Location: Sarasota , 34242
Do Not Show Listings
8592 HIDDEN LAGOON RD, SARASOTA, FL 34242
$4,400,000359 Days on yellowkey MLS ID: A4648285
1 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3632 Built: 1961 Tax: $36,620 (2024)Community: N/ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$36,620
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Very private residence ON THE GULF AND ON THE BEACH! This updated 4-bedroom 4- bath residence directly faces the beautiful gulf waters of world-famous SIESTA KEY on a half-acre with your own 100 feet of PRIVATE BEACH to enjoy. Unrestricted views and access to the beach make this one of the most highly desirable locations on Siesta Key. Situated on the quiet south end of Siesta Key just north of Turtle Beach and is accessed by a semi- private road with only 2 homes facing the gulf. Large high impact windows and sliding glass doors throughout the home allow for breathtaking panoramic beach and gulf views. You will enjoy watching the dolphin play and spectacular sunsets whether inside or outside the home. Open floor plan with a total of 3632 sq. ft. of living area. A total of five large individual private decks face the gulf for you to enjoy. A magnificent second story family room and an updated owner’s suite was added by the current owners allowing for panoramic views up and down the beach. Updated kitchen and appliances. Spacious bedrooms each with their own baths. 2-car attached garage. This property is being sold turnkey furnished. This is a very unique opportunity that may not be seen again for a very long time. Visit our virtual tour and make an appointment today!
Listing is courtesy of: ROBERTS REALTY INC (941-924-2330)
Listing Agent: John Garner (941-544-6732)
4185 ROBERTS POINT CIR #LOT 19, SARASOTA, FL 34242
$3,400,000231 Days on yellowkey MLS ID: A4669769
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3200 Built: 2026Community: Roberts Point 2Spa: YesSingle Family
Taxes:$0
Elementary School: None
High School: None
Middle School: None
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, masterfully designed in timeless West Indies coastal style and located in the exclusive Roberts Point enclave on Siesta Key. This exquisite residence blends architectural elegance with modern coastal engineering, offering both refined beauty and peace of mind in one of Sarasota’s most desirable island settings. Constructed to the highest coastal standards, this home exemplifies Noah Thomas Builders’ commitment to craftsmanship and durability. With solid concrete block construction, hurricane-rated impact windows and doors, metal roofing, and elevated foundation systems, it’s designed to withstand Florida’s most demanding coastal conditions while maintaining unmatched elegance. The interior features open-concept design, soaring ceilings, and expansive glass sliders that invite natural light and connect seamlessly to the outdoor living spaces. The chef’s kitchen is a showpiece with premium appliances, custom cabinetry, and a large center island ideal for entertaining. The primary suite offers a spa-like retreat with a luxurious bath with freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional guest suites each feature designer finishes and en-suite baths, while a flexible bonus room provides space for an office, gym, or media retreat. Designed for year-round enjoyment, the outdoor living area includes a fully equipped kitchen, outdoor dining terrace and a resort-style pool and spa. Every space has been designed to take full advantage of Siesta Key’s gentle breezes and year-round sunshine — creating a true outdoor sanctuary that’s both private and unforgettable. The rooftop deck, however, defines this residence. This elevated sanctuary invites you to experience Siesta Key from a completely new perspective. Imagine sunrise yoga sessions with bay breezes, afternoon lounging under a canopy, or unforgettable sunset gatherings framed by fiery Gulf skies. The rooftop deck creates a one-of-a-kind open-air retreat that feels both private and cinematic. Whether hosting guests or escaping for solitude, this rooftop oasis is where the rhythm of island life meets the art of design. Situated on the quiet north end of Siesta Key, Roberts Point is prized for its natural beauty, privacy, and proximity to Siesta Beach, Siesta Village, and downtown Sarasota. Experience West Indies coastal luxury at its finest — where superior design, outdoor living, and hurricane-rated craftsmanship unite in this extraordinary new home by Noah Thomas Builders. All images, renderings, and descriptions illustrate the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
6910 MIDNIGHT PASS RD #B, SARASOTA, FL 34242
$2,895,0004 Days on yellowkey MLS ID: A4694978
Bed: 5 Bath: 0.0 Gar: 2 Liv Area Sq Ft: 2801 Built: 2021 Tax: $22,665 (2025)Community: Point Of Rocks TerraceSpa: YesApartment
Taxes:$22,665
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: There Is Only One. Point of Rocks. Crescent Beach. Captain Curt's. For generations, this stretch of Siesta Key has attracted families, vacationers, and investors alike, and that demand has endured year after year for what seems to be one simple reason: people never seem to stop coming back. Positioned just moments from beach access located at the end of the street, Point of Rocks is a professionally designed luxury residence and high-performing short-term vacation rental offering five bedrooms, seven baths, an elevator, resort-style pool and spa, waterslide, and expansive indoor-outdoor living spaces designed to accommodate up to fourteen guests. Unlike traditional vacation homes, the property was intentionally engineered for the demands of luxury short-term rentals, blending resort-style living with commercial-grade durability and operational efficiency. Whether enjoyed as a private family retreat, an income-producing asset, or a combination of both, the property offers a rare blend of lifestyle and investment potential. Only one adjoining residence is attached, creating a boutique ownership environment, while the neighboring property is also available for purchase separately for those seeking a larger footprint, future family compound opportunity, or multi-generational ownership strategy. Financial performance, rental history, ADR and RevPAR data available upon request.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
1356 POINT CRISP RD, SARASOTA, FL 34242
$4,495,00039 Days on yellowkey MLS ID: A4692551
2 Days Off yellowkey (back on 5/12/2026)
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 7443 Built: 2005 Tax: $61,095 (2025)Community: Point Crisp AddSpa: YesSingle Family
Taxes:$61,095
Remarks: Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,00066 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
611 VENICE LN, SARASOTA, FL 34242
$1,050,00053 Days on yellowkey MLS ID: A4686684
REDUCED by $22,000 (2.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1972Monthly Fee: $42 Tax: $9,119 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$9,119
Remarks: Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key with low HOA fees of just $500 per year, you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,199,00072 Days on yellowkey MLS ID: A4688546
REDUCED by $26,000 (2.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
5855 MIDNIGHT PASS RD #420, SARASOTA, FL 34242
$745,000214 Days on yellowkey MLS ID: A4671788
REDUCED by $20,000 (2.6%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976 Tax: $4,975 (2024)Community: Harbor Towers Y & RCondo
Taxes:$4,975
Remarks: Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This turnkey furnished condo features an open floor plan, two suites split plan bedrooms and provides one parking space & additional storage room. New electrical panel and new water heater. Delight yourself at the HT amenities including heated resort style pools, 3 Har-Tru tennis courts, fitness center, sauna, clubhouse and a superb Marina & seating along the intercoastal waterway. HT has newly renovated building facade, common area including the lobby, spa area and hallways. A fantastic investment opportunity to own a rental income while enjoying the unit whenever you wish. Two-week minimum rentals are allowed 26 times/ year. Buyer can use the on-site property management company for rentals, or others.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Mihaela Dragan (630-330-8903)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,00067 Days on yellowkey MLS ID: A4689037
Bed: 5 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: Positioned on the highly desirable north end of Siesta Key within the city limits, 3515 La Paloma Ave is a fully reimagined coastal retreat blending luxury living with exceptional flexibility and income potential. Just moments from Siesta Key Village, the beach, and the North Bridge, this elevated property offers the ideal balance of privacy, accessibility, and island lifestyle. This rare 5-bedroom coastal property offers nearly 3,000 total square feet of thoughtfully designed living space, beautifully renovated with designer finishes, open-concept living, and a bright modern coastal aesthetic throughout. The resort-style backyard showcases a screened pool, tropical landscaping, multiple entertaining areas, and seamless indoor-outdoor living. A detached mother-in-law suite with private entrance includes an additional bedroom, full bathroom, walk-in closet, and dry bar, creating exceptional flexibility for guests, multigenerational living, or income-producing opportunities. Offered turnkey furnished and move-in ready, this is a unique opportunity to own a high-producing coastal retreat in one of Siesta Key’s most sought-after locations.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000133 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Taxes:$9,646
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90016 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
1035 SEASIDE DR #308, SARASOTA, FL 34242
$2,600,00040 Days on yellowkey MLS ID: A4692379
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1646 Built: 2023 Tax: $21,387 (2025)Community: Ten35 SeasideSpa: YesCondo
Taxes:$21,387
Remarks: Gulf-Front Luxury with Investment Appeal Experience elevated beachfront living at Ten35 Seaside, a boutique Gulf-front community on the quiet southern end of Siesta Key. This beautifully designed 2-bedroom, 2.5-bath residence offers private beach access, resort-style amenities, and strong luxury rental potential. The open-concept layout features Wolf and Sub-Zero appliances, custom cabinetry, sleek coastal finishes, and spacious living areas filled with natural light. Sliding glass doors open to a private terrace perfect for enjoying Gulf breezes and sunset skies. The primary suite offers a spa-style bath and walk-in closet, while the guest suite includes built-in bunk beds for added flexibility and rental appeal. Residents enjoy a beachfront pool and spa, private cabanas, fitness center, and direct access to Siesta Key’s world-famous beaches — all just minutes from Siesta Key Village and downtown Sarasota. Ideal as a luxury beachfront retreat, full-time residence, or income-producing coastal investment property. Buyer to verify rental policies, restrictions, and all room dimensions.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Rex Glasson (941-587-6135)
266 OGDEN ST, SARASOTA, FL 34242
$749,0004 Days on yellowkey MLS ID: A4696712
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1433 Built: 1973 Tax: $13,135 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,135
Remarks: Investor Opportunity on North Siesta Key! Located within City of Sarasota city limits! This hurricane-impacted property presents a rare chance to acquire a premium piece of real estate in one of Sarasota’s most sought-after coastal markets. Situated on a generous 0.31-acre corner lot on the quiet residential north end of Siesta Key, this 3-bedroom pool home offers exceptional potential for renovation, redevelopment, or a custom luxury rebuild. With strong underlying value driven by location, investors and builders will appreciate the property's proximity to Siesta Key Beach, Siesta Village, waterfront dining, and shopping, while still enjoying the privacy and charm of an established island neighborhood. Large corner lots in this area are increasingly difficult to find, making this an attractive opportunity for those seeking long-term appreciation or resale potential. Whether your vision is a high-end coastal residence, a profitable renovation project, or a complete redevelopment, the possibilities are significant. Opportunities to purchase on North Siesta Key at a value-add price point are becoming increasingly rare. Bring your contractor, architect, and imagination—this is your chance to capitalize on one of Florida’s most desirable barrier island locations.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Marius Mocan (503-858-3756)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000474 Days on yellowkey MLS ID: A4640938
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Taxes:$10,150
Remarks: Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing Agent: Jim Mast (941-587-9066)
420 BEACH RD #606, SARASOTA, FL 34242
$1,595,000107 Days on yellowkey MLS ID: A4683822
REDUCED by $90,000 (5.3%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $8,066 (2025)Community: Siesta Gulf ViewSpa: NoCondo
Taxes:$8,066
Remarks: This Rare Beachfront, Classic Coastal Modern extensively renovated 2/2 condo has your Dream View! Unobstructed Beach View of 400’ of private beach on 7 acres. Offering total building area for unit is 1568 sq ft. Modern appointed living area is 1316sq ft with additional 252 sq ft Modern Private Lanai. High demand all year Monthly (12) rentals for Investor, 2nd Home or Primary Home. There are No assessments. Passed Structural Integrity. Strong, Fully Funded Reserves. Replaced cast iron to New “PVC” drains in entire building, New building roof, New clubhouse roof lowered insurance master policy. Stilted Building, Designated Parking underneath offers weather protection to lobby/elevator. Condo has Brand New HVAC 2026 with R454B gov. required cooling & New Water Tank. Designed by Owner, Floor to Ceiling integrating a cohesive Classic Modern Art Gallery feel throughout. Enjoy your “private outdoor living” new screened 31’x8’ Beach Lanai (no houses/buildings in line of sight) Modern flooring, locking storage Door. Condo is insulated & extremely “Quiet” w/updated PGT impact Sliders and Windows. Solar Shades are see-through when down on sliders but front windows have see-through Solar Shades & Privacy Shades. The Front has Quiet Solid Core Impact Door. Wi-Fi Thermostat. Stunning Modern Polished Porcelain, Large Rectified 24” Tile for entire condo & closets. Modern Frosted Glass Framed Solid Wood 4 Interior Doors. Frosted Glass Framed Solid Wood Interior Bifolds for all 7 closets, continuing a clean line design with 8” Solid Wood, Mitered Baseboards throughout. Calming Lighting with all LED lighting dimmers throughout & all walk-in closets. All Closets designed w/Solid Wood Shelving & fitted w/thick satin nickel Rods and Brackets to All Studs for Heavy organization needs. Both Bathrooms have Moreno Gloss Floating Soft Close Drawer Vanities w/satin nickel Series Pfister Kenzo Waterfall Faucets/Shower Handel & 4 piece Towel bar set. Kohler Skirted “Chair-Height” Toilets for both. Main bath is Designed w/24” Italian Carrera Marble Tile, full size Bench & tall Niche. Guest bathroom Designed w/24” Ivory Glass Tile & Tall Abalone Tile Niche. With owners not being a chef/cook, kitchen is gently used in immaculate condition. ALL "SMART Wi-Fi" Stainless Appliance Suite, Largest Size features; “Double Oven” 5 burner w/Warming Drawer. Refrigerator “Showcase” Triple French Door, ice/water, Middle Flex Drawer, Bottom Freezer Double Drawer. Stainless “Triple Storm” Dishwasher. Kohler 36” Large Stainless Steel Apron Sink w/Kohler Pull down Stainless Faucet. Matching to Suite are Over Size Stainless "Wi-Fi" Front Load Washing Machine & Front Load Dryer on Stainless Pedestals in “walk-in” Laundry Room, stainless light, solid wood shelving w/nickel stainless rod/brackets designed for Heavy storage needs. Owner has variety remodeled Product in front closet. This beachfront condo has been gently lived in and all the Design Aspects/Appliances are in Immaculate Condition. Clubhouse with 25‘x40‘ Heated Swimming Pool, Tennis & Pickleball Courts, updated Fitness room, bathrooms, your private locked Storage Room. Private Beach gate to Boardwalk w/ picnic area, 2 grills & birdwatching benches. Pet friendly, designated large pet park w/bench. “Private ISLAND Style Living” A truly Coveted Opportunity awaits you- private, unobstructed view, full condo length beachfront lanai, 6 floor, 7 acre property, 400’ beachfront Property is available for Same Day Showings.
Listing Agent: Constantine Stratos (941-232-5251)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00081 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
9000 MIDNIGHT PASS RD #5, SARASOTA, FL 34242
$1,350,000107 Days on yellowkey MLS ID: A4683685
REDUCED by $145,000 (9.7%) on 04/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1982 Built: 1982 Tax: $7,904 (2025)Community: Turtle CoveCondo
Taxes:$7,904
Remarks: Imagine watching breathtaking Gulf sunsets from your own balconies every evening. Tucked away on the quiet south end of Siesta Key, this waterfront townhome-style condo offers incredible water views from nearly every room. As part of the intimate 7-unit "Turtle Cove" community, you'll have no neighbors above or below you, and the soundproof construction ensures total peace and quiet. ..... This home is a boater’s dream. It comes with the use of one of seven equal boat slips, where you can add a lift, and you’re just a 10-minute ride out to the open Gulf through Midnight Pass. If you prefer kayaking or paddleboarding, a launch right behind the unit gives you direct access to the lagoon and the Intracoastal Waterway. When you’re ready for the beach, a 5-minute walk through a shady park leads you to the white sands of Turtle Beach. .... Step inside, and you’ll be greeted by light-filled spaces thanks to expansive, impact-resistant windows and sliding doors. The main floor features a large, screened balcony that feels like an extension of your living space—perfect for morning coffee or dining al fresco. The bright, eat-in kitchen is equipped with stainless steel appliances and has a convenient pass-through to the dining room. Upstairs, the bedrooms feature beautiful cork flooring that’s both quiet and comfortable underfoot. The primary suite is a true retreat, facing west with its own private, screened balcony to enjoy the sunset reflections on the lagoon. The en-suite bathroom has twin sinks, a walk-in shower, and a relaxing garden tub. Both the primary and second bedrooms have walk-in closets fitted with Closet-Tec organizers. The third bedroom is cleverly designed with two single Murphy beds, each with its own dimmable light and power outlet for charging devices. For convenience, the laundry closet is located right by the bedrooms. .... The lower level is a fantastic bonus space with a cozy wood-burning fireplace and a wall of glass windows and doors that open onto a waterfront patio, with the heated community pool just steps away. The oversized two-car garage offers plenty of room for vehicles and storage, and an elevator could easily be installed. .... This pet-friendly community is a haven for wildlife—you’ll love spotting pelicans, herons, jumping fish, and even the occasional dolphin or manatee. The location is ideal, offering a quiet residential feel while being just a short walk from two great restaurants and only 10 minutes from the bridge to the mainland. Best of all, you’re right next to the last southbound stop for the free Siesta Key trolley, ready to whisk you away to the shopping, dining, and fun of Siesta Key Village.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
1229 MOONMIST CIR #P6, SARASOTA, FL 34242
$625,00013 Days on yellowkey MLS ID: G5112987
REDUCED by $25,000 (3.8%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1015 Built: 1968Monthly Fee: $1,035 Tax: $4,713 (2025)Community: Polynesian GardensSpa: NoVilla
Taxes:$4,713
Remarks: Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own private entrance just steps from the fresh air terrace and screened lanai. Positioned at one of the highest elevations in the community, it adds both appeal and peace of mind. Unwind in your private outdoor oasis with lush tropical landscaping and a cozy LP gas fire pit—perfect for relaxing evenings. NEW ROOF 2024, NEW HVAC SYSTEM 2023, WATER HEATER 2025, PROGRAMMABLE NEST THERMOSTAT, PROGRAMMABLE AND REMOTE ENTRY TOUCH KEY LOCK, REMOTE CAMERA SYSTEM, AND NEW GUTTERS 2025. Spend your days fishing or watching dolphins and manatees from the community dock/fishing pier on the INTRACOASTAL WATER WAY. Walk to local favorites including dining, shopping, coffee spots, and nightlife at Captain Curt’s, plus nearby grocery stores and marina access. Just across the street is world-famous Siesta Key Beach with its cool, powdery white quartz sand beach. Bike, golf cart, or take the free trolley to The Village for even more to explore. This charming 2-bedroom, 2-bath villa with covered carport and screened lanai lives like a single-family home, offering spacious outdoor living with the ease of low-maintenance, lock-and-leave convenience. RENTAL HISTORY IN ATTACHMENTS. ENJOY THE ULTIMATE SIESTA KEY LIFESTYLE--MOVE IN, RENT OUT, OR SIMPLY RELAX.
Listing is courtesy of: MORRIS REALTY AND INVESTMENTS (352-435-4663)
Listing Agent: Jo Leen Howe (352-267-0770)
62 SANDY HOOK RD S, SARASOTA, FL 34242
$2,995,000237 Days on yellowkey MLS ID: A4667491
Bed: 5 Bath: 3.0 Liv Area Sq Ft: 2658 Built: 1964Monthly Fee: $161 Tax: $8,811 (2024)Community: Sandy HookSingle Family
Taxes:$8,811
Remarks: In the coveted Sandy Hook Gulf Beach enclave of only 42 homes, this unique Mid-Century Modern home is now offered for purchase for the first time since 1983. The one-of-a-kind mid-century modern retreat rests on 1.6 acres of serene lakefront adjacent to where Big Sarasota Pass meets the Gulf of Mexico. Created by Frank Folsom Smith, a noted member of the Sarasota School of Architecture, this passively designed treasure was crafted from local cypress, oak, terra cotta and Ocala block and sits harmoniously within a lush Florida-native landscape alive with palms, cedars, and blooming wild flora. Nature lovers will delight in the lake along the southern edge of the property, home to a vibrant array of wildlife. The main residence, built in 1964 and lovingly preserved by its current owner since 1983, features timeless modernist design and abundant natural light through true north and south facing 10-foot glass sliders that welcome daylight. Meanwhile the interiors are shielded from direct sun for restful living. The guest house, added in 1987, also designed by the firm, complements the main home, together offering 5 bedrooms, 3 full bathrooms, 2 expansive great rooms, and a rare wood-burning fireplace, perfect for cozy winter evenings. Outdoors, all residents can enjoy their choice of sun-dappled terraces or shaded garden hideaways beneath more than 120 mature palms and cedars. Thoughtful upgrades ensure comfort and ease in this home's remodeled kitchen with all new appliances, new Trane HVAC systems covered by 10-year warranties, a 2025 deep-well irrigation system, and low-voltage outdoor lighting synchronized by the integrated atomic clock for effortless ambiance. Just a 150-meter stroll west through the trees leads you to Sandy Hook’s exclusive residents-only Gulf beach, a secluded paradise of sugarwhite quartz sand where sea turtles hatch annually and dolphins and manatees play offshore and sunsets paint the sky in vivid color. Conveniently located near Siesta Village’s boutiques and restaurants, and within easy reach of top-rated Sarasota County schools, The Out-of-Door Academy, and Sarasota Memorial Hospital, ranked among America’s top 50, this home offers the perfect blend of mid-century authenticity, privacy, and coastal lifestyle. This truly rare architectural offering is where Siesta Key’s natural beauty and Sarasota’s cultural soul meet the timeless artistry of mid-century design.
Listing is courtesy of: CAPITAL REAL ESTATE ENTERPRISE (941-921-1000)
Listing Agent: Fred Beles (941-921-1000)
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000194 Days on yellowkey MLS ID: A4671884
0 Days Off yellowkey (back on 4/7/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
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