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Winter Park Homes is our specialty. My staff and I are committed to making the buying and selling of Winter Park real estate in Orange County is an easy and rewarding experience. My website allows you to search all active Winter Park homes, condos, & land for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

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Living in Winter Park

Winter Park is a suburb of Orlando with a population of 30,189. Winter Park is in Orange County and is one of the best places to live in Florida. Living in Winter Park offers residents an urban suburban mix feel and most residents own their homes.

Winter Park is so charming and has that perfect small town vibe. It is pedestrian-friendly and family-friendly beautiful city. Lakes, downtown area and parks are gorgeous. Rollins college is in the heart of Winter Park. Definitely more of a high end town. Shopping and restaurants are great. Real estate is very expensive but the homes are absolutely gorgeous. It's a great place to live and work, it's also a safe place to live.

Looking to move to Winter Park , FL? We’ve got everything you want to know about the key factors that could make this the best place for you, including Winter Park , FL real estate. Let’s start with the basics: Winter Park , FL is located in Orange County . It has a population of 29,182, and we have a cool graph below that shows the city’s ethnic diversity, as well as other important facts and figures.

What about cost of living in Winter Park , FL? The median income in Winter Park , FL is $59,405 and the median home value is $320,300, which should give you a pretty good idea of its affordability. Winter Park , FL is also the perfect place to break in your new shoes, due to its WalkScore ® of 41.1454.

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Latest Winter Park Homes For Sale

7001 Jackman Boulevard, Winter Park image

7001 Jackman Boulevard, Winter Park $330,000

The golden rule in real estate. Location! Location! Location! A three bedroom, two bath Pool home in Winter Park for under $350,000? Yes, and it is PRICED TO SELL. This g...

3 Beds
2 Baths
Howell Branch Woods SubDv.
32792 Zip Code

1695 Lee Road Unit D114, Winter Park image

1695 Lee Road Unit D114, Winter Park — D $184,000

Come and see this renovated unit at Waterfall Cove Condominiums in a fantastic Winter Park location. Inside, you will find an open, freshly painted living space, new appl...

2 Beds
1 Baths
Waterfall Cove SubDv.
32789 Zip Code

2825 Fitzooth Drive Unit 6, Winter Park image

2825 Fitzooth Drive Unit 6, Winter Park $610,000

Winter Park Pines offers countless amenities from a neighborhood public golf course to bike rides on Cady trail, all within a walk from this updated 4 bedroom 3 full bath...

4 Beds
3 Baths
Winter Park Pines SubDv.
32792 Zip Code

2817 Prince John Road, Winter Park image

2817 Prince John Road, Winter Park $620,000

Stunning 4 Bedroom 3.5 Bathroom Home with two Master Suites in sought after Winter Park is ready for a new owner! From the moment you enter into the foyer, you will be i...

4 Beds
3.5 Baths
Winter Park Pines Rep SubDv.
32792 Zip Code

1017 Via Tuscany Oaks Way, Winter Park image

1017 Via Tuscany Oaks Way, Winter Park $2,250,000

Modern Mediterranean on quiet cul-de-sac street off of Via Tuscany with oversized beautiful treed lot… Spacious flexible floor plan with private owner’s suite and home of...

5 Beds
5.5 Baths
Via Tuscany Oaks SubDv.
32789 Zip Code

243 Scottsdale Square Unit 243, Winter Park image

243 Scottsdale Square Unit 243, Winter Park — 243 $128,000

Resting in quiet Winter Park this can become a home for you and your family or an income-producing condo which is ready for you to add to your network! Close to local col...

2 Beds
2 Baths
Winter Park Woods Condo SubDv.
32792 Zip Code

1636 Elizabeths Walk, Winter Park $1,975,000

Welcome home to this custom 4-bedroom, 4.5-bath home in the highly desirable community of Windsong. Meticulously and beautifully built by Kim Goehring, of Goehring and Mo...

4 Beds
4.5 Baths
Windsong Elizabeths Walk 43/81 SubDv.
32789 Zip Code

851 Miles Avenue Unit 15, Winter Park image

851 Miles Avenue Unit 15, Winter Park — 1 $244,800

Fully renovated, turn-key, light-filled, ground floor condominium home with new kitchen and appliances, granite counter tops, custom walnut cabinets, double hung windows ...

2 Beds
1 Baths
Aragon Condo SubDv.
32789 Zip Code

648 W Webster Avenue Unit A, Winter Park image

648 W Webster Avenue Unit A, Winter Park $649,900

DUPLEX!!! Completely Renovated Beautiful 3/2 & 3/1 Duplex Homes in the Quiet Carver Town Area of Winter Park. Renovations were professionally done and offer potential inv...

6 Beds
Carver Town SubDv.
32789 Zip Code

2918 Antique Oaks Circle Unit 31, Winter Park image

2918 Antique Oaks Circle Unit 31, Winter Park — 2918 $224,900

This lovely updated two-bedroom, two-bathroom ground-floor condominium is ready for you to call home in the Parkview Village Community. Featuring an open floor plan with ...

2 Beds
2 Baths
Parkview Village SubDv.
32792 Zip Code

2107 Edwin Boulevard, Winter Park $450,000

Welcome home to this beautiful 4 bedroom, 2 bathroom home located in the center of Winter Park. This home was fully renovated in 2016 and has a variety of features inclu...

4 Beds
2 Baths
Eastgate Sub SubDv.
32792 Zip Code

1849 Viburnum Lane, Winter Park $399,900

LOCATION, LOCATION, LOCATION! This charming home is located near the highly desirable area of Winter Park! 4 bedroom 2 bath, single family, concrete home with a 2-car car...

4 Beds
2 Baths
Eastbrook Sub Unit 05 SubDv.
32792 Zip Code

2008 Natalen Road, Winter Park $599,999

One or more photo(s) has been virtually staged. One or more photos are virtually staged. Beautifully renovated! This Winter Park family house is located on a quiet, priva...

3 Beds
2 Baths
Kenilworth Shores Sec 07 SubDv.
32792 Zip Code

2559 Eastbrook Boulevard, Winter Park image

2559 Eastbrook Boulevard, Winter Park $325,000

Welcome to this east Winter Park pool home! The flexible floor plan offers two living spaces on each side of the kitchen and creates an easy flow. A split plan, with the ...

3 Beds
2 Baths
Eastbrook Sub Unit 10 SubDv.
32792 Zip Code

1451 Broad Wing Lane, Winter Park — Na $475,000

Experience this newly built luxury townhome in the highly desirable Winter Park area, located in the gated community of Enclave at Hawk's Crest in Seminole County. Built ...

3 Beds
2.5 Baths
Enclave At Hawks Crest SubDv.
32792 Zip Code

7336 Forest Hill Court Unit 240, Winter Park image

7336 Forest Hill Court Unit 240, Winter Park — 7336 $214,000

Great investment opportunity with tenant in place willing to stay! Great location in Glenridge Middle School and Winter Park H.S District! Two-story 2 Bedrooms 1.5 Bath t...

2 Beds
1.5 Baths
Hidden Oaks Condo Ph 12 SubDv.
32792 Zip Code

1936 Whitehall Drive, Winter Park $519,900

This adorable and meticulously maintained home is beautifully situated in the heart of Winter Park. Step inside the front door, you won't be disappointed. Large Living...

3 Beds
2 Baths
Kenilworth Shores SubDv.
32792 Zip Code

2029 Canny Cove, Winter Park — 06 $406,590

Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...

3 Beds
2.5 Baths
Grayson Square SubDv.
32792 Zip Code

1790 Hollywood Avenue, Winter Park image

1790 Hollywood Avenue, Winter Park $698,500

Renovated Bungalow in the Heart of Winter Park. Only minutes drive to Park Ave. This charming 2 bed 2 bath home boast hardwood floors throughout, custom cabinetry with ...

2 Beds
2 Baths
Lake Monte Sub SubDv.
32789 Zip Code

4400 Tuscany Island Court, Winter Park image

4400 Tuscany Island Court, Winter Park $3,999,777

Welcome to Tuscany Island in Winter Park! Private gated enclave of 5 magnificent luxury estate homes, resting on the lake shore of Bear Gulley. This highly sought-after a...

4 Beds
5.5 Baths
Tuscany Island SubDv.
32792 Zip Code

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