434 VALLEY VIEW DRIVE
Winter Garden, FL 34787
$939,000
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 ...
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Listing Courtesy of: LAKESIDE REALTY WINDERMERE INC
407-876-5575
Buyer Represented by: PREMIER SOTHEBY'S INTL. REALTY
| Listing Id: | O6425087 |
|---|---|
| List Price: | $939,000 |
| Close Price: | $939,000 |
| Close Date: | 2026-10-09 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 3 |
| Bathrooms Full: | 2 |
| Bathrooms Half: | 1 |
| Living Area: | 2,765 |
| Tax Annual Amount: | $4,087 |
| Lot Size Square Feet: | 14,392 |
| Lot Size Acres: | 0.33 |
| Waterfront?: | No |
| City: | Winter Garden |
| County Or Parish: | Orange |
| Subdivision Name: | Courtlea Oaks Ph 01A |
| Postal Code: | 34787 |
| Year Built: | 2000 |
| Appliances: | Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer |
| Association Fee: | $1,000 |
| Association Fee Frequency: | Annually |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 3 |
| Building Area Source: | Public Records |
| Building Area Total: | 3602 |
| Building Area Units: | Square Feet |
| Direction Faces: | South |
| Foundation Details: | Slab |
| Construction Materials: | Frame, Wood Siding |
| Cooling: | Central Air |
| 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. |
| Elementary School: | Dillard Street Elem |
| Exterior Features: | Lighting, Rain Gutters |
| Flooring: | Carpet, Tile, Wood |
| Furnished: | Unfurnished |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Community Features: | Street Lights |
| Heating: | Central, Electric |
| High School: | West Orange High |
| Interior Features: | Ceiling Fans(s), Crown Molding, Eat-in Kitchen, PrimaryBedroom Upstairs, Solid Surface Counters, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s), Window Treatments |
| Laundry Features: | Inside |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Landscaped |
| Lot Size Acres: | 0.33 |
| Postal Code Plus4: | 4512 |
| Middle Or Junior School: | Lakeview Middle |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| Original List Price: | $950,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 14-22-27-1942-00-410 |
| Parking Features: | Driveway, Garage Door Opener, Garage Faces Side, Oversized |
| Patio And Porch Features: | Front Porch, Patio, Porch |
| Pets Allowed: | Yes |
| Pool Features: | In Ground |
| Township: | 22 |
| Road Surface Type: | Asphalt |
| Roof: | Shingle |
| Tax Year: | 2025 |
| Sewer: | Public Sewer |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | Electricity Connected, Public, Underground Utilities |
| Water Source: | Public |
| Public Survey Range: | 27 |
| Public Survey Section: | 14 |
| Zoning: | R-1 |
| Vegetation: | Oak Trees, Trees/Landscaped |
| Additional Lease Restrictions: | Please confirm any restrictions with HOA |
| Alternate Key Folio Num: | 14-22-27-1942-00-410 |
| Association Approval Required Yn: | No |
| Association Email: | tdurham@edison-mgmt.com |
| Association Fee Requirement: | Required |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 334.64 |
| Calculated List Price By Calcula: | 339.60 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6425087?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6425087?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Flood Zone Date: | 2021-09-24 |
| Flood Zone Panel: | 12095C0205H |
| Green Verification Count: | 0 |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | Yes |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 256.88 |
| Lot Size Square Meters: | 1337 |
| Minimum Lease: | 7 Months |
| Monthly Hoa Amount: | $83 |
| Room Count: | 3 |
| Sdeo yn: | No |
| Total Acreage: | 1/4 to less than 1/2 |
| Total Annual Fees: | $1,000 |
| Total Monthly Fees: | $83 |
| Unit Number Yn: | No |
| Water Access Yn: | No |
| Water Extras Yn: | No |
| Water View: | No |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association Name: | Tracy Durham |
| Association Phone: | 407-317-5252 |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-876-5575 |
| Originating System Name : | Stellar MLS |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-07-16 |
| Pool Private?: | Yes |
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Property Last Updated: October 21, 2026 02:40 AM - ET
