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Osprey Home Report

Average Home

Average Price

$1,182,185

Avg Bedrooms

2.74 beds

Avg Bathrooms

2.68 baths

Average Price By Bedrooms

1 bedroom

$169,000

2 bedrooms

$402,442

3 bedrooms

$1,118,464

4 bedrooms

$1,882,297

5 bedrooms

$4,836,750

See additional market statistics

Last updated May 16, 2025.

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136+ Homes for Sale in Osprey

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80
$2,995,000
662 Fernwalk Ln, Osprey, FL 34229
**FANTASTIC, FULLY RENOVATED ESTATE with LAKE / GARDEN VIEW is situated on a SERENE, INTERIOR, CUL-D...
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4
Beds
4
Baths
4,359
SqFt
Listing Provided By Generous Property
88
$2,900,000
236 Saint James Park, Osprey, FL 34229
Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, ti...
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6
Beds
7
Baths
6,246
SqFt
Listing Provided By Michael Saunders & Company
95
$2,795,000
49 Osprey Point Dr, Osprey, FL 34229
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retre...
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4
Beds
4
Baths
3,953
SqFt
Listing Provided By Michael Saunders & Company
72
$2,500,000
340 Osprey Point Dr, Osprey, FL 34229
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of ...
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5
Beds
7
Baths
6,001
SqFt
Listing Provided By RE/MAX Alliance Group
69
$2,495,000
230 Osprey Point Dr, Osprey, FL 34229
Under contract-accepting backup offers. **IMMACULATE ESTATE -- NEWER CONSTRUCTION (2014) -- METICULO...
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3
Beds
4
Baths
3,586
SqFt
Listing Provided By Generous Property
69
$2,495,000
312 Yacht Harbor Dr, Osprey, FL 34229
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas...
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4
Beds
4
Baths
2,572
SqFt
Listing Provided By Premier Sotheby's International Realty
85
$2,450,000
654 Trenton Way, Osprey, FL 34229
Under contract-accepting backup offers. **STUNNING, UPDATED and METICULOUSLY MAINTAINED GOLF COURSE ...
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4
Beds
4
Baths
3,582
SqFt
Listing Provided By Generous Property
85
$2,390,000
600 Eagle Watch Ln, Osprey, FL 34229
Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool ho...
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3
Beds
3
Baths
3,681
SqFt
Listing Provided By Coldwell Banker Realty
49
$2,350,000
18 N Casey Key Rd, Osprey, FL 34229
Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an envia...
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3
Beds
2
Baths
1,977
SqFt
Listing Provided By Premier Sotheby's International Realty
68
$2,150,000
85 Sugar Mill Dr, Osprey, FL 34229
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club N...
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3
Beds
3
Baths
4,191
SqFt
Listing Provided By Generous Property
83
$2,100,000
140 N Casey Key Rd, Osprey, FL 34229
Welcome to your own private oasis on the coveted Casey Key Island—an 8-mile stretch of paradise know...
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3
Beds
4
Baths
2,473
SqFt
Listing Provided By Keller Williams On The Water
93
$1,995,000
67 Sugar Mill Dr, Osprey, FL 34229
Bring your clubs and come see this beautifully remodeled home in the Oaks Club (Bayside). Move in re...
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4
Beds
5
Baths
4,020
SqFt
Listing Provided By Mapp Realty & Investment Co

Keller Williams On The Water Sarasota

Jamie Githler

1549 Ringling Blvd, Ste 600
Sarasota, FL 34236

© 2025 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.5/17/2025 2:22 PM CST