Proudly Canadian
Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 1 of 46
Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 2 of 46
Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 3 of 46
Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 4 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 5 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 6 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 7 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 8 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 9 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 10 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 11 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 12 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 13 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 14 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 15 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 16 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 17 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 18 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 19 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 20 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 21 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 22 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 23 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 24 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 25 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 26 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 27 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 28 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 29 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 30 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 31 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 32 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 33 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 34 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 35 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 36 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 37 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 38 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 39 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 40 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 41 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 42 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 43 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 44 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 45 of 46

Unlock All 46 Photos

Enter your email for instant access

Semi-Detached  for sale at 2281 Highcroft Road, Oakville - 3 bedroom, 3 bathroom - Photo 46 of 46

Unlock All 46 Photos

Enter your email for instant access

1 / 4643 locked
Active
MLS® W13092324

2281 Highcroft Rd

Oakville, ON L6M 4Y4

$1,289,000

Bedrooms

3

Bathrooms

3

Size

1100-1500 sqft

Type

Bungaloft

Parking

4 spaces

Age

16-30 yrs

Taxes (2025)

$6,900

Get Verified Property Details

Know the exact year built and above grade square footage — verified and sent to you within 2 hours.

Free service · No spam · Data verified by our team

Description

Ultimate backyard! Beautifully appointed semi-detached home with 2+1 bedrooms, 3 full bathrooms, and a professionally finished basement, ideally located on a quiet, family-friendly street in Oakville's sought-after Westmount community, known for its scenic trails, parks, and top-rated schools. Enjoy a walkable lifestyle, just steps to parks, shopping, restaurants, and the Oakville Hospital, with quick access to the 407 ETR and QEW only minutes away. Set on a premium 54' x 138' lot surrounded by mature trees, this home offers exceptional curb appeal with a large side yard with evergreens and an extra-long double driveway with interlocking stone curbing leading to the attached double garage with inside entry. Deep, private backyard backing onto lush green space and trails, creating an outdoor oasis with a custom inground pool and a two-tier deck-perfect for entertaining-plus an expansive grassy area for family enjoyment. Inside, the open-concept layout showcases a vaulted entry, 9' ceilings on the main floor and 10.5' basement ceilings, hardwood flooring, oak staircase, pot lights, and oversized windows filling the home with natural light. The intimate living room and spacious family room, complete with a Napoleon gas fireplace and walkout, provide ideal gathering spaces. The chef-inspired custom kitchen features ivory cabinetry with valance lighting, granite countertops, a custom island with breakfast bar, deep pantry, and stainless steel appliances. The main-floor primary bedroom offers a walk-in closet and access to a 4-piece bath, while the upper level includes a versatile loft, second bedroom, and full bath. The finished basement adds incredible living space with high ceilings, a large rec room, third bedroom, full bath, and laundry-perfect for growing families or guests. Furnace & Air (2025)

Price & Status History

Price history is locked

Property Details

Property TypeSemi-Detached
StyleBungaloft
Community1019 - WM Westmount
Approximate Age16-30
Rooms4+2
Kitchens1
Washrooms3
Square Feet1100-1500 sqft
Lot Dimensions54.79 × 138.91 ft
Fronting OnSouth
Dir/Cross StParkglen & Highcroft
ViewPool
Garage TypeAttached
Garage Parking Spaces2
DriveInside Entry, Private Double
Parking Drive Spaces2
Total Parking Spaces4
ExteriorBrick, Stone
RoofAsphalt Shingle
FoundationUnknown
BasementFull, Finished
Fireplace FeaturesLiving Room, Natural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground, Outdoor, Salt
Taxes (2025)$6,900
HSTIncluded In
SecurityAlarm System
Other StructuresFence - Full, Shed
Listed Date5/6/2026
Days on Market14 days
PossessionTBA
Vick Yogeswaran - REALTOR

Book a Private Showing

Guided by Vick Yogeswaran • REALTOR®

RE/MAX Realtron Realty Inc., Brokerage

15+ years experience in GTA real estate
Private showings arranged quickly
Expert negotiation support
No pressure • 100% free consultation

Get Exclusive Property Insights

Access information not available to the public – no agent pressure, just the facts you need.

Listing Courtesy of:

ROYAL LEPAGE REAL ESTATE SERVICES LTD.

This listing is provided through the TRREB MLS® System.

Same-day showings available across the GTA

MLS® #W13092324

Thinking about living in Oakville?

Explore the neighbourhood guide for Oakville — market trends, popular areas, buyer tips, and more.