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
47 Properties

47 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
  • 1820 GLENCOE RD, Winter Park, FL 32789
    1/75 75
    Open 9/13 11AM-1PM

    $ 3,895,000

    5 Beds7 Baths4,055 SqFt

    1820 GLENCOE RD, Winter Park, FL 32789

    Single Family Home

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
  • 2550 VENETIAN WAY, Winter Park, FL 32789
    1/41 41
    Open Sun 1PM-3PM

    $ 2,699,000

    4 Beds5 Baths4,875 SqFt

    2550 VENETIAN WAY, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1781 PINE AVE, Winter Park, FL 32789
    1/96 96
    Open Sun 11AM-2PM

    $ 2,300,000

    5 Beds5 Baths3,882 SqFt

    1781 PINE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FLORIDA CONNEXION PROPERTIES

    Stellar MLS
  • 922 N PENNSYLVANIA AVE, Winter Park, FL 32789
    1/39 39
    Open Sun 2PM-4PM

    $ 2,249,000

    3 Beds4 Baths3,440 SqFt

    922 N PENNSYLVANIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    1/64 64
    Open Sun 2PM-4PM

    $ 2,199,999

    4 Beds5 Baths3,314 SqFt

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    1/74 74
    Open Sun 1PM-4PM

    $ 1,695,000

    3 Beds4 Baths2,964 SqFt

    1270 ARLINGTON PL, Winter Park, FL 32789

    Single Family Home

    Listed by RE/MAX 200 REALTY

    Stellar MLS
  • 1780 MIZELL AVE., Winter Park, FL 32789
    1/59 59
    Open Sun 12PM-2PM

    $ 1,599,900

    4 Beds4 Baths2,743 SqFt

    1780 MIZELL AVE., Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1420 PALMER AVE, Winter Park, FL 32789
    1/47 47
    Open Sun 1PM-3PM

    $ 1,325,000

    4 Beds4 Baths2,953 SqFt

    1420 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1450 CHESTNUT AVE, Winter Park, FL 32789
    1/39 39
    Open Sun 2PM-4PM

    $ 1,300,000

    3 Beds4 Baths1,942 SqFt

    1450 CHESTNUT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 215 SALVADOR SQUARE, Winter Park, FL 32789
    1/56 56
    Open Sun 12PM-2PM

    $ 1,195,000

    4 Beds4 Baths2,565 SqFt

    215 SALVADOR SQUARE, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 7706 WAUNATTA CT, Winter Park, FL 32792
    1/50 50
    Open 9/13 2PM-4PM

    $ 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
  • 2823 WRIGHT AVE, Winter Park, FL 32789
    1/21 21
    Open Sun 11AM-2PM

    $ 929,900

    3 Beds2 Baths1,536 SqFt

    2823 WRIGHT AVE, Winter Park, FL 32789

    Single Family Home

    Listed by TAL BUSIDAN PA

    Stellar MLS
  • 2215 MARSH SEDGE LN, Winter Park, FL 32792
    1/62 62
    Open Sun 2PM-5PM

    $ 850,000

    5 Beds3 Baths2,646 SqFt

    2215 MARSH SEDGE LN, Winter Park, FL 32792

    Single Family Home

    Listed by EXP REALTY LLC

    Stellar MLS
  • 2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/45 45
    Open Sun 10AM-2PM

    $ 798,000

    4 Beds3 Baths2,185 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Single Family Home

    Listed by RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 441 N CAPEN AVE, Winter Park, FL 32789
    1/36 36
    Open 9/13 12PM-4PM

    $ 785,000

    3 Beds3 Baths1,745 SqFt

    441 N CAPEN AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 620 DARCEY DR, Winter Park, FL 32792
    1/30 30
    Open Sun 1PM-4PM

    $ 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
  • 7895 PLEASANT PINE CIR, Winter Park, FL 32792
    1/47 47
    Open 9/13 1PM-3PM

    $ 725,000

    5 Beds4 Baths3,568 SqFt

    7895 PLEASANT PINE CIR, Winter Park, FL 32792

    Single Family Home

    Listed by ALL REAL ESTATE & INVESTMENTS

    Stellar MLS
  • 2478 WHITEHALL CIR, Winter Park, FL 32792
    1/36 36
    Open Sun 1PM-3PM

    $ 720,000

    3 Beds2 Baths2,256 SqFt

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Single Family Home

    Listed by LPT REALTY, LLC

    Stellar MLS
  • 1275 MICHIGAN AVE, Winter Park, FL 32789
    1/26 26
    Open Sun 12PM-2PM

    $ 714,000

    3 Beds3 Baths1,866 SqFt

    1275 MICHIGAN AVE, Winter Park, FL 32789

    Townhouse

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 1729 GOLFSIDE DR, Winter Park, FL 32792
    1/52 52
    Open Sun 1AM-3PM

    $ 700,000

    4 Beds2 Baths2,372 SqFt

    1729 GOLFSIDE DR, Winter Park, FL 32792

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 101 S INTERLACHEN AVE #104, Winter Park, FL 32789
    1/26 26
    Open Sun 2PM-4PM

    $ 699,000

    2 Beds2 Baths949 SqFt

    101 S INTERLACHEN AVE #104, Winter Park, FL 32789

    Condo

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1399 ALOMA AVE, Winter Park, FL 32789
    1/38 38
    Open Sun 11AM-1PM

    $ 675,000

    3 Beds2 Baths1,804 SqFt

    1399 ALOMA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by FLORIDA HOMES REALTY & MTG

    Stellar MLS
  • 2330 COLDSTREAM DR, Winter Park, FL 32792
    1/32 32
    Open 9/13 11AM-2PM

    $ 649,900

    4 Beds2 Baths1,750 SqFt

    2330 COLDSTREAM DR, Winter Park, FL 32792

    Single Family Home

    Listed by AUTHENTIC REAL ESTATE TEAM

    Stellar MLS
  • 535 N INTERLACHEN AVE #106, Winter Park, FL 32789
    3D
    Open 9/13 12PM-2PM

    $ 649,900

    2 Beds2 Baths1,000 SqFt

    535 N INTERLACHEN AVE #106, Winter Park, FL 32789

    Condo

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1
  • 2

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.