Downtown Whitby Homes for Sale

Downtown Whitby Homes for Sale

Welcome to Downtown Whitby, a charming and vibrant neighborhood that beautifully blends the historic with the contemporary. Nestled in the heart of Whitby, Ontario, this area is characterized by its picturesque streets, rich heritage, and a strong sense of community. As you stroll through Downtown Whitby, you’ll discover an array of locally-owned shops, cozy cafés, and delightful restaurants, making it a perfect spot for both relaxation and socializing.

Families will appreciate the excellent educational institutions and parks that are easily accessible, fostering a welcoming environment for children and parents alike. The neighborhood is also well-connected, with easy access to public transit and major highways, making commuting a breeze for those who work in nearby cities.

For homebuyers, Downtown Whitby offers an impressive selection of homes for sale that cater to various lifestyles and budgets. From classic Victorian-style houses that echo the charm of yesteryears to modern townhomes and condominiums equipped with contemporary amenities, there’s something for everyone. The real estate market in this area is thriving, with properties that not only promise comfort but also the potential for investment growth.

Whether you are a first-time buyer, a growing family, or looking to downsize, Downtown Whitby presents an ideal place to call home. With its unique blend of urban convenience and suburban tranquility, this neighborhood is truly a gem in the heart of Ontario. Explore the possibilities today and discover why so many choose to make Downtown Whitby their home!

Newest Downtown Whitby Homes for Sale

$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
$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
$699,900
6 Beds ⋅ 3 Baths ⋅ E13719460 MLS
Welcome To A Truly Turn-Key Home In A Mature Whitby Neighbourhood! Completely Gutted And Renovated From Top To Bottom, This Property Offers The Feel Of A Brand-New Home With Modern Finishes And Quality Upgrades Throughout. Nearly Everything Is New Including Kitchens, Bathrooms, Flooring, HVAC, Plumbing, Electrical, Windows And More. The Main Floor Features A Bright And Functional Layout With 3 Generous Bedrooms, A Powder-room & Stylish 3-Piece Bathroom, Engineered Hardwood Floors And A Beautifully Finished Kitchen And Living Space. The Lower Level Offers Incredible Versatility And Income Potential With A Legal Basement Apartment, Including A Spacious 2-Bedroom Unit Complete With A Full Kitchen And 3-Piece Bathroom, Plus A Separate Bachelor-Style Area With Its Own Kitchenette And 3-Piece Bathroom. An Excellent Opportunity For Buyers Looking To Live Upstairs While Generating Rental Income, Multi-Generational Families, Or Investors Seeking A Move-In Ready Property. Ideally Located Just Minutes From Highway 401, Whitby GO, Shopping, Restaurants And Everyday Amenities, With Schools Within Walking Distance. Situated In A Mature Neighbourhood Surrounded By Continued Growth And Development, This Is A Unique Opportunity To Own A Fully Renovated Home With Exceptional Flexibility And Income Potential!

205 Clemence Avenue, 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
$639,900
3 Beds ⋅ 1 Baths ⋅ E13638502 MLS
Updated 3 bedroom, 1 bathroom home in a prime location, directly across from Rotary Centennial Park. This move-in ready property is a fantastic opportunity for first-time buyers or downsizers seeking the convenience of one-level living, with primary bedroom, bathroom, and laundry all located on the main floor. Recent updates include a new furnace (2024), roof (2024), hot water tank (2022), 100-amp electrical service, windows (2014), and A/C (2013). Brand new patio doors (2026) lead to a spacious back deck overlooking the fully fenced backyard, complete with beautiful gardens, the perfect setting for relaxing or entertaining. Inside, the bright and functional layout features a modern kitchen, and clean, well-maintained interior. Upstairs offers two additional bedrooms, ideal for family, guests, or a home office. The clean basement provides excellent storage space. Conveniently located with easy access to Highway 401 and a 5-minute drive to the GO Station. Pre-list home inspection available.

810 Byron Street S, Whitby
$625,000
5 Beds ⋅ 2 Baths ⋅ E13598134 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+2 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, two spacious bedrooms, 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
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