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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
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- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
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486 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$ 109,000
3057 AARON BURR AVE #1, Winter Park, FL 32792
Condo
Listed by REALTY HUB


$ 6,900
433 CAROLINA AVE, Winter Park, FL 32789
Single Family Home
Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV


$ 1,800
1500 GAY RD #11C, Winter Park, FL 32789
Condo
Listed by REALCOM REAL ESTATE SERVICES INC


$ 3,400,000
1911 STONEHURST RD, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$ 219,000
7468 SWALLOW RUN #38, Winter Park, FL 32792
Condo
Listed by CREEGAN GROUP


$ 950,000
5325 CYPRESS RESERVE PL, Winter Park, FL 32792
Single Family Home
Listed by LPT REALTY, LLC


$ 1,350,000
2536 BROOKSHIRE AVE, Winter Park, FL 32792
Single Family Home
Listed by PALMANO GROUP RE BROKERAGE LLC


$ 1,070,000
250 CORTLAND AVE, Winter Park, FL 32789
Single Family Home
Listed by EXP REALTY LLC


$ 189,000
200 SAINT ANDREWS BLVD #2804, Winter Park, FL 32792
Condo
Listed by BETTER HOMES & GARDENS RE STAR


$ 100,000
101 SCOTTSDALE SQ #101, Winter Park, FL 32792
Condo
Listed by EXP REALTY LLC


$ 97,000
3071 GEORGE MASON AVE #5, Winter Park, FL 32792
Condo
Listed by CASTLE & COTTAGE REALTY LLC


$ 1,895
1716 MILLER AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX 200 REALTY


$ 1,795
1714 MILLER AVE, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX 200 REALTY


$ 1,235
261 SCOTTSDALE SQ #261, Winter Park, FL 32792
Condo
Listed by AGENT TRUST REALTY CORPORATION


$ 2,895,000
1630 LASBURY AVE, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES


$ 1,475,000
1600 BARCELONA WAY, Winter Park, FL 32789
Single Family Home
Listed by LPT REALTY, LLC


$ 748,000
607 DUNBLANE DR, Winter Park, FL 32792
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO


$ 489,900
535 N INTERLACHEN AVE #107, Winter Park, FL 32789
Condo
Listed by FANNIE HILLMAN & ASSOCIATES


$ 469,900
2037 CANNY CV, Winter Park, FL 32792
Townhouse
Listed by LPT REALTY, LLC


$ 450,000
4991 TANGERINE AVE, Winter Park, FL 32792
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE REALTY


$ 395,000
1021 MARE BELLO DR, Winter Park, FL 32792
Single Family Home
Listed by THE WILKINS WAY LLC


$ 4,395,000
1840 W FAWSETT RD, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC


$ 1,095,000
1444 PELICAN BAY TRL, Winter Park, FL 32792
Single Family Home
Listed by TRANSCEND REALTY


$ 849,999
2418 WHITEHALL CIR, Winter Park, FL 32792
Single Family Home
Listed by CORCORAN PREMIER REALTY
