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Winter Park Home Report
Average Home
Average Price
$918,683
Avg Bedrooms
2.94 beds
Avg Bathrooms
2.54 baths
Average Price By Bedrooms
1 bedroom
$172,478
2 bedrooms
$307,318
3 bedrooms
$585,382
4 bedrooms
$1,257,217
5 bedrooms
$2,253,791
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Homes for Sale in Winter Park
400+ Homes for Sale
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Latest Listing
Beds
Baths
Year Built
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85
$11,900,000
1120 Preserve Point Dr, Winter Park, FL 32789
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Me...
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7
Beds
11
Baths
11,255
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
100
$8,799,000
2660 Via Tuscany, Winter Park, FL 32789
CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaki...
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4
Beds
5
Baths
4,564
SqFt
Listing Provided By Pv Luxury Group PA
96
$6,500,000
1400 Alabama Dr, Winter Park, FL 32789
Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitla...
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5
Beds
9
Baths
7,916
SqFt
Listing Provided By The Agency Orlando
57
$5,800,000
541 Virginia Dr, Winter Park, FL 32789
*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, ...
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4
Beds
4
Baths
4,725
SqFt
Listing Provided By Homevest Realty
48
$5,200,000
1660 Palmer Ave, Winter Park, FL 32789
Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend ...
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5
Beds
7
Baths
6,406
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
34
$5,000,000
2228 Azalea Pl, Winter Park, FL 32789
Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s ...
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5
Beds
6
Baths
5,072
SqFt
Listing Provided By Compass Florida LLC
62
$4,750,000
2161 Sharon Rd, Winter Park, FL 32789
New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it ...
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5
Beds
7
Baths
6,338
SqFt
Listing Provided By La Rosa Realty Horizons LLC
41
$4,600,000
2118 Lake Dr, Winter Park, FL 32789
The Point House on lake Killarney. Rarely available oasis, this spectacular lake front residence is...
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6
Beds
6
Baths
6,000
SqFt
Listing Provided By Compass Florida LLC
3
$4,599,000
985 Lincoln Cir, Winter Park, FL 32789
Welcome to Lincoln! This new construction single family home has been meticulously crafted and const...
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5
Beds
7
Baths
3,660
SqFt
Listing Provided By United Real Estate Preferred
8
$4,500,000
702 Via Bella, Winter Park, FL 32789
Under Construction. New Custom Home in the Desirable Winter Park Via’s – Completion Expected June 20...
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5
Beds
6
Baths
3,720
SqFt
Listing Provided By Floridian Realty Group LLC
41
$4,500,000
421 Lakewood Dr, Winter Park, FL 32789
This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the pictures...
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5
Beds
9
Baths
5,847
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
64
$4,395,000
229 Alexander Pl, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award...
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4
Beds
6
Baths
4,431
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
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