Oakland Trails Homes for Sale
Master-planned community near Lake Apopka with direct West Orange Trail access.
Homes for sale in Oakland Trails
Inside Oakland Trails
Oakland Trails is a single-family home community in Oakland, a small town on the edge of Winter Garden in Orange County, Florida. Built by Meritage Homes between 2017 and 2020, the subdivision ultimately consists of approximately 305 homes with square footage ranging from 1,640 to 3,512 square feet. The community sits on the southern shores of Lake Apopka, Florida’s third-largest lake, positioning residents for waterfront views and outdoor recreation opportunities.
The subdivision is non-gated and features a mandatory homeowners association that maintains community amenities including a clubhouse, swimming pool, dog park, and children’s playground. The location places Oakland Trails within walking distance of Killarney Station, a popular access point to the 22-mile West Orange Trail, which connects Winter Garden, Apopka, and surrounding communities with paved paths for biking and walking. Residents are approximately 16 miles west of downtown Orlando and enjoy proximity to shopping, dining, and entertainment venues in nearby Winter Garden.
School options include an Orange County Public Schools elementary campus 2.7 miles out, a middle school at 3.1 miles, and a high school 5.0 miles away, plus a charter school campus 1.7 miles from the neighborhood. Zoning is assigned by address rather than by subdivision, so check the specific property with the district. Current market listings show home prices ranging from approximately $434,000 to $796,000, reflecting the size and condition variations across the community’s inventory.
The homes feature energy-efficient construction and are located near shopping at East Towne Center and the Publix Super Market, approximately 1.7 miles away. Winter Garden Village, featuring more than 75 restaurants and boutiques, lies 4.2 miles away. The subdivision appeals to buyers and professionals seeking a balance of suburban convenience with access to outdoor recreation, lake proximity, and direct trail connections to regional communities.
The facts
Frequently asked
What is the price range for homes in Oakland Trails?
Oakland Trails homes currently range from approximately $434,000 to $796,000, with the average list price around $549,749. Home sizes range from 1,640 to 3,512 square feet. Contact a Market Connect Realty agent for current inventory and pricing details, as the market evolves regularly.
Is Oakland Trails a gated community?
No, Oakland Trails is a non-gated community. However, it does have a mandatory homeowners association that maintains and enforces community standards and provides amenities such as the clubhouse, pool, and dog park for all residents.
What schools are zoned for Oakland Trails?
The nearest school options are 2.7 miles away for elementary, 3.1 miles for middle, and 5.0 miles for high school, all within Orange County Public Schools. Ask your MCR advisor to pull the current attendance zone for a specific address. A K-5 charter school sits just 1.7 miles from the community. Verify current zoning with the Orange County Public Schools website or your realtor.
What are the HOA fees in Oakland Trails?
Oakland Trails has a mandatory HOA, but specific monthly fee amounts were not available in current sources. The HOA maintains the clubhouse, pool, dog park, and other community facilities. Contact the Oakland Trails HOA directly or a Market Connect Realty agent for current fee schedules.
What amenities does Oakland Trails offer?
Residents enjoy a community clubhouse, swimming pool, dog park, children's playground, outdoor recreation space, sidewalks, and street lights. The neighborhood is also adjacent to Killarney Station on the West Orange Trail, providing easy access to 22 miles of recreational biking and walking paths.
How many homes are in Oakland Trails?
Oakland Trails will ultimately consist of approximately 305 single-family homes. Built between 2017 and 2020 by Meritage Homes, the community has reached substantial build-out, though some lots may still be available for purchase or construction.
Is short-term rental allowed in Oakland Trails?
Short-term rental policies were not confirmed in available sources. Most HOAs restrict short-term rentals or require approval. Contact the Oakland Trails HOA or review the community's Covenants, Conditions & Restrictions (CC&Rs) for specific rental policies, or consult a Market Connect Realty agent.
What year was Oakland Trails developed?
Oakland Trails was developed between 2017 and 2020 by Meritage Homes. The community is relatively new, with energy-efficient construction and modern floor plans reflecting contemporary building standards and buyer preferences for efficiency and smart-home features.