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

1652 Holcomb Creek Street, Winter Garden image

1652 Holcomb Creek Street, Winter Garden $1,050,000

WINTER GARDEN **2 MASTER SUITES (one upstairs, one downstairs) This beautiful **5 BEDROOM home, with **DUAL MASTER BEDROOMS also features, large **LOFT and **GAME ROOM,**...

5 Beds
4.5 Baths
Twinwaters SubDv.
34787 Zip Code

7827 Skiing Way, Winter Garden $3,499,000

Nestled along the southern shoreline of Lake Hancock amidst an enclave of custom built lakefront homes, within the private gates of the exclusive Isles of Lake Hancock, t...

5 Beds
5.5 Baths
Isles Of Lake Hancock SubDv.
34787 Zip Code

628 S Boyd Street, Winter Garden $329,900

LOCATION! LOCATION! LOCATION! This quaint Winter Garden bungalow is a short stroll away from Winter Garden's Downtown Historic District and Plant Street Market and has be...

2 Beds
1 Baths
Jewel Heights SubDv.
34787 Zip Code

1511 Sweet Apple Street, Oakland — N/A $399,500

Welcome home to this beautiful 3 bed, 2.5 bath, nearly new, townhome property in sought after Oakland/Winter Garden area, in Longleaf at Oakland community. As you approac...

3 Beds
2.5 Baths
Longleaf/Oakland Rep SubDv.
34787 Zip Code

2616 Balforn Tower Way, Winter Garden image

2616 Balforn Tower Way, Winter Garden $489,900

Resort style living at Stoneybrook West, this community boasts an abundance of amenities including resort pool area, gym, tennis courts, beach volleyball, basketball, pla...

3 Beds
2 Baths
Stoneybrook West D SubDv.
34787 Zip Code

1364 Scarlet Oak Loop, Winter Garden image

1364 Scarlet Oak Loop, Winter Garden $354,900

Welcome home to this STUNNING townhome with a full 2-car GARAGE in the sought-after neighborhood of Tucker Oaks. Live close to downtown Winter Garden without the massive ...

3 Beds
2.5 Baths
Villas/Tucker Oaks SubDv.
34787 Zip Code

14513 Whittridge Drive, Winter Garden image

14513 Whittridge Drive, Winter Garden $689,900

This is your chance to own a five bedroom home in the beautiful community of Independence Winter Garden. With great schools, community events, a great club house, walking...

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

15740 Avenue Of The Arbors, Winter Garden image

15740 Avenue Of The Arbors, Winter Garden $500,000

Great Investment! Beautiful 3 bedroom, 2.5 bathroom, Loft, 2 car garage Single Family House in the gorgeous community of Independence, best location in Winter Garden. Thi...

3 Beds
2.5 Baths
Signature Lakes Ph 2a SubDv.
34787 Zip Code

14501 Grove Resort Avenue Unit 2434, Winter Garden image

14501 Grove Resort Avenue Unit 2434, Winter Garden — Grove Resosrt $383,900

Amazing luxury vacation Condo at the 3rd floor in the Grove Resort and Spa Orlando! Modern 3-Bedroom, 2-Bath Condo With fully-furnished of living space and balcony. The G...

3 Beds
2 Baths
Grove Resort And Spa Hotel SubDv.
34787 Zip Code

1050 Chase Drive, Winter Garden $500,000

One or more photo(s) has been virtually staged. Welcome home to this charming 4 bedroom 3 bathroom home, located in the beautiful neighborhood of Island Pointe near Histo...

4 Beds
3 Baths
Island Pointe Sub SubDv.
34787 Zip Code

15072 Stuttgart Alley, Winter Garden image

15072 Stuttgart Alley, Winter Garden $550,000

**WELCOME TO WINTER GARDEN & HORIZON WEST** Fantastic opportunity to make this newly built (2019) home yours and live like you are on vacation all year long! In the highl...

3 Beds
2.5 Baths
Watermark Phase 4 SubDv.
34787 Zip Code

15373 Arcadia Bluff Loop, Winter Garden image

15373 Arcadia Bluff Loop, Winter Garden $699,000

This stunning two-story home 4 bedroom home is awaiting its new owner! Featuring 3.5 bathrooms & a 2-car detached garage this modern oasis greets you with amazingly invit...

4 Beds
3.5 Baths
Enclave/Hamlin SubDv.
34787 Zip Code

905 W Story Road, Winter Garden $599,000

Great opportunity for Developers! Located in Incorporated Winter Garden-1/2 mile form Historic Winter Garden Village. Downtown Winter Garden has a Vibrant calendar of a...

N/A SubDv.
34787 Zip Code

14354 White Moss Way, Winter Garden image

14354 White Moss Way, Winter Garden $620,000

LOCATION, LOCATION, LOCATION! Welcome home to the desirable pristine neighborhood of Orchard Hills in Winter Garden. Known for their elaborate family community events, re...

4 Beds
3.5 Baths
Orchard Hills Ph I SubDv.
34787 Zip Code

1415 Sherbourne Street, Winter Garden image

1415 Sherbourne Street, Winter Garden $427,900

LOCATION! LOCATION! LOCATION! Welcome to your lovely 3 Bed / 2.5 Bath, 2-story home, located in the desirable "STONE CREEK" community in WINTER GARDEN. This spacious and ...

3 Beds
2.5 Baths
Stone Creek 48 140 SubDv.
34787 Zip Code

15174 Book Club Road, Winter Garden image

15174 Book Club Road, Winter Garden $799,900

This beautiful house can be your home. It is meticulously maintained that it is like new. With a wide entrance and has 4 bedrooms, where the master bedroom has a walk-in ...

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

14721 Bahama Swallow Boulevard, Winter Garden image

14721 Bahama Swallow Boulevard, Winter Garden $700,000

Welcome to 14721 Bahama Swallow Boulevard, where space and opportunity abounds! This STUNNING 3,329 SqFt home is located in the heart of Horizon West. With a close commut...

4 Beds
2.5 Baths
Summerlake SubDv.
34787 Zip Code

9075 Pinch Shot Drive, Winter Garden image

9075 Pinch Shot Drive, Winter Garden $599,900

THIS is the TURNKEY, SOLAR-POWERED Winter Garden home you have been searching for in this TIGHT market! Built in 2019, this beautiful 3 bedroom/2.5 bath home has been upg...

3 Beds
2.5 Baths
Panther View SubDv.
34787 Zip Code

15381 Honeybell Drive, Winter Garden image

15381 Honeybell Drive, Winter Garden — 15381 $508,000

Unique opportunity to own a 4BR/3BA Townhome in the heart of the desirable Hamlin location. This meticulously maintained modern home boasts formal foyer and guest suite o...

4 Beds
3 Baths
Hamlin Reserve SubDv.
34787 Zip Code

56 Lakeview Reserve Boulevard, Winter Garden image

56 Lakeview Reserve Boulevard, Winter Garden $499,900

MOVE-IN READY! 3 Bedroom/2 Bathroom updated Single story home in Gated Lakeview Reserve! This home is minutes from the Downtown Winter Garden Historic District and steps ...

3 Beds
2 Baths
Lakeview Reserve 46/149 SubDv.
34787 Zip Code

15783 Citrus Grove Loop, Winter Garden image

15783 Citrus Grove Loop, Winter Garden $515,000

DO NOT miss out on this fantastic home in one of the most highly sought after gated communities in Winter Garden. This gorgeous property has all of the upgrades and ameni...

3 Beds
2 Baths
Hickory Hammock Ph 1b SubDv.
34787 Zip Code

267 Deer Isle Drive, Winter Garden image

267 Deer Isle Drive, Winter Garden $449,900

Exclusive Deer Island Gated Community - Waterfront Homesite - with incredible views and private boat dock capability on John’s Lake. Why settle for as-built when you can...

Deer Island SubDv.
34787 Zip Code

17396 Lake Ingram Road, Winter Garden image

17396 Lake Ingram Road, Winter Garden $649,900

1+ ACRE LAKEFRONT, 3BD 3 BA DOWN-TO-STUD REMODELED, RARE gem in Hamlin / Horizon West Area - with NO Home-owners Association. Welcome to your own PRIVATELY GATED custom h...

3 Beds
3 Baths
Mt Park Orange Grove SubDv.
34787 Zip Code

8932 Bismarck Palm Drive, Winter Garden image

8932 Bismarck Palm Drive, Winter Garden $630,000

Luxury townhome with the most stunning kitchen! OH MY! This Toll Brothers townhome located in the Lakeshore community in Horizon West, offers not only a highly desirabl...

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

820 S Park Avenue, Winter Garden $1,690,000

This is a highly sought-after opportunity to secure 5 lots currently zoned residential/commercial (mixed use) just minutes away from the City’s Historic Downtown Walkable...