Dowling, Amerivest Pro-Team Philip and Perrine Dowling, Realtors
  • Central Living
    1. Sanford Florida
    2. Eustis, Florida
    3. Mount Dora
    4. Orlando
    5. Tavares
    6. Winter Park
  • Coastal Living
    1. Daytona Beach
    2. Edgewater
    3. New Smyrna Beach
    4. Ponce Inlet
    5. Ormond Beach
    6. Palm Coast
    7. Gulf Of America Homes
  • Meet The Dowlings
  • Register
  • /
  • Sign In
Filters Reset
Save Search (2)
Save your search to get Alerts
467 Properties

467 Properties Available In Winter Park

  • Price-High To Low
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
FL >Winter Park >
Market Insights
  • 1917 S LAKEMONT AVE, Winter Park, FL 32792
    1/22 22
    Pending

    $ 819,700

    3 Beds4 Baths2,051 SqFt

    1917 S LAKEMONT AVE, Winter Park, FL 32792

    Townhouse

    Listed by

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

    $ 815,000

    4 Beds4 Baths3,062 SqFt

    675 OVERSPIN DR, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 2215 MARSH SEDGE LN, Winter Park, FL 32792
    1/62 62
    Active

    $ 810,000

    5 Beds3 Baths2,646 SqFt

    2215 MARSH SEDGE LN, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 1760 BRYAN AVE, Winter Park, FL 32789
    1/8 8
    Active

    $ 800,000

    0.19 Acres

    1760 BRYAN AVE, Winter Park, FL 32789

    Vacant Land

    Listed by

    Stellar MLS
  • 1770 BRYAN AVE, Winter Park, FL 32789
    1/7 7
    New

    $ 800,000

    0.19 Acres

    1770 BRYAN AVE, Winter Park, FL 32789

    Vacant Land

    Listed by

    Stellar MLS
  • 2222 MARSH SEDGE LN, Winter Park, FL 32792
    1/60 60
    Active

    $ 799,000

    4 Beds3 Baths2,192 SqFt

    2222 MARSH SEDGE LN, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Active

    $ 798,000

    4 Beds3 Baths2,185 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 441 N CAPEN AVE, Winter Park, FL 32789
    1/36 36
    Pending

    $ 785,000

    3 Beds3 Baths1,745 SqFt

    441 N CAPEN AVE, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789
    1/39 39
    Active

    $ 784,000

    3 Beds3 Baths1,957 SqFt

    1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789

    Condo

    Listed by

    Stellar MLS
  • 625 BRECHIN DR, Winter Park, FL 32792
    1/42 42
    Active

    $ 765,000

    3 Beds2 Baths1,827 SqFt

    625 BRECHIN DR, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 1909 CYRIL CT, Winter Park, FL 32792
    1/62 62
    Open 11/2 12PM-3PM

    $ 749,900

    3 Beds4 Baths3,102 SqFt

    1909 CYRIL CT, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 3018 NORTHWOOD BLVD, Winter Park, FL 32789
    1/49 49
    New

    $ 749,900

    3 Beds2 Baths1,761 SqFt

    3018 NORTHWOOD BLVD, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 2955 LOLISSA LN, Winter Park, FL 32789
    1/58 58
    Active

    $ 749,000

    4 Beds3 Baths3,538 SqFt

    2955 LOLISSA LN, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 2418 WHITEHALL CIR, Winter Park, FL 32792
    1/42 42
    Active

    $ 745,000

    3 Beds2 Baths2,134 SqFt

    2418 WHITEHALL CIR, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 5275 PINE LILY CIR, Winter Park, FL 32792
    1/38 38
    Active

    $ 729,900

    5 Beds4 Baths3,152 SqFt

    5275 PINE LILY CIR, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 3377 FORSYTH RD, Winter Park, FL 32792
    1/15 15
    Active

    $ 725,000

    4,104 SqFt

    3377 FORSYTH RD, Winter Park, FL 32792

    Commercial

    Listed by

    Stellar MLS
  • 770 W WEBSTER AVE, Winter Park, FL 32789
    1/34 34
    Pending

    $ 725,000

    4 Beds2 Baths1,008 SqFt

    770 W WEBSTER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 7895 PLEASANT PINE CIR, Winter Park, FL 32792
    1/47 47
    Pending

    $ 719,000

    5 Beds4 Baths3,568 SqFt

    7895 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 2306 LEE RD, Winter Park, FL 32789
    1/68 68
    Active

    $ 715,000

    2,256 SqFt

    2306 LEE RD, Winter Park, FL 32789

    Commercial

    Listed by

    Stellar MLS
  • 7839 UNIVERSITY GARDEN DR, Winter Park, FL 32792
    1/9 9
    Active

    $ 702,000

    4.93 Acres

    7839 UNIVERSITY GARDEN DR, Winter Park, FL 32792

    Vacant Land

    Listed by

    Stellar MLS
  • 2190 TEMPLE DR, Winter Park, FL 32789
    1/22 22
    Pending

    $ 695,000

    3 Beds2 Baths1,442 SqFt

    2190 TEMPLE DR, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 726 N PENNSYLVANIA AVE, Winter Park, FL 32789
    1/30 30
    Active

    $ 695,000

    3 Beds2 Baths1,167 SqFt

    726 N PENNSYLVANIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by

    Stellar MLS
  • 1174 WILDMEADOW RUN, Winter Park, FL 32792
    1/48 48
    Active

    $ 689,000

    3 Beds3 Baths1,770 SqFt

    1174 WILDMEADOW RUN, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 2087 LAURELWOOD WAY, Winter Park, FL 32792
    1/32 32
    Active

    $ 689,000

    4 Beds2 Baths1,920 SqFt

    2087 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by

    Stellar MLS
  • 1
  • ...
  • 4
  • 5
  • 6
  • 7
  • 8
  • ...
  • 20

explore listings in Winter Park

  • Open House
  • Price Reduced
  • Virtual Tour
  • 3D Tour
Amerivest-Logo-ALL-White-991x547
Real Broker, LLC

Philip & Perrine Dowling License ID: 3090595

+1(239) 537-3332 perrine@dowlingteam.com

411 N Donnelly St, Mt Dora, FL, 32757, USA

Copyright 2023. All Rights Reserved.

    • Central Living
      1. Sanford Florida
      2. Eustis, Florida
      3. Mount Dora
      4. Orlando
      5. Tavares
      6. Winter Park
    • Coastal Living
      1. Daytona Beach
      2. Edgewater
      3. New Smyrna Beach
      4. Ponce Inlet
      5. Ormond Beach
      6. Palm Coast
      7. Gulf Of America Homes
    • Meet The Dowlings

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

      Get access to off Market Homes!

Free Report

      Get access to off Market Homes!

Free Report

 

 

Explore Florida Towns &  Areas 

 

Mount Dora
Search Mount Dora Florida Homes
Tavares
Search Tavares Florida Homes
Eustis
Search Eustis Florida Homes
Winter Park
Search Winter Park Florida Homes
Winter Garden
Search home in Winter Garden
Orlando
Amerivest-Logo-ALL-White-991x547
Real Broker, LLC

Philip & Perrine Dowling License ID: 3090595

+1(239) 537-3332 perrine@dowlingteam.com

411 N Donnelly St, Mt Dora, FL, 32757, USA

Copyright 2023. All Rights Reserved.

    • Central Living
      1. Sanford Florida
      2. Eustis, Florida
      3. Mount Dora
      4. Orlando
      5. Tavares
      6. Winter Park
    • Coastal Living
      1. Daytona Beach
      2. Edgewater
      3. New Smyrna Beach
      4. Ponce Inlet
      5. Ormond Beach
      6. Palm Coast
      7. Gulf Of America Homes
    • Meet The Dowlings

Get My App

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.