Whitby Real Estate: 352 Houses and Condos for Sale

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House for sale: 130 WILLIAM STEPHENSON DRIVE, Whitby

45 photos

$836,999

130 William Stephenson Drive, Whitby (Blue Grass Meadows), Ontario L1N 8V1

4 beds
3 baths
Today

... garage door and motor ('21). The exterior has great curb appeal, with newer landscaping ('19) front and back. Blue Grass Meadows is a peaceful and established neighbourhood, comprised of excellent schools, several parks and recreational facilities, including baseball fields, gyms and skating...

Victoria Stone,Royal Lepage Estate Realty
Listed by: Victoria Stone ,Royal Lepage Estate Realty (437) 994-0992
House for sale: 33 EMMETT PLACE, Whitby

41 photos

$1,308,800

33 Emmett Place, Whitby (Pringle Creek), Ontario L1R 2B4

5 beds
3 baths
Today

Cross Streets: TAUNTON RD & ANDERSON ST. ** Directions: From Hwy 401 Exit Thickson Rd N, Head North, Turn Left On Rossland Rd E, Turn Right On Garden St, Turn Left On Dryden Blvd, Turn Right On Emmett Pl. Welcome To 33 Emmett Place In The Highly Sought After Pringle Creek Community Of Whitby,

Listed by: Kaylin Smith ,Re/max Epic Realty (905) 604-6646
House for sale: 15 SHEPHERD ROAD, Whitby

31 photos

$2,647,000

15 Shepherd Road, Whitby (Rural Whitby), Ontario L1M 1G8

7 beds
5 baths
Today

Coronation and Highway 7 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

Eldon King,Re/max Hallmark First Group Realty Ltd.
Listed by: Eldon King ,Re/max Hallmark First Group Realty Ltd. (905) 668-3800
House for sale: 357 POWELL ROAD, Whitby

50 photos

$1,200,000

357 Powell Road, Whitby (Blue Grass Meadows), Ontario L1N 2H5

4 beds
4 baths
Today

Cross Streets: Kendalwood Rd & Dundas St E. ** Directions: South on Powell Rd from King St W. Welcome To A Rare Offering In The Heart Of Whitby!! A Beautifully Spacious Home Set On An Expansive, Irregular Shaped Lot With An Impressive 78-Foot Frontage And Nearly 600 Feet Of Depth. Properties

Listed by: Dan Plowman ,Dan Plowman Team Realty Inc. (905) 668-1511
House for sale: 110 CHRISTINE ELLIOTT AVENUE, Whitby

46 photos

$999,000

110 Christine Elliott Avenue, Whitby (Rural Whitby), Ontario L1P 0E1

5 beds
4 baths
Today

... SF) this home features an elegant stone-and-brick exterior and a functional layout perfect for modern family living or investment potential.The property offers a single-car garage and a private driveway that can accommodate two vehicles. A welcoming front entrance leads into a bright main...

Listed by: Bill Jiang ,Bay Street Group Inc. (905) 909-0101
House for sale: 87 TALLSHIPS DRIVE, Whitby

48 photos

$1,149,900

87 Tallships Drive, Whitby (Port Whitby), Ontario L1N 9X5

5 beds
4 baths
Today

Cross Streets: Bayside Gate/Victoria. ** Directions: 401 to Brock. West to Bayside Gate. Gorgeous 4 Bedroom Home with Walkout Basement overlooking Trees from the Tranquil Backyard in High Demand Whitby Shores! This almost all Brick Home has an amazing Open Concept Floor Plan with an abundance

David J. Beaton,Century 21 Leading Edge Realty Inc.
Listed by: David J. Beaton ,Century 21 Leading Edge Realty Inc. (905) 668-1234
Row / Townhouse for sale: 57 HARBOURSIDE DRIVE, Whitby

3 photos

$849,000

57 Harbourside Drive, Whitby (Port Whitby), Ontario L1N 0H5

3 beds
3 baths
Today

Cross Streets: Victoria/Gordon. ** Directions: Off Southshore. Set on a premium lot in the highly desirable Port Whitby community, this home offers the perfect blend of lifestyle and convenience-just steps to the lake and scenic walking trails. Commuters will appreciate quick access to the

Sharona Nandalal,Kingsway Real Estate
Listed by: Sharona Nandalal ,Kingsway Real Estate (647) 220-5777
Row / Townhouse for sale: 19 MORRISON CRESCENT, Whitby

24 photos

$808,000

19 Morrison Crescent, Whitby (Rural Whitby), Ontario L1P 1V4

3 beds
3 baths
Today

Cross Streets: Taunton and Country Lane. ** Directions: Westeast of Taunton and Country Lane. Modern 3-storey FREEHOLD townhome at 19 Morrison Ave, only 2 years new! Features 3 beds, 3 baths, and a bright open-concept layout with a stylish kitchen boasting quartz counters, stainless steel appliances,

Listed by: Bill Jiang ,Bay Street Group Inc. (905) 909-0101
House for sale: 56 QUEEN STREET, Whitby

1 photos

$879,900

56 Queen Street, Whitby (Brooklin), Ontario L1M 1C4

3 beds
1 baths
Today

Cross Streets: Queen St & Baldwin St. ** Directions: . Some lots just make sense. This one makes a statement. Measuring 82 x 145 feet and flanked by custom-built homes on one of Brooklin's most sought-after streets, this is the kind of property serious buyers quietly wait for. Builder can provide

Maurice King,Royal Heritage Realty Ltd.
Listed by: Maurice King ,Royal Heritage Realty Ltd. (905) 493-3399
Row / Townhouse for sale: 107 BARKDALE WAY, Whitby

49 photos

$787,700

107 Barkdale Way, Whitby (Pringle Creek), Ontario L1N 0G2

3 beds
4 baths
Today

Cross Streets: Brock Rd. & Rossland Rd., E. ** Directions: Brock Rd. north to Wallace Dr. to Palisades Ct., to Latchford Way to Barkdale Way. Boasts 2 full kitchens + 2 Full Laundry areas. Positively perfect for in-laws, extended family or nanny suite. This one-of-a-kind Townhome is the 2nd

Maya Drechsel,The Nook Realty Inc.
Listed by: Maya Drechsel ,The Nook Realty Inc. (905) 244-5945
House for sale: 96 WYNDFIELD CRESCENT, Whitby

29 photos

$699,000

96 Wyndfield Crescent, Whitby (Pringle Creek), Ontario L1N 8K9

4 beds
3 baths
Today

Garden & Bradley Welcome to this beautifully maintained double car garage corner lot all-brick bungalow, ideally situated in one of Whitby's most desirable, mature, family-friendly neighbourhoods. With over 2,500 square feet of interior living space, the main level features a spacious primary

Listed by: Nick West ,Royal Lepage Signature Realty (416) 443-0300
Apartment for sale: 101 - 670 GORDON STREET, Whitby

25 photos

$499,000

101 - 670 Gordon Street, Whitby (Port Whitby), Ontario L1N 0K9

2 beds
1 baths
Today

Cross Streets: Victoria/Gordon. ** Directions: Victoria to Gordon St. Fabulous Main floor Condo at Whitby's Harbourside Condominiums. 775 Sq Ft plus Terrace. This One Bedroom Plus Den Shows Like a Model Suite. Coffered Ceilings, Spacious Kitchen With Granite Counters, Combined Living /Dining

House for sale: 82 BURNING SPRINGS PLACE, Whitby

50 photos

$1,229,900

82 Burning Springs Place, Whitby (Brooklin), Ontario L1M 0K1

4 beds
4 baths
Today

Cross Streets: Columbus Rd E/Wycombe St. ** Directions: From Columbus go South on Wycombe then East on Burning Springs Pl. Welcome to this beautiful home nestled in a quiet, family-friendly neighbourhood with no neighbours behind, offering privacy and a peaceful setting. This home impresses

Lisa Fayle,Re/max Rouge River Realty Ltd.
Listed by: Lisa Fayle ,Re/max Rouge River Realty Ltd. (905) 668-1800
House for sale: 10 PHILIPS ROAD, Whitby

33 photos

$3,347,000

10 Philips Road, Whitby (Rural Whitby), Ontario L1M 1G7

5 beds
5 baths
Today

... Village | Brand New with Tarion Warranty. Welcome to 10 Phillips Road, a rare opportunity to own a brand-new custom bungaloft on a premium 125' x 278' estate lot in the prestigious community of Macedonian Village, Whitby. Surrounded by nature and just steps to Heber Down Conservation Area, this home...

Eldon King,Re/max Hallmark First Group Realty Ltd.
Listed by: Eldon King ,Re/max Hallmark First Group Realty Ltd. (905) 668-3800
Row / Townhouse for sale: 91 DORIAN DRIVE, Whitby

32 photos

$810,000

91 Dorian Drive, Whitby (Rural Whitby), Ontario L1P 0C8

3 beds
3 baths
Today

Cross Streets: Country Lane & Taunton Rd W. ** Directions: Christine Elliott Avenue. Freehold townhome on a quiet family friendly street by award-winning Heathwood Homes. Thoughtfully designed with exceptional craftsmanship and high-end upgrades throughout. Featuring a large kitchen with elegant

House for sale: 804 BYRON STREET S, Whitby

43 photos

$725,000

804 Byron Street S, Whitby (Downtown Whitby), Ontario L1N 4R8

3 beds
2 baths
Today

Cross Streets: Burns St. W. & Brock St. S. ** Directions: Brock st. south to Burn st. west, head west 1 block to Byron st. S. Welcome to 804 Byron St. S - a beautifully maintained property offering exceptional value in a desirable, family-friendly neighbourhood. This inviting home features

Listed by: Kirk Fearon ,Pinnacle One Real Estate Inc. (647) 875-2299
House for sale: 11 DURHAM STREET, Whitby

42 photos

$1,199,000

11 Durham Street, Whitby (Brooklin), Ontario L1M 1A5

6 beds
4 baths
Today

Cross Streets: Winchester & Baldwin. ** Directions: Winchester/Baldwin. Perfect for Large or Multigenerational Families! This unique property offers two homes in one - a spacious One and a half-storey house plus a bungalow addition, each with its own entrance, kitchen, and living areas. Both

Marie Allison Tugwell,Royal Heritage Realty Ltd.
Listed by: Marie Allison Tugwell ,Royal Heritage Realty Ltd. (905) 903-5977
House for sale: 95 CLUNE PLACE, Whitby

50 photos

$1,235,000

95 Clune Place, Whitby (Pringle Creek), Ontario L1R 2C6

8 beds
4 baths
Today

Garden & Taunton Fantastic property in an amazing location! Professionally renovated from top to bottom, this spacious family home offers 5 bedrooms plus exceptional income potential with a fully legal 3bedroom basement apartment. The basement features a separate side entrance & it's own ensuite

Listed by: Javaid Sarwar ,Homelife Superior Realty Inc. (905) 720-0228
House for sale: 140 VIPOND ROAD, Whitby

47 photos

$1,119,900

140 Vipond Road, Whitby (Brooklin), Ontario L1M 1K9

4 beds
4 baths
Today

Winchester Rd & Ashburn Rd Welcome to this beautifully upgraded Melody-built 4-bedroom family home with backyard oasis and inground pool! The extensively landscaped exterior features large covered porch overlooking the front gardens, backyard with stamped concrete patio, lush gardens, mature

House for sale: 43 WAYWELL STREET, Whitby

49 photos

$899,999

43 Waywell Street, Whitby (Pringle Creek), Ontario L1N 8P4

4 beds
4 baths
Today

Cross Streets: Manning Rd and Bassett Blvd. ** Directions: Manning Rd to Bassett Blvd, Go North and Turn Right on Waywell St. First time offered for sale, this well-maintained all-brick home in Whitby's desirable Pringle Creek neighbourhood shows true pride of ownership. Featuring 3+1 bedrooms

Dan Mclellan,Comflex Realty Inc.
Listed by: Dan Mclellan ,Comflex Realty Inc. (905) 424-3323
House for sale: 22 SELKIRK DRIVE, Whitby

50 photos

$1,275,000

22 Selkirk Drive, Whitby (Brooklin), Ontario L1M 2E6

4 beds
4 baths
1 day

Cross Streets: Columbus Rd& Thickson or Carnwith Dr East & Croxall Blvd. ** Directions: N on Thickson, West of Columbus to 1st Street which is Selkirk, turn South on Selkirk. Welcome home to this 3294Sq Ft, 4 Bedroom family home with 3 full bathrooms upstairs & a powder room on the mainfloor.

Michele Rowland,The Nook Realty Inc.
Listed by: Michele Rowland ,The Nook Realty Inc. (905) 441-7179
House for sale: 43 FALSTAFF CRESCENT, Whitby

47 photos

$1,298,000

43 Falstaff Crescent, Whitby (Rolling Acres), Ontario L1R 1W3

5 beds
4 baths
2 days

Dryden Blvd & Thickson Rd N A must see! Welcome to 43 Falstaff Crescent, a beautifully renovated family home in Whitby's sought-after Rolling Acres community. Tucked away on a quiet court, this impressive residence offers a bright open-concept layout designed for both everyday living and entertaining.

Will Armanios,Royal Lepage Signature Realty
Listed by: Will Armanios ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 202 WILLIS AVENUE, Whitby

30 photos

$749,900

202 Willis Avenue, Whitby (Williamsburg), Ontario L1N 9J9

4 beds
2 baths
2 days

Brock & Rossland Legal Duplex: Registered With The City. Move In Perfect! Newly Renovated Main Level With Upgraded Kitchen (2026), Stainless Steel Fridge & Gas Stove, Upgraded Bathroom (2026), Freshly Painted (2026), Baseboards & Waterproof Vinyl Flooring (2026), Many Newer Windows (2026).

Dale M. Barrett,Sutton Group-heritage Realty Inc.
Listed by: Dale M. Barrett ,Sutton Group-heritage Realty Inc. (905) 619-9500
House for sale: 4 BROUGHTON COURT, Whitby

48 photos

$1,149,000

4 Broughton Court, Whitby (Pringle Creek), Ontario L1N 6Y8

5 beds
4 baths
2 days

Garden St & Manning Rd LEGAL BASEMENT. Welcome to this beautifully renovated home in Whitby, offering modern finishes and functional living in a family-friendly neighbourhood. This move-in-ready property features three spacious bedrooms and three washrooms, ideal for families or those looking

Listed by: Yamah Ayam ,Re/max Ace Realty Inc. (905) 718-3020
House for sale: 53 TERESA DRIVE, Whitby

41 photos

$799,000

53 Teresa Drive, Whitby (Downtown Whitby), Ontario L1N 6H9

5 beds
3 baths
3 days

Cross Streets: Garden / Burns St E. ** Directions: 401 Brock Street (Whitby)exit. North to Burns St E & turn Right. Left on Garden. Left on Reynolds. Right on Teresa. This beautifully maintained 4 bedroom detached home on a quiet street in downtown Whitby blends modern updates with everyday

Gladys Stephens,Royal Heritage Realty Ltd.
Listed by: Gladys Stephens ,Royal Heritage Realty Ltd. (289) 314-4546
House for sale: 7 INVERLYNN WAY, Whitby

35 photos

$1,675,000

7 Inverlynn Way, Whitby (Lynde Creek), Ontario L1N 2S6

5 beds
4 baths
3 days

Cross Streets: Raglan St & Dundas St W. ** Directions: North of Dundas St W, off of Raglan & Giffard St. Presenting the McGillivray on lot #4. Turn Key - Move-in ready! Award Winning builder! MODEL HOME - Loaded with upgrades... 2,701sqft + fully finished basement with coffee bar, sink, beverage

House for sale: 47 PRIORY DRIVE, Whitby

49 photos

$1,189,900

47 Priory Drive, Whitby (Rural Whitby), Ontario L1P 0L1

4 beds
4 baths
3 days

TAUNTON RD AND COCHRANE ST. Welcome to this beautifully upgraded, newly built detached home in Whitby, offering over 2,700 sq ft of thoughtfully designed living space. Featuring 4 spacious bedrooms and 4 bathrooms, this home sits on a premium pie-shaped lot with an expansive driveway and a

Zena Sbeity,Century 21 Leading Edge Realty Inc.
Listed by: Zena Sbeity ,Century 21 Leading Edge Realty Inc. (905) 409-5430
House for sale: 356 FAIRVIEW DRIVE, Whitby

50 photos

$1,599,900

356 Fairview Drive, Whitby (Lynde Creek), Ontario L1N 3A8

5 beds
4 baths
3 days

Cochrane/Bonacord Introducing 356 Fairview Drive, Whitby, a classic red brick Colonial-style centre hall, two-storey home nestled in the sought-after Lynde Creek ravine community. Set on a premium lot surrounded by beautiful mature trees, the property offers exceptional privacy and a picturesque,

Tyler Smith,Homesmiths Real Estate Ltd.
Listed by: Tyler Smith ,Homesmiths Real Estate Ltd. (905) 623-1414
House for sale: 35 CHIPPERFIELD CRESCENT, Whitby

29 photos

$1,550,000

35 Chipperfield Crescent, Whitby (Pringle Creek), Ontario L1R 1P1

6 beds
4 baths
3 days

Fallingbrook/Dryden 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

House for sale: 52 CONARTY CRES. CRESCENT, Whitby

25 photos

$939,999

52 Conarty Cres. Crescent, Whitby (Rural Whitby), Ontario L1P 0L4

3 beds
3 baths
3 days

Cross Streets: North of Taunton on Cochrane. ** Directions: Taunton/Cochrane. Absolutely stunning! over $200k in upgrades, less Then 5 Years New **Williamsburg** Next To All Amenities, Minutes To Hwy401, 407, And 412. Close To Public Transit, School, Conservation Area And Park. Semi-Detached

House for sale: 52 GERRY RAVARY PLACE, Whitby

48 photos

$1,729,900

52 Gerry Ravary Place, Whitby (Brooklin), Ontario L1M 0J1

5 beds
5 baths
4 days

Joshua Blvd & Gerry Ravary Place Welcome to 52 Gerry Ravary Place in highly sought-after West Brooklin! Nestled on a premium pie-shaped lot on a quiet crescent, this beautifully updated 4 bedroom, 5 bathroom family home offers the perfect blend of luxury, comfort, and lifestyle. Featuring hardwood

Kyle Duke,The Nook Realty Inc.
Listed by: Kyle Duke ,The Nook Realty Inc. (905) 419-8833
House for sale: 106 BARKERVILLE DRIVE, Whitby

34 photos

$999,900

106 Barkerville Drive, Whitby (Rural Whitby), Ontario L1P 0L8

5 beds
3 baths
4 days

Cross Streets: Rossland And 412. ** Directions: E. Less than 5 Year Old*** Still under Tarion's Warranty ** Fabulous 4 Bedroom Detached House***Loft On 2nd Floor Can Be Used As Office or extra bedroom *** Backing On Ravine With Deep Back Yard *** Huge And Bright Great Room *** Spacious Master

Listed by: Luke Zhou ,Homelife Landmark Realty Inc. (905) 305-1600
House for sale: 49 MOUNT PLEASANT AVENUE, Whitby

49 photos

$999,000

49 Mount Pleasant Avenue, Whitby (Blue Grass Meadows), Ontario L1N 0E1

5 beds
4 baths
4 days

Thickson & 401 Welcome to this beautifully maintained detached home in one of Whitby's most desirable, family-friendly neighbourhoods, proudly offered for sale by the original owners who have meticulously cared for the property over the years. Situated on a premium lot with no sidewalk and

Eshan Kapur,Housesigma Inc.
Listed by: Eshan Kapur ,Housesigma Inc. (647) 823-9469
House for sale: 35 WILLIAM STEPHENSON DRIVE, Whitby

40 photos

$1,199,000

35 William Stephenson Drive, Whitby (Blue Grass Meadows), Ontario L1N 8J5

5 beds
4 baths
4 days

Anderson & Manning Welcome to 35 William Stephenson in sought-after Whitby. This beautifully maintained detached home offers 4+1 spacious bedrooms and 4 bathrooms. Boasting a concrete driveway and a brand new roof (2026), the property provides excellent curb appeal and is completely move-in

Listed by: Kurt Harfst ,Royal Lepage Terrequity Realty (905) 493-5220
House for sale: 39 KENNETT DRIVE, Whitby

50 photos

$1,499,900

39 Kennett Drive, Whitby (Lynde Creek), Ontario L1P 1L5

4 beds
4 baths
4 days

Cross Streets: McQuay Blvd. & Kennett Dr. ** Directions: Dundas St. W. to McQuay Blvd., N. on McQuay Blvd. to Kennett Dr. Nestled in one of Whitby's most coveted, established enclaves-Queen's Common-this exceptional residence offers an elegant blend of timeless design, refined updates, and

House for sale: 5 IBERVILLE ROAD, Whitby

46 photos

$1,120,000

5 Iberville Road, Whitby (Brooklin), Ontario L1M 1H5

4 beds
3 baths
4 days

Cross Streets: Anderson St. / Winchester Rd. E. ** Directions: Take Winchester Rd E/Durham Regional Rd 3 to Iberville Rd. Welcome to 5 Iberville! A rare find in the highly desirable Brooklin neighbourhood. Meticulously maintained by the original owners, this all-brick, two-storey detached home

Yara Lima,Re/max Rouge River Realty Ltd.
Listed by: Yara Lima ,Re/max Rouge River Realty Ltd. (905) 442-0723
Row / Townhouse for sale: 3 MORRISON CRESCENT, Whitby

48 photos

$699,999

3 Morrison Crescent, Whitby (Rural Whitby), Ontario L1P 0P4

3 beds
3 baths
4 days

Cross Streets: Country Lane & Taunton. ** Directions: North on Country Lane, Left on Deer Ridge Cres, Left on Morrison. Gorgeous Freehold Executive Townhome in Rural Whitby community, built by the prestigious Heathwood Homes. This stunning residence offers over $50,000 in premium upgrades,

Listed by: Usama Amin ,Royal Lepage Certified Realty (905) 858-0000
House for sale: 17 NORDIC COURT, Whitby

27 photos

$699,900

17 Nordic Court, Whitby (Lynde Creek), Ontario L1N 5N2

3 beds
2 baths
4 days

Cross Streets: Dundas St W & Jeffery St. ** Directions: Dundas St W; South On Jeffery St; Left On Michael Blvd; Right On Nordic Crt; Home On Left. Tucked Away On A Quiet Court In A Mature, Family-Friendly Neighbourhood, This Bright And Beautifully Maintained Raised Bungalow Offers The Perfect

Jane Victoria Thuet,Royal Lepage Frank Real Estate
Listed by: Jane Victoria Thuet ,Royal Lepage Frank Real Estate (905) 576-4111
House for sale: 62 ABBYVIEW DRIVE, Whitby

50 photos

$1,700,000

62 Abbyview Drive, Whitby (Williamsburg), Ontario L1P 0A5

7 beds
4 baths
4 days

Taunton Rd / Baycliffe Dr Welcome To This Impressive Executive Residence, Ideally Located On A Premium Ravine Lot In The Prestigious Williamsburg Community. Showcasing Nearly 4,000 Sq Ft Of Elegant Living Space Plus An Additional Approximately 1,500 Sq Ft In A Fully Finished Walkout Basement,

Listed by: Monica Eckart ,Sutton Group-heritage Realty Inc. (905) 619-9500
House for sale: 527 BEECH STREET E, Whitby

50 photos

$1,174,900

527 Beech Street E, Whitby (Pringle Creek), Ontario L1N 7R1

4 beds
3 baths
4 days

Cross Streets: Garden St./Kilberry Dr. ** Directions: Garden to Kilberry Dr. Welcome to 527 Beech St E, an exceptional executive home nestled in Pringle Creek, one of Whitby's most sought-after mature neighbourhoods. This beautifully upgraded 3+1 bedroom home is filled with natural light,

Greg Miller,Right At Home Realty
Listed by: Greg Miller ,Right At Home Realty (905) 665-2500
House for sale: 32 SAMANDRIA AVENUE, Whitby

25 photos

$820,000

32 Samandria Avenue, Whitby (Taunton North), Ontario L1R 2Z7

4 beds
4 baths
4 days

Taunton/Anderson Step Into This Beautifully Maintained 3+1 Bedroom, 4 Bathroom Home Nestled In One Of North Whitby's Most Desirable, Family-Friendly Communities. This Well-Laid-Out Home Features A Functional Layout With Three Generously Sized Bedrooms, Including A Primary Retreat With A 4-Piece

Tyler Stewart,Re/max Hallmark First Group Realty Ltd.
Listed by: Tyler Stewart ,Re/max Hallmark First Group Realty Ltd. (905) 809-6127
Apartment for sale: 214 - 580 MARY STREET E, Whitby

37 photos

$529,900

214 - 580 Mary Street E, Whitby (Downtown Whitby), Ontario L1N 2R3

3 beds
2 baths
4 days

Cross Streets: Dundas St E & Garden St. ** Directions: Dundas St E & Garden St. Welcome to this beautifully updated and well-maintained 2-storey townhome, ideally located in the heart of Whitby and perfect for first-time buyers and growing families. Nestled in a quiet setting backing onto

Lisa Fayle,Re/max Rouge River Realty Ltd.
Listed by: Lisa Fayle ,Re/max Rouge River Realty Ltd. (905) 668-1800
House for sale: 67 OGSTON CRESCENT, Whitby

27 photos

$999,000

67 Ogston Crescent, Whitby (Rural Whitby), Ontario L1P 0H2

5 beds
4 baths
4 days

Rossland Road & Coronation Road Stunning detached home in sought-after Whitby Meadows with 3 bedrooms, 3 baths with premium upgrades. Carpet free home. Features 9' ceilings, hardwood floors, and a modern kitchen with quartz counters, herringbone backsplash, and high-end stainless steel appliances.

Mahmud Naqvi,Royal Lepage Vision Realty
Listed by: Mahmud Naqvi ,Royal Lepage Vision Realty (416) 830-7200
House for sale: 3 UNDERWOOD DRIVE, Whitby

35 photos

$1,129,900

3 Underwood Drive, Whitby (Brooklin), Ontario L1M 1H8

4 beds
3 baths
4 days

Winchester Rd E/Thickson Rd N Welcome to 3 Underwood Dr., an immaculate bungalow nestled in one of Brooklin's most sought-after neighborhoods. This stunning 3+1 bedroom, 3 full bath home boasts beautiful landscaping, offering both curb appeal and a serene outdoor environment. Inside, the sun-filled

Listed by: Sandra Clark ,Royal Lepage Signature Realty (416) 443-0300
House for sale: 46 HOLSTED ROAD, Whitby

50 photos

$1,149,900

46 Holsted Road, Whitby (Brooklin), Ontario L1M 2B9

5 beds
4 baths
4 days

Ashburn & Holsted Rd Welcome to this stunning McQuay model offering over 4+1 bedrooms in a beautifully designed family home, featuring exceptional curb appeal with an interlocking walkway and charming covered front porch. Step inside to an inviting open concept layout showcasing 9ft ceilings,

0 BURNS STREET E, Whitby

3 photos

$1

0 Burns Street E, Whitby (Downtown Whitby), Ontario L1N 6S1

0 beds
0 baths
4 days

Garden St. / Burns St. Prime 1.58 acres Whitby Location Situated in a high demand corridor surrounded by key transportation routes. Generous Lot Configuration: Ideal for multi residential concept, or long term investment hold (subject to municipal approvals). Easement in Gross Present: Ensures

Row / Townhouse for sale: 86 ZACHARY PLACE, Whitby

43 photos

$769,900

86 Zachary Place, Whitby (Brooklin), Ontario L1M 1E2

3 beds
3 baths
4 days

Winchester Rd & Watford St Beautifully and professionally upgraded 3-bedroom, 3-bath freehold townhome in a highly sought-after Brooklin family community! Thoughtfully finished from top to bottom, this move-in-ready home features fresh neutral paint, all new trim and baseboards, updated lighting,

House for sale: 305 TRENT STREET W, Whitby

50 photos

$1,999,900

305 Trent Street W, Whitby (Downtown Whitby), Ontario L1N 1M3

5 beds
4 baths
4 days

Cross Streets: Brock St/Trent St W. ** Directions: Brock St to Trent St. Turn West onto Trent St W and property is located on the south side just passed the 4 way stop. Create your very own Downton Abbey and experience the perfect blend of historic charm and contemporary elegance. This remarkable

House for sale: 18 ELMEROY COURT, Whitby

50 photos

$1,099,000

18 Elmeroy Court, Whitby (Blue Grass Meadows), Ontario L1N 8A4

4 beds
3 baths
4 days

Cross Streets: Kendalwood Rd/Sawdon Dr. ** Directions: As per google map. All-brick home on a quiet dead-end court with no sidewalk, offering extra driveway parking and minimal traffic-ideal for families. Steps to parks, schools, and everyday amenities. This is the largest floor plan built

Vassil Staykov,Century 21 Atria Realty Inc.
Listed by: Vassil Staykov ,Century 21 Atria Realty Inc. (647) 496-1133
House for sale: 250 MEADOW ROAD, Whitby

39 photos

$799,900

250 Meadow Road, Whitby (Blue Grass Meadows), Ontario L1N 3K2

4 beds
2 baths
4 days

Cross Streets: Rossland & Meadow. ** Directions: Rossland Road & Meadow Road. Welcome to a home that has been truly loved and beautifully lived in.This solid bungalow offers a wonderful blend of comfort, character, and opportunity. With three bedrooms, hardwood floors, and a warm, inviting

Vicki Sweeney,Royal Lepage Frank Real Estate
Listed by: Vicki Sweeney ,Royal Lepage Frank Real Estate (905) 576-4111

Home Prices in Whitby

Whitby Real Estate in 2025 shows steady buyer demand across family-friendly streets and lakeside pockets, with a balanced mix of detached homes, townhomes, and condos guiding buyer choice. This overview summarizes home prices and supply dynamics so you can approach the Whitby market in Ontario with clear expectations and a practical plan.

Beyond headline figures, buyers and sellers watch how fresh Whitby Homes For Sale match up with active demand, the property mix coming to market, and days-on-market signals. Price trends vary by location, lot characteristics, and renovation quality, so comparing nearby sales, condition, and layout is key. Detached properties often hinge on curb appeal, lot usability, and school catchments, while attached options respond to floor plan efficiency, fees, and amenity access. Calibrating expectations to neighbourhood micro-trends remains the most reliable way to gauge value.

Median Asking Price by Property Type

House
$1,280,885
Townhouse
$855,209
Condo
$578,624

Discover Homes and MLS® Listings in Whitby

There are 484 active listings in Whitby, including 274 houses, 32 condos, and 83 townhouses. Opportunities span 11 neighbourhoods, giving you broad coverage to compare settings, styles, and proximity to everyday conveniences when searching Whitby Real Estate Listings.

Use search filters to narrow by price range, bedroom and bathroom count, lot size, parking, and outdoor space. Review photos, floor plans, and room dimensions to understand flow and potential. Cross-check recent activity nearby to confirm whether a home is aligned with current conditions, then build a shortlist to monitor updates, preview open houses, and plan timely tours. Listing data is refreshed regularly.

Neighbourhoods & amenities

Whitby offers a range of neighbourhood settings, from established streets with mature trees to newer communities with contemporary finishes and efficient layouts. Many areas provide convenient access to schools, parks, community centres, and transit, with select pockets enjoying proximity to waterfront paths and greenspace. Commuter routes, walkability to daily essentials, and local recreation options often influence buyer preferences. Homes closer to parks and trails can benefit from strong lifestyle appeal, while properties near transit and shopping corridors may attract those prioritizing convenience and shorter travel within the region. Evaluating streetscape character, noise exposure, and future area improvements helps refine long-term value expectations.

For renters, the market currently features 217 rentals, including 66 houses and 16 apartments.

Whitby City Guide

Nestled on the north shore of Lake Ontario in Durham Region, Whitby blends small-town charm with big-city access. Historic streetscapes, a lively waterfront, and a network of parks make it a favourite for families, commuters, and outdoor enthusiasts. This Whitby city guide highlights history, employment, neighbourhood character, and everyday essentials to help you get oriented and decide what living in Whitby could look like.

History & Background

Whitby's story stretches from Indigenous stewardship of the lands and waters to its evolution as a lakeside port and modern regional centre. Long before European settlement, the area formed part of the traditional territory of the Mississaugas, who travelled the creeks and shoreline that still define local geography. In the early nineteenth century, the harbour at the mouth of Lynde Creek turned Whitby into a shipping point for agricultural goods moving inland and across the lake, and the town borrowed its name and some of its maritime spirit from Whitby in North Yorkshire. Rail connections and the growth of milling and commerce followed, while the farming village of Brooklin, to the north, became a hub for grain and livestock. Mid-century highways and postwar prosperity brought steady suburban growth; later, amalgamation brought Brooklin and surrounding rural hamlets into a single municipality, and the creation of Durham Region reoriented Whitby as a county seat turned regional town. Today, landmarks such as Trafalgar Castle School, the Station Gallery, and the harbour itself connect everyday life to that layered past. Around the region you'll also find towns like Whitchurch-Stouffville that share historical ties and amenities.

Economy & Employment

Whitby's economy is diverse and resilient, shaped by its position on a major transportation corridor and proximity to the Greater Toronto Area. Manufacturing still plays a significant role, with facilities producing automotive components, construction materials, and food products. Logistics and distribution centres cluster near highway interchanges, supporting warehousing, e-commerce fulfillment, and last-mile delivery across the region.

Public services and health care are major employers, including regional administration, schools, and a mental health and research campus near the waterfront. Education and skilled trades are anchored by local campuses and training centres, complemented by apprenticeship programs that feed construction and advanced manufacturing. Professional services and small business entrepreneurship are growing too, with home-based consultancies, creative studios, and boutique firms benefiting from flexible work and strong digital connectivity.

Many residents also participate in the broader regional economy. Tech, finance, media, and energy roles are accessible via commuter rail and expressways, while the nuclear, clean-tech, and engineering supply chains across Durham and the eastern GTA offer specialized career paths. For newcomers and career-changers, the town's mix of entry-level, skilled, and professional opportunities lends multiple on-ramps into the labour market.

Neighbourhoods & Lifestyle

Whitby offers a spectrum of neighbourhoods, each with a distinct feel. The historic downtown-often called the Four Corners-features Victorian storefronts, independent eateries, and arts venues set among tree-lined streets and heritage homes. South toward the lake, Port Whitby and Whitby Shores combine waterfront trails with townhomes and mid-rise condos, giving easy access to the marina, yacht club, and shoreline parks. West and central Whitby neighbourhoods such as Pringle Creek, Blue Grass Meadows, and Lynde Creek blend mature lots with community centres and schools, while family-oriented enclaves like Williamsburg and Rolling Acres offer newer houses, playgrounds, and quick routes to shopping. North of the 407, Brooklin keeps its village charm with a walkable main street, older farmhouses, and modern developments that frame conservation lands.

Green space is central to daily life. Lynde Shores Conservation Area draws walkers and birders to its boardwalks and seasonal migrations, Heber Down offers wooded trails and gentle hills, and Thickson's Woods protects one of the last old-growth white pine stands on the lakeshore. Sports and recreation thrive at Iroquois Park Sports Centre, with its multiple rinks and fields, and at the inclusive Abilities Centre. Summer weekends bring farmers' markets in both Whitby and Brooklin, community festivals, and waterfront sunsets; winter turns the same parks into sledding hills, cross-country ski tracks, and outdoor skating pop-ups. Neighbourhood-hopping is easy with nearby communities like Oshawa and Ajax.

Dining leans local, with bakeries, global cuisines, and a growing craft-beverage scene providing plenty of things to do in the evening. Arts and culture weave through libraries and galleries, community theatre productions, and seasonal concerts in the park. Families appreciate the choice of public and independent schools, while pet-owners and cyclists make the most of the Waterfront Trail and the creek-side paths that link neighbourhoods across town.

Getting Around

Whitby is designed for multi-modal travel. The Whitby GO Station anchors the Lakeshore East line, offering all-day service into downtown Toronto and east toward Durham's other centres; during peak periods, express trains and buses shorten the trip and simplify transfers. Local transit provided by Durham Region Transit ties neighbourhoods to the GO station, community hubs, and shopping areas, with frequent service along major corridors and commuter-friendly schedules. Cyclists can follow the Waterfront Trail across town, use signed bike lanes on key streets, or cut through greenbelt paths that avoid major traffic. For drivers, Highway 401 runs along the southern edge, while Highway 412 links the 401 to the 407 for cross-regional trips; Brock Street continues north as a provincial route toward Brooklin and beyond. For broader commuting and day trips, consider close-by hubs such as Pickering and Scugog.

On foot, downtown Whitby is pleasantly walkable, with short blocks and plenty of storefronts, and Port Whitby's waterfront parks make for easy weekend strolls. Parking is generally straightforward outside of major events, and carpool lots near highway interchanges help coordinate regional trips. In winter, road crews are quick to clear primary routes, though lake-effect flurries can reduce visibility-good motivation to keep a transit or telework backup in mind on stormy days.

Climate & Seasons

Whitby sits in a sweet spot of the Great Lakes basin where Lake Ontario moderates the weather. Summers are warm and breezy along the shore, with sunny afternoons that invite picnics at Kiwanis Heydenshore Park, paddles from the marina, and late-day bike rides on the waterfront. Evening temperatures tend to ease, making patio dining comfortable even during heat waves. Thunderstorms roll through on occasion, refreshing lawns and gardens.

Autumn arrives with crisp mornings and a blaze of hardwood colour through Heber Down and the creek valleys. It's a prime season for trail runs, harvest markets, and neighbourhood block parties. Winters are cold enough for steady snow cover but generally milder than areas farther inland; outdoor rinks and groomed paths emerge across community parks, and indoor recreation hubs keep leagues and lessons running through the darker months. Spring is transitional-sometimes muddy, often bright-with migrating birds flocking to Lynde Shores and gardeners getting a head start at local nurseries.

Year-round, residents take weather in stride. Good boots and layered clothing go a long way in winter, while sun hats and refillable bottles make summer festivals more enjoyable. With a calendar sprinkled with fairs, arts events, and seasonal sports, there's always a short list of things to do no matter the forecast.

Neighbourhoods

What does "home" feel like in Whitby? For some, it's a morning stroll to local errands; for others, it's a quiet street framed by mature trees or countryside calm at the edge of town. However you picture it, exploring with KeyHomes.ca helps you compare areas side by side-map view, filters, and saved searches revealing distinct pockets you might not have considered.

Start where the town's pulse runs steady: Downtown Whitby. Here, a lively main-street rhythm blends with side streets that feel settled and neighbourly, and housing choices span detached homes, townhouses, and condo options. A short hop away, Port Whitby carries an active, practical tone, with residential enclaves interwoven with everyday conveniences-an appealing match for buyers who want a straightforward, accessible base without sacrificing community feel.

North of the bustle, Brooklin carries a village-like charm that many seek out-walkable pockets, family-friendly parks, and a consistent small-town vibe even as new options appear. In contrast, Rural Whitby opens up to broader horizons, a setting that prizes space, privacy, and a gentler rhythm of life; detached homes dominate here, with acreage-style living and a close relationship to nature. Meanwhile, Williamsburg threads these themes together, offering calm crescents, community greens, and a balanced mix of detached houses and townhomes that fit predictable daily routines.

If you prefer established streetscapes with a comfortable, residential pace, Pringle Creek often stands out. Its parks and pathways make short evening walks feel natural, and the housing mix spans detached homes with townhomes dotted through. Close by, Rolling Acres leans family-forward: think school routes, local playgrounds, and practical commutes. Just to the west, Blue Grass Meadows blends mature pockets with convenient connections, where detached homes anchor the neighbourhood and townhomes add flexibility for first-time buyers and downsizers alike.

Green space threads quietly through Lynde Creek, where nature pockets and winding paths shape the day-to-day. Detached homes are common, yet you'll also see townhouse clusters that trim maintenance without losing a house-like feel. Taunton North offers a different cadence-close to daily essentials and commuter routes-suited to those who want quick in-and-out access, with an evolving mix of townhomes, detached homes, and low-rise condos.

Comparing Areas

  • Lifestyle fit: Downtown scenes feel spirited and walkable; village-style areas like Brooklin read cozy and connected; rural edges promise quiet and open air; family pockets prioritize parks and local routines.
  • Home types: Detached homes anchor many neighbourhoods, with townhouses providing flexible entry points and condo options appearing in more central or convenience-led areas.
  • Connections: Commuter-friendly corridors ring the community, while inner streets emphasize calmer, residential travel; nature routes and neighbourhood trails link parks and local schools.
  • On KeyHomes.ca: Set saved searches, toggle map layers, apply filters for home style and features, and switch on alerts so new listings reach you quickly.

Some areas blend living with day-to-day practicality. Whitby Industrial, for instance, reads more utilitarian than purely residential, and that can be an advantage if proximity to services and commuter links matters most. Buyers who want a straightforward base for work-life logistics often keep an eye on listings here, where the streetscape feels purposeful and no-nonsense.

Zooming back out, consider how these neighbourhoods stitch together. Downtown Whitby and Port Whitby suit people who like daily conveniences at hand; Pringle Creek, Rolling Acres, and Blue Grass Meadows lean into community routines with parks and friendly blocks; Brooklin and Williamsburg bring calm crescents and a neighbourly tone; Lynde Creek highlights nature paths; Taunton North prizes quick access; Rural Whitby embraces wide-open quiet. Through KeyHomes.ca, you can compare them in real time-filter by style, save your short list, and watch how pricing and availability shift between pockets.

Whitby's strength is choice: spirited streets, village warmth, family comfort, and countryside calm-all within one town. When you're ready to narrow it to a handful of streets that fit your life, KeyHomes.ca gives you the clarity to act with confidence.

Neighbourhood vibes can vary block by block in Whitby; walking a few streets at different times of day reveals nuances that maps alone can't show.

Nearby Cities

If you're considering homes in Whitby, exploring nearby communities can help you find the right fit for your lifestyle and priorities.

See listings and neighborhood information for Cobourg, Port Hope, Brighton, Alnwick/Haldimand, and Hamilton Township.

Demographics

Whitby is home to a mix of families, retirees and working professionals, creating neighbourhoods that support a range of ages and household types. Common housing options include established detached homes, townhouses and condo developments, as well as rental units, so buyers can find a variety of home styles and tenures when searching Whitby Houses For Sale or Whitby Condos For Sale.

The community has a largely suburban feel with many conveniences associated with urban centres, including local shops, schools, parks and recreational facilities. Residents typically enjoy a balance of green space and built amenities, making it suitable for those seeking family-oriented neighbourhoods or easy access to everyday services in Ontario Real Estate Whitby.