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 1,806 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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  • 883 Strouds Lane in Pickering: Dunbarton House for sale : MLS®# E14090674

    883 Strouds Lane Dunbarton Pickering L1V 7G1
    Main Photo: 883 Strouds Lane in Pickering: Dunbarton House for sale : MLS®# E14090674
    $1,990,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14090674
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this spacious detached 2-storey family home in Pickering's highly desirable Dunbarton community. Featuring a substantial 5-bedroom, 4-bathroom layout, this property offers excellent potential and functional space for a growing family. Superb location within walking distance to schools and just minutes from Hwy 401, public transit, parks, and shopping. More details
    Listed by RE/MAX WEST REALTY INC.
  • 12 Elderbridge Road in Brampton: Toronto Gore Rural Estate House for sale : MLS®# W14090532

    12 Elderbridge Road Toronto Gore Rural Estate Brampton L6P 4G5
    Main Photo: 12 Elderbridge Road in Brampton: Toronto Gore Rural Estate House for sale : MLS®# W14090532
    $1,569,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14090532
    Bedrooms:
    7
    Bathrooms:
    6
    !!Gorgeous !! Welcome To Beautiful residence in Brampton's prestigious Vales of Humber community. 4 Bedrooms + 3 Bedrooms legal Basement. The grand main level boasts a private Office, formal Living/Dining, an expansive Family Room Offers A Cozy And Comfortable Seating With Fireplace . Gourmet Kitchen Equipped With High-End Stainless-Steel Built -In Appliances, Centre Island and a bright breakfast area with walkout to the backyard. Hardwood W Flooring Through Out Main And Second Level, .The Master Suite Is Luxurious, Featuring A Spacious Walk-In Close And En-Suite Bathroom With A Soaking Tub And A Separate Walk-In Shower And Two Separate Sinks. Second Master Bedroom enjoys its own ensuite. Bedrooms three and four share a Jack-and-Jill Washrooms. The fully finished lower level offers 3 Bedroom legal Apartment with separate entrance, full kitchen, spacious living area, and two full bathrooms. Generating rental income approx. $3000/ Month. Complete with an extended driveway, 200-amp electrical service, and located close to parks, schools, new shopping plaza, New biggest Library, major transit corridors More details
    Listed by RE/MAX MILLENNIUM REAL ESTATE
  • 35 Seward Crescent in Ajax: Northeast Ajax House for sale : MLS®# E14089830

    35 Seward Crescent Northeast Ajax Ajax L1Z 2C3
    Main Photo: 35 Seward Crescent in Ajax: Northeast Ajax House for sale : MLS®# E14089830
    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14089830
    Bedrooms:
    6
    Bathrooms:
    4
    Over $152,000 in original builder upgrades on a wide 62-foot lot in Northeast Ajax's sought-after Hamlet community by Tribute Communities, with a finished basement and separate entrance delivering immediate rental income potential. This 4+2 bedroom, 4-bathroom detached home spans 2,500sqft with 9-foot ceilings, rich dark hardwood floors across the entire main level, wrought iron staircase railings, and an open-concept layout flowing from the granite kitchen, ceramic tile flooring through the formal dining room to the family room anchored by a gas fireplace. The primary suite has a 4-piece ensuite and closet organizers; three additional upper bedrooms each have walk-in closets. The fully finished lower level features a newly vacant, private separate entrance, two bedrooms, a 4-piece ensuite, recreation room with approximately 30 pot lights, and a games room - a complete suite that significantly offsets carrying costs for owner-occupants and investors alike. Private double driveway, 2-car built-in garage, tumbled stone patio, three minutes to schools and parks, and seamless access to Highways 401, 407, and 412. More details
    Listed by RARE REAL ESTATE
  • 928 Portage Road in Kawartha Lakes: Eldon House for sale : MLS®# X14089690

    928 Portage Road Eldon Kawartha Lakes K0M 2B0
    Main Photo: 928 Portage Road in Kawartha Lakes: Eldon House for sale : MLS®# X14089690
    $3,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14089690
    Bedrooms:
    5
    Bathrooms:
    4
    Escape to your own private piece of the countryside where an impressive 1867 Confederation Log Home and beautifully renovated second residence, massive steel shop and rolling farmland come together to create an exceptional property. Set well back from the road at the end of a driveway stretching over 1 km, the spectacular main residence offers approximately 4800 sq. ft. of finished living space with 3+2 bedrooms and 3+1 bathrooms. Step inside and be captivated by the soaring vaulted ceiling, stone gas fireplace and an abundance of windows flooding the home with natural light. At the heart of the home is a spacious country kitchen featuring solid wood cabinetry, granite countertops, a large centre island and huge walk-in pantry. A separate sitting room surrounded by tall windows provides the perfect place to unwind while enjoying the peaceful rural views. The stunning primary suite includes a private 4-piece ensuite and walkin closet.The finished walkout basement provides incredible additional living space and features a roughed-in kitchen, living room featuring a 2nd stone gas fireplace offering exciting potential for extended family or an in-law setup. A built-in stereo and security system with speakers throughout the home and garage adds to the impressive list of features. Outdoor living is equally spectacular! Relax in the three-season room off the kitchen with walkout to the extensive 2nd storey deck, or enjoy your morning coffee from the beautiful front deck overlooking the countryside. And there's more! The second one-bedroom home has recently undergone a major renovation, showcasing a stunning kitchen with large island open to the dining and living areas, plus a gorgeous new bathroom with soaker tub and shower. Need space for toys, equipment or projects? The heated 40' x 60' steel shop features a concrete floor and car hoist. With over 135 acres, two residences, an incredible shop and outstanding privacy, it's easy to fall in love with this one. More details
    Listed by iCloud Realty Ltd.
  • 51 Gloria Crescent in Whitby: Williamsburg House for sale : MLS®# E14089760

    51 Gloria Crescent Williamsburg Whitby L1P 1V3
    Main Photo: 51 Gloria Crescent in Whitby: Williamsburg House for sale : MLS®# E14089760
    $1,899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14089760
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 51 Gloria Cres, a custom-built bungalow on a 39 x 184 ft lot in the prestigious Williamsburg community. Step inside and feel at home right away. Featuring hardwood floors throughout, this inviting home offers a spacious open-concept layout with a granite kitchen, eat-in area, and great room perfect for family living. Built-in speakers add extra comfort and charm. The main level features two large bedrooms, including a primary suite with a walk-in closet and ensuite with jacuzzi tub. Also included are a large office, powder room, and laundry room with access to the two-car garage with high ceilings. The great room walks out to a large deck with a gas line for your BBQ or smoker. The walkout lower-level features two large bedrooms both with ensuites, exercise space, and a spacious open-concept living area with a kitchenette. It is rare to find a home like this For Sale on a quiet crescent. Just steps to amenities, schools, parks, Thermea Spa, big box stores, transit, and Highways 412, 407, and 401. Do not miss this rare opportunity to own an exceptional bungalow in Williamsburg. This is a must-see home! More details
    Listed by ROYAL HERITAGE REALTY LTD.
  • 23 Telegraph Drive in Whitby: Williamsburg House for sale : MLS®# E14090534

    23 Telegraph Drive Williamsburg Whitby L1P 1S2
    Main Photo: 23 Telegraph Drive in Whitby: Williamsburg House for sale : MLS®# E14090534
    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14090534
    Bedrooms:
    4
    Bathrooms:
    3
    PREPARE TO BE WOWED IN WILLIAMSBURG! This beautifully renovated 4-bedroom, 3-bathroom home is anything but ordinary! From the charming covered front porch to the spectacular backyard oasis, every inch is designed to impress. Step inside to discover stylish finishes, beautiful flooring and a welcoming living room, but the real showstopper is the MASSIVE renovated open-concept kitchen, dining and family room! Soaring vaulted ceilings, skylights, expansive windows and a cozy fireplace create an incredible space filled with natural light. The gorgeous kitchen features crisp white cabinetry, sleek countertops, stainless steel appliances and a contrasting centre island with seating-perfect for everyday living or entertaining a crowd! Walk out to the elevated deck overlooking your private backyard retreat. Upstairs, the spacious primary bedroom offers a relaxing escape with a beautifully renovated ensuite and glass-enclosed shower. Three additional bedrooms provide room for family, guests or a home office. Need more space? The finished WALKOUT basement delivers with a SECOND KITCHEN, generous recreation room and flexible living areas-ideal for extended family or multigenerational living-with direct access to the backyard. AND WHAT A BACKYARD! Enjoy a sparkling inground pool, expansive stone patio, covered entertaining area and elevated deck. Summer parties, family barbecues or quiet evenings under the stars-this is your own resort-inspired getaway! Rooftop solar panels are under contract. All of this in sought-after Williamsburg, close to schools, parks, trails, shopping and commuter routes. WHY GO ON VACATION WHEN YOU CAN LIVE IN PARADISE? More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 34 Waterfront Crescent in Whitby: Port Whitby House for sale : MLS®# E14090178

    34 Waterfront Crescent Port Whitby Whitby L1N 0M9
    Main Photo: 34 Waterfront Crescent in Whitby: Port Whitby House for sale : MLS®# E14090178
    $1,299,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14090178
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this spectacular, spacious and sun-filled 4 Bedroom family size home located at the end of a private crescent in the most desirable neighbourhood of Whitby's most ideal lakeside location. This beautiful contemporary elevation detached home is backing onto open green space and park provides plenty of sun exposure and privacy. Long deep lot can accommodate up to 4 cars on the driveway. NORTHEAST facing home. Private location walking distance to the school and park. Featuring 9-foot ceilings on both main and second floor, a rare find in this area of town. Hardwood floors on main level and oak staircase. Almost 3,000 sq.ft of open concept, spacious and practical layout, sleek quartz countertops, and a kitchen island ready to inspire your culinary creations! Cozy Family room with fireplace. Separate dining and family rooms. Primary features 5 pc ensuite & oversized walk-in closet. Bonus computer niche on second level. Full unspoiled basement ready for your personal touch. Rough-in for EV charge. 200 Amp electrical service. MUST SEE HOME! Don't miss the chance to own this rarely offered brand new home in super amazing location. Surrounded by parks, and top-rated schools like cole lmentaire Antonine Maillet and Whitby Shores Public School just a 2-minute walk away, every aspect of family life is effortlessly catered to. Conveniently located across from Portage Park, this new home offers easy access to The Whitby Yacht Club, Lakeridge Health Whitby Hospital, Iroquois Park Sports Centre, and the Whitby Go Station is just 5 minutes drive. With highways 401, 412, and 407 at your fingertips, explore Ontario at your leisure. This property embodies the essence of modern convenience and irresistible charm in Whitby Shores, making it the perfect choice for families seeking a truly enriching lifestyle. More details
    Listed by PIVOT REAL ESTATE GROUP
  • 7167 Carscadden Road in Clarington: Rural Clarington House for sale : MLS®# E14089676

    7167 Carscadden Road Rural Clarington Clarington L0B 1M0
    Main Photo: 7167 Carscadden Road in Clarington: Rural Clarington House for sale : MLS®# E14089676
    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14089676
    Bedrooms:
    5
    Bathrooms:
    2
    INCREDIBLE NEW PRICE! ONE-OF-A-KIND COUNTRY RETREAT IN ORONO! Nestled on 4.83 acres along the Ganaraska River, this extraordinary retreat offers exceptional privacy, natural beauty and endless possibilities. Discover 3 tranquil ponds, cascading waterfalls and picturesque views from the home's many windows. WHY ORONO? Enjoy small-town Ontario charm with convenient access to Highways 401 & 407. Minutes from local amenities and outdoor recreation, including hiking and skiing, this peaceful setting offers country living while remaining connected to Durham Region and the GTA. THE PROPERTY - This distinctive two-storey home offers 4+1 bedrooms and generous living spaces filled with warmth and character. Handcrafted wood interiors, Brazilian cherry hardwood flooring and walls of windows showcase the surrounding landscape. The custom kitchen features granite countertops, built-in appliances and an island. The spacious main-floor primary bedroom includes a fireplace and walkout to the grounds; originally designed as the living room, it can easily be converted back. Upstairs are 4 bedrooms, laundry and a family room overlooking the property. A home office with private deck overlooks a charming waterfall. The former workshop is now a versatile 3-room studio/recreation space with infrared sauna and relaxation area. Three ponds are fed by an approximately 125-ft-deep artesian well. Features include a steel roof and quality Maibec CanExel siding. Enrolled in the Managed Forest Tax Incentive Program, subject to eligibility. WHY MULTI-GENERATIONAL LIVING WORKS HERE - With generous living areas, flexible spaces and a separate studio, there's room for family to come together while enjoying space for hobbies, creative pursuits or working from home. A PRIVATE SANCTUARY WITH ENDLESS POSSIBILITIES! - you're seeking a country retreat, room for family or a unique lifestyle surrounded by nature, this remarkable property deserves a closer look. Come take a look! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 104 Nawautin Drive in Alnwick/Haldimand: Grafton House for sale : MLS®# X14089990

    104 Nawautin Drive Grafton Alnwick/Haldimand K0K 2G0
    Main Photo: 104 Nawautin Drive in Alnwick/Haldimand: Grafton House for sale : MLS®# X14089990
    $3,999,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14089990
    Bedrooms:
    5
    Bathrooms:
    6
    Architect-designed Lake Ontario estate, built without compromise. Set on approx. 1.45 private acres with approx. 300 ft of armour-stone shoreline with a landing and steps to the beach, this 5-bed, 6-bath residence, including a main-floor bedroom with full bath, offers 4,600 sq ft above grade plus a 2,190 sq ft walk-out lower level. Designed and completed in 2022 with a interior designer, structural engineer and hand-selected trades. South-facing lake views from the living spaces, the den and the primary suite. Solid 3/4" live-sawn white oak floors, 7" wide in random lengths of up to 14 ft, milled to order by William & Henry of New Hampshire. 10 ft main-floor ceilings (vaulted primary bedroom and second bedroom), white oak beams and a white oak staircase. Two custom steel-and-glass window walls frame the study and the lake-facing den. Chef's kitchen with quartz waterfall island, quartz backsplash, Sub-Zero, Wolf speed oven, Fisher & Paykel induction, Brizo pot filler and a fitted pantry. Living room with fieldstone fireplace, cast-stone mantel and custom built-ins. Lake-facing primary retreat with stone fireplace, and an ensuite in herringbone polished marble with a Kohler rain shower. Custom millwork in nearly every room, Cambria and Silestone quartz, Circa Lighting fixtures and Phillip Jeffries linen wallcovering in the study. Exceptional build quality: triple-pane Pella aluminum windows, spray-foam envelope, standing-seam steel roof, James Hardie siding with natural stone, and a mahogany front door. Two-zone Trane system with HRV and steam humidifier, natural gas, 400-amp service, Generac standby generator, monitored security and smart irrigation. Limestone terrace with frameless glass overlooking the water. Attached, insulated 2-car extra deep garage with EV charger. Drawings, permits, engineer's reports and transferable warranties. Approx. 90 min to downtown Toronto, Oakville (via 407), 70 min to Prince Edward County, 10 min to Cobourg and VIA Train Station. More details
    Listed by Royal LePage Real Estate Services Ltd., Brokerage and ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 14226 Little Lake Road in Cramahe: Rural Cramahe House for sale : MLS®# X14090300

    14226 Little Lake Road Rural Cramahe Cramahe K0K 1H0
    Main Photo: 14226 Little Lake Road in Cramahe: Rural Cramahe House for sale : MLS®# X14090300
    $1,699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14090300
    Bedrooms:
    5
    Bathrooms:
    5
    Set on the peaceful shores of Little Lake, this exceptional 4,500+ sq. ft. waterfront home offers 5 bedrooms, 5 bathrooms, a fully finished walkout basement, and the perfect balance of luxury, comfort, and privacy. A grand double-door entry opens to an impressive main floor with vaulted ceilings, transom windows, and expansive living spaces designed to maximize natural light and stunning lake views. The custom kitchen is a chef's dream, featuring premium Café appliances, quartz countertops, a large centre island, high-end cabinetry, and a fully equipped butler's pantry with a second dishwasher. Enjoy cozy evenings by the built-in fireplace or effortless indoor-outdoor living on the covered deck overlooking the water. Thoughtfully selected lighting fixtures throughout the home enhance its character and elevate every space. The primary suite is a private retreat with breathtaking lake views, walkout access to the glass-railed deck, a walk-in closet, and a luxurious 5-piece ensuite with heated floors. Two additional bedrooms share a spacious 5-piece bath, while a loft area provides the perfect space for a home office or sixth bedroom. The bright walkout lower-level features 9-foot ceilings, a dedicated home gym, two additional bedrooms, two bathrooms, a den/playroom, and a spacious recreation room with lake views and a bar area that could easily be converted into a kitchenette. Its versatile layout is ideal for multi-generational living, working from home, or hosting extended family and guests. Outside, beautiful grounds create multiple spaces to relax and entertain. Enjoy year-round waterfront living with a private dock, fire pit, hammock, swings, boating, paddle boarding, swimming, fishing, skating, and unforgettable sunsets. Just one hour from the GTA, this remarkable property offers the ultimate lakeside lifestyle in every season. More details
    Listed by Re/Max Hallmark First Group Realty Ltd.
  • 444 Bullis Road in Brighton: Rural Brighton House for sale : MLS®# X14090100

    444 Bullis Road Rural Brighton Brighton K0K 1H0
    Main Photo: 444 Bullis Road in Brighton: Rural Brighton House for sale : MLS®# X14090100
    $1,049,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14090100
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to this exceptional, only 6-year-old home offering over 1,900 sq. ft. of beautifully finished living space in a sought-after Brighton location, just minutes from a superior golf course! From the moment you step inside, the quality and thoughtful design are evident. Superior finishes include soaring vaulted ceilings, engineered hardwood flooring, quartz countertops, under-mount kitchen lighting, oversized windows throughout, and 9-foot ceilings on both levels. A beautifully lit stairwell leads to the lower level, creating a bright and welcoming extension of the home. The spacious primary suite is a true retreat, featuring a luxurious 4-piece ensuite with glass shower and stylish honeycomb tile, plus a huge walk-in closet complete with custom built-ins. With four bedrooms and three full bathrooms, there is plenty of room for family and guests. The impressive lower-level home gym could easily be converted to a fifth bedroom, offering exceptional flexibility to suit your needs. A dedicated home office provides the perfect space for working from home, while abundant storage throughout the home keeps everything organized. Step outside to the large covered porch overlooking the spacious, private backyard - an ideal setting for morning coffee, entertaining, or relaxing at the end of the day. Beautiful gardens and a backyard fire pit create an inviting outdoor oasis where evenings can be spent enjoying the stars. All this in a fantastic location - just a 5-minute drive to town and approximately 10 minutes to major highway access for commuters. Stylish, spacious, exceptionally well-maintained, and move-in ready, this is a home designed to be enjoyed inside and out! More details
    Listed by Royal LePage ProAlliance Realty
  • 1406 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08) : MLS®# E14086400

    1406 20 Guildwood Parkway Guildwood Toronto M1E 5B6
    Main Photo: 1406 20 Guildwood Parkway in Toronto: Guildwood Condo Apartment for sale (Toronto E08)  : MLS®# E14086400
    $1,225,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E14086400
    Bedrooms:
    2
    Bathrooms:
    2
    If you've been waiting for a truly one-of-a-kind Terrace suite, this is the one you've been dreaming of! This exceptional "mansion in the sky" offers an impressive 2,194 sq. ft. of luxurious single-level living, complemented by an extraordinary 600 sq. ft. private terrace (with 5 walk-outs!!) showcasing unparalleled panoramic Lake views. Rarely does an opportunity of this calibre come along! With its generous proportions and five walk-outs to the expansive outdoor space and breathtaking setting, this remarkable residence offers the ultimate blank canvas for discerning Buyers to create a spectacular home tailored entirely to their own vision and lifestyle. Imagine morning coffee overlooking the lake, sunset cocktails on your private terrace, and effortless indoor-outdoor entertaining on a grand scale. Whether you envision a sophisticated contemporary retreat, an elegant entertainer's paradise or your own private forever home, the possibilities are virtually limitless. A truly rare offering where exceptional space, extraordinary views and endless potential come together to create your own personal paradise in the sky. You'll also enjoy the Gates of Guildwood's fabulous amenities - including an indoor salt-water pool & whirlpool, Billiards, Gym, Squash, Tennis, Pickleball, indoor Golf practice & outdoor putting green & more! Stroll through 10 acres of meticulously manicured grounds & gardens! Easy access to Go Train, TTC & local shopping! This Suite also comes with a huge ensuite storage rm, a separate locker and two side-by-side parking spots! Don't miss this one! More details
    Listed by EVANOFF REAL ESTATE LTD.
1-12/1,500
Data was last updated October 17, 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.