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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 image
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 image
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.

Schedule your viewing of Oakland Park today!

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Address Search

Realtor David MyersDavid Myers 407-801-3286
Your Winter Garden Real Estate Expert

Winter Garden Areas

  • Downtown Winter Garden
  • Horizon West
  • Oakland
  • Winter Garden Village

Downtown Winter Garden Area Neighborhoods

  • Downtown Winter Garden
  • Brandy Creek
  • Chapin Station
  • Courtlea Oaks
  • Courtlea Park
  • Covington Chase
  • Crown Point Springs
  • Daniels Crossing
  • Fullers Crossing
  • Fullers Landing
  • Heritage at Plant Street
  • Island Pointe
  • Kings Bay
  • Lake Cove Pointe
  • Lakeview Reserve
  • Magnolia Wood
  • McAllister Landing
  • Oakglen Estates
  • Oaks at Brandy Lake
  • Park Place
  • Regal Pointe
  • Stanton Estates
  • Sterling Pointe
  • Timbercreek Pines
  • Traditions
  • Trails of Winter Garden
  • Tuscany
  • Walkers Grove
  • Winter Oaks

Winter Garden Village Area Neighborhoods

  • Alexander Ridge
  • Amberleigh
  • Avalon Reserve
  • Avalon Ridge (NEW)
  • Banana Bay Estates
  • Bay Isle
  • Belle Meade
  • Black Lake Park
  • Black Lake Preserve
  • Bradford Creek
  • Bronsons Landing
  • Canopy Oaks
  • Carriage Pointe
  • Cobblestone
  • Country Lakes
  • Cypress Reserve
  • Daniels Landing
  • Deerfield Place
  • Emerald Ridge
  • Foxcrest
  • Glynwood
  • Grove Park
  • Grovehurst
  • Hickory Hammock
  • Johns Lake Pointe
  • Lake Roberts Landing
  • Orange Cove
  • The Orchard
  • Oxford Chase
  • Regency Oaks
  • Reserve at Carriage Pointe
  • Roper Reserve
  • Sanctuary at Twin Waters
  • Southern Pines
  • Stone Creek
  • Stoneybrook West
  • Sunset Lakes
  • Tilden Place
  • Twinwaters
  • Waterside
  • Westfield Lakes
  • Windermere Crossing
  • Windward Cay
  • Wintermere Harbor
  • Wintermere Pointe
  • Woodbridge on the Green

Horizon West Area Neighborhoods

  • Avalon Cove
  • Cove At Hamlin
  • Enclave at Hamlin
  • Encore at Ovation
  • Hamilton Gardens
  • Hamlin Reserve
  • Hawksmoor
  • Highland Ridge (NEW)
  • Highlands Summerlake
  • Independence
  • Isles Of Lake Hancock
  • Lake Hancock Preserve
  • Lakeshore
  • Lakeside at Hamlin
  • Lakeview Pointe
  • Lakeview Preserve
  • Latham Park
  • Mezzano (NEW)
  • Orchard Hills
  • Orchard Park
  • Osprey Ranch (NEW)
  • Overlook At Hamlin
  • Panther View
  • Ravenna
  • Sanctuary at Hamlin
  • Storey Grove
  • Summerlake
  • Summerlake Groves
  • Waterleigh
  • Watermark
  • Westhaven Ovation (NEW)
  • Wincey Groves
  • Winding Bay

Oakland Area Neighborhoods

  • Deer Island
  • Downtown Oakland
  • Hull Island
  • Johns Cove
  • Johns Landing
  • Longleaf at Oakland
  • Oakland Hills
  • Oakland Park
  • Oakland Trails
  • Trailside Station
  • Tucker Oaks
  • Verde Park

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David Myers - Broker Associate
WinterGardenNeighborhoodRealty.com Team
Ziro Realty, LLC
619 Celebration Ave
Celebration, FL 34747
Call/Text: 407-801-3286
https://www.WinterGardenNeighborhoodRealty.com





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