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Detached for sale at 276 Sherwood Road, Milton - 5 bedroom, 4 bathroom - Photo 1 of 49
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Sold Conditional

$1,149,000

276 Sherwood Rd

Milton, ON L9T 7C3

276 Sherwood Rd, Milton — Listed at $1,149,000. 5 bedroom, 4 bathroom 2-Storey Detached. MLS® W14105314.

New this week

Possession · seller's timeline

60-89 days

5Beds
4Baths
2000-2500sqft
Detached
2-Storey
4Parking
$5,658.06Taxes/yr · 2026

Description

Welcome to 276 Sherwood Road! This spacious all-brick 4+1 bedroom, 4-bathroom home offers over 3,200 sq. ft. of beautifully finished living space and is ideally located on a family-friendly street just steps from the park and only 2 minutes to the 401. The inviting main floor features a formal living and dining area, an eat-in kitchen with a breakfast bar, and a warm and welcoming family room complete with gas fireplace. Generous family-sized bedrooms provide plenty of space for everyone, while thoughtful details include dual closets for added storage. The spacious primary suite offers a relaxing retreat with his-and-hers closets and a luxurious 5-piece ensuite. The finished basement extends the living space with a versatile fifth bedroom and 3-piece bathroom-perfect for guests, a teenager, a home office or additional family space. Step outside to a beautifully manicured yard featuring a stone patio and 12 x 10 gazebo, creating a wonderful setting for summer entertaining or relaxing with family and friends. Enjoy the convenience of being within walking distance to everyday amenities, schools, parks and recreational facilities. Furnace and owned water heater 2025, dishwasher 2025, spray foam attic insulation 2024, energy-saving windows 2021, owned security system, Google Home thermostat. Floor plans attached.

Property Details

Property TypeDetached
Style2-Storey
Community1029 - DE Dempsey
Approximate Age16-30
Rooms11+3
Kitchens1
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions40.26 × 102.49 ft
Fronting OnSouth
Dir/Cross StMain and Sinclair
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces2
Total Parking Spaces4
ExteriorBrick
RoofAsphalt Shingle
FoundationPoured Concrete
BasementSeparate Entrance, Finished
Fireplace FeaturesNatural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$5,658.06
HSTIncluded In
Listed Date10/22/2026
Days on Market4 days
PossessionTBD

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Listing Courtesy of: RE/MAX REAL ESTATE CENTRE INC.

MLS® #W14105314

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 276 Sherwood Road

This detached (2-Storey) is located in the 1029 - DE Dempsey neighbourhood of Milton.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a separate entrance, finished basement, 4 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 40.26 × 102.49 feet.

About Milton Real Estate

This Detached is located in the 1029 - DE Dempsey community in Milton. Milton is one of Canada's fastest-growing towns, nestled against the Niagara Escarpment in Halton Region. New master-planned communities offer modern homes at competitive prices, while the historic downtown retains small-town character. Milton GO provides commuter access, and the escarpment trails are a draw for outdoor enthusiasts. Detached homes in Milton are in high demand among families seeking space, privacy, and long-term equity growth.

Niagara Escarpment trailsMilton GO stationRapidly growing new communitiesHalton District School Board
~55 min commute to downtown TorontoWalkability: Car-oriented — walkable historic downtown