Oakland Park Homes for Sale

708 Lake Brim Drive, Winter Garden image

708 Lake Brim Drive, Winter Garden $1,250,000 ▼

STUNNING TRANSITIONAL MASTERPIECE IN DESIRABLE OAKLAND PARK. Located just down from the quaint streets of Winter Garden’s historic district with boutique shoppes, restaur...

5 Beds
4.5 Baths
Oakland Park SubDv.
34787 Zip Code

1255 Civitas Way, Winter Garden $876,825

Under Construction. Contemporary design and classic appeal blend to create the brilliant Seaside dream home plan. Your open floor plan provides a sensational expanse of e...

4 Beds
3.5 Baths
Oakland Park SubDv.
34787 Zip Code

1213 Union Club Drive, Winter Garden image

1213 Union Club Drive, Winter Garden $799,900

Beautiful custom built 3/2.5 home by award winning J&J Building. This POOL home is located in the highly sought after Oakland Park community! The Craftsman style home is ...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

979 Huntspoint Street, Winter Garden image

979 Huntspoint Street, Winter Garden $799,000 ▼

Picture-perfect farmhouse in the PARADE of HOMES winning community, Oakland Park! Located just footsteps to PARKS, trails, water views, the resort style POOL and clubhou...

4 Beds
3 Baths
Oakland Park SubDv.
34787 Zip Code

233 Hammock Preserve Loop, Winter Garden image

233 Hammock Preserve Loop, Winter Garden $779,900

Pre-Construction. To be built. Pre-Construction. This Florida Vernacular style Design-Ready home, The Jackson, includes a trendy metal roof over the front porch, 8' inter...

4 Beds
3 Baths
Oakland Park SubDv.
34787 Zip Code

1065 Kershaw Drive, Winter Garden $779,000 ▼

This PARK front home in OAKLAND PARK is just footsteps away from the LAKEFRONT walking trail, Community Clubhouse, and RESORT style POOL! The model features 4 bedrooms (m...

4 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

1019 Sadler Oaks Way, Winter Garden image

1019 Sadler Oaks Way, Winter Garden $769,900

Under Construction. This Florida Vernacular style Quick Move-In home, The Jackson, includes a trendy metal roof over the front porch, 8' interior doors and 10' ceilings o...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

898 Mckinnon Square, Winter Garden image

898 Mckinnon Square, Winter Garden $753,660

Under Construction. Exquisite refinements and innovative comforts combine in The Stoneycreek family home plan. Vibrant space , an abundance of natural light, and limitles...

4 Beds
4 Baths
Oakland Park SubDv.
34787 Zip Code

918 Mckinnon Square, Winter Garden image

918 Mckinnon Square, Winter Garden $731,007 ▲

Under Construction. Welcome exceptional elegance and innovative comforts to your life in the beautiful Stoneycreek home plan. Conversations with loved ones and quiet even...

4 Beds
3.5 Baths
Oakland Park SubDv.
34787 Zip Code

1118 Eagles Pass Way, Winter Garden image

1118 Eagles Pass Way, Winter Garden $713,030 ▼

Under Construction. Experience the lifestyle benefits of brilliant craftsmanship and timeless beauty in The Pascal new home plan. The spacious study presents a versatile ...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

929 Mckinnon Square, Winter Garden image

929 Mckinnon Square, Winter Garden $673,260

Under Construction. Experience the brilliant craftsmanship and timeless style in The Barksdale dream home plan. Create a welcoming lounge or a quiet home office in the ve...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

936 Beldonshire Lane, Winter Garden image

936 Beldonshire Lane, Winter Garden $628,500 ▼

Stylish Courtyard home was recently completed, and it's a perfect SINGLE FAMILY HOME, OR SECOND RESIDENCE, OR INVESTMENT! Located in the much desired MCKINNON SQUARE at O...

3 Beds
2.5 Baths
Oakland Park SubDv.
34787 Zip Code

917 Mckinnon Square, Winter Garden image

917 Mckinnon Square, Winter Garden $526,150 ▲

Under Construction. The Kelsey new home plan combines elegance, comfort, and top-quality craftsmanship. Escape to the serenity of your Owner’s Retreat, which includes a c...

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.