Refine Search
Sort by
$680,000
2 Beds 2 Baths Boca Siesta SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Private deeded 32 foot boat dock. Private beach access to Siesta Key Beach. Waterfront community on Sarasota Bay. Updated in 2019. Set on the bay side of Siesta Key, this beautifully renovated two bedroom two bath residence at Boca Siesta offers a lifestyle that feels both rare and natural. Located within a waterfront community on Sarasota Bay, the residence includes a private deeded 32 foot boat dock and private access to Siesta Key Beach, creating an exceptional balance of boating, beach access, and bayfront living. Located in the understated bayfront enclave of Boca Siesta, this residence enjoys peaceful bay views and a quieter sense of retreat, while Siesta Key Beach sits just across the street, known for its expansive shoreline and world famous quartz crystal sand. Updated in 2019, the residence features a more open and inviting floor plan with solid wood cabinetry offering generous storage, granite countertops, plantation shutters, crown molding, impact windows, new ceiling fans, and fresh interior paint. The open kitchen and great room combine living and dining areas oriented toward the bay and flow seamlessly into a screened private patio with impact windows overlooking Sarasota Bay. The primary suite offers calming bay views and a spacious ensuite bath with a jetted soaking tub, large walk in shower with rain shower head, dual vanities, and a generous walk in closet. The second bedroom and bath provide flexibility for guests, a home office, or additional living needs. Boating enthusiasts will appreciate the private deeded 32 foot boat dock that accommodates a larger vessel and provides direct access to Sarasota Bay. Additional conveniences include covered carport parking, private storage under the building, and an in unit full size washer and dryer located in a large utility room. Community amenities include a heated bayfront pool, tennis and pickleball courts, fishing pier, kayak launch, grilling areas, and a bayside clubhouse overlooking the bay with kitchen, bar, sauna, and fitness area. Private beach access is provided through the association, with access just across the street through Sarasota Surf & Racquet Club. From this location, Siesta Village, South Village dining, and downtown Sarasota are easily accessible by bike, free ride services, or the Siesta Key trolley. For those who choose Siesta Key for the water as much as the beach, Boca Siesta offers an effortless boating lifestyle where Sarasota Bay and Siesta Key Beach are part of everyday life. Experience life at Boca Siesta. To view a 360 walk through go to: https://funkypalmproductions.hd.pics/5911-Midnight-Pass-Rd-unit-206/idx

5911 Midnight Pass Road Unit 206, Sarasota

$625,000
2 Beds 2 Baths Villa Navarra SubDv. 34242 Zip Code
Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!

137 Avenida Messina Unit 3, Sarasota

$425,000
1 Beds 1 Baths Casa Mar SubDv. 34242 Zip Code
Beachside Living at Its Best - Casa Mar on Siesta Key Welcome to Casa Mar, a sought-after beachfront community offering the perfect combination of island charm and modern convenience. This 1-bedroom, 1-bathroom furnished unit is a rare opportunity to create your very own coastal getaway or capitalize on a high-demand vacation rental investment. Located just a 1-minute walk from world-renowned Siesta Beach, this bright and inviting unit overlooks the community pool and is ideally situated for effortless access to the Gulf. Recent updates include new laminate flooring in the bedroom , updated kitchen and new living room furniture. This unit also comes with a covered 1-car carport, offering protection from the elements and added convenience for beach living. Casa Mar is a true resort-style community, offering two swimming pools, tennis court, shuffleboard court, outdoor gas grills, and private beach access. With lush landscaping, tropical ambiance, and a friendly atmosphere, it’s the ideal place to relax, unwind, and enjoy the Florida lifestyle. Don’t miss the chance to own a piece of paradise, close to dining, shopping, and all the charm of Siesta Key Village, while also benefiting from strong income potential when not in personal use. This is your opportunity to live the beach life and make it truly your own.

6006 Midnight Pass Road Unit 4, Sarasota

$775,000
3 Beds 3 Baths Peppertree Bay SubDv. 34242 Zip Code
Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

1201 E Peppertree Drive Unit 234, Sarasota

$465,000
1 Beds 1 Baths Gulf Holiday Apts SubDv. 34242 Zip Code
Welcome to Gulf Holiday Condominium—an exceptional opportunity to own one of just 18 units in this rarely available community. This beautiful and recently updated first-floor, 1-bedroom, 1-bath residence places you just steps from the best of what Sarasota has to offer. Inside, you’ll find stainless steel appliances, quartz countertops, plantation shutters and modern finishes throughout, creating a bright and inviting retreat ideal for personal enjoyment or vacation rental income. If rental income is a priority, you’ll appreciate that this area allows for one-week rentals—a rarity in the surrounding communities. Gulf Holiday Condominium boasts an unbeatable location with effortless access to the white quartz sands of Siesta Key Beach and the vibrant shops, dining, and entertainment of Siesta Key Village. Opportunities like this are truly seldom available—don’t miss your chance to own a piece of paradise and proudly tell your family and friends, “I live where you vacation!

73 Avenida Messina Unit 6, Sarasota

$2,950,000
4 Beds 3 Baths Acreage & Unrec SubDv. 34242 Zip Code
Gulf-to-Bay elegance meets relaxed coastal sophistication in this elevated, sailboat-access waterfront retreat, ideally positioned within one of Siesta Key’s most exclusive gated enclaves. Set in a rare peninsula neighborhood offering true Gulf-to-Bay living, this Caribbean-inspired residence delivers exceptional privacy, sweeping water views, and direct boating access with no bridges to the Intracoastal Waterway. With the newly reopened Midnight Pass just minutes away, access to the Gulf is effortless, making this an extraordinary opportunity for boaters and beach lovers alike. Surrounded by mature tropical landscaping and located on a quiet dead-end street, the home enjoys both Gulf views and a tranquil basin setting with a private dock. Inside, a vaulted-ceiling great room anchors the main living level, filled with natural light and framed by sliding glass doors that open to expansive covered terraces on both the east and west sides—perfect for sunrise mornings and sunset evenings overlooking the water. The open-concept kitchen is designed for entertaining and everyday living, featuring premium appliances including a Sub-Zero refrigerator and generous workspace. The primary suite is located on the main living level, offering terrace access and serene water views, while additional guest accommodations provide flexibility for family and friends. Above, a rooftop observation deck—accessible via spiral staircase—offers breathtaking 360-degree vistas spanning the Gulf, bay, and coastline, creating a truly unforgettable vantage point. Thoughtfully constructed on pilings with storm-conscious design, the home blends timeless island style with peace of mind. The ground level provides covered parking for multiple vehicles, abundant storage, and space for kayaks, paddleboards, and beach gear. An elevator shaft is already in place for future installation, and pool plans are available. With deeded beach access just steps away and a private dock at your back door, this is one of the few properties on Siesta Key where you can enjoy the beach in front and your boat behind. Beach, boating, privacy, and views converge in this exceptional offering—capturing the essence of Gulf-to-Bay living on Siesta Key. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle.

9265 Blind Pass Road, Sarasota

$999,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.

5780 Midnight Pass Road Unit 210, Sarasota

$990,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Experience Luxury Living on Siesta Key! Welcome to the Gulf & Bay Club Condominium perfectly situated on the pristine shores of Siesta Key. This stunning Gulf-front property offers unparalleled beach living, making it the ultimate coastal retreat. This unit is offered turnkey furnished, ready for immediate enjoyment. 2-bedroom, 2-bathroom residence presents an expansive floor plan highlighted with a new kitchen featuring new appliances, granite countertops,new cabinets, and refined accents. The kitchen seamlessly transitions into a spacious living area with enclosed lanai adding additional space in your living area. Offered turnkey furnished with a sophisticated beach ambiance. Master bath featuring dual sinks, quartz countertops and large walk-in shower. The additional bedroom for your guests includes an ensuite bath which offers ample space. Door lock, gate, building, and beach access. Plus an owner’s storage closets for rental convenience. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence, a vacation getaway, or a profitable rental property. The building boasts an array of amenities designed to elevate everyday living, including onsite management for added convenience. Two electric vehicle charging stations that are available, 3 Large heated pools w/wifi including 1 lap pool, 800ft Private soft white sandy beach, 6 Tennis courts including 1 Har-Tru court, 6 Pickleball courts, Basketball/Racquetball/Pickleball courts, Shuffleboard court, Organized seasonal golf for men and women, State of the art fitness center, including free weights and yoga room, 6 Dry saunas, hot tub, 2 Clubhouses – library with books, bar, pool table and TV’s, Numerous social activities during season, World famous Siesta Key Beach – #1 by TripAdvisor, Directly on the beautiful Gulf of Mexico, Spectacular sunrises and sunsets

5780 Midnight Pass Road Unit 207, Sarasota

$2,550,000
6 Beds 4 Baths Point Of Rocks Terrace SubDv. 34242 Zip Code
Exceptional four-unit boutique coastal hospitality investment ideally positioned directly across from PB13 public beach access on legendary Siesta Key. This distinguished property represents one of the island’s most compelling income-producing opportunities, offering immediate access to Siesta Beach, ranked the #1 Beach in America and #4 worldwide by TripAdvisor’s 2025 Travelers’ Choice Awards. Renowned for its 99% pure quartz crystal sand and vibrant turquoise Gulf waters, this iconic destination delivers an unparalleled coastal experience that drives year-round demand. The intimate complex features a desirable mix of one and two bedroom residences and is professionally managed and offered fully turnkey, with all systems, furnishings, and operational components optimized for short-term rental performance. This established, high-performing hospitality asset demonstrates strong guest appeal, repeat bookings, and the ability to command premium nightly rates, allowing a new owner to seamlessly step into a stabilized operation from day one. Guests are consistently drawn to the unbeatable across-the-street beach access, eliminating parking hassles and enhancing walkability, an increasingly rare and highly sought-after advantage that supports rate premiums throughout the year. The property’s boutique scale and coastal charm deliver the personalized, resort-style experience today’s travelers prefer, further strengthening occupancy and guest loyalty. No rental restrictions provide a critical competitive edge, offering complete flexibility to optimize booking strategies, pricing models, and minimum stays without regulatory limitations. Strong financials underscore the property’s exceptional performance. With limited comparable inventory, enduring demand for high-quality coastal accommodations, and an irreplaceable location on Siesta Key, this offering represents a rare opportunity to acquire a trophy boutique hospitality asset in one of Florida’s most coveted beach markets. The Point of Rocks location further elevates market performance, placing guests within walking distance of Crescent Village’s restaurants, shops, and boutiques, while maintaining direct proximity to one of the world’s most celebrated beaches. This is a truly exceptional acquisition for investors seeking immediate cash flow, long-term appreciation, and a premier presence in an iconic coastal destination.

6905 Point Of Rocks Road, Sarasota

$1,375,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

5740 Midnight Pass Road Unit 104F, Sarasota

$869,000
2 Beds 2 Baths Crystal Sands SubDv. 34242 Zip Code
Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.

6300 Midnight Pass Road Unit 21, Sarasota

$1,995,000
3 Beds 3 Baths Hidden Harbor SubDv. 34242 Zip Code
Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.

5155 Hidden Harbor Road, Sarasota

$410,000
1 Beds 1 Baths Tortuga SubDv. 34242 Zip Code
Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball, shuffleboard, and a fishing pier. And, the laundry room is just outside the front door! The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest. This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family. The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities. Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!

8730 Midnight Pass Road Unit 202A, Sarasota

$6,300,000
4 Beds 5 Baths Ocean Beach SubDv. 34242 Zip Code
Under contract-accepting backup offers. Pre-Construction. To be built. Under construction. This new Siesta Key residence is a masterpiece of innovative design and flawless craftsmanship, offering unparalleled luxury and coastal elegance, with a water view backyard and private boat dock. Designed and developed by the renowned Pham Development team, this home is ready for tours, with still the opportunity to customize finishings. Nestled on a nearly 14,000-square-foot lot with 118 feet of prime canal frontage, this waterfront home blends modern elements with timeless coastal charm. Featuring 4 spacious bedrooms, 4 full and 1 half impeccably designed bathrooms, and a 3-car garage, the home is thoughtfully designed for both comfort and style. At the heart of this residence is a well appointed kitchen, with an open-concept layout. The stunning quartz island with waterfall edges takes center stage, accentuated by elegant pendant lighting. Sleek, custom cabinetry complements the state-of-the-art stainless steel appliances, making this space ideal for both entertaining. The light-filled living areas are designed to maximize the breathtaking water views, offering a seamless connection to the outdoors. Step outside to your private oasis, where a resort-style pool is surrounded by lush landscaping. The outdoor spaces are designed in harmony with the natural surroundings, creating a tranquil retreat framed by swaying palms and shimmering waters. A private boat dock with a 10,000-pound lift and seating area provides unparalleled access to the Gulf Coast's azure waters, making this home a boater’s paradise. Located in one of Sarasota’s most desirable neighborhoods, this extraordinary property offers a blend of privacy, convenience, and luxury. A short distance away from world-class beaches, fine dining, and entertainment, this is a rare opportunity to own a slice of paradise in an exceptional location.

4644 Higel Avenue, Sarasota

$575,000
2 Beds 1 Baths La Siesta SubDv. 34242 Zip Code
An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.

915 Beach Road Unit 216, Sarasota

$995,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229-square-foot property in sought-after community of Siesta Isles, just two blocks from the powdery white sands of Siesta Beach, ranked the #1 beach in the USA. This property offers a rare chance to create your dream home in one of Sarasota’s desirable beach neighborhoods. Offering a clean slate for visionary design to renovate or build new. The generous size of the property and ideal location make it ideally suited for a luxury custom home with room for a pool, tropical landscaping and seamless indoor-outdoor living. Enjoy beach access just .2 miles away, or go less than a mile to Siesta Village, where eclectic shops, lively dining and local entertainment await. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Unlock the potential to create a one-of-a-kind island residence just moments from world-renowned Siesta Beach.

734 Canal Road, Sarasota

$639,900
2 Beds 2 Baths Siesta SubDv. 34242 Zip Code
Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!

6732 Sarasea Circle Unit 104C, Sarasota

$859,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
Welcome to Gulf-front living at 4822 Ocean Blvd, Apt 8D on Siesta Key, where expansive water views, glowing sunsets, and refreshing coastal breezes create an effortless island lifestyle. This 2-bedroom, 2-bath residence spanning 1,440 square feet offers a spacious, light-filled layout designed to showcase breathtaking Gulf views from the main living areas. Wide-plank flooring, recessed lighting, and neutral coastal tones provide a clean, inviting backdrop, while expansive sliding glass doors lead to a generously sized screened terrace—perfect for dining outdoors, relaxing with morning coffee, or enjoying sunset skies and passing boats. The well-appointed kitchen is both functional and welcoming, featuring rich wood cabinetry, quartz countertops, stainless steel appliances, a designer tile backsplash, and a large island that anchors the living space while maintaining open sightlines to the water. A desirable split-bedroom floor plan ensures privacy for owners and guests. The primary suite is a tranquil retreat with serene water views and a thoughtfully updated en-suite bath featuring custom cabinetry, quartz counters, and a walk-in shower with a glass enclosure. The guest bedroom is comfortably sized and conveniently located near a second updated full bath, ideal for hosting family and friends. This Gulf-front community is exceptionally well maintained and professionally managed, with strong financial reserves and a proven track record of completed building improvements focused on long-term value and storm protection. Notably, association fees have decreased, and a new seawall is currently being installed and is fully funded, offering added confidence for future ownership. Residents enjoy a full suite of amenities, including a Gulf-front pool, outdoor kitchen with grills, an inviting social room, fitness center, bike room, and a dedicated fishing room for gear storage. Each floor offers a laundry room with storage, with approved in-unit washers and dryers permitted. A new fishing pier and social sunset pier are being completed, creating an ideal waterfront setting for entertaining and unwinding. Just moments from Siesta Key Village, Island lifestyle is yours with coffee shops, dining, shopping, and nightlife close at hand. Offered at $899,000, Apt 8D represents an exceptional value for Gulf-front living—combining space, views, amenities, and a premier location at a compelling price point.

4822 Ocean Boulevard Unit 8D, Siesta Key

$985,000
2 Beds 2 Baths Siesta Towers SubDv. 34242 Zip Code
Major Price Reduction and what an opportunity! In a word...Stunning. Introducing this fully renovated and stylishly furnished 9th floor condominium offering refined Gulf-front living on Siesta Key, where breathtaking sunsets and gentle Gulf breezes set the tone for everyday life. This beautifully redesigned 1,435-square-foot residence features two bedrooms and two full baths and was completely renovated in 2020 with quality finishes and thoughtful details throughout. The open, light-filled layout creates an elegant yet inviting coastal retreat, perfect for both quiet evenings and entertaining guests. With a split bedroom floorplan, your guests will enjoy their ensuite bathroom and slider doors leading to the expansive patio overlooking the Gulf and it's forever views. The primary suite has it's own private balcony and water and Island views expand from downtown Sarasota all the way up to mid Longboat Key. Boat watching is a must! The building is exceptionally well maintained with strong financial reserves and stands apart as association fees have actually decreased, reflecting extensive completed improvements designed to enhance storm protection and long-term value. A brand-new seawall is currently being installed and is already fully funded, providing additional peace of mind. Residents enjoy an impressive array of amenities, including a Gulf-front pool ideal for watching the sun melt into the horizon, an outdoor kitchen with grills for sunset gatherings, a beautifully appointed social room, a fitness room with equipment, a spacious bike room, and a dedicated fishing room for rod and gear storage. Each floor has a laundry room with storage and you may also install an approved washer and dryer in your apartment. A new fishing pier and social sunset pier are being completed, offering the perfect waterfront setting for entertaining, relaxing, and savoring evening skies painted in coastal hues. Ideally located just moments from Siesta Key Village, this exceptional residence places coffee, wine, shopping, and dining just steps away, blending relaxed island charm with an elevated Gulf-front lifestyle. Move right in - turnkey furnished!

4822 Ocean Boulevard Unit 9A, Siesta Key

$4,095,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

$2,680,000
4 Beds 4 Baths Siesta Beach SubDv. 34242 Zip Code
Why wait to build an elevated home? Here is your chance to have a modern coastal retreat on Siesta Key’s Grand Canal — beautifully designed, impeccably finished, and perfectly positioned for the ultimate waterfront lifestyle. This exceptional 2020 built three-story residence combines luxury, comfort, and an effortless indoor–outdoor flow, all just moments from Siesta Key Village. From the moment you step inside, wide water views draw you through the home, highlighting the sparkling canal, private dock, jet-ski or boat lift, and the ideal boating water that makes this property so special. The interior is bright, open, and meticulously curated with a relaxed, coastal-chic aesthetic. A sleek private elevator services all floors, while oversized sliders open to multiple balconies and terraces, each framing postcard-perfect views. The main living level features an expansive great room with tray ceilings, abundant natural light, and entertaining-friendly open floorplan, including a dining area with balcony—perfect for morning coffee or sunset cocktails. The chef’s kitchen is a showpiece, offering custom cabinetry, premium stainless appliances including a gas convection Bosch range, a massive island with storage on all sides, designer pendant lighting, and gorgeous stone countertops. Whether you’re prepping a feast or entertaining friends, the space is both functional and stunning. The bedroom accommodations are thoughtfully designed for both comfort and flexibility. On the main living level, a beautifully finished guest bedroom with adjacent full bath provides the perfect space for visitors or a sophisticated home office. The primary suite is a true retreat, offering a private balcony with sweeping canal views and a spa-inspired bath featuring a soaking tub, glass-enclosed walk-in shower, refined tilework, and dual stone-topped vanities. Two additional guest bedrooms, each with custom closet built-ins, are positioned at the end of the hall, while a bright and spacious laundry room adds everyday ease to this well-planned level. Outdoors, the covered lounge area is pure relaxation, featuring a beautifully finished wood ceiling, comfortable seating, and a shimmering pool that sits just steps from the water. An outdoor shower adds a resort-like touch, making it easy to rinse off after boating, paddleboarding, kayaking, or swimming. Hurricane rated, higher elevation, newer seawall...all of the boxes are checked for peace of mind living. This home has held strong through past storms with no water entering the interior living areas. The waterfront lifestyle here is unmatched: • Deep, protected Grand Canal waterway • Private dock with a 10,000 lb lift, which could accommodate a nice size boat or a pair of jet skis • Easy boating access to the Intracoastal Waterway • Perfect setup with ladder for kayaking, paddleboarding & jet-skiing • Multiple balconies with panoramic water views • Elevator to all levels • Stylish, high-end finishes throughout • New pool heater and pool pump in 2024. This home delivers the best of Siesta Key: a quiet, peaceful waterfront cul-de-sac setting with unbeatable boating water—yet close enough to stroll, bike, or golf-cart to the Village for dining, shopping, live music, and dancing. This home even includes the SK local favorite Tube Dude unique mailbox! It’s coastal luxury, modern design, and island adventure all wrapped into one exceptional property. This home is spotless! Truly a great find for a move-in ready beach home.

4881 Oxford Drive, Siesta Key

$5,250,000
3 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

216 Tenacity Lane, Sarasota

$1,850,000
4 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code
MOTIVATED SELLER!!Located in the highly sought-after Siesta Key area with convenient access to Shell Beach, this beautifully constructed 4-bedroom, 3-bath home was built in 2016. The residence features concrete block construction on the first floor, a framed second floor with durable synthetic siding, IMPACT WINDOWS AND DOORS, a METAL ROOF, and stained tongue-and-groove soffits. Interior highlights include tile flooring, Shiloh cabinetry, quartz countertops, Thermador appliances, crown molding, and oversized baseboards. The spacious primary suite offers a tray ceiling, dual walk-in closets, and a luxurious bath with double vanities and a Jacuzzi tub. A WHOLE HOUSE WATER FILTRATION SYSTEM WITH ULTRAVIOLET LIGHT adds to the home’s modern comforts. Outdoor living shines with a screened lanai encompassing the porch, pool, and spa, plus a fully equipped outdoor kitchen—perfect for entertaining. Lush tropical landscaping, including lemon, avacado, banana and mango tree provides privacy and a serene setting. During hurricanes, there was no water intrusion into the living areas of the home. A limited amount of water entered the garage with no resulting damage, and pool equipment has been raised to provide additional protection. Offered fully furnished (with exclusions) and equipped with a WHOLE HOUSE GENERATOR, this home combines quality construction, thoughtful upgrades, and refined coastal living—an ideal retreat in one of Siesta Key’s most desirable locations.

3919 Roberts Point Road, Sarasota

$3,330,000
4 Beds 4 Baths Harmony Sub SubDv. 34242 Zip Code
This is the renovation you would do for yourself…. If you’ve toured new construction homes recently and thought to yourself, did the architects just give up? Then this home might just be for you… *Elegance. Charm. Attention to detail.* Three phrases we don’t hear enough anymore, but that changes today as we step inside ‘Casa Alegre’ on Featherbed Lane. Located in the heart of Siesta Key Village and positioned at one of the most impressive intersections of waterways the Grand Canal offers, there is no more sought-after location on all of Siesta Key than right here. An 8-minute walk into the Village merges proximity with privacy in the exact way you’ve been imagining. This fully renovated Mediterranean Revival is overflowing with pride of ownership. Featuring major upgrades including a new roof, new seawall, all new hurricane windows and doors, new flooring, new electrical, and more; this is the renovation you would do for yourself, and that translates into true confidence, not just fresh finishes. Inside, the home lives bright and open, in part from its southern facing pool, and even more-so with volumes of natural light pouring in through NINE sets of brand-new sliding glass doors and a layout designed for effortless island living and entertaining. With 4 true bedrooms, 4 baths, plus an incredible bonus room ready for a billiards table or game room, a heated pool and boating lifestyle at your doorstep, this is a rare opportunity to own a home with genuine character, in a location that simply can’t be replicated. Private showings available upon request.

4833 Featherbed Lane, Sarasota

$480,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!

5855 Midnight Pass Road Unit 227, Sarasota

$1,224,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living, this home blends modern updates with timeless coastal style, making it perfect as a full-time residence, vacation getaway, or investment opportunity. Offering 3 spacious bedrooms + den and 2.5 updated baths, the thoughtfully designed floor plan delivers both comfort and functionality. Light-filled living areas flow seamlessly throughout the home, complemented by a stylishly updated kitchen and baths featuring quality finishes. A detached garage adds valuable convenience and storage. Recent upgrades include a 2024 Tesla solar system with two Powerwall's, providing energy efficiency, backup power, and long-term savings. Additional improvements include two HVAC systems for optimal climate control and a new water heater for added peace of mind. Enjoy morning strolls to the world-renowned quartz sands of Siesta Key Beach, evenings dining at Siesta Village, and the ease of move-in-ready coastal living in one of the most sought-after locations. Expertly restored terrazzo flooring throughout the main living areas and bedrooms, giving the home a new fresh look. All information should be independently verified by buyer's and buyers agent.

5107 Saint Albans Avenue, Sarasota

$4,650,000
4 Beds 4 Baths Ten35 Seaside SubDv. 34242 Zip Code
One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Sarasota

$4,899,000
6 Beds 5 Baths Sarasota By The Sea SubDv. 34242 Zip Code
Repriced to the market - reduced over $350,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-unit residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$1,050,000
2 Beds 2 Baths Terrace East SubDv. 34242 Zip Code
65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

5300 Ocean Boulevard Unit 202, Sarasota