2 Bedroom Homes in Osprey, FL

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3 beds New construction With a pool

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4 Listings

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2 Bedroom Homes in Osprey, FL

4 Listings

69Active
$679,000

4 listings

2 Bedroom Homes in Osprey, FL

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4 Listings

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2 Bedroom Homes in Osprey, FL

4 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

69Active
$679,000

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

2 bd · 3 ba · 1,890 sqft

33 Bishops Court Rd #118, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

62Active

$599,000

2 bd · 2 ba · 2,143 sqft

5100 Jessie Harbor Dr #404, Osprey, FL

Stuart Lawrence · MICHAEL SAUNDERS & COMPANY

43Active

$395,000

2 bd · 2 ba · 1,255 sqft

7204 Jessie Harbor Dr #7204, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced36Active

$700,000

2 bd · 2 ba · 1,932 sqft

242 Hidden Bay Dr #602, Osprey, FL

Cathy Rustin · FIRST LIGHT REAL ESTATE

Listing data & MLS disclosures

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

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%

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Registered offenders on the map

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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