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
135 Properties

135 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
  • 2661 VIA TUSCANY, Winter Park, FL 32789
    1/100 100
    Price Dropped by $1.9M

    $ 6,600,000

    4 Beds5 Baths4,636 SqFt

    2661 VIA TUSCANY, Winter Park, FL 32789

    Single Family Home

    Listed by PV LUXURY GROUP PA

    Stellar MLS
  • 1221 RICHMOND RD, Winter Park, FL 32789
    1/52 52
    Price Dropped by $225K

    $ 5,575,000

    5 Beds6 Baths5,164 SqFt

    1221 RICHMOND RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 2211 AZALEA PL, Winter Park, FL 32789
    1/99 99
    Price Dropped by $455K

    $ 5,495,000

    5 Beds7 Baths7,278 SqFt

    2211 AZALEA PL, Winter Park, FL 32789

    Single Family Home

    Listed by FORTUNE INTERNATIONAL REALTY

    Stellar MLS
  • 1840 W FAWSETT RD, Winter Park, FL 32789
    1/49 49
    Price Dropped by $100K

    $ 4,295,000

    5 Beds5 Baths4,129 SqFt

    1840 W FAWSETT RD, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1742 TEMPLE DR, Winter Park, FL 32789
    1/58 58
    Price Dropped by $100K

    $ 3,799,000

    4 Beds5 Baths3,658 SqFt

    1742 TEMPLE DR, Winter Park, FL 32789

    Single Family Home

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 575 PALMER AVE, Winter Park, FL 32789
    1/56 56
    Pending

    $ 2,800,000

    6 Beds5 Baths4,767 SqFt

    575 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by DEVLIN INVESTORS & ASSOCIATES

    Stellar MLS
  • 1020 MAYFIELD AVE, Winter Park, FL 32789
    1/49 49
    Price Dropped by $175K

    $ 2,775,000

    4 Beds3 Baths2,663 SqFt

    1020 MAYFIELD AVE, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 1341 PLACE PICARDY, Winter Park, FL 32789
    1/56 56
    Price Dropped by $105K

    $ 2,695,000

    5 Beds6 Baths4,469 SqFt

    1341 PLACE PICARDY, Winter Park, FL 32789

    Single Family Home

    Listed by STOCKWORTH REALTY GROUP

    Stellar MLS
  • 140 E MORSE BLVD #J, Winter Park, FL 32789
    1/32 32
    Price Dropped by $254K

    $ 2,495,000

    3 Beds3 Baths2,143 SqFt

    140 E MORSE BLVD #J, Winter Park, FL 32789

    Condo

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 715 VIA BELLA, Winter Park, FL 32789
    1/60 60
    Price Dropped by $40K

    $ 2,329,000

    5 Beds4 Baths4,328 SqFt

    715 VIA BELLA, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 2614 PARKLAND DR, Winter Park, FL 32789
    1/56 56
    Price Dropped by $10K

    $ 2,090,000

    4 Beds4 Baths3,307 SqFt

    2614 PARKLAND DR, Winter Park, FL 32789

    Single Family Home

    Listed by JW GASTON LLC

    Stellar MLS
  • 617 WORTHINGTON DR, Winter Park, FL 32789
    1/45 45
    Price Dropped by $77K

    $ 1,899,000

    5 Beds5 Baths3,533 SqFt

    617 WORTHINGTON DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLY PRICE & COMPANY LLC

    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
  • 607 ELLEN DR, Winter Park, FL 32789
    1/24 24
    Price Dropped by $20K

    $ 1,644,900

    4 Beds5 Baths2,812 SqFt

    607 ELLEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by COMMUNITY REALTY ASSOCIATES

    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
  • 952 MOSS LN, Winter Park, FL 32789
    1/55 55
    Price Dropped by $40K

    $ 1,474,950

    4 Beds4 Baths3,474 SqFt

    952 MOSS LN, Winter Park, FL 32789

    Single Family Home

    Listed by THE SHOP REAL ESTATE CO.

    Stellar MLS
  • 1741 PALMER AVE, Winter Park, FL 32789
    1/59 59
    Price Dropped by $50K

    $ 1,445,000

    3 Beds3 Baths2,351 SqFt

    1741 PALMER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC

    Stellar MLS
  • 5236 LAKE HOWELL RD, Winter Park, FL 32792
    1/48 48
    Price Dropped by $175K

    $ 1,275,000

    4 Beds3 Baths3,710 SqFt

    5236 LAKE HOWELL RD, Winter Park, FL 32792

    Single Family Home

    Listed by BHHS FLORIDA REALTY

    Stellar MLS
  • 208 BREWER AVE, Winter Park, FL 32789
    1/55 55
    Price Dropped by $10K

    $ 980,000

    4 Beds4 Baths2,173 SqFt

    208 BREWER AVE, Winter Park, FL 32789

    Single Family Home

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
  • 210 LAUREL PARK CT, Winter Park, FL 32792
    1/38 38
    Price Dropped by $30K

    $ 965,000

    4 Beds3 Baths2,838 SqFt

    210 LAUREL PARK CT, Winter Park, FL 32792

    Single Family Home

    Listed by PR REAL ESTATE SERVICES

    Stellar MLS
  • 250 CORTLAND AVE, Winter Park, FL 32789
    1/68 68
    Price Dropped by $5K

    $ 955,000

    3 Beds2 Baths2,114 SqFt

    250 CORTLAND AVE, Winter Park, FL 32789

    Single Family Home

    Listed by EXP REALTY LLC

    Stellar MLS
  • 915 GARDEN DR, Winter Park, FL 32789
    3D
    Price Dropped by $5K

    $ 945,000

    3 Beds3 Baths2,456 SqFt

    915 GARDEN DR, Winter Park, FL 32789

    Single Family Home

    Listed by KELLER WILLIAMS CLASSIC

    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
  • 1251 ARLINGTON PL, Winter Park, FL 32789
    3D
    Price Dropped by $51K

    $ 899,000

    3 Beds4 Baths2,116 SqFt

    1251 ARLINGTON PL, Winter Park, FL 32789

    Townhouse

    Listed by ANNE ROGERS REALTY GROUP INC

    Stellar MLS
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6

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.