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PRICE $1,375,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 4,097 sqft
LOT SIZE 18,731 sqft

One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden's golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

DAYS ON MARKET 1 LAST UPDATED 3/5/2026
TRACT COURTLEA OAKS YEAR BUILT 2000
COMMUNITY 34787 - Winter Garden/Oakland GARAGE SPACES 3.0
COUNTY Orange STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Tildenville Elem
Jr. High School Lakeview Middle
High School West Orange High


ADDITIONAL DETAILS
AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Cooktop, Dishwasher, Refrigerator
AREA 34787 - Winter Garden/Oakland
CONSTRUCTION Block, Concrete, Frame, Stucco
EXTERIOR Outdoor Shower, Rain Gutters
FIREPLACE Yes
GARAGE Yes
HEAT Central, Electric
HOA DUES 500
INTERIOR Crown Molding, High Ceilings, Open Floorplan, Walk-In Closet(s)
LOT 0.43 acre(s)
PARKING Driveway, Attached
POOL Yes
POOL DESCRIPTION Gunite, In Ground, Private
SEWER Public Sewer
STORIES 2
SUBDIVISION COURTLEA OAKS
TAXES 5551
UTILITIES Cable Available, Electricity Connected, Water Connected
WATER Public
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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CONTACT US ABOUT 441 COURTLEA OAKS BOULEVARD
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Listing provided by Jennifer Coon, LAKESIDE REALTY WINDERMERE INC, 407-876-5575
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/5/26 2:14 PM PST.

This IDX solution is (c) Diverse Solutions 2026.