24

Osprey, FL Homes for Sale with Acreage

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  • /74

    $244,907

    • 1 Bed
    • 1.5 Baths
    • 865 Sq Ft

    139 Woodland Place, Osprey, FL 34229

    Here’s a polished real estate listing you can use: --- **Stunning Fully Remodeled 1-Bed / 2-Bath Ground-Floor Condo with Designer Finishes + $15,000 Custom Golf Cart Included** Step into luxury and comfort in this beautifully remodeled ground-floor condo, professionally designed from top to bottom. Every detail has been thoughtfully crafted to create a modern, open-concept living experience

    Agent Photo

    Jack Gang

    GANGWAY REALTY

    (941) 389-1870

    139 Woodland Place, Osprey, FL 34229
  • /51

    $990,000

    • 3 Beds
    • 3 Baths
    • 2,583 Sq Ft

    678 Faith Ave, Osprey, FL 34229

    Private Key West–style retreat on 2.53 wooded acres in Osprey. Rarely does a property of this size become available in such a convenient location—just minutes from Pine View School, shopping, restaurants, and the Intracoastal Waterway—yet offering the privacy and space of a true country setting. This combination of acreage and accessibility makes the home exceptionally unique for the area. A

    Troy Sacco GENEROUS PROPERTY

    678 Faith Ave, Osprey, FL 34229
  • /43

    $780,250 New Construction

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

    280 Hidden Bay Dr Unit 202, Osprey, FL 34229

    READY FOR IMMEDIATE OCCUPANCY!Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota BayStep into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space

    Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    280 Hidden Bay Dr Unit 202, Osprey, FL 34229
  • /82

    $1,350,000

    • 5 Beds
    • 3.5 Baths
    • 3,481 Sq Ft

    296 Pine Ranch Trail, Osprey, FL 34229

    **THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** & SELLER IS OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private retreat nestled in one of Osprey’s most desirable enclaves. This beautifully situated home rests on a lush greenbelt lot that borders the fairways of a

    Deborah Frederick ASHTON LAKES REALTY INC

    296 Pine Ranch Trail, Osprey, FL 34229
  • /37

    $789,000

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

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229

    Move-in Ready | Turnkey Furnished | Gulf & Intracoastal Views + Glorious Sunsets3 Bed | 2.5 Bath | Den w/ Custom Queen Murphy Bed | 2,168 Sq Ft | End Unit Bright, breezy, and beautifully maintained, this move-in ready End Unit at Edgewater at Hidden Bay is offered fully Turnkey Furnished by the original owners and designed for effortless coastal living. Plantation shutters throughout,

    Cathy Rustin FIRST LIGHT REAL ESTATE

    260 Hidden Bay Dr Unit B 305, Osprey, FL 34229
  • /4

    $115,000

    570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229

    This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric.

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit LONGBOAT 43, Osprey, FL 34229
  • /4

    $109,000

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229

    The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 13, Osprey, FL 34229
  • /69

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    362 Pine Run Dr Unit 362, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to 362 Pine Run Drive, a move-in ready, modern retreat nestled in the heart of Osprey, FL. This stunning 2-bedroom, 2-bathroom home offers 1,224 square feet of thoughtfully designed living space, set on an expansive 20-acre property. Revel in the tranquility of garden views and the glow of sunsets in the distance off the rear facing deck.

    Priscilla Adams COMPASS FLORIDA LLC

    362 Pine Run Dr Unit 362, Osprey, FL 34229
  • /65

    $699,000

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

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229

    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!!! 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 barrier island of Casey Key. Welcome to Edgewater

    Merryl Koven COLDWELL BANKER REALTY

    250 Hidden Bay Dr Unit A302, Osprey, FL 34229
  • /95

    $5,495,000

    • 4 Beds
    • 5.5 Baths
    • 6,308 Sq Ft

    730 Sarabay Rd, Osprey, FL 34229

    Premier Intracoastal Estate in Osprey4 Bedrooms | 6 Bathrooms | 6,308 Sq. Ft. | 2 Waterfront AcresA rare opportunity to own two acres of private waterfront property in Sarasota, 730 Sarabay is aconvergence of residential luxury and unparalleled waterfront living. The two-story home sits atthe end of a long drive behind a gated entrance and tranquil pond. With approximately 100

    Debbie Baraona ROBERT SLACK LLC

    730 Sarabay Rd, Osprey, FL 34229
  • /33

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,599 Sq Ft

    291 Hidden Bay Dr Unit 101, Osprey, FL 34229

    RARELY AVAILABLE FIRST FLOOR END-UNIT in the 12-acre waterfront resort-style gated community of Hidden Bay - move-in ready and fully furnished for an easy Florida lifestyle. This open-concept 2-bedroom, 2-bath home with a flex space offers newer luxury vinyl flooring, a bright and spacious kitchen and a large pantry, and a charming breakfast nook framed by a bay window. The primary suite offers

    Stephanie Ham PARADISE EXCLUSIVE INC

    291 Hidden Bay Dr Unit 101, Osprey, FL 34229
  • /96

    $1,100,000 Open Sun 1PM - 3PM

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

    401 N Point Rd Unit 504, Osprey, FL 34229

    FULLY UPDATED • WATER VIEWS • PRIVATE 2-CAR GARAGE • OFFICE/4TH BEDROOM OPTION • SELLER WILL PAY $80K TOWARD BUYER'S OAKS CLUB MEMBERSHIP CAPITAL CONTRIBUTION From the moment the private elevator opens into your foyer, this residence reveals itself as a home crafted with intention, artistry, and a deep appreciation for its natural surroundings. Sunlight fills the space as water and preserve views

    Mary Elizabeth Mock COLDWELL BANKER REALTY

    401 N Point Rd Unit 504, Osprey, FL 34229
  • /2

    $489,249 New Construction

    • 2 Beds
    • 2 Baths
    • 952 Sq Ft

    791 S Tamiami Trail Unit 102, Osprey, FL 34229

    Under Construction. UNDER CONSTRUCTION STARTING FROM THE UPPER $400,000. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

    Laurie Eshleman PRO GROUP REALTY & PROP MGT

    791 S Tamiami Trail Unit 102, Osprey, FL 34229
  • /74

    $1,300,000

    • 4 Beds
    • 3 Baths
    • 2,474 Sq Ft

    700 Faith Ave, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort

    steve mularky LACEY REALTY INC

    700 Faith Ave, Osprey, FL 34229
  • /61

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    116 Navigation Cir Unit 106, Osprey, FL 34229

    Location, Lifestyle, and Peace of Mind — All in One!Welcome home to this beautifully appointed 3-bedroom, 2-bath end-unit condo in one of the area's most desirable pet-friendly gated communities. Built with lasting quality in mind, this home offers solid block stucco construction paired with hurricane-impact windows and doors — giving you the comfort of security and the ease of low

    Pan Steele, GRI COLDWELL BANKER REALTY

    116 Navigation Cir Unit 106, Osprey, FL 34229
  • /28

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 2,374 Sq Ft

    14041 Bellagio Way Unit 218, Osprey, FL 34229

    Experience exceptional waterfront living at Osprey Harbor Village. This 3-bedroom, 2-bath residence offers 2,374 sq ft of well-designed space with direct west-facing views of Little Sarasota Bay from every main room. Located in one of Osprey’s most desirable boutique waterfront communities, this condo is being sold turnkey furnished, and includes a deeded 40’ wet slip—providing immediate access

    Kelli Eggen COLDWELL BANKER REALTY

    14041 Bellagio Way Unit 218, Osprey, FL 34229
  • /60

    $11,750,000

    • 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
  • /4

    $42,500

    570 Blackburn Point Rd Unit CASEY 11, Osprey, FL 34229

    Dry boat slip for sale at Osprey Harbor Village, hurricane-protected dry storage with top-tier amenities! Keep your boat safe from Floridas unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 33L x 10.5W x 6.5H. With valet boat service,

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    570 Blackburn Point Rd Unit CASEY 11, Osprey, FL 34229
  • /4

    $103,000

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229

    The slip can hold a boat with the maximum dimensions of 30.5'L x 10'W x 9'H.This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

    David Babel BRIGHT REALTY

    570 Blackburn Point Rd Unit 33, Osprey, FL 34229
  • /92

    $1,000,000

    • 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
  • /13

    $199,000

    • 2 Beds
    • 2 Baths
    • 1,578 Sq Ft

    106 Villa Dr Unit 106, Osprey, FL 34229

    Located West of the Trail in Sorrento Shores, Osprey, this spacious 2BR/2BA villa with a den and oversized 1-car garage offers 1,578 sq. ft. of comfortable living space. A boating community with private dock access and a heated pool just steps away, it’s perfect for boaters, kayakers, or anyone seeking the coastal lifestyle. Features include hurricane-rated windows and doors, updated kitchen and

    Dan Ivanov KONA REALTY

    106 Villa Dr Unit 106, Osprey, FL 34229
  • /91

    $395,000

    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    401 N Point Rd Unit 301, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Enter through the secure foyer and take the private elevator to the third floor where you will find this charming 3 bedroom, 3 bath residence. Situated at treetop level, overlooking the preserve and surrounding lush foliage, the interior is open and neutral, with lots of natural light. This unit is waiting for you to come and put your decorating

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 301, Osprey, FL 34229
  • /48

    $685,000

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

    409 N Point Rd Unit 502, Osprey, FL 34229

    **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

    Mark Lyda GENEROUS PROPERTY

    409 N Point Rd Unit 502, Osprey, FL 34229
  • /99

    $1,197,000

    • 4 Beds
    • 3 Baths
    • 2,770 Sq Ft

    403 Longbow Trail, Osprey, FL 34229

    Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail. This charming home offers a perfect blend of comfort,

    Edward Bieker DALTON WADE INC

    403 Longbow Trail, Osprey, FL 34229

Home Trends in Osprey, FL

Housing Trends

Median Sale Price
$727,500
Median Single Family Sale Price
$899,500
Median Townhouse Sale Price
$457,000
Median 2 Bedroom Sale Price
$285,000
Median 1 Bedroom Sale Price
$192,450
Average Price Per Sq Ft
$397
Number of Homes for Sale
121
Last 12 months Home Sales
178
Months of Supply
8.20
Median List Price
$800,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-14%
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