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$950,000 - 434 Valley View Drive, WINTER GARDEN

3
Bedrooms
3
Baths
2,765
SQ. Feet
0.33
Acres

Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.

Essential Information

  • MLS® #:
    O6425087
  • Price:
    $950,000
  • Bedrooms:
    3
  • Bathrooms:
    3.00
  • Full Baths:
    2
  • Half Baths:
    1
  • Square Footage:
    2,765
  • Acres:
    0.33
  • Year Built:
    2000
  • Type:
    Residential
  • Sub-Type:
    Single Family Residence
  • Status:
    Active

Community Information

  • Address:
    434 Valley View Drive
  • Area:
    Winter Garden/Oakland
  • Subdivision:
    COURTLEA OAKS PH 01A
  • City:
    WINTER GARDEN
  • County:
    Orange
  • State:
    FL
  • Zip Code:
    34787-4512

Amenities

  • Parking:
    Driveway, Garage Door Opener, Garage Faces Side, Oversized
  • # of Garages:
    2
  • Has Pool:
    Yes

Interior

  • Interior Features:
    Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments
  • Appliances:
    Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
  • Heating:
    Central, Electric
  • Cooling:
    Central Air

Exterior

  • Exterior Features:
    French Doors, Irrigation System, Lighting, Rain Gutters
  • Lot Description:
    Landscaped
  • Roof:
    Shingle
  • Foundation:
    Slab

School Information

  • Elementary:
    Dillard Street Elem
  • Middle:
    Lakeview Middle
  • High:
    West Orange High

Additional Information

  • Days on Market:
    29
  • Zoning:
    R-1

Listing Details

  • Listing Office:
    Lakeside Realty Windermere Inc

Listing information courtesy of Lakeside Realty Windermere Inc.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on August 23rd, 2026 at 9:22pm EDT.