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

$795,000
4 Beds ⋅ 2 Baths ⋅ E13803866 MLS
Rare Downtown Whitby Opportunity! Situated on an impressive 64' x 112' lot, this detached bungalow offers exceptional potential in a prime, convenient location. Featuring 3 bedrooms plus a den and 2 bathrooms, the home includes a separate basement entrance, providing excellent possibilities for an in-law suite or additional income potential. Ample parking for up to 4 vehicles with 3 spaces on the driveway and 1 under the carport. Enjoy the convenience of being within walking distance to shopping and just minutes from the GO Station and Highway 401. A fantastic opportunity for homeowners, investors, or those looking to add value in the heart of Whitby.

203 Lupin Drive, Whitby
$849,000
4 Beds ⋅ 2 Baths ⋅ E13797374 MLS
Welcome To This Beautifully Updated Bungalow In One Of Whitby's Most Sought After Family Friendly Neighbourhoods. The Stylish Interior Features Beautiful Finishes, Custom Built-Ins, A Newly Renovated Kitchen And Laminate Flooring Throughout. A Separate Side Entrance Leads To The Finished Basement, Complete With A Spacious Recreation Area, Kitchen And Bonus Room, Offering Excellent Additional Living Space. Both Bathrooms Have Been Tastefully Renovated. Outside, Enjoy Beautifully Landscaped Front Gardens, Patterned Stonework And An Oversized Garage With Hydro And Convenient Backyard Access. The Large, Private Fenced Yard Features A Two-Tiered Deck With Plenty Of Space For Relaxing, Entertaining And Outdoor Living. Ideally Located Within A 10-Minute Walk Of The Whitby GO Station And Vibrant Downtown Whitby's Fabulous Restaurants, Shops And Amenities. A Truly Move-In-Ready Home In An Unbeatable Location!

1013 Centre Street S, Whitby
$649,900
5 Beds ⋅ 3 Baths ⋅ E13792218 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
$699,000
3 Beds ⋅ 2 Baths ⋅ E13775780 MLS
Welcome to this beautiful renovated detached home. Tucked away in a quiet street in high demand downtown Whitby. Move in ready with exceptional outdoor space and privacy. Completely renovated from top to bottom. Gourmet kitchen with walk-in pantry and centre island breakfast bar. Featuring stainless steel appliances, granite countertops, gooseneck pull down faucet, six burner high end stove, range hood and more. Two modern fully upgraded bathrooms with glass showers. Bright sunfilled main level with gleaming hardwood floors. Open concept dining area with walk-out to deck and overlooking the backyard. Master bedroom with custom cabinets and vanity. Second bedroom with direct access to the sunroom and walkout to deck. Landscaped backyard with deck, patio and built in barbecue perfect for entertaining. Professionally finished basement with a supersized 3rd bedroom that has a walk-in closet. Enjoy family movie and game nights in the spacious rec room. This home offers plenty of space for growing families and guests. Bonus workshop, heated with 11 ft ceiling and 2 rollup doors. Located near shopping, restaurant, schools and highway access. Just move-in and enjoy!

938 Greenwood Crescent, 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
$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
$949,900
5 Beds ⋅ 3 Baths ⋅ E13697286 MLS
Exceptional Ravine Retreat with Incredible Multi-Generational & Investment Potential! Nestled on a premium ravine lot in the heart of Whitby, this unique hillside bungalow offers 2485sqft of living space over three finished levels of versatile living space designed to adapt to your family's needs. Featuring 5 spacious bedrooms, 3 bathrooms, multiple living areas, with each level having it's own separate entrance, this home presents an outstanding opportunity for multi-generational families, investors, or those seeking future income potential. The main level offers an inviting open-concept layout with a family-sized eat-in kitchen complete with Stainless Steel Appliances, Lots of Cupboards & Granite Countertops. Spacious living & dining areas, and a walk-out to a spectacular multi-level deck with gas hook-up overlooking the tranquil ravine, the perfect relaxing or entertaining spot. The primary bedroom features its own ensuite, while two additional bedrooms and a full bathroom complete the main level. The bright walk-out lower level includes two additional bedrooms, a full bathroom, an expansive family room with fireplace, and direct access to the multi-level deck. The finished basement offers a large recreation room with walk-out to a private patio, creating additional flexible space for extended family, home office, recreation, or future living quarters. Built into a natural slope, each of the home's three levels enjoys its own exterior entrance, making this an exceptional candidate for extended families, in-law living, or future income-generating. Enjoy the privacy of a ravine, mature trees, and peaceful outdoor living from every level while remaining just minutes from Downtown Whitby, GO Transit, Highway 401, schools, parks, restaurants, shopping, and every major convenience. A rare opportunity offering lifestyle, flexibility, and long-term investment potential in one of Whitby's most desirable established neighborhoods.

81 Garden Street, Whitby
$905,000
6 Beds ⋅ 3 Baths ⋅ E13641874 MLS
Nestled on a quiet, tree-lined street in one of Downtown Whitby's most established and desirable neighbourhoods, this beautifully maintained 4-bedroom home offers the perfect blend of character, comfort, and modern updates. Surrounded by mature trees and spacious lots, you're just steps to Trafalgar Castle School, parks, trails, and the shops, cafes, and restaurants of vibrant Downtown Whitby, with convenient access to Highways 401, 412, and the Whitby GO Station. Inside, thoughtfully updated living spaces are designed for today's lifestyle. The bright, functional kitchen showcases quartz countertops, stainless steel appliances, and overlooks the private backyard oasis completed with a heated salt water pool, making it easy to stay connected whether you're preparing meals or entertaining guests. The spacious primary suite is a true retreat, featuring a walk-in closet and a beautifully renovated ensuite. The basement includes two large bedrooms and a small unfinished space awaiting your touches. This is an exceptional opportunity to own a move-in-ready home in one of Whitby's most sought-after neighbourhoods. Windows. A/C, Furnace all less than 5 years old! Move in ready home!

523 Reynolds Street, Whitby
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