Oakland Trails Homes for Sale

2470 Standing Rock Circle, Oakland image

2470 Standing Rock Circle, Oakland $730,000

Virtually Staged. Welcome to 2470 Standing Rock Circle, a beautifully maintained Montclair model by Meritage Homes in the desirable Oakland Trails community. Offering 3,4...

5 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

1750 Standing Rock Circle, Winter Garden image

1750 Standing Rock Circle, Winter Garden $640,000

Welcome to this energy efficient two story home built in 2020, ideally located in the highly desirable Town of Oakland with direct access to the West Orange Trail and exc...

4 Beds
3 Baths
Oakland Trails SubDv.
34787 Zip Code

2561 Sky Stone Court, Oakland $565,000

Virtually Staged. This beautiful 4-bedroom, 2.5-bath home in the charming town of Oakland! Ideally located with no rear neighbors, this home offers comfort, privacy, and ...

4 Beds
3 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

2471 Sky Stone Court, Oakland $559,000

Welcome to 2471 Skystone Ct, located in the desirable Oakland area! This spacious two-story home offers a thoughtfully designed floor plan with 4 bedrooms, 3.5 bathrooms,...

4 Beds
3 Baths
Oakland Trls Ph 1 SubDv.
34787 Zip Code

2199 White Feather Loop, Oakland $489,900

CLOSE BY DECEMBER 31, 2026! Establish Florida residency now to potentially unlock increased Homestead tax savings under Amendment 3—NO 5-YEAR WAIT! Stunning 3-bedroom, 2....

3 Beds
3 Baths
Oakland Trails Ph 1 SubDv.
34787 Zip Code

2273 Standing Rock Circle, Oakland image

2273 Standing Rock Circle, Oakland $479,900

Location, location, location!! Incredible opportunity to own a popular Whitman II model in the desirable Oakland Trails community with direct walkable access to the West ...

3 Beds
3 Baths
Oakland Trls Ph 2 SubDv.
34787 Zip Code

Home › Central Florida › Orlando Metro › Orange County › Winter Garden › Oakland Trails

Oakland Trails - Winter Garden

Oakland Trails is a Winter Garden neighborhood of non-gated, Single Family Homes off JW Jones Road just North of Hwy 50 in the Northwest section of Winter Garden. The majority of the homes in Oakland Trails were built 2017-2019 by Meritage Homes.

The The West Orange Trail is nearby as is an entrance to Hwy 50/Colonial Drive which will take you East to the Florida Turnpike, the 429 Expressway and Downtown Orlando or West to Clermont.

Oakland Trails Neighborhood Amenities

There is a mandatory HOA for Oakland Trails which includes the following amenities:

Playground
Pool

Where is Oakland Trails in Winter Garden?

Oakland Trails is located in the 34787 zip code in the Western Oakland area of Winter Garden.

The Oakland Trails neighborhood is bordered by the Florida Turnpike to the North, Hwy 50/Colonial Drive to the South, commercial development to the East, and the Verde Park neighborhood to the West.

What's Around & Near Oakland Trails?

Grocery-Restaurants: West Point Commons
Mall: Winter Garden Village
Hospital: Orlando Health
Schools: Orange County Find My School
Attractions: Walt Disney World & Universal Studios
Get Out & Play: The West Orange Trail
Local Hang Out: Downtown Winter Garden
Closest Beach: Cocoa Beach

Typical Oakland Trails Home Features

Oakland Trails included home features below are common but may vary from home to home:

Builder(s): Meritage Homes
Architectural Style(s): Traditional
Number of Bedrooms:3-4
Number of Garage Spaces: 2
Sq Ft Size under Air: Approx 1600-3500
Interior Rooms: Bonus Room, Den/Library/Office, Formal Dining Room Separate, Inside Utility
Average Lot Size: quarter acre
Construction Material: Shingle
Roof: Shingle
Exterior Features: Irrigation System, Lighting, Sidewalk and some homes offer greenbelt or trees/woods views.

Text Oakland Trails to 321.384.5738 for more info!