Downtown Whitby Real Estate

Downtown Whitby Real Estate

Welcome to Downtown Whitby, a charming and vibrant neighborhood that perfectly blends small-town charm with modern conveniences. Nestled in the heart of Whitby, Ontario, this area is a hidden gem that offers an inviting atmosphere for residents and visitors alike.

Downtown Whitby is characterized by its picturesque streets lined with historic buildings, unique boutiques, and an array of delightful cafes and restaurants. Stroll along Brock Street and discover local shops that showcase artisanal goods, fashion, and home décor. The community embraces its heritage, with beautifully preserved architecture that tells the story of the town's rich history.

For those who appreciate the outdoors, Downtown Whitby boasts numerous parks and green spaces, perfect for leisurely walks, picnics, or simply soaking in the natural beauty. The nearby Whitby Harbour offers stunning waterfront views and recreational activities, making it a favorite spot for families and nature enthusiasts.

The neighborhood is also home to a vibrant arts scene, with galleries and cultural events that celebrate local talent. The Whitby Public Library and the Station Gallery host various programs and exhibitions, ensuring there’s always something new to experience.

With excellent schools, convenient public transportation, and a strong sense of community, Downtown Whitby is an ideal place for families, young professionals, and retirees alike. Whether you're looking to buy a cozy home or rent an apartment, this neighborhood offers a welcoming environment that feels like home. Come and explore Downtown Whitby, where community spirit and modern living harmoniously coexist!

Newest Listings in Downtown Whitby

$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
$699,900
4 Beds ⋅ 4 Baths ⋅ E13826540 MLS
Welcome to this turnkey, luxury freehold townhome in the heart of Downtown Whitby! This completely reimagined, open-concept home offers the spacious feel of a large detached property with the ultimate perk: zero maintenance fees and no grass to cut. Every inch of this carpet-free interior (except lower stairs) has a premium list of 2025 updates. Enjoy smooth ceilings (no popcorn!), brand-new flooring, fresh paint, modern interior doors, upgraded hardware, and chic light fixtures throughout. The mechanicals are entirely worry-free with new energy efficient furnace and A/C units. The main level is an entertainer's dream, boasting a fully open-concept layout centred with a newly updated modern and cozy, gas fireplace. The modern kitchen is a chef's delight, with extended quartz countertops, a deep basin sink, stylish ceramic backsplash, and all-new stainless steel appliances. Up the new oak stained open staircase- you will find three generous bedrooms. The primary retreat features a large walk-in closet, an additional single closet, dramatic floor-to-ceiling arched window and a 4-piece ensuite with a fully remodeled custom bath and shower. All bathrooms feature new vanities, flooring, and fixtures. The Lower level offers a unique bonus: a full in-law suite (or business location) with its own separate front entrance, second kitchen, and an extra-large bedroom/Service room -perfect for extended family, grown children or small business. Unique zoning allows for a wide range of business opportunities to be operated here from. Similar local units rent for approximately $1,700+/month! Step out your gated back yard steps away from a fantastic play and splash park. You are walking distance to downtown's prime shops, top-tier restaurants, bars, and the vibrant summer farmer's market. Commuting is a breeze, located just minutes from the 401, 407, and the Whitby GO Station. Just move in and enjoy!

426 Brock Street 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
$599,900
3 Beds ⋅ 3 Baths ⋅ E13802504 MLS
A Whitby Price Point That Makes Getting Into The Market Feel Possible Again! This End-Unit Townhouse Delivers An Impressive Amount Of Space In A Sought-After Neighbourhood, With Low Monthly Condo Fees That Even Include Water. Inside, Everything Feels Fresh, Bright And Ready For Its Next Owner. The Entire Home Has Been Newly Painted, The Lighting Has Been Updated And Every Level Is Spotlessly Clean And Move-In Ready. The Main Floor Has An Extra-Deep Living Room Plus A Seriously Spacious Eat-In Kitchen With Stainless Steel Appliances, A Breakfast Bar And Enough Room For A Proper Dining Table. Upstairs Are Three Well-Sized Bedrooms And Two Full Bathrooms, Including A Primary Suite With Its Own 3-Piece Ensuite And Walk-In Closet. Downstairs Doesn't Feel Like A Basement At All! Completely Above Grade, This Finished Level Has A Spacious Family Room, A Full Walkout To The Deck And Fully Fenced Backyard With Brand-New Sod, Plus Laundry And Direct Garage Access. And Because It's An End Unit, Getting to the backyard is easy, a feature you rarely find with townhouse living! All Of This In A Quiet, Established Whitby Neighbourhood Close To Schools, Amenities, Commuter Routes And The Shops And Restaurants Of Downtown Whitby. For Buyers Who Want More House Without Stretching To A Freehold Price, This One Deserves A Serious Look!

33 Aspen Park Way, 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
$789,990
4 Beds ⋅ 3 Baths ⋅ E13792704 MLS
Welcome to this beautiful, freshly painted, approximately 2-year-old 3+1 bed, 2.5 bath home in Whitby. Offering over 1,900 sq ft of open concept living space, this move-in ready home features 9 ft ceilings, upgraded hardwood flooring throughout, and a modern kitchen with extended cabinets, quartz countertops, and stainless steel appliances. Enjoy natural oak finish pickets and railings, LED lighting throughout, and full width vanity mirrors. The living area provides access to the balcony, while the lower level offers additional living space ideal for a home office or 4th bedroom, with garage access and a walkout to the backyard. Perfect for first-time homebuyers or families seeking additional space. Located in a desirable Whitby neighbourhood, this home is ready to welcome you!

24 Calloway Way, Whitby
$450,354
1 Beds ⋅ 2 Baths ⋅ E13785050 MLS
Live in the heart of downtown Whitby at Station No. 3 Condos! The Brock Suite delivers 625 sq. ft. of stylish, thoughtfully designed living with 1 bedroom, a spacious den with sliding glass doors, and 2 bathrooms - giving you the flexibility and space you've been looking for. Soak in incredible natural light through floor-to-ceiling windows, then step out onto your private balcony from the living room.The modern kitchen features a large island, quartz countertops, and Smart Home System. Enjoy 1 parking space + 1 locker, plus resort-style amenities including a gym, yoga studio, and party room - all in a vibrant downtown location close to everything Whitby has to offer. Stylish. Spacious. Connected. This is downtown Whitby living done right - and it's waiting for you.

201 Brock Street S Unit 210, Whitby
$599,000
4 Beds ⋅ 2 Baths ⋅ E13783172 MLS
Great Investment Property For Young Growing Family. Freshly Painted 2-Storey End Unit With Walk out And Separate Entrance Basement With 1 room, Living Area And 3 Pieces Bathroom. Bright Open Spaces On The Main Level. Upgraded Kitchen Cabinets With Granite Counters And Backsplash. Stainless Steel Appliances. Close To The 401, Public School, Restaurants, Malls & Other Shopping Walking Distance Away. Visitor Parking Is Next To The Unit, Children Play Area & Easy Access Walk To Path To Garden Street.

303 Garden Street Unit 13, Whitby
$449,900
3 Beds ⋅ 1 Baths ⋅ E13778814 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
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