- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
45 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$1,980
Condo
250 CAROLINA AVE #307, Winter Park, FL 32789
Spacious 1 Bedroom 2 bathroom condo in Beautiful ParkWest in Winter Park, walking distance to Park Ave. 3rd floor unit, ...
Listed by VERANDA PARK REALTY LLC


$449,990
Single Family Home
1550 INDIANA AVE, Winter Park, FL 32789
Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Cent...
Listed by TALENT REALTY SOLUTIONS


$1,375
Condo
2500 LEE RD #222, Winter Park, FL 32789
Tucked away from the hub of the city, yet near the action, is where you will find maintenance free living at Lakeside Ma...
Listed by HOMESMART


$350,000
Condo
184 SANDLEWOOD TRL #2, Winter Park, FL 32789
Presenting a gorgeous, completely renovated condo with a townhome feel, available in highly desirable Winter Park. This ...
Listed by SAVVY AVENUE, LLC


$689,000
Condo
535 N INTERLACHEN AVE #305, Winter Park, FL 32789
This stunning, completely renovated lock and leave luxury condo is located blocks from notable Park Avenue and has been ...
Listed by FANNIE HILLMAN & ASSOCIATES


$1,750
Condo
151 N ORLANDO AVE #210, Winter Park, FL 32789
Spacious 2-bedroom, 1-bathroom second-floor condo boasting stunning views of Lake Killarney. This lakefront community of...
Listed by PALMANO GROUP RE BROKERAGE LLC


$2,300
Single Family Home
2032 INDIANA AVE, Winter Park, FL 32789
Newer 2/2 homes with a fully equipped kitchen with stainless steel appliances, large breakfast bar, and recessed lightin...
Listed by OLDE TOWN BROKERS INC


$875,555
Single Family Home
2128 SYCAMORE DR, Winter Park, FL 32789
** MUST SEE! ** Lease and lease-to-own options with seller financing are available. Don't miss this fantastic investment...
Listed by EXP REALTY LLC


$169,000
Condo
151 NORTH ORLANDO AVENUE #142, Winter Park, FL 32789
Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy ...
Listed by EXP REALTY LLC


$750,000
Townhouse
1818 MONDRIAN CIR, Winter Park, FL 32789
Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemp...
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,420,000
Single Family Home
840 W COMSTOCK AVE, Winter Park, FL 32789
Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are g...
Listed by COLDWELL BANKER RESIDENTIAL RE


$375,000
Condo
700 MELROSE AVE J 1 AVE #J1, Winter Park, FL 32789
SUBSTAINAL REDUCTION! Sellers motivated! Beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Winter P...
Listed by FANNIE HILLMAN & ASSOCIATES


$799,900
Single Family Home
731 MIDGET DR, Winter Park, FL 32789
SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget...
Listed by COLDWELL BANKER RESIDENTIAL RE


$1,129,000
Single Family Home
1840 BISCAYNE DR, Winter Park, FL 32789
One or more photo(s) has been virtually staged. This is a diamond location home! New Construction built by the well resp...
Listed by COMPASS FLORIDA, LLC


$1,625,000
Single Family Home
1650 LAKEHURST AVE, Winter Park, FL 32789
1650 Lakehurst Avenue, Winter Park, FL | Offered at $1,695,000 | Beautiful brick home on a huge 0.38 acre corner lot, in...
Listed by KELLY PRICE & COMPANY LLC


$2,200
Single Family Home
460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
NEW YEAR RENT SPECIAL: Lease by 31 January for $200 off of first month's rent! <br> <br>Modern Comfort in a Classic Sett...
Listed by 4 ACRE REALTY LLC


$825,000
Vacant Land
1811 ONECO AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Value is in the land. Lot size is 90 X 150+- <br>Located on dead end street of ...
Listed by FANNIE HILLMAN & ASSOCIATES


$995,000
Vacant Land
1000 HOWELL BRANCH RD, Winter Park, FL 32789
Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversiz...
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC


$974,900
Commercial
2445 LEE RD, Winter Park, FL 32789
Prime commercial opportunity in the heart of Winter Park! This fully renovated, one-story, duplex-style building offers ...
Listed by COLDWELL BANKER RESIDENTIAL RE


$485,000
Vacant Land
1010 GARDEN DR, Winter Park, FL 32789
Over a quarter acre of cleared land is ready for you to build your Winter Park dream home. Conveniently located near th...
Listed by WATSON REALTY CORP.


$546,000
Vacant Land
2613 LAFAYETTE AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Premium location to invest or build your own home. <br> Vacant Land located at 2...
Listed by BEYCOME OF FLORIDA LLC
