Single Family Whitby Homes

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House for sale: 82 HAVENWOOD PLACE, Whitby

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$899,000

82 Havenwood Place, Whitby (Port Whitby), Ontario L1N 9V7

3 beds
3 baths
4 days

Cross Streets: Whitby Shores Greenway/Seaboard Gate. ** Directions: South on Seaboard, West on Whitby Shores Greenway then North on Havenwood Pl. Welcome to this inviting family home offering bright, open living spaces and a beautifully landscaped backyard retreat, ideally located in the desirable

Lisa Fayle,Re/max Rouge River Realty Ltd.
Listed by: Lisa Fayle ,Re/max Rouge River Realty Ltd. (905) 668-1800
House for sale: 76 REGATTA CRESCENT, Whitby

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$788,000

76 Regatta Crescent, Whitby (Port Whitby), Ontario L1N 9V3

3 beds
3 baths
11 days

Cross Streets: Victoria & Bayside. ** Directions: Victoria right to Bayside Gate left to Whitby Shores Greenway left onto Regatta. Welcome to this charming 3-bedroom, 3-bathroom home in the desirable Whitby Shores community. This bright and functional open-concept layout is designed for comfortable

Stephen Tar,Century 21 Leading Edge Realty Inc.
Listed by: Stephen Tar ,Century 21 Leading Edge Realty Inc. (905) 475-2100
House for sale: 19 PORTAGE TRAIL, Whitby

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$899,900

19 Portage Trail, Whitby (Port Whitby), Ontario L1N 9R3

3 beds
3 baths
6 days

Cross Streets: Portage Trail / Whitby Shores Greenway. ** Directions: Victoria St W to Bayside Gate. South on Bayside Gate to Portage Trail. Turn Right on to Portage Trail. Show Stopper of a Home in the Sought After Port of Whitby! This Beautiful 3 Bedroom, 3 Bathroom Home has been Lovingly

Cheryl Seal,Royal Lepage Frank Real Estate
Listed by: Cheryl Seal ,Royal Lepage Frank Real Estate (905) 621-0846
Row / Townhouse for sale: 129 HICKORY STREET N, Whitby

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$999,000

129 Hickory Street N, Whitby (Downtown Whitby), Ontario L1N 3X6

3 beds
3 baths
46 days

Cross Streets: Brock / Dundas. ** Directions: Whitby. NOW UNDER CONSTRUCTION! AVAILABLE FEB 2026! FREEHOLD (no condo fees)! Don't miss this opportunity with Whitby's trusted builder, DeNoble Homes! Nestled in historic downtown Whitby, this freehold townhome offers convenience with nearby grocery

Maurice King,Royal Heritage Realty Ltd.
Listed by: Maurice King ,Royal Heritage Realty Ltd. (905) 493-3399
House for sale: 31 FOUR WINDS DRIVE, Whitby

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$899,900

31 Four Winds Drive, Whitby (Port Whitby), Ontario L1N 9R8

3 beds
3 baths
3 days

Cross Streets: Whitby Shores Greenway & Four Winds. ** Directions: Whitby Shores Greenway to Four Winds. Welcome to Whitby Shores, Whitby's most sought-after waterfront community! This beautifully updated 3 bedroom, 3 bathroom detached home offers move-in-ready living just steps from the lake.

Listed by: Shelby Nicole Densmore ,Real Broker Ontario Ltd. (905) 906-5227
House for sale: 829 ATHOL STREET, Whitby

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$789,900

829 Athol Street, Whitby (Downtown Whitby), Ontario L1N 4A1

3 beds
2 baths
4 days

Cross Streets: Brock St S & Burns St E. ** Directions: From 401 Brock St Exit Whitby. Proceed North, Turn Right Onto Burns St E. On Corner Of Burns St E & Athol St. Client RemarksDiscover the charm and potential of this inviting bungalow at 829 Athol St. Nestled in a desirable Whitby location,

Row / Townhouse for sale: 127 HICKORY STREET N, Whitby

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$975,000

127 Hickory Street N, Whitby (Downtown Whitby), Ontario L1N 3X6

3 beds
3 baths
49 days

Cross Streets: Brock / Dundas. ** Directions: Whitby. NOW UNDER CONSTRUCTION! AVAILABLE FEB 2026! FREEHOLD (no condo fees)! Don't miss this opportunity with Whitby's trusted builder, DeNoble Homes! Nestled in historic downtown Whitby, this freehold townhome offers convenience with nearby grocery

Maurice King,Royal Heritage Realty Ltd.
Listed by: Maurice King ,Royal Heritage Realty Ltd. (905) 493-3399
House for sale: 31 CHANNEL DRIVE, Whitby

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$749,999

31 Channel Drive, Whitby (Port Whitby), Ontario L1N 9R3

3 beds
3 baths
92 days

Cross Streets: Whitby Shores/Victoria. ** Directions: Victoria/Whitby Shores Greenway/Portage. Location, Location, Location! This stunning 3-bedroom, 3-bath semi-detached home is nestled in the highly sought-after neighborhood of Whitby Shores. Beautifully maintained and thoughtfully updated,

Listed by: Alicia Boivin ,Zolo Realty (647) 210-7400
House for sale: 141 AUCKLAND DRIVE, Whitby

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$1,388,800

141 Auckland Drive, Whitby (Rural Whitby), Ontario L1P 0J2

7 beds
5 baths
32 days

CORONATION AND ROSSLAND Beautifully upgraded 4+3 bedroom home on a rare ravine lot in one of Whitby's most desirable neighborhoods. This rare offering features three full kitchens, five washrooms, one den in the master bedroom. A walk-out to a fully finished basement, and flexible living

Apartment for sale: 901 - 360 WATSON STREET W, Whitby

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$740,000

901 - 360 Watson Street W, Whitby (Port Whitby), Ontario L1N 9G2

2 beds
2 baths
37 days

Victoria & Brock St S Luxury condo living in this remarkable, rarely offered 1714 square foot Zephyr model (floor plan attached) located in the prestigious Sailwinds Condominium in Whitby. Situated on the 9th floor, this high-rise gem offers breathtaking water views. Featuring a fabulous open

Row / Townhouse for sale: 103 - 1606 CHARLES STREET, Whitby

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$785,000

103 - 1606 Charles Street, Whitby (Port Whitby), Ontario L1N 0P1

3 beds
2 baths
50 days

Cross Streets: Victoria St W & Brock St S. ** Directions: Victoria Street W & Brock Street S. Close to 1000 SqFt. Fantastic Location. Welcome To The Landing Condos. Building Offering Modern Living In The Heart Of Whitby! This Stylish,Ten(10) Foot Ceiling ,2+1 bedroom, 2-bathroom, Two Story

Majid Golchini,Modern Solution Realty Inc.
Listed by: Majid Golchini ,Modern Solution Realty Inc. (416) 625-6199
Apartment for sale: 408 - 670 GORDON STREET, Whitby

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$699,900

408 - 670 Gordon Street, Whitby (Port Whitby), Ontario L1N 0K9

2 beds
2 baths
11 days

Victoria St W & Gordon St Welcome to Harbourside Square in Whitby Shores-where lakeside living meets everyday convenience. This bright, top-floor 2-bedroom, 2-bath condo offers a thoughtfully designed split-bedroom layout, ideal for privacy and functionality. The updated open-concept kitchen

Angela Sardella,Royal Lepage Rcr Realty
Listed by: Angela Sardella ,Royal Lepage Rcr Realty (416) 709-0993
Row / Townhouse for sale: 36 DOCKSIDE WAY, Whitby

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$849,900

36 Dockside Way, Whitby (Port Whitby), Ontario L1N 0M6

3 beds
3 baths
35 days

Gordon St & Victoria St Lakeside living at Whitby's luxurious Waterside Villas! Fieldgate-built 3-storey, 3 bed, 3 bath family home featuring a rare double car garage. The open-concept main floor offers 9 ft ceilings, hardwood flooring in the living/dining area, and a spacious kitchen with

House for sale: 44 MICKLEFIELD AVENUE, Whitby

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$1,549,900

44 Micklefield Avenue, Whitby (Rural Whitby), Ontario L1P 0C4

5 beds
5 baths
17 days

Country Lane & Taunton Rd Beautifully Maintained Home In Whitby Featuring 4 Spacious Bedrooms, 3 Full Bathrooms, And A Second-Floor Study-Perfect For Working From Home. Beautifully Maintained Home In Whitby Featuring 4 Spacious Bedrooms, 3 Full Bathrooms, And A Second-Floor Study-Perfect For

Listed by: Lokan Sundaram ,Homelife/future Realty Inc. (905) 201-9977
House for sale: 34 MULGRAVE STREET, Whitby

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$969,900

34 Mulgrave Street, Whitby (Rural Whitby), Ontario L1P 0J9

5 beds
3 baths
13 days

Coronation Rd & Twin Streams Rd Welcome to this stunning 5-bedroom Arista-built family home offering over-the-top comfort and exceptional functionality in a prime Whitby location. Designed with multi-generational living in mind, the separate side entrance provides excellent potential for a

Apartment for sale: 215 - 201 BROCK STREET S, Whitby

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$494,900

215 - 201 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 4K2

2 beds
2 baths
52 days

Brock St & Colborne You will not be disappointed once you step into the well-designed "Brock" suite at Station No 3. This open-concept 625 sq. ft. suite offers 1-bedroom + spacious den with glass door, and 2 washrooms. Floor-to-ceiling windows provide maximum natural light throughout, with

Listed by: Jennifer Louise Kehoe ,Orion Realty Corporation (416) 733-7784
House for sale: 922 BYRON STREET S, Whitby

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$699,900

922 Byron Street S, Whitby (Downtown Whitby), Ontario L1N 4R9

2 beds
2 baths
19 days

Brock St S & Burns St W Offers welcome anytime! Welcome to 922 Byron St S! Fully renovated and ideally located in the heart of historic downtown Whitby, this bright and stylish home sits on a premium lot in a welcoming, family-friendly neighborhood with future addition potential. Flooded with

Listed by: Robert Floris ,Re/max Jazz Inc. (905) 728-1600
Apartment for sale: 406 - 1600 CHARLES STREET, Whitby

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$445,000

406 - 1600 Charles Street, Whitby (Port Whitby), Ontario L1N 0G4

2 beds
1 baths
3 days

Victoria St & Brock St Welcome to The Rowe at 1600 Charles Street, a turn-key 1 bedroom plus den, 1 full bath condo perfectly positioned in one of Whitby's most convenient locations. Freshly painted and finished with newer laminate flooring, this bright, move-in-ready suite offers a functional

Tonya Mcintyre,Re/max Hallmark First Group Realty Ltd.
Listed by: Tonya Mcintyre ,Re/max Hallmark First Group Realty Ltd. (905) 831-3300
Row / Townhouse for sale: 38 BAYSIDE GATE, Whitby

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$774,900

38 Bayside Gate, Whitby (Port Whitby), Ontario L1N 9T1

4 beds
3 baths
4 days

Cross Streets: Victoria St. W. & Brock St. S. ** Directions: 0. Welcome to this impressive Wedge Port Model townhome - a rare offering that truly lives like a house, complete with the bonus of a two-car garage. Bathed in natural light and thoughtfully designed, this spacious 3+1 bedroom, 3-bathroom

Apartment for sale: 218 - 340 WATSON STREET W, Whitby

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$449,000

218 - 340 Watson Street W, Whitby (Port Whitby), Ontario L1N 9G1

1 beds
1 baths
4 days

Watson and Victoria Located on Whitby's waterfront at the Whitby Yacht Club, this beautifully maintained condo offers tranquil west-facing views over the park and features tasteful modern updates, including fresh paint and newer appliances. The suite includes convenient in-suite laundry, a

Apartment for sale: 213 - 670 GORDON STREET, Whitby

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$599,000

213 - 670 Gordon Street, Whitby (Port Whitby), Ontario L1N 0K9

2 beds
1 baths
4 days

Victoria St W & Gordon St. Welcome to your lakeside retreat at sought-after Harbourside Condos in Port Whitby - Durham's best kept secret. This rarely offered, freshly painted 1 bedroom + Den suite offers a smart layout, thoughtful upgrades, and beautiful views that provide privacy and sunshine

Listed by: June Marino ,The Nook Realty Inc. (905) 550-5863
House for sale: 607 NEWMAN CRESCENT, Whitby

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$739,900

607 Newman Crescent, Whitby (Downtown Whitby), Ontario L1N 1M7

5 beds
1 baths
40 days

Annes St & Newman Cres A Whitby classic with comfort. This all-brick detached bungalow sits proudly on a private pie shaped lot in one of Whitby's most established andwalkable neighborhoods. Step inside to a bright living and dining space with hardwood floors, picture and stained-glass windows,

John Kehagias,Keller Williams Energy Real Estate
Listed by: John Kehagias ,Keller Williams Energy Real Estate (905) 903-4249
Row / Townhouse for sale: 10 SOBCZAK DRIVE, Whitby

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$880,000

10 Sobczak Drive, Whitby (Port Whitby), Ontario L1N 1B3

3 beds
3 baths
11 days

Watson & Dufferin Welcome to this 3-storey, 3-bedroom, 2.5-bath freehold townhome where everyday living feels easy and well balanced. Set in a family-friendly Whitby neighbourhood, this home is just minutes from the lake, waterfront trails, parks, and conservation areas - perfect for morning

House for sale: 14 OGSTON CRESCENT, Whitby

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$949,900

14 Ogston Crescent, Whitby (Rural Whitby), Ontario L1P 0G9

4 beds
3 baths
10 days

Cross Streets: Coronation & Rossland. ** Directions: SOUTH. Welcome to this stunning fully upgraded detached home in the highly desirable Whitby Meadows community by Paradise Homes. Offering 1,725 sq. ft. of thoughtfully designed living space, this freshly painted 4-bedroom, 3-washroom home

Shan Hussain,Re/max Crossroads Realty Inc.
Listed by: Shan Hussain ,Re/max Crossroads Realty Inc. (416) 491-4002
House for sale: 21 SOUTER DRIVE, Whitby

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$1,449,900

21 Souter Drive, Whitby (Rural Whitby), Ontario L1P 0J6

4 beds
4 baths
10 days

Cross Streets: TAUNTON / CORONATION. ** Directions: -. Welcome to this exceptional corner-lot detached 4 bedroom with 4 baths residence offering approximately 2840 sq. ft. of above-grade living space, ideally positioned with no neighbouring homes on the garage side. This rare setting provides

Printhini Nagaratnam,Re/max Hallmark First Group Realty Ltd.
Listed by: Printhini Nagaratnam ,Re/max Hallmark First Group Realty Ltd. (416) 836-3091
House for sale: 535 MYRTLE ROAD W, Whitby

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$2,500,000

535 Myrtle Road W, Whitby (Rural Whitby), Ontario L0B 1A0

4 beds
2 baths
52 days

Ashburn Rd & Myrtle Rd W Welcome to Stone Eden-a place where timeless character and intentional living come together.Set on 10.87 rolling acres in the quiet countryside of Ashburn in Whitby, this remarkable property and home is a legacy meant to be lived in and cherished.From the moment you

Apartment for sale: 111 - 670 GORDON STREET, Whitby

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$895,000

111 - 670 Gordon Street, Whitby (Port Whitby), Ontario L1N 0K9

3 beds
2 baths
7 days

Gordon Street and Victoria Street Welcome to Harbourside Condominiums! This beautifully spacious 1,320 sq foot Victoria model includes an impressive 170 sq foot wrap-around corner balcony, ideally situated in the heart of the highly sought after Port Whitby Community. This prestigious Victoria

Listed by: Michael Anthony Falbo ,Re/max Rouge River Realty Ltd. (905) 668-1800
Apartment for sale: 314 - 650 GORDON STREET, Whitby

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$839,900

314 - 650 Gordon Street, Whitby (Port Whitby), Ontario L1N 0C1

3 beds
2 baths
23 days

Cross Streets: Gordon St and Victoria St. ** Directions: Head south off Victoria St on Gordon St, follow road around the bend and the buildings are on your right hand side. Elevate Your Lifestyle at Harbourside Condos in Whitby Shores, where this meticulously maintained 2+1 bedroom residence

Apartment for sale: 323C - 1612 CHARLES STREET, Whitby

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$525,000

323c - 1612 Charles Street, Whitby (Port Whitby), Ontario L1N 0P3

2 beds
1 baths
98 days

Victoria St W & Brock St S. Welcome to the Landing By Carttera! Luxury Low Rise. One of the largest 1+den unit in the building. The Den can be used as second bedroom by adding a small partition. Large Balcony for your entertainment. Well Situated Near Hwy 401/407 & Whitby Go. Close To Shopping,

Listed by: Biplab Mazumder ,Century 21 Green Realty Inc. (905) 565-9565
House for sale: 704 BROCK STREET S, Whitby

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$869,900

704 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 4L2

4 beds
3 baths
11 days

Brock/ Dundas/ Hwy 401 Exceptional investment opportunity in the heart of Downtown Whitby! This legal duplex offers over 2,000 sq ft of total living space with potential to convert into three income-generating units & sides to the park! Featuring 3+1 bedrooms, 3 bathrooms, two laundry rooms,

Apartment for sale: 509 - 1600 CHARLES STREET, Whitby

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$499,000

509 - 1600 Charles Street, Whitby (Port Whitby), Ontario L1N 0G4

2 beds
1 baths
94 days

Victoria St & Brock St Discover the luxury and ease of condo living at THE ROWE in the heart of the Port of Whitby. Situated steps from the Go-station, this turnkey 1+1suite features sleek engineered hardwood flooring, upgraded granite countertops, and a bright open concept layout. The Kitchen

Listed by: Lorraine M. Smith (416) 606-1727
Apartment for sale: 602 - 201 BROCK STREET S, Whitby

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$569,900

602 - 201 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 0P8

2 beds
2 baths
13 days

BROCK ST S/ COLBORNE ST E Elegant penthouse suite located in beautiful downtown Whitby, built by award-winning Brookfield Residential. This spacious 2-bedroom, open-concept unit features 10-foot ceilings, two bathrooms, a convenient in-suite laundry closet, and stunning panoramic eastern views.Finished

Listed by: John E. Alexander ,Royal Heritage Realty Ltd. (905) 493-3399
Apartment for sale: 302 - 660 GORDON STREET, Whitby

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$599,000

302 - 660 Gordon Street, Whitby (Port Whitby), Ontario L1N 0L1

2 beds
1 baths
30 days

Cross Streets: Gordon Street & Victoria Street West. ** Directions: From Victoria St W, South to Gordon Street. Welcome To Your Lakeside Retreat! This Rarely Offered Freshly Painted South-Facing Suite At Harbourside Condos Combines A Smart 1+1 Bedroom Layout With Thoughtful Upgrades Throughout.

Row / Townhouse for sale: 52 PLAYFAIR ROAD, Whitby

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$839,900

52 Playfair Road, Whitby (Downtown Whitby), Ontario L1N 9S6

3 beds
3 baths
21 days

Cross Streets: Brock/Maple. ** Directions: Stockley Crescent to Playfair Rd. Welcome To This Beautifully Updated End-Unit Townhouse On An Extra Wide Corner Lot In Sought-After Downtown Whitby. Offering 3 Bedrooms And 3 Bathrooms, This Bright And Spacious Home Combines Modern Upgrades With An

Adam Reinhard,Re/max Hallmark First Group Realty Ltd.
Listed by: Adam Reinhard ,Re/max Hallmark First Group Realty Ltd. (905) 831-3300
Apartment for sale: 221 - 201 BROCK STREET S, Whitby

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$419,900

221 - 201 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 4K2

1 beds
1 baths
45 days

Brock Street & Colborne Street Welcome to the "Pine" a lovely open concept 1 bedroom + flex suite, at Station No 3 Condos in the heart of downtown Whitby.This layout offers a perfect flex space for a small office, semi-ensuite washroom & double closets in the bedroom. Floor-to-ceiling windows

Listed by: Jennifer Louise Kehoe ,Orion Realty Corporation (416) 733-7784
Row / Townhouse for sale: 132 OGSTON CRESCENT, Whitby

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$899,000

132 Ogston Crescent, Whitby (Rural Whitby), Ontario L1P 0H3

3 beds
3 baths
25 days

Rossland & Coronation Rd Welcome to 132 Ogston Crescent, an executive townhouse nestled in a prime, family-friendly neighbourhood of Whitby. Boasting a striking modern exterior, this home welcomes you into a grand foyer that sets the tone for what's to come.The main floor features 9-foot ceilings

Salman Alam,Right At Home Realty, Brokerage
Listed by: Salman Alam ,Right At Home Realty, Brokerage (647) 860-1223
House for sale: 110 FRONT STREET E, Whitby

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$1,290,000

110 Front Street E, Whitby (Port Whitby), Ontario L1N 1A1

5 beds
2 baths
33 days

Cross Streets: Brock St S & Front St E. ** Directions: N. This recently renovated 3+2-bedroom, 2-bathroom detached home in Port Whitby, situated on the corner of Front St/Brock st, presents a prime opportunity for investors and developers. Whether you're envisioning a high-performing live-work

House for sale: 44 PRIORY DRIVE, Whitby

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$1,629,900

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

6 beds
6 baths
4 days

Micklefield Ave & Priory Dr Welcome to this exceptional 6-bedroom, 6-bathroom two-storey detached home in the heart of Whitby, backing directly onto the serene Heber Downs Conservation Area. Offering the perfect blend of luxury, space, and nature, this home is just steps from Thermea Spa and

House for sale: 34 HUGGINS DRIVE, Whitby

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$1,499,000

34 Huggins Drive, Whitby (Rural Whitby), Ontario L1P 0N4

5 beds
4 baths
93 days

Coronation Rd/ Taunton Rd " *EXCLUSIVE END UNIT ALERT!* *THE ONE*: 3.8-year-old gem with 4 beds, 4.5 baths + *RARE concrete slabs under basement (subdivision's ONLY one! ) *FEATURES THAT WOW*:- Master bedroom SKYLIGHT - Pot lights- Finished closets + PRIVATE WASHROOM per room - Gourmet kitchen

Finnie Moye,Century 21 Leading Edge Realty Inc.
Listed by: Finnie Moye ,Century 21 Leading Edge Realty Inc. (905) 666-0000 X2626
Apartment for sale: 601 - 1606 CHARLES STREET, Whitby

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$499,000

601 - 1606 Charles Street, Whitby (Port Whitby), Ontario L1N 0P1

1 beds
1 baths
19 days

Victoria St W & Brock St S Welcome to The Landing Whitby Harbour - where modern comfort meets everyday convenience in the heart of Whitby. Ideally located with quick access to Highways 401, 407, 412, and 418, and just minutes from the Whitby GO Station, commuting is effortless. You'll also

House for sale: 72 FRUITFUL CRESCENT, Whitby

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$889,000

72 Fruitful Crescent, Whitby (Rural Whitby), Ontario L1P 0N3

4 beds
4 baths
4 days

Rossland and Coronation Rd Welcome to 72 Fruitfull Cres, a stunning 4-year-old home located in the growing community of Whitby. This beautifully maintained property offers 3+1 spacious bedrooms and 4 washrooms, making it perfect for growing families or savvy investors. The home features a bright

Rakib Zaman,Century 21 Leading Edge Realty Inc.
Listed by: Rakib Zaman ,Century 21 Leading Edge Realty Inc. (416) 298-6000
House for sale: 55 STEAMER DRIVE, Whitby

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$1,480,000

55 Steamer Drive, Whitby (Port Whitby), Ontario L1N 9X3

6 beds
5 baths
58 days

Scadding Ave / East West For more info on this property, please click the Brochure button. Discover modern luxury in sought-after Whitby Shores, steps from Lake Ontario. This fully renovated turnkey home has been upgraded inside and out with over $250,000 invested, combining premium systems,

Listed by: Sophie Alegra Giterman ,Easy List Realty Ltd. (888) 323-1998
House for sale: 5575 HALLS ROAD, Whitby

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$1,580,000

5575 Halls Road, Whitby (Rural Whitby), Ontario L1M 1S5

4 beds
5 baths
6 days

Cross Streets: Winchester/Durham 23. ** Directions: As per google map. Enjoy peaceful country living on a large private lot surrounded by mature trees in desirable Whitby. This freshly renovated home offers a perfect blend of comfort, space, and privacy. The spacious kitchen features granite

House for sale: 65 MARCELLE BRUNELLE DRIVE, Whitby

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$1,589,000

65 Marcelle Brunelle Drive, Whitby (Rural Whitby), Ontario L1P 0G9

6 beds
6 baths
46 days

Rossland & Coronation Stunning premium model built by Arista Homes built in March 2022, This Legal Duplex offering exceptional space and luxury finishes throughout. This impressive home features 2,799 sq ft above ground plus a 1,100 sq ft fully finished legal walk-up basement. The basement

Ejaz Waraich,Right At Home Realty
Listed by: Ejaz Waraich ,Right At Home Realty (647) 685-7860
House for sale: 19 SHEPHERD ROAD, Whitby

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$1,535,000

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

6 beds
5 baths
91 days

Cross Streets: Hwy 7 & Coronation Rd. ** Directions: Coronation Rd. south of Hwy 7. Executive Estate Living in Northwest Whitby w/Private Oasis.Welcome home to this magnificent, beautifully maintained 4-level side split residence, situated within a prestigious enclave of multi-million dollar

Ricardo Khan,Right At Home Realty
Listed by: Ricardo Khan ,Right At Home Realty (416) 391-3232
House for sale: 1 WATERFRONT CRESCENT, Whitby

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$1,319,000

1 Waterfront Crescent, Whitby (Port Whitby), Ontario L1N 0M9

5 beds
5 baths
3 days

Victoria St W & Seaboard Gate Power Of Sale! Newer Executive 5 Bedroom, 5 Washroom Home Located On A Premium Corner Lot In The Sought-After Port Of Whitby Community. A Spacious Foyer Greets You With Hardwood Flooring, Waffle Style Ceilings In The Great Room W/ Fireplace, Spacious Light And

Listed by: Katarina Eikeland ,Career Real Estate Services Ltd. (905) 723-6918
House for sale: 134 FRONT STREET E, Whitby

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$2,299,898

134 Front Street E, Whitby (Port Whitby), Ontario L1N 1A1

4 beds
5 baths
12 days

Brock St & Front S E Welcome to your dream home close to the lake - a place that celebrates individuality, community, and connection. Nestled just steps from Whitby's stunning waterfront, this spectacular 4-bedroom residence offers over 4,000 sq ft of thoughtfully designed space - where sophistication

Row / Townhouse for sale: 17 WINDFLOWER WAY, Whitby

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$799,999

17 Windflower Way, Whitby (Rural Whitby), Ontario L1P 0H9

3 beds
3 baths
11 days

Cross Streets: Desnewman/Gorgeholly. ** Directions: Desnewman/ Gorgeholly. Stunning 5-year-old freehold end-unit townhome in the highly desirable Queens Common community, Whitby. A bright living space, feels like a semi-detached, loaded with $50K+ in upgrades. Spacious 3 bedrooms & 3 bathrooms,

Smitha Chodagam,Century 21 Green Realty Inc.
Listed by: Smitha Chodagam ,Century 21 Green Realty Inc. (647) 869-0217
Apartment for sale: 517 - 201 BROCK STREET S, Whitby

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$589,900

517 - 201 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 4K2

2 beds
2 baths
10 days

Brock Street & Colborne Street Welcome to the stunning "Colborne" suite, at Station No 3 condos in the heart of downtown Whitby.This open concept beauty offers 2-bedrooms, 2 full washrooms, soaring 10'smooth ceilings and panoramic views from the large interior windows and spacious outdoor terrace.Do

Listed by: Jennifer Louise Kehoe ,Orion Realty Corporation (416) 733-7784
Apartment for sale: 108 - 201 BROCK STREET S, Whitby

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$647,900

108 - 201 Brock Street S, Whitby (Downtown Whitby), Ontario L1N 4K2

3 beds
3 baths
3 days

Brock Street & Colborne Street Welcome to Station No 3. Modern living in the heart of historic downtown Whitby. Brand new boutique building by award winning builder Brookfield Residential. Take advantage of hundreds of thousands in savings from original price!!!The "King" is a gorgeous, 2-storey

Listed by: Jennifer Louise Kehoe ,Orion Realty Corporation (416) 733-7784

What buyers should know about single family Whitby

If you're considering a single family Whitby purchase, you're looking at one of Durham Region's most balanced family markets. Proximity to Toronto via the Whitby GO Station, access to Highways 401/407/412, and a strong network of schools and parks underpin steady end-user demand. For investors, the town's evolving zoning framework and regional growth corridor status create opportunities—though due diligence on bylaws, conservation authority rules, and carrying costs is essential.

Neighbourhoods and lifestyle appeal

Whitby offers distinct pockets that suit different priorities:

  • Whitby Shores/Port Whitby: Walkable to the waterfront, trails, and the marina. Detached single-family homes here appeal to commuters and outdoor-oriented families. Expect premium pricing for lake proximity and newer builds.
  • Pringle Creek, Rolling Acres, and Williamsburg: Established subdivisions with parks, larger lots, and strong school catchments. These areas often show reliable resale demand thanks to consistent family appeal.
  • Brooklin (North Whitby): A mix of heritage village charm and newer construction. Many homes are newer two-storey detached properties with modern layouts; commuting is straightforward via Hwy 407/412.
  • Downtown Whitby: Character housing and a maturing restaurant scene. Some properties may have heritage considerations or smaller lot sizes; walkability is the draw.

Nature is close by, with Lynde Shores Conservation Area and Heber Down Conservation Area offering green space. Families who prioritize school options will find both DDSB and DCDSB schools across neighbourhoods; always verify specific catchments if that matters to your plan.

Single family Whitby: zoning, additions, and accessory units

Whitby's planning framework reflects provincial direction that generally supports gentle density. Many detached zones now permit additional residential units (ARUs)—for example, a secondary suite in the house, and in some cases a garden suite—subject to zoning standards such as lot coverage, entrance placement, and parking. Rules are evolving, and standards (e.g., maximum floor area for suites, landscape requirements) differ by municipality. Confirm permissions with the Town of Whitby zoning by-law and building department before you rely on suite income.

Setbacks, height, and lot coverage vary by zone (often labeled R1/R2 or similar). Corner lots and wide frontages may offer better potential for additions or detached garages, but you may need conservation authority permissions in regulated areas. Portions of Whitby fall under the Central Lake Ontario Conservation Authority (CLOCA); projects near creeks or within floodplains (e.g., Lynde Creek, Pringle Creek) can trigger extra review. If a property is designated or within a heritage area, a heritage permit could be required for exterior changes.

Market timing and seasonal trends

Durham's freehold market tends to peak in the spring with multiple-offer pressure on well-presented single-family homes. Summer can soften slightly as families travel and cottage markets pull attention; fall often sees a second, more selective wave of buyers; winter is slower but occasionally offers value for prepared purchasers. Interest-rate news can override seasonality, so watching weekly listing and absorption trends is wise. KeyHomes.ca publishes market snapshots and neighbourhood-level insights that help contextualize list-to-sold ratios without hype.

For cottage-curious Whitby households exploring a second residence, seasonal dynamics differ. Waterfront inventory typically increases in late spring; inspections for septic systems, shore road allowances, and seasonal water access require more lead time. Consider browsing regionally diverse examples such as 3-bedroom single-family options in Seguin (cottage country) or lake country single-family listings to understand pricing and property types outside the GTA.

Financing, taxes, and carrying costs

  • Mortgages: Most Whitby buyers use conventional or insured mortgages. ARU income sometimes helps with qualification, but lenders vary on what they'll count and under what documentation. If you're adding a suite, many lenders require it to be legal and conforming to include projected rent.
  • Stress test: Federally regulated lenders apply the qualifying rate (the greater of the contract rate plus 2% or a benchmark rate). Rate changes can materially alter affordability; pre-approval isn't a guarantee—keep it current.
  • Ontario Land Transfer Tax: Whitby buyers pay the provincial tax only (no Toronto municipal LTT). Eligible first-time buyers can access the provincial rebate; confirm caps and eligibility at the time of purchase.
  • Property taxes and utilities: Durham Region rates and MPAC assessments drive annual taxes; newer subdivisions can have higher assessed values. Most town homes are on municipal water/sewer; rural fringes may have well and septic, affecting insurance and maintenance budgets.

Resale potential and value drivers

Detached homes with functional layouts (3–4 bedrooms, family room, attached garage) close to schools and transit remain the most liquid. Condition and permitted improvements often outrank sheer square footage: updated roofs, windows, HVAC, and modern kitchens/baths matter. Finished basements add utility, but make sure any suite work is permitted—buyers discount non-conforming spaces.

Proximity to the Whitby GO Station, access to 407/412, and walkability to parks or waterfront trails tend to boost value. Future transit (planned bus rapid transit along the Highway 2/Dundas corridor) and ongoing downtown revitalization may enhance long-term demand along these corridors, though construction phases can temporarily affect street appeal.

Property condition and services: municipal vs rural pockets

While most single family homes in Whitby are on municipal services, some properties on the town's northern or rural edges use private well and septic systems. For those:

  • Order a recent well water potability test and confirm flow rate.
  • Have the septic inspected; request pump-out records and system age.
  • Insurance and lender requirements may differ for older tanks or non-conforming systems.

In-town buyers should still examine sewer laterals, grading, and any past basement moisture. Homes near creeks can sit within conservation-regulated zones; finishing or underpinning basements may require additional approvals.

Investment and rental considerations

Durham Region's demand for family rentals supports the detached category, but regulations matter. Several GTA-adjacent municipalities require business licences for short-term rentals, restrict them to principal residences, or cap occupancies. Whitby's framework has evolved—before pursuing Airbnb/VRBO income, verify local licensing, permitted zones, and enforcement practices. For long-term rentals, ensure compliance with Residential Tenancies Act rules, standardized lease forms, and any local property standards bylaws.

Investors weighing yield may compare Whitby with other Ontario towns where acquisition prices are lower. For context, review markets like Brantford's single-family inventory, single-family opportunities in Paris, Ontario, or Huron Heights single-family properties to benchmark purchase price vs. achievable rents. KeyHomes.ca aggregates neighbourhood-level data that help assess cash flow and long-term fundamentals without speculation.

Regional context and comparable markets

GTA-adjacent towns compete for the same family buyers. Studying comparables across Ontario keeps expectations realistic and helps anchor negotiations. For broader perspective, browse single-family listings in Waterford, the Springvale single-family market, and even out-of-province affordability contrasts like Hillsdale in Regina (single-family). Northern markets such as single-family options in Nipigon and Quebec-adjacent areas like Farnham-area single-family homes further illustrate how pricing and lot size shift with geography.

Street-level snapshots in Whitby

Buyers often anchor their search to familiar streets. While every property is unique, these references help frame expectations:

  • 254 Lupin Drive Whitby: Lupin Drive runs through established, family-oriented blocks with convenient arterial access. Detached homes here typically offer practical two-storey layouts and backyards sized for play structures or gardens. Renovated kitchens and updated mechanicals significantly impact resale on this corridor.
  • 49 Tallships Drive Whitby: Tallships Drive sits in a lakeside-influenced pocket near parks and trails. Expect competition when a well-staged detached comes up; buyers value walkability to the waterfront and the relative quiet of interior streets.
  • Des Newman Drive Whitby: A newer corridor with efficient commuter access. Homes here often attract buyers seeking modern construction and minimal immediate maintenance. Watch for HOA-style common element fees in any linked developments and verify if any pending special assessments exist.

When narrowing by street, review recent sales beyond the immediate block to avoid overfitting to a small data set. Comparable sales 60–90 days old can already be stale in a shifting rate environment; pair them with active listing competition to gauge buyer sentiment.

Practical due diligence checklist

  • Title and surveys: Confirm lot lines, easements, and any encroachments—especially with corner lots or widened driveways.
  • Permits: Validate permits for finished basements, decks, and additions. Lack of permits can complicate resale and insurance.
  • Conservation and floodplain: If near watercourses, request CLOCA mapping and any existing reports.
  • Schools and transit: If school placement or GO access is critical, verify bell times, bus routes, and parking availability.
  • Future plans: Check municipal plans and corridor studies along Dundas/Highway 2 for potential impacts—both upside (transit) and construction disruption.

Finally, keep perspective: Whitby's detached segment is driven by families who value space, commute options, and schools. The most resilient resale candidates align with those drivers—a functional layout, legal improvements, and a location that trades well in every market. For vetted listings, neighbourhood analytics, and connection to licensed professionals with local experience, KeyHomes.ca remains a trusted, go-to resource as you evaluate single family homes across Whitby and comparable Ontario communities.