30

Osprey, FL Homes for Sale under $800,000

Section Image Section Image
  • /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
  • /50

    $700,000

    • 3 Beds
    • 2 Baths
    • 1,799 Sq Ft

    14041 Bellagio Way Unit 214, Osprey, FL 34229

    Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village-3 Bedrooms | 2 Bathrooms | Direct Intracoastal FrontageRare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and

    Agent Photo

    Veronica Lee

    COLDWELL BANKER REALTY

    14041 Bellagio Way Unit 214, Osprey, FL 34229
  • /62

    $769,000

    $196K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,310 Sq Ft

    13 Bayhead Ln, Osprey, FL 34229

    **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

    Mark Lyda GENEROUS PROPERTY

    13 Bayhead Ln, Osprey, FL 34229
  • /13

    $525,000

    Open Sun 1PM - 3PM $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
  • /99

    $629,000

    $70K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,203 Sq Ft

    401 N Point Rd Unit 603, Osprey, FL 34229

    Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private

    Steve Abbe COLDWELL BANKER REALTY

    401 N Point Rd Unit 603, 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
  • /2

    $699,000

    • Land
    • 23,958 Sq Ft
    • $1,270,909 per Acre

    410 Blue Garden Ln, Osprey, FL 34229

    Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a

    Mark Grigoli ELITE PROPERTIES LLC

    410 Blue Garden Ln, Osprey, FL 34229
  • /62

    $615,000

    $45K PRICE DROP
    • 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
  • /38

    $625,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    12645 Promenade Estates Blvd, Osprey, FL 34238

    Welcome to this beautifully cared-for 3-bedroom, 2.5-bath, plus office/den home nestled within the sought-after gated community of Promenade Estates in Palmer Ranch. Thoughtfully designed for both everyday comfort and entertaining, this home offers an open-concept layout with split bedrooms that provide both functionality and privacy. The spacious main living areas create a bright and inviting

    Julie Franklin FINE PROPERTIES

    12645 Promenade Estates Blvd, Osprey, FL 34238
  • /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
  • /11

    $649,000

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    110 Pine Ave, Osprey, FL 34229

    Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

    Marisa Marino BRIGHT REALTY

    110 Pine Ave, Osprey, FL 34229
  • /39

    $749,900

    • 3 Beds
    • 3 Baths
    • 2,621 Sq Ft

    1117 Millpond Ct, Osprey, FL 34229

    One or more photo(s) has been virtually staged, AI generated or rendered. ONE OF A KIND HOME LAKE FRONT HOME! Welcome to a home where timeless elegance meets the natural beauty of Florida's Gulf Coast. Nestled within the highly sought-after Rivendell community in Osprey, this beautifully refreshed residence offers an exceptional combination of comfort, privacy, and lifestyle. Perfectly positioned

    Brehna Hovland Hovland Realty, LLC

    1117 Millpond Ct, Osprey, FL 34229
  • /40

    $700,000

    • 3 Beds
    • 3 Baths
    • 2,837 Sq Ft

    264 Woods Point Rd, Osprey, FL 34229

    Ideally located to enjoy all that Sarasota, Venice and Casey Key has to offer, this superbly remodeled maintenance-free home offers more than 2,800 square feet of thoughtfully redesigned living space and lives comfortably like a private, stand-alone residence. Nestled within an intimate enclave of just 44 homes, this property offers the ultimate lock-and-leave lifestyle, with the HOA taking care

    Mina Johnson MICHAEL SAUNDERS & COMPANY

    264 Woods Point Rd, Osprey, FL 34229
  • /92

    $789,000

    $136K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,246 Sq Ft

    21 Bayhead Ln, Osprey, FL 34229

    Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing...what

    Steve Abbe COLDWELL BANKER REALTY

    21 Bayhead Ln, 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
  • /55

    $749,000

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    103 Bishops Court Rd, Osprey, FL 34229

    **LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroom, 2-Full Bath home sits on a premium Corner Lot directly across from the Community Pool. Featuring a NEW ROOF, 2-Car Garage, and a Spacious and Private screened lanai perfect for relaxing or entertaining, this home offers comfort and convenience throughout. Situated in Flood Zone “X” for added

    Mark Lyda GENEROUS PROPERTY

    103 Bishops Court Rd, Osprey, FL 34229
  • /75

    $760,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,474 Sq Ft

    1495 Landview Ln, Osprey, FL 34229

    Wow! What a great price for this 2,474 square foot home in the sought after neighborhood of Southbay Yacht and Racquet Club. Unique “U” shape design gives a unique courtyard feel to the pool and lanai area. Enter into the foyer with travertine flooring and look straight ahead to the pool courtyard. This home is perfect for entertaining with the living room used as a game room with your own pool

    Pat Williams PAT WILLIAMS REALTY, LLC

    1495 Landview Ln, 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
  • /39

    $719,000

    New Construction $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,937 Sq Ft

    280 Hidden Bay Dr Unit 302, Osprey, FL 34229

    Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity.The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant

    Jim Xarras, Jr BERKSHIRE HATHAWAY HOMESERVICE

    280 Hidden Bay Dr Unit 302, 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
  • /31

    $695,000

    • Land
    • 25,700 Sq Ft
    • $1,177,966 per Acre

    216 Osprey Point Dr, Osprey, FL 34229

    One of the last remaining opportunities to build a custom luxury estate in The Oaks Bayside, one of Sarasota’s distinguished private country club communities. Behind 24-hour staffed gates, this generous 25,735-square-foot homesite offers a rare chance to create a custom residence with the builder of your choice in a serene, established setting known for its stately oaks, winding streets, natural

    Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    216 Osprey Point Dr, Osprey, FL 34229
  • /51

    $700,000

    $27K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,950 Sq Ft

    759 Fordingbridge Way, Osprey, FL 34229

    Discover this stunning home located in the heart of Osprey, FL. Featuring a spacious layout, this residence boasts elegant finishes and ample natural light throughout. The modern kitchen is equipped with top-of-the-line appliances and give plenty of storage space. Enjoy the serene outdoor area with a beautifully landscaped yard, appropriate for relaxation and entertainment. Situated in a

    Steven Koleno BEYCOME OF FLORIDA LLC

    759 Fordingbridge Way, Osprey, FL 34229
  • /83

    $798,000

    $52K PRICE DROP
    • 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. PRICE IMPROVED OVER $50K!!!! Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County.Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious

    Angelic Tassos CORCORAN DWELLINGS REALTY

    6100 Jessie Harbor Dr Unit 202, 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
  • /58

    $775,000

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    260 Hidden Bay Dr Unit B-402, Osprey, FL 34229

    Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West.

    Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

    260 Hidden Bay Dr Unit B-402, 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
  • /41

    $700,000

    $19K PRICE DROP
    • 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 CommunityThis 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

    Cathy Rustin FIRST LIGHT REAL ESTATE

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229
  • /79

    $739,000

    • 3 Beds
    • 2 Baths
    • 2,328 Sq Ft

    299 Turquoise Ln, Osprey, FL 34229

    Remarkable 3 bedroom 2 bathroom home in Emerald Woods now available for purchase. Nestled in the Oaks Preserve Neighborhood and offering a maintenance free lifestyle with 24 hour guarded gate. Features include; Beautiful Tray Ceilings, Crown Moldings, Plantation Shutters, Solid Surface Countertops, Tile flooring throughout living spaces, and an Spectacular Owner’s Suite with multiple walk-in

    Mick Jordan BRIGHT REALTY

    299 Turquoise Ln, 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%
How to Buy a Home How to Finance a Home How to Sell a Home