Oakland Park Homes for Sale

1091 Eaglecrest Drive, Winter Garden image

1091 Eaglecrest Drive, Winter Garden $1,850,000

Under Construction. Homeowner is offering this brand new Oakland Park custom home under construction for sale. This 4340 SF J&J Building home is a traditional front porch...

5 Beds
4.5 Baths
Oakland Park Unit 6b-2 SubDv.
34787 Zip Code

760 Lake Brim Drive, Winter Garden image

760 Lake Brim Drive, Winter Garden $879,900 ▼

OAKLAND PARK, one of the most highly sought after neighborhoods in Winter Garden! Hop on your GOLF CART or bike and cruise into downtown where you can enjoy outdoor dini...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

613 Cheekwood Alley, Oakland $820,000

Prepare to be impressed with this NEWLY built PARK-FRONT home with partial WATER views! The Sunset model is a neighborhood favorite for its oversized kitchen and spaciou...

4 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

1036 Kershaw Drive, Winter Garden $799,900

4 bed 2.5 bath David Weekly home in the sought after parade of homes community of Oakland Park. Just steps away from the Resort style Community Pool, clubhouse and Trail....

4 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

1087 Huntspoint Street, Winter Garden image

1087 Huntspoint Street, Winter Garden $795,900

RARE OPPORTUNITY! THE ONLY SINGLE STORY HOME AVAILABLE IN THE HIGHLY DESIRED COMMUNITY OF OAKLAND PARK, JUST A GOLF CART RIDE FROM DOWNTOWN WINTER GARDEN OR STEPS FROM T...

3 Beds
2 Baths
Oakland Parka SubDv.
34787 Zip Code

1061 Sadler Oaks Way, Winter Garden image

1061 Sadler Oaks Way, Winter Garden $789,900

Under Construction. Welcome to the charming, storybook community of Oakland Park! This Florida Vernacular home features stunning structural upgrades, including 8' doors...

4 Beds
3 Baths
Oakland Park SubDv.
34787 Zip Code

947 Honeywood Alley, Winter Garden image

947 Honeywood Alley, Winter Garden $785,000 ▼

ENJOY THIS SUMMER IN YOUR NEW HOME! Oakland Park is the perfect blend of old Florida’s nature and architectural charm. No matter where you are, you are not far from a p...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

973 Tilden Oaks Trail, Winter Garden image

973 Tilden Oaks Trail, Winter Garden $775,000 ▼

Your search is over! This gorgeous home is equipped with a large, open concept 1st floor. The gourmet kitchen boasts stainless steel appliances and a large island. St...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

Winter Garden › Oakland Park

Oakland Park - Winter Garden

Oakland Park is a Winter Garden neighborhood of non-gated, Single Family Homes off Tildenville School Road & Oakland Ave just North of Hwy 50 in the Northwest section of Winter Garden. The majority of the homes in Oakland Park were built 2012-2019 by David Weekley Homes, Ashton Woods, Dream Finders Homes, J&J Building and various other builders.

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 Park Neighborhood Amenities

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

Golf Carts Allowed
Park
Playground
Pool
Sidewalks
Waterfront
Clubhouse
Fitness Center
Recreation Facilities
Fishing

Where is Oakland Park in Winter Garden?

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

The Oakland Park neighborhood is bordered by Lake Apopka to the North, the Oakland Hills neighborhood to the South, the Lakeview Reserve neighborhood to the East, and vacant land to the West.

What's Around & Near Oakland Park?

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 Park Home Features

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

Builder(s): David Weekley Homes - Ashton Woods Homes
Architectural Style(s): Craftsman, Florida, Cape Cod, Key West, Bungalow, Colonial and Traditional
Number of Bedrooms:3-5
Number of Garage Spaces: 2-3
Sq Ft Size under Air: Approx 1900-3600
Interior Rooms: Attic, Den/Library/Office, Family Room, Formal Dining Room Separate, Formal Living Room Separate, Inside Utility
Average Lot Size: zero lot line to quarter acre
Construction Material: Metal, and Shingle
Roof: Metal, and Shingle
Exterior Features: Fenced, Irrigation System, Outdoor Grill, Outdoor Kitchen, Rain Gutters, Sidewalk and some homes offer park, garden or water views.