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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® X13854340For SaleDetached

366 Roosevelt Dr

City SouthWest, Kingston, Ontario K7P 0L8

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366 Roosevelt Dr, Kingston, photo 1
Asking$564,900
Bedrooms
2+2
Bathrooms
2
Size
1,100–1,500sq ft
Per sq ft
$435at the range’s middle
Lot
Under 0.50 acres
Tax a year
$4,3082026 tax year
Built
51-99
Parking
4none
Days on market
Members

The brief

About 366 Roosevelt Dr

366 Roosevelt Dr is a 2+2-bedroom, 2-bathroom detached house in City SouthWest, Kingston, listed for sale at an asking price of $564,900 (MLS® X13854340).

This raised bungalow is calling your name so listen carefully. 366 Roosevelt Drive is the perfect example of when an older house gets all the love it deserves. Top to bottom inside and out ...every living space has received the attention to put this older beauty in wonderful and current condition. It's a 2 bed up and 2 bed down model with bathrooms on both floors. There are up and down stairs both front and back for great flexibility. Add this to the superior private backyard and you are talking family living at a realistic budget. Located in the popular Henderson community that features Henderson school, play fields and even Lakeshore Pool, a membership based community pool. This could be your new home in Kingston's west end so call your agent and get going.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$4,308 / 2026
MLS® number
X13854340
Board
TRREB MLS®
Property Type
Detached
Building Age
51-99
Days on market
Size
1100-1500 sqft
Lot Size
67.5 x 89.35 ft
Listed on
Parking
None, 4 Parking
Listing brokerage: RE/MAX FINEST REALTY INC., BROKERAGEData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Detached
Style
Bungalow
Community
City SouthWest
Municipality
Kingston

Building

Size
1100-1500 sqft
Building Age
51-99
Construction
Brick

Inside

Bedrooms
2+2
Bathrooms
2
Bathroom Details
1 × 4pc Main, 1 × 2pc Bsmt
Basement Type
Full
Kitchens
1

Parking

Driveway
Pvt Double
Garage Type
None
Additional Parking
4
Total Parking
4

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
67.5 ft
Depth
89.35 ft
Lot Size
67.5 x 89.35 ft

Additional

Foundation
Block
Roof
Metal
Fireplace
No
Pool
None
Den
No
Family room
No
Extras
Fridge, Stove, Dishwasher, Microwave, Kitchen Island, Kitchen Stools, All Window Coverings

Rooms

RoomSizeFeaturesLevel
Kitchen3.4 × 4.12 m—Main
Living3.75 × 5.74 m—Main
Dining2.62 × 3.4 m—Main
Primary3.56 × 3.64 m—Main
Br2.97 × 3.52 m—Main
Room 61.47 × 2.93 m4 Pc BathMain
Br3.29 × 3.47 m—Lower
Br3.15 × 3.54 m—Lower
Rec3.29 × 5.52 m—Lower
Laundry2.51 × 6.99 m—Lower
Utility1.24 × 2.6 m—Lower
Bathroom1.65 × 2.48 m—Lower

Listing history

Buy/sell history for 366 Roosevelt Dr, Kingston, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$564,900N/APcX13854340

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $112,980

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$112,980
Total mortgage amount
$451,920
Total interest payment
$321,480
Total purchase cost
$886,380
Mortgage payment
$2,578/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

—

Monthly carrying cost

$2,937
−$2,937per month
  • Rent $0
  • Shortfall $2,937

Rental income starts at $0: enter the rent you expect. This is a planning tool, not advice.

Land transfer tax on this home

Ontario land transfer tax
$7,773
Total land transfer tax
$7,773
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$3,773
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $564,900
$3,298
Ontario total
$7,773

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Lot area
6,031 sq ft560 m²
Street frontage
67.5 ft20.6 m
Depth
89.35 ft27.2 m
67.5 × 89.35 ftROOSEVELT DR

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by GeoWarehouse.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

13 records · 6 on fileRead 2026-11-05
250 m500 m1 km2 kmBeyond · area-wideNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasNearest airport: 940 mNearest rail line: 1000 mA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Hydro One Networks Inc.Wired internet 50/10 Mbps or faster is listed at a household 40 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation2

  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m1 test or monitoring hole also recorded.250 m

Province of Ontario open data

Planning and building activity2

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
  • Nearest airport: 940 m940 m

Province of Ontario open data

Around the home2

  • Nearest rail line: 1000 m1 km
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is INVISTA (Canada) Company — Kingston Site, 2.2 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Hydro One Networks Inc.At the address
  • Wired internet 50/10 Mbps or faster is listed at a household 40 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (40 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.40 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, Cogeco Connexion. Cable: Cogeco Connexion. DSL: Bell. Fixed wireless: Bell, Kingston Online Services, Rogers, WTC Communications, Xplore. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Cataraqui Region Conservation Authorityor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario.

The market

Detached homes for sale in City SouthWest right now

For sale now
22
Median asking price
$645K

Middle half: $579K to $778K

New in 7 days
1

8 in 28 days

Price cuts
23%

5 listings

This home is asking 12% below the median, lower than three quarters of them.

See all homes in City SouthWest

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
James R Henderson Public SchoolLimestone DSBPublic · grades JK–8 · French Immersion100 m78%Grade 6 average
Welborne Avenue Public SchoolLimestone DSBPublic · grades JK–8900 m80%Grade 6 average
Our Lady of Lourdes Catholic SchoolAlgonquin and Lakeshore CDSBCatholic · grades JK–81.1 km65%Grade 6 average
École élémentaire publique Madeleine-de-RoybonConseil des écoles publiques de l'Est de l'OntarioFrench-language public · grades JK–64.1 km86%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Frontenac Secondary SchoolLimestone DSBPublic · grades 9–12 · French Immersion850 m64%Grade 9 math
École secondaire catholique Sainte-Marie-RivierConseil des écoles catholiques du Centre-EstFrench-language Catholic · grades 9–122.3 km80%Grade 9 math
Bayridge Secondary SchoolLimestone DSBPublic · grades 9–122.9 km63%Grade 9 math
Holy Cross Catholic Secondary SchoolAlgonquin and Lakeshore CDSBCatholic · grades 9–123.8 km52%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in City SouthWest are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record