Luxury Homes for sale in Durham Region Ontario

Newest luxury MLS listings in Clarington, Oshawa, Whitby, Ajax, Pickering, Scugog, Uxbridge

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  • 12800 Old Simcoe Road in Scugog: Rural Scugog E13238756 - House

    12800 Old Simcoe Road Rural Scugog Scugog L9L 1B3
    Main Photo: 12800 Old Simcoe Road in Scugog: Rural Scugog E13238756 - House
    $1,749,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13238756
    Bedrooms:
    3
    Bathrooms:
    3
    Stunning custom-built bungalow on a 1.94 acre lot, offering luxury finishes, soaring 22-ft cathedral ceilings, and expansive windows that fill the home with natural light. The open-concept design features a zero-clearance fireplace, premium Jenn Air appliances, coffee bar, automated living room shade, alarm system, and secure tri-lock doors. The primary suite offers a spa-like ensuite with heated floors, while unique character details include reclaimed shiplap from the original farmhouse, an antique light fixture in the primary bedroom, and the original farmhouse front door incorporated into the lower level. Outdoor living is exceptional with both a covered patio and rooftop patio, providing sun or shade and breathtaking views for miles. From the rooftop patio enjoy sunrises and sunsets while you take in the stunning views! Relax year-round in the hot tub or wood-burning sauna, entertain family and friends, or enjoy the professionally landscaped grounds featuring black granite front steps. Garden enthusiasts will love the greenhouse, raised beds, and established perennial gardens producing strawberries, blueberries, blackberries, raspberries, goji berries, mulberries, elderberries, asparagus, rhubarb, chokecherries, and more. Additional features include horseshoe pits, a children's play yard, and a unique silo and former barn area with abundant reclaimed stone offering incredible potential for a future sunken garden, outdoor kitchen, or entertaining retreat with views toward Lake Scugog. A rare opportunity to enjoy luxury country living with endless possibilities, More details
    Listed by Keller Williams Energy Real Estate
    John Owen, Broker
  • S355 Concession 2 Road in Brock: Rural Brock N13239058 - House

    S355 Concession 2 Road Rural Brock Brock L0C 1H0
    Main Photo: S355 Concession 2 Road in Brock: Rural Brock N13239058 - House
    $1,779,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13239058
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to your ultimate rural retreat! Nestled on 10 acres of pristine privacy featuring beautiful mature bush and serene natural surroundings. Located in the Township of Brock, on a paved road 15 mins to Uxbridge and 10 mins to Sunderland. Solid brick raised bungalow offers the perfect blend of peaceful country living and incredible versatility. Whether you are looking for a multi-generational family home or a tranquil escape with room to breathe, this property checks every single box. An absolute crown jewel of this property is the massive, barn board, 1980's outbuilding featuring over 2,000 sq. ft. of ground (cement) floor space plus an expansive loft area with stairs and sunlight and electrical that's ideal for a workshop, studio, livestock hobby farm or heavy equipment storage. Inside, you'll find an expansive, thoughtfully designed layout boasting over 2,800 square feet of main-floor comfortable living space designed with accessibility in mind, featuring oversized rooms and extra-wide hallways. A gorgeous solarium room offers the perfect spot to sip your morning coffee while enjoying nature views of your private estate. Home features a bright, spacious eat-in kitchen for casual family meals, plus a separate formal dining room perfect for entertaining. Cozy up in front of the brick fireplace with insert on cold winter evenings in the main floor living area. Hardwood floors on the main level along with formal dedicated office at front entrance & main floor laundry. Enter the home from the attached two car garage. A dedicated separate entrance from garage to above grade lower level provides seamless potential for an in-law suite, multi-generational living, or rental income. The large windows flood the additional living space on the lower level with natural light. A 4th Bdrm with sitting area and 3 pc bath, family room, games room, workroom and plenty of storage make this lower level potential endless. (Finished with exception of flooring & section of ceiling.) More details
    Listed by MAIN STREET REALTY LTD.
    John Owen, Broker
  • 16 Cawkers Cove Road in Scugog: Port Perry E13234612 - House

    16 Cawkers Cove Road Port Perry Scugog L9L 1P4
    Main Photo: 16 Cawkers Cove Road in Scugog: Port Perry E13234612 - House
    $1,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13234612
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome To 16 Cawkers Cove Rd, A Beautiful 2-Storey Family Home On A Large 1.55 Acre Lot With Plenty Of Activities Built In. Located In The Beautiful Castle Harbour Neighbourhood, This Home Offers Plenty Of Space Over 3 Floors For The Whole Family And Extended Family To Enjoy. 3+1 Bedrooms, All Generously Sized And The Primary Bedroom Features a 3-Piece Ensuite And Walk-In Closet. Both The A/C And Furnace Were Upgraded In 2025. This Home Also Features A 3-Car Garage, Long Double Driveway For Plenty Of Vehicles And Beautiful Landscaped Yards. Accessed Directly From The Home, The Backyard Features A 2-Level Deck, Hot Tub With Gazebo & Built In Bar Area. Enjoy Your Summer Days In and Around The L-Shaped Inground Pool, A Tennis Court With Basketball Nets And In The Winter The Court Converts Into a Hockey Rink, Boards Included! Adjacent To The Court/Rink Is A Separate Shed That Includes A Changeroom For Hockey, As Well As Storage For Your Lawnmower And Landscaping Equipment. There's Also A Quiet Sitting Area At The Back Of The Property & A Firepit Area. This Is Truly A One-Of-A-Kind Property That Your Family Will Love And Enjoy In All Seasons! More details
    Listed by LPT Realty
    John Owen, Broker
  • 25220 Maple Beach Road in Brock: Rural Brock N13233714 - House

    25220 Maple Beach Road Rural Brock Brock L0K 1A0
    Main Photo: 25220 Maple Beach Road in Brock: Rural Brock N13233714 - House
    $1,990,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13233714
    Bedrooms:
    5
    Bathrooms:
    4
    ** Lakefront Luxury & Income Potential *** Make sure you watch the video. The Seller is running an Airbnb business part-time and makes EXTRA $60000 + annual income! Discover the perfect blend of lifestyle and investment at this stunning waterfront property. With 5 bedrooms and 4 bathrooms, BOAT HOUSE and Private DOCK, this spacious home offers exceptional comfort, flexibility, and opportunity. Soaring Vaulted ceilings and large windows fill the home with natural light, while 2 expansive decks provide the ideal setting for outdoor entertaining or quiet relaxation with breathtaking lake views. A standout feature is the private guest suite above the boathouse. Proven Airbnb income generator or the perfect retreat for family and friends. Whether you're seeking a full-time residence, a weekend escape, or a smart investment, this property delivers. Located just minutes from prestigious golf courses and a couple of charming local vineyards, it offers not only a luxurious lifestyle but also strong short-term rental appeal. Enjoy lakeside living and earn extra income. Your dream home and investment in one!! Schedule your private tour of 25220 Maple Beach Rd today! Furniture and Boat are negotiable. More details
    Listed by JDL REALTY INC.
    John Owen, Broker
  • 1315 Scugog 2 Line in Scugog: Rural Scugog E13235182 - House

    1315 Scugog 2 Line Rural Scugog Scugog L9L 1B3
    Main Photo: 1315 Scugog 2 Line in Scugog: Rural Scugog E13235182 - House
    $2,185,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13235182
    Bedrooms:
    6
    Bathrooms:
    4
    Set on 99 acres of rolling farmland, pasture, and mature woods, this exceptional country property offers space, flexibility, and income potential just minutes from Port Perry, Whitby and major routes. The land includes productive hay fields, fenced paddocks, wooded trails, and natural water features, making it perfect for agricultural or recreational use. Equestrian amenities include a large insulated 9-stall barn with indoor arena, heated tack and feed rooms, hay loft, and year-round water. The 4,000+ sq ft home features two self-contained living areas with a total of 6 bedrooms, 2 kitchens, multiple bathrooms, and main-floor laundry-ideal for multi-generational living, guests. A three-car garage with a separate upper-level suite adds even more versatility. A rare opportunity to own a complete country package offering privacy, functionality, and room to grow. Approx 10 minute drive to Whitby, restaurants, schools, groceries and all other amenities! More details
    Listed by RE/MAX METROPOLIS REALTY
    John Owen, Broker
  • 7 Woodington Court in Whitby: Brooklin E13235390 - House

    7 Woodington Court Brooklin Whitby L1M 0C6
    Main Photo: 7 Woodington Court in Whitby: Brooklin E13235390 - House
    $2,450,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13235390
    Bedrooms:
    5
    Bathrooms:
    5
    Rarely offered in the prestigious Chateaus of Woodington, this exceptional custom-built "Royale" model is perfectly positioned on one of the area's most sought-after family-friendly courts, just steps from protected treed space and walking paths for an unmatched sense of privacy and tranquility. Set on a premium 60 x 123 ft lot, this extensively updated executive residence offers approximately 3,713 sq ft above grade plus a professionally finished lower level, delivering over 5200 sq ft of luxurious finished living space. Thoughtfully designed with timeless architecture and refined finishes throughout, the home features 10-ft ceilings on the main floor, 9-ft ceilings on the upper and lower levels, oversized principal rooms, and a seamless blend of elegance and functionality. The heart of the home is the beautifully updated chef-inspired kitchen featuring quartz countertops, custom backsplash, a Wolf gas range, premium finishes, and an open-concept design ideal for both everyday living and entertaining. Freshly painted throughout with updated lighting and beautifully renovated bathrooms, every detail has been carefully curated to offer a sophisticated, move-in ready luxury experience. Offering 5 bedrooms and 5 bathrooms, this home is designed to accommodate growing families and multi-generational living with ease. The professionally finished lower level is an entertainer's dream, complete with a wine cellar, hobby room, spacious great room with wet bar, gym/workout area, and a spa-inspired washroom featuring heated floors and a steam shower. Step outside to your private backyard oasis surrounded by mature trees and extensive landscaping, featuring a natural stone patio and exceptional outdoor living spaces designed for relaxation and entertaining. An extraordinary opportunity to own a turnkey luxury residence in one of the area's most exclusive and tightly held enclaves. More details
    Listed by Keller Williams Energy Real Estate
    John Owen, Broker
  • 39 Glengowan Street in Whitby: Taunton North E13235664 - House

    39 Glengowan Street Taunton North Whitby L1R 0K9
    Main Photo: 39 Glengowan Street in Whitby: Taunton North E13235664 - House
    $2,299,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13235664
    Bedrooms:
    5
    Bathrooms:
    5
    A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq. ft. above grade with a seamless blend of bespoke craftsmanship, designer finishes, and resort-inspired living. The impressive stone and stucco facade, framed by professional landscape lighting and manicured grounds, opens to interiors defined by soaring ceilings, oversized windows, expansive principal rooms, and exceptional architectural detail. Custom paneled feature walls painted in timeless Oxford White add depth and elegance throughout, while a dramatic lacquered black library creates a bold focal point that elevates the home's design narrative. The dining room showcases intricate waffle ceilings, extensive wall paneling, a stunning double-sided fireplace, and rich Fornasetti designer wallpaper, creating a space that feels both timeless and editorial in design. The chef-inspired kitchen features a premium Wolf gas range, high-end integrated refrigeration, Restoration Hardware lighting, generous prep space, and effortless flow into the dining and living areas. Towering rear windows flood the home with natural light while creating a seamless connection to the backyard retreat. A fully integrated Control4 system powers zoned audio, surround sound, and integrated speakers throughout the main level and outdoor living spaces. The fully finished lower level delivers a boutique wellness experience with a dedicated fitness area, spa-inspired sauna, additional living space, and beautifully appointed guest accommodations. Outside, the backyard rivals a private resort with expansive limestone hardscaping, ambient lighting, mature landscaping, custom surround sound, waterfall pool features, and a pergola lounge with integrated fire table. Sophisticated yet welcoming, every inch of this residence has been intentionally curated to deliver an extraordinary lifestyle experience. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
    John Owen, Broker
  • 9770 Garrard Road in Whitby: Rural Whitby E13235820 - House

    9770 Garrard Road Rural Whitby Whitby L9L 1B3
    Main Photo: 9770 Garrard Road in Whitby: Rural Whitby E13235820 - House
    $1,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13235820
    Bedrooms:
    4
    Bathrooms:
    2
    Stunning and serene, this raised bungalow sits on 10 acres in Whitby with sweeping views of rolling fields and a neighbouring equestrian centre. The setting delivers exceptional privacy, wide open space, and a tranquil atmosphere while keeping modern amenities within a short drive.Inside, rich pine flooring and a soaring vaulted pine ceiling give the main level a warm, natural character that feels both elegant and inviting. The living room opens onto a generous deck perfectly suited for morning coffee or evening gatherings under open skies. The primary bedroom also features a walkout to the back deck overlooking the peaceful countryside.The finished lower level includes a self-contained apartment with a private entrance and full kitchen. Gleaming porcelain tile, pot lighting, and a bright, well-designed layout make it an ideal fit for extended family, guests, or multi-generational living.Equestrian facilities are extensive and meticulously maintained. The impressive barn includes 14 stalls, a tack loft with secure lockers, and a generous hay loft. Indoor and outdoor riding arenas support year-round riding and training at a high level. Expansive paddocks and lush open fields complete the picture. A triple car garage adds substantial room for vehicles, equipment, and storage.Few properties in Durham Region bring together this much land, this calibre of equestrian infrastructure, and beautifully finished living space at this scale. Click more information button for video, 3D tour, floor plan, list of upgrades and feature sheet. More details
    Listed by Keller Williams Energy Real Estate and LPT Realty
    John Owen, Broker
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  • 1995 Concession Road in Pickering: Rural Pickering E13236068 - House

    1995 Concession Road Rural Pickering Pickering L1Y 1A2
    Main Photo: 1995 Concession Road in Pickering: Rural Pickering E13236068 - House
    $2,089,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13236068
    Bedrooms:
    5
    Bathrooms:
    4
    The ultimate in privacy and tranquility. Set on 7 picturesque acres, this expansive and elegant bungalow offers complete serenity without sacrificing accessibility. Inside, an elegant main floor is designed for both everyday living and entertaining, featuring a spacious open-concept kitchen with quartz countertops and generously sized principal rooms. Large bedrooms provide exceptional comfort, while the primary suite is a true retreat, complete with an airy ensuite bath. From the main living space, step out to the backyard deck complete with a hot tub, an inviting extension of the home and perfect for unwinding in a private natural setting. Surrounded by a mature hardwood forest and Crown land, this property provides a rare and opportunity to escape development and enjoy an unparalleled connection to nature. The partially finished basement, featuring impressive 9-foot ceilings, offers a blank canvas ready to be customized to suit your lifestyle and vision. Perfectly positioned across from Four Seasons Country Club and just minutes to the 407, Stouffville, Pickering, and Uxbridge, this exceptional property combines peaceful country living with unmatched convenience. A rare opportunity to enjoy space, privacy, and connection, all in one remarkable setting. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    John Owen, Broker
  • 17 Fountainview Lane in Uxbridge: Rural Uxbridge N13235898 - House

    17 Fountainview Lane Rural Uxbridge Uxbridge L9P 0B8
    Main Photo: 17 Fountainview Lane in Uxbridge: Rural Uxbridge N13235898 - House
    $2,275,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N13235898
    Bedrooms:
    4
    Bathrooms:
    4
    Prestigious Gated Community Of Wyndance Estates! Rarely Offered Bungalow-Loft On One Of The Best Lots In The Complex, Situated On A Quiet Street With An Impressive 85 x 226 Ft Lot, 3-Car Garage, Beautiful Front Pond Views, And A Private, Resort-Like Backyard. This Designer Showpiece Has Been Extensively Upgraded From Top To Bottom With 9 Ft Ceilings, Hardwood Floors, Elegant Countertops, Designer Paint, And Professionally Landscaped Grounds. Bright And Airy Open-Concept Layout Featuring A Dramatic Open-To-Above Dining Room With Fireplace, Creating A Stunning Focal Point For Entertaining. The Expansive Main Floor Primary Retreat Offers A Hotel-Inspired Layout With Its Own Sitting Area And Breathtaking Pond Views, Providing The Perfect Blend Of Comfort, Privacy, And Luxury. Large Windows And Abundant Natural Light Showcase The Beautiful Natural Surroundings From Every Angle. The Backyard Is A True Entertainer's Dream, Featuring A Covered Outdoor Living Area With Fireplace And TV, Built-In BBQ Station, Outdoor Kitchen, Dining Area, And A Serene Private Setting, Creating A Resort-Like Atmosphere For Family Gatherings And Summer Entertaining. Enjoy The Exclusive Lifestyle Of Wyndance Estates With Gated Entrances, Security Guard House, Tennis And Basketball Courts, Scenic Pond, Fountains, Golf Course Surroundings, And Convenient Access To Wyndance Golf Club Just Steps From Your Door. More details
    Listed by RE/MAX PROHOME REALTY
    John Owen, Broker
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Data was last updated June 4, 2026 at 06:15 AM (UTC)
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