Homes Under $2M in Osprey, FL

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24 of 84 Listings

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24 of 84 Listings

New31

84 listings

Homes Under $2M in Osprey, FL

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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

New31

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Active

$175,000

2 bd · 2 ba · 960 sqft

145 Edgewood Dr, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

New56Active

$1,200,000

3 bd · 3 ba · 2,203 sqft

401 N Point Rd #703, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

34Active

$159,900

1 bd · 1 ba · 586 sqft

717 Pine Run Dr. #717, Osprey, FL

Pat Williams · PAT WILLIAMS REALTY, LLC

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Open house Sun, Oct 11 · 1:00 PM87Active

$625,000

3 bd · 2 ba · 1,937 sqft

250 Hidden Bay Dr #302, Osprey, FL

Pan Steele · COLDWELL BANKER REALTY

Open house Sun, Oct 4 · 1:00 PM59Active

$799,000

3 bd · 3 ba · 2,678 sqft

1104 Mallard Marsh Dr, Osprey, FL

Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY

100Active

$1,399,000

3 bd · 3 ba · 2,594 sqft

385 North Point Rd #701, Osprey, FL

Judy Wright, PA · MICHAEL SAUNDERS & COMPANY

100Active

$695,000

3 bd · 3 ba · 2,594 sqft

385 N Point Rd #401, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Open house Sun, Oct 4 · 1:00 PM35Active

$449,000

3 bd · 2 ba · 1,883 sqft

7303 Jessie Harbor Dr #7303, Osprey, FL

Mairead Smialek · COLDWELL BANKER REALTY

50Active

$629,400

3 bd · 3 ba · 3,147 sqft

3603 N Point Rd #202, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

55Active

$540,000

3 bd · 2 ba · 2,248 sqft

1346 Thornapple Dr, Osprey, FL

Debra Robinson · RE/MAX ALLIANCE GROUP

69Active

$679,000

2 bd · 3 ba · 1,890 sqft

33 Bishops Court Rd #118, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

59Active

$1,399,000

3 bd · 3 ba · 2,695 sqft

256 Sugar Mill, Osprey, FL

Ivan Bovkun · KIMBERLITE WEST REALTY LLC

59Active

$165,000

2 bd · 2 ba · 924 sqft

23 Siesta Cir W, Osprey, FL

Karen Geiger · COLDWELL BANKER SARASOTA CENT.

100Active

$1,295,000

3 bd · 2 ba · 2,850 sqft

17 Bayhead Ln, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

100Active

$700,000

3 bd · 3 ba · 2,680 sqft

3621 N Point Rd #403, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

19Active

$655,000

3 bd · 3 ba · 2,792 sqft

700 Shadow Bay Way, Osprey, FL

Kara Money · KARA MONEY LLC

Open house Sat, Oct 3 · 1:00 PM44Active

$255,000

2 bd · 2 ba · 1,223 sqft

109 Woodland Pl, Osprey, FL

Monica DeSomma · PREFERRED SHORE LLC

82Active

$1,590,000

3 bd · 4 ba · 3,565 sqft

402 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

Open house Sat, Oct 3 · 1:00 PM46Active

$749,900

3 bd · 2 ba · 2,174 sqft

1328 Thornapple Dr, Osprey, FL

Heather Claridge · RIVER HILLS PROPERTIES, LLC B

Price Reduced43Active

$565,000

3 bd · 2 ba · 1,705 sqft

2046 Cordes St, Osprey, FL

Sue Mondello · MICHAEL SAUNDERS & COMPANY

Price Reduced14Active

$950,000

3 bd · 2 ba · 2,084 sqft

210 Patterson Ave, Osprey, FL

Troy Funk · REALTY ONE GROUP MVP

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

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

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.

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

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

Osprey, FL community profile

Explore Osprey homes

Your local brokerage

Listing data & MLS disclosures

Osprey, FL community profile

Osprey housing market

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

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