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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1-12/13
  • Basement 65 Mildenhall Place in Whitby: Brooklin House for lease : MLS®# E12904212

    Basement 65 Mildenhall Place Brooklin Whitby L1M 0E5
    Main Photo: Basement 65 Mildenhall Place in Whitby: Brooklin House for lease : MLS®# E12904212
    $1,800
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    E12904212
    Bedrooms:
    1
    Bathrooms:
    1
    All Inclusive of heat, hydro, water, and parking! Welcome to this beautifully renovated 1-bedroom Legal basement apartment, offering both comfort and convenience. This modern unit features an open-concept living space with brand-new finishes, providing a cozy yet stylish atmosphere. Key features include: A spacious bedroom with ample closet space, a modern eat-in kitchen, and private ensuite laundry for your convenience. Utilities and parking included - no need to worry about extra bills! This home is perfect for those seeking a clean, updated living space with all the essentials covered and located in the sought-after, family-friendly neighbourhood of Brooklin. More details
    Listed by RIGHT AT HOME REALTY
  • 12 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E12891982

    12 Lake Trail Way Brooklin Whitby L1M 0M3
    Main Photo: 12 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E12891982
    $869,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12891982
    Bedrooms:
    4
    Bathrooms:
    4
    Luxury end-unit town home with over 2400sft of living space (one of the Biggest Unit in theComplex) in the thriving village of Brooklin, North Whitby. Bright, open concept, modern multi-level unit with 3 balconies and a walk-out to the yard and meadow on the ground floor.Three large Bedrooms and large great Room with washroom, breakfast/dining area, corner space for an office space or playroom, lower-level living/recreation/family room with a walk-out to the patio/yard/meadow, large kitchen with sleek finishes, hardwood floors - too many features to list! A perfect spot to relax, breathe, and unwind overlooking the meadow. Close to parks, walking trails, schools, transit, 407 highway and 10 minutes to Ontario Tech University and Durham College and more! Freshly Painted. Your client will appreciate the space and best location. Bigger space, This is a must-see property! 9' Celling throughout. Stainless steel Appliances, Fridge, Stove, Dishwasher Built In Microwave and set of washer and drawer, All window Covering and Blinds included. Please come and see by yourself. More details
    Listed by SUTTON GROUP - SUMMIT REALTY INC.
  • 42 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E12717532

    42 Lake Trail Way Brooklin Whitby L1M 0M3
    Main Photo: 42 Lake Trail Way in Whitby: Brooklin House for sale : MLS®# E12717532
    $699,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12717532
    Bedrooms:
    3
    Bathrooms:
    4
    Client RemarksStunning 3-year-old townhouse located in the highly sought-after Brooklin community! 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.
  • 85 Barchester Crescent in Whitby: Brooklin House for sale : MLS®# E12754416

    85 Barchester Crescent Brooklin Whitby L1M 2L6
    Main Photo: 85 Barchester Crescent in Whitby: Brooklin House for sale : MLS®# E12754416
    $734,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12754416
    Bedrooms:
    3
    Bathrooms:
    4
    Charming 3-Bedroom Freehold Townhome In The Heart Of Brooklin, Whitby. Welcome To This Beautiful 3-Bedroom, 4-Bathroom Freehold Townhome Nestled In One Of Brooklin's Most Sought-After Family-Friendly Neighbourhoods. Perfect For A Growing Family Or First-Time Buyer, This Home Offers A Bright, Open-Concept Layout With A Spacious Kitchen Overlooking Dining Area And Family Room - Ideal For Everyday Living And Entertaining. Main Floor Powder Room Adds Convenience. The Primary Bedroom Features A 3-Piece Ensuite And Walk-In Closet, While The Two Additional Bedrooms Provide Plenty Of Space For Kids, Guests, Or A Home Office. A Fully Finished Basement With A 2-Piece Bathroom Adds Even More Living Space - Perfect For A Rec Room, Playroom, Home Gym, Or Guest Suite. Enjoy A Private, Fenced Backyard With Patio, Garage And Driveway Parking, Fresh Paint Throughout, And Newly Installed Berber Carpet On The Second Floor. Located On A Quiet, Family-Friendly Street Close To Parks, Schools, Shops, And Transit. Move-In Ready - This Is The Brooklin Home You've Been Waiting For! More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
  • 67 Kenilworth Crescent in Whitby: Brooklin House for sale : MLS®# E12798462

    67 Kenilworth Crescent Brooklin Whitby L1M 2M7
    Main Photo: 67 Kenilworth Crescent in Whitby: Brooklin House for sale : MLS®# E12798462
    $950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12798462
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 67 Kenilworth Crescent, a beautifully maintained home nestled on a quiet, family-friendly street in one of Whitby's most desirable communities. This charming property offers the perfect blend of comfort, style, and convenience-ideal for growing families and those seeking a peaceful suburban lifestyle with easy access to urban amenities. Inside, you'll find a bright and inviting layout featuring spacious principal rooms, large windows, and a warm, welcoming atmosphere. The open-concept living and dining areas are perfect for entertaining, while the functional kitchen offers ample workspace and views of the private backyard. Upstairs, generous bedrooms provide plenty of room for rest and relaxation, and the primary suite includes a comfortable retreat with excellent storage. The finished lower level adds exceptional versatility, featuring a large recreation area, a spacious additional bedroom, a full washroom, and a dedicated laundry area-perfect for extended family, guests, or extra living space. Outside, the landscaped yard, mature trees, and quiet crescent location create a tranquil setting, complete with a semi-above-ground heated salt-water swimming pool built in 2023, ideal for summer enjoyment. The driveway and garage offer ample parking and storage. Located just minutes from top-rated schools, parks, trails, shopping, transit, and major highways, 67 Kenilworth Crescent delivers both lifestyle and convenience in equal measure. This is a home that has been lovingly cared for and is ready to welcome its next family. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
  • 52 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12798380

    52 Wessex Drive Brooklin Whitby L1M 2C3
    Main Photo: 52 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12798380
    $949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12798380
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 52 Wessex Drive - A spacious family home with endless possibilities located in one of Brooklin's most sought-after neighborhoods - 4+1 bedroom home- Spacious Primary Suite 4-piece ensuite & walk-in closet.. Gourmet Kitchen with Eat-in area, breakfast bar & walkout to a private backyard. Open Concept Family Room with fireplace. Comb Liv / Din Rooms . Finished Basement with 2nd kitchen, open living area, bedroom & 3-piece bath Hardwood Floors - throughout the first and second level. Minutes from top-rated schools, parks, shops, 407, and all other amenities More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
  • 72 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12596942

    72 Wessex Drive Brooklin Whitby L1M 2C2
    Main Photo: 72 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12596942
    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12596942
    Bedrooms:
    3
    Bathrooms:
    3
    EXPERIENCE ELEVATED LIVING. 3 bedroom + 1, 3-bath home nestled in Winchester's most sought-after family neighbourhood. Every detail is crafted for comfort and sophistication, from the custom kitchen - finished with sleek stone countertops and designer backsplash, to the rich hardwood flooring that graces both main and upper levels for an uninterrupted sense of luxury. Seamlessly transition from indoor to outdoor dining surrounded by privacy and beautifully landscaped gardens with vibrant, seasonal colour. Upstairs, you will flow into bright and generous sized bedrooms providing relaxing retreats for every family member while the finished basement expands living space and is an entertainer's dream with endless possibilities - enjoy as a media lounge, games room, or your own sophisticated "man cave". Additional bonus room downstairs can be perfectly suited for a child's playroom, home office, den or hobby area, tailored to your family's lifestyle and needs. This exceptional spacious home floods of natural light, blends style, versatility, and privacy in a prestigious community setting-offering both luxury and warmth where families thrive and create lasting memories. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
  • 45 Jarrow Crescent in Whitby: Brooklin House for sale : MLS®# E12875866

    45 Jarrow Crescent Brooklin Whitby L1M 0H2
    OPEN HOUSE: Mar 22, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, March 22, 2026 2:00PM - 4:00PM
    Main Photo: 45 Jarrow Crescent in Whitby: Brooklin House for sale : MLS®# E12875866
    $1,379,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12875866
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to your Dream Home! This Beautiful All Brick 3000+ Sq Ft Home Located on a Highly Sought after Quiet Crescent in the heart of High Demand Brooklin! Many Luxurious finishings throughout including: Incredible grand entrance foyer with vaulted ceiling and 2 closets, Main Flr Office With Waffle Ceiling, Formal Living/Dining, Family Sized Kitchen With Beautiful Island, Ss Appliances, Granite Counter Tops, & Large Eat-In Area With W/O To Yard. Large Family Room Over Looks The Kitchen & Features Cozy Gas Fireplace, Waffle Ceilings & Many Large Windows bringing in tons of Natural Light. 2nd Flr Offers Large Primary With Tray Ceiling, Massive double W/I Closet With B/I Organizers & 5 Piece Ensuite With Large Glass Shower & Separate Soaker Tub. All Bdrms Are Great Sizes With Jack & Jill Bath between 2nd & 3rd Bedrooms & 4 Piece Ensuite Off Of 4th Bdrm. Huge Double Linen closet & Upstairs Laundry w/ Sink! Huge Finished Basement that includes Three separate double closets great for storage. 2 Piece Bath. BI Wet Bar with BI Wine Fridge combined with Insanely Large Rec Room that is a great versatile space that is sure to meet all your family's needs! Large Above Grade Windows & Pot Lights throughout. Wonderful brand new interlocking on Driveway that makes for gorgeous curb appeal. Backyard oasis is great for entertaining on the two tier deck with WO from Kitchen while not losing that extra grass space for pets or children to enjoy! Also includes good sized garden shed for extra storage. Close to Fantastic Schools & Parks. This Is The Perfect Home For Your Growing Family! Upgraded Hardwood Throughout, 9 Ft Ceilings, Double Gar Access, Custom Window Coverings, Grand Double Entry With Oak Staircase & So Much More! This is the one you definitely don't want to miss. Welcome Home! More details
    Listed by RE/MAX ALL-STARS REALTY INC.
  • 4 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12784922

    4 Wessex Drive Brooklin Whitby L1M 2C4
    Main Photo: 4 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E12784922
    $979,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12784922
    Bedrooms:
    4
    Bathrooms:
    3
    Great Family Home In Sought After Brooklin Enclave, This Bright 4 Spacious Bedroom Property Offers Comfort and Functional Layout. Open-Concept Main Floor For Family Living and Entertaining. Features a Modern Kitchen with a Breakfast Area. Hardwood Floor Throughout Main and Second , Master With 4 Pcs Ensuite. Many Upgrades Through Recent Years, Oversized Back Yard With Heated Above Ground Pool, Lots Of Parking! Walking Distance To Parks, Schools, Shopping, Busses, Go Train & Golf Courses. Quick Commuting With Hwy 407. More details
    Listed by RE/MAX REALTRON REALTY INC.
  • 82 Burning Springs Place in Whitby: Brooklin House for sale : MLS®# E12881304

    82 Burning Springs Place Brooklin Whitby L1M 0K1
    Main Photo: 82 Burning Springs Place in Whitby: Brooklin House for sale : MLS®# E12881304
    $1,369,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12881304
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this beautiful home nestled in a quiet, family-friendly neighbourhood with no neighbours behind, offering privacy and a peaceful setting. This home impresses with its inviting curb appeal and thoughtfully designed interior, featuring hardwood flooring and California shutters throughout. Step inside to a welcoming main floor where a private front office overlooks the front yard, complete with a French door and built-in storage. The elegant dining room features large windows and soaring ceiling height. At the heart of the home is the spacious family-sized kitchen, designed for gathering and functionality. It features an extra large centre island with a breakfast bar that comfortably seats six, stainless steel appliances, a custom backsplash and a walkout to the backyard. The adjoining living room offers a warm and inviting space with a cozy fireplace, creating the perfect place to relax. The primary bedroom provides a peaceful retreat with broadloom flooring, a walk-in closet and a luxurious 5-piece ensuite. Two additional bedrooms offer double closets and share a convenient 5-piece semi-ensuite. A versatile loft area with hardwood flooring provides the perfect space for a study nook and features a walkout to a private balcony. The upper-level laundry room adds everyday convenience. The finished lower level extends the living space with a large recreation room featuring broadloom flooring, a window for natural light, and a full 4-piece bathroom. An additional bedroom with a closet and window makes an ideal guest room. Step outside to a private backyard with no neighbours behind-an ideal setting for relaxing or entertaining. Interior and exterior Sonos speakers allow you to enjoy music throughout the home and yard. Two natural gas connections-one on the porch for a barbecue and another at the rear of the yard for a gas outdoor fireplace make outdoor gatherings effortless. Set in a quiet, family-friendly community, this home blends comfort and functionality. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
  • 12 Branthaven Court in Whitby: Brooklin House for sale : MLS®# E12824068

    12 Branthaven Court Brooklin Whitby L1M 0B2
    OPEN HOUSE: Mar 22, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, March 22, 2026 2:00PM - 4:00PM
    Main Photo: 12 Branthaven Court in Whitby: Brooklin House for sale : MLS®# E12824068
    $1,599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12824068
    Bedrooms:
    4
    Bathrooms:
    4
    Fernbrook built family home backing onto a tranquil ravine setting with inground pool, hot tub & a private backyard oasis! Beautifully upgraded 3+1 bedroom, 4 bath home offering exceptional curb appeal with professionally landscaped front & back gardens. The backyard is designed for entertaining featuring a timber gazebo, large deck, interlocking patio, inground saltwater pool, hot tub & scenic treed ravine views providing ultimate privacy. The inviting foyer welcomes you to a sun filled open concept main floor with extensive crown moulding, wainscoting & california shutters throughout. Convenient main floor office ideal for working from home or study space. Main floor laundry room with direct garage access. Gourmet kitchen showcases Silestone quartz countertops, Raywal cabinetry, ceramic backsplash, stainless steel appliances, pantry with custom pull out shelves & centre island with breakfast bar. Spacious breakfast area offers a garden door walkout to the entertainer's deck with panoramic ravine views. The impressive great room features soaring cathedral ceilings, gas fireplace with custom mantle & elegant detailing - perfect for family gatherings.Upstairs offers 3 generous bedrooms. The primary retreat features a huge walk-in closet & private balcony overlooking the ravine - perfect for morning coffee. Spa inspired 5 piece ensuite includes soaker tub, large glass shower & granite vanity. Additional bedrooms are spacious & bright with well appointed ensuite baths. Partially finished basement includes a 4th bedroom with barn door entry & a bright rec room with oversized windows offering additional living space for growing families. Situated in a highly desirable community just steps to parks, schools, trails & downtown Brooklin shops. A rare opportunity combining luxury finishes, functional family layout & resort style outdoor living in a premium ravine location! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
  • 2 Hesham Drive in Whitby: Brooklin House for sale : MLS®# E12898890

    2 Hesham Drive Brooklin Whitby L1M 2J9
    Main Photo: 2 Hesham Drive in Whitby: Brooklin House for sale : MLS®# E12898890
    $1,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12898890
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this beautifully upgraded all-brick home offering over 3,000 square feet of finished living space, exceptional upgrades, and a private backyard retreat in a highly sought-after neighbourhood close to top-rated schools, parks, walking trails, and the charming shops and restaurants of Brooklin. Inside, the main level features hardwood flooring through the formal living and dining rooms, both enhanced with pot lights and ideal for entertaining. The family-sized kitchen offers tall cabinetry, granite countertops, a pantry, newer stainless steel appliances, and a walkout to the backyard. Overlooking the kitchen, the family room features a vaulted ceiling, hardwood floors, and a cozy fireplace. Upstairs, the spacious primary bedroom includes hardwood flooring, a custom walk-in closet, and a beautifully updated five-piece ensuite. The professionally finished lower level provides a large open-concept recreation area with laminate flooring and a dedicated exercise space, with an egress window offering potential for a future fifth bedroom. Step outside to a private backyard oasis with a heated saltwater pool, gas BBQ hookup, irrigation system, and professionally designed maintenance-free landscaping. Additional highlights include updated bathrooms with quartz counters, newer high-end windows, a whole-home water treatment system, reverse osmosis drinking water system, updated pool heater and filter, insulated garage doors with openers, and a newer gas furnace. Updates include high-end windows and frames (2017), gorgeous new front door (2020), custom primary bedroom closet, new designer roof shingles (2015), insulated garage doors & remote openers (2017), XL energy saving washer & dryer (2014), sky bell, professional landscaping (2015), new entrance columns (2014), child safety fence (2020), new high-efficiency gas pool heater & filter (2020), new pool liner (2019) More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
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Data was last updated March 22, 2026 at 06:15 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.