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Winter Park Open Houses
4026 Tenita Dr
Winter Park, FL 32792
$510,000, 4 Beds, 2 Baths
5338 Tangerine Ave
Winter Park, FL 32792
$499,900, 4 Beds, 2 Baths
1842 Puritan Ave
Winter Park, FL 32792
$439,500, 4 Beds, 2 Baths
1276 S Pennsylvania Ave Unit 12
Winter Park, FL 32789
$829,000, 3 Beds, 3 Baths
7707 Country Pl
Winter Park, FL 32792
$256,900, 2 Beds, 2 Baths
Winter Park Home Report
Average Home
Average Price
$899,378
Avg Bedrooms
2.94 beds
Avg Bathrooms
2.55 baths
Average Price By Bedrooms
1 bedroom
$185,620
2 bedrooms
$298,548
3 bedrooms
$613,873
4 bedrooms
$1,232,163
5 bedrooms
$2,344,915
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247+ Contemporary Homes for Sale in Winter Park
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Latest Listing
Beds
Baths
Year Built
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85
$10,900,000
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
88
$8,500,000
1112 Preserve Point Dr, Winter Park, FL 32789
Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and priv...
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5
Beds
6
Baths
6,502
SqFt
Listing Provided By Kelly Price & Company LLC
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
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
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
45
$4,175,000
1581 Forest Ave, Winter Park, FL 32789
Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situa...
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4
Beds
6
Baths
4,683
SqFt
Listing Provided By Bhhs Florida Realty
42
$3,750,000
2171 Forrest Rd, Winter Park, FL 32789
On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence comman...
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5
Beds
6
Baths
4,565
SqFt
Listing Provided By Premier Sotheby's Intl. Realty
57
$3,600,000
182 N Phelps Ave, Winter Park, FL 32789
Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraord...
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4
Beds
5
Baths
4,812
SqFt
Listing Provided By La Rosa Realty Horizons LLC
56
$3,599,999
1761 Legion Dr, Winter Park, FL 32789
One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath r...
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5
Beds
6
Baths
4,955
SqFt
Listing Provided By Scanlon Realty Group LLC
12
$3,490,000
1910 Glencoe Rd, Winter Park, FL 32789
Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of p...
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4
Beds
6
Baths
4,205
SqFt
Listing Provided By Compass Florida LLC
48
$3,300,000
1820 Englewood Rd, Winter Park, FL 32789
Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes f...
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5
Beds
6
Baths
4,263
SqFt
Listing Provided By Keller Williams Advantage III
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