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
1360 Alabama Dr, Winter Park
  • Residential
  • 7 Beds
  • 11 Baths
  • 10,600 SqFt

1360 Alabama Dr, Winter Park

$6,500,000
472-510 W Swoope Ave, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

472-510 W Swoope Ave, Winter Park

$6,000,000 ↓ $3,750,000
1128 Preserve Point Dr, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 6,179 SqFt

1128 Preserve Point Dr, Winter Park

$5,200,000
1941 Legion Dr, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 9,692 SqFt

1941 Legion Dr, Winter Park

$4,795,000
115 Palmer Ave, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 9,838 SqFt

115 Palmer Ave, Winter Park

$4,750,000
1821 Pinetree Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 5,006 SqFt

1821 Pinetree Rd, Winter Park

$4,499,000 ↑ $451,000
935 Greentree Dr, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,975 SqFt

935 Greentree Dr, Winter Park

$4,300,000
1013 Temple Grv, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 5,797 SqFt

1013 Temple Grv, Winter Park

$3,995,000
New
375 Virginia Dr, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 7,538 SqFt

375 Virginia Dr, Winter Park

$3,895,000
1400 Green Cove Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,384 SqFt

1400 Green Cove Rd, Winter Park

$3,675,000 ↑ $320,000
2170 W Fawsett Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,589 SqFt

2170 W Fawsett Rd, Winter Park

$3,500,000

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: $769,421
Total Listings: 710
Avg. Days On Market: 106
Avg. Price/SQFT: $265
Highest Price: $6,500,000
Lowest Price: $59,900
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
1360 Alabama Dr, Winter Park
  • Residential
  • 7 Beds
  • 11 Baths
  • 10,600 SqFt

1360 Alabama Dr, Winter Park

$6,500,000
570 Seminole Dr, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

570 Seminole Dr, Winter Park

$6,500,000 ↑ $400,000
472-510 W Swoope Ave, Winter Park
  • Land
  • 0 Beds
  • 0 Baths
  • 0 SqFt

472-510 W Swoope Ave, Winter Park

$6,000,000 ↓ $3,750,000
1128 Preserve Point Dr, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 6,179 SqFt

1128 Preserve Point Dr, Winter Park

$5,200,000
1941 Legion Dr, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 9,692 SqFt

1941 Legion Dr, Winter Park

$4,795,000
115 Palmer Ave, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 9,838 SqFt

115 Palmer Ave, Winter Park

$4,750,000
1821 Pinetree Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 5,006 SqFt

1821 Pinetree Rd, Winter Park

$4,499,000 ↑ $451,000
935 Greentree Dr, Winter Park
  • Residential
  • 4 Beds
  • 5 Baths
  • 4,975 SqFt

935 Greentree Dr, Winter Park

$4,300,000
1013 Temple Grv, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 5,797 SqFt

1013 Temple Grv, Winter Park

$3,995,000
New
375 Virginia Dr, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 7,538 SqFt

375 Virginia Dr, Winter Park

$3,895,000
1400 Green Cove Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,384 SqFt

1400 Green Cove Rd, Winter Park

$3,675,000 ↑ $320,000
455 Lakewood Dr, Winter Park
  • Residential
  • 4 Beds
  • 6 Baths
  • 5,018 SqFt

455 Lakewood Dr, Winter Park

$3,500,000
2170 W Fawsett Rd, Winter Park
  • Residential
  • 5 Beds
  • 7 Baths
  • 6,589 SqFt

2170 W Fawsett Rd, Winter Park

$3,500,000
1637 Chase Landing Way, Winter Park
  • Residential
  • 5 Beds
  • 6 Baths
  • 6,272 SqFt

1637 Chase Landing Way, Winter Park

$3,400,000
125 S Interlachen Ave #6, Winter Park
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,160 SqFt

125 S Interlachen Ave #6, Winter Park

$3,395,000 ↓ $235,000
409 Genius Dr, Winter Park
  • Residential
  • 5 Beds
  • 9 Baths
  • 7,433 SqFt

409 Genius Dr, Winter Park

$3,250,000 ↑ $200,000
639 N Park Ave #4, Winter Park
  • Residential
  • 3 Beds
  • 5 Baths
  • 4,244 SqFt

639 N Park Ave #4, Winter Park

$3,185,000 ↑ $205,000
740 Palmer Ave, Winter Park
  • Residential
  • 5 Beds
  • 5 Baths
  • 4,810 SqFt

740 Palmer Ave, Winter Park

$3,175,000 ↑ $75,000

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.

Listing information last updated on May 26th, 2019 at 10:00pm CDT.