- Register
- Sign In
- 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
541 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)
$1,550,000
Single Family Home
1871 TAYLOR AVE, Winter Park, FL 32789
Sellers have an assumable mortgage at a rate of 2.5%. This "Transitional Home" offers a blend of traditional and modern ...
Listed by CORCORAN PREMIER REALTY
$824,900
Single Family Home
737 N CAPEN AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to this stunning Mid-century style 3 bedroom, 2 bath, 1930 sq ft home wi...
Listed by LPT REALTY, LLC
$4,700
Single Family Home
1791 GOODRICH AVE, Winter Park, FL 32789
Beautiful furnished and fully equipped kitchen 4-bedroom, 3-bath home which sits on a large fenced corner lot in a high...
Listed by CLARA HERRERA REALTY
$550,000
Single Family Home
2627 AMBERGATE RD, Winter Park, FL 32792
This beautiful and remodeled home is turnkey and ready to move in, fully furnished. <br>Investors -- You will love the c...
Listed by COLDWELL BANKER REALTY
$1,600,000
Single Family Home
281 BREWER AVE, Winter Park, FL 32789
Under contract-accepting backup offers. Stunning Custom Designed POOL Home - 5 Bedroom, 4.5 Bath located in Osceola Shor...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$80,049
Commercial
2250 LEE RD #100-120, Winter Park, FL 32789
Prime Commercial Office Space for Lease in Winter Park! <br> <br>Elevate your business in this exceptional office and/or...
Listed by INNOVATIVE REALTY, LLC
$780,000
Vacant Land
7839 UNIVERSITY GARDEN DR, Winter Park, FL 32792
Build your dream home on 4.93 acres in Winter Park. No HOA, lot dimensions 665ft x 323ft, zoning A-2/FARMLAND RURAL, lan...
Listed by FLORIDA REALTY INVESTMENTS
$5,100
Commercial
1313 W FAIRBANKS AVE #A, Winter Park, FL 32789
Private Office for Lease in Stunning, Swanky Shared Space Near Park Avenue. You've never experienced an office like this...
Listed by INVESTOR'S REAL ESTATE LLC
$500,000
Vacant Land
2011 HARMON AVE, Winter Park, FL 32789
Under contract-accepting backup offers. WINTER PARK. 32789. Approximately 100 x 140 LOT (.33 acre) zoned R-2. Sewer ...
Listed by FANNIE HILLMAN & ASSOCIATES
$260,000
Vacant Land
3580 WILDE AVE, Winter Park, FL 32792
Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in covete...
Listed by COLDWELL BANKER RESIDENTIAL RE
$595,000
Vacant Land
1230 N DENNING DR, Winter Park, FL 32789
Under contract-accepting backup offers. *Location*Location*Location* Lot Size (105x69) This charming “old Florida” bunga...
Listed by FANNIE HILLMAN & ASSOCIATES
$22,740
Commercial
4063 N GOLDENROD RD #103, Winter Park, FL 32792
High traffic Winter Park location on first floor with plenty of parking on Goldenrod one half block north of University ...
Listed by SPARROW REALTY & RENTALS
$310,000
Vacant Land
3520 WILDE AVE, Winter Park, FL 32792
Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just over an acre, lot in coveted ...
Listed by COLDWELL BANKER RESIDENTIAL RE
$32,400
Commercial
3592 ALOMA AVE #3, Winter Park, FL 32792
1,440 SF unit in professional Winter Park Business Center with ADA compliant bathroom. <br>C-2 zoning is suitable for o...
Listed by C BRENNER INC
$489,000
Vacant Land
7429 RESTFUL ST, Winter Park, FL 32792
Expansive 1.96± Acre Vacant Land in Winter Park, FL – Two Lots Sold Together! <br> <br>An incredible opportunity awaits ...
Listed by PREMIER SOTHEBYS INT'L REALTY
$269,000
Commercial
3586 ALOMA AVE #M, Winter Park, FL 32792
Commercial Office for sale in the Winter Park Commerce Center. This unit is located on the second floor, and includes 10...
Listed by DEO REALTY LLC
$1,990,000
Vacant Land
681 BALMORAL RD, Winter Park, FL 32789
Lakefront Lot. Build your dream home on a rare available Lot on Lake Berry. Establish your legacy at this beautiful Wi...
Listed by EPIC REAL ESTATE ADVISORS LLC
$749,000
Commercial
5150 OLD HOWELL BRANCH RD, Winter Park, FL 32792
TWO LOTS FOR THE PRICE OF ONE! This property is situated in a prime, high-traffic area with a Winter Park address. It bo...
Listed by COMPASS FLORIDA, LLC
$1,850,000
Vacant Land
313 SYLVAN DR, Winter Park, FL 32789
Desirable Winter Park, Lake Sylvan lakefront homesite, Sunset views, Lot dimensions 72 x 220 high and dry, .37+ acres c...
Listed by FLORIDIAN REALTY GROUP LLC
$300,000
Vacant Land
2446 LOTAFUN AVE, Winter Park, FL 32789
Who wouldn't want to live on a street called LOTAFUN? This is your opportunity to build your dream home on a quiet stre...
Listed by COLDWELL BANKER RESIDENTIAL RE
$449,000
Commercial
157 E NEW ENGLAND AVE #302, Winter Park, FL 32789
• 3rd floor 940SF private office condo with lots of natural light <br>• Fully renovated Sep. 2024, including floors, pai...
Listed by C BRENNER INC
$1,679,000
Commercial
7507 ALOMA AVE, Winter Park, FL 32792
GREAT OPPORTUNITY TO OWN A STRIP CENTER ON ALOMA & PALM!! 3 LONG TERM tenants in place plus 1 stand alone building occup...
Listed by ELTIER 1 REALTY LLC
$669,000
Vacant Land
763 OVERSPIN DR, Winter Park, FL 32789
Rare lot in Winter Park/College Park just steps away from Dubsdread Golf Course. This location is in Central Florida c...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$590,000
Vacant Land
2228 HOWARD DR, Winter Park, FL 32789
Discover the ideal site for your dream home on this cleared, build-ready lot in one of Winter Park's established neighbo...
Listed by PREMIER SOTHEBY'S INTL. REALTY