- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
464 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)
$400,000
Single Family Home
7276 ABBEY LN, Winter Park, FL 32792
Nestled in the serene Oakcrest neighborhood, this charming 3-bedroom, 2-bathroom home seamlessly blends comfort and func...
Listed by KELLER WILLIAMS ADVANTAGE REAL
$365,000
Single Family Home
770 CARVER ST, Winter Park, FL 32789
Under contract-accepting backup offers. Welcome to 770 Carver Street in the highly sought after Winter Park, Florida! <b...
Listed by LEGENDS REALTY
$230,000
Condo
7403 GLEN OAKS WAY #82, Winter Park, FL 32792
Great location, perfect for first time buyers. This cozy corner unit features 3 bedrooms and 2 bathrooms upstairs, a ha...
Listed by OUTLET REALTY
$147,500
Condo
1695 LEE RD #B211, Winter Park, FL 32789
Fantastic 2 bedroom, 1 bathroom unit in the centrally located Waterfall Cove community in Winter Park, close to all of t...
Listed by RE/MAX ASSURED
$6,900
Single Family Home
433 CAROLINA AVE, Winter Park, FL 32789
From the boutique address at 433 Carolina Ave, take a stroll down to historic Hannibal Square or to the New England gour...
Listed by COLDWELL BANKER RESIDENTIAL RE
$2,500
Single Family Home
5055 LAKE HOWELL RD, Winter Park, FL 32792
This gorgeous 3 bedroom 2 bathroom house is currently up for rent. Enjoy the wood floors, stainless steel appliances, gr...
Listed by SPECTRUM PROPERTY GROUP LLC
$2,000
Single Family Home
1433 INDIANA AVE, Winter Park, FL 32789
1/2 Duplex in amazing location in Winter Park! Walk to great bars and restaurants or bike to Park Avenue! Full gut renov...
Listed by SAND DOLLAR REALTY GROUP INC
$1,800
Condo
1250 S DENNING DR #205, Winter Park, FL 32789
JUST 5 MILES AWAY FROM DOWNTOWN ORLANDO!!!Discover this beautifully renovated 2-bedroom, 2-bathroom condo located in the...
Listed by EXP REALTY LLC
$1,500
Single Family Home
1512 INDIANA AVE #B, Winter Park, FL 32789
Spacious ONE BEDROOM , one bath CONDO available now! This is a first floor apartment with a spacious living room and din...
Listed by LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
$1,400
Condo
3035 GEORGE MASON AVE #C, Winter Park, FL 32792
MOVE -In READY! Save $200 when you move in by Feb 1! Water/Sewer INCLUDED! Second floor perch where price and location p...
Listed by REAL PROPERTY MANAGEMENT SUNSTATE
$550,000
Single Family Home
1137 OAKS BLVD, Winter Park, FL 32789
Multiple Offers, please submit highest and best by Friday 1/10 4pm. Charming Winter Park Gem with Exceptional Opportuni...
Listed by RE/MAX TOWN & COUNTRY REALTY
$359,000
Single Family Home
992 CARNATION DR, Winter Park, FL 32792
Welcome to your dream home at 992 Carnation Dr., a stunning three-bedroom, two-bath residence located in the heart of Wi...
Listed by RE/MAX ASSURED
$2,400
Condo
151 N ORLANDO AVE #207, Winter Park, FL 32789
Welcome to this beautifully renovated 2-bedroom, 1-bathroom second-floor condo on picturesque Lake Killarney. This move-...
Listed by PALMANO GROUP RE BROKERAGE LLC
$1,900
Townhouse
5464 BRACKEN CT, Winter Park, FL 32792
This 3 Bedroom, 2.5 Bath townhome is located in the Fernbrook Trails Townhome community. Wonderful location close to 417...
Listed by ALL ACCESS REALTY, INC
$1,800
Single Family Home
1512 INDIANA AVE #A, Winter Park, FL 32789
Spacious ONE BEDROOM , one bath CONDO available now! This is a first floor apartment with a spacious living room and din...
Listed by LAWHUN ENTERPRISES IV, LLC DBA:FLORIDA REALTY INVESTMENTS IV
$1,399
Condo
1695 LEE RD #C204, Winter Park, FL 32789
Spacious two-bedroom, one bath condo available now! This is a second-floor apartment with a spacious living room and din...
Listed by FLORIDA REALTY INVESTMENTS
$105,000
Condo
197 SCOTTSDALE SQ #197, Winter Park, FL 32792
Featuring a functional floor plan, this property is perfect for investors or buyers looking to customize their new home....
Listed by LA ROSA REALTY ORLANDO LLC
$5,100
Townhouse
1794 MONDRIAN CIR #19, Winter Park, FL 32789
Newer Winter Park Lakefront 3 Bedroom, 3.5 Bath Condo located on Lake Killarney. State of the Art kitchen has been desig...
Listed by ANNE ROGERS REALTY GROUP INC
$2,650
Townhouse
1994 CANNY CV, Winter Park, FL 32792
This beautiful three bedroom, two and a half bath townhome is located in the newly developed Grayson Square, a gated com...
Listed by CAM REALTY & PROPERTY MANAGEME
$2,050
Condo
1695 LEE RD #B102, Winter Park, FL 32789
This charming condo is ideally located in the highly desirable city of Winter Park, offering easy access to I-4 and just...
Listed by LA ROSA REALTY PREMIER LLC
$1,675
Condo
7449 DANIEL WEBSTER DR #A-3, Winter Park, FL 32792
Welcome home to 7449 Daniel Webster Dr. #A-3, a two bedroom, two and a half bath two story condominium in Winter Park! A...
Listed by INNOVATIVE REALTY, LLC
$1,300
Condo
3057 AARON BURR AVE #3, Winter Park, FL 32792
1 Bedroom/1 Bathroom - 1st floor Condo in the Colonies - AVAILABLE NOW! Ground Floor Condo, All Appliances EXCEPT microw...
Listed by CFRP REALTY LLC
$6,250,000
Single Family Home
541 VIRGINIA DR, Winter Park, FL 32789
Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborho...
Listed by HOMEVEST REALTY
$1,200,000
Single Family Home
5049 LAKE HOWELL RD, Winter Park, FL 32792
If you live in Winter Park you have driven by this large newer Custom- Built Home with 4,462 sqft., convenient to Interl...
Listed by FANNIE HILLMAN & ASSOCIATES