Luxury Homes in Osprey, FL

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3 beds New construction With a pool

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22 of 33 Listings

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Luxury Homes in Osprey, FL

22 of 33 Listings

59Active

33 listings

Luxury Homes in Osprey, FL

Show Map

22 of 33 Listings

Map

Luxury Homes in Osprey, FL

22 of 33 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

59Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$1,399,000

3 bd · 3 ba · 2,695 sqft

256 Sugar Mill, Osprey, FL

Ivan Bovkun · KIMBERLITE WEST REALTY LLC

100Active

$3,700,000

5 bd · 5 ba · 6,234 sqft

324 Osprey Point Dr, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

100Active

$1,295,000

3 bd · 2 ba · 2,850 sqft

17 Bayhead Ln, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

82Active

$1,590,000

3 bd · 4 ba · 3,565 sqft

402 Macewen Dr, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

99Active

$2,175,000

4 bd · 4 ba · 4,117 sqft

362 Macewen Dr, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

100Active

$1,700,000

3 bd · 3 ba · 3,118 sqft

141 Sugar Mill Dr, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

82Active

$1,399,000

4 bd · 4 ba · 3,255 sqft

1417 Landview Ln, Osprey, FL

Pat Williams · PAT WILLIAMS REALTY, LLC

14Active

$1,150,000

3 bd · 2 ba · 2,084 sqft

210 Patterson Ave, Osprey, FL

Troy Funk · REALTY ONE GROUP MVP

71Active

$9,750,000

5 bd · 8 ba · 8,050 sqft

1216 N Casey Key Rd, Osprey, FL

Valerie Dall'Acqua · PREMIER SOTHEBY'S INTERNATIONAL REALTY

89Active

$1,495,000

3 bd · 3 ba · 2,591 sqft

226 Saint James Park, Osprey, FL

Justin Brunswick · KELLER WILLIAMS ON THE WATER S

Price Reduced50Active

$2,095,000

4 bd · 4 ba · 4,578 sqft

154 Lookout Point Dr, Osprey, FL

Stephen Hachey · FLAT FEE MLS REALTY

100Active

$1,100,000

5 bd · 4 ba · 3,354 sqft

296 Pine Ranch Trl, Osprey, FL

Darren Dowling · BEYOND REALTY LLC

85Active

$1,100,000

4 bd · 3 ba · 3,984 sqft

907 Eagle Isle Ct, Osprey, FL

Becky Culp · CENTURY 21 ROSEBAY

Price Reduced50Active

$1,690,000

3 bd · 2 ba · 2,411 sqft

206 Four Knot Ln, Osprey, FL

49Active

$1,495,000

3 bd · 4 ba · 2,913 sqft

360 N Point Rd, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

65Active

$4,790,000

4 bd · 6 ba · 5,087 sqft

101 Osprey Point Dr, Osprey, FL

Joel Schemmel · DOUGLAS ELLIMAN

81Active

$1,289,000

3 bd · 4 ba · 3,112 sqft

156 Bishops Court Rd, Osprey, FL

Joel Schemmel · DOUGLAS ELLIMAN

47Active

$3,295,000

3 bd · 5 ba · 2,572 sqft

135 Tina Island Dr, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

61Active

$1,950,000

5 bd · 6 ba · 4,885 sqft

97 Sugar Mill Dr, Osprey, FL

Maria Domenech · PALM PARADISE REALTY GROUP

Price Reduced52Active

$1,165,000

3 bd · 3 ba · 2,830 sqft

1527 Buoy Ln, Osprey, FL

Matthew Lewis · BRIGHT REALTY

100Active

$5,999,999

4 bd · 5 ba · 5,337 sqft

313 Lookout Point Dr, Osprey, FL

Natalie Gutwein · MICHAEL SAUNDERS & COMPANY

63Active

$1,250,000

3 bd · 3 ba · 2,594 sqft

409 N Point Rd #601, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Listing data & MLS disclosures

Florida Gulf Coast MLS/Royal Palm Coast Realtor Association(SWFLMLS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing information ©2026 Florida Gulf Coast MLS®, Inc®. All Rights Reserved. Last Updated: 2026-09-27 20:13:02 UTC
Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Osprey housing market

August 2026

Selling at 95.2% of asking price

Buyers here are paying below asking. MLS · 25 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $595,000$303,975–$1,055,000 typical range
Price per sq. ft.: $306
Sales: 24
Paid in cash: 50.0%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 25 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -11.9%

Osprey, FL community profile

Area: 7.9 sq. mi.

Source: HJN community data

Explore Osprey homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Listing data & MLS disclosures

Florida Gulf Coast MLS/Royal Palm Coast Realtor Association(SWFLMLS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
Listing information ©2026 Florida Gulf Coast MLS®, Inc®. All Rights Reserved. Last Updated: 2026-09-27 20:13:02 UTC
Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Osprey, FL community profile

Area: 7.9 sq. mi.

Source: HJN community data

Osprey housing market

August 2026

Selling at 95.2% of asking price

Buyers here are paying below asking. MLS · 25 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $595,000$303,975–$1,055,000 typical range
Price per sq. ft.: $306
Sales: 24
Paid in cash: 50.0%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 25 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -11.9%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Osprey housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026

Osprey, FL community profile

Explore Osprey homes

Your local brokerage

Listing data & MLS disclosures

Osprey, FL community profile

Osprey housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Price trend · Assessor repeat sales, as of Aug 31, 2026