Winter Park

Winter Park Real Estate Listings
570 Seminole Dr, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

570 Seminole Dr, Winter Park

$6,500,000 ↓ $400,000
1731 Pinetree Rd, Winter Park
  • Residential
  • 6 Beds
  • 8 Baths
  • 7,654 SqFt

1731 Pinetree Rd, Winter Park

$5,500,000
1941 Legion Dr, Winter Park
  • Residential
  • 7 Beds
  • 10 Baths
  • 10,493 SqFt

1941 Legion Dr, Winter Park

$4,699,000
1128 Preserve Point Dr, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 6,179 SqFt

1128 Preserve Point Dr, Winter Park

$4,500,000
433 E New England Ave, Winter Park
  • Residential
  • 10 Beds
  • 14 Baths
  • 8,325 SqFt

433 E New England Ave, Winter Park

$4,300,000 ↓ $50,000
472 Henkel Cir, Winter Park
  • Residential
  • 4 Beds
  • 7 Baths
  • 4,686 SqFt

472 Henkel Cir, Winter Park

$3,599,999 ↓ $95,001
511 W Canton Ave, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 8,910 SqFt

511 W Canton Ave, Winter Park

$3,500,000 ↑ $750,000
375 Virginia Dr, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 7,538 SqFt

375 Virginia Dr, Winter Park

$3,495,000 ↓ $100,000
668 W Morse Blvd, Winter Park
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,819 SqFt

668 W Morse Blvd, Winter Park

$3,485,000
185 W Fawsett Rd, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 5,936 SqFt

185 W Fawsett Rd, Winter Park

$3,295,000
671 Via Lugano, Winter Park
  • Residential
  • 6 Beds
  • 9 Baths
  • 7,048 SqFt

671 Via Lugano, Winter Park

$3,199,000
740 Palmer Ave, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 4,810 SqFt

740 Palmer Ave, Winter Park

$3,175,000 ↓ $75,000

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: $761,977
Total Listings: 572
Avg. Days On Market: 118
Avg. Price/SQFT: $269
Highest Price: $6,500,000
Lowest Price: $70,000
Avg. Property Age: 36 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
570 Seminole Dr, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

570 Seminole Dr, Winter Park

$6,500,000 ↓ $400,000
1731 Pinetree Rd, Winter Park
  • Residential
  • 6 Beds
  • 8 Baths
  • 7,654 SqFt

1731 Pinetree Rd, Winter Park

$5,500,000
1941 Legion Dr, Winter Park
  • Residential
  • 7 Beds
  • 10 Baths
  • 10,493 SqFt

1941 Legion Dr, Winter Park

$4,699,000
1128 Preserve Point Dr, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 6,179 SqFt

1128 Preserve Point Dr, Winter Park

$4,500,000
433 E New England Ave, Winter Park
  • Residential
  • 10 Beds
  • 14 Baths
  • 8,325 SqFt

433 E New England Ave, Winter Park

$4,300,000 ↓ $50,000
472 Henkel Cir, Winter Park
  • Residential
  • 4 Beds
  • 7 Baths
  • 4,686 SqFt

472 Henkel Cir, Winter Park

$3,599,999 ↓ $95,001
511 W Canton Ave, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 8,910 SqFt

511 W Canton Ave, Winter Park

$3,500,000 ↑ $750,000
375 Virginia Dr, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 7,538 SqFt

375 Virginia Dr, Winter Park

$3,495,000 ↓ $100,000
668 W Morse Blvd, Winter Park
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,819 SqFt

668 W Morse Blvd, Winter Park

$3,485,000
185 W Fawsett Rd, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 5,936 SqFt

185 W Fawsett Rd, Winter Park

$3,295,000
671 Via Lugano, Winter Park
  • Residential
  • 6 Beds
  • 9 Baths
  • 7,048 SqFt

671 Via Lugano, Winter Park

$3,199,000
740 Palmer Ave, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 4,810 SqFt

740 Palmer Ave, Winter Park

$3,175,000 ↓ $75,000
440 Henkel Cir, Winter Park
  • Residential
  • 6 Beds
  • 8 Baths
  • 6,025 SqFt

440 Henkel Cir, Winter Park

$3,150,000
1400 Green Cove Rd, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

1400 Green Cove Rd, Winter Park

$3,150,000 ↓ $100,000
1400 Green Cove Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,384 SqFt

1400 Green Cove Rd, Winter Park

$3,150,000 ↓ $100,000
275 E Webster Ave, Winter Park
  • Residential
  • 8 Beds
  • 8 Baths
  • 6,730 SqFt

275 E Webster Ave, Winter Park

$3,100,000
541 Virginia Dr, Winter Park
  • Residential
  • 4 Beds
  • 4 Baths
  • 4,751 SqFt

541 Virginia Dr, Winter Park

$2,950,000
1637 Chase Landing Way, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 6,272 SqFt

1637 Chase Landing Way, Winter Park

$2,950,000 ↓ $100,000

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 February 24th, 2020 at 11:01am CST.

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