21

Siesta Key, FL Homes for Sale under $2,000,000

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  • /71

    $1,799,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    915 Seaside Dr Unit 412, Sarasota, FL 34242

    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

    Agent Photo

    Kelly Mooney

    DOUGLAS ELLIMAN

    915 Seaside Dr Unit 412, Sarasota, FL 34242
  • /71

    $1,725,000

    • 3 Beds
    • 3.5 Baths
    • 2,080 Sq Ft

    548A Beach Rd, Sarasota, FL 34242

    Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A

    Agent Photo

    Jennifer Thompson

    WILLIAM RAVEIS - FLORIDA LLC

    548A Beach Rd, Sarasota, FL 34242
  • /60

    $1,999,999

    $249K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    5361 Siesta Ct, Sarasota, FL 34242

    PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior

    David James CHARLES RUTENBERG REALTY INC

    5361 Siesta Ct, Sarasota, FL 34242
  • /9

    $1,895,000

    $55K PRICE DROP
    • Land
    • 15,246 Sq Ft
    • $5,414,286 per Acre

    5174 Sandy Cove Ave, Sarasota, FL 34242

    This oversized cul-de-sac lot has just been cleared and is currently permitted and the slab has been poured. In addition a new 275 foot seawall has also been completed along with a dock and 10,000 lb boat lift. This lot is ready for your new home plans or use the existing plans that have been permitted and approved. Plans with existing builder can be taken over if desired or design your own home

    Troy Jenkins REALTY EXECUTIVES GALLERY

    5174 Sandy Cove Ave, Sarasota, FL 34242
  • /84

    $1,600,000

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft

    5231 Siesta Cove Dr, Sarasota, FL 34242

    Tucked inside the private enclave of Siesta Cove, this beautifully updated island home offers that rare blend of privacy, space, and an easy walk to world-famous Siesta Key Beach. Set on an oversized 0.35-acre lot, the property features 3 bedrooms, 2.5 baths, and more than 2,500 square feet of bright, open living space designed for both everyday comfort and effortless entertaining. Vaulted

    Natalie Gutwein MICHAEL SAUNDERS & COMPANY

    5231 Siesta Cove Dr, Sarasota, FL 34242
  • /58

    $1,600,000

    • 2 Beds
    • 2 Baths
    • 1,165 Sq Ft

    810 Plymouth St, Sarasota, FL 34242

    Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta

    Uli Wills WILLS REAL ESTATE LLC

    810 Plymouth St, Sarasota, FL 34242
  • /2

    $1,589,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 2,042 Sq Ft

    1280 Dolphin Bay Way Unit 402, Sarasota, FL 34242

    Coming Soon...

    Mary Zilinskiy COLDWELL BANKER REALTY

    1280 Dolphin Bay Way Unit 402, Sarasota, FL 34242
  • /25

    $1,945,000

    $155K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,996 Sq Ft

    814 Paradise Way, Sarasota, FL 34242

    Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn-key, move-in-ready 4 bedrooms and 2 bathrooms home in one of the island’s most desirable and tranquil locations. Situated on a quiet cul-de-sac along a grand canal, the property provides privacy, scenic water views, and easy boating access to the Bay with only one higher bridge to navigate. A standout feature is

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    814 Paradise Way, Sarasota, FL 34242
  • /53

    $1,699,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,204 Sq Ft

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

    It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are

    Susan Keal MICHAEL SAUNDERS & COMPANY

    6144 Midnight Pass Rd Unit 2N, Sarasota, FL 34242
  • /52

    $1,559,000

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

    5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242

    The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey

    Carol Thomas MICHAEL SAUNDERS & COMPANY

    5400 Ocean Blvd Unit 17-04, Sarasota, FL 34242
  • /41

    $1,500,000

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

    6146 Midnight Pass Rd Unit 12S, Sarasota, FL 34242

    Best beachfront value on Siesta Key!!!This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private

    Joshua Beckmann BECKMANN REAL ESTATE

    6146 Midnight Pass Rd Unit 12S, Sarasota, FL 34242
  • /76

    $1,950,000

    Open House 8/02
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    5740 Midnight Pass Rd Unit 403, Sarasota, FL 34242

    A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf

    Drew Jacobsen COMPASS FLORIDA LLC

    5740 Midnight Pass Rd Unit 403, Sarasota, FL 34242
  • /34

    $1,749,000

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    6300 Midnight Pass Rd Unit 702, Sarasota, FL 34242

    Set on the 7th floor of Crystal Sands, this fully updated residence offers a front-row position to the Gulf, with sweeping views stretching south along Crescent Beach toward Point of Rocks. Located in the sought-after “2” stack, the building sits just steps from the sand, creating a rare level of proximity to the shoreline with water views from every room.The 2-bedroom, 2-bath split floor

    Curtis Ware KW COASTAL LIVING III

    6300 Midnight Pass Rd Unit 702, Sarasota, FL 34242
  • /71

    $1,850,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 2 Baths
    • 2,165 Sq Ft

    5880 Midnight Pass Rd Unit 907, Sarasota, FL 34242

    TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the

    Christa Spalding COLDWELL BANKER REALTY

    5880 Midnight Pass Rd Unit 907, Sarasota, FL 34242
  • /64

    $1,500,000

    • 2 Beds
    • 2 Baths
    • 1,840 Sq Ft

    1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242

    At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island

    Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1280 Dolphin Bay Way Unit 504, Sarasota, FL 34242
  • /2

    $1,900,000

    • Land
    • 15,246 Sq Ft
    • $5,428,571 per Acre

    4838 Higel Ave, Sarasota, FL 34242

    Short Sale. Lot currently has slab in place but building stopped. Plans could be taken over and completed and build your own dream home on Siesta Key. Short walk to the village and all it has to offer. Pics are the rendering of the permitted house to be built.

    Troy Jenkins REALTY EXECUTIVES GALLERY

    4838 Higel Ave, Sarasota, FL 34242
  • /37

    $1,996,000

    $1M PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 1,982 Sq Ft

    643 Calle de Peru, Sarasota, FL 34242

    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

    Rachelle Tirey PREFERRED SHORE LLC

    643 Calle de Peru, Sarasota, FL 34242
  • /47

    $1,895,000

    Open Sun 1PM - 4PM
    • 3 Beds
    • 2 Baths
    • 1,849 Sq Ft

    565 Commonwealth Place, Sarasota, FL 34242

    Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin

    Rudy Dudon MICHAEL SAUNDERS & COMPANY

    565 Commonwealth Place, Sarasota, FL 34242
  • /60

    $1,695,000

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,609 Sq Ft

    4925 Primrose Path, Sarasota, FL 34242

    Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private,

    Steve Johnston LPT REALTY, LLC

    4925 Primrose Path, Sarasota, FL 34242
  • /36

    $1,700,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    742 Edgemere Ln, Sarasota, FL 34242

    Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this property offers 118 feet of seawall, wide water views, and direct boating access to the Intracoastal Waterway and the Gulf of Mexico. Experience prime Grand Canal waterfront, featuring a private dock and

    Ralph Harvey LISTWITHFREEDOM.COM

    742 Edgemere Ln, Sarasota, FL 34242
  • /91

    $1,599,999

    $195K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,788 Sq Ft

    5507 Contento Dr, Sarasota, FL 34242

    A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool

    Livya Hament PREFERRED SHORE LLC

    5507 Contento Dr, Sarasota, FL 34242

Home Price Trends

Median Sale Price
$2,680,000
Median Single Family Sale Price
$3,250,000
Median 2 Bedroom Sale Price
$669,000
Median 1 Bedroom Sale Price
$575,000
Average Price Per Sq Ft
$863
Number of Homes for Sale
6
Last 12 months Home Sales
5
Months of Supply
14.40
Median List Price
$2,875,000
Median Change From 1st List Price
27%
Median Home Sale Price YoY Change
1%
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