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Winter Park Open Houses
1761 Legion Dr
Winter Park, FL 32789
$3,599,999, 5 Beds, 6 Baths
2412 Chantilly Ave
Winter Park, FL 32789
$2,389,000, 5 Beds, 7 Baths
Winter Park Home Report
Average Home
Average Price
$899,742
Avg Bedrooms
2.93 beds
Avg Bathrooms
2.54 baths
Average Price By Bedrooms
1 bedroom
$188,914
2 bedrooms
$305,547
3 bedrooms
$621,962
4 bedrooms
$1,232,301
5 bedrooms
$2,317,041
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472+ Homes for Sale in Winter Park
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59
$2,199,000
1394 Stewart St, Winter Park, FL 32789
Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Five-bedroom...
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5
Beds
5
Baths
3,907
SqFt
Listing Provided By Realty One Group Inspiration
73
$2,175,000
2614 Parkland Dr, Winter Park, FL 32789
Welcome to 2614 Parkland Drive—an exquisite, fully renovated luxury residence nestled in the heart o...
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4
Beds
4
Baths
3,307
SqFt
Listing Provided By Jw Gaston LLC
48
$2,150,000
1560 Woodland Ave, Winter Park, FL 32789
You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Par...
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5
Beds
5
Baths
3,851
SqFt
Listing Provided By Lokation
10
$2,119,000
785 N Phelps Ave, Winter Park, FL 32789
Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious c...
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5
Beds
5
Baths
2,964
SqFt
Listing Provided By Compass Florida LLC
49
$2,070,000
2234 Via Luna, Winter Park, FL 32789
One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furn...
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6
Beds
4
Baths
3,554
SqFt
Listing Provided By Lokation
89
$1,999,993
1451 Lyndale Blvd, Winter Park, FL 32789
**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO H...
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6
Beds
4
Baths
3,853
SqFt
Listing Provided By Realty One Group Mvp
55
$1,999,900
1521 Chestnut Ave, Winter Park, FL 32789
Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023,...
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4
Beds
3
Baths
3,117
SqFt
Listing Provided By Compass Florida LLC
47
$1,999,500
1840 Bryan Ave, Winter Park, FL 32789
This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort s...
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4
Beds
4
Baths
3,727
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
25
$1,999,000
633 Balmoral Rd, Winter Park, FL 32789
Exceptional Lakefront Opportunity on Balmoral Road! Discover the rare opportunity to own prime lak...
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4
Beds
3
Baths
2,674
SqFt
Listing Provided By Compass Florida LLC
26
$1,950,000
622 Penn Pl, Winter Park, FL 32789
Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in...
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3
Beds
4
Baths
2,767
SqFt
Listing Provided By Community Realty Associates
53
$1,899,999
1299 Harding Street, Winter Park, FL 32789
Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-...
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6
Beds
5
Baths
3,784
SqFt
Listing Provided By Fannie Hillman & Associates
58
$1,899,000
1665 Temple Dr, Winter Park, FL 32789
A rare gem in the heart of the Vias – Nestled in one of Winter Park’s most sought-after neighborhood...
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4
Beds
4
Baths
3,830
SqFt
Listing Provided By Compass Florida LLC
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