193 total properties
Did you mean the neighborhood Osprey?
View 252 SUN AIR CIRCLE Osprey, FL MLS# A4683143
  • Recently Listed
1 of 86
$235,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

252 SUN AIR CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 334 TROPIC DRIVE Osprey, FL MLS# A4682827
  • Recently Listed with Virtual Tour
1 of 31
$175,000
2

Beds

2.0

Baths

1,143

Sq.Ft.

334 TROPIC DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 664 CRANE PRAIRIE WAY Osprey, FL MLS# A4681662
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Sunday 2/22 1:00 PM - 3:00 PM
$897,000
3

Beds

3.0

Baths

2,870

Sq.Ft.

664 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 530 N MAC EWEN DRIVE Osprey, FL MLS# A4683029
  • Recently Listed with Virtual Tour
1 of 66
$2,400,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

530 N MAC EWEN DRIVE

Osprey, FL

Courtesy of LPT REALTY, LLC
View 14 OLD VENICE ROAD Osprey, FL MLS# A4682477
  • Recently Listed with Virtual Tour
1 of 20
$190,000
Studio

Beds

0.0

Baths

14 OLD VENICE ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 354 PINE RUN DRIVE Osprey, FL MLS# A4683173
  • Recently Listed with Virtual Tour
1 of 75
$200,000
2

Beds

2.0

Baths

1,224

Sq.Ft.

354 PINE RUN DRIVE

Osprey, FL

Courtesy of COMPASS FLORIDA LLC
View 659 RIVENDELL BOULEVARD Osprey, FL MLS# A4681935
  • Recently Listed
1 of 45
$679,000
3

Beds

2.1

Baths

2,292

Sq.Ft.

659 RIVENDELL BOULEVARD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 4284 EXPEDITION WAY NA Osprey, FL MLS# A4681835
  • Recently Listed with Virtual Tour
1 of 40
$350,000
3

Beds

2.0

Baths

1,430

Sq.Ft.

4284 EXPEDITION WAY NA

Osprey, FL

Courtesy of PREFERRED SHORE LLC
View 570 BLACKBURN POINT ROAD 26 Osprey, FL MLS# A4680901
  • Recently Listed
1 of 4
$36,000
Studio

Beds

0.0

Baths

570 BLACKBURN POINT ROAD 26

Osprey, FL

Courtesy of BRIGHT REALTY
View 260 HIDDEN BAY DRIVE 304 Osprey, FL MLS# N6142969
  • Recently Listed with Virtual Tour
1 of 70
OPEN HOUSE: Sunday 2/22 1:00 PM - 4:00 PM
$699,000
2

Beds

2.1

Baths

1,950

Sq.Ft.

260 HIDDEN BAY DRIVE 304

Osprey, FL

Courtesy of ENGEL & VOELKERS VENICE DOWNTOWN
View 2099 S TAMIAMI TRAIL N Osprey, FL MLS# A4677866
  • Recently Listed
1 of 14
$1,400,000
1

Sq.Ft.

2099 S TAMIAMI TRAIL N

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 570 CRANE PRAIRIE WAY Osprey, FL MLS# A4678898
$499,900
3

Beds

2.0

Baths

2,298

Sq.Ft.

570 CRANE PRAIRIE WAY

Osprey, FL

Courtesy of MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
View 14021 BELLAGIO WAY 309 Osprey, FL MLS# A4681589
  • Recently Listed with Virtual Tour
1 of 39
$899,995
3

Beds

2.1

Baths

2,199

Sq.Ft.

14021 BELLAGIO WAY 309

Osprey, FL

Courtesy of COMPASS FLORIDA, LLC
View 529 HABITAT BOULEVARD Osprey, FL MLS# A4673340
  • Virtual Tour
1 of 58
$799,000
3

Beds

3.0

Baths

2,617

Sq.Ft.

529 HABITAT BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 156 BISHOPSCOURT ROAD Osprey, FL MLS# A4681468
  • Recently Listed
1 of 83
$1,299,000
3

Beds

3.1

Baths

3,112

Sq.Ft.

156 BISHOPSCOURT ROAD

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 522 LUMINARY BOULEVARD Osprey, FL MLS# A4676528
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Sunday 2/22 1:00 PM - 3:00 PM
$647,000
3

Beds

3.0

Baths

2,320

Sq.Ft.

522 LUMINARY BOULEVARD

Osprey, FL

Courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
View 3621 N POINT ROAD 301 Osprey, FL MLS# A4681290
  • Recently Listed with Virtual Tour
1 of 95
$625,000
3

Beds

3.0

Baths

2,680

Sq.Ft.

3621 N POINT ROAD 301

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 316 TROPIC DRIVE Osprey, FL MLS# A4681219
  • Recently Listed with Virtual Tour
1 of 84
$185,000
2

Beds

2.0

Baths

1,151

Sq.Ft.

316 TROPIC DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER SARASOTA CENT.
View 177 NAVIGATION CIRCLE Osprey, FL MLS# A4680685
$369,000
3

Beds

2.1

Baths

1,581

Sq.Ft.

177 NAVIGATION CIRCLE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 409 N POINT ROAD 601 Osprey, FL MLS# A4679994
  • Recently Listed with Virtual Tour
1 of 63
$1,250,000
3

Beds

3.0

Baths

2,594

Sq.Ft.

409 N POINT ROAD 601

Osprey, FL

Courtesy of GENEROUS PROPERTY

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

191

Estimated median home price

$719,000
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 12
$200K - 300K 7
$300K - 400K 13
$400K - 500K 9
$500K - 600K 21
$600K - 700K 27
$700K - 800K 14
$800K - 900K 14
$900K - 1M 9
$1M - Max 60

Homes for Sale by Type in Osprey, FL

Property Type Count
Single Family 103
Townhouse 4
Condo 60
Commercial 8
Rental 36
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 5
Farms 0

(Data as of 2/20/2026)

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 2/21/2026.