Whitby Real Estate Search

Whitby Properties For Sale in 2026 Market

The 2026 market positions Whitby as a prime location for stable long-term investment and elevated lifestyle. Downtown Whitby continues its trajectory as a dynamic hub for cultural events and local enterprise, while highly sought-after areas like Brooklin are optimized for family living, offering immediate access to premium schools and green spaces. Buyers can explore spacious Single-family homes, classic Bungalows, and efficient Townhomes. Port Whitby is your gateway to premium waterfront living, providing stylish Condos and marina access. For proactive investors, secure undeveloped Land or high-potential Commercial properties. Discover the luxury of Homes with a pool or track new inventory with Just-listed properties.

Whitby’s established infrastructure, including the Iroquois Park Sports Centre and robust transit options via the Whitby GO Station, makes it a superior choice for modern commuters. Strategic highway access ensures connectivity across the GTA. The 2026 market rewards buyers who prioritize convenience, community engagement, and future valuation growth. Whitby is ready for your next move.

Newest Whitby Properties for Sale

38 Silverbirch Place, Whitby
$1,169,900
6 Beds ⋅ 4 Baths ⋅ E13679818 MLS
Welcome to this beautifully maintained 4-bedroom executive home, complete with a fully finished walk-out legal basement apartment, nestled on a premium pie-shaped, pool-sized lot with no rear neighbours - backing directly onto serene parkland for ultimate privacy and views. Step into the bright and spacious main floor featuring a sun-filled living room with large windows and gleaming hardwood floors, perfect for relaxing or entertaining. The formal dining room offers an elegant space for family gatherings and special occasions. The gourmet kitchen is a chefs dream, showcasing sleek countertops, custom backsplash, stainless steel appliances, pot lights, and crown moulding. A cheerful breakfast area overlooks the backyard and provides direct access to a large deck ideal for outdoor dining and enjoying the peaceful, fully fenced yard and park views. Just off the kitchen, a warm and inviting family room features a cozy gas fireplace the perfect space for casual nights in or entertaining guests. Upstairs, you'll find four generously sized bedrooms with ample closet space. The luxurious primary suite features a spa-inspired ensuite with a soaker tub, separate walk-in shower, and dual vanities a perfect retreat after a long day. The fully finished basement boasts a bright and modern two-bedroom apartment with a private walk-out entrance - ideal for multi-generational living or rental income potential. Located in a highly desirable neighbourhood close to top schools, parks, transit, and amenities, this exceptional property offers comfort, privacy, and versatility. Don't miss this rare opportunity!

38 Silverbirch Place, Whitby

227 Brock Street S, Whitby
$490,000
8 Baths ⋅ E13679684 MLS
Exceptional Indian Restaurant Business for Sale in Prime Whitty Location An outstanding opportunity to acquire a thriving, fully operational Indian restaurant in one of Whitty's high-traffic commercial areas.This well-established business has built a loyal customer base and enjoys an excellent reputation for authentic Indian cuisine, dine-in service, takeout, catering, and private events. Spanning approximately 5,000 sq. ft., the restaurant features a beautifully designed dining area with seating for 60 guests, along with a spacious banquet hall accommodating up to 100 guests-perfect for birthdays, anniversaries, corporate events, and community gatherings and a Beautiful 3season Patio area which can be booked for small group parties .The business is being sold as a complete turnkey operation, allowing a new owner to step in and begin operations immediately. The premises are fully equipped with a commercial-grade kitchen, quality fixtures, furnishings, and equipment, offering everything needed to continue operating without interruption. With a favorable lease in place at $7,000 per month plus HST, this business presents an excellent opportunity for experienced restaurateurs, entrepreneurs, or investors looking to expand their hospitality portfolio. Strategically located in a busy commercial corridor with excellent visibility, ample customer parking, and easy access, the restaurant benefits from consistent foot traffic and strong growth potential. There are numerous opportunities to further increase revenue through expanded catering services, online delivery platforms, additional marketing initiatives, and extended operating hours.

227 Brock Street S, Whitby

63 Kennett Drive, Whitby
$1,449,900
4 Beds ⋅ 4 Baths ⋅ E13677874 MLS
NEW PRICE ! Some homes reveal their quality slowly. 63 Kennett Drive makes its impression before you reach the front door. Set beneath a canopy of mature trees, this distinguished brick residence feels established, private and beautifully at home in its surroundings. Manicured gardens frame the entrance, while the double garage and classic architecture give the property a quiet sense of presence. Inside, the mood is equally considered. A gracious foyer opens to generous principal rooms where rich hardwood, soft natural light and an understated palette create spaces that feel elegant without feeling formal. The living room invites conversation; the dining room was made for long dinners, celebrations and evenings that extend well beyond dessert. The kitchen is where the home truly comes alive. Upgraded cabinetry rises dramatically against granite surfaces and stainless steel, while an expansive peninsula creates a natural gathering place. Beyond it, the breakfast area is wrapped in windows, filling the space with sunlight and garden views. Patio doors lead to a private backyard surrounded by mature greenery. It is a setting made for unhurried summer evenings, dinner outside and weekends with nowhere else to be. Enjoy the beautiful salt water pool with waterfall feature, overlooking the ravine. What distinguishes 63 Kennett Drive isn't any single feature. It's the way the home comes together-the established setting, the natural light, the generous rooms, the connection to the outdoors and the sense that everything has found its place. This is not a house trying to impress. It simply does. For those who value warmth over excess, substance over spectacle and a home that feels as good as it looks, 63 Kennett Drive is something special. Steps from top-rated schools, parks, walking trails, and Whitby's vibrant downtown, with quick access to public transit, Highways 407, 412, and 401, this is a rare opportunity to own one of the community's most sought-after home.

63 Kennett Drive, Whitby

4 Divine Drive, Whitby
$1,079,000
5 Beds ⋅ 4 Baths ⋅ E13672542 MLS
Welcome to this exceptional family home in the highly desirable Rolling Acres! 4+1 Bedrooms, 4 bathrooms, Finished Basement. 2530 Sq.Ft above Grade + 977 Sq.ft Bsmt, Total 3507 Sq.ft. Step in through the grand foyer with soaring ceilings, you'll appreciate the space, warmth, and thoughtful layout this home has to offer. Large main floor is designed for both everyday living and entertaining, featuring a formal living room, elegant dining room, spacious family room, bright kitchen, convenient main floor laundry, and inside access to the double car garage. A stunning double-sided fireplace creates a beautiful focal point between the living and family rooms, while hardwood floors and pot lights add timeless style throughout the main level. The upper level offers 4 spacious bedrooms and two full bathrooms, making this the perfect home for growing families, multi-generational living, or those needing extra space for guests or a home office. The professionally renovated basement (2020) is a standout feature, offering a large family room, recreation area, second laundry room, and incredible flexibility to suit your lifestyle. Enjoy peace of mind with numerous updates, including shingles (2017), garage doors (2016), and fresh paint (2022). Outside, beautiful interlocking, a garden shed, and a well-maintained yard provide the perfect setting for summer barbecues, family gatherings, or simply relaxing outdoors. Ideally located just minutes from top-rated schools, parks, shopping, restaurants, public transit, recreation facilities, and easy access to Highways 401, 407, and 412, this move-in-ready home offers the perfect blend of comfort, style, and convenience in one of Whitby's most sought-after family communities. Basement doe shave room to convert the great room to a 2nd Bedroom. Entrance to the basement is beside the garage entrance, possible separate entrance to the basement, with room in the basement to put in a Kitchen, and possibly a 6th bedroom in the basement.

4 Divine Drive, Whitby

99 Colston Avenue, Whitby
$1,639,000
3 Beds ⋅ 2 Baths ⋅ E13669856 MLS
Where timeless character meets modern luxury in the heart of Brooklin.Set on an expansive 75' x 200'+ lot in one of Brooklin's most prestigious neighbourhoods, this exceptional century home seamlessly blends the warmth and character of its heritage with the sophistication and comfort of a thoughtfully updated contemporary residence.A generous addition creates an impressive amount of living space, while wide-plank hardwood floors and refined finishes bring warmth and character throughout. The chef-inspired kitchen features premium Fisher & Paykel appliances, including a gas range and refrigerator, making it equally suited for everyday living and entertaining.The thoughtfully redesigned second level offers three spacious bedrooms, converted from the original four to create a truly impressive primary retreat. The large primary bedroom features a spacious four-piece spa-inspired ensuite complete with a soaker tub and separate shower. Designed to function as both a luxurious ensuite and convenient upper-level main bathroom, it offers exceptional comfort and practicality. A versatile loft space adds even more living flexibility-ideal as a media room, home office, reading area or peaceful retreat.Outside, the possibilities are exceptional. The expansive backyard offers room for virtually any pool, outdoor entertaining space, gardens or private retreat you can envision. A new detached 2.5-car garage with EV charger provides ample space for vehicles, recreational toys, storage and hobbies, while the widened driveway adds convenience and parking.Just steps from downtown Brooklin's charming shops, restaurants, parks and pathways, with top-ranked schools, Highway 407, Longo's, and proposed future hospital and recreational amenities all just minutes away.More than an updated century home, this is a rare opportunity to own a property with history, personality, space and modern convenience in one of Brooklin's most desirable locations.

99 Colston Avenue, Whitby

14 Micklefield Avenue, Whitby
$1,699,000
6 Beds ⋅ 5 Baths ⋅ E13669080 MLS
There is a different rhythm to life at 14 Micklefield Ave. Built in 2019 and set on one of the subdivision's largest lots, the home opens to a ravine and river beyond the backyard. Summer moves easily from the kitchen to the pool, deck and shaded gazebos. Evenings settle in under layered exterior lighting, with the water and trees as the backdrop. Inside, the home carries the same sense of ease. Hardwood, coffered ceilings and detailed wainscoting give the main floor quiet presence, while the newly updated 2026 kitchen brings everyone together around a substantial centre island, stone counters, stainless steel appliances, generous pantry storage and a bright breakfast area overlooking the backyard. The adjoining family room, warmed by a gas fireplace, feels naturally connected to it all. Upstairs, each of the four bedrooms has a walk-in closet with custom organizers. Two have private ensuites, while the remaining two share a semi-ensuite. All five bathrooms have been upgraded. The lower level creates another complete layer of living, with two additional bedrooms, a full kitchen, its own laundry, living room with electric fireplace, gym, freezer pantry and walk-up access. An exceptionally flexible space for extended family, older children or guests. Outside, a heated 15' x 30' fibreglass pool with smart features anchors approximately 2,000 sq. ft. of interlock with a waterfall and lighting, a BBQ gazebo, and a hardtop gazebo, all framed by the ravine beyond. A double garage, four-car driveway, EV charger, smart lock and automated blinds on the rear-facing main-floor windows add everyday ease. Close to Cullen Central Park, scenic trails, Thermea Spa Village, shopping and restaurants, with convenient highway connections, the setting offers something increasingly difficult to find: nature at the back door and the city within easy reach.

14 Micklefield Avenue, Whitby

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