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$1,400,000
7 Beds 7 Baths E13602074 MLS® #
Beautiful Executive 4+3 Bedroom, 7-Bathroom Detached Home In The Highly Sought-After Rouge Park Community * Built In 2023 * 3260 Sq Ft ** Finished Legal 3-Bedroom Basement Apartment With Private Separate Entrance** Elegant Hardwood Flooring On Main & Second Floor * 9Ft Ceiling On Main* Oak Staircase * Spacious Dining And Family Rooms - Perfect For Entertaining * Modern Kitchen Featuring Granite Countertops, New Centre Island, Backsplash * Bright Breakfast Area With Walk-Out To The Backyard Deck * Main-Floor Office - Ideal For Working From Home * Four Generous Second-Floor Bedrooms, Each Featuring A Private Ensuite Bathroom * Primary Retreat With Custom-Designed His & Hers Closets & Spa-Inspired 6-Piece Ensuite * Custom Walk-In Closets * Basement With Full Kitchen, Recreation Area, Two 4-Piece Bathrooms, New Windows, Kitchen Backsplash & Separate Laundry - Ideal For Extended Family, Multi-Generational Living Or Potential Rental Income * CCTV Home Surveillance & Alarm Systems * BBQ Gas Line* Direct Garage Access * Conveniently Located Close To Schools, Parks, Rouge National Urban Park, Shopping, Transit, Pickering GO Station, Highway 401 & Just Minutes From Toronto. ** POTL Fee Includes, Water, Snow Clearance, Street Maintenance**

400 Finch Avenue Unit 34, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$2,689,900
6 Beds 7 Baths E13580966 MLS® #
A landmark custom residence by Zippy Custom Homes, where timeless elegance, exceptional craftsmanship and contemporary design come together in one of Pickering's most coveted neighbourhoods. This distinguished home offers 6 bedrooms, 7 bathrooms, 2 kitchens, a 3-car garage and parking for up to 10 vehicles. A grand foyer introduces beautifully proportioned living and dining spaces with soaring 10-ft ceilings, abundant natural light and refined architectural detailing throughout. Behind elegant double doors, the dramatic 14-ft executive office creates an impressive work-from-home retreat. The family room captures beautiful backyard views and flows effortlessly into a chef-inspired designer kitchen created for everyday living and memorable entertaining. The luxurious primary suite is a private sanctuary with a spa-inspired 6-piece ensuite and oversized walk-in closet, while each additional bedroom enjoys its own ensuite and generous walk-in closet. Thoughtful features include a dedicated home theatre, second-floor laundry, built-in speakers, remote-controlled blinds, glass railings, more than 200 pot lights and a professionally installed 6-camera security system. Outdoors, an expansive backyard and premium composite deck extend the living space, offering an exceptional setting for gatherings or quiet relaxation. The professionally finished lower level includes a private 2-bedroom apartment with its own kitchen and separate entrance, providing outstanding flexibility for extended family, guests or income potential. Every element has been carefully considered to balance beauty with function, from the elegant finishes and impressive ceiling heights to the seamless layout designed for modern family life. Meticulously built with uncompromising attention to detail, this rare statement residence delivers remarkable scale, privacy, comfort and enduring luxury.

432 Sheppard Avenue, Pickering

Listing courtesy of CENTURY 21 LEADING EDGE REALTY INC..

$1,399,000
6 Beds 7 Baths E13558398 MLS® #
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.

1703 Shadybrook Drive, Pickering

Listing courtesy of HOMELIFE LANDMARK REALTY INC..

$2,499,999
7 Beds 7 Baths E13553350 MLS® #
A truly one-of-a-kind custom luxury home nestled on a ravine lot just minutes from the beach. This meticulously upgraded home blends refined design, advanced technology, and exceptional craftsmanship throughout. Features include 10-ft ceilings, 8-ft doors, hardwood flooring, granite finishes, and two full master suites-one on each level. Enjoy a state-of-the-art audio system, high-speed networking throughout, custom millwork, and thoughtfully designed living spaces including a theatre room, home office, and finished walk-out basement. The chef's kitchen showcases Wolf, Miele, and JennAir appliances, a large island with a secondary sink, and a full pantry/serving area. The Great Room stuns with a custom dome ceiling, fireplace feature wall, and seamless indoor-outdoor flow. Step outside to a professionally landscaped backyard oasis with a700-sq-ft entertainment pad, water features, firepit, gazebo, glass railings, and LED lighting all backing onto a serene creek. Additional highlights include dual furnaces & A/Cs, tankless water heaters, smart security system, custom closets, and a heated entrance. An extraordinary home offering luxury, privacy, and modern living in one of Pickering's most sought-after neighborhoods. See Attached List Of All Upgrades$$$ In Landscaping, 26 Invisible Stealth Speakers, 2 Furnaces, 2 Air Conditioners, Hunter Douglas Blinds Throughout, Room In Basement For Kitchen, Basement Theatre Room.

492 Rougemount Drive, Pickering

Listing courtesy of HOMELIFE SILVERCITY REALTY INC..

$3,999,000
6 Beds 7 Baths E13538946 MLS® #
Crafted by award-winning Fourteen Estates, this extraordinary custom bungalow offers over 7,000 sq. ft. of impeccably finished living space on a professionally landscaped 1.5-acre estate in prestigious Barclay Fieldstone Estates. Overlooking a pond with a waterfall, fountain, and wooded backdrop, this exceptional property offers the perfect blend of luxury, privacy, and natural beauty. Designed for sophisticated living and effortless entertaining, the home showcases a spectacular great room with beam-lined cathedral ceilings, coffered detailing, custom built-ins, and a stunning stone gas fireplace. The designer kitchen is beautifully appointed with custom cabinetry, granite countertops, a substantial centre island, premium stainless steel appliances, abundant workspace, and a breakfast area that opens seamlessly to the outdoors. A formal dining room with rich hardwood flooring and crown moulding provides an elegant setting for memorable gatherings. The luxurious primary retreat boasts a gas fireplace, walk-in closet, and spa-inspired ensuite with heated floors, soaker tub, and oversized glass shower. Two additional main floor bedrooms and main floor laundry complete the thoughtfully designed main level. The walkout lower level is an entertainer's dream, offering a spacious recreation room with a stone gas fireplace, second kitchen with wine cellar, theatre room, fitness studio, and two bedroom suites, each with a private 3-piece ensuite and walk-in closet. Luxury upgrades include a Crestron smart home system, integrated intercom, sprinkler system, hot tub, and dual gas BBQ line, plus an oversized seven-car garage. Adding exceptional future value, the City of Pickering has approved plans and permits for a private second-storey suite above the garage - featuring two bedrooms, two bathrooms, a kitchen, laundry, and living area. A truly exceptional estate showcasing outstanding craftsmanship, timeless design, and an unparalleled luxury lifestyle. (id:5764)

3405 Sideline 4 Road, Pickering

Listing courtesy of RE/MAX Rouge River Realty Ltd..

$3,999,000
6 Beds 7 Baths E13538946 MLS® #
Crafted by award-winning Fourteen Estates, this extraordinary custom bungalow offers over 7,000 sq. ft. of impeccably finished living space on a professionally landscaped 1.5-acre estate in prestigious Barclay Fieldstone Estates. Overlooking a pond with a waterfall, fountain, and wooded backdrop, this exceptional property offers the perfect blend of luxury, privacy, and natural beauty. Designed for sophisticated living and effortless entertaining, the home showcases a spectacular great room with beam-lined cathedral ceilings, coffered detailing, custom built-ins, and a stunning stone gas fireplace. The designer kitchen is beautifully appointed with custom cabinetry, granite countertops, a substantial centre island, premium stainless steel appliances, abundant workspace, and a breakfast area that opens seamlessly to the outdoors. A formal dining room with rich hardwood flooring and crown moulding provides an elegant setting for memorable gatherings. The luxurious primary retreat boasts a gas fireplace, walk-in closet, and spa-inspired ensuite with heated floors, soaker tub, and oversized glass shower. Two additional main floor bedrooms and main floor laundry complete the thoughtfully designed main level. The walkout lower level is an entertainer's dream, offering a spacious recreation room with a stone gas fireplace, second kitchen with wine cellar, theatre room, fitness studio, and two bedroom suites, each with a private 3-piece ensuite and walk-in closet. Luxury upgrades include a Crestron smart home system, integrated intercom, sprinkler system, hot tub, and dual gas BBQ line, plus an oversized seven-car garage. Adding exceptional future value, the City of Pickering has approved plans and permits for a private second-storey suite above the garage - featuring two bedrooms, two bathrooms, a kitchen, laundry, and living area. A truly exceptional estate showcasing outstanding craftsmanship, timeless design, and an unparalleled luxury lifestyle.

3405 Sideline 4 Road, Pickering

Listing courtesy of RE/MAX Rouge River Realty Ltd..

$2,999,900
5 Beds 7 Baths E13534714 MLS® #
Two-year new custom-built, gated estate offering 8,700+ sq. ft. of finished living space at the Durham-York border: just 7 minutes to Hwy 407. Electronic gates open to a fully fenced property (approx. 150 ft metal front + 600 ft wood), double garage + double carport, EV charger, and parking for 40+ vehicles. Inside: 20-ft foyer ceilings, statement chandelier, and a full-height glass staircase; double-sided fireplace; open-to-above family room; whole-home automation with built-in speakers and 40+ motorized blinds. Chef's kitchen with dual islands, Jenn-Air appliances, 48" cooktop, and twin pantries. Four upper bedrooms each with private balcony, spa ensuite, and custom walk-in; second-floor laundry. Finished lower level with theatre, gym, rec room, and guest suite. Comfort upgrades include two brand-new, efficient cold-climate heat pumps. Resort-style backyard with Zen garden, 3 decks, 1,000-sq.-ft. patio, basketball court, and playground.

5321 Old Brock Road, Pickering

Listing courtesy of HIGHPOINT HOMES REALTY.

$2,379,000
7 Beds 6 Baths E13531810 MLS® #
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, and a stunning modern glass staircase, this home perfectly blends style and functionality.The chef-inspired kitchen is the heart of the home, complete with stainless steel appliances, a custom range hood, and an oversized centre island ideal for entertaining and everyday living.Offering 4+3 spacious bedrooms and 6 bathrooms, this home provides exceptional space for large or growing families. A main floor office offers the perfect work-from-home setup, while a private balcony adds an extra touch of luxury.The fully finished walk-out basement features a second kitchen, additional bedrooms, and generous living space, making it ideal for extended family or multi-generational living.Located in one of Pickering's most prestigious communities, just minutes to Highway 401, top-rated schools, shopping, restaurants, parks, and all major amenities, this exceptional property offers luxury, comfort, and convenience in one remarkable package. A true must-see!

901 Wingarden Crescent, Pickering

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$1,999,999
6 Beds 7 Baths E13530404 MLS® #
Welcome to this exceptional custom built residence offering luxurious above grade living space, plus a fully finished walkout basement. Thoughtfully designed for both family living and entertaining, this stunning home features 4 spacious bedrooms, 5 bathrooms, upper level laundry, elegant formal living and dining rooms, a main floor office and a sun-dashed filled family room with a fireplace. The chefs kitchen is appointed with a quartz countertop, premium appliances and a bright breakfast area, while hardwood flooring, pot-lights and a striking wrought iron staircase elevate the homes timeless design. The fully finished walk out basement offers incredible in-law or multi-generational living potential, with a separate entrance, full kitchen, spacious living area with a fireplace, full bathroom, additional powder room, laundry room and direct access to the private backyard. Enjoy outdoor living on the large deck over looking the yard. Completing this exceptional property is a large interlocked drive-way and a double car garage. Ideally located close to excellent schools, parks, shopping. restaurants, go station, public transit and highway 401. A rare opportunity to own a beautifully crafted custom home in a prime Pickering location.

832 Sheppard Avenue, Pickering

Listing courtesy of PINNACLE ONE REAL ESTATE INC..

$2,400,000
5 Beds 6 Baths E13497426 MLS® #
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 Truly An Entertainer's Dream, Loaded with Upgrades. An Unparalleled Coalescence Of Modernity&Contemporary Warmth Throughout This Magnificent Custom Home. Live & Play In This Emerging Waterfront Community, 5 minute walk to the lake and just 20 Mins Fr Downtown Toronto. Elevate your family in this outstanding custom residence by Wiltshire Homes. Experience an abundance of luxurious and practical features, backed by New Home Tarion Warranty.

711 Hillview Crescent, Pickering

Listing courtesy of KELLER WILLIAMS ADVANTAGE REALTY.

$2,499,900
7 Beds 8 Baths E13488984 MLS® #
This Stunning Custom-Built Residence Offers Approximately 5000 Sq. Ft. Of Luxurious Living Space With *Exceptional Craftsmanship* Modern Design* Sleek Finishes* And Stylish Details Throughout* Situated On One Of Pickering's Most Prestigious Streets. Inside, The Home Is Finished With The Highest Quality Materials / Are Perfect For A Large Or Growing Family/ Tons Of Natural Light With Large Windows / Double Door Entry / 10-Foot Ceilings On M/F & 9 Foot Ceiling On 2nd Flr/ Oak Hardwood Floors Throughout The Main And Upper Levels / A Modern Open-Riser Staircase With Glass Railings / Formal Living And Dining Rooms / Exquisite Kitchen With Custom Cabinetry, High-End S/S Appliances, An Oversized Island, Quartz Countertops & Walkout To A Balcony / Spacious Family Room With An Elegant Electric Fireplace & Large Windows / A Stylish Powder Room Complete The Space / Main Floor Bedroom With En-Suite & Large Window /Every Bedroom Is Generously Sized, Each With Its Own Private En-Suite Bathroom With LED Mirrors And Custom Built *Luxury Closet Organizers * Wood Paneling * Artwork Throughout. The Basement Features 10 Ft Ceilings, 2 BERMS, 2 WRMS, Kitchen & Sep Entrance. This Home Truly Does Have It All! Don't Miss Out On This One!! It Won't Last Long!Walking Distance To Frenchmans Bay And The Beach, This Remarkable Home Blends Luxury, Comfort, And Thoughtful Design With A Coveted Waterfront Lifestyle. A Must See! You Will Fall In Love With This Home!!

735 Hillcrest Road, Pickering

Listing courtesy of HOMELIFE/FUTURE REALTY INC..

$2,499,000
8 Beds 6 Baths E13449914 MLS® #
Rare opportunity to own a custom-built executive home in Pickering's highly sought-after Dunbarton community, offering over 5,000 sq. ft. of finished living space, exceptional flexibility, and outstanding income potential. Whether you're searching for a multigenerational home, an investment opportunity, or luxury living with space for the whole family, this property checks every box. The open-concept main level features a spectacular great room with soaring 20-foot ceilings, a gas fireplace, and expansive upper-level views that fill the home with natural light. The custom kitchen boasts granite countertops, quality cabinetry, and generous workspace, while the main-floor primary suite provides convenience rarely found in homes of this size. A spacious loft above the triple-car garage offers endless possibilities as a home office, gym, media room, or studio. Adding tremendous value are two self-contained basement apartments with separate entrances and walkout access. Offering one 1-bedroom suite and one 2-bedroom suite, both complete with kitchens and bathrooms, this home is perfectly suited for extended family, nanny accommodations, or significant rental income potential.Designed with accessibility in mind, the home features an elevator servicing every level, wider hallways and doorways, and ramp access, making it ideal for aging in place or mobility-conscious buyers. Situated on an impressive approximately 66 x 200 ft lot, the property offers a rare 3-car garage, parking for up to 13 vehicles, and a 50-amp exterior RV plug. Conveniently located close to top-rated schools, parks, shopping, transit, Highway 401, and GO Transit, this is a unique opportunity to own one of Pickering's most versatile luxury homes in one of its most desirable neighbourhoods.

1879 Appleview Road, Pickering

Listing courtesy of Royal LePage Our Neighbourhood Realty.

$2,699,000
6 Beds 6 Baths E13230708 MLS® #
Welcome home to 506 Rougemount Drive, set on one of Pickering's most coveted streets and backing directly onto the protected Rouge Valley. This exceptional ultra-modern residence offers nearly 4,000 square feet above grade, complemented by a fully finished walk-out lower level designed for seamless multi-generational living, along with a three-car garage featuring a tandem configuration. From the moment you arrive, the home's presence is undeniable, defined by clean architectural lines, expansive windows, and a refined façade set against a private natural backdrop. Inside, thoughtfully designed living spaces offer elevated finishes, generous principal rooms, and a layout that balances everyday comfort with upscale entertaining. The main level is filled with natural light and anchored by a sophisticated kitchen with premium materials and timeless design. The upper level features four spacious bedrooms with ensuite access, including a beautifully appointed primary retreat complete with a spa-inspired five-piece bath. The walk-out lower level offers a fully contained two-bedroom in-law suite, ideal for extended family or flexible living arrangements. Positioned on a premium ravine lot, the property offers a rare lifestyle defined by privacy, open views, and direct connection to nature, where sunsets and surrounding wildlife become part of the everyday experience. Conveniently located within close proximity to GO Transit and Highway 401, this home provides efficient access to the downtown core while being just moments from waterfront trails, cycling routes, and scenic green space.

506 Rougemount Drive, Pickering

Listing courtesy of RE/MAX HALLMARK FIRST GROUP REALTY LTD..

$3,300,000
5 Beds 6 Baths E13220994 MLS® #
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 Walk-In Closets & Spa-Like Ensuite. Extensive Lighting Including Led Pot Lights & 3 Stunning Chandeliers on Electric Hoists. 2 Elegant Town & Country Gas Fireplaces. professionally finished basement with moveable wet bar/dishwasher/fridge, 2 utility rooms, gym room and in law suite. 2Car garage plus 2nd Tandem drive=thru garage, both with heated floors Main floor laundry features abundant cabinetry & Granite countertop, 2nd laundry on 2nd floor,5491 sq ft plus 2764 sq ft finished basement. This house is a true showstopper.

1921 Bonita Avenue, Pickering

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$4,995,000
7 Beds 9 Baths E13215550 MLS® #
Set in a quiet enclave of prestigious homes, this exceptional 11,500 sq. ft. estate (including built in garage) sits on a private 1.5-acre lot backing onto a serene forest. This elegant residence offers 7 spacious bedrooms, all with walk-in closets, including 6 with ensuite baths, and a total of 9 washrooms. The open-concept main floor features soaring 20 ft. cathedral ceilings, and dramatic floor-to-ceiling windows overlooking the expansive, private backyard. Designed for both effortless entertaining and elevated everyday living, the kitchen showcases the rare luxury of two expansive islands; a standout feature in sophisticated, open-concept homes. Thoughtfully designed to create both beauty and flow, the dual-island layout allows for dedicated culinary and social spaces, balancing function and style. The main floor primary suite spans nearly 1,000 sq. ft., offering a luxurious retreat. The second level hosts 4 generously sized bedrooms, while the finished lower level with 10 ft. ceilings includes 2 additional bedrooms and extensive additional living space all with floor to ceiling windows, perfect for extended family or guests. Two staircases seamlessly connect all three levels, enhancing both flow and functionality. A circular driveway leads to a 1,700 sf four-car garage with double height ceilings, ideal for car lifts. Additional features include 3 fireplaces, a home gym with glass wall and doors, a beautifully appointed, temperature controlled wine cellar with room for over 300 bottles tucked behind a bar and kitchen area. This is a thoughtfully designed home ideal for large families and multi-generational living. A rare offering combining scale, privacy, and refined living in an exclusive setting. (id:5764)

3325 Hollywood Court, Pickering

Listing courtesy of BOSLEY REAL ESTATE LTD..

$4,995,000
7 Beds 9 Baths E13215550 MLS® #
Set in a quiet enclave of prestigious homes, this exceptional 11,500 sq. ft. estate (including built in garage) sits on a private 1.5-acre lot backing onto a serene forest. This elegant residence offers 7 spacious bedrooms, all with walk-in closets, including 6 with ensuite baths, and a total of 9 washrooms. The open-concept main floor features soaring 20 ft. cathedral ceilings, and dramatic floor-to-ceiling windows overlooking the expansive, private backyard. Designed for both effortless entertaining and elevated everyday living, the kitchen showcases the rare luxury of two expansive islands; a standout feature in sophisticated, open-concept homes. Thoughtfully designed to create both beauty and flow, the dual-island layout allows for dedicated culinary and social spaces, balancing function and style. The main floor primary suite spans nearly 1,000 sq. ft., offering a luxurious retreat. The second level hosts 4 generously sized bedrooms, while the finished lower level with 10 ft. ceilings includes 2 additional bedrooms and extensive additional living space all with floor to ceiling windows, perfect for extended family or guests. Two staircases seamlessly connect all three levels, enhancing both flow and functionality. A circular driveway leads to a 1,700 sf four-car garage with double height ceilings, ideal for car lifts. Additional features include 3 fireplaces, a home gym with glass wall and doors, a beautifully appointed, temperature controlled wine cellar with room for over 300 bottles tucked behind a bar and kitchen area. This is a thoughtfully designed home ideal for large families and multi-generational living. A rare offering combining scale, privacy, and refined living in an exclusive setting.

3325 Hollywood Court, Pickering

Listing courtesy of BOSLEY REAL ESTATE LTD..

$1
9 Beds 8 Baths E13207806 MLS® #
Welcome To This Spectacular Custom-Built Mansion Located In One Of Pickering's Most Prestigious And Exclusive Neighborhoods. Featuring Over 6,800 Sqft Of Luxurious Living Space, This Stunning Estate Welcomes You With A Grand Entrance, Soaring Ceilings, And An Impressive Circular Staircase.Designed For Both Elegant Entertaining And Comfortable Family Living, The Home Features A Sun-Filled Family Room With A Gas Fireplace And French Doors, Formal Dining Area, Gourmet Chef's Kitchen Alongside A Fully Equipped Spice Kitchen, Large Centre Island, Premium Built-In Stainless Steel Appliances, And A Cozy Glass-Enclosed Breakfast/Sitting Area Overlooking Beautiful Views.This Exceptional Home Offers 5 Spacious Bedrooms And 8 Washrooms, Including A Lavish Primary Retreat Featuring A Spa-Inspired Ensuite And Expansive His & Her Walk-In Closets. Premium Finishes Throughout Include Modern Custom Chandeliers, Oversized Spa Showers, Crown Moulding, Waffle Ceilings, And Elegant Wainscoting.Exterior Features Include A 3-Car High Ceiling Garage And A Large Driveway Accommodating Up To 12 Vehicles.Additional Highlights Include A Legal 2-Bedroom Basement Apartment With Separate Side Entrance, Plus Another 2-Bedroom Basement Area Complete With A Fully Equipped Gym And Sauna - Offering Incredible Space For Extended Family, Guests

1805 Grayabbey Court, Pickering

Listing courtesy of DONE DEAL REALTY INC..

$2,800,000
7 Beds 6 Baths E13169162 MLS® #
Welcome to The Bridge House - Where Family Stays Connected. A thoughtfully designed generational estate on a 50x238 ft lot in one of Pickering's most private, low-density pockets - just 1.3km to Hwy 401, 300m to Kingston Rd transit & minutes to shopping, restaurants & everyday amenities | 4,932 sq ft above grade | 1,850 sq ft finished basement | 6+1 beds | 6 baths | 3-car garage | Elevator to all floors | 10 parking spaces | The centrepiece: a custom enclosed second-floor bridge connects the main house to a fully self-contained 1-bed suite above the garage - complete with its own kitchen, living/dining area, laundry & independent HVAC system. True privacy. Total connection | Main floor: 10 ft smooth ceilings, open-concept living/dining/family room with gas fireplace & custom TV niche | A chef's kitchen w/ SubZero, Wolf & Miele appliances, hidden walk-in pantry w/ auto sensor lighting, pot filler, quartz counters, & servery with SubZero beverage centre | Office with window, closet & frosted pocket doors - functions as main floor bedroom | Primary retreat: 16-ft walk-through closet, tray ceilings, spa-inspired 5-pc ensuite w/ freestanding tub, glass shower with niche, heated floors, & water closet | Basement 9 ft smooth ceilings with Dricore subfloor | Absolute show stopper wet bar w/ dual Marvel beverage centres & glass rinser, glass-enclosed gym w/ full mirrored wall & hardwired internet | Pre-wired for future home theatre | Kohler steam shower w/ essential oil diffuser, heated floors | double-door walkout | Garage: fully insulated, high-lift track doors (car-lift ready every bay), hot water line & Cat-5 | Massive Backyard w/ gas BBQ line, 60-amp rough-in & hot water tap. 226 pot lights | 2 furnaces + 1 air handler | 3 AC's/HRV | Rain Bird WiFi irrigation system | 3 built-in WiFi routers | Pre-wired speakers | This Home Truly Has It All - See Attached Lists & Media Links For Details.

1411 Old Forest Road, Pickering

Listing courtesy of RE/MAX ROUGE RIVER REALTY LTD..

$2,499,000
6 Beds 6 Baths E13149064 MLS® #
Welcome To 413 Sheppard Ave Located In Prestigious Woodlands. This Exceptional 4+2 Bedroom, 6 Bathroom Family Home Offers Almost 5000 Sqft Of Above Grade Living Space plus fully finished basement With A Bright, Open Concept Layout Designed For Modern Living And Entertaining. Grand Principal Rooms, Soaring Ceilings, Expansive Windows, And Elegant Finishes Create A Warm Yet Sophisticated Atmosphere Throughout.The Main Floor Features Spacious Living And Dining Areas, A Stunning Family Room Open To The Kitchen, A Private Office, And Seamless Walkouts To The Backyard. The Chef-Inspired Kitchen Includes Premium Appliances, Oversized Island, Extensive Cabinetry, And A Functional Layout Ideal For Families And Hosting.The Luxurious Primary Retreat Features A Spa-Like Ensuite, Walk-In Closet, And Private Balcony. Generously Sized Secondary Bedrooms Filled With Natural Light. The Finished Walkout Basement Includes A Large Recreation Area, Theatre Room, Additional Bedrooms And Bathrooms, Plus a Full Kitchen Offering Excellent In-Law Or Income Potential. Located In A Highly Sought-After Family Community Close To Top Ranked Schools, Parks, Trails, Shopping, And Major Amenities. A Rare Opportunity To Own A Truly Impressive Luxury Home In One Of Pickering's Most Desirable Neighbourhoods.

413 Sheppard Avenue, Pickering

Listing courtesy of RE/MAX MILLENNIUM REAL ESTATE.

$2,679,900
6 Beds 8 Baths E13038522 MLS® #
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 SF of total living space designed for luxury, entertaining, and multi-generational living. A newly built crescent driveway accommodates up to 20 vehicles and leads to an oversized 4-car garage, creating a strong first impression. Professionally landscaped grounds, interlocking stone, and two tiers of custom decks with glass railings deliver a rare and refined outdoor setting. Inside, the main level showcases custom millwork, wainscoting, and executive finishes throughout. The oversized chef's kitchen features extensive cabinetry, premium prep space, and seamless flow into the family and dining areas, anchored by a dramatic double-sided stone gas fireplace. A standout feature is the rare main floor layout offering four spacious bedroom suites, each with its own private ensuite, ideal for extended families or multi-generational living. The primary suite includes a spa-inspired 7-piece ensuite with dual vanities, glass shower, soaker tub, and generous closet space.The finished lower level spans over 4,000 SF with high ceilings, large windows, and bright open-concept living areas. Additional bedrooms with ensuites continue the home's flexibility, while an unfinished section of nearly 1,000 SF offers potential for a gym, studio, theatre, or additional living space. Freshly painted and meticulously maintained, this move-in ready estate offers a rare combination of scale, privacy, luxury, and functionality just minutes from scenic trails, everyday amenities, Highway 407, and the Old Elm GO Station. (id:5764)

5121 Tom Thomson Court, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$2,679,900
6 Beds 8 Baths E13038522 MLS® #
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 SF of total living space designed for luxury, entertaining, and multi-generational living. A newly built crescent driveway accommodates up to 20 vehicles and leads to an oversized 4-car garage, creating a strong first impression. Professionally landscaped grounds, interlocking stone, and two tiers of custom decks with glass railings deliver a rare and refined outdoor setting. Inside, the main level showcases custom millwork, wainscoting, and executive finishes throughout. The oversized chef's kitchen features extensive cabinetry, premium prep space, and seamless flow into the family and dining areas, anchored by a dramatic double-sided stone gas fireplace. A standout feature is the rare main floor layout offering four spacious bedroom suites, each with its own private ensuite, ideal for extended families or multi-generational living. The primary suite includes a spa-inspired 7-piece ensuite with dual vanities, glass shower, soaker tub, and generous closet space.The finished lower level spans over 4,000 SF with high ceilings, large windows, and bright open-concept living areas. Additional bedrooms with ensuites continue the home's flexibility, while an unfinished section of nearly 1,000 SF offers potential for a gym, studio, theatre, or additional living space. Freshly painted and meticulously maintained, this move-in ready estate offers a rare combination of scale, privacy, luxury, and functionality just minutes from scenic trails, everyday amenities, Highway 407, and the Old Elm GO Station.

5121 Tom Thomson Court, Pickering

Listing courtesy of CENTURY 21 PERCY FULTON LTD..

$2,499,000
4 Beds 6 Baths E13023324 MLS® #
An extraordinary opportunity awaits. This stunning two-storey luxury residence offers approximately 6000 square feet of masterfully designed living space on a generous 50ft x 200Ft ravine setting lot. A pre-construction home, where every finish is yours to choose. Soaring 10-foot ceilings, elegant coffered primary suite, every detail of this home has been designed to impress. The thoughtfully designed main floor flows effortlessly from a grand living room and elegant dining room through to an expansive family room. Perfect for both intimate family living and sophisticated entertaining. A double car garage with direct interior access completes the picture. Upstairs, four generously sized bedrooms include a breathtaking primary retreat featuring a dramatic coffered ceiling, spa-inspired ensuite, and walk-in closet. Built to exceed Ontario Building Code standards, this home features engineered roof trusses, a 96% high-efficiency furnace, superior R-60 attic insulation, and triple-performance windows - delivering luxury living with exceptional energy efficiency. Located in one of Pickering's most desirable and rapidly growing communities, with effortless access to Highway 401, Pickering GO Station, top-rated schools, and the stunning Lake Ontario waterfront. Choose your finishes. Build your dream. This is your moment.

327 Sheppard Avenue, Pickering

Listing courtesy of WE REALTY.

$2,350,000
8 Beds 8 Baths E12984928 MLS® #
Absolutely Breathtaking Custom-Built 3-Storey Detached Home With 8 Bedrooms, 8 Bathrooms, And A Spacious Backyard That Offers Plenty Of room For Outdoor Fun And Relaxation. This Gorgeous Home Is Designed With Meticulous Attention To Detail And Crafted With Impeccable Finishes, This Residence Exemplifies Uncompromising Quality And Sophistication.The Main Floor Boasts A Grand Formal Living And Dining Room, An Elegant Powder Room, And Majestic Spacious Windows That Flood The Space With Natural Light. The Well-Appointed Modern Kitchen Features Stainless Steel Built-In Appliances, A Spacious Pantry, Custom-Built Shelves, And A Center Island. The Family Room Opens To A Sun-Drenched Deck Overlooking The Expansive Backyard.The Primary Bedroom Is A Sanctuary, Offering A 5-Piece Ensuite Spa-Like Bathroom, Double Sinks And An Oversized Curbless Shower. And A Gorgeous W/In Closet With Builtin Drawers. The Additional Bedrooms Feature Ample Closets And Private Ensuite Bathrooms, Ensuring Comfort And Privacy For All.Legal Lower Level 1 Bedroom Apartment/In-Law Suite With Private Entrance Allows For Convenient Multi-Generational Living Or Potential Rental Income And Features Kitchen, 3-Pc Bath, Laundry.Direct Access To House From Garage & Professional Landscaping With Interlock Driveway.This Home Is The Epitome Of Luxurious Living, Perfect For The Most Discerning Buyer Seeking Elegance And Comfort. Experience The Pinnacle Of Luxury Living In This Exceptional Residence!

1984 Guild Road, Pickering

Listing courtesy of RIGHT AT HOME REALTY.

$2,150,000
6 Beds 6 Baths E12984778 MLS® #
Brand New Spectacular Architect Designed Modern Masterpiece. This Stunning Sun-Drenched Custom-Built Fully Detached Home Is Meticulously Designed With Bespoke Interiors, Attention To Detail & An Unwavering Commitment to Quality Craftsmanship. With Over 3500 SF Of Sprawling Open Concept Interior Living Space Brilliantly Interconnected.This 4+1 Bed 6 Bath Home With Separate Legal Lower Level Apartment Suite Boasts Soaring Ceilings, Floor To Ceiling Windows, High-End Engineered Hardwood, Airy Foyer, Light Filled Central Atria W/Floating Wood & Glass Staircase, Skylight, Chef Inspired Kitchen With Beautiful Waterfall Island , Quartz Countertops And Backsplash, Integrated With Stainless Appliances ,Gas Cooktop, Generous Family Room ,Walk-Out To Deck & Backyard, Main Floor Powder Room, Direct Access To House From Garage & Professional Landscaping With Interlock Driveway. Retreat Upstairs To A Primary Featuring 6-Pc Spa-Like Bath, Custom Built-In Cabinetry,Spacious 2nd, 3rd &4th Bedrooms With Large Closets!& Second Floor Laundry Room! Legal Lower Level 1 Bedroom Apartment/In-Law Suite With Private Entrance Allows For Convenient Multi-Generational Living Or Potential Rental Income And Features Kitchen, 3-Pc Bath, Laundry.

1950 Rosebank Road, Pickering

Listing courtesy of RIGHT AT HOME REALTY.

$3,288,888
7 Beds 6 Baths E12925496 MLS® #
Welcome To Your New Custom Built Estate Home! This Stunning Property Offers Unparalleled Luxury and Privacy on a Premium Ravine Lot Backing Directly Onto Protected Conservation Land. With 6 Spacious Bedrooms and 6 Luxurious Bathrooms, This Residence Provides Ample Space for Family Living and Entertaining While Embracing Serene Natural Surroundings. Step Inside to Discover a Meticulously Maintained Interior With Heated Floors Throughout the Main Floor, Walk-Out Basement and 3 Car Garage. The Entire Home has been Freshly Painted Inside & Out and Illuminated by All Brand-New, Designer Light Fixtures That Add Modern Elegance to Every Room. The Main Floor, Basement, and Even the Garage Feature Luxurious Zone Controlled Heated Floors, Ensuring Year-Round Comfort No Matter the Season. The Heart of the Home is the Spectacular Chef's Kitchen, Designed for Serious Culinary Enthusiasts With High-End Commercial Grade Built-In Appliances, Generous Counter Space, and Seamless Flow Into Living Areas-Perfect for Hosting Gatherings or Everyday Gourmet Meals. Descend to the Lower Level for Your Private Movie Theatre, a True Entertainment Retreat Complete With a 150" Projector Screen, High Definition Projector and Immersive Viewing-Ideal for Family Movie Nights or Sports Viewing in Style. Outside, the Entire Backside of the Home Showcases Breathtaking Panoramic Views of the Conservation & Ravine Which is a Branch of Lynde Creek. Enjoy Dramatic Sunsets That Paint the Sky in Vibrant Hues, Visible from Nearly Every Rear-Facing Window, Deck, or Patio-Creating a Peaceful, Nature-Inspired Backdrop That's Truly One-Of-A-Kind. Additional Highlights Include a 3-Car Garage for Vehicles and Storage With Tall Ceilings Perfect for Future Car Lifts or Additional Storage Space, Offering Convenience and Protection. This Rare Property Combines Sophisticated Modern Finishes with the Tranquility of a Conservation-Backed Setting-Your Opportunity to Own a Private Sanctuary in an Unbeatable Location. (id:5764)

3850 Kinsale Road, Pickering

Listing courtesy of RIGHT AT HOME REALTY.

$3,288,888
7 Beds 6 Baths E12925496 MLS® #
Welcome To Your New Custom Built Estate Home! This Stunning Property Offers Unparalleled Luxury and Privacy on a Premium Ravine Lot Backing Directly Onto Protected Conservation Land. With 6 Spacious Bedrooms and 6 Luxurious Bathrooms, This Residence Provides Ample Space for Family Living and Entertaining While Embracing Serene Natural Surroundings. Step Inside to Discover a Meticulously Maintained Interior With Heated Floors Throughout the Main Floor, Walk-Out Basement and 3 Car Garage. The Entire Home has been Freshly Painted Inside & Out and Illuminated by All Brand-New, Designer Light Fixtures That Add Modern Elegance to Every Room. The Main Floor, Basement, and Even the Garage Feature Luxurious Zone Controlled Heated Floors, Ensuring Year-Round Comfort No Matter the Season. The Heart of the Home is the Spectacular Chef's Kitchen, Designed for Serious Culinary Enthusiasts With High-End Commercial Grade Built-In Appliances, Generous Counter Space, and Seamless Flow Into Living Areas-Perfect for Hosting Gatherings or Everyday Gourmet Meals. Descend to the Lower Level for Your Private Movie Theatre, a True Entertainment Retreat Complete With a 150" Projector Screen, High Definition Projector and Immersive Viewing-Ideal for Family Movie Nights or Sports Viewing in Style. Outside, the Entire Backside of the Home Showcases Breathtaking Panoramic Views of the Conservation & Ravine Which is a Branch of Lynde Creek. Enjoy Dramatic Sunsets That Paint the Sky in Vibrant Hues, Visible from Nearly Every Rear-Facing Window, Deck, or Patio-Creating a Peaceful, Nature-Inspired Backdrop That's Truly One-Of-A-Kind. Additional Highlights Include a 3-Car Garage for Vehicles and Storage With Tall Ceilings Perfect for Future Car Lifts or Additional Storage Space, Offering Convenience and Protection. This Rare Property Combines Sophisticated Modern Finishes with the Tranquility of a Conservation-Backed Setting-Your Opportunity to Own a Private Sanctuary in an Unbeatable Location.

3850 Kinsale Road, Pickering

Listing courtesy of RIGHT AT HOME REALTY.

$2,799,000
7 Beds 8 Baths E12844414 MLS® #
Located In The Highly Sought-After Rosebank Area Of Pickering, 456 Toynevale Rd Presents A Rare Opportunity On An Exceptional 50 X 606 Ft (.699 Acre) Lot. This Impressive 5+1 Bedroom, 8Bathroom Home Offers Approximately 5,700 Sq.Ft Of Living Space Above Grade In Addition To A Fully Finished Walkout Basement. The Property Includes A Tandem Three-Car Garage And ElevatorProviding Access Between Levels. Hardwood Flooring And Pot Lighting Run Throughout The MainAnd Upper Floors, While Oversized Windows Bring In Abundant Natural Light. The Main Level IsThoughtfully Laid Out With Separate Living And Dining Areas, A Private Office, And A SpaciousFamily Room Anchored By A Fireplace Feature Wall With Built-In Shelving. The Modern KitchenFeatures Built-In Appliances, LED Accents, A Butler's Pantry, And An Open Flow To TheBreakfast Area With Walkout To The Deck. The Primary Bedroom Includes A Generous Walk-InCloset With Organizers And A Spa-Inspired 6-Piece Ensuite. Each Additional Bedroom Offers ItsOwn Walk-In Closet And Ensuite Bath. The Walkout Basement Expands The Living Space WithMultiple Access Points To The Yard, Porcelain And Vinyl Flooring, Rough-In For Heated Floors, An Additional Bedroom, Playroom, And Two 3-Piece Bathrooms. The Deep Backyard Features AnInterlocked Patio And Ample Green Space With Endless Potential For Future Outdoor Enhancements.

456 Toynevale Road, Pickering

Listing courtesy of REVEL REALTY INC..