Osprey, FL, Real Estate

Tucked away on Florida's Gulf Coast just south of Sarasota, Osprey is one of those quiet gems where old Florida charm meets lush natural beauty, with oak-lined streets and waterways begging for exploration. You can launch a kayak into serene bays dotted with mangroves, paddling past herons and manatees while the sun glints off the water, or hike shaded trails through preserved lands that wind to hidden overlooks of the intracoastal. History buffs get a kick wandering paths around ancient shell mounds left by indigenous peoples, piecing together stories from thousands of years ago amid the whispers of Spanish moss. Anglers swear by casting lines from public access points teeming with snook and redfish, and beachcombers head to nearby stretches of sand for uncrowded shelling and sunset views that paint the sky in fiery hues. It's the sort of spot that slows you down, reminding you why Florida's wild side is worth every mosquito bite and salty breeze.

Osprey currently has 104 single family homes for sale with an average list price of $1,694,661.54, 4 townhouses for sale with an average list price of $519,500, 44 condos for sale with an average list price of $770,214.77, and 9 lots for sale with an average list price of $876,177.67. The average annual property tax for Osprey is $5,786.82.

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Neighborhoods

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The Oaks Club

The Oaks Club is a neighborhood in Osprey, Florida, built between 1986 and 2024. It currently has 28 single family homes for sale with an average list price of $2,058,857.14, 1 townhouse for sale with a list price of $695,000, 17 condos for sale with an average list price of $1,055,852.94, and 1 lot for sale with a list price of $750,000. The homes range in size from 2,425 ft2 to 9,081 ft2. The average annual property tax for The Oaks Club is $9,063.98. The Oaks Club is a prestigious private equity country club renowned for its luxurious lifestyle and extensive amenities nestled amid preserved natural surroundings. Members have access to two championship 18-hole golf courses, 12 to 14 Har-Tru tennis courts, four pickleball courts, croquet lawns, bocce ball facilities, and a resort-style swimming pool ideal for relaxation, fitness classes, or family recreation. The club also boasts a state-of-the-art wellness and fitness center spanning about 7,500 square feet, along with diverse culinary options including family-friendly dining, weekend brunches, cocktails, and special wine events in a 34,000-square-foot Georgian-style clubhouse. ... Read more
Median price: $1,500,000

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Subdivisions/Buildings

Subdivisions/Buildings Median Price
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Bishops Court at Oaks Preserve

Bishops Court at Oaks Preserve is a single-family home, townhouse, and condo community in The Oaks Club neighborhood of Osprey, Florida, built between 1984 and 2002. It currently has 4 single family homes for sale with an average list price of $1,116,000 and 1 townhouse for sale with a list price of $695,000. The homes range in size from 1,678 ft2 to 3,541 ft2. The HOA fees range from $222 to $1,052 per month. The average annual property tax for Bishops Court at Oaks Preserve is $3,890.74. It is located in Sarasota County. Nestled within the prestigious Oaks Preserve in Osprey, Florida, Bishops Court is an exclusive gated neighborhood that forms part of The Oaks Club, a luxurious private community renowned for its upscale living and serene natural surroundings. This intimate enclave features 46 ranch-style villas and a handful of two-story homes, many boasting private pools, alongside maintenance-free townhouses, all designed for comfort and elegance in a maintenance-inclusive setting. Residents enjoy dedicated neighborhood amenities such as a sparkling community pool and clubhouse, while mandatory membership in The Oaks Club unlocks an array of world-class facilities, including two championship 18-hole golf courses, 12 Har-Tru tennis courts (with several lighted for evening play), pickleball and croquet courts, a state-of-the-art 7,500-square-foot WellFit fitness center, a junior Olympic-sized swimming pool with a tiki bar, bocce ball, and diverse dining options from casual to fine farm-to-table cuisine, complemented by a vibrant social calendar of events. ... Read more
Median Price: $900,000
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Blackburn Harbor

Blackburn Harbor is a condo, single-family home, and townhouse community in Osprey, Florida, built between 1985 and 2006. It currently has 2 single family homes for sale with an average list price of $490,000 and 3 condos for sale with an average list price of $723,300. The homes range in size from 1,255 ft2 to 3,771 ft2. The HOA fees range from $278 to $537 per month. The average annual property tax for Blackburn Harbor is $3,943.54. It is located in Sarasota County. ... Read more
Median Price: $445,000
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Cordes Cove

Cordes Cove is a single-family home community in Osprey, Florida, built between 1995 and 2023. It currently has 1 lot for sale with a list price of $145,900. The homes range in size from 1,648 ft2 to 2,004 ft2. The average annual property tax for Cordes Cove is $2,059.08. It is located in Sarasota County. ... Read more
Median Price: $425,000
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Edgewater at Hidden Bay

Edgewater at Hidden Bay is a trio of condo buildings in Osprey, Florida. It currently has no homes for sale. It is located in Sarasota County. Edgewater at Hidden Bay in Osprey, Florida is a gated waterfront condominium community nestled on the shores of Little Sarasota Bay that offers a resort‑style atmosphere and abundant amenities. Residents enjoy a renovated clubhouse with fitness center, catering kitchen and library, plus outdoor features including a heated pool and spa, tennis and pickleball courts, a kayak launch, boardwalk through mangroves and a fishing pier overlooking the water. ... Read more
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Heron Bay Club

Heron Bay Club is a condo and single-family home community in Osprey, Florida, built in 1981. It currently has 1 condo for sale with a list price of $449,900. The homes range in size from 1,574 ft2 to 1,821 ft2. The HOA fees range from $1,033 to $1,769 per month. The average annual property tax for Heron Bay Club is $3,988.21. It is located in Sarasota County. Heron Bay Club is a charming, gated waterfront community nestled along Little Sarasota Bay, offering residents a serene coastal lifestyle with convenient access to nearby beaches, shops, and dining. This villa-style enclave features an array of appealing amenities, including a heated bayside swimming pool for year-round enjoyment, tennis courts for active recreation, a newly rebuilt fishing pier and private docks with boat slips for boating enthusiasts, and a kayak launch to explore the scenic waterways. With its emphasis on outdoor living and proximity to the Gulf Coast, Heron Bay Club provides an ideal retreat for those seeking tranquility and convenience in a picturesque setting. ... Read more
Median Price: $452,500
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Nearby Golf Courses

The Oaks Club

301 Macewen Dr, Osprey, FL 34229
Par 72 • 72 holes • 6000 yards

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Real Estate News

Homes Just Sold in Osprey: November 25th to December 1st

Homes Just Sold in Osprey: November 25th to December 1st - December 2, 2025

Osprey had only 1 sale during the week of Tuesday, November 25 to Monday, December 1, including and it was a . $159,900 170 Edgewood Dr. Osprey, FL ... continue reading
New Homes with In-ground Swimming Pools in Osprey: November 23rd to November 29th

New Homes with In-ground Swimming Pools in Osprey: November 23rd to November 29th - November 30, 2025

Osprey had new homes for sale with an in-ground swimming pool during the month of Sunday, November 23 to Saturday, November 29, including 2 single family homes for sale ... continue reading
New Homes For Sale This Week in Osprey: November 21st to November 27th

New Homes For Sale This Week in Osprey: November 21st to November 27th - November 28, 2025

Osprey had 6 new homes for sale during the week of Friday, November 21 to Thursday, November 27, including including 4 single family homes for sale with an average list ... continue reading
New Construction Homes For Sale This Week in Osprey: November 19th to November 25th

New Construction Homes For Sale This Week in Osprey: November 19th to November 25th - November 26, 2025

Osprey had 5 new construction homes during the week of Wednesday, November 19 to Tuesday, November 25, including 4 single family homes for sale with an average list price of ... continue reading
Homes Just Sold in Osprey: November 18th to November 24th

Homes Just Sold in Osprey: November 18th to November 24th - November 25, 2025

Osprey had 3 sales during the week of Tuesday, November 18 to Monday, November 24, including including 2 single family homes for sale with an average list price of $749,950 ... continue reading
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