16 Tanglewood Drive • Caledon, ON photo 1
16 Tanglewood Drive • Caledon, ON photo 2
16 Tanglewood Drive • Caledon, ON photo 3
16 Tanglewood Drive • Caledon, ON photo 4
16 Tanglewood Drive • Caledon, ON photo 5
16 Tanglewood Drive • Caledon, ON photo 6
16 Tanglewood Drive • Caledon, ON photo 7
16 Tanglewood Drive • Caledon, ON photo 8
16 Tanglewood Drive • Caledon, ON photo 9
16 Tanglewood Drive • Caledon, ON photo 10
16 Tanglewood Drive • Caledon, ON photo 11
16 Tanglewood Drive • Caledon, ON photo 12
16 Tanglewood Drive • Caledon, ON photo 13
16 Tanglewood Drive • Caledon, ON photo 14
16 Tanglewood Drive • Caledon, ON photo 15
16 Tanglewood Drive • Caledon, ON photo 16
16 Tanglewood Drive • Caledon, ON photo 17
16 Tanglewood Drive • Caledon, ON photo 18
16 Tanglewood Drive • Caledon, ON photo 19
16 Tanglewood Drive • Caledon, ON photo 20
16 Tanglewood Drive • Caledon, ON photo 21
16 Tanglewood Drive • Caledon, ON photo 22
16 Tanglewood Drive • Caledon, ON photo 23
16 Tanglewood Drive • Caledon, ON photo 24
16 Tanglewood Drive • Caledon, ON photo 25
16 Tanglewood Drive • Caledon, ON photo 26
16 Tanglewood Drive • Caledon, ON photo 27
16 Tanglewood Drive • Caledon, ON photo 28
16 Tanglewood Drive • Caledon, ON photo 29
16 Tanglewood Drive • Caledon, ON photo 30
16 Tanglewood Drive • Caledon, ON photo 31
16 Tanglewood Drive • Caledon, ON photo 32
16 Tanglewood Drive • Caledon, ON photo 33
16 Tanglewood Drive • Caledon, ON photo 34
16 Tanglewood Drive • Caledon, ON photo 35
16 Tanglewood Drive • Caledon, ON photo 36
16 Tanglewood Drive • Caledon, ON photo 37
16 Tanglewood Drive • Caledon, ON photo 38
16 Tanglewood Drive • Caledon, ON photo 39
16 Tanglewood Drive • Caledon, ON photo 40
16 Tanglewood Drive • Caledon, ON photo 41
16 Tanglewood Drive • Caledon, ON photo 42
16 Tanglewood Drive • Caledon, ON photo 43
16 Tanglewood Drive • Caledon, ON photo 44
16 Tanglewood Drive • Caledon, ON photo 45
16 Tanglewood Drive • Caledon, ON photo 46
16 Tanglewood Drive • Caledon, ON photo 47
16 Tanglewood Drive • Caledon, ON photo 48
New1 / 48
$1,499,500
16 Tanglewood Drive • Caledon, ONNew
Courtesy of CENTURY 21 MILLENNIUM INC.
5+1
Bedrooms
7
Bathrooms
3500-5000
Square feet
15
Parking

About this home

Welcome to an exceptional over 5,000 sq. ft. estate home set on 2.5 private acres in sought-after Tamarack Estates, just minute from Orangeville. Offering an impressive combination of space, privacy and versatility, this extraordinary property is ideally suited to multigenerational living, an extended family, or those who simply want room for everyone to live comfortably under one roof. A interlock brick driveway leads to the three-car garage and grand entrance. Step inside to an impressive open foyer featuring a dramatic chandelier and elegant spiral staircases connecting the levels, immediately showcasing the scale and character of this home.The spacious eat-in kitchen features an oversized centre island and built-in desk, with an open connection to the dining area. A separate formal dining room with hardwood flooring provides an elegant setting for larger gatherings, while the formal living room offers another sophisticated space to entertain or relax.Also on the main level a spacious primary suite with a luxurious six-piece ensuite, while another bedroom enjoys its own three-piece ensuite. An additional office with built-in desk and shelving provides an ideal work-from-home space. A bright sunroom/solarium offers a walkout to the deck, creating a wonderful connection to the surrounding property. With multiple walkouts throughout the home, there are plenty of opportunities to enjoy the expansive grounds.The lower level is where the home's incredible versatility really comes to life. Designed almost as a home within the home, the basement features a second kitchen, generous living space, a gas fireplace, sauna and three-piece bathroom, along with extensive storage and a workshop. Multiple walkouts provide excellent natural access and flexibility. The workshop area could potentially be adapted to additional living or bedroom space. Come fill this home with love and family

Property details

Property type
Detached
Style
2-Storey
Approx. age (yrs)
31-50
Total rooms
11
Lot size
405.86 × 286.04 ft
Property taxes
$10,963 (2026)
Occupancy
TBA
Days on market
1
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Sep 25, 2026, 12:46 p.m. EDT via TRREB IDX.

First listed: Sep 25, 2026, 12:23 p.m. EDT.