111

Siesta Key, FL 1-Story Homes for Sale

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  • /61

    $1,749,000

    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

    6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242

    Discover a beachfront paradise on Siesta Key, Sarasota, FL with this stunning 2-bedroom, 2-bath condo at Island House. Nestled directly on the Gulf of Mexico, this ground floor unit offers a blend of personal sanctuary and rental potential in one of Florida's most coveted locations. Upon entry, the spacious great room immediately captivates with panoramic views of Siesta Key's famed white quartz

    Susan Keal MICHAEL SAUNDERS & COMPANY

    6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242
  • /49

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,496 Sq Ft

    6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242

    Beachfront Luxury Awaits at 101, El Presidente, Siesta Key located directly on the pristine silicon sand of Crescent Beach in the prestigious El Presidente complex. Step into coastal elegance and direct access with this beautifully remodeled two-bedroom, two-bathroom condo, 1766 sq ft gross living area, one of only 5 “Diplomat” models in this 48-unit Condominium. Considered a first-floor unit,

    James Gammello WILLIAM RAVEIS REAL ESTATE

    6326 Midnight Pass Rd Unit 101, Sarasota, FL 34242
  • /12

    $650,000

    • 2 Beds
    • 1 Bath
    • 1,198 Sq Ft

    175 Island Cir, Sarasota, FL 34242

    Discover a unique opportunity to embrace the Siesta Key lifestyle in this 1952 cottage. Nestled in the Heart of Palm Island - a tranquil neighborhood and just a short walk from both iconic Siesta Key Beach and vibrant Siesta Key Village. This property is a blank canvas awaiting your vision. Whether you’re considering a renovation or building it up or tearing it down to build your dream home,

    Peggy Wellman MICHAEL SAUNDERS & COMPANY

    175 Island Cir, Sarasota, FL 34242
  • /44

    $975,000

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242

    New Price – Exceptional Beachfront Living in the Heart of Siesta Key.Experience the essence of coastal luxury in this beautifully appointed 5th-floor residence with commanding views of Siesta Beach, the Gulf of Mexico, and golden sunset skies. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1080 W Peppertree Ln Unit 506A, Sarasota, FL 34242
  • /61

    $424,900

    • 1 Bed
    • 1 Bath
    • 522 Sq Ft

    5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242

    Don’t miss this exceptional investment opportunity at Sea Club II, where you can rent units for a minimum of just one night—a rare perk for Siesta Key condominiums. This updated turnkey furnished one-bedroom, one-bath ground-floor unit which sustained no flood damage, offers an excellent rental history and comes fully equipped for guests to enjoy a seamless beach vacation experience. Sea Club II

    Taylor Thompson WILLIAM RAVEIS REAL ESTATE

    5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242
  • /52

    $2,450,000

    • 3 Beds
    • 2 Baths
    • 2,539 Sq Ft

    4937 Oxford Dr, Sarasota, FL 34242

    Location, location, location and no water intrusion with great income potential! Welcome to 4937 Oxford Drive, a charming single-family pool home on the Grand Canal nestled in the heart of Siesta Key. This sun-soaked sanctuary invites you to embrace the laid-back lifestyle with a touch of luxury. Discover the allure of Siesta Key living, just moments away from the pristine sands of world-renowned

    Roberta&Carolyn Tengerdy & Collins PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4937 Oxford Dr, Sarasota, FL 34242
  • /62

    $1,749,000

    • 3 Beds
    • 2 Baths
    • 1,972 Sq Ft

    5164 Windward Ave, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. *Seller is offering a $25,000 credit toward Buyer’s closing costs.* Nestled on a quiet dead-end street, this stunning waterfront estate on Siesta Key perfectly blends privacy with convenience. With 260 feet of water frontage and Western exposure, this prime oversized corner lot spans 0.40 acres and offers direct access to the Intracoastal

    Taylor Thompson WILLIAM RAVEIS REAL ESTATE

    5164 Windward Ave, Sarasota, FL 34242
  • /37

    $687,000

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft

    1130 W Peppertree Ln Unit 118, Sarasota, FL 34242

    This delightful unit is just a short stroll from the tennis/pickelball courts, pool and siesta key private access beach, nestled in a quiet Gulf-side location. This 2 bedroom 2 bath condo is positioned upstairs on the 2nd floor, it offers serene views of one of the picturesque pond within the Peppertree complex. The unit has consistently generated rental income during peak season, or you could

    Cheryl Santelli PEPPERTREE BAY REALTY INC

    1130 W Peppertree Ln Unit 118, Sarasota, FL 34242
  • /38

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    1125 N Moonmist Ct Unit L5, Sarasota, FL 34242

    Welcome to your dream retreat! This delightful 2-bedroom, 1.5-bathroom furnished villa is nestled in the sought-after Polynesian Gardens community on beautiful Siesta Key. Just a 12-minute walk to the pristine sands of Crescent Beach, this home offers the perfect blend of relaxation and convenience.This villa has been completely remodeled after sustaining hurricane damage, ensuring it's better

    Kari Klein KW COASTAL LIVING III

    1125 N Moonmist Ct Unit L5, Sarasota, FL 34242
  • /65

    $1,900,000

    • 4 Beds
    • 3.5 Baths
    • 2,753 Sq Ft

    5072 Higel Ave, Sarasota, FL 34242

    REMEDIATED AND READY FOR REMODEL OR REBUILD. Excellent opportunity for the buyer who is looking for value and the Siesta Key lifestyle, this true 4 bedroom 3/1 bath home with an attached, 2 car garage and large pool area features deep boating water on a wide canal. Sara Sands is a quiet, close to the beach, Siesta Key village and Out of Door Academy. Embrace the ultimate tropical retreat on

    Angie Ramos COLDWELL BANKER REALTY

    5072 Higel Ave, Sarasota, FL 34242
  • /65

    $1,160,000

    • 3 Beds
    • 2 Baths
    • 2,272 Sq Ft

    5345 Siesta Ct, Sarasota, FL 34242

    LOCATION, LOCATION, LOCATION!!! Welcome to your own piece of paradise in Siesta Cove on Siesta Key. NO DAMAGE DURING ANY OF THE RECENT STORMS! This beautiful oasis is light and bright perfect for entertaining. All the major items have been taken care of in this home. The roof was replaced in 2020 (as well as 2 skylights), AC in 2022, and the water heater in 2023. The kitchen is equipped

    Lisa Wiles RE/MAX ALLIANCE GROUP

    5345 Siesta Ct, Sarasota, FL 34242
  • /35

    $529,000

    • 2 Beds
    • 1.5 Baths
    • 975 Sq Ft

    6029 E Peppertree Way Unit 116, Sarasota, FL 34242

    Savor your coffee while enjoying the breathtaking views of the bay! Welcome to the wonderful community of Peppertree Bay on Siesta Key. This is an incredible opportunity to own a 2-bedroom, 1.5-bathroom turnkey condo that awaits your personal touch! High and dry and no damage from the storms. Located on the second floor, it features stunning bay views from your lanai and offers private beach

    Cheryl Santelli PEPPERTREE BAY REALTY INC

    6029 E Peppertree Way Unit 116, Sarasota, FL 34242
  • /29

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    633 Calle de Peru, Sarasota, FL 34242

    New build or restoration opportunity!! This unique two-bedroom, two bathroom, three car garage bungalow is nestled in the heart of Siesta Key. Located minutes away from, world famous Siesta Key beach and the village; it is perfectly situated to live the island life. Unfortunately, the house was flooded during Helene and has been stripped down and is ready for its new owners. Remodel the house

    Bradley Kayser COLDWELL BANKER REALTY

    633 Calle de Peru, Sarasota, FL 34242
  • /28

    $749,000

    • 2 Beds
    • 1 Bath
    • 959 Sq Ft

    4626 Gleason Ave, Sarasota, FL 34242

    Newly renovated single family home on Siesta Key for under $750,000! This charming 2 bedroom, 1 bath cottage is located on a spacious lot and is a short walk to Siesta Village and nearby world famous Siesta Key Beach.Mid century modern and beachy in design, the home is filled with natural light. The kitchen features all new appliances, quartz countertops, new cabinetry and a breakfast bar. The

    Margot Vigar (Leonard) COLDWELL BANKER REALTY

    4626 Gleason Ave, Sarasota, FL 34242
  • /45

    $749,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242

    Rarely available PENTHOUSE! Whether it's the shimmering city lights at night or a dazzling sunset that paints the sky with hues of orange and pink, this penthouse's vantage point provides a breathtaking backdrop for everyday living. Direct beach access, 2 bedroom/2 bathroom unit, fully furnished with everything you need. Just bring a suitcase. This bright unit features stainless steel appliances,

    Eliza Miller PEPPERTREE BAY REALTY INC

    1200 E Peppertree Ln Unit 607, Sarasota, FL 34242
  • /71

    $769,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242

    PRICE IMPROVED** Welcome to Gulf and Bay Club Bayside, a popular gated community on Siesta Key where a Bay to Beach lifestyle awaits! Take comfort knowing this home had no impact from recent storms. Live like you're on vacation in this charming ground-floor, one-level, 2-bedroom, 2-bath condo, sold completely turn-key and fully furnished. This comfortable light-filled, airy home is decorated with

    Kelly Rosenberg COLDWELL BANKER REALTY

    1328 Siesta Bayside Dr Unit 1328C, Sarasota, FL 34242
  • /29

    $425,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242

    This charming updated ground floor condo, featuring 2 bed rooms, 1 bath room, a full kitchen and reserved parking, has a water view from the lanai and is located in beautiful Siesta Key, Florida. This particular unit is located about 30 feet from the intracoastal waterway, so soak up pristine gulf views right from your ownlanai! It is also a stone's throw away from the community's heated pool.

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242
  • /55

    $449,000

    • 2 Beds
    • 1 Bath
    • 690 Sq Ft

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242

    SOLID CONSTRUCTION & STRATEGIC LOCATION...Discover peace of mind in this resilient first floor condo at Bay Oaks which has withstood two hurricanes without any damage. The solid construction of this mid-rise complex and the strategic location on Siesta Key mean it has emerged unscathed from our recent storms. Convenient carport right outside your door means no waiting for elevators, making it

    Ingrid Caruso COLDWELL BANKER REALTY

    6157 Midnight Pass Rd Unit G11, Sarasota, FL 34242
  • /38

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,361 Sq Ft

    5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242

    Gulf & Bay is undeniably one of the top tropical resorts on Siesta Key. Eight Hundred feet of beautiful white sand that makes up famous Siesta Key Beach is just steps outside of your building. Amenity-rich Gulf & Bay boasts Basketball, Tennis, Pickleball, Shuffleboard, Fitness center with Spa and Sauna, grills with picnic areas, three swimming pools, two club houses, electric car charging

    Carol Thomas MICHAEL SAUNDERS & COMPANY

    5780 Midnight Pass Rd Unit 710, Sarasota, FL 34242
  • /72

    $597,900

    • 2 Beds
    • 2 Baths
    • 1,230 Sq Ft

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242

    $20K Price Reduction!!!! WATERFRONT SIESTA HARBOR!VIEWS OF THE CANAL! WALK TO ALL, BEACH ACCESS ACROSS THE STREET! PRIVATE BEAUTIFULLLY FURNISHED END UNIT IN SIESTA HARBOR!!!Turn-Key Furnished with a Canal View! Immaculate, move in ready, Impact Windows, enclosed lanai with gorgeous well-appointed furniture and furnishings included! Highly Sought after beautifully remodeled Corner End Unit on

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1215 S Portofino Dr Unit 308, Sarasota, FL 34242
  • /47

    $1,495,000 Open Sun 1AM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,187 Sq Ft

    5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242

    One or more photo(s) has been virtually staged. Discover an unparalleled coastal living experience at Beach Terrace, one of the most coveted addresses on Siesta Key. This unfurnished 2-bedroom, 2-bath corner condominium offers an extraordinary blend of luxury and location, perfectly positioned with a direct Gulf of Mexico oceanfront setting. Nestled at the end of Siesta Key Village, the property

    Mickey Kiernan MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 6-4, Sarasota, FL 34242
  • /20

    $750,000

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft

    1104 S Moonmist Ct Unit M-10, Siesta Key, FL 34242

    Absolutely beautiful Villa in condominium complex, Villas are stand-alone homes with their own private yard, there are very few of these on Siesta key, most condos are in apartment like mid rises. This home has French doors from both bedrooms going out back to your own private backyard with a fishpond and waterfall, other condos in this complex you have to walk from the front or side. This is a

    Steven Koleno BEYCOME OF FLORIDA LLC

    1104 S Moonmist Ct Unit M-10, Siesta Key, FL 34242
  • /50

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft

    1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242

    Gulfside Downstairs Garden Unit, what a wonderful location to beach and a great view overlooking one of the interior lakes and fountain with estuary area. Going furnished so no need to start shopping. Owner used unit November and March and April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private

    Lisa Beach WATERSIDE REALTY LLC

    1046 W Peppertree Ln Unit 115B, Sarasota, FL 34242
  • /48

    $699,900

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242

    Don't miss out on this chance to own a piece of paradise! This 6th floor condo offers an open floor plan, allowing for natural light to stream through and illuminate every room. The lanai provides a tranquil setting to enjoy the beautiful view of the Intracoastal Waterway. The condo is turnkey furnished, making it move-in ready and perfect for those looking for a hassle-free transition. With

    Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

    5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242
  • /60

    $3,657,625 New Construction

    • 3 Beds
    • 4.5 Baths
    • 3,034 Sq Ft

    5103 Windward Ave, Sarasota, FL 34242

    Pre-Construction. To be built. Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

    Karen Greco GRECO REAL ESTATE

    5103 Windward Ave, Sarasota, FL 34242
  • /58

    $3,367,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,757 Sq Ft

    616 Mangrove Point Rd, Sarasota, FL 34242

    Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a

    Karen Greco GRECO REAL ESTATE

    616 Mangrove Point Rd, Sarasota, FL 34242
  • /54

    $3,990,000 New Construction

    • 5 Beds
    • 4 Baths
    • 3,329 Sq Ft

    4815 Featherbed Ln, Sarasota, FL 34242

    Just Completed! This brand-new, custom waterfront home on Siesta Key is now move-in ready, built above current elevation code with a brand-new raised seawall and dock, offering an unparalleled display of high-end, designer finishes throughout. The home features a spacious, open-floor plan with 5 bedrooms, 4 full bathrooms, and a sizable chef's kitchen complete with custom-designed cabinetry, an

    Marco Guadagnini PREFERRED SHORE LLC

    4815 Featherbed Ln, Sarasota, FL 34242
  • /4

    $5,399,000 New Construction

    • 4 Beds
    • 6 Baths
    • 4,007 Sq Ft

    4544 Woodside Rd, Sarasota, FL 34242

    Under Construction. Welcome to your dream home on Siesta Key! This home, crafted by the esteemed custom home builder Maglich Homes, boasts over 4,000 square feet of luxurious living space with an open floor plan designed to maximize natural light and showcase breathtaking canal views. Situated on the pristine Grand Canal, this exquisite residence offers unparalleled access to the water, with just

    Thomas Cail RE/MAX ALLIANCE GROUP

    4544 Woodside Rd, Sarasota, FL 34242
  • /11

    $879,900

    • 2 Beds
    • 2 Baths
    • 1,725 Sq Ft

    129 Pierson Ln, Sarasota, FL 34242

    Single family home on OVERSIZED LOT(over 2) in A+ Siesta Key location. Walk to Shell Beach in 5 minutes. This home sustained storm damage, has been gutted and is being sold as-is.

    William True TRUE REAL ESTATE INC

    129 Pierson Ln, Sarasota, FL 34242
  • /54

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    6480 Midnight Pass Rd Unit 315, Sarasota, FL 34242

    Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta

    Kelly Baldwin COLDWELL BANKER REALTY

    6480 Midnight Pass Rd Unit 315, Sarasota, FL 34242
  • /94

    $7,400,000 Open Sat 1PM - 4PM

    • 4 Beds
    • 6 Baths
    • 4,711 Sq Ft

    3550 Flamingo Ave, Sarasota, FL 34242

    READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use of space. The main level features a designer kitchen with an

    Barbara May MICHAEL SAUNDERS & COMPANY

    3550 Flamingo Ave, Sarasota, FL 34242

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