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441 Courtlea Oaks Boulevard, Winter Garden, FL

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$1,375,000

($336/sqft)

List Status: Active
441 Courtlea Oaks Boulevard
Winter Garden, FL 34787


5 beds
4 baths
4089 living sqft
Top Features
  • Subdivision: Courtlea Oaks
  • Built in  2000
  • Single Family Residence
Description
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.
Property Details
Additional Information
Additional Lease Restrictions
Please confirm any restrictions with HOA.
Additional Parcels YN
false
Alternate Key Folio Num
14-22-27-1944-00-260
Appliances
Built-In Oven, Cooktop, Dishwasher, Refrigerator
Association Fee
500
Association Fee Frequency
Semi-Annually
Association Fee Requirement
Required
Association YN
true
Attached Garage YN
true
Available For Lease YN
1
Bathrooms Total Integer
5
Building Area Source
Public Records
Building Area Total
4870
Building Area Total Srch SqM
452.44
Building Area Units
Square Feet
Calculated List Price By Calculated SqFt
336.27
Carport YN
false
Construction Materials
Block, Concrete, Stucco, Frame
Cooling
Central Air
Country
US
Cumulative Days On Market
1
Current Price
1375000.00
Direction Faces
Northwest
Elementary School
Tildenville Elem
Exterior Features
French Doors, Outdoor Shower, Rain Gutters, Sidewalk
Fencing
Vinyl
Fireplace Features
Family Room
Fireplace YN
true
Flood Zone Code
X
Flood Zone Date
2021-09-24
Flood Zone Panel
12095C0205H
Flooring
Carpet, Tile, Wood
Foundation Details
Slab
Furnished
Unfurnished
Garage Spaces
3
Garage YN
true
Heating
Central, Electric
High School
West Orange High
Homestead YN
1
Interior Features
Ceiling Fans(s), Crown Molding, High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
Internet Address Display YN
true
Internet Automated Valuation Display YN
true
Internet Consumer Comment YN
false
Internet Entire Listing Display YN
true
Laundry Features
Inside, Laundry Room
Lease Restrictions YN
1
Levels
Two
List AOR
Orlando Regional
Living Area Meters
379.88
Living Area Source
Appraiser
Living Area Units
Square Feet
Lot Size Acres
0.43
Lot Size Square Feet
18602
Lot Size Square Meters
1728
Middle Or Junior School
Lakeview Middle
Minimum Lease
7 Months
Modification Timestamp
2026-03-06T18:46:12.133Z
Monthly HOA Amount
83.33
New Construction YN
false
Occupant Type
Owner
Ownership
Fee Simple
Parcel Number
14-22-27-1944-00-260
Pet Restrictions
Please confirm any restrictions with HOA.
Pets Allowed
Yes
Pool Private YN
true
Postal Code Plus 4
4516
Public Survey Range
27
Public Survey Section
14
RATIO Current Price By Calculated SqFt
336.27
Road Surface Type
Asphalt
Roof
Shingle
Room Count
3
Senior Community YN
false
Sewer
Public Sewer
Showing Requirements
Appointment Only, Call Listing Agent, See Remarks
Spa Features
In Ground
Spa YN
true
Status Change Timestamp
2026-03-05T19:14:57.000Z
Tax Annual Amount
5551
Tax Block
P
Tax Book Number
41-67
Tax Legal Description
COURTLEA OAKS PHASE 2B 41/67 LOT 26
Tax Lot
26
Tax Year
2024
Total Acreage
1/4 to less than 1/2
Total Annual Fees
1000.00
Total Monthly Fees
83.33
Township
22
Universal Property Id
US-12095-N-142227194400260-R-N
Unparsed Address
441 COURTLEA OAKS BLVD
Utilities
Cable Available, Electricity Connected, Public, Water Connected
Water Source
Public
Waterfront YN
false
Zoning
R-1
Neighborhood Map
Popup

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MLS #MFRO6385964 Listing courtesy of Lakeside Realty Windermere Inc provided by Stellar MLS.

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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 independent 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. The source of the listing data is as follows: Stellar MLS (updated 3/6/26 11:37 PM) |

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Wendy Morris LLC

Licensed in the State of Florida
BK 3146762
16797 Broadwater Avenue
Winter Garden, Florida 34787

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