Homes Recently Sold in Winter Park, FL

price
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1-41 of 271 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 view of a house with backyard and sitting area
Sold 1/26/26

$440,900

4
Bedrooms
1,738
Square Feet
0.23
Acres

824 Garrett Court, Winter Park, FL 32792

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 view of a house with backyard and a tree
Sold 1/16/26

$660,000

4
Bedrooms
2,824
Square Feet
0.26
Acres

4019 Quenita Drive, 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

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

$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

$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 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

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 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 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

$430,000 | 2652 Abbey Road, Winter Park, FL 32792
Sold 4/10/26

$430,000

5
Bedrooms
1,938
Square Feet
0.22
Acres

2652 Abbey Road, Winter Park, FL 32792

a view of a house with a small yard
Sold 1/30/26

$200,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.38
Acres

1821 Killarney Drive, Winter Park, FL 32789

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

$250,000 | 1823 Maywood Road, Winter Park, FL 32792
Sold 4/10/26

$250,000

3
Bedrooms
1,232
Square Feet
0.21
Acres

1823 Maywood 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

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

$1,905,000 | 501 Henkel Circle, Winter Park, FL 32789
Sold 4/10/26

$1,905,000

5
Bedrooms
3,746
Square Feet
0.28
Acres

501 Henkel Circle, Winter Park, FL 32789

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 a garden
Sold 3/27/26

$925,000

3
Bedrooms
2,017
Square Feet
0.21
Acres

667 Dunblane 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

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 a house with a small yard and wooden floor and fence
Sold 3/20/26

$70,000

1
Bedrooms
785
Square Feet

187 Scottsdale Square, Unit 187, Winter Park, FL 32792

a front view of a house with a yard and garage
Sold 4/2/26

$567,000

5
Bedrooms
1,885
Square Feet
0.18
Acres

1459 Nottingham Drive, Winter Park, FL 32792

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

$739,000 | 2625 Summerfield Road, Winter Park, FL 32792
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 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

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 a house with a yard
Sold 1/28/26

$387,000

3
Bedrooms
1,592
Square Feet
0.12
Acres

1655 Tremont Lane, Winter Park, FL 32792

a view of a house with a garden
Sold 4/3/26

$415,000

3
Bedrooms
1,602
Square Feet
0.19
Acres

3246 Athena Drive, Winter Park, FL 32792

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

$501,000 | 1289 Harmon Avenue, Winter Park, FL 32789
Sold 4/10/26

$501,000

2
Bedrooms
1,683
Square Feet
0.10
Acres

1289 Harmon Avenue, Winter Park, FL 32789

a front view of a house with a yard
Sold 2/6/26Virtual Tour

$350,000

3
Bedrooms
1,627
Square Feet
0.19
Acres

1438 Tierra Circle, Winter Park, FL 32792

a front view of a house
Sold 2/27/26

$180,000

2
Bedrooms
987
Square Feet

200 St Andrews Boulevard, Unit 2302, Winter Park, FL 32792

a view of a house with street
Sold 3/18/26

$68,000

1
Bedrooms
756
Square Feet

282 Scottsdale Square, Unit 282, 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 front view of a house with a window
Sold 3/24/26

$160,000

2
Bedrooms
840
Square Feet

3651 North Goldenrod Road, Unit A101, Winter Park, FL 32792

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

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

$468,000

3
Bedrooms
1,716
Square Feet
0.16
Acres

1465 Auburn Green Loop, Winter Park, FL 32792

 
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