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

19 Wigston Court, Whitby
$1,149,000
5 Beds ⋅ 4 Baths ⋅ E13805512 MLS
Welcome to this gorgeous, lovingly cared family home on a QUIET, SAFE COURT in Whitby's favorite ROLLING ACRES! Set on a premium private lot, you get nearly 2,900 SQ FT ABOVE GROUND plus a HUGE FINISHED BASEMENT. Start every day in your SUN-DRENCHED SUNKEN LIVING ROOM with tall, soaring windows that flood the home with warm MORNING SUNSHINE-the ultimate spot to sip coffee and recharge. Enjoy the ease of a quiet MAIN FLOOR OFFICE for effortless remote work, cook in the open chef's kitchen, and walk right out to your private BACKYARD RETREAT with an entertainer's deck, gazebo, and relaxing as-is HOT TUB. Upstairs features 4 BIG BEDROOMS, highlighted by a private primary suite with a hotel-style 5-PC SPA BATH and walk-in closet. The finished basement adds a 5TH BEDROOM, game room, rec room, and HUGE STORAGE SPACES-ideal for teens, guests, or in-laws. Best of all, every major upgrade is ALREADY PAID FOR AND DONE: brand-new OWNED WATER & AIR FILTER (2025), high-efficiency FURNACE & A/C (2022), modern Stainless Steel APPLIANCES WITH WASHER/DRYER (2021), ROOF (2018). Complete with 6 PARKING SPACES, TOP-RATED SCHOOLS (8+ RATING) just minutes away, and fast access to shops, Whitby GO, and HWY 401/407/412. 100% MOVE-IN READY -Book Your Private Tour Today!

19 Wigston Court, Whitby
89 Thickson Road S, Whitby
$849,900
5 Beds ⋅ 4 Baths ⋅ E13804712 MLS
POSITIVE CASH FLOW PROPERTY, YES, YOU HEARD THAT RIGHT! Exceptional opportunity for homeowners and investors! This versatile Whitby detached bungalow on a rare 62-ft-wide lot generates $5,200/month in total rental income, including $2,800/month from the basement alone. First-time buyers can live upstairs and potentially enjoy almost mortgage-free living while benefiting from substantial rental income from the lower level. Great tenants already in place!The main level offers a spacious living room, kitchen, 4-piece bathroom and convenient powder room. The lower level provides excellent income potential and flexibility for extended family or additional living space. Step outside to a large deck and expansive backyard, perfect for entertaining, relaxing and family enjoyment.LOCATION, LOCATION, LOCATION! Enjoy public transit right at your doorstep, Whitby Mall and grocery stores within walking distance, and Highway 401 less than 1 minute away. Close to parks, schools, shopping, restaurants and everyday amenities.Whether you're an investor seeking strong rental income or a first-time buyer looking to reduce your housing costs, this property offers income, flexibility and an unbeatable location! While living Almost Mortgage Free.

89 Thickson Road S, Whitby
7 Lyndhurst Crescent, Whitby
$1,499,000
5 Beds ⋅ 4 Baths ⋅ E13804584 MLS
Welcome to this spectacular home in Williamsburg, offering over 3,300 sq ft of living space and an abundance of upgrades throughout. The main floor features a grand foyer with 19' ceilings, hardwood flooring, and multiple inviting living spaces - including a bright living room with a gas fireplace, pot lights, and bay window. You'll find a formal dining room with French doors, and a spacious family room with a wood-burning brick fireplace and pot lights.The newly renovated eat-in kitchen features a large centre island with breakfast bar, stainless steel appliances, and abundant cabinetry, while the breakfast area offers a bay window, walkout to the deck, and beautiful views of the backyard oasis. A convenient mudroom provides a separate side entrance and direct access to the garage, adding practical everyday functionality.Upstairs, the spacious primary bedroom offers a luxurious 5-piece ensuite, walk-in closet, while three additional bedrooms offer comfortable accommodations for the whole family. Three bathrooms feature heated flooring for added comfort.The finished basement offers an in-law suite - ideal for extended family or additional private living - with a spacious recreation room featuring broadloom flooring, pot lights, and a gas fireplace, a game room area, a 3-piece semi-ensuite, and a separate laundry room.Step outside to your own private backyard oasis with southern exposure, beautiful landscaping, a tranquil pond, spacious deck, pergola, and inviting inground saltwater pool. A shed provides convenient storage, and the thoughtfully designed outdoor space offers plenty of room for entertaining, relaxing, and enjoying summer days with family and friends. Walking distance to Jack Minor PS Whitby's top rated elementary school!

7 Lyndhurst Crescent, Whitby
203 Lupin Drive, Whitby
$795,000
4 Beds ⋅ 2 Baths ⋅ E13803866 MLS
Rare Downtown Whitby Opportunity! Situated on an impressive 64' x 112' lot, this detached bungalow offers exceptional potential in a prime, convenient location. Featuring 3 bedrooms plus a den and 2 bathrooms, the home includes a separate basement entrance, providing excellent possibilities for an in-law suite or additional income potential. Ample parking for up to 4 vehicles with 3 spaces on the driveway and 1 under the carport. Enjoy the convenience of being within walking distance to shopping and just minutes from the GO Station and Highway 401. A fantastic opportunity for homeowners, investors, or those looking to add value in the heart of Whitby.

203 Lupin Drive, Whitby
104 Fencerow Drive, Whitby
$1,129,900
4 Beds ⋅ 3 Baths ⋅ E13803194 MLS
Welcome to this beautiful and lovingly cared-for family home, offering a bright and airy layout. The main floor features a spacious living and dining area with hardwood flooring, recessed lighting and detailed trim and baseboards throughout. The inviting family room offers hardwood flooring, a gas fireplace and an open-concept connection to the well-appointed kitchen. The kitchen is thoughtfully designed with extra-high custom cabinetry, under- and over-cabinet lighting, quartz countertops, a large centre island with seating, ceramic flooring and a stylish tile backsplash. The adjacent breakfast area provides a walkout to the backyard and overlooks the beautifully landscaped outdoor space. Convenient main-floor laundry adds functionality and ease to everyday living. Upstairs, four generously sized bedrooms provide plenty of room for the entire family. The spacious primary retreat features a walk-in closet and a private four-piece ensuite with ceramic flooring, a whirlpool tub and separate shower. Three additional bedrooms each offer comfortable living space, double closets and broadloom flooring. A second four-piece bathroom and convenient main-floor powder room complete the home. The backyard is an exceptional extension of the living space, featuring two expansive decks ideal for relaxing, dining and entertaining. One deck offers a gazebo-covered seating area, while the second is designed for outdoor dining and includes a natural gas BBQ. A built-in Jacuzzi hot tub provides the perfect spot to unwind, while the remaining lawn offers plenty of room for children and pets to enjoy. Interlocking adds both function and curb appeal along the side of the home and beside one of the decks. The unfinished basement offers excellent potential for future living space, along with a cold cellar and rough-in for plumbing. With its spacious principal rooms, thoughtful upgrades and outstanding backyard, this home is perfectly suited to comfortable family living and entertaining.

104 Fencerow Drive, Whitby
54 Thames Drive, Whitby
$915,000
4 Beds ⋅ 4 Baths ⋅ E13793658 MLS
Welcome to 54 Thames Drive, a beautifully updated 3+1 bedroom, 4-bathroom home in Whitby's highly desirable Rolling Acres community. Offering a functional, family-friendly layout and thoughtfully upgraded living space, this move-in-ready home is designed for comfortable everyday living and entertaining. The bright main level features a welcoming open-concept layout with modern finishes and plenty of natural light. The updated kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertaining. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat. The professionally finished basement provides valuable additional living space with an extra bedroom and bathroom-perfect for a home office, guest suite, recreation area, or growing family. Outside, enjoy a private backyard and the convenience of three parking spaces. Additional highlights include solar panels and a newer garage, adding both functionality and long-term value. Located in sought-after Rolling Acres, you're minutes from excellent schools, parks, shopping, restaurants, transit and major commuter routes.3+1 Bedrooms 4 Bathrooms Finished Basement Solar Panels 3 Parking Spaces Updated Throughout Prime Rolling Acres Location. A fantastic opportunity to own a spacious, move-in-ready home in one of Whitby's established family communities. Come experience 54 Thames Drive for yourself.

54 Thames Drive, Whitby
89 Elkington Crescent, Whitby
$919,900
4 Beds ⋅ 4 Baths ⋅ E13802812 MLS
THIS IS THE ONE YOU'VE BEEN WAITING FOR! Impeccably finished and beautifully maintained, this stunning all-brick, 4-bedroom end-unit freehold townhouse shows like a model home! Stylish finishes, thoughtful design and exceptional attention to detail are evident throughout. The sun-filled living room features rich hardwood floors, custom wainscoting and 9-foot ceilings. The gourmet kitchen offers quartz counters, centre island and quality cabinetry, overlooking the dining area and inviting family room with coffered ceiling, pot lights, fireplace and walkout to a private balcony. Upstairs, the spacious primary retreat features a balcony walkout, walk-in closet and luxurious ensuite with stand-alone soaker tub and separate glass shower. Two additional bedrooms and a 4-piece bath complete the upper level. The lower level offers a versatile fourth bedroom with walk-in closet, private 4-piece ensuite and walkout to the beautifully landscaped backyard-perfect for guests or extended family. Convenient laundry and direct garage access complete this level. The fully fenced backyard is beautifully landscaped with stone walkways and multiple seating areas, creating a wonderful space for relaxing and entertaining. Ideally located minutes from Thermea Spa, shopping, restaurants, parks and excellent schools, with easy access to Hwy 412 connecting to the 401 and 407. A truly exceptional home offering style, space and convenience. Move in and enjoy!

89 Elkington Crescent, Whitby
43 Kimberly Drive, Whitby
$929,900
4 Beds ⋅ 3 Baths ⋅ E13800432 MLS
CHARM, SPACE & ENDLESS POTENTIAL! This super charming 3-bed bungalow is tucked away in a quaint/quiet neighbourhood and offers the perfect combination of space, comfort and an functional layout. Whether you're a first-time buyer, growing family or downsizer-this one checks all the boxes. Step inside and discover a bright, open-concept living and dining area that is made for entertaining. Host family dinners, have friends over or simply enjoy living.The large eat-in kitchen offers an abundance of cupboards/counter space and overlooks a fantastic family room featuring a cozy gas fireplace and walkout to the backyard. It's the perfect setup for keeping everyone connected while you cook! Your double-car garage connects directly to a private entrance and convenient main-floor laundry/foyer area, meaning you can come and go without worrying about the weather. Rain, snow or groceries - you're covered! The spacious primary bedroom is your own private retreat, complete with a walk-in closet and ensuite bathroom featuring a relaxing soaker tub. Additional generously sized bedrooms are perfect for children, guests or a home office. The basement is a blank canvas ready for your imagination. Already featuring a fourth bedroom 3-piece bathroom, there is still an enormous amount of unfinished space waiting to become a family room, fifth bedroom, a storage area-or whatever you can dream up. Great ceiling height and above-grade windows bring in plenty of natural light-You're going to love it! Take a stroll down Vipond and you'll find yourself in the historic heart of Brooklin, surrounded by local shops, patios, restaurants and a community centre. Need to tackle the big shopping list? Major big-box stores are just minutes away. Commuting? Easy access to the 407 connects you quickly to major highways and surrounding communities.This is more than just a starter home - it's a home with space to grow, room to entertain and incredible potential to make it uniquely yours!

43 Kimberly Drive, Whitby
780 Garden Street, Whitby
$1,995,000
5 Beds ⋅ 4 Baths ⋅ E13799118 MLS
Dating back to 1845, the Mayfield Residence is a truly distinguished Whitby estate set on more than an acre of beautifully landscaped grounds. Perched above the Mayfield Towns by Sakmet Developments, this remarkable property offers a rare opportunity to own a piece of Whitby history while enjoying the space, privacy and versatility of an exceptional residential setting. The stately main residence showcases the character and presence of a historic estate, with a flexible floorplan offering a variety of possibilities for modern family living. Generous living spaces, timeless architectural details and the expansive property create an impressive backdrop for both everyday life and entertaining. A separate 1,100 sq. ft. Coach House adds exceptional versatility, featuring covered parking for three vehicles along with abundant storage. The extensive grounds provide plenty of outdoor space to relax, entertain and enjoy the privacy of this remarkable setting, with ample parking for family and guests. Adding further flexibility, the property's zoning permits up to four residential units, offering potential for extended family living, additional accommodations or future income opportunities. The existing mixed-use zoning also permits office uses, providing the option to incorporate a professional component if desired. A rare offering where history, scale and versatility come together, the Mayfield Residence presents an extraordinary opportunity to own an iconic Whitby property with endless possibilities for its next chapter.

780 Garden Street, Whitby
780 Garden Street, Whitby
$1,995,000
4 Baths ⋅ E13798958 MLS
The Mayfield Residence, dating back to 1845 is a distinguished Whitby estate offering a rare opportunity for commercial and investment use. Situated on more than an acre of beautifully landscaped grounds overlooking the Mayfield Towns by Sakmet Developments, this historic property presents a unique blend of character, versatility and modern business potential. The existing mixed-use zoning permits all office uses, creating an ideal setting for medical, dental or chiropractic practices, law and accounting firms, financial services, consulting businesses, design studios, wellness operators and more. The grand main residence offers a versatile layout that can be tailored to a variety of professional uses or configured to combine residential and commercial space, providing flexibility for both owner-users and investors. A separate 1,100 sq. ft. Coach House provides covered parking for three vehicles and generous storage, while the surrounding grounds accommodate an additional eleven exterior parking spaces. Zoning also permits up to four residential units on the property, further expanding its income and redevelopment potential. An exceptional heritage property with multiple possibilities, the Mayfield Residence offers an uncommon opportunity to bring together historic character, functional commercial space and long-term investment potential.

780 Garden Street, Whitby
7602 Ashburn Road, Whitby
$12,500,000
E13798680 MLS
A 10.05-acre parcel designated for future residential development, situated within the urban boundary of the Brooklin Urban Expansion Area, making it well-positioned for near future growth. The property is supported by several active developers operating within 400 metres, enhancing its development potential. It also offers convenient access to Highway 7 and the Highway 407/412 interchange. The site currently includes a residential home and a barn.

7602 Ashburn Road, Whitby
26 Observatory Way, Whitby
$819,990
4 Beds ⋅ 4 Baths ⋅ E13798100 MLS
Brand New Move In Ready Luxury Traditional Townhome In The Prestigious Brooklin Towns Community By Award Winning Madison Group. Stunning 3 Storey Townhouse With 2,010 Sq.ft Of Finished Space Including 4 Bedrooms & 3.5 Bathrooms Backing to a Stunning Ravine Protected Area. Designed With 9'high Ceiling On Main And Upper Floor Featuring Smooth Ceiling Throughout (Basement Excluded). The Main Floor Welcomes You With Kitchen Equipped With 4 Piece Stainless Steel Kitchen Appliance. The Main Floor Also Consists Of A Family Room/Dining Room, Great For Gatherings. Primary Bedroom Features Walk-in Closet And 5 Piece Ensuite Bathroom. The Basement Includes 3-piece Rough-in For Future Custom Accommodations. An Outstanding Opportunity To Be A Part Of The Brooklin Neighborhood That Is Conveniently Located Near Fresh Co., Longos, Banks, Restaurants And Etc. Also, Minutes Away From Hwy 407 & 412. For sale by builder, listing price is Net of Enhanced HST rebate.

26 Observatory Way, Whitby
6540 Coronation Road, Whitby
$2,999,900
5 Beds ⋅ 8 Baths ⋅ E13797770 MLS
Custom-Built Luxury Estate On Premium 2.25-Acre East-Facing Lot! Approx. 8,500 Sq Ft Of Finished Living Space. Featuring 4+1 Bedrooms And 8 Bathrooms With Exceptional Craftsmanship And High-End Finishes Throughout. Main Floor Offers 12-Ft Ceilings And Grand Open-Concept Layout With Stunning 24-Ft Coffered Ceiling In Living Room. Gourmet Kitchen With Premium Appliances And Modern Finishes Open To Spacious Family Room With Fireplace And Backyard Views. Main Floor Office Or Bedroom With Ensuite. Second Floor Boasts 10-Ft Ceilings. Luxurious Primary Suite With Private Balcony, 6-Piece Spa-Like Ensuite And Custom Walk-In Closet. All Additional Bedrooms Feature Ensuites And Walk-In Closets. Includes Sitting Area, Walkout Balcony And Second-Floor Laundry. Fully Finished Basement With 10-Ft Ceilings Featuring Bar, Media Room, Gym And Additional Bedroom With Ensuite. Upgrades Include Heated Floors In All Bathrooms, Spray Foam Insulation On Exterior Walls And Modern Flat Roof Design. 3-Car Garage With Extra-Height Doors And Extended Driveway Accommodating 15-20 Vehicles. Conveniently Located Near Hwy 407/412 And Golf Courses.

6540 Coronation Road, Whitby
7 Toms Court, Whitby
$948,900
3 Beds ⋅ 3 Baths ⋅ E13796410 MLS
An Incredible Opportunity Awaits With This Stunning Tudor Style 5 Level Sidesplit, Located On A Private Pie-Shaped Lot In A Quiet Court In An Established High-Demand Neighbourhood. Lovingly Cared For And Maintained With Lots Of High Windows And Natural Lights. This Home Is The Perfect Start For Any Family, Offering A Comfortable Layout, Spacious And Bright Layout 3 Large Bedrooms & Great Family Room With Walkout To Fully Fenced Private Backyard With A Generously Sized Inground Pool, Garden Shed And Separately Fenced Off Sideyard And A Single-Car Garage With Ample Driveway Parking. No Sidewalk To Shovel. From The Moment You Step Inside, You'll Be Greeted By A Grand Entrance That Sets The Tone For This Beautifully Renovated Home!! At The Heart Of The Home Is The Kitchen Of Dreams, With Large Quartz Central Island, Upgraded Cabinetry And High-End Built-Appliances. Finished Basement Features A Cozy Rec Room With 3 Pc Bathroom & Built-In Wet Bar. The Unfinished Lower Basement Features A Spacious Storage/Utility Room Plus Separate Room Ideal For A Home Office/Den. Ideally Located Walking Distance To Schools, Parks, Walking Paths, Bus Route, Shops & Restaurants. Don't Miss Out On The Opportunity To Make This Luxurious Home Your Own.

7 Toms Court, Whitby
3271 Country Lane, Whitby
$1,299,000
4 Beds ⋅ 4 Baths ⋅ E13796124 MLS
WELCOME TO 3271 COUNTRY LANE, SITTING ON A RARE EXPANSIVE POOL-SIZED LOT, OFFERING AN EXEPTIONAL AMOUNT OF OUTDOOR SPACE FOR ENTERTAINING WITH BUILT IN BBQ WITH BAR AREA AND 2 BUILT IN GAZEBOS. WITH OVER 3000 SQ FT PLUS A FINISHED WALK UP BASEMENT, THIS BRIGHT HOME FEATURES AN EXEPTIONAL LAYOUT, A FAMILY ROOM WITH OPEN TO ABOVE WINDOWS, COMPLEMENTED BY AN ELEGANT LIVING ROOM AND DINING AREA . UPDATED KITCHEN FEATURES CARRERA TILE FLOORING, GRANITE COUNTER TOPS, BACKSPLASH, ABUNDANT CABINETRY AND GENEROUS COUNTER SPACE. 4 BEDROOMS AND 4 RENOVATED BATHROOMS PROVIDE PLENTY OF SPACE. THE FINISHED BASEMENT WITH A WALK UP HAS POTENTIAL FOR AN APARTMENT, FEATURING CABINETRY, A SINK, BUILT/IN DISHWASHER, AND A FRIDGE, WITH ONLY A STOVE NEEDED TO COMPLETE THE KITCHEN SETUP. UPDATES ARE : ROOF SHINGLES, CENTRAL AIR, FURNACE, PROFESSIONALLY INSTALLED BACKUP POWER GENERATOR, INGROUND SPRINKLER, WATER FILTRATION SYSTEM. EFFORTLESS COMMUTING WITH A BUS STOP JUST STEPS AWAY, PLUS CONVENIENT ACCESS TO HWYS 412, 401, 407. HOME IS CLOSE TO HIGHLY REGARDED SCHOOLS AND SHOPPING PLAZAS .

3271 Country Lane, Whitby
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