Downtown Whitby Real Estate

Downtown Whitby Real Estate

Welcome to Downtown Whitby, a vibrant and charming neighborhood nestled in the heart of Ontario's picturesque Durham Region. This delightful area perfectly blends the rich history of Whitby with modern amenities, making it an ideal place to call home.

Downtown Whitby is known for its warm, inviting atmosphere, where tree-lined streets are adorned with an eclectic mix of historic buildings and contemporary shops. Stroll through the lively downtown core and discover a variety of boutique stores, cozy cafés, and delectable dining options that cater to every palate. From artisanal bakeries to gourmet restaurants, there's always something new to savor.

For those who appreciate the outdoors, Downtown Whitby offers an array of parks and green spaces. The scenic waterfront along Lake Ontario is just a stone's throw away, providing residents with opportunities for leisurely walks, picnics, and breathtaking sunset views. The nearby Whitby Marina is perfect for boating enthusiasts, while the extensive trail system invites cyclists and joggers to explore the natural beauty of the area.

Families will appreciate the excellent schools and community resources available in Downtown Whitby, ensuring that children receive a quality education in a nurturing environment. Additionally, the neighborhood hosts various community events throughout the year, fostering a strong sense of belonging and camaraderie among residents.

With its perfect blend of history, culture, and modern conveniences, Downtown Whitby is more than just a place to live—it's a community where memories are made and cherished. Come and experience the charm of Downtown Whitby for yourself!

Newest Listings in Downtown 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
540 Mary Street E Unit 1-3, Whitby
$425,000
3 Beds ⋅ 1 Baths ⋅ E14123358 MLS
Welcome to this bright and spacious second-level apartment, ideally located in one of Whitby's most desirable mature neighbourhoods! Offering 3 generously sized bedrooms and 1 full bathroom, this inviting home is perfect for families, professionals, or anyone looking to enjoy the convenience of downtown living. The sun-filled living room features a large picture window that fills the space with natural light, creating a warm and welcoming atmosphere. The bright eat-in kitchen offers plenty of room for family meals and everyday living. Spacious bedrooms provide comfort and flexibility for growing families, guests, or a home office. Situated just steps from vibrant Downtown Whitby, you'll enjoy easy access to transit, shopping, restaurants, banks, schools, parks, and all essential amenities. Experience the perfect blend of space, comfort, and an unbeatable location in this charming rental opportunity!

540 Mary Street E Unit 1-3, Whitby
403 Walnut Street W, Whitby
$1,099,000
7 Beds ⋅ 3 Baths ⋅ E14121096 MLS
Legal duplex with third unit ready to go...owner occupied! Whether you're looking for an investment or a family home with extra income potential, this large home in a quiet, family-friendly neighbourhood of Whitby ticks all the boxes. With seven bedrooms (one currently being used as additional family room) and three bathrooms, split across three separate living areas, this home offers ample space and tons of flexibility. Easily walkable area close to schools, stores, public transit, school bus routes, and amenities. Just minutes to the 401 and 407. Fully fenced backyard with patio, lots of parking, and many upgrades throughout the house. New since 2022: composite front deck, hot water heater, main floor and upstairs windows, A/C, bathrooms refinished, upgraded insulation, and multiple appliances. This lovingly maintained house is move-in ready for its new family!

403 Walnut Street W, 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
64 Jerseyville Way, Whitby
$749,000
3 Beds ⋅ 3 Baths ⋅ E14114006 MLS
Beautiful End unit freehold townhouse in the heart of Downtown Whitby. Located in a quiet child-friendly cul-de-sac, with beautiful greenspace on one side, Hardwood floor throughout, bright open-concept layout with Centre island and quartz countertops, gas fireplace with mantel in living room, stainless steel appliances, Master bedroom with 3-piece ensuite and walk-in closet, centralA/C, and full unfinished basement. Great location, close to shopping, schools, parks, 401, 407, and Go Train, fully fenced backyard.

64 Jerseyville Way, 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
130 Pine Street, Whitby
$500,000
2 Beds ⋅ 1 Baths ⋅ E14102618 MLS
66' x 132' Lot Near Downtown Whitby. Suitable Lot For Severance. Construct 2 Semis or Detached Homes. Existing Home In Small 2 Bedroom Bungalow Bungalow Built In 1852. Perfect For Someone Looking For Small Comfortable Space With Large Yard. House Requires Updating And More Suitable For Builders. Great Location In Downtown Whitby, Walk To Everything.

130 Pine Street, Whitby
201 Brock Street South N/A S Unit 221, Whitby
$420,998
1 Beds ⋅ 1 Baths ⋅ E14099598 MLS ⋅ Station No 3 BLDG.
This is downtown Whitby living at its best! The 1 Bedroom + Flex Suite at Station No. 3 Condos offers a bright, open-concept layout designed for modern living, with 9' smooth ceilings, wide-plank laminate flooring, and a flexible space perfect for a home office or additional storage. Enjoy west-facing exposure and afternoon sun through floor-to-ceiling windows, plus a private walk-out balcony. The spacious bedroom features double closets and a semi-ensuite bath. The modern kitchen impresses with a large island, quartz countertops, soft-close cabinetry, ceramic backsplash, and Delta faucets, complemented by a Smart Home System. Enjoy 1 parking space + 1 locker, state-of-the-art amenities including a gym, yoga studio, party room, and co-work space, plus the flexibility of immediate or flexible closing. Bright. Modern. Connected. Everything you want in downtown Whitby - ready when you are.

201 Brock Street South N/A S Unit 221, 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
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