Winter Park

Winter Park Real Estate Listings
1245 West Fairbanks Avenue, WINTER PARK
  • Commercial Sale
  • 0 Bed
  • 0 Bath
  • 0 SqFt

1245 West Fairbanks Avenue, WINTER PARK

$7,700,000 ↓ $200,000
55 Trismen (lots 7, 8 & 9) Terrace, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 6,690 SqFt

55 Trismen (lots 7, 8 & 9) Terrace, WINTER PARK

$6,195,000 ↓ $100,000
1001 Anchorage Court, WINTER PARK
  • Residential
  • 5 Beds
  • 7 Baths
  • 9,277 SqFt

1001 Anchorage Court, WINTER PARK

$5,750,000
55 Trismen (lots 7 & 8) Terrace, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 6,690 SqFt

55 Trismen (lots 7 & 8) Terrace, WINTER PARK

$5,195,000
171 Genius Drive, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,326 SqFt

171 Genius Drive, WINTER PARK

$4,500,000
New
674 West Morse Boulevard, WINTER PARK
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,390 SqFt

674 West Morse Boulevard, WINTER PARK

$4,250,000
433 East New England Avenue, WINTER PARK
  • Residential
  • 10 Beds
  • 14 Baths
  • 8,325 SqFt

433 East New England Avenue, WINTER PARK

$3,995,000
5500 Howell Branch Road, WINTER PARK
  • Residential
  • 3 Beds
  • 4 Baths
  • 2,363 SqFt

5500 Howell Branch Road, WINTER PARK

$3,500,000 ↓ $31,500,000
2403 Euston Road, WINTER PARK
  • Land
  • 0 Bed
  • 0 Bath
  • 0 SqFt

2403 Euston Road, WINTER PARK

$3,495,000 ↓ $4,000
315 Virginia Drive, WINTER PARK
  • Land
  • 0 Bed
  • 0 Bath
  • 0 SqFt

315 Virginia Drive, WINTER PARK

$3,150,000
125 South Interlachen Avenue 6, WINTER PARK
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,160 SqFt

125 South Interlachen Avenue 6, WINTER PARK

$2,990,000
1806 Gipson Green Lane, WINTER PARK
  • Residential
  • 7 Beds
  • 6 Baths
  • 4,481 SqFt

1806 Gipson Green Lane, WINTER PARK

$2,800,000 ↑ $450,000
Real Estate Statistics
Winter Park Florida is home to Park Avenue, with outdoor cafes, upscale shopping, fine dining and some of the most expensive real estate in Central Florida. Winter Park real estate draws in some of the most famous luxury homebuilders, and prices can vary immensely from street to street, so it's important to work with an experienced Realtor to help navigate the market.
Property Types (active listings)
Average Price: $746,897
Total Listings: 470
Avg. Days On Market: 83
Avg. Price/SQFT: $293
Highest Price: $7,700,000
Lowest Price: $63,500
Avg. Property Age: 38 YEARS
Basic Statistics (active listings)

Browse Winter Park Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000
1245 West Fairbanks Avenue, WINTER PARK
  • Commercial Sale
  • 0 Bed
  • 0 Bath
  • 0 SqFt

1245 West Fairbanks Avenue, WINTER PARK

$7,700,000 ↓ $200,000
55 Trismen (lots 7, 8 & 9) Terrace, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 6,690 SqFt

55 Trismen (lots 7, 8 & 9) Terrace, WINTER PARK

$6,195,000 ↓ $100,000
1001 Anchorage Court, WINTER PARK
  • Residential
  • 5 Beds
  • 7 Baths
  • 9,277 SqFt

1001 Anchorage Court, WINTER PARK

$5,750,000
55 Trismen (lots 7 & 8) Terrace, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 6,690 SqFt

55 Trismen (lots 7 & 8) Terrace, WINTER PARK

$5,195,000
171 Genius Drive, WINTER PARK
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,326 SqFt

171 Genius Drive, WINTER PARK

$4,500,000
New
674 West Morse Boulevard, WINTER PARK
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,390 SqFt

674 West Morse Boulevard, WINTER PARK

$4,250,000
433 East New England Avenue, WINTER PARK
  • Residential
  • 10 Beds
  • 14 Baths
  • 8,325 SqFt

433 East New England Avenue, WINTER PARK

$3,995,000
5500 Howell Branch Road, WINTER PARK
  • Residential
  • 3 Beds
  • 4 Baths
  • 2,363 SqFt

5500 Howell Branch Road, WINTER PARK

$3,500,000 ↓ $31,500,000
2403 Euston Road, WINTER PARK
  • Land
  • 0 Bed
  • 0 Bath
  • 0 SqFt

2403 Euston Road, WINTER PARK

$3,495,000 ↓ $4,000
315 Virginia Drive, WINTER PARK
  • Land
  • 0 Bed
  • 0 Bath
  • 0 SqFt

315 Virginia Drive, WINTER PARK

$3,150,000
125 South Interlachen Avenue 6, WINTER PARK
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,160 SqFt

125 South Interlachen Avenue 6, WINTER PARK

$2,990,000
1806 Gipson Green Lane, WINTER PARK
  • Residential
  • 7 Beds
  • 6 Baths
  • 4,481 SqFt

1806 Gipson Green Lane, WINTER PARK

$2,800,000 ↑ $450,000
797 Pinetree Road, WINTER PARK
  • Land
  • 0 Bed
  • 0 Bath
  • 0 SqFt

797 Pinetree Road, WINTER PARK

$2,749,000 ↓ $146,000
2615 Oglesby Avenue, WINTER PARK
  • Residential
  • 7 Beds
  • 8 Baths
  • 6,700 SqFt

2615 Oglesby Avenue, WINTER PARK

$2,600,000
210 Virginia Drive, WINTER PARK
  • Residential
  • 5 Beds
  • 7 Baths
  • 3,749 SqFt

210 Virginia Drive, WINTER PARK

$2,600,000
2219 Venetian Way, WINTER PARK
  • Residential
  • 6 Beds
  • 6 Baths
  • 6,362 SqFt

2219 Venetian Way, WINTER PARK

$2,550,000 ↑ $50,000
1811 Via Tuscany, WINTER PARK
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,176 SqFt

1811 Via Tuscany, WINTER PARK

$2,495,000
21 Killarney Drive, WINTER PARK
  • Residential
  • 5 Beds
  • 5 Baths
  • 5,077 SqFt

21 Killarney Drive, WINTER PARK

$2,495,000

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on April 18th, 2021 at 6:01am CDT.

What's Your Home Worth? Find out now, for Free.

Let's Go