Sheppard Real Estate for Sale

20 Listings
361 Strouds Lane, Pickering
4+1
BEDS
4
BATHS
$841,000
FOR SALE
Discover Refined Living In This Elegant Brick And Stone Semi-Detached Home By North Star Homes, Situated In Pickering's Desirable Highbush Community. Freshly Painted, This Home Offers 3+1 Bedrooms And 4 Bathrooms, With 9-Foot Ceilings, Hardwood Flooring Throughout, A Double-Door Entrance, And A Hardwood Staircase Accented By Metal Pickets. The Open-Concept Design Creates An Inviting Setting For Everyday Living And Entertaining, Complemented By A Generously Sized Kitchen With Granite Countertops And An Extra-Deep Chef's Sink. The Second-Floor Family Room Opens Onto A Balcony And Offers The Potential For Conversion Into An Additional Bedroom. The Finished Basement Includes One Bedroom, A Kitchen, And A Full Bathroom, Providing Additional Living Space For Extended Family. Conveniently Located Near Schools, Parks, Shopping, Public Transit, And Altona Forest Trails, With Easy Access To Highway 401. An Excellent Opportunity For First-Time Buyers And Growing Families!
735 Sheppard Avenue 50, Pickering
3
BEDS
2
BATHS
$699,900
FOR SALE
Rarely Offered End-Unit Townhome in Pickering's Desirable Woodlands Community! One of the largest layouts in the complex, this bright and beautifully maintained home offers an impressive amount of living space with a warm, modern feel throughout. The main floor features smooth ceilings and pot lights throughout the kitchen, dining and living areas, creating a bright, contemporary and inviting space. The spacious kitchen, living room and dining area are perfect for both everyday living and entertaining, while the generous recreation room features a walk-out to a fully fenced private backyard complete with a stone patio and convenient access to the front of the home. Step outside from the kitchen to the large upper deck, ideal for summer barbecues, morning coffee or simply relaxing outdoors. California shutters throughout add a polished finishing touch. Ideally located close to shopping, restaurants, schools, parks, public transit, Pickering GO, Highway 401 and everyday amenities. A wonderful opportunity to enjoy the added privacy, natural light and space of an end unit, along with generous indoor and outdoor living areas in a convenient Pickering location. This is one you won't want to miss!
431 Sheppard Avenue, Pickering
4
BEDS
1
BATHS
$899,900
FOR SALE
RARE OPPORTUNITY TO BUILD YOUR DREAM LUXURY CUSTOME HOME IN PICKERING! BUILDING PERMIT APPROVED BY THE CITY, WITH ALL PERMIT FEES PAID! Extenstive Architectural And Engineering Drawings Completed For A Stunning Contemporary Custom Residence, Saving Buyers Significant Time In The Planning And Approval Process! Thoughtfully Designed With Impressive 12-Ft Main Floor Ceilings, 10 - Ft Ceilings On The Second Floor And Basement, A Grand Foyer With Open Staricase, Spacious Open-Concept Living And Dining Areas, Gourmet Kitchen, Main Floor Office, Bedrooms With Private Ensuites, Residential Elevator And Double-Car Garage. The Proposed Basement Features A One-Bedroom Apartment, Home Theatre, Gym And Additional Washroom. THE SELLER IS AN EXPERIENCED CUSTOM HOME BUILDER AND OFFERS PURCHASERS THE OPTION TO HAVE THIS EXCEPTIONAL HOME BUILT WITH LUXURIOUS FINISHES SIMILAR TO THE ARTIST'S RENDERINGS, OR CUSTOMIZED TO THEIR OWN STYLE, NEEDS AND BUDGET. Buyers May Select Their Preferred Finishes And Explore Design Modifications Subject To Required Approvals. Purchase The Property And Build With The Seller Or Your Own Builder! Artist's Renderings Illustrate Potential luxury Finishes And Design Concepts Only And May Differ From The Approved Plans. Construction Costs Are Not Included In The Property Purchase Price.
1786 Westcreek Drive, Pickering
4+1
BEDS
4
BATHS
$1,039,000
FOR SALE
Embrace the perfect setting to raise your family in the sought-after Highbush area. From the moment you step into this beautifully kept 4-bedroom home, you'll notice the warmth and care throughout. The bright, updated kitchen boasts durable granite countertops and a spacious eating area that opens directly onto a massive deck-ideal for summer BBQS. Cozy up by the family room fireplace on chilly evenings, or open the second set of glass doors to let the breeze in. Practical main-floor laundry and inside garage access add everyday convenience. Downstairs, the finished basement provides the ultimate hangout space for kids or a quiet zone for a home office. Located in a safe, quiet pocket surrounded by nature trails and parks, yet only minutes from major highways for a stress-free drive into the city.
608 Beckworth Square, Pickering
3
BEDS
2
BATHS
$789,800
FOR SALE
Well Maintained 3-Bedroom Detached Home In The Highly Desirable Amberlea Community * Living Room Featuring Hardwood Flooring * Dining Room With Hardwood Flooring & Convenient Walkout To The Backyard * Modern Eat-In Kitchen * Three Generously Sized Bedrooms, Each Featuring Laminate Flooring & Double Closets * Finished Basement With A Spacious Recreation Room & 2-Piece Bathroom-Ideal For Additional Living Or Entertaining Space * Conveniently Located Near Schools, Parks, Shopping, Public Transit & Everyday Amenities * Easy Access To Whites Road & Finch Avenue * Excellent Opportunity For Families, First-Time Buyers Or Investors To Move In & Make Their Own
1434 Rougemount Drive, Pickering
4+1
BEDS
5
BATHS
$2,050,000
FOR SALE
Welcome To One Of Pickering's Most Coveted Streets. This Exceptional Home On A "VERY PRIVATE & PREMIUM" 69 Ft. x 309 Ft. Lot Was Completely Rebuilt In 2012, Then Fully Reimagined In 2017. New Kitchen With Custom Rocpol Cabinetry, Updated Fireplace, Extended Foyer, Premium Appliances, New Flooring & Windows, All By Award Winning Accubuilt/DeSousa Homes. The Backyard Is Truly A Showpiece, Professionally Landscaped By Distinctive Designs With A Gas Fireplace, Napoleon BBQ, Pergola & 8 Zone Irrigation System. Welcome To Resort Style Living In The City.
1478 Altona Road, Pickering
4
BEDS
4
BATHS
$1,100,000
FOR SALE
Exceptional Development Opportunity in a Prime Location!Unlock the full potential of this premium property with the possibility to sever into two individual parcels . A rare offering for builders, investors, and developers looking to capitalize on a high-demand, rapidly growing area. With generous lot dimensions and strong redevelopment potential, this is your chance to maximize returns and create something truly valuable.Welcome to 1478 Altona Road!Nestled in a sought-after, family-friendly neighbourhood, this well-maintained home offers the perfect blend of comfort, space, and future potential. Step inside to a bright, open-concept living and dining area filled with natural light-ideal for both everyday living and entertaining guests. The spacious kitchen features ample cabinetry and workspace, with seamless access to a private backyard-perfect for summer BBQs, relaxing evenings, or entertaining family and friends.Upstairs, you'll find generously sized bedrooms designed for comfort and privacy, making this home ideal for growing families. The expansive backyard adds even more appeal, offering space to unwind or explore future possibilities. Location!Enjoy the convenience of being just minutes from top-rated schools, parks, shopping, transit, and major highways-making commuting and daily errands effortless.
413 Sheppard Avenue, Pickering
4+2
BEDS
6
BATHS
$2,299,000
FOR SALE
Detached home in Pickering's Woodlands community, offering 4,920 sq. ft. above grade, 4+2bedrooms and 6 bathrooms. Built in 2020, with a finished walk-out basement, spacious principal rooms and a family room open to the kitchen. Set on a 50 x 157 ft. lot with an attached double garage and parking for eight vehicles. Municipal water and sewer. Flexible possession.
1779 Woodview Avenue, Pickering
4+2
BEDS
5
BATHS
$1,875,000
FOR SALE
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 outstanding structural integrity-the ultimate canvas to customize and create your dream estate. The main level features a sprawling layout with a large kitchen opening to a bright family room, a formal living room with cathedral ceilings, a dining room, and a private office. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a luxurious 6-piece ensuite. The lower level maximizes the home's impressive footprint, offering a fully self-contained 1-bedroom in-law suite with its own separate enclosed entrance. Thoughtfully designed, the basement also includes an additional large living room and bedroom separate from the apartment. This versatile layout provides the perfect opportunity to easily expand the suite or retain an expansive private recreation space for your family's enjoyment. Outside, capitalize on premium features including a circular driveway, a rare double-car garage with a tandem workshop configuration, and a park-like backyard. Major updates offer excellent peace of mind, including renovated bathrooms, roof shingles replaced in 2013 with a 50-year manufacturer's warranty, and a furnace and central A/C updated approximately five years ago. A home of this size, on a lot this exceptional, in this location, is truly hard to find.
1436 Highbush Trail, Pickering
4
BEDS
4
BATHS
$2,250,000
FOR SALE
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. Walking through the front door, the magnificent wooden staircase rises before you & is banked by the formal living and dining rooms. It is the ideal space for entertaining, featuring hardwood floors, detailed millwork & high ceilings. The hallway leads to an open-concept kitchen & family room to expand your entertaining area & forms the heart of the home. The large windows showcase the lush ravine & fill the space with natural light. The double-sided fireplace adds warmth & charm throughout the area & into the adjoining den. Accessible from the family room is the main floor laundry room, which provides access to outside. Upstairs, 4 spacious bedrooms provide comfort & privacy. The primary suite offers a serene retreat with a large walk-in closet, ensuite bath & a ravine view. A unique feature of the 2nd floor is a linen closet with a laundry chute to the laundry room. Downstairs is a large entertainment room featuring a walk out to the ravine & accommodates a pool table, games table, a comfortable area to watch TV & an area ready for a bar of your design. This level also has a laundry room, 3 pc washroom, a room for crafting & relaxing, a storage room & a workroom, with sink & additional storage. Outdoors, the property continues to impress with an oversized detached 2 car garage, mature trees & a large private yard for relaxation & entertaining while listening to the gentle sounds of Petticoat Creek. Located close to parks, trails, library, schools, transit, shopping, & only minutes from Toronto, this home offers a rare blend of natural beauty, privacy, & convenience. A perfect balance of Victorian farmhouse elegance & modern living - truly a place to call home.
1486 Ashwood Gate, Pickering
5
BEDS
6
BATHS
$1,980,000
FOR SALE
Welcome to 1486 Ashwood Gate, a rare offering in the prestigious "Tall Trees Enclave" of Rougemount, where timeless architecture meets thoughtful customization on a quiet, family-friendly court steps to Rouge National Urban Park. This exceptional, 5 bedroom residence has been meticulously maintained and beautifully evolved over the years, offering expansive living space designed for both everyday comfort and elevated entertaining. The heart of the home is a stunning custom European-designed kitchen featuring premium built-in appliances including Sub-Zero fridge/freezer & Miele wall oven & microwave, complemented by an impressive oversized walk-in pantry-perfect for the modern family & avid entertainer alike. A unique and valuable addition sets this home apart: an expanded upper level retreat complete with a spacious bedroom, private ensuite, and walk-in closet-ideal for multigenerational living, guests or a private sanctuary. Generous principal rooms, refined finishes, and a functional layout provide exceptional versatility throughout. Step outside to a truly spectacular backyard oasis.Surrounded by mature trees for ultimate privacy, this resort-style setting features an inground swimming pool, extensive professional landscaping, and a covered gazebo- creating the perfect environment for relaxing, entertaining and enjoying summer to the fullest. Pride of ownership is evident throughout this warm and inviting home, lovingly cared for by the same family over the years.A rare opportunity to own a one-of-a-kind property in one of Pickering's most sought -after executive communities.
301 Fiddlers Court, Pickering
5
BEDS
4
BATHS
$1,648,888
FOR SALE
Spectacular custom-built brick and stone residence situated on a premium corner lot in the highly desirable Highbush community of Pickering. Built in 2019 and offering approximately 3,900 sq. ft. of beautifully designed above grade design, this impressive 5-bedroom, 4- bathroom home combines elegance, space and functionality for today's modern family. Step through the grand entrance into a bright, open-concept floor plan featuring soaring 9-ft ceilings on the main level, generous principal rooms and exceptional attention to detail throughout. The stunning gourmet chef's kitchen is the heart of the home, offering an ideal setting for both everyday living and entertaining. A dedicated main-floor office provides the perfect space for working from home. The spacious upper level features five well-appointed bedrooms and beautifully finished bathrooms, providing plenty of room for a growing or multi-generational family. The unfinished basement offers incredible potential to create your own customized living space and features a separate entrance-ideal for future in-law, extended-family or additional living possibilities. Exceptional curb appeal with an interlocked driveway, impressive brick and stone exterior and prominent corner-lot setting. Ideally located within walking distance to local schools, with convenient access to parks, amenities and major commuter routes including Hwy 401 and Hwy 407. A rare opportunity to own a substantial, newer custom-built home in one of Pickering's sought-after communities!
531 Steeple Hill, Pickering
5
BEDS
4
BATHS
$1,099,000
FOR SALE
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 nanny or in-law suite, home office, or retreat for adult children. Thoughtfully updated with professionally painted interiors in modern, neutral tones (2023 & 2026), the home feels fresh, bright, and move-in ready. The spacious kitchen features stainless steel appliances, including New Dishwasher (March 2026), loads of cabinet space, LED lighting and flows to a sun-filled, south-facing solarium-where your family can eat and large enough for year-round entertaining. The mostly finished basement is perfect for in-laws, children, entertainment and storage. Families will love the unbeatable location-just steps to parks, schools, transit, and shopping-making everyday living effortless. A rare opportunity to own a home that truly grows with you in one of Pickering's most family-friendly neighbourhoods. One seller is a RREA.
1770 Altona Road, Pickering
3+2
BEDS
3
BATHS
$1,179,900
FOR SALE
Rare Investment Opportunity On A Huge 75' x 180' Lot!** Located In A Desirable Pickering Neighborhood, This Spacious 3+2 Bedroom Home Offers Excellent Potential For Investors, Extended Families Or Those Looking For Additional Living Space. Features A Separate Rear Entrance To A 2-Bedroom Basement Apartment, Providing Added Flexibility And Potential Rental Income. The Main Floor Offers Generous Living Space With Hardwood And Ceramic Flooring, A Functional Kitchen, And Well-Maintained Bathrooms. Large Lot With Plenty Of Outdoor Space And Possibilities. A Great Opportunity In A Prime Pickering Location!
1482 Old Forest Road, Pickering
4+2
BEDS
5
BATHS
$1,599,000
FOR SALE
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 setting. Offering full of sun and above grade legal tenanted apartment providing immediate steady income helping offset carrying cost and enhancing overall affordability (can be combined with the main home).Main floor features a spacious family room with gas fireplace, formal living/dining room, a chef's kitchen with premium appliances, designer cabinetry, quartz backsplash, oversized waterfall island with prep sink, plus a spectacular solarium, outstanding entertainer's all-seasons gem of a breakfast area, U.F. heating porcelain floors, walk-out to a scenic deck overlooking the highly sought-after Rouge Forest. Additional features include glass railings, accent walls, rough-in gas for BBQ and Garage heater. Upper level offers 4 spacious bedrooms, including a luxurious primary retreat with fireplace, walk-in closet and spa-inspired ensuite plus a second master bedroom, coffee station, upper-level laundry, and linen closet. Fully finished above-grade legal 2-bedroom apartment with separate entrance, private deck overlooking great views, in-suite laundry, generating $2,300/month + 40% utilities, excellent A+ one tenant and willing to stay. Minutes to top-rated schools, parks, shopping, transit, Library. *** WIFI (G.F.) windows shutters, fridge, doorbell and heat control.
1731 Ada Court, Pickering
4+1
BEDS
4
BATHS
$1,288,800
FOR SALE
Situated in a well-established Pickering neighborhood, 1731 Ada Court presents a meticulously updated interior surrounded by excellent community convenience. The home showcases brand-new hardwood flooring that flows seamlessly across the main floor and staircases, while the basement has been upgraded with durable, modern vinyl floors throughout. The primary bedroom serves as a comfortable retreat, featuring a beautifully and fully remodeled ensuite bathroom. Offering excellent flexibility, a rare separate basement entrance is accessible directly from the garage, presenting tremendous potential for a private workspace or future secondary suite. The surrounding community delivers exceptional connectivity and lifestyle amenities, placing residents just minutes from the Pickering GO Station, Highway 401, and Highway 407 for an effortless commute. Everyday conveniences are close at hand with the Pickering Town Centre nearby, alongside a variety of local parks, green spaces, and dining options that characterize this highly accessible area.
1472 Highbush Trail, Pickering
4+1
BEDS
4
BATHS
$2,769,000
FOR SALE
(PRIVATE ELEVATOR SERVICING ALL FLOORS ) A Rare Expression Of Luxury, Space & Sophisticated Family Living, This Magnificent Custom-Built Residence Offers Approximately 4,500 Sq. Ft. Of Thoughtfully Designed Living Space, Set Against A Serene Ravine Backdrop. From Its Striking Indiana Limestone, Precast And Stucco Exterior To Its Refined Interior Details, Every Element Has Been Carefully Considered.Step Inside To Discover 10-Ft Ceilings On The Main And Upper Levels, 8-Ft Solid Wood Interior Doors, Custom Wall Panelling, Waffle/Coffered Ceilings, And Crown Moulding. The Elegant Formal Living And Dining Rooms Provide Beautiful Spaces For Entertaining, While A Private Office Offers A Dedicated Work-From-Home Retreat.At The Heart Of The Home Is A Chef-Inspired Gourmet Kitchen Featuring A Large Centre Island, Separate Prep Kitchen, Gas Range, And Premium Built-In Appliances. The Spacious Family Room, Complete With A Gas Fireplace And Custom Built-Ins, Opens To A Large Deck Overlooking The Serene Ravine And Fully Fenced, Landscaped Backyard.Upstairs, Four Generous Bedrooms Each Feature A Private Ensuite And Walk-In Closet With Custom Organizers, Offering Exceptional Comfort And Privacy For Family And Guests. With Five Bathrooms Throughout And A Private Elevator Servicing All Floors, Convenience And Accessibility Are Seamlessly Integrated Into The Home's Impressive Design. Second-Floor Laundry With Built-In Cabinetry Adds Further Everyday Functionality.Fully Landscaped Front And Rear Yards, A Spacious Deck, And A Tranquil Ravine Setting Complete This Exceptional Residence. Basement Insulation And Washroom Rough-In Complete. A Truly Remarkable Custom Home Where Timeless Elegance, Exceptional Space, And Thoughtful Design Come Together To Create An Elevated Family Lifestyle.
327 Sheppard Avenue, Pickering
3
BEDS
3
BATHS
$1,399,000
FOR SALE
A rare opportunity to own a premium 100 ft frontage, 0.46-acre lot in one of Pickering's most coveted neighbourhoods. Surrounded by luxury custom homes and mature trees, this oversized parcel offers exceptional potential for builders, investors, or end-users looking to create a custom dream home or explore the opportunity to complete the severance and build two homes, subject to satisfying the remaining conditions.Ideally located just minutes from highways, top schools, shops, and waterfront parks, this high-demand pocket offers both lifestyle and long-term upside. Please note: no access to the existing structure. A truly rare offering with tremendous potential. Offers anytime.
1703 Shadybrook Drive, Pickering
5+1
BEDS
7
BATHS
$1,349,000
FOR SALE
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 timeless charm. Very high ceilings . Chef Kitchen equipped with high end appliances, quartz counter tops and a Large dinning area ,overlooking to family room with a fireplace. Close to Hwy , public transport, high rated schools, shopping , restaurants , beaches and much more. 4000 Sqft living space, including a new major addition in 2017.. Features 4 Bedrooms with private ensuite and closets with a total of 7 washrooms, to accommodate large or generational families . A highly sought- after , huge main floor bedroom with walk -in closet and a 4 pc ensuite.Fully finished 1 bedroom 2 washroom basement with separate entrance, ideal for In- Law suite.
1449 Rosebank Road, Pickering
4+1
BEDS
4
BATHS
$1,850,000
FOR SALE
Rare 120' x 200' lot! Upscale Pickering Woodlands neighbourhood. Minutes to 401/Toronto border, GO Train, 407, schools, and shopping. Fantastic, larger, custom-built stone and brick bungalow approximately 2976 sf. Ample parking for approximately ten cars in the courtyard driveway. Oversized triple garage (double front door width & one tandem). This custom bungalow offers a unique open-concept main floor, perfect for entertaining family and friends. The open-concept kitchen features granite countertops, a large center island, a wall-to-wall pantry, stainless steel appliances, numerous skylights, cathedral ceilings, and a spacious eating area with a walkout to an oversized, maintenance-free deck. A gas fireplace separates the kitchen and great room. Step down to the spacious ground-floor family room, featuring a stone gas fireplace, hardwood floors, and California shutters for added privacy. The Primary Bedroom is a unique space featuring a 5-piece custom en-suite bath with a private staircase to the lower-level walk-in dressing room, complete with built-in custom cabinets. Off the Primary bedroom is a second bedroom, which can also serve as a main-floor den or be customized into a walk-in dressing room. Two additional spacious bedrooms on the main floor, one of which features a 5-piece custom semi-ensuite. Also, for convenience, there is a main-floor 2-pc designer powder room. The main staircase leads down to the spacious recreation room, an additional bedroom, both with above-grade windows, and a three-piece custom bath. There is also ample unfinished storage space in the basement area. The sprinklers are located in the front and back yards on timers. The oversized backyard offers multiple options for family enjoyment, including a hot tub on a private patio off the deck.
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