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

13792 Jomatt Loop, Winter Garden $539,900

This amazing 4 bed/3.5 bath home was built by Taylor Morrison in 2019. With over 4,100 SqFt it also offers an office, high ceiling and much more. The separate living room...

4 Beds
3.5 Baths
Cypress Reserve Ph 1 SubDv.
34787 Zip Code

7314 Twilight Bay Drive, Winter Garden image

7314 Twilight Bay Drive, Winter Garden $527,200

LOCATION, LOCATION, LOCATION ! You can see the DISNEY FIREWORKS from your front door !! This is a Great opportunity to have the best floor plan in the Lakeview Pointe Co...

5 Beds
4 Baths
Lakeview Pointe/Horizon West P SubDv.
34787 Zip Code

8233 Lakeview Crossing Drive, Winter Garden image

8233 Lakeview Crossing Drive, Winter Garden $385,000

This popular Clearden floorplan, has just been repainted and had new carpets throughout. Located in Phase 1 of Waterleigh the home overlooks a pond at the front of the pr...

4 Beds
3.5 Baths
Waterleigh Ph 1b SubDv.
34787 Zip Code

16304 Rock Coast Drive, Winter Garden image

16304 Rock Coast Drive, Winter Garden $489,500

LAKEFRONT GEM! Enjoy this STUNNING SINGLE STORY 3 Bedroom PLUS Office and 2.5 Bath POOL HOME with OVERSIZED LOT and 3 CAR GARAGE minutes from DISNEY! Rare DELMAR Model ...

3 Beds
2.5 Baths
Waterleigh Ph 1c SubDv.
34787 Zip Code

6109 Lewis And Clark Avenue, Winter Garden image

6109 Lewis And Clark Avenue, Winter Garden $324,900

Independence! Great location one door down from green space/park area ** 3 bedroom 2 bath home with 2 car attached garage ** Ceramic tile in all the main rooms **Stainle...

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

14350 New Blossom Lane, Winter Garden image

14350 New Blossom Lane, Winter Garden $499,899 ▼

Independence! Amazing location across from park/green space ** Beautiful sparkling SALTWATER POOL with outdoor kitchen, spacious patio area and screened lanai in 2015 ** ...

6 Beds
3.5 Baths
Independence, Signature Lakes SubDv.
34787 Zip Code

5723 Hamlin Groves Trail, Winter Garden image

5723 Hamlin Groves Trail, Winter Garden $375,000

Overlook at Hamlin. One of Winter Garden’s most desirable communities. Enjoy relaxing sunsets from you charming front porch watching the bikers and joggers pass by on the...

3 Beds
3.5 Baths
Overlook At Hamlin SubDv.
34787 Zip Code

607 E Oakland Avenue, Winter Garden image

607 E Oakland Avenue, Winter Garden $489,900

Luxury living in the heart of Oakland. Offered at an incredible price, this 4-bedroom, 3.5-bath split floor plan includes every builder upgrade available. As you enter, y...

4 Beds
3.5 Baths
Winters Lndg Ph 01 A D F & G SubDv.
34787 Zip Code

6152 Juneberry Way, Winter Garden — 13e $308,990

Pre-Construction. To be built. Ryan Homes at Hamilton Gardens is the perfect blend of location and lifestyle, surrounded by nature while close to everything. Experience t...

3 Beds
2.5 Baths
Hamilton Gardens SubDv.
34787 Zip Code

2079 Nerva Road, Winter Garden $444,900

Charming home with tons of natural illumination. This home is a must see! 5-bedroom, 3-bath, located in a highly desirable community of Winter Garden and is just waiting ...

5 Beds
3 Baths
Alexander Rdg SubDv.
34787 Zip Code

5785 Cypress Hill Road, Winter Garden image

5785 Cypress Hill Road, Winter Garden — 1 $298,000

bedroom 2 bath townhouse at orchard hill at winter garden , The Brookside Plan at Orchard Hills is a bright and beautiful two-story townhome with three bedrooms, two and ...

3 Beds
2.5 Baths
Orchard Hills Ph 4 SubDv.
34787 Zip Code

8106 Surf Bird Street, Winter Garden image

8106 Surf Bird Street, Winter Garden $339,900

Beautiful single story home located in Summerlake, 3BR 2 bath with flex room that could be BR4, office, or extra living space. 2017 Built Ryland home is less than 10 minu...

3 Beds
2 Baths
Summerlake Pd Ph 2a & 2b SubDv.
34787 Zip Code

9190 Grand Island Way, Winter Garden image

9190 Grand Island Way, Winter Garden $705,000

A must see rare opportunity one story STUNNING LAKE FRONT home for sale located in the beautiful community of Watermark in Winter Garden-Horizon West. This dream home off...

3 Beds
3.5 Baths
Watermark Ph 2c SubDv.
34787 Zip Code

9678 Emerald Berry Drive, Winter Garden image

9678 Emerald Berry Drive, Winter Garden — Na $315,000

Priced to Sell in Gorgeous Watermark Community in Horizons West and minutes from the quickly growing Hamlin area! Only one exit from Disney off 429! An easy 12 minute d...

3 Beds
2.5 Baths
Watermark Ph 3 SubDv.
34787 Zip Code

1805 Standing Rock Cir, Oakland $399,900

Winter Garden is the #1 selling location in Orlando! 20 mins from downtown Orlando, 20 mins from Walt Disney world, and this property is 10 mins from Downtown Winter Gard...

4 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

628 Stevelynn Circle, Winter Garden image

628 Stevelynn Circle, Winter Garden $318,800

CHECK OUT THE VIDEO http://www.628stevelynn.site/mls RARE FIND. SET ON CORNER LOT. Large fully fenced lot with SCREENED POOL and plenty of deck for entertaining. Com...

3 Beds
2 Baths
Oak Park At Winter Garden SubDv.
34787 Zip Code

9892 Beach Port Drive, Winter Garden image

9892 Beach Port Drive, Winter Garden $579,801

Under Construction. LAKEFRONT!!!The Selden in Waterleigh is a spacious 2 story 4 bedrooms, 3.5 bath with a den and 4th bedroom on the first floor. This home invites you f...

4 Beds
3.5 Baths
Waterleigh SubDv.
34787 Zip Code

9326 Bolero Road, Winter Garden $561,236

Under Construction. The Sea Cliff home is a beautiful 4 bedroom 3.5 bath home with a spacious entry featuring tray ceilings. Formal dining room or possible flex space fo...

4 Beds
3.5 Baths
Waterleigh Phase 3bcd SubDv.
34787 Zip Code

7567 Green Mountain Way, Winter Garden image

7567 Green Mountain Way, Winter Garden $1,390,000

Lakefront property located Lake Hancock has direct water access to Hamlin's future Town Center!. There is a private courtyard leads into the home or guest. Inside leads t...

6 Beds
4.5 Baths
West Lake Hancock Estates SubDv.
34787 Zip Code

15090 Stuttgart Alley, Winter Garden image

15090 Stuttgart Alley, Winter Garden $409,270

Brand NEW energy-efficient home ready NOW! Light and bright kitchen features quartz countertops, stainless steel appliances, tile backsplash, and a large island that over...

3 Beds
2.5 Baths
Watermark SubDv.
34787 Zip Code

14718 Watowan Alley, Winter Garden image

14718 Watowan Alley, Winter Garden $350,000

This one won’t last! Hurry in to see this 3 bed, 2.5-bath coastal-style bungalow in the most sought-after park area of the Watermark community. This practically-new ho...

3 Beds
2.5 Baths
Watermark Ph 2b SubDv.
34787 Zip Code

9338 Bolero Road, Winter Garden $531,756

Under Construction. The Kenton in Waterleigh is a spacious two story open floor plan with 4 bedrooms , 3 baths, 2 car garage. This home invites you in from the time you e...

4 Beds
3 Baths
Waterleigh SubDv.
34787 Zip Code

17397 Bal Harbour Drive, Winter Garden image

17397 Bal Harbour Drive, Winter Garden $439,990

Absolutely spectacular, move in ready, 5 BR 2.5 BA home, located in highly sought after Waterside. This beautiful spacious home has an open floor plan, allowing the natur...

5 Beds
2.5 Baths
Waterside/Johns Lk-Ph 2b SubDv.
34787 Zip Code

9555 Bolero Road, Winter Garden $643,900

Under Construction. This Kallan model is situated on a pond with a beautiful view of a small private lake. Stunning entrance and foyer enters into the open concept family...

4 Beds
4.5 Baths
Waterleigh SubDv.
34787 Zip Code

Winter Garden $335,000

Looking for a community to call home? Or a fantastic investment opportunity? This is absolutely it! This AMAZING 3 Bedroom 2 1/2 bath home Located in the Independence Com...