Downtown Whitby Homes for Sale

Downtown Whitby Homes for Sale

### Discover the Charm of Downtown Whitby

Nestled in the heart of Whitby, Ontario, Downtown Whitby is a vibrant community that beautifully blends historic charm with modern conveniences. This picturesque neighborhood is characterized by its tree-lined streets, inviting parks, and a rich tapestry of local shops and eateries. Residents enjoy the warm, welcoming atmosphere that makes Downtown Whitby not just a place to live, but a place to thrive.

One of the standout features of Downtown Whitby is its commitment to community engagement and cultural events. Throughout the year, the area hosts various festivals, farmers' markets, and art shows, fostering a strong sense of belonging among residents. Families will appreciate the proximity to well-regarded schools, recreational facilities, and family-friendly parks, making it an ideal location for raising children.

For those looking to invest in their dream home, Downtown Whitby offers a diverse array of properties for sale. From charming heritage homes that reflect the area’s rich history to contemporary condos that cater to modern lifestyles, there’s something for everyone. With a range of price points and styles, prospective buyers can find the perfect fit for their needs and preferences.

Additionally, Downtown Whitby boasts excellent connectivity, with easy access to major highways and public transit, making commuting a breeze. Whether you’re heading to Toronto for work or exploring the beautiful surrounding areas, the convenience of this neighborhood is unmatched.

Explore the possibilities that await you in Downtown Whitby, where the perfect home is just waiting to be discovered!

Newest Downtown Whitby Homes for Sale

411 Rosedale Drive, Whitby
$599,000
6 Beds ⋅ 4 Baths ⋅ E14148804 MLS
Welcome to this stunning, move-in-ready 4+2 bedroom, 4-bathroom semi-detached gem in the highly sought-after Whitby Meadows community! Beautifully upgraded throughout, this exceptional two-storey home offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover soaring main-floor ceilings, stylish laminate flooring throughout, and bright, inviting living spaces designed for both everyday living and effortless entertaining. The beautifully upgraded chef-inspired kitchen is a true showstopper, featuring elegant quartz countertops, a contemporary backsplash, and sleek SS appliances. Enjoy the rare luxury of backing onto the picturesque Rosedale Park Greenbelt, offering a peaceful natural backdrop and a wonderful sense of tranquility. Step outside and enjoy your very own heated swimming pool, perfect for summer relaxation and unforgettable gatherings with family and friends! Major recent upgrades include new windows throughout, a new roof, and a new energy-efficient heat pump heating and air conditioning system, providing added comfort and peace of mind. The newly finished basement, complete with a separate entrance, its own modern kitchen, private laundry, and laminate flooring, offers incredible flexibility for extended family, multigenerational living, or potential additional income. Ideally situated just minutes from Highway 412, parks, schools, shopping, and everyday amenities, this remarkable home truly has it all! A rare opportunity to own a beautifully upgraded home with exceptional features in one of Whitby's most desirable communities. Move in, relax, and enjoy the lifestyle you've been dreaming of!Brokerage Remarks

411 Rosedale Drive, Whitby
7 Houghton Court, Whitby
$999,000
5 Beds ⋅ 4 Baths ⋅ E14142950 MLS
Opportunity knocks! This beautiful, modern, multi-generational home on a quiet dead-end street offers peace, privacy, and exceptional value. Step into a bright, spacious open-concept layout made for everyday living and entertaining. The stunning kitchen features sleek modern cabinetry, stainless steel appliances, and a large island, the heart of the home for family gatherings and dinner parties. The family room has a charming fireplace and a walkout to the private backyard oasis, ideal for summer barbecues, gardening, or quiet evenings. The expansive primary bedroom includes a luxurious 4-piece ensuite. Even better, the 2-bedroom in-law suite offers incredible opportunity for multi-generational living. Ash Creek Park is just steps away. This is the perfect blend of style, comfort, and functionality in a family-friendly setting.

7 Houghton Court, Whitby
509 Dunlop Street W, Whitby
$599,900
2 Beds ⋅ 1 Baths ⋅ E14140384 MLS
Welcome to this immaculate, beautifully updated all-brick bungalow nestled in the highly sought-after Old Whitby community! This stunning home showcases gorgeous new plank laminate flooring, modern pot lighting, fresh neutral paint, and a bright, inviting open-concept living and dining area overlooking the front gardens. The spacious kitchen features stainless steel appliances and a sliding glass walkout to an expansive entertainer's deck, complete with a charming pergola, mature trees, and exceptional privacy-perfect for relaxing or hosting family and friends! Generously sized bedrooms offer ample closet space and large windows that fill the home with natural light. A beautifully renovated main bathroom adds to the home's appeal. The unspoiled basement features above-grade windows, laundry area, abundant storage, and endless possibilities to create additional living space. Ideally situated just steps from schools, parks, and the charming shops and restaurants of Downtown Whitby, with quick access to Highway 401 and the GO Train for an effortless commute. A rare opportunity to enjoy stylish, move-in-ready bungalow living in one of Whitby's most desirable neighbourhoods!

509 Dunlop Street W, Whitby
613 Mary Street E, Whitby
$699,000
4 Beds ⋅ 2 Baths ⋅ E14127020 MLS
A charming corner-lot bungalow in the heart of Downtown Whitby! Situated on a massive 6,825 sq. ft. lot this property offers both comfortable living and exciting future potential. Featuring an updated kitchen with a large island, breakfast bar and walk-out patio. Enjoy the added bonus of a spacious screened-in sunroom overlooking the private backyard - perfect for relaxing or entertaining. The partially finished basement with separate entrance offers additional living space and flexibility. Zoned R4, this 75 ft. by 91 ft. deep lot presents an opportunity to explore future redevelopment potential, including multiplex housing and much more. Conveniently located close to schools, downtown shopping, transit, parks, trails & Hwy 401. A unique opportunity for homeowners with future potential for investors & developers. Don't miss on this rare opportunity!

613 Mary Street E, Whitby
409 Harris Street, Whitby
$934,900
4 Beds ⋅ 3 Baths ⋅ E14117088 MLS
Exceptional space, quality craftsmanship and an incredible downtown Whitby location set the stage for this impressive Denoble-built home, tucked within an intimate boutique community & offering approximately 2,105 sq ft plus a finished W/O basement with excellent in-law suite potential. With 4 spacious bedrms & 3 bathrms, this home delivers the room today's families are looking for.Step inside to a bright, inviting main floor where beautiful H/W flooring & an O/C design create an effortless flow for everyday living & entertaining. The generous dining room opens seamlessly to the living room, anchored by a cozy gas fireplace & finished with California shutters.At the heart of the home, the Eat-in kitchen combines style & function with granite counters, S/S appliances, extended cabinetry, a pantry & spacious breakfast area with W/O to the two-tier deck, interlocking patio & fully fenced backyard, perfect for summer dining, entertaining or simply unwinding outdoors. A 2-pc bath, main-floor laundry with laundry chute & direct garage access complete this level.An updated hardwood staircase with striking cast-iron spindles leads upstairs, where 4 spacious bedrooms provide plenty of room for the entire family.The generous primary retreat features a W/I closet & 5-pc ensuite, while 3 additional spacious bedrms & a 4-pc family bath complete the upper level. And there's more. The finished W/O basement significantly extends the living space & offers potential for an in-law suite or multi-generational living. Featuring a large rec room, pot lights, cantina, abundant storage, rough in for bathroom & direct access to the backyard, there's plenty of flexibility to create additional living, work or guest space.California shutters add a polished finishing touch throughout. Ideally located near parks, schools, shopping & dining, with convenient access to Hwy 401 & the GO Train.Space to grow. Room to gather. Flexibility for the future. This is downtown Whitby living at its best!

409 Harris Street, Whitby
1014 Dunlop Street E, Whitby
$599,000
4 Beds ⋅ 2 Baths ⋅ E14110986 MLS
Welcome to 1014 Dunlop Street East! Ideally located in South Whitby with quick access to Hwy 401, Whitby GO Station, shopping, parks, schools, and everyday amenities, this versatile home offers exceptional value for investors, first-time buyers, downsizers, or multigenerational families. This 3 bedroom, 2 bathroom home features a functional layout, parking for 2 vehicles, a generous backyard, and an in-law suite with a separate entrance - offering income potential or flexible living arrangements. The bright main floor features an open-concept living and dining area, an updated kitchen, and three well-sized bedrooms, each with a closet. One bedroom offers a walkout to the backyard, creating the perfect space to enjoy your morning coffee or unwind in the evening. The finished lower level includes a separate entrance, above-grade windows, bright kitchen/living/dining areas, a 4-piece bathroom, and abundant storage, making it ideal for extended family, guests, or potential rental income. Step outside to a fully fenced backyard featuring a large deck and plenty of green space for children and pets to play. Whether you're entertaining friends, relaxing with family, or looking for a home with built-in income potential, this property offers outstanding flexibility in a convenient, commuter-friendly location. Shingles (2025), eavestroughs (2019), windows (2016). *Most interior photos have been virtually staged.

1014 Dunlop Street E, Whitby
518 Gilbert Street E, Whitby
$817,500
4 Beds ⋅ 2 Baths ⋅ E14106484 MLS
*This Home Has A Lot To Offer! *Detached 4-Level Backsplit On A 52 x 121.62 Foot Lot! *Double Car Garage! *Interlocking Brick Driveway! *Parking For 6 Cars Including The Double Garage! *Interlocking Brick Front & Side Walkway And Rear Patio! *Concrete Front Porch! *Separate Side Entrance With Convenient Access To Main Floor Kitchen And Basement Staircase! *Spacious Entry Foyer! *Hardwood Flooring Throughout Main And Upper Levels! *Hardwood Staircase To Upper Level! *Pot Lights Throughout The Home! *Built-In Ceiling Speakers! *Bright Living Room With Coffered Ceiling, Hidden Lighting, Pot Lights & Large Front Bow Window! *Open-Concept Dining Room With Coffered Ceiling, Hidden Lighting & Pot Lights! *Gorgeous Custom Renovated Kitchen With Upgraded Cabinets, Soft-Close Hardware And Pull-Out Garbage Cabinet, Granite Countertops, Travertine Tile Flooring, Marble Backsplash, Built-In Microwave, Gas Stove & Coffered Ceiling With Hidden Lighting! *Reverse Osmosis Water Filtration System! *3 Bedrooms On Upper Level! *Custom Renovated Upper Bathroom With Jacuzzi Tub And Granite Countertop Vanity! *Spacious Lower Level Family Room With Ceiling-Mounted Projector, Drop-Down Projection Screen & Cozy Gas Fireplace! *Office Off The Family Room That Has Potential For A Kitchen! *Additional Lower Level Bedroom And 3-Piece Bathroom! *Large Finished Basement Rec Room And Laundry Room! *With The Separate Side Entrance, There Is Potential For An In-Law Suite! *New Furnace And Central Air Conditioner In 2025! *6 Appliances Included! *Inground Sprinkler System! *Quiet, Family-Friendly Residential Street! *Close To Historic Downtown Whitby And The Four Corners! *Approximately 5 Minutes To Highway 401! *Conveniently Located Close To Schools, Parks, Shopping, Restaurants And Everyday Amenities! *Shows Well!

518 Gilbert Street E, Whitby
114 Keith Street, Whitby
$1,099,000
E14097600 MLS
Exceptional development and investment opportunity in central Whitby on a generous 7,376 sq. ft. lot featuring 73.8 ft. frontage under R3 zoning! This project is designed for a purpose-built semi-detached dwelling that offers tremendous income-generating or multi-generational living potential, with each house containing a total of 10 bedrooms. The property is currently in process for final approval with the Town of Whitby, saving the purchaser substantial time, carrying costs, and preliminary planning work, and the full site plan is attached for review. To assist qualified purchasers, a Vendor Take-Back (VTB) mortgage is available with attractive terms to streamline construction financing. The future home is also eligible to be built under the Tarion New Home Warranty Program, maximizing buyer peace of mind and resale value. The well-conceived layout delivers approximately 6,510 sq. ft. of total usable space across both mirror-image units. Each semi-detached home is designed with an independent finished basement suite containing 3 bedrooms, 2 washrooms, a full kitchen, and living/dining space. The main ground level offers primary living quarters with 3 bedrooms, 1 washroom, a kitchen, living/dining area with a walkout to a raised deck, and a private built-in single garage. The second-floor suite features 4 generous bedrooms, 1 washroom, a dedicated kitchen, an open living/dining room, and a walkout to a private upper balcony. The complete architectural package conforms to Whitby zoning setbacks and building height guidelines. Whether building to hold for long-term rental cash flow or constructing to sell as high-demand semi-detached units, this site offers prime connectivity to downtown Whitby amenities, transit, and major routes.

114 Keith Street, Whitby
313 Lupin Drive, Whitby
$749,900
5 Beds ⋅ 3 Baths ⋅ E14095392 MLS
Welcome to this bright and spacious family home offering comfortable living spaces, generous bedrooms and a newly finished basement complete with an additional bedroom and full bathroom, providing excellent flexibility for a growing family or guests. The main floor features a welcoming living and dining room with beautiful hardwood flooring, a large bay window that fills the space with natural light and elegant pocket doors. The spacious family room is equally inviting, with hardwood floors, a gas fireplace, large windows and sliding glass patio doors providing a walkout to the patio. The bright, well-appointed kitchen features ceramic flooring, updated stainless steel appliances, a backsplash and plenty of cabinetry and storage space. Upstairs, the spacious primary bedroom offers hardwood parquet flooring and a window overlooking the front yard, while three additional bedrooms feature parquet flooring, closets and bright windows with views of the backyard, park or street. Ceiling fans add comfort to select bedrooms. The newly finished basement provides even more living space, including a recreation room with pot lights and a window, a fifth bedroom and a brand new full bathroom featuring unique floor tiling. The lower level also features a convenient laundry room, adding functionality and ease to the home. Outside, enjoy a walkout to the deck with pergola overlooking the expansive greenspace, with the home backing directly onto Lupin Park, featuring a soccer field, tennis courts and playground. A detached garage and ample parking complete the outdoor offering. Ideally located close to schools, shopping, restaurants and everyday amenities, this home offers plenty of space, natural light and a convenient setting for the whole family. Conveniently located close to the GO Train and Highway 401, making commuting and travel throughout the GTA easy and accessible.

313 Lupin Drive, Whitby
158 Hillcrest Drive, Whitby
$1,699,999
4 Beds ⋅ 6 Baths ⋅ E14093920 MLS
Welcome to 158 Hillcrest Dr, a breathtaking custom-built residence in Whitby where timeless elegance, exceptional craftsmanship, and modern luxury come together. Beautifully finished living space, this spectacular 4-bedroom home is designed with privacy and comfort in mind, with each bedroom featuring its own luxurious ensuite bathroom. Soaring 10-foot ceilings throughout the main floor, upper level, and basement create an impressive sense of scale and openness, while 8-inch baseboards, coffered and beautifully detailed ceilings, and solid interior doors showcase the home's attention to quality and craftsmanship. At the heart of the home is a stunning gourmet kitchen featuring elegant quartz waterfall countertops w/ extended breakfast bar, ample workspace, and a sophisticated design perfect for both everyday living and entertaining. Pot lights throughout the home provide a bright, contemporary ambiance, while the solid oak staircase with wrought iron detailing adds a striking touch of timeless elegance. The fully finished basement offers incredible additional living and entertaining space, highlighted by a massive theatre room. Other features include: Gas Line for BBQ on deck balcony, Exterior Pot lights all around the home, Smart Door Camera w/ Speaker System, Pot water filler on stove, 9 foot doors, kitchen cabinet and under cabinet lights. Every detail has been thoughtfully designed to create a luxurious yet functional living experience. From the impressive ceiling heights and premium finishes to the spacious layout and opportunity for customization, 158 Hillcrest Dr is a truly exceptional custom home in one of Whitby's desirable communities.

158 Hillcrest Drive, Whitby
938 Harding Street, Whitby
$699,900
4 Beds ⋅ 3 Baths ⋅ E14088130 MLS
Welcome to 938 Harding Street! This freshly painted 4+1 bedroom home features an upgraded kitchen with quartz countertops and a stunning waterfall quartz island. Updated lighting, pot lights, and new flooring create a bright, inviting feel throughout. Updated electrical wiring with an ESA certificate adds peace of mind. Step outside to enjoy the new rear deck and swimming pool with a newer liner-perfect for summer entertaining and relaxing. A large driveway offers ample parking. A wonderful opportunity to enjoy stylish updates and outdoor living!

938 Harding Street, Whitby
1014 McCullough Drive, Whitby
$669,000
3 Beds ⋅ 2 Baths ⋅ E14085090 MLS
Solid Bungalow with lots of potential for income and equity growth. Great layout for an In-law Suite/Basement Apartment. Modest Cosmetic Upgrades are all that's needed to transform this family home into a Show Piece! Several Rooms have been Virtually staged for Perspective and Inspiration. The Large Bright Kitchen with Eat-in Dining area is nicely situated beside the generous Livingroom providing for a very Family Friendly Space. Handicap/Wheelchair ramp to the front entrance provides ease of access for those with mobility challenges. Large paved Double Drive with additional parking in the Carport. Carport has direct level access to the Side entrance and Backyard. Conveniently located in Downtown Whitby. Minutes to Downtown Shops and 401. Walk to Whitby Go and Bus Service.

1014 McCullough Drive, Whitby
Start Your Search

How much is your home worth?

Get instant property value now!