LUXURY LISTINGS

Exceptional Homes. Extraordinary Settings.

Discover a collection of some of the finest homes in our region—each offering a unique blend of location, craftsmanship, and lifestyle.

From waterfront estates and custom-built residences to private country properties and executive homes, these listings represent the upper tier of what our market has to offer.

At Bowes & Cocks, we understand that buying or selling a luxury property requires a thoughtful, tailored approach. Our experienced agents combine local expertise with modern marketing strategies to ensure exceptional properties are presented—and represented—at the highest level.

If you’re considering buying or selling a luxury property, we would be pleased to have a confidential conversation.  

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If you’re thinking about selling, we would be pleased to have a confidential conversation about your property and your goals.

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We have found a total of 1,802 listings, but only 1,500 are available for public display. Please refine your criteria, in order to narrow the total number of matching listings.
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  • 353 Rouge Hill Court in Pickering: Rougemount House for sale : MLS®# E14122390

    353 Rouge Hill Court Rougemount Pickering L1V 6L5
    Main Photo: 353 Rouge Hill Court in Pickering: Rougemount House for sale : MLS®# E14122390
    $1,374,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14122390
    Bedrooms:
    5
    Bathrooms:
    4
    Some homes simply give you more room to live. Welcome to 353 Rouge Hill Court, a spacious 4-bedroom detached home in Pickering's sought-after Rougemount community, where peaceful living, family-friendly surroundings and convenient access to nature come together. With over 3,000 sq ft above grade, there's space to gather, entertain and enjoy the everyday. A graceful curved staircase makes a memorable first impression, while sun-filled living and dining rooms, a welcoming family room with fireplace, and a main-floor office offer comfort and flexibility. The bright kitchen features white cabinetry, stainless steel appliances, new stone countertops (2026) and a breakfast area opening to the deck. Main-floor laundry adds convenience. Upstairs, the generous primary suite is the private retreat the sellers love most. Picture a quiet morning reading by the window or unwinding in the ensuite tub after a long day. Three additional bedrooms provide room for family and guests. Downstairs, the finished walkout basement offers even more possibilities, with a large recreation room, wet bar/kitchenette area, bedroom and bathroom-ideal for entertaining or accommodating extended family. Recent updates include the roof (2025), gas furnace and heat pump A/C (2023), and interlocking driveway, steps and backyard walkway (2023). Beyond the front door, enjoy a quiet, welcoming neighbourhood near Rouge Park trails, shopping, dining, commuter routes and waterfront recreation. It's the combination the sellers fell in love with: space, comfort and a community that feels like home. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
  • 701 Cowan Circle in Pickering: Rosebank House for sale : MLS®# E14119862

    701 Cowan Circle Rosebank Pickering L1W 3K6
    OPEN HOUSE: Oct 31, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 31, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Nov 01, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, November 1, 2026 2:00PM - 4:00PM
    Main Photo: 701 Cowan Circle in Pickering: Rosebank House for sale : MLS®# E14119862
    $1,138,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14119862
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 701 Cowan Circle, where you'll be impressed from the moment you arrive! Step inside to an inviting foyer with a double closet, leading into the impressive open-concept living and dining rooms featuring pot lights and crown moulding. The dining room flows seamlessly into the oversized kitchen, perfect for entertaining, with abundant cupboard and counter space, stainless steel appliances, a gas stove, and a centre island with breakfast bar. Wall to wall patio doors provide a walkout to the backyard, creating the perfect blend of indoor and outdoor living. The well-appointed family room features hardwood floors, built-in shelving, and a second walkout to your oversized, private backyard oasis. Enjoy beautifully landscaping, multiple seating areas, a gazebo, swim spa, and plenty of green space for kids and pets to play. Upstairs, the spacious primary bedroom offers hardwood floors, a walk-in closet, and a large, updated four-piece ensuite complete with a soaker tub and separate shower. Generous secondary bedrooms feature closets and large windows, while a renovated four-piece family bathroom completes the upper level. The fully finished basement offers exceptional additional living space, complete with a cozy gas fireplace, built-in shelving, a bar with sink rough-in, a three-piece bathroom, ample storage, and a versatile recreation area ideal for a home gym, games room, or additional family space. Set on an impressive 132-ft-deep lot, with plenty of upgrades throughout and room for the whole family, this home offers the perfect combination of space, comfort, and outdoor enjoyment. Ideally located within walking distance to schools, parks, trails, and Petticoat Creek, with convenient access to Highway 401, this is an incredible opportunity to own in a sought-after Pickering neighbourhood. Don't miss your chance to call this one home! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 62 Russell Barton Lane: Uxbridge House for sale : MLS®# N14120534

    62 Russell Barton Lane Uxbridge Uxbridge L9P 1Z2
    Main Photo: 62 Russell Barton Lane: Uxbridge House for sale : MLS®# N14120534
    $1,196,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N14120534
    Bedrooms:
    4
    Bathrooms:
    3
    Beautifully renovated 4-bedroom, 3-bathroom home blending modern design with warm, inviting finishes throughout. Featuring a stunning open-concept layout, custom designer kitchen, spa-inspired primary retreat, fully finished entertainers basement, and a private south-facing backyard filled with natural sunlight, this home offers the perfect balance of luxury, comfort, and functionality. Thoughtfully designed for both everyday living and entertaining, the home showcases high-endcustom finishes, custom-built washroom vanities, extensive built-in storage, seamlesswine/cold room ideal for wine enthusiasts or additional food storage.indoor/outdoor flow, and professionally landscaped front and rear yards. The backyard offers a cozy and private setting complete with lounge area, stock tank pool, greenery privacy wall, and plenty of space to relax or host family and friends. The finished basement features a custom bar, large storage areas, and a temperature-controlled wine/cold room ideal for wine enthusiasts or additional food storage. A truly turnkey home that stands out from the moment you arrive. Please see feature sheet for full list of upgrades and custom finishes. More details
    Listed by HOMELIFE FRONTIER REALTY INC.
  • 1148 Skyridge Boulevard in Pickering: Rural Pickering House for sale : MLS®# E14121122

    1148 Skyridge Boulevard Rural Pickering Pickering L1X 0M4
    Main Photo: 1148 Skyridge Boulevard in Pickering: Rural Pickering House for sale : MLS®# E14121122
    $1,088,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14121122
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 1148 Skyridge Boulevard in Pickering, nestled in a desirable, family-friendly neighbourhood! This spacious four-bedroom, three-bathroom home offers a wonderful blend of comfort, style, and functionality, with a thoughtfully designed open-concept layout and large, light-filled rooms throughout. Hardwood flooring on the main floor adds timeless appeal, while the living room provides a welcoming space to relax and unwind. The generously sized kitchen. is sure to impress, featuring a centre island, ample cabinetry, and a huge pantry offering exceptional storage for busy family life and effortless entertaining. Upstairs, four well-proportioned bedrooms provide comfortable retreats, including a spacious primary bedroom complete with a walk-in closet and private ensuite. The convenience of second-floor laundry makes everyday living that much easier, while broadloom throughout the second floor adds warmth and comfort. The unfinished basement offers endless potential to create additional living space tailored to your needs, whether a recreation room, home gym, or family entertainment area. Complete with a double-car garage, this home offers the space and versatility to accommodate a growing family. Ideally located close to schools, parks, shopping, and convenient commuter routes, minutes to 401, 407 and GO! 1148 Skyridge Boulevard is a wonderful opportunity to enjoy spacious family living in Pickering. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
  • 1100 Dunbarton Road in Pickering: Liverpool House for sale : MLS®# E14121404

    1100 Dunbarton Road Liverpool Pickering L1V 3Z9
    Main Photo: 1100 Dunbarton Road in Pickering: Liverpool House for sale : MLS®# E14121404
    $1,098,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14121404
    Bedrooms:
    3
    Bathrooms:
    4
    Gorgeous, bright, clean and spacious. This 3 bed, 4 washroom, fully fenced, 2 car garage detached family home has been recently renovated to include a finished basement with a 4 piece washroom. The driveway will allow for 4 car parking. Close to schools, the highway, public transportation, and amenities, this home offers convenience and charm. Brand new Asphalt driveway. Sellers nor representative warrant retrofit status of basement. The driveway has been newly asphalted. The home has been professionally cleaned. More details
    Listed by CENTURY 21 NEW CONCEPT and CENTURY 21 PERCY FULTON LTD.
  • 1204 Bramblewood Court in Pickering: Liverpool House for sale : MLS®# E14120674

    1204 Bramblewood Court Liverpool Pickering L1X 1B2
    OPEN HOUSE: Oct 31, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 31, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Nov 01, 2026
    02:00 PM - 04:30 PM EDT
    Open House on Sunday, November 1, 2026 2:00PM - 4:30PM
    Main Photo: 1204 Bramblewood Court in Pickering: Liverpool House for sale : MLS®# E14120674
    $1,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14120674
    Bedrooms:
    4
    Bathrooms:
    3
    * Well-Maintained All-Brick Detached Home In Desirable Liverpool Community ** 110 Ft Deep Lot Backs Onto Green Space For Added Privacy and A Peaceful Setting * 4 Spacious Bedrooms * 3 Bathrooms * 6 Parking Spaces * No Sidewalk * Freshly Painted Throughout * Bright Living & Dining Rooms Featuring Hardwood Flooring, Crown Moulding & Panelled Accents * Family Room With Gas Fireplace, Dry Bar and Walk Out to Patio * Kitchen With Silestone Quartz Countertops & Backsplash * Sun-Filled Breakfast Area With Skylight & Walkout To Yard * Primary Bedroom Featuring Bay Window, Walk-In Closet and 4-Pc Ensuite * Garage With Interior Access * Basement Offering Excellent Potential To Customize * Irrigation System * Ideally Located Within Walking Distance To Schools and Close To Parks, Shopping, Public Transit & Everyday Amenities * Roof (7 yrs) Furnace & Hot Water Tank ( 10 yrs) More details
    Listed by CENTURY 21 PERCY FULTON LTD.
  • 55 Ontoro Boulevard in Ajax: South East House for sale : MLS®# E14121626

    55 Ontoro Boulevard South East Ajax L1Z 1X6
    Main Photo: 55 Ontoro Boulevard in Ajax: South East House for sale : MLS®# E14121626
    $1,339,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14121626
    Bedrooms:
    5
    Bathrooms:
    4
    RARE opportunity to enjoy lakeside living with the serenity of a rural setting and the convenience of suburban amenities. Welcome to 55 Ontoro Blvd, a custom-built, nearly 4,000 sq. ft. home situated on a private dead-end street along the shores of Lake Ontario. Nestled among just 25 custom homes, this exceptional property offers breathtaking lake views, outstanding privacy.Enjoy panoramic views from every level of the home, including the spectacular 800 sq. ft. rooftop terrace-an incredible outdoor retreat perfect for entertaining, relaxing, and taking in stunning sunrises, sunsets, and the surrounding natural beauty.This unique three-storey residence, built entirely above grade, features 5 bedrooms, 4 bathrooms, and 2 kitchens, offering exceptional flexibility for large or multi-generational families. The ground level has been beautifully renovated and offers a bright, self-contained living space with two separate walkouts to the backyard, surrounded by mature trees and lush landscaping. Ideal for in-laws, extended family, potential rental income, or additional entertainment space.The second and third floors are filled with natural light and designed for comfortable family living. The main level boasts an open-concept layout featuring a spacious kitchen with breakfast bar, generous living and dining areas, and seamless access to a large deck overlooking the lake. Enjoy morning coffee or evening gatherings while taking in the cool lake breeze and spectacular views.The upper level features a spacious family room bathed in natural light, two additional bedrooms, and a private primary retreat complete with a luxurious 5-piece ensuite and a south-facing balcony-the perfect place to unwind and enjoy peaceful evenings overlooking the water.Located on a quiet, tranquil street just steps from nature, bike trails, and a bird sanctuary, this is a rare opportunity to experience waterfront-inspired living in one of the area's most unique and private communities. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
  • 29 Ontoro Boulevard in Ajax: South East House for sale : MLS®# E14121534

    29 Ontoro Boulevard South East Ajax L1Z 1X6
    Main Photo: 29 Ontoro Boulevard in Ajax: South East House for sale : MLS®# E14121534
    $1,249,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14121534
    Bedrooms:
    5
    Bathrooms:
    3
    A rare opportunity to call one of Ajax's most cherished and rarely available streets home. Tucked away on a quiet dead-end street, steps from the lake and scenic trails, this is where the charm of a private lakeside community meets everyday convenience. Built by its original owner, this home offers thoughtful architectural details and timeless character you simply don't see as often anymore. From the moment you enter, soaring vaulted ceilings, beautiful natural light, and a thoughtfully designed layout welcome you in. Hardwood flooring complements the main living areas, while a beautiful arched entryway connects the living and dining rooms to a spacious open-concept kitchen overlooking the family room and sunroom. The generous primary bedroom features a 4-piece ensuite with a walk-in closet thoughtfully tucked inside, maximizing the bedroom space. Two additional spacious bedrooms offer hardwood flooring and double closets, with a conveniently located 4-piece bathroom. The sunroom is a standout of its own, offering the perfect home office, reading nook, or peaceful retreat overlooking the greenery beyond. Downstairs, a completely separate entrance leads to a spacious recreation area, two additional bedrooms, large windows, and ample storage. Whether for extended family, multigenerational living, or potential income opportunities, this level offers flexibility to make the space your own. As beautiful as the interior is, the setting is what makes this property truly special. Backing onto a serene greenbelt, surrounded by nature and a community where families put down roots, it's a lifestyle that's increasingly hard to find. Enjoy the peaceful surroundings while remaining minutes from Highway 401, the GO Station, schools, parks, shopping, and everyday essentials. Some homes are special because of what they offer. Others because of where they are, the stories they hold, and the possibilities they create. This one has a little bit of everything. A/C (2026) More details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
  • 10 Heber Down Crescent in Whitby: Brooklin House for sale : MLS®# E14122080

    10 Heber Down Crescent Brooklin Whitby L1M 1A8
    Main Photo: 10 Heber Down Crescent in Whitby: Brooklin House for sale : MLS®# E14122080
    $2,150,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14122080
    Bedrooms:
    7
    Bathrooms:
    4
    Discover refined luxury in this brand new custom built stone and brick residence on a premium 100 x 115 ft. lot in historic Old Brooklin. Offering approximately 4,200 sq. ft. of finished living space across three levels, this exceptional home blends timeless elegance with modern design. A breathtaking entrance welcomes you with soaring 19 ft. ceilings, floor to ceiling decorative wall moldings, a statement chandelier and a beautifully crafted staircase overlooking the grand two story foyer. The sun filled open concept living and dining areas feature oversized windows and a striking gas fireplace, creating a warm, inviting setting for everyday living and elegant entertaining. Throughout, discover 10 ft. main floor ceilings, crown moldings, custom millwork and graceful arched openings. The chef inspired kitchen offers quartz countertops, custom cabinetry, floating shelves, stainless steel appliances and a spacious walk in pantry. A private office, mudroom and powder room complete the main level. Upstairs, four generous bedrooms, three full bathrooms, convenient laundry and an expansive family room above the garage provide exceptional space for family living. The primary retreat features a walk in closet and beautifully appointed four piece ensuite. The finished lower level offers a private two bedroom in law suite with separate entrance through the garage, full eat in kitchen, living area, three piece bathroom, private laundry and oversized egress windows, ideal for multigenerational living. Landscaped front grounds and a generous backyard composite deck enhance the outdoor setting. Just a short stroll to historic downtown Brooklin's boutiques, cafés and restaurants, with parks, schools and commuter routes nearby. A rare opportunity in one of Brooklin's most desirable established neighborhoods. More details
    Listed by Keller Williams Energy Real Estate
  • 403 Walnut Street W in Whitby: Downtown Whitby House for sale : MLS®# E14121096

    403 Walnut Street W Downtown Whitby Whitby L1N 2W4
    Main Photo: 403 Walnut Street W in Whitby: Downtown Whitby House for sale : MLS®# E14121096
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14121096
    Bedrooms:
    7
    Bathrooms:
    3
    Legal duplex with third unit ready to go...owner occupied! Whether you're looking for an investment or a family home with extra income potential, this large home in a quiet, family-friendly neighbourhood of Whitby ticks all the boxes. With seven bedrooms (one currently being used as additional family room) and three bathrooms, split across three separate living areas, this home offers ample space and tons of flexibility. Easily walkable area close to schools, stores, public transit, school bus routes, and amenities. Just minutes to the 401 and 407. Fully fenced backyard with patio, lots of parking, and many upgrades throughout the house. New since 2022: composite front deck, hot water heater, main floor and upstairs windows, A/C, bathrooms refinished, upgraded insulation, and multiple appliances. This lovingly maintained house is move-in ready for its new family! More details
    Listed by RE/MAX COUNTRY LAKES REALTY INC.
  • Lot 89 Federica Street in Whitby: Brooklin House for sale : MLS®# E14122010

    Lot 89 Federica Street Brooklin Whitby L1M 1Z5
    Main Photo: Lot 89 Federica Street in Whitby: Brooklin House for sale : MLS®# E14122010
    $1,153,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14122010
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning, 38' Detached 2,559 sq. ft. Double Car Garage Home Designed w/ Comfort & Style. Boasting 4 spacious bedrooms and 4 washrooms. The 9' Main and 2nd Floors feature smooth ceilings. The Elegant hardwood floors on the main complemented by the stained oak veneer stairs add warmth and character leading to 2nd Floor Landing. The main floor welcomes you with a spacious family room, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped Stone Countertops, Flush Breakfast Bar Island, with stainless steel appliance, sleek ceramic backsplash and walkout to Private backyard. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-pc ensuite complete with frameless glass shower and free-standing bathtub. The additional 3 bedrooms are bright, spacious and offer direct access to Bathroom, ideal for family or guests. Basement includes a cold cellar and a 3-pc rough-in* Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
  • Lot 8 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E14122150

    Lot 8 Joyce Marshall Drive Brooklin Whitby L1M 1Z5
    Main Photo: Lot 8 Joyce Marshall Drive in Whitby: Brooklin House for sale : MLS®# E14122150
    $1,238,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14122150
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to this stunning, Detached Model offering 3,145 sq. ft. of beautifully finished spaces. Boasting 4 spacious bedrooms and 5 washrooms. This home is designed with comfort and style in mind. The main floor welcomes you with a spacious Family Room, Dining Room and Den with Gleaming Hardwood Flooring and walkout to backyard, expanding your living space to the outdoors, perfect for gatherings. The gourmet kitchen is a chef's dream, equipped with stainless steel appliance, sleek ceramic backsplash. Walk-in from Garage Door Entrance into ceramic tiled mudroom. The primary bedroom is a true retreat, featuring a generous walk-in closet and luxurious 5-piece ensuite complete with frameless glass shower and free-standing bathtub for ultimate relaxation. The additional bedrooms are bright and spacious, ideal for family or guests. The basement includes a cold cellar and a 3-piece rough-in for future customization. * Price Exclusive of HST. The referenced federal and Ontario temporary enhanced GST/HST rebate measures are proposed and not yet in effect. The availability of the applicable rebate depends on enactment of the necessary legislation by the Government of Canada and/or the Government of Ontario. The availability, eligibility criteria, rebate amounts, application forms, and timing will be determined by legislation and by administrative guidance issued by the applicable authorities. Any price or incentive that references or assumes the temporary enhanced GST/HST rebate (including "net of rebate" pricing) is conditional on the applicable legislation being enacted as anticipated and on the purchaser's eligibility. If the legislation is not enacted, is enacted with different terms or timing, or the purchaser is ineligible, any assumed rebate will not apply, and the purchaser may be responsible for the full purchase price without the benefit of any such rebates. More details
    Listed by INTERCITY REALTY INC.
1-12/1,500
Data was last updated October 27, 2026 at 08:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.