House for sale in Whitby homes over 2000000

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Whitby homes for sale above 2,000,000

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1-10/14

  • 1045 Brawley Road W in Whitby: Rural Whitby E13584304 - House

    1045 Brawley Road W Rural Whitby Whitby L1M 1M7
    Main Photo: 1045 Brawley Road W in Whitby: Rural Whitby E13584304 - House

    1045 Brawley Road W Whitby L1M 1M7 Rural Whitby

    $3,488,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13584304
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome Home! This Custom-Built Open Concept Country Estate Bungalow By Corvinelli is Situated in Ashburn on a 10 Acre Lot Steps from Lakeridge Golf Course. Over 5,500 SF of Living Space Featuring 3 + 2 Bedrooms, 3.5 Bathrooms, Finished Walk-Out Basement with Wet Bar & Hot Tub! Well-Manicured and Meticulously Landscaped Estate Lot with In-Ground Saltwater Pool, Irrigation System, Cabana, Putting Green, Chicken Coop, Drive Shed Garage with 100 AMP Panel, Propane Heater, Hydraulic Car Lift & Air Compressor. Renovated From Top To Bottom - This Property Must Be Seen To Be Appreciated! More details
    Listed by Belmonte Real Estate
    LISTING DETAILS
    John Owen, Broker

  • 82 Bridlewood Boulevard in Whitby: Rolling Acres E13563858 - House

    82 Bridlewood Boulevard Rolling Acres Whitby L1R 3R8
    Main Photo: 82 Bridlewood Boulevard in Whitby: Rolling Acres E13563858 - House

    82 Bridlewood Boulevard Whitby L1R 3R8 Rolling Acres

    $2,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13563858
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 82 Bridlewood Boulevard, a stunning custom-built Delta-Rae home where luxury, craftsmanship, and design come together seamlessly. Offering approximately 5,000 sq. ft. of finished living space, this exceptional 4+1 bedroom, 4.5 bathroom residence features white oak flooring throughout, a spectacular 16-foot Venetian plaster fireplace, and an award-winning Rocpal kitchen complete with Cambria Britannica Surfaces and fully panelled JennAir appliances. Designed with modern convenience in mind, the home is equipped with smart home technology, Somfy automated shades and drapery, and a professionally finished lower level. The resort-inspired backyard is an entertainer's dream, showcasing premium stonework, outdoor inlay lighting, a Rain Bird irrigation system, and an oversized saltwater pool surrounded by beautifully landscaped grounds. A truly rare offering and one of Whitby's finest luxury homes. More details
    Listed by RE/MAX Jazz INC.
    LISTING DETAILS
    John Owen, Broker

  • 39 Glengowan Street in Whitby: Taunton North E13557216 - House

    39 Glengowan Street Taunton North Whitby L1R 0K9
    Main Photo: 39 Glengowan Street in Whitby: Taunton North E13557216 - House

    39 Glengowan Street Whitby L1R 0K9 Taunton North

    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13557216
    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.
    LISTING DETAILS
    John Owen, Broker

  • 7925 Cedarbrook Trail in Whitby: Rural Whitby E13537286 - House

    7925 Cedarbrook Trail Rural Whitby Whitby L1M 1L9
    Main Photo: 7925 Cedarbrook Trail in Whitby: Rural Whitby E13537286 - House

    7925 Cedarbrook Trail Whitby L1M 1L9 Rural Whitby

    $2,875,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13537286
    Bedrooms:
    6
    Bathrooms:
    8
    Extraordinary French-inspired country estate set on approximately 10 private acres in Rural Whitby, just minutes to downtown Brooklin, Highways 412 & 407, offering the perfect blend of luxury country living and everyday convenience. This impressive residence offers approximately 8,000 sq. ft. of finished living space with 5+1 bedrooms, 8 bathrooms, a full in-law apartment ideal for extended family or income potential, and an expansive walk-out lower level designed for entertaining and multi-generational living. A standout feature of the property is the exceptional detached workshop offering approximately 4,400 sq. ft. across two levels (50' x 44'). Designed with functionality and versatility in mind, the shop features 12-foot ceilings on the main floor, oversized drive-in doors, 100-amp service, water service, excellent insulation for year-round use, and expansive open-concept space ideal for contractors, trades, car enthusiasts, hobbyists, entrepreneurs, storage, or recreational use. The grounds are equally spectacular, featuring Lynde Creek running through the property with a picturesque bridge leading to the barn and open green space beyond. Beautifully landscaped with breathtaking views in every direction, this rare estate property offers incredible privacy, versatility, and lifestyle appeal all within minutes of Brooklin and major commuter routes. More details
    Listed by Keller Williams Energy Real Estate
    LISTING DETAILS
    John Owen, Broker

  • 505 King Street in Whitby: Downtown Whitby E13519274 - House

    505 King Street Downtown Whitby Whitby L1N 4Z7
    Main Photo: 505 King Street in Whitby: Downtown Whitby E13519274 - House

    505 King Street Whitby L1N 4Z7 Downtown Whitby

    $2,299,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13519274
    Bedrooms:
    5
    Bathrooms:
    4
    Amazing location! This exceptional custom home with over 5,000 sq ft of total living space features 4+1 bedrooms, 4 bathrooms, a finished in-law suite, and a detached 2-storey carriage house offering incredible flexibility. The natural stone exterior, cedar shake siding and roof, professionally landscaped grounds, stone walls, and gated entrance create outstanding curb appeal. Enjoy a private backyard oasis complete with irrigation, landscape lighting, a tranquil fountain, and a wood-burning outdoor fireplace. Inside, soaring and tray ceilings, crown moulding, custom wood paneling, solid wood doors, wood-framed windows, designer lighting, hardwood flooring, and a striking herringbone-tiled foyer showcase exceptional craftsmanship. The chef's kitchen features premium Sub-Zero, Wolf, and Cove appliances, marble countertops and backsplash, custom solid wood cabinetry with illuminated glass display cabinets, a large centre island, and a butler's pantry. French doors from the breakfast area open to the beautifully landscaped backyard. The living room features a wood-burning fireplace, while the dining room is perfect for entertaining. The luxurious primary suite offers designer lighting, a spa-inspired ensuite and large walk-in closet. An upper-level fitness room with a built-in sauna creates a private wellness retreat. The lower level includes an in-law suite with a bathroom, kitchenette, laundry, slate flooring and a wood-burning fireplace. The heated and air-conditioned carriage house features vaulted ceilings, a wood-burning fireplace, Saltillo tile, hardwood flooring, and custom wood staircases. Additional highlights include hardwired security with cameras, a full-home generator, multiple laundry areas, a cold room, and countless luxury upgrades. Located in a coveted historic downtown neighbourhood with mature, tree-lined streets, this home offers easy walking to restaurants, shops, and cafés. Ideal for commuters close to the GO Train and Highway 401. More details
    Listed by RE/MAX Rouge River Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 1370 Brawley Road W in Whitby: Rural Whitby E13511656 - House

    1370 Brawley Road W Rural Whitby Whitby L1M 1M9
    Main Photo: 1370 Brawley Road W in Whitby: Rural Whitby E13511656 - House

    1370 Brawley Road W Whitby L1M 1M9 Rural Whitby

    $4,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13511656
    Bedrooms:
    5
    Bathrooms:
    2
    Approx 48 Acre landholding in rural Whitby. Agricultural property with existing residence situated along the Brawly Rd W corridor. Strategic location between Lakeridge Rd N and Ashburn Rd with convenient access to Brooklin, Hwy 407, and Hwy 412. Excellent opportunity for Investment, Agricultural Use, Estate Ownership, or Long-term Land Banking. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 6680 Coronation Road in Whitby: Rural Whitby E13233674 - House

    6680 Coronation Road Rural Whitby Whitby L1M 1R6
    Main Photo: 6680 Coronation Road in Whitby: Rural Whitby E13233674 - House

    6680 Coronation Road Whitby L1M 1R6 Rural Whitby

    $4,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13233674
    Bedrooms:
    8
    Bathrooms:
    7
    Magnificent Mansion on the Hill. Views for miles - brand new elegant never lived-in just under 6,500sqft specular mansion on 3.6+acres. Not only is this home an architectural masterpiece filled with natural light, soaring ceilings and privacy, this parcel also has a SECOND FULL SEPARATE LEGAL BUNGALOW RESIDENCE with walk-out basement plus barn on property. The primary new home boast 5 bedrooms all with private ensuites, high-end finishes and two kitchens. The main new home huge kitchen will delight even the most serious chefs and the 2nd auxiliary kitchen is so useful for those large parties and overflow cooking. The adjacent exterior roof covered area has potential for a Muskoka room and/or outdoor cooking or lounging space rain or shine. The primary bedroom has beautiful long-high views for miles, spectacular cabinetry in the walk-in wardrobes and spa-like 7 piece ensuite including a sauna. The oversized 4-car garage provides room for cars and outdoor toys alike. However, if that is not enough, there is a nice sized barn on the property where perhaps a potential future workshop could reside. Even the family pets are accommodated with a pet shower in one of the two massive laundry rooms. The walk-up basement is large and bright with immense future potential. The smaller older home on the property is a quaint 3-bedroom bungalow with a walkout basement perfect for multi-generational family or staff. The older home on property is apprx 1500 sqft. This unique property is a true opportunity not to be missed. PLEASE NOTE: PROPERTY TO LARGE TO SHOW ALL PHOTOS - PLEASE REFER TO VIRTUAL TOUR 1 FOR MAIN HOUSE and REFER TO VIRTUAL TOUR 2 FOR 2nd SMALLER HOUSE, BARN and PROPERTY More details
    Listed by REMAX YOUR COMMUNITY REALTY
    LISTING DETAILS
    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

    7 Woodington Court Whitby L1M 0C6 Brooklin

    $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
    LISTING DETAILS
    John Owen, Broker

  • 19 Wilson House Drive in Whitby: Rural Whitby E13139116 - House

    19 Wilson House Drive Rural Whitby Whitby L0B 1A0
    Main Photo: 19 Wilson House Drive in Whitby: Rural Whitby E13139116 - House

    19 Wilson House Drive Whitby L0B 1A0 Rural Whitby

    $2,349,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13139116
    Bedrooms:
    5
    Bathrooms:
    5
    An exceptional custom-built bungalow by Andelwood Homes, set within the prestigious Chateaus of Wilson House Drive in the quiet hamlet of Ashburn. Positioned on a beautifully landscaped 0.80-acre lot, this executive residence offers over 6,000 SF of finished living space, combining timeless craftsmanship, refined architectural detail, and rare bungalow living in one of Durham Region's most established estate communities. The main floor features 9-foot ceilings, stained red oak hardwood flooring, Carrara marble tile in the foyer, coffered ceilings, crystal chandeliers, and extensive custom millwork throughout. A bright, open-concept layout connects the kitchen, breakfast area, and family room, creating a natural flow for entertaining and everyday living. The chef's kitchen includes granite countertops and backsplash, professional-grade appliances including a 36-inch Wolf gas range, custom island with breakfast bar, built-in refrigerator, beverage centre, and French doors leading to the upper deck with gas BBQ hookup. The family room features a gas fireplace with marble surround and overlooks the private backyard through French-style windows. The main-floor primary retreat offers a comfortable seating area and a well-appointed ensuite. The professionally finished walk-out lower level expands the home's usable living space with 9-foot ceilings, large windows, an entertainment area with custom bar, additional bedrooms, and direct access to the interlock patio and garage. Ideal for hosting, extended family, guests, or multi-generational living. Additional features include a four-car garage, hard-wired gas generator, irrigation system, owned security system, upgraded mechanicals, and built-in surround sound, and a private landscaped setting. A rare opportunity to own a thoughtfully designed executive bungalow with estate-level scale, privacy, and craftsmanship. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    John Owen, Broker

  • 105 Franklin Crescent in Whitby: Rural Whitby E13047934 - House

    105 Franklin Crescent Rural Whitby Whitby L0B 1A0
    Main Photo: 105 Franklin Crescent in Whitby: Rural Whitby E13047934 - House

    105 Franklin Crescent Whitby L0B 1A0 Rural Whitby

    $3,799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13047934
    Bedrooms:
    6
    Bathrooms:
    6
    This Isn't Just A Home - It's A Lifestyle Upgrade. Wake Up Every Day Feeling Like You're On Vacation In This Show-Stopping Modern Estate Tucked Inside The Exclusive Lakeridge Links Estates Of Ashburn, Whitby. Set On Over 1.2 Private Acres, Surrounded By Golf Course Greens And Untouched Nature, This Is Where Luxury Meets Escape. Spanning Approximately 8,800 Sq. Ft Of Finished Living Space., This Owner-Built Masterpiece Was Crafted With Intention, Passion, And Uncompromising Standards. From The Upgraded Foundation With A Double Weeping System To The Flawless Finishes Throughout, This Home Was Built To Impress - And Built To Last. Sunlight Pours Through Soaring Ceilings And Wall-To-Wall Windows, Setting The Stage For Unforgettable Entertaining. The Chef'S Kitchen Anchors The Open-Concept Layout, Flowing Effortlessly To The Outdoors For Seamless Indoor-Outdoor Living. Every Space Feels Grand, Yet Warm. Elevated, Yet Inviting. Slip Away To Your Spa-Worthy Primary Retreat With Heated Floors And Dual Walk-Ins - Your Own Private Sanctuary After A Long Day. Downstairs, The Lower Level Delivers Serious Versatility With Full In-Law Or Nanny Suite Potential, Complete With A Kitchen, Rec Space, And Separate Walk-Up Entrance. Loaded With Smart Home Technology, A Four-Car Garage With EV Charging, And Premium Finishes In Every Corner, This Home Checks Every Box - And Then Some. Spend Weekends Apple Picking At Nature's Bounty Farm, Browsing Brooklin Farmers' Market, Unwinding At Thermea Spa, Or Carving Fresh Powder At Dagmar And LakeRidge Ski Resorts. With Highways 407 & 412 Just Minutes Away, Luxury Living Has Never Been So Effortless. Homes Like This Don't Come Around Often. Rare. Refined. Remarkable. Book Your Private Showing And Feel It For Yourself. More details
    Listed by REALTY WEALTH GROUP INC.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated July 21, 2026 at 06:15 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.