$1,490,000
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434 Winston Road, Oakville on L6L 4W8, Oakville, ON L6L 4W8

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4 Beds
2 Baths
1,262 Sq Ft

Nestled on a quiet street among multi-million dollar homes in a mature West Oakville neighborhood, this beautifully updated raised bungalow is an exceptional find for downsizers and families alike. Offering over 2, 200 square feet of freshly painted living space, the home features a highly functional 2+2 bedroom, 2-bathroom layout. Newly redone hardwood floors flow effortlessly throughout the bright, open-concept main level, where a cozy living room anchored by a charming wood-burning stove seamlessly connects to a stunning modern kitchen. This culinary space is perfectly appointed with stainless steel appliances, crisp white shaker cabinetry, and a large quartz center island. Downstairs, the finished lower level significantly expands your living space, boasting a spacious recreation room, a versatile den, a convenient three-piece bathroom, and two additional bedrooms accented by French doors. Step outside to discover your own private, fully-fenced backyard oasis shaded by mature trees. An elevated wooden deck and green lawn lead down to an expansive Banas stone patio that beautifully frames a premium, three-year-old saltwater pool. Designed for ultimate outdoor entertaining, this resort-style retreat is complete with tranquil water feature, an automatic cover, and a brand-new privacy fence. Perfectly situated just minutes from the boutique shops and fine dining of downtown Oakville, this home offers an unparalleled lifestyle near top-rated schools, including Pinegrove Public School, St. Thomas Aquinas, and Appleby College. Some photos have been virtually staged.

Listing By: Duncan Harvey - Royal LePage Real Estate Services Ltd. cnitso Realty.com
  • MLS® 40819413
  • Date Listed04/10/2026
  • Days on Realty 57 Days
  • Bedrooms 4
  • Bathrooms 2 Full baths
  • Lot Size -
  • County Halton
  • Year Built 1955
  • Square Feet 1,262 sq. ft
  • Price Per Sq. Ft $1180.67

Interior Features

  • Cooling Central Air
  • Heating Forced Air, Natural Gas, Wood

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Urban, Rectangular, Library, Park, Place of Worship, Playground Nearby, Public Transit, Quiet Area, Rec./ Community Centre, Schools, Shopping Nearby

Directions

Rebecca St & Fourth Line

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for L6L 4W8

Discover key demographics, population statistics, and environmental insights for the Oakville, ON area.

Walkability in ON / L6L 4W8

Source: Walk Score

65/100

Somewhat Walkable

Walk Score ®

40/100

Some Transit

Transit Score ®

50/100

Bikable

Bike Score ®

Overview

Some errands can be accomplished on foot. A few nearby public transportation options. Some bike infrastructure.

Transit Summary

7 nearby routes: 7 bus, 0 rail, 0 other

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 42/100, Transit Score: 40/100, Bike Score: 53/100.

Points of Interest near 434 Winston Road, Oakville ON L6L 4W8, Oakville, ON L6L 4W8

Frequently Asked Questions for 434 Winston Road, Oakville ON L6L 4W8

Source: Realty.com

434 Winston Road, Oakville ON L6L 4W8, Oakville, ON L6L 4W8 in Oakville, ON L6L 4W8 is a single family residence listed at $1,490,000. Highlights include 4 bedrooms, 2 bathrooms, 1,262 sq. ft., built in 1955, $1,181 per sq. ft.. Realty.ca has 42 photos, sales history, school insights, and mortgage tools for this lis...

Realty.com has 42 photos of 434 Winston Road, Oakville ON L6L 4W8.

Our records indicate that 434 Winston Road, Oakville ON L6L 4W8 was built in 1955.

The full address for this home is 434 Winston Road, Oakville ON L6L 4W8, Oakville, ON L6L 4W8.

434 Winston Road, Oakville ON L6L 4W8 has been listed on Realty.com since Fri April 10, 2026

Some errands can be accomplished on foot. A few nearby public transportation options. Some bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 42/100, Transit Score: 40/100, Bike Score: 53/100.

Listing provided courtesy of: Royal Lepage Real Estate Serv. - itso (tel: 905-338-3737)
Listing agent: Duncan Harvey (tel: 905-510-5995)

This content last refreshed on 2026-06-06 18:14:57. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.