Winter Park Real Estate
Some of the best housing options in Seminole County are in the Winter Park Real Estate market, with a variety of single family homes for sale priced between $339,500 and as high as $2,849,000 two to six bedroom homes that range in size from 1,517 to 6,034 square feet. Options for Condos in Winter Park range from $155,000 for an apartment with one bedroom and one bathroom to three bedrooms and two bathroom luxury condominiums that sell for up to $306,900. Suppose a Townhome for sale in Winter Park is what you are looking for, a two-bedroom, two bathroom 1,020 square foot villa or a three-bed, three-bath home as large as 2,811 sq ft ranging in price from $269,000 to $494,900.
We have detailed information regarding 52 communities in Winter Park, including 27 non-gated communities of single family homes, thirteen condo buildings, and nine gated communities including some new construction opportunities and open houses. Winter Park real estate activity on the MLS indicates 491 properties are currently on the market (as of July 22nd, 2025). Whether relocating to Winter Park from another state or upsizing or downsizing, whichever of the many homes for sale in Winter Park and the entire Central Florida region you choose, our professional Realtors in Winter Park Florida can guide you through the home-buying process.
Winter Park Homes For Sale
MLS#AX-11776219
570 Manor Rd, Maitland
Winter Park, FL 32751
6
10
6
10,172 SqFt
Water Front
96 Days
Windsong
1120 Preserve Point Dr
Winter Park, FL 32789
7
11
4
13,377 SqFt
Pool
Water Front
1.63 Acres
194 Days
Windsong
1112 Preserve Point Dr
Winter Park, FL 32789
5
6
3
9,159 SqFt
Pool
Water Front
1.94 Acres
55 Days
MLS#MFRO6260493
2661 Via Tuscany
Winter Park, FL 32789
4
5
2
4,874 SqFt
Pool
0.36 Acres
238 Days
New Construction
MLS#MFRO6285791
1400 Alabama Dr
Winter Park, FL 32789
5
9
4
10,175 SqFt
Pool
Water Front
0.7 Acres
144 Days
MLS#AX-11824988
2211 Azalea Pl
Winter Park, FL 32789
5
7
5
9,111 SqFt
Water Front
0.686 Acres
26 Days
MLS#MFRO6319674
2211 Azalea Pl
Winter Park, FL 32789
5
7
5
9,166 SqFt
Pool
Water Front
0.69 Acres
29 Days
MLS#MFRO6321906
1221 Richmond Rd
Winter Park, FL 32789
5
6
2
6,524 SqFt
Pool
0.34 Acres
11 Days
MLS#MFRO6323272
1333 Alberta Dr
Winter Park, FL 32789
3
4
2
4,153 SqFt
Pool
Water Front
0.25 Acres
18 Days
MLS#MFRO6282425
1660 Palmer Ave
Winter Park, FL 32789
5
7
3
7,483 SqFt
Pool
0.36 Acres
152 Days
New Construction
MLS#MFRO6325555
765 Via Lugano
Winter Park, FL 32789
4
5
2
5,462 SqFt
Pool
0.33 Acres
10 Days
MLS#MFRO6263091
2161 Sharon Rd
Winter Park, FL 32789
5
7
4
9,764 SqFt
Pool
0.58 Acres
225 Days
Living in Winter Park affords you easy access to nearby golf courses, fine dining, entertainment venues and various other amenities and conveniences in the city of Winter Park. The I-4 or Florida's Turnpike provide an easy transition to nearby cities such as Casselberry, Maitland, Winter Springs, Altamonte Springs, Longwood, Sanford, Lake Mary, Deland, Apopka, Oviedo, Labelle, and Ocoee.
Boating and watersports are integral to the Central Florida lifestyle, offering year-round access to an abundance of lakes, vibrant marine life, and a culture centered around outdoor leisure and recreation. Winter Park real estate prices are directly correlated to it's proximity to these amenities.
Additionally, four local airports are easily accessible - Orlando Executive (ORL), Orlando International (MCO), Orlando Sanford International (SFB), and Kissimmee Gateway (ISM) in Orlando.
Open House Schedule of Winter Park
What Seminole County Public Schools do Winter Park residents attend?
Where you live in Winter Park determines which Orange county public schools your children may attend, and this in turn effects property values. We make it possible to locate communities zoned for each Orange county school district.
Winter Park Communities
- Charter Oaks
- Hidden Oaks
- Lancelot
- Vistas At Lake Howell
- Carolyn Estates
- Garden Lake
- Lake Killarney
- The Cloisters
- Winter Park Woods
- Autumn Glen
- Eden Point
- Killarney Bay
- Sanctuary
- Whisperwood
- Cedarwood Village
- Hawks Crest
- Lakeside Estates
- Via Lago
- Bear Gully Pointe
- Fernbrook Trails
- Kings Cove
- Stratford
- Winter Park Villas
- Amberwood
- Country Lane
- Hyde Park
- Quail Run At Bear Gully Lake
- Whispering Waters
- Cedar Ridge
- Glenmoor
- Lake Waunatta Woods
- Trinity Bay
- Bear Gully Forest
- Enclave At Aloma
- Killarney Point
- Sandlewood Creek
- Willa Grove
The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. All properties featuring the Miami Realtors logo are provided by the Miami Association of Realtors. 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.
