House for sale in Whitby homes over 2000000

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Whitby homes for sale above 2,000,000

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1-10/18

  • 445 Townline Road W in Whitby: Rural Whitby E12378258 - House

    445 Townline Road W Rural Whitby Durham L0B 1J0
    Main Photo: 445 Townline Road W in Whitby: Rural Whitby E12378258 - House

    445 Townline Road W Durham L0B 1J0 Rural Whitby

    $3,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12378258
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to over 10 acres of pure luxury living in the heart of rural Whiby. This 4+1 with over 5000+ sq. ft. executive estate is more than a home - it's a lifestyle retreat designed for those who value privacy, elegance and entertainment. Step inside and discover a residence that offer resort-style amenities at your fingertips. From state-of-the-art home cinema and private sauna to a hot tub and inground pool oasis, every detail was crafted for relaxation and indulgence. Outdoors, your property transforms into a personal playground; a private pond, basketball court and exclusive ATV trails make every day feel like a getaway. Whether you're hosting lavish gatherings or enjoying quiet evenings with family, this estate delivers both luxury and tranquility. Enhanced with a modem security system and a timeless brick exterior, this estate embodies sophistication and peace of mind. More details
    Listed by THE AGENCY
    LISTING DETAILS
    John Owen, Broker

  • 305 Trent Street W in Whitby: Downtown Whitby E12377804 - House

    305 Trent Street W Downtown Whitby Durham L1N 1M3
    Main Photo: 305 Trent Street W in Whitby: Downtown Whitby E12377804 - House

    305 Trent Street W Durham L1N 1M3 Downtown Whitby

    $2,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12377804
    Bedrooms:
    4
    Bathrooms:
    4
    Create your own Downtown Abbey and step back into time with one of Whitby's most prestigious homes complete with original character and modern finishings. Live your best life with grand-high ceilings on main 2 levels, beautiful decor and oversized rooms. This home features original hardwood on main 2 levels that brings the charm of yesteryears to present. Beautifully appointed kitchen with travertine floors, eat-in area that walks out to backyard. Cozy wrap around porch with pot-lights, and enclosed sunroom overlooking the well established english gardens complete with babbling brook pond. Make your way to the 2nd level where each large bedroom has walk-in closets and grand ceilings, Large Laundry Room to make laundry a delight and w/o to deck that leads to gym with 3 pc bath above garage. Continue to the 3rd floor where you will find your own private master suite! Complete with wrap around closet with custom built-ins. Stunning custom ensuite with built-ins, large walk in shower complete with steamer, and claw footed tub to soak your cares away with the warming heat from the Napoleon Electric Fireplace. Large heated loft garage offers GDO with remotes, hydro, and gym above that can be accessed through backyard or through laundry room. The backyard is a true oasis, featuring lush gardens, a brand new fence, and a serene fire pit area perfect for relaxing or entertaining. Sitting on a rare double lot, this outdoor space offers unmatched beauty, privacy, and tranquility. Extras include: Heated Floors in breakfast area, master ensuite and 2nd floor ensuite, upgraded landscaping and perennial gardens, 2 ponds, natural gas hook up for bbq & future outdoor fireplace (located on west side of garage). This home shows beauty and is magical through every season! More details
    Listed by Royal LePage Our Neighbourhood Realty
    LISTING DETAILS
    John Owen, Broker

  • 9640 Dagmar Road in Whitby: Rural Whitby E12370237 - House

    9640 Dagmar Road Rural Whitby Durham L0B 1A0
    Main Photo: 9640 Dagmar Road in Whitby: Rural Whitby E12370237 - House

    9640 Dagmar Road Durham L0B 1A0 Rural Whitby

    $2,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12370237
    Bedrooms:
    3
    Bathrooms:
    2
    Escape the city without leaving convenience behind at 9640 Dagmar Rd. in Ashburn, a rare freehold retreat offering the ultimate balance of peaceful country living and urban access. Nestled on a breathtaking 10-acre property, this meticulously maintained 3-bedroom, 2-bathroom bungalow features renovated bathrooms, a walkout basement, and a detached 3-door garage with an integrated workshop, perfect for hobbyists or entrepreneurs. Note: the garage is hooked up for heating, just needs propane tanks, currently not hooked up. From the moment you enter, you'll be greeted by sun-soaked rooms and expansive, bright windows that frame views of nature in every direction. The home's flowing layout includes a warm, inviting living space with gleaming hardwood floors, a classic eat-in kitchen, and an elegant dining area perfect for entertaining. The large front deck invites you to enjoy the peaceful surroundings, while oversized windows throughout flood the home with natural light and frame scenic views of the property. The spacious primary suite is your personal retreat featuring a private balcony, walk-in closet, and a luxurious 5-piece ensuite with double vanity, soaker tub, and separate shower. The basement walkout offers excellent in-law suite or income potential. And with Whitby's vibrant town centre, shopping, dining, and the 407 and 412 just 10 minutes away, youll never have to compromise on convenience. Whether you're looking for space to grow, build, or simply breathe, this property delivers freedom, flexibility, and future potential. More details
    Listed by EXP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 5785 Halls Road N in Whitby: Rural Whitby E12363186 - House

    5785 Halls Road N Rural Whitby Durham L1M 1S5
    Main Photo: 5785 Halls Road N in Whitby: Rural Whitby E12363186 - House

    5785 Halls Road N Durham L1M 1S5 Rural Whitby

    $3,899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12363186
    Bedrooms:
    7
    Bathrooms:
    8
    MORTGAGEE is willing to provide a first mortgage loan to the buyer up to $ 2 MILLION at a favorable rate. Unique Custom Built 7 Bedroom, 8 Bath Estate Home Set on a Serene Premium 6+ Acre Lot Stones throw to all Amenities and Minutes to all Major Hwys. House is Strategically Located with Convenient Features. This One of A Kind Geo Thermal Home Offers Tranquility Security & Privacy being Gated & Fenced. Multi Generational Living & Entertainment for the Family with Huge Sports Court & Pond. Heart of the Home is a Chefs Dream & Entertainers Delight, Expansive Open Concept Kitchen Outfitted with a 25FT Centre Island with Quartz Countertops with Ample Seating for Entertaining. Wolf Gas Stove, 2 Subzero Fridges & 2 Miele Built in Ovens, Under Cab Lighting, Open to Family Room & Dining Room with Walk Out to Backyard Patio. Separate Living Room Over Looking Front Yard with Walk Out to Balcony that Spans the Front of the House. Main Floor In-Law Suite with Kitchen, 2 Bedrooms & 3pce. Main Floor Office View of Pond. Upstairs boasts 5 Generous Sized Bedrooms with Ensuites. Serene Primary Bedroom W/W/I Closet 5pce Ensuite w/Steam Shower, Fire Place & Juliette Balcony w/Multi Windows Flooding the room w/Natural Light. 2nd FL Laundry. Finished Entertainers basement with Radiant heated floors. 5 Car Garage. Solid Mahogany Front Door. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 63 Whitburn Street in Whitby: Williamsburg E12332044 - House

    63 Whitburn Street Williamsburg Durham L1R 1R4
    Main Photo: 63 Whitburn Street in Whitby: Williamsburg E12332044 - House

    63 Whitburn Street Durham L1R 1R4 Williamsburg

    $2,188,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12332044
    Bedrooms:
    4
    Bathrooms:
    6
    A rare offering where modern elegance meets natural beauty in prestigious Somerset Estates. Welcome to 63 Whitburn, an executive residence that sits on a premium, mature lot backing directly onto protected parkland and green space- this home offers unmatched privacy, peaceful view and a naturally light-filled interior that enhances every room. Exceptional curb appeal and a stunning front porch invite you into this beautifully maintained home with over 5000 sq feet of meticulously designed living space. Inside, the chef-inspired kitchen is a true showstopper, featuring a soaring vaulted ceiling, a massive 10-ft island, and a top-of-the-line Viking gas range. The open-concept great room, with its inviting gas fireplace, provides the perfect space for entertaining or relaxing. Upstairs, you will find four bedrooms, including a luxurious primary retreat. This sanctuary boasts a spa-like ensuite and a spacious walk-in closet. The fully finished basement expands your living space with a versatile open layout, complete with a wet bar and pool table area. Step outside and experience your private oasis: a 14' x 8' swim spa under a custom-built wood gazebo, complete with cedar ceiling and skylights that create a bright yet cozy ambiance. The adjacent lounge area features a TV and gas fireplace, offering the perfect setting for relaxing evenings or year-round entertaining. All of this, just steps from one of Durham's top-rated schools. Simply move in and enjoy! More details
    Listed by REAL ESTATE HOMEWARD
    LISTING DETAILS
    John Owen, Broker

  • 134 Front Street E in Whitby: Port Whitby E12324013 - House

    134 Front Street E Port Whitby Durham L1N 1A1
    Main Photo: 134 Front Street E in Whitby: Port Whitby E12324013 - House

    134 Front Street E Durham L1N 1A1 Port Whitby

    $2,399,898
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12324013
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to your dream home within a stunning Lakeside community. Nestled just steps from Whitby's waterfront. This spectacular 4-bedroom residence offers over 4000 sq ft of thoughtfully designed living space. Wake up to serene views and enjoy your morning coffee on the wraparound porch overlooking a sprawling green park and peaceful river, perfect for kids to play, fish, or launch a paddleboard right from your doorstep. Walk in to stunning grand 11-ft ceilings and a two-way fireplace which set the tone for sophisticated living. Grand 8-ft doors, California shutters through out, crown mouldings, and a custom waffle ceiling in the office add to the upscale feel. The light-filled kitchen features Bosch appliances, quartz countertops, and a 6 burner gas stove, ideal for family life or entertaining. A main-floor bedroom with a sleek 3-piece bath offers flexible space for guests or multi-generational living. Upstairs, the primary suite offers a spa-like ensuite with heated floors and a Victoria + Albert soaker tub, built in closets allow for a ton of storage. Enjoy a private outdoor living space from the second floor with access to the above the garage loft. The loft provides potential for a quiet retreat perfect for a home office or creative space. The basement features a separate entrance the exterior walls, plumbing and electrical are completed making this basement easy to finish. Ideal for a future in-law suite or rental. This one-of-a-kind property offers luxury living and nature at your doorstep in one of Whitby's most desirable settings. Enjoy tons of outdoor space to enjoy with out the maintenance. Do not miss this opportunity, come check this property out today! More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 9770 Garrard Road in Whitby: Rural Whitby E12311104 - House

    9770 Garrard Road Rural Whitby Durham L9L 1B3
    Main Photo: 9770 Garrard Road in Whitby: Rural Whitby E12311104 - House

    9770 Garrard Road Durham L9L 1B3 Rural Whitby

    $2,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12311104
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to your dream hobby farm nestled in beautiful North Whitby! Set on an impressive 10.59 acres at the end of a quiet dead-end road, this one-of-a-kind property offers ultimate privacy, peace, and the perfect blend of rural charm and urban convenience. The beautifully maintained home features 3+1 bedrooms and 2 full bathrooms, with solid pine flooring in the kitchen, dining, and great room, and a stunning vaulted pine ceiling that adds rustic elegance to the main living space. Enjoy the warmth and charm of a wood-burning stove on each level, creating a cozy atmosphere all year long. Step outside to an entertainers paradise with huge wrap-around decks and a built-in outdoor bar area, perfect for relaxing or hosting unforgettable gatherings. Equestrian lovers and hobby farmers alike will fall in love with the incredible amenities this property offers. The 14-stall barn includes an indoor riding arena perfect for year-round training and care. Ride outside in a well-maintained sand ring, multiple paddocks with automatic waterers, and three-board wood fencing with electric rope on top for added safety. The land is very well laid out for maximum use, ideal for riding, grazing, or future expansion. A spacious hay and equipment storage area ensures everything has its place, while the attached 3-car garage provides ample space for vehicles, tools, or hobbies. Despite its serene setting, you're just minutes from all essential amenities. Whether you're an equestrian enthusiast, hobby farmer, or simply dreaming of a peaceful country lifestyle close to town, this property offers endless opportunity. Book your private showing today! More details
    Listed by KELLER WILLIAMS ENERGY LEPP GROUP REAL ESTATE and EXP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 129 Pheasant Ridge Drive in Whitby: Rural Whitby E12307147 - House

    129 Pheasant Ridge Drive Rural Whitby Durham L1P 0P2
    Main Photo: 129 Pheasant Ridge Drive in Whitby: Rural Whitby E12307147 - House

    129 Pheasant Ridge Drive Durham L1P 0P2 Rural Whitby

    $2,092,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12307147
    Bedrooms:
    5
    Bathrooms:
    5
    Client RemarksHeathwood Homes Offers our Largest Corner home The Sprucehill A Elevation on a 45ft corner lot facing a Park. 4192 Square Feet which include finished areas in Lower Level with Bedroom and full bathroom. Windows, windows, windows!! The always popular Sprucehill corner model with over 4100 square feet of finished living space. Across the street from the park, this home with 10' ceilings on main floor comes complete with a home office, 4.5 baths, 5 bedrooms, coffered ceilings, gourmet kitchen with built-in appliances ,spacious principal rooms, 9' ceilings on the second floor and the finished lower level, pot lights, metal pickets, and so much more! This home is a must see for the person wanting the large family home! This home is in our final Phase of Country Lane Whitby called Traditions and is ready to move into and Features a long list of Standard Features as well as many upgrades. See Luxury Features Handout. More details
    Listed by HRG REALTY LIMITED
    LISTING DETAILS
    John Owen, Broker
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  • 117 Raglan Street in Whitby: Lynde Creek E12301370 - House

    117 Raglan Street Lynde Creek Durham L1N 2S8
    Main Photo: 117 Raglan Street in Whitby: Lynde Creek E12301370 - House

    117 Raglan Street Durham L1N 2S8 Lynde Creek

    $2,649,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12301370
    Bedrooms:
    7
    Bathrooms:
    5
    A rare opportunity to own a beautiful, custom-built luxurious home in Whitby's coveted Lynde Creek community, 117 Raglan Street sits on an expansive 67 x 186 ft premium L-shaped lot (~15,554 sq. ft lot) and offers over 5000 sq. ft. of elegantly finished living space. This dream home features a resort-style private backyard complete with a heated pool, cascading waterfalls, full pool house with washroom and shower, interlock patio, lush landscaping, and in-ground sprinklers with a future garden suite potential to build. Inside, you're welcomed by a double-door entry, hardwood floors, new pot lights, high ceilings and a custom feature wall, leading to a chef-inspired kitchen with granite counters, gas stove, centre island, and stainless steel appliances with spacious pantry. The layout is both grand and functional, with a main floor office, formal living and dining, and a second staircase to the upper level, where generously sized bedrooms and a luxurious primary suite await. The high-ceiling look-out basement offers multi-generational living or income potential with 2 rooms, 2 baths, full kitchen, dining, laundry, and private side entrance. With parking for 10+ cars, a double garage, and quick access to the 401/412, GO Transit, parks, and top schools, this exceptional home blends luxury, privacy, and convenience in one breathtaking package your forever home awaits. All AS is. More details
    Listed by CENTURY 21 GREEN REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 4585 Coronation Road in Whitby: Rural Whitby E12221743 - House

    4585 Coronation Road Rural Whitby Durham L1P 1Y4
    Main Photo: 4585 Coronation Road in Whitby: Rural Whitby E12221743 - House

    4585 Coronation Road Durham L1P 1Y4 Rural Whitby

    $2,250,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12221743
    Bedrooms:
    3
    Bathrooms:
    4
    Open House Sunday Sept. 7,2025 1-3 PM. Watch stunning multi-media drone video in full screen! Welcome to your secluded country estate on 10 forested acres in north Whitby. A peaceful, quiet retreat where luxury, nature, and privacy come together in perfect harmony with over 4,000 sq ft of impressive living space. Set well back from the road, this exceptional property offers an idyllic setting, just minutes from the 412, 407, and a stress-free commute to Toronto. A long, winding private interlocking driveway leads through mature trees to a timeless 2-storey home with classic colonial charm. Elegant dormers grace the roofline, adding architectural character and standout curb appeal. Inside, the home is thoughtfully designed and beautifully updated including a showpiece kitchen renovated in 2023, featuring premium appliances, custom cabinetry, and designer finishes. Beneath the 3-car garage lies a fully finished gym with its own separate exterior entrance, offering exceptional flexibility for fitness, a studio, or even a professional grade setup. Step outside and immerse yourself in nature: a sparkling in-ground pool, landscaped gardens, and your own private woodland trails await. Lynde Creek winds gently through the property, adding natural beauty and a sense of calm. Nearby, the Heber Down Conservation Area offers even more outdoor adventure with hiking, biking, and scenic vistas just minutes away. A spacious barn with heated workshop provides endless possibilities ideal for hobbyists, contractors, or creative ventures. This is more than a home it's a rare lifestyle opportunity that combines executive comfort with true country serenity. Unlike anything else on the market. Motivated seller has already purchased another property. Longer closing available if Buyer needs it. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    John Owen, Broker
1-10/18
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Data was last updated September 4, 2025 at 04:15 AM (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.
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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.