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$950,000
New Listing

434 VALLEY VIEW DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
3
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,765
SqFt
$344
/SqFt
2000
Built
Subdivision:
COURTLEA OAKS PH 01A
County:
Orange

Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.

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(407) 803-4049
Upcoming Open Houses
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Sat, Jul 18, 11:00 AM - 1:00 PM
434 VALLEY VIEW DRIVE434 VALLEY VIEW DRIVE434 VALLEY VIEW DRIVE434 VALLEY VIEW DRIVE
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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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Listing Snapshot
Price 
$950,000
Days On Site 
0 Days
Bedrooms 
3
Inside Area (SqFt) 
2,765 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
0.33 Acres
Year Built 
2000
MLS® Number 
O6425087
Status 
Active
Property Tax 
$4,087
HOA/Condo/Coop Fees 
$83.33 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
11 hours agoListing updated with changes from the MLS®
15 hours agoListing first seen on site
General Features
Acres 
0.33
Attached Garage 
Yes
Direction Faces 
South
Foundation 
Slab
Garage 
Yes
Garage Spaces 
2
Levels 
Two
Parking 
DrivewayGarage Door OpenerGarage Faces SideOversizedAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
3602
Utilities 
Electricity ConnectedUnderground Utilities
Water Source 
Public
Zoning 
R-1
Interior Features
Appliances 
DishwasherDisposalDryerElectric Water HeaterRangeRefrigeratorWasher
Cooling 
Central Air
Flooring 
CarpetTileWood
Furnished 
Unfurnished
Heating 
CentralElectric
Interior 
Crown MoldingEat-in KitchenStone CountersWalk-In Closet(s)
Laundry Features 
Inside
Kitchen 
Dimensions - 21x11Level - First
Living Room 
Dimensions - 31x14Level - First
Master Bedroom 
Dimensions - 20x14Level - Second
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Exterior Features
Construction Details 
FrameWood Siding
Exterior 
LightingRain Gutters
Lot Features 
Landscaped
Patio And Porch 
Front PorchPatioPorch
Pool Features 
In GroundPrivate
Private Pool 
Yes
Roof 
Shingle
Community Features
Association Dues 
1000
Community Features 
Street Lights
HOA Fee Frequency 
Annually
MLS Area 
34787 - Winter Garden/Oakland
Roads 
Asphalt
Township 
22
Schools
School District
Unknown
Elementary School
Dillard Street Elem
Middle School
Lakeview Middle
High School
West Orange High
Listing courtesy of LAKESIDE REALTY WINDERMERE INC (321) 948-8056



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-07-17 06:43 AM EDT

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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