Open house Sat, Nov 7 · 1:00 PM28$435,000
3 bd · 3 ba · 2,027 sqft
5415 N Lake Burkett Ln, Winter Park, FL
Joseph Sipp · KELLER WILLIAMS WINTER PARK
Homes for Sale in Winter Park, FL
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24 of 339 Listings
Open house Sat, Nov 7 · 1:00 PM28$435,000
3 bd · 3 ba · 2,027 sqft
5415 N Lake Burkett Ln, Winter Park, FL
Joseph Sipp · KELLER WILLIAMS WINTER PARK
New38$739,000
4 bd · 4 ba · 2,553 sqft
2315 Kestrel Perch Pl, Winter Park, FL
He Gao · U S GLORY REALTY
NewOpen house Sat, Nov 7 · 12:00 PM31$295,000
2 bd · 2 ba · 1,074 sqft
700 Melrose Ave #B23, Winter Park, FL
Olivia Maxwell · FANNIE HILLMAN & ASSOCIATES
Open house Sat, Nov 7 · 1:00 PM37$1,949,000
4 bd · 4 ba · 3,450 sqft
1398 Grove Ter, Winter Park, FL
Jennifer Sloan · COMPASS FLORIDA LLC
New40$895,000
3 bd · 3 ba · 2,170 sqft
1118 Washington Ave #5C, Winter Park, FL
Steven Koleno · BEYCOME OF FLORIDA LLC
New17$139,998
1 bd · 1 ba · 749 sqft
3019 Antique Oaks Cir #127, Winter Park, FL
Chevon Eaton · CHEVON EATON
32$335,000
2 bd · 2 ba · 1,140 sqft
220 Killarney Bay Ct #6-2, Winter Park, FL
Cindy Gold · COLDWELL BANKER REALTY
Open house Sun, Nov 8 · 12:00 PM42$650,000
3 bd · 3 ba · 1,798 sqft
1261 Michigan Ave, Winter Park, FL
Mary Colton · FANNIE HILLMAN & ASSOCIATES
20$325,000
3 bd · 2 ba · 1,783 sqft
2535 Leeward Way, Winter Park, FL
Angela Amy · CHARLES RUTENBERG REALTY ORLANDO
1$1,499,000
4 bd · 4 ba · 3,478 sqft
1350 Lyndale Blvd, Winter Park, FL
Gabriela Santiago · PREMIER BROKERS INTERNATIONAL
44$325,000
2 bd · 2 ba · 1,074 sqft
700 Melrose Ave #a22, Winter Park, FL
Paula Bui · CENTURY 21 CARIOTI
2$849,900
4 bd · 3 ba · 2,434 sqft
2011 Harmon Ave, Winter Park, FL
Kim Griffin · RE/MAX EXCLUSIVE COLLECTION
37$410,000
3 bd · 2 ba · 1,300 sqft
1935 Azalea Ave, Winter Park, FL
Michael Cardinali · C BRENNER INC
30$175,000
1 bd · 1 ba · 727 sqft
200 St Andrews Blvd #906, Winter Park, FL
Donna Bryant · COLDWELL BANKER REALTY
16$5,950,000
5 bd · 6 ba · 5,796 sqft
1441 Grove Ter, Winter Park, FL
Julie Christensen · ONE LUXURY INTERNATIONAL LLC
8$1,379,900
4 bd · 4 ba · 2,984 sqft
1534 Miller Ave, Winter Park, FL
Kim Griffin · RE/MAX EXCLUSIVE COLLECTION
80$3,995,000
3 bd · 5 ba · 3,885 sqft
125 S Interlachen Ave #4, Winter Park, FL
Alison Mosley · PREMIER SOTHEBY'S INTL. REALTY
Open house Sat, Nov 7 · 1:00 AM13$385,000
3 bd · 2 ba · 1,305 sqft
7361 Grand Ave, Winter Park, FL
Jennifer Sloan · COMPASS FLORIDA LLC
66$249,000
3 bd · 2 ba · 1,345 sqft
4940 Tangerine Ave #4940, Winter Park, FL
Edward Johnston · COLDWELL BANKER REALTY
5$1,425,000
4 bd · 5 ba · 3,563 sqft
2237 Woodcrest Dr, Winter Park, FL
Robert St. Pierre · WEEKLEY HOMES REALTY COMPANY
28$225,000
3 bd · 1 ba · 1,227 sqft
3462 Seagrape Dr, Winter Park, FL
Thomas Nickley, Jr · KELLER WILLIAMS REALTY AT THE PARKS
16$2,449,000
5 bd · 5 ba · 3,391 sqft
1441 Palm Ave, Winter Park, FL
Christopher Christensen · ONE LUXURY INTERNATIONAL LLC
61$1,175,000
3 bd · 3 ba · 2,096 sqft
1500 Harris Cir, Winter Park, FL
Mary Heidrich · COLDWELL BANKER REALTY
27$365,000
3 bd · 2 ba · 1,208 sqft
2168 Ridge Dr, Winter Park, FL
Uwem Akpan · CHARLES RUTENBERG REALTY ORLANDO
Stellar MLSSource: HJN community data
October 2026 · This period is still settling
Selling at 96.8% of asking price
Buyers here are paying below asking. MLS · 65 sales · as of Oct 30, 2026