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× Winter Park FL × 1+ beds × > $50,000 × < $3,000,000

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Winter Park, FL Homes for Sale

Winter Park Open Houses

1811 Winter Green Blvd
Winter Park, FL 32792
$297,000, 3 beds, 2 beds
Upcoming Open House

3291 Oak Lake Unit 125
Winter Park, FL 32792
$200,000, 2 beds, 3 beds
Upcoming Open House

500 N Pennsylvania Ave E
Winter Park, FL 32789
$329,900, 2 beds, 1 bed
Upcoming Open House

104 S Interlachen Dr 215d
Winter Park, FL 32789
$615,000, 2 beds, 2 beds
Upcoming Open House

Winter Park Home Report

Average Home

Average Price $927,157
Avg Bedrooms 2.39 beds
Avg Bathrooms 3.75 baths

Average Price by Bedrooms

1 bedroom $239,500
2 bedrooms $286,092
3 bedrooms $667,288
4 bedrooms $2,087,331
5 bedrooms $2,768,865

See additional market statistics
Last updated December 6, 2024.

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284+ Homes for Sale in Winter Park

× Winter Park FL × 1+ beds × > $50,000 × < $3,000,000
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38
$2,999,999

2652 Lake Howell Ln, Winter Park, FL 32792

Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! Th ... View Full Details
  • 5Beds
  • 4Baths
  • 3,898SqFt
88
$2,800,000

1010 N Pennsylvania Ave, Winter Park, FL 32789

Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious ... View Full Details
  • 4Beds
  • 5Baths
  • 4,074SqFt
62
$2,749,000

1741 Glencoe Rd, Winter Park, FL 32789

Seller Financing available. Located in the heart of Winter Park, this exquisitely redesigned custom ... View Full Details
  • 4Beds
  • 5Baths
  • 4,692SqFt
28
$2,695,000

147 S Interlachen Ave Unit 400, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Luxury lock & leave living from 147 S Interlachen Av ... View Full Details
  • 4Beds
  • 5Baths
  • 5,159SqFt
63
$2,495,000

2412 Chantilly Ave, Winter Park, FL 32789

Welcome to the sophistication and contemporary masterpiece developed by DaVinci Development. This ex ... View Full Details
  • 5Beds
  • 7Baths
  • 4,500SqFt
55
$2,399,000

2522 Lafayette Ave, Winter Park, FL 32789

This exquisite, custom-designed residence blends impeccable architectural details with unparalleled ... View Full Details
  • 4Beds
  • 4Baths
  • 3,399SqFt
48
$2,395,000

660 Osceola Ave Unit 104, Winter Park, FL 32789

A unique opportunity to own a direct waterfront condominium in downtown Winter Park on Lake Virginia ... View Full Details
  • 3Beds
  • 3Baths
  • 2,632SqFt
49
$2,190,000

2234 Via Luna, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beau ... View Full Details
  • 6Beds
  • 4Baths
  • 3,554SqFt
69
$2,150,000

1840 Bryan Ave, Winter Park, FL 32789

Welcome to your dream home in the heart of desirable Winter Park! This stunning 4-bedroom, 3.5-bathr ... View Full Details
  • 4Beds
  • 4Baths
  • 3,727SqFt
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 ... View Full Details
  • 6Beds
  • 4Baths
  • 3,853SqFt
37
$1,995,000

1660 Oneco Avenue, Winter Park, FL 32789

This beautifully designed David Weekley home is perfectly situated on nearly a quarter-acre lot alon ... View Full Details
  • 4Beds
  • 4Baths
  • 3,101SqFt
33
$1,977,000

1340 Chestnut Ave, Winter Park, FL 32789

Amazing contemporary home in the heart of Winter Park. This home was fully remodeled in 2023 and in ... View Full Details
  • 6Beds
  • 6Baths
  • 4,182SqFt
1 - 12 of 284 listings
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