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95 listings

Homes for Sale in Osprey, FL

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23 of 95 Listings

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23 of 95 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Price Reduced62

Active

$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 Reduced96Active

$2,399,000

4 bd · 4 ba · 3,953 sqft

49 Osprey Point Dr, Osprey, FL

Jonathan Abrams, PLLC · MICHAEL SAUNDERS & COMPANY

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

Price Reduced66Active

$6,475,000

4 bd · 6 ba · 4,096 sqft

121 N Casey Key Rd, Osprey, FL

Lisa Napolitano · DOUGLAS ELLIMAN

Price Reduced92Active

$789,000

3 bd · 2 ba · 2,246 sqft

21 Bayhead Ln, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

Price Reduced43Active

$815,000

3 bd · 2 ba · 2,188 sqft

599 Pine Ranch East Rd, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Price Reduced73Active

$2,395,000

3 bd · 4 ba · 4,519 sqft

852 Macewen Dr, Osprey, FL

Mark Lyda · GENEROUS PROPERTY

Price Reduced4Active

$39,500

— bd · 0 ba · — sqft

570 Blackburn Point Rd #11, Osprey, FL

Daniel Treiman · MICHAEL SAUNDERS & COMPANY

Price Reduced13Active

$525,000

4 bd · 2 ba · 1,861 sqft

4428 Conchfish Ln, Osprey, FL

Mariana Georgieva · HORIZON REALTY INTERNATIONAL

Price Reduced11Active

$649,000

3 bd · 2 ba · 2,058 sqft

110 Pine Ave, Osprey, FL

Marisa Marino · BRIGHT REALTY

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

61Active

$1,395,000

3 bd · 3 ba · 2,545 sqft

3603 N Point Rd #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 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 Dr, 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 Rd #301, Osprey, FL

Steve Abbe · COLDWELL BANKER REALTY

1…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

Nearby areas

ZIP codes

34293 (888)
34211 (833)
33981 (778)
34236 (632)
34287 (610)
34209 (580)
34275 (556)
34210 (548)

Cities

Sarasota (2,299)
SARASOTA (2,279)
Bradenton (1,874)
BRADENTON (1,857)
Port Charlotte (1,166)

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

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Nearby areas

ZIP codes

34293 (888)
34211 (833)
33981 (778)
34236 (632)
34287 (610)
34209 (580)
34275 (556)
34210 (548)

Cities

Sarasota (2,299)
SARASOTA (2,279)
Bradenton (1,874)
BRADENTON (1,857)
Port Charlotte (1,166)

PORT CHARLOTTE (974)

North Port (872)

NORTH PORT (824)

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.

Osprey, FL Homes for Sale — Page 4 | Realty.com