20

Osprey, FL Homes for Sale under $600,000

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  • /53

    $529,000

    Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 2,203 Sq Ft

    583 Pine Ranch East Rd, Osprey, FL 34229

    Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops,

    Agent Photo

    William Fortner

    GALLERY PROPERTIES INTERNATIONAL

    583 Pine Ranch East Rd, Osprey, FL 34229
  • /13

    $525,000

    $74K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,861 Sq Ft

    4428 Conchfish Ln, Osprey, FL 34229

    Chic Modern Escape in the Heart of Palms at Casey Key! This charming residence is located in a flood zone that is not considered a high-risk zone (Zone X) and features four spacious bedrooms and two full bathrooms, along with a two car garage and a large driveway for additional parking. Step into the kitchen, and you'll find elegant quartz countertops, upgraded 42" Timberlake latte cabinets, a

    Mariana Georgieva HORIZON REALTY INTERNATIONAL

    4428 Conchfish Ln, Osprey, FL 34229
  • /39

    $317,000

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft

    4213 Expedition Way Unit 107, Osprey, FL 34229

    "Location, Location, Location" The luxury Florida lifestyle you’ve been dreaming. Welcome to this beautifully appointed 3-bed, 2-bath walk-up condo in a highly desirable location in a pet-friendly gated community. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. The attached ground-level garage beneath

    Yunfei Liu DALTON WADE INC

    4213 Expedition Way Unit 107, Osprey, FL 34229
  • /11

    $575,000

    • Land
    • 17,424 Sq Ft
    • $1,437,500 per Acre

    143 Osprey Point Dr, Osprey, FL 34229

    One of the last available homesites in The Oaks Bayside. Almost 1/2 acre, at 17,647-square-feet, this exceptional lot presents a rare opportunity to build a custom luxury residence in one of Sarasota's most established and prestigious gated communities.Located behind the 24-hour staffed gates of The Oaks Bayside, this desirable homesite is ready to be transformed into the home you've always

    Steve Abbe COLDWELL BANKER REALTY

    143 Osprey Point Dr, Osprey, FL 34229
  • /16

    $305,950

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,593 Sq Ft

    108 Villa Dr Unit 108, Osprey, FL 34229

    Come for the investment, stay for the lifestyle! Discover an exceptional waterfront opportunity in Sorrento Shores, a quiet, pet-friendly community of just 28 homes, ideally located minutes from Nokomis Beach, I-75, and the nationally recognized Pine View School.Whether you're looking for a Florida retreat, investment property, or your own year-round coastal home, this spacious, detached

    Dr. Richard Gaspar LOKATION

    108 Villa Dr Unit 108, Osprey, FL 34229
  • /11

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229

    Virtually Staged. Welcome to Blackburn Point Marina Village, an intimate gated waterfront community of just 19 residences near Sarasota and Casey Key. This beautifully upgraded townhome delivers a relaxed coastal lifestyle with low-maintenance living—without the waterfront price tag. A bright, open floor plan features 9-foot ceilings, plantation shutters, ceiling fans, and new luxury vinyl

    Ralph Harvey LISTWITHFREEDOM.COM

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229
  • /54

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    780 Sarabay Rd Unit 16, Osprey, FL 34229

    Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with

    Mark Segreto RMS ELITE PROPERTIES

    780 Sarabay Rd Unit 16, Osprey, FL 34229
  • /57

    $319,000

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

    1819 Highland Rd, Osprey, FL 34229

    This beautifully appointed 2-bedroom, 2-bath townhome offers a wonderful blend of comfort, privacy, and Florida living in "The Osprey", a community of just 12 residences. The open-concept floor plan features high ceilings, generous living spaces, and large windows that fill the home with an abundance of natural light. The spacious owner’s retreat provides a peaceful setting for relaxation, while

    Jennifer Linehan MICHAEL SAUNDERS & COMPANY

    1819 Highland Rd, Osprey, FL 34229
  • /19

    $510,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    4429 Conchfish Ln, Osprey, FL 34229

    Virtually Staged. SPACIOUS 2,000+ SQ FT HOME, UPDATED BEDROOM FLOORING, PRIVATE BACKYARD, COVERED LANAI & 2-CAR GARAGE in The Palms of Casey Key, offering a comfortable layout designed for both everyday living and entertaining. The inviting interior features UPDATED FLOORING THROUGHOUT THE BEDROOMS & CLOSETS with durable tile in the main living areas for easy maintenance. A spacious great room

    Jennifer Kenna EXP REALTY, LLC

    4429 Conchfish Ln, Osprey, FL 34229
  • /19

    $409,900

    $33K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,725 Sq Ft

    1811 Highland Rd, Osprey, FL 34229

    PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community poolConveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches.Walking distance to Casey Key Mainland (Chef

    Stephen Hachey REALTY OF RIVERVIEW LLC

    1811 Highland Rd, Osprey, FL 34229
  • /43

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,705 Sq Ft

    2046 Cordes St, Osprey, FL 34229

    Virtually Staged. Nature Lovers Paradise! Tucked along a tranquil creek with direct water access to the Gulf of Mexico, this elevated 1,705 sq ft home sits on almost a 12,000 sq ft lot offering the perfect blend of coastal adventure and peaceful natural surroundings. Launch your paddle craft right from the yard and paddle out to open water, or cast a line from your private fishing dock. The

    Susan Mondello MICHAEL SAUNDERS & COMPANY

    2046 Cordes St, Osprey, FL 34229
  • /62

    $599,000

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

    5100 Jessie Harbor Dr Unit 404, Osprey, FL 34229

    Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence

    Stuart Lawrence MICHAEL SAUNDERS & COMPANY

    5100 Jessie Harbor Dr Unit 404, Osprey, FL 34229
  • /90

    $560,000

    $65K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    409 N Point Rd Unit 401, Osprey, FL 34229

    Nestled at treetop level, in Meridian behind the gates of The Oaks Preserve, you will find this elegant residence waiting for you to make it your own. With a spacious master suite, two guest bedrooms (one en suite) and a den, this condo lives large, with room for comfortable, gracious living. Beautifully appointed, every special touch you would want can be found here, Italian ceramic tile, crown

    Steve Abbe COLDWELL BANKER REALTY

    409 N Point Rd Unit 401, Osprey, FL 34229
  • /91

    $459,900

    $215K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,594 Sq Ft

    401 N Point Rd Unit 301, Osprey, FL 34229

    Virtually Staged. Short Sale. 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 touches on it and

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 301, Osprey, FL 34229
  • /95

    $525,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,680 Sq Ft

    3621 N Point Rd Unit 301, Osprey, FL 34229

    Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut

    Steve Abbe COLDWELL BANKER REALTY

    3621 N Point Rd Unit 301, Osprey, FL 34229
  • /48

    $599,000

    $86K PRICE DROP
    • 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
  • /85

    $497,000

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    2309 Jessie Harbor Dr Unit 2402, Osprey, FL 34229

    West-Facing Canal Views in Gated Blackburn Harbor. This second-floor, 3-bedroom, 2.5-bath condo in Blackburn Harbor Waterfront Villas puts you directly on the canal with west-facing views that make sunsets a daily event worth watching. At 2,006 square feet, the layout is spacious and light-filled — vaulted ceilings in the living, dining, primary suite and kitchen areas, two sets of sliding glass

    Christine Pope MICHAEL SAUNDERS & COMPANY

    2309 Jessie Harbor Dr Unit 2402, Osprey, FL 34229
  • /43

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,255 Sq Ft

    7204 Jessie Harbor Dr, Osprey, FL 34229

    **BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates.

    Mark Lyda GENEROUS PROPERTY

    7204 Jessie Harbor Dr, Osprey, FL 34229
  • /41

    $419,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    524 Sarabay Rd, Osprey, FL 34229

    Location, Location. In the Heart of Osprey, centrally located in the highly sought-after well-established Bay Acres Community. Lowest priced home west of the Taril. These 3 bedrooms 2 bath ranch home is West of 41 within 10-minute commutes to downtown Sarasota and downtown Venice, Florida. Across the street from Walmart with bus transportation to Sarasota and Venice. You can walk to Walmart, the

    Ibetta Giannone SUN N SAND REAL ESTATE LLC

    524 Sarabay Rd, Osprey, FL 34229
  • /25

    $600,000

    • Land
    • 14,810 Sq Ft
    • $1,764,706 per Acre

    458 N Shore Dr, Osprey, FL 34229

    Discover the perfect canvas for your dream home with this exceptional vacant lot located in the desirable Sorrento Shores community in Osprey, Florida. Spanning 0.34 acres, this spacious lot offers ample room for creative design and construction. Featuring a generous 100-foot frontage and dimensions that allow for multiple building possibilities, this property is ideal for those looking to build

    Matthew Charland LLC PREMIER SOTHEBYS INTL REALTY

    458 N Shore Dr, Osprey, FL 34229

Home Price Trends

Median Sale Price
$652,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$314,500
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
78
Last 12 months Home Sales
206
Months of Supply
4.50
Median List Price
$749,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-13%
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