55 Trismen (lots 7, 8 & 9) Terrace Property Photo
43
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$6,195,000
55 TRISMEN (LOTS 7, 8 & 9) TERRACE 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt6,6906.7k
  • Built1955
  • Lot1.50 ac.
1001 Anchorage Court Property Photo
54
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$5,750,000
1001 ANCHORAGE COURT 
Winter Park, FL 32789
  • Beds5
  • Baths 7 Total 7 Total
  • SqFt9,2779.3k
  • Built2020
  • Lot0.66 ac.
55 Trismen (lots 7 & 8) Terrace Property Photo
38
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$5,195,000
55 TRISMEN (LOTS 7 & 8) TERRACE 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt6,6906.7k
  • Built1955
  • Lot0.89 ac.
171 Genius Drive Property Photo
85
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$4,500,000
171 GENIUS DRIVE 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt5,2365.2k
  • Built2000
  • Lot0.78 ac.
433 E New England Avenue Property Photo
64
CORCORAN PREMIER REALTY Logo
Listing Provided By: CORCORAN PREMIER REALTY
$3,995,000
433 E NEW ENGLAND AVENUE 
Winter Park, FL 32789
  • Beds10
  • Baths 14 Total 14 Total
  • SqFt8,3258.3k
  • Built1905
  • Lot0.58 ac.
690 N New York Avenue Property Photo
3
NEW
THE HOPE GROUP Logo
Listing Provided By: THE HOPE GROUP
$3,850,000
690 N NEW YORK AVENUE 
Winter Park, FL 32789
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt4,9014.9k
  • Built2021
  • Lot0.24 ac.
1210 Alberta Drive Property Photo
49
NEW
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$3,495,000
1210 ALBERTA DRIVE 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt5,4495.4k
  • Built1991
  • Lot0.70 ac.
125 S Interlachen Avenue #6 Property Photo
51
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,990,000
125 S INTERLACHEN AVENUE #6 
Winter Park, FL 32789
  • Beds3
  • Baths 5 Total 5 Total
  • SqFt4,1604.2k
  • Built2020
  • Lot0.03 ac.
1806 Gipson Green Lane Property Photo
92
RINKER REALTY Logo
Listing Provided By: RINKER REALTY
$2,800,000
1806 GIPSON GREEN LANE 
Winter Park, FL 32789
  • Beds7
  • Baths 6 Total 6 Total
  • SqFt4,4814.5k
  • Built2001
  • Lot0.43 ac.
1637 Chase Landing Way Property Photo
90
BLUE CHIP INTERNATIONAL REALTY LLC Logo
Listing Provided By: BLUE CHIP INTERNATIONAL REALTY LLC
$2,690,000
1637 CHASE LANDING WAY 
Winter Park, FL 32789
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt6,2726.3k
  • Built2002
  • Lot0.71 ac.
210 Virginia Drive Property Photo
72
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$2,600,000
210 VIRGINIA DRIVE 
Winter Park, FL 32789
  • Beds5
  • Baths 7 Total 7 Total
  • SqFt3,7493.7k
  • Built1925
  • Lot0.68 ac.
2615 Oglesby Avenue Property Photo
31
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$2,600,000
2615 OGLESBY AVENUE 
Winter Park, FL 32789
  • Beds7
  • Baths 8 Total 8 Total
  • SqFt6,7006.7k
  • Built2015
  • Lot1.13 ac.
2219 Venetian Way Property Photo
53
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,550,000
2219 VENETIAN WAY 
Winter Park, FL 32789
  • Beds6
  • Baths 6 Total 6 Total
  • SqFt6,3626.4k
  • Built2007
  • Lot0.40 ac.
21 Killarney Drive Property Photo
60
KELLER WILLIAMS REALTY AT THE PARKS Logo
Listing Provided By: KELLER WILLIAMS REALTY AT THE PARKS
$2,495,000
21 KILLARNEY DRIVE 
Winter Park, FL 32789
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt5,0775.1k
  • Built2018
  • Lot0.40 ac.
1811 Via Tuscany Property Photo
50
KELLY PRICE COMPANY LLC Logo
Listing Provided By: KELLY PRICE COMPANY LLC
$2,495,000
1811 VIA TUSCANY 
Winter Park, FL 32789
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt4,1764.2k
  • Built2001
  • Lot0.29 ac.
315 E New England Avenue #31 Property Photo
63
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,450,000
315 E NEW ENGLAND AVENUE #31 
Winter Park, FL 32789
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt3,6033.6k
  • Built2008
  • Lot0.63 ac.
1660 Palmer Avenue Property Photo
5
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$2,415,000
1660 PALMER AVENUE 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt5,4005.4k
  • Built2021
  • Lot0.36 ac.
2550 Venetian Way Property Photo
77
ROTENBERGER LAND REAL ESTATE Logo
Listing Provided By: ROTENBERGER LAND REAL ESTATE
$2,400,000
2550 VENETIAN WAY 
Winter Park, FL 32789
  • Beds4
  • Baths 5 Total 5 Total
  • SqFt4,8754.9k
  • Built2008
  • Lot0.27 ac.
515 Lake Front Boulevard Property Photo
70
LA ROSA REALTY HORIZONS LLC Logo
Listing Provided By: LA ROSA REALTY HORIZONS LLC
$2,385,000
515 LAKE FRONT BOULEVARD 
Winter Park, FL 32789
  • Beds4
  • Baths 4 Total 4 Total
  • SqFt4,0234.0k
  • Built2002
  • Lot0.40 ac.
275 Stirling Avenue Property Photo
27
NEW
FLORIDA ONE REAL ESTATE LLC Logo
Listing Provided By: FLORIDA ONE REAL ESTATE LLC
$2,300,000
275 STIRLING AVENUE 
Winter Park, FL 32789
  • Beds3
  • Baths 3 Total 3 Total
  • SqFt3,0463.0k
  • Built1977
  • Lot0.50 ac.
870 Mayfield Avenue Property Photo
43
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,295,000
870 MAYFIELD AVENUE 
Winter Park, FL 32789
  • Beds6
  • Baths 6 Total 6 Total
  • SqFt5,7975.8k
  • Built2003
  • Lot0.41 ac.
138 Detmar Drive Property Photo
50
BHHS FLORIDA REALTY Logo
Listing Provided By: BHHS FLORIDA REALTY
$2,250,000
138 DETMAR DRIVE 
Winter Park, FL 32789
  • Beds6
  • Baths 8 Total 8 Total
  • SqFt5,4305.4k
  • Built1880
  • Lot0.89 ac.
125 S Interlachen Avenue #2 Property Photo
39
NEW
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,250,000
125 S INTERLACHEN AVENUE #2 
Winter Park, FL 32789
  • Beds3
  • Baths 5 Total 5 Total
  • SqFt3,2443.2k
  • Built2020
  • Lot0.03 ac.
125 S Interlachen Avenue #5 Property Photo
44
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,250,000
125 S INTERLACHEN AVENUE #5 
Winter Park, FL 32789
  • Beds3
  • Baths 5 Total 5 Total
  • SqFt3,2443.2k
  • Built2019
  • Lot0.03 ac.
431 Balmoral Road Property Photo
7
NEW
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,235,000
431 BALMORAL ROAD 
Winter Park, FL 32789
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt4,3814.4k
  • Built2018
  • Lot0.26 ac.
1001 Via Tuscany Oaks Way Property Photo
41
FANNIE HILLMAN ASSOCIATES Logo
Listing Provided By: FANNIE HILLMAN ASSOCIATES
$2,195,000
1001 VIA TUSCANY OAKS WAY 
Winter Park, FL 32789
  • Beds4
  • Baths 6 Total 6 Total
  • SqFt5,3955.4k
  • Built2004
  • Lot0.43 ac.
2229 Via Tuscany Property Photo
41
PRICE REDUCED
CREEGAN GROUP Logo
Listing Provided By: CREEGAN GROUP
$2,195,000
2229 VIA TUSCANY 
Winter Park, FL 32789
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt4,4564.5k
  • Built1999
  • Lot0.49 ac.
2400 Venetian Way Property Photo
46
PREMIER SOTHEBYS INTL. REALTY Logo
Listing Provided By: PREMIER SOTHEBYS INTL. REALTY
$2,150,000
2400 VENETIAN WAY 
Winter Park, FL 32789
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt4,2934.3k
  • Built2006
  • Lot0.24 ac.
141 N Virginia Avenue Property Photo
36
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$2,150,000
141 N VIRGINIA AVENUE 
Winter Park, FL 32789
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt4,0184.0k
  • Built2018
  • Lot0.08 ac.
1602 Alabama Drive #ph404 Property Photo
48
PRICE REDUCED
CORCORAN PREMIER REALTY Logo
Listing Provided By: CORCORAN PREMIER REALTY
$2,100,000
1602 ALABAMA DRIVE #PH404 
Winter Park, FL 32789
  • Beds3
  • Baths 4 Total 4 Total
  • SqFt2,7092.7k
  • Built1921
  • Lot0.05 ac.
950 Bonita Drive Property Photo
72
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$2,095,000
950 BONITA DRIVE 
Winter Park, FL 32789
  • Beds4
  • Baths 7 Total 7 Total
  • SqFt4,0404.0k
  • Built2003
  • Lot0.50 ac.
1319 N New York Avenue Property Photo
52
PRICE REDUCED
KELLY PRICE COMPANY LLC Logo
Listing Provided By: KELLY PRICE COMPANY LLC
$2,095,000
1319 N NEW YORK AVENUE 
Winter Park, FL 32789
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt5,2925.3k
  • Built1979
  • Lot0.44 ac.
1445 Holts Grove Circle Property Photo
66
NEW
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$2,050,000
1445 HOLTS GROVE CIRCLE 
Winter Park, FL 32789
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt4,6224.6k
  • Built2002
  • Lot0.40 ac.
1520 Highland Road Property Photo
47
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$1,995,000
1520 HIGHLAND ROAD 
Winter Park, FL 32789
  • Beds5
  • Baths 7 Total 7 Total
  • SqFt4,7204.7k
  • Built2007
  • Lot0.33 ac.
266 Chase Avenue Property Photo
66
NEW
COLDWELL BANKER REALTY Logo
Listing Provided By: COLDWELL BANKER REALTY
$1,995,000
266 CHASE AVENUE 
Winter Park, FL 32789
  • Beds5
  • Baths 6 Total 6 Total
  • SqFt4,0884.1k
  • Built1930
  • Lot0.31 ac.
1840 W Fawsett Road Property Photo
32
KELLY PRICE COMPANY LLC Logo
Listing Provided By: KELLY PRICE COMPANY LLC
$1,895,000
1840 W FAWSETT ROAD 
Winter Park, FL 32789
  • Beds5
  • Baths 5 Total 5 Total
  • SqFt4,1294.1k
  • Built1998
  • Lot0.58 ac.