Orchard Hills

Orchard Hills is a community of single family homes, and townhomes in Winter Garden, Florida, with a range of options priced between $419,990 and $869,000. 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 4,402 square foot (3,793SF 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 $565 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 May 2026) reflects 55 homes changing hands, with an average asking price of $623,122 and an average selling price of $604,280. 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 69 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

$850,000

MLS#MFRO6392351

13813 Peach Orchard Way
Winter Garden, FL 34787

5

5

2

4,402 SqFt

0.19 Acres

31 Days

$759,000

MLS#MFROM723891

4896 Palmetto Park Dr
Winter Garden, FL 34787

5

4

2

3,695 SqFt

0.16 Acres

7 Days

Reduced

$695,000

$719,000

MLS#MFRO6376219

5966 Cypress Hill Rd
Winter Garden, FL 34787

4

4

2

2,839 SqFt

0.22 Acres

105 Days

Reduced

$680,000

$720,000

MLS#MFRS5129072

4918 Wildwood Pointe Rd
Winter Garden, FL 34787

5

4

2

3,752 SqFt

0.19 Acres

328 Days

Under Contract

$610,000

$625,000

MLS#MFRO6378167

5531 Cypress Hill Rd
Winter Garden, FL 34787

4

3

2

2,804 SqFt

0.15 Acres

99 Days

Under Contract

$575,000

MLS#MFRO6400764

3167 Winesap Way
Winter Garden, FL 34787

4

2

2

2,115 SqFt

0.14 Acres

16 Days

$540,000

MLS#MFRO6395452

5778 Laurel Cherry Ave
Winter Garden, FL 34787

4

4

2

3,123 SqFt

0.1 Acres

37 Days

$460,000

MLS#MFRO6386620

5706 Cypress Hill Rd
Winter Garden, FL 34787

3

3

2

2,389 SqFt

0.07 Acres

69 Days

$455,000

MLS#MFRO6404161

5755 Cypress Hill Rd
Winter Garden, FL 34787

3

3

2

2,439 SqFt

0.1 Acres

5 Days

$429,990

MLS#MFRO6404258

14844 Driftwater Dr
Winter Garden, FL 34787

4

3

2

2,662 SqFt

0.07 Acres

7 Days

Reduced

$419,490

$439,900

MLS#MFRO6373923

5637 Water Rose Rd
Winter Garden, FL 34787

3

3

2

2,274 SqFt

0.07 Acres

112 Days

$395,000

MLS#MFRO6400788

5618 Water Rose Rd
Winter Garden, FL 34787

3

3

2

1,755 SqFt

0.1 Acres

18 Days

12 Active Listings in Orchard Hills