102 total properties
Did you mean the neighborhood Osprey?
View 866 OAK BRIAR LANE Osprey, FL MLS# A4655042
  • Virtual Tour
1 of 34
$699,900
4

Beds

2.0

Baths

2,434

Sq.Ft.

866 OAK BRIAR LANE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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 260 HIDDEN BAY DRIVE 305 Osprey, FL MLS# A4650487
$789,000
3

Beds

2.1

Baths

2,168

Sq.Ft.

260 HIDDEN BAY DRIVE 305

Osprey, FL

Courtesy of FIRST LIGHT REAL ESTATE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1363 NEW FOREST LANE Osprey, FL MLS# A4648690
  • Virtual Tour
1 of 24
$499,000
2

Beds

2.0

Baths

1,738

Sq.Ft.

1363 NEW FOREST LANE

Osprey, FL

Courtesy of RE/MAX PALM
View 901 REFLECTION WAY Osprey, FL MLS# A4647865
  • Virtual Tour
1 of 38
$795,000
3

Beds

2.0

Baths

2,443

Sq.Ft.

901 REFLECTION WAY

Osprey, FL

Courtesy of GENEROUS PROPERTY
View HIDDEN BAY DRIVE Osprey, FL MLS# A4645997
$800,000
Studio

Beds

0.0

Baths

HIDDEN BAY DRIVE

Osprey, FL

Courtesy of SVN COMMERCIAL ADVISORY GROUP
View 120 VILLA DRIVE 120 Osprey, FL MLS# N6138441
  • Virtual Tour
1 of 55
$525,000
2

Beds

2.0

Baths

1,404

Sq.Ft.

120 VILLA DRIVE 120

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 232 EXPLORER DRIVE 15 Osprey, FL MLS# A4648458
  • Virtual Tour
1 of 28
$299,500
2

Beds

2.0

Baths

1,135

Sq.Ft.

232 EXPLORER DRIVE 15

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 110 PINE AVENUE Osprey, FL MLS# A4646339
  • Virtual Tour
1 of 11
$699,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

110 PINE AVENUE

Osprey, FL

Courtesy of BRIGHT REALTY
View 436 S TAMIAMI TRAIL C4 Osprey, FL MLS# A4648348
$374,900
1,272

Sq.Ft.

436 S TAMIAMI TRAIL C4

Osprey, FL

Courtesy of KONA REALTY
View 13 BAYHEAD LANE Osprey, FL MLS# A4645829
  • Virtual Tour
1 of 62
$895,000
2

Beds

2.0

Baths

2,310

Sq.Ft.

13 BAYHEAD LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 280 HIDDEN BAY DRIVE 202 Osprey, FL MLS# A4643409
  • New Construction with Virtual Tour
1 of 43
$780,250
3

Beds

2.0

Baths

1,937

Sq.Ft.

280 HIDDEN BAY DRIVE 202

Osprey, FL

Courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
View 51 N TAMIAMI TRAIL Osprey, FL MLS# A4638654
  • Virtual Tour
1 of 53
$395,000
Studio

Beds

0.0

Baths

51 N TAMIAMI TRAIL

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 393 N POINT ROAD 604 Osprey, FL MLS# A4638035
  • Virtual Tour
1 of 92
$875,000
3

Beds

3.0

Baths

2,778

Sq.Ft.

393 N POINT ROAD 604

Osprey, FL

Courtesy of ROBERT SLACK LLC
View 385 N POINT ROAD 402 Osprey, FL MLS# A4635708
  • Virtual Tour
1 of 62
$660,000
3

Beds

3.0

Baths

2,055

Sq.Ft.

385 N POINT ROAD 402

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 2251 JESSIE HARBOR DRIVE 2101 Osprey, FL MLS# A4631433
$395,000
2

Beds

2.0

Baths

1,400

Sq.Ft.

2251 JESSIE HARBOR DRIVE 2101

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 456 WASHINGTON AVENUE Osprey, FL MLS# A4623594
$269,999
Studio

Beds

0.0

Baths

456 WASHINGTON AVENUE

Osprey, FL

Courtesy of FLOTACAL
View 409 N POINT ROAD 502 Osprey, FL MLS# A4621353
  • Virtual Tour
1 of 48
$635,000
3

Beds

3.0

Baths

2,055

Sq.Ft.

409 N POINT ROAD 502

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 409 N POINT ROAD 501 Osprey, FL MLS# A4611618
  • Virtual Tour
1 of 90
$795,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 N POINT ROAD 501

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
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

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

169

Estimated median home price

$795,000
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

PriceCount
$0 - 100K3
$100K - 200K10
$200K - 300K9
$300K - 400K9
$400K - 500K8
$500K - 600K15
$600K - 700K19
$700K - 800K15
$800K - 900K12
$900K - 1M11
$1M - Max58

Homes for Sale by Type in Osprey, FL

Property TypeCount
Single Family101
Townhouse2
Condo48
Commercial6
Rental34
Lots and Land7
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home5
Farms0

(Data as of 1/16/2026)

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 1/19/2026.