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Homes Under $2M in Osprey, FL

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24 of 84 Listings

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24 of 84 Listings

81Active

Homes Under $2M in Osprey, FL — Page 3

84 listings

Homes Under $2M in Osprey, FL

Hide Map

24 of 84 Listings

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Homes Under $2M in Osprey, FL

24 of 84 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

81Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

$1,289,000

3 bd · 4 ba · 3,112 sqft

156 Bishops Court Rd, Osprey, FL

Joel Schemmel · DOUGLAS ELLIMAN

71Active

$275,000

1 bd · 1 ba · 623 sqft

51 Macewen Dr #12, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Price ReducedOpen house Sun, Oct 4 · 1:00 PM83Active

$798,000

3 bd · 4 ba · 3,771 sqft

6100 Jessie Harbor Dr #202, Osprey, FL

Angelic Tassos · CORCORAN DWELLINGS REALTY

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

61Active

$1,950,000

5 bd · 6 ba · 4,885 sqft

97 Sugar Mill Dr, Osprey, FL

Maria Domenech · PALM PARADISE REALTY GROUP

Price Reduced19Active

$499,999

3 bd · 2 ba · 2,004 sqft

4429 Conchfish Ln, Osprey, FL

Jennifer Kenna · EXP REALTY, LLC

Price Reduced70Active

$999,900

3 bd · 3 ba · 2,187 sqft

14021 Bellagio Way #404, Osprey, FL

Megan E. George, PA · PREMIER SOTHEBYS INTL REALTY

Price Reduced90Active

$560,000

3 bd · 3 ba · 2,594 sqft

409 North Point Rd #401, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Price Reduced44Active

$235,000

1 bd · 1 ba · 595 sqft

51 Macewen Dr #5, Osprey, FL

Sabine Spycher · 342 REAL ESTATE

19Active

$285,000

1 bd · 1 ba · 595 sqft

51 Mac Ewen Dr #14, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Price Reduced51Active

$700,000

4 bd · 4 ba · 2,950 sqft

759 Fordingbridge Way, Osprey, FL

Steven Koleno · BEYCOME OF FLORIDA LLC

50Active

$700,000

3 bd · 2 ba · 1,799 sqft

14041 Bellagio Way #214, Osprey, FL

Veronica Lee · COLDWELL BANKER REALTY

Price Reduced52Active

$1,165,000

3 bd · 3 ba · 2,830 sqft

1527 Buoy Ln, Osprey, FL

Matthew Lewis · BRIGHT REALTY

4Active

$36,000

— bd · 0 ba · — sqft

570 Blackburn Point Rd #26, Osprey, FL

David Babel · BRIGHT REALTY

Price Reduced38Active

$879,000

3 bd · 3 ba · 2,199 sqft

14021 Bellagio Way #309, Osprey, FL

Tristin Hopler · COMPASS FLORIDA, LLC

Price Reduced95Active

$525,000

3 bd · 3 ba · 2,680 sqft

3621 N Point Rd #301, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

60Active

$1,995,000

3 bd · 3 ba · 3,029 sqft

401 N Point Rd #1001, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Price Reduced36Active

$700,000

2 bd · 2 ba · 1,932 sqft

242 Hidden Bay Dr #602, Osprey, FL

Cathy Rustin · FIRST LIGHT REAL ESTATE

Price Reduced62Active

$1,100,000

3 bd · 3 ba · 2,778 sqft

385 N Point Rd #304, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Price Reduced41Active

$419,000

3 bd · 2 ba · 1,760 sqft

524 Sarabay Rd, Osprey, FL

Ibett Giannone · SUN N SAND REAL ESTATE LLC

4Active

$115,000

— bd · 0 ba · — sqft

570 Blackburn Point Rd #43, Osprey, FL

David Babel · BRIGHT REALTY

4Active

$109,000

— bd · 0 ba · — sqft

570 Blackburn Point Rd #13, Osprey, FL

David Babel · BRIGHT REALTY

Price Reduced19Active

$409,900

2 bd · 2 ba · 1,725 sqft

1811 Highland Rd, Osprey, FL

Stephen Hachey · REALTY OF RIVERVIEW LLC

Price Reduced49Active

$1,750,000

3 bd · 2 ba · 1,977 sqft

18 N Casey Key Rd, Osprey, FL

Valerie Dall'Acqua · PREMIER SOTHEBY'S INTERNATIONAL REALTY

Price Reduced34Active

$104,900

2 bd · 2 ba · 864 sqft

348 Tropic Dr, Osprey, FL

John Alexander · FINE PROPERTIES

1 2 3 4

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 · 13 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $797,000
Homes for sale: 83
Median days on market: 129 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

Explore Osprey homes

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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.

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

September 2026 · This period is still settling

Selling at 96.2% of asking price

Buyers here are paying below asking. MLS · 13 sales · as of Sep 29, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $797,000
Homes for sale: 83
Median days on market: 129 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.