by Global Lifestyle Properties

Check Availability
$939,000
● House - In Contract

434 VALLEY VIEW DRIVE

WINTER GARDEN, FL 34787
bedrooms
3 Beds
bathrooms
2 Baths, 1 Half Bath
square feet
2,765 Ft²
$5,035
Est. Monthly
$83
HOA / Fees

About This Property

Under contract-accepting backup offers. 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.
Unit Size
2,765 Ft²
Days on Market
-
Land Size
0.33 acres
Price per sqft
$340
Property Type
House
Property Taxes
$341
HOA Dues
$83
Year Built
2000

Listed By

Jennifer Coon
LAKESIDE REALTY WINDERMERE INC

Payment Calculator

Cap Rate Calculator

Last updated: 28 days ago (Stellar MLS #O6425087)

Price History

Date / Event Date Event Price
Sep 9, 2026 In contract -
In contract
Aug 31, 2026 Price Decreased $939,000
↓ $11K (1.2%)
Price Decreased
Aug 1, 2026 Relisted $950,000
Relisted
Jul 25, 2026 In contract -
In contract
Jul 16, 2026 Listed by LAKESIDE REALTY WINDERMERE INC $950,000
Listed by LAKESIDE REALTY WINDERMERE INC
Show More

Property Highlights

Garage
Air Conditioning
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Oversized
Garage Spaces: 2
Interior Details
Half Bathrooms: 1
Full Bathrooms: 2
Interior Features: Ceiling Fan(s), Crown Molding, Stone Counters, Walk-In Closet(s), Eating Space In Kitchen, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Window Treatments
Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Flooring Type: Carpet, Tile, Hardwood
Door Features: French Doors
Laundry Features: Inside
Rooms: 3
Exterior Details
Square Footage: 2765
Square Footage Source: $0
Year Built: 2000
Building Area Total: 3602
Levels: Two
Building Area Units: Square Feet
Construction Materials: Wood Siding, Wood Siding
Patio and Porch Features: Front Porch, Patio, Porch
Pool Features: In Ground
Pool is Private
Lot Features: Landscaped
Lot Size Area: 14392
Lot Size Units: Square Feet
Lot Size Acres: 0.33
Lot Size Square Feet: 14392
Tax Lot: 41
Water Source: Public
Financial Details
Tax Annual Amount: $4,087
Lease Considered: Yes
Utilities Details
Cooling Type: Central Air
Heating Type: Central, Electric
Sewer : Public Sewer
Location Details
HOA Fee: $1,000
HOA Fee Frequency: Annually

Building Info

Overview

    General

  • Year Built: 2000
  • Effective Year Built: 2000
  • Building Count: 1
  • Bedroom Count: 3
  • Bathroom Count: 3
  • Full Bathrooms: 2
  • Partial Bathrooms: 3
  • Building Condition: 6
  • Building Quality: 10
  • Construction Type: 0
  • Building Style: 0
  • Exterior Walls Type: 17
  • Interior Walls Type: 3
  • Roof Shape Type: 7
  • Roof Cover Type: 3
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 9
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 1
  • Garage Square Area: 621
  • Parking Space Count: 2
  • Patio Type: 59
  • Porch Type: 126
  • Pool Type: 8

    Dimensions

  • Lot Size Square Feet: 14,392
  • Total Building Area: 3,602
  • Gross Building Area: 3,602
  • Building Area: 2,527
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 1
  • Heating: 4
  • Heated Square Feet: 2,527
  • Heating Fuel Type: 2

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: COURTLEA OAKS PH 1 A
  • Land Acres: 0000000330
  • Standard Land Use Code: 1001
  • County Land Use Code: 0103
  • State Land Use Code: 001
  • Legal Description 1: COURTLEA OAKS PHASE 1A 35/34 LOT 41

Neighborhood

  • School District Name: Orange County School District
  • Census Tract: 017401

Zoning

  • Zoning: R-1

Geography

  • Assessors Map Reference: 31
  • Subdivision Phase Number: 1A
  • Subdivision Tract Number: 1942
  • Parcel: 14-22-27-1942-00-410
  • Block: P
  • Lot: 41
  • Meridian: SEC 14 TWN 22S RNG 27E
  • Municipality: WINTER GARDEN
  • Latitude: 28.5718
  • Longitude: -81.5785

    Address

  • Full Address: 434 Valley View Dr
  • Address - House Number: 434
  • Address - Street Name: Valley View
  • Address - Suffix Type: Dr
  • State: FL
  • City Name: Winter Garden
  • Carrier Code: C009
  • 4-Digit Zip Code: 4512
  • Zip Code: 34787

Valuation

    Tax

  • Total Area: 2,892
  • Tax Year: 2023
  • Tax Amount: $372,343
  • Tax Rate Code Area: 64-WG

    Appraisal Valuation

  • Standard Deviation: 0.1673
  • Valuation Date: Jan 03, 2024
  • Confidence Score: 78
  • Final Value: 720,657
  • High Value: 841,230
  • Low Value: 600,083

    Market Valuation

  • Market Total Value: $514,079
  • Market Land Value: $175,000
  • Market Improvement Value: $339,079

    Assessments Valuation

  • Assessed Year: 2023
  • Assessed Total Value: $273,945

    Exemptions

  • Homeowner Exemption: Yes

    Sales

  • Current Sale Recording Date: Sep 20, 2001
  • Current Sale Price:
  • Current Sale Document Type: 27
  • Previous Sale Recording Date: Apr 10, 2001
  • Previous Sale Document Type: 27

    Financing

  • First Mortgage Financing Type: FIX
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Courtlea Oaks


Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Unit for rent at 720 Parkmont Place, WINTER GARDEN, FL, 34787

$3,965 /mo

  • 3 Beds
  • 2 Baths
  • 2,210 ft²
720 Parkmont Place, WINTER GARDEN, FL, 34787 Listing by Anthony O'Reilly Brookes
Unit for rent at 508 Varsity Street, WINTER GARDEN, FL, 34787

$1,695 /mo

  • 2 Beds
  • 1 Bath
  • 780 ft²
508 Varsity Street, WINTER GARDEN, FL, 34787 Listing by Angela Chapman
Unit for rent at 224 Faulkner Street, WINTER GARDEN, FL, 34787

$2,665 /mo

  • 3 Beds
  • 2 Baths
  • 1,591 ft²
224 Faulkner Street, WINTER GARDEN, FL, 34787 Listing by Anthony O'Reilly Brookes


Frequently Asked Questions

When was property at 434 Valley View Drive built and last sold?
The property at 434 Valley View Drive was built in 2000 and last sold on Jan 1, 1970 for $225,000.
How much is this home worth?
The estimated value of the home located at 434 Valley View Drive is $954,271.
What are some comparable homes to 434 Valley View Drive?
There are currently no comparable homes to 434 Valley View Drive.