434 VALLEY VIEW DRIVE Winter Garden, FL $ 950,000
434 VALLEY VIEW DRIVE
$ 950,000
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434 VALLEY VIEW DRIVE

Winter Garden, FL, 34787
$ 950,000
Bedrooms3 Baths2.1 Sq 2,765

Monthly Estimate*

$ 5,998

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Single Family Home for sale in Winter Garden, FL

for $950,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,765 square foot home was built in 2000 on a lot size of 0.33.

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.

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Single Family Active

Price

$ 950,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 4,087

Style

Single Family Residence

Lot Size

0.33

Year Built

2000

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6425087

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities Electricity Connected Public Street Lights Underground Utilities
Roof Shingle
Appliances Dishwasher Disposal Dryer Electric Water Heater Range Refrigerator Washer
Zoning R-1
HOA Fee 1000
Garage Spaces 2
Patio/Porch Features Front Porch Patio Porch
Pool Features In Ground
Construction Materials Wood Frame Wood Siding
Pets Allowed Yes
Year Built 2000
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Assoc Fee Paid Per Annually
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name COURTLEA OAKS PH 01A
Facing Direction South
Garage Y/N true
Total Rooms 3
Full Baths 2
Status Active
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. Turn left onto Forest Haven Dr. Turn right onto Valley View Dr. Home is on the left.
High School West Orange High
City WINTER GARDEN
Association Name Tracy Durham
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 14392
Carport Y/N false
Elementary School Dillard Street Elem
Land Lease Y/N false
Tax Annual Amount 4087
Middle/Junior High School Lakeview Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6425087
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 41
Legal Description COURTLEA OAKS PHASE 1A 35/34 LOT 41
Minimum Lease 7 Months
Water Access Y/N false
Monthly HOA Amount 83.33
Water View Y/N false
Flood Zone Code X
In Law Suite YN false
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Interior
Interior Amenities 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
Flooring Carpet Tile Hardwood
Furnished Y/N Unfurnished
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N false
Half Baths 1
Laundry Features Inside
Total Bedrooms 3
Total Baths 3
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Exterior
Exterior Amenities French Doors Irrigation System Lighting Rain Gutters
Vegetation Oak Trees Trees/Landscaped
Parking Features Driveway Garage Door Opener Garage Faces Side Oversized
Lot Features Landscaped
Water Source Public
Lot Size Area 14392
Foundation Details Slab
Building Area Total 3602
Lot Size Acres 0.33
Road Surface Type Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
jenshopshouses@gmail.com

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Affordability Calculator

$6,339
Per Month
95%
5%
0%
Monthly Principal & Interest
$5,998
Monthly Property Taxes
$341
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
West Orange High High School High School
Pricing History
DatePricePrice ChangeDescription
7/16/2026$950,000 Listed Price

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434 VALLEY VIEW DRIVE, Winter Garden, FL, 34787 is a Single Family Home for sale at $950,000 with 2,765 sqft and a lot size of 0.33. 434 VALLEY VIEW DRIVE has 3 bedrooms, 2.1 baths, and was built in 2000. The property's zip code is 34787 which is in Winter Garden, FL