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

144 Underwood Drive, Whitby
$1,199,000
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
1600 Charles Street Unit 911, Whitby
$574,999
2 Beds ⋅ 2 Baths ⋅ E13555184 MLS
Client Remarks Now's the time! The rarely offered Chesapeake Model, a 2 bedroom, 2 balcony corner end unit with stunning views of Port Whitby. Convenience Is Awesome, Secured with owned parking and a locker space Included. Beyond The Suite, Residents Enjoy An Array Of Exclusive Amenities Designed To Elevate Your Lifestyle!! Roof Top Terrace With A Fire Pit And BBQ, Gym, Spacious Party Room For Social Gatherings, Billiards Room And A Relaxing Resistance Pool. This unbeatable Port Whitby location offers the ultimate blend of accessibility and recreation. Commuting is effortless and streamlined with the GO station steps away. An active lifestyle awaits, with residents enjoying access to the Abilities Centre, Port Whitby Marina, and scenic waterfront trails.. This rare combination of premium, turn-key upgrades, the desirable Chesapeake layout, and an exceptional setting makes this the perfect place to call home. Status Certificate -Yes

1600 Charles Street Unit 911, Whitby
927 Burns Street W Unit 29, Whitby
$569,000
3 Beds ⋅ 2 Baths ⋅ E13552382 MLS
Welcome to this well-maintained 3-bedroom end-unit townhouse like a semi, in a desirable Whitby neighbourhood-perfect for first-time buyers or people downsizing. This bright and functional home offers a spacious functional layout . The main floor features a comfortable living and dining area ideal for everyday living and entertaining. The home also includes a fully finished basement, providing additional living space that can be used as a family room, recreation area, or home office. Step outside to a private backyard backing onto a park, offering a peaceful setting with no rear neighbours and direct access to green space. Conveniently located close to schools, parks, shopping, transit, and major amenities. A fantastic opportunity to own a great starter home in a family-friendly community.

927 Burns Street W Unit 29, Whitby
149 Westfield Drive, Whitby
$1,398,888
4 Beds ⋅ 4 Baths ⋅ E13547742 MLS
Welcome to this stunning executive family home offering 2,774 sq. ft. of thoughtfully designed living space in one of the area's most desirable communities. Featuring 4 spacious bedrooms and 4 bathrooms, this beautifully appointed home showcases an exceptional layout, elegant finishes, and functional family living throughout. Step inside to an impressive 10-foot-ceiling foyer that creates a grand first impression. The carpet-free main and second floors feature 9-foot ceilings feature 9-foot ceilings, beautiful wide-plank laminate flooring, and an elegant staircase with upgraded railings. The spacious main floor offers formal and informal living spaces, including a separate dining room, an inviting family room with a gas fireplace, and a bright open-concept layout ideal for entertaining. The chef-inspired kitchen is the heart of the home, featuring quartz countertops, an oversized center island with breakfast bar seating, built-in stainless steel appliances, extensive cabinetry, and a spacious breakfast area with a walkout to the backyard deck. The upper level offers four generously sized bedrooms, including a luxurious primary retreat complete with a coffered ceiling, a walk-in closet and a spa-inspired ensuite featuring a glass shower, soaker tub, and double vanity. Additional bedrooms are well-sized and complemented by convenient access to ensuite and semi-ensuite bathrooms. A versatile second-floor loft provides the perfect space for a home office, study area, media room, or potential fifth bedroom. Convenient second-floor laundry completes the upper level. The unspoiled basement offers endless opportunities to customize additional living space. Outside, enjoy a fully fenced backyard with a large deck, perfect for outdoor entertaining and family gatherings. Ideally located close to parks, schools, shopping, restaurants, transit, and major commuter routes. This exceptional move-in ready home offers the perfect blend of space, comfort, and modern family living.

149 Westfield Drive, Whitby
19 Lively Way, Whitby
$795,900
4 Beds ⋅ 4 Baths ⋅ E13546284 MLS
Welcome to 19 Lively Way stunning Nordic-inspired freehold townhome by Acorn Developments, ideally situated in the heart of Whitby! This bright and spacious home offers 4 generously sized bedrooms and 3.5 bathrooms, thoughtfully designed for modern family living. Features include 9-ft smooth ceilings on the main floor, elegant oak staircase, upgraded kitchen with extended upper cabinets, granite countertops, and stainless steel appliances. The unspoiled lookout basement offers excellent potential for future living space, a recreation room, home office, or additional storage. The private primary bedroom retreat features a 4-piece ensuite, his-and-hers walk-in closets, and a private balcony-perfect for relaxing after a long day. Conveniently located with public transit at your doorstep and within walking distance to Starbucks, Walmart, grocery stores, daycare, parks, playgrounds, restaurants, and everyday amenities. Excellent location for commuters with quick and easy access to Highways 401 and 407. Low POTL fee for garbage collection, snow removal, and landscaping of common areas. An exceptional opportunity to own a stylish, move-in-ready home in one of Whitby's most desirable family-friendly communities. Don't miss this one!

19 Lively Way, Whitby
2 Dunbar Drive, Whitby
$1,099,900
4 Beds ⋅ 4 Baths ⋅ E13542830 MLS
Summer is around the corner - welcome to your own backyard paradise! Situated on a premium corner lot in one of Whitby's most desirable school districts, this beautifully maintained 4-bedroom, 4-bathroom home offers the perfect blend of comfort, style, and resort-style living. Enjoy an inground pool with premium winter cover, professionally landscaped yard, hardwood floors, crown moulding, pot lights, granite countertops, and a finished basement featuring a rec room, wet bar, exercise space, and renovated bathroom. Major upgrades include windows (2024), furnace & A/C (2023), owned tankless water heater (2024), water filter (2023), and water softener (2025). Bonus #1: owned solar panels help offset utility costs. Bonus #2: no water heater rental! Move in, unwind, and dive into summer living at its finest!

2 Dunbar Drive, Whitby
56 Petra Way Unit 1, Whitby
$489,900
2 Beds ⋅ 1 Baths ⋅ E13537458 MLS
Ground-Level End Unit | 2 Underground Parking Spaces | Bright & Inviting Living in Whitby! Welcome to this bright and inviting ground-level end-unit condo offering 975 sq. ft. of thoughtfully designed living space. Ideally situated at the end of the row with no neighbouring units beyond, this desirable end unit enjoys added privacy and peaceful views over a landscaped greenspace. Extra windows in the Kitchen and Living Room fill the home with natural light, while the open-concept Kitchen, Dining and Living areas create a comfortable space for everyday living and entertaining. Step outside to your private patio-perfect for enjoying your morning coffee. The spacious primary Bedroom provides a relaxing retreat, while the second Bedroom is ideal for guests, a home office, or a growing family. A large pantry offers excellent in-suite storage, and the conveniently located laundry area adds everyday convenience. Complete with two owned parking spaces, this well-maintained home is ideally located close to the Whitby Recreation Complex, Whitby Town Hall, Durham Region Headquarters, the Library, schools, parks, shopping, banking, and a variety of restaurants, offering comfort, convenience, and an exceptional location.

56 Petra Way Unit 1, Whitby
32 Samandria Avenue, Whitby
$795,000
4 Beds ⋅ 4 Baths ⋅ E13532786 MLS
Step Into This Beautifully Maintained 3+1 Bedroom, 4 Bathroom Home Nestled In One Of North Whitby's Most Desirable, Family-Friendly Communities. This Well-Laid-Out Home Features A Functional Layout With Three Generously Sized Bedrooms, Including A Primary Retreat With A 4-Piece Ensuite And Walk-In Closet. Enjoy A Bright And Inviting Living Room With Walkout To A Sunroom, Offering Additional Space For Relaxing And Entertaining, And Leading To A Fully Fenced, Private Backyard - Perfect For Hosting Or Unwinding. The Kitchen Features Stainless Steel Appliances And Plenty Of Space For Everyday Living.The Home Is Linked At The Garage, Offering The Feel Of A Detached Property. The Separate Entrance Basement Provides Excellent Potential For An In-Law Suite Or Future Income Opportunity.Conveniently Located Directly Across From Willow Walk Public School And Just Minutes To Shopping, Parks, Public Transit, And Everyday Amenities. Easy Access To Highways 401 & 407 Makes Commuting A Breeze. Situated In One Of Whitby's Most Desirable And Family-Oriented Communities.

32 Samandria Avenue, Whitby
580 Mary Street E Unit 214, Whitby
$489,500
3 Beds ⋅ 2 Baths ⋅ E13530384 MLS
Visit REALTOR website for additional information. Updated 2 storey, 3 bedroom, 2 bath condo apartment (1,395 sq ft) located in the heart of Whitby. Very affordable suite with low condo fees ($507/month). Prime location close to downtown, shopping, restaurants, highly rated schools, rec centre and waterfront parks. Easy access to Whitby GO Station and Hwy 401 for commuters. This beautiful unit shows 10+ and is an absolute must see. Perfect for first time buyers and young families ready to start their home ownership journey. Quiet mature part of Whitby backing highly rated Julie Payette French Immersion School. Open concept main floor features new hardwood flooring and custom light fixtures. Spacious living and dining area complete with a cozy electric fireplace. Large eat-in kitchen boasts ceramic tile floor & backsplash, stainless steel appliances and walkout to a private terrace. Also a 2 pc powder room on the main level. The upper level has 3 good sized bedrooms (all with hardwood flooring, double closets & large windows), and a 4 pc bath. Other highlights: freshly painted with neutral decor; updated electrical; new windows 2025; new built-in microwave oven in kitchen; maintenance fee includes water; 1 parking spot + visitor parking; nicely landscaped and well maintained property. This is a perfect opportunity to enjoy a low maintenance lifestyle with no grass cutting or snow shoveling required. Don't miss out on this spacious, move-in ready condo!

580 Mary Street E Unit 214, Whitby
38 Lipton Crescent, Whitby
$899,900
4 Beds ⋅ 3 Baths ⋅ E13513422 MLS
Spacious 2-storey family home offering 4 bedrooms and 3 bathrooms, ideally situated on a quiet street close to schools and amenities. The main floor features a bright living room, formal dining room, cozy family room with fireplace, convenient 2-piece bath, and an eat-in kitchen with walkout to the deck overlooking the fully fenced backyard. Upstairs you'll find a generous primary bedroom with walk-in closet and 4-piece ensuite, along with 3 additional bedrooms and a 4-piece main bath. Complete with an attached 2-car garage, this home offers plenty of space for a growing family in a sought-after neighborhood.

38 Lipton Crescent, Whitby
1370 Brawley Road W, Whitby
$4,500,000
5 Beds ⋅ 2 Baths ⋅ E13511656 MLS
Approx 48 Acre landholding in rural Whitby. Agricultural property with existing residence situated along the Brawly Rd W corridor. Strategic location between Lakeridge Rd N and Ashburn Rd with convenient access to Brooklin, Hwy 407, and Hwy 412. Excellent opportunity for Investment, Agricultural Use, Estate Ownership, or Long-term Land Banking.

1370 Brawley Road W, Whitby
44 Dockside Way, Whitby
$819,900
3 Beds ⋅ 3 Baths ⋅ E13508070 MLS
This Gem of A Corner Unit Is A Perfect Three Story Townhouse Equipped With A Double Car Garage. This Incredible Fully Upgraded Three Bedroom Home Features An Open Concept Main Floor With Stunning Hardwood Floors. The open-concept living and dining area is perfect for entertaining with Quartz Countertops, Stainless Steel Appliances And A Gourmet Kitchen With Breakfast Bar. Large Primary Bdrm That Features 5Pc Ensuite With Frameless Glass Shower And A Dreamy Soaker Tub. Walk-In Closets In Master With 9' Ceilings Throughout. Upgraded Potlights, Hardwood Floors and Custom Window Coverings Throughout. A Commuters Dream With The Proximity To The GO Station And The 401. This Home Is Great For Entertaining. Steps To Go Train, Trails, Lake, Marina, Sports Complex, Shopping and more.

44 Dockside Way, Whitby
23 Inverlynn Way, Whitby
$1,399,900
4 Beds ⋅ 5 Baths ⋅ E13505542 MLS
Award Winning builder! 3,699sqft! *Elevator* Another Inverlynn Model - THE JALNA! Secure Gated Community...Only 14 Lots on a dead end enclave. 10ft ceilings on all above grade floors! This lot has a multimillion dollar view facing due West down the River. Two balcony's and 2 car garage with extra high ceilings. Perfect for the growing family and the in laws to be comfortably housed as visitors or on a permanent basis! The Main floor features an entertainers chef kitchen, custom kitchen cabinetry & quartz counter top. Open concept space flows into a generous family room & eating area. The second floor boasts a laundry room, loft/family room & 2 bedrooms with their own private ensuites & Walk-In closets. Front bedroom complete with a beautiful balcony with unobstructed glass panels. The third features 2 primary bedrooms with their own private ensuites & a private office overlooking Lynde Creek & Ravine. The view from this second balcony is outstanding! Don't miss the opportunity to customize this home and make it your own!

23 Inverlynn Way, Whitby
25 Inverlynn Way, Whitby
$1,549,900
4 Beds ⋅ 5 Baths ⋅ E13505522 MLS
Turn Key - Move-in ready! Appliances included! Award Winning builder! *Elevator* Secure Gated Community...Only 14 Lots on a dead end enclave. This Particular lot has a multimillion dollar view facing due West down the River. Two balcony's and 2 car garage with extra high ceilings. Perfect for the growing family and the in laws to be comfortably housed as visitors or on a permanent basis! The Main floor features 10ft high ceilings, an entertainers chef kitchen, custom Wolstencroft kitchen cabinetry, Quartz waterfall counter top & pantry. Open concept space flows into a generous family room & eating area. The second floor boasts a laundry room, loft/family room & 2 bedrooms with their own private ensuites & Walk-In closets. Front bedroom complete with a beautiful balcony with unobstructed glass panels. The third features 2 primary bedrooms with their own private ensuites & a private office overlooking Lynde Creek & Ravine. The view from this second balcony is outstanding! Upgraded elevator with 2nd door opening directly into the garage for extra service!

25 Inverlynn Way, Whitby
5 Inverlynn Way, Whitby
$1,299,900
5 Beds ⋅ 3 Baths ⋅ E13505508 MLS
Presenting the McGillivray on lot #3. Award Winning builder! 2,701sqft. Downtown Whitby - exclusive gated community. Located within a great neighbourhood and school district on Lynde Creek. Brick & stone - modern design. 10ft Ceilings, Hardwood Floors, Pot Lights, Designer Custom Cabinetry! ELEVATOR!! 2nd floor laundry - Hot Water on demand. Only 14 lots in a secure gated community. DeNoble homes built custom fit and finish. East facing backyard - Sunrise. West facing front yard - Sunsets. Home to be built! Photos from existing model home available for sale! Have the opportunity to customize and build the home of your dreams!

5 Inverlynn Way, Whitby
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