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
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 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
The time to sell is now! THE TIME TO SELL IS NOW!
View 662 FERNWALK LANE Osprey, FL MLS# A4679996
  • 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 236 SAINT JAMES PARK Osprey, FL MLS# A4644125
  • Virtual Tour
1 of 88
$2,700,000
6

Beds

6.1

Baths

6,246

Sq.Ft.

236 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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 852 MACEWEN DRIVE Osprey, FL MLS# A4659276
  • Virtual Tour
1 of 73
$2,495,000
3

Beds

3.1

Baths

4,519

Sq.Ft.

852 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 896 MACEWEN DRIVE Osprey, FL MLS# A4679288
  • 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 530 N MAC EWEN DRIVE Osprey, FL MLS# A4683029
  • Recently Listed with Virtual Tour
1 of 84
$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 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 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 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 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 85 SUGAR MILL DRIVE Osprey, FL MLS# A4667740
  • Virtual Tour
1 of 76
$2,050,000
3

Beds

3.0

Baths

4,191

Sq.Ft.

85 SUGAR MILL DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 401 WALLS WAY Osprey, FL MLS# A4680312
  • 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 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 909 MACEWEN DRIVE Osprey, FL MLS# A4621683
  • Virtual Tour
1 of 62
$1,695,000
3

Beds

3.1

Baths

4,241

Sq.Ft.

909 MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 25 SUGAR MILL DRIVE Osprey, FL MLS# A4678423
  • 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 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 91
$1,695,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
View 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 98
$1,650,000
3

Beds

4.1

Baths

4,364

Sq.Ft.

76 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY

About Oaks

Listings in Oaks, Osprey, FL

25

Estimated median home price

$2,100,000
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 - Max22

Homes for Sale by Type in Oaks, Osprey, FL

Property TypeCount
Single Family23
Townhouse0
Condo1
Commercial0
Rental2
Lots and Land1
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/5/2026)

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 3/8/2026.