Multi Family Homes York Region

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Triplex for sale: 41 MOSLEY STREET, Aurora

9 photos

$2,199,000

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

5 beds
4 baths
28 days

Yonge St/ Mosley St 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,

Listed by: Mauro Bucci ,Your Home Sold Guaranteed Realty Specialists Inc (416) 998-9891
Triplex for sale: 6153 MAIN STREET, Whitchurch-Stouffville

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$973,000

6153 Main Street, Whitchurch-Stouffville (Stouffville), Ontario L4A 3R6

3 beds
3 baths
27 days

Cross Streets: Main/Albert. ** Directions: East of #48 on Main St. s/w corner of Main/Albert. 5% Cap rate makes for a very attractive real estate investment located on Main St in central Stouffville. GO train is a 5 minute walk. This well maintained established legal triplex (R3) with three

Listed by: Leslie-jane E. Patterson ,Remax Your Community Realty (416) 637-8000
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
17 days

Highway 7 & Main street Markham 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

Duplex for sale: 161 CRANBERRY LANE, Aurora

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$2,350,000

161 Cranberry Lane, Aurora (Aurora Highlands), Ontario L4G 5Z4

4 beds
4 baths
9 days

Bathurst & Highland Gate Premium Location...Luxury living in Aurora Highlands with premium finishes in one of Aurora's most coveted neighbourhoods, surrounded by scenic trails & prestigious King's Riding Golf Club.$$$ spend on premium upgrades. Light-filled layout w/soaring 10' ceilings on

Triplex for sale: 18-20 REUBEN STREET, Aurora

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$1,275,000

18-20 Reuben Street, Aurora (Aurora Village), Ontario L4G 2M2

5 beds
3 baths
7 days

Yonge St and Reuben St Welcome to 18-20 Reuben Street, Aurora a charming century home dating back to 1916, rich in character and timeless craftsmanship. Located in the heart of Aurora, this unique property sits on a generous 77' x 130' lot and offers excellent potential for severance or future

Listed by: Jessie Lall ,Royal Lepage Signature Realty (416) 443-0300
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
5 days

Kennedy Road & 16th Avenue 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

Listed by: Paul Pabla ,Homelife/miracle Realty Ltd (416) 564-3222
Duplex for sale: 172-174 VICTORIA STREET, Newmarket

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$1,890,000

172-174 Victoria Street, Newmarket (Central Newmarket), Ontario L3Y 4E1

6 beds
8 baths
17 days

Park Avenue & Victoria Street A rare opportunity to own a stunning, fully custom duplex offering two completely self-contained, modern residences ideal as a multi-generational home or an exceptional investment property. Each side boasts thoughtfully designed living spaces with 10-foot ceilings

Anna Spataro,Real Broker Ontario Ltd.
Listed by: Anna Spataro ,Real Broker Ontario Ltd. (905) 713-5262
Duplex for sale: 301 WESMINA AVENUE, Whitchurch-Stouffville

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$1,479,990

301 Wesmina Avenue, Whitchurch-Stouffville (Stouffville), Ontario L4A 5C2

5 beds
4 baths
119 days

Cross Streets: McKean Drive and Wesmina. ** Directions: McKean Drive & Wesmina. Welcome to this exceptional 5 bedroom, 3.5 bathroom detached residence, perfectly positioned on a premium 40-ft corner lot with no sidewalk - maximizing parking, privacy and curb appeal. Designed with both elegance

Listed by: David Vincent Stabile ,Re/max Premier Inc. (416) 987-8000
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
9 days

Hwy 400/ Lloydtown-Aurora Rd 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.

Multi-Family for sale: 352 MAIN STREET N, Markham

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$2,768,000

352 Main Street N, Markham (Old Markham Village), Ontario L3P 1Z1

0 beds
8 baths
29 days

Cross Streets: Markham & 16th. ** Directions: Main Street N/16th. Prime Mixed-Use Investment Opportunity in Markham. Exceptional chance to acquire a high-performing, turnkey mixed-use property in a prime Markham location. Built just 5 years ago with quality craftsmanship throughout, this asset

Duplex for sale: 67 MONKSWOOD CRESCENT, Newmarket

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$999,000

67 Monkswood Crescent, Newmarket (Central Newmarket), Ontario L3Y 2J9

3 beds
2 baths
39 days

Yonge St & Davis Dr Beautiful home in a highly desirable community! This well-cared-for bungalow sits on a spacious corner lot along a quiet, mature crescent-just steps from Yonge St., Upper Canada Mall, transit, and everyday conveniences. Offering flexibility to live upstairs while generating

Listed by: Ashkan Kouchak ,Remax Your Community Realty (905) 731-2000
Duplex for sale: 2 LORD NELSON COURT, Richmond Hill

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$1,780,000

2 Lord Nelson Court, Richmond Hill (Rouge Woods), Ontario L4S 1Y1

5 beds
5 baths
35 days

Leslie St & Major Mackenzie Dr Welcome to this beautifully maintained 4-bedroom home backing onto a serene ravine-offering privacy and natural views right from your backyard. Featuring a bright open-concept layout with spacious rooms, this home is perfect for family living and entertaining.

Listed by: Zara Rahimi ,Realty Associates Inc. (416) 293-1100
Other for sale: 11 MAIN ST (432/438 DAVIS) E, Newmarket

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$3,600,000

11 Main St (432/438 Davis) E, Newmarket (Central Newmarket), Ontario L3Y 3Y1

0 beds
0 baths
165 days

Davis and Main St. Hello Developers and Investors, excited to bring to your attention a very rare opportunity to own an assembly of lands located within the Urban Centres Secondary Plan. This plan identifies that the subject properties are within the Davis Drive Character Area, which permits

Listed by: Eugenio Sturino ,Remax Your Community Realty (647) 991-7653
Multi-Family for sale: 443 TIMOTHY STREET, Newmarket

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$2,950,000

443 Timothy Street, Newmarket (Central Newmarket), Ontario L3Y 1P7

0 beds
0 baths
31 days

Cross Streets: Main+Timothy+Church. ** Directions: Main or Church to Timothy. Rare offering for investors, for those looking to retire with an income, and for families. This 7 year old extremely well maintained new build multi-residential property sits on one of Newmarket's Prime Locations,

Listed by: Oksana Ramona Stein ,Remax Your Community Realty (416) 997-2500
Other for sale: 379 SIMCOE STREET, Newmarket

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$1,799,900

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

9 beds
5 baths
91 days

Cross Streets: Main/Davis. ** Directions: Main/Simcoe. 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

Listed by: Robert W Green ,Coldwell Banker The Real Estate Centre (905) 895-8615
Multi-Family for sale: 42 SOMERVILLE STREET, Whitchurch-Stouffville

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$3,828,000

42 Somerville Street, Whitchurch-Stouffville (Stouffville), Ontario L4A 1G6

0 beds
7 baths
91 days

Cross Streets: Main Street / Market Street. ** Directions: Adjacent to Memorial Park. Unique investment opportunity in Downtown Stouffville. 10 year new totally re-built with highest quality and workmanship, French Chateau Style Luxury building with 5 self-contained residential suites and non-conforming

Rita Chemilian,Remax Your Community Realty
Listed by: Rita Chemilian ,Remax Your Community Realty (905) 940-4180
Multi-Family for sale: 6391 MAIN STREET, Whitchurch-Stouffville

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$899,000

6391 Main Street, Whitchurch-Stouffville (Stouffville), Ontario L4A 1G4

0 beds
2 baths
29 days

Main St & Park Dr Commercial building on Main St. Stouffville with 2nd floor 1 bedroom + den apartment with separate hydro & entrance. Parking behind building on 265 foot lot. 2nd floor apartment: updated flooring, kitchen with fridge, stove, washer, dryer & dishwasher, 3PC bath, gutted to

John R. Procenko,Century 21 Leading Edge Realty Inc.
Listed by: John R. Procenko ,Century 21 Leading Edge Realty Inc. (905) 471-2121
Duplex for sale: 257 PARKWOOD AVENUE, Georgina

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$699,999

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

6 beds
3 baths
76 days

PARKWOOD AND GLENWOOD/THE QUEENSWAY 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

Listed by: Mostafa Alabaf-sabaghi ,Soltanian Real Estate Inc. (416) 901-8881
Duplex for sale: 700 CATERING ROAD S, Georgina

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$748,000

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

2 beds
1 baths
7 days

Cross Streets: Catering Road/Baldwin Road. ** Directions: 404 to Ravenshoe Rd. North McCowan Rd to Baldwin Rd to Catering Road. 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

Listed by: Douglas B. Maceachern ,Remax Your Community Realty (905) 716-6232
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
82 days

Cross Streets: Yonge St/ Major Mackenzie Dr W. ** Directions: South. 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

Listed by: Trang Cao ,Right At Home Realty (905) 565-9200

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.