99 Hillcrest Avenue, Hamilton, ON

Kirkendall, Hamilton · MLS® X13252966

$1,399,000
For Sale
Listed 42 days ago
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4Bedrooms
2Bathrooms
2Parking
1500-2000Sq Ft

About this home

Welcome to 99 Hillcrest Avenue, a beautifully updated character home in the heart of highly sought-after Kirkendall South. Lovingly maintained and extensively updated,every improvement has been made with careful attention to detail, preserving thehome's original character while enhancing comfort and functionality for today's lifestyle.The main level is designed for both everyday living and entertaining, featuring a powder room, spacious kitchen with adjoining breakfast and sitting area, as well as a formal dining room perfect for hosting family gatherings and special occasions. The second floor offers three bedrooms along with full bath and the convenience of bedroom level laundry, while the entire upper level is dedicated to a private primary retreat - a rare sanctuary complete with exceptional privacy and separation from the rest of the home.Outside, the professionally landscaped backyard is an entertainer's dream. Multiple seating and gathering areas, dedicated play space for children, and mature landscaping create a private outdoor oasis. Backing directly onto the greenspace, the property enjoys a unique connection to nature with exceptional privacy and immediate access to the Chedoke Trail. A detached garage/workshop and two-car driveway complete this outstanding offering. Recent updates provide peace of mind, including new windows, anew furnace and air conditioner (2026), and a durable metal roof built to stand the test of time. Rarely does a home combine the character, updates, location, and lifestyle that99 Hillcrest offers. Set on one of Kirkendall South's most desirable streets, this is a truly special property where city living, and nature exist in perfect harmony.

Key facts

Property type
Detached, 2 1/2 Storey
MLS®
X13252966
Bedrooms
4 (3 + 1)
Bathrooms
2 (1 half)
Size
1500-2000
Lot
31.5 × 109 ft
Cross streets
Dundurn
Parking
2 parking
Driveway
Private
Basement
Separate Entrance, Full, Partially Finished
Heating
Forced Air
A/C
Central Air, Wall Unit(s)
Exterior
Brick
Foundation
Concrete Block
Roof
Asphalt Shingle, Metal
Sewer
Sewer
Property tax
$8,438 / 2026
Days on market
42
Listing brokerage
COLDWELL BANKER COMMUNITY PROFESSIONALS

Rooms

Living RoomMain3.70 × 6.22 m
OfficeSecond2.51 × 2.74 m
LaundrySecond1.61 × 1.85 m
BedroomSecond2.69 × 2.73 m
BedroomBasement3.16 × 4.99 m
BathroomMain0.60 × 2.06 m

2 Pc Bath

BathroomSecond2.51 × 3.04 m

3 Pc Bath

BreakfastMain2.82 × 2.08 m
KitchenMain2.88 × 6.67 m
Dining RoomMain3.06 × 4.01 m
BedroomSecond2.79 × 3.04 m
BedroomSecond5.51 × 7.62 m
Moe’s TakeTeam Asgarian · Broker
Worth a personal read

Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. Tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.

On location, it is moderately walkable, so some daily errands are within reach and for the rest you will likely drive. DUNDURN at HILLCREST is about a 1-minute walk away.

What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.

  • Recent major systems: lower near-term capital costs, ask for the ages and any warranties.
  • Sold as-is / needs work: budget for renovation, the price should reflect the condition.
  • Value driver
  • Weigh carefully
Comparable listingsCurrently listed nearby · asking prices
$764kavg asking

The closest active listings by size, beds, and price, so you can see what this home is up against.

32 Dalewood Crescent$900k44 Arthur Avenue$670k218 Grosvenor Avenue$630k44 Bristol Street$857k

The 4 closest active listings nearby.

See all comparable homes
1.40MThis home900k670k630k857kThis home vs active comparables
Live market pulseActive comparables in Kirkendall · median list $1.09M
$799this home / sqft
9active listings nearby
42days on market

This home lists 35% above the area average of $592/sqft.

40 days longer than the Hamilton average (2 days).

View comparable listings
This home
Below area avgAbove area avg

Price per square foot vs the area average.

Neighbourhood & location

Kirkendall, Hamilton, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Getting around

56/ 100

WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.

Many errands can be done on foot; a car still helps.

🚉 Nearest transit: DUNDURN at HILLCREST, about 83 m away

20+ transit stops20+ dining20+ parks5 pharmacies

Within a 15-minute (1.5 km) walk.

Nearby neighbourhoods

How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.

Westdale
$1.39M
Gibson
$670K
Dundas
$1.05M
Delta
$729K
Ancaster
$1.23M

Typical asking price of active listings of the same type, per area (outliers removed). Hamilton.

Get the full neighbourhood report (schools, parks, transit & safety) →

Affordability & Mortgage

Affordability
$6,376/mo
$269KIncome needed
5.2×Price ÷ income
$1,471Weekly cost
20% down4.79%25-yr amortization

Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.

90%mortgage
Mortgage $6,376Property tax $703Total carry $7,079

Calculate and customize your mortgage and other expenses

Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.

Your numbers

$
20.0%
$
%
4.14%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$5,972per month

Mortgage amount $1,119,200 · 4.14% over 25 years

$279,800Down payment (20.0%)
$1,119,200Loan before insurance
$0CMHC premium
$6,676Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$5,972
Property tax
$703
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$6,676

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$24,455
Estimated closing costs
$24,455

Plus your down payment of $279,800. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.14%Qualifying rate
$7,254/monthPayment at the qualifying rate

Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.

Over the full 25 years

$672,540Total interest paid
$1,791,740Total of all payments
Principal $1,119,200 Interest $672,540
YearPrincipalInterestBalance
1$26,219$45,451$1,092,981
2$27,316$44,354$1,065,665
3$28,458$43,211$1,037,207
4$29,649$42,021$1,007,558
5$30,889$40,781$976,670
6$32,181$39,489$944,489
7$33,527$38,143$910,962
8$34,929$36,740$876,033
9$36,390$35,279$839,642
10$37,912$33,757$801,730
11$39,498$32,171$762,232
12$41,150$30,519$721,081
13$42,872$28,798$678,209
14$44,665$27,005$633,544
15$46,533$25,136$587,011
16$48,480$23,190$538,532
17$50,507$21,162$488,024
18$52,620$19,049$435,404
19$54,821$16,848$380,583
20$57,114$14,555$323,469
21$59,503$12,166$263,965
22$61,992$9,677$201,973
23$64,585$7,084$137,388
24$67,287$4,383$70,101
25$70,101$1,568$0

At the end of your 5-year term

Total paid over the term
$358,348
Principal paid down
$142,530
Interest paid
$215,818
Balance remaining
$976,670

Talk to Team Asgarian about your options

Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.

Let's connect

Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.

Investor snapshot

Rental yield
Estimate$3,150/mo
$37,800Gross annual rent
1.7%Est. cap rate

Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

2.7%
Gross yield
− Property tax $8,438− Insurance $1,400− Vacancy & upkeep $4,158Net operating income $23,804

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of COLDWELL BANKER COMMUNITY PROFESSIONALS. MLS®/PropTx.

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