Location: Sarasota , 34242
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471 ISLAND CIR, SARASOTA, FL 34242
$2,100,00025 Days on yellowkey MLS ID: A4698115
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2922 Built: 2014 Tax: $13,929 (2025)Community: Sarasota BeachSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,929
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Offered for the first time, 471 Island Circle is a private contemporary coastal retreat designed for modern luxury, effortless living and the ease of a low-maintenance Siesta Key lifestyle. Ideally positioned in the community of Palm Island, close to Siesta Beach and the charm of Siesta Village, this three-level residence offers a rare blend of privacy, quality construction and everyday comfort in one of the island’s most desirable settings. From the gated entry and walled-courtyard approach to the private pool area, the home feels wonderfully tucked away while remaining moments from the beach, boutiques, dining and the relaxed energy that makes Siesta Key so loved. Built by MGB (My Green Building) with a focus on strength, efficiency and peace of mind, the residence features solid concrete block construction, reinforced with rebar and poured concrete tied to the roof structure, impact-rated materials and a low-maintenance exterior. It is an ideal lock-and-leave island home for those who want to enjoy the beauty of coastal living without the demands of a more traditional high-maintenance property. Inside, a striking floating steel staircase with stainless steel cable detailing creates a memorable first impression, while the elevator provides easy access to all levels. The upper main living level is filled with natural light, with open dining and family spaces designed for comfortable everyday living and easy entertaining. The sleek Cucina Ricci kitchen features abundant contemporary cabinetry, quartz countertops and premium Thermador appliances, including dual ovens, an icemaker, a five-burner induction cooktop, a concealed refrigerator and wine refrigeration. A cleverly designed hidden television rotates to be viewed from both the kitchen and living areas. Just beyond, a large west-facing balcony extends the living space outdoors and offers a beautiful setting for open-air dining, sunset cocktails and evening breezes. A stylish half bath completes the main living level. The second floor offers three en suite bedrooms, each thoughtfully designed with privacy and comfort in mind. Contemporary baths feature striking tile selections, floating vanities and clean modern finishes. An additional balcony overlooks the private courtyard pool below, creating a quiet connection between the interiors and outdoor living spaces. A convenient laundry room is located nearby. Outdoors, the walled pool courtyard is designed for privacy, sunning, swimming and relaxed coastal enjoyment, offering the feel of a private resort with minimal upkeep. Additional features include two-zone air conditioning for enhanced efficiency, generous storage and a two-car tandem garage. From morning at the beach to evenings near the Village or sunset views from your own balcony, every day here feels like a vacation. When you are ready to explore beyond the island, vibrant downtown Sarasota is just a short drive away, offering world-class dining, arts and culture and entertainment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
6157 MIDNIGHT PASS RD #A51, SARASOTA, FL 34242
$340,000148 Days on yellowkey MLS ID: TB8482718
REDUCED by $10,000 (2.9%) on 07/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 690 Built: 1974 Tax: $3,852 (2025)Community: Bay OaksCondo
Taxes:$3,852
Elementary School: None
High School: None
Middle School: None
Remarks: Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full kitchen and reserved covered parking, a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your own lanai! It is also a stone's throw away from the community's heated pool. The unit was refreshed with an updated bathroom, kitchen, lanai tile and added insulation for efficiency and sound dampening. The Bay Oaks community amenities include a heated pool, tennis court, dock on the bay, fishing pier, community barbecue grill, community billiard room, 1 parking space (and access to additional visitor space) and all common area and outdoor maintenance. Internet, water, and trash are also included in the fee. The community is on the Siesta Key trolley line with a stop right out front. Located near the vibrant Sarasota nightlife, upscale shops and dining options, there's always something to explore. Did I mention Siesta Key was named #1 beach in AMERICA and 4th in the WORLD? Its nearly 99% quartz-crystal powdered sand, dubbed the “world’s finest, whitest sand”, never gets hot under the Gulf Coast sun and tropical weather. The 2016 $20 million-dollar renovation added a new playground, two concession stands, more restrooms, a half-mile long esplanade, many shelters and pavilions, and a renovated Sarasota School of Architecture pavilion. With 950 free parking spaces, this venue provides the most parking for any public beach in Sarasota County. You will want to check this out for yourself. Book a week vacation and explore before you buy or book a single showing. Either way, you won't be disappointed.
Listing is courtesy of: TAM BAY REALTY LLC (813-493-2913)
Listing Agent: Natalie Spencer (813-417-7331)
20 WHISPERING SANDS DR #501, SARASOTA, FL 34242
$1,199,00038 Days on yellowkey MLS ID: A4697523
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $6,764 (2025)Community: Whispering SandsSpa: NoCondo
Taxes:$6,764
Remarks: Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!
Listing Agent: Christopher Bush (941-404-9504)
603 TREMONT ST, SARASOTA, FL 34242
$3,690,00044 Days on yellowkey MLS ID: A4697224
0 Days Off yellowkey (back on 7/3/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3996 Built: 2025 Tax: $7,175 (2025)Community: Waterside-Wood Siestas BaysidSingle Family
Taxes:$7,175
Remarks: Under contract-accepting backup offers. Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,600,000252 Days on yellowkey MLS ID: A4672742
REDUCED by $50,000 (1.9%) on 06/22/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$18,228
Tax Year: 2024
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,000142 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing Agent: Peg Davant (941-356-4552)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000283 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,999120 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
589 COMMONWEALTH LN, SARASOTA, FL 34242
$2,200,00090 Days on yellowkey MLS ID: R4910990
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1972 Tax: $9,116 (2025)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$9,116
Remarks: Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024, and since then the electric and plumbing systems were totally redone. The brand new flooring is a beautiful sandy tile, much like the color of the sand on world renowned Siesta Key beach. Take invigorating walks or bike rides and view the magnificent sunsets on the beach. The roof is older but has been inspected and is in excellent condition. There are lots of plush plantings and a dock right outside of the screened pool and lanai. Come see for yourself! This home should not be missed! Buy yourself a piece of paradise, there's only so much to go around!
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: June Mceleavy (941-228-8139)
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,249,000179 Days on yellowkey MLS ID: A4680695
REDUCED by $150,000 (10.7%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Remarks: Under contract-accepting backup offers. This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,900187 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: 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!!
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000202 Days on yellowkey MLS ID: A4676979
REDUCED by $4,000 (0.5%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979Monthly Fee: $1,243 Tax: $6,173 (2025)Community: Siesta Dunes BeachCondo
Taxes:$6,173
Remarks: Welcome to your slice of paradise at Siesta Dunes Beach Community. This beautifully maintained 2-bedroom, 2-bath end-unit is located on the second floor and is offered turnkey furnished, making it ideal as a vacation getaway, investment property, or full-time residence. Being an end unit, the condo is filled with extra natural light and offers a charming peek-a-boo ocean view to remind you just how close you are to the beach. Enjoy peace of mind with recent upgrades, including a newer AC, newer roof, and brand-new impact windows (2025). The unit includes a covered parking space and the community provides private beach access and beach chairs, so you’re ready to enjoy the Siesta Key lifestyle from day one. With weekly rentals allowed, this property offers excellent rental potential in a highly desirable beachfront community. Whether you’re relaxing on the sand or generating income, this Siesta Dunes condo checks all the boxes for coastal living which will not disappoint.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
1220 SIESTA BAYSIDE DR #1220-A, SARASOTA, FL 34242
$729,000215 Days on yellowkey MLS ID: A4676258
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1988 Tax: $6,855 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,855
Remarks: Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
522 COMMONWEALTH LN, SARASOTA, FL 34242
$1,350,00034 Days on yellowkey MLS ID: A4696439
1 Days Off yellowkey (back on 7/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1990 Built: 1979 Tax: $5,889 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$5,889
Remarks: Rare Grand Canal redevelopment opportunity on Siesta Key, offered at land value. This estate-sale homesite delivers approximately 168 feet of water frontage, among the most generous on the Grand Canal, along one of the canal's widest, most open stretches, with long water views and exceptional ease of egress. Boaters enjoy quick passage to the Intracoastal Waterway and on to the Gulf, with the bridge just minutes away. On a peaceful cul-de-sac, the site pairs privacy with proximity, with a short bike ride to the powdery white sand of top-rated Siesta Key Beach. Build anew and capture full water views or renovate to your vision. While the primary value is the exceptional lot, according to the seller, water has not intruded the interior of the existing home. Sold at land value, buyer to perform all due diligence. Opportunities of this width, frontage and location on the Grand Canal are exceedingly rare.
Listing Agent: Karen Whitaker (941-724-6969)
8456 MIDNIGHT PASS RD, SARASOTA, FL 34242
$1,490,000106 Days on yellowkey MLS ID: TB8497342
REDUCED by $410,000 (21.6%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 966 Built: 1962 Tax: $7,269 (2025)Community: Heron Lagoon Lodge SubSingle Family
Taxes:$7,269
Elementary School: Southside Elementary
High School: Riverview High
Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
6154 MIDNIGHT PASS RD #A-05, SARASOTA, FL 34242
$595,000122 Days on yellowkey MLS ID: A4687809
REDUCED by $30,000 (4.8%) on 07/02/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,422 (2025)Community: Casa Blanca VillasVilla
Taxes:$4,422
Remarks: PRICE IMPROVEMENT! Now the lowest priced 2 bed/2 bath on the Gulf side of Midnight Pass plus the added bonus of in-unit laundry, this Siesta Key condo offers unmatched value! Casa Blanca is a charming Gulf-side community with a mix of cozy villas and a three-story beachfront building overlooking the Siesta Key’s world famous Crescent Beach. This residence features 2 bedrooms and 1.5 beautifully renovated baths, thoughtfully designed for comfort and convenience. The full bath is accessible from the hallway, while the primary bedroom enjoys its own private half bath. Inside, the turnkey space is light and inviting, with comfortable furnishings and subtle coastal touches that create a relaxed, welcoming feel. The kitchen is well-equipped for everything from a hearty breakfast to a seafood dinner after a day in the sun. Step outside to enjoy true beach living—an outdoor shower makes rinsing off sand a breeze, and the screened lanai offers the perfect spot to dine al fresco, unwind with a drink, or enjoy a casual game night with friends, family or neighbors. Casa Blanca allows short-term rentals (5–7 nights, owner’s choice), making this an attractive option for both personal use and income potential. Community amenities include a large, sparkling pool just a short stroll from your front door. Hop on the Breeze Trolley to enjoy the vibrancy of the north or south village, while a quick drive has you in the heart of Sarasota: home to refined arts, entertainment and eateries that are absolutely worth the trip off the island. Whether you’re looking for an investment opportunity, seasonal escape, or full-time island retreat, this villa offers the best of Siesta Key living—comfortable, flexible, and effortlessly enjoyable.
Listing Agent: Rudy Dudon (941-234-3991)
1035 SEASIDE DR #503, SARASOTA, FL 34242
$4,650,000196 Days on yellowkey MLS ID: A4677354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2518 Built: 2023 Tax: $48,319 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$48,319
Remarks: 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.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$750,000415 Days on yellowkey MLS ID: A4655560
1 Days Off yellowkey (back on 7/1/2026)
REDUCED by $20,000 (2.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Remarks: Under contract-accepting backup offers. Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1280 HIDDEN HARBOR WAY, SARASOTA, FL 34242
$8,500,00030 Days on yellowkey MLS ID: A4696603
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5649 Built: 2002Monthly Fee: $333 Tax: $65,212 (2025)Community: Hidden HarborSpa: YesSingle Family
Taxes:$65,212
Remarks: Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.
1142 WINDSONG LN #B, SARASOTA, FL 34242
$4,500,00030 Days on yellowkey MLS ID: A4696657
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 3891 Built: 2024 Tax: $32,220 (2025)Community: 1142 Windsong Lane Land CondoSpa: YesCondo
Taxes:$32,220
Remarks: There is only one — Golden Set. Some residences embrace their surroundings. Others become an extension of them. Golden Set invites the island in—rich woods, woven textures, botanical motifs, and warm metallic accents establish a residence that feels both worldly and deeply rooted in Siesta Key. Your legacy, engineered for a lifetime of stories at a scale only you could imagine. This private resort centers around a breathtaking saltwater pool within its fully fenced backyard. Cross the sun shelf to the swim-up bar or unwind beneath the custom rock waterfall and built-in slide. Host championship matchups of pool volleyball or basketball, perfect your short game on the putting green, or dine alfresco beneath covered seating with multiple televisions and a state-of-the-art outdoor kitchen. Inside, nearly 3,600 square feet unfold across multiple levels connected by a private elevator. The great room serves as the social heart of the home – an exceptional setting for gatherings while the chef’s kitchen supports your culinary imagination. Festivities transition effortlessly from the expansive living and dining areas onto the terrace, blending the boundary between indoor elegance and outdoor paradise. The upper levels are devoted to privacy in four en-suite guest rooms and multiple viewing balconies. At the pinnacle of the residence lies its most exclusive destination. A well-appointed club room, complete with a half bath, creates an elevated entertainment hub, while the rooftop terrace, perched 50 feet above the island, is the final expression - sunrise over Siesta Key, long afternoons beneath the island sun, and evenings illuminated by the fading glow of the Gulf horizon. The secluded primary suite occupies the home's most private position, delivering breathtaking Gulf views, a spa-inspired bath, and the rare luxury of complete retreat. Here, your final view of the day is nothing short of spectacular. More than a home, Golden Set is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.
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