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

3 Beds ⋅ 2 Baths ⋅ E13613454 MLS

Exceptional And Well Maintained Sidesplit Detached Home In Highly Sought-After Lynde Creekenclave! It's 3 Bedrooms And 2 Full Bathrooms With A Great Familly Room With Fireplace At Lowerlevel With Above Ground Windows. Renovated Modern Kitchen With Eating Area With Walkout To Deckgreat For Bbq And Entertainment And Private Backyard.Attached 0ne Car Garage With Dooropener.Property Features Newer Hardwood Floor From Top To Bottom And Staircases.Open/L-Shapeliving And Dinning Room.Conveniently Located Close To Schools, Public Transit, Shopping, Parks, Restaurants, Hwy 401,Hwy 407, Whitby GO Station, Otter Creek, And D'Hillier Park Trail, Offering Plenty Of Walkingand Biking Trails Nearby.

207 Michael Boulevard, Whitby

3 Beds ⋅ 2 Baths ⋅ E13613342 MLS

Welcome to this beautifully maintained spacious 3-bedroom, 2-bathroom raised bungalow nestled on a quiet, family-friendly street in one of Brooklin's most desirable neighbourhoods. Designed for comfortable everyday living, this home offers bright, inviting living spaces, a cozy family room, and a functional layout ideal for growing families, downsizers, or those who love to entertain. Step outside to a private, beautifully landscaped backyard, perfect for summer barbecues, relaxing evenings, or letting children and pets play. The professionally landscaped front and rear yards provide exceptional curb appeal and create a peaceful outdoor retreat. Pride of ownership is evident throughout, with numerous quality updates including: 2025: Professionally completed natural stone landscaping, new front entrance door and screen door ,freshly painted main floor. 2024: New window above the garage. 2019: New kitchen patio sliding door. 2018: New eavestroughs and downspouts. 2017: Furnace, central air conditioning, humidifier, water tank, garage door, and interior garage storm door. 2012: Roof replacement. This move-in ready home combines spacious living, quality updates, beautiful landscaping, and an outstanding location-offering an exceptional lifestyle in the heart of Brooklin.

45 Rosemarie Crescent, Whitby

4 Beds ⋅ 4 Baths ⋅ E13611628 MLS

Attention First Time Home Buyer or Upgrade Families, here is 42 Fieldnest Crescent, Whitby for you, a 3+1-bedroom, 4-bathroom detached home in Whitby's sought-after Rolling Acres neighbourhood where every upgrade has already been done. Property has got fresh paint, new electrical fixtures, LED lighting, fully renovated bathrooms, new doors and door hardware throughout. All you bring is furniture and enjoy living in approximately 2,250 sq. ft of total living space, this home gives your family room to spread out - not just exist. A separate living room and family room let your household breathe - morning quiet in one room while life happens in the other. It's the kind of layout families grow into, not out of. Recent updates include A/C (approx 2 yrs), furnace (approx 3 yrs), windows and front door (approx. 10 yrs), and roof (approx. 12 yrs).The finished basement tells its own story. A self-contained space with its own bedroom, bathroom, kitchen, living area, and a private separate entrance - offering the potential to generate up to $1,500/month in potential basement rental income. That's up to $18,000 potentially a year toward your mortgage. Or it becomes the space where your parents live independently under the same roof. A rare flexibility most homes in Whitby, don't offer.Then there's the backyard - and you'll feel it the moment you step outside. Deep, open, private. Saturday barbecues with no time limit. Kids on real grass. Evenings that end with sky, not a neighbour's window. Outdoor space like this is getting harder to find. Out front, the extended driveway fits up to six vehicles alongside a single-car garage - because parking should never be a daily problem.Rolling Acres offers top-rated schools with French Immersion and IB programs, parks within walking distance, and shopping at Thickson and Taunton. Highway 407, Highway 412, and the Whitby GO Station keep you connected to Toronto while your family enjoys one of Whitby's safest communities.

42 Fieldnest Crescent, Whitby

6 Beds ⋅ 5 Baths ⋅ E13611096 MLS

Boasting almost 4,000 sq. ft. of finished living space, this exceptional 9-year-old executive home is nestled on a quiet private court in the prestigious Taunton North community, offering luxury, privacy, and breathtaking ravine views. Backing onto a picturesque ravine and surrounded by mature trees, enjoy tranquil nature scenery and complete backyard serenity throughout the seasons. Meticulously maintained and thoughtfully designed for modern family living, the main and upper levels feature nearly 3,000 sq. ft. of elegant living space with hardwood flooring, formal living and dining rooms, custom window coverings, designer lighting, and a bright open-concept layout filled with natural light. The upgraded chef's kitchen showcases extended cabinetry, premium finishes, a large centre island, and a gas stove, while a rare main-floor full bathroom adds exceptional convenience and flexibility. Step outside to over 2,000 sq. ft. of professionally finished concrete landscaping, enhanced by beautiful interlocking stonework at the front and side of the home. The spacious deck overlooks the ravine, creating the perfect setting for entertaining or relaxing in a private natural retreat. Adding tremendous value, the professionally finished legal 2-bedroom basement apartment, approved by the Town of Whitby in 2023, features a separate entrance, a full bathroom, and is currently rented for $1,950 per month, providing excellent mortgage support, income potential, or a turnkey multigenerational living solution. Ideally located near top-rated schools, parks, walking trails, shopping, transit, and major highways, this premium ravine-lot property offers the perfect blend of luxury, functionality, investment potential, and an unbeatable location.

27 Upperview Place, Whitby

4 Beds ⋅ 3 Baths ⋅ E13610684 MLS

Welcome to 13 Littlebeck Crescent, a beautifully maintained 4-bedroom, 3-bathroom home in a desirable rural Whitby community. Offering a functional layout with spacious rooms and plenty of space for the whole family, this home is an excellent opportunity for first-time buyers, growing families, or those looking for a comfortable place to call home. Step outside to enjoy the large paved backyard, an ideal space for outdoor entertaining, family gatherings, children's play or simply relaxing and enjoying the warmer months. Ideally situated close to parks, schools, shopping, publics transit and everyday amenities with convenient access to Hwy 401, 407 and 412 for an easy commute. Nearby Whitby and Ajax GO Stations provide additional commuter convenience. A wonderful opportunity to own a spacious family home in a growing and well connected Whitby neighourhood.

13 Littlebeck Crescent, Whitby

3 Beds ⋅ 2 Baths ⋅ E13610624 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

5 Beds ⋅ 5 Baths ⋅ E13610116 MLS

Stunning 5-Bedroom Luxury Home In A Prime Location! Experience Modern Elegance And ExceptionalCraftsmanship In This Nearly New, 1-Year-Old Residence Offering Approximately 3,700 Sq. Ft. OfSophisticated Living Space. Every Detail Has Been Carefully Curated, From The Upgraded 10 FtCeilings On The Main Floor To The 9 Ft Ceilings On Both The Second Level And The UpgradedBasement, Creating A Bright, Spacious, And Airy Feel Throughout.The Magazine-Worthy Gourmet Kitchen Is A True Showpiece, Featuring Tall Custom Cabinets, A PotFiller, And A Striking Stone Island With Waterfall Edge And Matching Backsplash. TheOpen-Concept Main Floor Seamlessly Connects Elegant Living And Dining Areas, Highlighted By 8Ft Upgraded Doors, Upgraded Wider Steps, And Expansive European Windows That Fill The Home WithNatural Light.Upstairs, Discover Large Bedrooms With Generous Closets And High-End Finishes. The PrimarySuite Offers A Luxurious Ensuite Complete With Floor-To-Ceiling 2x4 Tiles And A Double Shower,Creating A Spa-Like Retreat.Additional Highlights Include R/I For Extra Laundry In Mudroom, Premium Finishes Throughout,And A Thoughtfully Designed Layout Ideal For Both Family Living And Entertaining. The UpgradedBasement Ceilings Enhance The Lower Level's Functionality, Offering Endless Possibilities ForFuture Customization.This Exceptional Home Is Still Covered Under Tarion Warranty, Providing Peace Of Mind AndAssurance Of Quality.Don't Miss This Rare Opportunity To Own A Newly Built, Design-Focused Home In One Of The Area'sMost Desirable Locations - A Perfect Blend Of Luxury, Comfort, And Modern Design.Minutes to Highway 401/407/412, Close To Ranked Schools, Shopping, Grocery, Transit,Food/Restaurants.

4291 Country Lane, Whitby

Prime opportunity to acquire a fully equipped restaurant located on high-traffic Dundas St E in Whitby. Situated in a busy plaza with strongsurrounding businesses and steady foot traffic, and supported by dense residential neighborhoods. Excellent exposure and accessibility on amajor commercial corridor. Asset sale only-offering full flexibility to rebrand or convert to any cuisine or franchise concept. Ideal for owneroperatorsor expanding brands seeking a turnkey setup in a high-demand Durham Region location with reasonable monthly rent.

1540 Dundas Street E Unit B-1, Whitby

Positioned in a prime location just moments from public transit and a short stroll to the heart of downtown Whitby, this exceptional office space offers both convenience and prestige. The property features reserved parking and has been extensively renovated with meticulous attention to detail, creating a refined and sophisticated professional environment.

420 Green Street Unit 204,205,206, Whitby

3 Beds ⋅ 1 Baths ⋅ E13607438 MLS

Welcome to this bright and spacious second-level apartment, ideally located in one of Whitby's most desirable mature neighbourhoods! Offering 3 generously sized bedrooms and 1 full bathroom, this inviting home is perfect for families, professionals, or anyone looking to enjoy the convenience of downtown living. The sun-filled living room features a large picture window that fills the space with natural light, creating a warm and welcoming atmosphere. The bright eat-in kitchen offers plenty of room for family meals and everyday living. Spacious bedrooms provide comfort and flexibility for growing families, guests, or a home office. Situated just steps from vibrant Downtown Whitby, you'll enjoy easy access to transit, shopping, restaurants, banks, schools, parks, and all essential amenities. Experience the perfect blend of space, comfort, and an unbeatable location in this charming rental opportunity!

540 Mary Street E Unit 1-3, Whitby

5 Beds ⋅ 5 Baths ⋅ E13606466 MLS

Welcome to 45 Morley Crescent, a spectacular executive luxury home in Whitby's prestigious Rolling Acres community offering over 3,500 sq ft of finished living space and more than $350K in premium builder upgrades plus additional post-closing enhancements. This turnkey residence features 5 spacious bedrooms, 4.5 bathrooms, 2 fully equipped kitchens, a professionally finished basement, and a dedicated second-floor home office designed for upscale family living and multi-generational comfort.Situated on a premium 40-ft lot, this stunning home showcases soaring 11-ft ceilings on the main floor and 10-ft ceilings in the primary bedroom and office, complemented by oversized upgraded windows bringing in abundant natural light. Luxury finishes throughout include upgraded 4-inch engineered hardwood floors, customized porcelain tiles, crown moulding, accent walls, upgraded baseboards, designer lighting, sleek black hardware, upgraded doors, and interior/exterior pot lights.The chef-inspired kitchen features quartz countertops with a waterfall island, matching quartz backsplash, glass cooktop, premium built-in appliances, raised-height cabinetry, under-mount sinks, and luxury black stainless-steel Samsung, KitchenAid, and LG appliances. The upgraded builder-customized laundry room also features quartz surfaces and designer finishes.The professionally finished basement includes an additional bedroom, full bathroom, and second kitchen ideal for extended family or in-law suite functionality. Additional features include upgraded bathrooms with glass shower enclosures, zebra blinds throughout, EV charger, motorized garage doors, fully fenced backyard, and premium luxury finishes rarely found in the area.Located close to top-rated schools, parks, shopping, transit, and major highways, 45 Morley Crescent offers luxury, functionality, and modern elegance in one of Whitby's most sought-after family neighbourhoods.

45 Morley Crescent, Whitby

4 Beds ⋅ 3 Baths ⋅ E13605546 MLS

Welcome to 93 Scepter Place, an immaculate detached home in Whitby's prime Rolling Acres community, steps from schools and parks. Featuring exceptional professional landscaping, a 4-car driveway, and a 1.5 car garage, this turnkey residence offers ultimate modern luxury. The private backyard oasis boasts a new pool lining, stamped concrete surround, and a gas BBQ hookup. Inside, major big-ticket upgrades include a new roof, new furnace, and EV charging setup. The entry showcases fresh foyer tiles, elegant new stairs, and durable laminate flooring flowing through the spacious living and family rooms. The upper level features gleaming hardwood floors. A newly renovated kitchen is equipped with sleek new cabinetry, quartz counters, a gas stove, and high-end stainless-steel appliances. Additional highlights include a renovated powder washroom, new washer and dryer, fresh pot lights, modern ceiling fans, and a custom basement theatre room with a new projector setup. Absolutely nothing left to do but move in and enjoy!

93 Scepter Place, Whitby

5 Beds ⋅ 4 Baths ⋅ E13605292 MLS

Welcome to this Beautifully Renovated Detached Home on a Premium Ravine Lot in the Sought-after Blue Grass Meadows Community. The Spacious, Private Backyard Offers Peaceful Wooded Views and Direct Gated Access to the Adjacent Trail; an Ideal Setting for Relaxing, Entertaining and Enjoying Nature. Inside, the Home Features Four Generously Sized Bedrooms Upstairs, Including a Primary Bedroom with a Private Ensuite. The Newly Renovated Kitchen Showcases Quartz Countertops, a Waterfall Island, Abundant Cabinetry and Stainless Steel Appliances. Bright and Spacious Living and Dining Areas Flow into a Welcoming Family Room with a Gas Fireplace and Walkout to the Deck. The Bathrooms have also been Fully Renovated with Modern Finishes. The Finished Walkout Basement adds Valuable Living Space and Offers Excellent Potential for an in-law Suite. A Permanently Installed Whole-home Standby Generator Provides Added Peace of Mind During Power Outages. Conveniently located Near Parks, Schools, Shopping Mall and Public Transit, with Easy Access to Thickson Road and Dundas Street East. Minutes to Highways 401 and407.

338 Prince of Wales Drive, Whitby

3 Beds ⋅ 3 Baths ⋅ E13603642 MLS

Welcome to this beautifully maintained approximately 2,000 sq. ft. detached home, ideally situated on a quiet, family-friendly street in desirable North Whitby. Featuring a functional open-concept layout, this home offers a spacious primary retreat complete with a large walk-in closet and a private 4-piece ensuite. The modern kitchen overlooks the principal living areas, creating the perfect space for everyday living and entertaining. A dramatic 20-foot cathedral ceiling foyer provides an impressive first impression, while hardwood flooring throughout the main level and broadloom on the second floor add warmth and comfort. The expansive basement offers exceptional versatility with two separate access points, ideal for future in-law suite potential or additional living space. Conveniently located close to top-rated schools, parks, shopping, transit, and major highways, this is a fantastic opportunity to own a move-in-ready family home in one of Whitby's most sought-after neighbourhoods.

59 Chatterson Street, Whitby

4 Beds ⋅ 4 Baths ⋅ E13603546 MLS

Welcome to this exceptional, move-in-ready home situated on a rare 52-ft wide lot in one of Whitby's most sought-after family-friendly neighborhoods. Offering the perfect blend of space, style, and everyday convenience, this meticulously maintained home is sure to impress from the moment you arrive. Step inside to discover a bright, spacious layout featuring generously sized principal rooms, elegant finishes, and an updated kitchen complete with premium quartz countertops-perfect for everyday living and entertaining alike. Every inch of this home reflects true pride of ownership, allowing you to move in with complete confidence. Extend your living space outdoors to the impressive 12' x 30' rear deck, ideal for summer BBQs, family gatherings, or simply relaxing in the privacy of your beautifully sized backyard. The location is second to none, with quick access to Highways 401, 412 & 407, GO Transit, highly rated schools, parks, shopping, restaurants, and every essential amenity just minutes away. Wide lots like this are increasingly hard to find. Combining exceptional curb appeal, thoughtful upgrades, outstanding location, and true move-in-ready condition, this home offers an incredible opportunity for families looking to enjoy the very best of Whitby living. Don't miss your chance to own this beautiful home.

301 Glen Hill Drive, Whitby

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