Tucker Oaks Homes for Sale
Affordable gated townhome community near downtown Winter Garden with pond views.
Homes for sale in Tucker Oaks
Inside Tucker Oaks
Tucker Oaks is a gated residential community in Winter Garden, Florida, located off SR-50 and Tucker Oaks Boulevard in the city’s western Oakland area. Developed primarily between 2007 and 2014 by D.R. Horton, the community consists of condo townhomes ranging from approximately 1,200 to 1,700 square feet with two to three bedrooms and one to two-car garages. The Villas at Tucker Oaks, a gated subsection of the larger community, adds approximately 90 additional homes. Many units overlook ponds, while others back to conservation areas, offering privacy and natural views without rear neighbors.
The median listing price in Tucker Oaks has remained relatively stable, with homes listed between $285,000 and $390,000 as of 2022, and a median price of $349,000 as of April 2026. HOA fees are among the most competitive in Winter Garden, ranging from approximately $205 to $282 monthly depending on unit type, and include common area maintenance, grounds care, community roads, pool maintenance, security, real estate taxes for common areas, insurance, trash removal, and recreation facilities. This affordability positions Tucker Oaks as an accessible option for first-time buyers and investors in the metro Orlando market.
The community features a resort-style pool, clubhouse, basketball courts, dog park, multiple playgrounds, and lakeside picnic areas. Walking paths connect residents throughout the neighborhood. The West Orange Trail is nearby, and historic downtown Winter Garden-with restaurants, galleries, theaters, shops, and a farmers market, is within minutes. Major thoroughfares including SR-50 and the Florida Turnpike provide easy commuting to Orlando’s employment centers, theme parks, and beyond.
Tucker Oaks draws its elementary assignment from Orange County Public Schools, with the district’s secondary campuses also serving the area. The community appeals to buyers seeking gated-community security with low maintenance living and reasonable HOA fees, as well as investors viewing the rental-friendly environment. Architectural styles include contemporary, Florida, and traditional designs, with most units featuring irrigation systems, lighting, rain gutters, and sidewalks.
The facts
Frequently asked
What is the price range for homes in Tucker Oaks?
Tucker Oaks townhomes and condos are priced between $285,000 and $390,000, with a median listing price of $349,000 as of April 2026. Most units range from 1,200 to 1,700 square feet and feature two to three bedrooms. Recent sales show a healthy 97% list-to-sell ratio at approximately $200-$219 per square foot. Contact a Market Connect Realty agent for current inventory and pricing.
Is Tucker Oaks a gated community?
Yes, Tucker Oaks is fully gated, with entry controlled at the main gate. The Villas at Tucker Oaks is an additional gated subsection offering 90 homes. The gated design provides security and privacy, with many homes backing to conservation areas or overlooking community ponds. Gate access is restricted to residents and authorized visitors.
What schools are zoned for Tucker Oaks?
Tucker Oaks carries an elementary assignment within Orange County Public Schools. The community is located in Orange County's school district, with middle and high schools assigned based on the district's zoning. The West Orange Trail, a established recreational facility, is nearby. Contact the Orange County School District or a Market Connect Realty agent for the current middle and high school assignments.
What are the HOA fees in Tucker Oaks?
HOA fees in Tucker Oaks range from approximately $205 to $282 per month, depending on unit type (townhome or condo). The fees include common area maintenance, grounds and building maintenance, community roads, pool upkeep, security, real estate taxes for common areas, insurance, trash removal, sewer, pest control, and recreation facilities. Fees may vary by building within the community.
What amenities does Tucker Oaks offer?
The community features a resort-style swimming pool, clubhouse, basketball courts, dog park, multiple playgrounds, and a lakeside picnic and barbecue area. Walking paths connect residents throughout the neighborhood, and many homes overlook ponds. The nearby Tucker Ranch Recreation and Nature Complex offers a natural playground and scenic trail for outdoor recreation.
How many homes are in Tucker Oaks?
The exact total number of homes in Tucker Oaks is not publicly disclosed in current records. The Villas at Tucker Oaks subsection alone offers 90 homes, but the total community size is not documented on real estate websites. Typically, three to four homes are listed for sale at any given time. A Market Connect Realty agent can provide detailed occupancy data.
Is short-term rental allowed in Tucker Oaks?
Tucker Oaks HOA rules do allow short-term rental of units, making it attractive for investors. However, specific rental restrictions, approval processes, and lease-term minimums are determined by the Tucker Oaks Condo Association board. Contact the HOA directly or consult a Market Connect Realty agent for current rental policies and any caps on rental units per building.
What year was Tucker Oaks developed?
The majority of Tucker Oaks was developed between 2007 and 2014 by D.R. Horton. The community has continued to evolve since initial development, with subsequent phases and the addition of the Villas at Tucker Oaks subsection. The HOA for the main community was formally established on November 27, 2006, prior to the first homes being built.