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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1-12/17
  • 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
    $769,999
    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.
  • 119 Mildenhall Place in Whitby: Brooklin House for sale : MLS®# E13002872

    119 Mildenhall Place Brooklin Whitby L1M 0E4
    OPEN HOUSE: Apr 18, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, April 18, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Apr 19, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, April 19, 2026 2:00PM - 4:00PM
    Main Photo: 119 Mildenhall Place in Whitby: Brooklin House for sale : MLS®# E13002872
    $1,099,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13002872
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this exceptional 4-bed, 4-bath all-brick home, perfectly situated on a quiet, family-friendly street in sought-after Brooklin. Just a short walk to parks, top-rated schools, & everyday amenities, this home offers an ideal lifestyle for growing families. Thoughtfully designed & beautifully updated, the home features 9-foot ceilings, rich hardwood flooring throughout the main & upper levels, & an elegant oak staircase that sets the tone from the moment you enter. The main floor offers both sophistication & functionality with a formal dining, & a separate family room anchored by a cozy gas fireplace-perfect for gathering with loved ones. At the heart of the home is the stunning, fully renovated kitchen, showcasing custom cabinetry, quartz countertops, crown moulding, pot lighting, & an extended island with breakfast bar seating-ideal for casual meals, entertaining, & family connection. Upstairs, the spacious primary retreat offers a walk-in closet & a beautifully updated ensuite complete with a soaker tub & separate shower. A thoughtfully modified layout provides a versatile office or reading nook-perfect for working from home, creating a dedicated homework space, or cozy reading spot. The professionally finished basement is a true extension of the home, offering incredible flexibility for today's lifestyle. Complete with a second gas fireplace, modern 2-piece bath, & a dedicated workshop or home office, this level is perfect for relaxing, playing, entertaining, your home gym or creating a private retreat for guests or in-laws. Step outside to a fully fenced backyard-perfect for children & pets, & for hosting summer gatherings. With main floor laundry & direct garage access, this home blends everyday convenience with refined living. With a long list up updates including: Windows (22), Front door, Garage doors, Insulation, Paved Driveway, & A/C, (21), Furnace (18), Kitchen, Hardwood, Basement (20), Ensuite (24), there is nothing to do but move in & enjoy! More details
    Listed by RIGHT AT HOME REALTY
  • 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.
  • 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
    $945,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12798380
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 52 Wessex Dr in sought-after Brooklin. Spacious 4+1 bedroom home offering a functional layout and great potential. Features include a large primary suite with walk-in closet and 4-piece ensuite, an eat-in kitchen with a breakfast bar and walkout to the backyard, and an open-concept family room with fireplace. Combined living and dining areas provide additional space for entertaining- hardwood flooring throughout main and second levels. Finished basement with second kitchen, bedroom, and 3-piece bath offers flexibility for extended family or future use. Excellent opportunity to enter the Brooklin market and add value.Close to top-rated schools, parks, shopping, Hwy 407, and all amenities. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
  • 3 Hadleigh Way in Whitby: Brooklin House for sale : MLS®# E12925706

    3 Hadleigh Way Brooklin Whitby L1M 0L4
    Main Photo: 3 Hadleigh Way in Whitby: Brooklin House for sale : MLS®# E12925706
    $779,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12925706
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this elegant and well-appointed 3+1 bedroom 4 bath 11 year old home, nestled on a private and quiet cul-de-sac bordering a beautiful ravine and walking path. This home features 1496 sf of well designed, efficient and proportional living spaces, equipped with all the modern facilities you need. The main living area is airy and sundrenched with 9' ceilings, open concept, and south facing 8' high picture window and glass patio door with transom window. A chef's dream kitchen with all stainless steel appliances, gas stove, high quality wood cabinetry, full height double door pantry, and large island with breakfast bar, is perfect for family meals or stylish entertaining. The 2nd floor accommodates three comfortably sized bedrooms including a primary bedroom ensuite with long vanity, glass shower, and large walk-in closet. The finished basement features an incredibly functional 681sf, boasting a bedroom (with a safety egress window), 4 pc washroom, living room, office and storage. For outdoor summer BBQs and fun, there is a large private fenced rear yard with a convenient access door from garage to rear yard. This "Olde Winchester" neighbourhood is beautifully located on a ravine with walking trails, conveniently around the corner from the "East Village Common" plaza with excellent services: convenience store, pizza, dental, pet food, nail & spa, e.t.c,. Locally, you're minutes from downtown Brooklin and straight down Thickson Rd to downtown Whitby, also on Durham transit bus route 302. For commuting, there's HWY 407 and Whitby Go Train. Beautiful home, excellent location, convenient amenities, priced right. See feature sheet attached. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
  • 184 Cachet Boulevard in Whitby: Brooklin House for sale : MLS®# E12999844

    184 Cachet Boulevard Brooklin Whitby L1M 2L9
    OPEN HOUSE: Apr 19, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, April 19, 2026 2:00PM - 4:00PM
    Main Photo: 184 Cachet Boulevard in Whitby: Brooklin House for sale : MLS®# E12999844
    $1,125,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12999844
    Bedrooms:
    4
    Bathrooms:
    3
    A rare blend of space, craftsmanship, and elevated finishes in the heart of Brooklin! Offering over 2,200 sqft plus a finished basement, a 3+1 bedroom layout and a home that truly stands apart. The first thing you notice is the level of finish - wide plank hardwood floors, a striking hardwood staircase, detailed trim and mouldings and wood accent beams all coming together to create a space that feels elevated, warm, and undeniably refined. Stunning designer lighting carries throughout, adding a polished, high-end ambiance to every room.The main level is designed for both everyday living and effortless entertaining, with a spacious combined living and dining area that creates an ideal setting for hosting. Just beyond, the family room impresses with a vaulted ceiling that enhances light and scale, flowing seamlessly into the kitchen, where quartz countertops, a full-height backsplash, ample cabinetry, a dedicated desk area, and a built-in coffee station bring together style and function at the heart of the home. Upstairs, the primary suite offers a private retreat with a walk-in closet and ensuite. Two additional bedrooms are generously sized, including one with its own vaulted ceiling, while the open hallway and walkout to a balcony bring in natural light and architectural interest.The finished basement extends the living space with a dedicated media area, sleek wet bar, and a spacious office or optional fourth bedroom - ideal for guests or working from home. Freshly painted and enhanced throughout, the home feels cohesive and completely move-in ready. Main floor laundry and direct garage access add everyday convenience. Set in a sought-after, family-friendly neighbourhood close to parks, top-rated schools, and easy access to Highways 407 and 412. A home defined by craftsmanship, elevated design, and finishes rarely found at this level - offering a standard of living that truly stands apart. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
  • 72 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E13000100

    72 Wessex Drive Brooklin Whitby L1M 2C2
    Main Photo: 72 Wessex Drive in Whitby: Brooklin House for sale : MLS®# E13000100
    $849,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13000100
    Bedrooms:
    4
    Bathrooms:
    3
    Beautiful 3+1 bedroom, 3-bath home located in one of Winchester's most desirable family neighbourhoods. Bright and versatile, this home offers a perfect blend of comfort, style, and privacy.The main floor features hardwood flooring throughout and a custom kitchen with stone countertops and a stylish backsplash. Step outside to a private, landscaped backyard-ideal for relaxing or entertaining.Upstairs, you'll find spacious, sun-filled bedrooms for the whole family. The finished basement adds valuable living space with room for a media area, games room, or home gym, plus a bonus room perfect for an office, playroom, or hobby space. 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
    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.
  • 44 Cranborne Crescent in Whitby: Brooklin House for sale : MLS®# E12955276

    44 Cranborne Crescent Brooklin Whitby L1M 2M1
    Main Photo: 44 Cranborne Crescent in Whitby: Brooklin House for sale : MLS®# E12955276
    $939,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12955276
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 44 Cranborne, a 2 story, 4 bedroom home, on a family friendly crescent in Brooklin! Inviting front porch adds curb appeal! 9 ft ceilings on main floor, plus cathedral ceiling in front foyer! Formal Dining and Living room combined! Kitchen offers taller cabinets, large pantry, centre island, quartz countertops, backsplash, newer sink & faucet, S/S appliances! Walk out to private fenced backyard with a large deck and flagstone patio! Spacious primary bedroom offers a 4 piece ensuite, with separate shower and soaker tub with jets! 3 other bedrooms are a comfortable size for a family! Finished basement extends living space for a growing family with an exercise area, games room and tv/media room, plus ample storage and a cold room! Walking distance to great schools, parks, walking trails! Easy access to public transit, 407/412/401! As well as Brooklin's new Fieldgate Sports Complex scheduled to open summer of 2026. More details
    Listed by ROYAL HERITAGE REALTY LTD.
  • 82 Burning Springs Place in Whitby: Brooklin House for sale : MLS®# E12930838

    82 Burning Springs Place Brooklin Whitby L1M 0K1
    Main Photo: 82 Burning Springs Place in Whitby: Brooklin House for sale : MLS®# E12930838
    $1,299,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12930838
    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.
1-12/17
Data was last updated April 15, 2026 at 11:37 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.