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Osprey, FL Homes for Sale — Page 8 | Realty.com

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Homes for Sale in Osprey, FL

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16 of 184 Listings

Homes for Sale in Osprey, FL

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16 of 184 Listings

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Homes for Sale in Osprey, FL

16 of 184 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced62Active
$769,000
3 bd · 2 ba · 2,310 sqft
13 Bayhead Lane, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced62Active
$769,000
3 bd · 2 ba · 2,310 sqft
13 Bayhead Ln, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced88Active
$2,700,000
6 bd · 7 ba · 6,246 sqft
236 Saint James Park, Osprey, FL
Karin Watt · MICHAEL SAUNDERS & COMPANY

Price Reduced88Active
$2,700,000
6 bd · 7 ba · 6,246 sqft
236 Saint James Park, Osprey, FL
Karin Watt · MICHAEL SAUNDERS & COMPANY
61Active
$1,395,000
3 bd · 3 ba · 2,545 sqft
3603 N Point Rd #702, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
61Active
$1,395,000
3 bd · 3 ba · 2,545 sqft
3603 N Point Road 702, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced62Active
$615,000
3 bd · 3 ba · 2,055 sqft
385 N Point Rd #402, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced62Active
$615,000
3 bd · 3 ba · 2,055 sqft
385 N Point Road 402, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced44Active
$875,000
3 bd · 2 ba · 2,271 sqft
293 Turquoise Lane, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced44Active
$875,000
3 bd · 2 ba · 2,271 sqft
293 Turquoise Ln, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced62Active
$1,595,000
3 bd · 4 ba · 4,241 sqft
909 Macewen Drive, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced62Active
$1,595,000
3 bd · 4 ba · 4,241 sqft
909 Macewen Dr, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced43Active
$599,000
3 bd · 3 ba · 2,055 sqft
409 N Point Road 502, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced43Active
$575,000
3 bd · 3 ba · 2,055 sqft
409 N Point Rd #502, Osprey, FL
Mark Lyda · GENEROUS PROPERTY
Price Reduced91Active
$459,900
3 bd · 3 ba · 2,594 sqft
401 N Point Road 301, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY
Price Reduced91Active
$459,900
3 bd · 3 ba · 2,594 sqft
401 N Point Rd #301, Osprey, FL
Steve Abbe · COLDWELL BANKER REALTY

1…7 8

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

September 2026 · This period is still settling

Selling at 96.2% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $635,000$380,000–$1,250,000 typical range
Price per sq. ft.: $363
Sales: 13
Paid in cash: 46.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $797,000
Homes for sale: 83
Median days on market: 111 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,254 sq. ft.

Osprey, FL community profile

Area: 7.9 sq. mi.

Source: HJN community data

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Condos

By feature

Homes with a Pool
Waterfront Homes

Nearby areas

ZIP codes

34293 (883)
34211 (848)
33981 (772)
34236 (635)
34287 (600)
34209 (576)
34275 (560)
34210 (554)

Cities

Sarasota (2,326)
SARASOTA (2,279)
Bradenton (1,867)
BRADENTON (1,857)
Port Charlotte (1,188)
PORT CHARLOTTE (984)
North Port (862)
NORTH PORT (824)

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Osprey, FL community profile

Area: 7.9 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

34293 (883)
34211 (848)
33981 (772)
34236 (635)
34287 (600)
34209 (576)
34275 (560)
34210 (554)

Cities

Sarasota (2,326)
SARASOTA (2,279)
Bradenton (1,867)
BRADENTON (1,857)
Port Charlotte (1,188)
PORT CHARLOTTE (984)
North Port (862)
NORTH PORT (824)

Osprey housing market

September 2026 · This period is still settling

Selling at 96.2% of asking price

Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 22, 2026

Median sale price: $635,000$380,000–$1,250,000 typical range
Price per sq. ft.: $363
Sales: 13
Paid in cash: 46.2%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $797,000
Homes for sale: 83
Median days on market: 111 days

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Median home size: 2,254 sq. ft.