New Listing - 07/16/2026

$950,000 ($343.58 per sqft)

Est. Mortgage $4,618/mo *

Quick Pre-Approval

434 VALLEY VIEW DRIVE, Winter Garden, FL, 34787

434 VALLEY VIEW DRIVE, Winter Garden, FL, 34787

3 rooms

3 beds

2 Full / 1 Half baths

2000

2,765 sqft

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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside

Subdivision:

COURTLEA OAKS PH 01A

Garage:

2-car Driveway, Garage Door Opener, Garage Faces Side, Oversized

Heating:

Central, Electric

Cooling:

Central Air

Acreage:

0.33

Est. Taxes:

$4,087

HOA Fee

$1,000 Annually

Construction

Wood Frame, Wood Siding

Utilities

Electricity Connected, Public, Street Lights, Underground Utilities

Lot Description:

Landscaped

Elementary School:

Dillard Street Elem

Middle School:

Lakeview Middle

High School:

West Orange High

Days on Market:

2

Pet Policy:

Yes

Appliances:

Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer

Pool:

In Ground

Min Lease Term:

7 Months

MLS #:

O6425087


Community Info

School Info

Walk Score

Yelp



Listing courtesy of LAKESIDE REALTY WINDERMERE INC 407-876-5575