Location: Sarasota , 34242
Do Not Show Listings
643 CALLE DE PERU, SARASOTA, FL 34242
$1,996,000329 Days on yellowkey MLS ID: A4658846
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1982 Built: 1980 Tax: $8,733 (2024)Community: Sarasota BeachSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,733
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Pre-construction. To be built. Custom beach home opportunity! Less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Almost 1/4 acre lot in a charming neighborhood with close proximity to public beach and Village. The existing structure is a tear down, leaving a beautiful canvas to create your dream home or investment property! Optional Island Series plans by Yoder Custom Homes are available, or choose the builder of your choice, or land only. Just 6.4 mi to downtown Sarasota- known for it's Arts & Culture. Call today for more information! Land only listed in vacant land.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
5830 MIDNIGHT PASS RD #107, SARASOTA, FL 34242
$599,000155 Days on yellowkey MLS ID: A4679302
REDUCED by $50,000 (7.7%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1970 Tax: $4,451 (2025)Community: Jamaica RoyaleCondo
Taxes:$4,451
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to your slice of paradise at Jamaica Royale on world famous Siesta Key Beach. This completely remodeled 2 bedroom, 2 bath condo offers the perfect blend of coastal elegance and income producing potential. The stunning kitchen features quartz countertops, custom wood cabinetry, stainless steel appliances, dining space, and a laundry closet with stackable washer and dryer, ideal for entertaining after a day on the sand. Both bathrooms have been beautifully updated with designer finishes, including marble like tile shower and sleek quartz-top vanities, creating a spa like retreat. The thoughtfully designed floor plan is comfortable, stylish, and Turn-key move-in ready. Located in a highly desirable beachfront community with one week minimum rentals, this condo is an excellent investment or vacation getaway. Enjoy a heated pool and approximately 300 ft of private beach frontage, just steps from the Gulf’s crystal clear waters and powder soft sand. Ideally situated near Siesta Key Village, you’re moments from renowned dining, boutique shopping, and vibrant night life. Whether you are seeking a personal retreat, rental income, or both, this is coastal living at it’s best!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
84 AVENIDA VENECCIA #202 & 203, SARASOTA, FL 34242
$7,950,000791 Days on yellowkey MLS ID: A4608628
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 6206 Built: 2024Monthly Fee: $6,619 Tax: $72,971 (2024)Community: 89 BeachCondo
Taxes:$72,971
Remarks: One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you to your sanctuary above. Park your collection of vehicles effortlessly in the expansive 4-car garage before ascending to your private oasis. Step out onto expansive covered balconies to savor the sea breeze and soak in the mesmerizing vistas. Entertain with flair in the rooftop pool area, complete with a firepit for cozy gatherings under the stars. Your own private beach cabana beckons for tranquil moments by the water's edge, while the gated entrance ensures utmost privacy and security. Indulge in the ultimate relaxation within the heart of Siesta Village, where world-class dining and boutique shopping await a mere two blocks away. Retreat to the comfort of your home office or unwind in the bonus/game room after hosting guests in one of the three en suite guest bedrooms, each offering unparalleled comfort and privacy. Luxuriate in the gulf-front master suite, adorned with ceiling-to-floor windows framing the endless ocean vistas. This is a rare opportunity to own a slice of paradise on iconic Siesta Key, where every amenity and indulgence awaits at your doorstep.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tom Cail, Pa (941-780-2245)
1138 SUN N SEA DR, SARASOTA, FL 34242
$1,349,00039 Days on yellowkey MLS ID: A4693618
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1246 Built: 1958 Tax: $10,436 (2025)Community: Not Part Of A SubdivisionSingle Family
Taxes:$10,436
Remarks: Rare opportunity on Siesta Key to own a fully remodeled multifamily property just moments from world-famous Siesta Key Beach. Offering two separate residences, each featuring 2 bedrooms and 1 bathroom, this property presents flexible potential for personal use, short-term rental income, or a live-in investment opportunity. Both units have been extensively updated throughout, featuring luxury vinyl plank flooring, updated electrical and plumbing, fresh interior finishes, new interior doors, and bright coastal-inspired design elements. The kitchens showcase white shaker cabinetry, quartz countertops, stainless steel appliances, and striking teal subway tile backsplashes that bring a fun yet refined coastal character to the space. Open living areas are filled with natural light from oversized windows and complemented by custom wood accent detailing. Each residence includes remodeled bathrooms, private entrances, and in-unit stacked washers and dryers for convenience. Outside, the property offers exceptional curb appeal with tropical landscaping, decorative stone accents, paver courtyard spaces, pergola detailing, and a charming gated entry. Residents and guests can also enjoy access to a nearby community pool. What’s special: guests enjoy private gated beach access through the club, with lounge chairs and umbrellas provided for effortless days on the sand. Located in one of Siesta Key’s most desirable beachside areas, this move-in-ready property offers a rare combination of style, flexibility, and investment potential in an unbeatable location.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Curt Ware (941-587-9122)
8735 MIDNIGHT PASS RD #105B, SARASOTA, FL 34242
$639,900114 Days on yellowkey MLS ID: A4684402
REDUCED by $20,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $6,948 (2024)Community: Turtle Bay Sec 1Spa: YesCondo
Taxes:$6,948
Remarks: NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Melody Davis (908-202-4085)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$595,000169 Days on yellowkey MLS ID: A4677015
REDUCED by $40,000 (6.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing Agent: Joe Cleary (941-650-8485)
4857 PRIMROSE PATH, SARASOTA, FL 34242
$4,795,00038 Days on yellowkey MLS ID: A4693435
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3935 Built: 2026 Tax: $12,753 (2025)Community: Harmony SubSpa: YesSingle Family
Taxes:$12,753
Remarks: Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors. Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic. The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage. Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment. Additional features include: • Approximately 4,300 square feet under roof • Elevated construction designed to current Florida wind and flood standards • Resort-inspired courtyard pool and outdoor entertaining spaces • Large covered terraces and second-floor balcony areas • Custom landscaping and curated architectural detailing throughout • Oversized glass openings designed to maximize natural light • Two-story floor plan with private guest accommodations A thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations. Estimated completion: Winter 2026. For additional renderings, floor plans, and project details, visit: 4857PrimrosePath dotc0m
Listing Agent: Carolyn Lobue (847-400-7357)
3550 BAYOU LOUISE LN, SARASOTA, FL 34242
$11,900,000133 Days on yellowkey MLS ID: A4682295
REDUCED by $295,000 (2.4%) on 05/19/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4325 Built: 2027 Tax: $54,012 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$54,012
Remarks: Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare offering captures sweeping panoramic views from Big Pass to Bayou Louise. With unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This is coastal living without compromise. Designed for both elevated beauty and resilience, the Miller Floorplan features approximately 4,325 square feet of conditioned living space with a raised main living level, private elevator access, and a multi-bay garage with dedicated boat storage below. The thoughtfully designed layout includes five bedrooms, five full bathrooms, and a powder room. The primary suite is privately positioned offering a spa-inspired bath with separate water closet, expansive closet space, and seamless connection to outdoor living. The heart of the home is an open-concept living and dining space anchored by a designer kitchen with pantry and butler’s area, all oriented toward breathtaking water views. Expansive porches, screened outdoor living areas, and a resort-style pool with integrated spa and swim-off areas create a true waterfront retreat. A standing seam metal roof and sophisticated coastal architectural detailing reflect timeless style while complementing the surrounding natural beauty. Located on the coveted north end of Siesta Key, this estate offers both privacy and convenience. The beach, boating, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene are moments away. Large parcels of this caliber with 175 feet of frontage and water access on the east and west side of the property, are rarely available, making this an exceptional opportunity to secure a refined blend of modern luxury, prime location, and long-term value. Where coastal beauty, architectural sophistication, and thoughtful design converge, this residence delivers an unparalleled Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Keith Curcio (941-376-7683)
8710 MIDNIGHT PASS RD #405, SARASOTA, FL 34242
$684,800256 Days on yellowkey MLS ID: A4667487
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1012 Built: 1980 Tax: $8,127 (2024)Community: TortugaCondo
Taxes:$8,127
Remarks: Looking for a beach front condo on Siesta Key? Wait until you see Tortuga condominium complex. This private gated community is the slice of paradise you have been looking for. Amenities include heated community indoor/outdoor pool, sauna. The clubhouse has been renovated and, with its full kitchen and dining area, can be reserved for a private gathering! This 2 bedroom, 2 bath condo is updated throughout with hurricane sliding doors and is being sold turn-key furnished! You have a water view of the Gulf. The best part of this condo is that it is rented December 28, 2025 through March 2026! Tortuga amenities extend to the Bay side also!! Included are boat docks, a fishing pier, tennis and pickleball courts. Tortuga assigned boat slips are 10.5ft wide by 30ft long. So, length including bow anchor platform, swimming platform, engine mount, protruding propeller, or any other extensions cannot exceed 30ft. HOA fees include basic cable and internet, water, trash pickup and an onsite maintenance manager. Whether you envision it as your permanent sunny abode, a splendid second home, or a savvy investment, your own piece of paradise awaits!
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
5681 MIDNIGHT PASS RD #104, SARASOTA, FL 34242
$489,000405 Days on yellowkey MLS ID: A4652794
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,982 (2024)Community: White Sands VillageCondo
Taxes:$4,982
Remarks: Welcome to your relaxation destination- White Sands Village- located across from Tripadvisor's #1 RATED BEACH IN THE U.S. AND #4 IN THE WORLD- SIESTA BEACH! Let the cool quartz white powder sand and clear water soothe your soul. This comfortable 1,012 sqft, TURN KEY FURNISHED, 2 bedroom/ 2 bath condo has recently been refreshed by a professional designer. The UPDATED, opened up kitchen features granite countertops, stainless steel appliances and a delightful window looking out to the lush tropical greenery. Entertain guests in the open plan dining and living room. The 2 spacious bedrooms offer multiple large closets and plenty of room to accommodate additional visitors. You'll love that the 2 bathrooms are updated with granite countertops and there is hard flooring throughout the condo. Enjoy sunsets and a peek-a-boo boat basin view while sipping your favorite cold beverage from the screened lanai. This 2nd floor unit is ideally positioned in the back of the complex in an end building providing privacy and tranquility with no one above you...and peace of mind with it being high and dry! The community features a charming clubhouse with sauna, heated pool, BBQ grills, picnic areas, boat docks available for rent annually on a first come first serve basis, multiple laundry facilities and designated parking spaces under shaded carports as well as plenty of open guest parking. Just across the street at the public beach you'll find tennis, pickleball, volleyball and a playground! Take the trolley to Siesta Village for delicious local restaurants, live music, farmers market, festivals, fitness and shopping. The flexible 2 week and pet friendly rental policy combined with the ON-SITE rental management office makes this an excellent investment opportunity that's easy breezy! Call today to schedule your private showing and start living the Florida dream!
1900 COVE II PL #138, SARASOTA, FL 34242
$599,900218 Days on yellowkey MLS ID: A4672795
1 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1979 Tax: $6,023 (2023)Community: Midnight Cove IiCondo
Taxes:$6,023
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Find safety and security from possible inclement weather near your beach dwelling with a top floor unit with eastern exposure at this wonderful Midnight Cove II unit. Priced extremely competitively on Siesta Key, this nicely renovated unit overlooks the boat traffic and wildlife playground that is the intracoastal waterway that runs between Siesta Key and the mainland. A unique opportunity to capitalize on attractive income while utilizing this third-floor perch to drink in a saltwater breeze when your schedule permits. From your sun deck, a wall of glass sliders connects you to the main living space, flooded with cheerful Florida sunshine. Delight in low maintenance living with the handsome LVP flooring throughout the space. The kitchen offers updated cabinetry, chic stainless appliances and granite counters that shine under the recessed lighting. The dining area offers seating for six while the living area is the perfect place to kick up your feet after a day of Siesta Key adventures. The principal suite is bright and fresh with a beautifully renovated full bath. The second bedroom offers an attractive headboard wall. Guests and families will be quite comfortable with the unique, second full bath allowing for a private space to refresh. With amenities that rival or bests many communities, Midnight Cove II is a vibrant, welcoming place to call home with a marina, tennis courts, barbecue area, fitness room and heated pool. You will also enjoy deeded beach access to Crescent Beach, Siesta Key’s renowned beach with powdery white sands along the Gulf of Mexico. Take a stroll or a trolley to any one of the eateries and shopping opportunities along Siesta Key or venture off island and explore Sarasota and beyond!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000137 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000144 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
3210 HIGEL AVE, SARASOTA, FL 34242
$11,950,000184 Days on yellowkey MLS ID: A4676047
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3884 Built: 2026 Tax: $26,394 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$26,394
Middle School: Booker Middle
Remarks: Under Construction. Perfectly positioned on the highly coveted north end of Siesta Key, this exceptional property overlooks the aquamarine waters of Big Pass and the Gulf of Mexico where dolphins frolic in your backyard. To be custom built by renowned builders - Trend Homes, the residence is thoughtfully designed to capture the very best of island living. The home will feature exquisite custom kitchen cabinetry paired with top-of-the-line appliances, along with elegant stonework and refined millwork throughout. The spacious primary suite offers generous walk-in closets, while expansive windows provide breathtaking water views from nearly every room. Additional highlights include a 3-car garage, and an open, light-filled floor plan ideal for both everyday living and entertaining. Offering over 4,500 square feet of living space, the home includes four bedrooms and four and half bathrooms. Outdoor amenities are equally impressive, featuring a beautiful swimming pool, private boat dock, and seawall. Located just minutes from premier shopping and dining, and close to Siesta Key’s world-famous white-sand beaches, this is a rare opportunity to own a custom waterfront retreat in one of Sarasota’s most desirable locations. There’s still time for the buyer to personalize this to-be-built home by selecting certain design finishes and features to match their style.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
324 SIESTA DR, SARASOTA, FL 34242
$1,400,00046 Days on yellowkey MLS ID: A4692790
0 Days Off yellowkey (back on 5/17/2026)
Bed: 5 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2510 Built: 1950 Tax: $12,328 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$12,328
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing!
Listing Agent: Angela Lista (941-544-6255)
4634 HIGEL AVE, SARASOTA, FL 34242
$6,990,00041 Days on yellowkey MLS ID: A4693756
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3875 Built: 2024 Tax: $36,904 (2025)Community: Ocean Beach RepSpa: YesSingle Family
Taxes:$36,904
Remarks: Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
5920 MIDNIGHT PASS RD #1003, SARASOTA, FL 34242
$1,350,000112 Days on yellowkey MLS ID: A4683544
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,983 (2025)Community: Sarasota Surf & RacquetSpa: NoCondo
Taxes:$10,983
Remarks: Great Opportunity at Sarasota Surf & Racquet Club!! Beautifully turn-key furnished 2BR/2BA condo with a split bedroom floorplan for privacy in Tower 10 Unit 3 right on the beach with a gorgeous view of the Gulf and the beautiful quartz sand beach and shoreline. The onsite rental management team takes care of your investment. You use it when you want and enjoy the great revenue stream coming your way with a rare and great opportunity to take advantage of their 3 night rental minimum policy and managing all the reservations and taking care of the upkeep and cleaning of your unit. This is really exceptional beachfront living on Siesta Key with so many resort style amenities. You have direct access to private Crescent Beach, two heated swimming pools, rental options for tents, cabanas and umbrellas, beachside and poolside BBQ grills, four pickleball courts, three tennis courts (one hard court and two Har-Tru clay) – the only clay courts for a resort community on Siesta Key. There is a fitness center on the property and a recreation room where owners can come together for fun. The interior of this unit has been re-modeled with a lovely coastal look. Both bathrooms have been beautifully re-modeled. The primary bedroom features a king size bed, large walk-in closet and has its own private vanity area and a stunning tiled walk-in shower with a seat and gorgeous glass block. The second bedroom features two queen size beds and large walk-in closet. There is a lanai/room looking out to the beach and Gulf that is perfect for a quiet space for reading or computer work. Washer and Dryer located in laundry room just steps from the unit. This resort style property has it all! Catch the trolley or walk into the Siesta Key village for great shops and lots of great casual dining or more polished dining experiences. Coastal music flows out from the open air fun places for entertainment. Come enjoy Paradise!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
527 BEACH RD, SARASOTA, FL 34242
$3,195,000126 Days on yellowkey MLS ID: O6384340
INCREASED by $220,000 (7.4%) on 05/15/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1803 Built: 1985 Tax: $18,981 (2025)Community: Sarasota BeachApartment
Taxes:$18,981
Remarks: Discover an exceptional income-generating property in the heart of coveted Siesta Key right on Beach Road! This fully renovated raised multi-unit compound features a spacious 2-bedroom, 2-bathroom unit and a 2-bedroom, 1-bathrooom unit (side by side). An impressive gross income in 2023 and n 2024 (despite hurricane-related downtime), this turnkey investment provides immediate cash flow. Note: This property is zoned an RMF (Residential Multifamily) and is legally able to accept nightly rentals. The property boasts recent upgrades including new AC (2022), updated flooring (2025), modernized plumbing (2022), electrical (2022), and hot tubs (2022). This amazing opportunity is the best cap rate on any house on Siesta Key. Whether you're seeking a high-performing Airbnb rental portfolio or a strategic redevelopment opportunity in one of Florida's most desirable beach destinations, this property delivers both immediate income and long-term appreciation potential. Absentee owner managed; turnkey operation available at on a management fee with all staff staying in place. This house already has engineering drawings to enclose the bottom area adding 2,000 additonal square foot, that would increase rent by or more. This property could be purchased as a portfolio with 5228 Calle Menorca and 6550 Sabal Road.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
4136 ROBERTS POINT CIR, SARASOTA, FL 34242
$4,900,000232 Days on yellowkey MLS ID: A4670896
Bed: 6 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 7099 Built: 2008 Tax: $49,708 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$49,708
Remarks: Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Nina Bayan (941-716-5622)
838 NORSOTA WAY, SARASOTA, FL 34242
$4,190,00087 Days on yellowkey MLS ID: A4688144
0 Days Off yellowkey (back on 5/14/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 3001 Built: 2026 Tax: $11,779 (2025)Community: Bay IslandSingle Family
Taxes:$11,779
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
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