434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

$950,0003 Beds3 Baths2,765 Sq. Ft.$344 / sq. ft.

WINTER GARDEN, FL 34787 · MLS# O6425087 · Active · COURTLEA OAKS PH 01A

Status
Active
Type
Single Family Residence
Year Built
2000
Days on Market
9
Lot Size
14,392 sqft
MLS #
O6425087
County
Orange

Description of 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

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.

Property Details for 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

Bathrooms Full
2
Bathrooms Half
1
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
Flooring
Carpet, Tile, Hardwood
Heating
Central, Electric
Cooling
Central Air
Furnished
Unfurnished
Garage Spaces
2
Attached Garage
Yes
Parking Features
Driveway, Garage Door Opener, Garage Faces Side, Oversized
Pool Features
In Ground
Pool Private
Yes
Direction Faces
South

Building Information for 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

Building Area Total
3602
Building Area Units
Square Feet
Association
Yes
Association Fee
$1,000
Association Fee Frequency
Annually
Pets Allowed
Yes

Property Information for 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

Lot Features
Landscaped
Lot Size Square Feet
14,392
Waterfront
No
View
No
Construction Materials
Wood Frame, Wood Siding
Roof
Shingle
Exterior Features
French Doors, Irrigation System, Lighting, Rain Gutters
Sewer
Public Sewer
Water Source
Public
New Construction
No

Public Records for 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

Parcel Number
142227194200410
Tax Annual Amount
$4,087
Tax Year
2025
Tax Legal Description
COURTLEA OAKS PHASE 1A 35/34 LOT 41
Zoning
R-1
County Or Parish
Orange

Schools Near 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

Elementary School
Dillard Street Elem
Middle School
Lakeview Middle
High School
West Orange High

School assignments are provided by the listing and should be independently verified.

Payment Calculator

Estimated Payment
$5,703/mo
Principal & Interest
$4,804
Property Taxes
$341
Home Insurance
$475
HOA Dues
$83

Estimate only — actual rates, taxes and insurance vary. Not a loan offer or financial advice. Financing through Matthew Gromadzki, NMLS #2560919 · Innovative Mortgage Services, Inc., NMLS #250769.

Location

434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787 · See all Winter Garden homes for sale

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More information about 434 VALLEY VIEW DRIVE, WINTER GARDEN, FL 34787

434 VALLEY VIEW DRIVE is a single family home for sale in WINTER GARDEN, FL 34787. This property was listed for sale on July 16, 2026 by LAKESIDE REALTY WINDERMERE INC, it's currently listed at $950,000. This listing's school district is Orange Public Schools. Nearby schools include Dillard Street Elem, Lakeview Middle and West Orange High. 434 VALLEY VIEW DRIVE is a 3-bed, 3-bath, 2,765 sqft single family home built in 2000.