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$950,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,765 Sq. Ft.
  • Updated 21 hours ago
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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.

Full Property Details for 434 Valley View Dr

General

  • Price: $950,000
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $4,087 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6425087
  • Updated: 7/18/2026
  • Added to Site: 3 day(s) ago

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 3
  • 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
  • Furnishings: Unfurnished
  • Flooring: Carpet, Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Exterior Features: French Doors, Irrigation System, Lighting, Rain Gutters
  • Deck/Patio: Front Porch, Patio, Porch
  • Porch/Patio/Deck: Front Porch, Patio, Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Oversized

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: COURTLEA OAKS PH 01A
  • Driving 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.
  • Direction Faces: South

School Information

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

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: Tracy Durham

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Public, Street Lights, Underground Utilities

Structural Information

  • Exterior Const.: Wood Frame, Wood Siding
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 2,765
  • Sq. Ft. Source: Public Records
  • Year Built: 2000

Lot Features

  • Lot Size (Acres): 0.33
  • Lot Size (Sq. Ft.): 14,392
  • Lot Size: 14392
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $1,000
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $4,087
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COURTLEA OAKS PHASE 1A 35/34 LOT 41
  • Flood Zone Info: X
  • APN: 142227194200410
  • Property ID: 142227194200410
  • Block/Lot/Section: P

Listed by Lakeside Realty Windermere Inc

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Listing agent

— 434 Valley View Dr —

  • Lakeside Realty Windermere Inc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 434 Valley View Dr

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.2 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-81.6 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122.2 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 434 Valley View Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/16/2026
Listed
$950,000
245.45%
MLS
5/26/2011
Sold
$275,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 434 Valley View Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,087
5%
$299,242
6%
2024
$3,881
4%
$283,163
3%
2023
$3,723
5%
$273,945
6%
2021
$3,555
-2%
$258,219
-3%
2022
$3,610
2%
$265,966
4%
2021
$3,555
2%
$254,654
2%
2019
$3,492
1%
$248,929
2%
2018
$3,459
3%
$244,288
2%
2017
$3,367
—
$239,263
2%
2016
$3,358
-2%
$234,342
1%
2015
$3,418
-1%
$232,713
1%
2014
$3,440
2%
$230,866
2%
2013
$3,359
—
$227,454
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Lakeside Realty Windermere Inc

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434 Valley View Drive, Winter Garden, FL 34787 (MLS# O6425087) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 434 Valley View Drive is currently listed for $950,000 and was received on July 16, 2026. Want to learn more about 434 Valley View Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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