Search Gated Communities in Winter Garden

Winter Garden features a variety of gated communities offering controlled access. Established communities such as Stoneybrook West and Black Lake Park sit alongside newer gated neighborhoods like Hickory Hammock, creating options across multiple home styles and price ranges. Many Winter Garden gated communities include amenities such as community pools, recreation areas, trails, and maintained common spaces. Located near downtown Winter Garden, Horizon West, and major roadways, these neighborhoods provide convenient access while maintaining defined residential environments. Explore Winter Garden gated communities below to compare locations, home styles, and current homes for sale.

Winter Garden Guard-Gated Communities

Winter Garden guard-gated communities include staffed entrances that monitor visitor access. Review the guard-gated communities below to explore homes for sale and neighborhood details.


Winter Garden Gated Communities

Winter Garden gated communities feature private entrances with resident access systems. These neighborhoods range from established residential enclaves to lakeside neighborhoods, offering controlled entry. Explore the gated communities below to compare locations, home styles, and current availability.


Winter Garden Gated Communities Homes For Sale

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New
1720 Lake Roberts Landing Drive, WINTER GARDEN

$1,399,999

1720 Lake Roberts Landing Drive, WINTER GARDEN

5 Beds 5 Baths 4,919 SqFt Residential MLS® # O6436608
New Open House
16924 Tradewind Point, WINTER GARDEN

$724,999

16924 Tradewind Point, WINTER GARDEN

4 Beds 4 Baths 2,958 SqFt Residential
Sat, Sep 12th, 2026 @ 11am - 3pm
MLS® # O6439183
New
13056 Sandcastle Drive, WINTER GARDEN

$775,000

13056 Sandcastle Drive, WINTER GARDEN

2 Beds 2 Baths 1,889 SqFt Residential MLS® # O6439937
New
239 Largovista Drive, OAKLAND

$675,900

239 Largovista Drive, OAKLAND

4 Beds 3 Baths 3,652 SqFt Residential MLS® # FC321273
New
2039 Harbor Cove Way, WINTER GARDEN

$730,000

2039 Harbor Cove Way, WINTER GARDEN

4 Beds 3 Baths 2,643 SqFt Residential MLS® # O6435631
New
431 Southern Pecan Circle 101, WINTER GARDEN

$284,995

431 Southern Pecan Circle 101, WINTER GARDEN

3 Beds 2 Baths 1,340 SqFt Residential MLS® # O6439215
New
16795 Turtle Hatch Drive, WINTER GARDEN

$1,249,990

16795 Turtle Hatch Drive, WINTER GARDEN

5 Beds 5 Baths 3,615 SqFt Residential MLS® # O6438512
New
1315 Eastern Pecan Place 202, WINTER GARDEN

$212,000

1315 Eastern Pecan Place 202, WINTER GARDEN

1 Bed 1 Bath 942 SqFt Residential MLS® # O6437857
New
1374 Viscaya Cove Boulevard, WINTER GARDEN

$545,000

1374 Viscaya Cove Boulevard, WINTER GARDEN

4 Beds 4 Baths 2,492 SqFt Residential MLS® # O6438465
New
15124 Lemon Peel Alley, WINTER GARDEN

$627,500

15124 Lemon Peel Alley, WINTER GARDEN

4 Beds 4 Baths 2,496 SqFt Residential MLS® # O6438797
New
526 First Cape Coral Drive, WINTER GARDEN

$1,089,000

526 First Cape Coral Drive, WINTER GARDEN

4 Beds 5 Baths 2,701 SqFt Residential MLS® # O6438786
New Open House
2420 Balforn Tower Way, WINTER GARDEN

$619,900

2420 Balforn Tower Way, WINTER GARDEN

3 Beds 2 Baths 1,572 SqFt Residential
Sat, Sep 12th, 2026 @ 11am - 1pm
MLS® # O6438016
13360 Sunny Retreat Lane, WINTER GARDEN

$595,000

13360 Sunny Retreat Lane, WINTER GARDEN

3 Beds 2 Baths 2,000 SqFt Residential MLS® # S5156584
N/A, WINTER GARDEN

$212,000

N/A, WINTER GARDEN

1 Bed 1 Bath 942 SqFt Residential MLS® # O6420656
Open House
2716 Gorst Rd, WINTER GARDEN

$859,000

2716 Gorst Rd, WINTER GARDEN

5 Beds 5 Baths 3,935 SqFt Residential
Sat, Sep 12th, 2026 @ 11am - 3pm
MLS® # O6437314