House Yonge Sheppard For Rent

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House for rent: 159 AVONDALE AVENUE, Toronto

12 photos

$3,300

159 Avondale Avenue, Toronto (Willowdale East), Ontario M2N 2V4

3 beds
3 baths
20 days

Cross Streets: Yonge & Sheppard. ** Directions: From Yonge & Sheppard, turn onto Avondale Avenue. Beautiful and cozy home nestled in the heart of Yonge & Sheppard. 2 bedrooms upstairs with a bathroom, main floor kitchen (eat-in and spacious) next to family room, office and powder room. Basement

Listed by: James Tasca ,Ici Source Real Asset Services Inc. (800) 253-1787
House for rent: BSMT - 47 ANNDALE DRIVE, Toronto

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$1,600

Bsmt - 47 Anndale Drive, Toronto (Willowdale East), Ontario M2N 2W9

2 beds
1 baths
8 days

Cross Streets: YONGE & SHEPPARD. ** Directions: Anndale dr/ Burnwell st. Basement with Separate Entrance for lease in the highly sought-after Yonge & Sheppard area. Features a functional layout with 2 bedrooms, 1 bathroom, 1 kitchen, and a private separate entrance for added privacy. Conveniently

Ding Li,Jdl Realty Inc.
Listed by: Ding Li ,Jdl Realty Inc. (905) 731-2266
House for rent: BASMENT - 95 POYNTZ AVENUE, Toronto

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$2,450

Basment - 95 Poyntz Avenue, Toronto (Lansing-Westgate), Ontario M2N 1J3

2 beds
1 baths
118 days

Cross Streets: Yonge/sheppard. ** Directions: Yonge sheppard. Prime Yonge & Sheppard Location 3 Mins Walk To 2 Subway Lines **Ideal Location, Steps To Yonge Street, Restaurants And Shopping Including Internet, Kitchen, Laundry, tenant pay 1/2 of total utilities (id:27476)

Listed by: Tommy Yu Zhao ,Homelife Landmark Realty Inc. (905) 305-1600
House for rent: 208 FLORANCE AVENUE, Toronto

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$5,880

208 Florance Avenue, Toronto (Newtonbrook West), Ontario M2N 1G4

4 beds
5 baths
16 days

Cross Streets: YONGE/SHEPPARD. ** Directions: NORTH. Desirable Yonge/Sheppard Executive Enclave-Over 5100 Sq Ft Of Luxury Living-Perfect Space & Flow,Open Concept Family Room/Kitchen W/Breakfast Area,Island,Walk-In Pantry & Servery,Mudroom/Powder Room,Grand Master Suite W/5Pc Spa Bath,His/Her

Listed by: Lifei Qu ,Aimhome Realty Inc. (416) 490-0880
House for rent: BASEMENT - 215 POYNTZ AVENUE, Toronto

10 photos

$1,350

Basement - 215 Poyntz Avenue, Toronto (Lansing-Westgate), Ontario M2N 1J5

1 beds
1 baths
36 days

Yonge & Sheppard Lovely Home In Highly Sought After Neighbourhood. Excellent Location. Walking Distance To Yonge & Sheppard Subway. Mins To Hwy401, Park, School, Shops, Transit, Restaurants... Lots Great Amenities. Bright & Spacious Living Space. Freshly Painted. Walk-out & Separate Entrance.

Listed by: Yong Chen ,Real One Realty Inc. (905) 597-8511
House for rent: MAIN - 32 SANTA BARBARA ROAD, Toronto

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$3,350

Main - 32 Santa Barbara Road, Toronto (Willowdale West), Ontario M2N 2C2

3 beds
2 baths
20 days

Yonge St & Sheppard Ave Freshly Renovated Semi-Detached Home For Lease Near Yonge & Sheppard. Available For Lease, This Beautifully Renovated Semi-Detached Home Is Situated Just Mins From Yonge St ! This Modern 3-Bedroom Residence Features Bright & Open Living Spaces - Enjoy A Spacious Layout

Enna Groberman,Harvey Kalles Real Estate Ltd.
Listed by: Enna Groberman ,Harvey Kalles Real Estate Ltd. (647) 972-1600
House for rent: BASEMENT - 236 MCKEE AVENUE, Toronto

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$1,800

Basement - 236 Mckee Avenue, Toronto (Willowdale East), Ontario M2N 4E1

2 beds
1 baths
35 days

Cross Streets: Bayview Ave/Finch Ave E/Yonge St/Sheppard Ave E. ** Directions: West of Bayview, South of Finch. Rare Find!! Walk-Out 2 Bedroom Unit! Featuring Renovated Kitchen With Stainless Steel Appliances, Open-Concept Living Area, Private Ensuite Washer & Dryer, Minutes To 2 Subways Stations

House for rent: MAIN FL - 241 BURNETT AVENUE W, Toronto

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$2,999

Main Fl - 241 Burnett Avenue W, Toronto (Lansing-Westgate), Ontario M2N 1V9

3 beds
1 baths
18 days

Yonge St/Sheppard Ave W Wonderful 3 Bedroom In A High Demand Area Of Yonge & Sheppard. Bright And Spacious With A Large State of the Art Skylight In The Kitchen Bringing Lots Of Natural Lighting. A Quiet And Lovely Neighbourhood. Featuring a new and refreshed bathroom and a newly designed staircase.

Listed by: Iris Tan ,Re/max Excel Realty Ltd. (905) 597-0800
House for rent: BSMT B - 7 GODDARD STREET, Toronto

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$1,850

Bsmt B - 7 Goddard Street, Toronto (Bathurst Manor), Ontario M3H 5C5

1 beds
1 baths
6 days

Bathurst & Sheppard Ave W Beautifully updated basement unit in a quiet, family-friendly neighbourhood! This bright and cozy space offers a modern interior with refreshed finishes, a functional layout, and great privacy-perfect for singles, couples, or small families. Ideally located just minutes

Evan Jihyun Eom,Retrend Realty Ltd
Listed by: Evan Jihyun Eom ,Retrend Realty Ltd (416) 433-4267
House for rent: MAIN - 7 GODDARD STREET, Toronto

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$3,200

Main - 7 Goddard Street, Toronto (Bathurst Manor), Ontario M3H 5C5

3 beds
2 baths
6 days

Cross Streets: Bathurst & Sheppard Ave W. ** Directions: West of Bathurst and North of Sheppard. Beautifully renovated main-floor bungalow unit in a highly desirable location! This bright and cozy home features a modern interior with fresh finishes, an open living space, and a warm, welcoming

Evan Jihyun Eom,Retrend Realty Ltd
Listed by: Evan Jihyun Eom ,Retrend Realty Ltd (416) 433-4267
House for rent: BASEMENT - 131 FLORENCE STREET, Toronto

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$2,500

Basement - 131 Florence Street, Toronto (Lansing-Westgate), Ontario M2N 1G2

2 beds
1 baths
69 days

Yonge & Sheppard This bright and spacious fully furnished Basement with separate entrance and laundry fully furnished 2 bedroom,1-bathroom detached home. Standout features: Prime Location: Situated In the heart of North York, it offers easy access to the Sheppard-Yonge TTC station and Highway

Hicham S Farhat,Century 21 Leading Edge Realty Inc.
Listed by: Hicham S Farhat ,Century 21 Leading Edge Realty Inc. (416) 877-0527
House for rent: 387 WILLOWDALE AVENUE, Toronto

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$4,900

387 Willowdale Avenue, Toronto (Willowdale East), Ontario M2N 5A8

5 beds
2 baths
63 days

Cross Streets: Yonge/Sheppard/Willowdale. ** Directions: Willowdale/Finch. Well Maintained Home in Sought-after Earl Haig SS District & McKee PS! Immaculate & Impeccably maintained Stone-faced Home, boasting gleaming Hardwood floors, an updated Kitchen and Newer Bathrooms. Abundant large windows

House for rent: 191 BURNDALE AVENUE, Toronto

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$2,900

191 Burndale Avenue, Toronto (Lansing-Westgate), Ontario M2N 1T1

3 beds
2 baths
64 days

Yonge St/Sheppard Ave W Renovated & freshly painted wooden main floor bungalow house close to Yonge/Sheppard Ave W in a prestigious neighbourhood. 2+1 bedrooms and 2 washrooms, beautiful open concept kitchen with custom cabinetry, living room with large window & LED pot-lights, spacious closets,

House for rent: 210 MAPLEHURST AVENUE, Toronto

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$6,400

210 Maplehurst Avenue, Toronto (Willowdale East), Ontario M2N 3C2

5 beds
5 baths
52 days

Cross Streets: Yonge/Sheppard. ** Directions: Maplehurst. Elegant Custom-Built Home in the Prestigious Sheppard/Willowdale Area, Featuring a 10' ceiling on the main floor and chestnut hardwood flooring throughout the first and second levels, this home offers timeless elegance and modern comfort.

House for rent: 9 ROYCREST AVENUE, Toronto

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$1,100

9 Roycrest Avenue, Toronto (Lansing-Westgate), Ontario M2N 1R1

6 beds
2 baths
26 days

Yonge & Sheppard W Of Senlac Prime Yonge And Sheppard Location. Nestled In A Quiet, Family Friendly Cul De Sac With Lots Of Privacy In A Ravine Area. Modern, Recently Renovated Home With Tons Of Natural Light Throughout. S/S Appl. Spacious Kitchen With A Walk-Out To Backyard. Hardwood, Laminate

Zohreh Mahinfallah,Royal Star Realty Inc.
Listed by: Zohreh Mahinfallah ,Royal Star Realty Inc. (905) 793-1111
House for rent: BSMT A - 7 GODDARD STREET, Toronto

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$1,800

Bsmt A - 7 Goddard Street, Toronto (Bathurst Manor), Ontario M3H 5C5

0 beds
1 baths
6 days

Bathurst & Sheppard Ave W Beautifully updated basement unit in a quiet, family-friendly neighbourhood! This bright and cozy space offers a modern interior with refreshed finishes, a functional layout, and great privacy-perfect for singles, couples, or small families. Ideally located just minutes

Evan Jihyun Eom,Retrend Realty Ltd
Listed by: Evan Jihyun Eom ,Retrend Realty Ltd (416) 433-4267
House for rent: 85 KINGSDALE AVENUE, Toronto

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$2,350

85 Kingsdale Avenue, Toronto (Willowdale East), Ontario M2N 3W5

1 beds
3 baths
41 days

Cross Streets: Yonge and Sheppard. ** Directions: Yonge St north of Sheppard Ave, east side. A Great Location just a 5-minute walk to Yonge Subway, Earl Haig SS, and McKee PS. Prime Willowdale East address steps to North York Centre, TTC, parks, restaurants, community centers, and shopping

Listed by: Kamran Fallahi ,Right At Home Realty (905) 695-7888
House for rent: 51 STUART AVENUE, Toronto

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$5,200

51 Stuart Avenue, Toronto (Lansing-Westgate), Ontario M2N 1B2

4 beds
5 baths
6 days

Yonge/Sheppard Live on a beautiful tree-lined, family-friendly street in the heart of West Lansing. This spacious 4-bedroom, 5-bathroom residence offers over 3,000 sq. ft. of total living space ready for you to make your own. Built with quality craftsmanship and an excellent layout, this home

Ronit Barzilay,Harvey Kalles Real Estate Ltd.
Listed by: Ronit Barzilay ,Harvey Kalles Real Estate Ltd. (416) 441-2888
House for rent: 292 POYNTZ AVENUE, Toronto

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$2,400

292 Poyntz Avenue, Toronto (Lansing-Westgate), Ontario M2N 1J9

2 beds
1 baths
8 days

Cross Streets: Yonge And Sheppard West. ** Directions: West of Yonge. Bright & Specious Bungalow Located In The Very Desirable Residential. Area Of Yonge And Sheppard! Walking Distance To Ttc/Subway, School, Park, Ravine, Shopping Centre. Central Location In A Family Friendly Neighborhood.

House for rent: BSMT - 300 SPRING GARDEN AVENUE, Toronto

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$1,980

Bsmt - 300 Spring Garden Avenue, Toronto (Willowdale East), Ontario M2N 3H3

3 beds
1 baths
7 days

Cross Streets: Bayview / Sheppard. ** Directions: Yonge / Sheppard. Location! Location! Located in the heart of North York, steps from Earl Haig Secondary School, Hollywood PS, TTC subway, and Bayview Village Shopping Centre, Thoughtfully renovated and upgraded, Separate entrance from side

Listed by: Cheng Mao ,Homelife New World Realty Inc. (416) 490-1177
House for rent: 223 WILLOWDALE AVENUE, Toronto

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$5,900

223 Willowdale Avenue, Toronto (Willowdale East), Ontario M2N 4Z4

4 beds
2 baths
35 days

Yonge and Sheppard Furnished, All inclusive , Central North York, Yonge and Sheppard Ave. East, Earl Haig SS zoon, Minutes walking distance to Yonge Subway Line. 25 Minutes to Downtown Toronto. Super Convenient , Lease can be as short as one month, longer lease welcome. **EXTRAS** Fully furnished

Listed by: Christine Gao ,Century 21 Landunion Realty Inc. (905) 475-8807
House for rent: BSMNT - 318 BETTY ANN DRIVE, Toronto

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$1,900

Bsmnt - 318 Betty Ann Drive, Toronto (Willowdale West), Ontario M2R 1B3

2 beds
2 baths
44 days

Cross Streets: Bathurst & Sheppard. ** Directions: YONGE. ***SHORT & LONG TERM***Basement Apartment With A Portion Of The Unit On The Ground Level And Walkout Access. Very Bright, Pot Lights Throughout The Unit,2 Full Bathrooms, And 2 Bedrooms. Entrance From The Backyard, 10 Mins Walk To Bathurst

Listed by: Nasrin Khoshrow ,Homelife Landmark Realty Inc. (905) 305-1600
House for rent: 15 CRAIGMORE CRESCENT, Toronto

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$3,600

15 Craigmore Crescent, Toronto (Willowdale East), Ontario M2N 2Y2

4 beds
3 baths
18 days

S. Sheppard/W.Willowdale Prime Location With Nice Neighborhood. Easy Access To Hwy 401 And Subway. Walking Distance To Yonge Subway. Famous School Earl Haig Ss. 2 Kitchens With Separate Entrance. It Is The House You Must See (id:27476)

Listed by: Andrew Xiao ,Homelife Landmark Realty Inc. (905) 305-1600
House for rent: (BSM) - 209 HARLANDALE AVENUE, Toronto

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$1,380

(bsm) - 209 Harlandale Avenue, Toronto (Lansing-Westgate), Ontario M2N 1P6

1 beds
1 baths
7 days

Cross Streets: Yonge&Sheppard. ** Directions: e. In The Heart Of North York This Beautifully Designed Detached House Is The Perfect Family Home.Four Bedrooms And The Highly Desirable Camerson School District.Walking Distance To Expansive Green Space,Ttc,Subway,Close To All Amenities,Hwy401,Shopping.

Listed by: Sheng Chu ,Jdl Realty Inc. (905) 731-2266
House for rent: UPPER - 240 CAMERON AVENUE, Toronto

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$2,850

Upper - 240 Cameron Avenue, Toronto (Lansing-Westgate), Ontario M2N 1E7

2 beds
2 baths
35 days

Cross Streets: Cameron Ave. & Easton Ave. ** Directions: West from Yonge St on Cameron Ave. Come on in the front door and discover this Beautiful Bright UPPER 2 Bedroom/2 Bathroom in a popular and convenient community at Yonge and Sheppard. Clean updated space features hardwood floors and

House for rent: MAIN FL - 14 FRANKLIN AVENUE, Toronto

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$2,790

Main Fl - 14 Franklin Avenue, Toronto (Lansing-Westgate), Ontario M2N 1B6

3 beds
1 baths
45 days

Cross Streets: Yonge & Sheppard,Subway Stat. ** Directions: Yonge st. Walk to subway in mins! Main floor of a Renovated Detached Home, 5 Mins Walk To 2 Subway Lines! Bright & functional, Featuring Hardwood Fl., Pot Lights, Blinds, Modern Kitchen. SS Appliances & Granite Countertop, New AC,

Listed by: Becky Li ,Homelife New World Realty Inc. (416) 490-1177
House for rent: MAIN - 47 SANTA BARBARA ROAD, Toronto

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$3,000

Main - 47 Santa Barbara Road, Toronto (Willowdale West), Ontario M2N 2C1

3 beds
1 baths
64 days

Yonge St & Sheppard Location! Steps to Yonge & the Subway. Welcome to this spacious and freshly painted 3 bedroom, 1 bathroom main floor unit, ideally located in one of the most sought after neighbourhoods. Just a 5minute walk to the subway and moments from Yonge St, this home combines comfort,

Enna Groberman,Harvey Kalles Real Estate Ltd.
Listed by: Enna Groberman ,Harvey Kalles Real Estate Ltd. (647) 972-1600
House for rent: 11 ELYNHILL DRIVE, Toronto

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$3,700

11 Elynhill Drive, Toronto (Willowdale West), Ontario M2R 1C5

3 beds
2 baths
2 days

Cross Streets: Yonge/Empress. ** Directions: North Of Sheppard and West of Yonge. Beautifully renovated FURNISHED 3-bedroom, 2-bathroom bungalow in the prestigious Willowdale West area. This exquisite property is situated on a cozy no-exit drive, one of the best streets in the neighborhood.

Kaveh Hajhosseini,Homelife New World Realty Inc.
Listed by: Kaveh Hajhosseini ,Homelife New World Realty Inc. (416) 831-6538
House for rent: 8 BIRCHBANK LANE, Toronto

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$3,350

8 Birchbank Lane, Toronto (Banbury-Don Mills), Ontario M3B 2Y3

4 beds
2 baths
2 days

Cross Streets: Don Mills / Lawrence. ** Directions: Don Mills & Donway East. Beautifully maintained semi-detached home on a quiet cul-de-sac, featuring a premium-sized lot and a parkette directly across the street. This bright and spacious home offers a functional layout with abundant natural

Karen Millar,Royal Lepage Signature Realty
Listed by: Karen Millar ,Royal Lepage Signature Realty (416) 443-0300
House for rent: 207 MAPLEHURST AVENUE, Toronto

15 photos

$4,000

207 Maplehurst Avenue, Toronto (Willowdale East), Ontario M2N 3C3

4 beds
2 baths
14 days

Yonge St./Sheppard Ave. Spacious 4 bedroom home in excellent condition, Completely Renovated, Updated Kitchen and bathrooms, Laminate Flooring Through-Out, Deck, Walk-Out From Kitchen, Located In High Demand Location, Walking Distance To Subway, Restaurants And All Amenities, Nearby Parks,

Michael N. Mealia,Re/max Hallmark York Group Realty Ltd.
Listed by: Michael N. Mealia ,Re/max Hallmark York Group Realty Ltd. (416) 617-7998
House for rent: BSM - 11 ELYNHILL DRIVE, Toronto

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$2,400

Bsm - 11 Elynhill Drive, Toronto (Willowdale West), Ontario M2R 1C5

2 beds
2 baths
2 days

Cross Streets: Yonge/Empress Ave. ** Directions: North Of Sheppard West of Yonge. Bright, Large, fully renovated 2 bedrooms, 2 bathrooms basement in prestigious Willowdale west area. Features a Large, bright family room with lots of windows, an open concept kitchen, all laminate flooring, and

Kaveh Hajhosseini,Homelife New World Realty Inc.
Listed by: Kaveh Hajhosseini ,Homelife New World Realty Inc. (416) 831-6538
House for rent: LOWER - 315 JOHNSTON AVENUE, Toronto

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$1,700

Lower - 315 Johnston Avenue, Toronto (Lansing-Westgate), Ontario M2N 1H8

1 beds
1 baths
35 days

Cross Streets: Yonge and Sheppard. ** Directions: back door. 1 year New fully Furnished 1 bedroom apartment with modern finishes, just like condo life style. Features include: Vinyl floors and pot lights throughout, Above ground large windows in bedroom & living room, Modern white glossy kitchen

Meg Ghaznavi,Homelife Frontier Realty Inc.
Listed by: Meg Ghaznavi ,Homelife Frontier Realty Inc. (416) 218-8800

Buying a house near Yonge–Sheppard: what Ontario buyers and investors should know

When people search “house Yonge Sheppard,” they're usually weighing walkable North York living against the premium pricing that comes with a major transit hub. The Yonge–Sheppard node sits at the interchange of Line 1 and Line 4, surrounded by towers, townhomes, and established detached streets like Lansing-Westgate and Willowdale. This pocket is shaped by Toronto's intensification policy, strong school catchments, and reliable resale demand—yet it also has specific zoning, tenancy, and taxation considerations that smart buyers should verify before firming up an offer.

Where a house at Yonge–Sheppard fits in the Toronto market

Houses here are typically within a 10–20-minute walk of the subway, with older post-war bungalows, infill custom builds, and a growing mix of multiplex conversions. Commuters value quick access to Highway 401 and the Yonge–Sheppard Centre, while investors focus on transit-oriented rentability. Detached properties trade at a premium relative to nearby corridors; if you're balancing price and proximity, compare with houses near Yonge & Steeles, where pricing and lot sizes can differ meaningfully.

Condo-heavy streets deliver complementary rental demand. If you're exploring alternatives or mixed portfolios, scan apartments by the Yonge–Sheppard subway and compact formats like bachelor suites around Yonge–Sheppard on KeyHomes.ca to benchmark rents and inventory velocity.

Zoning, intensification, and redevelopment potential

The area falls within the City of Toronto's policy framework that supports gentle density and transit-oriented development. Key elements to review with a planner or your agent:

  • Multiplex permissions: Toronto now permits up to four residential units in most neighbourhoods subject to zoning performance standards. Conversions still require permits, compliance with building and fire codes, and (often) site-specific variances via the Committee of Adjustment.
  • Garden suites and laneway suites: City-wide permissions exist, but each lot is unique—check lot depth, access, utilities, tree protection bylaws, and proximity to ravines. Many Yonge–Sheppard streets qualify for a garden suite; laneway opportunities are more limited in certain blocks.
  • Parking and MTSA overlays: Minimum parking near major transit stations has been reduced in recent years. Buyers sensitive to on-street parking rules should confirm permit availability and seasonal restrictions with the City.
  • Replacement housing and tree bylaws: Rebuilds may trigger replacement housing provisions and urban forestry permits. Mature trees are strongly protected.

Takeaway: A “house Yonge Sheppard” often pencils as a long-term hold with add-value via a legal secondary suite or a garden suite, but feasibility is lot-specific. Engage a zoning consultant early, and budget time for permits.

Resale, rentability, and risk management

Resale drivers include subway access, quiet side-street settings, school catchments (verify boundaries; they do change), and modernized mechanicals. Earl Haig SS catchment homes, for example, often draw multiple-interest buyers. Noise/traffic exposure on arterial roads and shadowing from nearby towers can temper value—walk the block at different times of day.

For investors, Ontario rent rules matter. Most units first occupied on or after November 15, 2018 are exempt from the provincial rent increase guideline (notice and timing rules still apply). Older secondary suites remain under guideline caps. If you're underwriting a two-unit house, lenders will generally want proof the suite is legal or retrospectively legalized; otherwise, they may limit rental income used in qualification. Always request permits and final inspections for any “finished basement apartment.”

Compare rental strategies with transit-adjacent nodes across the region—commuters targeting Markham, Don Mills, and Scarborough often consider condos along the 401/404 corridor, which can influence tenant profiles and achievable rents in North York.

Lifestyle appeal and day-to-day livability

Residents value a quick stroll to cafes, groceries, and fitness options, plus parks like Avondale and Earl Bales. The mix of urban convenience and suburban streetscapes suits families and professionals. If you prefer a quieter small-town main street feel at a lower price point, review Main Street Milton listings as a comparator—useful for weighing trade-offs in space, commute, and community vibe.

Taxes, financing, and closing-cost planning

  • Double land transfer tax: Purchases in Toronto are subject to both the Ontario Land Transfer Tax and the Toronto Municipal Land Transfer Tax. First-time buyer rebates may apply—confirm eligibility.
  • Non-Resident Speculation Tax (NRST): Ontario levies 25% on purchases by foreign nationals and certain entities; exemptions and rebates exist. The federal foreign buyer ban currently applies (with exemptions) and has been extended—verify current rules before signing.
  • Vacant Home Tax (Toronto): Properties deemed vacant may be subject to an annual tax (Toronto has increased rates in recent years). Annual occupancy declarations are required; penalties apply for non-filing.
  • Underused Housing Tax (federal): Certain owners, especially non-resident, must file even if no tax is owed.
  • Financing nuance: Lenders may treat a house with a legal second suite as a two-unit residential property; appraisals must support the value of improvements. For pre-construction or major renovations, factor in interest rate holds, construction draw schedules, and contingency reserves.

KeyHomes.ca maintains property-level data and connects buyers with mortgage professionals who can model scenarios under OSFI stress-test guidelines, renewal risk, and rent offsets in multiplexes.

Short-term rentals and tenancies

In Toronto, short-term rentals (under 28 days) are generally permitted only in your principal residence, and hosts must register with the City and comply with tax remittance and record-keeping. Many condos near Yonge–Sheppard prohibit STRs in their bylaws; houses are still subject to the City's principal-residence rule. If your investment thesis relies on STR income, it likely won't work here. Instead, focus on long-term rentals, corporate tenancies, or mid-term furnished stays compliant with lease terms.

Seasonality and timing the offer

Toronto's detached market often sees peak listings in late March–June, with a second wave after Labour Day. Summer can bring thinner inventory and motivated sellers; winter may offer value but fewer options. North York is insulated by transit demand, but it isn't immune to macro interest-rate shifts. Watching nearby submarkets helps calibrate pricing: contrast Yonge–Sheppard houses with newer houses in Queensville (driven by York Region growth plans) or value-driven heritage homes in Brantford, where yield dynamics differ.

Cottage buyers juggling a Toronto purchase should remember that the recreational market is highly seasonal. Due diligence for Muskoka cabins includes septic inspections, well water quality, shoreline allowances, and strict short-term rental bylaws that vary by township. Some GTA buyers ladder purchases—primary residence first, cottage later—while others invert the sequence depending on cash flow and lifestyle.

Property condition: what to watch for in older North York homes

Many 1950s–1960s bungalows have had major systems replaced, but not always. Inspect for galvanized or mixed plumbing, 60-amp service panels, older furnaces/AC, clay sewer laterals, and potential asbestos in certain materials. Infill custom builds should be checked for permits, Tarion applicability (if new), and drainage grading—especially on lots with walkout basements. Insurance companies may flag knob-and-tube wiring in pre-1950s homes (less common here, but not impossible). A camera scope of the sewer line is inexpensive protection on treed streets.

Comparative lenses across Ontario markets

Buyers deciding between a “pay more, drive less” strategy at Yonge–Sheppard and a lower-cost, longer commute can learn from regional comps. Purpose-built communities such as Victoria Common in Kitchener showcase how LRT-proximate projects shape appreciation and rents. Smaller markets like detached options in Walkerton may deliver stronger cash flow but different vacancy and liquidity profiles. Family-focused towns along the GO and highway network—see Main Street Milton listings—attract move-up buyers seeking schools and parks with manageable commutes.

Within North York itself, condo investors often hedge alongside freehold by holding a unit near transit. If that's you, compare TIC-to-rent outcomes by reviewing condos along the 401/404 corridor against apartments by the Yonge–Sheppard subway; KeyHomes.ca's listing pages surface neighborhood data that help normalize rent per square foot across submarkets.

Offer strategy and due diligence checklist

  • Confirm zoning permissions for any planned secondary or garden suites; obtain a preliminary zoning review if timing allows.
  • Request copies of all building permits and final inspections for renovations, additions, and basement apartments.
  • Verify school catchments directly with the boards; boundaries shift and affect resale.
  • Model taxes: provincial + Toronto land transfer, municipal Vacant Home Tax risk, and (if applicable) NRST and federal filings.
  • Assess rental strategy within Ontario's Residential Tenancies Act; confirm whether units are rent-controlled or exempt by first occupancy date.
  • Review nearby development applications for future towers, street improvements, and park plans that could alter light, traffic, or value.

For current listings, sold comparables, and neighborhood-level stats, many buyers lean on KeyHomes.ca as a central hub to explore transit-area homes, compare detached streets, and connect with licensed professionals for zoning and financing validation.