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29 Tallwood Drive

Woolwich, ON N0B 2V0

ActiveFor Sale
5 Beds
5 Baths
5,000 Sq Ft
Single Family Home
Virtual Tour Available

About This Property

Set on 242 ft of pristine Grand River frontage on 3+ acres overlooking Ontario's last remaining covered bridge, 29 Tallwood Drive is one of Waterloo Region's most extraordinary private residences. Tucked at the end of an exclusive cul-de-sac in West Montrose, this architecturally designed estate offers approximately 7,000 sq ft of refined contemporary living - metal roof and mechanicals updated 2013, new AC 2023 - where floor-to-ceiling glass connects the home to its spectacular surroundings. Every room captures breathtaking river views, while the open-concept great room, dining area and chef-inspired kitchen flow to an exceptional outdoor living space. The home offers 5 bedrooms (upstairs bedroom remodeled 2023), a dedicated office, a home theatre room, a 10kW solar system with new 2026 inverter generating MicroFIT income, and a private guest wing with its own entrance - ideal for multigenerational living, extended family, guests, a home gym or studio.The grounds feature a saltwater pool and hot tub with new 2025 pumps, heater and computer system, 2026 tile, and refreshed exterior tile on house and pool shed (2025); a renovated firepit (2026); a private pond; a golf short game area with putting green and hitting mat (2025); a refinished multi-sport court for tennis, pickleball and basketball (2025); expansive terraces; and gardens refreshed through ongoing projects 2022-2026.A 1,200 sq ft detached garage with solarium, new 2026 epoxy flooring and EV car charger suits collectors, hobbyists or entrepreneurs, complemented by new 2026 roofs on the workshop and pool shed and a new sports shed exterior (2026). Though it feels worlds away, it's minutes from St. Jacobs, Waterloo, premier golf, prestigious schools and everyday amenities.There are luxury homes. There are waterfront homes. There are estate homes. Then there is Tallwood.

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size5,000 sq ft
Bedrooms5
Bathrooms5
Postal CodeN0B 2V0
Last UpdatedSep 13, 2026 · 10:31 p.m.

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Features & Amenities

  • Waterfront
  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® X13616648

Listed by Bosley Real Estate Ltd.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$4,450,000

asking price

MLS®X13616648
TypeSingle Family Home
CityWoolwich
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Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$21,730

/month · $3,560,000 mortgage

Down Payment20% — $890,000
Interest Rate5.5%

Amortization

Total Interest

$2,958,981

Total Cost

$6,518,981

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

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Listed By

Bosley Real Estate Ltd.