Winchester/Columbus Rd Homes for Sale

Winchester/Columbus Rd Homes

The area near Winchester Road offers a quieter residential environment with larger properties and a more open feel. Buyers are often drawn to the additional space, reduced density, and proximity to key commuter routes. This part of Brooklin suits those looking for a bit more room while remaining close to town amenities.
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1-12/19
  • 26 Chiswick Avenue in Whitby: Brooklin House for sale : MLS®# E13723766

    26 Chiswick Avenue Brooklin Whitby L1M 0E1
    OPEN HOUSE: Sep 05, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 5, 2026 2:00PM - 4:00PM
    Main Photo: 26 Chiswick Avenue in Whitby: Brooklin House for sale : MLS®# E13723766
    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13723766
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this immaculate, all-brick 3-bedroom, 3-bathroom family home, quality built by Melody Homes and set on a beautifully manicured lot with pristine curb appeal. Professionally landscaped gardens, interlocking stonework, stone steps and a cozy covered front porch create an inviting first impression. Step inside to an impressive entry featuring upgraded oversized tile flooring and a bright, open-concept main level. The spacious family room showcases stunning engineered hardwood floors, while the gourmet kitchen is designed to impress with upgraded tile flooring, stainless steel appliances including a gas stove, quartz countertops, breakfast bar, subway tile backsplash and pot lights. The adjoining dining area adds warmth and character with a rustic feature wall and exposed beam, plus a sliding glass walkout to the entertainer's deck complete with gazebo. The private backyard is surrounded by mature trees and features beautiful gardens, a custom garden shed and plenty of space for children to play. Upstairs, you'll find three generous bedrooms, including a relaxing primary retreat with a stylish feature wall, walk-in closet and updated 4-piece ensuite.The finished lower level provides even more living space with a spacious recreation room, above-grade windows, a versatile den area with feature wall, laundry area and ample storage.Ideally located just steps from schools and parks, close to the shops and amenities of downtown Brooklin, and offering easy access to Highway 407 for commuters. A beautifully maintained home in a fantastic family-friendly location! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
  • Lot 89 Federica Street in Whitby: Brooklin House for sale : MLS®# E13074610

    Lot 89 Federica Street Brooklin Whitby L1M 1Z5
    Main Photo: Lot 89 Federica Street in Whitby: Brooklin House for sale : MLS®# E13074610
    $1,153,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13074610
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning, 38' detached Colston Elevation "A" model offering 2559 sqft of beautifully finished spaces and double car garage. Boasting 4 spacious washrooms. Smooth Ceilings Throughout. The main floor welcomes you with a spacious family room, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped stone countertops, flush breakfast bar island, with stainless steel appliance, sleek ceramic backsplash and walkout to private backyard, expanding your living space to the outdoors. Walk-in from garage door entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5pc ensuite complete with frameless glass shower and freestanding bathtub for ultimate relaxation. The additional 3. bedrooms are bright, spacious and offer direct access to bathroom, ideal for family or guests. Don't miss this exceptional opportunity to own a thoughtfully designed and meticulously finished home that combines comfort, style & functionality. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 44 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13074966

    Lot 44 Joyce Marshall Drive Brooklin Whitby L1M 1Z5
    Main Photo: Lot 44 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13074966
    $949,549
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13074966
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning, 32' Detached Columbus Elevation "A" Model offering 1,923 sq. ft. of beautifully finished spaces. Boasting 3 spacious bedrooms and 3 washrooms. The 9' Main and 2nd Floors feature smooth ceilings. The Elegant hardwood floors on the main complemented by the stained oak veneer stairs add warmth and character leading to 2nd Floor Landing.The main floor welcomes you with a spacious Great room, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped Stone Countertops, Flush Breakfast Bar Island, with stainless steel appliance, sleek ceramic backsplash and walkout to Private backyard, expanding your living space to the outdoors. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. Don't miss this exceptional opportunity to own a thoughtfully designed and meticulously finished home that combines comfort, style and functionality.* Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measure are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 93 Federica Street in Whitby: Rural Whitby House for sale : MLS®# E13074970

    Lot 93 Federica Street Rural Whitby Whitby L1M 1Z5
    Main Photo: Lot 93 Federica Street in Whitby: Rural Whitby House for sale : MLS®# E13074970
    $1,043,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13074970
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning, 32' Detached Corridale Elevation "A" Model offering 2,410 sq. ft. of beautifully finished spaces and Double Car Garage. Boasting 4 spacious bedrooms and 4 washrooms. The Elegant hardwood floors on the main complemented by the stained oak veneer stairs add warmth and character leading to 2nd Floor Landing. The main floor welcomes you with a spacious family room, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped Stone Countertops, Flush Breakfast Bar Island, with stainless steel appliance, sleek ceramic backsplash and walkout to Private backyard, expanding your living space to the outdoors. Garage Door Entrance mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • 134-3 Ilaria Court in Whitby: Rural Whitby House for sale : MLS®# E13079732

    134-3 Ilaria Court Rural Whitby Whitby L1M 1Z5
    Main Photo: 134-3 Ilaria Court in Whitby: Rural Whitby House for sale : MLS®# E13079732
    $729,195
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13079732
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to this stunning, 100% Freehold Townhouse offering 1,826 sq. ft. of beautifully finished spaces across three floors. Boasting 3 spacious bedrooms and 4 washrooms. Double Car Garage with entrance into home. This home is designed with comfort and style in mind.The 9' Main and second as well as the 8' third Floors feature smooth ceilings. The Elegant hardwood floors on the main complemented by the stained oak veneer stairs add warmth and character.The ground floor offers the option of a 4th Bedroom and 4pc Ensuite for only an additional $10,000.The second floor welcomes you with a spacious family room, perfect for gatherings, with a walkout to a private balcony. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash.The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 3-piece ensuite complete with frameless glass shower. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 74L Brady Street in Whitby: Brooklin House for sale : MLS®# E13428414

    Lot 74L Brady Street Brooklin Whitby L1M 1Z5
    Main Photo: Lot 74L Brady Street in Whitby: Brooklin House for sale : MLS®# E13428414
    $905,301
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13428414
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this stunning, 30' Single Model offering 1,845 sq. ft. of beautifully finished spaces. Boasting 3 spacious bedrooms and 3 washrooms. This home is designed with comfort and style in mind. The main floor welcomes you with a spacious family room, gleaming hardwood flooring, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash and walkout to Private backyard, expanding your living space to the outdoors. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • 132-2 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13485558

    132-2 Joyce Marshall Drive Brooklin Whitby L1M 1Z5
    Main Photo: 132-2 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13485558
    $729,195
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13485558
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this stunning, 100% Freehold Townhouse offering 1,704 sq. ft. of beautifully finished spaces. Boasting 3 spacious bedrooms and 3 washrooms. This home is designed with comfort and style in mind. The main floor welcomes you with a spacious family room with gleaming hardwood flooring, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash and walkout to Private backyard, expanding your living space to the outdoors. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. ~ Lot is being offered with Walkout Basement & Backing onto Green Space for only $50,000 additional. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measure are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 104R Federica Street in Whitby: Brooklin House for sale : MLS®# E13502846

    Lot 104R Federica Street Brooklin Whitby L1M 1Z5
    Main Photo: Lot 104R Federica Street in Whitby: Brooklin House for sale : MLS®# E13502846
    $799,991
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13502846
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this stunning, Semi-Detached Model offering 1,668 sq. ft. of beautifully finished spaces. Boasting 3 spacious bedrooms and 3 washrooms. This home is designed with comfort and style in mind.The main floor welcomes you with a spacious Great Room with Gleaming Hardwood Flooring and walkout to backyard, expanding your living space to the outdoors, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 8 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13664154

    Lot 8 Joyce Marshall Drive Brooklin Whitby L1M 1Z5
    Main Photo: Lot 8 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E13664154
    $1,238,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13664154
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to this stunning, Detached Model offering 3,145 sq. ft. of beautifully finished spaces. Boasting 4 spacious bedrooms and 5 washrooms. Only $70,000 additional for Ravine Lot and Walkout Basement ~ The main floor welcomes you with a spacious Family Room, Dining Room and Den with Gleaming Hardwood Flooring and walkout to backyard, expanding your living space to the outdoors, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • 14 Chiswick Avenue in Whitby: Brooklin House for sale : MLS®# E13716964

    14 Chiswick Avenue Brooklin Whitby L1M 0E1
    Main Photo: 14 Chiswick Avenue in Whitby: Brooklin House for sale : MLS®# E13716964
    $1,249,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13716964
    Bedrooms:
    4
    Bathrooms:
    3
    Extensively renovated in 2024, this Brooklin beauty bursts with curb appeal - a wrap-around porch, custom stamped concrete pathways and mature perennial gardens set the tone before you step inside. Four generous bedrooms and a premium 54 x 107 ft private lot with parking for six - rarely offered, and it needs to be seen. With the abundance of windows letting in natural light and beautiful views, the open concept main floor is nothing short of spectacular. A true chef's kitchen anchors the space: gas range, pot filler, professional-grade range hood, built-in wine cooler, oversized pantry, and a massive 5.5' x 11' island with microwave, pull-out trash centre, dog feeding station and extraordinary storage - all finished in quartz with an oversized undermount sink, new fixtures and undermount LED lighting. Luxury vinyl flooring runs seamlessly across the entire level. The family room sits open to the kitchen with a gas fireplace and views over the gorgeous backyard, while the dining room flows effortlessly between the two - made for entertaining. The separate living room is a showpiece of its own, with a soaring vaulted ceiling and statement chandelier. Upstairs: four spacious bedrooms, including the primary retreat with 4-pc ensuite and a bedroom hardwired as the ultimate home office.The backyard is a private resort - custom 16' x 32' pressure-treated deck, gas-ready pergola with privacy wall, hot tub under its own wired pergola with swivel-mounted TV, turfed dog run, shed, and mature trees for complete privacy. Minutes to the 407/412, the new community centre, schools, parks and everything this incredible community has to offer - don't miss this one! More details
    Listed by RE/MAX Rouge River Realty Ltd.
  • 16 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13587572

    16 Shrewsbury Drive Brooklin Whitby L1M 0C7
    Main Photo: 16 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13587572
    $1,189,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13587572
    Bedrooms:
    4
    Bathrooms:
    3
    4 bedroom detached home in lovely family-wise community of Brooklin! Main floor with 9ft ceilings, decadent hardwood floors, wainscotting and crown moulding in a massive living/dining room. A welcoming family room with gas fireplace and feature wall. A open concept kitchen featuring centre island, all wood cabinets, stainless steel appliances (with built-in oven and microwave) & walk-out to yard. Second floor boasts four very well sized bedrooms - all with hardwood flooring! Primary has large walk-in closet with built-in organizers and bright 4pc Ensuite. Partially finished basement. Two car Garage with 4 car parking, totalling six potential parking spaces. A glamorous home with tasteful upgrades that sets it apart! More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
  • 17 Barchester Crescent in Whitby: Brooklin House for sale : MLS®# E13702292

    17 Barchester Crescent Brooklin Whitby L1M 2L7
    Main Photo: 17 Barchester Crescent in Whitby: Brooklin House for sale : MLS®# E13702292
    $849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13702292
    Bedrooms:
    3
    Bathrooms:
    3
    Beautifully Updated End-Unit Townhouse With 3 Bedrooms And A Finished Basement, Offering Approx. 1,800 Sq. Ft. Above Grade Of Bright, Modern Living. Freshly Painted With New Laminate Flooring, This Home Provides A Clean, Move-In-Ready Feel. Major Mechanical Upgrades Include Owned Hot Water Tank (2025), Furnace (2023), Roof (2018), And Washer (2021). The Functional Layout Features A Spacious Living/Dining Area, Large Eat-In Kitchen, And Generous Bedrooms Ideal For Families. The Backyard Is Perfect For Outdoor Enjoyment, Featuring A House-Wide Patio Deck And Two Storage Sheds, Offering Excellent Space For Entertaining And Convenient Seasonal Storage. As An End Unit, The Home Benefits From Extra Windows, Enhanced Natural Light, And A More Private Yard. Located In A Highly Convenient Whitby Neighborhood With Quick Access To Major Roads And Everyday Essentials. Minutes To Smartcentres Whitby Northeast, Walmart, Home Depot, Lcbo, Shoppers Drug Mart, Michaels, Winners, Starbucks, Tim Hortons, And Numerous Restaurants. Nearby Parks Include Cachet Park, Pinecone Park, And Heber Down Conservation Area. Families Will Appreciate The Proximity To Brooklin Community Centre & Library, Whitby Public Library - Brooklin Branch, Nearby Schools, And Major Banks Such As Td, Cibc, Scotiabank, Bmo, And Rbc. More details
    Listed by VARIETAS REALTY INC.
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1-12/19
Data was last updated September 4, 2026 at 01:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.