Houses for sale in Downtown Whitby

Homes for sale in Downtown Whitby

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  • 516 Kent Street in Whitby: Downtown Whitby E12366390 - House

    516 Kent Street Downtown Whitby Durham L1N 4Y9
    Main Photo: 516 Kent Street in Whitby: Downtown Whitby E12366390 - House

    516 Kent Street Durham L1N 4Y9 Downtown Whitby

    $649,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12366390
    Bedrooms:
    4
    Bathrooms:
    2
    OPEN HOUSE SAT & SUN AUGUST 30/31 2025 @ 11AM-1PM Welcome to this beautifully renovated 3+1 bedroom, 2 bathroom semi-detached home in the heart of Downtown Whitby! From top to bottom, this home has been thoughtfully updated with modern finishes, including new light fixtures, pot lights throughout, and gleaming hardwood floors with no carpet. The bright and spacious main level features a great layout and a stunning kitchen complete with quartz countertops that are sure to impress. An addition provides extra living space, while the finished basement offers incredible flexibility perfect for a family room, home office, or even an accessory/in-law suite with separate entrance potential. Outside, you'll love the fully fenced private yard, perfect for entertaining or relaxing. The property also boasts a rare find in Whitby an oversized driveway with parking for up to nine cars and no sidewalk to shovel! Located within walking distance to the Whitby GO Station, schools, parks, and the vibrant downtown core, this home also offers quick and easy access to Highways 401 and 412 for commuters. Combining style, space, and convenience, this move-in-ready home is a true gem in Whitby's thriving market. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 915 Harding Street in Whitby: Downtown Whitby E12364911 - House

    915 Harding Street Downtown Whitby Durham L1N 1Y6
    Main Photo: 915 Harding Street in Whitby: Downtown Whitby E12364911 - House

    915 Harding Street Durham L1N 1Y6 Downtown Whitby

    $829,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12364911
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to this beautifully maintained 3-bedroom, 2-washroom home. Detached ! It is nestled in one of Whitby's most sought-after and mature communities. Set back on a tranquil ravine with no rear neighbors, this property offers exceptional privacy and natural beauty. Stunning ! Fully detached ! Bright and Sunny! shaded by fully grown trees. Enjoy the sprawling backyard of a green oasis, lit up at twilight by a modern lawn lighting system. Immaculate conditions. The fully fenced backyard offers added privacy for relaxing and entertaining. It is a rare retreat with lush greenery and a charming shed, perfect for leisure time and gardening. Inside the home is filled with natural light. It is bright and spacious with generously sized bedrooms. Fully renovated basement, perfect for a family room, home office, or guest suite. Easy access to Highway 401 and just three minutes away from Whitby GO Station ...commuting is a breeze> Major grocery stores, home improvement retailers, and all essential amenities are just minutes away. It boasts thoughtful upgrading with fine, high-quality materials. Everything is brand new: fully hardwood flooring (2024), New roof with 35-year shingles ( 2024), Kitchen entirely renovated (2024), New aluminium siding, New water tank (2025)renovated basement with vinyl flooring, game zone with a brand new entertainment system (2024). The lot has been beautifully landscaped. You'll find serenity and connectivity ...don't miss the opportunity. A home like this one doesn't come up often! More details
    Listed by HOMELIFE LANDMARK REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 318 Centre Street S in Whitby: Downtown Whitby E12364370 - House

    318 Centre Street S Downtown Whitby Durham L1N 4V9
    Main Photo: 318 Centre Street S in Whitby: Downtown Whitby E12364370 - House

    318 Centre Street S Durham L1N 4V9 Downtown Whitby

    $948,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12364370
    Bedrooms:
    3
    Bathrooms:
    3
    Rarely offered Old Whitby! This 3 bedroom, 3 bath, original owner family home has been meticulously maintained & features all the charm & character from yesteryear. Manicured lush perennial gardens, stunning landscaping & a private backyard oasis with interlocking patio, custom garden shed & 2 ways to access to the garage. Inside offers incredible details including hardwood floors & grand staircase, french doors, crown moulding, pot lights & more! Large principal rooms make this home ideal for entertaining in the front living room with cozy wood burning brick fireplace. Elegant dining room with back garden views. Kitchen with ample counter/cupboard space. Convenient den with bow window creates the perfect space for working at home! Additional living space in the sunken family room with california shutters & 2 garden door walk-outs to the backyard. Upstairs offers 3 spacious bedrooms, all with great closet space, crown moulding & hardwood floors. Room to grow in the finished basement with rec room, wet bar, laundry area, 4pc bath, central vac installed & ample storage space! Steps to schools, parks, shops, easy hwy 401 & GO train access for commuters. Properties like this don't come along often, don't miss out on your chance to live on Centre Street in downtown Whitby! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 702 Brock Street S in Whitby: Downtown Whitby E12363823 - House

    702 Brock Street S Downtown Whitby Durham L1N 4L2
    Main Photo: 702 Brock Street S in Whitby: Downtown Whitby E12363823 - House

    702 Brock Street S Durham L1N 4L2 Downtown Whitby

    $969,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12363823
    Bedrooms:
    6
    Bathrooms:
    3
    Amazing Investment Opportunity! Well-maintained legal duplex featuring 4+2 bedrooms, 2 kitchens, and 2 separate laundry areas. Main unit offers modern upgrades including granite counters, backsplash, pot lights, and updated bathrooms. Basement apartment with separate entrance includes 2 bedrooms, full kitchen, 4-pc bath, and large rec room ideal for rental income or extended family. Well Maintained, move in ready and interlock front pathway.Major updates include furnace, CAC, roof (approx. 11yrs), and HWT (2017). Close to schools,parks, shopping, and transit. A must-see! Photos are prior. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker

  • 119 & 121 Lupin Drive in Whitby: Downtown Whitby E12361947 - House

    119 & 121 Lupin Drive Downtown Whitby Durham L1N 1X9
    Main Photo: 119 & 121 Lupin Drive in Whitby: Downtown Whitby E12361947 - House

    119 & 121 Lupin Drive Durham L1N 1X9 Downtown Whitby

    $1,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12361947
    Bedrooms:
    10
    Bathrooms:
    4
    Excellent investment opportunity. 121 and 119 Lupin Drive are two fully finished legal accessory apartment homes. Each home offers 3+2 bedrooms and 2 full bathrooms. Inside each unit, you'll find a bright main-floor living area and a fully finished basement that includes a family room, an eat-in kitchen, and above-grade windows that allow plenty of natural light into the space. These well-designed lower levels are perfect for extended family living, guests, or additional rental potential. Both homes feature a private fenced backyard, ideal for outdoor gatherings, activities, or quiet relaxation. Each driveway offers parking for up to four vehicles, providing ample space for residents and visitors alike. Located in a well-connected neighborhood close to schools, parks, public transit, grocery stores, shopping centers, and with easy access to major highways, this is a unique opportunity to own two complete properties in one purchase. Whether you're an investor or looking to accommodate extended family, this rare side-by-side Legal Accessory Apartment offers value, space, and long-term potential. Rental income: 119 Upper - $1,607.42 + 60% of utilities.119 Lower - $1,661.97 all inclusive 121 Upper - $2,450 + 60% of utilities, lower level is vacant and can get approx $1800/ month for rent. More details
    Listed by KELLER WILLIAMS ENERGY LEPP GROUP REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 305 Trent Street W in Whitby: Downtown Whitby E12361670 - House

    305 Trent Street W Downtown Whitby Durham L1N 1M3
    Main Photo: 305 Trent Street W in Whitby: Downtown Whitby E12361670 - House

    305 Trent Street W Durham L1N 1M3 Downtown Whitby

    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12361670
    Bedrooms:
    4
    Bathrooms:
    4
    Create your own Downtown Abbey and step back into time with one of Whitby's most prestigious homes complete with original character and modern finishings. Live your best life with grand-high ceilings on main 2 levels, beautiful decor and oversized rooms. This home features original hardwood on main 2 levels that brings the charm of yesteryears to present. Beautifully appointed kitchen with travertine floors, eat-in area that walks out to backyard. Cozy wrap around porch with pot-lights, and enclosed sunroom overlooking the well established english gardens complete with babbling brook pond. Make your way to the 2nd level where each large bedroom has walk-in closets and grand ceilings, Large Laundry Room to make laundry a delight and w/o to deck that leads to gym with 3 pc bath above garage. Continue to the 3rd floor where you will find your own private master suite! Complete with wrap around closet with custom built-ins. Stunning custom ensuite with built-ins, large walk in shower complete with steamer, and claw footed tub to soak your cares away with the warming heat from the Napoleon Electric Fireplace. Large heated loft garage offers GDO with remotes, hydro, and gym above that can be accessed through backyard or through laundry room. The backyard is a true oasis, featuring lush gardens, a brand new fence, and a serene fire pit area perfect for relaxing or entertaining. Sitting on a rare double lot, this outdoor space offers unmatched beauty, privacy, and tranquility. Extras include: Heated Floors in breakfast area, master ensuite and 2nd floor ensuite, upgraded landscaping and perennial gardens, 2 ponds, natural gas hook up for bbq & future outdoor fireplace (located on west side of garage). This home shows beauty and is magical through every season! More details
    Listed by OUR NEIGHBOURHOOD REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 104 580 Mary Street E in Whitby: Downtown Whitby E12358563 - Condo Apartment

    104 580 Mary Street E Downtown Whitby Durham L1N 2R3
    Main Photo: 104 580 Mary Street E in Whitby: Downtown Whitby E12358563 - Condo Apartment

    104 580 Mary Street E Durham L1N 2R3 Downtown Whitby

    $575,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E12358563
    Bedrooms:
    2
    Bathrooms:
    1
    A rare hidden gem just minutes from vibrant downtown Whitby. Welcome to this one-of-a-kind, main level condo offering over 1,200 sq ft of carpet-free living space - perfect for those seeking stair-free convenience in a well maintained, peaceful building. Enjoy the luxury of wide plank engineered hardwood flooring throughout and a state-of-the-art kitchen complete with granite countertops, a pantry, and pot lights ideal for both everyday living and entertaining. The spa-like bathroom, newly renovated in 2024, features a walk-in shower with premium finishes and a stunning LED anti-fog mirror with adjustable lighting - designed to make your morning routine feel indulgent. Step outside to your private deck and enclosed garden oasis, complete with a utility and garden shed for added storage. Perfect for relaxing, gardening or entertaining guests. Other highlights include massive in-suite storage room, spacious coat closet, conveniently located linen closet. New windows installed 2025, patio doors installed around 2019, parking right at your doorstep and suite 104 is just steps from the side entrance for easy access. Located steps to school, near unique shops, fine dining and everything downtown Whitby has to offer, this immaculate home is move-in ready and not to be missed! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 900 Henry Street in Whitby: Downtown Whitby E12358429 - House

    900 Henry Street Downtown Whitby Durham L1N 5E5
    Main Photo: 900 Henry Street in Whitby: Downtown Whitby E12358429 - House

    900 Henry Street Durham L1N 5E5 Downtown Whitby

    $965,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12358429
    Bedrooms:
    4
    Bathrooms:
    3
    Just steps from the Whitby GO Station, this updated 3+1 bedroom bungalow sits on a rare 86 x 175 ft (.36 acre) lot, surrounded by mature trees in one of Whitby's most sought-after locations. The open-concept main floor features large windows, pot lights, a bright living room with fireplace, and a modern kitchen that flows seamlessly into the dining area ideal for family living and entertaining. Main floor highlights include 3 spacious bedrooms with backyard views, updated 4-pc & 3-pc baths, and a primary suite with walk-in closet .The finished basement offers large above-grade windows, a rec room with wet bar & fireplace, 2-piece bath, plus 2 additional rooms perfect for guests, office, or gym .Outside, the landscaped backyard oasis showcases thousands invested in stone pathways from front to back, a spacious patio, large deck, water feature, and putting green. Endless potential for expansion, pool, or custom outdoor retreat. Additional features include a curb cut for a second driveway entrance on Henry St. Truly a rare opportunity in prime Downtown Whitby!Furnace (2020), AC (2020). Owned Tankless hot water (2020) Basement photos have been digitally staged. More details
    Listed by KELLER WILLIAMS REALTY CENTRES
    LISTING DETAILS
    John Owen, Broker

  • 412 Athol Street in Whitby: Downtown Whitby E12354406 - House

    412 Athol Street Downtown Whitby Durham L1N 3Z6
    Main Photo: 412 Athol Street in Whitby: Downtown Whitby E12354406 - House

    412 Athol Street Durham L1N 3Z6 Downtown Whitby

    $889,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12354406
    Bedrooms:
    3
    Bathrooms:
    3
    Located in a prime downtown Whitby location, a short walk to shopping and restaurants, this home is brimming with character and has been meticulously maintained inside and out. Featuring hardwood flooring throughout, a sunken living room and renovated main washroom with skylight, this home blends timeless appeal with modern comfort. The finished basement with a 3-piece bath, ample storage and entrance to the garage from the home add to its functionality, while windows, siding, and eavestroughs have all been replaced in the last 10 years, ensuring peace of mind. Enjoy the widened driveway, striking front hardscaping, and an extra-deep backyard complete with lush gardens and a large deck perfect for entertaining. This home truly offers a combination of warmth, style, and thoughtful upgrades in one of Whitby's most desirable neighbourhoods. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1009 Centre Street S in Whitby: Downtown Whitby E12354248 - House

    1009 Centre Street S Downtown Whitby Durham L1N 4X5
    Main Photo: 1009 Centre Street S in Whitby: Downtown Whitby E12354248 - House

    1009 Centre Street S Durham L1N 4X5 Downtown Whitby

    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12354248
    Bedrooms:
    2
    Bathrooms:
    1
    The Commanding Officers House (C.1857) - A Whitby Landmark Where History & Modern Living Unite. Built By James Wallace For The Whitby Highland Rifle Regiment, This Beautifully Restored Regency Cottage Bungalow Features Solid Oak Floors, 12-Inch Baseboards, 10-Ft Ceilings & Classic Proportions That Feel Grand Yet Welcoming. A Rare Blend Of A Historic Showpiece With Modern Comforts Already In Place- With Potential For More: Heritage-Approved Architectural Drawings For An Addition Are Already Completed & Available With The Sale. Enter Through A Charming Vestibule Into An Impressive Living Room, The True Centre Of The Home. This Main Area Includes 2 Bedrooms. Off The Living Room Is A Large Dining Room, A Renovated 3-Pc Bath & Access To The Updated Kitchen W/Custom Cabinets, Quartz Counters, Tiled Backsplash & A Walk-In Pantry. Off The Kitchen Is A Bonus Room Currently Used As A Den & Home Office. Step Out From The Dining Room To A Fully Covered & Screened-In Outdoor Patio, A True Extension Of Living Space With An Outdoor Projector Screen! Beautiful Big Detached Garage, & An Extra-Large Private Lot Wrapped In Mature Trees & Gardens! Exceptional Craftsmanship Shows In The Dry Stone Retaining Wall Built In 2021 By Renowned Canadian Waller John Shaw-Rimmington. Other Updates Include Full Exterior House Painting (2021), Restored Shutters, Rebuilt Patio Doors, Electrical Upgrades & Chimney Work. Don't Be Fooled By The Modest Facade- Inside Is Far More Spacious Than It Appears. Truly A Home For Someone Who Values Charm, Heritage & The Ability To Walk To All The Best Of Downtown Whitby. Located Just 2 Blocks North Of The GO Station, This Property Also Offers Walkability To Boutiques, Cafes & Fabulous Restaurants! More details
    Listed by THE NOOK REALTY INC.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated August 27, 2025 at 06:15 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.
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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.