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
281 Properties

281 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
  • 5331 OAK CT, Winter Park, FL 32792
    1/41 41
    Active

    $ 460,000

    3 Beds2 Baths1,263 SqFt

    5331 OAK CT, Winter Park, FL 32792

    Single Family Home

    Listed by CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 7602 LODGE POLE TRL, Winter Park, FL 32792
    1/37 37
    Pending

    $ 474,998

    3 Beds3 Baths1,906 SqFt

    7602 LODGE POLE TRL, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    Stellar MLS
  • 765 VIA LUGANO, Winter Park, FL 32789
    1/38 38
    Pending

    $ 4,795,000

    4 Beds5 Baths4,319 SqFt

    765 VIA LUGANO, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1221 RICHMOND RD, Winter Park, FL 32789
    1/41 41
    Active

    $ 5,800,000

    5 Beds6 Baths5,164 SqFt

    1221 RICHMOND RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2080 WOOD THRUSH LN, Winter Park, FL 32792
    1/41 41
    Pending

    $ 1,200,000

    6 Beds4 Baths4,277 SqFt

    2080 WOOD THRUSH LN, Winter Park, FL 32792

    Single Family Home

    Listed by LOKATION

    Stellar MLS
  • 734 MARYLAND AVE, Winter Park, FL 32789
    Pending

    $ 845,000

    2 Beds2 Baths1,250 SqFt

    734 MARYLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 346 ELKHORN CT, Winter Park, FL 32792
    1/42 42
    Price Dropped by $50K

    $ 649,999

    4 Beds2 Baths1,891 SqFt

    346 ELKHORN CT, Winter Park, FL 32792

    Single Family Home

    Listed by 407 PROPERTIES

    Stellar MLS
  • 3102 HEARTLEAF PL, Winter Park, FL 32792
    1/56 56
    Pending

    $ 625,827

    4 Beds3 Baths2,672 SqFt

    3102 HEARTLEAF PL, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX CENTRAL REALTY

    Stellar MLS
  • 3425 FERNDELL DR, Winter Park, FL 32792
    1/25 25
    Price Dropped by $4K

    $ 420,100

    3 Beds2 Baths1,516 SqFt

    3425 FERNDELL DR, Winter Park, FL 32792

    Single Family Home

    Listed by LOKATION

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    1/74 74
    Price Dropped by $50K

    $ 1,700,000

    3 Beds4 Baths2,964 SqFt

    1270 ARLINGTON PL, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 3759 KINSLEY PL, Winter Park, FL 32792
    1/77 77
    Pending

    $ 650,000

    4 Beds3 Baths2,251 SqFt

    3759 KINSLEY PL, Winter Park, FL 32792

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 620 DARCEY DR, Winter Park, FL 32792
    1/30 30
    Price Dropped by $6K

    $ 759,000

    4 Beds2 Baths2,076 SqFt

    620 DARCEY DR, Winter Park, FL 32792

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 3115 HEARTLEAF PL, Winter Park, FL 32792
    1/68 68
    Price Dropped by $20K

    $ 650,000

    4 Beds3 Baths2,846 SqFt

    3115 HEARTLEAF PL, Winter Park, FL 32792

    Single Family Home

    Listed by EXP REALTY LLC

    Stellar MLS
  • 770 W WEBSTER AVE, Winter Park, FL 32789
    1/34 34
    Price Dropped by $5K

    $ 795,000

    4 Beds2 Baths1,008 SqFt

    770 W WEBSTER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2823 WRIGHT AVE, Winter Park, FL 32789
    1/21 21
    Active

    $ 949,900

    3 Beds2 Baths1,536 SqFt

    2823 WRIGHT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by TAL BUSIDAN PA

    Stellar MLS
  • 3110 HEARTLEAF PL, Winter Park, FL 32792
    1/68 68
    Active

    $ 658,900

    4 Beds3 Baths2,860 SqFt

    3110 HEARTLEAF PL, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 8065 PLEASANT PINE CIR, Winter Park, FL 32792
    1/38 38
    Price Dropped by $10K

    $ 570,000

    4 Beds2 Baths1,843 SqFt

    8065 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 1921 DARTMOUTH AVE, Winter Park, FL 32789
    1/23 23
    Price Dropped by $20K

    $ 330,000

    3 Beds2 Baths987 SqFt

    1921 DARTMOUTH AVE, Winter Park, FL 32789

    Single Family Home

    Listed by THOMAS LYNNE REALTY GROUP LLC

    Stellar MLS
  • 1150 VIA SALERNO, Winter Park, FL 32789
    1/61 61
    Active

    $ 4,750,000

    4 Beds6 Baths3,850 SqFt

    1150 VIA SALERNO, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 3220 NETHERWOOD DR, Winter Park, FL 32792
    1/18 18
    Price Dropped by $10K

    $ 215,000

    2 Beds2 Baths1,036 SqFt

    3220 NETHERWOOD DR, Winter Park, FL 32792

    Single Family Home

    Listed by THE FIRM RE

    Stellar MLS
  • 1742 TEMPLE DR, Winter Park, FL 32789
    1/58 58
    Active

    $ 3,899,000

    4 Beds5 Baths3,658 SqFt

    1742 TEMPLE DR, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 800 HAMILTON PLACE CT, Winter Park, FL 32789
    1/44 44
    Active

    $ 1,300,000

    3 Beds4 Baths3,363 SqFt

    800 HAMILTON PLACE CT, Winter Park, FL 32789

    Single Family Home

    Listed by EPIC REAL ESTATE ADVISORS LLC

    Stellar MLS
  • 2890 WILD GINGER CT, Winter Park, FL 32792
    1/55 55
    Price Dropped by $149K

    $ 999,500

    4 Beds5 Baths3,408 SqFt

    2890 WILD GINGER CT, Winter Park, FL 32792

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 311 CORTLAND AVE, Winter Park, FL 32789
    1/26 26
    Pending

    $ 799,900

    2 Beds2 Baths1,382 SqFt

    311 CORTLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1
  • ...
  • 3
  • 4
  • 5
  • 6
  • 7
  • ...
  • 12

explore listings in Winter Park

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