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310-3100 Steeles Ave W, Vaughan, ON, L4K 3R1
905-553-8500info@summitly.ca

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Listing data is provided by the Toronto Regional Real Estate Board (TRREB) via PropTx and is deemed reliable but not guaranteed. Coldwell Banker Summit Realty, Brokerage — an independently owned and operated Coldwell Banker franchise.

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For listings in Canada, 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

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    For sale On market 31 days

    144 Underwood Drive

    Brooklin·Whitby, ON·L1M 0K9·Near Anderson and Iberville

    • 4 beds
    Whitby real estate›E13434960
    • Overview
    • History
    • Details
    • Location
    • Mortgage
    • Investment
    • Comparables
    • FAQ
    Open house & tour

    3 upcoming open houses

    Drop in during an open house, or tour online — no appointment needed.

    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    • Open house
      Date TBD
      Time TBD
    Overview

    What this listing tells us

    Property description

    This exceptional Brooklin family home combines thoughtful design, upscale finishes, and an incredible backyard retreat. Offering 4 spacious bedrooms and 4 bathrooms, this custom-built home is perfectly suited for both everyday living and entertaining.The beautifully landscaped, maintenance-free backyard is fully fenced and designed for enjoyment, featuring premium artificial turf, a hot tub, a large entertainer's deck, and exterior pot lighting that creates the perfect evening ambiance. Inside, the welcoming foyer opens to a bright and versatile den with direct access to the garage and laundry area. The main living space showcases stylish laminate flooring, pot lights, and expansive windows overlooking the backyard. At the heart of the home is the stunning chef-inspired kitchen complete with quartz countertops, upgraded stainless steel appliances, modern backsplash, oversized center island with breakfast seating, and elegant pendant lighting. The adjoining dining area offers a seamless walk-out to the backyard, making indoor-outdoor entertaining effortless. The upper level features four generously sized bedrooms, including a luxurious primary suite with a walk-in closet and spa-like 4-piece ensuite. A second bedroom also enjoys its own private 5-piece ensuite and walk-in closet - ideal for guests, teens, or extended family.

    Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.

    AI highlights by Zara
    History

    Listing, price, and tax history

    Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.

    DateEventStatusPriceChangeMLS®View
    Jul 13, 2026Previously listedNew$1,199,000 —E13559380View
    Jun 11, 2026ListedCurrentFor sale$1,249,900 —E13434960This page
    May 27, 2026Previously listedTer$4,000 —E13205982View
    Nov 13, 2025Previously listedExp$1,199,900 —E12542630View
    Sourced from MLS® · includes all previous listings of this property · tap View to open the archived listing in a new tab
    Property details

    Inside this property

    Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.

    Features & systems

    Heating, cooling, parking, exterior, lot, possession, and more.

    • Systems

      5
      Heating
      Forced Air
      Air conditioning
      Central Air
      Fireplaces
      1
      Water source
    Location & lifestyle

    Getting around, schools & the block

    Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.

    📍 144 Underwood Drive
    What's nearby

    Points of interest classified by the MLS® feed.

    • Fenced Yard
    • Park
    • Place Of Worship
    • Rec./Commun.Centre
    Financials

    The money — monthly cost, mortgage & return

    Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.

    Cost of ownership

    A monthly snapshot at typical assumptions — personalize the mortgage just below.

    Est. monthly mortgage
    $6,140
    20% down · 25y · 5.50% — adjust below ↓
    Est. monthly property tax
    $799
    0.77% mill rate · ON
    The market

    How this home sits in the Whitby market

    Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.

    The Whitby market right now

    Average sold price, days on market, and closed-transaction count for Whitby — sourced from MLS®.

    • Avg sold price
      $941,781
      Last 30 days
    • Median sold price
      $885,000
      Middle of the market
    • Days on market
      24 d
      Avg from list to close
    • Closed last 30d
      436
      MLS® transactions
    Full Whitby market report
    Buy with Coldwell Banker Summit Realty

    We'll get you into 144 Underwood Drive — the seller pays our commission

    On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.

    Free buyer representation · Coldwell Banker® affiliate

    $0 to you. The seller pays our fee.

    On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.

    Call now
    Due diligence

    Property flags & disclosures

    An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.

    Nothing concerning surfaced — all clear.

    We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 144 Underwood Drive and found nothing flagged. We re-check automatically as new records publish.

    Frequently asked

    Common questions about this property

    Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.

    • How much is 144 Underwood Drive listed for?

      144 Underwood Drive is listed at $1,249,900 on the MLS® (listing E13434960). The price refreshes on Summitly within minutes of any MLS® change.

    • How many bedrooms, bathrooms, and square feet does 144 Underwood Drive have?

    Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. 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.

  1. 4 baths
  2. 2500-3000 sqft
  3. Detached
  4. Built 6-15
  5. < .50 ac lot
  6. Asking
    $1,249,900
    $0 / sqft · MLS® E13434960
    Chat Zara
  7. Zara AI Estimate
    Live · refreshes nightly
    Estimated value
    $1,111,302
    $1,022,397Confidence range$1,200,206
    Asking vs estimate
    ↑above
    +$138,598
    (+12.5%)
    Asking is above estimate
    Run the affordability numbers

    Based on the city's average sold price, adjusted for 4 bedrooms (no sqft on file).

    Market analytics

    Homes like this in Whitby sell in about 24 days — this one has been listed 31 days.

    Avg sold price
    $941,781
    Median sold
    $885,000
    Avg days on market
    24
    Recently sold
    436
    See comparable sales
    • The main living space showcases stylish laminate flooring, pot lights, and expansive windows overlooking the backyard.
    • The adjoining dining area offers a seamless walk-out to the backyard, making indoor-outdoor entertaining effortless.
    • The upper level features four generously sized bedrooms, including a luxurious primary suite with a walk-in closet and spa-like 4-piece ensuite.
    • A second bedroom also enjoys its own private 5-piece ensuite and walk-in closet - ideal for guests, teens, or extended family.
    Ask Zara a follow-up
    Municipal
    Sewer
    Sewer
  8. Parking & garage

    4
    Garage
    Built-In
    Garage spaces
    2
    Parking spaces
    6
    Driveway
    Available
  9. Interior

    6
    Basement
    Full, Unfinished
    Family room
    N
    Kitchens
    1
    Total rooms
    9
    Laundry level
    Main Level
    Elevator
    N
  10. Exterior & construction

    4
    Exterior
    Brick
    Roof
    Asphalt Shingle
    Foundation
    Poured Concrete
    Pool
    None
  11. Lot & land

    2
    Year built
    6-15
    Zoning
    single family residential
  12. Listing & possession

    4
    Possession
    2026-07-09T00:00:00.000-00:00
    Occupancy
    30-60 flexible
    Property style
    2-Storey
    Property class
    Detached
  13. Room-by-room · 10 rooms

    Every room with its dimensions, level, and notable features.

    Room dimensions

    Main level

    5 rooms
    • Office
      open concept · access to garage · laminate
      7.7 × 10.2 ft
    • Dining Room
      open concept · walk-out · laminate
      10.3 × 14.3 ft
    • Kitchen
      quartz counter · overlooks living · breakfast bar
      14.2 × 10.5 ft
    • Laundry
      laundry sink · access to garage · large window
      5.8 × 10.2 ft
    • Great Room
      pot lights · overlooks backyard · laminate
      13.6 × 15.7 ft

    Second level

    5 rooms
    • Bedroom 2
      closet · large window · broadloom
      13.9 × 10.7 ft
    • Bedroom 4
      closet · large window · broadloom
      11.0 × 16.3 ft
    • Primary Bedroom
      4 pc ensuite · laminate · walk-in closet(s)
      17.3 × 16.4 ft
    • Bathroom
      4 pc bath · tile floor
      5.9 × 7.8 ft
    • Bedroom 3
      5 pc ensuite · walk-in closet(s) · broadloom
      12.6 × 18.2 ft
  14. Public Transit
  15. Combined estimate
    $6,939
    Mortgage + tax · before condo / insurance

    Mortgage & affordability

    Today's best Canadian rates from Mortgage Squad, then a live calculator — adjust down payment, amortization, and rate, and email yourself the report.

    Today's rates · Powered by Mortgage Squad
    350+ lender access · Best rate matched in 2 min
    Lock my rate
    • Best
      5-yr Fixed · Insured
      4.09%
      0.40% below banks
    • 5-yr Fixed · Conventional
      4.34%
      APR · OAC
    • 3-yr Fixed · Conventional
      4.49%
      APR · OAC
    • 5-yr Variable · Variable
      4.85%
      APR · OAC
    Rates indicative · Updated today · OAC, subject to underwritingSee all Mortgage Squad rates →
    Affordability calculator
    Estimated monthly payment
    $6,140
    /mo
    based on the purchase price of $1,249,900
    $249,980 cash
    $999,920 financed
    $842,195 total interest
    Monthly payment$6,140/ month
    Principal54%$999,920
    Interest46%$842,195

    20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

    Email this mortgage report to yourself

    Save the full affordability breakdown — down payment, monthly, interest paid, and today's Mortgage Squad rate — in your inbox. Create a free Summitly account to save it, get rate-drop alerts, and build a shortlist.

    Create account & email meor send as guest
    Get pre-approved in minutes

    Know exactly what you can afford — a no-obligation pre-approval from Mortgage Squad.

    Get pre-approved

    Rental income & return

    What this home could rent for and the return at the asking price — an AI estimate against real property tax and condo fees.

    Est. monthly rent
    low–high
    Gross yield
    rent × 12 ÷ price
    Cap rate (est.)
    net of tax + fees

    AI estimate for discussion only — not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price and real property tax.

    Comparable detacheds that just sold in Whitby

    Swipe the closed sales, then use the table for a side-by-side $/sqft comparison against this home.

    • 117 Sleepy Hollow Place
      Sold
      Sign in for price
      117 Sleepy Hollow Place
      Detached
    • 33 Carlinds Drive
      Sold
      Sign in for price
      33 Carlinds Drive
      Detached
    • 77 Joshua Boulevard
      Sold
      Sign in for price
      77 Joshua Boulevard
      Detached
    • 115 Pine Hills Road
      Sold
      Sign in for price
      115 Pine Hills Road
      Detached
    • 27 Kimberly Drive
      Sold
      Sign in for price
      27 Kimberly Drive
      Detached
    • 45 Melody Drive
      Sold
      Sign in for price
      45 Melody Drive
      Detached
    AddressBd / BaSqftSold$/sqft% of askSold
    144 Underwood DriveThis home4 / 425,003,000$1,249,900ask———
    117 Sleepy Hollow Place4 / 42,000—
    33 Carlinds Drive3 / 42,000—
    Sold prices are hidden under TRREB rules. Sign in to reveal them.

    More detacheds in Whitby

    Active listings within ±20% of this asking price.

    • 103 Gartshore Drive
      $1,499,000
      103 Gartshore Drive
      Detached 5 4
    • 8 Huggins Drive
      $1,199,000
      8 Huggins Drive
      Detached 4 4
    • 82 Closson Drive
      $1,049,000
      82 Closson Drive
      Detached 4 3
    • 1048 Mcquay Boulevard
      $1,399,800
      1048 Mcquay Boulevard
      Detached 4 5
    • 19 Ann Arbour Court
      $1,125,000
      19 Ann Arbour Court
      Detached 4 3
    • 17 Floree Street
      $1,099,900
      17 Floree Street
      Detached 4 4
    AI-first listing data

    Zara's valuation, full price history, room insights, and live MLS® refresh — all in one feed. No more comparing 4 sites.

  16. One team, no handoffs

    Your realtor, mortgage broker, and offer-night closing team work side-by-side. One conversation, not three.

  17. Showings on YOUR schedule

    Same-day showings for shortlisted homes, evenings + weekends. Your Coldwell Banker Summit Realty agent coordinates with the listing brokerage.

  18. Mortgage that closes

    Pre-approval, rate hold, and 350+ lender access via Mortgage Squad Advisors — no juggling lender chats yourself.

  19. Public listing courtesy of ROYAL LEPAGE TERREQUITY REALTY · displayed on Summitly per MLS® data-share rules

    144 Underwood Drive is a 4-bedroom, 4-bath, 2500-3000 sqft. Full room dimensions and floor breakdown are in the 'Rooms' section of this page.

  20. When was 144 Underwood Drive built?

    144 Underwood Drive was built in 6-15. Construction style, foundation, roof material, and EnerGuide rating (when published) are in the 'Features' section above.

  21. What is the property tax for 144 Underwood Drive?

    The 'Property tax' tab in the History section shows the most recent annual tax for 144 Underwood Drive plus a 5-year breakdown with YoY % change. Monthly equivalent is shown alongside.

  22. How much would the monthly mortgage be on 144 Underwood Drive?

    The affordability calculator on this page shows an estimated monthly mortgage for $1,249,900 at 20% down, 25-year amortization, and 5.5% rate. Adjust the sliders to model your own down payment and rate.

  23. Has 144 Underwood Drive been sold before?

    The 'Listing history' tab above lists every previous MLS® listing of 144 Underwood Drive with its list date, sold price (when sold), and final status. Each row is colour-coded with price-change arrows.

  24. What neighbourhood is 144 Underwood Drive in?

    144 Underwood Drive is in Brooklin, Whitby. The 'Neighbourhood' section below links to the live Whitby real estate hub with average sold price, days on market, and current inventory.

  25. Is Whitby a good place to live?

    Whitby is one of ON's actively-tracked Summitly markets. The full Whitby real estate hub covers live average sold price, days on market, and neighbourhood-level inventory.

  26. 77 Joshua Boulevard
    4 / 5
    3,500
    —
    115 Pine Hills Road4 / 41,500—
    27 Kimberly Drive3 / 31,500—
    45 Melody Drive3 / 31,500—