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 ⋅ 4 Baths ⋅ E13641248 MLS

This luxury 4 bedroom, 4 bathroom detached home is conveniently located in the coveted Williamsburg neighborhood across from Williamsburg pubic school and offering easy access to transit and hwy 412. The main floor features hardwood floors, a large living room with a fireplace and a modern kitchen with a gas stove and quartz countertops. An oak staircase leads to the second floor that features a bright skylight. The master bedroom has 2 closets and a large ensuite bathroom. The basement has been professionally finished with a wetbar and a 3 piece bathroom. Enjoy patio season in the entertainers backyard featuring an above ground pool, large gazebo and gas fire pit. This property is offered under Power of sale and the seller makes no representations or warranties.

122 Medland Avenue, Whitby

5 Beds ⋅ 4 Baths ⋅ E13641008 MLS

Welcome To Your Exceptional Like-New 4 Bedroom, 4-Bathroom Detached Home In One Of Brooklin's Most Sought-After Family-Friendly Neighbourhoods. Showcasing Unmistakable Pride Of Ownership Throughout, This Beautifully Updated Two-Storey Residence Offers The Perfect Blend Of Timeless Elegance, Designer Finishes, And Effortless Turnkey Living. Every Detail Has Been Thoughtfully Curated, From The Brand New Designer Light Fixtures That Elevate Each Space To The Fresh, Contemporary Paint Palette That Creates A Bright And Sophisticated Atmosphere. The Updated Kitchen Features Modern Stainless Steel Appliances, Upgraded Quartz Countertops And A Large 4 Person Breakfast Island, Making It As Functional As It Is Stylish For Everyday Living And Entertaining. The Professionally Finished New Basement Extends Your Living Space With Endless Possibilities Such As An In-Law Suite Or A Huge Recreation Area For Your Family & Friends To Enjoy When You Entertain. The New Epoxy-Coated Garage With 2 EV Charger Plugs Delivers A Polished, High-End Finish That Car Enthusiasts And Organized Homeowners Alike Will Appreciate. Step Outside To Your Own Private Backyard Retreat, Complete With A Heated Inground Pool Surrounded By Freshly Sealed Stamped Concrete & Beautifully Maintained Landscaping-Perfect For Relaxing, Entertaining, And Making The Most Of Summer. Every Inch Of This Home Has Been Meticulously Cared For, Offering A Move-In-Ready Experience Where All The Work Has Already Been Done; Just Move In & Enjoy! Located In The Heart Of Desirable Brooklin, Steps To Top-Rated Schools, Parks, Trails, And Every Amenity, This Stunning Home Combines Luxury, Comfort, And Exceptional Craftsmanship In A Setting You'll Be Proud To Call Home. Watch The Virtual Tour & Book A Private Showing To Experience This Beautiful Home That You Will Soon Get To Call Your Own.

179 Cachet Boulevard, Whitby

4 Beds ⋅ 3 Baths ⋅ E13640374 MLS

Stunning 4-bedroom detached home in one of Whitby's most desirable family neighborhoods of Brooklin, offering approximately 2,400 sq. ft. of bright, thoughtfully designed living space on a premium 45.93-ft. wide lot. Featuring parking for up to 6 vehicles with a 2-car garage and 4-car driveway, this home is ideal for growing families and those who love to entertain. The inviting main floor showcases 9-ft ceilings, hardwood floors, elegant California shutters, a spacious combined living and dining room, and a welcoming family room with a gas fireplace. The upgraded chef-inspired kitchen is designed for both everyday living and entertaining, featuring extended cabinetry, stainless steel appliances, a large centre island, a servery with wine fridge, and a walk-out to the impressive 24' x 15' deck overlooking a private backyard. Upstairs offers four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and luxurious 5-piece ensuite. The semi-finished basement provides additional versatile living space while still offering excellent potential for further customization to suit your family's needs. Located within walking distance to highly rated Chris Hadfield Public School, St. Bridget Catholic Elementary School, Brooklin High School, parks, trails and everyday amenities, this exceptional home combines generous living space, premium entertaining features, future growth potential and an unbeatable family-friendly location.

22 Northcastle Crescent, Whitby

3 Beds ⋅ 3 Baths ⋅ E13640130 MLS

Welcome to exceptional modern living in one of Whitby's most rapidly growing, high-demand communities. This impressive 1,769 sq. ft. rear-lane freehold two-storey townhouse delivers an outstanding balance of functional space, refined finishes, and effortless convenience. Step inside to a bright, freshly painted interior illuminated by newly installed LED pot lights throughout the home. Designed for clean, contemporary living, the carpet-free layout highlights seamless transitions between every room. The main floor features a sprawling living room along with a versatile dining/den area, perfect for entertaining or set up as a dedicated work-from-home space. The modern, open kitchen offers ample storage, generous counter space, and a cozy breakfast area, complemented by convenient main-floor laundry. Stylish zebra roller blinds adorn all windows, providing dynamic light control and privacy throughout. Upstairs, you will find three expansive bedrooms, including a impressive primary suite complete with a spacious walk-in closet and a luxurious 5-piece ensuite bath. Outdoors, enjoy your own private courtyard-a quiet oasis for relaxation or weekend hosting-plus the rare benefit of a full double-car garage. The unspoiled basement with low headroom area to be used as added storage, awaits your personal vision, offering tremendous potential for custom living space, recreation. Unbeatable location perks round out this exceptional offering: Commuter's Dream: Just 3 minutes to HWY 401 & HWY 412Everyday Convenience: Minutes to Costco, two Walmart, Longo's, Canadian Tire, Indigo, Winners, and HomeSense Essential Amenities: Surrounded by top-rated schools, parks, dining options, and medical clinics. Whether you are a growing family, working professional, or savvy investor seeking solid future appreciation, this pristine property offers turnkey comfort and long-term value.

12 Thelma Drive, Whitby

5 Beds ⋅ 5 Baths ⋅ E13639882 MLS

A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq. ft. above grade with a seamless blend of bespoke craftsmanship, designer finishes, and resort-inspired living. The impressive stone and stucco facade, framed by professional landscape lighting and manicured grounds, opens to interiors defined by soaring ceilings, oversized windows, expansive principal rooms, and exceptional architectural detail. Custom paneled feature walls painted in timeless Oxford White add depth and elegance throughout, while a dramatic lacquered black library creates a bold focal point that elevates the home's design narrative. The dining room showcases intricate waffle ceilings, extensive wall paneling, a stunning double-sided fireplace, and rich Fornasetti designer wallpaper, creating a space that feels both timeless and editorial in design. The chef-inspired kitchen features a premium Wolf gas range, high-end integrated refrigeration, Restoration Hardware lighting, generous prep space, and effortless flow into the dining and living areas. Towering rear windows flood the home with natural light while creating a seamless connection to the backyard retreat. A fully integrated Control4 system powers zoned audio, surround sound, and integrated speakers throughout the main level and outdoor living spaces. The fully finished lower level delivers a boutique wellness experience with a dedicated fitness area, spa-inspired sauna, additional living space, and beautifully appointed guest accommodations. Outside, the backyard rivals a private resort with expansive limestone hardscaping, ambient lighting, mature landscaping, custom surround sound, waterfall pool features, and a pergola lounge with integrated fire table. Sophisticated yet welcoming, every inch of this residence has been intentionally curated to deliver an extraordinary lifestyle experience.

39 Glengowan Street, Whitby

4 Beds ⋅ 3 Baths ⋅ E13639370 MLS

This Stunning Executive Home Boasts Impeccable Style & Design, Making It A Perfect Choice For The Most Discerning. With High-End Finishes Throughout, It's Clear That No Detail Has Been Overlooked In The Creation Of This Luxurious Living Space. One Of The Standout Features Of This Home Is Its Dream-Like Kitchen, Complete With Granite Countertops, Backsplash. Polished Porcelain Tiled Floors Only Add To The Overall Elegance And Sophistication Of This Space. The Family Room Is Another Highlight Of This Home With A Waffle Ceiling, A Custom Fireplace. 9Ft Smooth Ceilings, Can Be Found Throughout, Adding To The Overall High-End Feel Of This Property. With Four Exceptional Bedrooms Upstairs. The Luxurious Primary Bedroom Boasts A Five-Piece Ensuite, Spectacular Walk-In Closet! Beautiful Landscaping In Both The Front & Back Of The Property Includes A Stamped Concrete Driveway, As Well As A Backyard patio, Close To All Amenities!

25 CHARTERHOUSE Drive N, Whitby

3 Beds ⋅ 1 Baths ⋅ E13638672 MLS

Prime Opportunity in Beautiful Port Whitby! Welcome to this charming detached 3 bedroom home, perfectly situated on an exceptional lot boasting over 209 feet of depth and more than 50 feet of frontage. Offering the feel of a private park or cottage retreat, this one of a kind property is full of character and charm. Inside, you'll find a functional kitchen with sleek countertops, a spacious dining area, a bright and inviting living room, and a bright sunroom with a walkout to a patio and an expansive west-facing backyard, perfect for relaxing or entertaining. Additional features include convenient main floor laundry, a beautifullyappointed 4 piece bathroom with a classic clawfoot tub, updated windows, and an unbeatable location. Enjoy the best of Port Whitby living, just moments from the waterfront, scenic walking trails, the GO Station, parks, shopping, and more!

1612 Dufferin Street, Whitby

5 Beds ⋅ 4 Baths ⋅ E13638618 MLS

Welcome To A Pristine Modern Detached Home In The High-demand Whitby Meadows Community With A Massive 3,079 Sq. Ft. Living Space, This Family Home Delivers Total Turn-key Luxury. Enjoy A Beautiful And Bright Open-concept Design Upgraded With Stunning Solid Oak Hardwood Floors And Soaring 9-foot Ceilings Throughout The Living Room And Family Room, Featuring A Magnificent Fireplace And Large Windows That Let In An Abundance Of Natural Light. The Heart Of The Home Is The Stunning Kitchen, Which Boasts A Large Center Island With Granite Countertops, Stainless Steel Appliances, Aesthetic Backsplash, Double Bowl Stainless Blanco Sink, And A Breakfast Area With A Sliding Glass Walk-out To A Deck. Head Upstairs With Oak Pickets And Handrail Leading To A Spacious Primary Bedroom With 4-pc Ensuite, Large Window, And Walk-in Closet. The Second Bedroom Features Its Own Private 3-piece Ensuite, While The Remaining Bedrooms Offer Large Windows And Ample Closet Space. A Convenient Second-floor Laundry Room Adds Everyday Practicality. The Unfinished Basement W/ Separate Side Entrance Presents Endless Possibilities And Serves As A Blank Canvas Ready For Your Personal Vision. Steps From Lynde Creek Park And Marcel Brunelle Park And Minutes From Top Schools, Shopping, Dining, Highways 412, 407 & 401, And All Amenities, This Is Not Just A House, But A Luxurious Home Designed For Your Family A Lifestyle Beyond Compare!

24 Dumaine Street, Whitby

3 Beds ⋅ 1 Baths ⋅ E13638502 MLS

Updated 3 bedroom, 1 bathroom home in a prime location, directly across from Rotary Centennial Park. This move-in ready property is a fantastic opportunity for first-time buyers or downsizers seeking the convenience of one-level living, with primary bedroom, bathroom, and laundry all located on the main floor. Recent updates include a new furnace (2024), roof (2024), hot water tank (2022), 100-amp electrical service, windows (2014), and A/C (2013). Brand new patio doors (2026) lead to a spacious back deck overlooking the fully fenced backyard, complete with beautiful gardens, the perfect setting for relaxing or entertaining. Inside, the bright and functional layout features a modern kitchen, and clean, well-maintained interior. Upstairs offers two additional bedrooms, ideal for family, guests, or a home office. The clean basement provides excellent storage space. Conveniently located with easy access to Highway 401 and a 5-minute drive to the GO Station. Pre-list home inspection available.

810 Byron Street S, Whitby

3 Beds ⋅ 2 Baths ⋅ E13638268 MLS

Welcome To 7 Chopin Court, Located In One Of Whitby's Most Desirable Neighbourhoods. Situated On A Cul De Sac With A Spacious 47 X 100 Ft Lot, This Detached 4-Level Backsplit Offers An Incredible Opportunity To Create Your Dream Home In A Sought-After Family-Friendly Community. Featuring 3 Bedrooms, A Functional Layout With Spacious Principal Rooms, And Finished Living Space, This Home Offers Plenty Of Room For Family Living And Endless Possibilities To Make It Your Own. The Private Backyard With An In-Ground Pool (As-Is Condition) Provides The Perfect Canvas To Create Your Own Outdoor Escape, Whether Hosting Summer Gatherings Or Enjoying Quiet Evenings At Home. Steps To Major Amenities, Schools, Shops, Downtown Whitby, Restaurants, Whitby GO Train Station, 401/412 With Easy Access To The 407, Iroquois Park Sports Centre & Abilities Centre. Enjoy The Convenience Of An Established Community While Being Surrounded By Everything You Need For Everyday Living.

7 Chopin Court, Whitby

3 Beds ⋅ 3 Baths ⋅ E13636754 MLS

Well-maintained freehold townhouse in highly sought-after Williamsburg, offering bright, functional living space for families and professionals.Main floor features updated kitchen with stone countertops, open-concept living/dining, and carpet-free flooring throughout. Upstairs includes 3 spacious bedrooms and 3 bathrooms.A finished basement adds valuable extra living space, ideal for a rec room, home office, or guest area - a key advantage compared to similar homes.Enjoy a private backyard with no direct overlooking neighbours, plus 3-car parking for added convenience.Located just steps from top-rated schools (Jack Miner), parks, trails, and everyday amenities.

5 Jays Drive, Whitby

3 Beds ⋅ 4 Baths ⋅ E13636460 MLS

Welcome to this stunning luxury end-unit Zancor-built townhome, offering over 2,350 sqft of beautifully upgraded living space. Flooded with natural light from its extra windows, this modern open-concept home features three spacious bedrooms, four bathrooms, three private balconies, and a walk-out to the backyard. Elegant hardwood flooring extends throughout the home, including the staircase, which is accented with stylish wrought iron spindles. The main level features a bright family room with sliding glass doors leading to the backyard, creating the perfect space for relaxing or entertaining. The second level showcases an inviting formal living and dining area complete with a built-in electric fireplace and a walk-out to a west-facing balcony. The gourmet kitchen is designed to impress with quartz countertops, a custom tile backsplash, stainless steel appliances, a large centre island with breakfast bar, and designer pendant lighting. Adjacent to the kitchen, the spacious breakfast area opens onto a second balcony with peaceful east-facing views. On the third level, you'll find three generously sized bedrooms, including a luxurious primary suite featuring a private balcony, spa-inspired 5-piece ensuite with a freestanding soaker tub, glass rain shower, and quartz vanity. Additional highlights include convenient main-floor laundry with direct garage access, abundant storage, 9-foot ceilings on the main and second levels, and an unspoiled basement with a cold cellar, offering endless possibilities for future customization. Ideally located close to downtown Brooklin shops, parks, walking trails, schools, public transit, and Highway 407, this exceptional home is just 10 minutes from Ontario Tech University and Durham College. Minimal POTL fees provide added value by covering common area maintenance, snow removal, and garbage collection. This exceptional home offers the perfect blend of luxury, space, and convenience in one of the area's most desirable communities!

2 Lake Trail Way, Whitby

1 Beds ⋅ 1 Baths ⋅ E13636016 MLS

Modern condo living in the heart of Whitby! This bright one bedroom, one bathroom suite offers a functional open-concept layout with no wasted space, contemporary finishes, stainless steel appliances, sleek cabinetry, and a private balcony. Lived in by theoriginal owners and never rented, the unit has been well maintained and includes two (2) parking spaces and one locker. Building amenities include a fitness centre, yoga room, games lounge, social space, and outdoor playground. Conveniently located near shopping, restaurants, parks, trails, Ontario Tech University, GO Transit, and Highways 401, 407,and 412.

1010 Dundas St E Street Unit 325, Whitby

4 Beds ⋅ 3 Baths ⋅ E13635200 MLS

Stunning 5-Year-New Semi in Rural Whitby - Income Potential + Designer Finishes! Welcome home to 94 Conarty Crescent - a beautifully upgraded 4-bedroom, 3-bath semi offering 9' ceilings on the main floor, 10' ceilings up, and a separate basement entrance ready for an in-law suite or rental income.Step through the double-door entry into a bright foyer with hardwood flooring and an elegant oak staircase running throughout the main level. The open-concept living and dining area features a modern electric fireplace and pot lighting, flowing into a chef-inspired kitchen with stainless steel appliances, quartz counters, and a large center island with breakfast seating.Upstairs, the primary retreat impresses with a coffered ceiling, walk-in closet, and spa-style ensuite with a glass shower and freestanding soaker tub. Three additional bedrooms offer flexible space for family, guests, or a home office.Outside, enjoy a fully fenced backyard, no-sidewalk frontage with parking for 3 vehicles, and direct garage access.Ideally located near Thermal Spa, shopping, restaurants, top-rated schools, parks, and trails - this is a rare combination of move-in-ready style and future income flexibility.

94 Conarty Crescent, Whitby

3 Beds ⋅ 3 Baths ⋅ E13634810 MLS

Welcome to this all-brick freehold townhome home offering 3 bedrooms, 3 bathrooms, and convenient backyard access from the garage! From the inviting front porch to the spacious foyer with a bright, open-concept design featuring fresh neutral decor, laminate floors, updated light fixtures, and more. The welcoming family room overlooks the private backyard with the beautiful picture window. The kitchen is designed for everyday living with backsplash, pass through window, ceramic flooring & adjoining breakfast area offers a walkout to the fully fenced backyard complete with an interlocking patio, weatherproof garden shed, and mature perennial gardens. Upstairs offers 3 generous bedrooms, the primary retreat boasts a walk-in closet & 3pc ensuite. The partially finished basement expands the living space with above-grade windows, a spacious recreation room with cozy electric fireplace, large cold cellar, laundry area, and abundant storage. Ideally located in one of Brooklin's most sought-after neighbourhoods, within walking distance to schools, parks, transit, and the charming shops and restaurants of downtown Brooklin. Commuters will appreciate the quick and convenient access to Highway 407. A move-in-ready family home in an exceptional location-don't miss this opportunity!

22 Sinden Drive, Whitby

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