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Oakland Park Homes for Sale

811 Civitas Way, Winter Garden image
811 Civitas Way, Winter Garden $2,175,000 ▼

Price Improvement!!! Experience elevated living in this exceptional custom home by J&J Building, perfectly positioned in one of Winter Garden’s most desirable locations d...

  • 4 Beds
  • 5 Baths
  • Oakland Park Un # 2a SubDv.
  • 34787 Zip Code
1258 Ridge Lake Way, Oakland image
1258 Ridge Lake Way, Oakland — Rcb Homes $2,098,000 ▲

Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built tw...

  • 4 Beds
  • 4 Baths
  • Oakland Park SubDv.
  • 34787 Zip Code
906 Allendale Lane, Winter Garden image
906 Allendale Lane, Winter Garden — Rcb $1,725,000 ▼

Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown...

  • 5 Beds
  • 4 Baths
  • Oakland Park B-2 SubDv.
  • 34787 Zip Code
1101 Eagles Pass Way, Winter Garden image
1101 Eagles Pass Way, Winter Garden $1,644,999 ▼

Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a...

  • 6 Beds
  • 5 Baths
  • Oakland Park SubDv.
  • 34787 Zip Code
844 Oakland Park Boulevard, Winter Garden image
844 Oakland Park Boulevard, Winter Garden $1,195,000 ▼

Virtually Staged. 35k DESIGN AND UPGRADE SELLER CREDIT! More than a home, this is a lifestyle. Perfectly positioned in the highly sought-after Oakland Park community, thi...

  • 5 Beds
  • 4 Baths
  • Oakland Park Unit 1b-1b SubDv.
  • 34787 Zip Code
925 Easley Avenue, Winter Garden image
925 Easley Avenue, Winter Garden $1,125,000 ▼

Welcome to a life beautifully lived. Situated on a premier corner lot in Oakland Park, Winter Garden's golf cart community, this exceptional residence blends thoughtful ...

  • 4 Beds
  • 4 Baths
  • Oakland Park SubDv.
  • 34787 Zip Code
226 Hammock Preserve Loop, Oakland image
226 Hammock Preserve Loop, Oakland $889,900

A rare opportunity in highly sought-after Oakland Park—this beautifully furnished, turnkey home offers **4 spacious bedrooms, 3 full bathrooms, including a first-floor be...

  • 4 Beds
  • 3 Baths
  • Oakland Parkb-3 SubDv.
  • 34787 Zip Code
166 Hammock Preserve Loop, Oakland image
166 Hammock Preserve Loop, Oakland $850,000

Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserv...

  • 4 Beds
  • 4 Baths
  • Oakland Parkb-3 SubDv.
  • 34787 Zip Code
907 Easley Avenue, Winter Garden image
907 Easley Avenue, Winter Garden $840,000 ▼

OAKLAND PARK---a PARADE of HOMES winning community! Nestled beneath a canopy of mature trees and perfectly positioned across from a PARK, this charming home welcomes you ...

  • 3 Beds
  • 3 Baths
  • Oakland Park SubDv.
  • 34787 Zip Code

Home › Central Florida › Orlando Metro › Orange County › 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.

Text Oakland Park to 321.384.5738 for more info!

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Realtor David MyersDavid Myers
Your Winter Garden
Neighborhood Expert
Call/Text: 407.801.3286
Winter Garden Home Buyers Guide

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 Plant Street
  • Island Pointe
  • Kings Bay
  • Lake Cove Pointe
  • Lakeview Reserve
  • Lakeview Village Estates
  • Magnolia Wood
  • McAllister Landing
  • Oakglen Estates
  • Oaks at Brandy Lake
  • Park Place
  • Regal Pointe
  • Stanton Estates
  • Sterling Pointe
  • Timbercreek Pines
  • Traditions
  • Trails Winter Garden
  • Tuscany
  • Walkers Grove
  • Winter Oaks

Winter Garden Village Area Neighborhoods

  • Alexander Ridge
  • Amberleigh
  • Avalon Reserve
  • Avalon Ridge
  • 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
  • Estates Lakeview Preserve
  • Foxcrest
  • Glynwood
  • Grove Park
  • Grovehurst
  • Hickory Hammock
  • Johns Lake Pointe
  • Lake Roberts Landing
  • Lakeview Preserve
  • Orange Cove
  • The Orchard
  • Oxford Chase
  • Regency Oaks
  • Reserve Carriage Pointe
  • Roper Reserve
  • Sanctuary Twin Waters
  • Southern Pines
  • Stone Creek
  • Stoneybrook West
  • Sunset Lakes
  • Tilden Place
  • Twinwaters
  • Waterside
  • Westfield Lakes
  • Windermere Crossing
  • Windward Cay
  • Winter Grove
  • Wintermere Harbor
  • Wintermere Pointe
  • Woodbridge on Green

Horizon West Area Neighborhoods

  • Avalon Cove
  • Cove At Hamlin
  • Del Webb Oasis
  • Enclave at Hamlin
  • Encore at Ovation
  • Hamilton Gardens
  • Hamlin Pointe
  • Hamlin Reserve
  • Hamlin Ridge
  • Hawksmoor
  • Harvest at Ovation
  • Highland Ridge
  • Highlands Summerlake
  • Horizon Isle
  • Independence
  • Isles Of Lake Hancock
  • Lake Hancock Preserve
  • Lakeshore
  • Lakeside at Hamlin
  • Lake Star at Ovation
  • Lakeview Pointe
  • Latham Park
  • Mezzano
  • Northlake at Ovation
  • Orchard Hills
  • Orchard Park
  • Osprey Ranch
  • Overlook At Hamlin
  • Panther View
  • Parkview at Hamlin
  • Ravenna
  • Sanctuary at Hamlin
  • Serenade at Ovation
  • Silverleaf Oaks
  • Silverleaf Reserve
  • Storey Grove
  • Summerlake
  • Summerlake Groves
  • Tribute at Ovation
  • Waterleigh
  • Watermark
  • Westhaven Ovation
  • Wincey Groves
  • Winding Bay

Oakland Area Neighborhoods

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

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Realtor David Myers - Your Orlando Neighborhood Expert

Winter Garden FYI

  • About Winter Garden
  • The West Orange Trail
  • Winter Garden Insider
  • Community Contacts
  • Arts & Culture
  • Fun Things to Do
  • Health & Wellness
  • Home Builders
  • Parks & Recreation
  • Restaurants & Dining
  • Schools & Education
  • Shopping Guide
  • Sports & Athletics
  • Where is Winter Garden

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David Myers - Broker Associate
Florida Neighborhood Realty Team
Ziro Realty, LLC
549B Water Street
Celebration, FL 34747
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