Pickering Real Estate | Pickering Properties between $2,000,000 and $3,000,000 for Sale

Welcome to an extraordinary Claremont estate that blends luxury, privacy, and natural beauty.-This home must be experienced to be fully appreciated. Set on an impressive 82' x 489' lot and offering appx 9,000 sq. ft. of total finished living space, this home delivers exceptional craftsmanship and serene surroundings backing onto a picturesque creek and lush greenspace. Inside, the residence features rich hardwood flooring, elegant architectural details, and multiple fireplaces that create warmth throughout. The open-concept chef's kitchen stands out with premium JennAir appliances, a 6-burner gas stove, Griddle, pot filler, dual ovens, Microwave and additional Oven (Total 3 Full Ovens), oversized fridge/freezer, butler's pantry with Sink and a walkout to the expansive backyard-perfect for entertaining or enjoying quiet mornings outdoors. The 2nd floor offers 6 generously sized bedrooms, providing exceptional space for large or multi-generational families. Among them are 3 primary-size bedrooms, each complete with its own private ensuite, offering comfort, privacy, and flexibility for extended family living. The main primary suite is a true retreat, featuring a spa-inspired 5-piece ensuite with heated floors, a soaker tub, a walk-in dressing room that can double as a nursery or additional bedroom, and a private balcony overlooking the breathtaking yard. Entertainment and wellness are seamlessly integrated with a private theatre, custom gym, and fiber-optic connectivity throughout. The triple-car garage is a dream for automotive enthusiasts, equipped with two EV chargers, two Lift King car lifts,( Makes 5 Car Parking Inside) and premium side-mount door openers. Eco-conscious buyers will appreciate the owned solar panels, contributing to long-term energy efficiency. Located on a quiet street in one of Claremont's most desirable pockets, this estate offers unmatched privacy, prestige, and modern convenience.

5050 William Street, Pickering

$2,045,000

7 Beds ⋅ 7 Baths ⋅ E13736838 MLS

Don't Miss This Rare Opportunity To Own A Stunning 1-Year-New Custom-Built Luxury Home In One Of Pickering's Most Desirable Neighbourhoods!Welcome To This Architecturally Designed Masterpiece Offering Over 4,000 Sq Ft Of Refined Living Space Just Steps From Lake Ontario. This Exceptional Home Showcases 11-Foot Ceilings, Pot Lights Throughout, And A Beautifully Designed Open-Concept Layout That Perfectly Blends Modern Elegance With Everyday Functionality.From The Moment You Enter, Oversized Windows Flood The Home With Natural Light, Highlighting The Seamless Flow Between The Living, Dining, And Entertaining Spaces. The Expansive Design Creates A Bright And Inviting Atmosphere, Perfect For Both Relaxed Family Living And Elegant Gatherings.At The Heart Of The Home Is A Chef-Inspired Kitchen Featuring Premium Stainless Steel Appliances, Quartz Countertops, Custom Cabinetry, And An Oversized Centre Island. The Kitchen Opens Effortlessly To The Spacious Living And Dining Areas, Creating The Perfect Setting For Entertaining Guests Or Enjoying Memorable Family Moments.This Remarkable Home Offers Five Generously Sized Bedrooms, Each With Its Own Private Ensuite Bathroom-A Rare And Luxurious Feature That Provides Comfort And Privacy For Every Member Of The Household. The Primary Suite Is A True Retreat, Showcasing A Tray Ceiling, Walk-Out To A Private Balcony, A Walk-In Closet, And A Spa-Inspired 5-Piece Ensuite With 48x24 Porcelain Tiles, A Freestanding Tub, Glass Shower, And Double Vanity.The Exterior Is Equally Impressive, Featuring Indiana Stone And Concrete Brick, Custom Stone Steps, Exterior Pot Lights, And Professionally Landscaped Grounds That Enhance The Home's Exceptional Curb Appeal.Adding Incredible Value Is The Walk-Out Basement With A Separate Entrance, Offering Two Additional Bedrooms, Two Full Bathrooms, A Kitchen Rough-In, And Laundry Hook-Up Ideal For An In-Law Suite Or Income Potential.

1309 Commerce Street, Pickering

$2,180,000

4 Beds ⋅ 4 Baths ⋅ E13707836 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

$2,999,088

5 Beds ⋅ 8 Baths ⋅ E13692556 MLS

Private Backyard Oasis & Country-Style Living Minutes From the City! Welcome to 2342 Heska Road! Situated on an impressive 100 ft x 167 ft lot in desirable Rural Pickering, this immaculate side split offers the perfect blend of space, privacy, and convenience. The light-filled main floor features a spacious living room with a bright bay window, an open-concept kitchen with a breakfast bar, stainless steel appliances, pot lights, and a dining room with a skylight and walk-out to an expansive deck. The upper levels offer fantastic flexibility, featuring a primary retreat with a cozy fireplace, 3-piece ensuite, and a private walk-out deck, plus a versatile top-floor loft space-perfect for a home studio, playroom, or additional bedroom. Step outside into your personal outdoor paradise: a fully fenced, tree-lined yard with lush green space, a spacious lounging deck, and a gazebo. The finished basement provides a large rec room, potential 4thbedroom, and home office space. Includes an attached garage and an extended private double driveway with parking for up to 12 cars. Minutes to Hwy 401/407, GO Transit, Altona Forest, top-rated schools, and urban amenities.

2342 Heska Road, Pickering

$2,098,000

5 Beds ⋅ 4 Baths ⋅ E13691804 MLS

Absolutely Knock-Out Gorgeous Custom Built Masterpiece Home Featuring Highest Quality Designs And Stunning Architectural Details. Enjoy Views Of Frenchman's Bay In This Entertainer's Delight With Open Concept Spaces, Soaring Ceilings With Skylight, Dream Chef's Kitchen With Huge Custom Island, Built In Wine Racks, Designer Lighting And Elegant Wainscoting & Paneling Details. This Spectacular Home Shows Meticulous Attention To Detail With Extensive High-End Upgrades At EveryTurn. Complete With Beautiful Finished W/Out Basement With Its Own Private Self Contained Suite. Heated Tandem Double Garage Offers Ample Space And Year Round Comfort. Truly A Magnificent Home Not To Be Missed!

809 Fairview Avenue, Pickering

$2,849,000

5 Beds ⋅ 4 Baths ⋅ E13684770 MLS

(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.

1472 Highbush Trail, Pickering

$2,399,000

4 Beds ⋅ 5 Baths ⋅ E13682038 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 facade. 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

$2,250,000

4 Beds ⋅ 5 Baths ⋅ E13672572 MLS

Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional living space. A truly impressive residence designed for both everyday living and entertaining, with soaring 10' and 12' ceilings on the main floor and 9' ceilings on the second, with 8' exterior and interior doors. The sunken entryway welcomes you with immediate views of the Bay. The open-concept main floor features spacious dining and living rooms, gourmet chef's kitchen with high-end appliances, an oversized island with breakfast bar, and a sunken family room with a gas fireplace and walkout to the backyard deck with BBQ. The double-car garage features epoxy flooring and a bonus third garage door, ideal for a home gym, workshop, or car enthusiast. Upstairs, the spacious primary suite offers a massive walk-in closet/dressing room, luxurious 5-piece ensuite, and a separate office that could be used as a nursery or additional walk-in closet. Enjoy the second-floor wet bar with fridge and walkout to covered roof-top terrace offering panoramic west-facing views of Frenchman's Bay, the lake, and spectacular sunsets, complete with a gas fireplace and TV. A second bedroom with 4pc ensuite and a third bedroom with walkout to balcony and a 4pc semi-ensuite complete the second floor. The finished basement offers a fourth bedroom, 3pc bathroom, kitchen, dining and living areas, above-grade windows, and a full projection home theatre. The ultimate entertainer's retreat continues outside to a fully landscaped backyard featuring an inground pool with waterfall, hot tub, and walkout to a scenic walking trail leading to the Bay. A rare opportunity to enjoy luxury, privacy, and breathtaking waterfront views in one exceptional home.

830 Fairview Avenue, Pickering

$2,599,900

6 Beds ⋅ 6 Baths ⋅ E13658730 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 facade 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

$2,300,000

5 Beds ⋅ 6 Baths ⋅ E13647744 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

$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

$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

$2,681,000

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

$2,250,000

5 Beds ⋅ 4 Baths ⋅ E13544326 MLS

Home custom-made in 2015, Urban retreat/mins to Toronto in coveted area/walk to lake & conservation areas, parks, shopping, transit & schools/stunning design w/5600 sf liv/entertainment area & dressed to impress/featuring hardwood & porcelain tiles thru-out, vaulted & cathedral ceilings, Custom B.I. cabinetry, Servers, Bookcases, Fireplaces, Floating Staircases, Home Theatre/Finished Lower Level W/Access to garages/skylights, Stone countertops/Fully Fenced & Landscaped Mature Lot... Gar Dr Opener & Remote(S), Bbq Bib, Upgraded trim, Baseboards, Plumbing Fixtures, 9,10,12 & 22 & Coffered Ceilings.

369 Toynevale Road, Pickering

$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

$2,125,000

6 Beds ⋅ 4 Baths ⋅ E13520716 MLS

Stunning Home On A Premium Corner Lot In The Highly Sought-After Baylawn/Duncannon Neighbourhood * Spacious 5+1 Bedroom, 4 Bathroom Detached Home * Rarely Available 3-Car Garage * Formal Living & Dining Rooms * Family Room With Fireplace * Spacious Kitchen Featuring Corian Countertops, A Distinctive Booth-Style Centre Island & Breakfast Area With Walk-Out To Porch * Unique Spacious Primary Retreat Complete With Walk-In Closet & 5-Piece Ensuite * Finished Walk-Out Basement With Large Recreation Room, Additional Bedroom & 3-Piece Bathroom - Ideal For Extended Family, Guests Or Entertaining * Private Backyard Oasis Featuring A Heated Inground Pool, Gazebo, Pool Cabana & Extensive Interlocking In Both The Front & Backyard * Impressive Curb Appeal Enhanced By A Regal Stone Border Wall Along The Front Of The Property * Conveniently Located Close To Top-Rated Schools, Parks, Shopping, Transit, GO Station & Easy Access To Highways 401 & 407 * Roof (3 Years), Pool Pump (3 Years), Central Air (7 Years).

898 Baylawn Drive, Pickering

$2,600,000

4 Beds ⋅ 3 Baths ⋅ E13500404 MLS

An impressive 90 feet of private shoreline on Frenchman's Bay! This amazing property offers true direct and sheltered waterfront access a rarity anywhere in the GTA. Complete with 4-bedrooms and three full baths, this custom home offers a unique layout with breathtaking views from the second-story kitchen and living room, where expansive windows open onto a spacious wraparound veranda. Nestled in the heart of Frenchman's Bay Nautical Village, you're steps from the beach, scenic trails, marinas, and restaurants in a vibrant, southern-inspired community. This property offers an exceptional waterfront lifestyle. Paddleboarding, sailing, and kitesurfing in the summer or skating and ice fishing just steps from home in the winter. No matter what season, the views are always exceptional. The property also features a rebuilt seawall and private dock above all previous flood levels with capacity for multiple vessels with direct access to Lake Ontario. Lovingly maintained by its original owners, this timeless home is ready for its next chapter of sunsets, waterfront beauty, and year-round recreation.

1275 Wharf Street, Pickering

$2,395,000

5 Beds ⋅ 5 Baths ⋅ E13497058 MLS

Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake.

752 Hillview Crescent, Pickering

$2,500,000

5 Beds ⋅ 5 Baths ⋅ E13492252 MLS

A rare opportunity to own one of Pickering's most spectacular waterfront residences. This custom-built luxury estate offers over 4,100 sq. ft. of meticulously designed living space, featuring 5 spacious bedrooms, exceptional craftsmanship, and premium custom finishes throughout. Perfectly positioned along the shoreline, this remarkable home showcases breathtaking panoramic water views from virtually every room. Wake up to stunning sunrises, entertain in style, and enjoy the tranquility of waterfront living while remaining less than 30 minutes from downtown Toronto. Combining the elegance of a luxury home with the serenity of a year-round vacation retreat, this is a lifestyle reserved for the fortunate few. Properties of this caliber rarely become available. Be among the first to experience this extraordinary waterfront masterpiece.

968 Essa Crescent, Pickering

$2,250,000

5 Beds ⋅ 5 Baths ⋅ E13488010 MLS

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.

1434 Rougemount Drive, Pickering

$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

$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

$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

$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

$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

$2,649,000

7 Beds ⋅ 7 Baths ⋅ E13170706 MLS

Absolutely Stunning 4 years Brand new Custom built Luxury Detached home, Approx 4200 Sq Ft Grand Living, High Quality home with *ELEVATOR* all 3 Floors, 5 & 4 PC Ensuite all bedrooms, Main floor Office, Extra large Interlocking Drive way, Cathedral Ceiling, Gorgeous gourmet chef's Kitchen W/Center Island, ***Spiral Staircase*** Walk-Up basement, Separate entrance, with 3 bedrooms, Rec/Games Room, High Ceiling in Basement w/2 Separate 4 Pc Ensutis, *****Your Clients will fall in-Love with this beautiful Custom design home.*****

1427 Rosebank Road, Pickering

$3,000,000

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

$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

$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

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