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Winter Park Homes For Sale

Winter Park Real Estate & MLS Listings

Searching homes for sale in Winter Park, Florida? Featured below are all active property listings in Winter Park. For information about a particular home or to schedule a private showing, contact us at your earliest convenience or simply click the “Ask a Question” button when viewing the details of that property. We can provide you with disclosures, past sales history, dates and prices of homes recently sold nearby, and more.

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Price
Beds
Baths
For Sale / Multiple Types

 

New Listing - 5 hours online
$199,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,219
SQFT
200 Saint Andrews Boulevard #1703
Winter Park, FL 32792
Four Seasons Condo Subdivision
New Listing - 16 hours online
$330,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,573
SQFT
5528 Garden Grove Circle
Winter Park, FL 32792
Garden Grove Subdivision
New Listing - 19 hours online
$345,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
1,874
SQFT
1364 Tierra Circle
Winter Park, FL 32792
Casa Aloma Subdivision
New Listing - 23 hours online
$520,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
2,020
SQFT
1737 Oakhurst Avenue
Winter Park, FL 32789
Jenkins Second Add Subdivision
New Listing - 23 hours online
$384,412
Townhouse For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,756
SQFT
1514 Bantam Way
Winter Park, FL 32792
Hawks Crest Subdivision
New Listing - 23 hours online
$1,599,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
4,545
SQFT
1540 Glencoe Road
Winter Park, FL 32789
Virginia Heights Subdivision
New Listing - yesterday
$600,000
Single Family Home For Sale
Active
3
BEDS
1
TOTAL BATH
1,036
SQFT
1380 Michigan Avenue
Winter Park, FL 32789
H Vanwies Sub Subdivision
New Listing - yesterday
$599,990
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,087
SQFT
1670 Palm Avenue
Winter Park, FL 32789
Winter Park Heights Subdivision
New Listing - 3 days online
$450,000
Single Family Home For Sale
Active
2
BEDS
1
TOTAL BATH
1,627
SQFT
2038 N Park Avenue
Winter Park, FL 32789
Dixie Terrace Subdivision
New Listing - 3 days online
$399,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,592
SQFT
346 S Ranger Boulevard
Winter Park, FL 32792
Winter Park Pines Subdivision
New Listing - 3 days online
$1,950,000
Condo For Sale
Active
3
BEDS
4
TOTAL BATHS
2,290
SQFT
662 Osceola Avenue #201
Winter Park, FL 32789
Perle Du Lac Condo Or 5843/4848 Subdivision
New Listing - 3 days online
$365,000
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,749
SQFT
603 Heritage Boulevard
Winter Park, FL 32792
Georgetown Estates Subdivision
New Listing - 4 days online
$275,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,074
SQFT
700 Melrose Avenue #K-33
Winter Park, FL 32789
Winter Park Gardens Condo Subdivision
New Listing - 4 days online
$160,000
Condo For Sale
Active
1
BED
1
TOTAL BATH
658
SQFT
1250 S Denning Drive #109
Winter Park, FL 32789
Mead Garden Subdivision
New Listing - 4 days online
$280,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,096
SQFT
1705 Winter Green Boulevard
Winter Park, FL 32792
Winter Green Subdivision
New Listing - 4 days online
$280,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,242
SQFT
5229 N Woodcrest Drive
Winter Park, FL 32792
Woodcrest Unit 04 Subdivision
New Listing - 4 days online
$1,195,000
Condo For Sale
Active
3
BEDS
3
TOTAL BATHS
2,696
SQFT
640 Osceola Avenue
Winter Park, FL 32789
Milano At Winter Park Subdivision
New Listing - 4 days online
$430,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,565
SQFT
2715 Prince John Road
Winter Park, FL 32792
Winter Park Pines Rep Subdivision
New Listing - 4 days online
$345,000
Single Family Home For Sale
Pending
4
BEDS
2
TOTAL BATHS
1,489
SQFT
7525 Hull St
Winter Park, FL 32792
Woodcrest Unit 5 Subdivision
New Listing - 4 days online
$459,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,964
SQFT
4044 Tenita Drive
Winter Park, FL 32792
Lake Waunatta Woods Subdivision
New Listing - 4 days online
$875,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
3,125
SQFT
1725 Pine Avenue
Winter Park, FL 32789
Conwill Estates Subdivision
New Listing - 4 days online
$190,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,018
SQFT
2936 Antique Oaks Circle #GE
Winter Park, FL 32792
Parkview Village Condominium Subdivision
New Listing - 4 days online
$244,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,652
SQFT
1506 Winter Green Boulevard
Winter Park, FL 32792
Winter Green Subdivision
New Listing - 4 days online
$1,175,000
Single Family Home For Sale
Active
5
BEDS
5
TOTAL BATHS
3,269
SQFT
1918 Summerfield Road
Winter Park, FL 32792
Kenilworth Shores Section Seven Subdivision
New Listing - 5 days online
$465,000
Townhouse For Sale
Active
2
BEDS
2
TOTAL BATHS
1,312
SQFT
1886 Demetree Drive
Winter Park, FL 32789
Waterbridge Subdivision
New Listing - 5 days online
$324,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,504
SQFT
612 Balfour Drive
Winter Park, FL 32792
Winter Park Estates Subdivision
New Listing - 6 days online
$700,000
Single Family Home For Sale
Pending
3
BEDS
3
TOTAL BATHS
2,336
SQFT
212 Rippling Lane
Winter Park, FL 32789
Kilarney Shores Subdivision
New Listing - 6 days online
$649,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,573
SQFT
1021 Fairway Drive
Winter Park, FL 32792
Golfside Sec 03 Subdivision
New Listing - 6 days online
$478,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
2,172
SQFT
1837 Willow Lane
Winter Park, FL 32792
Tanglewood Sec 3 Rep Subdivision
New Listing - 6 days online
$479,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,235
SQFT
436 Darcey Drive
Winter Park, FL 32792
Brookshire Heights Subdivision
New Listing - 7 days online
$259,900
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,114
SQFT
3375 Hamlet Loop
Winter Park, FL 32792
Villas of Casselberry Ph 3 Subdivision
New Listing - 7 days online
$390,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,409
SQFT
2366 Coldstream Drive
Winter Park, FL 32792
Brookshire Heights Subdivision
New Listing - 7 days online
$164,900
Condo For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,018
SQFT
2935 Antique Oaks Circle #60
Winter Park, FL 32792
Parkview Vlg Condo Subdivision
New Listing - a week online
$999,500
Single Family Home For Sale
Pending
4
BEDS
4
TOTAL BATHS
3,408
SQFT
2032 Kimbrace Place
Winter Park, FL 32792
Kenilworth Shores Sec 03 Subdivision
New Listing - a week online
$385,000
Single Family Home For Sale
Pending
4
BEDS
2
TOTAL BATHS
2,008
SQFT
660 Northwood Circle
Winter Park, FL 32789
Winter Park Oasis Subdivision
New Listing - a week online
$450,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,601
SQFT
2494 Middleton Avenue
Winter Park, FL 32792
Brookshire Heights Subdivision
New Listing - 2 weeks online
$400,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
2,085
SQFT
103 Cornwall Road
Winter Park, FL 32792
Winter Park Pines Subdivision
New Listing - 2 weeks online
$430,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,436
SQFT
Address Withheld
Winter Park, FL 32792
 
New Listing - 2 weeks online
$649,000
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
2,516
SQFT
371 Blue Heron Drive
Winter Park, FL 32789
Flamingo Shores Subdivision
New Listing - 2 weeks online
$925,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
4,014
SQFT
274 Sylvan Boulevard
Winter Park, FL 32789
Sylvan Lake Shores Subdivision
New Listing - 2 weeks online
$195,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,295
SQFT
2374 Sun Valley Circle #2374
Winter Park, FL 32792
Cedarwood Village 1 Subdivision
New Listing - 2 weeks online
$699,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,491
SQFT
1475 Berkshire Avenue
Winter Park, FL 32789
Orwin Manor Westminster Sec Subdivision
New Listing - 2 weeks online
$2,395,000
Single Family Home For Sale
Active
5
BEDS
6
TOTAL BATHS
4,027
SQFT
1281 Woodmere Drive
Winter Park, FL 32789
Woodmere Terrace Rep Subdivision
New Listing - 2 weeks online
$514,900
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,738
SQFT
1417 Pelican Bay Trail
Winter Park, FL 32792
Pelican Bay Subdivision
New Listing - 2 weeks online
$1,324,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
4,000
SQFT
1570 Elm Avenue
Winter Park, FL 32789
Temple Estates Subdivision
New Listing - 2 weeks online
$475,000
Single Family Home For Sale
Pending
3
BEDS
2
TOTAL BATHS
1,688
SQFT
2716 Lion Heart Road
Winter Park, FL 32792
Winter Park Pines Unit 1 Subdivision
New Listing - 2 weeks online
$325,000
Single Family Home For Sale
Pending
4
BEDS
3
TOTAL BATHS
1,483
SQFT
1041 Eastbrook Boulevard
Winter Park, FL 32792
Eastbrook Sub Subdivision
New Listing - 2 weeks online
$536,906
Single Family Home For Sale
Pending
4
BEDS
3
TOTAL BATHS
2,197
SQFT
1462 Lone Feather Trail
Winter Park, FL 32792
Meadows At Hawks Crest Subdivision
New Listing - 2 weeks online
$1,490,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
4,130
SQFT
508 W Swoope Avenue
Winter Park, FL 32789
Vilasa Townhomes Subdivision
New Listing - 2 weeks online
$236,000
Townhouse For Sale
Pending
2
BEDS
2
TOTAL BATHS
1,375
SQFT
2510 Leeward Way
Winter Park, FL 32792
Winward Square Sec 1 Subdivision
New Listing - 2 weeks online
$1,250,000
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
3,748
SQFT
1745 Spruce Avenue
Winter Park, FL 32789
Conwill Estates Subdivision
New Listing - 2 weeks online
$865,000
Single Family Home For Sale
Active
5
BEDS
4
TOTAL BATHS
2,668
SQFT
408 Worthington Drive
Winter Park, FL 32789
Kenilworth Shores Sec 01 Subdivision
New Listing - 2 weeks online
$379,900
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,964
SQFT
2405 Firstlight Way
Winter Park, FL 32792
Enclave At Hawks Crest Subdivision
New Listing - 2 weeks online
$275,000
Single Family Home For Sale
Active
2
BEDS
1
TOTAL BATH
972
SQFT
753 Julian Street
Winter Park, FL 32789
Dubsdread Heights Subdivision
New Listing - 2 weeks online
$1,250,000
Single Family Home For Sale
Pending
4
BEDS
5
TOTAL BATHS
3,349
SQFT
1346 Chapman Circle
Winter Park, FL 32789
Windsong Elizabeths Walk 43/81 Subdivision
New Listing - 2 weeks online
$2,295,000
Single Family Home For Sale
Pending
5
BEDS
6
TOTAL BATHS
4,538
SQFT
2229 Via Tuscany
Winter Park, FL 32789
Maitland Shores Subdivision
New Listing - 2 weeks online
$674,900
Townhouse For Sale
Active
3
BEDS
4
TOTAL BATHS
2,431
SQFT
1120 Azalea Lane
Winter Park, FL 32789
Cherokee Park Subdivision
New Listing - 2 weeks online
$679,990
Single Family Home For Sale
Active
4
BEDS
4
TOTAL BATHS
2,589
SQFT
1268 Verdant Glade Place
Winter Park, FL 32792
Meadows At Hawks Crest Subdivision
New Listing - 2 weeks online
$245,000
Single Family Home For Sale
Pending
4
BEDS
2
TOTAL BATHS
1,535
SQFT
5515 Albert Drive
Winter Park, FL 32792
Howell Branch Woods Subdivision
New Listing - 2 weeks online
$240,000
Condo For Sale
Pending
3
BEDS
3
TOTAL BATHS
1,790
SQFT
2421 Passamonte Drive #1F
Winter Park, FL 32792
Via Lago At Hanging Moss Subdivision