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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    If you are tired of getting outdated information about listings which have already sold, this is the tool for you!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 $3,850,000 ▼

    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
    2726 Lake Howell Lane, Winter Park image
    2726 Lake Howell Lane, Winter Park $1,800,000 ▼

    Located on the shores of Lake Howell, this Lakefront property offers the potential buyer over 3.9 acres of High and Dry Land in a serene natural setting. After viewing th...

    • 3 Beds
    • 2 Baths
    • Lake Howell SubDv.
    • 32792 Zip Code
    4464 Tuscany Island Court, Winter Park image
    4464 Tuscany Island Court, Winter Park $1,500,000 ▼

    Enjoy the Winter Park lifestyle. Your dream home, a stunning Tuscan style residence with 4,625 SqFt of spacious living is tucked away in a quiet gated community of only f...

    • 4 Beds
    • 4.5 Baths
    • Tuscany Island SubDv.
    • 32792 Zip Code
    210 Laurel Park Court, Winter Park image
    210 Laurel Park Court, Winter Park $1,100,000

    Welcome home to this luxury custom-built home by award-winning Arthur Rutenberg Homes. Featuring 9'-12' ceilings w/ 4 bedrooms, 3 bathrooms and a private office. This gor...

    • 4 Beds
    • 3 Baths
    • Sanctuary At Lake Ann SubDv.
    • 32792 Zip Code
    3720 Vinsetta Court, Winter Park image
    3720 Vinsetta Court, Winter Park $1,100,000

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

    • 6 Beds
    • 5 Baths
    • Lakeside Estates SubDv.
    • 32792 Zip Code
    5332 Cypress Reserve Place, Winter Park image
    5332 Cypress Reserve Place, Winter Park $875,900 ▼

    BACK ON MARKET !!! 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 th...

    • 5 Beds
    • 3.5 Baths
    • Cypress Reserve SubDv.
    • 32792 Zip Code
    1420 Lake Florence Way, Winter Park image
    1420 Lake Florence Way, Winter Park $835,900 ▲

    New Price Adjustment!! This 5 bed/4.5 bath, in this beautiful, GATED intimate community of 28 Lots. There is a community dock, perfect for launching a canoe, paddle board...

    • 5 Beds
    • 4.5 Baths
    • Lake Florence Preserve SubDv.
    • 32792 Zip Code
    1489 Lone Feather Trail, Winter Park image
    1489 Lone Feather Trail, Winter Park $799,900 ▲

    Stunning new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. This 4-bedroom, 3 bathroom home has a great floor plan that features open dining a...

    • 4 Beds
    • 3.5 Baths
    • Landings At Hawks Crest SubDv.
    • 32792 Zip Code
    2312 Kestrel Perch Place, Winter Park image
    2312 Kestrel Perch Place, Winter Park $775,000

    As you step foot inside, a warm and inviting feeling of "WELCOME HOME!" embraces you. You'll be awestruck by the sheer elegance of this single family home, as it boasts e...

    • 4 Beds
    • 4 Baths
    • Meadows At Hawks Crest SubDv.
    • 32792 Zip Code
    5333 Cypress Reserve Place, Winter Park image
    5333 Cypress Reserve Place, Winter Park $749,000

    Welcome to your dream home in the exclusive, gated community of Cypress Reserve in Winter Park! This stunning 4 bedroom, 2.5 bath pool home is perfectly located for your ...

    • 4 Beds
    • 2.5 Baths
    • Cypress Reserve SubDv.
    • 32792 Zip Code
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