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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

459 Henkel Circle, Winter Park $1,450,000

Classic and captivating, this renovated character home embodies Winter Park at its best. Built in 1925, but extensively updated, it combines old world charm with many mod...

4 Beds
2 Baths
Thomas M Henkels Addition SubDv.
32789 Zip Code

1000 S Semoran Boulevard Unit 804, Winter Park image

1000 S Semoran Boulevard Unit 804, Winter Park — H $125,000

*LOCATION* This 2 Bed x 2 Bath condo is centrally located in the heart of Orlando! This quietly nested community boasts a pristine community pool and assigned parking. Th...

2 Beds
2 Baths
Golfside Villas Condo SubDv.
32792 Zip Code

654 Selkirk Drive, Winter Park $349,900

Bring your imagination and creative eye and make this wonderful home yours! Sought after and highly desirable Winter Park, minutes from Rollins College, Park Ave, YMCA, ...

3 Beds
2 Baths
Kenilworth Shores Sec 05 SubDv.
32792 Zip Code

504 Saint Dunstan Way, Winter Park image

504 Saint Dunstan Way, Winter Park $349,900

Lovely Winter Park 3/2 Home with Brand New Carpet Throughout, Brand New Windows and Doors, Brand New A/C inside unit and out, Lots of room with a separate family room an...

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

7312 Forest Hill Court Unit 233, Winter Park image

7312 Forest Hill Court Unit 233, Winter Park — N/A $159,900

Tastefully REMODELED 3 bedroom 2.5 bathroom townhome in the heart of Winter Park! Located on a quiet subdivision, this maintenance-free unit offers everything you could a...

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

1852 Maywood Road, Winter Park $345,000

Recently remodeled, newer flooring, updated kitchen, Corian counter tops, newer back splash. Bathrooms are updated with newer tile, wall hung cabinets, mirrors and light ...

4 Beds
2 Baths
Tanglewood Sec 3 Rep SubDv.
32792 Zip Code

2607 Lafayette Avenue, Winter Park image

2607 Lafayette Avenue, Winter Park $699,000

One or more photo(s) has been virtually staged. Move-in ready, 2018 newer construction home with spacious, open and flexible floorplan in convenient Winter Park location....

4 Beds
3 Baths
Winter Park Village SubDv.
32789 Zip Code

1205 Mayfield Avenue, Winter Park $1,400,000

New Listing! This property is located in the heart of lovely Winter Park, FL. This beautiful single family home contains 3,948 sq ft of Heated Space. She was built in 195...

6 Beds
5 Baths
Temple Heights SubDv.
32789 Zip Code

1250 S Denning Drive Unit 128, Winter Park image

1250 S Denning Drive Unit 128, Winter Park — N/A $209,900

This nicely remodeled 2 bedroom, 2 bath condo is the end unit on the ground floor overlooking the swimming pool. This condo underwent a major remodel about 10 years ago ...

2 Beds
2 Baths
Mead Garden SubDv.
32789 Zip Code

453 Fletcher Place, Winter Park $1,125,000

Don't miss out on this one of a kind, well maintained, and updated five bedroom, three and a half bath Winter Park home. This home features hardwood floors, plantation sh...

5 Beds
3 Baths
Sorensen Heights SubDv.
32789 Zip Code

510 Lander Road, Winter Park $299,000

Three Bedroom Two Bathroom Home Located Close To All Shopping. This One Has A New Air Conditioning HVAC AND Compressor, New Water Heater, New Electrical Panels, Inside An...

3 Beds
2 Baths
Eastgate Sub SubDv.
32792 Zip Code

1707 Sarong Place, Winter Park $600,000

This stunning home built in 2006 is a MUST SEE! Features included custom-built home entertainment center, stainless steel appliances, granite countertops, plantation shut...

6 Beds
4 Baths
Annebury SubDv.
32792 Zip Code

2032 Temple Drive, Winter Park $949,900

#HomefortheHolidays Picture yourself spending the Holidays of 2020 in this beautiful Winter Park custom home. Move right in and enjoy the gorgeous space with a very fle...

4 Beds
3 Baths
Lake Knowles Terrace Add 02 SubDv.
32789 Zip Code

2324 Randall Road, Winter Park $1,770,000

Welcome home to the charm of Winter Park. This executive pool home is situated in the perfect location with NO HOA, convenient to Lake Sue, Parks, World Class Shopping, a...

4 Beds
4 Baths
Ripple SubDv.
32789 Zip Code

162 Scottsdale Square Unit 162, Winter Park image

162 Scottsdale Square Unit 162, Winter Park — 162 $79,000

2nd Floor Condo features 1 bedroom, 1 bathroom with living room/dining room combo. Kitchen features all major appliances. Bedroom is large with lots of storage. Sliding g...

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

601 N Phelps Avenue, Winter Park $997,500

Great custom built, two story, Mediterranean style home in the Heart of Winter Park. Four Bedrooms and four bathrooms, block construction First and Second floors. Wood, m...

4 Beds
4 Baths
Comstock Park SubDv.
32789 Zip Code

2880 Roxbury Road, Winter Park $349,950

Awesome find in Winter Park. Located just off Fairbanks Avenue, this adorable home is "move-in" ready. Freshly painted on the interior and all awnings and exterior walls ...

2 Beds
1 Baths
Fairbanks Shores 2nd Add SubDv.
32789 Zip Code

1410 Arbor Park Drive, Winter Park image

1410 Arbor Park Drive, Winter Park $317,800

Located in the Heart of Winter Park this bungalow type home is located 10 minutes from Downtown Park Ave., its' restaurants and unique shops, the Winter Park Golf course,...

2 Beds
1 Baths
Conwill Estates SubDv.
32789 Zip Code

1681 Walnut Avenue, Winter Park $489,000

This adorable 3 bedroom, 2 bath bungalow home is a rare find in one of Winter Park's most sought-after neighborhoods. Located on a shady, brick street surrounded by upsca...

3 Beds
2 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

1901 Palmer Avenue, Winter Park $365,000

You don't want to miss this Absolutely Adorable, Charming Home Situated on an Oversized Corner Lot. There are no rear neighbors on the backside of this property and Featu...

3 Beds
1 Baths
Lakemont Heights SubDv.
32792 Zip Code

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