Downtown Whitby Real Estate

Downtown Whitby Real Estate

Welcome to Downtown Whitby, a vibrant and charming neighborhood nestled in the heart of Whitby, Ontario. This picturesque area harmoniously blends historical charm with modern amenities, making it an ideal place to call home.

Downtown Whitby boasts a rich history, reflected in its beautifully preserved heritage buildings and tree-lined streets. As you stroll through the neighborhood, you’ll discover an array of boutique shops, cozy cafes, and delightful restaurants, perfect for indulging in local flavors or enjoying a leisurely afternoon with friends. The vibrant arts scene is showcased through various galleries and cultural events, providing residents with a sense of community and creativity.

Families will appreciate the excellent schools and parks nearby, offering plenty of opportunities for outdoor activities and safe play. The well-maintained parks, such as the scenic Whitby Heritage Park, provide a perfect backdrop for picnics, leisurely walks, and community events throughout the year.

Convenience is key in Downtown Whitby, with easy access to public transit, major highways, and the GO Train, making commutes to Toronto and surrounding areas a breeze. The neighborhood is also home to a variety of services, including grocery stores, healthcare facilities, and fitness centers, ensuring that everything you need is just a stone's throw away.

Whether you’re looking for a cozy apartment or a charming family home, Downtown Whitby offers a welcoming atmosphere and a strong sense of community. Experience the perfect blend of small-town charm and urban convenience in this thriving neighborhood—your new home awaits!

Newest Listings in Downtown Whitby

$1,995,000
E13768166 MLS
This property has been under the same meticulous ownership for over 50 years. Very clean, well-maintained 8-unit brick & block apartment building located in one of Whitby's most sought-after rental locations. All 2 bedroom units. Long history of stable rents and high occupancy. Rental upside offers the opportunity to increase yield and maximize return on investment. Ample on-site parking. Laundry room in building with coin-operated machines for additional income. The building has benefited from many recent updates, ensuring a turnkey acquisition for the next investor. Properties of this calibre with deep-rooted history and an excellent maintenance record are rarely available on the market.

300 Athol Street, Whitby
$599,900
4 Beds ⋅ 2 Baths ⋅ E13760234 MLS
Beautiful detached bungalow in historic downtown Whitby. This property features a renovated kitchen with stainless steel appliances, ceramic flooring, ceramic backsplash and a large window. Open concept living room and dining room area with laminate flooring, huge picture window and crown molding. Three bedrooms on the main floor. All of the bedrooms have laminate flooring, double closets and windows. Separate side entrance. Finished basement with second kitchen. The second kitchen has laminate flooring, ceramic backsplash and a window. Massive recreation room with laminate flooring, is open concept and has a window. Fourth bedroom in the lower level has laminate flooring, double closets and a window. Separate laundry facilities in the lower level. Parking for five cars in the driveway. Detached one car garage with a front door entry point into the garage. Landscaped back patio. Close to schools, shopping and transit.

517 Kent Street, Whitby
$899,900
2 Beds ⋅ 2 Baths ⋅ E13759304 MLS
Beautiful Mid Century Modern Rancher In The Heart Of Desirable Historic Downtown Whitby. A Quiet Picturesque Neigborhood Full Of Mature Trees, Walk To GO Station, Downtown Shopping , Library, Parks And More. Quick 401 Access, Ideal For Commuters. Lovingly Maintained 2 Bedroom Bungalow On Oversized, Rare 81' x 136 ' Lot Landscaped With Perennials, Shrubs And Shade Trees. Long Brick Walkway Leads You To The Large Entryway Of This Sunny Home. Open Concept Floor Plan Includes Spacious Main Living Room With Hardwood Floors, Original Wood Burning Fireplace, Crown Molding And HUGE Windows, Open To Large Formal Dining Room For Family Dinners, Includes Glass Pocket Door. Kitchen Boasts Gas Stove, Stainless Steel Appliances And Breakfast Room With Built-In Banquette Seating And Double Garden Doors To Expansive Backyard. Huge Primary Bedroom Is An Incredible Sanctuary With Sunken Sitting Area, Electric Fireplace And Double Doors With Views To The Gorgeous Gardens. 2nd Bedroom Is Nicely Sized With Full Length Wardrobe And Large Window. Recently Updated Main Bath Features Porcelean Tile, A Custom Walk In Shower, Built-In Bench And Rain Head. Substantially sized Recreation Room On The Lower Level With Gas Fireplace, Premium Lanmiate Floors And 3 Piece Bathroom. Breath Taking Private, Fully Fenced Park Like Backyard With Beautiful Perennial Gardens, Composite Deck, Interlock Brick Patio, Water Feature & Garden Shed. Great For BBQ'ing, Entertaining Or Just Enjoy The Birds & Wild Life On Your Own. You Need To View This Home To Appreciate Its Charm & Features!

801 King Street, Whitby
$699,900
3 Beds ⋅ 4 Baths ⋅ E13756190 MLS
Welcome home to this beautifully renovated 3-bedroom, 4-bathroom gem in the heart of downtown Whitby, sitting on a 180 FT lot with over 2300 SF of combined living space! Completely stripped down to the studs and newly renovated from top to bottom with a functional, modern layout. The main floor offers an open-concept kitchen with a dedicated breakfast nook, plus generous living and dining areas that flow seamlessly out to the backyard, along with a convenient powder room. Upstairs, find three spacious bedrooms, including a primary with its own ensuite and walk in closet, plus a large, well-appointed main bathroom. The finished basement impresses with high ceilings, a spacious entertainment area, and a fourth full bathroom - ideal for guests or movie nights. Outside, enjoy a deep, beautifully landscaped ravine backyard with interlocking stone and room to entertain, plus charming curb appeal up front with 1 garage and 2 driveway parking spaces. All this just steps from the shops, cafés, and restaurants of historic downtown Whitby. Move-in ready and waiting for you!

521 Hickory Street N, Whitby
$1,149,000
4 Beds ⋅ 2 Baths ⋅ E13755610 MLS
Get the grace, prestige, and soul of 1800s history without losing a single convenience of modern urban living. Recognized on Whitby's Perry's Plan for its exceptional historic character, this 4-bedroom home in the Gothic Revival style-crafted by local artisan carpenter Michael Marshall-blends authentic architecture with contemporary everyday comfort. Step inside the original front door with its working push bell and fall in love with soaring ceilings, high baseboards, original wide-plank hand-hewn pine floors, and gracious principal rooms-juxtaposed by a breathtaking primary suite featuring reclaimed Madawaska River log floors, a skylight, yard views, and a walk-in closet roughed-in for a future ensuite. Enjoy main floor laundry, updated windows, a late 2024 furnace, a 2025 roof, extra attic insulation, and a custom-fitted kitchen engineered for efficiency. The crowning jewel of this property is a deep, near 1/4-acre fully fenced lot complete with an in-ground sprinkler system, perennial beds, and shade trees perfect for family and pets, ample parking for 3-5 cars or an RV, plus a separate basement entrance offering outstanding potential. Crucially, enjoy NO municipal heritage designation or restrictive covenants for total ownership freedom in a century home. Walk to local parks, splash pads, top public, Catholic, French Immersion, and prestigious private school options, plus the historic downtown Four Corners district for top dining, cafes, pubs, and shops. No need to move far away from the city-easy access to Whitby GO, Durham Transit, and HWYs 401, 412, and 407 makes any commute a breeze.

311 Byron Street N, Whitby
$699,000
6 Beds ⋅ 4 Baths ⋅ E13754422 MLS
Attention Families & Investors! Move In Ready Semi-Detached Home In Desirable Whitby-Meadows With Many Upgrades. This 4+2 Bed, 4 Bath Home Features Laminate Floors Throughout, Newly Upgraded Kitchens, Chef's Kitchen Equipped With Quartz counter top, backsplash and S/S Appliances. High Ceilings On The Main Floor. Backs Onto Rosedale Park Greenbelt. New Windows throughout, New Roof, New A/C Heat pump and heating swimming pool. The Newly Finished Basement with Separate Entrance Features Laminate Floors, & Its Own Kitchen & Laundry. Hwy 412 & All Of Life's Amenities Are Minutes Away, Making This Home A Perfect Combination Of Elegance & Convenience.

411 Rosedale Drive, Whitby
$839,900
4 Beds ⋅ 2 Baths ⋅ E13754138 MLS
Location, Location, Location! Fully detached solid brick bungalow in a charming neighbourhood right in the heart of downtown Whitby. Legal basement apartment presents an excellent opportunity for the savvy buyer to generate rental income with flexible living options. Incredible versatility for multi-generational families or investors. The main floor delivers a great layout, with some select updates and room for your personal touches. Step inside to the spacious living room with picture window and open to the dining room, functional eat-in kitchen with some modern touches and includes a convenient pantry & stackable laundry unit. 3 Bedrooms, 4 pc bathroom and a delightful 3 Season Sunroom provides a bright and relaxing space and completes the main floor. The lower level apartment features a separate side entrance, private patio, 1 bedroom plus a den/office, open concept kitchen & living area, in unit laundry, and a 3 pc bathroom with stunning glass shower. Beautifully completed and includes all appliances, bringing an outstanding opportunity for those seeking income potential. Exceptional curb appeal, custom stone patios and walkway showcase the premium outdoor finishes. One of the home's unexpected treasures is the expansive rear yard, an extra deep lot of 158 feet, fully fenced and offering a greenspace for peace and play and a gardener's delight. Steps to highly rated EA Fairman Public School & Henry Street High School. Embrace one of Durham Region's most sought-after walkable Lifestyles. Commuters will love the easy access to 401, 407, 412 & Go Transit.

400 Harris Street, Whitby
$995,000
6 Beds ⋅ 3 Baths ⋅ E13547132 MLS
1121 Centre Street South presents the opportunity to acquire a well-maintained purpose-built triplex situated on a spacious 5,800 square foot corner lot in the heart of south Whitby, just minutes from Highway 401, the Whitby GO Station, and downtown Whitby. The Property comprises three spacious 2-bedroom, 1-bathroom suites and benefits from a large paved parking area accommodating approximately six to eight vehicles-an uncommon amenity for a multi-residential asset of this size in Durham Region.The building has been consistently maintained and improved over the years, offering investors a true turnkey opportunity. Capital improvements include an asphalt shingle roof replaced in 2015, newer windows installed in the upper and lower suites, and ongoing renovations to kitchens, bathrooms, flooring, and interior finishes as suites have turned over. Two of the three units are separately metered for hydro, while the basement suite and common areas share a meter, and coin-operated laundry provides additional ancillary income.Ideally suited for both seasoned investors and first-time multifamily purchasers, 1121 Centre Street South offers a low-maintenance, carefree investment with strong in-place income, quality building systems, and excellent long-term fundamentals in one of Durham Region's most sought-after rental markets.

1121 Centre Street S, Whitby
$568,900
2 Beds ⋅ 2 Baths ⋅ E13733482 MLS
Location - Location - Location!! Perfect for First time Home buyers, Renovators, Builders or Empty Nesters. Homes do not become available too often in this desirable area. This lovely detached bungalow in an ideal location is close to amenities, GO Station, walking distance to schools, parks, recreation, downtown. This Home features two bedrooms upstairs with and open concept dining/family room, the living & dining rooms that are both enhanced by large windows offering plenty of natural light & a warm, inviting feel along with a walkout to a massive Private Backyard with Mature Trees, Perfect FOR ENTERTAINING!! Separate side entrance leads to the basement. Roof and furnace is newer and in great condition. YOU ARE JUST MINUTES TO THE POPULAR PEEL PARK , THIS HOME has a TON of potential ! Opportunities like this are rare. So please do not miss out!!!!

917 Green Street, Whitby
$1
E13728144 MLS
Exceptional development opportunity at 314 & 316 Colborne Street East, Whitby. Site plan proposes a 6-storey mixed-use building offering 48 residential units and ground-floor commercial space in a prime, growing corridor. Total proposed GFA of 53,951 sq ft with a well-balanced unit mix of 1 bed and 2 bed configurations. This turn-key development site presents a fantastic opportunity for builders/investors to capitalize on strong rental and end-user demand in Durham Region.

314 & 316 Colborne Street E, Whitby
$1,000
1 Baths ⋅ E13727220 MLS
Bright and well-maintained private office room available for sub-lease in a professional setting. This spacious unit features large wraparound windows, offering excellent natural light throughout the day and creating a comfortable, productive work environment. Functional layout suitable for a wide range of professional uses including office, consulting, or administrative work. Located in a highly accessible area with convenient access to major roads, transit, and nearby amenities. Ideal for professionals seeking a clean, quiet, and professional workspace. Immediate possession available.

400 Dundas Street Unit G - T4 Room 2, Whitby
$1,500
1 Baths ⋅ E13727216 MLS
Bright and well-maintained private office room available for sub-lease in a professional setting. This spacious unit features large wraparound windows, offering excellent natural light throughout the day and creating a comfortable, productive work environment. Functional layout suitable for a wide range of professional uses including office, consulting, or administrative work. Located in a highly accessible area with convenient access to major roads, transit, and nearby amenities. Ideal for professionals seeking a clean, quiet, and professional workspace. Immediate possession available.

400 Dundas Street Unit G - T4 Room 1, Whitby
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