Winter Garden

Winter Garden Real Estate

Learn more about real estate market trends, lifestyle and recreation options, in Winter Garden.

Winter Garden clock walkway in Florida
Winter Garden, located 14 miles west of Downtown Orlando, is a very desirable place to live. Nestled on beautiful Lake Apopka, it is known for its old Florida style and charm. The historic downtown is listed on The National Registry of Historic Places. It is a favorite destination for local residents and cycling enthusiasts, with restaurants and chops adjacent to the award-winning West Orange Trail, part of the 250 mile Coast to Coast (C2C) Connector Trail across Central Florida. Home prices range from $250,000 to $2,000,000. There are a number of new home communities: some gated, some lakefront, with some resale homes set on 5 acre homesites.

Winter Garden Popular Searches

Winter Garden Neighborhoods


$419,900

Median Listing Price

$176

Median Listing Home Price/SqFt

43,648

Population


Homes for Sale in Winter Garden
Learn the value of your home

Get New Property Alerts to your Email
Create your own Listing Manager Account

Quick Facts

Popular Neighborhoods in Winter Garden: Stonybrook West, Johns Lake Pointe, Waterside
Zip Codes in Winter Garden: 34787
Schools in Winter Garden: Orange County Public Schools

Data derived from Realtor.com

Winter Garden FL Real Estate Market Report


Newest Homes for Sale in Winter Garden FL

View the newest homes for sale in Winter Garden listed in the last week.

All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. Planned amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home. Your dream home awaits at Del Webb Oasis – visit us today! The stunning Ellenwood Villa by Del Webb blends luxury and convenience, featuring 3 bedrooms and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen is a true centerpiece, designed for both elegance and functionality. It features stainless steel Whirlpool appliances (including the refrigerator), 42” Landen Quillsoft-close cabinetry, Pearl Jasmine Quartz countertops, a decorative tile backsplash, an upgraded faucet, and a stainless-steel single bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secluded secondary bedroom and bathroom provide an additional layer of privacy, offering a tranquil space when you need it most. Designer-curated finishes elevate every corner of this home, including polished chrome hardware and plumbing fixtures, and 2” faux wood blinds. Luxury touches like comfort-height toilets and wood-look tile throughout enhance the home's style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, additional LED downlights, and extra data and media ports, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. $483,900 Active

13521 Pearl Beach Street Winter Garden, Florida

3 Beds 2 Baths 1,579 SqFt 0.09 Acres

One or more photo(s) has been virtually staged. No HOA, located in the Golf Cart District, and recently renovated! Nestled on the highly desired North side of Downtown Winter Garden's Plant Street, this charming 3 bedroom, 2 bathroom home is available for purchase for the first time since 1987. Ahead of it's time, this home features a true split floor plan, providing ample privacy for residents and guests alike. A newer roof, new major appliances, fresh exterior & interior paint, luxury vinyl plank flooring, new brick-paver front & rear patios, new light fixtures, and a refinished fireplace kick off the list of recent improvements. This home’s unique oversized corner lot ensures maximum enjoyment - a rare find around Downtown Winter Garden - by offering roughly 1/4 acre of property and only two bordering neighbors. Step outside to the extended brick-paver patio, where you can relax, entertain, and enjoy pond views & serene surroundings any time of day. Cascading oak trees line the street, contributing to the allure of the community. From the front patio, enjoy a partial view of Lake Apopka - the fourth largest lake in Florida State - and directly across the street, you'll appreciate immediate access to Downtown Winter Garden's golf-cart path, providing easy access to Plant Street. Local favorites like the Plant Street Market, Crooked Can Brewery, Foxtail Coffee, the Whole Enchilada, Three Birds Cafe, the DTWG Splash Pad, and much more are located 3-5 minutes away via car or cart. Additionally, you'll be located 10 minutes to SR 429, less than 15 minutes to Winter Garden Village, and 25 minutes to Walt Disney World Resort, providing easy access to all of your daily essentials and desires. Experience the perfect combination of comfort, charm, and convenience in this rare Winter Garden find. Contact us to schedule your private viewing today! $599,000 Active

400 Timbercreek Drive N Winter Garden, Florida

3 Beds 2 Baths 1,580 SqFt 0.23 Acres

Under Construction. All photos and videos shown are of model homes. All homes are sold unfurnished. Del Webb Oasis offers the famous 55+ lifestyle and a location just minutes away from world-famous Orlando attractions! This world-class, resort-style luxurious boutique community features natural gas single-family and villa homes nestled in wooded conservation. Del Webb Oasis will offer an abundance of resort-style amenities with social events and activities centered in the clubhouse and planned by a full-time Lifestyle Director. Planned amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, a spa and outdoor fire pits with fireworks views, a community fitness center, tennis and pickleball courts, a walking trail with exercise stations, and more! Get spoiled at Del Webb Oasis - after all, this is your time. Del Webb Oasis’s exclusive resort amenities and prime location make this the ideal neighborhood and a perfect location to call home. Your dream home awaits at Del Webb Oasis – visit us today! The stunning Ellenwood Villa by Del Webb blends luxury and convenience, featuring 2 bedrooms, an enclosed flex room, and 2 bathrooms in a thoughtfully designed layout that maximizes both comfort and style. The open-concept kitchen, café, and gathering room are filled with natural light, creating an inviting and spacious atmosphere. Tall ceilings, a glass insert at the front door, abundant windows, and a sliding glass door that opens to the covered lanai seamlessly extend the living space, making it perfect for effortless indoor-outdoor living. The kitchen is a true centerpiece, designed for both elegance and functionality. It features stainless steel Whirlpool appliances (including the refrigerator), 42” Dana White soft-close cabinetry, Lagoon Quartz countertops, a decorative tile backsplash, an upgraded faucet, and a stainless-steel single bowl sink. Whether you're preparing a gourmet meal or entertaining guests, this kitchen has everything you need. Tucked at the rear of the home for maximum privacy, the owner’s suite offers a luxurious retreat. The spa-like en suite bathroom features a frameless glass-enclosed shower, an enclosed toilet, a quartz-topped dual vanity, and a linen closet—creating the perfect environment for relaxation. The secluded secondary bedroom and bathroom provide an additional layer of privacy, offering a tranquil space when you need it most. The front of the home features an enclosed flex room, offering endless possibilities such as a home office, hobby room, or any other space that suits your needs. Designer-curated finishes elevate every corner of this home, including polished chrome hardware and plumbing fixtures, and 2” faux wood blinds. Luxury touches like comfort-height toilets and wood-look tile throughout enhance the home's style and comfort. For those who appreciate modern technology, this home comes equipped with a smart thermostat, smart doorbell, additional LED downlights, and extra data and media ports, ensuring your home is as connected as it is beautiful. This home offers the perfect combination of luxury, convenience, and modern design—an ideal place to live and relax. $474,200 Active

13533 Pearl Beach Street Winter Garden, Florida

2 Beds 2 Baths 1,579 SqFt 0.09 Acres


Recently Sold Properties in Winter Garden

View the most recent Sold Homes in Winter Garden below.

No properties found


Virtual Showings & Open Houses in Winter Garden

Contact Me Now

Gary Berkson logo

RE/MAX Central Realty logo

(407) 920-0206
grberkson@gmail.com

Lake Mary, FL 32746

Connect with Me

View Gary Berkson, Realtor on Google

Search Smarter!

Did you know the hottest homes for sale in Orlando often sell within days of being listed? Don't miss out! Set up your own custom property alert so you can be notified of the newest homes as they hit the market! Simply click the button below and choose the qualities that you want most in a home and save your search to start getting alerts today!

Join Deal Alert

As a local Orlando Real Estate Agent, I also have access to homes before they hit the market and can show you more homes and information that is only accessible in the MLS. If you would like to set up a time to go over your real estate needs, please free to contact me at your convenience. There is no obligation and or pressure... I hope to hear from you!