Winter Garden Latest Events

Winter Garden Listings

Some of the hottest Orlando Real Estate is right here in Winter Garden. Check out the latest Winter Garden Listings along with recently sold homes. You can find the latest Real Estate Market Report.

16569 Broadwater Ave
Winter Garden, FL 34787

7 beds 4 baths 4,497 sqft

592 First Cape Coral Dr
Winter Garden FL 34787
4 beds 2.5 baths 2,834 sqft

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Winter Garden Real Estate Market Report

Winter Garden continues to outpace the national and local real estate market and the 4th quarter of 2019 is no different with a continued upward pace of improvement.

Winter Garden Farmers Market

The Winter Garden Farmer’s Market is a fun way to spend a Saturday morning.
Come out and enjoy your hometown market open every Saturday from 9:00AM to 2:00PM

Local Honey

Local Treats

Local Produce


Year Round Events
By Winter Garden

Before Walt Disney World came to the area in the 1970’s, Orlando was a sleepy town with an economy based on citrus and cattle. Starting with the clandestine 1965 purchase of forty-three square miles of farmland southwest of the city and the opening of Walt Disney World in 1971, the city has become a major tourist destination and entertainment center.

Top Restaurants In Winter Garden

Daniels Cheesesteak House

978 East Plant Street Winter Garden FL 34787

Daniel's Deli & Grocery

Home of Harold's famous cheesesteaks!

Market To Table Cuisine

146 W Plant St Winter Garden, FL 32787

Located in the Heart of Historic Downtown Winter Garden, Market To Table creates modern American cuisine with classical influences. A seasonal dinner menu offers a mix of traditional, yet elevated, modern American dishes. Lunch menu includes Bento Boxes, sandwiches along with seasonally inspired salads and appetizers.

Market To Table also is the in house caterer for the Co-Op Ballroom also located in the Garden Building. The 3,200 sq ft event room can host intimate affairs and grand receptions up to 250 people. The Special Event Team at Market To Table works closely with their clients to design personal menus to fit every style and budget.

Market To Table restaurant is located in the Roper Building at 146 West Plant St. centrally located between the Garden Theater and the new Winter Garden parking garage.

Matthew’s Steakhouse

360 W Plant St Winter Garden, FL 34787

The Winters family brings German-style oak- and cherry-grilled steaks to downtown Winter Garden, serving the fat-trimmed Angus beef and other straightforward foods from their home country to a loyal local clientele. The dining room and wine bar are suave and bright, with a pastel freeform mural on one wall, a light-stone counter, bleached plank floors, upholstered seating, and an open kitchen.

Chef’s Table At the Edgewater

99 W Plant St Ste 6 Winter Garden, FL 34787

A “true dining experience” awaits at this “quaint” Winter Garden New American where chef Kevin Tarter “describes all menu items tableside” and “puts his heart” into the “outstanding” seasonal prix fixes (no à la carte); his sommelier wife, Laurie, adds even more “personal touches” and service is “astonishingly good” overall, so fans suggest you “settle in” and “plan to spend several hours” enjoying an “intimate” meal; P.S. the adjoining Tasting Room is a less costly alternative with small plates and a “great bar.”

2019 Winter Garden Real Estate Market Report

Average Sale Price in 2019

4.5% increase in Average Sale Price

Average $/Ft

6.7% Increase $/Ft

Winter Garden
Your Next Home

Winter Garden has become a desirable place to live and a local gathering place for residents within Central Florida offering a diversity of housing options. Winter Garden is known for its warm charm, great schools, one of the lowest millage rates in Orange County, while enjoying a superior quality of life. Winter Garden has a thriving business community comprised mostly of small businesses, a historic downtown, one of Central Florida’s premiere shopping centers, Winter Garden Village at Fowlers Grove.

The Source of I Love Winter Garden Homes

Ron The Realtor

Ron the Realtor Sells more homes in Winter Garden than anyone in America last 10 years plus and counting! #1 Remax Realtor for Entire State of Florida. With over 20 years of experience and well over $400,000,000 in closed sales, Ron specializes in Southwest Orlando. Ron has earned numerous awards, including voted #1 Realtor in SW Orlando for 2015, 2016 & 2017! He has earned recognition in Orlando Magazine’s Hot 100 Realtors, the last 13 years & counting, & was named Orlando Style Magazine’s Renaissance man of the Year in 2014.

Contact Ron Today

“The harder you work,

                                          The luckier you get”

Find Your Winter Garden Home