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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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42 Glenayr Road Toronto C03
For SaleForest Hill South

42 Glenayr Road Toronto C03, Detached for Sale

MLS® C13081206

Forest Hill South, Toronto, ON

186 days on market
$4,500,000
Show on Map
Show on Map
5Beds
4Baths
2,250Sqft
7Parking
Detached

Overview· 42 Glenayr Road Toronto

MLS® #C13081206

An extraordinary opportunity to create a landmark residence in one of Toronto's most prestigious neighbourhoods. Set on a prime, highly coveted west-facing lot, this offering sits on the iconic curved red cobblestone section of Glenayr Road - one of Forest Hill's most distinguished and sought-after streets, just moments from Forest Hill Village. The property boasts a rare and generous land parcel, beginning at 40 ft of frontage and widening to approximately 71 ft, with a depth of 172.6 ft and a total area of approximately 8,600+ sq ft, offering exceptional scale and presence. This unique offering comes with Committee of Adjustment approvals for a striking custom-designed three-storey estate by renowned architect Richard Wengle, envisioned at approximately 6,000+ sq ft above grade and over 10,000 sq ft of total living space. The proposed design showcases expansive principal rooms, an integral garage, and a resort-inspired outdoor setting complete with pool, cabana, and curated entertaining spaces. Full architectural plans have been thoughtfully prepared, presenting a rare opportunity to bring a sophisticated vision to life with much of the groundwork already in place. The existing residence has been extensively prepared, offering flexibility for those who wish to proceed with the approved new build or explore a tailored transformation of the current structure. For the discerning builder, investor, or end-user, this is a rare chance to secure a premier property and step into an advanced-stage luxury project in an exceptional location. Property and improvements being sold in as-is, where-is condition. The current home has been demo'd back to the brick and is not liveable.

Broker

CHESTNUT PARK REAL ESTATE LIMITED

Neighbourhood

Forest Hill South

Walk 77Avg $5.48MArea guide

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Walk Score®63Somewhat WalkableSomewhat Walkable
Transit Score®80Excellent TransitExcellent Transit
Bike Score®59BikeableBikeable
Schools7817 schools within 1.5 km · nearest 650 m17 schools within 1.5 km · nearest 650 m
Parks739 parks within 1 km · nearest 362 m9 parks within 1 km · nearest 362 m
Convenience5513 groceries, cafes and pharmacies within 1 km · nearest 422 m13 groceries, cafes and pharmacies within 1 km · nearest 422 m
Safety90Safer than 90% of Toronto neighbourhoods (2025)Forest Hill South: 950 incidents per 100,000 residents in 2025, across all crime types, ranked against 158 Toronto neighbourhoods. Toronto counts resident population only, so business and entertainment districts rank worse than residents experience. Source: Toronto Police Services.

Highlights & Amenities· 42 Glenayr Road Toronto

Source: MLS® listing data
42 Glenayr Road Toronto

Detached

42 Glenayr Road Toronto

Forest Hill South

Type

Detached

Basement

Unfinished

Parking

Attached (7)

Property Tax

~$18,316/yr

Heating

Water

Buying Essentials

Square Feet

2250 sqft

Facing Direction

West

Parking

Attached (7)

Finances

List Price

$4,500,000

Price per SQFT

$2,000/sqft

Property Tax

~$18,316/yr

Property Specs

Property Type

Detached

MLS Size

2250 sqft

Basement

Unfinished

Living & Amenities

Heating Type

Water

Features

Other

Policies & Utilities

Neighbourhood

Forest Hill South

Listed On

May 4, 2026

Arts Centre

Cul de Sac/Dead End

Fenced Yard

Park

Ravine

School

Price & Listing History

Days on Market

Current: 186 days

0306090120+

Rooms

Living Room(Main)

20.7 x 17.6

365 sqft

Dining Room(Main)

9.3 x 15.1

141 sqft

Kitchen(Main)

16.2 x 7.9

127 sqft

Library(Main)

16.1 x 12.5

200 sqft

Primary Bedroom(Second)

11.8 x 20.1

236 sqft

Bedroom 2(Second)

14.4 x 12.8

185 sqft

Bedroom 3(Second)

14.2 x 9.9

141 sqft

Recreation(Lower)

13.8 x 19.1

263 sqft

Laundry(Lower)

11.4 x 9.8

112 sqft

Other(Lower)

10.4 x 5.8

60 sqft

Furnace Room(Lower)

11.0 x 12.1

133 sqft

RoomsDimensionsFeaturesSqft
Living Room(Main)20.7 x 17.6—365
Dining Room(Main)9.3 x 15.1—141
Kitchen(Main)16.2 x 7.9—127
Library(Main)16.1 x 12.5—200
Primary Bedroom(Second)11.8 x 20.1—236
Bedroom 2(Second)14.4 x 12.8—185
Bedroom 3(Second)14.2 x 9.9—141
Recreation(Lower)13.8 x 19.1—263
Laundry(Lower)11.4 x 9.8—112
Other(Lower)10.4 x 5.8—60
Furnace Room(Lower)11.0 x 12.1—133

Rooms

11

Listed Room Area

1,963 sqft

Source

Estimated from MLS room dimensions

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Nearby Schools

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Mortgage Calculator

Mortgage Summary

Mortgage Payment$18,100/mo
Property Tax$1,526/mo
Total Monthly$19,626

Monthly Cash Flow (investors)

$
Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0