2281 Highcroft Road, Oakville

Price: $1,347,000

3 bedrooms, 3 bathrooms

1,100 - 1,499 sqft

Property Type: Semi-Detached

MLS#: W13053230

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)

2281 Highcroft Road - Semi-Detached photo 1 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 2 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 3 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 4 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 5 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 6 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 7 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 8 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 9 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 10 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 11 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 12 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 13 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 14 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 15 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 16 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 17 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 18 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 19 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 20 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 21 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 22 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 23 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 24 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 25 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 26 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 27 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 28 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 29 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 30 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 31 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 32 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 33 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 34 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 35 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 36 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 37 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 38 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 39 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 40 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 41 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 42 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 43 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 44 of 45 in Oakville, Ontario
2281 Highcroft Road - Semi-Detached photo 45 of 45 in Oakville, Ontario
active
1/45

$1,347,000 - 2281 Highcroft Road, Oakville

Semi-Detached for Sale in Oakville

41 days on market
3Beds
3Baths
1,100 - 1,499Sq Ft
Semi-Detached
Property Details
MLS Number
W13053230
Property Type
Semi-Detached
Status
active
Days on Site
41
Bedrooms
3
Bathrooms
3
Square Feet
1,100 - 1,499 sqft
Neighbourhood
Oakville
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
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)

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$5,958.24/mo

$
$
5%20%50%

5-yr fixed avg.

Principal: $1,077,600Interest: $709,871
Mortgage Amount$1,077,600
Total Interest$709,871
Est. Property Tax$954/mo
Total Cost$1,787,471

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

Ready to get pre-approved?

Know your exact budget before you start house hunting.

Neighbourhood Guide: Oakville

Discover Oakville

Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Oakville

  • Convenient location in Oakville
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Oakville Trafalgar High SchoolPublic High School
Iroquois Ridge High SchoolPublic High School
Holy Trinity Catholic Secondary SchoolCatholic High School
Abbey Park High SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

2281 Highcroft Road, Oakville

Open in Google Maps

Use the map controls to zoom, pan, and switch between map and satellite views. Drag to explore the neighbourhood.

Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$2,800/mo
Range: $2,380 - $3,220
Cap Rate (ROI)
1.4%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$2,800
Maintenance Fees-$0
Property Tax (est.)-$954
Insurance (est.)-$281
Net Cash Flow+$1,565

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1225/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Market Position

At 41 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Detached Home Advantages

Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Starter Home Potential

3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.

Bathroom Count Matters

With 3 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Oakville Premium

Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.

Recently Sold Nearby

Recent sales in Oakville to help you understand market values

Similar Properties Nearby

Active listings in Oakville with similar features

Search
Log in
    MLS# W13053230 — 2281 Highcroft Road, Oakville | Battaglia Team