Location: Sarasota , 34242
Do Not Show Listings
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,0001 Day on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,311
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,000Listed 04/08/2026 7:45AM MLS ID: A4689037
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$15,834
Remarks: Elevated Coastal Living Meets TURNKEY Income on Siesta Key Welcome to 3515 La Paloma Ave a fully reimagined coastal retreat located within the city limits on the north end of Siesta Key, offering luxury living with strong short-term rental potential. Perfectly positioned just minutes from multiple beach accesses, Siesta Key Village, and the world-famous Siesta Key Beach, this property delivers both convenience and lifestyle at a high level. This high-elevation property provides added peace of mind with no history of flood damage or water intrusion, while still being close to everything that makes Siesta Key one of the most desirable destinations in the country. The main residence features 4 bedrooms, 3 bathrooms, and just under 2,300 sq ft of living space, fully renovated with high-end finishes and a light, modern coastal design. Throughout the home, you’ll find Miami-inspired designer tile work that adds a unique, boutique feel rarely seen in the area. Step outside into your private courtyard-style backyard oasis, where indoor-outdoor living takes center stage. Enjoy a screened pool and spa, a custom waterfall feature flowing into the pool, and a fully equipped outdoor kitchen with a nearby outdoor shower all just steps from the main living areas. What truly sets this property apart is the private guest residence a 2-bed 1-bath suite with its own entrance and a stylish dry bar. Currently producing strong income, this space is ideal for short-term rentals, guests, or multigenerational living. Whether you’re in the main home or guest residence, the layout creates seamless access to your backyard retreat offering privacy, flexibility, and a true resort-style experience. Live the Siesta Key lifestyle while generating income all from a high-and-dry, designer-finished coastal compound in one of the most sought-after locations on the island.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
1300 N PORTOFINO DR #S206, SARASOTA, FL 34242
$425,00072 Days on yellowkey MLS ID: A4680023
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969 Tax: $4,437 (2025)Community: Siesta Harbor IiCondo
Taxes:$4,437
Remarks: Experience the best of waterfront living in this beautifully updated and fully furnished second-floor condo in the highly sought-after Siesta Harbor community. This TURNKEY 2-bedroom, 2-bath residence offers stunning canal and marina views and a prime location just steps from direct beach access across the street through Crescent Arms. Immaculately maintained and move-in ready, the condo features an enclosed lanai with horizontal sliding windows, tasteful furnishings, and thoughtful updates throughout for comfort and relaxation. The spacious open-concept living and dining areas flow seamlessly into a modern kitchen showcasing white cabinetry, quartz countertops, stainless steel appliances, and ample storage. The primary suite includes a walk-in closet and a stand-up shower, while the enclosed lanai provides the perfect spot to enjoy morning coffee or evening cocktails year-round, with dolphins frequently seen playing in the marina. Siesta Harbor is a vibrant 55+ waterfront boating community situated on its own canal and the main waterway of the Intracoastal Waterway. Boat slips may be available for vessels up to 30' (check with the office for availability). Residents enjoy resort-style activities, and amenities including a heated pool, outdoor jacuzzi and shower, indoor sauna, fitness room, shuffleboard court, fishing pier with seating on the ICW, and a beautifully renovated clubhouse with full kitchen, outstanding library, barbecue area with grills, and a full calendar of social activities. Additional highlights include FOB-accessed private beach access, FREE laundry on the 2nd, 3rd, and 4th floors, one designated covered carport parking space, ample guest parking, covered parking, an on-site manager, lush tropical landscaping, and a new roof (2025). Ideally located near the South Bridge, this community offers easy on-and-off access to the Key, is within short distance to restaurants and shops, and has the free Siesta Key trolley stopping right in front of the complex for easy access to Siesta Key Public Beach and Siesta Key Village. Whether you're watching boats drift by on the Intracoastal, crossing the street for unforgettable sunsets, or enjoying the active social lifestyle, this property is perfect as a vacation retreat, full-time residence, or investment opportunity. You deserve paradise!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: David Anthony (941-786-4282)
5045 OXFORD DR, SARASOTA, FL 34242
$3,999,00041 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
High School: Riverview High
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)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$575,00082 Days on yellowkey MLS ID: A4669777
REDUCED by $20,000 (3.4%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Elementary School: None
High School: None
Middle School: None
Remarks: If you are dreaming of the ultimate condominium with jaw-dropping Gulf, Sarasota Bay, and City Views, this is the one! No detail was overlooked in the design and layout of this incredible condo. Modern luxury on prime north Siesta Key Oceanfront. Positioned on the 10th floor, with unsurpassed panoramic views of the Gulf, Sarasota Bay, the skyline of Sarasota, Lido Key, Big Pass and beyond. Watching dolphins and spectacular sunsets are some of the seller's favorite bonuses. Spacious open floor plan, which includes most of the high-end furnishings. One-bedroom, one-bathroom home in the sky that defines style. Masterfully renovated, maximizing spaces and views from every room. The modernization of the unit included a full remodel: Hurricane-resistant sliding glass doors, a completely new kitchen, including European style cabinets with soft-touch closing, convenient pullouts for storage, large porcelain wall tile, granite counters, triple filter osmosis water dispenser, and a full appliance package. Waterproof luxury wide vinyl plank flooring throughout. All new bath with dual sinks, shower with frameless shower doors, and water closet. A modern frosted glass barn door was added for additional access to the bedroom. A newer electrical box with updated GFI wiring will give a new owner peace of mind. Motorized privacy blinds on the sliding glass doors, with a touch of a remote. 4822 Ocean Blvd has had extensive updates recently, including a remodeled social/club room, fitness center, heated waterfront pool, outdoor grills within an extra-large Cabana, fishing pier, social pier, bicycle storage room, and new terraces and railings on every condominium. In 2021, a modern lobby was created with high-end furnishings, and a secured entrance, featuring a new updated security system for the community. A new sea wall has just finished being constructed, and two new piers are almost completed; Expected completion date is the end of February, 2026. Be sure to ask about the covered parking process; assigned parking, with extra parking behind gates, including guest parking. Additional amenities include a secured fishing room to store fishing equipment, and a large park. Wi-Fi, cable, water, and trash, and more are included in the HOA fee. Located within a short walk to Siesta Key Village, and Siesta Key Beach. Enjoy all the Island has to offer with its restaurants, bars, and shopping at various boutiques. There’s also a weekly farmer’s market. Be sure to check out the VIRTUAL TOURS on this property and see why you’ll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,000Listed 04/08/2026 5:23PM MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
9226 MIDNIGHT PASS RD #3B, SARASOTA, FL 34242
$725,00070 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
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)
8730 MIDNIGHT PASS RD #202A, SARASOTA, FL 34242
$435,00076 Days on yellowkey MLS ID: A4678906
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $3,878 (2025)Community: TortugaCondo
Taxes:$3,878
Remarks: Have you ever dreamed of living on the beach??? Your chance has arrived! Step into coastal paradise at this turnkey-furnished Siesta Key residence, perfectly situated on the tranquil southern end of the island in the coveted Tortuga community. Residents enjoy a wide range of resort-style amenities, including a heated indoor/outdoor pool, sauna, tennis and pickleball, shuffleboard, and a fishing pier. And, the laundry room is just outside the front door! The community has recently completed major improvements, including a new roof, freshly painted buildings, and a refreshed pool, with all assessments fully paid. The updated clubhouse features a full kitchen and dining area and may be reserved for private gatherings. Impact-resistant windows and doors offer peace of mind. With direct deeded beach access, resort-style amenities, and optional boat slip access ($300/year when available) on the Intracoastal Waterway just across the street, this is island living at its finest. This 800-square-foot condo boasts an open, light-filled floor plan with wood-like tile flooring, crown molding, and a spacious living and dining area that flows effortlessly onto a screened balcony overlooking lush tropical landscaping—perfect for morning coffee or sunset cocktails. The kitchen is a showstopper, featuring quartz countertops, a breakfast bar, and modern appliances, creating a seamless space for entertaining friends and family. The primary suite is a true retreat, complete with a walk-in closet and an en suite bath with dual sinks and granite surfaces. Located on the second floor with elevator access, convenience is key, including nearby shared laundry facilities. Whether you’re seeking a year-round home or seasonal escape, this residence embodies the relaxed sophistication of island life while keeping you just minutes from the world-famous quartz sands of Siesta Beach, the charming boutiques and dining of Siesta Key Village, and the vibrant arts and culture of downtown Sarasota. Coastal living doesn’t get any better than this—your slice of paradise is waiting!
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,90020 Days on yellowkey MLS ID: A4685733
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$4,433
Remarks: THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,00030 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing Agent: Peg Davant (941-356-4552)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,00014 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
6154 MIDNIGHT PASS RD #A13, SARASOTA, FL 34242
$615,40031 Days on yellowkey MLS ID: A4685497
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1966 Tax: $4,775 (2025)Community: Casa Blanca VillasVilla
Taxes:$4,775
Remarks: Larger two-bedroom gulf-side stand-alone villa in Casa Blanca--the gem of gems--and rarely available 980 total square feet floor plan. Just a few steps from the pure, fine, white quartz sand of Siesta Key Beach, great restaurants, shopping, and entertainment. New CUSTOM DESIGN renovation, carefully planned and completed on January 30, 2026. Larger kitchen, stainless steel appliances, quartz countertops, separate dining nook, custom cabinetry, and new luxury vinyl tile flooring inside. The south-facing, screened lanai, with a composite floating floor, invites sunshine and warmth inside. Turn-key furnished and equipped. Wonderful on-site rental management office with approximately $40,000 yearly rental income in 2021-2023. No details overlooked: 110-volt EV charger installed outside and wired for 220 volts; PVC plumbing lines replaced, electrical outlets raised; new raised water heater, HVAC air handler and condenser, new ducts. HVAC 2023. Casa Blanca is well-appointed community on the island, with the South Siesta Village and the Siesta Key Village just a short walk away, with charming shops, restaurants, and nightlife. Enjoy the pool, clubhouse, fitness center, yoga on the beach nearby, and the local cuisine. Casa Blanca Unit A13 is the top-of-the-line villa. Own your own piece of Siesta Key's paradise.
Listing Agent: Linda Holley (941-914-4914)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,000Listed 04/08/2026 7:31AM 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, perfectly positioned just moments from the beach and a short stroll to the vibrant charm of Siesta Village. Offering 4 bedrooms + office and 4.5 bathrooms, this home is designed to impress at every turn, seamlessly blending modern elegance with thoughtful functionality. A stunning first impression begins with the grand entry, highlighted by sleek, modern pivot doors that set the tone for the refined design found throughout. Step inside to soaring ceilings and expansive living spaces filled with natural light, enhanced by oversized sliding glass doors that create a seamless indoor-outdoor lifestyle. The chef’s kitchen is a true showpiece, featuring sleek custom flat-panel cabinetry, premium Thermador appliances, and a hidden entry to a spacious walk-in pantry—designed for both beauty and convenience. Every detail has been carefully curated, from custom-built-ins in select bedrooms to high-end finishes throughout, creating a refined yet comfortable atmosphere. Elevated ceiling heights and open design make each space feel even more expansive and inviting. The luxurious primary living spaces open effortlessly to your private outdoor oasis, complete with a stunning pool, spa, sun shelf, and a panoramic screened enclosure with elegant glass railings—perfect for entertaining or unwinding in total privacy. Car enthusiasts and storage lovers will appreciate the impressive three-car garage featuring 17-foot ceilings and a built-in car lift, creating the ability for a fourth vehicle or additional elevated storage—an exceptional and rare feature. Built elevated for peace of mind and equipped with integrated smart home features including a speaker system and security cameras, this home offers modern living at its finest. This is more than a home—it’s a lifestyle. Live where others vacation, in one of the most sought-after coastal locations.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
915 BEACH RD #216, SARASOTA, FL 34242
$575,00077 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,000Listed 04/08/2026 10:47AM MLS ID: P4938368
Bed: 0 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Taxes:$3,999
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,500,00073 Days on yellowkey MLS ID: A4679889
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance.Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week!
Listing Agent: Marlene Marshall (941-539-8850)
300 GARDEN LN, SARASOTA, FL 34242
$2,999,000216 Days on yellowkey MLS ID: A4662830
REDUCED by $200,000 (6.3%) on 04/01/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3256 Built: 1975Monthly Fee: $10 Tax: $12,545 (2024)Community: Siesta Rev OfSpa: NoSingle Family
Taxes:$12,545
Tax Year: 2024
Remarks: A Rare Opportunity on North Siesta Key – 350 Feet of Waterfront! Discover this unique single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden Lane—once home to the Siesta Key Fish Market—is truly a boater’s and fisherman’s paradise, just steps from Shell Beach and its breathtaking sunsets. The property features a classic Florida ranch-style 4-bedroom, 2-bathroom home with a pool, large deck, and lush backyard designed for entertaining, plus a detached 2-bedroom, 2-bathroom guest house. Whether you choose to renovate, rebuild, or divide the lot (buyers to verify with the City), the possibilities are endless. All this just minutes from world-famous Siesta Key Beach, The Village shopping, dining, and nightlife, and vibrant downtown Sarasota.
Listing Agent: Holly Parry (941-809-8050)
6500 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$835,000112 Days on yellowkey MLS ID: A4675137
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1974 Tax: $7,216 (2024)Community: SeashellSpa: NoCondo
Taxes:$7,216
Remarks: Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.
Listing Agent: Rudy Dudon (941-234-3991)
5334 CALLE FLORIDA, SARASOTA, FL 34242
$1,870,000103 Days on yellowkey MLS ID: A4676260
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2838 Built: 1998 Tax: $5,619 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$5,619
Remarks: Fantastic opportunity to own a unique home on Palm Island, in this exceptional Siesta Key residence, ideally located at 5334 Calle Florida. Situated on a large lot and elevated approximately 10 feet above sea level, the main home has never flooded during any storms, offering peace of mind along with island luxury. This 4-bedroom, 3-bathroom home features 2,838 square feet of thoughtfully designed living space highlighted by a dramatic great room with soaring 20-foot ceilings, creating an open and airy coastal feel. The large primary suite has a custom built window seat, 2 walk in closets and an oversized primary bathroom. The entire home features built in speakers, including the back porch. Designed for comfort and efficiency, the home is equipped with a three-zone air conditioning system and hurricane-rated Kevlar screens, hurricane rated garage and front door for added protection. The spacious two-car garage provides ample storage, perfect for island living. The exterior is landscaped with outdoor lights and power in soffits for seasonal or all year round lighting. Outdoor living is elevated—literally—with an elevated, heated pool and hot tub, an outdoor shower, and plenty of space to relax or entertain in true Florida style. Located on Palm Island, just moments from the world-renowned Siesta Key Beach, this property offers the perfect blend of privacy, elevation, and coastal charm. Whether as a primary residence or luxury retreat, this home is a rare opportunity to own a high-and-dry island property in one of Sarasota’s most sought-after neighborhoods. Roof replaced 2021, Pool resurfaced 2024, Pool cage repainted and rescreened 2025, Water heater 2025. Unique Architectural Details *** Custom Built *** Oversized Primary Suite *** Soaring Ceilings *** Open Concept *** Elevated Key West Style *** Screened Lanai
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Niall Phelan (941-914-8589)
6204 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$790,000335 Days on yellowkey MLS ID: A4652172
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979 Tax: $7,204 (2024)Community: Siesta Dunes BeachCondo
Taxes:$7,204
Remarks: Under contract-accepting backup offers. Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Nili Blaha (941-224-8363)
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