Wintermere Harbor

Starting a search for Winter Garden real estate? Welcome to Wintermere Harbor, a beautifully landscaped single-family home community with gated entrance and convenience to the many shops and restaurants of Winter Garden Village, theme parks, and major roadways. The community is located off Daniels Road and Lost Grove Circle.

Wintermere Harbor Homes For Sale

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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

Sold Homes in Wintermere Harbor Winter Garden

Real Estate Statistics

Average Price $731K
Lowest Price $715K
Highest Price $749K
Total Listings 4
Avg. Days On Market 22
Avg. Price/SQFT $231

Property Types (active listings)

Winter Garden Communities

Homes in Wintermere Harbor range from approximately 2,500 square feet to about 4,500+ square feet and offer 3 to 6 bedrooms, 2.5 to 4.5 baths, and 2- to 3-car garages. Some homes within the community enjoy picturesque views of Lake Luntz or one of the lovely ponds. Many homes have added private outdoor pools and screened lanais, perfect for enjoying the Florida sunshine. Manicured lots and mature trees dot the landscape of the neighborhood.

Residents of Wintermere Harbor have access to a community playground and park, along with a dock. However, several area parks are within a short drive, including Windermere Recreation Area. This scenic park features two covered pavilions with picnic tables, a covered dock, and gorgeous views of Lake Crescent. The popular West Orange Park, which features a playground, picnic areas, and a dog park, along with Veterans Memorial Park, offers a variety of sports fields, a playground, and a picnic area, are close by. For the golfers of the family, there are two golf courses within just a few miles, including West Orange Country Club and Stoneybrook West Club Golf Club. Central Florida’s beloved theme parks are also a short drive away.

Wintermere Harbor is conveniently located close to shopping and dining. There are several shopping centers, a Publix Grocery Store, a Walmart Supercenter, and Winter Garden Village within a short drive. In addition, the Historic Downtown Winter Garden is only a few miles away. It features a variety of unique options, from sidewalk cafes and bars to art galleries and museums, regular community events, and a famous weekly farmers market.

Major roadways, including FL-429, I-4, and the Florida Turnpike are also convenient to Wintermere Harbor, making for easy commuter access.

Call us today to find out more about Wintermere Harbor.

Wintermere Harbor Community Information

Location: Winter Garden Vineland Road and Lakeshore Grove
Year Built: 1999 - 2003
Number of Homesites: 83 single-family homes
Square Footage: 2,500+ - 4,500+
HOA: Yes

Orange County Public Schools

  • Lake Whitney Elementary School: Grades K - 5th Distance: 3 miles
  • Sunridge Middle School: Grades 6th - 8th Distance: 5 miles
  • West Orange High School: Grades 9th - 12th Distance: 2.5 miles

Dining and Shopping

  • The Shoppes at Windward Cay – Distance: 0.5 mile
  • Winter Garden Village – Distance: 1 mile
  • Shoppes at Lake Butler – Distance: 1 mile
  • Windermere Village – Distance: 2.5 miles
  • Shoppes at Belmere – Distance: 3 miles
  • Plantation Grove – Distance: 3.5 miles
  • West Point Commons Shopping Center with Grocery Store – Distance: 3 miles
  • Historic Downtown Winter Garden – Distance: 4 miles
  • Shoppes of Winter Garden – Distance: 4 miles
  • Lake Burden Shopping Center – Distance: 4.5 miles
  • Walmart Supercenter – Distance: 5 miles
  • Hamlin Town Center – Distance: 5 miles
  • Downtown Orlando – Distance - Distance: 4 miles

Parks and Recreation

  • West Orange Park Trail – Distance: 2.5 miles
  • George Bailey Park – Distance: 2.5 miles
  • Windermere Recreation Area – Distance: 3 miles
  • Veterans Memorial Park – Distance: 3.5 miles
  • Warrior Park – Distance: 3.5 miles
  • Maple Street Park – Distance: 3.5 miles
  • Johns Lake Preserve – Distance: 4 miles
  • West Orange Trail Park – Distance: 4 miles
  • Newton Park – Distance: 5 miles
  • Tildenville Park – Distance: 5 miles
  • Tucker Ranch Recreation and Nature Complex – Distance: 5 miles
  • Kia Center – Distance: 15 miles

Theme Parks

  • Walt Disney World Resort – Distance: 8 miles
  • Universal Studios – Distance: 15 miles
  • SeaWorld – Distance: 22 miles

Hospitals

  • AdventHealth Winter Garden ER – Distance: 1 mile
  • Orlando Health Health Central Hospital – Distance: 5.5 miles

*Distances are approximately measured from the entrance to the Wintermere Harbor subdivision.

Orlando - Windermere Home

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