Houses for sale in Whitby Ontario

Newest MLS home listings in Whitby and Brooklin

Find the most current homes for sale in Whitby Ontario. Includes Brooklin, Ontario. Listings are updated constantly from the local MLS systems. Contact John Owen at 905-434-0067 for more information or to arrange showings.

Homes for sale in Whitby - Brooklin

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  • 74 Northgrove Crescent in Whitby: Brooklin E13050900 - House

    74 Northgrove Crescent Brooklin Whitby L1M 2M9
    Main Photo: 74 Northgrove Crescent in Whitby: Brooklin E13050900 - House

    74 Northgrove Crescent Whitby L1M 2M9 Brooklin

    $859,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13050900
    Bedrooms:
    3
    Bathrooms:
    6
    Stylish, Move-In Ready Home in Prime Whitby Location! Beautifully updated with modern flooring and a newer roof, this well-maintained home offers comfort and convenience throughout. The spacious primary bedroom features a private ensuite and walk-in closet. Fully finished basement provides versatile extra living space-ideal for a rec room, office, or guest suite. Attached garage for added convenience. Located in a family-friendly neighbourhood close to golf courses, parks, and top-rated schools, with quick access to Hwy 401, 407 & 412. Minutes to shopping, dining, and all amenities. More details
    Listed by RIGHT AT HOME REALTY and GALAXY STARS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 41 Zachary Place in Whitby: Brooklin E13047118 - House

    41 Zachary Place Brooklin Whitby L1M 1E1
    Main Photo: 41 Zachary Place in Whitby: Brooklin E13047118 - House

    41 Zachary Place Whitby L1M 1E1 Brooklin

    $1,349,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13047118
    Bedrooms:
    4
    Bathrooms:
    3
    Lifted from the pages of a magazine, this spectacular 4-bedroom family home offers nearly 3,000 sq ft of beautifully finished living space and an exceptional main floor designed for both everyday comfort and entertaining. Featuring extensive hand-scraped heritage maple hardwood flooring, a hardwood staircase with wrought iron spindles, pot lighting, and elegant california shutters, this home is loaded with high-end upgrades.The gourmet kitchen is a showstopper, complete with quartz countertops, custom subway tile backsplash, stainless steel appliances including a gas range, apron sink, and a large centre island with breakfast bar & accented by stylish pendant lighting. A garden door walkout leads to the private backyard oasis, professionally landscaped with interlock patio (2021), relaxing hot tub, lush gardens, natural gas BBQ hookup, and access to the gas-heated double detached garage.The main floor also offers formal living and dining rooms with coffered ceiling, a cozy family room with upgraded gas fireplace with custom mantle (2026) and backyard views, a convenient home office, and a sunken laundry room. Upstairs, find four generously sized bedrooms including a luxurious primary retreat with a spa-inspired 5-piece ensuite featuring a custom granite double vanity, glass rain shower, heated floors, feature wall, and a stand-alone soaker tub with fireplace views. Dual walk-in closets include custom organizers. Additional updates include windows (2019), two-stage furnace (2020), upgraded attic insulation, and a 30-year roof (2010). The unspoiled basement offers above-grade windows, fully framed, insulated, roughed in plumbing for wet bar/bath and hookup for gas fireplace. Pride of ownership is evident throughout this exceptional home! Steps to sought after schools, parks, downtown Brooklin shops & easy hwy 407 access for commuters! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 33 North Street in Whitby: Brooklin E13041384 - House

    33 North Street Brooklin Whitby L1M 1C2
    Main Photo: 33 North Street in Whitby: Brooklin E13041384 - House

    33 North Street Whitby L1M 1C2 Brooklin

    $2,976,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13041384
    Bedrooms:
    6
    Bathrooms:
    5
    Refined Elegance Defined By Curated Craftsmanship Encompassing Over 5000 Square Feet Finished On 95' Footage Corner Lot In Brooklin's Most Desirable Enclave - 4 Plus 2 Bed, 5 Bath Fully Custom Masterpiece Completed By Renowned "Delta-Rae" In 2020 Features Wide Plank Hardwood, Main Floor Office, Gourmet Chef's Kitchen And 21' Ceiling Great Room; Walking Out To Professionally Landscaped, Fully Fenced Backyard - Enjoy Resort Style Amenities From The Comfort Of Your Own Home With A Salt Water Pool, Spill Over Spa, Outdoor Kitchen Features B/I Gas Bbq And Fridge. Enjoy Mature Muskoka Like Trees For Ultimate Privacy. Impressive Primary WOW's With Expansive Walk-In And Bright Ensuite. Fully Finished Basement And Finished Gym Space. 4 Car Garage (3+Lift) Amplifies Functionality With "Garage Living" B/I Storage, Freezer, Purposeful Wall Trim And Epoxy Floor Finish. Walk To Downtown Brooklin In Minutes - Confluences Modern Conveniences With Small Town Feel. Walk To Downtown Through Quaint Unique Pedestrian Path To Bars, Ice Creamery, Restaurants, Parks, Longo's And So Much More. 3 Minutes To 407. Highly Ranked Elementary And Secondary Schools. No Sidewalk! Welcome Home!!! More details
    Listed by REMAX YOUR COMMUNITY REALTY
    LISTING DETAILS
    John Owen, Broker

  • 9 Nathan Avenue in Whitby: Brooklin E13042020 - House

    9 Nathan Avenue Brooklin Whitby L1M 1J3
    Main Photo: 9 Nathan Avenue in Whitby: Brooklin E13042020 - House

    9 Nathan Avenue Whitby L1M 1J3 Brooklin

    $1,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13042020
    Bedrooms:
    4
    Bathrooms:
    4
    Stunning 4-Bedroom, 4-Bath Home in Sought-After, Family-Friendly Brooklin!This beautifully upgraded home showcases premium finishes and one of the best layouts in the area, offering both function and flow. The main floor features elegant hardwood and crown moulding, a coffered ceiling in the dining room, accent wall with chair rail detailing, and a bright living space designed for modern family living.The kitchen features a large island, sleek stainless steel appliances. Upstairs, the spacious primary retreat offers a luxurious 4-piece ensuite and a relaxing soaker tub. Three additional bedrooms provide plenty of room for the whole family, including a Jack & Jill washroom and a walk-out balcony. Step outside to your private backyard oasis featuring a natural wood deck and custom pergola - perfect for outdoor entertaining or quiet evenings. Additional highlights include central vac,convenient main floor laundry, and family-friendly touches throughout. Ideally located in a welcoming neighbourhood, just a short walk to both public and Catholic schools. This home truly has it all - comfort, elegance, and an unbeatable Brooklin location More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 69 Matthewson Place in Whitby: Brooklin E13043386 - House

    69 Matthewson Place Brooklin Whitby L1M 1H4
    Main Photo: 69 Matthewson Place in Whitby: Brooklin E13043386 - House

    69 Matthewson Place Whitby L1M 1H4 Brooklin

    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13043386
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 69 Matthewson Place, in the heart of Brooklin.Set on a quiet street in one of Whitby's most desirable communities,this well-maintained detached 2 storey home offers a bright/open functional living space designed for everyday comfort & entertaining.Main floor impresses with soaring cathedral ceilings & a dramatic staircase that enhances the open feel of the living & dining areas. The kitchen features a breakfast bar, eat-in area,built-in dishwasher, new-faced cabinets,sgwo to small deck to bbq & the convenience of garage access.The inviting cozy family room w/gas fireplace overlooks a private,beautifully landscaped backyard complete w/stone patio/interlock detailing & raised garden beds.Large Garden She/shed all perfect for summer gatherings or quiet evenings outdoors.Upstairs offers a large Primary bdrm w/his & her closets & 4pce ensuite.Unfinished basement ready for your custom vision.Located steps to top rated Catholic & Public schools, Parks, transit, downtown Brooklin shops & 3 minutes to Hwy 407. A solid opportunity in a highly sought-after neighbourhood.Newly re-faced kitchen cabinets and New Main floor Laminate. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 4 Sturgess Crescent in Whitby: Brooklin E13033756 - House

    4 Sturgess Crescent Brooklin Whitby L1M 1J9
    Main Photo: 4 Sturgess Crescent in Whitby: Brooklin E13033756 - House

    4 Sturgess Crescent Whitby L1M 1J9 Brooklin

    $1,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13033756
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this beautifully maintained bungalow in the heart of Brooklin, offering over 2,500 sq ft of finished living space and set on a quiet crescent along a mature, tree-lined street with no sidewalk!Enjoy sun-filled afternoons in the oversized west-facing backyard, professionally landscaped to create a private outdoor retreat perfect for relaxing or entertaining. Designed with both comfort and functionality in mind, the main floor features a spacious foyer and a separate formal dining room, enhanced by an elegant pocket glass door. The family-sized kitchen boasts a pantry, a centre island with a wraparound breakfast bar and overlooks the bright eat-in area with a walk-out to the deck. The open-concept living room is highlighted by soaring vaulted ceilings and a cozy gas fireplace. Three generously sized bedrooms are conveniently located on the main level. The primary suite offers serene garden views and includes a 4-piece ensuite with a soaker tub and separate shower, a walk-in closet, and a charming window bench with built-in storage. A practical mudroom with direct garage access completes the main floor. The fully finished basement extends the living space with a large recreation area, a fourth bedroom, and a 2-piece bathroom-ideal for guests, teens, or a home office. Quality finishes throughout include hardwood flooring on the main level (living/dining/hallways & bedrooms), new broadloom in the basement, and crown moulding in the dining room & primary bedroom. Additional features include central vacuum, epoxy-coated garage floor, separate side entrance to the garage, a secondary side entrance from the kitchen, updated windows (2019), front door (2021), furnace (2024), and California shutters throughout. Ideally located within walking distance to downtown Brooklin, parks, schools, shopping, restaurants, and the community centre and library-this is a rare opportunity to own a turnkey bungalow in one of Brooklin's most sought-after neighbourhoods. More details
    Listed by ZOLO REALTY
    LISTING DETAILS
    John Owen, Broker

  • 42 Lake Trail Way in Whitby: Brooklin E13037002 - House

    42 Lake Trail Way Brooklin Whitby L1M 0M3
    Main Photo: 42 Lake Trail Way in Whitby: Brooklin E13037002 - House

    42 Lake Trail Way Whitby L1M 0M3 Brooklin

    $699,999
    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.
    LISTING DETAILS
    John Owen, Broker

  • 3 Underwood Drive in Whitby: Brooklin E13030174 - House

    3 Underwood Drive Brooklin Whitby L1M 1H8
    Main Photo: 3 Underwood Drive in Whitby: Brooklin E13030174 - House

    3 Underwood Drive Whitby L1M 1H8 Brooklin

    $1,059,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13030174
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 3 Underwood Dr., an immaculate bungalow nestled in one of Brooklin's most sought-after neighborhoods. This stunning home has the option to come fully furnished at no extra cost! With 3+1 bedroom, 3 full bath this home boasts beautiful landscaping, offering both curb appeal & a serene outdoor environment. Inside, the sun-filled open concept design invites you to explore the inviting flow of the home, accentuated by gorgeous hardwood floors, California shutters, & upgraded lighting throughout. The formal living/dining rooms provide picturesque views of the front garden, creating a warm atmosphere for entertaining guests.The gourmet kitchen, updated 2015, features granite countertops, stainless steel appliances including a gas stove hookup & an oversized island. This kitchen seamlessly connects to the main floor family room, where you can relax by the cozy gas fireplace, supported by built-in shelving, or step out into your private backyard oasis. The outdoor space is a true retreat, complete with a cabana, beautiful patio, gardens, and a gazebo, making it ideal for hosting gatherings or enjoying quiet evenings.On the main floor, the spacious primary suite serves as a sanctuary with its updated en suite bathroom, which includes a separate shower and luxurious soaking tub, along with a large walk-in closet. Two additional well-sized bedrooms share a four-piece bath, & convenient main floor laundry facilities add to the home's practicality.The incredible finished basement features tall ceilings and has been newly painted, offering a fourth bedroom & an oversized updated four-piece bath. The expansive entertaining area is perfect for a second family room, game nights with a pool table, and entertaining at the gorgeous wet bar with a fridge. Additionally, multiple large storage areas & a cold cellar ensure that you have ample space for all your needs. With approximately 3,200 square feet of total living space, this meticulously maintained & updated home is truly More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 60 Winchester Road E in Whitby: Brooklin E13031014 - House

    60 Winchester Road E Brooklin Whitby L1M 1B4
    Main Photo: 60 Winchester Road E in Whitby: Brooklin E13031014 - House

    60 Winchester Road E Whitby L1M 1B4 Brooklin

    $1,218,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13031014
    Bedrooms:
    4
    Bathrooms:
    2
    Rarely Offered! Exceptional Opportunity To Own A Truly Special Home In The Heart Of Brooklin On An Incredible 300+ Ft Deep Lot Offering A Private, Peaceful, Park-Like Setting That Feels Like Your Own Backyard Sanctuary! This Charming And Character-Filled 4 Bedroom Home Showcases Beautiful Craftsmanship Throughout, Including Tin Ceilings, Custom Mouldings, Elegant Trim Work, Classic Railings And Stunning Stained Glass Overlooking The Front Porch. Featuring A Functional And Inviting Layout With Oversized Principal Rooms, Formal Dining Room Perfect For Hosting Large Gatherings, Bright Living Area, Warm And Inviting Kitchen Overlooking The Expansive Yard, Rare Main Floor Bathroom, Spacious Bedrooms All Able To Accommodate Queen Beds Or Larger, And A Unique Third Floor Retreat Ideal As A Family Room, Kids Play Area Or Home Office. Set Far Back From The Street, This Home Offers Privacy And Tranquility While Still Being Steps To Everything Brooklin Has To Offer. The Backyard Is Truly A Standout Feature With Endless Space For Entertaining, Relaxing, Gardening Or Letting Kids Explore And Play. Adding Tremendous Value Is The Heated Detached 2 Car Garage And Separate Heated Workshop At The Rear Of The Lot, Perfect For A Home Gym, Studio, Office Or Hobby Space. Located In A Highly Sought-After Family Friendly Community, Walking Distance To Charming Downtown Brooklin Shops, Restaurants, Cafes, Parks And Trails, Top Rated Public And Catholic Schools, And Just Minutes To Hwy 412 And 407 For Easy Commuting Across The GTA. A Rare Offering Combining Character, Space, Privacy And Location. Homes Like This Almost Never Come Available! Extras: Heated Detached Double Car Garage, Heated Workshop, Tin Ceilings, Stained Glass, Custom Trim & Mouldings, Third Floor Family Retreat, Main Floor Bathroom, Oversized Principal Rooms, Deep 300+ Ft Lot, Private Backyard Setting, Ample Parking. More details
    Listed by Signature Elite Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 58 Knox Crescent in Whitby: Brooklin E13028786 - House

    58 Knox Crescent Brooklin Whitby L1M 1C9
    Main Photo: 58 Knox Crescent in Whitby: Brooklin E13028786 - House

    58 Knox Crescent Whitby L1M 1C9 Brooklin

    $1,225,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13028786
    Bedrooms:
    5
    Bathrooms:
    5
    Sunday Open House Cancelled - Offer Received - Sold Conditionally, awaiting deposit. This exceptional all-brick executive home offers over 3,100 sq ft of beautifully finished living space, plus a fully finished basement with impressive in-law potential. Originally a model home, it showcases extensive upgrades throughout, including gorgeous Hickory wide-plank hardwood and 9ft ceilings on the main floor, abundant pot lights, upgraded trim, and a thoughtfully designed layout ideal for both everyday living and entertaining.The classic centre-hall floor plan provides a perfect balance of open concept flow and defined spaces. Enjoy a formal living room and spacious Great room connected by a striking two-way gas fireplace, creating a warm and inviting atmosphere. The separate dining room is ideal for hosting, while the kitchen offers a functional layout with ample cabinetry, a professional 48" Thermador Gas Range and a distinctive built-in wine rack feature. Upstairs, you'll find four generous bedrooms plus a versatile office that can easily function as a fifth bedroom. The sunken primary retreat is a true highlight, featuring soaring ceilings, a cozy gas fireplace, and a private ensuite.The finished basement extends your living space with a kitchenette, bedroom, 3-piece bathroom, ample storage and a large rec room - perfect for extended family, guests, or multi-generational living. The oversized driveway offers a safe place for kids to play and plenty of parking! Situated on a 50ft lot on a quiet street in a high demand neighbourhood, close to excellent parks, schools and amenities, this home offers an exceptional combination of space, upgrades, and flexibility in one of Brooklin's most sought-after communities. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated April 28, 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.
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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.