28

Osprey, FL Homes for Sale under $600,000

Section Image Section Image
  • /30

    $429,000

    $16K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft

    329 Bay Vista Ave, Osprey, FL 34229

    Welcome to 329 Bay Vista Ave., Osprey, FL 34229—a rare opportunity to own a beautifully renovated 2-bedroom, 2-bathroom home on an expansive lot (0.47 acre!!!) with no HOA, no deed restrictions, and endless possibilities. Inside, you'll find a thoughtfully updated interior that's move-in ready, offering the perfect blend of comfort and style. Whether you're looking for a full-time residence,

    Agent Photo

    Rodrigo Posada

    THE SHORELINE FL REALTY LLC

    329 Bay Vista Ave, Osprey, FL 34229
  • /13

    $548,000

    $51K 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
  • /45

    $535,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    1361 New Forest Ln, Osprey, FL 34229

    PRICE TO SELL. One or more photo(s) has been virtually staged. Exceptional opportunity in highly sought-after Rivendell, one of Osprey’s most desirable communities known for its scenic lakes, preserves, walking trails, and beautiful natural surroundings. Ideally located just steps from top-rated Pine View School, offering the rare convenience to walk or bike to one of Florida’s most acclaimed

    Linh Pham NEXTHOME EXCELLENCE

    1361 New Forest Ln, Osprey, FL 34229
  • /39

    $320,000

    • 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
  • /36

    $417,000

    $52K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    352 Glenwood Ave, Osprey, FL 34229

    Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with a spacious open floor plan that’s ideal for both relaxing and entertaining. Enjoy cooking in the

    Kano Keller WHITE SANDS REALTY GROUP FL

    352 Glenwood Ave, Osprey, FL 34229
  • /45

    $499,000

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,874 Sq Ft

    447 N Shore Dr, Osprey, FL 34229

    Classic and cool, this Sorrento Shores beauty blends true Old Florida charm with all the modern updates you actually want, perfectly positioned West of the Trail near the sparkling Intracoastal Waterway. What’s been at the top of your list — move-in ready, a spacious lot, no flood zone, boat/RV parking, optional low HOA, no CDD fees, community marina access, an A+ school district, or quick access

    Lauren Sisco COLDWELL BANKER SARASOTA CENT.

    447 N Shore Dr, 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
  • /38

    $599,000

    $46K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,217 Sq Ft

    472 Park Trace Blvd, Osprey, FL 34229

    Located in the highly desired Park Trace Estates, this beautifully maintained 4-bedroom pool home sits on a premium corner lot and is truly move-in ready. Recent upgrades include a NEW TILE ROOF and IMPACT WINDOWS, offering peace of mind and energy efficiency. The entire house has a LEAFHOME WATER FILTRATION SYSTEM, ensuring clean, high-quality water throughout. The spacious layout is perfect for

    Damon Zuchelli SUNDANCE REAL ESTATE SERVICES

    472 Park Trace Blvd, Osprey, FL 34229
  • /34

    $427,000

    • 3 Beds
    • 2 Baths
    • 1,478 Sq Ft

    212 Washington Ave, Osprey, FL 34229

    Virtually Staged. Welcome to your private poolside retreat in the desirable coastal community of Osprey—perfectly situated on a premium corner lot with NO HOA and NO CDD fees!This beautiful 3-bedroom, 2-bath home offers a bright, open-concept layout designed forboth everyday comfort and effortless entertaining. The spacious living area features slidingglass doors that lead

    Jeff Jones MARK SPAIN REAL ESTATE

    212 Washington Ave, 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
  • /20

    $530,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    4429 Conchfish Ln, Osprey, FL 34229

    Beautiful residence located in The Palms of Casey Key community, offering a thoughtfully designed layout ideal for everyday living and entertaining. The home spans approximately 2,000+ square feet and features updated flooring throughout all bedrooms and closets, along with tile in the main living areas for durability and easy upkeep. A spacious great room anchors the interior, creating a natural

    Jennifer Kenna EXP REALTY, LLC

    4429 Conchfish Ln, Osprey, FL 34229
  • /19

    $417,000

    $26K 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 pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches.Walking distance to Casey Key Mainland (Chef Rolfs),

    Stephen Hachey REALTY OF RIVERVIEW LLC

    1811 Highland Rd, Osprey, FL 34229
  • /55

    $497,000

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    120 Villa Dr Unit 120, Osprey, FL 34229

    Waterfront with your own private dock with 10,000lb elevator lift. This home is being offered fully furnished from the inside out to the lanai and boat dock. The kitchen features raised wood cabinets and a large 10ft long breakfast bar. The kitchen has views of the canal and opens up to the dining room and living room. As you walk into the nicely appointed open floor plan, you immediately feel

    Hansel Pitts COLDWELL BANKER SARASOTA CENT.

    120 Villa Dr Unit 120, Osprey, FL 34229
  • /51

    $425,000

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,284 Sq Ft

    107 Sorrento Dr, Osprey, FL 34229

    This beautifully updated, 1,284-square-foot, mid-century home sits on over one-third of an acre and has been thoughtfully renovated with distinctive Sarasota modern flair by HGTV Design team. Go through the vibrant turquoise door into a light-filled interior featuring gleaming terrazzo floors and clean mid-century lines. Sliding walls of glass create seamless indoor-outdoor living, opening from

    Crystal Cosby, LLC PREMIER SOTHEBYS INTL REALTY

    107 Sorrento Dr, Osprey, FL 34229
  • /60

    $489,000

    $90K PRICE DROP
    • 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
  • /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
  • /52

    $525,000

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Welcome to Blackburn Point Marina Village, where coastal elegance meets maintenance-free living near Sarasota's desired waterfront. Enjoy the boating and waterfront lifestyle you've dreamed of without the million-dollar price tag. This beautifully upgraded townhome features a bright open floor plan with luxury vinyl flooring (2025), plantation

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1140 Beachcomber Ct Unit 11, Osprey, FL 34229
  • /46

    $515,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,293 Sq Ft

    742 Harms Dr, Osprey, FL 34229

    Beautifully renovated and move-in ready, this exceptional property offers the perfect blend of privacy, comfort, and investment potential. Situated on over half an acre along a private, tree-lined street, the home is surrounded by lush tropical landscaping, creating a peaceful oasis just minutes from everything Sarasota has to offer.Step inside to discover a spacious, thoughtfully updated

    Tiffany Stonis EXP REALTY LLC

    742 Harms Dr, Osprey, FL 34229
  • /61

    $320,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    89 Navigation Cir, Osprey, FL 34229

    Virtually Staged. Hidden within the gated community of Bay Street Village, this rarely available first-floor waterfront residence blends peaceful lakefront living with the convenience of Sarasota’s vibrant Gulf Coast lifestyle. From tranquil water views and warm Florida sunsets to nearby beaches, dining, shopping, and entertainment, this beautifully positioned condo creates the perfect balance of

    Jozefina Polimirova KW COASTAL LIVING II

    89 Navigation Cir, 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
  • /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
  • /93

    $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 CONDO, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO** Featuring 2 Beds and 2 Full Baths, this FULLY RENOVATED, 2ND FLOOR unit features an Impressive Kitchen with quartz counters, stainless steel appliances, new solid wood cabinets while the Spacious Owner’s Suite boasts custom built-in cabinets/closets and an equally

    Mark Lyda GENEROUS PROPERTY

    7204 Jessie Harbor Dr, Osprey, FL 34229
  • /71

    $319,500

    $9K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    173 Navigation Cir Unit 107, Osprey, FL 34229

    Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances.

    Tim Weller EXIT KING REALTY

    173 Navigation Cir Unit 107, Osprey, FL 34229
  • /64

    $425,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    764 Sarabay Rd Unit 8, Osprey, FL 34229

    Virtually Staged. Live the Florida dream on the water! Wake up to shimmering bay views, spend your days boating and fishing, and end every evening with breathtaking sunsets over Little Sarasota Bay, all from this rarely available, maintenance-free waterfront villa. In the exclusive Heron Bay Club, an intimate bayfront enclave of just 25 villas set across 10 beautifully manicured acres, this home

    Michael Christo PREMIER SOTHEBYS INTL REALTY

    764 Sarabay Rd Unit 8, 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
  • /71

    $555,000

    Open Sun 1PM - 3PM $14K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,741 Sq Ft

    9532 Forest Hills Cir, Sarasota, FL 34238

    *One or more photos have been virtually staged* Experience luxurious living at its finest in this stunning, renovated villa located in the coveted Stoneybrook Golf & Country Club. Boasting stunning views of both the picturesque pond and the newly redesigned golf course, your dream home awaits! This spacious 2-bedroom, 2-bathroom villa offers over 1,700 sq ft of beautifully designed, open-concept

    Elisa Santamaria CORCORAN DWELLINGS REALTY

    9532 Forest Hills Cir, Sarasota, FL 34238
  • /45

    $550,000

    $65K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,007 Sq Ft

    9528 Hawksmoor Ln, Sarasota, FL 34238

    Welcome to 9528 Hawksmoor Lane, located in the highly sought-after gated community of Stoneybrook Estates on Palmer Ranch. This spacious home features over 2,000 sq. ft. of living space, a two-car garage, and a crystal-clear pool recently resurfaced. It is loaded with curb appeal, from the pavered driveway to the pavered pool deck. As you enter the home, you are greeted with a serene view of the

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

    9528 Hawksmoor Ln, Sarasota, FL 34238

Home Price Trends

Median Sale Price
$654,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$435,000
Median 2 Bedroom Sale Price
$342,500
Median 1 Bedroom Sale Price
$186,000
Average Price Per Sq Ft
$362
Number of Homes for Sale
99
Last 12 months Home Sales
193
Months of Supply
6.20
Median List Price
$739,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home