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

10 Tallships Drive, Whitby
$799,900
3 Beds ⋅ 4 Baths ⋅ E13837718 MLS
Live By The Lake In Sought-After Whitby Shores! All-Brick Home Featuring 9' Ceilings & Hardwood Floors On Main Level, Gas Fireplace, Pot Lights & Open Concept Floorplan. Bright Kitchen W/ Breakfast Bar & W/O To Landscaped Backyard & Deck. Huge Master Bedroom W/ 4 Pce Ensuite Incl. Jacuzzi Tub & Separate Shower. Finished Basement W/ 2 Pce Bath & Lots Of Storage. Double Door Fr. Entry, Interlock Steps, Calif. Shutters. Steps To Lake, School, Marina, Shopping, Abilities Ctr., Go Train, Iroquois Sports Cc. House Is Move-In Ready!

10 Tallships Drive, Whitby
1535 Dundas Street E, Whitby
$2,995,000
E13836950 MLS
0.68/acre of commercial redevelopment land located in one Whitby's busiest commercial hubs at Thickson Road and Dundas Street. Surrounded by shopping centres and major commercial developments, this parcel is one of the very last prominent development sites available on Dundas Street (Highway #2). This is a major intensification corridor and presents significant upside for commercial and mixed use development. House on the property is a large brick bungalow and in very good condition. Ideal for holding income or repurposed to commercial uses under H-C3 zoning. Tremendous buy, hold and develop opportunity.

1535 Dundas Street E, Whitby
111 Watford Street, Whitby
$999,900
4 Beds ⋅ 4 Baths ⋅ E13836698 MLS
Welcome to this beautifully maintained Tribute Homes "Dryden" model, showcasing immaculate manicured gardens and exceptional curb appeal. The expansive driveway parks up to 6 vehicles, plus a detached double-car garage featuring epoxy floors (2023) and maintenance-free aluminum-capped door frames (2025). A powered driveway gate provides added privacy, while interlocking walkways and patio, lush landscaping and a cozy front porch create an inviting first impression-the perfect spot for morning coffee while watching the seasons change. Inside, the fabulous open concept main floor features an open staircase, hardwood floors, crown moulding, pot lighting and more. The formal sunken living room offers a bay window with picturesque front garden views, while the elegant dining room is enhanced by coffered ceilings. The family sized kitchen boasts granite counters, a breakfast bar, large pantry, stainless steel appliances and a bright breakfast area with a garden door walkout featuring built-in blinds to the entertainer's deck and private backyard. The impressive family room is the heart of the home, complete with a cozy gas fireplace, backyard views and a soaring cathedral ceiling. Upstairs, you'll find three generous bedrooms, including a spacious primary retreat with vaulted ceiling, walk-in closet and spa-like 4-piece ensuite featuring a granite vanity, skylight and relaxing corner soaker tub. There's even more room to grow in the fully finished basement, offering a spacious recreation room with gas fireplace and above-grade windows, plus a den/4th bedroom with french doors and double closet with organizers. A laundry area and workshop complete this versatile lower level. Ideally located just steps to schools, parks and downtown Brooklin shops, with easy access to Hwy 407 for commuters. A beautifully cared-for home offering space, privacy and exceptional indoor-outdoor living in a sought after Brooklin location!

111 Watford Street, Whitby
9640 Dagmar Road, Whitby
$1,499,000
3 Beds ⋅ 2 Baths ⋅ E13836140 MLS
Discover An Extraordinary Opportunity To Own A Private 10-Acre Estate In The Heart Of Whitby. This Custom Bungalow Offers An Exceptional Blend Of Luxury, Comfort, And Country Serenity, All Within Minutes Of Urban Amenities. The Thoughtfully Designed Main Level Features 3 Spacious Bedrooms And 2 Well-Appointed Bathrooms, Including A Tranquil Primary Retreat With Direct Access To A Private Deck Overlooking The Picturesque Grounds. Designed For Both Everyday Living And Entertaining, The Bright And Inviting Main Floor Also Boasts A Second Expansive Deck, Ideal For Hosting Family And Friends While Enjoying Breathtaking Views Of The Surrounding Landscape. The Unfinished Walkout Basement Presents Endless Possibilities To Create Additional Living Space Tailored To Your Lifestyle. Car Enthusiasts, Hobbyists, And Entrepreneurs Will Appreciate The Impressive Detached Heated 3-Car Garage Complete With An Integrated Workshop And Capacity For Up To 6 Vehicles. Ample Parking For Up To 20 Vehicles Ensures Plenty Of Space For Guests, Recreational Vehicles, And Equipment. A Rare Offering Combining Privacy, Versatility, And Upscale Country Living On A Spectacular 10-Acre Setting.

9640 Dagmar Road, Whitby
11 Murkar Crescent, Whitby
$997,800
5 Beds ⋅ 4 Baths ⋅ E13835338 MLS
Discover the possibilities at 11 Murkar Crescent, a well-appointed detached residence set on an impressive 40 x 119 ft lot in the established Blue Grass Meadows neighbourhood of Whitby. Offering a flexible 3+2 bedroom, 4-bathroom layout, the home is designed to accommodate both everyday family life and a variety of living arrangements. The main level features inviting living and dining spaces filled with natural light, a functional eat-in kitchen with a walkout to the rear deck, and a cozy family room centered around a fireplace. Upstairs, the private primary retreat includes a walk-in closet and ensuite, while two additional bedrooms and a full bathroom provide comfortable space for the rest of the household. The finished lower level adds considerable versatility with a separate entrance, two bedrooms, kitchen, recreation area, separate laundry, and 3-piece bathroom, offering options for guests, extended family, or potential rental accommodation. Completing the property are main-floor laundry, central air, an attached double garage, parking for up to six vehicles, and a garden shed. Conveniently positioned near local schools, green spaces, shopping, transit, and major roadways, this home offers generous space and practical living in a convenient Whitby setting. Basement renovated fully in 2024.

11 Murkar Crescent, Whitby
63 Waterside Way, Whitby
$699,900
3 Beds ⋅ 3 Baths ⋅ E13835074 MLS
Welcome to 63 Waterside Way, a beautifully upgraded 3 bedroom, 3 bathroom home in desirable Port Whitby. Thoughtfully finished throughout, this home offers a modern, move in ready interior with quality upgrades and smart home features. The main floor features upgraded 5 inch wide engineered hardwood flooring, pot lights, smart light switches and no carpet throughout the home. The upgraded kitchen offers quartz countertops, high end stainless steel appliances and a gas line to the stove, making it both stylish and functional. All three bathrooms have been fully upgraded. The primary ensuite features a heated floor and a full height mirror extending to the ceiling, creating a clean, modern feel. Additional upgrades include Cat 6 wiring throughout the home, providing reliable high speed connectivity, perfect for work at home set ups. Enjoy the custom walk in closet and custom laundry cabinetry professionally designed and installed by Closets by Design. The spacious one car garage offers enough room to park your vehicle while still having space for gym equipment or additional storage. Pet perfect parks and walking trails surround this home. A virtually brand new Town Home, thoughtfully upgraded offering modern finishes, practical features and plenty of storage in a sought after Port Whitby location. Enjoy walking paths, parks and a short stroll to the lake. Close to Bus, Go Station, highway 401, 412, 407.

63 Waterside Way, Whitby
21 Olerud Drive, Whitby
$1,399,900
4 Beds ⋅ 4 Baths ⋅ E13834698 MLS
A rare opportunity to own a beautifully upgraded home that combines luxury, comfort, and functionality in one of North Whitby's desirable communities.Proudly showcasing over $100,000 in builder upgrades, this exceptional 4-bedroom, 4-bathroom home offers an impressive combination of luxury, style, and functionality, thoughtfully designed for modern family living.Step into a spacious and elegant open-concept layout featuring beautifully upgraded oak hardwood flooring throughout the main floor and upper hallway, complemented by an upgraded hardwood staircase that adds warmth and sophistication throughout the home. The spacious main floor seamlessly connects the living, dining, and kitchen areas, creating the perfect setting for entertaining guests or spending quality time with family.The gourmet kitchen has been enhanced with upgraded faucets and sinks, adding both style and functionality to this beautiful space. The home also features upgraded washrooms with carefully selected finishes and fixtures, providing a refined and luxurious feel throughout.Adding to the sense of grandeur are the impressive 10-foot ceilings on the main floor and 9-foot ceilings on the second level, creating bright, airy, and spacious interiors. Smooth ceilings on both floors further enhance the home's modern and elegant aesthetic. For added convenience and peace of mind, the home is equipped with a 200-amp electrical panel, offering increased electrical capacity for today's modern lifestyle.Located in a family-friendly and highly desirable North Whitby neighborhood, this home offers an exceptional living environment surrounded by community amenities and everyday conveniences.With its extensive builder upgrades, spacious layout, soaring ceilings, elegant finishes, and beautiful design details, this home truly stands out. Large unfinished basement comes with builder finished separate entrance.Please see the attachment for the complete details of the builder upgrades.

21 Olerud Drive, Whitby
44 Iberville Road, Whitby
$969,000
4 Beds ⋅ 3 Baths ⋅ E13834420 MLS
Beautiful 3+1 Bedroom 3 Bathroom Detached Bungaloft Situated On A Premium Corner Lot StepsFrom The Village Of Brooklin!! This Bright & Spacious Home Boasts A Super Functional LayoutWith Sun filled Kitchen With Breakfast Area Walks Out To Private Deck And Fully FencedLandscaped Back Yard, A Separate Family Room, Dining Room & A Sunken Living Room And MainFloor Master With Luxurious Ensuite. The Upper Level Has Two Good Sized Bedrooms And A Main 4Pc Bath. For convenience there is a 4th bedroom in the basement for the additional familymember. Furnace 2022, washer 2024, Roof shingles 2014. Pre-Listing Inspection report isavailable.

44 Iberville Road, Whitby
108 underwood Drive, Whitby
$749,000
3 Beds ⋅ 3 Baths ⋅ E13834410 MLS
MOVE-IN READY | BEAUTIFULLY UPGRADED 3-BEDROOM FREEHOLD TOWNHOUSE IN BROOKLIN! Welcome to this stunning, freshly painted 3-bedroom freehold townhome in the highly sought-after Brooklin community of North Whitby! From the moment you step inside, you'll appreciate the bright open-concept layout, hand-scraped hardwood flooring, smooth ceilings, pot lights, upgraded lighting, elegant oak staircase with wrought-iron pickets, and stylish finishes throughout.The modern chef-inspired kitchen is designed to impress, featuring quartz countertops, an undermount sink, crackle-pearl backsplash, under-cabinet lighting, stainless steel appliances, and an upgraded faucet. Spacious bedrooms, premium custom window coverings, upgraded trim, and fresh professional paint make this home truly move-in ready. The primary bedroom adds a warm and inviting touch with its electric fireplace.Step outside to your own private backyard retreat! Professionally landscaped with a beautiful stone patio, deck, hot tub, and **no rear neighbours**-an ideal setting for summer entertaining, family gatherings, or simply relaxing at the end of the day.The finished garage with durable epoxy flooring, extra driveway parking, and extended boulevard add even more convenience.Ideally located close to excellent schools, parks, shopping, public transit, and easy access to Hwys 407 & 412. A fantastic opportunity to own a beautifully upgraded freehold townhome in one of Brooklyn's most desirable communities. Just unpack and enjoy-this is the one you've been waiting for!

108 underwood Drive, Whitby
7860 Cedarbrook Trail, Whitby
$3,989,000
7 Beds ⋅ 7 Baths ⋅ E13834276 MLS
Opportunity to live on the most desired estate street in Brooklin Ont. Cedarbrook Trail You will love this Unique Custom Executive Home. Cared for & Lived in by the same family for 13 years. This beautiful property is loaded with Features galore. Newer Gourmet kitchen with 3 ovens multiple sinks & walkin pantry. This combined with the open concept sunken family room with soring ceilings & a double sided fireplace both overlooking with multiple walkouts to large heated pool & patio with awnings & entertainment systems + pool house & gardens with no rear neighbors 5 reasons why this Unique One of Kind Home is right for you #1 Privacy, this is 3.48 acres of lanscaped privacy. #2 Turn Key, nothing to do! Just move in & unpack. #3 Perfect for large mature or multigenerational families, 7500 sqft, up to 8 BR & 7 Baths (4 ensuites) 2 inlaw suites if needed. #4 Loaded with custom upgrades & features. #5 Location is perfect! Right on the edge of the picturesque village of Brooklin, with its amenities & easy access to Hwy 407. Must See! Spectacular Drone Video Attached + 360 Video of Each Room

7860 Cedarbrook Trail, Whitby
51 Peter Hogg Court, Whitby
$759,000
3 Beds ⋅ 3 Baths ⋅ E13832568 MLS
Welcome to your new home! This fully freehold townhome is meticulously taken care of, only 4 Years Old, and is set on A Quiet Cul-De-Sac. The modern 4 panel glass garage looks amazing as you drive up the driveway. You are welcomed by Soaring 9 foot ceilings on the main. This beautiful home has dark upgraded hardwood throughout! Stained to match staircase to give the feeling of flowing elegance throughout the entire home. Stainless steel Fridge, stove, dishwasher, range hood and a beautiful brand new island add a rich touch to the chefs kitchen. Romantic electric fireplace in the living room for those cozy nights in, or even an evening with friends! The backyard features a generous deep 110 lot which feels super private! Perfect to go along with the natural gas line connection in the back yard for those summer night bbq's!

51 Peter Hogg Court, Whitby
153 Watford Street, Whitby
$1,099,999
7 Beds ⋅ 4 Baths ⋅ E13832536 MLS
Welcome to 153 Watford Street - A Real Brooklin Beauty - This Stunning Detached 2 Storey Home Features 4 + 3 Bedrooms & 4 Baths - 2,162 Sq Ft Above Grade - 900 Sq Ft of Finished Area in the Basement - 2 Bed + 1 Bath Detached Garage Converted Unit - Including it's own Stacked Washer/Dryer - Appx 400 Sq Ft - This Property is Loaded With Potential for Cash Flow & Multi Generational Living - Hardwood Floors Throughout Main Floor - Features Large Front Covered Porch - Lots of Natural Sunlight - Freshly Painted - Newer Foyer Tiles - 9'f Ft Ceilings - Pot Lights Throughout - Smooth Ceilings - Great Functional Floor Plan for Families to Enjoy - Living Room - Dining Room with Cathedral Ceiling - Servery with Lots of Cabinet Space - Main Floor Spacious Laundry Room - Beautiful kitchen with Drop Down Pendant Lighting - Quartz Countertops with Subway Tile Backsplash - Large Pantry - Upgraded Faucets in Bathrooms & Kitchen - Oak Staircase with Custom Iron Wrought Pickets - Family Room Features Gas Fireplace Overlooking the Backyard - Spacious Breakfast Area - Laminate Floors Throughout 2nd Floor - 4 Spacious Bedrooms on the 2nd Level with 2 Full Bathrooms - Beautiful Open to Above Feature - Primary Bedroom features Walk in Closet & Renovated 5 Pc Ensuite Bath - Beautiful Sky Light in Ensuite Bath with Double Vanity - Beautiful Tiling Throughout Ensuite Bath - A Finished Basement with Laminate Floors - Rec Area & Another Room with French Doors - Beautiful Gas Fireplace - Easily Park up to 6 Vehicles - Privately Fenced Backyard - Beautiful Interlocking on Driveway & Backyard - Garden Shed - This Home Will Charm You The Moment You Step in - A Home with Beauty & Character - A Must View!

153 Watford Street, Whitby
101 Greenfield Crescent, Whitby
$785,000
3 Beds ⋅ 2 Baths ⋅ E13832476 MLS
Welcome to 101 Greenfield Cres - Where Modern Comfort Meets Timeless Style! Located on a charming, family-friendly street in Whitby, this beautifully updated 3-bedroom, 2.5 bathroom home offers a perfect blend of style, functionality, and comfort. Step inside to a bright, inviting open-concept layout featuring brand new hardwood flooring throughout, smooth ceilings, crown moulding, and pot lights throughout the home, creating a warm and sophisticated atmosphere. The newly renovated kitchen offers a practical eat-in breakfast area and a convenient walkout to the backyard, making everyday living and entertaining effortless. All three bedrooms are thoughtfully designed with generous windows that fill the rooms with natural light, while the primary bedroom features a spacious double closet. Enjoy the beautifully upgraded luxurious bathrooms, thoughtfully finished to provide a modern and elegant feel. The carpet-free design throughout the home offers both style and easy maintenance. The renovated basement offers additional living and entertaining space, featuring a stylish bar-style renovation, smooth ceilings, pot lights, and durable flooring. Step outside to the newly built backyard deck with integrated pot lights, creating the perfect setting for outdoor entertaining, family gatherings, or relaxing evenings. Situated close to parks, schools, shopping, transit, and everyday amenities, this move-in-ready Whitby home offers an exceptional opportunity for comfortable modern living in a welcoming neighbourhood. Don't miss your chance to make 101 Greenfield Cres your new home!

101 Greenfield Crescent, Whitby
36 Zachary Place, Whitby
$850,000
3 Beds ⋅ 4 Baths ⋅ E13831918 MLS
Welcome to this spectacular all brick Tribute built family home, ideally situated in the highly sought after Brooklin community. Offering 3 spacious bedrooms, 4 bathrooms and a detached double garage, this sun-filled home combines generous living space with an inviting, functional layout. The bright, open-concept main floor features extensive laminate flooring and a grand open hardwood staircase. The formal sunken living room showcases an elegant coffered ceiling, crown moulding and a beautiful bow window overlooking the front gardens, while the separate dining room is enhanced by its own coffered ceiling. At the heart of the home, the family-sized kitchen boasts butcher block counters, a large pantry, breakfast bar and a spacious breakfast area with a garden-door walkout to the deck and backyard. The impressive family room is highlighted by soaring cathedral ceilings, a cozy gas fireplace, pot lighting and backyard views. Convenient main-floor laundry and garage access complete this level. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat with a vaulted ceiling, organized walk-in closet and a spa-inspired 4-piece ensuite featuring a relaxing corner soaker tub.The partially finished basement provides even more versatility, with ample storage, a roughed-in bathroom and an exercise room/den. Enjoy an exceptional Brooklin location just steps from schools, parks and the shops and amenities of downtown Brooklin, with easy access to Highway 407 for commuters. A wonderful family home in a community you'll love!

36 Zachary Place, Whitby
23 Drew Court, Whitby
$698,967
5 Beds ⋅ 3 Baths ⋅ E13831750 MLS
Welcome to 23 Drew Crt, Whitby! This beautifully fully renovated home offers approx. 2,100 sq ft of living space with 4+1 spacious bedrooms and 3 modern washrooms. Featuring a brand new kitchen with contemporary finishes and carpet-free flooring throughout, this home is truly move-in ready. The partially finished basement provides additional living space with great potential for extended family, a home office, or recreation. Nested on a quiet court in a desirable neighborhood, this property combines style, space, and comfort - a perfect place to call home. Easy access to highways, park, and schools. Premium corner lot on no exit street.

23 Drew Court, Whitby
Start Your Search