View 401 WALLS WAY Osprey, FL MLS# A4680312
  • Recently Listed with Virtual Tour
1 of 51
$1,800,000
4

Beds

3.1

Baths

4,387

Sq.Ft.

401 WALLS WAY

Osprey, FL

Courtesy of ENGEL + VOELKERS SARASOTA
View 662 FERNWALK LANE Osprey, FL MLS# A4679996
  • Recently Listed with Virtual Tour
1 of 73
$2,850,000
4

Beds

4.0

Baths

4,359

Sq.Ft.

662 FERNWALK LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 227 SAINT JAMES PARK Osprey, FL MLS# A4679867
  • Recently Listed with Virtual Tour
1 of 93
$980,000
2

Beds

2.0

Baths

2,071

Sq.Ft.

227 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
The time to sell is now! THE TIME TO SELL IS NOW!
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • Recently Listed with Virtual Tour
1 of 74
$1,695,000
3

Beds

3.1

Baths

3,066

Sq.Ft.

25 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 896 MACEWEN DRIVE Osprey, FL MLS# A4679288
  • Recently Listed with Virtual Tour
1 of 46
$2,450,000
4

Beds

5.1

Baths

4,858

Sq.Ft.

896 MACEWEN DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 51 MACEWEN DRIVE 11 Osprey, FL MLS# A4679180
  • Recently Listed with Virtual Tour
1 of 38
$300,000
1

Beds

1.0

Baths

623

Sq.Ft.

51 MACEWEN DRIVE 11

Osprey, FL

Courtesy of 342 REAL ESTATE
View 362 MACEWEN DRIVE Osprey, FL MLS# A4676567
  • Virtual Tour
1 of 55
$2,249,000
4

Beds

3.1

Baths

4,117

Sq.Ft.

362 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 433 E MACEWEN DRIVE Osprey, FL MLS# A4676505
  • Virtual Tour
1 of 72
$2,250,000
4

Beds

3.1

Baths

4,012

Sq.Ft.

433 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 895 MACEWEN DRIVE Osprey, FL MLS# A4674780
$2,000,000
3

Beds

3.1

Baths

4,828

Sq.Ft.

895 MACEWEN DRIVE

Osprey, FL

Courtesy of EXIT KING REALTY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 100
$1,690,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 75 OSPREY POINT DRIVE Osprey, FL MLS# A4672439
  • Virtual Tour
1 of 92
$1,775,000
4

Beds

4.0

Baths

4,001

Sq.Ft.

75 OSPREY POINT DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 49 OSPREY POINT DRIVE Osprey, FL MLS# A4671762
$2,500,000
4

Beds

3.1

Baths

3,953

Sq.Ft.

49 OSPREY POINT DRIVE

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 538 DOVE POINTE DRIVE Osprey, FL MLS# A4669491
  • Virtual Tour
1 of 75
$2,100,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 691 EAGLE WATCH LANE Osprey, FL MLS# A4668477
  • Virtual Tour
1 of 100
$3,995,000
4

Beds

5.2

Baths

6,705

Sq.Ft.

691 EAGLE WATCH LANE

Osprey, FL

Courtesy of SARASOTA TRUST REALTY COMPANY
View 137 OSPREY POINT DRIVE Osprey, FL MLS# A4669444
$1,345,000
4

Beds

3.0

Baths

3,303

Sq.Ft.

137 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 600 EAGLE WATCH LANE Osprey, FL MLS# A4668497
$2,195,000
3

Beds

3.0

Baths

3,681

Sq.Ft.

600 EAGLE WATCH LANE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 854 MACEWEN DRIVE Osprey, FL MLS# A4668918
$3,890,000
4

Beds

4.2

Baths

9,081

Sq.Ft.

854 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 85 SUGAR MILL DRIVE Osprey, FL MLS# A4667740
  • Virtual Tour
1 of 76
$2,150,000
3

Beds

3.0

Baths

4,191

Sq.Ft.

85 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 147 OSPREY POINT DRIVE Osprey, FL MLS# A4667023
$750,000
Studio

Beds

0.0

Baths

147 OSPREY POINT DRIVE

Osprey, FL

Courtesy of BRIGHT REALTY
View 101 OSPREY POINT DRIVE Osprey, FL MLS# A4664424
$5,000,000
4

Beds

5.1

Baths

5,087

Sq.Ft.

101 OSPREY POINT DRIVE

Osprey, FL

Courtesy of DOUGLAS ELLIMAN

About Oaks

Listings in Oaks, Osprey, FL

26

Estimated median home price

$2,125,000
Oaks, Osprey Real Estate

Search Oaks, Florida Real Estate Listings & New Homes for Sale in Oaks, FL. Find Oaks Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Oaks, Osprey, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K0
$400K - 500K0
$500K - 600K0
$600K - 700K0
$700K - 800K1
$800K - 900K0
$900K - 1M1
$1M - Max23

Homes for Sale by Type in Oaks, Osprey, FL

Property TypeCount
Single Family24
Townhouse0
Condo1
Commercial0
Rental2
Lots and Land1
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 2/1/2026)

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 2/7/2026.