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$470,000
1 Beds ⋅ 1 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
Move Right Into this VERY SPECIAL SIESTA KEY RESIDENCE & Experience the Best in "Old-School" Island Lifestyle.....Sandy Cove is Truly a Hidden Mid-Century Inspired Oasis where the Lucky Few Residences are just Steps to Lounging, Fishing and Enjoying Sunsets in the PRIVATE GULF-FRONT Recreational Area with Historic Clubhouse & then a Short Stroll to Siesta Key Village.....Designed by renowned architect, Frank Folsom Smith, this COMPLETELY UPDATED & TURNKEY FURNISHED residence in Pet Friendly Sandy Cove III (up to TWO LARGE DOGS!) features Stunning Coastal Contemporary Finishes & Furnishings, including: Hurricane Impact Windows & Sliders, Luxury Vinyl Plank Flooring Throughout; Quartz Countertops, Glazed Ceramic Tile Backsplash, In-Unit Laundry and Custom Closets & Built-ins!. Indulge in Morning Coffee or Evening Cocktails on Multiple Lanai's--the Ultimate in INDOOR/OUTDOOR Living. Monthly Rentals Allowed.....Ideal as Vacation, Investment or Year-Round Residence.

116 Pass Key Road Unit 116, Sarasota
$570,000
2 Beds ⋅ 2 Baths ⋅ Vista Hermosa SubDv. ⋅ 34242 Zip Code
One or more photos have been virtually staged. Welcome to your maintenance free, dream beach retreat on Siesta Key! This charming and meticulously remodeled 2-bedroom, 2-bath villa offers the perfect blend of luxury and convenience, just a short stroll from the pristine sands of Crescent Beach. Enjoy cooking in a stunning kitchen featuring brand new quartz countertops, stainless steel appliances, and stylish light fixtures. Experience comfort year-round with newly installed HVAC and energy-efficient tankless water heater. Luxury vinyl panel floors flows seamlessly throughout, offering both durability and aesthetic appeal. Relax in the attached, screened-in lanai, complete with No-See-Um screen, aluminum framing and a new Hunter, wet-rated ceiling fan, perfect for warm island evenings. Both bathrooms have been beautifully remodeled providing a fresh, contemporary feel. Located just a few steps from the Clubhouse, heated pool, outside grilling areas and laundry facility. Walking distance to shops, restaurants and entertainment. Enjoy the easy, island lifestyle with access to the free trolley service to Siesta Key Village for even more shopping and dining experiences. Ideal for a second home, rental investment, or full-time residence. Don't miss this great opportunity to own a piece of paradise! Schedule your showing today and embrace the Siesta Key lifestyle!

191 Vista Hermosa Circle, Sarasota
$1,180,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Ideally located on Palm Island in the heart of Siesta Key, this elevated block-construction home offers the ultimate blend of style and resilience. Situated on nearly a quarter-acre, this 2-bedroom, 2-bathroom residence includes a generously-sized office currently utilized as a 3rd bedroom. Elevated over 10 feet, the home features a metal roof (2019), hurricane impact windows (2019), newer HVAC (2022) and new exterior paint (2026). The interior shines with fresh paint, designer lighting, and a custom statement banquette. An updated kitchen with marble countertops is open to the ample living and dining space, perfect for entertaining. The oversized owner’s suite boasts a walk-in closet and an ensuite bath with dual sinks, and double doors opening to the deck and pool area. Outside, enjoy the newly installed heated pool and paver deck overlooking a tranquil saltwater pond, which provides additional privacy. Just blocks from the world-famous Siesta Key Beach and less than a mile from the Village, this is island living at its finest.

421 Island Circle, Sarasota
$1,200,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.

1320 Moonmist Drive Unit B-11, Sarasota
$3,900,000
5 Beds ⋅ 6 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code
An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

5326 Siesta Cove Drive, Sarasota
$850,000
2 Beds ⋅ 2 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Gorgeous updated and fully furnished single-story home just a short walk or bike ride to Crescent Beach and Siesta Key Beach. Ideal as a rental investment or owner-user opportunity, this stunning move-in-ready property sits on an expansive 17,000+ sq ft lot with NO HOA on a quiet street. The home has been thoughtfully updated throughout, featuring a brand-new kitchen with oversized center island and stainless steel appliances, new 9’ luxury vinyl plank flooring, recessed lighting, and fresh interior paint. The bathrooms have been beautifully upgraded with new cabinetry, modern lighting, and backlit mirrors. Additional improvements include impact windows and a roof replaced in 2018. A rare highlight is the nearly 1,000 sq ft detached 4-car garage, offering three roll-up doors, elevated ceilings, a bathroom, EV charger, 50-amp RV service, RV cleanout connection, and a dedicated RV or boat parking pad—perfect for car enthusiasts, boaters, or travelers. The property is connected to county water with a private well for irrigation and offers ample space to add a pool, ADU, or future home expansion. Enjoy the ultimate coastal lifestyle with morning beach walks while being just minutes from Sarasota’s premier shopping, dining, and cultural amenities. See Matterport Virtual Tour in 1st link.

1203 Lyric Lane, Sarasota
$1,050,000
3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
New price! Beautifully remodeled and ideally just minutes from world-renowned white sands of Siesta Beach, this chic island pool home offers an exceptional blend of style, comfort, and storm-ready peace of mind. Designed for effortless coastal living, the open main living area is highlighted by a vaulted ceiling, transom windows, and abundant natural light, with French doors opening seamlessly to the private outdoor entertaining space. Porcelain flooring flows throughout the home, complemented by solid wood cabinetry, quartz countertops, and a thoughtfully designed kitchen featuring KitchenAid appliances, an electric range with exhaust hood, and clean, timeless finishes. The interior is further enhanced by solid wood interior doors, custom lighting, and new Minka ceiling fans, creating a polished yet inviting atmosphere. Significant recent upgrades add substantial value and confidence for today’s buyers, including hurricane-impact windows, a new impact front door and rear French doors (2024), a new HVAC system (2024), a shingle roof (2021), and a hurricane-rated garage door. The primary suite features a custom closet system and a separate owner’s closet, ideal for part-time use or rental flexibility. Outdoors, enjoy a resort-style heated saltwater pool and spa, enhanced by a new pool heater (2025) and pool filter (2024), surrounded by mature tropical vegetation that provides exceptional privacy. Manicured front landscaping with lush plantings, an irrigation system, a paver driveway, and a Trex front walkway complete the home’s inviting curb appeal. Additional features include epoxy-finished garage floors and a Ring doorbell with exterior security cameras. Adjacent to Glebe Park and close to Siesta Key Village, this residence offers easy access to dining, shopping, entertainment, and the beach. 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 Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Equally suited as a full-time residence, seasonal retreat or potential income-producing investment, this home delivers refined island living in one of Siesta Key’s desirable neighborhoods.

1002 Glebe Lane, Sarasota
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code
Welcome to an exceptional new offering in the highly sought-after Sarasota Surf & Racquet Club. Perfectly positioned on the 7th floor of the coveted tower building, this beautifully upgraded two-bedroom, two-bath residence captures expansive views and cooling Gulf breezes while delivering a refined, move-in-ready coastal experience. The thoughtfully renovated kitchen has been redesigned to enhance both form and function, opening sight lines to the living space and creating a true gathering hub. White cabinetry, quartz countertops, and a newly added kitchen island replace the former peninsula, while the removal of the original owner’s closet provides additional counter and storage space—ideal for your coffee bar, display of fine spirits or to lay out your coastal cuisine buffet style. Both bathrooms have been upgraded with matching quartz countertops, creating a cohesive and modern aesthetic throughout. The primary suite offers a spa-inspired bath with an expanded layout, a sleek stand-up shower with frameless glass doors, and a newly added water closet for enhanced comfort and privacy. A locked owner’s closet allows for easy “lock-and-leave” ownership, perfect for seasonal use or rental flexibility. The guest bedroom comfortably accommodates two queen beds and features a generous walk-in closet with existing washer/dryer vent access, ready for a future installation if desired. Ownership at Sarasota Surf & Racquet Club feels effortless and exclusive as it includes access to two heated swimming pools, a fitness center, BBQ pavilion and recreation hall. An active tennis community brings residents together for fitness, fellowship, and a little competitive fun. The onsite rental management team cares for your investment, with a rare and advantageous 3-night rental minimum policy, and organizes all of the reservations and turnovers while you enjoy your return on investment. Ideally poised on Siesta Key’s pristine shoreline, this residence offers a rare blend of elevated design, resort-style amenities, and effortless island living.

5920 Midnight Pass Road Unit 704, Sarasota
$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
$500,500
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great opportunity to personalize and add value to suit your style. Monthly rentals are permitted up to four times per year, offering strong income potential in a consistently high-demand vacation market. All new windows are scheduled to be installed in 2026 at no cost to the owner with no assessment required, enhancing long-term value and appeal. Peppertree Bay is a well-established, amenity-rich community featuring a resort-style pool, fitness center, tennis courts, and beautifully maintained grounds, all of which are highly desirable to owners and renters. Whether you’re seeking a personal beach retreat with income potential or a strategic investment on Siesta Key’s Gulf side, this property offers a rare combination of location, rental flexibility, and upside potential.

1125 W Peppertree Drive Unit 302, Sarasota
$419,900
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!

1257 S Portofino Drive Unit 307, Sarasota
$525,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
$50,000 Price Improvement — Now One of the Best Values on Siesta Key. At $535,000, this 1,700+ sq ft Island Reef condo is priced in line with nearby 1,300 sq ft units—creating a rare opportunity to own significantly more space without paying a premium. Located on the quieter south end of Siesta Key, this ground-floor residence overlooks Little Sarasota Bay and offers the kind of easy, coastal living that’s increasingly hard to find. The split-bedroom layout features two en suite bedrooms positioned on opposite sides of the condo, plus a half bath and a flexible space ideal for a small home office. Inside, the scale of the home stands out immediately—a massive living area, separate dining room, and an enclosed Florida room that captures peaceful bay and Intracoastal views. Natural light fills the space from morning through mid-day, while ceramic tile flooring throughout keeps maintenance simple and practical. The kitchen is equipped with butcher block countertops, abundant cabinetry, and a full-size layout that supports everyday living or extended stays. A full laundry room with standard-size washer and dryer adds to the convenience. What truly sets this unit apart is its ground-floor accessibility, generous square footage, and a strong track record of staying dry during past storms—an increasingly important consideration for waterfront buyers. Island Reef is a well-maintained, financially sound Gulf-to-Bay community with no upcoming assessments and on-site management. Residents enjoy deeded beach access just a short walk away, along with bayfront boat docks (with lift options), two heated pools, tennis and pickleball courts, fitness center, clubhouse, and an active social calendar. The free Siesta Key trolley stops right in front of the community, providing easy access to Siesta Village, dining, shopping, Turtle Beach, and nearby marinas. Offered turnkey furnished, this is a compelling opportunity for full-time living or seasonal enjoyment—especially for buyers who recognize value when they see it. Schedule your private showing today.

8767 Midnight Pass Road Unit 101F, 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
$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
$1,300,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance. Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, Game room, Clubhouse, two Heated pools, Gas Grills, Carport, Parking, and PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week!

8764 Midnight Pass Road Unit A306, 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
$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
$599,000
2 Beds ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for entertaining after a day on the sand. Both bathrooms have been beautifully updated with designer finishes, including marble like tile shower and sleek quartz-top vanities, creating a spa like retreat. The thoughtfully designed floor plan is comfortable, stylish, and Turn-key move-in ready. Located in a highly desirable beachfront community with one week minimum rentals, this condo is an excellent investment or vacation getaway. Enjoy a heated pool and approximately 300 ft of private beach frontage, just steps from the Gulf’s crystal clear waters and powder soft sand. Ideally situated near Siesta Key Village, you’re moments from renowned dining, boutique shopping, and vibrant night life. Whether you are seeking a personal retreat, rental income, or both, this is coastal living at it’s best!

5830 Midnight Pass Road Unit 107, 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 ⋅ 2 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Siesta Key Beachfront Living at Jamaica Royale--Experience the best of coastal Florida in this fully renovated two-bedroom, two-bath condominium, perfectly situated on world-famous Siesta Key Beach. With 300 feet of private, powder-white quartz sand just steps away and no roads to cross, this Jamaica Royale residence delivers true beachfront living on a quiet, private lane. Step inside to a bright, open-concept layout featuring luxury flooring throughout. The gourmet kitchen shines with stainless steel appliances, quartz countertops, custom soft-close cabinetry, and stylish finishes. The spacious primary suite offers a serene retreat with a beautifully updated en-suite bath and walk-in shower, plus extra-deep double closets in both bedrooms for abundant storage. Recent upgrades include a new roof (2022), new water heater, new A/C, new appliances, updated plumbing, contemporary interior doors, and hardware—everything has been thoughtfully refreshed for move-in-ready comfort. Enjoy your morning coffee on the private patio, take advantage of convenient in-unit laundry, and park right outside your door. Resort-style amenities include three heated pools, plenty of lounge chairs, and lush tropical landscaping. Whether you’re relaxing to the rhythm of the Sunday drum circle, watching breathtaking sunsets, strolling the cool-to-the-touch white sand, or hopping on the free shuttle to Siesta Key Village for dining and shopping—this is relaxed, turnkey beach living at its finest.

5830 Midnight Pass Road Unit 94, 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
$1,125,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Surf & Racquet SubDv. ⋅ 34242 Zip Code
If tennis and pickleball courts, beachfront living, and exceptional rental potential are at the top of your list, welcome to Surf & Racquet Club on Siesta Key—where resort-style amenities and timeless island appeal come together seamlessly. This sought-after ground-floor residence in Building W (5916) offers effortless access, direct proximity to the beach, and a lifestyle that balances relaxation with activity. The interior has been thoughtfully renovated with a clean, sophisticated coastal aesthetic. The kitchen is a standout, featuring crisp white cabinetry, elegant quartzite countertops, stainless steel appliances, double ovens, recessed lighting, and bar seating ideal for casual entertaining or morning coffee before a walk on the sand. Both bathrooms have been updated to complement the home’s refined yet relaxed design. Warm hardwood floors provide a rich foundation in the living area, paired with fresh neutral tones and curated furnishings with woven textures—rattan and bamboo elements that nod to island living while maintaining an elevated feel. The primary suite offers a versatile vanity area, perfect for getting ready for an exciting night in Siesta Key’s vibrant village or preparing for another sun-filled day. The enclosed lanai, framed by expansive windows, overlooks the lush 13-acre grounds of Surf & Racquet with tranquil views toward the pool and palm-lined pathways leading to Siesta Key’s world-renowned beach. Your ownership grants access to 2 heated swimming pools, fitness center, a BBQ pavilion, and a recreation hall as well as an active tennis calendar where owners come together for fitness, fellowship and fun. Whether you’re seeking a polished beachfront retreat or a high-performing investment in one of the island’s most iconic communities, this residence delivers comfort, style, and the unmistakable allure of Siesta Key living.

5916 Midnight Pass Road Unit W102, Sarasota
$329,000
1 Beds ⋅ 1 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
Experience unparalleled island living at The Pointe, a gated waterfront community at Siesta Key’s southernmost tip. This beautifully updated 1-bedroom, 1-bathroom condo boasts breathtaking bay and Intracoastal views, offering the perfect blend of tranquility and modern convenience. The open-concept layout is enhanced by sleek flooring and a contemporary kitchen with updated appliances and stylish finishes. A spacious lanai, accessible from the living area and bedroom, provides the ideal spot for morning coffee or evening relaxation while soaking in picturesque water views. Ample storage and in-unit laundry add convenience to this thoughtfully designed space. The Pointe offers an array of resort-style amenities, including a heated pool, spa, sauna, and fitness center. Enjoy friendly matches on the lighted tennis and pickleball courts, or take advantage of private boat docks and a dedicated kayak launch for easy access to the surrounding waters. Residents enjoy just a short walk to Turtle Beach. Boater? Dock access is only $100/month on a first come, first serve basis. A great value for boat owners, The clubhouse and outdoor pavilion with BBQ grills make entertaining effortless. One of the most exciting aspects of this location is the recent reopening of Midnight Pass, restoring the natural water flow between the Gulf of Mexico and the Intracoastal Waterway. This revitalization has improved water clarity and marine life, making this area even more desirable for boating, fishing, and water sports enthusiasts. Just minutes away, Turtle Beach offers pristine sands and tranquil Gulf waters, while nearby Siesta Key Village provides a variety of dining, shopping, and entertainment options. Whether seeking adventure or relaxation, this vibrant community has it all. Furnishings optional, this stunning residence is move-in ready. Don’t miss the opportunity to own a piece of paradise in one of Siesta Key’s most sought-after waterfront communities. Experience the beauty, convenience, and coastal charm of The Pointe—your perfect island retreat awaits! SEE VIRTUAL TOUR LINK

9397 Midnight Pass Road Unit 603, Sarasota
$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
$480,000
2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code
Welcome to the World-famous Siesta Key Beach. Come check out This well maintained 2-bedroom 2 bath move in ready condo at Whitesands Village across the street from the public beach! Looking to enjoy living the beach lifestyle in Paradise at a great price. This property offers a heated swimming pool, sauna, nice club house, grills. Pet friendly! Siesta Key offers volleyball, pickle ball, yoga on the beach nature trails as well as shopping, restaurants, live entertainment! In Paradise with absolutely gorgeous sunsets !!This unit also offers a covered parking spot. It is also totally furnished with everything you would need just bring your personal belongings. It is available to rent out to friends as well as repeat quest that come back year after year. A new AC and water heater installed in 2023. Seller is Very motivated

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
$785,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
First-Floor Bayfront | No Stairs | Full Bay Views | Outdoor Patio. Enjoy effortless coastal living in this like-new, fully rebuilt residence (from the studs in), featuring all-new electrical, plumbing, HVAC, insulation, interior wall soundproofing, hurricane-impact windows, and five-year warranties on major appliances. HOA includes building and structural insurance, and internet/cable. Home has one assigned parking spot directly in front, and plenty of guest parking. Offered fully furnished and professionally styled—including electric shades, artwork, and accessories—this 2-bedroom, 2-bath home is truly turnkey and rental-ready with linens, kitchenware and more. Ideally positioned on the Intracoastal Bayfront, enjoy sweeping water views, passing boats, stunning sunsets, and fishing from the dock—or just enjoy your outdoor patio. Inside, the light-filled open layout showcases high-end finishes and a seamless flow between kitchen, living, and dining spaces. Spacious bedrooms provide private retreats, including a serene primary suite with a spa-like bath. Resort-style amenities include two heated pools, pickleball/tennis courts, fitness center, and two clubhouses with on-site rental capabilities. Private beach access is just an 8-minute walk to Siesta Key’s world-famous sands—offering the best of bayfront tranquility and Gulf access. Ideal as a full-time residence, vacation home, or income-producing property. Never been slept in, be the first to enjoy. No pending special assessments.

6063 E Peppertree Way Unit 111, Sarasota