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Detached for Sale in Kingston
Popular ListingNeighbourhood: 28 - City SouthWest
- MLS Number
- X13501654
- Property Type
- Detached
- Status
- active
- Days on Site
- 11
- Bedrooms
- 5
- Bathrooms
- 2
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Kingston
- Listing Brokerage
- ROYAL LEPAGE PROALLIANCE REALTY, BROKERAGE
271 Chelsea Road offers a versatile and well maintained home in the highly regarded Henderson Place neighbourhood. The main level features three comfortable bedrooms, an updated bathroom, and a practical layout that supports both everyday living and entertaining. The lower level is fully finished and includes a self contained in law suite with its own entrance, providing excellent flexibility for extended family or income generation. This level includes two additional bedrooms, a den, a kitchen/dining area, and a spacious living room, creating a complete secondary living space. The backyard is a standout feature, offering a deck and a generous outdoor area ideal for relaxing or hosting gatherings. Recent improvements include updated flooring in the lower unit, enhancements to the main floor bathroom (backsplash and shower plumbing), a reconfigured primary bedroom closet, and a new sump pump installed in 2025. The property generates strong income, with Unit 1 rented at $2,295/month inclusive and Unit 2 rented at $1,795/month inclusive, offering a reliable revenue stream and making this an appealing option for investors or those seeking a flexible multi generational living arrangement in a desirable west end location.
Estimate your monthly payments for this property
Estimated Payment
$3,534.93/mo
Includes CMHC insurance ($19,223)
5-yr fixed avg.
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.
Discover 28 - City SouthWest
28 - City SouthWest 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 28 - City SouthWest
- •Convenient location in Kingston
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
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
28 - City SouthWest 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.
271 Chelsea Road, Kingston
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Monthly Cash Flow Breakdown
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's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $626/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Detached Home Advantages
Detached homes in Kingston 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.
Excellent Flexibility
With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Kingston.
About 28 - City SouthWest
I know 28 - City SouthWest well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.
Investment Perspective
Looking at this as an investment: Kingston properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $2,871 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.
Let's See It Together
Photos only tell part of the story. During our showing, I'll point out things the camera doesn't capture: neighbourhood feel, natural light quality, traffic noise, and overall condition. I'll also share what comparable homes have sold for and help you craft a winning strategy if you decide to move forward.