Oakland Trails

Oakland Trails is a neighborhood of single-family residential homes located in Oakland, a small community on the edge of Winter Garden. This neighborhood is perfectly situated south of Florida’s third largest lake, the 30,000-acre Lake Apopka, and just north of Johns Lake. On the border of Orange and Lake County, Oakland Trails residents have direct access to the 22-mile West Orange Trail. The Town of Oakland is about 16 miles west of Downtown Orlando and an ideal location for getting to nearby shopping and entertainment, and for commuting to Orlando’s famous theme parks including Walt Disney World Resorts and Universal Orlando.

Oakland Trails Homes For Sale

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1533 Tiger Lake Road, LAKE WALES

$195,000

1533 Tiger Lake Road, LAKE WALES

2 Beds 2 Baths 896 SqFt Residential MLS® # O6447957
Sold
681 Coronado Drive, KISSIMMEE

$257,900

681 Coronado Drive, KISSIMMEE

2 Beds 2 Baths 1,700 SqFt Residential MLS® # O6221432
Sold
1510 Richmond Road, LAKELAND

$259,900

1510 Richmond Road, LAKELAND

4 Beds 2 Baths 1,128 SqFt Residential MLS® # P4931029
Sold
Treasure Island Road, LEESBURG

$197,000

Treasure Island Road, LEESBURG

0 Beds 0 Baths 0 SqFt Land MLS® # G5084179
Sold
924 S Florida Avenue, LAKELAND

$1,200,000

924 S Florida Avenue, LAKELAND

0 Beds 0 Baths 4,353 SqFt Commercial Sale MLS® # P4930916
Sold
315 Lucaya Loop 315, DAVENPORT

$199,000

315 Lucaya Loop 315, DAVENPORT

3 Beds 2 Baths 1,227 SqFt Residential MLS® # O6221568
Sold
Marker Street, ALTAMONTE SPRINGS

$44,888

Marker Street, ALTAMONTE SPRINGS

0 Beds 0 Baths 0 SqFt Land MLS® # T3536172
Sold
33 N Primrose Drive, ORLANDO

$475,000

33 N Primrose Drive, ORLANDO

0 Beds 0 Baths 1,208 SqFt Commercial Sale MLS® # O6221692
Sold
1134 Harbor Hill Street, WINTER GARDEN

$540,000

1134 Harbor Hill Street, WINTER GARDEN

4 Beds 3 Baths 2,754 SqFt Residential MLS® # O6217343
Sold
1234 Tagliamento Lane, HAINES CITY

$266,875

1234 Tagliamento Lane, HAINES CITY

3 Beds 2 Baths 1,512 SqFt Residential MLS® # P4930978
Sold
251 Patterson Road D39, HAINES CITY

$64,900

251 Patterson Road D39, HAINES CITY

1 Bed 1 Bath 560 SqFt Residential MLS® # P4931085
Sold
555 Sanctuary Golf Place, APOPKA

$800,000

555 Sanctuary Golf Place, APOPKA

4 Beds 4 Baths 2,642 SqFt Residential MLS® # O6219097
Sold
201 Tranquility Cove, ALTAMONTE SPRINGS

$1,100,000

201 Tranquility Cove, ALTAMONTE SPRINGS

7 Beds 7 Baths 6,485 SqFt Residential MLS® # O6220472
Sold
1304 Salisbury Drive, WINTER HAVEN

$38,000

1304 Salisbury Drive, WINTER HAVEN

0 Beds 0 Baths 0 SqFt Land MLS® # S5107136
Sold
502 Tanaro Lane, HAINES CITY

$299,789

502 Tanaro Lane, HAINES CITY

4 Beds 2 Baths 1,820 SqFt Residential MLS® # P4931078
Sold
180 Flag Lilly Lane, UMATILLA

$429,950

180 Flag Lilly Lane, UMATILLA

5 Beds 4 Baths 3,030 SqFt Residential MLS® # S5107909
Sold
1037 Ambleside Drive, HAINES CITY

$259,990

1037 Ambleside Drive, HAINES CITY

3 Beds 2 Baths 1,409 SqFt Residential MLS® # C7494888
Sold
15516 Pendio Drive, BELLA COLLINA

$515,000

15516 Pendio Drive, BELLA COLLINA

0 Beds 0 Baths 0 SqFt Land MLS® # G5084454
Sold
31817 Sunpark Circle, LEESBURG

$309,900

31817 Sunpark Circle, LEESBURG

4 Beds 2 Baths 2,010 SqFt Residential MLS® # T3538838
Sold
1113 Oakland Circle, TAVARES

$150,000

1113 Oakland Circle, TAVARES

3 Beds 2 Baths 1,242 SqFt Residential MLS® # G5083768
Sold
4063 Bannock Avenue, TAVARES

$389,950

4063 Bannock Avenue, TAVARES

4 Beds 3 Baths 2,070 SqFt Residential MLS® # S5107877
Sold
1269 Baltic Drive, KISSIMMEE

$13,900

1269 Baltic Drive, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land MLS® # T3540414
Sold
1813 Grassmere Street, HAINES CITY

$294,990

1813 Grassmere Street, HAINES CITY

4 Beds 3 Baths 1,941 SqFt Residential MLS® # C7494891
Sold
7220 Grace Road, ORLANDO

$1,090,000

7220 Grace Road, ORLANDO

4 Beds 3 Baths 2,904 SqFt Residential MLS® # O6218736
Sold
8612 La Isla Drive, KISSIMMEE

$460,000

8612 La Isla Drive, KISSIMMEE

5 Beds 4 Baths 2,317 SqFt Residential MLS® # S5107186
Sold
521 Mount Olympus Boulevard, NEW SMYRNA BEACH

$230,000

521 Mount Olympus Boulevard, NEW SMYRNA BEACH

3 Beds 3 Baths 1,452 SqFt Residential MLS® # NS1081897
Sold
2850 Ocean Shore Boulevard 15c, ORMOND BEACH

$230,000

2850 Ocean Shore Boulevard 15c, ORMOND BEACH

2 Beds 2 Baths 1,184 SqFt Residential MLS® # FC301910
Sold
1253 Tagliamento Lane, HAINES CITY

$269,000

1253 Tagliamento Lane, HAINES CITY

3 Beds 2 Baths 1,512 SqFt Residential MLS® # P4930981
Sold
1265 Tagliamento Lane, HAINES CITY

$274,875

1265 Tagliamento Lane, HAINES CITY

3 Beds 2 Baths 1,512 SqFt Residential MLS® # P4930980
Sold
Starry Street, ORLANDO

$189,900

Starry Street, ORLANDO

0 Beds 0 Baths 0 SqFt Land MLS® # O6217077

Sold Homes in Oakland Trails Winter Garden

Oakland Trails Real Estate Market Statistics

Average Price $599K
Lowest Price $480K
Highest Price $796K
Total Listings 8
Avg. Days On Market 112
Avg. Price/SQFT $225
List to Sell Price Percentage 98 %

Property Types (active listings)

Oakland Trails, a neighborhood that will ultimately consist of about 305 single-family homes, is located on the shores of Florida’s third largest lake, Lake Apopka. Homeowners at Oakland Trails enjoy that Killarney Station, a stop on the West Orange Trail with picnic areas and a children’s playground, is within walking distance of the neighborhood entrance. With it’s moss-draped oak trees, Oakland is a quaint town known for its proximity to both Johns Lake and Lake Apopka, in addition being directly connected to Winter Garden’s Historic Downtown by the West Orange Trail.

Homes with in Oakland Trails range from three and five bedrooms and from two to four bathrooms. Houses are one or two stories and each has a two-car garage. This neighborhood is positioned near Winter Garden’s historic downtown that features boutique shops, locally owned restaurants, coffeehouses, the refurbished Garden Theatre and more. Additionally, homeowners appreciate being just a short drive from the Winter Garden Village that encompasses a Super Target, several clothing stores and many chain restaurants.

Oakland Trails Amenities

Homeowners at Oakland Trails enjoy access to a number of neighborhood amenities that are maintained by the homeowners association including a community clubhouse, a swimming pool, a dog park and a children’s playground.

Oakland Trails Community Information

Location: Florida’s Turnpike and West Colonial Drive
Year Built: 2017 - 2020
Total Properties: 305
Builder: Meritage Homes
Square Feet: 1,641 - 3,446
HOA: Yes
Community Amenities: clubhouse, dog park, swimming pool, children’s playground, outdoor recreation space.

Orange County Area Schools

  • Tildenville Elementary: Grades Pre-K - 5th Distance: 2.7 miles
  • Lakeview Middle School: Grades 6th - 8th Distance: 3.1 miles
  • West Orange High School: Grades 9th - 12th Distance: 5.0 miles
  • Oakland Avenue Charter School: Grades Kindergarten - 5th Distance: 1.7 miles

Dining and Shopping

  • East Towne Center, Publix Super Market - Distance: 1.7 miles
  • Winter Garden Village Retail Shopping Center with Super Target - Distance: 4.2 miles
  • Historic Downtown Winter Garden - Distance: 4.0 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 13.7 miles
  • Downtown Orlando - Distance: 16.0 miles

Parks and Recreation

  • West Orange Trail - Distance: 0.06 miles
  • Johns Lake Public Boat Ramp - Distance: 0.4 miles
  • Oakland Nature Reserve, Hiking Trails, Wildlife Viewing - Distance: 0.8 miles
  • Newton Park, Lakefront Playground, Fishing, Picnic Area - Distance: 4.3 miles
  • South Lake YMCA - Distance 4.4 miles

Hospitals

  • AdventHealth Hospital Winter Garden - Distance: 4.0 miles
  • Health Central Hospital - Distance: 7.4 miles

*Distances are approximately measured from JW Jones Road and Florida State Road 438.

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