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Winter Park Real Estate Search

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Easy Winter Park Home Search Tools 

If you are tired of getting outdated information about listings which have already sold, this is the tool for you! Search all Winter Park property listings on our easy to use Winter Park MLS Home Search Tool. Our services are updated every 15 minutes so you can feel confident that the information you receive is accurate and up to date.

You can also receive daily e-mail alerts of new homes, condos, land, and foreclosures for sale as they come on the market. You can also be notified of any price reductions as they immediately occur on MLS.

                          

For your convenience, we have also organized searches for the most sought after price ranges in this community. These searches are up-to-date and stress-free:

$200,000-$300,000

$300,000-$400,000

$400,000-$500,000

$500,000-$750,000

$750,000-$1,000,000

+$1,000,000

Winter Park, Florida

The Basics

Winter Park is quite a charming city, filled with an abundance of open parks, affluent neighborhoods, a popular shopping district known as Park Ave, and a plethora of museums and galleries. It offers great schools for its over 29,500 population, like Eastbrook Elementary School and Winter Park High School. Located just 30 minutes from the Orlando Airport and less than 10 minutes away from downtown Orlando, it makes a great home for city commuters. There is also a convenient SunRail train station for those traveling to neighboring cities as well as easy access to I4.  

 

Downtown Winter Park 

This delightful area of Winter Park is located in the heart of the well-known shopping district of Park Ave. Local eateries and quaint shops line the beautiful brick streets. This is a popular destination for locals enjoying the beautiful art, parks, and shops surrounding the downtown district. On Saturday morning, head over to the well-known farmers market that was voted #1 in produce and plant market for Central Florida. It is held every Saturday from 7 a.m. to 1 p.m. Many popular museums, art galleries, and gardens are very close by for locals to enjoy as well. 

See more Winter Park Events on their website!

 

Winter Park Housing 

Winter Park offers numerous housing options from single family homes, townhomes, condos, properties for rent, as well as lakefront homes for sale. There are many communities that offer amenities to enjoy the Florida lifestyle, equipped with golf courses, lakes, and sports courts for the whole family to enjoy! With its abundance of community events, beautiful views, and delicious eateries it is a favorite for young professionals and families alike. 

Hot Winter Park Properties for Sale

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
3708 Vinsetta Court, Winter Park image
3708 Vinsetta Court, Winter Park $1,275,000

One or more photo(s) has been virtually staged. Welcome Home! Your search is over with this stunning 2015 built Energy-Efficient move-in ready premium corner lot 6-bedroo...

  • 6 Beds
  • 5 Baths
  • Lakeside Estates SubDv.
  • 32792 Zip Code
3720 Vinsetta Court, Winter Park image
3720 Vinsetta Court, Winter Park $1,100,000

Located within the Winter Park gated community of Lakeside Estates, this beautiful, luxury home, located on a quiet cul-de-sac, is ready to welcome a new family. This wel...

  • 6 Beds
  • 5 Baths
  • Lakeside Estates SubDv.
  • 32792 Zip Code
5332 Cypress Reserve Place, Winter Park image
5332 Cypress Reserve Place, Winter Park $899,000 ▼

MAKE YOUR GRAND ENTRANCE to YOUR New Home in WINTER PARK'S finest GATED Community of CYPRESS RESERVE - BEAR GULLY LAKE area! YOU will be Greeted by these SPLENDID and IRR...

  • 5 Beds
  • 3.5 Baths
  • Cypress Reserve SubDv.
  • 32792 Zip Code
7909 Pleasant Pine Circle, Winter Park image
7909 Pleasant Pine Circle, Winter Park $750,000

WELCOME TO YOUR FOREVER HOME - LOCATION! LOCATION!! THIS IS A MUST SEE HOME!!! THIS METICULOUSLY GORGEOUS HOME is situated in the HEART OF WINTER PARK in the ESTABLISHED ...

  • 5 Beds
  • 4 Baths
  • Enclave At Aloma SubDv.
  • 32792 Zip Code
1300 Blue Stem Lane, Winter Park image
1300 Blue Stem Lane, Winter Park $705,000

KITCHEN AND BATHROOM CABINETS JUST GOT UPDATED!! Your search is over! Welcome to the exclusive gated community, Meadows at Hawk's Crest, located in sought-after Winter Pa...

  • 4 Beds
  • 3.5 Baths
  • Hawks Crest SubDv.
  • 32792 Zip Code
Winter Park image
Winter Park $650,000

This beautiful new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. Community has lake access with canon launch. This home was build by Taylor M...

  • 4 Beds
  • 2.5 Baths
  • Meadows At Hawks Crest SubDv.
  • 32792 Zip Code
5609 Winterbrook Way, Winter Park image
5609 Winterbrook Way, Winter Park $630,000 ▼

PRICE REDUCTION!! BUILT IN 2020, this single story home lies in the intimate gated Winter Park community of Winterbrook. Its Florida style seamlessly flows from front foy...

  • 4 Beds
  • 2.5 Baths
  • Winterbrook SubDv.
  • 32792 Zip Code
5319 Pine Lily Circle, Winter Park image
5319 Pine Lily Circle, Winter Park $615,000 ▼

Almost new pool home features 3 bedrooms plus an additional Flex Room that could easily be used as a 4th bedroom because there is plenty of room to add a closet and easy ...

  • 4 Beds
  • 2 Baths
  • Sanctuary At Aloma SubDv.
  • 32792 Zip Code
1164 Dodd Road, Winter Park image
1164 Dodd Road, Winter Park $575,000

This beautiful 5 bedroom 3 1/2-bathroom home is MOVE IN READY for you!! The home sits on just under .5-acre lot with conservation and water views! You will enjoy the beau...

  • 5 Beds
  • 3.5 Baths
  • Amberwood Unit 3 SubDv.
  • 32792 Zip Code
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