Please ensure Javascript is enabled for purposes of website accessibility
Winters Landing Oakland Real Estate

Winters Landing is a well-established community located in the quaint town of Oakland, Florida. Founded in 1887, Oakland was once a major center of commerce. Today, the town nestled between Johns Lake and Lake Apopka is noted for its laid-back lifestyle and sprawling age-old oak trees.

Winters Landing Homes for Sale

1 Property Found. Page 1 of 1.
Photo of Listing #O6165594
Pending
WINTER GARDEN
MLS® # O6165594
4 Beds, 4 Baths, 3,406 Sf


Homes in Winters Landing feature 3-5 bedrooms, 3-4 baths, 2-3 car garages, and bonus rooms. Built between 2005 and 2006, sought after amenities such as open floor plans with large gourmet kitchens, wood and tile flooring, crown molding, master bedrooms with large walk-in closets, and master bath suites featuring garden tubs and separate showers add to the appeal of Johns Landing. With between 2,400 and 4,000 square feet, desirable floor plans boast plenty of space for entertaining family and friends. Stunning architectural style homes and a desirable location make Winters Landing the perfect place to call home.

Part of Winters Landing’s appeal is the charming town in which it is located. Strolling through Oakland elicits a sense of nostalgia thanks in part to remnants of the one-time bustling city such as the brick Colonial Revival Style Town Hall built in 1911 and the Town Center Circle Fountain. Bikers will rejoice with direct access to the West Orange Trail, a 22-mile haven for riders. Oakland lies near another enchanting town, downtown Winter Garden. Less than 3 miles away, the famous Plant Street Market is a gathering place for locals and visitors alike. The community market is home to over 20 vendors, including a craft brewery, butcher, coal-fired pizza cafe and many more artisans. Weekends draw a crowd for the Downtown Winter Garden Farmer’s Market. In addition to the small-town vibe, modern-day conveniences such as movie theaters, big-name stores, and restaurants are located less than 5 miles away in Winter Garden Village.

There is even plenty of excitement for outdoor enthusiasts. The nearby 128-acre Oakland Nature Preserve is a great way to explore the “real” Florida or take part in the environmental education and ecotourism activities available for all ages. With close access to Central Florida’s major highways such as Florida’s Turnpike and SR 429 commuting to Downtown Orlando and the many theme parks is simple. Winters Landing is truly a hidden gem!

Winters Landing Community Information

  • Location: Located off Oakland Avenue (438) and Winters Landing Drive, north of SR 50 (Colonial Drive) and west of SR 429
  • Number of Homesites: 58
  • Year Built: 2005-2007
  • Square Footage: 2,420-4,050
  • HOAYes
  • Community Amenities: Direct Access to West Orange Trail

Orange County Area Schools

  • Tildenville Elementary School (Grades K-5)- Distance: 2 miles
  • Lakeview Middle (Grades 6-8) -Distance: 3 miles
  • West Orange High School (Grades 9-12) -Distance: 5 miles

Dining and Shopping

  • Winter Garden Village (Bank, Retail, Restaurants) - Distance: 5 miles
  • Oakland Town Hall - Distance: 1 mile
  • Plant Street/Downtown Winter Garden - Distance: 2 miles
  • Grocery Store (Publix at West Point Commons) - Distance: 2 miles
  • Restaurant Row - Distance: 19 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 17 Miles
  • Downtown Orlando - Distance: 20 miles

Parks and Recreation

  • Speer Park - Distance: 0.4 miles
  • Walt Disney World Resort - Distance: 23 miles
  • Universal Orlando Resort - Distance: 18 miles
  • Jake Voss Pier (Lake Apopka) - Distance: 8 miles
  • Oakland Nature Preserve - Distance: 1 mile
  • Sanctuary Ridge Golf Club - Distance: 6 miles

Hospitals

  • Advent Health Winter Garden - Distance: 5 miles 
  • Orlando Health South Lake - Distance: 7 miles

*Distances are approximately measured from Winters Landing community entrance.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on May 13th, 2024 at 1:20pm EDT.