Dowling, Amerivest Pro-Team Philip and Perrine Dowling, Realtors
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467 Properties

467 Properties Available In Winter Park

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FL >Winter Park >
Market Insights
  • 1120 PRESERVE POINT DR, Winter Park, FL 32789
    1/89 89
    Active

    $ 8,950,000

    7 Beds11 Baths11,255 SqFt

    1120 PRESERVE POINT DR, Winter Park, FL 32789

    Single Family Home

    Listed by Hal George PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 550 PALMER AVE, Winter Park, FL 32789
    1/76 76
    Active

    $ 6,495,000

    5 Beds7 Baths5,939 SqFt

    550 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by John McDade FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1571 WOODLAND AVE, Winter Park, FL 32789
    1/73 73
    Active

    $ 6,000,000

    5 Beds8 Baths7,397 SqFt

    1571 WOODLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 1200 VIA SALERNO, Winter Park, FL 32789
    1/47 47
    Active

    $ 5,995,000

    5 Beds6 Baths5,476 SqFt

    1200 VIA SALERNO, Winter Park, FL 32789

    Single Family Home

    Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 2211 AZALEA PL, Winter Park, FL 32789
    1/99 99
    Active

    $ 5,250,000

    5 Beds7 Baths7,278 SqFt

    2211 AZALEA PL, Winter Park, FL 32789

    Single Family Home

    Listed by Maggie Walas FORTUNE INTERNATIONAL REALTY

    Stellar MLS
  • 1660 PALMER AVE, Winter Park, FL 32789
    1/53 53
    Pending

    $ 4,950,000

    5 Beds7 Baths6,406 SqFt

    1660 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 231 CHELTON CIR, Winter Park, FL 32789
    3D
    New

    $ 4,950,000

    4 Beds7 Baths5,550 SqFt

    231 CHELTON CIR, Winter Park, FL 32789

    Single Family Home

    Listed by Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    Stellar MLS
  • 503 N INTERLACHEN AVE, Winter Park, FL 32789
    1/12 12
    Active

    $ 4,500,000

    0.48 Acres Lot

    503 N INTERLACHEN AVE, Winter Park, FL 32789

    Multi-Family

    Listed by Kelly Price KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 643 N PARK AVE, Winter Park, FL 32789
    1/82 82
    Active

    $ 4,295,000

    3 Beds5 Baths4,231 SqFt

    643 N PARK AVE, Winter Park, FL 32789

    Townhouse

    Listed by Sara Cambron PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1441 CARDINAL CT, Winter Park, FL 32789
    3D
    Active

    $ 4,285,000

    4 Beds6 Baths4,066 SqFt

    1441 CARDINAL CT, Winter Park, FL 32789

    Single Family Home

    Listed by Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
  • 650 DIXIE Pkwy, Winter Park, FL 32789
    1/85 85
    Pending

    $ 4,250,000

    6 Beds7 Baths6,007 SqFt

    650 DIXIE Pkwy, Winter Park, FL 32789

    Single Family Home

    Listed by Kelly Price KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1298 BEACHVIEW AVE, Winter Park, FL 32789
    1/48 48
    Active

    $ 4,200,000

    0.34 Acres

    1298 BEACHVIEW AVE, Winter Park, FL 32789

    Vacant Land

    Listed by Shandy Ortiz PREMIER SOTHEBYS INT'L REALTY

    Stellar MLS
  • 141 W LAKE SUE AVE, Winter Park, FL 32789
    1/5 5
    Active

    $ 4,200,000

    5 Beds7 Baths5,500 SqFt

    141 W LAKE SUE AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Brian Hyser THE AGENCY FL

    Stellar MLS
  • 1150 VIA SALERNO, Winter Park, FL 32789
    1/62 62
    Active

    $ 4,195,000

    4 Beds6 Baths3,850 SqFt

    1150 VIA SALERNO, Winter Park, FL 32789

    Single Family Home

    Listed by Padgett McCormick KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1161 VALENCIA AVE, Winter Park, FL 32789
    1/65 65
    Active

    $ 3,995,000

    4 Beds5 Baths4,181 SqFt

    1161 VALENCIA AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

    Stellar MLS
  • 1600 LEGION DR, Winter Park, FL 32789
    1/70 70
    Open Sun 2PM-4PM

    $ 3,995,000

    5 Beds6 Baths4,483 SqFt

    1600 LEGION DR, Winter Park, FL 32789

    Single Family Home

    Listed by Brian Teach COLDWELL BANKER REALTY

    Stellar MLS
  • 1117 KENWOOD AVE, Winter Park, FL 32789
    1/67 67
    Pending

    $ 3,978,900

    4 Beds5 Baths4,353 SqFt

    1117 KENWOOD AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Domenique Lombardo ROYALTY R E BOUTIQUE INC

    Stellar MLS
  • 150 DANA WAY, Winter Park, FL 32789
    1/81 81
    Pending

    $ 3,799,000

    5 Beds5 Baths4,451 SqFt

    150 DANA WAY, Winter Park, FL 32789

    Single Family Home

    Listed by Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
  • 207 E KINGS WAY, Winter Park, FL 32789
    1/6 6
    Active

    $ 3,650,000

    5 Beds5 Baths3,719 SqFt

    207 E KINGS WAY, Winter Park, FL 32789

    Single Family Home

    Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
  • 1836 WHITEHALL DR, Winter Park, FL 32789
    1/70 70
    New

    $ 3,500,000

    5 Beds7 Baths4,168 SqFt

    1836 WHITEHALL DR, Winter Park, FL 32789

    Single Family Home

    Listed by Bianca Khoury PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 2240 VENETIAN WAY, Winter Park, FL 32789
    1/27 27
    Active

    $ 3,500,000

    4 Beds4 Baths4,036 SqFt

    2240 VENETIAN WAY, Winter Park, FL 32789

    Single Family Home

    Listed by Johnny Hurlburt COLDWELL BANKER REALTY

    Stellar MLS
  • 649 N PARK AVE, Winter Park, FL 32789
    1/44 44
    Active

    $ 3,500,000

    3 Beds5 Baths3,180 SqFt

    649 N PARK AVE, Winter Park, FL 32789

    Townhouse

    Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 121 E FAWSETT RD, Winter Park, FL 32789
    1/11 11
    New

    $ 3,490,000

    5 Beds6 Baths4,191 SqFt

    121 E FAWSETT RD, Winter Park, FL 32789

    Single Family Home

    Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1581 FOREST AVE, Winter Park, FL 32789
    1/57 57
    Active

    $ 3,393,000

    4 Beds6 Baths4,683 SqFt

    1581 FOREST AVE, Winter Park, FL 32789

    Single Family Home

    Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
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ProAgent-whReal Logo Outline White
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

    • 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

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ProAgent-whReal Logo Outline White
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

    • 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 2026. 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.