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$775,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2,686 Sq. Ft.
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Welcome to 405 Courtlea Park Drive, a beautifully updated and meticulously maintained home in the highly desirable Courtlea Park community of Winter Garden. Ideally located near the West Orange Trail, within the Golf Cart District, and just minutes from Historic Downtown Winter Garden, this spacious property offers the perfect blend of comfort, function, and lifestyle. With 4 bedrooms, 4 bathrooms, and a 3-car garage, the home features a mostly single-story layout with high ceilings and an abundance of natural light. Fresh interior paint and a neutral color palette create a welcoming and move-in-ready feel. The open-concept kitchen, complete with upgraded appliances, connects effortlessly to the living and breakfast areas, while a separate formal dining room at the front of the home adds versatility for entertaining. The spacious primary suite offers an upgraded ensuite bathroom that includes a soaking tub, walk-in shower, double vanities, a private WC, and a custom California-style walk-in closet. Three additional bedrooms and two full bathrooms provide flexibility for guests, family, or home office use. Upstairs, a large bonus room with a full bathroom and closet provides endless possibilities, whether used as a second living room, media room, fitness space, or potential fifth bedroom. The rear of the home features a fully enclosed and climate-controlled Florida Room with double sliders that open to an 800 sq ft composite deck with lighting, perfect for relaxing or entertaining while overlooking the peaceful conservation area and the West Orange Trail. Recent updates by the current owners include a brand-new water heater, full interior repainting, and neutralizing of finishes throughout. Other major improvements, such as the upgraded flooring, roof with peel-and-stick underlayment, two HVAC units, and a whole-house backup generator with underground propane, were completed by the previous owners and have been impeccably maintained. The garage features indoor/outdoor carpet, overhead storage, and attic access with pull-down stairs. Window treatments throughout include a mix of shutters, blinds, and shades, and the exterior and garage have also been recently painted. The fully fenced yard has been professionally landscaped with walkways, lighting on timers, and motion-sensor spotlights. A smart security system with exterior cameras and app access adds peace of mind. This is a rare opportunity to own a thoughtfully upgraded home in one of Winter Garden's most sought-after neighborhoods, offering convenience, charm, and a strong sense of community.

Full Property Details for 405 Courtlea Park Dr

General

  • Sold For: $775,000
  • HOA FEE: $102/month
  • Taxes: $3,378 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6315444
  • Added to Site: 226 day(s) ago

Rental Information

  • Min. Lease: 8-12 Months

Interior

  • Number of Rooms: 9
  • Interior Features: Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Smart Home, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
  • Appliances: Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Freezer, Microwave, Washer
  • Flooring: Luxury Vinyl, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Security/Safety: Smoke Detector(s)

Exterior

  • Exterior Features: French Doors, Garden, Irrigation System, Lighting, Rain Gutters, Sidewalk, Sprinkler Metered

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: GREYSTONE PH 01
  • Driving Directions: Driving Directions: From the Winter Garden Real Estate office, head north on N Dillard Street, turn right onto E. Division Street, then turn left onto Courtlea Park Drive. The property will be found on your right-hand side as you enter the community.
  • Direction Faces: Northeast

School Information

  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: Ocoee High

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Community Features: Golf Carts OK
  • Association: Yes
  • Assoc. Name: C/O Southwest Property Management
  • Pet Restrictions: Please get in touch with the HOA to confirm any pet restrictions.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available, Electricity Connected, Propane, Public, Sewer Connected, Sprinkler Meter, Street Lights, Underground Utilities, Water Connected

Structural Information

  • Architectural Info: Florida
  • Architectural Style: Florida
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Windows: Blinds, Drapes
  • Stories/Levels: Two
  • Square Feet: 2,686
  • Sq. Ft. Source: Public Records
  • Living Area: 2,686 Sq. Ft.
  • Year Built: 2007

Lot Features

  • Property View: Garden
  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,700
  • Lot Size: 10700
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt
  • Fencing (Description): Vinyl

Financial Considerations

  • Association Fee: $102
  • Assoc Fee Freq.: Monthly
  • Assoc Fee Desc.: Required
  • Tax Amount: $3,378
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COURTLEA PARK 65/75 LOT 24
  • Flood Zone Info: X
  • APN: 142227195100240
  • Property ID: 142227195100240

Listed by Winter Garden Real Estate
Sold by Upside Real Estate Inc

Listing agent

— 405 Courtlea Park Dr —

  • Winter Garden Real Estate

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 405 Courtlea Park Dr

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.3 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.6 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 405 Courtlea Park Dr

Date
Details
Price
Change
Source
9/30/2025
Sold
$775,000
-0.64%
MLS
9/05/2025
Price Reduced
$780,000
-1.27%
MLS
6/04/2025
Listed
$790,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Winter Garden Real Estate
Sold by Upside Real Estate Inc

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405 Courtlea Park Drive, Winter Garden, FL 34787 (MLS# O6315444) is a Single Family property that was sold at $775,000 on September 30, 2025. Want to learn more about 405 Courtlea Park Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.