Location: Sarasota , 34242
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4822 OCEAN BLVD #11E, SARASOTA, FL 34242
$419,00015 Days on yellowkey MLS ID: TB8498225
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,517 (2025)Community: Siesta TowersSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,517
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value comination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Shirk (585-356-2197)
116 VISTA HERMOSA CIR #108C, SARASOTA, FL 34242
$418,000196 Days on yellowkey MLS ID: N6140823
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $4,272 (2024)Community: Vista HermosaCondo
Taxes:$4,272
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to the most sought-after address in Sarasota – Siesta Key, home of the #1 beach in the U.S. This "TURNKEY" and completely updated ground-floor residence offers the perfect blend of style, comfort, and coastal charm. Step inside to discover a thoughtfully designed interior with a soft neutral palette that captures the relaxed essence of coastal living. The home truly feels like the coast—and it is just moments away from it. The spacious bedrooms are a highlight, with the guest suite large enough to comfortably accommodate two full beds, sleeping four with ease. The kitchen is a showpiece, featuring new appliances, quartz countertops, updated cabinetry, and a designer tile backsplash that ties beautifully into the home’s serene style. Enjoy Sarasota’s sunshine year-round in your enclosed porch, providing both privacy and an inviting extension of your living space. There’s even the possibility to add a paver extension to your lanai, offering extra room for outdoor entertaining or simply relaxing in your own private retreat. Another desirable feature is the in-unit laundry closet complete with washer and dryer, adding convenience to everyday living. Additional updates include storm-rated windows and doors, providing peace of mind and energy efficiency. Beyond your front door, you’re surrounded by Sarasota’s most beloved attractions. Explore the botanical beauty of Selby Gardens, shop and dine along St. Armands Circle, or immerse yourself in the arts and waterfront charm of downtown Sarasota—all just minutes away. Whether for full-time living, a vacation escape, or an investment opportunity, this home offers the ideal combination of modern updates, coastal comfort, and an unbeatable location—just steps from the sugar-white sands of Siesta Key Beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-473-7750)
Listing Agent: Tracy Pierce (941-275-1570)
5400 OCEAN BLVD #5-3, SARASOTA, FL 34242
$1,295,000178 Days on yellowkey MLS ID: A4669686
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 928 Built: 1970Monthly Fee: $1,599 Tax: $10,150 (2025)Community: Beach TerraceCondo
Taxes:$10,150
Middle School: McIntosh Middle
Remarks: New price! Experience the ultimate in Siesta Key beachfront living. Directly on world-renowned Siesta Beach, rated #1 in the U.S. and #4 worldwide by TripAdvisor, this stunning fifth-floor corner residence captures the essence of luxury coastal living. Recently renovated to perfection, this one-bedroom, 1.5-bath condominium offers a rare combination of modern sophistication, coastal elegance and sweeping Gulf views. Designed by the acclaimed architect Frank Folsom Smith, the iconic Beach Terrace building is an architectural gem. This residence is a standout, meticulously renovated by a designer whose impeccable taste and attention to detail elevate the home well beyond expectation, with a focus on efficient use of space. The result is a move-in-ready retreat where every inch reflects exceptional craftsmanship and thoughtful design. Go inside to discover two walls of wrap-around, floor-to-ceiling impact-rated sliding glass doors that open to three private balconies, expanding the total usable space to 1,284 square feet, immersing you in stunning views of the Gulf’s turquoise waters and legendary white quartz sand. The chef’s kitchen is a masterpiece, featuring Quartzite countertops, custom European cabinetry, high-end stainless steel appliances and an expansive island that anchors the open concept living area. The spacious great room, bathed in natural light, includes a custom Murphy bed for overnight guests and provides a setting to enjoy Siesta Key’s radiant sunsets. Every element of this home is designed for comfort and style, from the serene primary suite to the elegant finishes throughout. The primary bath reflects a flawless balance of form and function. Featuring European cabinetry, a glass-enclosed walk-in shower and spectacular floor-to-ceiling tilework, this serene space exudes modern elegance. Every detail, from the sleek fixtures to the artful tile patterns, has been thoughtfully curated to create a spa-like sanctuary that complements the residence’s sophisticated coastal aesthetic. Additional improvements include a new air conditioning system with updated ductwork, new electrical upgrades and a new water heater, ensuring comfort and peace of mind for years to come. Within Beach Terrace’s exclusive enclave, residents enjoy the security of a controlled-access lobby, the convenience of an on-site manager, and premium amenities including a heated saltwater pool overlooking the Gulf, fitness center and community lounge. Go outside and you’re just moments from Siesta Key Village, where you’ll find inviting boutiques, beachside cafés and vibrant local dining. With the beach at your doorstep, a car becomes optional. And when you crave a touch of city life, downtown Sarasota’s acclaimed cultural scene, restaurants, galleries, opera, ballet, and theaters, is just minutes away across the north bridge. This is more than a residence, it’s a rare opportunity to own a beautifully reimagined piece of paradise, where luxury, location and lifestyle converge to create an extraordinary beachfront experience on Siesta Key.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1269 DOCKSIDE PL #115, SARASOTA, FL 34242
$825,000213 Days on yellowkey MLS ID: A4656792
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $6,667 (2024)Community: Harbour TowneSpa: YesCondo
Taxes:$6,667
Remarks: This spacious condo has easy access to Siesta Key Beach and a DEEDED 25-FOOT BOAT SLIP WITH A LIFT!! There is water and electric to the slip (#38). Yes, this is a rare opportunity to have both your boat and a nearby world-famous beach in a nicely laid out two-bedroom, two-bath turnkey furnished condo. The master bedroom has views of the harbor while the guest room has a peaceful garden view. This condo features tile flooring throughout with both HVAC and appliances that are only a couple of years old. The roof was replaced in November 2021, and the unit has a one-car garage with storage above as well as a dedicated parking space in front. In addition, this unit has one of the few private outdoor decks in the community. Harbour Towne offers fantastic amenities, including a clubhouse, heated pool, spa, and tennis/pickleball courts. Enjoy the village by day or evening for great dining, shopping and live music. A complimentary trolley runs by the complex on a regular schedule in season. This is a great place to live and play! Look no further, this is where your fun-filled life begins.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
757 BEACH RD #308, SARASOTA, FL 34242
$549,00031 Days on yellowkey MLS ID: TB8492005
REDUCED by $46,500 (7.8%) on 04/23/2026
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)
5045 OXFORD DR, SARASOTA, FL 34242
$3,999,00062 Days on yellowkey MLS ID: A4681817
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 1950 Tax: $21,230 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$21,230
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: Exceptional new waterfront offering on the Grand Canal of Siesta Key. Located on a quiet, picturesque canopy road, this coveted property delivers deep-water boating, and a new 31' dock and 10,000 lb. lift. Rare 100' stretch of unspoiled waterfront frontage. Quick access to Sarasota Bay and the Gulf. Designed for elevated coastal living, the residence offers expansive living areas, elegant finishes, and seamless indoor-outdoor flow ideal for entertaining and everyday luxury. Positioned on a double lot, with a stately motor court surrounded by opulent landscaping, the home offers a welcoming atmosphere. The kitchen is expansive, beautifully redesigned, and built for hosting large gatherings; a Culinary Haven with a Chef's Island as the centerpiece, complete with top-of-the-line appliances, including a Wolf 6-burner gas range, a Sub-Zero refrigerator, and a secondary Sub-Zero refrigerator is also included. A nugget ice maker, and wine fridge in the dining room's dry bar sets the tone, with a luxurious dining room offering a large space for dinner parties, also could double as a formal living room. There are two primary suites, one downstairs, and one upstairs. The downstairs suite is perfect for guests or an in-law unit. The second-floor primary suite is a private retreat, elevated above it all and wrapped in natural light. Large windows frame tranquil canal views and lush, mature landscaping, creating a serene, tree-lined outlook that feels both peaceful and secluded. The main primary bath, a dream en-suite bath, a luxurious area that incorporates dual sinks, a rainfall glass enclosed shower, separate soaking tub, and private water closet. A voluminous walk-in closet, with a built-in vanity, acts as the quintessential, functional anchor. An additional 1 to 2 guest bedrooms on the second floor, with a 4th full bath. 2nd floor loft/game room is a perfect room for a getaway, or read a book on its outdoor terrace. Back downstairs is a home office, a private workspace. The first floor family room is a large media room with sliders to access the lanai, and the two-story pool cage that will be a family favorite, with its salt water pool and spa. Step outside and fire up the grill. The expansive outdoor living area is designed for effortless gatherings and all-day enjoyment. An outdoor kitchen with a built-in grill, and eat-up bar, allows for making it easy to host everything from casual lunches to evening cookouts. Multiple table spaces offer comfortable shaded seating, perfect for dining, games, or lingering conversations. Completely renovated estate. This beautiful home is essentially brand new. A grand space that's Just minutes from the sugar-sand shores of world-famous Siesta Key Beach, once again voted the number 1 beach in America by TripAdvisor, along with premier dining, night life at Siesta Key Village, and endless boutiques for shopping. One of Siesta Key's most desirable waterfront locations. Come experience a serious boater's dream come true!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
546A BEACH RD #A544, SARASOTA, FL 34242
$1,980,000290 Days on yellowkey MLS ID: A4657651
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2611 Built: 1981 Tax: $20,998 (2024)Community: Tiffany SandsTownhouse
Taxes:$20,998
Remarks: Under contract-accepting backup offers. Gulf-front luxury townhome with private beach access on Siesta Key! Soak in the breathtaking, unobstructed views of the Gulf and iconic Siesta Beach from every level of this three-story, turnkey-furnished townhouse-style condominium. Just a short distance from the sand in the intimate, nine-residence enclave of Tiffany Sands, this rare Siesta Key offers blends relaxed beachside living with elegant design and modern comforts. Spanning 2,611 square feet, this three-bedroom, 3.5-bath residence welcomes you with an open-concept main floor that seamlessly connects the kitchen, dining and living areas—all framed by floor-to-ceiling impact-rated sliding glass doors and panoramic Gulf vistas. The living room is anchored by a cozy wood-burning fireplace and enhanced by crown molding, recessed lighting and sleek ceramic tile flooring. Go onto the expansive Gulf-front balcony, an ideal setting for alfresco dining or sunset lounging. The kitchen is stylish and functional, featuring solid-surface countertops, stainless steel appliances, modern cabinetry with pullout shelving, under-cabinet lighting and a breakfast bar for casual meals. Upstairs, the spacious Gulf-front primary suite offers postcard-worthy views, a private balcony, sitting area, double closets and a luxurious en-suite bath with jetted soaking tub, double vanity, separate shower, bidet and two skylights. Two additional guest bedrooms—flexibly configured with a retractable dividing wall—are also on the third floor along with a full guest bath and a well-equipped laundry room. The oversized ground-floor bonus room opens via sliding glass doors to a covered patio just steps from your private beach path. A full bath with walk-in shower was stylishly updated in 2024, making this level ideal for guests, a home gym or media lounge. Additional highlights include a one-car attached garage with extra storage, newer water heater (2024), HVAC (2022), roof and skylights (2017), hurricane shutters and flexibility of 30-day minimum rentals. Just .4 miles from Siesta Village’s vibrant shops and dining, and Siesta Beach Park, this exceptional home delivers the ultimate island lifestyle—whether you’re seeking a serene personal retreat, a seasonal escape or a savvy investment property.
Listing Agent: Mike Warm, Llc (941-525-2740)
521 CUMMINGS ST, SARASOTA, FL 34242
$1,450,000202 Days on yellowkey MLS ID: A4667165
REDUCED by $45,000 (3.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2500 Built: 1983 Tax: $7,154 (2025)Community: Ocean Beach RepSingle Family
Taxes:$7,154
Remarks: One or more photo(s) has been virtually staged. Siesta Key Waterfront Retreat – Walk to the Beach & Village! Ready for immediate enjoyment this winter, this 3-bedroom, 2-bath Key West–inspired home embodies the essence of the Siesta Key lifestyle—boating from your backyard and strolling to the powdery white sands and vibrant Siesta Key Village with its renowned dining, boutiques, and nightlife. Nestled on a quiet cul-de-sac, this canal-front retreat offers 100 feet of waterfront, a covered 5,000-lb boat lift, and direct access to the Intracoastal Waterway. The expansive outdoor living area invites relaxation and entertaining with a heated pool featuring a cascading stone waterfall, covered bar & and wide open fenced area surrounded by tropical landscape creating a private island ambiance. Inside, a neutral palate, high ceilings, and open layout feels light and airy. The white kitchen features granite countertops, stainless steel appliances, dual sinks, a center cooking island, and a breakfast bar perfect for casual dining. Warmth and character is further enhanced by a marble fireplace in the main living and dining areas. The primary suite offers a peaceful retreat with an ensuite bath, dual vanities, a walk-in shower, and a charming window seat. Guests & children have their own wing with a full bath and a convenient laundry room. Enjoy peace of mind with impact windows, hurricane-rated doors, and major upgrades including a metal roof, Trex decking, Nichiha siding, and reinforced lanai. Positioned at one of the highest elevations on the street, the home has never experienced flooding. And there’s an additional ground floor BONUS…a generously sized sunlit air-conditioned play & storage room! Whether you’re searching for a seasonal escape, a full-time residence, or a property with strong vacation rental appeal, this move-in-ready home offers exceptional versatility and potential.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
5770 MIDNIGHT PASS RD #C601, SARASOTA, FL 34242
$1,395,000148 Days on yellowkey MLS ID: A4674063
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1337 Built: 1980 Tax: $11,117 (2024)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$11,117
Remarks: An exquisite, fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is in C Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and on site car wash. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sylvia Wilk (630-863-1825)
8897 MIDNIGHT PASS RD #105, SARASOTA, FL 34242
$515,00079 Days on yellowkey MLS ID: A4681513
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1233 Built: 1973 Tax: $5,776 (2025)Community: Sunrise Cove Sec 1Condo
Taxes:$5,776
Remarks: Luxury waterfront living on Little Sarasota Bay in the highly sought-after Sunrise Cove, located on the peaceful southern end of Siesta Key. This direct bayfront, ground-floor condo offers 2 bedrooms, 2 bathrooms, in-unit laundry, and 1,233 square feet of thoughtfully designed living space with pool and expansive water views. Residents enjoy resort-style amenities including two heated pools, boat docks, tennis and pickleball courts, kayak and bike storage, and a community center featuring a fitness facility, billiards, and ping pong. Conveniently located just minutes from Turtle Beach, local dining, and the trolley stop for easy access to Siesta Beach and Siesta Village—providing the ultimate island lifestyle with boating, shopping, and dining nearby. (No flooding from the 2024 storms.)
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00022 Days on yellowkey MLS ID: A4689084
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
276 ISLAND CIR, SARASOTA, FL 34242
$3,100,000208 Days on yellowkey MLS ID: A4667090
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2292 Built: 2026 Tax: $13,048 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$13,048
Remarks: Under Construction. Update as of 4/22/26: The pool has been filled and landscaping is in! The final painting has taken place. The home is very close to being completed! Call today to schedule your private showing! Photos are of a previous model, finishings vary. Located less than a half mile from the world-famous Siesta Key Beach, this brand-new coastal retreat is nestled on Palm Island, one of the Key’s most coveted waterfront enclaves. Sophisticated yet welcoming, this four bedroom, three bathroom home is thoughtfully designed and set on an oversized lot with a brand new 107-foot seawall. Built by Clark Horne Construction, this home showcases exceptional craftsmanship, quality materials, and thoughtful design throughout. Step through double doors into a sunlit open floor plan where every detail has been curated for modern coastal living. The gourmet kitchen is as functional as it is beautiful, featuring a Wolf range with custom hood, paneled Sub-Zero refrigerator, Bosch paneled dishwasher, Sharp microwave drawer, and a wine cooler showcased within a stunning glass-door pantry. Elegant statement lighting highlights waterfall quartz countertops, creating the perfect ambiance for quiet evenings or vibrant gatherings. The primary suite is a true sanctuary, offering volume ceilings, a spa-inspired bath, two spacious walk-in closets, and sliding glass doors that open directly onto the resort-style pool deck. Designed for seamless indoor-outdoor living, the oversized lot provides room to roam and enjoy waterfront activities—from kayaking and paddle boarding to simply soaking in the serene setting. Here, a sparkling pool and flush spa overlook tranquil canal views, completing this tropical paradise of comfort and relaxation. The expansive covered patio and entertainment-ready pool deck make every day feel like a getaway. Situated just moments from the quartz-white sands of Siesta Key Beach and the vibrant Siesta Key Village, you'll enjoy easy access to dining, boutique shopping, and live entertainment. On Palm Island, every day is a retreat—boat from your backyard, walk to the beach at sunset, and return to your own slice of tropical paradise. Call today to schedule your private showing!
Listing is courtesy of: CELLA'S REAL ESTATE INC (941-952-8649)
Listing Agent: Michael Cella (941-952-8649)
749 SIESTA DR, SARASOTA, FL 34242
$750,00011 Days on yellowkey MLS ID: O6399340
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1978 Built: 1952 Tax: $11,062 (2025)Community: Bay IslandSingle Family
Taxes:$11,062
Remarks: Investor Special!!Welcome to your next amazing project! Known damage with full or partial rehab. Excellent renovation opportunity on an oversized lot in a highly desirable Siesta Key area. Sold AS-IS with significant upside potential.
Listing Agent: Yisbel Bera Damiron (239-265-5102)
6204 MIDNIGHT PASS RD #205, SARASOTA, FL 34242
$775,000111 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)
4817 OCEAN BLVD, SARASOTA, FL 34242
$1,949,000171 Days on yellowkey MLS ID: A4671593
1 Days Off yellowkey (back on 4/12/2026)
REDUCED by $46,000 (2.3%) on 04/07/2026
Bed: 4 Bath: 3.0 Gar: 5 Liv Area Sq Ft: 2657 Built: 1982 Tax: $8,709 (2025)Community: Lake RittwoodSpa: YesSingle Family
Taxes:$8,709
Remarks: Under contract-accepting backup offers. Welcome to 4817 Ocean Blvd – Your Private Lakefront Escape in the Heart of Siesta Key Set on a tranquil spring-fed lake just moments from Siesta Beach and the Village, this flood resilient and meticulously maintained coastal residence offers year-round enjoyment or the perfect lock-and-leave retreat. Elevated and thoughtfully updated, it blends timeless coastal style with exceptional quality and peace of mind. Inside, an open layout showcases engineered oak hardwood floors, solid maple cabinetry, Santorini quartzite countertops, and Thermador appliances. The primary suite features serene lake views and a spa-inspired bath wrapped in Calacatta Oro tile. Outdoors, enjoy a heated saltwater pool, Hot Springs spa, and Tiki Hut with lighting, TV, and sound — perfect for entertaining. The maintenance-free backyard, astro turf lawn, and SWAT mosquito misting system ensure comfort and convenience year- round. A true standout, the air-conditioned 5-car garage with lifts, compressor, and 200mph- rated doors is a car enthusiast’s dream. With a 2019 roof, impact windows and doors, natural gas utilities, and smart home features, this home delivers effortless coastal luxury. Whether as a full-time residence or a seasonal escape, 4817 Ocean Blvd delivers a lifestyle that is uniquely Siesta Key — coastal elegance, lakefront tranquility, superior craftsmanship, and the freedom to simply lock, leave, and enjoy.
Listing Agent: Gerard Healy (941-961-2240)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00021 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 Agent: Harriet Stopher (404-316-8944)
6281 MIDNIGHT PASS RD #6281, SARASOTA, FL 34242
$1,195,000272 Days on yellowkey MLS ID: A4654454
0 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1981 Tax: $12,490 (2024)Community: Excelsior Beach To Bay 4Condo
Taxes:$12,490
Remarks: Under contract-accepting backup offers. Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system and water heater (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.
Listing Agent: Jackie De Manio Eberley (201-233-1959)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000252 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242
$849,900133 Days on yellowkey MLS ID: A4675481
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2358 Built: 1975 Tax: $7,544 (2025)Community: AnchorageSpa: NoCondo
Taxes:$7,544
Remarks: Deeded beach access, Intracoastal waterway frontage with boat dockage AND room for the whole family! Discover the epitome of coastal living in this fabulous three-bedroom, two-and-a-half-bath residence, boasting 2,358 square feet of interior space and an expansive balcony spanning the entire length of the home. Recently upgraded with $80,000 worth of high-impact hurricane sliders, the spacious floor plan offers multiple living and dining areas, with a split layout ensuring privacy. This is a real gem for investors as it is one of only eight 3-bedroom units in the building. At the Anchorage, owners and renters enjoy deeded, gated beach access right across the street, a canal with boat dockage and kayak/paddleboard launch, and beautiful sprawling park-like grounds overlooking the intracoastal waterway. Other amenities include a gated entrance, heated pool, fitness center, clubhouse, tennis and pickleball courts, shuffleboard courts and kayak racks. Onsite rental management and a one-week minimum rental make this community very popular with vacationers and savvy investors alike. Come see why The Anchorage is the place to be year-round on Siesta Key.
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00035 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
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