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

7 Beds ⋅ 7 Baths ⋅ E13020368 MLS

Macedonian Village Opportunity - Bungalow Living on a Premium Conservation Lot, this custom-built bungalow offers exceptional space, privacy, and long-term versatility on a premium 102.48 ft x 352.51 ft lot backing onto the natural beauty of Heber Down Conservation Area.Designed for both everyday comfort and multi-generational living, the main level features four spacious bedrooms, each with its own en-suite and walk-in closet, along with 10-ft ceilings, new engineered hardwood flooring, and fresh paint throughout (2025). The great room impresses with a 16-ft cathedral ceiling and gas fireplace, while the updated kitchen showcases stainless steel appliances, waffle ceilings, crown moulding, and California shutters.The primary suite is a true retreat, complete with a custom ceiling, walk-in dressing room, and a 5-piece en-suite overlooking the private backyard and conservation setting.The finished walk-out basement adds outstanding flexibility with three additional bedrooms, a gym, two large recreation areas, a gas fireplace, and a rough-in kitchen ideal for extended family, in-law potential, or future customization.Additional highlights include a main-floor office, laundry room, central vacuum system, and an attached garage with workshop and 60 Amp service perfect for a hobby space, studio, or future golf simulator.Outdoors, enjoy a private backyard oasis with an in-ground pool featuring an updated liner, heater, and UV system (Aug 2025), along with interlocking landscaping and direct access to nature.With its timeless brick, stone, and stucco exterior, no rental items, and a highly sought-after location, this is a standout opportunity for buyers seeking space, privacy, and long-term value in one of Whitby's most exclusive communities.

15 Shepherd Road, Whitby

6 Beds ⋅ 4 Baths ⋅ E13013502 MLS

Welcome to 35 Chipperfield Crescent, a rare ravine-lot home with a legal walk-out basement apartment in the heart of Whitby's desirable Pringle Creek community.This fully renovated detached residence offers flexible multigenerational living or strong rental potential, with the legal second unit capable of generating approximately $2,000-$2,500 per month in income.Situated on a premium 50 x 126 ft ravine lot, the home provides approximately 4,500 sqft of total living space, combining privacy, nature views, and spacious living.The main floor features a formal living room, formal dining room, a wood-paneled office, and a newly upgraded kitchen with quartz countertops, new cabinetry, premium appliances, double wall ovens, stylish backsplash, and an oak wine storage unit. A curved staircase, skylight, and custom millwork add refined character throughout.Upstairs offers 4 spacious bedrooms and 2 updated bathrooms. The primary suite includes a large ensuite with freestanding tub, glass shower, and double vanity, overlooking peaceful ravine views.The fully rebuilt legal walk-out basement apartment includes 2 large bedrooms, a dedicated dining room, a separate living room (both above ground and facing the backyard), a full kitchen, a 3-piece bathroom, and a private laundry room. A lockable interior door separates the two units, providing flexibility for rental income or extended family living.Additional features include a new roof, hardwood flooring, central air conditioning, forced-air gas heating, two laundry rooms (main & basement), and parking for four vehicles (double garage + double driveway).Move-in ready and ideally located close to highly rated schools, parks, shopping, and transit, this property offers a rare opportunity to enjoy ravine living with built-in income potential in one of Durham's most sought-after neighborhoods.

35 Chipperfield Crescent, Whitby

10.056 acre parcel of future residential development lands located in the 2031 urban area boundary of the Brooklin Urban Expansion Area. The lands are designated "New Community Area" in the Envision Durham Official Plan and "Low Density Residential" in the soon to be adopted Brooklin Community Secondary Plan positioning the lands strategically for future growth. The lands benefit from prominent developers being within the immediate area and the property's immediate proximity to Highway 7 and the Highway 407/412interchange. The residential house on the property is currently leased on a month-to-month basis to a long term tenant for $2,365/month.

945 Brawley Road W, Whitby

1 Baths ⋅ E12991082 MLS

Bright and well-maintained private office room available for sub-lease in a professional setting. This spacious unit features large wraparound windows, offering excellent natural light throughout the day and creating a comfortable, productive work environment. Functional layout suitable for a wide range of professional uses including office, consulting, or administrative work. Located in a highly accessible area with convenient access to major roads, transit, and nearby amenities. Ideal for professionals seeking a clean, quiet, and professional workspace. Immediate possession available.

400 Dundas Street Unit G - T4 Room 1, Whitby

1 Baths ⋅ E12991074 MLS

400 Dundas Street Unit G - T4 Room 2, Whitby

Office Building With Commercial/Retail Ground Floor Space. Mix Of Quality Tenants. Near 401 Highway, Whitby Go Station, Durham College Campus and Whitby Entertainment Centrum. 81,962 Sqft on current leases, (2016 Updated Area Certificate shows total 84,079 Sqft) On 3.35 Acres Land. Potential User/Investor Opportunity. M1A Zoning allows various uses including warehouse, commercial school, bank/financial institution, recreation, restaurant, wholesale outlet, research facility or office. Third listing agent is Anthony Zeng

1600 Stellar Drive, Whitby

4 Beds ⋅ 4 Baths ⋅ E12987284 MLS

Well maintained by loving family since year 2000! Pride of second ownership is evident throughout the year since it was built in 1988. All-brick home that has been immaculately maintained and exceptionally cared for. Spotless and move-in ready, this residence offers bigger rooms of thoughtful design, and outstanding versatility for today's family living. The main level features a family privacy concept layout with properly spaced living, dining, family room and spacious kitchen with bay window for breakfast table, and a welcoming family room area anchored by a center wood fireplace. Walk out from the family room to a large deck overlooking the fully fenced, level backyard overlooking an open area creating a warm, inviting space for entertaining or relaxing on summer days and evenings. While the deck is a plus, there ample lot of space for garden and/or future family pool. The upper level offers four large bedrooms, 2 bathrooms, including a primary in-suite and huge walk-in closet and 3-piece in-suite bathroom with bathtub shower. A double-car garage within side entry leads directly into a large laundry/mudroom, plus side entrance providing excellent functionality and potential for a separate entrance, potential for an in-law suite or future basement apartment. The finished basement adds exceptional value complete with large recreational area and lighted bar with small fridge, a stunning newer kitchen and 3-piecebathroom, and a meticulously clean storage rooms. A corner lot property with kerb appeal! Interlock landscaped plus large paved driveway that comfortably accommodates 2 to 3 vehicles plus 2 built-in garage spaces. New updates include fridge (2026), stove (2026), dishwasher (2026), paints (2026). This is a rare opportunity to own a home that has been lovingly maintained as second owner from day one, offering space, flexibility, and long-term value inside and out

4 Mayflower Street S, Whitby

1 Baths ⋅ E12978790 MLS

Pizzamunno is a gourmet neighborhood pizza concept built around a distinctive dough formulation derived from Italian family lineage. Since opening in 2015, the brand focuses on artisanal pizza production using high-quality ingredients and traditional baking methods centered around commercial deck ovens. The concept has been proven across two locations with standardized systems, recipes, and branding, creating a scalable platform for expansion. Both locations are capable of supporting approximately $100,000 in monthly sales, providing significant headroom above current revenue levels without requiring additional major capital investment. This operation is optimized for takeout and delivery. Pizzamunno has already demonstrated its viability as a multi-location concept with standardized recipes, systems and branding implemented across both stores. The licensing framework already used for the Whitby location (opened 2021) provides a ready-to-use structure that can be replicated for future locations. The owner will provide two weeks of full-time transition support to assist with training, operations and supplier introductions. Additional consultation can be arranged for the post-transition period. Strongly benefitting from an established brand and website, POS, operational & custom online ordering systems, standardized recipes and procedures, it also features a trained staff, In-house delivery driver network and all highlighted by consolidated supplier relationships. The time is now to take this established concept to the next level in one of the most resilient food categories that exists!

4071 Thickson Road N Unit 2, Whitby

Excellent opportunity to own a commercial building with a long-standing convenience store tenant in a high-demand Whitby location. This income-producing property at 261 Michael Blvd #10 offers a stable tenant operating a convenience store with a lease in place until March 2027, currently paying $3,500 per month plus HST. The property is surrounded by strong community amenities, including several schools within a 2 km radius such as West Lynde Public School, St. Marguerite d'Youville Catholic School, Colonel J.E. Farewell Public School, Henry Street High School, and All Saints Catholic Secondary School. Located in a family-friendly neighborhood with parks, residential homes, transit, and major amenities nearby, this property provides excellent visibility, steady foot traffic, and reliable long-term investment potential.

261 Michael Boulevard Unit 10, Whitby

4 Beds ⋅ 4 Baths ⋅ E12953778 MLS

Welcome to this stunning 3+1 bedroom end-unit townhouse, perfectly situated in one of WHitby's most desirable communities. This bright and spacious home offers an abundance of natural light thanks to its large windows and end-unit layout, creating a warm and inviting atmosphere throughout. The main level features an open concept living and dining area, ideal for entertaining or enjoying cozy family nights. Upstairs, you'll find three generously sized bedrooms, including a serene primary retreat. The fully finished basement adds incredible versatility with a room that can be used as a bedroom, home office, gym, or media room tailored to suit your lifestyle. Enjoy the convenience of being just minutes away from top rated schools, grocery stores, parks, shops, and all essential amenities, Whether you're a growing family, a first time buyer, or someone looking to downsize without compromise, this property checks all the boxes.

1 Delight Way, Whitby

3 Beds ⋅ 3 Baths ⋅ E12953658 MLS

Plan ahead-invest in your future! This legal duplex, semi-detached style bungalow is finished throughout the main level and offers exceptional versatility for homeowners and investors alike. The main floor features 9 ft ceilings, 3 spacious bedrooms, 3 bathrooms, and an open-concept kitchen with a walk-out to a deck overlooking Peel Park-complete with tennis courts, soccer fields, a baseball diamond, and more. Situated on a premium lot, the property also offers 4-car parking. The unfinished basement leaves your options open! Finish the walk out basement into additional living space for your family, multi-generational living, or create basement apartment with the separate entrance for potential rental income. Located in a highly desirable, family-friendly neighbourhood, just steps to parks, schools, shopping, restaurants, and everyday amenities, with easy access to Highways 401, 412, and 407 and public transit.

805B Athol Street, Whitby

5 Beds ⋅ 4 Baths ⋅ E12953650 MLS

Plan ahead-invest in your future! This legal duplex, semi-detached style bungalow is finished top to bottom and offers exceptional versatility for homeowners and investors alike. The main floor features 9 ft ceilings, 3 spacious bedrooms, 3 bathrooms, and an open-concept kitchen with a walk-out to a deck overlooking Peel Park-complete with tennis courts, soccer fields, a baseball diamond, and more. Situated on a premium lot, the property also offers 4-car parking and separate utilities. The lower level includes a well-designed legal basement apt with 2 bedrooms, an open-concept living/family room, and a custom kitchen, along with a walk-out to a large backyard. Equipped with separate furnaces and meters, this home is ideal for multigenerational living or maximizing rental income. Live in one unit and rent the other, or lease both-a smart investment with strong income potential. Located in a highly desirable, family-friendly neighbourhood, just steps to parks, schools, shopping, restaurants, and everyday amenities, with easy access to Highways 401, 412, and 407 and public transit.

807 Athol Street, Whitby

3 Beds ⋅ 2 Baths ⋅ E12948514 MLS

Welcome To The Landing Condos. Newly Built 1 Year Old Building Offering Modern Living In The Heart Of Whitby! This Stylish 2-bedroom, 2-bathroom Unit Features A Bright And Airy Open-concept Layout With A Large Private Balcony, Perfect For Enjoying Your Morning Coffee Or Relaxing After A Long Day. The Additional Den Creates The Perfect Work From Home Space Or Extra Dining Space Located Off The Kitchen. Two Generous Sized Bedrooms Features An Ensuite Bath In The Primary Bedroom And Large Windows And Closets In Both Bedrooms. Included Is A Parking Space For 2 Cars And A Locker For Extra Storage Space. Ideally Located Near Hwy 401/407, Whitby Go And Just Minutes From Shopping, Dining, Entertainment, Schools, Parks, And Scenic Waterfront Trails. Residents Have Access To Top-tier Amenities, Including A Fully Equipped Fitness Centre, Yoga Studio, Collaborative Workspaces, A Dog Wash Area, Bike Station, Social Lounge, And An Outdoor Terrace With Bbqs. A Perfect Blend Of Comfort, Convenience, And Community. Don't Miss Your Chance To Call This Beautiful Space, Home And Your Chance To Live At Ease By The Lake.

1606 Charles Street Unit 1701, Whitby

4 Beds ⋅ 1 Baths ⋅ E12947154 MLS

Beautiful 2+2 bedroom back-split bungalow featuring an open-concept layout with hardwood floors and a bright living room with gas fireplace. Spacious kitchen and dining area on the main level. Upper level offers a primary bedroom, second bedroom, and office with walkout to a sunroom. Enjoy a wrap-around deck and saltwater pool-perfect for summer. Lower level includes two additional versatile rooms, laundry, and generous storage.

920 Greenwood Crescent, Whitby

5 Beds ⋅ 2 Baths ⋅ E12939376 MLS

Location, Location, Location! Welcome to Almond Village - country living in the city. This stunning home offers the perfect blend of tranquility and convenience, set in a peaceful, nature-inspired setting while being just minutes from urban amenities.Ideally located only 2 minutes from Highway 401 & 412 access, this property sits on a premium 75' x 269' lot, offering exceptional space for outdoor living, gardening, and entertaining.The home has been fully updated with high-quality renovations throughout, featuring a functional and spacious layout with 3+2 bedrooms. Enjoy seamless indoor-outdoor living with a walk-out to a large deck, perfect for relaxing or hosting guests.The fully finished basement with a separate entrance offers excellent income potential or in-law suite capability.A true must-see - shows 10++!

24 Cresser Avenue, Whitby

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