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Marsha Eve Winegarden
REALTOR®
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$1,375,000

441 Courtlea Oaks Boulevard Winter Garden, FL 34787 Residential - Single Family Active

  • 441 Courtlea Oaks Boulevard, Winter Garden, FL 34787 Main Photo

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 Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 3 car attached
Heating: Central, Electric
Lot Size: 0.43 Acres
Roof Type: Shingle
Stories: 2.0
Taxes: $5,551
Year Built: 2000

General Information

Bedrooms: 5
Bathrooms: 4 Full 1 Half
Sqft: 4,089
County: Orange
High School: West Orange High
Subdivision: COURTLEA OAKS
Listed By:
Jennifer Coon LAKESIDE REALTY WINDERMERE INC 407-876-5575

Amenities

Ceiling Fans(s)
Crown Molding
High Ceilings
Open Floorplan
Solid Surface Counters
Solid Wood Cabinets
Thermostat
Walk-In Closet(s)
French Doors
Outdoor Shower
Rain Gutters
Sidewalk

Room Information

Kitchen: 11x10
Great Room: 27x18
Primary Bedroom: 18x13

Property Features

Appliances: Built-In Oven, Cooktop, Dishwasher, Refrigerator
Directions: Heading South on FL-429, take exit 24 for Plant Street. Turn right onto Plant St. Turn right onto N Dillard Street. Turn right onto Courtlea Oaks Blvd. Home is on the right.
Exterior: Block, Concrete, Stucco, Frame
Fencing: Vinyl
Fireplace: Family Room
Fireplace Y/N: Yes
Flood Zone Code: X
Flooring: Carpet, Tile, Wood
Foundation: Slab
HOA Fee: 500/ Semi-Annually
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot Dimensions: 0.43
Ownership: Fee Simple
Parking: Driveway
Parking Notes: Driveway
Pets Allowed: Yes
Pets Restrictions: Please confirm any restrictions with HOA.
Pool: Gunite, In Ground, Lighting
Property Attached Y/N: No
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Appointment Only, Call Listing Agent, See Remarks
Spa: In Ground
Special Sale Provisions: None
Swimming Pool: Yes
Utilities: Cable Available, Electricity Connected, Public, Water Connected
Water: Public
Water Access Y/N: No
Zoning: R-1
$1,375,000
5beds
4.5baths
4,089sqft
3cars
New to the Market Active
BEDS5 BATHS4 full 1 partial SQUARE FEET4,089 MLS#O6385964
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONCOURTLEA OAKS

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441 Courtlea Oaks Boulevard, Winter Garden, FL 34787.

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Estimated Payment

$ 5,501.27 per month $4,637.64 Principal & Interest $462.58 Property Tax $401.04 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/05/2026. The listing information on this page last changed on 03/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/05/2026 12:27:46 AM EST) or Stellar MLS (last updated Thu 03/05/2026 12:13:54 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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