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

  • 15 Shepherd Road in Whitby: Rural Whitby E14033110 - House

    15 Shepherd Road Rural Whitby Whitby L1M 1G8
    Main Photo: 15 Shepherd Road in Whitby: Rural Whitby E14033110 - House

    15 Shepherd Road Whitby L1M 1G8 Rural Whitby

    $2,397,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14033110
    Bedrooms:
    7
    Bathrooms:
    5
    A rare bungalow offering in Whitby's Macedonian Village. Set on an exceptional 102.48 x 352.51 ft lot backing onto Heber Down Conservation Area, this custom home combines impressive main-floor living, privacy and substantial indoor and outdoor space. The approximately 3,025 sq. ft. main level is designed around comfortable one-floor living, with four spacious bedrooms, each featuring its own en-suite and walk-in closet. Soaring 10-ft ceilings, new R60 attic insulation, new engineered hardwood flooring, and extensive mouldings run throughout the principal rooms. At the heart of the home, the kitchen and dining area feature an impressive waffle ceiling, while the adjoining great room opens dramatically beneath a 16-ft cathedral ceiling, with a gas fireplace and expansive windows framing the private conservation setting. The primary suite enjoys backyard views and features a custom ceiling with pot lights, a generous dressing room, and a 5-piece en suite. A main-floor office and laundry add everyday convenience. Downstairs, the finished walk-out lower level substantially expands the home's possibilities with three additional bedrooms, a rough-in kitchen, two large recreation areas, a gym, a gas fireplace, and a kitchen rough-in, providing exceptional flexibility for guests, extended family, recreation, hobbies, or future personalization. Outside, the property's extraordinary depth creates a private setting surrounded by mature greenery, with an 18 x 36 ft in-ground pool, updated liner, heater, and UV system. An attached workshop with an approximately 13-ft ceiling and 60-amp service adds another unique dimension for a car enthusiast, hobbyist, studio or golf-simulator space. Additional updates include fresh interior paint (2025), a water softener and an iron-removal system. No rental items.For buyers seeking a substantial bungalow on an estate-sized lot with conservation views, privacy and room to make the property their own. More details
    Listed by Re/Max Hallmark First Group Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 7 Woodington Court in Whitby: Brooklin E13873970 - House

    7 Woodington Court Brooklin Whitby L1M 0C6
    Main Photo: 7 Woodington Court in Whitby: Brooklin E13873970 - House

    7 Woodington Court Whitby L1M 0C6 Brooklin

    $2,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13873970
    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

  • 625 Townline Road W in Whitby: Rural Whitby E13866404 - House

    625 Townline Road W Rural Whitby Whitby L0B 1A0
    Main Photo: 625 Townline Road W in Whitby: Rural Whitby E13866404 - House

    625 Townline Road W Whitby L0B 1A0 Rural Whitby

    $2,899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13866404
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to an exceptional modern executive bungalow where sophisticated design, luxury finishes and peaceful rural living come together. Set on a beautifully treed lot, this remarkable home offers an extraordinary lifestyle w/golf & ski resorts just minutes away. From the moment you arrive, the home's striking modern architecture & exquisite craftsmanship make a statement. A custom front door opens to a thoughtfully designed interior featuring soaring ceilings, oversized windows, expansive living spaces & an abundance of natural light. The heart of the home is the spectacular open-concept kitchen, dining and living area. The designer kitchen is built for both entertaining & everyday luxury, featuring a massive 10-foot island, 2 sinks, 2 dishwashers, a 48" 6-burner induction range with double ovens & built-in refrigerator. The living room is anchored by a dramatic floor-to-ceiling fireplace. Expansive 9-foot sliders lead seamlessly outdoors to a massive composite deck, extending the living & entertaining space into the private natural surroundings. The primary suite is a true retreat, featuring generous proportions & a stunning ensuite with heated floors, oversized shower & luxurious soaker tub. Bedrooms 2 & 3 share an impressive semi-ensuite with double vanities, water closet, and large shower. All bedrooms are spacious & finished with custom closet organizers. The fully finished lower level adds an exceptional second living experience, with oversized windows, a 2nd propane fireplace, spacious family room, games room with wet bar & beverage fridge, dedicated exercise area & a beautifully finished bathroom with heated floors. A standout feature is the sauna with direct access to the shower room - an indulgent private wellness retreat within your own home. The oversized 2-car garage can accommodate 2 lifts, offering exceptional flexibility. A rare opportunity to own a truly distinctive modern home where design, luxury, privacy & lifestyle come together beautifully. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 7860 Cedarbrook Trail in Whitby: Rural Whitby E13834276 - House

    7860 Cedarbrook Trail Rural Whitby Whitby L1M 1L8
    Main Photo: 7860 Cedarbrook Trail in Whitby: Rural Whitby E13834276 - House

    7860 Cedarbrook Trail Whitby L1M 1L8 Rural Whitby

    $3,979,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13834276
    Bedrooms:
    7
    Bathrooms:
    7
    Opportunity to live on the most desired estate street in Brooklin Ont. Cedarbrook Trail You will love this Unique Bungaloft Custom Executive Home. Cared for & Lived in by the same family for 13 years. This is a once in a life time opportunity to buy this magnificent home. Sieze this narrow time window to buy it before it sells or goes off the market for another X years ? This beautiful property is loaded with Features galore. Newer Gourmet kitchen with 3 ovens multiple sinks & walkin pantry. This combined with the open concept sunken family room with soaring ceilings & a double sided fireplace both overlooking with multiple walkouts to large heated pool & patio with awnings & entertainment systems + pool house & gardens with no rear neighbors The newer majestic primary suite on the main floor with spa bath fireplace & walkout to its own lounging space overlooking the pool & gardens is beautiful and private *** The upstairs bedroom suites have their own ensuite bath, walkin closet & lounging area one has its own office *** Here are 5 reasons why this Unique One of Kind Home is right for you #1 Privacy, this is 3.48 acres of lanscaped privacy. #2 Turn Key, nothing to do! Just move in & unpack. #3 Perfect for large mature or multigenerational families, 7500 sqft, up to 8 BR & 7 Baths (4 ensuites) 2 inlaw suites if needed. #4 Loaded with custom upgrades & features. #5 Location is perfect! Right on the edge of the picturesque village of Brooklin, with its amenities & easy access to Hwy 407. Must See! Spectacular Drone Video Attached + 360 Video of Each Room Sellers will entertain offers up untill Oct 18th then removing the property from the market for another X years ? Book your viewing of this one of a kind property today ! More details
    Listed by eXp Realty
    LISTING DETAILS
    John Owen, Broker

  • 6680 Coronation Road in Whitby: Rural Whitby E13822620 - House

    6680 Coronation Road Rural Whitby Whitby L1M 1R6
    Main Photo: 6680 Coronation Road in Whitby: Rural Whitby E13822620 - House

    6680 Coronation Road Whitby L1M 1R6 Rural Whitby

    $4,488,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13822620
    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 3BR/3BTH 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 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 3-bathroom 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 REFERTO VIRTUAL TOUR 1 FOR MAIN HOUSE and REFER TO VIRTUAL TOUR 2 FOR 2nd SMALLER HOUSE, BARN and LAND More details
    Listed by REMAX YOUR COMMUNITY REALTY
    LISTING DETAILS
    John Owen, Broker

  • 6540 Coronation Road in Whitby: Rural Whitby E13797770 - House

    6540 Coronation Road Rural Whitby Whitby L0B 1C0
    Main Photo: 6540 Coronation Road in Whitby: Rural Whitby E13797770 - House

    6540 Coronation Road Whitby L0B 1C0 Rural Whitby

    $2,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13797770
    Bedrooms:
    5
    Bathrooms:
    8
    Custom-Built Luxury Estate On Premium 2.25-Acre East-Facing Lot! Approx. 8,500 Sq Ft Of Finished Living Space. Featuring 4+1 Bedrooms And 8 Bathrooms With Exceptional Craftsmanship And High-End Finishes Throughout. Main Floor Offers 12-Ft Ceilings And Grand Open-Concept Layout With Stunning 24-Ft Coffered Ceiling In Living Room. Gourmet Kitchen With Premium Appliances And Modern Finishes Open To Spacious Family Room With Fireplace And Backyard Views. Main Floor Office Or Bedroom With Ensuite. Second Floor Boasts 10-Ft Ceilings. Luxurious Primary Suite With Private Balcony, 6-Piece Spa-Like Ensuite And Custom Walk-In Closet. All Additional Bedrooms Feature Ensuites And Walk-In Closets. Includes Sitting Area, Walkout Balcony And Second-Floor Laundry. Fully Finished Basement With 10-Ft Ceilings Featuring Bar, Media Room, Gym And Additional Bedroom With Ensuite. Upgrades Include Heated Floors In All Bathrooms, Spray Foam Insulation On Exterior Walls And Modern Flat Roof Design. 3-Car Garage With Extra-Height Doors And Extended Driveway Accommodating 15-20 Vehicles. Conveniently Located Near Hwy 407/412 And Golf Courses. More details
    Listed by RE/MAX GOLD REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 365 Townline Road W in Whitby: Rural Whitby E13785338 - House

    365 Townline Road W Rural Whitby Whitby L0B 1A0
    Main Photo: 365 Townline Road W in Whitby: Rural Whitby E13785338 - House

    365 Townline Road W Whitby L0B 1A0 Rural Whitby

    $2,189,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13785338
    Bedrooms:
    4
    Bathrooms:
    4
    Client RemarksViews of the park-like 10+ acre lot from every room of this updated family home in picturesque Ashburn! Enjoy the tranquil, private setting just minutes from Brooklin's amenities. Relax and entertain in the beautiful family room, featuring a soaring cathedral ceiling, floor-to-ceiling stone fireplace, and an open flow to the family-sized kitchen.The contemporary, practical layout lets each room suit your individual needs: the formal dining room (currently used as an office) walks out to a wrap-around porch with a finished ceiling. Glass doors offer privacy without sacrificing views or light.The 2nd floor features 4 bedrooms and updated bathrooms. The partially finished basement offers a separate entrance from the oversized 2-car garage, high ceilings, 2 large cold cellars, a partially finished 2-piece bath, and a finished rec room with an above-grade window. Move right in - this home is freshly painted, well-maintained, has plenty of parking and storage, and is pet and smoke free!Recent updates include: windows (2022), eaves and fascia (2020), porch ceiling (2025), new trim and interior doors, new toilets, updated 2nd-floor bathrooms, and new broadloom and hardwood flooring. Septic pumped out August 2026. More details
    Listed by The Nook Realty Inc.
    LISTING DETAILS
    John Owen, Broker

  • 44 Bagot Street in Whitby: Brooklin E13778468 - House

    44 Bagot Street Brooklin Whitby L1M 1A1
    Main Photo: 44 Bagot Street in Whitby: Brooklin E13778468 - House

    44 Bagot Street Whitby L1M 1A1 Brooklin

    $2,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13778468
    Bedrooms:
    4
    Bathrooms:
    2
    A stunning, recently renovated custom 3 + 1 Bedroom, 2 + 1 Bath, 2 Full Kitchens, 2 Laundry Rooms, Custom Office, sidesplit set on an extraordinary mature treed 66 x 265 ft ravine lot located in the heart of Brooklin. Perfect for entertaining, this home offers a backyard overlooking a creek, with multiple outdoor living spaces including multi zone outdoor speakers, swim-spa under a custom built gazebo, wood fire space, a covered walk-out proch with gas fire place and built in bbq and sink and an insulated cabana with 2 pc washroom. The built-in heated garage featuring expoxy flooring, cabinetry & sink + more elevates this property even further. Inside, enjoy a bright open-concept design with rich hardwood floors, pot lights, heated floors in two bathrooms, mudroom and lower level family room/entertainment room, bright open-concept main floor kitchen featuring a double sized fridge/freezer, extra large gathering island and wine/coffee bar. Centrally located in the heart of Brooklin this is a must see to experience all the property has to offer. More details
    Listed by The Nook Realty Inc.
    LISTING DETAILS
    John Owen, Broker

  • 7925 Cedarbrook Trail in Whitby: Rural Whitby E13739234 - House

    7925 Cedarbrook Trail Rural Whitby Whitby L1M 1L9
    Main Photo: 7925 Cedarbrook Trail in Whitby: Rural Whitby E13739234 - House

    7925 Cedarbrook Trail Whitby L1M 1L9 Rural Whitby

    $2,749,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13739234
    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

  • 19 Wilson House Drive in Whitby: Rural Whitby E13659920 - House

    19 Wilson House Drive Rural Whitby Whitby L0B 1A0
    Main Photo: 19 Wilson House Drive in Whitby: Rural Whitby E13659920 - House

    19 Wilson House Drive Whitby L0B 1A0 Rural Whitby

    $2,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13659920
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to an exceptional custom-built bungalow by Andelwood Homes, set within the prestigious Chateaus of Wilson House Drive in the quiet hamlet of Ashburn. Situated on a beautifully landscaped 0.80-acre lot, this impressive residence offers over 6,000 SF of finished living space, a 4-car garage, and a rare combination of space, privacy, craftsmanship, and versatile multi-generational living. The expansive main level features 9-ft ceilings, stained red oak hardwood flooring, Carrara marble tile, coffered ceilings, crystal chandeliers, and extensive custom millwork. At the heart of the home, the open-concept kitchen, breakfast area, and family room provide an ideal setting for everyday living and entertaining. The chef's kitchen features granite countertops and backsplash, a 36" Wolf gas range, professional-grade appliances, custom island with breakfast bar, built-in refrigerator, beverage centre, and French doors opening to the upper deck with gas BBQ hookup. The family room is highlighted by a marble-surround gas fireplace and French-style windows overlooking the private grounds. The main floor primary retreat offers a spacious sitting area and well-appointed ensuite, while additional bedrooms provide flexibility for family, guests, or home offices. The professionally finished walk-out lower level offers 9-ft ceilings, large windows, additional bedrooms, an expansive recreation and entertainment area with custom bar, and direct access to the interlock patio and garage-ideal for extended family or multi-generational living. Additional features include a hard-wired gas generator, irrigation system, owned security system, upgraded mechanicals, built-in surround sound, extensive parking, and beautifully maintained grounds. A rare estate bungalow offering exceptional scale and versatility in one of Durham Region's established estate communities. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated October 17, 2026 at 06:15 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.
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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.