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

4 Beds ⋅ 2 Baths ⋅ E13570064 MLS

Welcome to 341 Rosedale Drive in Whitby! Situated in a desirable family-friendly neighborhood, this 3+1 bedroom, 2 bathroom bungalow offers an excellent opportunity for first-time buyers, investors, or those looking to add their own personal touches. Featuring approximately 1,012 sq. ft. above grade (plus a partly finished basement), the home offers a functional layout with plenty of potential. Roof 2013.Enjoy the privacy of having no neighbor's behind while being just minutes from highly rated schools, parks, shopping, and everyday amenities. The basement features a spacious rec room with a cozy gas fireplace, a 3-piece bathroom, an additional room ideal as a fourth bedroom, home office or hobby room, and a separate side entrance offering excellent in-law or income potential (subject to any required approvals).With solid bones, a sought-after location, and endless possibilities, this is a fantastic opportunity to renovate, customize, and build equity in one of Whitby's established neighborhood.

341 Rosedale Drive, Whitby

5 Beds ⋅ 4 Baths ⋅ E13569922 MLS

Welcome to this well maintained 3+1 bedroom, 4 Wash room all-brick detached family home is nestled in a quite, family friendly desirable Brooklin, Whitby; Offering an exceptional value, this two-storey home features a double-car garage; highlighted by an extended-height living room with a cozy gas fireplace; The finished basement adds valuable living space, complete with a fourth bedroom and bathroom-ideal for guests, extended family, and Den for Kids Play Area or a home office! Private backyard is perfect for entertaining Friends and Family Gatherings, featuring a large deck and Kids play set for endless outdoor enjoyment; Conveniently located close to schools, parks, transit, downtown Brooklin shops, grocery stores, restaurants and with easy access to Highway 7, 407 and 412; An Excellent Opportunity to own a Move-in ready Family Home in a Prime Location Which offers the perfect blend of Comfort, Convenience, and Lifestyle!

133 Tremount Street, Whitby

2 Beds ⋅ 2 Baths ⋅ E13567738 MLS

Welcome to Harbour Ten10, where contemporary design meets convenience in the heart of downtown Whitby. This beautifully designed 2 bedroom plus den, 2 bathroom suite offers an open concept layout with soaring 9 ft smooth ceilings, expansive interior windows that flood the space with natural light, and a spacious private terrace perfect for relaxing or entertaining. Complete with one underground parking space, this move in ready condo offers the perfect blend of comfort and style.Enjoy an unbeatable location just steps from downtown Whitby's restaurants, cafés, boutique shopping, parks, and everyday amenities. Commuters will appreciate quick access to Highways 401, 407 and 412, while the Whitby GO Station and the beautiful Lake Ontario waterfront are only minutes away. Whether you're a first time buyer, downsizer, or investor, this is an exceptional opportunity to own in one of Whitby's most desirable boutique condominium communities.

1010 Dundas Street E Unit 203, Whitby

4 Beds ⋅ 3 Baths ⋅ E13567380 MLS

Welcome to this stunning, newly upgraded detached home in one of Whitby's most sought-after family-friendly communities. Offering 4spacious bedrooms, 3 bathrooms, and an exceptional layout, this beautiful home is designed for modern family living. The main floor features soaring 10-foot ceilings, elegant hardwood flooring, a cozy fireplace, and a beautifully renovated chef-inspired kitchen complete with quartz countertops, porcelain tile flooring, premium finishes, and ample cabinetry. The second floor boasts 9-footceilings, four generously sized bedrooms, and a functional layout that provides both comfort and privacy, while the high-ceiling basement offers endless possibilities for future living space. A grand double-door entrance, double-car garage, and oversized driveway with parking for up to 4 vehicles add both style and convenience. Ideally located just minutes from Highways 401, 407,and 412, GO Transit, Durham Region Transit, top-rated schools, parks, walking trails, shopping, and everyday amenities, this exceptional home offers the perfect combination of luxury, comfort, and convenience in one of Whitby's most desirable neighbourhoods. A rare opportunity you won't want to miss!

96 Closson Drive, Whitby

4 Beds ⋅ 4 Baths ⋅ E13566662 MLS

Welcome to this beautifully maintained 4-bedroom, 4-bathroom detached home in the highly sought-after Pringle Creek community of Whitby, proudly offered for sale by its original owners. Showcasing true pride of ownership throughout, this exceptional home has been lovingly cared for and thoughtfully maintained. Designed for comfortable family living, the main floor features elegant formal living and dining rooms, a spacious kitchen with a convenient pocket door, a separate family room with a cozy wood-burning fireplace, and an extended laundry room offering both side door access and direct entry to the garage. Step outside to your own private backyard oasis, complete with a large deck, gas BBQ hookup, and a stunning inground swimming pool-perfect for relaxing or entertaining family and friends all summer long. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat featuring a walk-in closet and a beautifully renovated ensuite. Additional highlights include engineered hardwood flooring throughout the main and upper levels, garage attic storage for added convenience, and a cold storage room, providing practical solutions for all your storage needs. The finished basement offers even more versatile living space with a large recreation area, a 2-piece bathroom, a dedicated office nook, an expansive workshop ideal for hobbies, storage, or future customization, and a convenient cold storage room. Outside, the beautifully landscaped front yard is enhanced with an in-ground sprinkler system, making lawn maintenance effortless while maintaining exceptional curb appeal. Ideally located close to excellent schools, parks, recreation facilities, the public library, and premium shopping, this exceptional home offers the perfect blend of space, comfort, functionality, and convenience in one of Whitby's most established and family-friendly neighbourhoods.

12 Jason Drive, Whitby

2 Beds ⋅ 1 Baths ⋅ E13566648 MLS ⋅ The Yacht Club BLDG.

Welcome To Waterfront Living In Highly Desirable Yacht Club Condos!! Spectacular Views Of Lake Ontario & The Whitby Marina. Highly Desirable South Facing Open Concept 791 Sq Ft Corner Suite Featuring Two Expansive Bay Windows And Patio Doors To Balcony. Master Bedroom Features Walk In Closet. Ensuite Laundry, Onsite Concierge & Property Management. Breathtaking Rooftop Oasis W/ Bbq & Hot Tub, Indoor Pool Sauna, Exercise Rooms, Party Room

340 Watson Street W Unit 402, Whitby

4 Beds ⋅ 4 Baths ⋅ E13566246 MLS

Welcome To This Bright & Spacious 3,036 Sq. Ft. Corner Lot Home Offering An Exceptional Layout Filled With Natural Light From An Abundance Of Windows. Situated On A Premium Lot With A Sidewalk On Only One Side, This Home Features Separate Yet Open-Concept Living, Dining & Family Rooms, Perfect For Both Everyday Living & Entertaining. The Main Floor Showcases Hardwood Flooring, Smooth Ceilings, Upgraded Foyer Tiles, An Elegant Oak Staircase With Iron Pickets & A Spacious Family Room With A Cozy Fireplace. The Upgraded Kitchen Features Quartz Countertops, A Large Centre Island With Seating For Four, High-End Stainless Steel Appliances & A Bright Breakfast Area With A Walk-Out To The Backyard. Upstairs, The Primary Bedroom Features A Beautiful Tray Ceiling, A Walk-In Closet & A Luxurious 5-Piece Ensuite. Two Additional Bedrooms Share A Convenient 3-Piece Semi-Ensuite With A Stand-Up Shower, While Another Bedroom Enjoys Its Own Private 4-Piece Bathroom & Double Closet. Upgraded Light Fixtures Throughout Add A Modern Touch. A Functional Mudroom With Laundry & Direct Access To The Garage Completes This Beautiful Family Home. Located In The Highly Desirable Whitby Community Offering Easy Access To Highways 401 & 407, Top-Rated Schools Including A Brand New School Opening Sept 2026 Within Walking Distance, Parks, Whitby GO Station, Costco, Walmart, Thermea Spa, Recreational Sports Complexes, Gyms & Many Other Amenities.

40 Auckland Drive, Whitby

5 Beds ⋅ 5 Baths ⋅ E13563858 MLS

Welcome to 82 Bridlewood Boulevard, a stunning custom-built Delta-Rae home where luxury, craftsmanship, and design come together seamlessly. Offering approximately 5,000 sq. ft. of finished living space, this exceptional 4+1 bedroom, 4.5 bathroom residence features white oak flooring throughout, a spectacular 16-foot Venetian plaster fireplace, and an award-winning Rocpal kitchen complete with Cambria Britannica Surfaces and fully panelled JennAir appliances. Designed with modern convenience in mind, the home is equipped with smart home technology, Somfy automated shades and drapery, and a professionally finished lower level. The resort-inspired backyard is an entertainer's dream, showcasing premium stonework, outdoor inlay lighting, a Rain Bird irrigation system, and an oversized saltwater pool surrounded by beautifully landscaped grounds. A truly rare offering and one of Whitby's finest luxury homes.

82 Bridlewood Boulevard, Whitby

3 Beds ⋅ 3 Baths ⋅ E13563722 MLS

Brand new, never lived in freehold end unit townhome by Whitby's own builder DeNoble Homes. This contemporary and move-in-ready, 3-bedroom, 3-bathroom home offers an open-concept layout with 9-foot ceilings, oak stairs with modern metal pickets, upgraded lighting and pot lights throughout, and an inviting family room with a floor-to-ceiling window, a large sliding door, and a custom paneled electric fireplace. The stunning kitchen boasts extended-height cabinetry with crown moulding, quartz countertops, undermount sinks, soft-close drawers, and a 6 ft pantry. Upstairs features convenient second-floor laundry and three generous bedrooms, including a spacious primary suite with a walk-in closet and ensuite. Additional highlights include a brick and stone exterior, interior garage access, an oversized front closet with built-in lighting, and quality finishes throughout. Ideally located in the heart of downtown Whitby, just minutes to Highways 401, 407 and 412, with shopping, restaurants, cafés, schools, parks, and all amenities nearby.

129 Hickory Street N, Whitby

3 Beds ⋅ 3 Baths ⋅ E13563714 MLS

Brand new, never lived in freehold townhome by the award winning builder DeNoble Homes. This move-in-ready, 3-bedroom, 3-bathroom home offers an open-concept layout with 9-foot ceilings, oak stairs with modern metal pickets, upgraded lighting and pot lights throughout, and an inviting family room with a floor-to-ceiling window, a large sliding door, and a custom paneled electric fireplace. The stunning kitchen boasts extended-height cabinetry with crown moulding, quartz countertops, undermount sinks, soft-close drawers, and a 6 ft pantry. Upstairs features convenient second-floor laundry and three generous bedrooms, including a spacious primary suite with a walk-in closet and ensuite. Additional highlights include a brick and stone exterior, interior garage access, an oversized front closet with built-in lighting, and quality finishes throughout. Ideally located in the heart of downtown Whitby, just minutes to Highways 401, 407 and 412, with shopping, restaurants, cafés, schools, parks, and all amenities nearby.

127 Hickory Street N, Whitby

3 Beds ⋅ 2 Baths ⋅ E13563338 MLS

Maintained 3 Bedrooms, 2 washrooms freehold townhouse, perfect for families, first-time buyers, or investors. This inviting home offers spacious living areas ,comfortable bedrooms, and a clean , modern layout designed for everyday living. Conveniently located close to all amenities , including schools, shopping centers, public transportation, parks, and major highways 401 and 412,this property provides both comfort and convenience, do not miss this fantastic opportunity to own a move-in-ready home in a desirable location. fully landscape beautiful backyard too.

7 Macmillan Avenue, Whitby

5 Beds ⋅ 2 Baths ⋅ E13563186 MLS

Almost 2-acre private estate in prestigious Williamsburg. Enjoy the panoramic view of your treed lot with pond and the pristine Lynde Creek from your glass-paneled balcony with composite decking. You will have a spacious 3-car garage and the expansive paved driveway can accommodate 14 vehicles. The lower area has been upgraded with premium vinyl plank flooring. The living room's floor to ceiling glass windows allow plenty of sunlight. New Blinds. A UNIQUE, ONE-OF-A-KIND PROPERTY OFFERING THE EXPERIENCE OF LUXURIOUS COUNTRY LIVING CLOSE TO THE CITY.

3505 Cochrane Street, Whitby

4 Beds ⋅ 2 Baths ⋅ E13561384 MLS

Welcome to Your Own Private Country Retreat in the City! Discover an incredible opportunity just north of Taunton Road, where this charming family bungalow sits on a spectacular 82 x 219 ft premium lot.Excellent redevelopment opportunity with potential to divide into 2 lots (subject to city approvals) Whether you are looking to move in and enjoy, renovate and personalize, or explore the potential to build your dream home, this property offers endless possibilities. The bright and spacious main level features a family-sized eat-in kitchen with two walkouts to a wraparound deck overlooking the breathtaking, extra-deep backyard-perfect for entertaining, relaxing, and enjoying the outdoors. Three generous bedrooms are filled with natural light. The lower level offers fantastic in-law suite potential with an additional bedroom, a large eat-in kitchen, and a separate entrance. An unbeatable location just minutes from Highways 407, 401, and 412, offering convenient access to Toronto and the GTA. Close to shopping, schools, recreation centres, Walmart, Loblaws, and everyday amenities. A Rare Opportunity With A Lot This Size-Don't Miss It!

4700 Baldwin Street S, Whitby

4 Beds ⋅ 4 Baths ⋅ E13559380 MLS

Exceptional Custom-Built Brooklin Family Home! This beautifully appointed 4-bedroom, 4-bathroom home offers the perfect combination of luxury, comfort, and functionality. Step outside to your maintenance-free backyard oasis featuring premium artificial turf, a relaxing hot tub, an expansive entertainer's deck, custom built-in charcoal BBQ, and elegant exterior pot lighting-ideal for hosting family and friends.Inside, the welcoming foyer leads to a bright home office/den with convenient access to the garage and laundry room. The sun-filled open-concept main floor showcases stylish laminate flooring, pot lights, and large windows overlooking the backyard. The stunning chef's kitchen is the heart of the home, featuring quartz countertops, upgraded stainless steel appliances, a modern backsplash, an oversized centre island with breakfast seating, and designer pendant lighting. The adjoining dining area offers a seamless walkout to the backyard, creating the perfect indoor-outdoor entertaining space.Upstairs, you'll find four generously sized bedrooms, including a luxurious primary retreat with a walk-in closet and spa-inspired 4-piece ensuite. A second bedroom also features its own walk-in closet and private 5-piece ensuite, making it ideal for guests, teens, or multi-generational living.Located in one of Brooklin's most sought-after family neighbourhoods, this exceptional home is close to top-rated schools, parks, walking trails, shopping, and everyday amenities. Enjoy the charm of Brooklin with the convenience of being just minutes to Highways 407, 412, and 401, making commuting throughout the GTA quick and convenient.

144 Underwood Drive, Whitby

**Turnkey Opportunity: Highly Profitable Established Multi-Division Food and Hospitality Company for Sale**Confidential opportunity to acquire 100% of an established operating corporation with three complementary business divisions: a full-service licensed restaurant, a dedicated commercial kitchen and private event space, and an established catering operation.The company benefits from multiple revenue streams, a loyal base of repeat private, corporate and institutional clientele, and confirmed future bookings. The operation includes an extensive inventory of commercial-grade restaurant, kitchen, catering and event equipment, including equipment and improvements added during the current ownership. Together, the divisions provide an integrated operating platform with established clientele, infrastructure and revenue-generating capacity.The business is cash-flow positive and is being offered as a corporate share sale, subject to the final structure agreed upon by the parties and their respective legal and accounting advisors.The existing liquor sales licence forms part of the current operation. Any continued use or transfer following a sale is subject to applicable AGCO requirements and approval. Perfect for an experienced restauranteur or expanding hospitality group looking for a premium opportunity.

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