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 $284,000 and as high as $2,949,999 two to six bedroom homes that range in size from 1,122 to 9,730 square feet. Options for Condos in Winter Park range from $160,000 for an apartment with one bedroom and one bathroom to three bedrooms and two bathroom luxury condominiums that sell for up to $314,900. Suppose a Townhome for sale in Winter Park is what you are looking for, a two-bedroom, two bathroom 1,152 square foot villa or a three-bed, three-bath home as large as 2,725 sq ft ranging in price from $265,995 to $494,900.
We have detailed information regarding 47 communities in Winter Park, including 24 non-gated communities of single family homes, twelve condo buildings, and nine gated communities including some new construction opportunities and open houses. Winter Park real estate activity on the MLS indicates 505 properties are currently on the market (as of May 1st, 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
Waterfront
14 Days
MLS#MFRO6269585
1120 Preserve Point Dr
Winter Park, FL 32789
7
11
4
13,377 SqFt
Pool
Waterfront
1.63 Acres
MLS#MFRO6298295
2001 Bett Mar Ln
Winter Park, FL 32789
8
9
5
12,093 SqFt
Pool
Waterfront
2.1 Acres
MLS#MFRO6260493
2661 Via Tuscany
Winter Park, FL 32789
4
5
2
4,874 SqFt
Pool
0.36 Acres
New Construction
MLS#MFRO6285791
1400 Alabama Dr
Winter Park, FL 32789
5
9
4
10,175 SqFt
Pool
Waterfront
0.7 Acres
MLS#MFRO6268853
541 Virginia Dr
Winter Park, FL 32789
4
4
2
6,426 SqFt
Pool
Waterfront
0.51 Acres
MLS#MFRO6282425
1660 Palmer Ave
Winter Park, FL 32789
5
7
3
7,483 SqFt
Pool
0.36 Acres
New Construction
Killarney Point
2118 Lake Dr
Winter Park, FL 32789
6
6
3
10,600 SqFt
Pool
Waterfront
0.91 Acres
MLS#MFRO6277515
1336 College Pt
Winter Park, FL 32789
4
5
3,677 SqFt
Pool
Waterfront
0.35 Acres
MLS#MFRO6273466
702 Via Bella
Winter Park, FL 32789
5
6
2
4,535 SqFt
Pool
0.23 Acres
New Construction
Homes For Sale In Winter Park, Florida
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, Apopka, Oviedo, Lake Mary, Sanford, Longwood, Deland, 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
- Amberwood
- Fernbrook Trails
- Kings Cove
- Trinity Bay
- Charter Oaks
- Hyde Park
- Sandlewood Creek
- Winter Park Woods
- Carolyn Estates
- Glenmoor
- Lake Waunatta Woods
- Whispering Waters
- Enclave At Aloma
- Killarney Point
- The Cloisters
- Cedarwood Village
- Hidden Oaks
- Sanctuary
- Winter Park Villas
- Arrowhead Cove
- Garden Lake
- Lake Killarney
- Vistas At Lake Howell
- Country Lane
- Killarney Bay
- Stratford
- Cedar Ridge
- Hawks Crest
- Lancelot
- Whisperwood
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.