106 Eastbourne Avenue • Toronto, ON photo 1
106 Eastbourne Avenue • Toronto, ON photo 2
106 Eastbourne Avenue • Toronto, ON photo 3
106 Eastbourne Avenue • Toronto, ON photo 4
106 Eastbourne Avenue • Toronto, ON photo 5
106 Eastbourne Avenue • Toronto, ON photo 6
106 Eastbourne Avenue • Toronto, ON photo 7
106 Eastbourne Avenue • Toronto, ON photo 8
106 Eastbourne Avenue • Toronto, ON photo 9
106 Eastbourne Avenue • Toronto, ON photo 10
106 Eastbourne Avenue • Toronto, ON photo 11
106 Eastbourne Avenue • Toronto, ON photo 12
106 Eastbourne Avenue • Toronto, ON photo 13
106 Eastbourne Avenue • Toronto, ON photo 14
106 Eastbourne Avenue • Toronto, ON photo 15
106 Eastbourne Avenue • Toronto, ON photo 16
106 Eastbourne Avenue • Toronto, ON photo 17
106 Eastbourne Avenue • Toronto, ON photo 18
106 Eastbourne Avenue • Toronto, ON photo 19
106 Eastbourne Avenue • Toronto, ON photo 20
106 Eastbourne Avenue • Toronto, ON photo 21
106 Eastbourne Avenue • Toronto, ON photo 22
106 Eastbourne Avenue • Toronto, ON photo 23
106 Eastbourne Avenue • Toronto, ON photo 24
106 Eastbourne Avenue • Toronto, ON photo 25
106 Eastbourne Avenue • Toronto, ON photo 26
106 Eastbourne Avenue • Toronto, ON photo 27
106 Eastbourne Avenue • Toronto, ON photo 28
106 Eastbourne Avenue • Toronto, ON photo 29
106 Eastbourne Avenue • Toronto, ON photo 30
106 Eastbourne Avenue • Toronto, ON photo 31
106 Eastbourne Avenue • Toronto, ON photo 32
106 Eastbourne Avenue • Toronto, ON photo 33
106 Eastbourne Avenue • Toronto, ON photo 34
106 Eastbourne Avenue • Toronto, ON photo 35
106 Eastbourne Avenue • Toronto, ON photo 36
106 Eastbourne Avenue • Toronto, ON photo 37
106 Eastbourne Avenue • Toronto, ON photo 38
106 Eastbourne Avenue • Toronto, ON photo 39
106 Eastbourne Avenue • Toronto, ON photo 40
106 Eastbourne Avenue • Toronto, ON photo 41
106 Eastbourne Avenue • Toronto, ON photo 42
106 Eastbourne Avenue • Toronto, ON photo 43
106 Eastbourne Avenue • Toronto, ON photo 44
106 Eastbourne Avenue • Toronto, ON photo 45
106 Eastbourne Avenue • Toronto, ON photo 46
106 Eastbourne Avenue • Toronto, ON photo 47
106 Eastbourne Avenue • Toronto, ON photo 48
106 Eastbourne Avenue • Toronto, ON photo 49
106 Eastbourne Avenue • Toronto, ON photo 50
New1 / 50
$2,999,999
106 Eastbourne Avenue • Toronto, ONNew
Courtesy of RIGHT AT HOME REALTY
4+2
Bedrooms
5
Bathrooms
2500-3000
Square feet
4
Parking

About this home

Welcome to 106 Eastbourne Ave. Set in the famed Chaplin Estates neighborhood on one of the most desired streets. Imagine stepping out for morning coffee, artisan dining, and boutique wellness, then returning home to a quiet urban sanctuary designed for effortless family living. Set on a picture-perfect, deep 30 x 130 ft lot, this newly renovated, completely turn-key residence is where modern elegance meets total peace of mind. Step inside this 2,529 sqft (above grade) home to find sun-filled principal rooms anchored by rich main floor oak herringbone flooring and bespoke built-ins throughout. Here, details are everything, crafted with a level of care and precision that defines true luxury. At the heart of the home, the newly updated chef's kitchen seamlessly pairs style and functionality with a generous double island, quality finishes, and effortless flow for both daily life and large scale hosting. Upstairs, four light filled bedrooms offer comfortable retreats for the whole family, highlighted by a serene primary suite featuring a spa-inspired layout and a private walk-out terrace. The fully finished lower level boasts an integrated sauna alongside flexible space for extra bedrooms, a media lounge, or a home gym. Out back, thoughtful details continue: a full brick extension with upgraded matching masonry leads to custom planters, a rare backyard hot & cold water bib perfect for children water play, and a finished detached two-car garage equipped with EV charging, complemented by two additional driveway spots. Beyond your door, outdoor recreation is truly unmatched. Just a short stroll away lies Eglinton Park, a sprawling 9-hectare green space directly connected to the North Toronto Memorial Community Centre's aquatic facilities and ice rinks. For tranquil nature escapes, the ancient trees and ravine trails of Sherwood Park offer off leash dog paths and peaceful boardwalks. This Midtown gem is not to be missed!

Property details

Property type
Detached
Style
2-Storey
Total rooms
9
Lot size
30 × 130.75 ft
Property taxes
$10,588.89 (2026)
Occupancy
TBD
Days on market
1
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Aug 27, 2026, 11:38 a.m. EDT via TRREB IDX.

First listed: Aug 27, 2026, 11:03 a.m. EDT.