View 434 MACEWEN DRIVE Osprey, FL MLS# A4687368
  • Virtual Tour
1 of 55
$1,465,000
3

Beds

3.0

Baths

2,414

Sq.Ft.

434 MACEWEN DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 448 E MACEWEN DRIVE Osprey, FL MLS# A4687195
  • Recently Listed with Virtual Tour
1 of 52
$2,100,000
4

Beds

3.1

Baths

3,768

Sq.Ft.

448 E MACEWEN DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
View 642 TRENTON WAY Osprey, FL MLS# A4686927
  • Recently Listed with Virtual Tour
1 of 86
$2,150,000
4

Beds

4.1

Baths

3,939

Sq.Ft.

642 TRENTON WAY

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 230 OSPREY POINT DRIVE Osprey, FL MLS# A4683382
$2,495,000
3

Beds

3.1

Baths

3,586

Sq.Ft.

230 OSPREY POINT DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 228 SAINT JAMES PARK Osprey, FL MLS# A4686681
  • Virtual Tour
1 of 100
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$1,695,000
3

Beds

2.1

Baths

2,425

Sq.Ft.

228 SAINT JAMES PARK

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 554 DOVE POINTE Osprey, FL MLS# A4686383
  • Virtual Tour
1 of 50
$1,495,000
4

Beds

3.1

Baths

3,501

Sq.Ft.

554 DOVE POINTE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 140 SUGAR MILL DRIVE Osprey, FL MLS# A4684805
  • Virtual Tour
1 of 74
$1,695,000
4

Beds

4.0

Baths

3,286

Sq.Ft.

140 SUGAR MILL DRIVE

Osprey, FL

Courtesy of COLDWELL BANKER REALTY
View 480 ORISKANY COURT Osprey, FL MLS# A4684136
  • Virtual Tour
1 of 100
$1,599,000
3

Beds

3.1

Baths

3,208

Sq.Ft.

480 ORISKANY COURT

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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 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 227 SAINT JAMES PARK Osprey, FL MLS# A4679867
  • Virtual Tour
1 of 93
$885,000
2

Beds

2.0

Baths

2,071

Sq.Ft.

227 SAINT JAMES PARK

Osprey, FL

Courtesy of MICHAEL SAUNDERS & COMPANY
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 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 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 76 OSPREY POINT DRIVE Osprey, FL MLS# A4672843
  • Virtual Tour
1 of 66
OPEN HOUSE: Sunday 4/19 1:00 PM - 3:00 PM
$1,590,000
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
$1,950,000
4

Beds

5.1

Baths

4,346

Sq.Ft.

538 DOVE POINTE DRIVE

Osprey, FL

Courtesy of GENEROUS PROPERTY
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

About Oaks

Listings in Oaks, Osprey, FL

26

Estimated median home price

$1,787,500
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 - 900K1
$900K - 1M0
$1M - Max23

Homes for Sale by Type in Oaks, Osprey, FL

Property TypeCount
Single Family24
Townhouse0
Condo1
Commercial0
Rental3
Lots and Land1
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/13/2026)

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 4/13/2026.