Engel & Völkers
  • Home
  • Meet Kay
  • Contact Us
  • Search Orlando MLS
    1. All Orlando Listings
    2. Windermere
      1. About Windermere
      2. Windermere Condos
      3. Windermere Townhomes
      4. Windermere Single Family Homes
    3. Doctor Phillips
      1. Doctor Phillips Single Family Homes
      2. Doctor Phillips Waterfront
    4. Winter Park
      1. About Winter Park
      2. Winter Park Condos
      3. Winter Park Townhomes
      4. Winter Park Single Family Homes
      5. Winter Park Waterfront
    5. Maitland
      1. About Maitland
      2. Maitland Condos
      3. Maitland Townhomes
      4. Maitland Single Family Homes
      5. Maitland Waterfront
    6. Winter Garden
      1. About Winter Garden
      2. Winter Garden Condos
      3. Winter Garden Townhomes
      4. Winter Garden Single Family Homes
      5. Winter Garden Waterfront
  • MORE
    1. My Homes
    2. My Tours
    3. My Favorites
    4. My Searches
  • Sign In
  • Register
Filters Reset
Save Search (3)
Save your search to get Alerts
282 Properties

282 Properties for Sale In Winter Park

  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Winter Park >
Market Insights
  • 141 W LAKE SUE AVE, Winter Park, FL 32789
    1/2 2
    Active

    $ 1,690,000

    2 Beds1 Bath1,559 SqFt

    141 W LAKE SUE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 1340 PELHAM RD, Winter Park, FL 32789
    1/38 38
    Pending

    $ 765,000

    3 Beds2 Baths2,042 SqFt

    1340 PELHAM RD, Winter Park, FL 32789

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS
  • 2681 TIERRA CIR, Winter Park, FL 32792
    1/53 53
    Pending

    $ 434,900

    4 Beds2 Baths1,874 SqFt

    2681 TIERRA CIR, Winter Park, FL 32792

    Single Family Home

    Listed by SIMPLY REAL ESTATE

    Stellar MLS
  • 1161 VALENCIA AVE, Winter Park, FL 32789
    1/64 64
    Active

    $ 4,650,000

    4 Beds5 Baths4,181 SqFt

    1161 VALENCIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THE REAL ESTATE COLLECTION LLC

    Stellar MLS
  • 1981 BLUE RIDGE RD, Winter Park, FL 32789
    1/51 51
    Active

    $ 1,285,000

    4 Beds2 Baths2,750 SqFt

    1981 BLUE RIDGE RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 2320 HIGH ST, Winter Park, FL 32792
    3D
    Active

    $ 400,000

    3 Beds2 Baths1,071 SqFt

    2320 HIGH ST, Winter Park, FL 32792

    Single Family Home

    Listed by THE AGENCY ORLANDO

    Stellar MLS
  • 1827 BLAINE TER, Winter Park, FL 32792
    1/28 28
    Pending

    $ 360,000

    3 Beds2 Baths1,114 SqFt

    1827 BLAINE TER, Winter Park, FL 32792

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 7706 WAUNATTA CT, Winter Park, FL 32792
    1/50 50
    Active

    $ 1,050,000

    5 Beds3 Baths3,858 SqFt

    7706 WAUNATTA CT, Winter Park, FL 32792

    Single Family Home

    Listed by SAND DOLLAR REALTY GROUP INC

    Stellar MLS
  • 1711 CHESTNUT AVE, Winter Park, FL 32789
    1/45 45
    Pending

    $ 1,040,000

    4 Beds3 Baths2,720 SqFt

    1711 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS
  • 915 GARDEN DR, Winter Park, FL 32789
    3D
    Active

    $ 950,000

    3 Beds3 Baths2,456 SqFt

    915 GARDEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    Stellar MLS
  • 675 OVERSPIN DR, Winter Park, FL 32789
    1/32 32
    Active

    $ 829,000

    4 Beds4 Baths3,062 SqFt

    675 OVERSPIN DR, Winter Park, FL 32789

    Single Family Home

    Listed by WEMERT GROUP REALTY LLC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Price Dropped by $5K

    $ 815,000

    4 Beds3 Baths2,185 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • Lot #20 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $ 920,040

    4 Beds4 Baths2,662 SqFt

    Lot #20 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • Lot #21 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $ 888,050

    4 Beds4 Baths2,662 SqFt

    Lot #21 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1835 KAROLINA AVE, Winter Park, FL 32789
    1/11 11
    Active

    $ 864,020

    4 Beds4 Baths2,662 SqFt

    1835 KAROLINA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1445 HOLTS GROVE, Winter Park, FL 32789
    1/68 68
    Pending

    $ 2,650,000

    5 Beds5 Baths4,489 SqFt

    1445 HOLTS GROVE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 3490 BOUGAINVILLEA DR, Winter Park, FL 32792
    1/54 54
    Active

    $ 377,500

    3 Beds2 Baths1,461 SqFt

    3490 BOUGAINVILLEA DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
  • 1074 MCKEAN CIRCLE, Winter Park, FL 32789
    1/46 46
    Pending

    $ 2,895,000

    4 Beds3 Baths3,258 SqFt

    1074 MCKEAN CIRCLE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 690 WILLIAMS DR, Winter Park, FL 32789
    1/48 48
    Pending

    $ 1,799,000

    3 Beds4 Baths3,121 SqFt

    690 WILLIAMS DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1213 RICHMOND RD, Winter Park, FL 32789
    1/58 58
    Pending

    $ 1,195,000

    4 Beds3 Baths3,204 SqFt

    1213 RICHMOND RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1023 PRINCESS GATE BLVD, Winter Park, FL 32792
    1/100 100
    Pending

    $ 695,000

    4 Beds3 Baths2,465 SqFt

    1023 PRINCESS GATE BLVD, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 5128 LAKE HOWELL RD, Winter Park, FL 32792
    1/24 24
    Pending

    $ 350,000

    3 Beds2 Baths1,220 SqFt

    5128 LAKE HOWELL RD, Winter Park, FL 32792

    Single Family Home

    Listed by MILLER GRANT AND COMPANY

    Stellar MLS
  • 2812 WOODSIDE AVE, Winter Park, FL 32789
    1/24 24
    Pending

    $ 625,000

    3 Beds2 Baths1,842 SqFt

    2812 WOODSIDE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2007 STRATHAVEN RD, Winter Park, FL 32792
    1/31 31
    Pending

    $ 545,000

    4 Beds2 Baths1,699 SqFt

    2007 STRATHAVEN RD, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • ...
  • 12

explore listings in Winter Park

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour