Downtown Whitby Homes with 100+ Approx Age

Welcome to Downtown Whitby, a vibrant and charming neighborhood that beautifully marries history with modern living. Nestled in the heart of Whitby, Ontario, this area boasts a rich heritage, with homes that often exceed 100 years in age, each telling its unique story. The architectural diversity here ranges from classic Victorian and Edwardian styles to more contemporary designs, providing an eclectic mix that appeals to a variety of tastes.

Strolling through the tree-lined streets of Downtown Whitby, residents and visitors alike are greeted by a warm sense of community. Local shops, cafes, and restaurants thrive, offering everything from artisanal coffee to delightful dining experiences. The area is also home to several parks and green spaces, perfect for family outings, leisurely walks, or simply enjoying a sunny afternoon.

For families, Downtown Whitby is an ideal location, with access to reputable schools and community centers. The neighborhood is well-connected via public transit, making it easy to commute to nearby cities while still enjoying the tranquility of suburban life.

Cultural events and festivals are a staple in Downtown Whitby, fostering a strong sense of community and connection among residents. Whether you’re exploring the local farmers’ market or enjoying the art galleries and boutiques, there’s always something happening.

If you’re considering a home in this historical yet lively neighborhood, you’ll find that the charm of Downtown Whitby lies not just in its beautiful homes but also in the vibrant community spirit that makes it truly special. Come and discover the timeless appeal of Downtown Whitby—where history and modernity coexist harmoniously!

Newest Downtown Whitby Homes with 100+ Approx Age

$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

$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

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