Pickering Real Estate Search

Pickering Properties between $2,000,000 and $3,000,000 for Sale

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Newest Pickering Properties between $2,000,000 and $3,000,000 for Sale

$2,149,000
5 Beds 3 Baths E13590610 MLS® #
Welcome to refined country living on 15 acres, situated on a no through street, you find a peaceful retreat where luxury, nature and privacy come together. Mins to the 407. The paved and interlocking driveway lead to this lovely 3 + 2 bedroom home w an oversized 2 car garage w access to the home.The main floor is designed for everyday living & entertaining. Greet your guests in the spacious foyer which opens to the main floor. The chef inspired kitchen awaits you, large centre island w breakfast bar, granite counters, pantry +S/S appliances. Entertain in the open concept living room, sitting area and dining room w walk-out to covered stone patio, outdoor kitchen w b-in barbecue & more! The guest bathroom + laundry complete the main floor.The 2nd floor great room features vaulted ceiling, hardwood floors, wall to wall windows that allow the light to flow in. Upstairs the primary suite provides a private escape, complete w 2 w-in closets, hardwood floors, spa like 5pc ensuite w jacuzzi tub, separate w-in shower & w/o to private balcony overlooking the gardens. There is one additional bedroom on this floor and a 3rd bedroom on the main floor + 4 pc bath w tub & glass shower. The family room has a warm ambiance w its wood burning fireplace, feature brick wall, + w/o to stone patio & rock water feature. The in-law suite on the lower level features 2 brs, living & kitchen w A/G windows & separate entrance from garage. Geothermal heating + solar panels makes this home environmentally friendly & economical to work from home - the spacious shop provides possibilities for hobbyist or contractors w 2nd floor loft storage or office space. Forest management program ensures the preservation of flora & fauna plus provides a tax reduction. Duffin's Creek courses gently through the property, with its walking trails to explore the forest, century old hemlocks, cedar & deciduous trees. The pond w dock & ladder for swimming, plus extensive landscaping, all gives you a sense of calm. (id:5764)

4710 Sideline 8 Sideroad, Pickering

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$2,149,000
5 Beds 3 Baths E13590610 MLS® #
Welcome to refined country living on 15 acres, situated on a no through street, you find a peaceful retreat where luxury, nature and privacy come together. Mins to the 407. The paved and interlocking driveway lead to this lovely 3 + 2 bedroom home w an oversized 2 car garage w access to the home.The main floor is designed for everyday living & entertaining. Greet your guests in the spacious foyer which opens to the main floor. The chef inspired kitchen awaits you, large centre island w breakfast bar, granite counters, pantry +S/S appliances. Entertain in the open concept living room, sitting area and dining room w walk-out to covered stone patio, outdoor kitchen w b-in barbecue & more! The guest bathroom + laundry complete the main floor.The 2nd floor great room features vaulted ceiling, hardwood floors, wall to wall windows that allow the light to flow in. Upstairs the primary suite provides a private escape, complete w 2 w-in closets, hardwood floors, spa like 5pc ensuite w jacuzzi tub, separate w-in shower & w/o to private balcony overlooking the gardens. There is one additional bedroom on this floor and a 3rd bedroom on the main floor + 4 pc bath w tub & glass shower. The family room has a warm ambiance w its wood burning fireplace, feature brick wall, + w/o to stone patio & rock water feature. The in-law suite on the lower level features 2 brs, living & kitchen w A/G windows & separate entrance from garage. Geothermal heating + solar panels makes this home environmentally friendly & economical to work from home - the spacious shop provides possibilities for hobbyist or contractors w 2nd floor loft storage or office space. Forest management program ensures the preservation of flora & fauna plus provides a tax reduction. Duffin's Creek courses gently through the property, with its walking trails to explore the forest, century old hemlocks, cedar & deciduous trees. The pond w dock & ladder for swimming, plus extensive landscaping, all gives you a sense of calm.

4710 Sideline 8 Side Road, Pickering

Listing courtesy of SUTTON GROUP-HERITAGE REALTY INC..

$2,900,000
7 Beds 5 Baths E13585324 MLS® #
Experience refined waterfront community living in this extraordinary over 6000 sq ft of living space (4844 above-ground), custom luxury residence. Showcasing a spectacular 20-foot ceiling in the family room, elevator access to all levels including the garage, and a rare third-floor primary retreat, this one-of-a-kind home is thoughtfully designed to blend architectural grandeur with exceptional everyday living. An impressive eight-vehicle parking capacity provides exceptional convenience for both everyday living and entertaining. Perfectly positioned to capture natural light from sunrise to sunset, soaring windows illuminate beautiful living spaces, where timeless design and premium finishes create an atmosphere of effortless elegance. At the heart of the home, the chef-inspired kitchen is a true showpiece, featuring premium Wolf appliances, an oversized island, separate prep kitchen, breakfast nook, serving station, and wet bar-creating the perfect setting for both intimate family moments and unforgettable entertaining. The second level offers four spacious bedrooms, each with direct ensuite access, while the private third-floor primary retreat serves as a luxurious sanctuary complete with its own balcony, an expansive walk-in closet and a spa-inspired ensuite featuring dual rainfall showers, an integrated steam shower, and heated floors. The bright, mostly above-grade basement is a standout feature, offering the rare combination of soaring 10-foot ceilings, oversized windows, a full kitchen, a cozy fireplace, and a separate entrance. This thoughtfully designed space delivers exceptional flexibility for multi-generational living, guest accommodations, or income potential. Step outside to a beautiful backyard oasis surrounded by mature trees, where expansive deck, generous green space, and natural gas connections for both a BBQ and fire pit create an inviting backdrop for effortless outdoor entertaining in all seasons.

732 W Shore Boulevard, Pickering

Listing courtesy of ROYAL LEPAGE VISION REALTY.

$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..

$2,750,000
5 Beds 4 Baths E13560738 MLS® #
Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity.The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights.The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, with soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient Geothermal heating/cooling system (2009).The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities.This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged. (id:5764)

4395 Westney Road North, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$2,750,000
5 Beds 4 Baths E13560738 MLS® #
Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity.The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights.The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, with soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient Geothermal heating/cooling system (2009).The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities.This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged.

4395 Westney Road N, Pickering

Listing courtesy of ROYAL HERITAGE REALTY LTD..

$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..

$2,288,000
4 Beds 4 Baths E13544892 MLS® #
Welcome to a "Home & Garden" on a T-Shape of 1/2 ACRE Lot (21033.50 sq. ft). This is an elegant gem hidden by the lush front garden and set against a manicured back garden with an abundance of shrubs, plants, flowers, and trees, creating a cottage-like atmosphere, where privacy, peace and tranquility prevail. The house was renovated and extended with excellence in aesthetics, function, and structure. The materials are of good quality, including top-of-the-line windows and doors. The layout is spacious and imaginative, with high ceilings, including the basement, with a series of skylights. The enormous living and TV area is lit by large windows, as are other parts of the house, where careful thoughts were given to light and shade. The dining area is the strategic center of interest, as from here one can enjoy the colourful garden during summer and a Christmas wonderland during winter. The modern kitchen with a large natural quartz countertop is served by high-quality appliances. On the upper floor, the bedrooms are of good size and well finished. The basement floor is insulated. The garage is fully insulated, providing enhanced temperature control and protection for vehicles. A new furnace was installed in 2025, and the attic has R60 insulation. This magnificent home has been meticulously maintained and upgraded by the owners over the years. Conveniently located near grocery stores, restaurants, banks, primary and high schools and private Montessori school, and also within 10 minutes drive to Rosebank Station, Rouge Beach, Conservation Park and Bay /west Park. With a land area of 21033.50 sq. ft. and the existing house has 2,800 sq. ft. (excluding the finished basement), there is room for further extension, provided it is in compliance with the Planning & Building Bylaw. In addition, a separate bungalow with about 1,600 sq. ft. that has a connection to the main house is permissible. ** Drone views are marked up for ref. and a couple of pics are virtually staged.

1488 Rosebank Road, Pickering

Listing courtesy of HARVEST REALTY LTD..

$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..

$2,800,000
5 Beds 5 Baths E13485752 MLS® #
Set within the prestigious Barclay Fieldstone Estates enclave, 3335 Hollywood Crt is a rare custom bungalow on approximately 1.5 acres, backing onto forest and quietly positioned among estate-calibre homes, ravine, and mature trees in one of north Pickering's most coveted pockets. With 5,000+ sq ft of finished living space, the home balances architectural scale, everyday comfort, and entertaining potential, all within minutes of major highways and daily amenities. Deer Creek Golf Club is nearby, while Rouge National Urban Park, Pickering Village, and Durham Live bring together nature, dining, and entertainment in a way that makes this location feel both established and forward-moving. The arrival experience is immediate. A 12-ft foyer introduces soaring interiors, dramatic window lines, and rooms that feel both expansive and intimate. The living room rises beneath a 15-ft vaulted ceiling, framed by a striking wall of floor-to-ceiling Palladian windows. Natural light moves beautifully through the principal rooms, while the 20-ft double-height breakfast area brings volume and presence to the heart of the home. Hardwood flooring extends throughout, complemented by select stone and tile finishes chosen with purpose. Designed for flexibility as much as beauty, the home offers 5 bedrooms. The walk-out lower level functions as a true extension of the home, a second kitchen with built-in gas cooktop, generous living areas, and spa-inspired bathrooms with steam shower. The layout suits multigenerational living, extended guest stays, or evolving family needs with ease. The grounds feel closer to a private resort than a backyard. Framed by landscaping and estate privacy, they feature a gunite inground pool, cascading waterfall, gas firepits, elegant lighting, and a cabana with outdoor gas BBQ and stove. It is a setting built for summer entertaining, quiet evenings outdoors, and day-to-day enjoyment on a scale increasingly rare in the GTA.

3335 Hollywood Court, Pickering

Listing courtesy of RE/MAX HALLMARK FRASER GROUP REALTY.

$2,524,900
4 Beds 4 Baths E13482694 MLS® #
Introducing Goldenridge Estates, an exclusive luxury enclave by Forest Meadows Developments, a Tarion registered builder known for crafting high-quality custom residences. Located in one of Pickering's most desirable neighbourhoods, this boutique development offers a limited release of only three premium 52 ft estate lots, part of an exclusive collection of just seven homes within the community. Homes on the 52 ft lots feature larger executive designs with floorplans up to approximately 3,800 sq.ft., offering expansive living spaces and elevated architectural details ideal for modern luxury living. Homes include European-inspired chef kitchens with oversized centre islands, quartz countertops, walk-in pantries and custom cabinetry, spacious great rooms designed for entertaining, 10 ft ceilings on the main level and 9 ft ceilings on the upper level, smooth ceilings throughout, engineered wide plank hardwood flooring, and natural red oak staircases. Bedrooms are designed with walk-in closets and private ensuite or semi-ensuite bathrooms, while primary suites feature spa-inspired bathrooms with quartz counters and glass showers. Basement will include 9 ft ceilings. Additional features include 30 LED pot lights on the main floor (purchaser's choice of placement), smart thermostat, HRV air circulation system, high efficiency furnace and full central air conditioning. Exterior elevations showcase premium brick and stone finishes with metal roof accents, energy efficient windows and designer front entry doors. Buyers will have the opportunity to customize interior finishes from the builder's curated design selections. Price, floorplans and elevations vary by lot. Closing to start fall of 2026.

1611 Goldenridge Road, Pickering

Listing courtesy of THE AGENCY.

$2,368,000
4 Beds 5 Baths E13479838 MLS® #
Welcome to the home you've always dreamed of. Nestled among prestigious multi-million-dollar estates, this spectacular custom-built Cape Cod residence sits on an impressive half-acre lot w/109' of frontage & 205' of depth*, offering a rare combination of luxury, privacy & timeless design. A charming wraparound covered veranda welcomes you into the home where an oversized foyer & elegant principal rms create an inviting first impression. A private office w/ French doors overlooks beautifully landscaped perennial gardens, providing the perfect work-from-home setting. At the heart of the home is a stunning custom kitchen ft. premium appliances, a professional-grade gas range w/ custom hood, abundant cabinetry&counter space & an oversized centre island. The adjoining greenhouse-style breakfast area offers picturesque bckyrd views & access to the outdoor living spaces. The family room features a gas fireplace&custom built-ins, while the open-concept living & dining rooms provide seamless flow for everyday living. A thoughtfully designed mudroom/laundry area offers ideal functionality w/direct garage access, 2pc bath, bckyrd access & built-in storage. The upper level features a spacious primary rm w/ a beautifully renovated spa-inspired ensuite, complete w/ freestanding tub, glass walk-in shower & custom walk-in closet. The 2nd bdrm includes its own 3pc ensuite, while additional bdrms offer ample space, storage & share renovated main bath. The finished lower level expands living space w/ abovegrade windows, walkout, full bath, private office & versatile open-concept recreation areas. The true showpiece of this property is the extensively landscaped backyard oasis. Surrounded by mature trees for exceptional privacy the grounds have been meticulously designed to create a resort-inspired setting unlike any other. Features include a 2tier composite deck w/gazebo, multiple outdoor entertaining&relaxation areas, flagstone patio w/ fireplace, extensive stonework,

465 Rougemount Drive, Pickering

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

$2,399,000
4 Beds 5 Baths E13454776 MLS® #
A spectacular newly built custom home in the prestigious West Shore community, proudly recognized as the winning home featured on HGTV's Top of the Block and one that should be at the top of your list. Offering 4,469 sq. ft. of thoughtfully designed luxury living space, this exceptional residence showcases award-winning design, outstanding craftsmanship, and premium finishes throughout. Striking curb appeal is defined by black-framed windows and a timeless natural stone and stucco façade. Inside, a bright open-concept layout is filled with natural light and features 10-ft ceilings, expansive windows, wide-plank hardwood floors, custom millwork, and a stunning fireplace surround. The chef-inspired kitchen is designed for both entertaining and everyday living, complete with premium appliances, quartz countertops, an oversized island, servery, and walk-in pantry. The second level offers 9-ft ceilings and a luxurious primary retreat featuring a bar area, walk-in closet, and spa-inspired ensuite, while additional bedrooms are generously sized with custom organizers and second-floor laundry adds everyday convenience. The fully finished lower level provides versatile living space with a gas fireplace and full bath, ideal for recreation, guests, a home gym, or media room. Outside, enjoy a private backyard with a large patio and BBQ gas line. Located just steps from the lake, waterfront trails, parks, top-rated schools, shopping, and with easy access to Highway 401, this remarkable property delivers the perfect blend of award-winning design, quality construction, and modern family living. Featured on HGTV's Top of the Block. Built to stand out. Designed to be remembered

700 Hillcrest Road, Pickering

Listing courtesy of RE/MAX REALTY ENTERPRISES 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.

$2,640,000
8 Beds 5 Baths E13418042 MLS® #
Welcome To 5023 Franklin St, An Extraordinary Custom-Built Bungaloft Estate Nestled In The Prestigious Hamlet Of Claremont, Where Refined Luxury Meets Exceptional Multi-Generational Living. Thoughtfully Designed With Timeless Elegance And Unparalleled Functionality, This One-Of-A-Kind Residence Offers 8 Bedrooms, 5 Bathrooms, Multiple Private Living Quarters, And A Separate Coach House. A Rare Opportunity For Extended Families, Luxury Retreat Living, Or Potential Income Generation. Soaring Ceilings, Oversized Windows, And Designer Finishes Create An Airy, Sophisticated Atmosphere Throughout, While The Stunning Chef's Kitchen Serves As The Heart Of The Home Featuring Premium Appliances, Custom Cabinetry, And An Expansive Centre Island Curated For Elevated Entertaining. The Main Floor Primary Retreat Offers A Private Sanctuary Complete With A Spa-Inspired Ensuite And French Doors Leading To A Serene Backyard Escape. The Upper Level Functions As Its Own Luxurious Private Residence With A Separate Kitchen, Living Area, Fireplace, Bedrooms, Bath, And Walkout To A Secluded Deck. The Fully Finished Lower Level Continues To Impress With High Ceilings, Large Above-Grade Windows, Additional Bedrooms, Bathrooms, And Generous Recreation Space Ideal For Guests Or Extended Family. Situated On A Private Oversized Lot With Ample Parking, A 3-Car Garage, And A Generac Backup Power System Ensuring Reliable Power And Peace Of Mind Year-Round. Surrounded By The Natural Beauty And Charm Of Claremont, Enjoy Close Proximity To Scenic Trails, Conservation Areas, Golf Courses, Equestrian Facilities, Claremont Memorial Park, Community Centre, Local Dining, Top-Rated Schools, And Convenient Access To Pickering, Markham, Uxbridge, Major Highways, And Urban Amenities. A Rare Offering That Seamlessly Blends Estate Living, Architectural Craftsmanship, And Endless Lifestyle Possibilities.

5023 Franklin Street, Pickering

Listing courtesy of RE/MAX REALTRON REALTY INC..

$2,088,800
5 Beds 5 Baths E13415474 MLS® #
Set on one of Pickering's most desirable streets in the prestigious Dunbarton community, this beautifully updated raised Bungalow offers an exceptional blend of space, style, and lifestyle, surrounded by distinguished estate homes and set on an expansive 90-ft wide lot. A covered front porch leads to a grand foyer with vaulted ceilings. The renovated open-concept kitchen features stone counters, stainless steel appliances, a centre breakfast bar, and flows seamlessly into the living and dining areas, ideal for both everyday living and entertaining.The main-floor primary suite offers a private retreat with a walk-in closet and spa-inspired ensuite complete with a freestanding soaker tub and frameless glass shower. A front-facing office, generously sized bedrooms, and main-floor laundry complete the upper level.The finished lower level includes a fifth bedroom, 2pc bath, wet bar, and walk-out to the backyard. The west-facing backyard is a true highlight, featuring a landscaped two-tier patio, an in-ground pool, mature trees, and exceptional privacy, creating a resort-style setting. An oversized detached 3-car garage with its own heating, 2-piece bath, and gym space offers outstanding versatility. Hardwood flooring, pot lights, two gas fireplaces, and a driveway accommodating 10+ vehicles complete this offering. Ideally located close to top-rated schools, parks, waterfront trails, shopping, and transit.

1872 Appleview Road, Pickering

Listing courtesy of RE/MAX METROPOLIS REALTY.

$2,395,000
6 Beds 4 Baths E13230918 MLS® #
Welcome to 4780 Westney Rd N, a rare opportunity to own a completely turnkey, meticulously maintained executive home offering peaceful country living & convenient access to the city. Set on over 15 serene acres, this exceptional 5+1 bedroom property offers privacy, space, & versatility for large families or multi-generational living while truly checking all the boxes. A long private driveway & beautiful curb appeal welcomes you to a thoughtfully designed home featuring spacious rooms, a formal dining room & cozy family room. The chef-inspired custom kitchen features high-end appliances, generous prep space, & seamless flow for everyday living & entertaining. Enjoy recent renovations to the kitchen & bathrooms, updated light fixtures, & heated flooring in the living & eating areas adding a fresh upscale feel throughout. Expansive windows showcase stunning views & fill the home with natural light. Thoughtfully designed, this home also features convenient upstairs laundry. The primary suite is a true retreat with custom cabinetry, a spa-inspired 5-pc ensuite, & a private balcony overlooking the property. The fully finished basement offers in-law suite capabilities & incredible flexibility for extended family or guests. Outside, enjoy the tranquility & endless possibilities, along with a beautiful deck & hot tub perfectly positioned to take in the views. An impressive 32' x 64' heated workshop featuring two front loading doors & an additional rear door is ideal for hobbyists or contractors. A Generac generator provides added peace of mind year-round. Conveniently located just minutes to York Region & Toronto with quick access to Hwy 407, you'll enjoy the rare luxury of total privacy without sacrificing convenience. Property currently benefits from farm tax classification, offering exceptionally affordable property taxes for a property of this size & caliber. Surrounded by nature yet close to every amenity imaginable, this is the ultimate blend of town & country living. (id:5764)

4780 Westney Road, Pickering

Listing courtesy of The Nook Realty Inc..

$2,395,000
6 Beds 4 Baths E13230918 MLS® #
Welcome to 4780 Westney Rd N, a rare opportunity to own a completely turnkey, meticulously maintained executive home offering peaceful country living & convenient access to the city. Set on over 15 serene acres, this exceptional 5+1 bedroom property offers privacy, space, & versatility for large families or multi-generational living while truly checking all the boxes. A long private driveway & beautiful curb appeal welcomes you to a thoughtfully designed home featuring spacious rooms, a formal dining room & cozy family room. The chef-inspired custom kitchen features high-end appliances, generous prep space, & seamless flow for everyday living & entertaining. Enjoy recent renovations to the kitchen & bathrooms, updated light fixtures, & heated flooring in the living & eating areas adding a fresh upscale feel throughout. Expansive windows showcase stunning views & fill the home with natural light. Thoughtfully designed, this home also features convenient upstairs laundry. The primary suite is a true retreat with custom cabinetry, a spa-inspired 5-pc ensuite, & a private balcony overlooking the property. The fully finished basement offers in-law suite capabilities & incredible flexibility for extended family or guests. Outside, enjoy the tranquility & endless possibilities, along with a beautiful deck & hot tub perfectly positioned to take in the views. An impressive 32' x 64' heated workshop featuring two front loading doors & an additional rear door is ideal for hobbyists or contractors. A Generac generator provides added peace of mind year-round. Conveniently located just minutes to York Region & Toronto with quick access to Hwy 407, you'll enjoy the rare luxury of total privacy without sacrificing convenience. Property currently benefits from farm tax classification, offering exceptionally affordable property taxes for a property of this size & caliber. Surrounded by nature yet close to every amenity imaginable, this is the ultimate blend of town & country living.

4780 Westney Road, Pickering

Listing courtesy of The Nook Realty Inc..

$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..

$2,250,000
4 Beds 4 Baths E13214954 MLS® #
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.

1436 Highbush Trail, Pickering

Listing courtesy of REMAX CONNECT REALTY.

$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..

$2,679,900
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..

$2,350,000
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.

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