38 total properties
Did you mean the neighborhood Osprey?
View 352 GLENWOOD AVE Osprey, FL MLS# N6138982
  • Virtual Tour
1 of 36
$429,500
3

Beds

2.0

Baths

1,300

Sq.Ft.

352 GLENWOOD AVE

Osprey, FL

Courtesy of WHITE SANDS REALTY GROUP FL
View 1811 HIGHLAND ROAD Osprey, FL MLS# TB8443161
  • Virtual Tour
1 of 19
$427,999
2

Beds

2.0

Baths

1,725

Sq.Ft.

1811 HIGHLAND ROAD

Osprey, FL

Courtesy of REALTY OF RIVERVIEW LLC
View 524 SARABAY ROAD Osprey, FL MLS# A4676179
  • Virtual Tour
1 of 41
$419,000
3

Beds

2.0

Baths

1,760

Sq.Ft.

524 SARABAY ROAD

Osprey, FL

Courtesy of SUN N SAND REAL ESTATE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 32 BAY AVENUE Osprey, FL MLS# N6140978
  • Virtual Tour
1 of 51
$415,000
2

Beds

2.0

Baths

2,148

Sq.Ft.

32 BAY AVENUE

Osprey, FL

Courtesy of LOKATION
View 1823 HIGHLAND ROAD Osprey, FL MLS# TB8484096
  • Recently Listed with Virtual Tour
1 of 80
$399,000
2

Beds

2.0

Baths

1,725

Sq.Ft.

1823 HIGHLAND ROAD

Osprey, FL

Courtesy of DALTON WADE INC
View 401 N POINT ROAD 301 Osprey, FL MLS# A4603773
  • Virtual Tour
1 of 91
$395,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

401 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 124 REVOLUTION WAY Osprey, FL MLS# N6142473
  • Virtual Tour
1 of 78
$388,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

124 REVOLUTION WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2141 CORDES STREET Osprey, FL MLS# A4685465
  • Virtual Tour
1 of 38
$375,000
2

Beds

2.0

Baths

1,126

Sq.Ft.

2141 CORDES STREET

Osprey, FL

Courtesy of KELLER WILLIAMS ON THE WATER S
View 1795 HIGHLAND ROAD Osprey, FL MLS# A4684679
  • Recently Listed with Virtual Tour
1 of 74
$375,000
3

Beds

3.0

Baths

1,879

Sq.Ft.

1795 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
  • Virtual Tour
1 of 44
$350,000
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 172 EXPLORER DRIVE Osprey, FL MLS# A4678068
  • Virtual Tour
1 of 61
$350,000
2

Beds

2.0

Baths

1,449

Sq.Ft.

172 EXPLORER DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$349,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 4284 EXPEDITION WAY NA Osprey, FL MLS# A4681835
  • Virtual Tour
1 of 40
$339,900
3

Beds

2.0

Baths

1,430

Sq.Ft.

4284 EXPEDITION WAY NA

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 4304 EXPEDITION WAY WAY 105 Osprey, FL MLS# N6143250
  • Recently Listed with Virtual Tour
1 of 68
$339,900
3

Beds

2.0

Baths

1,528

Sq.Ft.

4304 EXPEDITION WAY WAY 105

Osprey, FL

Courtesy of EXIT KING REALTY
View 116 NAVIGATION CIRCLE 106 Osprey, FL MLS# A4658738
  • Virtual Tour
1 of 61
$325,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

116 NAVIGATION CIRCLE 106

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 1801 HIGHLAND ROAD Osprey, FL MLS# N6140508
$325,000
2

Beds

2.0

Baths

1,165

Sq.Ft.

1801 HIGHLAND ROAD

Osprey, FL

Courtesy of RE/MAX ALLIANCE GROUP
View 2043 CORDES STREET Osprey, FL MLS# A4677419
  • Virtual Tour
1 of 35
$289,000
3

Beds

2.0

Baths

1,186

Sq.Ft.

2043 CORDES STREET

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 51 MACEWEN DRIVE 11 Osprey, FL MLS# A4679180
  • Virtual Tour
1 of 42
$275,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 11

Osprey, FL

Courtesy of 342 REAL ESTATE
View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
  • Virtual Tour
1 of 7
$269,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

Courtesy of FLOTACAL

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

188

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 5
$100K - 200K 11
$200K - 300K 5
$300K - 400K 13
$400K - 500K 11
$500K - 600K 22
$600K - 700K 28
$700K - 800K 12
$800K - 900K 15
$900K - 1M 6
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 109
Townhouse 5
Condo 56
Commercial 4
Rental 35
Lots and Land 10
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 4
Farms 0

(Data as of 3/18/2026)

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 3/18/2026.