Downtown Whitby Homes for Sale

Downtown Whitby Homes for Sale

Welcome to Downtown Whitby, a vibrant and charming neighborhood that perfectly blends historical charm with modern conveniences. Nestled in the heart of Whitby, Ontario, this area is known for its rich heritage, tree-lined streets, and a welcoming community atmosphere. With an array of shops, cafes, and restaurants, Downtown Whitby offers residents a vibrant lifestyle filled with local flavor and unique experiences.

One of the standout features of this neighborhood is its accessibility. With easy access to major highways and public transit options, commuting to Toronto or other neighboring cities is a breeze. Families will appreciate the proximity to excellent schools, parks, and recreational facilities, making it an ideal place to raise children.

The real estate market in Downtown Whitby is thriving, with a diverse selection of homes for sale that cater to various lifestyles and budgets. From charming century-old houses that exude character to modern townhomes and condominiums offering contemporary living, there’s something for everyone. Many of these homes boast beautiful gardens, spacious layouts, and modern amenities, ensuring comfort and style.

As you explore the streets of Downtown Whitby, you’ll discover a strong sense of community, with regular events and activities that bring neighbors together. Whether you’re looking for a bustling urban lifestyle or a peaceful retreat, Downtown Whitby has it all. Don’t miss your chance to find your dream home in this delightful neighborhood, where history meets modern living and community spirit thrives. Your new adventure awaits in Downtown Whitby!

Newest Downtown Whitby Homes for Sale

$1,399,900
4 Beds ⋅ 4 Baths ⋅ E13830758 MLS
INCREDIBLE century home in highly sought-after Olde Whitby, blending timeless charm & character with exceptional modern updates! Upgraded top to bottom with immaculate finishes, custom millwork, crown moulding, pot & sconce lighting, built-in speakers, shiplap & thoughtful details throughout. Set on a manicured 58 x 136 ft lot with lush gardens, ample parking, cozy front porch & detached garage with 6.64 x 4.39 m workshop addition. The private backyard oasis features a wrought-iron-gated inground pool, custom pool house, natural stone patio, mature trees, pergola, gazebo & ambient exterior lighting. Inside feels straight from the pages of a magazine! Elegant living room with wainscotting & front garden views. Formal dining room with stunning waffle ceiling. Gourmet kitchen with granite counters, subway tile backsplash, extended cabinetry, under & in-cabinet lighting, pantry, breakfast bar & breakfast nook with built-in chef's desk, seating & garden-door walkout to the backyard. Convenient anteroom with heated ceramic floors & picturesque garden views. Upstairs offers 3 generous bedrooms with closet organizers, including a beautiful primary retreat with beamed ceiling & shiplap detail. Fabulous loft provides additional living space with gas fireplace, built-in bookcase & desk, 2pc bath, vaulted ceiling & skylight-perfect for a home office, study or 4th bedroom. Finished basement with separate side entry, rec room, built-in closet, 3pc bath, above-grade windows, laundry & ample storage. Homes like this rarely come to market! Steps to parks, schools & transit, with easy Hwy 401 access, GO Train & close to downtown Whitby shops, restaurants & amenities. A truly special home!

511 Centre Street S, Whitby
$899,999
3 Beds ⋅ 4 Baths ⋅ E13830532 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, cafes, and restaurants of historic downtown Whitby. Move-in ready and waiting for you!

521 Hickory Avenue N, Whitby
$759,900
5 Beds ⋅ 3 Baths ⋅ E13818814 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
$949,900
4 Beds ⋅ 3 Baths ⋅ E13818190 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
$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
$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
$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
$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
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