Winters Landing
Winters Landing is a community of single family homes in Oakland, Florida, with a range of options priced between $875,000 and $899,000. There is currently a total of 1 home for sale in Winters Landing. The Winters Landing home presently available is a four bedroom three bathroom residence that is 4,235 square feet (3,448SF Under Air living space), and the largest of the Winters Landing homes currently on the market has four beds and three baths and is a 4,353 square foot (3,290SF Under Air) residence.
Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Winters Landing are $220. Please check the individual listing pages for the exact homeowners association fees for a particular Winters Landing home.
The Winters Landing HOA rules do allow homeowners to have pets. Dogs and cats are allowed.
There are four commercial airports that serve Winters Landing - Orlando Executive (ORL), which is eighteen miles away; Orlando International (MCO), which is twenty one miles away; Kissimmee Gateway (ISM), which is twenty two miles away, and Orlando Sanford International (SFB), which is twenty eight miles away from Winters Landing.
Winters Landing real estate activity on the Oakland MLS during the past year (as of December 2025) reflects that just one home changed hands during this time. Offered with an asking price of $875,000 and selling for $840,000, this represents a list/sell ratio of 96%. It took 66 days from the time it was listed until it sold.
In addition, there are numerous other communities in Oakland to choose from, or you may browse all available Oakland Real Estate, including some new construction opportunities. Homes for sale in Winters Landing are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Winters Landing hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.
Winters Landing Homes For Sale
MLS#MFRO6355030
501 E Oakland Ave
Oakland, FL 34787
4
4
3
4,235 SqFt
Pool
0.34 Acres
43 Days
1 Active Listing in Winters Landing
What schools are Winters Landing homes zoned for?
Where you live in Oakland determines which public schools your children may attend, which directly influences home values. Homes in Winters Landing are zoned for the following Orange County school districts, making school zone boundaries a key factor in property desirability and market demand.Elementary
Middle
High School
Oakland Communities
The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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