Location: Sarasota , 34242
Do Not Show Listings
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,470,00085 Days on yellowkey MLS ID: A4680695
REDUCED by $29,000 (1.9%) on 04/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,646
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This gulf front sophisticated third floor end unit with lots of natural light and forever simply breathtaking gulf & beach views is a magnificent beach getaway in a gated community! Both luxurious & elegant this 2 bedroom, 2 bath condominium simply wows you! The stunning porcelain flooring radiates a glow throughout the entire space while reflecting the abundance of natural light. The spacious well designed kitchen is a show stopper featuring exquisite custom wood cabinetry, complimented by beautiful granite countertops & top of the line stainless steel appliances. The bathrooms provide a chic retreat, furnished with inviting finishes & fixtures inclusive of a jetted spa in the main bath. The large laundry room with a sink & extra storage adds to the easy & convenient resort living. Enjoy the beach views while watching some beach volleyball from your living room. Close to the action, yet perfectly private. The large sliding windows give the option to enjoy fresh gulf breezes while taking in the breathtaking beach & blue water & sky. This is one of very few places that offer gulf front views & beach access out your door. Gulf & Bay Condominiums are situated on 32 acres of delightful tropical landscaped property on Siesta Beach with a complete resort like feel & 800 feet of private beach, 3 swimming pools, pickleball, tennis, racquetball, basketball, shuffleboard & an indoor hot tub! Make use of all the additional amenities inclusive of the fitness center, numerous BBQ areas, electric vehicle stations & car wash area. This unit has a designated covered parking spot, acres to roam and that world class white sand beach to walk to your hearts content then fall asleep to the sound of the waves rolling in. There is a guest suite can be reserved exclusively by owners for family & friends. Just minutes away is a nice variety of restaurants & shops in Siesta Village. Whether you're seeking a full-time residence, vacation retreat, or an investment opportunity, this exceptional condominium is a rare find. Don't miss your chance to own a slice of paradise on Siesta Beach!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
9226 MIDNIGHT PASS RD #3B, SARASOTA, FL 34242
$725,00088 Days on yellowkey MLS ID: A4679789
REDUCED by $25,000 (3.3%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1223 Built: 1982Monthly Fee: $500 Tax: $4,453 (2025)Community: Castaway CoveSpa: NoCondo
Taxes:$4,453
Tax Year: 2025
Remarks: PRICE IMPROVEMENT!! It’s time to SIMPLIFY! Sun. Sand. Surf. Welcome to this completely renovated residence at Castaway Cove, a boutique waterfront condominium community tucked away on the quiet south end of Siesta Key, just a short walk to Turtle Beach. This second-floor unit offers a rare coastal vantage point with sweeping views of Blind Pass Lagoon, the Intracoastal Waterway, and the Gulf of Mexico, delivering a rarely found three-water perspective. Morning light reflects across the lagoon, afternoons might feature manatees or dolphins, and evenings are reserved for unforgettable sunsets over the Gulf. Dock space is available for boating enthusiasts, and the calm lagoon waters provide ideal conditions for kayaking and paddleboarding from Castaway’s private launch toward the newly-opened Midnight Pass. The residence has been remodeled wall to wall and floor to ceiling since 2020, with thoughtful attention to both design and infrastructure. The open floor plan blends the kitchen, dining, and living areas seamlessly, allowing water views to take center stage from nearly every angle. Porcelain tile flooring runs throughout the entire unit, creating a clean, cohesive look that complements the seaside setting. The kitchen features shaker-style Providence White cabinetry with glass-front display cabinets and interior lighting, a pantry with pull-out shelving, Pompeii Quartz countertops, a Glazzio tile backsplash, and updated appliances including refrigerator, range, dishwasher, built-in microwave, washer, dryer, and HVAC system. The primary suite, perched above Blind Pass, is a serene retreat with crown molding, solid core doors, and custom closet systems with mirrored panels. The ensuite bath offers dual vanities topped with Pompeii Quartz, a walk-in shower with glass enclosure, tiled bench, multiple body jets, subway tile walls, and subtle motion-sensor lighting. The guest suite, with views of the ICW, features a barn door entry and a bath with cast-iron tub and quartz-topped vanity. A screened lanai extends the living space outdoors with porcelain tile flooring, a tongue-and-groove ceiling, new screens and railings, and tranquil water views that invite morning coffee or evening relaxation. Additional features include recessed lighting throughout, ceiling fans, a woven dining area chandelier, sheer and room-darkening solar shades, Schlage door lock, Ring doorbell, and Nest thermostat. Castaway Cove is a low-density community of just eight residences offering ample parking, professional management, and exceptionally low association fees. Recent community improvements include a new seawall, refreshed landscaping, updated exterior lighting and irrigation system, and a freshly painted building. The two-story structure is NOT subject to a Milestone Inspection. Furnishings may be available for a truly turnkey opportunity.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
4900 OCEAN BLVD #201, SARASOTA, FL 34242
$699,000128 Days on yellowkey MLS ID: TB8456849
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1978 Tax: $7,974 (2024)Community: Sandy Cove IvSpa: NoCondo
Taxes:$7,974
Remarks: Enjoy coastal living in this updated 2-bedroom, 2-bath Siesta Key condo, just minutes from Siesta Key Village and the beach. The second-floor residence features a fresh coastal design and a kitchen remodeled in 2020 with granite countertops, stainless-steel appliances, and a washer/dryer. Natural light fills the space through large sliders that open to two spacious lanais with peaceful water and nature views. One of the community’s true highlights is the waterfront area behind the historic Buster Brown clubhouse—perfect for sunsets, shoreline or pier fishing, and watching the Gulf and bay come together. The private pier also provides kayak and water access. Residents enjoy an elevator-accessible lobby, a pool, and a grilling area, creating a relaxed coastal feel ideal for seasonal or year-round living. Being sold fully furnished, with AC replaced in 2022.
Listing is courtesy of: PINPOINT REALTY GROUP LLC (813-805-2112)
Listing Agent: David Broecker, Llc (813-437-5550)
420 BEACH RD #203, SARASOTA, FL 34242
$1,249,000496 Days on yellowkey MLS ID: A4631493
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $10,693 (2025)Community: Siesta Gulf ViewCondo
Taxes:$10,693
Remarks: Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can enjoy both the beauty of the shoreline and the natural dune vegetation that makes this second-floor perspective feel close and connected to the beach. This floor level offers an ideal balance of easy access and elevated views: take the stairs for quick trips to the beach, pool, or parking garage, or use the elevator if preferred. No long waits, no hassle, just effortless access to every amenity. The TURNKEY FURNISHED layout includes a light-filled open kitchen with eat-in nook (perfect as a dinette or office), two spacious walk-in closets, separate laundry room, and generous storage throughout. Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping nearing completion, with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Pet lovers will appreciate that up to two small pets are welcome. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate island lifestyle. Don’t miss this opportunity to claim your piece of paradise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jennifer Russo (212-683-1173)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000138 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSpa: YesSingle Family
Taxes:$7,045
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
1080 W PEPPERTREE LN #305A, SARASOTA, FL 34242
$1,135,0006 Days on yellowkey MLS ID: A4690895
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1365 Built: 1974Monthly Fee: $1,239 Tax: $7,537 (2025)Community: Peppertree Bay IvSpa: NoCondo
Taxes:$7,537
Remarks: Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$525,0007 Days on yellowkey MLS ID: A4690769
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
218 PASS KEY RD #218, SARASOTA, FL 34242
$645,00017 Days on yellowkey MLS ID: A4689143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1973Monthly Fee: $1,323 Tax: $5,091 (2025)Community: Sandy Cove IiiCondo
Taxes:$5,091
Remarks: Enjoy the best of Siesta Key living in the highly sought-after Sandy Cove III, an intimate waterfront community of just 16 residences. This beautifully maintained, turnkey-furnished 2-bedroom, 2-bath condo offers comfort, style, and an unbeatable location just moments from Siesta Key Village and the Gulf. The open-concept main living area features tile flooring throughout and a thoughtfully updated kitchen with upgraded cabinetry and countertops, perfect for entertaining. Storm-rated sliding glass doors provide peace of mind while bringing in abundant natural light. An indoor laundry area adds convenience to everyday living. The second level includes a spacious guest bedroom, full bath, and a versatile bonus room currently used as an additional sleeping space—ideal for guests or a home office.Surrounded by lush tropical landscaping, Sandy Cove III offers a true coastal retreat with amenities including a heated community pool, kayak storage, and a charming historic clubhouse. Residents enjoy access to a private fishing pier and shell beach, where you can take in breathtaking Gulf views and unforgettable sunsets.This pet-friendly community is just a short walk to Siesta Key Village, known for its vibrant dining, shopping, and entertainment. Plus, you’re only a short drive to downtown Sarasota and St. Armands Circle for world-class shopping, dining, and cultural attractions. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property checks all the boxes. Schedule your private showing today and experience the very best of Siesta Key living.
Listing Agent: Tim Yocum, Sr (941-915-4545)
101 WHISPERING SANDS DR #105, SARASOTA, FL 34242
$699,00037 Days on yellowkey MLS ID: A4686924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $4,088 (2025)Community: Whispering Sands Sec 3Condo
Taxes:$4,088
Remarks: INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL WATER VIEWS throughout all Living Areas!..... Located in the Whispering Sands Community you will be able to WALK to the adjacent Village as well as ENJOY over 800' of PRIVATE deeded "white baby powder quartz sands" Beach Access; (2) Heated Pools; clubhouse, fitness center; beachside tiki and so much more in a true "residential neighborhood" setting. Bright & Spacious Open Floor Plan; Updated Kitchen and Baths with Quartz Countertops & Backsplashes; Hurricane Impact Sliders (ordered and installed May 2026) and an Expansive Lanai with Multiple Living Spaces---Perfect for listening to your favorite podcast or Enjoying Majestic Sunsets with Evening Cocktails----The Ultimate in the Siesta Key Lifestyle!
Listing Agent: Mike Martino (773-619-8593)
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,00034 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Taxes:$2,447
Remarks: One or more photo(s) has been virtually staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,90093 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)
6063 E PEPPERTREE WAY #111, SARASOTA, FL 34242
$869,000101 Days on yellowkey MLS ID: A4678611
REDUCED by $80,000 (8.4%) on 04/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1115 Built: 1972Monthly Fee: $1,176 Tax: $3,283 (2025)Community: Peppertree Bay ISpa: NoCondo
Taxes:$3,283
Remarks: Experience effortless coastal luxury in this brand-new residence, thoughtfully designed and new build from the studs on in. Professionally staged to showcase the very best of waterfront living. Offered fully furnished and truly turnkey, this stunning 2-bedroom, 2-bath home allows you to move right in—or begin generating rental income—without lifting a finger. Perfectly positioned on the Intracoastal Bayfront, this home delivers sweeping water views where you can watch boats glide by throughout the day, enjoy glowing sunsets in the evening, or cast a line from the dock for a relaxing day of fishing. The open-concept layout is filled with natural light and enhanced by high-end finishes, coastal-inspired furnishings, and carefully curated décor that blends comfort with sophistication. The kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining or quiet nights at home, while both bedrooms are generously sized and designed as private retreats. The primary suite offers a spa-like bathroom and tranquil ambiance, while the guest room provides comfort and privacy for visitors. Beyond the residence, the amenity-rich community elevates the lifestyle even further. Enjoy two beautifully maintained, heated swimming pools, a pickleball/tennis court, a fully equipped fitness center, and two expansive clubhouses with on-site rental facilities—perfect for hosting gatherings or accommodating guests. Best of all, you’ll have private beach access, with an 8 minute walk to the crystal sands of Siesta Key, offering the rare luxury of both bayfront living and effortless access to the Gulf. Whether you’re seeking a full-time residence, a vacation retreat, or a high-demand investment property, this exceptional bayfront home delivers new construction inside, turnkey convenience, and resort-style amenities in one remarkable package. This is coastal living at its finest—refined, relaxed, and ready for you. All special assessments have been satisfied.
527 VENICE LN, SARASOTA, FL 34242
$4,950,000115 Days on yellowkey MLS ID: A4676628
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 4158 Built: 2026 Tax: $11,622 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$11,622
Remarks: Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Cassie Meyer (941-650-4935)
533 VENICE LN, SARASOTA, FL 34242
$4,800,000115 Days on yellowkey MLS ID: A4676632
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3765 Built: 2026 Tax: $11,368 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$11,368
Remarks: Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.
117 PASS KEY RD #117, SARASOTA, FL 34242
$425,000153 Days on yellowkey MLS ID: A4672470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,198 Tax: $4,157 (2024)Community: Sandy Cove IiiSpa: NoCondo
Taxes:$4,157
Remarks: One or more photo(s) has been virtually staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!
3942 HAMILTON CLUB CIR #13, SARASOTA, FL 34242
$1,390,000209 Days on yellowkey MLS ID: A4666766
REDUCED by $85,000 (5.8%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2691 Built: 1997 Tax: $9,668 (2024)Community: Hamilton ClubSingle Family
Taxes:$9,668
Remarks: Enter a coastal residence where architectural vision, designer finishes and direct access to the water create an exceptional lifestyle on Siesta Key. In the gated waterfront community of Hamilton Club, this fully reimagined home includes a private deeded dock on deep water, offering instant access to the Intracoastal, Sarasota Bay and the Gulf. Inside, the renovation reflects thoughtful design and custom craftsmanship throughout. The great room makes a dramatic impression with 20-foot ceilings, a floor-to-ceiling quartz feature wall with fireplace, floating wet bar, and glass sliders opening to a screened balcony overlooking the pool and pond. The kitchen was completely redesigned with imported cabinetry, premium appliances by Miele, Bosch, GE and KitchenAid, granite counters, and lighting that elevates function and style. An oversized two-car garage with additional golf cart space and additional storage adds a level of convenience rarely found in a coastal property. The residence offers three en-suite bedrooms and a loft, including two separate primary suites. The main floor suite features its balcony and spa-style bath. Upstairs, the primary suite includes a custom fireplace accent wall, walk in closet, and a travertine wrapped bath with freestanding tub, glass enclosed shower and extensive cabinetry. A third guest suite and spacious loft with custom iron railing complete the upper level. On the ground floor, a large climate-controlled bonus room with a half-bath opens to the lanai and offers flexible space for recreation, hobbies or fitness. Impact-rated windows, custom railings, hardwood floors, Nest thermostats, and central vac contribute to a lock and leave lifestyle with comfort of a single-family home. Hamilton Club is a private enclave of just 18 residences with a heated pool and tennis court, minutes from Siesta Village, Shell Road beach access and sugar sand shoreline of Siesta Beach. This is a rare opportunity to enjoy boating, privacy and elegant coastal living in an intimate, gated setting.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000194 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing Agent: Louis Wery (941-232-3001)
1345 MOONMIST DR #T6, SARASOTA, FL 34242
$620,000214 Days on yellowkey MLS ID: A4654050
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1575 Built: 1968 Tax: $3,545 (2024)Community: Polynesian GardensVilla
Taxes:$3,545
High School: Riverview High
Remarks: Welcome to your dream villa! This spacious coastal villa retreat on Siesta Key boasts 2-bedrooms and 2-bathrooms and offers 1,575 square feet of comfortable, open-concept living space, perfect for both relaxing and entertaining. Step inside to a freshly painted interior featuring a modern, neutral palette that complements any décor. This wonderful detached-villa is in a serene location just across the street from million-dollar residences on the Bay and offers low-maintenance living with a luxurious feel. It is high and dry and has never flooded. This villa has an impressive list of updates including a new Barrel Tile Roof and complete Air Conditioning System. The large open dinning/living room area has bamboo flooring and sliding glass doors leading to your retractable awning-covered paved patio. A separate office area with built in desk and shelving and the potential for adding a sleeper sofa. A spacious primary bedroom with en-suite bathroom has a walk in closet and separate storage area. The second bedroom is roomy, light and pleasant ideal for either family or guests. The kitchen was completely remolded in 2016 and has a built in pantry, shaker cabinets with pullout shelving and a breakfast nook. Don’t miss this move-in ready gem with big-ticket upgrades already done! Polynesian Gardens is ideally located and provides a tranquil and unique Siesta Key escape for owners and guests alike. Relax and enjoy the tropical palms, large heated pool and peaceful intracoastal pier that provide a relaxing Siesta Key experience. Either take a short walk or take the free trolley which stops directly in the front of the community to world famous Siesta Key Beach, local restaurants, shopping, boat and fishing charters and rentals for all outdoor and water activities. Additional Features: •New Barrel Tile Roof. •This home features a spacious carport, offering sheltered parking and added storage potential. •Laundry room with full-size washer & dryer. •Quiet, well-maintained community. •Community amenities included; landscaping, exterior maintenance, cable tv, water, intracoastal pier and large heated pool. *The Polynesian Gardens Home Owners Association has plans in effect to paint the exterior of this Villa at no cost to the owner. Potentially the new owner will have their choice of colors. The unit is VACANT!
Listing Agent: Dean Hall (941-726-7197)
4819 HIGEL AVE, SARASOTA, FL 34242
$5,392,000618 Days on yellowkey MLS ID: A4620571
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4220 Built: 2024Community: Siesta BeachSpa: YesSingle Family
Taxes:$0
Tax Year: 2023
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.
6154 MIDNIGHT PASS RD #A-3, SARASOTA, FL 34242
$619,00017 Days on yellowkey MLS ID: A4689306
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,427 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,427
Remarks: Tucked along the sugar-white sands of world-renowned Siesta Key, this freestanding villa offers the rare combination of effortless ownership, strong rental potential, and immediate coastal enjoyment. With direct beach access just steps away, every day begins and ends with the Gulf as your backdrop. Thoughtfully and completely updated, the residence features easy-care terrazzo flooring, a beautifully renovated kitchen with stainless appliances and dining space, along with a refreshed full bath and convenient half bath. The screened porch invites year-round indoor-outdoor living, while an impact-rated sliding glass door enhances both comfort and peace of mind. Positioned just steps from the community pool and clubhouse, this villa is part of an active, well-managed rental community offering flexible 5–7 day minimum rentals, making it an exceptional opportunity for those seeking income potential with personal-use flexibility. On-site management simplifies ownership, whether you’re local or remote. Sold furnished, the home is ready for immediate enjoyment or rental—just bring your suitcase. Parking is conveniently located directly in front of the unit. Beyond the property, you’re ideally situated near Siesta Key’s popular dining, shopping, and parks, while still enjoying a quieter stretch of beach perfect for morning walks, sunset swims, and relaxed days on the sand. Whether you’re looking for a smart investment, a personal retreat, or the perfect blend of both—this villa delivers the Siesta Key lifestyle with ease.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
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