19

Osprey, FL Homes for Sale with Basement

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  • /98

    $949,000

    • 3 Beds
    • 3.5 Baths
    • 3,771 Sq Ft

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus den residence offering 3,771 sq. ft. of beautifully designed space and 10-foot tray ceilings throughout and a new roof. Enjoy panoramic water views from the gourmet kitchen, featuring wood

    Agent Photo

    Cynthia Brock

    GULF SANDS REALTY, LLC

    (941) 698-6279

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229
  • /61

    $1,395,000

    • 3 Beds
    • 3 Baths
    • 2,545 Sq Ft

    3603 N Point Rd Unit 702, Osprey, FL 34229

    **MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 702, Osprey, FL 34229
  • /72

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 603, Osprey, FL 34229

    Stunning, unobstructed views of the Intracoastal Waterway, Little Sarasota Bay, and the Gulf await from this beautiful Penthouse residence in Baypoint Vista, Osprey. Located within Hidden Bay, a gated and amenity rich community, this exceptional condo features 2 Bedrooms, 2 Bathrooms plus a versatile Den, an open floor plan, high ceilings, recessed lighting, a spacious kitchen, morning room,

    Susan Retzke RE/MAX PALM

    242 Hidden Bay Dr Unit 603, Osprey, FL 34229
  • /50

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft

    260 Hidden Bay Dr Unit B 405, Osprey, FL 34229

    Built in 2019 and perfectly positioned on the fourth floor, this waterfront residence offers sweeping views across the Intracoastal Waterway, tranquil mangroves, and surrounding waterways from nearly every room. Designed with comfort and functionality in mind, the three-bedroom plus office layout spans nearly 2,200 square feet of interior living space and captures the essence of relaxed coastal

    Roger Pettingell COLDWELL BANKER REALTY

    260 Hidden Bay Dr Unit B 405, Osprey, FL 34229
  • /61

    $474,900

    • 3 Beds
    • 2 Baths
    • 1,883 Sq Ft

    7303 Jessie Harbor Dr Unit 7303, Osprey, FL 34229

    PENTHOUSE CONDO IN WATERFRONT COMMUNITY!Experience luxury coastal living in this spacious 3-bedroom, 2-bath penthouse condo, perfectly situated on a tranquil canal with dockage and direct, bridge-free access to the Intracoastal Waterway and the Gulf. This impressive 3rd-floor residence features an open floor plan with expansive rooms, plantation shutters, and three private balconies—ideal for

    Toy Coxey KW COASTAL LIVING

    7303 Jessie Harbor Dr Unit 7303, Osprey, FL 34229
  • /48

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,032 Sq Ft

    242 Hidden Bay Dr Unit 302, Osprey, FL 34229

    Enjoy breathtaking water views and unforgettable sunsets over Little Sarasota Bay from this spacious three-bedroom condominium with an office, on the third floor with convenient elevator access. This beautifully appointed residence is in the exclusive, gated Hidden Bay community, a waterfront gem. The open floor plan features soaring ceilings, PGT impact windows, sliding glass doors, new

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    242 Hidden Bay Dr Unit 302, Osprey, FL 34229
  • /50

    $699,000

    • 3 Beds
    • 3 Baths
    • 3,147 Sq Ft

    3603 N Point Rd Unit 202, Osprey, FL 34229

    **ELEGANT and SPACIOUS CORNER CONDO UNIT – NEARLY 3200sf – With MULTIPLE BALCONIES** found behind the gates of the highly sought after Oaks-Preserve neighborhood. This Light and Bright Open Floorplan offers 3 En Suite Bedrooms, 3 Baths, 2 assigned Parking spaces including 1 under building, Climate-controlled storage and much more! Crown moldings, engineered hardwood floors, expansive kitchen with

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 202, Osprey, FL 34229
  • /62

    $660,000

    • 3 Beds
    • 3 Baths
    • 2,055 Sq Ft

    385 N Point Rd Unit 402, Osprey, FL 34229

    **BEAUTIFULLY UPDATED CONDO with MARVELOUS VIEW** features 3-BEDS and 3-FULL BATH, Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Impressively Renovated interior which boasts Engineered Hardwood and designer Wood Plank Tile flooring, Plantation

    Mark Lyda GENEROUS PROPERTY

    385 N Point Rd Unit 402, Osprey, FL 34229
  • /65

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229

    ANOTHER PRICE IMPROVEMENT!!!!WHAT A VIEW and the pictures don't do it justice!! SELLER IS OFFERING to prepay three (3) months of HOA dues on behalf of the buyer at closing. FULLY FURNISHED/TURNKEY UNIT! (optional of course) Prepare to be captivated by jaw-dropping sunsets from your oversized, private, screened-in balcony, offering unobstructed vistas across Little Sarasota Bay to the peaceful

    Merryl Koven COLDWELL BANKER REALTY

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229
  • /97

    $690,000

    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft

    385 N Point Rd Unit 503, Osprey, FL 34229

    TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A

    Steve Abbe COLDWELL BANKER REALTY

    385 N Point Rd Unit 503, Osprey, FL 34229
  • /74

    $385,000

    • 3 Beds
    • 3 Baths
    • 1,879 Sq Ft

    1795 Highland Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Perfectly positioned west of the Trail in the desirable coastal community of Towns-End Shores, this versatile property offers an exceptional opportunity to enjoy the Florida lifestyle while generating income. This home provides both peace of mind and outstanding value in one of Sarasota County’s most sought-after areas. Designed with flexibility in

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    1795 Highland Rd, Osprey, FL 34229
  • /60

    $10,750,000

    • 5 Beds
    • 8 Baths
    • 8,050 Sq Ft

    1216 N Casey Key Rd, Osprey, FL 34229

    This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Scholz and built by Delta Southern Construction, over 8,000 square feet designed to celebrate family

    Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1216 N Casey Key Rd, Osprey, FL 34229
  • /60

    $519,000

    • 2 Beds
    • 2 Baths
    • 1,555 Sq Ft

    786 Sarabay Rd Unit 19, Osprey, FL 34229

    Boat Slips included, Insurance included, Ground maintenance included!!Secluded waterfront community on Little Sarasota Bay with access to the Intracoastal Waterway and the Gulf. Heron Bay Club has boat slips available! This small community on Little Sarasota Bay offers striking sunsets. Across from the northern section of Casey Key, the 10-acre property features 26 villas. This complex is

    Michael Christo PREMIER SOTHEBYS INTL REALTY

    786 Sarabay Rd Unit 19, Osprey, FL 34229
  • /62

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    385 N Point Rd Unit 304, Osprey, FL 34229

    **MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community. Step off your private elevator foyer into a brilliantly renovated, light-filled

    Mark Lyda GENEROUS PROPERTY

    385 N Point Rd Unit 304, Osprey, FL 34229
  • /92

    $795,000

    • 3 Beds
    • 3 Baths
    • 2,778 Sq Ft

    393 N Point Rd Unit 604, Osprey, FL 34229

    Immerse yourself in the unparalleled, unobstructed views of Little Sarasota Bay, the Gulf of Mexico and Midnight Pass, with Casey Key and Siesta Key gracing the horizon from this 6th-Floor Corner Unit Condo. Marvel at the gorgeous water views during the day and the stunning sunsets in the evening from your expansive, sweeping balcony, which feels like an additional room. Experience the epitome of

    Debbie Baraona ROBERT SLACK LLC

    393 N Point Rd Unit 604, Osprey, FL 34229
  • /44

    $679,900

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    5100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

    This meticulously maintained, waterfront residence is in an amenity-rich, gated community. Offering over 2,000 square feet of casual luxury, the well-designed living space includes two bedrooms, two baths and features a welcoming foyer, a breakfast area, and a separate room ideal for a den or home office. The upgraded appointments throughout are numerous and include top-of-the-line KitchenAid

    Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5100 Jessie Harbor Dr Unit 403, Osprey, FL 34229
  • /39

    $899,995

    • 3 Beds
    • 2.5 Baths
    • 2,199 Sq Ft

    14021 Bellagio Way Unit 309, Osprey, FL 34229

    Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy

    Tristin Hopler COMPASS FLORIDA, LLC

    14021 Bellagio Way Unit 309, Osprey, FL 34229
  • /41

    $719,000

    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229

    Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

    Cathy Rustin FIRST LIGHT REAL ESTATE

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229
  • /93

    $649,500

    • 3 Beds
    • 2 Baths
    • 2,505 Sq Ft

    186 Windward Dr, Osprey, FL 34229

    Price was reduced over $100,000!!! Went pending immediately and then the buyers couldn't secure financing. It is now BACK ON MARKET as of 3/19 and NO INSPECTIONS HAVE BEEN DONE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2-bath residence offers a split bedroom layout, unique community amenities, NEW ROOF in 2022, and plenty of room for a private pool. As you enter the

    Brittany Coleman KELLER WILLIAMS ON THE WATER S

    186 Windward Dr, Osprey, FL 34229

Home Trends in Osprey, FL

Housing Trends

Median Sale Price
$667,500
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$457,000
Median 2 Bedroom Sale Price
$295,000
Median 1 Bedroom Sale Price
$185,000
Average Price Per Sq Ft
$379
Number of Homes for Sale
138
Last 12 months Home Sales
196
Months of Supply
8.40
Median List Price
$765,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-13%
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