Winter Garden Homes for Sale

Just fifteen miles outside of Orlando, Florida rests a cozy community called Winter Garden. Winter Garden carries a population of approximately 40,0000 residents and offers a wide variety of amenities. Some interesting facts about Winter Garden, it had an incredibly laid back atmosphere and yet is only just a short drive from the bustling city of Orlando, It has a long list of walking/hiking trails that engulf residents and visitors alike in the lush natural beauty of Central Florida, and it has a gorgeous historical downtown that was listed on the national Registry of Historic Places. This historic downtown includes small shops, cafes, museums, restaurants, and a theatre for all to enjoy. Major travel throughways in Winter Garden include,County Road 535, County Road 545, and the Western Beltway.

Wondering if there are affordable homes for sale in Winter Garden? Winter Garden, Florida offers homes for sale at extremely affordable prices. Typically the average price for a 3,500 square foot home in Winter Garden is around $350,000. Winter Garden homes normally are in 3 style categories including, traditional, modern and Mediterranean. Purchasing anyone of these homes for sale guarantees amenities that home buyers dream of such as, privacy, luxurious shopping districts, strong educational facilities and so much more!

Wondering what there is to do for fun in Winter Garden? There are a number of popular places to visit while in Winter Garden including their beautiful walking trails that can be found in Chapin Station, Lake Brim Park, and Oakland Nature Preserve. A great place to grab a quick and satisfying bite to eat is Melts on Main street or as some people like to call it “MOMS”. MOMS offers a wide selection of delicious grilled sandwiches and seasonal soups! If you are interested in learning more about what types of homes we have to offer here in Winter Garden, please don’t hesitate to contact us so we can assist you in finding a new home!

Latest Winter Garden Homes and Condos for Sale

1996 N Old Killarney Street, Winter Garden image

1996 N Old Killarney Street, Winter Garden $687,990

Under Construction. Lake Apopka Sound presents The Camden. This all concrete block constructed, one-story multi-gen layout offers two homes under one roof. As you enter t...

4 Beds
3.5 Baths
Lake Apopka Sound Ph 2 SubDv.
34787 Zip Code

5579 Cypress Hill Road, Winter Garden image

5579 Cypress Hill Road, Winter Garden $560,000

This 3 bed, 2.5 bath, two-story single-family home is bright and inviting. The interior has been meticulously maintained. From its elegant interior to the vibrant communi...

3 Beds
2.5 Baths
Orchard Hills Ph 2 SubDv.
34787 Zip Code

2037 S Old Killarney Street, Winter Garden image

2037 S Old Killarney Street, Winter Garden $677,990

Under Construction. Lake Apopka Sound presents the Summerlin. This all concrete block construction, two-story home optimizes living space with an open concept layout. As ...

5 Beds
4.5 Baths
Lake Apopka Sound Ph 2 SubDv.
34787 Zip Code

10163 Salt Point Drive, Winter Garden image

10163 Salt Point Drive, Winter Garden $704,055

This expansive two-story Douglas is optimized for gracious living, providing abundant room to grow and entertain. A flex room is situated off the foyer, followed by an op...

5 Beds
3 Baths
Storey Grove 50 SubDv.
34787 Zip Code

14708 Masthead Landing Circle, Winter Garden image

14708 Masthead Landing Circle, Winter Garden $520,000

14708 Masthead Landing is located in a Beautiful, well maintained, Gated, Family friendly, Golfing and Waterfront Community. Sitting on a Premium corner lot with a FENCE...

4 Beds
2 Baths
Stoneybrook West SubDv.
34787 Zip Code

1391 Williams Road, Winter Garden $574,990

Welcome to this beautiful 4 bedroom, 3.5 bath home in Waterside Community! Located in Winter Garden with “A” Rate Schools, This Well-Maintained home only 2 Years old and ...

4 Beds
3.5 Baths
Waterside/Johns Lake Ph 2c SubDv.
34787 Zip Code

14742 Peekskill Drive, Winter Garden image

14742 Peekskill Drive, Winter Garden — Na $439,000

Small town feel meets peaceful, easy living in this stunning end unit townhouse in the highly sought after Independence Community! The inviting front porch welcomes you i...

3 Beds
3 Baths
Signature Lks-Pcl 01b SubDv.
34787 Zip Code

8812 Bismarck Palm Drive, Winter Garden image

8812 Bismarck Palm Drive, Winter Garden — 8812 $585,000

Welcome to your dream home! This luxurious townhome by Toll Brothers is nestled in the exclusive community of Lakeshore, offering the pinnacle of contemporary living. Wit...

3 Beds
2.5 Baths
Lakeshore Preserve Ph 1 SubDv.
34787 Zip Code

1324 Eagle Lane, Winter Garden $225,000

Charming one-story, 3 Bedroom / 2 Bathroom Winter Garden Townhome. Westside Townhomes features a community pool, low HOA fees and a great location. Directly off Hwy 50 wi...

3 Beds
2 Baths
Westside Twnhms Ph 04 SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 1732, Winter Garden image

14501 Grove Resort Avenue Unit 1732, Winter Garden $345,000

The Grove Resort & Spa is the perfect Orlando's vacation and family resort destination for your next getaway; less than 4 miles from Disney World and other area attractio...

2 Beds
2 Baths
Grove Resort SubDv.
34787 Zip Code

1209 S Park Avenue, Winter Garden — 1904 $278,000

Great Great location,charming 3 bedroom, 2 bathroom home with tile roof, high ceiling, great floor plan with Sunroom. kitchen cabinet and waterproof laminate flooring o...

3 Beds
2 Baths
Village Grove Ph 01 SubDv.
34787 Zip Code

15037 Black Scoter Dr, Winter Garden image

15037 Black Scoter Dr, Winter Garden $599,000

Exceptional 4-bedroom 3-bath Winter Garden home in the beautiful Summerlake community. This home features a rear entry garage with a south facing front door that overlook...

4 Beds
3 Baths
Summerlake Pd Ph 4b SubDv.
34787 Zip Code

4918 Wildwood Pointe Road, Winter Garden image

4918 Wildwood Pointe Road, Winter Garden $695,000

Step inside this light and bright 5 bedroom 3.5 bath SPLIT PLAN home with enough space for everyone. Upon entering you a greeted with a oversized dining space to one sid...

5 Beds
3.5 Baths
Orchard Hills Ph 2 SubDv.
34787 Zip Code

5977 Painted Leaf Drive, Winter Garden image

5977 Painted Leaf Drive, Winter Garden $570,000

Mattamy Newer Home, The Hamilton, 2 story Craftsman, Open floor plan, 3 Bedroom with a Loft, plus Office/Flex Room First Floor. Gourmet Kitchen with 42 inch White Cabinet...

3 Beds
2.5 Baths
Hamilton Gardens SubDv.
34787 Zip Code

15375 Avenue Of The Arbors, Winter Garden image

15375 Avenue Of The Arbors, Winter Garden — 15375 $429,900

Independence ** Great END UNIT location CLEAN CLEAN CLEAN FORMER MODEL ** Across from Independence Elementary School ** BRAND NEW 9/25/23 ATTRACTIVE LAMINATE FLOORING IN ...

3 Beds
2.5 Baths
Signature Lakes, Independence SubDv.
34787 Zip Code

12620 Charmed Drive, Winter Garden image

12620 Charmed Drive, Winter Garden — 0603 $431,740

Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a...

3 Beds
2.5 Baths
Waterleigh SubDv.
34787 Zip Code

18345 Oliver Twist Way, Winter Garden image

18345 Oliver Twist Way, Winter Garden $733,606

Under Construction. Located in our Waterleigh Community, The Sea Cliff home is a beautiful 4 bedroom 3.5 bath home with a spacious entry featuring tray ceilings. Formal d...

4 Beds
3.5 Baths
Waterleigh SubDv.
34787 Zip Code

1925 Americus Minor Drive, Winter Garden image

1925 Americus Minor Drive, Winter Garden $424,999

Welcome to your serene oasis! This beautiful 3-bedroom, 2-bathroom home boasts over 1,500 square feet of comfortable living space. Nestled on a picturesque lot with tranq...

3 Beds
2 Baths
Fullers Crossing Ph 02 49 31 SubDv.
34787 Zip Code

10103 Memoir Avenue, Winter Garden image

10103 Memoir Avenue, Winter Garden — 10103 $450,000

Take advantage of your opportunity to own this beautiful townhome in Storey Grove, located in the highly sought-after Horizon West area. This elegant designer townhome is...

3 Beds
2.5 Baths
Storey Grove Ph 1b-1 SubDv.
34787 Zip Code

4730 Abbeywood Alley, Winter Garden image

4730 Abbeywood Alley, Winter Garden — Meritage Homes $505,880

Pre-Construction. To be built. Brand new, energy-efficient home available by Feb 2024! An open, spacious kitchen overlooks the great room and dining area making it perfec...

3 Beds
2.5 Baths
Silverleaf Reserve Bungalows SubDv.
34787 Zip Code

14838 Speer Lake Drive, Winter Garden image

14838 Speer Lake Drive, Winter Garden $1,299,999

Gorgeous lakefront home with private boat dock and lift! Enjoy the sunrise and the Disney fireworks right from your backyard! This remarkable 4 bedroom, 3.5 bath home is...

4 Beds
3.5 Baths
Signature Lakes Ph 3b-2 & 3b-3 SubDv.
34787 Zip Code

7573 Green Mountain Way, Winter Garden image

7573 Green Mountain Way, Winter Garden $1,950,000

Step into this extraordinary LAKEFRONT haven, nestled on a sprawling 1.26-acre expanse along the pristine shores of Lake Hancock, renowned as one of Central Florida's mos...

4 Beds
3.5 Baths
West Lake Hancock Estates SubDv.
34787 Zip Code

707 Tangelo Court, Winter Garden $895,000

This remodeled 4/3 located in the Golf Cart District of Historic Downtown Winter Garden boasts all the upgrades of a turn-key home. NEW ROOF, NEW PLUMBING, UPDATED ELECT...

4 Beds
3 Baths
Valencia Shores SubDv.
34787 Zip Code

909 Mckinnon Square, Winter Garden image

909 Mckinnon Square, Winter Garden $625,000

Welcome Home to this Modern Bungalow located in the highly Desired McKinnon Square at Oakland Park. The Morningdale floor plan offers 3 Bedrooms, 2/1/2 Bathrooms with an ...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

1264 N West Crown Point Road, Winter Garden image

1264 N West Crown Point Road, Winter Garden $329,000

A half acre land on the one main attraction it is in the historical Winter Garden District city limits, off West Orange Trail. The property is already set up completely f...