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.
Forgot password Extend Verify Contact
1-12/25
  • 148 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13656788

    148 Shrewsbury Drive Brooklin Whitby L1M 0E3
    OPEN HOUSE: Aug 15, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, August 15, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Aug 16, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, August 16, 2026 2:00PM - 4:00PM
    Main Photo: 148 Shrewsbury Drive in Whitby: Brooklin House for sale : MLS®# E13656788
    $839,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13656788
    Bedrooms:
    4
    Bathrooms:
    4
    Rarely offered 4-bedroom, 4-bathroom freehold end-unit townhome in the highly sought-after Brooklin community! Offering the feel of a semi-detached home with a private side gate leading to the fully fenced backyard and direct backyard access through the garage. This beautifully maintained home boasts exceptional curb appeal, a covered front porch, and parking for 3 vehicles. Inside, you'll find hardwood floors, California shutters, and tasteful décor throughout. The bright eat-in kitchen features a breakfast area with walk-out to a large deck overlooking the backyard. The inviting family room showcases a large picture window with beautiful backyard views. Step outside to your private, fully fenced backyard oasis featuring multiple outdoor living spaces, including a large upper deck, lower patio, and above-ground pool, perfect for relaxing or entertaining. Upstairs offers 4 generous bedrooms, including a spacious primary retreat with a walk-in closet and 4-piece ensuite. The third bedroom features a private walk-out balcony, while the fourth bedroom also includes a walk-in closet. The newly renovated walk-out basement adds exceptional living space with large above-grade windows, a stunning fluted feature wall with electric fireplace, wet bar, pot lights, a dedicated gym area, laundry, and a beautifully appointed 3-piece bathroom. Steps to top-rated schools, parks, trails, shopping, transit, and all the amenities Brooklin has to offer. A perfect family home in an unbeatable location! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 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.
  • 24 Lake Trail Way in Whitby: Brooklin House for lease : MLS®# E13653714

    24 Lake Trail Way Brooklin Whitby L1M 0M3
    Main Photo: 24 Lake Trail Way in Whitby: Brooklin House for lease : MLS®# E13653714
    $3,200
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    E13653714
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to this spectacular end-unit townhouse offering 2,351 sq. ft. of stylish, functional living in the heart of desirable Brooklin. Featuring 3 spacious bedrooms and 4 bathrooms, this modern home showcases 9-ft ceilings, hardwood flooring throughout the main and second floors, hardwood staircases with elegant wrought iron spindles, and zebra blinds throughout.The ground level offers a welcoming foyer, convenient laundry/mudroom with direct garage access (garage door opener and remotes included), a powder room, and a large recreation room with a walk-out to the backyard. The open-concept second floor is filled with natural light and is perfect for entertaining, featuring a contemporary kitchen with quartz countertops, stainless steel appliances, a large breakfast bar, double sink, and walk-out to a balcony from the dining area. The spacious living room opens to a second balcony, providing even more outdoor living space.The third floor features three generously sized bedrooms, including a private primary retreat with a walk-in closet, luxurious 5-piece ensuite, and its own balcony.Enjoy low-maintenance living with snow removal, lawn care, and common area maintenance included. Ideally located just steps to Pinecone Park, top-rated schools including Brooklin Village P.S., St. John Paul II C.S., and Brooklin High School, plus shopping, everyday amenities, and easy access to Highway 407! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
  • 42 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E13037002

    42 Lake Trail Way Brooklin Whitby L1M 0M3
    Main Photo: 42 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E13037002
    $739,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13037002
    Bedrooms:
    4
    Bathrooms:
    4
    Stunning 3-year-old townhouse located in the highly sought-after Brooklin community! You can fence your backyard and close it for your pricacy! This home offers the perfect blend of modern elegance, functional living, and unmatched convenience. Simply move in and begin enjoying the Brooklin lifestyle.Step into a sun-filled, open-concept main floor with large windows that brighten the space and highlight the beautiful hardwood flooring throughout. The gourmet kitchen features sleek quartz countertops, upgraded stainless steel appliances, ample cabinetry, and is ideal for both family meals and entertaining.Thoughtfully upgraded throughout, the home includes an elegant electric fireplace in the living room, upgraded interior doors, and oversized marble tile flooring. The primary bedroom is a true retreat, complete with a luxurious 5-piece ensuite featuring a Roman bathtub, a $2,500 custom walk-in closet, and a private walkout to the patio. The laundry room also features premium marble tile flooring.With upgraded appliances-including fridge, stove, dishwasher, washer, and dryer-this home offers both style and convenience. Additional features include an unfinished basement, perfect for storage or future customization, and a spacious backyard, ideal for outdoor enjoyment.You'll also appreciate the convenience of ground-floor laundry with direct access to the garage-no carrying baskets up the stairs!Pristine, fresh, and meticulously maintained, this home is truly move-in ready. Just unpack and settle in! More details
    Listed by HOMELIFE LANDMARK REALTY INC.
  • 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
    2385sq ft 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.
1-12/25
Data was last updated August 14, 2026 at 04:15 PM (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.