29 Tallwood Dr is a 5-bedroom, 4-bathroom detached home in Woolwich, listed for $4,450,000. It has 5000 + sq ft of living space.
1Every room captures breathtaking river views, while the open-concept great room, dining area and chef-inspired kitchen flow to an exceptional outdoor living space.
2Though it feels worlds away, it's minutes from St.
3Jacobs, Waterloo, premier golf, prestigious schools and everyday amenities.There are luxury homes.
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.
5 bedrooms, 4 bathrooms, about 5,000 sq ft, works out to roughly $890 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 29 Tallwood Dr
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
5000 + sq ftas stated on the listing
Parking
9 spacesYes garage
Basement
None
Features & systems
Parking & garage
Garage
Yes
Parking spaces
9
Interior
Basement
None
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
29 Tallwood Dr Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® X13616648$4,450,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 29 Tallwood Dr Compares to the Woolwich Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
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Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$21,862
/mo
based on the purchase price of $4,450,000
$890,000 cash
$3,560,000 financed
$2,998,454 total interest
Principal54%$3,560,000
Interest46%$2,998,454
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Keep looking near 29 Tallwood Dr
Market pulse · Woolwich
Median sold price$861,000Last 90 days
Average days on market26Homes sold in about 26 days on average.
Sale-to-list ratio98.9%On average, homes sold below asking.
Active listings76Homes for sale here right now.
Median vs prior 90 days+3.5%Compared with May 8 – Aug 6, 2026: prices up.
Based on 74 sales from Aug 6 – Nov 4, 2026 (64 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 29 Tallwood Dr
How much is 29 Tallwood Dr listed for?
29 Tallwood Dr is listed at $4,450,000 (MLS® X13616648). Summitly updates the price as soon as the MLS® record changes.
Is $4,450,000 a good price for 29 Tallwood Dr?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Woolwich. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 29 Tallwood Dr changed?
No — 29 Tallwood Dr is still listed at its original asking price of $4,450,000.
How many bedrooms and bathrooms does 29 Tallwood Dr have?
29 Tallwood Dr has 5 bedrooms and 4 bathrooms, with about 5,000 square feet of living space. It is a detached home in Woolwich.
How much would the monthly mortgage be on 29 Tallwood Dr?
About $21,862 a month — principal and interest on $4,450,000 with 20% down ($890,000), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 29 Tallwood Dr compare with other homes in Woolwich?
Its asking price of $4,450,000 is about 417% above the median sold price in Woolwich over the last 90 days, $861,000, across 74 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 29 Tallwood Dr been sold before?
Summitly has no earlier MLS® sale or lease of 29 Tallwood Dr on record from the last two years. Older records aren't shown under TRREB rules.
Where is 29 Tallwood Dr?
29 Tallwood Dr is in Woolwich, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 29 Tallwood Dr been on the market?
98 days — 29 Tallwood Dr was listed on July 29, 2026.
What is the price per square foot of 29 Tallwood Dr?
About $890 per square foot: the asking price of $4,450,000 over the 5,000 sq ft the listing gives.
Does 29 Tallwood Dr have parking or a garage?
Yes — the listing gives 9 parking spaces. Garage: Yes.
Does 29 Tallwood Dr have a basement, and is it finished?
