Buy
- Winter Park
- Homes for Sale
- Open Houses
- New Homes
- Recently Sold
Rent
- Winter Park
- Apartments for Rent
- Houses for Rent
- Townhomes for Rent
- Post A Rental Listing
Mortgage

Recently Sold 1 Bedroom Homes in Winter Park, FL

862 homes

Use arrow keys to navigate
SOLD
JUL 20, 2026
$368,000
2 Beds
2.5 Baths
1,428 sqft
340 KILLARNEY BAY COURT #4-4,
Winter Park, FL 32789
KELLER WILLIAMS WINTER PARK
Use arrow keys to navigate
SOLD
JUL 20, 2026
$85,000
2 Beds
2 Baths
1,003 sqft
1000 S SEMORAN BLVD BOULEVARD #603,
Winter Park, FL 32792
VALENCE REALTY GROUP
Use arrow keys to navigate
SOLD
JUL 20, 2026
$163,000
2 Beds
2 Baths
1,105 sqft
2923 ANTIQUE OAKS CIRCLE #39,
Winter Park, FL 32792
GLOBALWIDE REALTY LLC
Use arrow keys to navigate
SOLD
JUL 15, 2026
$290,000
2 Beds
2.5 Baths
1,133 sqft
184 SANDLEWOOD TRAIL #2,
Winter Park, FL 32789
NOELKE REALTY
Use arrow keys to navigate
SOLD
JUL 13, 2026
$840,000
2 Beds
2 Baths
1,143 sqft
100 S INTERLACHEN AVENUE #503,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
Use arrow keys to navigate
SOLD
JUL 9, 2026
$226,000
2 Beds
2 Baths
1,068 sqft
7794 Country Pl,
Winter Park, FL 32792
Use arrow keys to navigate
SOLD
JUL 8, 2026
$215,000
2 Beds
2 Baths
1,058 sqft
4858 TANGERINE AVENUE #4858,
Winter Park, FL 32792
WRA BUSINESS & REAL ESTATE
SOLD
JUL 8, 2026
$321,000
2 Beds
2 Baths
1,027 sqft
5894 SHALE COURT,
Winter Park, FL 32792
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUL 7, 2026
$185,000
2 Beds
2 Baths
1,058 sqft
4772 TANGERINE AVENUE #4772,
Winter Park, FL 32792
THE WILKINS WAY LLC
SOLD
JUL 6, 2026
$265,000
2 Beds
2 Baths
1,495 sqft
2401 Sun Valley Cir,
Winter Park, FL 32792
SOLD
JUL 2, 2026
$307,500
2 Beds
1 Bath
835 sqft
2123 Karolina Ave,
Winter Park, FL 32789
SOLD
JUL 2, 2026
$307,500
2 Beds
1 Bath
926 sqft
2119 Karolina Ave,
Winter Park, FL 32789
SOLD
JUL 2, 2026
$265,000
2 Beds
2.5 Baths
1,495 sqft
2401 SUN VALLEY CIRCLE #2401,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
JUN 29, 2026
$285,000
2 Beds
2 Baths
1,241 sqft
3159 GREENWOOD STREET,
Winter Park, FL 32792
GLOBAL PROPERTIES SALES/MGMT
SOLD
JUN 26, 2026
$210,000
2 Beds
2 Baths
1,266 sqft
200 Saint Andrews Blvd 2901,
Winter Park, FL 32792
KELLER WILLIAMS WINTER PARK
SOLD
JUN 26, 2026
$284,000
2 Beds
1 Bath
1,317 sqft
1390 Clay St,
Winter Park, FL 32789
SOLD
JUN 24, 2026
$400,000
2 Beds
2 Baths
1,018 sqft
721 DUNBAR STREET,
Winter Park, FL 32789
KELLER WILLIAMS REALTY AT THE PARKS
SOLD
JUN 24, 2026
$310,000
2 Beds
1 Bath
860 sqft
1430 Michigan Ave,
Winter Park, FL 32789
SOLD
JUN 22, 2026
$480,000
2 Beds
2 Baths
1,161 sqft
439 Berwick Dr,
Winter Park, FL 32792
SOLD
JUN 22, 2026
$217,000
2 Beds
1 Bath
854 sqft
2400 DOMINICA RUN,
Winter Park, FL 32792
FLORIDA HOME TEAM REALTY LLC
SOLD
JUN 19, 2026
$158,000
2 Beds
1 Bath
1,166 sqft
2531 Antilles Dr,
Winter Park, FL 32792
SOLD
JUN 17, 2026
$475,000
2 Beds
1 Bath
1,073 sqft
1036 ARAGON AVENUE,
Winter Park, FL 32789
WATSON REALTY CORP
SOLD
JUN 16, 2026
$612,500
2 Beds
2 Baths
1,040 sqft
259 E CANTON AVENUE #259,
Winter Park, FL 32789
FANNIE HILLMAN & ASSOCIATES
SOLD
JUN 12, 2026
$450,000
2 Beds
1 Bath
1,396 sqft
841 W SWOOPE AVENUE,
Winter Park, FL 32789
EXP REALTY LLC
SOLD
JUN 12, 2026
$148,300
2 Beds
2.5 Baths
1,236 sqft
5210 Lazy Oaks Dr,
Winter Park, FL 32792
SOLD
JUN 9, 2026
$230,000
2 Beds
1.5 Baths
908 sqft
1250 S DENNING DRIVE #117,
Winter Park, FL 32789
PREMIER SOTHEBY'S INTL. REALTY
SOLD
JUN 9, 2026
$2,280,000
2 Beds
2 Baths
1,400 sqft
436 N Knowles Ave,
Winter Park, FL 32789
SOLD
JUN 5, 2026
$237,500
2 Beds
2 Baths
956 sqft
2500 LEE ROAD #229,
Winter Park, FL 32789
REALCOM REAL ESTATE SERVICES INC
SOLD
JUN 4, 2026
$215,000
2 Beds
2 Baths
1,008 sqft
5130 Lazy Oaks Dr,
Winter Park, FL 32792
SOLD
JUN 2, 2026
$179,900
2 Beds
2 Baths
840 sqft
3651 N GOLDENROD ROAD #D101,
Winter Park, FL 32792
ANNE ROGERS REALTY GROUP INC
SOLD
JUN 1, 2026
$168,146
2 Beds
2 Baths
1,003 sqft
1000 S SEMORAN BOULEVARD #805,
Winter Park, FL 32792
SHAWFIELD REALTY GROUP
SOLD
JUN 1, 2026
$280,000
2 Beds
2 Baths
1,008 sqft
5180 Lazy Oaks Dr,
Winter Park, FL 32792
SOLD
JUN 1, 2026
$215,000
2 Beds
2 Baths
1,008 sqft
5130 LAZY OAKS DRIVE #5130,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 29, 2026
$265,000
2 Beds
2 Baths
1,199 sqft
2530 LEEWARD WAY,
Winter Park, FL 32792
WEMERT GROUP REALTY LLC
SOLD
MAY 27, 2026
$99,000
2 Beds
2 Baths
1,088 sqft
3028 GEORGE MASON AVENUE #J-7E,
Winter Park, FL 32792
EXP REALTY LLC
SOLD
MAY 27, 2026
$280,000
2 Beds
2 Baths
1,008 sqft
5180 LAZY OAKS DRIVE #5180,
Winter Park, FL 32792
CHARLES RUTENBERG REALTY ORLANDO
SOLD
MAY 26, 2026
$421,000
2 Beds
1 Bath
825 sqft
1982 E End Ave,
Winter Park, FL 32789
SOLD
MAY 26, 2026
$194,995
2 Beds
2 Baths
1,058 sqft
4790 TANGERINE AVENUE #4790,
Winter Park, FL 32792
SUNSHINE BROKERAGE, LLC
SOLD
MAY 26, 2026
$103,000
2 Beds
2 Baths
1,066 sqft
3057 AARON BURR AVENUE #1,
Winter Park, FL 32792
FLORIDA REALTY INVESTMENTS
SOLD
MAY 22, 2026
$286,000
2 Beds
1.5 Baths
1,056 sqft
3204 NETHERWOOD,
Winter Park, FL 32792
WATSON REALTY CORP.

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511