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Little Sarasota Bay Waterfront

About 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.

City Guide

About Osprey

Real Estate & Housing

Osprey's residential landscape is built around water, golf, and low-density living. Established waterfront neighborhoods such as Sorrento Shores offer direct boating access on Little Sarasota Bay, while Osprey Harbor Village provides Mediterranean-style condominium living near the water. The Oaks community includes estate and golf-course homes around championship courses, and communities like Rivendell add preserve-backed single-family options. Nearby Casey Key is known for larger Gulf-front and bayfront estates. The overall housing stock skews toward established, mid-to-upscale single-family homes and condominiums rather than dense new tract development, giving Osprey a settled, residential character.

Neighborhoods

Several distinct communities define Osprey. The Oaks is a golf and country-club community with sub-neighborhoods such as Oaks Bayside and Oaks Clubside set around championship courses and Little Sarasota Bay. Sorrento Shores is a well-established waterfront neighborhood near Blackburn Point Road with bay access and boat docks. Osprey Harbor Village offers Mediterranean-style condominiums overlooking the bay, and Rivendell is a popular community with scenic preserve surroundings. Across the water, Casey Key and Nokomis provide barrier-island living with Gulf beaches, extending Osprey's reach to the shoreline even though the community itself sits on the mainland side of the bay.

Lifestyle in Osprey

Life in Osprey revolves around the water and the outdoors. Residents boat and paddle on Little Sarasota Bay, play golf at The Oaks, and spend mornings at Historic Spanish Point or hiking the trails of Oscar Scherer State Park. The community skews toward established households and retirees drawn to its quiet, low-density character, yet it remains within minutes of downtown Sarasota's arts, dining, and healthcare and the beaches and shops of Venice and Nokomis. Osprey's own commercial scene is modest—marinas, a handful of restaurants, and neighborhood services—so much of daily shopping and entertainment happens in the neighboring cities, keeping the community itself calm and residential.

Schools & Education

Osprey is served by Sarasota County Schools, the public district that covers the entire county with neighborhood elementary, middle, and high schools in the surrounding area. Families also have access to a range of private and charter schools in Sarasota and Venice. The community's school-age population is relatively small, reflecting its mix of established households and retirees, but the broader Sarasota County system provides well-regarded educational options for families who choose to live in Osprey.

Getting Around

Osprey lies along the Tamiami Trail (U.S. 41), the primary north-south corridor connecting Sarasota to Venice, which places both cities within a short drive. Interstate 75 runs inland just to the east, offering faster regional travel to Tampa, Bradenton, and Fort Myers. Blackburn Point Road and the Blackburn Point Bridge link the community toward Casey Key and the Gulf beaches. Because Osprey is primarily residential, most residents rely on cars for commuting, shopping, and beach access, a typical pattern for the Sarasota County coast.

Parks & Recreation

Osprey's two signature attractions are Oscar Scherer State Park and Historic Spanish Point. Oscar Scherer, set between Sarasota and Venice, preserves habitat for the threatened Florida scrub-jay, offers hiking and biking trails and Lake Osprey for fishing, and draws hundreds of thousands of visitors each year. Historic Spanish Point, on a peninsula in Little Sarasota Bay, is a botanical, archaeological, and historic site operated by Marie Selby Botanical Gardens. Boating and paddlecraft on the bay, golf at The Oaks, and the Gulf beaches of Casey Key and Nokomis round out a recreation-rich setting that is central to Osprey's identity.

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.

Zip Codes

BROWSE BY ZIP

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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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
1036 OAK MEADOW LANE For Sale
$630,000
1036 OAK MEADOW LANEOsprey, FL 34229
  • 4 bd
  • 2 ba
  • 2947 sqft
  • Built 2001
  • MFRA4701532
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
14041 BELLAGIO WAY #214 For Rent
$6,000
14041 BELLAGIO WAY #214Osprey, FL 34229
  • 3 bd
  • 2 ba
  • 2089 sqft
  • Built 2006
  • MFRA4700702
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
956 SCHERER WAY For Rent
$4,800
956 SCHERER WAYOsprey, FL 34229
  • 4 bd
  • 3 ba
  • 3182 sqft
  • Built 2003
  • MFRA4700530
4401 CONCHFISH LANE For Rent
$3,295
4401 CONCHFISH LANEOsprey, FL 34229
  • 4 bd
  • 3 ba
  • 2824 sqft
  • Built 2018
  • MFRA4700255
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
534 OAK BAY DRIVE For Rent
$3,800
534 OAK BAY DRIVEOsprey, FL 34229
  • 4 bd
  • 3 ba
  • 2787 sqft
  • Built 1996
  • A4699469
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
6100 JESSIE HARBOR DRIVE #202 For Rent
$5,500
6100 JESSIE HARBOR DRIVE #202Osprey, FL 34229
  • 3 bd
  • 3.5 ba
  • 4209 sqft
  • Built 2005
  • A4698732
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
51 MAC EWEN DRIVE #8 For Rent
$1,600
51 MAC EWEN DRIVE #8Osprey, FL 34229
  • 1 bd
  • 1 ba
  • 675 sqft
  • Built 1990
  • A4695928
184 EXPLORER DRIVE For Rent
$2,150
184 EXPLORER DRIVEOsprey, FL 34229
  • 2 bd
  • 2 ba
  • 1430 sqft
  • Built 2016
  • A4695420
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
260 HIDDEN BAY DRIVE #401 For Rent
$4,850
260 HIDDEN BAY DRIVE #401Osprey, FL 34229
  • 3 bd
  • 2.5 ba
  • 2433 sqft
  • Built 2019
  • A4693277
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
4219 FRONTIER WAY #105 For Rent
$2,200
4219 FRONTIER WAY #105Osprey, FL 34229
  • 2 bd
  • 2 ba
  • 1560 sqft
  • Built 2017
  • N6144275
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
108

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