Newest two storey MLS listings in Whitby - Brooklin, Taunton North, Williamsburg, Pringle Creek, Rolling Acres, Blue Grass Meadows, Lynde Creek, Port Whitby
Welcome to 66 Telegraph Dr, located in the highly sought-after Williamsburg neighbourhood. This home has been freshly painted with new carpet throughout. This all-brick, two-storey home offers 3+1 bedrooms and 3+1 bathrooms. The main level features an eat-in kitchen overlooking the family room with vaulted ceilings, allowing natural light to flood the space. A cozy gas fireplace adds warmth and charm, perfect for the winter months. The kitchen also provides walk-out access to a private fenced backyard. A separate dining area and living space offer ideal settings for formal gatherings or entertaining guests. The second floor features a primary bedroom with a walk-in closet and private ensuite. Two additional generously sized bedrooms and a full main bath complete the upper level. The finished basement adds even more living space, featuring an additional bedroom, bathroom, and wet bar, offering flexibility for recreation, guests, or home office use. Additional features include main floor laundry, interior access to the two-car garage, and a large four-car driveway with no sidewalk maintenance required. Irregular lot. Situated close to schools, parks, HWY 407/412, and many local amenities, this home combines comfort, convenience, and opportunity in one prime location.More details
Beautifully updated and meticulously maintained 4-bedroom, 4-bathroom family home situated on a rare 134' deep pie-shaped lot in a mature Whitby community. Tucked away on a quiet court, this fully finished home offers exceptional space, functionality, and curb appeal with a double car garage and driveway parking for up to six vehicles. Step inside to a traditional yet thoughtfully updated layout designed for both everyday living and entertaining. The main floor features a welcoming family room with a cozy gas fireplace and walk-out to a large private deck, creating the perfect indoor-outdoor flow. The renovated kitchen is the heart of the home, complete with a centre island, breakfast bar, pot lights, subway tile backsplash, ample cabinetry, and its own walk-out to the entertainer's deck-ideal for summer gatherings and family BBQs. Formal living and dining rooms provide elegant spaces for hosting holidays and special occasions. Convenient main floor laundry room with separate side entrance. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat featuring his-and-hers closets and a private 4-piece ensuite bath. The additional bedrooms offer ample closet space and natural light, perfect for growing families. The finished basement extends your living space with a large recreation room, office or potential 5th bedroom, 3-piece bathroom, and cold cellar-ideal for extended family, guests, or work-from-home flexibility. The expansive pie-shaped backyard offers privacy and room to play, garden, or entertain, with two walk-outs to a large deck (2025) that truly enhances the outdoor experience. Located close to excellent schools, parks, shopping, transit, and quick access to Hwy 401, this move-in ready home offers the perfect blend of space, comfort, and convenience. Just move in and enjoy!More details
Nestled in the heart of desirable Brooklin, this beautifully maintained home offers approximately 2,000 sq ft of finished living space, combining modern updates with everyday comfort. Situated on a premium lot with no sidewalk, the property features a long private driveway and impressive curb appeal.Inside, a bright open-concept layout is enhanced by 9-foot ceilings, hardwood and ceramic flooring, updated lighting, and stylish zebra blinds. The renovated kitchen (2022) anchors the main level with quartz countertops, stainless steel appliances, a sleek backsplash, tall cabinetry, and a functional centre island - perfect for family gatherings and entertaining.Walk out to a freshly stained oversized deck overlooking a spacious backyard, ideal for summer barbecues, children at play, or simply unwinding outdoors.Upstairs, generously sized bedrooms feature upgraded lighting, while bathrooms are finished with quartz counters. The primary retreat offers a private 4-piece ensuite designed for comfort and convenience.The finished basement (2022) expands the living space with laminate flooring, smooth ceilings with pot lights, a large recreation area, and a dedicated home office nook. An elegant oak staircase with iron pickets adds character, and there is rough-in potential for an additional washroom.Located minutes from quality schools, parks, golf courses, community amenities, shopping, restaurants, Costco, and with quick access to Highways 407 and 412 - plus just a short drive to Lake Scugog - this is a well-cared-for home in one of Whitby's most family-friendly neighbourhoods.More details
Beautiful 2,992 st. ft. approximately 4-year-old brick and stone home offering a legal basement apartment with separate entrance, ideal for additional rental income. This sun-filled, open-concept layout features 9-foot-ceilings, smooth ceilings, hardwood floors on the main level, elegant wood staircase, and California shutters throughout. The upgraded chef's kitchen boasts a large centre island, quartz/granite countertops, upgraded stainless steel appliances, range hood fan, stylish backsplash, and generous pantry and storage space. the inviting family room offers a cozy gas fireplace and expensive windows that flood the home with natural light. the primary bedroom retreat includes his and her walk-in closets and a luxurious 5-piece spa-like ensuite, while the second bedroom features a private balcony and ensuite, with all bedrooms offering spacious layouts and private ensuites. The professionally finished legal basement includes three bedrooms, two full bathrooms, pot lights throughout, modern finishes, and is move-in ready for rental income. Enjoy beautifully landscaped front and backyard spaces, a fully fenced yard, private driveway, and premium curb appeal. Located in a quiet, family-friendly neighbourhood within walking distance to schools, parks, and scenic trails, and minutes to shopping, transit, and Highways 401, 412, and 407. Built by Tribute Communities this exceptional home offers luxury living with smart investing potential.More details
A rare opportunity in Whitby offering scale, privacy and future potential. Set on a 0.61 Acre lot, with 2 PIN numbers, with a frontage of 109 ft, 277 ft at its deepest depth, and 145 ft across the rear of this L-Shaped property. Both the depth and width are almost never found in this neighbourhood. The existing full brick two-storey home spans close to 5,000 sq ft above grade with a triple car garage, circular driveway and an expansive backyard that feels more like a private park than a subdivision lot. Mature trees line the perimeter, creating natural separation while preserving a wide open lawn area ideal for recreation or future planning. Inside, the home offers a grand curved staircase, oversized principal rooms, six bedrooms, six bathrooms and the finished basement offers additional space, a bar and another fireplace - included in As Is condition. The scale is there. The structure is there. The canvas is ready for transformation. For buyers thinking bigger, the lot configuration opens the door to multiple possibilities, subject to due diligence and municipal approvals. Explore the potential for a severance along the angled frontage. Consider a detached garden suite or private nanny residence tucked toward the rear. Reimagine the existing footprint into a luxury estate with resort style grounds. Or hold and improve, leveraging the rarity of over a half acre in a mature pocket of Whitby. Properties with this kind of land, frontage and flexibility do not come up often. Whether you are a builder, investor or end user with vision, this is a chance to create something exceptional. Ideally located close to the 401/412, GO Train, Schools, Durham College, shopping, dining, activity centre, lake Ontario and place of worship.More details
Welcome to this LEGAL duplex with unobstructed park views on a premium pie-shaped lot. This luxury home features over 3500+ sq ft of living space with a fully finished legal basement apartment with 2 large bedrooms, separate entrance and separate laundry. The versatile layout comes with a main floor den that can be used as an office space or a main floor bedroom. The kitchen features extended cabinetry for a nice coffee bar, a large breakfast area that walks out to the deck, a kitchen island with a deep sink, and a gas stove for all your cooking needs. The mid level family room with 16ft ceilings is perfect for entertainment and to enjoy the park views from the large balcony. All the bedrooms are large in size with ample storage space. The primary room features a huge W/I closet and a 5pc ensuite washroom with jacuzzi tub, standing shower, toilet with bidet and double sinks. No sidewalks making 6 car parking! This is a property you don't want to miss.More details
Welcome to this beautifully maintained townhouse in the highly desirable Williamsburg neighbourhood, a family-friendly community known for its top-ranking schools, parks, and convenient amenities. This bright and spacious home features 3 generous bedrooms and 3 bathrooms, offering a functional layout perfect for families, professionals, or downsizers. The open-concept living and dining areas showcase stylish vinyl flooring, creating a warm and modern feel, while durable tile flooring runs through the hallway, kitchen, and bathrooms for easy maintanance. The updated kitchen is a standout, complete with elegant quartz countertops and stainless steel appliances - ideal for everyday living and entertaining alike. Located just minutes from shopping, retaurants, parks, and transit, this move-in-ready home offers comfort, convenience, and an unbeatable location.More details
Welcome to 82 Vipond Road, a beautifully maintained family home in the heart of Brooklin where thoughtful updates meet everyday comfort. Recent 2026 renovations bring a fresh, modern feel throughout, including newly refreshed and professionally painted kitchen cabinetry, a full interior repaint, refreshed bathrooms featuring updated vanities, modern plumbing fixtures, new lighting, and a remodelled laundry room designed to make daily routines easier. The main floor offers a bright, open layout with wide plank flooring, pot lights, and a beautiful feature wall with gas fireplace that anchors the living space. The kitchen is both functional and inviting with granite countertops, stainless steel appliances, a centre island, and a walkout to the backyard, making it ideal for family meals, entertaining, or casual evenings at home. Step outside to enjoy the fully fenced yard complete with a gazebo, hot tub, and natural gas BBQ line, creating a space you will actually use and enjoy. Upstairs, four generous bedrooms provide room to grow, including a spacious primary suite with walk in closet and a five piece ensuite. The upper level laundry adds everyday convenience, while the finished basement expands your living space with a large recreation area, workout or flex space, ample storage, and a rough in for a future bathroom. Set in one of Brooklin's most family friendly neighbourhoods, this home is close to top rated schools, parks, the Brooklin Community Centre and Library, steps to public transit and all the incredible shops and restaurants downtown Brooklin. The community, is incredible and the neighbours are so welcoming! You can settle in and feel at home from day one.More details
Show Stopper of a Home in the Sought After Port of Whitby! This Beautiful 3 Bedroom, 3 Bathroom Home has been Lovingly Cared For, and had $$$ in Renovations in Recent Years! Stunning Re-Imagined Chef's Kitchen with Quartz Countertops, Breakfast Bar, Garburator (2026), Reverse Osmosis System (R/O Tank 2025), Stainless Steel Appliances (Dishwasher 2025), that Walks Out to the Deck with Gazebo and Oversized Backyard on a Corner Lot! Tons of Space to Relax or Garden in this South Facing Backyard, & Lots of Space for the Kids or Grandkids to Play. Main Floor Open Concept Living / Dining / Kitchen Ensures Everyone Stays Connected, and is Great for Entertaining! Gas Fireplace in Living Room, Makes the Space Cozy and Inviting. Lots of Windows Flood the the Main Floor with Natural Light Throughout! 2pc Powder Room and Garage Access Complete the Main Floor. Walk up the Spiral Staircase to an Oversized Primary Bedroom with Gorgeous, Spa-Like Ensuite and Walk-In Closet; As Well As 2 Additional Bedrooms and a 2nd Beautifully Renovated 3 Pc Bathroom! You're Never Going to Want to Leave Home with All of These Upgraded Spaces! The Basement Features Plenty of Storage, Laundry Area and Large Rec Room, Great for TV Watching, Home Gym or Home Office. Did we Mention the Wrap Around Front Porch, with Views of Portage Park & Ball Diamond? And the Double Wide Driveway, so No Shuffling Cars at this House! On Top of That, it's Walking Distance to the Lake and Trails, so Take your Kayak down for a Paddle this Summer and Soak in All this Neighbourhood has to Offer! Roof (2017), Furnace and AC (2017), Back Deck (2023), Front Doors (2022), Windows (2011). Minutes to the 401 & GO Train for Commuters, Close to Shopping, Restaurants, Whitby Shores Public School (around the corner), Parks and Walking Trails.More details
Why This Property Stands Out? The "In-Law" Advantage: Having a separate entrance and two kitchens is a huge value-add. In this market, that basement suite isn't just for family-it's a powerful tool to offset interest rates or increase your ROI. Commercial Potential: The mention of "Future Commercial Zoning" and "Home Based Business" is key. If you're a professional (accountant, therapist, RMT, Realtor, retailer, etc.), being able to run a practice out of a character-filled home saves you massive overhead on office rent. Location Logistics: Being in downtown Whitby, close to major establishments, the 401 and the GO Station is the ultimate safety net for property value. Commuters will always prioritize this pocket of Downtown Whitby. Low Immediate CapEx: The newly renovated interior and newly installed heat pumps are a major win. It's one less "big ticket" item to worry about in your first few years of ownership.More details
Data was last updated March 4, 2026 at 01:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.