Hickory Hammock

MI Homes & Ryland Homes

The master developed Hickory Hammock community rests beside the beautiful John's Lake, providing a wonderful retreat for the entire family. Homeowners can look forward to a serene environment within this Winter Garden, waterfront neighborhood. Enjoy a peaceful atmosphere and secluded feel, while being located just minutes from everything you desire. Winter Garden Village at Fowler's Grove Shopping Center is right around the corner, along with the pristinely kept grounds of the Stoneybrook Golf Course. The 429 and Florida Turnpike are easily accessible, accommodating fast travel to Orlando attractions including Disney World, Universal Studios, Sea World, and Downtown Orlando. The highly rated Orange County schools include Whispering Oak Elementary, Sunridge Middle School, and West Orange High, ensuring only the highest level of education.

Hickory Hammock Homes for Sale

Sort by:
New
301 New Providence Promenade 301, DAVENPORT

$159,900

301 New Providence Promenade 301, DAVENPORT

2 Beds 2 Baths 1,372 SqFt Residential MLS® # O6448381
New
2222 Majestic Eagle Circle, CLERMONT

$340,000

2222 Majestic Eagle Circle, CLERMONT

3 Beds 2 Baths 1,564 SqFt Residential MLS® # C7531749
New
5446 Knotty Oak Street, MOUNT DORA

$483,990

5446 Knotty Oak Street, MOUNT DORA

3 Beds 2 Baths 2,123 SqFt Residential MLS® # TB8556245
New
5836 Daughtery Downs Loop, LAKELAND

$315,000

5836 Daughtery Downs Loop, LAKELAND

3 Beds 2 Baths 1,686 SqFt Residential MLS® # A4708911
New
1795 Grandiose Drive, LAKE HAMILTON

$298,490

1795 Grandiose Drive, LAKE HAMILTON

4 Beds 2 Baths 1,574 SqFt Residential MLS® # O6448438
New Open House
715 Drawdy Road, BABSON PARK

$247,000

715 Drawdy Road, BABSON PARK

3 Beds 2 Baths 1,858 SqFt Residential MLS® # O6447953
New
1787 Grandiose Drive, LAKE HAMILTON

$296,990

1787 Grandiose Drive, LAKE HAMILTON

4 Beds 2 Baths 1,574 SqFt Residential MLS® # O6448442
New
2463 Aveeno Avenue, HAINES CITY

$432,490

2463 Aveeno Avenue, HAINES CITY

5 Beds 4 Baths 2,878 SqFt Residential MLS® # O6448378
New
26717 Wetlands Way, LEESBURG

$365,000

26717 Wetlands Way, LEESBURG

3 Beds 3 Baths 2,620 SqFt Residential MLS® # G5118826
New
798 Millhorn Loop, THE VILLAGES

$359,000

798 Millhorn Loop, THE VILLAGES

3 Beds 2 Baths 1,500 SqFt Residential MLS® # G5118816
New
7624 Rex Hill Trail, ORLANDO

$350,000

7624 Rex Hill Trail, ORLANDO

3 Beds 2 Baths 1,299 SqFt Residential MLS® # O6448419
New
Timberlane Road, LAKE WALES

$215,000

Timberlane Road, LAKE WALES

0 Beds 0 Baths 0 SqFt Land MLS® # O6448344
New
Timberlane Road, LAKE WALES

$269,000

Timberlane Road, LAKE WALES

0 Beds 0 Baths 0 SqFt Land MLS® # O6448343
New Open House
20 Walden, ORMOND BEACH

$349,900

20 Walden, ORMOND BEACH

3 Beds 2 Baths 1,874 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
MLS® # V4951731
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447200
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447201
New
Green Lake Drive, EUSTIS

$75,000

Green Lake Drive, EUSTIS

0 Beds 0 Baths 0 SqFt Land MLS® # O6447198
Pending
1624 Sterns Drive, LEESBURG

$285,000

1624 Sterns Drive, LEESBURG

4 Beds 2 Baths 2,936 SqFt Residential MLS® # O6425853
New
3110 Emerald Acres Lane, SANFORD

$374,500

3110 Emerald Acres Lane, SANFORD

3 Beds 3 Baths 1,682 SqFt Residential MLS® # S5159186
New
5714 Cattle Ranch Drive, ST CLOUD

$3,095

5714 Cattle Ranch Drive, ST CLOUD

4 Beds 4 Baths 3,058 SqFt Residential MLS® # O6448300
1211 Nixonton Street, DELTONA

$440,000

1211 Nixonton Street, DELTONA

3 Beds 3 Baths 2,208 SqFt Residential MLS® # V4951068
New
140 Bombay Avenue, WINTER SPRINGS

$355,000

140 Bombay Avenue, WINTER SPRINGS

3 Beds 2 Baths 1,373 SqFt Residential MLS® # O6448262
New
31744 Boadwater Ave, LEESBURG

$369,900

31744 Boadwater Ave, LEESBURG

4 Beds 3 Baths 2,626 SqFt Residential MLS® # O6447594
New
5381 Maddie Drive, HAINES CITY

$399,900

5381 Maddie Drive, HAINES CITY

5 Beds 3 Baths 3,011 SqFt Residential MLS® # O6446669
New Open House
1249 Waterwitch Cove Circle, ORLANDO

$874,900

1249 Waterwitch Cove Circle, ORLANDO

3 Beds 3 Baths 2,715 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 4pm
MLS® # O6446291
New
1881 Red Canyon Drive, KISSIMMEE

$310,000

1881 Red Canyon Drive, KISSIMMEE

3 Beds 3 Baths 1,624 SqFt Residential MLS® # O6448530
New
251 Patterson Road D4, HAINES CITY

$105,000

251 Patterson Road D4, HAINES CITY

1 Bed 2 Baths 836 SqFt Residential MLS® # P4940061
344 Sky Valley Street, CLERMONT

$345,000

344 Sky Valley Street, CLERMONT

3 Beds 2 Baths 1,581 SqFt Residential MLS® # O6423173
New
814 Texas Avenue, LAKELAND

$145,000

814 Texas Avenue, LAKELAND

4 Beds 2 Baths 1,312 SqFt Residential MLS® # O6448654
New
14 Apple Hill Hollow, CASSELBERRY

$375,000

14 Apple Hill Hollow, CASSELBERRY

3 Beds 2 Baths 1,288 SqFt Residential MLS® # O6448584

Sold Homes in Hickory Hammock Winter Garden

Hickory Hammock Real Estate Market Statistics

Average Price $1.1M
Lowest Price $385K
Highest Price $3M
Total Listings 20
Avg. Days On Market 168
Avg. Price/SQFT $317
List to Sell Price Percentage 96 %

Property Types (active listings)

Winter Garden Communities

The scenic views of John's Lake, coupled with the location's spacious properties provide homeowners the privacy they desire without being too far from neighbors. Allowing for a true community feel without the suffocation that comes from being too close for comfort! The lavishly built homes are also a major bonus of living at Hickory Hammock. These Winter Garden homes for sale are constructed with lasting value for the homeowner in mind. 

Hickory Hammock is a gated community, sprinkled with walking trails where you will find mossy oak trees shading the way, giving you ample space to get out and about. A playground, oversized resort-style pool, two tennis courts, a fitness center, and volleyball courts are all found on the property for homeowners to enjoy. Perched atop the highest point of the neighborhood is The Club at Hickory Hammock, which serves as the heart of the community and allows you to take advantage of all the aforementioned amenities Hickory Hammock has to offer.

One of this Winter Garden community’s welcomed feature is the lakefront dock that extends from the pathways out onto the sparkling waters of John's Lake. You will have to see the alluring lake view in person to fully appreciate its beauty. Schedule a visit today!

Hickory Hammock West Community Information

Location: Stoneybrook West Parkway & Towne Commons Boulevard
Surrounding Lakes: Johns Lake
Number of Homesites: 500
Year(s) Built: 2013 - 2020
HOA: Yes
Square Footage: 1,800 - 5,000+
Community Amenities: Lakefront Community, Gated Community, Clubhouse, Fitness Center, Fishing Dock, Boat Ramp, Community Pool, Tennis Courts, Playground, Volleyball Court. Dog Park

Orange County Public Schools

  • Whispering Oak Elementary: Grades Pre-K - 5th  Distance: 0.5 mile 
  • Hamlin Middle School: Grades 6th - 8th  Distance: 5.5 miles
  • West Orange High School: Grades 9th - 12th  Distance: 5 miles

Dining and Shopping

  • Stoneybrook West Village Shopping Center with Publix Grocery - Distance: 1 mile
  • Downtown Winter Garden: 5 miles
  • Restaurant Row - Distance: 17.5 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 16 miles
  • Winter Garden Village Retail Shopping Center with Super Target - Distance: 2.5 miles
  • Downtown Orlando - Distance: 17 miles

Parks and Recreation

  • Horizon West Park & Sportsplex - Distance: 5 miles
  • West Orange Trail - Distance: 4 miles
  • Roper YMCA Family Center - Distance: 5 miles

Hospitals

  • Health Central Hospital - Distance: 9 miles

*Distances are approximately measured from the Stoneybrook West community entrance.

Orlando - Windermere Home

Discover the Dream Home Today

Convenient access to unparalleled hyper-local information. From in the comfort of your house, or on the go, RealtyInOrlando.com provides the Orlando neighborhood data home buyers & seller are seeking.