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Osprey Home Report

Average Home

Average Price

$1,176,009

Avg Bedrooms

3.05 beds

Avg Bathrooms

2.81 baths

Average Price By Bedrooms

1 bedroom

$257,500

2 bedrooms

$424,753

3 bedrooms

$983,159

4 bedrooms

$2,011,460

5 bedrooms

$4,493,980

See additional market statistics

Last updated June 7, 2026.

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127+ Homes for Sale in Osprey

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60
$579,000
1367 Thornapple Dr, Osprey, FL 34229
Discover unparalleled luxury in this exquisite Lee Wetherington-built residence, ideally in Willowbe...
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3
Beds
2
Baths
2,182
SqFt
49
$299,990
4296 Expedition Way Unit 104, Osprey, FL 34229
Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awai...
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2
Beds
2
Baths
1,135
SqFt
73
$875,000
157 Lookout Point Dr, Osprey, FL 34229
This one is an impressive little gem located in sought after Southbay Yacht & Racquet Club. So many ...
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3
Beds
2
Baths
1,859
SqFt
88
$1,050,000
292 Turquoise Ln, Osprey, FL 34229
This stunning, updated home sits on a corner lot; the largest in Emerald Woods. Located behind the g...
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3
Beds
2
Baths
2,255
SqFt
98
$1,495,000
314 S Shore Dr, Osprey, FL 34229
Rare Gulf-access waterfront opportunity in desirable Sorrento Shores in Osprey. This spacious reside...
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4
Beds
3
Baths
3,853
SqFt
61
$345,000
89 Navigation Cir, Osprey, FL 34229
One or more photo(s) has been virtually staged. Hidden within the gated community of Bay Street Vill...
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2
Beds
2
Baths
1,449
SqFt
55
$749,000
103 Bishops Court Rd, Osprey, FL 34229
**LOCATED IN A DESIRABLE, MAINTENANCE-FREE, COUNTRY CLUB COMMUNITY** this Charming and Cozy 3-Bedroo...
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3
Beds
2
Baths
2,034
SqFt
54
$585,000
4424 Conchfish Ln, Osprey, FL 34229
Situated in the highly sought-after community of Palms at Casey Key, this beautifully maintained 201...
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4
Beds
3
Baths
2,370
SqFt
42
$609,900
619 Oak River Ct, Osprey, FL 34229
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to t...
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3
Beds
2
Baths
2,047
SqFt
80
$1,095,000
272 Four Knot Ln, Osprey, FL 34229
Under contract-accepting backup offers. Welcome to this simply stunning, meticulously maintained 5-b...
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5
Beds
3
Baths
2,723
SqFt
71
$739,000
347 Bayshore Dr, Osprey, FL 34229
This is your chance to live West of the Trail in the coveted Bay Acres community. This waterfront co...
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3
Beds
3
Baths
2,216
SqFt
37
$195,000
320 Tropic Dr, Osprey, FL 34229
One or more photo(s) has been virtually staged. Welcome to this Partially Furnished home in the desi...
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2
Beds
2
Baths
1,199
SqFt

Keller Williams On The Water Sarasota

1549 Ringling Blvd, Ste 600
Sarasota, FL 34236

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© 2026 My Florida Regional MLS DBA Stellar MLS, Inc.. All rights reserved. The data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of My Florida Regional MLS DBA Stellar MLS, Inc. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.6/7/2026 6:19 PM CST