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

29 Vickery Street, Whitby
$1,139,900
4 Beds ⋅ 4 Baths ⋅ E13848568 MLS
Welcome to this stunning 4-year-new Paradise Developments home featuring an upgraded elevation, ideally situated in the sought-after Park Vista community of North Whitby, within the school district for some of Whitby's top-rated schools. Steps from Heber Down Conservation Area, with walking paths and pickleball courts a 1min walk from your front door. Thoughtfully upgraded throughout, this beautiful home features a functional, well-designed layout with an open-concept main floor, extensive oak hardwood floors, including staircase, and designer Hunter Douglas window coverings. Convenient mudroom off the garage adds everyday functionality and organization. The dining room provides an inviting space for entertaining, while the spacious family room features a modern built-in electric fireplace and backyard views. At the heart of the home is the gourmet kitchen, featuring upgraded tile flooring and a 9-ft Caesarstone quartz waterfall island with breakfast bar and pendant lighting. Built-in Bosch appliances include a gas range and dual oven/microwave, complemented by pot-and-pan drawers and ample storage. Bright breakfast area features a sliding glass walkout to the fully fenced yard, complete with an interlocking patio ('25), creating an ideal setting for outdoor dining and entertaining. The spacious primary retreat offers a walk-in closet and spa-inspired 5pc ensuite with a frameless glass shower featuring a waterfall rain showerhead, double quartz vanity, and a relaxing freestanding soaker tub. Bedrooms 2 and 3 share a convenient 4pc Jack & Jill ensuite. Everyday amenities are just mins away, including Superstore, Walmart, and a variety of restaurants. Commuters will appreciate easy access to Highways 407/412, while the surrounding parks, trails and recreation provide endless opportunities to enjoy the outdoors. Beautifully upgraded and offering the perfect balance of style, comfort, and everyday convenience in one of Whitby's most desirable communities!

29 Vickery Street, Whitby

312 Walnut Street W, Whitby
$799,900
4 Beds ⋅ 3 Baths ⋅ E13846852 MLS
A Rare Piece of Old Whitby on an Extraordinary 198-Foot-Deep Lot. Discover the timeless character and remarkable possibilities of this charming century home, ideally situated in one of Old Whitby's most established and sought-after neighbourhoods. Offering approximately 2,000 sq. ft. of living space and set on an impressive 48 x 198-foot lot, this exceptional property offers a rare combination of space, privacy and history, with expansive grounds and ample room for a future pool, gardens and outdoor entertaining. A welcoming covered front porch sets the tone, offering the perfect place to relax and enjoy the quiet, tree-lined surroundings. Inside, the home blends century charm with comfortable family living. The main level features a spacious kitchen, generous living and dining areas, plus a separate family room with a 3-piece bathroom and a walkout to the deck and the magnificent deep backyard. Upstairs are three bedrooms and a full bathroom, while the lower level expands the living space with a fourth bedroom, tea kitchen, powder room and additional living area-ideal for guests, extended family or flexible use. A standout feature is the massive insulated garage, over 500 sq. ft.-an incredible space for the hobbyist, collector, workshop, studio, or ultimate retreat. All this within walking distance of Downtown Whitby, with shopping, dining, entertainment, and everyday amenities. A rare opportunity to own a character-filled home on an extraordinary lot in historic Old Whitby.

312 Walnut Street W, Whitby

14 Floree Street, Whitby
$899,000
4 Beds ⋅ 4 Baths ⋅ E13846686 MLS
Welcome to this bright and well maintained family home nested in the highly desirable Taunton North community of Whitby. This move-in ready property is perfect for families who can enjoy the peacefulness of a quiet street and wonderful neighbours. Offering 3+1 bedrooms and 3.5 washrooms, step inside to a bright, sun-filled layout designed for contemporary living. The spacious living room invites relaxation with its cozy fireplace. The kitchen has beautiful new countertops for a modern touch to the heart of this house. The large formal dining room has a 12 ft ceiling with a palladium window for a great garden view. The hardwood floors, pot lights, freshly painted walls, and built-in interior wood shutters all offer a clean look throughout the house . The second floor hosts 3 good-sized bedrooms including a spacious primary retreat with a large walk-in closet and ensuite access with a luxury shower. The finished basement with brand new laminate flooring, a full washroom, and additional bedroom offers valuable additional space for endless potential. Create a fun playroom for children, a comfortable family retreat, a guest room, or a spacious home office. The backyard offers a perfect area for relaxation, gardening, or activities. The shed also offers ample area for all-seasons storage. The beautiful patio and deck provides the perfect spot to both enjoy your morning coffee and also host a barbecue/party with friends/family. The driveway offers space to easily fit 4 cars (no sidewalk). This home is very close to schools, and sits just behind 2 shopping plazas that hosts several stores and restaurants, with additional shopping plazas nearby. The local fire and police departments are very close, as well as 2 large community centres. Highways 407/412/401 are a quick drive away. This is a wonderful opportunity to own a spacious and well-cared home that you will keep finding more reasons to love as time goes on.

14 Floree Street, Whitby

5 Draper Court, Whitby
$1,599,000
4 Beds ⋅ 3 Baths ⋅ E13845584 MLS
Straight out of a magazine, this home was built for families who love to gather. Tastefully updated over the years with functionality and style in mind.Picture this. You step through the front door and the house is buzzing. The kitchen is the heart of it all. New custom cabinets with loads of storage, a Wolf range and oven plus a second wall oven, and a 48 inch panelled JennAir fridge make cooking a pleasure, all while your guests gather round the island for chats. Soon everyone moves to the formal dining room for a big family dinner, every seat full, candles lit and the stories flowing.After dinner, retire to the sitting room by the cozy fireplace, or pile in for movie nights in the large living room.Upstairs, four generous bedrooms give everyone room to grow. The primary retreat offers custom built in wardrobes and a 4 piece ensuite with soaker tub, separate glass shower, and a well designed vanity and dressing area.The finished basement is ready for your needs. Think guest space, a home office, a games room or a workout room. There's even a fantastic workshop for the handy person in the home.Now imagine summer. Step outside to a beautifully landscaped, low maintenance yard made for memories. Host parties on the stone patio while the kids spend hours in the heated saltwater inground pool. The cabana makes changing and storing pool toys easy.And the best part? A covered outdoor living room with hot tub and lounge area, complete with fans, lights and retractable screens. Bug free evenings, rain or shine. Picture cozy fall nights soaking with the people you love.Set on a quiet cul de sac in the heart of sought after Lynde Creek, where kids learn to ride their bikes and play until the streetlights come on. Family walks start steps away on the D'Hillier Park trails, with Lynde Shores Conservation Area minutes down the road. Errands are quick, and with the GO and major highways close by, the commute is simple. This is where your family's best memories are made.

5 Draper Court, Whitby

2 Gillivary Drive, Whitby
$1,275,000
4 Beds ⋅ 4 Baths ⋅ E13845346 MLS
Welcome to 2 Gillivary Dr! This home combines space, function and family living all together on a premium corner lot in a prestigious Whitby community. Offering approx. 2,800 sq. ft. above grade, this impressive 4-bedroom, 4-bath detached home stands out with 3 full bathrooms on the 2nd floor-a rare and highly functional layout for a growing or multi-generational family. An extra-large corner porch leads to the French-style main entrance.The thoughtfully designed main floor features a private enclosed home office, separate formal dining room and a spacious family room with a gas fireplace. An exceptional family-sized kitchen features extended cabinetry, abundant counter and storage space, a centre island, 2 refrigerators and a high-efficiency range hood, and opens to a bright breakfast area with a walkout to the backyard. Extensive hardwood flooring runs throughout the principal living areas and bedrooms.Upstairs, all 4 bedrooms are generously sized. The spacious primary bedroom features a 5-pc ensuite and walk-in closets with custom organizers. All additional bedrooms are conveniently served by either an ensuite or semi-ensuite bathroom. 2nd-floor laundry makes everyday family living even easier.The large unfinished basement offers plenty of room to create your own recreation space, gym or additional living area. and includes upgraded enlarged windows and a 3-pc bathroom rough-in. Extra long L-shape porch also comes together with extra size cold room. Outside, enjoy updated front landscaping (2025) and a widened driveway accommodating up to 5 vehicles plus a double garage-parking for up to 7 cars.Ideally located in a family-friendly West Whitby community close to schools, parks, trails, shopping and everyday amenities, with convenient access to Hwys 412, 407 & 401. A home designed not just to impress, but to work beautifully for real family life.

2 Gillivary Drive, Whitby

Start Your Search