Multi Family Homes York Region

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Duplex for sale: 592 GORHAM STREET, Newmarket

47 photos

$650,000

592 Gorham Street, Newmarket (Gorham-College Manor), Ontario L3Y 1L3

3 beds
2 baths
13 days

Unique Investment Opportunity In Downtown Newmarket. Currently Configured As An Up-Down Duplex. This Property Property Is Zoned R3-K with permitted uses bing Duplex, Triplex & Fourplex, and has Lot Dimensions of Approximately 59Ft X 147Ft (Per Mpac - No Survey Available). Built in 1920, this

Darcy Toombs,Coldwell Banker The Real Estate Centre
Listed by: Darcy Toombs ,Coldwell Banker The Real Estate Centre (905) 252-8326
Duplex for sale: 57 JOSEPH STREET S, Markham

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$4,588,000

57 Joseph Street S, Markham (Old Markham Village), Ontario L3P 2N4

5 beds
5 baths
108 days

EXPERIENCE THE CHARM OF MUSKOKA LIVING RIGHT IN THE HEART OF MARKHAM. THIS BEAUTIFULLY CRAFTED HOME BLENDS RUSTIC ELEGANCE WITH MODERN COMFORT ,FEATURING NATURAL WOOD FINISHES ,EXPOSEDBEAMS , VAULTED CEILING ,AND LARGE WINDOWS THAT FLOOD THE SPACE WITH NATURAL LIGHT.THE SERENESETTING OFFERS

Duplex for sale: 15725 WESTON ROAD, King

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$7,700,000

15725 Weston Road, King (Rural King), Ontario L7B 0L4

4 beds
3 baths
100 days

Rare opportunity to acquire 91 spectacular acres in the heart of prestigious King Township. Boasting prime frontage on highly sought-after Weston Road and backing directly onto Highway 400, this exceptional property offers unmatched exposure and long-term potential. A long private driveway

Other for sale: 379 SIMCOE STREET, Newmarket

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$1,550,000

379 Simcoe Street, Newmarket (Central Newmarket), Ontario L3Y 2M4

9 beds
5 baths
182 days

Attention Investors/Landlords!!!.. Welcome to 379 Simcoe St in the heart of Old Newmarket. Turnkey 5 Unit Multiplex that consists of 1 x 3 Bedroom unit Main floor, 1 x 2 Bedroom Unit plus loft second floor, 1 x 2 Bedroom Unit plus loft upper floor , 1 x 1 Bedroom basement Unit and an additional

Listed by: Robert W Green ,Coldwell Banker The Real Estate Centre (905) 895-8615
Duplex for sale: 700 CATERING ROAD S, Georgina

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$698,000

700 Catering Road S, Georgina (Baldwin), Ontario L0E 1R0

2 beds
1 baths
98 days

A Rare Blend of Rural Tranquility and Convenience.Discover this truly unique opportunity! Nestled on a secluded, level 2.155-acre lot, this charming 2-bedroom bungalow offers the ultimate escape while remaining just minutes from town amenities and the 404.Set in a desirable rural area characterized

Listed by: Douglas B. Maceachern ,Remax Your Community Realty (905) 716-6232
Triplex for sale: 41 MOSLEY STREET, Aurora

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$1,980,000

41 Mosley Street, Aurora (Aurora Village), Ontario L4G 1G8

5 beds
4 baths
119 days

Welcome to 41 Mosley Street, located in the heart of Aurora Village - one of Aurora's most sought-after neighbourhoods. Just steps from the newly built Aurora Town Square and within walking distance to the GO train, shopping, banking, restaurants, schools, transit, parks, and places of worship,

Listed by: Mauro Bucci ,Your Home Sold Guaranteed Realty Specialists Inc (416) 998-9891
Duplex for sale: 10 YORKTON BOULEVARD, Markham

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$1,799,000

10 Yorkton Boulevard, Markham (Angus Glen), Ontario L6C 0J9

5 beds
4 baths
96 days

Discover the charm of 10 Yorkton Blvd a rare, cottage-inspired retreat tucked away in the centre of Markham. This exceptional property, set on nearly half an acre of ravine land with natural ponds and flowing streams, offers a setting unlike anything else in the prestigious Yorkton community,

Listed by: Paul Pabla ,Homelife/miracle Realty Ltd (416) 564-3222
Fourplex for sale: 948 LAKE DRIVE E, Georgina

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$925,000

948 Lake Drive E, Georgina (Sutton & Jackson's Point), Ontario L0E 1L0

7 beds
4 baths
76 days

Welcome to this rare income-generating fourplex, ideally located in the heart of Jacksons Point just steps from Lake Simcoe, beaches, parks, shops, and restaurants. This well-maintained property features four self-contained units, each offering comfortable layouts and strong rental appeal.Whether

Duplex for sale: 176 PLEASANT BOULEVARD, Georgina

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$999,900

176 Pleasant Boulevard, Georgina (Keswick South), Ontario L4P 2S4

5 beds
4 baths
67 days

Welcome to !76 Pleasant Blvd. 2 separate units for Multi generation living on an oversize lot close to all amenities and Lake Simcoe. Close to marinas and Highway 404 for an easy commute. Quiet dead end street in a great family neighbourhood.Main home contains 3+1 bedrooms with a large open

Listed by: Robert W Green ,Coldwell Banker The Real Estate Centre (905) 895-8615
Duplex for sale: 1065 20TH SIDE ROAD, King

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$7,500,000

1065 20th Side Road, King (Schomberg), Ontario L0G 1T0

5 beds
4 baths
56 days

A long, private driveway winds through nearly 28 acres of picturesque countryside, passing two spring-fed ponds, a children's playground, and a full soccer field before arriving at this spectacular stone bungalow estate. Offering the perfect blend of luxury country living and exceptional income

Sergio Khadem,Remax Your Community Realty
Listed by: Sergio Khadem ,Remax Your Community Realty (416) 897-9183
Duplex for sale: 63 THE QUEENSWAY N, Georgina

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$1,199,000

63 The Queensway N, Georgina (Keswick North), Ontario L4P 0L2

6 beds
2 baths
47 days

Welcome to 63 The Queensway North, located in one of the most desirable pockets of Keswick's North end. This entertainer's dream home sits on a huge lot, backing onto peaceful greenspace that provides a natural habitat for local wildlife and fisheries. The bright and spacious layout offers

Listed by: Natasha Dipasquale ,Re/max Professionals North (705) 957-5852
Triplex for sale: 269 MAIN STREET N, Markham

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$1,299,000

269 Main Street N, Markham (Old Markham Village), Ontario L3P 1Y6

6 beds
4 baths
40 days

Great investment property. Main St Markhm Close To Go Station And Downtown Markham. 4 Appartments-Loft Is 1 Bdrm Over 2 Levels, Sloped Ceiling, Skylight Upg Windows Rented For $1180/Mo; Front Apt Is 1 Bdrm Wood Floors Large Kit Repainted Upgraded Bath Rented For $1642.8/Mo; Main Apt 2Bdrm Over

Listed by: Sam C.l. Fung ,Homelife New World Realty Inc. (416) 490-1177
Multi-Family for sale: 6745 MAIN STREET, Whitchurch-Stouffville

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$925,000

6745 Main Street, Whitchurch-Stouffville (Stouffville), Ontario L4A 6B5

5 beds
3 baths
33 days

Attention Investors & Builders - Rare Value-Add Opportunity! Priced to sell! Own a cash-flowing three-unit investment property with solid tenants in place and approved potential to expand into a six-unit residential property. Positive cash flow from day one, while offering substantial long-term

Triplex for sale: 126 TEMPERANCE STREET, Aurora

50 photos

$2,299,000

126 Temperance Street, Aurora (Aurora Village), Ontario L4G 2R4

8 beds
4 baths
13 days

Welcome to 126 Temperance Street - a distinctive 100x90 ft corner-lot brick home in prestigious Aurora Village combining old-style charm with modern functionality and steps from downtown amenities. This rare find has a 6-car-wide driveway for unobstructed parking, plus a garage. At the front,

Listed by: Martin Miron ,Exit Realty Legacy (289) 597-8733
Triplex for sale: 52 CENTRE STREET, Aurora

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$1,549,000

52 Centre Street, Aurora (Aurora Village), Ontario L4G 1J8

6 beds
6 baths
12 days

INVESTOR OPPORTUNITY IN CENTRAL AURORA!An excellent opportunity to acquire a well established income producing triplex in a desirable Aurora neighbourhood, conveniently located close to shops, restaurants, schools, parks, trails, transit and everyday amenities.The property features three spacious

Mike Russo,Re/max Hallmark York Group Realty Ltd.
Listed by: Mike Russo ,Re/max Hallmark York Group Realty Ltd. (905) 727-1941
Duplex for sale: 257 PARKWOOD AVENUE, Georgina

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$669,999

257 Parkwood Avenue, Georgina (Keswick South), Ontario L4P 2X2

6 beds
3 baths
7 days

Exceptional opportunity to own a fully upgraded income-generating duplex, ideal for investors or first-time buyers seeking to offset mortgage costs with rental income. This well-maintained property features two completely self-contained units with separate living spaces. The front unit offers

Listed by: Mostafa Alabaf-sabaghi ,Soltanian Real Estate Inc. (416) 901-8881
Multi-Family for sale: 285 RICHMOND STREET, Richmond Hill

25 photos

$2,998,000

285 Richmond Street, Richmond Hill (Mill Pond), Ontario L4C 3Z2

0 beds
0 baths
173 days

Excellent Invest Opportunity!!! Heart of Richmond Hill!!! Well-maintain 6 Self-Contained Apartments in Mill Pond Area; 6 of 2-bedroom Apartments + 5 Carports and Surface Parkings; Newly Renovated 2 units of 2 Br; Spacious Approx 1000 Sqft Each Apartment of 2 Beds; Double Exit Doors of Front

Listed by: Trang Cao ,Right At Home Realty (905) 565-9200
Other for sale: 8 VILLA ADA DRIVE, Markham

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$1,359,000

8 Villa Ada Drive, Markham (Box Grove), Ontario L6B 1N7

4 beds
7 baths
68 days

Live & Work Opportunity * Nearly 4,000 Sq. Ft. * 3 Self-Contained Units * 2 Residential Suites + Commercial Space * Income Potential * Street Front Exposure* Exceptional live/work property offering nearly 4,000 sq. ft. of versatile space with three fully self-contained units, each with its

Stephen Tar,Century 21 Leading Edge Realty Inc.
Listed by: Stephen Tar ,Century 21 Leading Edge Realty Inc. (905) 475-2100

Looking at multi family York Region opportunities means balancing urban rental demand with suburban and lakeside lifestyle appeal. From legal duplexes in Newmarket and Markham to multigenerational homes for sale near schools and transit, and even seasonal multi unit properties for sale around Lake Simcoe, buyers and investors will find meaningful variety—each with its own zoning, financing, and operational nuances.

Multi family York Region: what counts as “multi-residential”?

In York Region, “multi-residential” spans several categories:

  • Duplex, triplex, fourplex (1–4 units), commonly marketed as multi unit houses for sale or a 2 family home.
  • Additional Residential Units (ARUs): secondary suites and garden/coach houses on the same lot, often described as multiple dwellings on one property for sale.
  • Purpose-built rental (5+ units): multi residential property for sale that typically requires commercial lending and more sophisticated management.
  • Multigenerational designs: multi-generational homes for sale with main-floor suites or separate wings, popular for aging-in-place or extended family living.

Key takeaway: Know your category before you shop—lenders, appraisers, and municipal staff treat each differently, impacting approvals, financing terms, and long-term returns.

Zoning and permits: what to confirm before offering

York Region's nine municipalities (Markham, Vaughan, Richmond Hill, Aurora, Newmarket, King, Whitchurch-Stouffville, East Gwillimbury, Georgina) each maintain their own zoning by-laws and approval processes. Ontario's recent policy changes allow up to three units “as-of-right” on many serviced lots, but local by-laws still set standards for:

  • Minimum lot size, setbacks, and height/massing
  • Parking counts and driveway width
  • Separate entrance locations and egress windows
  • Fire separations, soundproofing, and Building Code compliance for legal second suites

In established neighbourhoods, older “in-law suites” may not be legal apartments. Buyers should request permit history, fire inspections, and electrical safety evidence. Legal status drives valuation—a compliant duplex usually appraises stronger than an unpermitted “two-unit” home.

For ARUs, verify whether the lot is on municipal services or septic. Some municipalities limit ARUs on private septic without capacity upgrades under Ontario's Building Code (Part 8). Where shorelines, wetlands, or floodplains are present, conservation authorities—such as the Lake Simcoe Region Conservation Authority—can affect additions or detached garden suites. Always confirm site-specific restrictions locally.

Cottage and lakeside considerations (Georgina, Sutton, Jackson's Point)

North York Region's lakeside communities, including High Street Sutton Ontario and nearby Jackson's Point and Keswick, offer multi unit for sale options that blend rental income with cottage-season appeal. Expect:

  • Septic and well due diligence: age, capacity, and water potability tests; potential for a new or expanded bed if adding units.
  • Shoreline and conservation rules: setbacks, lot coverage, and tree preservation can limit garden suites or expansions.
  • Insurance and heating: check premiums for oil tanks or baseboard heat; consider winterization for year-round tenancies.

Short-term rental bylaws and seasonal dynamics

Short-term rental (STR) rules vary widely across York Region. Many municipalities now limit STRs to a host's primary residence, require licensing, and impose occupancy and parking limits. Georgina has licensing requirements for short-term rental accommodation; Markham and Vaughan apply strict enforcement models. Investors considering cottage-located multi residential for sale should model cash flows assuming STR restrictions tighten, and verify whether existing non-conforming uses can continue.

Seasonally, spring typically brings more inventory and competition; summer sees strong cottage demand around Lake Simcoe; late fall and winter often offer negotiating room. If you're targeting multi unit properties for sale that need renovations, off-peak purchases can position you to complete work before spring leasing.

Financing realities: 1–4 units vs. 5+

For a duplex, triplex, or fourplex, most Canadian lenders treat the asset as residential:

  • Owner-occupied 1–2 units: minimum down payment can follow standard insured guidelines; rental income policy varies by lender.
  • Non-owner-occupied (rental) 1–4 units: most lenders require at least 20% down; they may use rental income “add-back” or “offset” in debt servicing.
  • Five units and up: commercial financing, higher due diligence, and appraisal scrutiny; CMHC's rental programs may assist qualifying projects.

Scenario: You purchase a legal duplex in Newmarket and live upstairs. With 20% down, your lender may allow a portion of the basement unit's market rent to offset your debt service, improving qualification. By contrast, a sixplex in Vaughan likely needs commercial underwriting, environmental due diligence, and a different amortization/interest structure.

Ontario's rent control rules exempt units first occupied for residential use after November 15, 2018. That means newly created legal suites may not be subject to the annual guideline cap, though other Residential Tenancies Act rules still apply. Confirm the unit's first-occupancy date and keep documentation.

Resale potential: what buyers and appraisers value

Resale strength for multi unit houses for sale in York Region often turns on:

  • Legal, documented suites with Building and Fire Code compliance
  • Separate entrances, proper soundproofing, and adequate parking
  • Proximity to transit (e.g., GO lines, Viva BRT), employment nodes, and schools
  • Unit mix that serves stable demand (1–2-bed suites lease fastest in many submarkets)

Transit expansion—like the Yonge North Subway Extension toward Richmond Hill—and growth nodes such as Vaughan Metropolitan Centre and the emerging York University Markham Campus support long-term rental fundamentals. Bungalows are popular “house-hack” candidates because their footprint and side-yard width can work well for legal second suites; you can scan bungalows in York Region to spot favourable layouts.

Lifestyle appeal and multi-generational living

Multigenerational homes for sale remain a strong submarket in York Region, reflecting both cultural preferences and the economics of caregiving and childcare. Look for:

  • Main-floor suites for aging parents, with barrier-free baths
  • Separated HVAC zones and sound attenuation for privacy
  • Driveway width accommodating multiple vehicles
  • Kitchenette/wet bar rough-ins designed to comply with local by-laws

For many families, a well-designed 2 family home balances independence with support, enhancing livability and long-term value. Ensure any second kitchen aligns with zoning and building code to avoid compliance issues at resale.

Comparative markets and data points

If you're benchmarking cap rates or unit layouts, it can be helpful to compare York Region to nearby or national markets. Resources like KeyHomes.ca aggregate market snapshots across Canada—useful when assessing whether a York Region premium is justified by lower vacancy or stronger tenant profiles. For example, review multi-family in Hamilton, scan Kitchener multi-family comparables, or look at Cambridge multi-unit properties to understand Southwestern Ontario dynamics.

You can also contrast with markets outside Ontario: the Barrie multi-family options just north of the GTA, Winnipeg multi-family inventory for prairie yields, the Kelowna investment duplexes context in B.C., or Atlantic Canada's Moncton multi-family market and broader Nova Scotia multi-family listings. Smaller Ontario centres such as Belleville duplex and triplex listings can also offer instructive pricing contrasts to York Region.

These references, available through KeyHomes.ca, help buyers and investors validate assumptions, review inventory, and connect with licensed professionals when needed.

Regional cautions and practical checks

  • Property taxes and utility structures: Verify current mill rates by municipality. Separate hydro or gas meters are helpful but not mandatory; check ESA permits for any service changes.
  • Parking and snow storage: Winter realities matter for duplex tenants—ensure off-street parking meets the by-law and is practical for plowing.
  • Floodplains and conservation overlays: Especially near creeks and Lake Simcoe, confirm whether conservation authority approvals are needed for additions or detached ARUs.
  • Noise and privacy: In multi-generational homes for sale, prioritize STC-rated assemblies, solid-core doors, and door sweeps to reduce transfer.
  • Schools and services: Tenant demand often tracks school catchments, hospital access (Southlake in Newmarket), and major employers.

Negotiation strategy and timing

In spring, competition for multi residential for sale can push pricing above list—pre-arrange your financing, gather contractor quotes, and verify legal status early to write clean but protected offers. In late fall and winter, aim for longer conditions to complete inspections (including sewer scopes and septic inspections) and to model rent-up timelines. Where a suite is legalizing mid-transaction, consider holdbacks until final inspection passes.

Putting it together

Whether you're targeting turnkey multi unit for sale inventory or adding an ARU to a York Region bungalow, the fundamentals remain the same: confirm legality, check servicing capacity, underwrite conservatively, and buy in locations tenants choose even in slower markets. For buyers comparing cross-provincial opportunities, platforms like KeyHomes.ca offer a consistent way to explore data and listings—from York Region to Hamilton, Kitchener, Barrie, Belleville, Kelowna, Winnipeg, and Atlantic Canada—so you can test your assumptions against real inventory and speak with local, licensed expertise where municipal rules differ.