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x 1+ beds
x Built before 1950
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Winter Park Open Houses
1400 Place Picardy
Winter Park, FL 32789
$2,850,000, 5 Beds, 6 Baths
2614 Parkland Dr
Winter Park, FL 32789
$2,295,000, 4 Beds, 4 Baths
2015 Summerfield Rd
Winter Park, FL 32792
$1,500,000, 4 Beds, 4 Baths
795 W Canton Ave
Winter Park, FL 32789
$1,150,000, 3 Beds, 4 Baths
4026 Tenita Dr
Winter Park, FL 32792
$527,000, 4 Beds, 2 Baths
Winter Park Home Report
Average Home
Average Price
$896,388
Avg Bedrooms
2.89 beds
Avg Bathrooms
2.5 baths
Average Price By Bedrooms
1 bedroom
$162,940
2 bedrooms
$301,639
3 bedrooms
$603,492
4 bedrooms
$1,290,615
5 bedrooms
$2,139,856
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Homes for Sale in Winter Park
28+ Historic Homes for Sale in Winter Park
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32
$4,500,000
1336 College Pt, Winter Park, FL 32789
Under contract-accepting backup offers. Steeped in history and masterfully reimagined, this 1926 Win...
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4
Beds
5
Baths
3,181
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
46
$3,950,000
851 Georgia Ave, Winter Park, FL 32789
Nestled on a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy a...
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4
Beds
4
Baths
4,314
SqFt
Listing Provided By Fannie Hillman & Associates
40
$3,250,000
266 Chase Ave, Winter Park, FL 32789
One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of t...
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5
Beds
6
Baths
4,088
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
47
$1,550,000
1661 Woodland Ave, Winter Park, FL 32789
Fabulous Top-to-Bottom Renovation on Coveted Brick Street in Prime Winter Park Location! This except...
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3
Beds
4
Baths
3,215
SqFt
Listing Provided By Fannie Hillman & Associates
44
$1,500,000
747 McIntyre Ave, Winter Park, FL 32789
Under contract-accepting backup offers. Prime opportunity in the heart of Winter Park! This 3 bedroo...
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3
Beds
2
Baths
1,457
SqFt
Listing Provided By Fannie Hillman & Associates
69
$1,397,000
1371 Lyndale Blvd, Winter Park, FL 32789
Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere...
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4
Beds
3
Baths
2,739
SqFt
Listing Provided By Coldwell Banker Residential RE
50
$1,350,000
181 N Phelps Ave, Winter Park, FL 32789
Under contract-accepting backup offers. Charming One-Story Home in the Heart of Winter Park with an ...
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4
Beds
4
Baths
3,000
SqFt
Listing Provided By Orlando Brothers Real Estate LLC
27
$1,299,000
1213 Richmond Rd, Winter Park, FL 32789
An extraordinary and rare opportunity awaits in the highly sought-after Virginia Heights neighborhoo...
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4
Beds
3
Baths
3,204
SqFt
Listing Provided By Kelly Price & Company LLC
39
$1,299,000
7440 Aloma Ave, Winter Park, FL 32792
Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfec...
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5
Beds
5
Baths
4,435
SqFt
Listing Provided By Marzucco Real Estate
48
$1,070,000
2330 Westminster Ct, Winter Park, FL 32789
Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart o...
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5
Beds
3
Baths
3,296
SqFt
Listing Provided By Compass Florida LLC
1
$975,000
674 W Comstock Ave, Winter Park, FL 32789
Beautiful Winter Park historic home that's been totally gutted and renovated. Comes complete with n...
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3
Beds
1
Baths
1,045
SqFt
Listing Provided By Keller Williams Winter Park
28
$850,000
1310 Aloma Ave, Winter Park, FL 32789
Under contract-accepting backup offers. Elegant Spanish 4 bedroom, 2.5 bathroom home. Beautifully u...
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4
Beds
3
Baths
2,533
SqFt
Listing Provided By Kelly Price & Company LLC
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