Deer Island

One of Central Florida's most unique neighborhoods, the exclusive Deer Island Community, sits on a picturesque peninsula on Johns Lake. The quiet, gated Winter Garden community boasts 125 stunning homes, each with unique architectural styles. Houses for sale in this exquisite neighborhood offer plenty of space and may include bonus rooms, great rooms, breakfast nooks, and in-law apartments. These Winter Garden Homes for sale range from 3-7 bedrooms and include 1-4 car garages.

Deer Island Homes for Sale

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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 Deer Island Winter Garden

Deer Island Real Estate Market Statistics

Average Price $1.5M
Lowest Price $1.5M
Highest Price $1.5M
Total Listings 1
Avg. Days On Market 23
Avg. Price/SQFT $547
List to Sell Price Percentage 94 %

Property Types (active listings)

Winter Garden Communities



One of the most enticing features of Deer Island is the oversized lots ranging from 1 to 2 pristine acres. Outdoor elements may consist of outdoor kitchens, irrigation, and fenced yards. Due to Deer Island's unique location, many of the community's homes offer stunning water views, including 83 beautiful lakefront homes and five pond-side homes. Many residences have private pools as well as private dock access at the lakefront homesites.

Inside the gates of this prestigious community, residents will find tennis courts, a basketball court, and a beautiful park optimizing the area's idyllic green space. There are many more ways to take advantage of the gorgeous Florida weather and outdoor activities right outside the gates of Deer Island. Nearby Killarney Station leads into 22-mile paved West Orange trail perfect for biking and long walks through the diverse Central Florida landscape; Johns Lake Boat Ramp affords anglers and water sport lovers a convenient place to launch boats. A short drive away, The Winter Garden Village consists of a movie theatre, retail, dining, and entertainment options. All the area's attractions, nightlife, and businesses are never too far away with proximity to the Florida Turnpike!

Deer Island Community Information

  • Location: East Colonial Drive on Deer Isle Drive. Approximately 1 mile southwest of the Florida Turnpike.
  • Surrounding Lakes: Johns Lake
  • Number of Homesites: 125
  • Year Built: 1988-2010
  • Square Footage: 2,051-11,696
  • HOA: Yes
  • Community Amenities: Neighborhood Park, Basketball Court, Tennis Court, Fishing, Boating, Golf Carts Permitted


Orange County Area Schools

  • Tildenville Elementary School (Grades K-5)- Distance: 4 miles
  • Lakeview Middle (Grades 6-8) -Distance: 5 miles
  • West Orange High School (Grades 9-12) -Distance: 7 miles

Dining and Shopping

  • Winter Garden Village (Bank, Retail, Restaurants) - Distance: 7 miles
  • Grocery Store (Publix at West Point Commons) - Distance: 5 miles
  • Grocery Store (Publix at Stonybrook West) - Distance: 6 miles
  • Downtown Winter Garden - Distance: 5 miles
  • Restaurant Row - Distance: 16 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance:  19 Miles
  • Downtown Orlando - Distance: 19 miles

Parks and Recreation

  • West Orange Park - Distance: 2 miles
  • Walt Disney World Resort - Distance: 22 miles
  • Universal Orlando Resort - Distance: 19 miles
  • Kings Ridge Golf Club: 8 miles
  • Forest Lake Golf Club - Distance: 11 miles
  • Johns Landing - Distance: 2 miles

Hospitals

  • Advent Health Winter Garden - Distance: 7 miles 
  • Orlando Health South Lake - Distance:  5 miles
  • Orlando Health-Health Central Hospital - Distance: 9 miles


*Distances are approximately measured from Deer Island community entrance.

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