Orchard Hills

Orchard Hills is a community of single family homes, and townhomes in Winter Garden, Florida, with a range of options priced between $399,000 and $1,049,000. There are currently a total of 12 homes for sale in Orchard Hills. The smallest Orchard Hills home presently available is a three bedroom two bathroom residence that is 2,274 square feet (1,617SF Under Air living space), and the largest of the Orchard Hills homes currently on the market has five beds and four baths and is a 4,804 square foot (3,788SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Orchard Hills range from $180 to $568 and $393 to $1,015 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is real estate taxes for common areas, property insurance, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular Orchard Hills home.

Orchard Hills amenities include a clubhouse, swimming pool, spa / hot tub, and a state-of-the-art fitness center. Sports facilities include a championship golf course, tennis courts, and basketball court.

Boating enthusiasts will love the fact that the community has boat facilities including a boat ramp, and a private boat ramp. There is also a community park, a playground, a dog park, as well as walking or jogging trails.

The Orchard Hills HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are four commercial airports that serve Orchard Hills - Kissimmee Gateway (ISM), which is seventeen miles away; Orlando Executive (ORL), which is seventeen miles away; Orlando International (MCO), which is nineteen miles away, and Orlando Sanford International (SFB), which is 30 miles away from Orchard Hills.

Orchard Hills real estate activity on the Winter Garden MLS during the past year (as of March 2026) reflects 47 homes changing hands, with an average asking price of $624,687 and an average selling price of $606,391. This represents a healthy list-to-sell price ratio of 97% and $175 per square foot. During this period, Orchard Hills homes for sale have taken an average of 59 days to sell.

In addition, there are numerous other communities in Winter Garden to choose from, or you may browse all available Winter Garden Real Estate, including some new construction opportunities. Homes for sale in Orchard Hills are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Orchard Hills hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Orchard Hills Homes For Sale

Under Contract

$880,500

MLS#MFRS5145627

3089 Irish Peach Dr
Winter Garden, FL 34787

5

5

2

4,948 SqFt

0.21 Acres

16 Days

Reduced

$869,000

$889,000

MLS#MFRS5142834

4937 Wildwood Pointe Rd
Winter Garden, FL 34787

5

4

2

3,575 SqFt

0.14 Acres

56 Days

$719,000

MLS#MFRO6376219

5966 Cypress Hill Rd
Winter Garden, FL 34787

4

4

2

2,839 SqFt

0.22 Acres

65 Days

Reduced

$710,000

$720,000

MLS#MFRS5129072

4918 Wildwood Pointe Rd
Winter Garden, FL 34787

5

4

2

3,752 SqFt

0.19 Acres

288 Days

$625,000

MLS#MFRO6378167

5531 Cypress Hill Rd
Winter Garden, FL 34787

4

3

2

2,804 SqFt

0.15 Acres

59 Days

$595,000

MLS#MFRO6383015

5561 Cypress Hill Rd
Winter Garden, FL 34787

3

3

2

3,698 SqFt

0.1 Acres

41 Days

Under Contract

$595,000

MLS#MFRO6382754

14430 Orchard Hills Blvd
Winter Garden, FL 34787

3

3

3

3,726 SqFt

0.11 Acres

38 Days

Reduced

$550,000

$584,999

MLS#MFRO6289752

3242 Irish Peach Dr
Winter Garden, FL 34787

3

2

2

2,992 SqFt

0.14 Acres

380 Days

Under Contract

$518,000

$579,000

MLS#MFRO6288226

5771 Mangrove Cove Ave
Winter Garden, FL 34787

3

3

2

2,820 SqFt

0.1 Acres

373 Days

$460,000

MLS#MFRO6386620

5706 Cypress Hill Rd
Winter Garden, FL 34787

3

3

2

2,389 SqFt

0.07 Acres

29 Days

Reduced

$419,990

$439,900

MLS#MFRO6373923

5637 Water Rose Rd
Winter Garden, FL 34787

3

3

2

2,274 SqFt

0.07 Acres

72 Days

Under Contract

$399,000

$415,000

MLS#MFRO6360967

14801 Evergreen Oak Loop
Winter Garden, FL 34787

3

3

2

2,439 SqFt

0.09 Acres

134 Days

12 Active Listings in Orchard Hills