Winter Park Real Estate

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 five bedroom homes that range in size from 1,122 to 6,250 square feet. Options for Condos in Winter Park range from $110,000 for an apartment with one bedroom and one bathroom to three bedrooms and two bathroom luxury condominiums that sell for up to $319,900. Suppose a Townhome for sale in Winter Park is what you are looking for, a two-bedroom, one bathroom 1,111 square foot villa or a three-bed, two-bath home as large as 2,471 sq ft ranging in price from $249,900 to $495,000.

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 430 properties are currently on the market (as of March 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

1120 Preserve Point Dr, WINTER PARK
$11.9 Million

MLS#MFRO6269585

1120 Preserve Point Dr
Winter Park, FL 32789

7

11

4

13,377 SqFt

Pool

Waterfront

1.63 Acres

2661 Via Tuscany, WINTER PARK
$10.99 Million

MLS#MFRO6260493

2661 Via Tuscany
Winter Park, FL 32789

4

5

2

4,874 SqFt

Pool

0.36 Acres

New Construction

1400 Alabama Dr, WINTER PARK
$6.95 Million

MLS#MFRO6285791

1400 Alabama Dr
Winter Park, FL 32789

5

9

4

10,175 SqFt

Pool

Waterfront

0.7 Acres

541 Virginia Dr, WINTER PARK
Reduced
$6,100,000
$6,250,000

MLS#MFRO6268853

541 Virginia Dr
Winter Park, FL 32789

4

4

2

6,426 SqFt

Pool

Waterfront

0.51 Acres

1660 Palmer Ave, WINTER PARK
$5,700,000

MLS#MFRO6282425

1660 Palmer Ave
Winter Park, FL 32789

5

7

3

7,483 SqFt

Pool

0.36 Acres

New Construction

210 Chelton Cir, WINTER PARK
Under Contract
$5,695,000

MLS#MFRO6239351

210 Chelton Cir
Winter Park, FL 32789

5

6

3

6,665 SqFt

Pool

0.42 Acres

New Construction

2228 Azalea Pl, WINTER PARK
$5,400,000

MLS#MFRO6250411

2228 Azalea Pl
Winter Park, FL 32789

5

6

3

6,775 SqFt

Pool

0.33 Acres

2161 Sharon Rd, WINTER PARK
$4,985,000

MLS#MFRO6263091

2161 Sharon Rd
Winter Park, FL 32789

5

7

4

9,764 SqFt

Pool

0.58 Acres

702 Via Bella, WINTER PARK
$4.5 Million

MLS#MFRO6273466

702 Via Bella
Winter Park, FL 32789

5

6

2

4,535 SqFt

Pool

0.23 Acres

New Construction

421 Lakewood Dr, WINTER PARK
Under Contract
$4.5 Million
$5,495,000

MLS#MFRO6153641

421 Lakewood Dr
Winter Park, FL 32789

5

9

3

8,083 SqFt

Pool

Waterfront

0.72 Acres

1336 College Pt, WINTER PARK
$4.5 Million

MLS#MFRO6277515

1336 College Pt
Winter Park, FL 32789

4

5

3,677 SqFt

Pool

Waterfront

0.35 Acres

571 Lake Front Blvd, WINTER PARK
$4,200,000

MLS#MFRO6220284

571 Lake Front Blvd
Winter Park, FL 32789

7

5

3

7,600 SqFt

Waterfront

0.48 Acres

Homes For Sale In Winter Park, Florida

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Condominiums

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Life in Winter Park, FL

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, Winter Springs, Davenport, Oviedo, Altamonte Springs, Lake Mary, Longwood, Sanford, Deland, Apopka, 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

Mar 2
AddressDateTime Category Sunday, Mar 2 12:00 pm - 3:00 pm Townhouses for sale
Mar 2
AddressDateTime Category Sunday, Mar 2 12:00 am - 3:00 pm Homes for sale
Mar 2
AddressDateTime Category Sunday, Mar 2 12:00 pm - 2:00 pm Homes for sale
Mar 2
AddressDateTime Category Sunday, Mar 2 12:00 pm - 2:00 pm Homes for sale

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.

Zev Freidus Broker
Zev Freidus
Broker
561-235-2161
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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. 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.

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