Pickering Law Suite On Homes

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House for sale: 3395 PICKERING UXBRIDGE TOWNLINE, Pickering

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$5,495,000

3395 Pickering Uxbridge Townline, Pickering (Rural Pickering), Ontario L1Y 0A5

7 beds
5 baths
85 days

There are properties that impress. And there are properties that change the way you live. Set across an extraordinary 62 acres, this custom-built estate offers something few properties can: the freedom to live without compromise. Completed in 2018, the residence was thoughtfully designed to

House for sale: 2688 SAPPHIRE DRIVE, Pickering

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$1,125,000

2688 Sapphire Drive, Pickering (Rural Pickering), Ontario L1X 0G5

6 beds
4 baths
77 days

Welcome to this exceptional Aspen Ridge Homes home, built in 2022 and perfectly situated on a premium ravine lot offering breathtaking views and privacy. This stunning 4-bedroom, 4-bathroom home showcases quality craftsmanship and extensive builder upgrades throughout. Step inside to discover

House for sale: 5121 TOM THOMSON COURT, Pickering

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$2,679,900

5121 Tom Thomson Court, Pickering (Rural Pickering), Ontario L1Y 0A1

6 beds
8 baths
120 days

Welcome to one of Claremont's most impressive custom estates, set on a private lot just under one acre at the end of a quiet court in one of Pickering's most prestigious communities. Extensively renovated with nearly $450,000 in upgrades, this exceptional residence offers approximately 8,000

Edrees Imani,Century 21 Percy Fulton Ltd.
Listed by: Edrees Imani ,Century 21 Percy Fulton Ltd. (647) 770-7670
House for sale: 5455 HOXTON STREET, Pickering

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$1,700,000

5455 Hoxton Street, Pickering (Rural Pickering), Ontario L1Y 1A3

6 beds
4 baths
99 days

Welcome to 5455 Hoxton Street, a private country estate in Claremont, one of Durham's most prestigious and sought-after neighborhoods. Situated on 8 acres, backing up onto the Oak Ridges Moraine. Offering approximately 5,000 sq. ft. of thoughtfully curated living space, the home makes a striking

Kajan Kasippillai,Re/max Ace Realty Inc.
Listed by: Kajan Kasippillai ,Re/max Ace Realty Inc. (416) 930-4608
House for sale: 1678 DELLBOOK AVENUE, Pickering

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$954,900

1678 Dellbook Avenue, Pickering (Brock Ridge), Ontario L1X 2B1

5 beds
4 baths
28 days

Rare Legal Duplex | $5,800/Month Income | Flexible tenants, ready to move out or can be assumed, whichever works for your situation. For end-users and first-time buyers, it's a perfect home to start your journey as a homeowner and landlord. Renovated 3+2 Bed Detached |Rare opportunity to own

Listed by: Rehan Moosvi Hyder ,Royal Lepage Vision Realty (647) 607-5401
House for sale: 1855 NEW STREET, Pickering

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$999,000

1855 New Street, Pickering (Amberlea), Ontario L1V 3L9

5 beds
4 baths
13 days

Well-Maintained Family Home Situated On A Deep Premium Lot In Pickering's Highly Sought-After Amberlea Neighbourhood! Freshly Painted And Thoughtfully Updated, With Major Home Components Already Taken Care Of. Move In, Add Your Personal Cosmetic Touches, And Make It Your Own., This Spacious

Tyler Stewart,Re/max Hallmark First Group Realty Ltd.
Listed by: Tyler Stewart ,Re/max Hallmark First Group Realty Ltd. (905) 809-6127
House for sale: 1703 SHADYBROOK DRIVE, Pickering

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$1,349,000

1703 Shadybrook Drive, Pickering (Amberlea), Ontario L1V 3A3

6 beds
7 baths
79 days

Welcome to this beautiful modern design custom 5+1 Bed and 7 washroom home , boasting over 4000 sqft of luxury living space in the best family neighbourhood of pickering. Fully remodelled and expanded in 2017 with an extra 850 sqft addition, this residence seamlessly blends modern luxury with

Listed by: Karim Hashmi ,Homelife Landmark Realty Inc. (416) 845-7979
House for sale: 1482 OLD FOREST ROAD, Pickering

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$1,599,000

1482 Old Forest Road, Pickering (Woodlands), Ontario L1V 1N9

6 beds
5 baths
29 days

Fully renovated, Newly Completed Home on a Premium approx. 55 x 150 Ft Lot, 4180 sqf of Livable Area ( for the three levels) in One of Pickering's Most Desirable Rouge River Communities, 10 minutes to GO Train, 3 minutes to Hwy 401, Located on a quiet upscale street backing onto a private forested

Listed by: Samya Saeed ,Right At Home Realty (416) 391-3232
House for sale: 1879 APPLEVIEW ROAD, Pickering

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$2,499,000

1879 Appleview Road, Pickering (Dunbarton), Ontario L1V 1T7

8 beds
6 baths
14 days

Luxury living meets exceptional versatility in Pickering's highly sought-after Dunbarton community. This custom-built executive home offers over 5,000 sq. ft. of finished living space on an impressive approx. 66 x 200 ft lot, with two self-contained walkout basement suites, separate entrances,

House for sale: 830 FAIRVIEW AVENUE, Pickering

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$2,175,000

830 Fairview Avenue, Pickering (Bay Ridges), Ontario L1W 1M8

4 beds
5 baths
48 days

Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional living space. A truly impressive residence designed for both everyday living and entertaining, with soaring 10' and 12' ceilings on the main floor

House for sale: 1436 HIGHBUSH TRAIL, Pickering

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$2,250,000

1436 Highbush Trail, Pickering (Woodlands), Ontario L1V 1N5

4 beds
4 baths
1 day

Welcome to this custom built, Victorian farmhouse-style home on a double premium lot backing onto tranquil Petticoat Creek in one of Pickering's most desirable neighbourhoods. This 4 bedroom, 2 storey home features an inviting wrap-around porch that offers the perfect place to relax and unwind.

House for sale: 508 CLIFFVIEW ROAD, Pickering

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$1,399,000

508 Cliffview Road, Pickering (West Shore), Ontario L1W 2N9

4 beds
3 baths
119 days

Welcome to this custom home with a one of a kind stunning layout with vaulted ceilings, large picture windows & plenty of space in generously sized rooms. The lot size is among the largest in the area, featuring a very large front & backyard. Use the room inside the front door as a mud room,

Listed by: Brenda Arlene Lemon ,New Era Real Estate (416) 508-9929
House for sale: 560 STEEPLE HILL, Pickering

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$849,000

560 Steeple Hill, Pickering (Woodlands), Ontario L1V 5Z3

6 beds
4 baths
91 days

Power Of Sale - Spacious All Brick 4+2 Bedroom, 1+1 Kitchen Home, Located In The Desirable Woodlands Neighbourhood. Featuring Main Floor Living And Dining Rooms, Large Family Room W/ Gas Fireplace, Family Size Eat-In Kitchen With Walk-Out To Deck, Main Floor Laundry, Separate Side Entrance,

Listed by: Katarina Eikeland ,Career Real Estate Services Ltd. (905) 723-6918
House for sale: 576 OAKWOOD DRIVE, Pickering

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$1,999,000

576 Oakwood Drive, Pickering (Rosebank), Ontario L1W 2W7

6 beds
6 baths
54 days

Resting on a 50 by 155 foot lot in Rosebank, the most desirable area of Pickering. With just over 3,500 square feet above grade, with a further 1,660 finished below. Stone and brick, with no sidewalk and parking for six to eight cars. An Irrigation system in the front and rear keeps your lawn

Carla Albieru,The Agency
Listed by: Carla Albieru ,The Agency (647) 989-5422
House for sale: 593 MAITLAND DRIVE, Pickering

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$1,599,900

593 Maitland Drive, Pickering (Rosebank), Ontario L1W 3T6

5 beds
5 baths
22 days

Welcome to this quality custom built home in the prestigious Rosebank community, Pickering most sought after neighborhoods. Ideally located near the beach, Rouge Park, Petticoat Creek Conservation Area, the Seaton Trail, and walking distance to schools, Nestled on a quiet cul- de-sac and surrounded

Munir Ahmad,Homelife Silvercity Realty Inc.
Listed by: Munir Ahmad ,Homelife Silvercity Realty Inc. (905) 913-8500
House for sale: 1799 GRAYABBEY COURT, Pickering

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$1,899,000

1799 Grayabbey Court, Pickering (Dunbarton), Ontario L1V 7G2

5 beds
4 baths
20 days

Exceptional opportunity to own a custom home in prime location, offering outstanding value for size and price! This stunning executive custom home offers over 5,300 sq. ft. of luxurious living space, nestled on a private and quiet court in an exclusive neighborhood. Surrounded by multi-million-dollar

Sung Jung,Trustwell Realty Inc.
Listed by: Sung Jung ,Trustwell Realty Inc. (416) 272-4123
House for sale: 531 STEEPLE HILL, Pickering

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$1,099,000

531 Steeple Hill, Pickering (Woodlands), Ontario L1V 5Z6

5 beds
4 baths
19 days

Welcome to this exceptional 3-storey family home in the highly sought-after Woodland community of Pickering-where space, flexibility, and lifestyle come together beautifully. Offering 2,918 sq ft, this rare true 5-bedroom, 4-bathroom home features a versatile third-floor loft-perfect as a private

Steve Sialtsis,Right At Home Realty
Listed by: Steve Sialtsis ,Right At Home Realty (647) 228-1399
Duplex for sale: 1439 PARKHAM CRESCENT, Pickering

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$899,000

1439 Parkham Crescent, Pickering (Bay Ridges), Ontario L1W 1B7

6 beds
3 baths
15 days

Welcome to a beautifully updated home where the 3+1 bedroom, 2 bathroom main residence has been refreshed from top to bottom, two newly renovated bathrooms, new flooring throughout, and stylish feature walls that give every room its own character. Step out onto the deck, backing directly onto

Listed by: Dana England ,Exp Realty (647) 274-0094
Row / Townhouse for sale: 23 - 1330 ALTONA ROAD, Pickering

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$699,900

23 - 1330 Altona Road, Pickering (Rougemount), Ontario L1V 7E8

3 beds
3 baths
13 days

Absolutely stunning, fully renovated executive townhome backing onto the breathtaking Rouge Valley National Park! Every level of this exceptional home has been thoughtfully updated with quality finishes and attention to detail, offering stylish living and incredible flexibility for today's

Michelle Makos,Royal Heritage Realty Ltd.
Listed by: Michelle Makos ,Royal Heritage Realty Ltd. (905) 831-2222
House for sale: 1177 TANZER COURT, Pickering

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$1,150,000

1177 Tanzer Court, Pickering (Bay Ridges), Ontario L1W 3S7

4 beds
3 baths
13 days

R*A*R*E Waterfront Masterpiece in South Pickering! Welcome to an exceptional, fully renovated home offering breathtaking, unobstructed panoramic views of the lake and serene Frenchman's Bay. Completely transformed top to bottom, this breathtaking residence is thoughtfully designed to maximize

Listed by: Engin Kos ,Royal Lepage Security Real Estate (416) 818-2376
House for sale: 566 ROUGEMOUNT DRIVE, Pickering

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$1,269,000

566 Rougemount Drive, Pickering (Rosebank), Ontario L1W 2C2

6 beds
5 baths
8 days

Rosedale design meets south Rosebank: deceptively large, architecturally stunning, and built for multi-generational living in Pickering's most exclusive pocket! Forget cookie-cutter - this property serves up over 3,300 sq ft of finished living space across two separate structures. The main

Melissa Kitazaki,Bosley Real Estate Ltd.
Listed by: Melissa Kitazaki ,Bosley Real Estate Ltd. (416) 219-3669
House for sale: 696 SHEPPARD AVENUE, Pickering

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$1,098,000

696 Sheppard Avenue, Pickering (Woodlands), Ontario L1V 1G3

5 beds
3 baths
13 days

Exceptional Income Opportunity! This property features a fully legal basement apartment, permitted by the City as a Two-Dwelling House, currently generating $2,100 per month in rental income. Whether you're looking to offset your mortgage, invest in a high-performing income property, or accommodate

House for sale: 1025 MOORELANDS CRESCENT, Pickering

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$1,249,999

1025 Moorelands Crescent, Pickering (Rosebank), Ontario L1W 3K3

6 beds
4 baths
13 days

Welcome To This Beautiful Family Home In Pickering's Highly Desirable Rosebank Neighbourhood, Tucked Away In A Quiet, Secluded Pocket That Feels A World Away While Remaining Close To Toronto And Everyday Amenities. Offering The Perfect Blend Of Suburban Living And Urban Convenience, This Is

Listed by: Melissa Alexander Kee ,Re/max Professionals Inc. (416) 236-1241
House for sale: 2275 CHAPMAN COURT, Pickering

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$934,500

2275 Chapman Court, Pickering (Brock Ridge), Ontario L1X 2G1

5 beds
4 baths
99 days

Discover the Perfect Blend of Luxury and Opportunity in Brock Ridge. This exceptional 4+1 bedroom, 4-bathroom detached residence offers a masterfully designed floor plan tailored for modern living. The sun-drenched main level features an expansive open-concept layout, seamlessly connecting

House for sale: 901 WINGARDEN CRESCENT, Pickering

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$2,379,000

901 Wingarden Crescent, Pickering (Dunbarton), Ontario L1V 7C5

7 beds
6 baths
85 days

From the moment you step inside, you'll be impressed by the exceptional craftsmanship, luxurious finishes, and attention to detail throughout this custom-built home. Featuring a bright open-concept design with hardwood flooring throughout, elegant waffle ceilings, crown moulding, custom chandeliers,

House for sale: 2334 WILDWOOD CRESCENT, Pickering

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$1,098,000

2334 Wildwood Crescent, Pickering (Brock Ridge), Ontario L1X 2N1

6 beds
4 baths
27 days

RARE 205-FT RAVINE LOT! 4+2 BEDROOMS! WALK-OUT LOWER LEVEL! Welcome to 2334 Wildwood Cres in sought-after Brock Ridge-an exceptional detached family home offering a rare combination of space, privacy, flexibility and an incredible natural ravine setting. Situated on an impressive 205-ft deep

House for sale: 1653 GOLDENRIDGE ROAD, Pickering

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$2,019,999

1653 Goldenridge Road, Pickering (Dunbarton), Ontario L1V 7J5

8 beds
6 baths
9 days

Welcome To 1653 Goldenridge, A Distinguished Executive Residence Showcasing Luxury And Exceptional Craftsmanship Throughout. Custom Built By Marshall Homes, This Exceptional Property Offers Approximately 5,500 Sq Ft Of Total Living Space Designed For Refined Family Living And Elegant Entertaining.

Maaz Abowath,Re/max Crossroads Realty Inc.
Listed by: Maaz Abowath ,Re/max Crossroads Realty Inc. (416) 893-4585
House for sale: 1689 MAJOR OAKS ROAD, Pickering

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$1,249,500

1689 Major Oaks Road, Pickering (Brock Ridge), Ontario L1X 1X1

6 beds
4 baths
157 days

Nestled on a prime corner lot, this home boasts a special blend of privacy and unparalleled curb appeal with no sidewalk in front of the house to spoil the view. With the expansive space afforded by its corner location, this property provides a sense of seclusion and tranquility not found in

Vivian Dayon,Right At Home Realty
Listed by: Vivian Dayon ,Right At Home Realty (905) 665-2500
House for sale: 1873 WOODVIEW AVENUE, Pickering

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$1,499,900

1873 Woodview Avenue, Pickering (Highbush), Ontario L1V 1L5

3 beds
2 baths
148 days

DOUBLE 100 BY 170 FT LOT!! Possible lot severance if a buyer wanted to keep the existing home on the right side of the lot and build a new home on the left side of the lot. Offers anytime. Home is set up like a duplex but can easily be converted into a one family home. Main floor 1 bedroom

Listed by: Michael Louis Gallant ,Century 21 Wenda Allen Realty (905) 649-3900
House for sale: 1921 BONITA AVENUE, Pickering

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$3,300,000

1921 Bonita Avenue, Pickering (Dunbarton), Ontario L1V 3N1

5 beds
6 baths
121 days

Exquisite Custom-Built Home in Prestigious Pickering Neighbourhood. Soaring 10' Ceilings on the Main Floor. Gourmet Kitchen with Solid Walnut Tabletop Island, Walk-In Pantry, High-End Appliances, Ceasarstone Counters & Cast Rangehood. Master Is A Retreat with Separate Seating Area, His & Her

Listed by: Michael F. Zabaneh ,Sutton Group-heritage Realty Inc. (905) 619-9500
House for sale: 1110 TIMBER COURT, Pickering

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$1,149,000

1110 Timber Court, Pickering (Liverpool), Ontario L1X 1T4

5 beds
4 baths
82 days

Welcome to 1110 Timber Crt, beautifully renovated, move-in ready, all brick home tucked away on of Pickering's most sought-after family friendly courts in upper Maple Ridge! Sunny, bright & thoughtfully updated throughout this exceptional home offers the perfect blend of timeless character

House for sale: 1779 WOODVIEW AVENUE, Pickering

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$1,899,900

1779 Woodview Avenue, Pickering (Highbush), Ontario L1V 1L3

6 beds
5 baths
64 days

An unmatched real estate opportunity in prime Pickering! This custom-built, all-brick executive home boasts over 3,400 sq ft of above-grade living space and sits on an exceptionally deep 60 x 263 ft lot, offering rare scale and privacy. Built by a builder for his own family, the home showcases

Listed by: Mary Roy ,Re/max Hallmark First Group Realty Ltd. (905) 683-5000
Duplex for sale: 1530 SOMERGROVE CRESCENT, Pickering

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$1,090,000

1530 Somergrove Crescent, Pickering (Brock Ridge), Ontario L1X 2K7

7 beds
4 baths
62 days

Welcome to this exceptional all-brick detached home situated on a premium corner lot in one ofPickering's most desirable family-friendly neighbourhoods. Extensively renovated with over$200,000 invested in quality upgrades, this move-in-ready home offers the perfect combinationof luxury, functionality,

House for sale: 711 HILLVIEW CRESCENT, Pickering

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$2,300,000

711 Hillview Crescent, Pickering (West Shore), Ontario L1W 2R6

5 beds
6 baths
55 days

Brand New, Never-Been-Lived In, Gorgeous Custom-Built 3-Storey Dream Home W/ The Highest Quality Design, Finishes& Features, Complete With A Rough-In For A Residential Elevator. With Over 4600Sq Ft Of Above Grade Luxury Living Space + Basement with a separate walk-up entrance. This Home Is

Sam Park,Keller Williams Advantage Realty
Listed by: Sam Park ,Keller Williams Advantage Realty (416) 465-4545
Row / Townhouse for sale: 2052 BLUE RIDGE CRESCENT, Pickering

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$865,000

2052 Blue Ridge Crescent, Pickering (Brock Ridge), Ontario L1X 2N5

4 beds
4 baths
27 days

Welcome To This Stunning Move-in Ready Freehold Townhome Offering Approx. 1800 Sq. Ft. (Above Grade) In Pickering's Sought After Neighbourhood. Pride Of Ownership Is Evident Throughout With $$$ Spent On Quality Upgrades. This Exceptional Home Combines Elegance, Comfort + Functionality. Step

Christine Augustus,Century 21 Percy Fulton Ltd.
Listed by: Christine Augustus ,Century 21 Percy Fulton Ltd. (416) 298-8200
House for sale: 1813 SPRUCE HILL ROAD, Pickering

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$1,449,000

1813 Spruce Hill Road, Pickering (Dunbarton), Ontario L1V 1S5

6 beds
4 baths
18 days

Top to bottom renovated 4 +2 in prestige one of the best part of Pickering, In the area of multi million dollars home. Close to 401, shopping, good high ranking schools. Walk out basement to beautiful back yard. Good responsible Tenants in basement pays 2000 month to month lease (id:27476)

Mike Arabi,Royal Lepage Signature Realty
Listed by: Mike Arabi ,Royal Lepage Signature Realty (416) 841-6281
House for sale: 2345 SOUTHCOTT ROAD, Pickering

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$1,159,000

2345 Southcott Road, Pickering (Brock Ridge), Ontario L1X 2S9

4 beds
3 baths
8 days

Welcome to this beautifully maintained detached home nestled in the highly sought-after Brock Ridge community of Pickering, offering the perfect combination of comfort, privacy, and family-friendly living. One of the neighbourhood's most distinctive features is its unique layout with only one

Listed by: Sam Marji ,Exp Realty (647) 220-9588
House for sale: 2095 LYNN HEIGHTS DRIVE, Pickering

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$1,099,999

2095 Lynn Heights Drive, Pickering (Liverpool), Ontario L1X 2S1

7 beds
5 baths
4 days

***Quiet Neighborhood! ***Minutes away to shopping, amenities & Transits (Pulse & G O train) ***Great Schools ***Lynn Heights Park ***No neighbors directly behind (Green Space) *** close to Highways 401, 403, 407 & 412 ***new interlock in front yard to park 3-4 cars *** New furnace *** Finished

Listed by: Vijay Thiagarajah ,International Realty Firm, Inc. (416) 546-5356
House for sale: 1779 WOODVIEW AVENUE, Pickering

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$1,875,000

1779 Woodview Avenue, Pickering (Highbush), Ontario L1V 1L3

6 beds
5 baths
2 days

An unmatched real estate opportunity in prime Pickering! This custom-built, all-brick executive home boasts over 3,400 sq ft of above-grade living space and sits on an exceptionally deep 60 x 263 ft lot, offering rare scale and privacy. Built by a builder for his own family, the home showcases

Listed by: Mary Roy ,Re/max Hallmark First Group Realty Ltd. (905) 683-5000

If you are evaluating a pickering law suite on—whether for multigenerational living or rental income—there are practical zoning, financing, and lifestyle factors to weigh before you buy. Below is balanced, Ontario-aware guidance that I share with clients considering a 4 bedroom house with in law suite or researching in law suite homes for sale in Durham Region.

Zoning and approvals for a Pickering law suite (ON)

In Pickering, “in-law suite” typically means a self-contained secondary unit within (or accessory to) a detached, semi-detached, or townhouse dwelling. Ontario's recent housing legislation generally supports additional residential units (ARUs), but details still vary by municipality and lot characteristics. Always verify permissions on the exact property with the City of Pickering's planning and building departments before you waive conditions.

Where and how ARUs are permitted

Subject to zoning and servicing, Pickering may allow one unit within the primary dwelling and, in some cases, one detached garden/laneway suite on the same lot. Urban lots on municipal water/sewer tend to be the most straightforward. North of the 407 and in rural hamlets (e.g., Claremont, Brougham, Whitevale), private septic and well systems add extra due diligence and capacity considerations.

Nearby municipalities offer a glimpse of how policies differ across Ontario; for example, Oshawa has a well-documented two-unit framework, and you can compare availability by browsing Oshawa legal suite listings on KeyHomes.ca and policies in markets like Fort Erie in-law suite inventory. Rules evolve, so treat each city's by-law as unique.

Permits, parking, and fire code

Legal status hinges on permits, Ontario Building Code compliance, and inspections. Expect requirements for minimum ceiling height, egress (dedicated exit or egress window), smoke/CO alarms (often interconnected), fire separation, and safe electrical with ESA sign-off. Many local bylaws cap parking at one space per additional unit; consult planning staff for the specific standard applied to your address.

Design, safety, and compliance essentials

Beyond legality, smart layouts improve livability and future resale:

  • Separate, lockable entrance and clearly defined addresses/wayfinding.
  • Sound attenuation between units and independent heating controls where feasible.
  • Natural light and proper bedroom egress to meet OBC.
  • Utility metering: full separation is not mandatory everywhere, but separately metered hydro can simplify tenant relationships.

Comparing layouts across markets can inspire practical solutions; for instance, some Hamilton-area suites show efficient lower-level plans—scan examples akin to Stoney Creek in-law suite properties for ideas you can apply in Pickering with proper permits.

Financing and insurance for in-law suite purchases

Lenders generally prefer suites that are legal/permitted. Many major lenders will consider a portion of projected or actual rental income when qualifying owner-occupied purchases with a secondary unit. Policies vary widely: some use add-back, others use offset, and documentation (lease, appraiser's market rent letter, or building permit) is often required.

Example: A family purchasing a house for sale with in law suite (main level 3 beds + lower 1-bed) may use a portion of the one-bedroom market rent to strengthen ratios. If the suite needs upgrades to become legal, a Purchase-Plus-Improvements mortgage can finance permitted renovations, released after completion and inspection. Engage your mortgage broker early to confirm how your lender treats income from a new or existing suite.

Insurance carriers must be told there is a secondary unit, and landlord liability coverage is prudent. If you plan short-term rentals, confirm your insurer will cover that use.

While your focus may be Pickering, it's useful to compare underwriting and rent dynamics across provinces for context. Market research pages like Edmonton mother-in-law suite listings and broader Alberta in-law suite inventory on KeyHomes.ca can help you benchmark price-to-rent ratios, even if you ultimately buy in the GTA.

Rental strategy, STR bylaws, and investor math

Durham Region demand is driven by commuter access (401/407/GO), local employment hubs, and the broader GTA rental shortage. If your goal is long-term tenancy, frame rents conservatively and budget for vacancy, utilities, and maintenance. Queries like “houses with inlaw suites for rent near me” surge seasonally; a well-presented, code-compliant suite tends to lease quickly to quality tenants.

Short-term rentals (STRs) are more tightly regulated in many GTA municipalities. Some cities restrict STRs to a host's principal residence and require licensing. Check the City of Pickering's current short-term rental by-law and licensing rules before assuming nightly rates will be allowed; enforcement programs and fines may apply. For cross-province comparison of regulatory approaches, scan markets with robust guidance like Nova Scotia in-law/secondary suite listings and resort-driven regions such as Penticton in-law suite homes.

Resale potential and appraisal considerations

A permitted secondary suite can widen your buyer pool—families seeking multi-gen living, investors, and “mortgage helper” buyers. Appraisers may reflect rental income in valuation by the income or direct comparison approach, especially when enough legal comparables exist. Conversely, a non-compliant suite can deter conventional financing and limit resale appeal. Keep a tidy file of permits, final inspections, ESA certificates, leases, and rent ledgers to support value.

Not all Ontario towns value suites the same way; some smaller centres can show stronger cap rates. Reviewing markets like Lindsay legal suite properties can help you understand how appraisers and buyers in non-GTA communities price additional units compared with Pickering.

Lifestyle appeal: multigenerational living done right

For families, an in-law suite offers privacy and proximity in one package. A typical 4 bedroom house with in law suite near parks and schools lets parents, adult children, or grandparents maintain autonomy while sharing costs. On streets with established two-storey homes—think pockets akin to Burkholder Drive Pickering—you'll often find layouts that can accommodate a separate entrance and practical kitchen/living zone downstairs (subject to permits). Consider aging-in-place details: minimal stairs, wider doors, roll-in shower, and bright daylighting.

When browsing in law suite homes for sale, focus on ceiling height, foundation condition, and stairwell placement; retrofitting egress or fire separation can be costly. Searchers sometimes pair neighbourhood names with agent directories (“bryen daly,” etc.); whatever the source, verify the property's legal status and agent's licensing (RECO) before relying on any claims.

Regional and seasonal market trends

GTA markets—including Pickering—traditionally see active springs and early falls, with summer resilience driven by families timing moves between school years. Investors watch mortgage-rate announcements closely; fixed-rate dips often stimulate bid activity on well-located houses with in law suite features. Pickering-specific drivers include proximity to GO Transit, Hwy 401/407, waterfront amenities, and evolving projects like Durham Live and regional healthcare investments, all of which support long-run housing demand.

For cottage-curious buyers eyeing rural Pickering or weekend properties further afield, seasonal considerations loom large. If a property has a private septic or well, book a septic inspection (pump-out and condition report), test potable water for bacteria/minerals, and confirm well flow rates. Comparable seasonal towns illustrate how inventory ebbs and flows; for instance, you can see how coastal communities handle multi-generational layouts by checking Shediac, NB suite-friendly listings or nearby Dieppe in-law suite options on KeyHomes.ca, then apply the same diligence to Durham Region countryside homes.

Due diligence checklist for buyers and investors

  • Zoning confirmation: Obtain written confirmation from the City of Pickering on ARU/secondary suite permissions for the specific lot.
  • Permits and status: Ask for building permits, final occupancy/inspection, and ESA certificates; avoid relying solely on MLS remarks.
  • Fire and life safety: Verify egress, fire separation, smoke/CO alarms, and any required fire-rated assemblies.
  • Parking and site plan: Ensure the lot can accommodate required parking without encroaching on setbacks or easements.
  • Utilities and metering: Understand how heat, hydro, and water are shared or separated; price utilities accordingly in lease terms.
  • Insurance and taxes: Confirm landlord coverage and check if the secondary unit affects property tax classification or water billing.
  • Tenancy rules: Ontario's RTA governs deposits, increases, entry, and eviction; factor compliance into your pro forma.
  • Short-term rental compliance: If considering nightly rentals, confirm Pickering's licensing/eligibility and your condo board's rules (if applicable).
  • Market comparables: Review recent sales of legal two-unit homes in your micro-area; KeyHomes.ca offers data views and curated categories that make these comparables easier to surface across regions.

If you're comparing cross-Canada price points and tenant profiles to fine-tune your expectations for Pickering, browsing curated categories—like the Penticton law suite set mentioned earlier—can provide context on how suite supply and rent dynamics differ from the GTA. Likewise, the regional roundups for Fort Erie, Oshawa, and Lindsay help triangulate fair value when you're evaluating an offer in Durham Region.

Used judiciously, resource hubs such as KeyHomes.ca let you scan active “houses with in law suite” categories across Canada while staying grounded in local rules. Combine that broader perspective with on-the-ground due diligence in Pickering, and you'll be positioned to choose the right property—whether your goal is family flexibility, steady rent, or a resilient exit strategy.