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

$1,275,000
4 Beds 4 Baths E13664578 MLS
Welcome to this exceptional 4-bedroom, 4-bathroom detached home in the highly desirableWilliamsburg community of Whitby. Offering approximately 3,180 sq ft of beautifully finished living space and situated on a premium oversized lot, this home combines generous space, thoughtful design, quality finishes, and numerous recent upgrades. From the moment you arrive, the charming front porch and attractive curb appeal create a warm first impression. The bright and spacious main floor features an excellent layout with formal living and dining areas, a dedicated home office, and a large family room with a gas fireplace.The chef-inspired kitchen is the heart of the home and features quartz countertops, a large centre island with breakfast bar, custom backsplash, pantry, and premium KitchenAid stainless steel appliances, including a gas range, double built-in oven, and French door refrigerator.The generous breakfast area provides a walkout to the beautifully landscaped backyard, creating an ideal space for family gatherings and outdoor entertaining.A convenient main-floor laundry room with direct access to the garage adds to the functionalityof this well-planned home. Upstairs, the rare two-staircase layout provides excellent flow and leads to a spacious second family room with a second gas fireplace. The primary bedroom is atrue retreat with a walk-in closet and luxurious 5-piece ensuite. Two additional bedrooms share a convenient semi-ensuite, while the fourth bedroom offers its own private 4-piece ensuite and walk-in closet, making it ideal for guests, teenagers, or extended family.The unfinished basement extends across almost the entire footprint of the home and offers tremendous potential for the future. Recent updates include furnace (2025), A/C (2025), roof(2025), and upgraded pot lights throughout the home. Ideally located close to schools, parks, trails, shopping, restaurants, public transit, and major highways.

55 Medland Avenue E, Whitby

$925,000
4 Beds 3 Baths E13664270 MLS
Welcome to 119 Frederick Street, where space, comfort and an incredible backyard come together in an established Whitby neighbourhood. Set on an impressive 52 x 167 ft lot, this 4-bedroom home offers the room today's families are looking for, inside and out. Step inside to a welcoming layout with spacious living and dining areas and a refreshed kitchen featuring professionally painted cabinetry, pantry storage, stone countertops and updated lighting. The family room provides the perfect place to relax and gather, complete with a gas fireplace. Upstairs, you'll find four bedrooms, including a primary bedroom 2 piece ensuite, along with an updated main bathroom. The partially finished basement extends the living space with a laundry area, craft room, cold room, additional storage and plenty of flexibility to suit your needs. A double garage with workbench and overhead storage adds even more function. Outside is where this property truly shines. The fully fenced, south-facing backyard offers exceptional space to play, garden, entertain or simply unwind, surrounded by mature trees, shrubs and perennial gardens. Enjoy summer days on the deck or under the covered deck with plenty of open lawn and possibilities for creating your own outdoor retreat. Ideally situated with convenient access to parks, trails, transit, shopping, recreation and commuter routes. Blue Grass Meadows is loved for its mature surroundings and convenient Whitby location, with nearby parks and trails, public transit, shopping, everyday amenities and the Civic Recreation Complex. A wonderful opportunity to enjoy generous indoor space, exceptional outdoor living and an established neighbourhood close to everything you need. 119 Frederick Street is ready to welcome its next chapter.

119 Frederick Street, Whitby

$1,238,990
4 Beds 5 Baths E13664154 MLS
Welcome to this stunning, Detached Model offering 3,145 sq. ft. of beautifully finished spaces. Boasting 4 spacious bedrooms and 5 washrooms. Only $70,000 additional for Ravine Lot and Walkout Basement ~ The main floor welcomes you with a spacious Family Room, Dining Room and Den with Gleaming Hardwood Flooring and walkout to backyard, expanding your living space to the outdoors, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates.

Lot 8 Joyce Marshall Drive, Whitby

$838,000
6 Beds 4 Baths E13661764 MLS
4+2 bedroom freehold corner-unit townhouse in sought-after Pringle Creek - with a fully self-contained 2-bedroom in-law suite and dual-living flexibility you rarely find at this price point. The corner position lives like a semi-detached: extra windows, abundant light, added privacy, and real street presence - without the semi premium. Just 8 years young, freshly painted, and move-in ready with a brand-new 2026 stainless steel fridge and stove. Nothing to update - simply unpack and enjoy. The main floor flows from a bright open great room with walk-out to the fenced yard, into a separate dining room with picture window, and a granite kitchen with breakfast area and built-in dishwasher. A powder room completes the level. Upstairs offers 4 generous bedrooms, including a primary retreat with 5-piece ensuite, walk-in closet, and Juliet balcony (echoed in the second bedroom). Two full baths plus the everyday luxury of upper-level laundry. The lower level is the true differentiator: a complete 2-bedroom, 1-bath suite with private entrance through the garage. Appointed with a kitchenette (induction cooktop, microwave-hood, dedicated fridge), its own 2-in-1 washer-dryer, queen bed and mattress, all light fixtures, and window coverings - turn-key for extended family or a tenant. Previously leased at $1,750/month to offset carrying costs (current market rate to be verified by buyer). Outside, enjoy a fully fenced yard with newer 2023 fencing. The location delivers too: C.E. Broughton Public School is a 3-minute walk (300m), with parks, library, transit, and Highways 401/407 all close at hand. Vacant and ready for a quick close.

37 Prospect Way, Whitby

$2,100,000
5 Beds 5 Baths E13659920 MLS
Welcome to an exceptional custom-built bungalow by Andelwood Homes, set within the prestigious Chateaus of Wilson House Drive in the quiet hamlet of Ashburn. Situated on a beautifully landscaped 0.80-acre lot, this impressive residence offers over 6,000 SF of finished living space, a 4-car garage, and a rare combination of space, privacy, craftsmanship, and versatile multi-generational living. The expansive main level features 9-ft ceilings, stained red oak hardwood flooring, Carrara marble tile, coffered ceilings, crystal chandeliers, and extensive custom millwork. At the heart of the home, the open-concept kitchen, breakfast area, and family room provide an ideal setting for everyday living and entertaining. The chef's kitchen features granite countertops and backsplash, a 36" Wolf gas range, professional-grade appliances, custom island with breakfast bar, built-in refrigerator, beverage centre, and French doors opening to the upper deck with gas BBQ hookup. The family room is highlighted by a marble-surround gas fireplace and French-style windows overlooking the private grounds. The main floor primary retreat offers a spacious sitting area and well-appointed ensuite, while additional bedrooms provide flexibility for family, guests, or home offices. The professionally finished walk-out lower level offers 9-ft ceilings, large windows, additional bedrooms, an expansive recreation and entertainment area with custom bar, and direct access to the interlock patio and garage-ideal for extended family or multi-generational living. Additional features include a hard-wired gas generator, irrigation system, owned security system, upgraded mechanicals, built-in surround sound, extensive parking, and beautifully maintained grounds. A rare estate bungalow offering exceptional scale and versatility in one of Durham Region's established estate communities.

19 Wilson House Drive, Whitby

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