Downtown Whitby Homes with 31-50 Approx Age

Welcome to Downtown Whitby, a charming neighborhood that beautifully blends historic charm with modern convenience. Nestled in the heart of Whitby, Ontario, this vibrant community offers a unique lifestyle for families, young professionals, and retirees alike. With its tree-lined streets and friendly atmosphere, Downtown Whitby is perfect for those looking to settle in a welcoming environment.

The neighborhood is rich in history, showcasing homes that range from 31 to 50 years old. These residences reflect a time when craftsmanship and character were paramount, providing a warm and inviting ambiance that newer constructions often lack. Many of these homes feature classic architectural styles, complete with intricate details and spacious layouts, making them ideal for those who appreciate a touch of nostalgia.

Residents of Downtown Whitby enjoy easy access to a variety of amenities, including quaint shops, delightful cafes, and vibrant parks. The area is also well-connected, with public transportation options and major highways nearby, making commuting a breeze. Families will appreciate the proximity to reputable schools and recreational facilities, providing ample opportunities for children to thrive.

Moreover, Downtown Whitby hosts a range of community events throughout the year, fostering a sense of belonging among neighbors. Whether it’s a summer festival or a winter market, there’s always something happening to bring the community together.

With its perfect blend of history, charm, and modern conveniences, Downtown Whitby is not just a place to live; it’s a place to call home. Come and discover the warmth of this delightful neighborhood today!

Newest Downtown Whitby Homes with 31-50 Approx Age

$924,900

3 Beds ⋅ 3 Baths ⋅ E13534102 MLS

22 Ladies College Drive is a showpiece of timeless elegance, nestled beneath a canopy of mature trees in one of Downtown Whitby's most prestigious and sought-after neighbourhoods. From the moment you arrive, the exceptional curb appeal and meticulously landscaped grounds set the stage for what awaits inside. Beautifully finished from top to bottom, this impressive 3-bedroom home (easily converted back to 4 bedrooms) showcases quality craftsmanship and thoughtful upgrades throughout. The heart of the home is the stunning gourmet kitchen, featuring quartz countertops, a centre island with breakfast bar, custom cabinetry with built-in pantry, and an open-concept design that flows effortlessly into the spacious dining area-perfect for everyday living and entertaining. The inviting living room with gleaming hardwood floors offers an elegant space to gather, while the cozy family room with gas fireplace and garden door walk-out leads to your own private backyard retreat. Designed to impress, the award-worthy landscaping surrounds a heated inground pool with a brand-new liner and brand new rubberized pool decking (2026), newly resurfaced deck boards (2026), louvered pergola (2026), and multiple areas to relax, entertain, and enjoy summer days in complete privacy. The primary suite offers a walk-in closet and beautifully appointed 3-piece ensuite, creating the perfect place to unwind. The professionally finished lower level extends the living space with a generous recreation room featuring a stylish wet bar with built-in cabinetry, dedicated games area, recessed illuminated poster displays, built-in desk ideal for working from home, and abundant storage. Ideally located just minutes from Trafalgar Castle School, parks, walking trails, the charming boutiques and restaurants of vibrant Downtown Whitby, Highway 401, and the Whitby GO Station, this exceptional home perfectly combines luxury, comfort, and convenience.

22 Ladies College Drive, Whitby

$499,900

3 Beds ⋅ 2 Baths ⋅ E13506124 MLS

Discover easy, low-maintenance living in this beautifully updated 3-bedroom townhome, tucked away on a quiet, family-friendly court in one of Whitby's most convenient locations. Thoughtfully designed for busy professionals, commuters, downsizers, or anyone looking for a well-cared-for home without the upkeep of a large property.The bright, open-concept main floor offers a warm and inviting space to gather, featuring an updated kitchen with stainless steel appliances, a generous breakfast bar, and seamless flow into the living and dining areas.Upstairs, you'll find three spacious bedrooms and a stylishly renovated bathroom, while the versatile ground-level rec room can easily function as a home office, guest space, gym, or fourth bedroom. Direct garage access and a convenient 2-piece bath add to the home's functionality.Step outside to your private, maintenance-free patio - the perfect space to unwind, entertain, or enjoy morning coffee without the work of maintaining a traditional backyard.Located just minutes to Hwy 401 and the GO Train, this move-in-ready home is ideal for commuters seeking comfort, convenience, and carefree living. Well-managed complex with maintenance fees covering exterior upkeep, snow removal, and more. Close to parks, schools, shopping, restaurants, and everyday amenities.

303 Garden Street Unit 12, Whitby

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