Homes Recently Sold in Winter Park, FL

price
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1-41 of 281 Homes
Sold, last 90 days
a front view of a house with a garden and yard
Sold 3/12/26

$589,900

3
Bedrooms
1,352
Square Feet
0.20
Acres

2492 Brookshire Avenue, Winter Park, FL 32792

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a front view of house with yard
Sold 3/30/26

$400,000

3
Bedrooms
1,318
Square Feet
0.20
Acres

1360 Westdale Avenue, Winter Park, FL 32792

a front view of a house with a garden and trees
Sold 3/16/26Virtual Tour

$1,475,000

4
Bedrooms
3,237
Square Feet
0.19
Acres

1408 Chapman Circle, Winter Park, FL 32789

a house view with a outdoor space
Sold 3/31/26

$850,000

3
Bedrooms
2,160
Square Feet
0.04
Acres

1929 South Lakemont Avenue, Winter Park, FL 32792

$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
$310,000 | 1733 Winter Green Boulevard, Winter Park, FL 32792
1/74
Closed 2/3/26Virtual Tour

$310,000

3
Bedrooms
1,548
Square Feet
0.04
Acres

1733 Winter Green Boulevard, Winter Park, FL 32792

$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
$985,000 | 240 East Lake Sue Avenue, Winter Park, FL 32789
1/15
Closed 2/3/26

$985,000

2
Bedrooms
1,329
Square Feet
0.27
Acres

240 East Lake Sue Avenue, Winter Park, FL 32789

a front view of a house with a garden and tree
Sold 3/20/26

$1,200,000

4
Bedrooms
2,592
Square Feet
0.16
Acres

950 Aragon Avenue, Winter Park, FL 32789

$610,000 | 1860 Staunton Avenue, Winter Park, FL 32789
Sold 4/13/26

$610,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.31
Acres

1860 Staunton Avenue, Winter Park, FL 32789

a front view of a house with a garden
Sold 4/10/26

$560,000

4
Bedrooms
2,035
Square Feet
0.16
Acres

1517 Harmon Avenue, Winter Park, FL 32789

a front view of a house with garden
Sold 4/15/26

$1,850,000

4
Bedrooms
3,670
Square Feet
0.34
Acres

1713 Elizabeths Walk, Winter Park, FL 32789

front view of a house
Sold 4/30/26

$310,000

2
Bedrooms
1,320
Square Feet
0.10
Acres

736 Warrenton Road, Winter Park, FL 32792

a front view of house with yard and green space
Sold 3/31/26

$1,810,000

5
Bedrooms
3,240
Square Feet
0.23
Acres

1710 Oneco Avenue, Winter Park, FL 32789

a front view of a house with a garden and plants
Sold 4/10/26

$430,000

5
Bedrooms
1,938
Square Feet
0.22
Acres

2652 Abbey Road, Winter Park, FL 32792

$800,000 | 422 Balmoral Road, Winter Park, FL 32789
Sold 4/30/26

$800,000

3
Bedrooms
1,800
Square Feet
0.24
Acres

422 Balmoral Road, Winter Park, FL 32789

a view of a house with a swimming pool
Sold 3/27/26

$300,000

3
Bedrooms
1,700
Square Feet
0.17
Acres

1313 South Denning Drive, Winter Park, FL 32789

front view of a house with a yard
Sold 4/16/26

$630,000

4
Bedrooms
1,943
Square Feet
0.22
Acres

649 Berwick Drive, Winter Park, FL 32792

a front view of a house with a yard table and chairs
Sold 2/18/26

$750,000

2
Bedrooms
981
Square Feet
0.21
Acres

1441 Palm Avenue, Winter Park, FL 32789

a front view of a house with yard outdoor seating and barbeque oven
Sold 4/17/26

$649,000

4
Bedrooms
1,936
Square Feet
0.24
Acres

1523 Golfside Drive, Winter Park, FL 32792

a view of a house with backyard and a tree
Sold 2/17/26

$820,000

4
Bedrooms
2,422
Square Feet
0.25
Acres

664 Balmoral Road, Winter Park, FL 32789

$342,500 | 700 Melrose Avenue, Unit J1, Winter Park, FL 32789
Sold 5/1/26

$342,500

2
Bedrooms
1,074
Square Feet

700 Melrose Avenue, Unit J1, Winter Park, FL 32789

a view of a house with a tree
Sold 2/25/26

$502,000

4
Bedrooms
1,835
Square Feet
0.20
Acres

326 Fitzhugh Road, Winter Park, FL 32792

front view of a house with a yard
Sold 4/6/26Virtual Tour

$350,000

3
Bedrooms
1,404
Square Feet
0.19
Acres

5236 Tangerine Avenue, Winter Park, FL 32792

$1,425,000 | 823 Granville Drive, Winter Park, FL 32789
Sold 4/27/26

$1,425,000

4
Bedrooms
2,544
Square Feet
0.31
Acres

823 Granville Drive, Winter Park, FL 32789

a view of a house with a yard
Sold 3/27/26

$360,000

3
Bedrooms
1,252
Square Feet
0.22
Acres

7213 Silver Place, Winter Park, FL 32792

$435,800 | 5418 Ardmore Drive, Winter Park, FL 32792
Sold 4/27/26

$435,800

3
Bedrooms
1,560
Square Feet
0.23
Acres

5418 Ardmore Drive, Winter Park, FL 32792

$421,000 | 633 Lander Road, Winter Park, FL 32792
Sold 4/29/26Virtual Tour

$421,000

3
Bedrooms
1,400
Square Feet
0.23
Acres

633 Lander Road, Winter Park, FL 32792

a front view of a house with a garden
Sold 4/1/26

$1,688,750

5
Bedrooms
3,820
Square Feet
0.34
Acres

1705 Elizabeths Walk, Winter Park, FL 32789

a front view of a house with a yard and garage
Sold 3/26/26

$487,500

4
Bedrooms
1,864
Square Feet
0.19
Acres

275 North Ranger Boulevard, Winter Park, FL 32792

a front view of a house with yard
Sold 3/31/26

$275,000

3
Bedrooms
1,413
Square Feet

409 Sandlewood Cove, Unit 3, Winter Park, FL 32789

a front view of a house with garden
Sold 4/23/26

$490,000

3
Bedrooms
1,745
Square Feet
0.18
Acres

2126 North Hampton Circle, Winter Park, FL 32792

a view of a car park in front of a house
Sold 4/29/26

$272,250

2
Bedrooms
1,105
Square Feet
0.14
Acres

2519 Windward Way, Winter Park, FL 32792

$1,650,000 | 1016 Howell Branch Road, Winter Park, FL 32789
Sold 5/1/26Virtual Tour

$1,650,000

4
Bedrooms
3,142
Square Feet
0.37
Acres

1016 Howell Branch Road, Winter Park, FL 32789

a view of a white house with large windows
Sold 4/6/26

$300,000

3
Bedrooms
1,430
Square Feet
0.04
Acres

3227 Crown Jewel Court, Winter Park, FL 32792

a front view of house with swimming pool and yard
Sold 4/1/26

$405,000

2
Bedrooms
1,418
Square Feet
0.20
Acres

1028 Lake Bell Drive, Winter Park, FL 32789

$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
$215,000 | 200 St Andrews, Unit 3001, Winter Park, FL 32792
1/20
Closed 5/1/26

$215,000

2
Bedrooms
1,085
Square Feet
Unavailable
Acres

200 St Andrews, Unit 3001, Winter Park, FL 32792

a front view of a house with garden
Sold 2/20/26

$690,000

3
Bedrooms
1,512
Square Feet
0.28
Acres

2904 Parkland Drive, Winter Park, FL 32789

a backyard of a house
Sold 3/11/26

$349,000

3
Bedrooms
1,112
Square Feet
0.26
Acres

5202 Lake Howell Road, Winter Park, FL 32792

a front view of a house with garden
Sold 4/8/26

$739,000

5
Bedrooms
2,199
Square Feet
0.25
Acres

2625 Summerfield Road, Winter Park, FL 32792

a front view of a house
Sold 4/3/26

$183,000

2
Bedrooms
1,105
Square Feet
0.09
Acres

2529 Windward Way, Winter Park, FL 32792

a view of house with yard
Sold 2/20/26

$300,000

2
Bedrooms
754
Square Feet
0.15
Acres

600 West Webster Avenue, Winter Park, FL 32789

a front view of a house with a garden
Sold 3/27/26

$925,000

3
Bedrooms
2,017
Square Feet
0.21
Acres

667 Dunblane Drive, Winter Park, FL 32792

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