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    Little Sarasota Bay Waterfront

    For Sale in Osprey, FL

    Welcome to Osprey, a waterfront community on Little Sarasota Bay in Sarasota County, Florida, set between Sarasota and Venice and minutes from Casey Key.

    Osprey is an unincorporated community in Sarasota County, Florida, situated on Little Sarasota Bay along the Gulf Coast between Sarasota and Venice. Its history stretches back to the late nineteenth century, when the Osprey post office was established in 1884, and the area has long been defined by its waterfront setting, its early pioneer families, and, more recently, a collection of established residential neighborhoods and country-club communities. With a population of roughly 6,700, Osprey offers a low-density, bay-oriented way of life. Waterfront and boating communities such as Sorrento Shores and Osprey Harbor Village sit along the bay, while the master-planned neighborhoods of The Oaks wrap around championship golf courses. Casey Key, a narrow barrier island with Gulf-front homes, lies just across the bay to the west, placing the open Gulf beaches within a few minutes' drive of most Osprey addresses. Osprey is also notable for its natural and historic assets, which set it apart from the purely residential stretches of the Sarasota County coast. Historic Spanish Point, a peninsula operated by Marie Selby Botanical Gardens, preserves archaeological and pioneer history along the bay, while Oscar Scherer State Park protects scrub habitat and the threatened Florida scrub-jay, with hiking trails and Lake Osprey drawing hundreds of thousands of visitors each year. Day-to-day life in Osprey is quiet and car-dependent, typical of the Gulf Coast's established residential communities. Residents boat and paddle on the bay, play golf, and take short drives to the arts, dining, and healthcare of Sarasota to the north or the beaches and shops of Venice and Nokomis to the south. The community's own commercial scene is modest—marinas, restaurants, and neighborhood services—so much of daily shopping and entertainment happens in the neighboring cities. These anchors, combined with a settled, low-density housing stock and direct access to the Gulf shoreline, make Osprey a distinctive coastal address for people seeking quiet, established living along the water.

    Population 6,690
    County Sarasota County
    Active Listings 160
    Browse by Listing Type
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    Frequently Asked Questions

    Where is Osprey, Florida?

    Osprey is an unincorporated community in Sarasota County, Florida, on Little Sarasota Bay along the Gulf Coast. It sits between the cities of Sarasota and Venice, with Casey Key and the Gulf beaches immediately to the west.

    What is Historic Spanish Point?

    Historic Spanish Point is a waterside archaeological and historic site on a peninsula in Little Sarasota Bay at Osprey. Operated by Marie Selby Botanical Gardens, it preserves pioneer and prehistoric history alongside botanical gardens and a short trail network.

    What school district serves Osprey?

    Osprey is served by Sarasota County Schools, the public school district covering all of Sarasota County, with neighborhood schools in the surrounding area plus private and charter options in nearby Sarasota and Venice.

    Is Osprey close to the beach?

    Yes. Osprey sits on the mainland side of Little Sarasota Bay, with Casey Key, Nokomis, and the Gulf of Mexico beaches just across the water to the west, typically a short drive across Blackburn Point Road.

    MARKET SNAPSHOT

    The Market at a Glance

    How homes have been selling here over the last 90 days.

    home_work New This Week 3
    Went Under Contract 0
    trending_down Price Reductions 0
    payments Median Sale Price $645,000 -4.8%
    square_foot Price per Sq Ft $254
    schedule Avg Days on Market 92
    sell Homes Sold 57
    percent Sale-to-List Ratio 95.0%
    inventory_2 Months of Inventory 6.4

    Price & Sales History

    Market data reflects closed sales over the last 90 days and is provided for informational purposes.

    BROWSE BY ZIP

    Zip Codes

    Browse listings by postal code in this area.

    010 homes for saleMedian sale$295K1 sale in the last 90 days
    003 homes for saleMedian sale$295K
    0001 home for saleMedian sale$295K
    00006 homes for saleMedian sale$295K
    0000029 homes for saleMedian sale$370KPer sq ft$199 sales in the last 90 days
    0060225 homes for saleMedian sale$417.5KPer sq ft$3124 sales in the last 90 days
    0060322 homes for saleMedian sale$235KPer sq ft$7273 sales in the last 90 days
    0061228 homes for saleMedian sale$160KPer sq ft$1685 sales in the last 90 days
    0062359 homes for saleMedian sale$240KPer sq ft$19214 sales in the last 90 days
    006418 homes for saleMedian sale$262KPer sq ft$1762 sales in the last 90 days
    00646141 homes for saleMedian sale$1.5MPer sq ft$59625 sales in the last 90 days
    0066239 homes for saleMedian sale$463KPer sq ft$2939 sales in the last 90 days
    View All Zip Codes
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    • List
    432 S SHORE DRIVE For Sale
    $529,900
    432 S SHORE DRIVEOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 2642 sqft
    • Built 1988
    • MFRA4703634
    409 POINT ROAD #803 For Sale
    $985,000
    409 POINT ROAD #803Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2423 sqft
    • Built 2004
    • MFRA4703407
    264 WOODS POINT ROAD For Sale
    $700,000
    264 WOODS POINT ROADOsprey, FL 34229
    • 3 bd
    • 3 ba
    • 3694 sqft
    • Built 1992
    • MFRA4703025
    108 VILLA DRIVE #108 For Sale
    $319,000
    108 VILLA DRIVE #108Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1593 sqft
    • Built 1976
    • MFRTB8539148
    480 BLACKBURN POINT ROAD #6 For Sale
    $269,000
    480 BLACKBURN POINT ROAD #6Osprey, FL 34229
    • Built 2006
    • MFRA4703031
    524 SARABAY ROAD For Sale
    $419,000
    524 SARABAY ROADOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 1760 sqft
    • Built 1956
    • MFRA4676179
    299 TURQUOISE LANE For Sale
    $739,000
    299 TURQUOISE LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2934 sqft
    • Built 2001
    • MFRA4701662
    260 HIDDEN BAY DRIVE #402 For Sale
    $775,000
    260 HIDDEN BAY DRIVE #402Osprey, FL 34229
    • 3 bd
    • 2.5 ba
    • 2109 sqft
    • Built 2019
    • MFRA4701000
    547 MEADOW SWEET CIRCLE For Sale
    $550,000
    547 MEADOW SWEET CIRCLEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2329 sqft
    • Built 2002
    • MFRA4701316
    570 BLACKBURN POINT ROAD #36 For Sale
    $99,500
    570 BLACKBURN POINT ROAD #36Osprey, FL 34229
    • MFRA4700865
    916 MACEWEN DRIVE For Sale
    $1,900,000
    916 MACEWEN DRIVEOsprey, FL 34229
    • 5 bd
    • 7.5 ba
    • 7976 sqft
    • Built 1991
    • MFRA4698153
    599 PINE RANCH EAST ROAD For Sale
    $825,000
    599 PINE RANCH EAST ROADOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2815 sqft
    • Built 1995
    • MFRA4660895
    701 PINE RUN DRIVE #701 For Sale
    $172,000
    701 PINE RUN DRIVE #701Osprey, FL 34229
    • 1 bd
    • 1 ba
    • 658 sqft
    • Built 1973
    • MFRA4700416
    780 SARABAY ROAD #16 For Sale
    $425,000
    780 SARABAY ROAD #16Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1974 sqft
    • Built 1981
    • TB8528486
    108 WOODLAND PLACE #108 For Sale
    $285,000
    108 WOODLAND PLACE #108Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1474 sqft
    • Built 1979
    • A4699279
    329 BAY VISTA AVENUE For Sale
    $399,000
    329 BAY VISTA AVENUEOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 1784 sqft
    • Built 1963
    • A4699464
    Address Not Shown For Sale
    $799,000
    Address Not ShownOsprey, FL 34229
    • 4 bd
    • 3 ba
    • 3527 sqft
    • Built 2001
    • A4699089
    2309 JESSIE HARBOR DRIVE #2402 For Sale
    $497,000
    2309 JESSIE HARBOR DRIVE #2402Osprey, FL 34229
    • 3 bd
    • 2.5 ba
    • 2446 sqft
    • Built 2006
    • A4698434
    1495 LANDVIEW LANE For Sale
    $760,000
    1495 LANDVIEW LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 3355 sqft
    • Built 1988
    • A4697993
    206 FOUR KNOT LANE For Sale
    $1,775,000
    206 FOUR KNOT LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 3837 sqft
    • Built 1991
    • A4695429
    570 BLACKBURN POINT ROAD #23 For Sale
    $89,000
    570 BLACKBURN POINT ROAD #23Osprey, FL 34229
    • Built 2006
    • A4697977
    7204 JESSIE HARBOR DRIVE #7204 For Sale
    $395,000
    7204 JESSIE HARBOR DRIVE #7204Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1410 sqft
    • Built 1985
    • A4697473
    110 WOODLAND PLACE #110 For Sale
    $215,000
    110 WOODLAND PLACE #110Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1400 sqft
    • Built 1979
    • A4696738
    401 POINT ROAD #504 For Sale
    $795,000
    401 POINT ROAD #504Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 3106 sqft
    • Built 2003
    • A4696459
    116 WOODLAND PLACE #116 For Sale
    $249,900
    116 WOODLAND PLACE #116Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1483 sqft
    • Built 1979
    • A4696616
    75 OSPREY POINT DRIVE For Sale
    $1,595,000
    75 OSPREY POINT DRIVEOsprey, FL 34229
    • 4 bd
    • 4 ba
    • 5028 sqft
    • Built 1983
    • A4695145
    360 N POINT ROAD For Sale
    $1,495,000
    360 N POINT ROADOsprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 3523 sqft
    • Built 2022
    • A4695959
    4296 EXPEDITION WAY #104 For Sale
    $299,990
    4296 EXPEDITION WAY #104Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1219 sqft
    • Built 2017
    • A4694926
    101 OSPREY POINT DRIVE For Sale
    $4,790,000
    101 OSPREY POINT DRIVEOsprey, FL 34229
    • 4 bd
    • 5.5 ba
    • 6841 sqft
    • Built 1985
    • A4694716
    103 BISHOPS COURT ROAD For Sale
    $749,000
    103 BISHOPS COURT ROADOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2804 sqft
    • Built 2000
    • A4694468
    280 HIDDEN BAY DRIVE #302 For Sale
    $749,000
    280 HIDDEN BAY DRIVE #302Osprey, FL 34229
    • 3 bd
    • 2 ba
    • 2241 sqft
    • Built 2024
    • A4690813
    156 BISHOPS COURT ROAD For Sale
    $1,289,000
    156 BISHOPS COURT ROADOsprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 4484 sqft
    • Built 1990
    • A4691664
    51 MACEWEN DRIVE #12 For Sale
    $275,000
    51 MACEWEN DRIVE #12Osprey, FL 34229
    • 1 bd
    • 1 ba
    • 623 sqft
    • Built 1990
    • A4690540
    135 TINA ISLAND DRIVE For Sale
    $3,295,000
    135 TINA ISLAND DRIVEOsprey, FL 34229
    • 3 bd
    • 4.5 ba
    • 6254 sqft
    • Built 2011
    • A4692366
    184 EXPLORER DRIVE For Sale
    $294,900
    184 EXPLORER DRIVEOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 1397 sqft
    • Built 2016
    • A4692249
    6100 JESSIE HARBOR DRIVE #202 For Sale
    $850,000
    6100 JESSIE HARBOR DRIVE #202Osprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 4209 sqft
    • Built 2005
    • A4690969
    212 WASHINGTON AVENUE For Sale
    $420,000
    212 WASHINGTON AVENUEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2093 sqft
    • Built 1999
    • O6404307
    97 SUGAR MILL DRIVE For Sale
    $1,950,000
    97 SUGAR MILL DRIVEOsprey, FL 34229
    • 5 bd
    • 5.5 ba
    • 6062 sqft
    • Built 1990
    • A4691789
    14021 BELLAGIO WAY #404 For Sale
    $1,100,000
    14021 BELLAGIO WAY #404Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2526 sqft
    • Built 2006
    • N6144070
    1361 NEW FOREST LANE For Sale
    $525,000
    1361 NEW FOREST LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2798 sqft
    • Built 2002
    • A4691036
    5100 JESSIE HARBOR DRIVE #304 For Sale
    $699,000
    5100 JESSIE HARBOR DRIVE #304Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 2304 sqft
    • Built 2004
    • A4690942
    409 NORTH POINT ROAD #401 For Sale
    $560,000
    409 NORTH POINT ROAD #401Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2837 sqft
    • Built 2004
    • A4690812
    51 MACEWEN DRIVE #5 For Sale
    $235,000
    51 MACEWEN DRIVE #5Osprey, FL 34229
    • 1 bd
    • 1 ba
    • 675 sqft
    • Built 1990
    • A4689838
    51 MAC EWEN DRIVE #14 For Sale
    $285,000
    51 MAC EWEN DRIVE #14Osprey, FL 34229
    • 1 bd
    • 1 ba
    • 595 sqft
    • Built 1990
    • A4690371
    14041 BELLAGIO WAY #214 For Sale
    $700,000
    14041 BELLAGIO WAY #214Osprey, FL 34229
    • 3 bd
    • 2 ba
    • 2089 sqft
    • Built 2006
    • A4689731
    4271 EXPEDITION WAY #103 For Sale
    $260,000
    4271 EXPEDITION WAY #103Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1219 sqft
    • Built 2017
    • A4689541
    759 FORDINGBRIDGE WAY For Sale
    $700,000
    759 FORDINGBRIDGE WAYOsprey, FL 34229
    • 4 bd
    • 3.5 ba
    • 3538 sqft
    • Built 2002
    • O6399774
    61 BAYHEAD LANE For Sale
    $1,185,000
    61 BAYHEAD LANEOsprey, FL 34229
    • 3 bd
    • 3 ba
    • 3871 sqft
    • Built 1993
    • A4685559
    1527 BUOY LANE For Sale
    $1,165,000
    1527 BUOY LANEOsprey, FL 34229
    • 3 bd
    • 2.5 ba
    • 3685 sqft
    • Built 1989
    • A4688266
    313 LOOKOUT POINT DRIVE For Sale
    $5,999,999
    313 LOOKOUT POINT DRIVEOsprey, FL 34229
    • 4 bd
    • 4.5 ba
    • 6896 sqft
    • Built 2016
    • A4688995
    4226 FRONTIER LANE #103 For Sale
    $299,000
    4226 FRONTIER LANE #103Osprey, FL 34229
    • 2 bd
    • 2 ba
    • 1219 sqft
    • Built 2018
    • A4687965
    14401 MASTHEAD DRIVE For Sale
    $2,850,000
    14401 MASTHEAD DRIVEOsprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 3984 sqft
    • Built 2017
    • A4684834
    447 SHORE DRIVE For Sale
    $474,000
    447 SHORE DRIVEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2486 sqft
    • Built 1964
    • A4684009
    107 SORRENTO DRIVE For Sale
    $425,000
    107 SORRENTO DRIVEOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 2091 sqft
    • Built 1963
    • N6143210
    570 BLACKBURN POINT ROAD #26 For Sale
    $36,000
    570 BLACKBURN POINT ROAD #26Osprey, FL 34229
    • A4680901
    14021 BELLAGIO WAY #309 For Sale
    $899,995
    14021 BELLAGIO WAY #309Osprey, FL 34229
    • 3 bd
    • 2.5 ba
    • 2430 sqft
    • Built 2006
    • A4681589
    3621 N POINT ROAD #301 For Sale
    $525,000
    3621 N POINT ROAD #301Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2968 sqft
    • Built 2006
    • A4681290
    409 POINT ROAD #601 For Sale
    $1,250,000
    409 POINT ROAD #601Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2837 sqft
    • Built 2004
    • A4679994
    401 POINT ROAD #1001 For Sale
    $1,995,000
    401 POINT ROAD #1001Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 3355 sqft
    • Built 2003
    • A4679998
    385 N POINT ROAD #304 For Sale
    $1,100,000
    385 N POINT ROAD #304Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 3106 sqft
    • Built 2000
    • A4678422
    570 BLACKBURN POINT ROAD #43 For Sale
    $115,000
    570 BLACKBURN POINT ROAD #43Osprey, FL 34229
    • A4672823
    570 BLACKBURN POINT ROAD #13 For Sale
    $109,000
    570 BLACKBURN POINT ROAD #13Osprey, FL 34229
    • A4674344
    403 LONGBOW TRAIL For Sale
    $1,095,000
    403 LONGBOW TRAILOsprey, FL 34229
    • 4 bd
    • 3 ba
    • 3963 sqft
    • Built 1978
    • A4672081
    180 LOOKOUT POINT DRIVE For Sale
    $2,199,900
    180 LOOKOUT POINT DRIVEOsprey, FL 34229
    • 5 bd
    • 3.5 ba
    • 3877 sqft
    • Built 1986
    • A4672222
    49 OSPREY POINT DRIVE For Sale
    $2,399,000
    49 OSPREY POINT DRIVEOsprey, FL 34229
    • 4 bd
    • 3.5 ba
    • 5227 sqft
    • Built 1989
    • A4671762
    401 N POINT ROAD #603 For Sale
    $629,000
    401 N POINT ROAD #603Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2423 sqft
    • Built 2003
    • A4671958
    538 DOVE POINTE DRIVE For Sale
    $1,950,000
    538 DOVE POINTE DRIVEOsprey, FL 34229
    • 4 bd
    • 5.5 ba
    • 5837 sqft
    • Built 2002
    • A4669491
    1811 HIGHLAND ROAD For Sale
    $417,000
    1811 HIGHLAND ROADOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 1725 sqft
    • Built 1997
    • TB8443161
    121 CASEY KEY ROAD For Sale
    $6,475,000
    121 CASEY KEY ROADOsprey, FL 34229
    • 5 bd
    • 5.5 ba
    • 6906 sqft
    • Built 1969
    • A4667263
    1801 HIGHLAND ROAD For Sale
    $289,900
    1801 HIGHLAND ROADOsprey, FL 34229
    • 2 bd
    • 2 ba
    • 2125 sqft
    • Built 1999
    • N6140508
    21 BAYHEAD LANE For Sale
    $789,000
    21 BAYHEAD LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 3119 sqft
    • Built 2002
    • A4664085
    852 MACEWEN DRIVE For Sale
    $2,395,000
    852 MACEWEN DRIVEOsprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 6019 sqft
    • Built 1992
    • A4659276
    570 BLACKBURN POINT ROAD #11 For Sale
    $39,500
    570 BLACKBURN POINT ROAD #11Osprey, FL 34229
    • Built 2006
    • A4658755
    4428 CONCHFISH LANE For Sale
    $525,000
    4428 CONCHFISH LANEOsprey, FL 34229
    • 4 bd
    • 2 ba
    • 2657 sqft
    • Built 2018
    • A4656074
    110 PINE AVENUE For Sale
    $649,000
    110 PINE AVENUEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2480 sqft
    • Built 1977
    • A4646339
    13 BAYHEAD LANE For Sale
    $769,000
    13 BAYHEAD LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 3093 sqft
    • Built 2001
    • A4645829
    236 SAINT JAMES PARK For Sale
    $2,700,000
    236 SAINT JAMES PARKOsprey, FL 34229
    • 6 bd
    • 6.5 ba
    • 9589 sqft
    • Built 1986
    • A4644125
    909 MACEWEN DRIVE For Sale
    $1,595,000
    909 MACEWEN DRIVEOsprey, FL 34229
    • 3 bd
    • 3.5 ba
    • 5495 sqft
    • Built 1991
    • A4621683
    3603 POINT ROAD #702 For Sale
    $1,395,000
    3603 POINT ROAD #702Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2904 sqft
    • Built 2007
    • A4642397
    385 POINT ROAD #402 For Sale
    $615,000
    385 POINT ROAD #402Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2250 sqft
    • Built 2000
    • A4635708
    293 TURQUOISE LANE For Sale
    $875,000
    293 TURQUOISE LANEOsprey, FL 34229
    • 3 bd
    • 2 ba
    • 2998 sqft
    • Built 2001
    • A4633961
    409 POINT ROAD #502 For Sale
    $599,000
    409 POINT ROAD #502Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2250 sqft
    • Built 2004
    • A4621353
    401 N POINT ROAD #301 For Sale
    $459,900
    401 N POINT ROAD #301Osprey, FL 34229
    • 3 bd
    • 3 ba
    • 2837 sqft
    • Built 2003
    • A4603773
    83

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