Winter Garden Real Estate Winter Garden Florida

Dozens of lovely lakes and the feeling of “being at home” combine to make Winter Garden a community with some of the most sought after prime real estate in all of the Orlando and Central Florida region. Through the years, Winter Garden has developed a solid reputation as being the quintessential idyllic “home town.” Since its founding in the middle part of the 1800s, Winter Garden was a Floridian citrus community like many of the other small towns that came to life in Central Florida, within close proximity to Orlando.

Winter Garden Homes for Sale

Winter Garden Homes for Sale - Page #71

430 Properties Found. Page 71 of 72.
Photo of Listing #O5735777
Reduced 60%

442 Magnolia St

Winter Garden
MLS® # O5735777
1 Acres
Photo of Listing #S5031171
Winter Garden
MLS® # S5031171
2 Beds, 2 Baths, 1,265 Sf
Photo of Listing #G5010986
Reduced 36.5%
Winter Garden
MLS® # G5010986
7 Acres
Photo of Listing #O5842933
Reduced 2.1%

739 Regina Cir

MLS® # O5842933
Photo of Listing #O5813472

17733 Deer Isle Cir

Winter Garden
MLS® # O5813472
5 Beds, 5 Baths, 8,398 Sf
Photo of Listing #G5010288
Reduced 5%

14928 Avalon Rd

Winter Garden
MLS® # G5010288
11 Acres

The citrus trade in Winter Garden came to a horrible end in the 1980s when thoroughly destructive frosts demolished thousands of acres of citrus trees. The vital citrus industry, that once provided the lifeblood for Winter Garden, was in shambles. However, this devastation was not the end of Winter Garden. It marked a turning point from which Winter Garden went from being primarily an agricultural community to developing into the site of prime residential real estate that rapidly has become the envy of the Orlando and Central Florida region.


Winter Garden was reborn and became a community synonymous with great expectations and gracious living. Prime real estate was being developed in and around Winter Garden at an amazing and yet controlled and responsible pace. The “home town” flavor of the community remains as magnificent residential properties have been developed.

Black Lake Park Winter Garden, FL

More than fifty remarkable developers have prime residential properties in construction at the present time. These marvelous residences do include some of the most magnificent properties to be found anywhere in the Orlando and Central Florida area. In addition, for many young families and for people looking for more affordable housing, Winter Garden has plenty of mid-level (and yet very stylish) residences for sale and in development across the city.

In addition to the prime real estate opportunities that draw people to Winter Garden, the chain and freestanding lakes add an unparalleled sense of beauty to the entire area. One would be hard pressed to find more compelling and stunning real estate than that which is situated around and along the beautiful lakes that abound at Winter Garden.

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Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on August 13th, 2020 at 2:00am EDT.