24 total properties
Did you mean the neighborhood Osprey?
View 2309 JESSIE HARBOR DRIVE 2402 Osprey, FL MLS# A4698434
  • Recently Listed with Virtual Tour
1 of 93
OPEN HOUSE: Saturday 7/11 2:00 PM - 4:00 PM
$497,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

2309 JESSIE HARBOR DRIVE 2402

Osprey, FL

View 429 PATTERSON AVENUE Osprey, FL MLS# A4697505
  • Recently Listed with Virtual Tour
1 of 46
$449,000
3

Beds

1.0

Baths

1,173

Sq.Ft.

429 PATTERSON AVENUE

Osprey, FL

View 811 SARABAY ROAD Osprey, FL MLS# A4697921
  • Recently Listed with Virtual Tour
1 of 36
$449,000
2

Beds

1.0

Baths

1,211

Sq.Ft.

811 SARABAY ROAD

Osprey, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 557 CRANE PRAIRIE WAY Osprey, FL MLS# A4696823
  • Virtual Tour
1 of 52
$599,000
3

Beds

2.0

Baths

2,172

Sq.Ft.

557 CRANE PRAIRIE WAY

Osprey, FL

View 143 OSPREY POINT DRIVE Osprey, FL MLS# A4694133
$575,000
Studio

Beds

0.0

Baths

143 OSPREY POINT DRIVE

Osprey, FL

View 523 OAK BAY DRIVE Osprey, FL MLS# A4696725
  • Virtual Tour
1 of 97
$540,000
4

Beds

2.0

Baths

2,399

Sq.Ft.

523 OAK BAY DRIVE

Osprey, FL

View 1367 THORNAPPLE DRIVE Osprey, FL MLS# A4695210
  • Virtual Tour
1 of 60
$569,000
3

Beds

2.0

Baths

2,182

Sq.Ft.

1367 THORNAPPLE DRIVE

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 4424 CONCHFISH LANE Osprey, FL MLS# A4691622
  • Virtual Tour
1 of 54
$585,000
4

Beds

3.0

Baths

2,370

Sq.Ft.

4424 CONCHFISH LANE

Osprey, FL

View 4429 CONCHFISH LANE Osprey, FL MLS# A4689967
  • Virtual Tour
1 of 20
$530,000
3

Beds

2.0

Baths

2,004

Sq.Ft.

4429 CONCHFISH LANE

Osprey, FL

View 562 OAK BAY DRIVE Osprey, FL MLS# A4690387
  • Virtual Tour
1 of 79
$530,000
3

Beds

2.1

Baths

2,414

Sq.Ft.

562 OAK BAY DRIVE

Osprey, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICE
View 1361 NEW FOREST LANE Osprey, FL MLS# A4691036
  • Virtual Tour
1 of 45
$545,000
3

Beds

2.0

Baths

2,074

Sq.Ft.

1361 NEW FOREST LANE

Osprey, FL

View 1202 JESSIE HARBOR DRIVE 1204 Osprey, FL MLS# C7524397
$599,000
3

Beds

2.1

Baths

2,006

Sq.Ft.

1202 JESSIE HARBOR DRIVE 1204

Osprey, FL

View 447 N SHORE DRIVE Osprey, FL MLS# A4684009
  • Virtual Tour
1 of 45
$499,000
3

Beds

2.0

Baths

1,874

Sq.Ft.

447 N SHORE DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 408 PARK TRACE BOULEVARD Osprey, FL MLS# A4685004
  • Virtual Tour
1 of 34
$595,000
3

Beds

3.0

Baths

1,840

Sq.Ft.

408 PARK TRACE BOULEVARD

Osprey, FL

View 1140 BEACHCOMBER COURT 11 Osprey, FL MLS# A4683755
$525,000
3

Beds

2.1

Baths

2,040

Sq.Ft.

1140 BEACHCOMBER COURT 11

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 472 PARK TRACE BOULEVARD Osprey, FL MLS# A4680326
  • Virtual Tour
1 of 38
$599,000
4

Beds

2.0

Baths

2,217

Sq.Ft.

472 PARK TRACE BOULEVARD

Osprey, FL

View 786 SARABAY ROAD 19 Osprey, FL MLS# A4677900
  • Virtual Tour
1 of 60
$489,000
2

Beds

2.0

Baths

1,555

Sq.Ft.

786 SARABAY ROAD 19

Osprey, FL

View 186 WINDWARD DRIVE Osprey, FL MLS# N6142087
  • Virtual Tour
1 of 93
$599,900
3

Beds

2.0

Baths

2,505

Sq.Ft.

186 WINDWARD DRIVE

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 104 PARK TRACE BOULEVARD Osprey, FL MLS# A4674221
  • Virtual Tour
1 of 47
$550,000
4

Beds

3.0

Baths

2,557

Sq.Ft.

104 PARK TRACE BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 742 HARMS DRIVE Osprey, FL MLS# A4666421
  • Virtual Tour
1 of 46
$515,000
3

Beds

2.0

Baths

1,293

Sq.Ft.

742 HARMS DRIVE

Osprey, FL

Courtesy of EXP REALTY LLC

About Osprey

The most northern of the Venice communities is Osprey, harmonizing older neighborhoods with an elegant golf-course development.  The recreational attractions of Oscar Scherer State Park and Historic Spanish Point enable this area to preserve its natural beauty.  Whether you like shopping in the unique stores of the downtown Venice Main Street district or prefer golfing, boating, fishing, or just laying on the beach; the five community area of Osprey, Laurel, Nokomis, Venice and South Venice offers a little bit of everything.

Listings in Osprey, FL

166

Estimated median home price

$699,000
Osprey FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Osprey, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Osprey, FL.

Homes for Sale by Price in Osprey, FL

Price Count
$0 - 100K 7
$100K - 200K 7
$200K - 300K 16
$300K - 400K 7
$400K - 500K 14
$500K - 600K 17
$600K - 700K 19
$700K - 800K 15
$800K - 900K 7
$900K - 1M 6
$1M - Max 51

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 84
Townhouse 6
Condo 56
Commercial 5
Rental 31
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 2
Farms 0

(Data as of 7/6/2026)

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. 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 consumer 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.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 7/7/2026.