Location: Sarasota , 34242
Do Not Show Listings
4819 HIGEL AVE, SARASOTA, FL 34242
$5,392,000608 Days on yellowkey MLS ID: A4620571
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4220 Built: 2024Community: Siesta BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the impressive front doors into the bright foyer which leads to the spacious great room, well-planned kitchen and bonus and/or dining room. Take in the beautiful wide views of the Grand Canal from your gorgeous pool, spa and travertine deck or while cooking from your outdoor kitchen. The first floor also features the primary bedroom, powder bath, and laundry room. The beauty of the home is the open concept living area which allows for natural light to flow from large windows and slider throughout the space. Located on the second floor are the second and third bedrooms each with their en suite bathroom. On the third floor, you will find another master suite where you can enjoy more waterfront views from its balcony. Enjoy your private den or office with walk in closet and mechanical storage closet. This home is situated in a prime location, just moments away from the world-famous Siesta Key Beach, known for its pristine beaches and clear waters. Close enough to famous Siesta Key Village but still out of the hustle and bustle. Also this home is in walking distance to The Out of Door Academy. Explore local dining and shopping or enjoy all the activities that Siesta Key living provides, fishing, boating, kayaking, walking, biking. You can even golf cart to the Siesta Key Village. Come see for yourself, this brand new residence and feel the Siesta Key life style. This is an exceptional custom home with well appointed extra features that will give you the best, easiest coastal living in Sarasota. Don't miss out on this home! Some photos virtually staged.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cassie Meyer (941-650-4935)
1248 NORTHPORT DR, SARASOTA, FL 34242
$2,500,000179 Days on yellowkey MLS ID: A4668459
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3250 Built: 1959Monthly Fee: $293 Tax: $13,819 (2025)Community: Royal Palm HarborSpa: NoSingle Family
Taxes:$13,819
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. Siesta Key, island living at its best. Welcome to your waterside home where you’ll enjoy a carefree, tropical lifestyle all year long. This home has been nicely maintained along with an extensive addition completed in 2015. The original home included two guest bedrooms with adjoining Jack and Jill bath plus a primary suite. The 1,200-square-foot addition included an oversized en suite with double sinks and vanity area, walk-in closet, three-headed walk-in shower plus a wall of linen closets. The addition also included a flex room used as an office, plus a 22-by-20-foot pantry/laundry area. A truck-friendly spacious garage with room to accommodate four vehicles and 8-foot high garage door was also part of the expansion. New can lighting installed in living room, dining area and kitchen in 2016 along with a new generous-sized kitchen island. The entire home has low maintenance polished concrete flooring that flows seamlessly throughout. Walls of sliding glass doors surround the oversized screened-in lanai and oversized pool. It’s easy to open up the entire house to the great outdoors when entertaining friends and family. For the boating enthusiast, the home sits on a canal with direct access to the Intracoastal Waterway and offers a 27-foot dock equipped with a 10,000-pound boat lift plus a dual jet ski lift. This home exemplifies the best of island living and don’t forget, world famous Siesta Key Beach is only a short distance away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
746 PLYMOUTH ST, SARASOTA, FL 34242
$1,500,000434 Days on yellowkey MLS ID: A4639522
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2185 Built: 1990 Tax: $10,134 (2024)Community: Siesta BeachSingle Family
Taxes:$10,134
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a vacation rental, or a full-time residence, this property checks all the boxes. The interior style will delight those who love mid-century modern decor! The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are elevated, ensuring that all living spaces are conveniently located on a single level. This thoughtful design and high elevation (including the driveway) provide easy access to the pool and give peace of mind – no flooding in the house or garage from recent storms. As you step inside, soaring 12-foot ceilings greet you in the foyer and main living area, with expansive glass sliding doors framing the view of the pool. The floor plan includes 3 spacious bedrooms, plus a versatile mother-in-law suite. The primary bedroom boasts enough room for a separate sitting area and direct access to the pool, while the second bedroom also enjoys direct pool views and access. The dining room and fourth bedroom have been reconfigured to form a cozy mother-in-law suite, but the original layout could be easily reinstated. Outdoor living takes center stage in this tropical oasis, with a heated pool offering the perfect retreat. The oversized, 26-foot deep two-car garage provides ample space for your toys and beach gear. Recent updates include a tankless hot water system and a new pool heater installed in 2022. Whether you choose to update the home to suit your personal style or enjoy its current mid-centrury modern vibe, the possibilities are endless. Located in a tranquil, natural setting, this property can become your peaceful beach escape, a rental investment, or a combination of both. Currently being used for short term rentals with owner in residence. Just a short walk or bike ride to the renowned Siesta Key beaches, along with easy access to local dining, shopping, and nightlife. This is a rare opportunity you won’t want to miss!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Carla Rayman Kidd, Pl (941-724-0519)
757 BEACH RD #308, SARASOTA, FL 34242
$595,50018 Days on yellowkey MLS ID: TB8492005
REDUCED by $33,500 (5.3%) on 04/01/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1970 Tax: $5,582 (2025)Community: Crescent RoyaleCondo
Taxes:$5,582
High School: Riverview High
Remarks: Prime location directly across the street from Siesta Key Public beach has a full Gulf view that enjoys gorgeous sunrises and sunsets! Unit was completely gutted and remodeled with high end finishes, paint, and furniture in 2011. Everything is in excellent condition. This third floor unit in the highly desired Crescent Royale Condominium complex has a screened lanai, assigned covered parking space and storage locker for beach gear. Complex has large heated pool, grills with picnic area, bike parking, shuffleboard, a Clubhouse with pool table, exercise room and bathrooms. One mile to the Village restaurants and shops. This unit is sold turnkey furnished and allows weekly rentals. Use excellent on-site management or DIY on VRBO and AirBNB. Start your revenue stream from day one - ask to see our stunning rental history! Great income producer - $48,622 in 2025
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,99916 Days on yellowkey MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully 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)
6005 MIDNIGHT PASS RD #S6, SARASOTA, FL 34242
$920,0001 Day on yellowkey MLS ID: A4690166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1672 Built: 1966 Tax: $8,727 (2025)Community: Provincial GardensVilla
Taxes:$8,727
Remarks: Make this beautifully decorated and extensively updated, maintenance-free, open floor plan, free-standing villa your very own piece of paradise. Offering two spacious bedrooms and bathrooms, a flex (den) space, a full size washer and dryer, and your very own lush private patio oasis, all designed with comfort and style in mind. No need to compromise between bay or beach access, with deeded access steps away from your Siesta Key retreat. Added peace of mind comes from no flooding or storm damage sustained from past storms, with the community located on one of the higher elevation points on the Key. Some of the many updates include an extensive renovation to replace the old 1960s cast iron drain lines under the property’s slab with all-new PVC lines. Once completed, designer selected wood look tile flooring was added throughout the majority of the home. This intrusive, time-consuming, and costly project has already been completed, putting a new owner at ease regarding future concerns and major costs. The roof and A/C are new as of 2025. The primary bathroom has been completely updated, along with new hardscaping and landscaping. Handpicked light fixtures and ceiling fans have been installed, along with brand new solid core doors throughout the home to reduce noise from room to room. New coastal colors and tones have been added to the interior, along with wider doorways and all new appliances within the past two years. The residence invites plenty of natural light into the home, with multiple windows and sliding glass doors enhancing the appeal of the split floor plan. The primary and guest suites are located on opposite sides of the villa, providing ample space and privacy for all. The kitchen features an abundance of soft closing cabinets, granite countertops, a large pantry, and stainless steel appliances. Throughout the villa, you will find plenty of built-in storage closets, crown molding, as well as both a walk-in shower (primary) and a soaking tub (guest). Open your three sliding glass doors to create a seamless extension of your living space into your private tropical sanctuary, complete with an outdoor shower. The guest suite also includes its own personal outdoor space. When you are ready to venture out and enjoy your surroundings, there is an endless list of options to keep you busy. Enjoy your morning coffee while watching the sunrise and wildlife at the community’s bay front park with a new seawall. Here, you will find a kayak launch with two storage racks specifically for your use. Head out on the water kayaking/paddle boarding among dolphins and manatees, or enjoy boating, jet skiing, or fishing for dinner. The community’s bay front park also includes a day dock for residents’ use. Ready to break a sweat or make new friends? Head to the public pickleball courts just a ten minute walk away. Prefer to take things a little slower? Choose between relaxing on the beach with the sand between your toes or reading a book by the pool, with deeded access to the beach and one of the largest heated pools on Siesta Key via Aloha Kai across the street. No need to bring chairs to the beach or pool, as they are provided for your convenience. Catch the free trolley to enjoy a casual lunch, happy hour, or a fine dining dinner. End your days watching the sunset over the Gulf with your drink of choice. Owners can rent their property on a monthly basis with three weekly rentals permitted a year (outside of Jan-March) and can have one small pet.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: James Tassell, Pllc (941-726-0723)
4708 OCEAN BLVD #E4, SARASOTA, FL 34242
$2,290,0004 Days on yellowkey MLS ID: A4689440
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,662 (2025)Community: Windward PassageCondo
Taxes:$16,662
Remarks: Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
8767 MIDNIGHT PASS RD #505F, SARASOTA, FL 34242
$600,00035 Days on yellowkey MLS ID: A4686097
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1979 Tax: $6,205 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$6,205
Remarks: Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value!
Listing Agent: Kaitlin Kuhn (941-400-7861)
1313 SIESTA BAYSIDE DR #1313D, SARASOTA, FL 34242
$639,00087 Days on yellowkey MLS ID: A4678960
REDUCED by $30,000 (4.5%) on 04/17/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,865 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,865
Remarks: Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview, complemented by a private single-car garage, driveway parking, and additional guest parking conveniently located across the street. Enjoy deeded beach access to world-famous Siesta Beach, renowned for its bright white quartz sand and crystal-blue Gulf waters, just a short walk away, while the Siesta Key Village shops and restaurants are an easy drive, bike, or golf cart ride. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, walking paths, a fishing pier, fitness center, clubhouse, BBQ and picnic areas, and lush tropical landscaping, delivering the perfect blend of relaxed island living and strong income potential in one of Siesta Key?s most desirable communities.
Listing Agent: Shane Lewis (941-685-3252)
5830 MIDNIGHT PASS RD #705, SARASOTA, FL 34242
$1,240,000137 Days on yellowkey MLS ID: TB8451655
0 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1285 Built: 1976 Tax: $10,763 (2024)Community: Jamaica Royale Tower IiSpa: NoCondo
Taxes:$10,763
Remarks: Under contract-accepting backup offers. Welcome to your beachfront oasis! VIDEO WALK THROUGH AVAILABLE UPON REQUEST. Discover your perfect getaway in this beautifully refreshed 7th-floor condo, offering stunning balcony views of the Gulf of Mexico. With 1,285 square feet of living space, this fully furnished property features 2 bedrooms and 2 full bathrooms—all you need to bring is your bathing suit and toothbrush! The light-filled great room seamlessly connects the kitchen, living area, and dining space, making it ideal for relaxation and entertaining. Recent upgrades include new HVAC (3/2026), elegant touches like solid surface countertops, a stylish backsplash, and pendant lighting in the kitchen, along with a freshly painted interior and new lighted ceiling fans, The primary bathroom boasts a new solid surface vanity, a backlit mirror, a glass shower door, and designer tiled flooring, just to name a few. After a day at the beach, take a refreshing dip in the pool or unwind on your spacious balcony while watching the sunset. With an onsite management team, your beach retreat promises to be both profitable and hassle-free. This condo has a robust rental history, making it a fantastic investment opportunity for vacation rentals. Residents and guests of Jamaica Royal benefit from deeded assigned parking and access to private beach chairs. Located in a prime area, you can easily explore local restaurants and enjoy live music, all just a trolley or bike ride away. Don’t miss your chance to own this incredible piece of paradise!
Listing is courtesy of: PLUMLEE GULF BEACH REALTY (727-595-7586)
Listing Agent: Beverly Schroeder (727-422-5779)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,0008 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
4900 OCEAN BLVD #304, SARASOTA, FL 34242
$750,00033 Days on yellowkey MLS ID: A4686177
REDUCED by $45,000 (5.7%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1978Monthly Fee: $1,371 Tax: $9,084 (2025)Community: Sandy Cove IvCondo
Taxes:$9,084
Remarks: Perched among the treetops in the beloved Sandy Cove community on Siesta Key, this beautifully renovated 2BR/2BA residence offers a rare blend of privacy, charm and authentic island living. With 1,200+/- sq. ft. of thoughtfully designed space and three private balconies, life here feels like a peaceful retreat surrounded by nature, where sunlight filters through the trees and the gentle sounds of the island become part of every day. Inside, the residence has been fully updated with a relaxed tropical style that feels both fresh and welcoming. The open floor plan centers around a spacious waterfall quartz island that anchors the kitchen and living areas, creating a natural gathering place for entertaining or quiet evenings at home. Large sliding doors open to the balconies, extending the living space outdoors and welcoming in the Gulf breezes. Morning sunrises fill the residence with soft light, creating an airy atmosphere as the trees rustle just beyond the windows. From the balconies, it is common to see mourning doves, egrets and osprey gliding overhead, with the occasional eagle soaring past. The primary suite features his-and-her closets and private balcony access, while the guest bedroom and bath provide comfortable accommodations for family or visitors. All sliders and windows come with custom room darkening shades. The unit also offers reserved covered parking, assigned storage unit, inside mail room and secured door code entry. The HOA covers sewer, water, pest control, trash, lounge chairs, umbrellas and tables at the pool and beach, and one Gig of fiber optic Internet. The stroll to the waterfront is part of the experience itself. A winding path lined with banyan and palm trees leads to Sandy Cove’s private Gulf-front lawn and beach area. When you turn the corner and the Gulf opens before you, the moment feels almost surreal, like you have just arrived in paradise. Located within Sandy Cove, a distinctive Old Florida community designed by Sarasota School of Architecture master Frank Folsom Smith, residents enjoy private beach access, kayak and paddleboard storage, clubhouse for entertaining, fishing pier and a quaint beach area with chairs and tables to relax, read a book, chat with friends and watch the dolphins play while enjoying magnificent sunsets and panoramic Gulf views that capture the timeless spirit of the island. Ideally positioned on the north end of Siesta Key, Sandy Cove IV sits just a short walk or bike ride from Siesta Key Village, where you can spend the afternoon browsing boutiques, enjoying fresh seafood and vibrant dining, catching live music drifting from open-air patios or simply taking in the laid-back rhythm that makes the Key such a beloved destination befitting its world-famous beach. Here, the feeling is unmistakable. The breeze, the water and the view become your own sanctuary, a place where it quietly feels like vacation is always waiting just outside your door.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Tracey Stetler (941-266-9001)
5362 SHADOW LAWN DR, SARASOTA, FL 34242
$4,950,000164 Days on yellowkey MLS ID: A4667008
0 Days Off yellowkey (back on 4/16/2026)
REDUCED by $445,000 (8.2%) on 04/04/2026
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4294 Built: 2023Monthly Fee: $17 Tax: $36,494 (2024)Community: Siesta IslesSpa: YesSingle Family
Taxes:$36,494
Remarks: Under contract-accepting backup offers. Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
679 NORSOTA WAY, SARASOTA, FL 34242
$7,500,00018 Days on yellowkey MLS ID: A4687909
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3788 Built: 1926 Tax: $23,415 (2025)Community: Bay IslandSingle Family
Taxes:$23,415
Remarks: Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods.
Listing Agent: Nick Gard (941-500-4273)
436 CANAL RD #A, SARASOTA, FL 34242
$1,795,00075 Days on yellowkey MLS ID: A4678784
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2756 Built: 2002 Tax: $19,424 (2025)Community: Siesta Villas 1Townhouse
Taxes:$19,424
Remarks: Superb Location. Big Family Retreat. Excellent Investment. Quiet Beach Days. The search for your ultimate beach retreat ends at 436 Canal Road. This 3-bedroom, 3 ½ bath home has all the extras you’re looking for. Your home is located just steps to world famous Siesta Key Beach. You are an easy walk, bike ride, or golf cart drive to Siesta Key Village where you will experience great food, entertainment and eclectic shopping. Enjoy fishing or dropping your kayak or paddleboard off your private community dock to explore Siesta Key by water. Or relax by the west-facing pool shared by only 4 units. At home, use your interior elevator to take you to all four floors. The oversized garage comes with a new garage door, a mini-split AC unit and plenty of room for your golf cart and beach toys. The first floor of living space has an open-plan kitchen with stainless steel appliances, a dining area and living room. There is also a balcony, laundry and half-bath on this floor. The next floor contains 3 spacious bedrooms and 2 baths. The Primary bedroom has an en-suite with dual sinks, both a garden tub and shower, and two walk-in closets. The top level had a surprise flex space that opens to the large roof top terrace with stunning views of the gulf. The flex space currently has 2 twin beds, a wet bar with under-counter sink, and a full bath with shower. Your home has a 2026 Roof, 2-AC units (2025 and 2022), and new Garage Door (2025). The property is currently being utilized as a WEEKLY rental and sleeps 8. The community is pet-friendly (owners only). Seller is grossing $100k using VRBO. Projections of $167,000+ with property manager. Come visit paradise on Siesta Key.
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #902, SARASOTA, FL 34242
$925,000197 Days on yellowkey MLS ID: A4666851
REDUCED by $20,000 (2.1%) on 04/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1967 Tax: $10,547 (2025)Community: Horizons WestCondo
Taxes:$10,547
Elementary School: Gulf Gate Elementary
Remarks: Your Dream Beach Escape Awaits on Siesta Key! Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day. This spacious 1-bedroom, 1-bath unit features a sleek open floorplan with panoramic views from the living, dining, and kitchen areas. Fully furnished and move-in ready, it includes impact windows and doors, 2021 AC, new glass railings for unobstructed beach views, and updated appliances. The bedroom offers custom closets and en-suite bath with a modern walk-in shower. A large walk-in pantry provides extra storage. Add a sleeper sofa or Murphy bed to easily host guests. Located in Horizons West, a 7-acre gulf-to-bay community with 300 feet of private beach, beachside pool and spa, grilling areas, clubhouse, and a bayside park with day dock—perfect for kayaking, fishing, or relaxing by the intracoastal waterway. A second pool is located next to the Community Clubhouse. Hop on the free Siesta Key trolley to explore local dining, shopping, and entertainment. This is more than a condo—it’s your gateway to paradise.
9011 MIDNIGHT PASS RD #228, SARASOTA, FL 34242
$399,0001100 Days on yellowkey MLS ID: A4566083
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 783 Built: 1974 Tax: $4,116 (2022)Community: Sunrise Cove Sec 4Condo
Taxes:$4,116
Tax Year: 2022
Remarks: The Lowest Entry Price on the Water! Investor Alert: This is the lowest-priced condo currently available in Sunrise Cove, making it the absolute best entry price for a highly desirable waterfront investment on Siesta Key. Direct Intracoastal Waterway views from your lanai, living area, and bedroom. Enjoy sunrises over Little Sarasota Bay and sunsets at Turtle Beach (deeded beach access across the street). Fully furnished 1-bedroom, 1-bathroom unit featuring an updated kitchen (stainless steel appliances) and a custom-built queen Murphy Bed for maximum sleeping capacity. Rental Income Generator: Community allows lucrative one-month rentals with convenient on-site management Unbeatable Amenities • 2 bayside heated pools • Lighted tennis and pickleball courts • Large clubhouse with fitness rooms and billiards • Boat docks available for a low yearly fee • Adjacent to Turtle's Restaurant and Ophelia's Restaurant • Free trolley stop across the street for easy access to Siesta Key Village and Public Beach. Secure your piece of Siesta Key waterfront real estate at a game-changing price!
Listing Agent: Maurice Menager (941-238-8119)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$469,90085 Days on yellowkey MLS ID: A4678954
REDUCED by $5,100 (1.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
161 VISTA HERMOSA CIR #26-A, SARASOTA, FL 34242
$539,000189 Days on yellowkey MLS ID: A4667260
REDUCED by $20,000 (3.6%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1971 Tax: $4,555 (2025)Community: Vista HermosaVilla
Taxes:$4,555
Remarks: Price Reduction! One of the best Values on Siesta Key! Discover the perfect blend of privacy, convenience, and income potential with this beautifully renovated, freestanding Villa located in the heart of Siesta Key. Tucked away in the sought-after Vista Hermosa community, this light-filled retreat offers the feel of a private home with all the benefits of low-maintenance island living. This newly renovated, two bedroom two bath, Villa showcases: impact windows and doors, stainless steel appliances, ceramic plank flooring throughout, Washer/Dryer and beautiful, coastal furnishings. Just a short stroll brings you to the powdery sands of Crescent Beach, one of the Gulf Coast’s most beloved spots for sun, surf, and stunning sunsets. Whether you're looking for a personal coastal getaway or a lucrative investment, this villa delivers – with biweekly rental options that allow you to generate steady income throughout the year. Inside, enjoy a freshly updated interior featuring modern finishes and a bright, open layout. Outside, hop on the free Siesta Islander Trolley for easy access to vibrant Siesta Village, where you'll find charming shops, restaurants, and entertainment. This is your chance to own a move-in ready, income-producing villa in one of Florida’s most desirable beach communities. Home is being offered turn key furnished.
Listing Agent: Joe Kesslak (941-321-8585)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000233 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
Listing Agent: Chad Fonder (941-961-3865)
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