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x > $50,000
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Winter Park Open Houses
4026 Tenita Dr
Winter Park, FL 32792
$500,000, 4 Beds, 2 Baths
7446 Houston Ct E
Winter Park, FL 32792
$449,999, 4 Beds, 2 Baths
1339 Orchid Ave
Winter Park, FL 32789
$575,000, 2 Beds, 1 Baths
1875 Staunton Ave
Winter Park, FL 32789
$598,000, 4 Beds, 2 Baths
7895 Pleasant Pine Cir
Winter Park, FL 32792
$730,000, 5 Beds, 4 Baths
Winter Park Home Report
Average Home
Average Price
$972,386
Avg Bedrooms
2.98 beds
Avg Bathrooms
2.62 baths
Average Price By Bedrooms
1 bedroom
$190,167
2 bedrooms
$322,590
3 bedrooms
$647,642
4 bedrooms
$1,307,886
5 bedrooms
$2,513,885
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473+ Homes for Sale
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73
$2,150,000
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
71
$2,150,000
141 Oakwood Way, Winter Park, FL 32789
Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter...
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5
Beds
4
Baths
3,909
SqFt
Listing Provided By Mainframe Real Estate
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
4
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
45
$1,976,000
617 Worthington Dr, Winter Park, FL 32789
Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, t...
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5
Beds
5
Baths
3,533
SqFt
Listing Provided By Kelly Price & Company LLC
45
$1,925,000
1355 Hibiscus Ave, Winter Park, FL 32789
Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering ...
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5
Beds
6
Baths
4,155
SqFt
Listing Provided By Palmano Group RE Brokerage LLC
42
$1,899,000
4469 Old Bear Run, Winter Park, FL 32792
You will not find a better lake in this area for this price!! This amazing custom home is located on...
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5
Beds
5
Baths
4,288
SqFt
Listing Provided By Home Wise Realty Group
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