, fishing pier and more. Storage unit and laundry area outside of unit on the same floor. Designated underground parking space with remote control and open parking available. This is a beautiful condo and location! Walk across the street (FOB use required) for your deeded private access to the beach or 2 blocks from Captain Curts, the grocery store or Crescent Beach. This condo has it all. Motivated seller. Set up your showing today! #1 Rated beach in the USA for several years! Live the Salt Life! Please submit all offers to listing agent with either POF or prequalification letter. Buyer to pay all closing costs except Doc Stamps.

1325 S Portofino Drive Unit 309, Sarasota

$1,290,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Beachfront Penthouse Condo on Siesta Key! Have you been waiting for an opportunity that’s just too good to pass up? This spacious two bedroom, two bathroom home offers a versatile layout perfect for personal use or entertaining family and friends. Recently renovated, this top-floor condo places you directly above Siesta Key's powdery quartz sands and offers unobstructed, breathtaking views of the Gulf. Balconies on the penthouse level are two feet wider than the floors below and offer the ultimate in privacy and tranquility, allowing you the opportunity to enjoy the breathtaking sunsets while watching the soothing waves roll in without interruption. To make this offer even better, there are new impact windows and sliding doors, water heater installed in 2019, HVAC installed in 2021 and a large private storage locker just outside the front door. Whispering Sands is a resort-style community with amenities that include two swimming pools, two clubhouses, exercise rooms, a picnic area with a tiki hut and grills, kayak and canoe storage, a large lagoon, meticulously landscaped grounds and more than 800 feet of private beach. Situated in the heart of world-renowned Siesta Key Village, you'll have private access to the island's vibrant dining, shopping and entertainment scene along with all the services you'll need to enjoy an island lifestyle. And you’ll be just minutes from the many cultural attractions Sarasota offers such as the Ringling Museum, Selby Botanical Gardens, the Florida Studio Theatre, Sarasota’s own Opera, Orchestra and Ballet, the Van Wezel Performing Arts Center, Mote Marine, Sarasota Jungle Gardens, world-class golf courses, professional sports teams and much more. Whether you're seeking a vacation retreat, investment property, or year-round beachfront living, this Whispering Sands condo offers a remarkable opportunity.

20 Whispering Sands Drive Unit 1205, Sarasota

$975,000
4 Beds 2 Baths Siesta Bayside SubDv. 34242 Zip Code
Virtually Staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.

630 Venice Lane, Sarasota

$650,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Discover this wonderful beach retreat and investment opportunity! Perfectly located in one of the most desirable locations in the community and just across the street from the soft, powdery sands of Siesta Key Public Beach ranked # 1 in the USA. This true split plan 2 -bedroom, 2-bath condo at Our House at the Beach offers the ideal setup for coastal living and rental potential. As you step inside the townhouse, you are greeted with high ceilings and bright open spaces. The eat-in kitchen is filled with natural light and connects seamlessly to the dining and living areas which open onto a spacious balcony for enjoying the gulf breezes and spectacular sunsets or winding down after a day at the beach. primary suite features a newly renovated bathroom with a walk-in shower, shaker-style vanity, generous closet space, and a private dressing area. This turnkey unit is sold fully furnished, including some fresh new pieces recently added by the owners. Currently used as an active rental on Airbnb and the rental community website. Weekly rentals are allowed and there is an on-site rental office which makes managing guests simple and convenient. The community offers resort style amenities including a heated swimming pool, two tennis courts, a pavilion with grilling stations. Your own private one-car garage with extra storage ensures there is no beach parking stress! Just load up your cart and head across the street to enjoy Siesta Key Beach, sand volleyball, pickleball & tennis, and Sunday Sunset Drum Circle. When you're ready to explore the island, there is easy access to the free Siesta Key trolley. You can explore the excellent local restaurants, bars, ice cream shops, boutiques, and grocery store which are only a short ride away. Whether you're looking for a beach getaway, an excellent income producing vacation rental, or a coastal home, this turnkey condo delivers the ultimate in comfort, convenience, and laid-back island lifestyle. Don’t miss your chance to own a piece of paradise on Siesta Key.

1093 Lake House Circle Unit C205, Sarasota

$3,400,000
5 Beds 6 Baths Roberts Point 2 SubDv. 34242 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.

4179 Roberts Point Circle Unit LOT 17, Sarasota

$3,400,000
5 Beds 6 Baths Roberts Point SubDv. 34242 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to the highest coastal standards, this home exemplifies Noah Thomas Builders’ commitment to craftsmanship and durability. With solid concrete block construction, hurricane-rated impact windows and doors, metal roofing, and elevated foundation systems, it’s designed to withstand Florida’s most demanding coastal conditions while maintaining unmatched elegance. The interior features open-concept design, soaring ceilings, and expansive glass sliders that invite natural light and connect seamlessly to the outdoor living spaces. The chef’s kitchen is a showpiece with premium appliances, custom cabinetry, and a large center island ideal for entertaining. The primary suite offers a spa-like retreat with a luxurious bath with freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional guest suites each feature designer finishes and en-suite baths, while a flexible bonus room provides space for an office, gym, or media retreat. Designed for year-round enjoyment, the outdoor living area includes a fully equipped kitchen, outdoor dining terrace and a resort-style pool and spa. Every space has been designed to take full advantage of Siesta Key’s gentle breezes and year-round sunshine — creating a true outdoor sanctuary that’s both private and unforgettable. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Imagine sunrise yoga sessions with bay breezes, afternoon lounging under a canopy, or unforgettable sunset gatherings framed by fiery Gulf skies. The rooftop deck creates a one-of-a-kind open-air retreat that feels both private and cinematic. Whether hosting guests or escaping for solitude, this rooftop oasis is where the rhythm of island life meets the art of design. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. Experience West Indies coastal luxury at its finest — where superior design, outdoor living, and hurricane-rated craftsmanship unite in this extraordinary new home by Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4185 Roberts Point Circle Unit LOT 19, Sarasota

$3,400,000
5 Beds 6 Baths Roberts Point SubDv. 34242 Zip Code
Pre-Construction. To be built. Joint-Venture opportunity partnering with investors up and down Florida's coast. Brought to you by Noah Thomas Builders — where modern luxury meets timeless coastal elegance. A masterclass in luxury homebuilding, this Noah Thomas Builders contemporary coastal home offers an exceptional blend of modern aesthetics and is built to FEMA's latest standards. Step inside this 3240 sqft home offering four bedrooms, four bathrooms, an open-concept floor plan with high ceilings and premium finishes throughout. It features all hurricane-rated windows and doors and is constructed to be as hurricane and flood-proof as possible-giving you peace of mind while living steps from the water. The kitchen boasts quartz countertops, top-tier appliances, and a spacious island perfect for entertaining. Retreat to the luxurious master suite with spa-inspired bath and expansive walk-in closets. Endless sunshine, gentle breezes, and your own private pool and spa — relax, unwind, and entertain in your personal outdoor oasis. Additional highlights include a private elevator, gas generator and wine room. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Your private escape above it all — a space built for sunsets, sea breezes, and unforgettable gatherings. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.

4183 Roberts Point Circle Unit LOT 18, Sarasota

$2,200,000
4 Beds 5 Baths Coronas Park SubDv. 34242 Zip Code
Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in mind, this home is constructed with solid concrete block, impact-rated windows and doors, and superior structural integrity to withstand even the wildest forces of Mother Nature. Despite recent storms in the area, this residence remained completely unaffected, a true testament to its exceptional build quality and engineering. Inside, every inch of the home showcases high-end custom craftsmanship, from exquisite flooring and designer lighting to handcrafted cabinetry and architectural detailing that exude sophistication. The gourmet kitchen is a show-stopping centerpiece, featuring premium appliances, quartz countertops, and a large island perfect for entertaining. The open-concept living spaces flow effortlessly onto multiple balconies and outdoor areas, blurring the line between interior comfort and the beauty of the Florida coast. Each bedroom offers its own private en-suite bath, while the primary suite boasts a spa-inspired bathroom, expansive walk-in closets, and a private terrace ideal for morning coffee or evening sunsets. Step outside to your personal resort-style paradise, complete with a heated pool and spa, custom tiki bar, and private putting green, all surrounded by lush tropical landscaping designed for both privacy and pleasure. Perfectly positioned near Ocean Boulevard and the Village of Siesta Key, you’ll enjoy easy access to boutique shopping, award-winning restaurants, and the world-famous Siesta Key Beach. Whether it’s a serene morning walk along the shoreline, a day spent boating on the Gulf, or an evening out in downtown Sarasota, this home embodies the ultimate coastal lifestyle-luxurious, resilient, and truly unforgettable.

6925 Bochi Circle, Sarasota

$1,125,000
4 Beds 4 Baths Twin Oak Pond SubDv. 34242 Zip Code
Expansive Coastal Modern Property in a Serene and Peaceful Setting, Seconds to Siesta Key Beach ** 4 Bedrooms, 4 Full Baths with Detached Studio/ADU above the 3 Car Garage (5 Total Bedrooms, 5 Bathrooms) ** Gorgeous Pool among Lush Native Landscape ** NEW ROOF! There is no better value on Siesta Key for your primary occupancy or 2nd home with opportunities to cash flow this investment. The entire property has been updated with wood-looking vinyl, interior/exterior paint, custom baseboard and trim, contemporary lighting fixtures, modern fans and fresh marcite in the refinished pool. The studio provides new vinyl windows and a mini-split AC unit for energy efficient climate controlling of this private space. You will love the floor plan of both the main house and studio! The main house provides a great room concept with an abundance of joyful natural light and multiple sets of French doors leading to the pool. Each bedroom receives a private bath with 2 primary suites enjoying idyllic views of the pool and tropical landscape. Simply stated, this estate property is meant for hosting large groups, comfortably. Located inside the charming Canopy Roads of Twin Oak, this beach property is private, serene and inspiring. Live by the beach, but away from the noise. The good life is found here

5244 Winding Way, Sarasota

$852,500
2 Beds 2 Baths Gulf N Bay SubDv. 34242 Zip Code
Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay Club community. Surrounded by tropical landscaping and peaceful water views, this home offers the perfect mix of comfort and resort-style living just steps from the sand. The spacious floor plan features a welcoming living area that flows into a dedicated dining space and an extended sunroom lined with large windows. Flooded with natural light, this flexible area is ideal for reading, relaxing, or taking in the view of swaying palms and the shimmering Gulf beyond. Gulf & Bay Club spans 32 acres of beautifully maintained beachfront grounds with top-tier amenities including three heated swimming pools, tennis and pickleball courts, saunas, a modern fitness center, EV charging stations, and a clubhouse designed for social gatherings and events. The community also provides private access to Siesta Key’s iconic white-sand beach, recognized among the finest in the country. An elevator offers easy access, and the free island trolley is just outside, ready to take you to the shops, restaurants, and live music of Siesta Village. Whether you’re searching for a year-round residence or a seasonal escape, this home captures the essence of coastal comfort and island living.

5780 Midnight Pass Road Unit 303, Sarasota

$670,000
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Price Drop of 20K - best price for a Tower Unit in Our House at the Beach !Strong Rental Income – Across from Siesta Beach! Totally updated 2 bed / 2 bath condo in the West Tower of “Our House at the Beach”, directly across from Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor in 2024. This second-floor unit offers incredible natural light and nearly 270 degrees of wraparound views thanks to 46 feet of sliding glass doors in the living and dining areas. This unit is turnkey furnished (excluding some artwork and personal items) and features luxury plank vinyl flooring throughout, with updated bathrooms and a gorgeous, remodeled kitchen with granite countertops, stainless steel appliances, and a pass-through to the main living area. The spacious primary bedroom offers abundant windows and a bright, airy feel. Both bathrooms have been tastefully upgraded. Enjoy two oversized balconies, perfect for relaxing after a day at the beach or hosting guests. This is not just a beach retreat—it’s a solid investment: • $32,900 gross rental income in 2023 • $28,000 in 2024 (despite storms) • Projected $40,000+ in 2025 with owner use! Weekly rentals allowed, boosting occupancy and revenue potential. The $45,000 special assessment (impact glass & more) is fully paid by the seller. Community amenities include: • Heated pool • 2 tennis courts • Grilling pavilion • Assigned covered parking • In-unit full-size washer/dryer • Pet-friendly (owners may have 1 pet up to 15 lbs) Units in the West Tower rarely come on the market—last year’s sale went for significantly more. This is your chance to own a beautifully maintained, income-producing condo across from one of the world’s most beautiful beaches!

1001 Beach Road Unit A203, Sarasota

$895,000
3 Beds 2 Baths Siestas Bayside SubDv. 34242 Zip Code
Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.

635 Tropical Circle, Sarasota

$5,600,000
4 Beds 4 Baths Cocoanut Bayou SubDv. 34242 Zip Code
This award-winning Modernist home was designed to provide privacy while maintaining direct tranquil water views framed by mature tropical landscaping. In the desired and private lot enclave of Cedar Park, one approaches the residence via a canopied private lane before entering the ideal spot for boaters, car enthusiasts, or those who just enjoy the serenity of the .6-acre grounds with plus/minus 350 feet of frontage on Cocoanut Bayou. The car enthusiast will appreciate the twin garages accommodating five cars, while boaters will be impressed by the water depth of plus/minus 4 feet, substantial IPE wood dock with 10,000-pound and 7,000-pound lifts, and immediate access to the Bay and Gulf. Designed with practicality and easy living in mind, the light-filled rooms feature high ceilings, wall-to-wall stacking glass doors, a chef’s kitchen with Miele appliances and Italian cabinetry, elevator, a generator, and an open concept plan that incorporates nearly 900 sq ft of non-conforming space in the most ingenious fashion, and transitions seamlessly between indoor and outdoor living spaces. Enjoy outdoor dining and relaxing on the expansive covered terrace, lounge by the private 40-foot saltwater pool with spa or just drink in the tranquility offered by this special property. The split plan with four bedrooms (one makes an ideal office) and 3½ baths allows for flexibility of use and manageable size. Private, gated beach access is available. This is the ideal home base to enjoy island lifestyle and for you and yours to take advantage of all Sarasota and Siesta offer. Set out by land or sea to enjoy the world-renowned sugar sand beaches, downtown cultural venues, museums, multiple restaurants and shopping. An exceptional opportunity for the discerning.

251 Cedar Park Circle, Sarasota

$240,000
1 Beds 1 Baths Siesta SubDv. 34242 Zip Code
LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!

6703 Midnight Pass Road Unit 208, Sarasota

$7,950,000
6 Beds 9 Baths Hidden Harbor SubDv. 34242 Zip Code
Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life that lives like an endless retreat. The lower level invites you to linger outdoors surrounded by the scent of the saltwater breeze and the sounds of the cascading waters of the 65-foot infinity pool and spa. A covered living space blurs the line between home and horizon. A custom waterslide arcs playfully into the pool, while beyond, your private dock with a 20,000-pound lift awaits spontaneous voyages to Roberts Bay. Ascend by elevator or sculpted staircase to the heart of the home—spaces that feel both expansive and intimate. Walls of glass reveal shimmering water views, while the Meile appliance suite anchors a chef’s kitchen made for creating fine cuisine and lasting memories. Every detail and finish bears the signature of master craftsmanship. The home’s six bedrooms include two primary suites, each a retreat of its own with spa-inspired baths. Six full and three half baths offer both comfort and convenience for family and guests alike. A 700-square-foot bonus space stands ready to become whatever your imagination allows—a golf simulator, game lounge, or wellness studio. A three-car garage, new seawall, whole-home generator, and zero water intrusion during the 2024 storms provide unmatched peace of mind. As evening settles, the home transforms. Ambient lighting glows across the infinity edge and the hush of the bay replaces the day’s energy. You can almost hear the future stories unfolding here—laughter by the pool, sunrise swims, quiet coffee on the terrace. 5179 Hidden Harbor Road isn’t just a home; it’s a state of being—modern, effortless, and deeply connected to the water.

5179 Hidden Harbor Road, Sarasota

$3,542,717
4 Beds 6 Baths Siesta Rev SubDv. 34242 Zip Code
Motivated sellers! In fact, they are moving right next door! The sellers are nearing completion of their new home, which was deliberately designed and positioned to preserve the breathtaking Gulf views of this beachfront retreat. Feel the captivating energy of this home from the moment you enter the private gate to the meticulously landscaped grounds, including an award-winning heated saltwater pool with spa jets, a sun shelf, and custom-designed waterfall. Mornings begin with a soft breeze from the Gulf as you take in the magical sunrise from your 4th-floor deck. Retreat at the day’s end to your 3rd-floor lanai to relieve all the day's stresses. You have a front row seat nightly for nature’s most spectacular show. North Shell Road is the ultimate destination to witness Siesta Key’s most enchanting sunsets, where the sky ignites in hues of gold and crimson over Lido Key. The Gulf’s shimmering waters stretch endlessly before you, bathed in the warm glow of dusk, transforming your private retreat into a masterpiece of light and color. The panoramic views from this prestigious North Siesta Key home are simply magnificent. This home charms with its bold contemporary lines and warm, seamless connection to its pristine surroundings. The sophisticated design blends easily with the warmth and energy of the natural light that flows throughout. Quartz, concrete, soapstone, and live-edge designs blend with soft bamboo floors. This one-of-a-kind sanctuary boasts every upgrade you can imagine. 3916 North Shell Road is where ultimate luxury intersects with coastal splendor. ***Private showings for discerning buyers are available by appointment. Sellers respectfully request that potential buyers wear the shoe booties provided for showings.

3916 N Shell Road, Sarasota

$1,000,000
2 Beds 2 Baths Siesta Rev SubDv. 34242 Zip Code
Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with vision to bring it back to life. The location alone makes this one special, just minutes to the beach, village shops, and dining, yet surrounded by peaceful island neighborhoods. Whether you’re looking to restore it as your island getaway, rebuild for modern coastal living, or invest in a premium piece of Siesta Key real estate, this property is full of potential and promise. Come see what’s possible in one of the most desirable corners of Sarasota’s barrier islands.

226 Ogden Street, Sarasota

$762,000
3 Beds 3 Baths Siesta Bayside SubDv. 34242 Zip Code
POOL HOME!! Priced To Sell!! Nestled on the peaceful tranquil island of Siesta Key, renowned for its world-class beach and romantic sunsets. JUST MINUTES FROM Siesta Beach & Village. This is the most wonderful place to embrace island-style living. This north island location on a quiet canopy street is walkable to the village, beach, and renowned Out-of-Door Academy. This 3 Bedroom and 2 & 1/2 Bathroom home is ready for your personal touches. Enjoy relaxing in your Caged Pool & Patio area. This Single family home has approximately 1834 sq.ft. +/- living area and a 2 car garage. The existing home—professionally remediated after flood damage—presents a unique opportunity for those looking to reimagine or completely rebuild. Almost 13,000 sq.ft lot with luscious natural landscaping and mature oaks. Updated roof in late 2019.

4894 Oxford Drive, Sarasota

$750,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
Price Improvement! Your Coastal Paradise Awaits! Step into a world of elegance and tranquility in this stunning condominium, perfectly situated along the breathtaking coastline of Siesta Key. Featuring two lavish ensuite bedrooms, this residence offers you the ultimate in coastal living. The primary bedroom boasts full panoramic views of the crystal blue waters of the Gulf, complete with a beautifully remodeled bathroom and an expansive walk-in closet designed for the modern lifestyle. Embrace a split floor plan that promotes privacy and relaxation, all within a breezy coastal open-concept design that floods the space with an abundance of natural light. Indulge in the outdoors from two covered balconies, ideal for outdoor dining or savoring a glass of rosé as you watch the sun dip below the horizon in a stunning display of colors. Enter the building through a well-appointed lobby that exudes sophistication and class. Residents enjoy a host of resort-style amenities that include a beautifully remodeled community center for exclusive use, a newly refurbished workout facility, and a gulf-front pool to soak in the sun. The outdoor BBQ area is perfect for gathering with friends and family, while storage for beach accessories and bikes adds to the convenience of a coastal lifestyle. Enjoy the peace of mind that comes with covered parking. Perfectly located, this luxury community allows you to walk, bike, or cruise your golf cart to local restaurants, boutique shopping, live music venues, and the vibrant farmers market, all within minutes from your doorstep. Of course, the soft, white sands of Siesta Key Beach are just a short stroll away, ready to fulfill your beach daydreams. Don't miss your chance to experience luxury coastal living at its finest. Schedule your private tour today and discover your new home in paradise!

4822 Ocean Boulevard Unit 2A, Sarasota

$1,270,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
EXQUISITE GULF FRONT LUXURY! Just one floor from the top, this stunning, 11th floor, FULLY remodeled GULF FRONT tower residence offers a seamless blend of sophistication and coastal style against a background of breathtaking, unobstructed 180-degree views of the shimmering Gulf! A rare combination of sophistication, comfort, and coastal beauty, this residence defines modern Gulf front luxury living. Every detail of this 2022 remodel reflects the finest in contemporary design and craftsmanship. The open concept interior is graced with beautiful wide plank tile flooring, seamlessly connecting living, dining, and kitchen spaces to the endless blue horizon beyond. True floor-to-ceiling 2020 hurricane impact sliders open to mesmerizing Gulf vistas, enhanced by Hunter Douglas motorized light-filtering shades for effortless ambiance control. The gourmet kitchen is a showpiece featuring striking Cambria® quartz surfaces, a dramatic 8’ waterfall breakfast bar with dimmable pendant lighting, Bosch stainless appliances, 32 bottle wine refrigerator, fabulous under counter drawer microwave, and custom soft-close cabinetry. The serene primary suite is equally refined, featuring a spa-inspired ensuite tiled bath with Cambria® quartz dual vanity and glassed walk-in shower. The guest bath echoes the same refined elegance. FURNITURE AND FURNISHINGS including Robb & Stucky pieces are included with the sale of the property, minus a small exclusion list.

19 Whispering Sands Drive Unit 1105, Sarasota

$3,845,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

810 Siesta Drive, Sarasota

$3,295,000
4 Beds 4 Baths Sanderling Club SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.

1253 N Basin Lane, Sarasota

$2,600,000
5 Beds 6 Baths Sarasota Beach SubDv. 34242 Zip Code
Welcome to your dream coastal retreat—where luxury meets relaxation—just 3 blocks from the award-winning Siesta Key Beach. This custom-built all block elevated home is crafted for those who crave the ultimate Florida lifestyle. Perfect for a full-time resident or a part-time snowbird. A stunning 5-bedroom, 4 full baths, with 2 powder rooms affords unmatched elegance. Step into your backyard oasis featuring a saltwater pool, hot tub, screened lanai, and an open patio, perfect for entertaining or unwinding after a day at the beach. With wide water views, a private kayak launch, and a 10,000-lb boat lift, you’ll have seamless access to the intracoastal, Sarasota Bay and Gulf of Mexico, right from your backyard. The heart of the home is a chef’s dream, featuring solid wood cabinets, Wolf and Sub-Zero appliances, and quartz countertops. The reverse-osmosis water system and whole-house soft-water conditioner elevate the whole home water experience. With two laundry rooms, two new tankless water heaters, two A/C units, and an oversized 2-car garage, this home is designed for comfort and efficiency. From quartz countertops in the bathrooms to premium finishes throughout, no detail is overlooked. Located in a quiet tree lined neighborhood, with new homes being sold at $4 to $5 million, and a beach access at the end of the street, and less than a mile to the vibrant Siesta Key Village for dining, shopping, and entertainment. Practicality matches the luxury: this newer home’s base elevation is above 10 ft which allow for low insurance premiums. This home is equipped with hurricane rated impact glass windows and sliders throughout the home. This Siesta Key gem blends coastal charm with modern amenities—whether you’re kayaking or boating from your backyard, hosting friends’ poolside, or strolling to the village for a night out, this home delivers the Florida lifestyle you’ve been dreaming of. Schedule your private tour today and make this piece of paradise your own!

5246 Avenida Del Mare, Sarasota