Houses for sale in Downtown Whitby

Homes for sale in Downtown Whitby

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1-10/31
  • 612 Maple Street W in Whitby: Downtown Whitby E12591556 - House

    612 Maple Street W Downtown Whitby Whitby L1N 3A2
    Main Photo: 612 Maple Street W in Whitby: Downtown Whitby E12591556 - House
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12591556
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to this beautifully updated multi-level side split, offering exceptional versatility and modern comfort on a quiet, family-friendly street. Set on a large corner fenced in lot with a large detached garage, this spacious 4-bedroom, 2-bathroom home is perfect for a multi-generational family, a private guest quarters , or easily converted to an accessory dwelling unit. The home showcases a rare and versatile four-level layout, which offers built-in flexibility for those seeking to establish 2 separate independent units. The main level features a large, bright living room that seamlessly adjoins a welcoming dining room, Step into the newer custom kitchen featuring a dual fuel range stove, farmhouse sink, updated cabinetry, and bright modern finishes. The dining area is complemented by new patio doors that open to a large entertaining deck, perfect for hosting family and friends.From the main level, the upper floor boasts a spacious and bright primary bedroom, a second bedroom, and a full bathroom with a tub, offering comfort and convenience for the main household.The lower (ground) level is a standout feature, offering a separate entrance and exceptional potential for extended family, in-law suite or an accessory dwelling unit. This level includes 2 bedrooms. One currently used as a home office and a full bathroom with shower, providing privacy and flexibility.Continue down to the lower basement level, where you'll find ample storage, a large living area w a cozy gas fireplace, a spacious utility room with laundry, and an additional room at the back of the home, perfect for a hobby space or options to convert into second dwelling.The fully fenced backyard offers privacy & space for kids, pets and outdoor activities, making it the perfect extension of your living space.Move-in ready, thoughtfully updated, and exceptionally versatile this home adapts to your lifestyle and offers endless possibilities https://unbranded.youriguide.com/612_maple_st_w_whitby_on/ More details
    Listed by KIC REALTY
    John Owen, Broker
  • 205 Ontario Street E in Whitby: Downtown Whitby E12585592 - House

    205 Ontario Street E Downtown Whitby Whitby L1N 6L8
    Main Photo: 205 Ontario Street E in Whitby: Downtown Whitby E12585592 - House
    $1,050,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12585592
    Bedrooms:
    4
    Bathrooms:
    3
    Experience elevated living in the heart of Downtown Whitby at 205 Ontario St E. Featuring a 4-bed, 3-bath home showcasing over $500K in high-end upgrades. Designed for families who value comfort, connection, and convenience, this turnkey residence blends modern luxury with an exceptional lifestyle-both inside and out.Step into an open and airy main floor featuring new hardwood flooring, soft-close cabinetry, stainless steel appliances, pot lighting, and a stylishly updated powder room. The spacious family room opens directly to the backyard, creating a seamless indoor-outdoor flow perfect for everyday living and entertaining.Your private backyard retreat awaits, complete with a fiberglass pool, custom rock water feature, outdoor kitchen, covered pavilion, hot tub, and newer fencing for added privacy-crafted for year-round enjoyment.The lower level extends your living space with a custom bar, cold cellar, and a warm, inviting atmosphere ideal for movie nights or hosting friends.Additional upgrades include main floor laundry and a new furnace, adding comfort and peace of mind. The location is unmatched-just steps from Trafalgar Castle School, boutique shops, dining, transit, parks, and major highways.A move-in-ready home delivering resort-style living in one of Whitby's most desirable walkable pockets. More details
    Listed by REVEL REALTY INC.
    John Owen, Broker
  • 206 Craydon Road in Whitby: Downtown Whitby E12580286 - House

    206 Craydon Road Downtown Whitby Whitby L1N 2B6
    Main Photo: 206 Craydon Road in Whitby: Downtown Whitby E12580286 - House
    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12580286
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this lovely detached bungalow in the heart of Whitby - a home with comfort, character and a lifestyle that feels easy the moment you walk in. Perfect for first time buyers, downsizers or anyone looking for a smart investment opportunity.Although the property is currently used as a single family residence, it includes a fully legal 2 bedroom accessory apartment that can be converted back by simply reinstalling a wall. This gives you the option to offset mortgage costs, generate rental income or enjoy extra space for extended family.The main floor features a bright and inviting layout with two comfortable bedrooms, a well cared for kitchen and a cozy living space that feels instantly warm and familiar. One of the best features of this level is the sunroom - the perfect spot for morning coffee, quiet moments after work or enjoying views of the private yard all year long.The basement was largely renovated in 2020 with a modern finish and a practical floor plan. When restored to its intended layout, the separate 2 bedroom apartment offers its own entrance and an ideal mix of independence and privacy. Live upstairs and rent below, lease both units, or continue using the home as a single family space. The flexibility here is a rare find.The backyard is where this home truly shines: a large private lot with mature trees, green space, room to entertain and plenty of outdoor space for kids or dogs to run freely. It has the kind of outdoor feel that's becoming harder to find in central Whitby and is an asset you'll appreciate every day.Close to transit, parks, schools, shopping and Whitby's charming downtown core. This is a home you can move into comfortably with the added benefit of income potential whenever you choose. Book a showing and see how well this property fits your lifestyle and future plans. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    John Owen, Broker
  • 119 & 121 Lupin Drive in Whitby: Downtown Whitby E12579134 - House

    119 & 121 Lupin Drive Downtown Whitby Whitby L1N 1X9
    Main Photo: 119 & 121 Lupin Drive in Whitby: Downtown Whitby E12579134 - House
    $1,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12579134
    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
    John Owen, Broker
  • 366 Rosedale Drive in Whitby: Downtown Whitby E12576880 - House

    366 Rosedale Drive Downtown Whitby Whitby L1N 1Z4
    Main Photo: 366 Rosedale Drive in Whitby: Downtown Whitby E12576880 - House
    $675,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12576880
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome To This Spacious 4-Bedroom Semi-Detached Home, Perfectly Nestled In A Highly Sought-After Neighbourhood Known For Its Family-Friendly Charm And Unbeatable Convenience. Offering A Thoughtful Layout With Bright, Open Living Spaces, This Home Provides Comfort, Functionality, And Room To Grow. The Main Level Features A Warm And Inviting Atmosphere, Ideal For Both Everyday Living And Entertaining. Upstairs, You'll Find Four Generously Sized Bedrooms, Offering Ample Space For Family, Guests, Or A Home Office. The Finished Basement Adds Even More Versatility-Perfect As A Rec Room, Media Space, Playroom, Or Additional Storage. Located In An Exceptional Area Close To Transit, Major Highways, Top-Rated Schools, Parks, Shopping, And All Amenities, This Home Ensures Effortless Daily Living With Everything You Need Just Minutes Away. Don't Miss The Opportunity To Move Into A Thriving Community And Enjoy A Home That Truly Checks All The Boxes! More details
    Listed by DAN PLOWMAN TEAM REALTY INC.
    John Owen, Broker
  • 909 Harding Street in Whitby: Downtown Whitby E12576248 - House

    909 Harding Street Downtown Whitby Whitby L1N 1Y6
    Main Photo: 909 Harding Street in Whitby: Downtown Whitby E12576248 - House
    $799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12576248
    Bedrooms:
    5
    Bathrooms:
    2
    Welcome to this Awesome 4 + 1 Bedroom Home With Garage, Conveniently located close to the Whitby Go Station, Shopping, Restaurants and all essential amenities just minutes away in the Beautiful Downtown Whitby Area. Nicely Landscaped with Interlock Front Walkway and Gardens as well as Rear Deck, Garden Shed and Bonus Backyard Workshop. Bright & Sunny Kitchen with pot drawers, backspash and large bay window overlooking the Front Yard. The spacious Living and Dining Room stretch across the back of the home, with large windows allowing for the sunny southern exposure and great views of the private, fully fenced backyard. The Single Car Garage, built in 2012 has a Man Door at the back which leads to a spacious, private deck with lots of room for morning coffees and relaxing evenings & entertaining. At the back of the property is a workshop, a garden shed and a second deck area that is very private. The Foyer has 2pc Powder Room, Coat Closet and Convenient Entrance to the Garage. The Basement Rec Room allows for additional space for family movie/games nights and has built-in shelving to store all the toys and supplies for hobbies and crafts. As well, the bonus 5th Bedroom provides that extra needed space whether it is for the growing family, a home office, guest room, playroom or nanny suite. Superb location provides easy access to the 401 or 412 for quicker commute times! Nice deep lot with no neighbours behind, graced with mature trees that enhance the private and serene backyard setting of this Whitby Charmer. Move in Ready-Freshly painted throughout-Nov'25. More details
    Listed by REVEL REALTY INC.
    John Owen, Broker
  • 221 201 Brock Street S in Whitby: Downtown Whitby E12566798 - Condo Apartment

    221 201 Brock Street S Downtown Whitby Whitby L1N 4K2
    Main Photo: 221 201 Brock Street S in Whitby: Downtown Whitby E12566798 - Condo Apartment
    $469,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E12566798
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to the "Pine" a lovely open concept 1 bedroom + flex suite, at Station No 3 Condos in the heart of downtown Whitby. This layout offers a perfect flex space for a small office, semi-ensuite washroom & double closets in the bedroom. Floor-to-ceiling windows provide maximum natural light throughout, with walk-out to your balcony from the living room. Enjoy afternoon sun from West exposure. Do not miss your opportunity to own in this brand new boutique building by award winning builder Brookfield Residential. Take advantage of over $100,000 in savings now that the building is complete & registered. An additional $10,000 off our already reduced pricing is being offered if purchased before December 14th, 2025 and closing within 90 days. Enjoy beautiful finishes including kitchen island, quartz countertops, soft close cabinetry, ceramic backsplash, Delta faucets, 9' smooth ceilings, wide-plank laminate flooring & Smart Home System. Fantastic location with easy access to highways 401, 407 & 412. Minutes to Whitby Go Station, Lake Ontario & many parks. Steps to several restaurants, coffee shops & boutique shopping. Immediate or flexible closings available. 1 parking & 1 locker included. State of the art building amenities include, gym, yoga studio, 5th floor party room with outdoor terrace, BBQ & fire pit, 3rd floor south facing courtyard with additional BBQ's & loungers, co-work space, pet spa, concierge & guest suite. More details
    Listed by ORION REALTY CORPORATION
    John Owen, Broker
  • 702 Brock Street S in Whitby: Downtown Whitby E12566556 - House

    702 Brock Street S Downtown Whitby Whitby L1N 4L2
    Main Photo: 702 Brock Street S in Whitby: Downtown Whitby E12566556 - House
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12566556
    Bedrooms:
    6
    Bathrooms:
    4
    Fantastic Investment Opportunity! This well-maintained legal duplex offers 4+2 bedrooms, 2 kitchens, and 2 separate laundry areas. The main unit features modern finishes including granite countertops, stylish backsplash, pot lights, and upgraded bathrooms. The basement apartment, with a private separate entrance, includes 2 bedrooms, a full kitchen, a 4-piece bath, and a spacious recreation room - perfect for rental income or extended family living. The house has been freshly painted and received thoughtful cleaning throughout, making it truly move-in ready. Additional highlights include an interlocked front pathway and major updates such as the furnace, central air conditioning, roof (approx. 11 years), and hot water tank (2017). Conveniently located near schools, parks, shopping, and transit. A must-see property! Photos are from Prior Listing. More details
    Listed by RIGHT AT HOME REALTY
    John Owen, Broker
  • 5 Selfridge Way in Whitby: Downtown Whitby E12565188 - House

    5 Selfridge Way Downtown Whitby Whitby L1N 0N9
    Main Photo: 5 Selfridge Way in Whitby: Downtown Whitby E12565188 - House
    $799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12565188
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 5 Selfridge Way! This One Year New, Two Car Garage, Rear Lane Contemporary Town Home Will End Your Search. This Sophisticated Residence Boasts a Very Functional Layout Including 3-Storey Above Ground, an Unfinished Basement With Large Windows. The Home Offers Four Spacious Bedrooms, including a Unique Two Master Bedroom Layout On 3rd Floor, Two Extra Bedroom on 2nd Floor, a Versatile Den/Office With a Bright Window. The main floor showcases a modern open-concept layout with a spacious Great Room, a stylish kitchen equipped with stainless steel appliances, & a designated dining area. The second floor hosts two beautifully appointed bedrooms, a versatile den ideal for a home office, a full bathroom, and a conveniently located laundry room. The third floor boasts a lavish primary suite with a five-piece ensuite and a generous walk-in closet, along with a fourth bedroom that includes its own 3 piece ensuite. 9' Ceiling On Main, 200 AMP power panel. Best Value Of Its Kind!. High Demand Location, Minutes To Go Station, Shops. Steps To Trafalgar Castle School. Close To Downtown Whitby. Easy Access To 401/412. Perfect For Buyers Who Seek Space, Comfort and Convenience. A Must See! More details
    Listed by BAY STREET GROUP INC.
    John Owen, Broker
  • 26 Calloway Way in Whitby: Downtown Whitby E12557638 - House

    26 Calloway Way Downtown Whitby Whitby L2N 0N9
    Main Photo: 26 Calloway Way in Whitby: Downtown Whitby E12557638 - House
    $759,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12557638
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to your beautiful brand new home that's never been lived in. Located in the vibrant and highly sought-after Downtown Whitby neighborhood, steps from the prestigious, private & internationally known Trafalgar Castle School. This 1714 sf Bloomsbury Park model offers modern finishes, thoughtful upgrades, and an inviting atmosphere filled with natural light. Step inside to discover soaring 9 ceilings, elegant flooring, and a stylish, upgraded kitchen designed for both everyday living and entertaining with a large center island for entertaining that's fully equipped with brand new stainless steel appliances. The open-concept layout creates a seamless flow through the main living areas, while energy-efficient lighting and central air conditioning ensure year-round comfort. This stunning home includes three spacious bedrooms and 3 bathrooms, with a bright and welcoming primary ensuite. Full-width vanity mirrors enhance the bathrooms, adding a touch of refinement to the overall design. The unfinished basement offers flexibility for an additional 320 sf of living space, while two-car parking with an oversized garage with direct access into the home that offers convenience for busy households. Walkout to your own private fenced backyard. Designated park to be completed for all to enjoy! Enjoy peace of mind with a full Pre-Delivery Inspection (PDI) and 7-Year Tarion New Home Warranty. With over 48k in incentives & upgrades, this home is truly move-in ready and located in one of Whitby's most desirable communities, close to schools, shops, parks, restaurants, and transit. Keep in mind that construction on this site is complete, turn key & ready for the new family to fully enjoy. This is an incredible opportunity for this type of home with wonderful curb appeal & neighborhood so please don't hesitate to view it! More details
    Listed by HAZELTON REAL ESTATE INC.
    John Owen, Broker
1-10/31
Data was last updated December 8, 2025 at 04:15 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.