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 116 single family homes for sale with an average list price of $1,513,168.84, 5 townhouses for sale with an average list price of $548,099.80, 53 condos for sale with an average list price of $728,203.77, and 11 lots for sale with an average list price of $763,454.46. The average annual property tax for Osprey is $6,009.78.

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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 $2,062,785.71, 1 townhouse for sale with a list price of $697,500, 14 condos for sale with an average list price of $941,571.43, and 2 lots for sale with an average list price of $724,500. The homes range in size from 2,425 ft2 to 8,635 ft2. The average annual property tax for The Oaks Club is $9,931.22. 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: $1,450,000

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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 and townhouse community in The Oaks Club neighborhood of Osprey, Florida, built between 1984 and 2017. It currently has 5 single family homes for sale with an average list price of $1,184,800 and 2 townhouses for sale with an average list price of $691,250. The homes range in size from 1,678 ft2 to 3,541 ft2. The HOA fees range from $255 to $850 per month. The average annual property tax for Bishops Court at Oaks Preserve is $5,026.56. 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: $925,000
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Blackburn Harbor

Blackburn Harbor is a condo and single-family home 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 5 condos for sale with an average list price of $749,540. The homes range in size from 1,255 ft2 to 3,771 ft2. The HOA fees range from $278 to $1,101 per month. The average annual property tax for Blackburn Harbor is $4,629.45. 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 1957 and 2023. It currently has 1 single family home for sale with a list price of $289,000. The homes range in size from 1,186 ft2 to 2,004 ft2. The average annual property tax for Cordes Cove is $1,837.76. 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 single-family home and condo community in Osprey, Florida, built in 1981. It currently has 2 single family homes for sale with an average list price of $504,500. The homes range in size from 1,392 ft2 to 1,574 ft2. The HOA fees range from $1,033 to $1,650 per month. The average annual property tax for Heron Bay Club is $3,850.36. 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

New Construction Homes For Sale This Week in Osprey: February 25th to March 3rd

New Construction Homes For Sale This Week in Osprey: February 25th to March 3rd - March 4, 2026

Osprey had only 1 new construction home during the week of Wednesday, February 25 to Tuesday, March 3, and it was a single family home for sale with a list ... continue reading
New Golf Course Lots For Sale in Osprey: February 24th to March 2nd

New Golf Course Lots For Sale in Osprey: February 24th to March 2nd - March 3, 2026

Osprey had only 1 new home backing up to golf courses for sale during the week of Tuesday, February 24 to Monday, March 2, and it was a single family ... continue reading
Homes Just Sold in Osprey: February 24th to March 2nd

Homes Just Sold in Osprey: February 24th to March 2nd - March 3, 2026

Osprey had 6 sales during the week of Tuesday, February 24 to Monday, March 2, including including 3 single family homes for sale with an average list price of $642,966.67 ... continue reading
New Homes with Gulf Access in Osprey: February 23rd to March 1st

New Homes with Gulf Access in Osprey: February 23rd to March 1st - March 2, 2026

Osprey had only new homes for sale with gulf access during the month of Monday, February 23 to Sunday, March 1, and it was a single family home for ... continue reading
New Homes with In-ground Swimming Pools in Osprey: February 22nd to February 28th

New Homes with In-ground Swimming Pools in Osprey: February 22nd to February 28th - March 1, 2026

Osprey had new homes for sale with an in-ground swimming pool during the month of Sunday, February 22 to Saturday, February 28, including 2 single family homes for sale ... continue reading
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