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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We have found a total of 1,807 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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  • 50 Button Crescent: Uxbridge House for sale : MLS®# N14114028

    50 Button Crescent Uxbridge Uxbridge L9P 1Z6
    Main Photo: 50 Button Crescent: Uxbridge House for sale : MLS®# N14114028
    $1,249,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N14114028
    Bedrooms:
    3
    Bathrooms:
    4
    Come and discover this charming three-bedroom bungalow in the desirable Wooden Sticks neighbourhood of Uxbridge, situated on a picturesque ravine lot. The bright, open-concept kitchen overlooks serene greenspace, while the walk-out finished basement provides flexible living space while still offering abundant storage. It also features separate dining room and main floor office spaces. Enjoy the indoor access to the attached two-car garage and driveway that offer plentiful parking. The property is completed by a private, well-sized yard-ideal for outdoor enjoyment and entertaining. Conveniently within walking distance to Wooden Sticks golf course, trails, shopping, transit and more, this home would be perfect as your next Home Sweet Home More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
  • 14 Hillman Drive in Ajax: South East House for sale : MLS®# E14113814

    14 Hillman Drive South East Ajax L1S 6Y3
    Main Photo: 14 Hillman Drive in Ajax: South East House for sale : MLS®# E14113814
    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14113814
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to lakeside living at its absolute finest in highly sought-after South Ajax. This beautiful detached 4-bedroom, 2.5-bathroom family home sits on a premium lot just steps from the Waterfront Trail, offering the perfect blend of natural beauty, meticulous outdoor spaces, and multi-generational living flexibility. Stepping inside, the main residence welcomes you with a spacious and functional layout designed for modern family life. The living and dining areas flow effortlessly into a well-appointed kitchen, creating an ideal environment for daily living and lively entertaining alike. Upstairs, you will find four generously sized bedrooms, including a peaceful primary retreat, alongside 2 beautifully maintained baths.The backyard is an absolute private oasis, meticulously designed for outdoor enjoyment. Step out onto the expansive, large wooden deck, which features a attached gazebo-your new favourite spot for al fresco dining, morning coffees, or evening relaxation while overlooking the manicured lawns and perennial beds.The hidden surprise of this property is the fully private in-law suite. Accessible exclusively through a secure entrance in the garage, this secondary unit offers complete architectural separation and ultimate privacy. Perfect for multi-generational families, long-term guests, or adult children, this space features: A bright, open-concept living, dining, kitchen, and breakfast area. A modern 3-piece bathroom equipped with a sleek glass shower. A dedicated laundry tower for complete independent living. The oversized bedroom has a large mirrored closet, a home office/dressing alcove with building-code-compliant egress window.Unbeatable location just a short, scenic walk to the lake, waterfront parks, top-rated schools, transit, and quick access to the 401 and Ajax GO Station. This rare gem offers endless possibilities and must be seen to be truly appreciated! More details
    Listed by ENGEL & VOLKERS TORONTO CENTRAL
  • 2124 Rudell Road in Clarington: Newcastle House for sale : MLS®# E14113854

    2124 Rudell Road Newcastle Clarington L1B 0L3
    Main Photo: 2124 Rudell Road in Clarington: Newcastle House for sale : MLS®# E14113854
    $1,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14113854
    Bedrooms:
    7
    Bathrooms:
    5
    Absolutely Stunning Executive Detached Home with a Legal Basement Apartment! Offering approximately 4,100 sq. ft. of beautifully designed living space, including a legal 3-bedroom basement apartment with separate entrance and private laundry! This exceptional property features 7 bedrooms and 5 bathrooms, ideal for large families, multi-generational living, or excellent rental income potential. Situated on one of the largest lots in the neighbourhood, featuring an extra-deep, fully fenced private backyard. The elegant interior showcases 9-foot ceilings, beautiful hardwood flooring, pot lights, crown moulding, upgraded tiling, and quartz countertops. The gourmet kitchen features quartz countertops, , and convenient formal dining room. The bright breakfast area offers a walkout to the backyard, while the spacious family room features a beautiful linear gas fireplace and elegant waffle ceiling. The upper level offers 4 generously sized bedrooms, 3 full bathrooms, and a spacious laundry room. All bedrooms enjoy ensuite or semi-ensuite bathroom access, while the primary and second bedrooms feature oversized walk-in closets. The legal basement apartment features a private separate entrance, full kitchen, 3 bedrooms, bathroom, and separate laundry, offering excellent flexibility for extended family or potential rental income. Additional highlights include Zebra Blinds, an extra-deep fenced backyard, and potential parking for Total 4 vehicles, subject to municipal regulations. Conveniently located near Bowmanville Hospital, schools, parks, recreation centres, Newcastle downtown, GO Bus service, shopping, and everyday amenities. Minutes to Highways 401 and 115. A Rare Opportunity to Own a Spacious, Upgraded Family Home with a Legal Basement Apartment in a Desirable Neighbourhood! More details
    Listed by RE/MAX CROSSROADS REALTY INC.
  • 441 Lakeshore Road in Alnwick/Haldimand: Grafton House for sale : MLS®# X14113730

    441 Lakeshore Road Grafton Alnwick/Haldimand K0K 2X0
    Main Photo: 441 Lakeshore Road in Alnwick/Haldimand: Grafton House for sale : MLS®# X14113730
    $2,590,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X14113730
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to 441 Lakeshore Road, a stunning lakeside residence nestled in the peaceful and picturesque community of Alnwick/Haldimand. Offering breathtaking, unobstructed views of Lake Ontario, this remarkable home combines elegant design, spacious living, and the tranquility of waterfront living. Step inside and be impressed by the spectacular soaring ceilings, expansive windows, and bright, open-concept living spaces. The magnificent great room is filled with natural light, creating an inviting atmosphere while showcasing panoramic lake views. The spacious kitchen and dining areas flow seamlessly into the main living space, making this home ideal for both everyday living and entertaining family and friends. Step outside to the expansive backyard overlooking the sparkling waters of Lake Ontario. Imagine enjoying your morning coffee while watching the sunrise over the lake, relaxing in the peaceful surroundings, or hosting unforgettable gatherings against a stunning waterfront backdrop. Surrounded by natural beauty, this exceptional property offers a wonderful escape from the hustle and bustle of city life. Located in the desirable Alnwick/Haldimand area, close to Grafton, Cobourg, scenic nature trails, parks, and the beautiful Lake Ontario shoreline. Exceptional Features: Impressive 20-foot soaring ceiling in the living room. 10-foot ceiling on the main floor. 9-foot ceiling on the 2nd floor. Potential in-law suite on the main floor, offering excellent flexibility for extended family living. More details
    Listed by WANTHOME REALTY INC. and CENTURY 21 MYPRO REALTY
  • 2636+ Lakeshore Drive in Ramara: Rural Ramara House for sale : MLS®# S14110552

    2636+ Lakeshore Drive Rural Ramara Ramara L0K 1B0
    Main Photo: 2636+ Lakeshore Drive in Ramara: Rural Ramara House for sale : MLS®# S14110552
    $1,400,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14110552
    Bedrooms:
    5
    Bathrooms:
    1
    A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin, offered together as one exceptional waterfront assembly. The offering includes three separate waterfront parcels (PINs 587150104, 587150105, and 587150106), boasting approximately 151 feet of natural rocky shoreline, coveted western exposure, and breathtaking Lake Simcoe sunsets. Additionally, a substantial 1.58-acre parcel (PIN 587150212) is located directly across Lakeshore Drive from the waterfront lands. A charming five-bedroom cottage, originally built in 1927, is situated on one of the waterfront parcels (PIN 587150105) and features an LG heat pump for heating and cooling. Please note that the property does not have laundry facilities. Combined, the four parcels total approximately 1.93 acres, representing an increasingly rare land holding on one of Ontario's most desirable lakes. Whether your vision is a private family compound, a multi-generational cottage retreat, future redevelopment, or a unique waterfront investment, the possibilities are remarkable. Multi-parcel waterfront offerings of this scale and flexibility rarely come to market. See Realtor Remarks for complete parcel-by-parcel details. More details
    Listed by Royal Lepage Kawartha Lakes Realty Inc.
  • 2860 Concession Road in Ramara: Rural Ramara House for sale : MLS®# S14110338

    2860 Concession Road Rural Ramara Ramara L0K 1B0
    Main Photo: 2860 Concession Road in Ramara: Rural Ramara House for sale : MLS®# S14110338
    $1,080,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14110338
    Bedrooms:
    3
    Bathrooms:
    3
    Introducing an exciting pre-construction opportunity in beautiful Ramara - 3 custom-built bungalow homes designed with exceptional craftsmanship, modern comfort, and quality finishes throughout. Expected to be completed this year, these stunning homes offer buyers the rare chance to secure a brand-new custom residence in a growing and desirable community. Each home features 3 spacious bedrooms and 3 elegant washrooms, thoughtfully designed layouts, premium-quality finishes, beautiful wood flooring, and custom wood trims carefully selected to suit today's modern lifestyle. Situated on impressive 109 ft x 328 ft lots, these properties provide the perfect balance of privacy, space, and peaceful country living.Built with a cistern water system for efficient rural living, these homes are ideal for families, retirees, investors, or buyers looking for a vacation property with long-term value and appreciation potential. Enjoy the convenience of being within walking distance to local attractions and amenities such as Grand Harbour Marina, Lagoon City Park, Lanterra Ristorante, Couchingching Golf & Country Club, Lake Simcoe, Lake Couchingching, waterfront activities, parks, trails, go-kart entertainment, and more. With Ramara continuing to grow in popularity, this is an excellent opportunity to invest in a high-demand area before completion. Whether you are looking for your dream home, a weekend retreat, or a smart real estate investment, these pre-construction custom homes offer luxury, lifestyle, and future value all in one. Secure your opportunity today before completion and take advantage of owning a brand-new custom-built home in beautiful Ramara. More details
    Listed by REMAX YOUR COMMUNITY REALTY
  • 18 Ivan Road in Toronto: Centennial Scarborough House for sale (Toronto E10) : MLS®# E14111818

    18 Ivan Road Centennial Scarborough Toronto M1C 1V2
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 18 Ivan Road in Toronto: Centennial Scarborough House for sale (Toronto E10)  : MLS®# E14111818
    $1,149,997
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14111818
    Bedrooms:
    3
    Bathrooms:
    3
    Country Living In The City! Set On A Quiet Street In The Sought-After Pocket Of Centennial Scarborough, This Upgraded Detached Home Sits On A Rare 50 X 220 Ft Private Lot Surrounded By Custom Multi-Million Dollar Homes. Move In Now, With The Option To Expand In The Future. It Offers 3 Bedrooms, 3 Washrooms, And A Versatile Layout With Room To Grow. The Bright Interior Features Hardwood Floors Throughout The Main Floor, Multiple Bay Windows, And A Kitchen With Quartz Countertops And Stainless Steel Appliances. Relax In The Spacious Family Room, Or Enjoy The Finished Rec Room With A Full Bath, Ideal For Entertaining Or Working From Home. A Separate Side Entrance Offers Potential For Additional Rental Income (Buyer To Verify). Step Outside To A Deep, South-Facing Backyard That Gets Sun All Day, With Plenty Of Room For Gardening, Entertaining, Or A Future Addition Or Garden Suite (Buyer To Verify With The City). Covered Gazebo. Complete With A Tandem Garage And Ample Driveway Parking, This Home Is Close To Schools, Parks, Shopping, TTC, The University Of Toronto Scarborough, Rouge National Urban Park, The Port Union Waterfront Trails, And Rouge Hill GO Station. More details
    Listed by HOMELIFE/FUTURE REALTY INC.
  • 21 Ivan Road in Toronto: Centennial Scarborough House for sale (Toronto E10) : MLS®# E14111054

    21 Ivan Road Centennial Scarborough Toronto M1C 1V1
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 21 Ivan Road in Toronto: Centennial Scarborough House for sale (Toronto E10)  : MLS®# E14111054
    $1,198,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14111054
    Bedrooms:
    4
    Bathrooms:
    3
    Rare Custom-Built 4-Level Backsplit in Toronto's Coveted Centennial Community! For the first time ever, this exceptional family home is hitting the market. Meticulously built and lovingly maintained by its original owners, this expansive 4-level backsplit boasts over 2,500 square feet of functional, multi-level living space and a pool-sized rear yard. From the moment you pull into the private 3-car driveway and into the 2-car garage, the pride of ownership and superior construction quality are instantly clear.The main level welcomes you with timeless hardwood floors, elegant crown mouldings, Pella Windows and bright principal rooms designed for seamless entertaining. Cook with ease in the beautiful kitchen, which effortlessly connects to the formal living and dining areas. Upstairs, you will find generous bedrooms and simply refreshed bathrooms (3 total throughout the home), offering modern comfort for the whole family. The lower level expands your lifestyle options with a massive, sun-filled family room featuring large above-grade sliding glass doors and window. A convenient separate side entrance-perfect for an in-law suite setup, or a private teen retreat. Need more space? The deeper fourth level presents 842 sqft of completely dry, blank-canvas basement and storage. It is the ultimate flex space, ready to grow with your needs-whether you envision a home theatre, a personal gym, or a secondary suite. Nestled on a coveted, quiet & mature street in Centennial, you are just minutes from top-rated schools, Wexford Collegiate, UofT Scarborough Campus, Colonel Danforth Park, the Rouge National Urban Park, the Port Union Waterfront Trail, and the Rouge Hill GO Station. Don't miss this once-in-a-generation opportunity to customize a rock-solid, custom-built home in Toronto's premier lakeside neighbourhood! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 1314 Concession 9 Road in Ramara: Rural Ramara House for sale : MLS®# S14111734

    1314 Concession 9 Road Rural Ramara Ramara L0K 1B0
    Main Photo: 1314 Concession 9 Road in Ramara: Rural Ramara House for sale : MLS®# S14111734
    $1,099,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S14111734
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to your private rural retreat! Nestled on 50 picturesque acres, this spacious 4-bedroom, 2-bathroom home offers the perfect balance of functional country living and ultimate recreational freedom.The acreage features a excellent mix of land-the majority is cleared and workable (ideal for farming, horses, or income potential), while the remaining acreage is anchored by a mature mixed forest rich with hardwoods and maples. The property also features a barn currently set up for horses, multiple fenced paddocks and a separate storage building. For water enthusiasts, adventure awaits right around the corner with a convenient public boat launch located right at the end of the road on Lake Dalrymple.Enjoy total peace and privacy without sacrificing convenience: you are just a short drive from Orillia, world-class entertainment at Casino Rama, and positioned for an easy, straightforward commute to the GTA. Whether you are looking to farm, explore your own trails, or simply escape the hustle and bustle, this property offers endless possibilities. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
  • 515 Oakwood Drive in Pickering: Rosebank House for sale : MLS®# E14113132

    515 Oakwood Drive Rosebank Pickering L1W 2M8
    OPEN HOUSE: Oct 24, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 24, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 515 Oakwood Drive in Pickering: Rosebank House for sale : MLS®# E14113132
    $1,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14113132
    Bedrooms:
    4
    Bathrooms:
    3
    An exceptional opportunity in prestigious South Rougemount! Welcome to 515 Oakwood Drive, where an expansive half-acre-plus property, resort-inspired backyard and sought-after Pickering location come together. Set on an impressive 100 x 220 ft lot, this inviting family home offers the space to grow, entertain and enjoy an enviable lifestyle just moments from the waterfront. The backyard is truly a standout, featuring a pool, cabana and hot tub, creating your own private retreat for summer gatherings, plus an extensive grass area for kids to play. Inside, the open-concept living and dining rooms offer a warm, welcoming atmosphere with hardwood flooring, a wood-burning fireplace and walkout to the deck. The renovated kitchen features quartz countertops, stainless steel appliances and a large breakfast bar, while the sunken family room, complete with a gas fireplace and walkout to the pool and cabana, is perfectly suited to relaxed family living. A spacious primary retreat boasts a private balcony overlooking the pool and backyard, large walk-through closet with natural light and dressing room, and 5-piece ensuite with heated floors. A main-floor bedroom, 3-piece bathroom and separate entrance offer excellent potential for an in-law or nanny suite. Finished basement games room, upgraded bathrooms and a 3-car garage add to the appeal. Enjoy a coveted location close to Rouge Beach, Rouge Park, the Waterfront Trail and Petticoat Creek, with schools and Montessori's, major highways and GO transit nearby. A rare offering combining an exceptional lot, incredible outdoor living and the prestige of South Rougemount. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 772 Pebble Court in Pickering: Amberlea House for sale : MLS®# E14112884

    772 Pebble Court Amberlea Pickering L1V 3P3
    Main Photo: 772 Pebble Court in Pickering: Amberlea House for sale : MLS®# E14112884
    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14112884
    Bedrooms:
    5
    Bathrooms:
    4
    Nestled on a quiet, tree-lined court in sought-after Amberlea, this exceptional 4+1 bedroom, 4-bathroom home offers nearly 4,000 sq. ft. of living space, blending timeless elegance with modern updates. Double doors open to a bright interior where rich mahogany hardwood flows across the main level. The formal living room features classic coffered ceilings and an expansive tri-pane picture window. The refreshed kitchen boasts updated cabinetry, upgraded hardware, granite counters, tile backsplash, stainless steel appliances, and dual islands, including a breakfast bar overlooking the garden with a walkout to the deck. The adjoining dining room showcases elegant wainscoting, while the cozy family room features a wood-burning fireplace and a second walkout. Upstairs, the spacious primary suite offers a private Juliet balcony, walk-in closet, and luxurious ensuite with double sinks. Three additional generously sized bedrooms accommodate family or home office needs. The newly renovated basement features fresh paint, pot lights, new flooring, an updated fifth bedroom, and a brand-new 3-piece bathroom. A massive recreation room with a second wood-burning fireplace framed in white brick and a wet-bar rough-in offers the perfect space for entertaining or overnight guests. Outdoors, professionally landscaped grounds feature lush perennial gardens, hydrangeas, a private backyard, and an updated deck with a built-in tiki bar. Unbeatable location just steps to top-ranked schools, including Gandatsetiagon Public School, parks, Metro, Rexall, and transit, with easy access to Highways 401/407, Pickering GO, and the waterfront. Just move in and enjoy! More details
    Listed by UNION CAPITAL REALTY
  • 2526 Linwood Street in Pickering: Liverpool House for sale : MLS®# E14110328

    2526 Linwood Street Liverpool Pickering L1X 2P6
    Main Photo: 2526 Linwood Street in Pickering: Liverpool House for sale : MLS®# E14110328
    $1,129,400
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14110328
    Bedrooms:
    5
    Bathrooms:
    3
    Check out this beautiful bungalow with mature trees and perennial garden backing onto a ravine with walking trails, privacy galore! This home has 3 bedrooms, main floor laundry room, main family room with a gas fireplace. bright cathedral ceilings in the spacious living and dining rooms. Upgraded kitchen with breakfast area open to the family room and a walk-out to a 2 tier private deck with railing and tempered glass panels and roof with netting and drapes overlooking the ravine. Hardwood floors are throughout the main floor. Hardwood stairs to the basement which has 2 extra spacious bedrooms plus an ensuite bathroom, There is also a 26 foot recreation room, cold cellar and huge open area storage and workshop. This home is ideally located close to primary and high schools and just a short distance to Pickering City Centre. Easy and fast access to Hwy 401 & 407. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
1-12/1,500
Data was last updated October 24, 2026 at 04:15 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.