House for sale in Whitby homes over 2000000

Newest MLS listings in Whitby under 2000000 - search all homes, townhouses, condos for sale on mls

Whitby homes for sale above 2,000,000

Become a member and get these great benefits, at no cost or obligation: Fresher content than Realtor.ca - on new listings, price changes and more! View more details than Realtor.ca - View unlimited listings - Get email updates on your searches as soon as they hit the market, not the next day!
Forgot password Extend Verify Contact
1-10/18
  • 305 Trent Street W in Whitby: Downtown Whitby E13090664 - House

    305 Trent Street W Downtown Whitby Whitby L1N 1M3
    Main Photo: 305 Trent Street W in Whitby: Downtown Whitby E13090664 - House
    $2,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13090664
    Bedrooms:
    5
    Bathrooms:
    4
    Create your very own Downton Abbey and experience the perfect blend of historic charm and contemporary elegance. This remarkable residence showcases timeless character alongside modern finishings, inviting you to live your best life surrounded by beauty and sophistication.From the moment you enter, soaring grand ceilings on both the main and second floors set the tone for the home's stately presence. Original hardwood floors span the first two levels, preserving the rich charm of yesteryear, while tasteful decor and oversized rooms create an atmosphere of refined comfort.The beautifully appointed kitchen features travertine flooring, an inviting eat-in area, and a walkout to the backyard oasis. Enjoy quiet mornings or evening gatherings on the cozy wrap-around porch with pot lights, or in the enclosed sunroom overlooking lush, English-inspired gardens and a tranquil babbling brook pond.Upstairs, each spacious bedroom offers walk-in closets and grand ceilings, while the large laundry room-with its own walkout to a deck-makes chores a pleasure. The deck connects to a private gym and 3-piece bath located above the heated garage.The third floor is your private master retreat-a true sanctuary featuring a wraparound walk-in closet with custom built-ins, corner gas fireplace, and a stunning en-suite. Relax in the claw-foot tub or steamer shower, warmed by the gentle glow of a Napoleon electric fireplace. The large heated loft garage includes hydro, a garage door openers with remotes, and access from both the backyard and laundry room.Outdoors, the property is an absolute haven. Set on a rare double lot, the backyard offers mature perennial gardens, two ponds, a serene fire pit area, and a new fence providing privacy and peace. Enjoy natural gas hookups for your BBQ and future outdoor fireplace-perfect for entertaining in every season. New Fencing installed Fall 2024. Survey on File 2023. Walking distance to Trafalgar Castle (Private School) and Henry St High. More details
    Listed by Royal LePage Our Neighbourhood Realty
    John Owen, Broker
  • 30 Hanover Court in Whitby: Lynde Creek E13079868 - House

    30 Hanover Court Lynde Creek Whitby L1N 7J2
    Main Photo: 30 Hanover Court in Whitby: Lynde Creek E13079868 - House
    $2,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13079868
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to 30 Hanover Court, Whitby-a custom-built bungaloft nestled in the highly sought-after Lynde Creek ravine community. Set on a premium ravine lot, this exceptional home offers the perfect blend of elegance, comfort, and functionality-ideal for growing or multi-generational families. Step inside to a striking interior featuring a grand Great Room with soaring ceilings, elegant plaster mouldings, and pot lights. Rich hardwood flooring flows seamlessly through the main living areas, complemented by a statement staircase and three fireplaces that add warmth and character. The main-floor primary retreat offers a private escape, complete with a walkout to the patio and hot tub. All bathrooms have been fully renovated with modern finishes. At the heart of the home is a designer kitchen, showcasing granite countertops, a large island, and built-in stainless steel appliances-perfect for both everyday living and entertaining. A newly renovated basement (2026) provides outstanding additional living space with a large recreation room featuring a 72" electric fireplace, large bedroom, and full bathroom. Enjoy a private backyard oasis with a gazebo and motorized awning, ideal for outdoor relaxation. Additional upgrades include an irrigation system, oversized 2-car garage with full drywall, insulated walls, upgraded R60 insulation in the attic and garage ceiling, furnace and central A/C (2022), and an owned Rinnai on-demand hot water system. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    John Owen, Broker
  • 47 Knightsbridge Court in Whitby: Pringle Creek E13067532 - House

    47 Knightsbridge Court Pringle Creek Whitby L1R 2T9
    Main Photo: 47 Knightsbridge Court in Whitby: Pringle Creek E13067532 - House
    $2,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13067532
    Bedrooms:
    7
    Bathrooms:
    5
    Experience the perfect harmony of sophisticated living and strategic opportunity. Nestled on an expansive, mature-treed lot in high-demand Pringle Creek, this beautifully renovated estate offers extreme privacy while keeping you 5 minutes from the 401, 407, and 412 corridor. Designed for the discerning homeowner, the interior features rich hardwood floors and sun-lavished spaces. The primary retreat is a true sanctuary, boasting a skylight-lit ensuite and a private sitting area. Start your mornings with ease as both the primary suite and the first bedroom offer direct access to a sprawling walk-out balcony. For the ultimate escape, the massive upper terrace serves as your private "staycation" destination. Beyond the luxury, this property is a functional powerhouse. The fully finished basement-complete with a separate entrance, master ensuite, and its own laundry-presents an incredible opportunity for a high-end rental, multi-generational living, or a professional home-based business. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    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
    $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.
    John Owen, Broker
  • 33 North Street in Whitby: Brooklin E13041384 - House

    33 North Street Brooklin Whitby L1M 1C2
    Main Photo: 33 North Street in Whitby: Brooklin E13041384 - House
    $2,976,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13041384
    Bedrooms:
    6
    Bathrooms:
    5
    Refined Elegance Defined By Curated Craftsmanship Encompassing Over 5000 Square Feet Finished On 95' Footage Corner Lot In Brooklin's Most Desirable Enclave - 4 Plus 2 Bed, 5 Bath Fully Custom Masterpiece Completed By Renowned "Delta-Rae" In 2020 Features Wide Plank Hardwood, Main Floor Office, Gourmet Chef's Kitchen And 21' Ceiling Great Room; Walking Out To Professionally Landscaped, Fully Fenced Backyard - Enjoy Resort Style Amenities From The Comfort Of Your Own Home With A Salt Water Pool, Spill Over Spa, Outdoor Kitchen Features B/I Gas Bbq And Fridge. Enjoy Mature Muskoka Like Trees For Ultimate Privacy. Impressive Primary WOW's With Expansive Walk-In And Bright Ensuite. Fully Finished Basement And Finished Gym Space. 4 Car Garage (3+Lift) Amplifies Functionality With "Garage Living" B/I Storage, Freezer, Purposeful Wall Trim And Epoxy Floor Finish. Walk To Downtown Brooklin In Minutes - Confluences Modern Conveniences With Small Town Feel. Walk To Downtown Through Quaint Unique Pedestrian Path To Bars, Ice Creamery, Restaurants, Parks, Longo's And So Much More. 3 Minutes To 407. Highly Ranked Elementary And Secondary Schools. No Sidewalk! Welcome Home!!! More details
    Listed by REMAX YOUR COMMUNITY REALTY
    John Owen, Broker
  • 10 Philips Road in Whitby: Rural Whitby E13020390 - House

    10 Philips Road Rural Whitby Whitby L1M 1G7
    Main Photo: 10 Philips Road in Whitby: Rural Whitby E13020390 - House
    $3,347,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13020390
    Bedrooms:
    5
    Bathrooms:
    5
    Luxury Estate Bungaloft in Macedonian Village | Brand New with Tarion Warranty. Welcome to 10 Phillips Road, a rare opportunity to own a brand-new custom bungaloft on a premium 125' x 278' estate lot in the prestigious community of Macedonian Village, Whitby. Surrounded by nature and just steps to Heber Down Conservation Area, this home offers the perfect blend of luxury, privacy, and everyday functionality-now positioned for today's market. Offering over 4,000 sq. ft. of above-grade space, this residence showcases exceptional craftsmanship and timeless design throughout. A grand 12-ft foyer welcomes you into an open-concept layout filled with natural light and expansive sightlines. The great room is a true focal point, featuring a dramatic 17-ft cathedral ceiling and a gas fireplace, perfect for both relaxing evenings and entertaining. The space flows seamlessly into a chef-inspired kitchen complete with Fisher & Paykel built-in appliances, quartz countertops, and a full-height quartz backsplash, as well as a formal dining area ideal for hosting. The main-floor primary suite delivers comfort and sophistication, highlighted by an 11-ft tray ceiling, a spacious walk-in dressing room with custom built-ins, and a spa-inspired 5-piece ensuite with a curbless glass shower and double vanity. Additional features include built-in speakers, a central vacuum, and premium finishes throughout. A third main-floor bedroom offers flexibility as a home office or guest space. Walkout Basement with Endless Potential. The unfinished walkout basement features oversized above-grade windows and is thoughtfully equipped with rough-ins for two 3-piece bathrooms and one 2-piece bathroom, along with a security system ready to be customized to suit your lifestyle. Set on a deep, private lot in one of Whitby's most exclusive enclaves, this home offers peaceful surroundings with convenient access to trails, parks, and nearby amenities. Tarion warranty included. Immediate occupancy available. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    John Owen, Broker
  • 15 Shepherd Road in Whitby: Rural Whitby E13020368 - House

    15 Shepherd Road Rural Whitby Whitby L1M 1G8
    Main Photo: 15 Shepherd Road in Whitby: Rural Whitby E13020368 - House
    $2,647,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13020368
    Bedrooms:
    7
    Bathrooms:
    7
    Macedonian Village Opportunity - Bungalow Living on a Premium Conservation Lot, this custom-built bungalow offers exceptional space, privacy, and long-term versatility on a premium 102.48 ft x 352.51 ft lot backing onto the natural beauty of Heber Down Conservation Area.Designed for both everyday comfort and multi-generational living, the main level features four spacious bedrooms, each with its own en-suite and walk-in closet, along with 10-ft ceilings, new engineered hardwood flooring, and fresh paint throughout (2025). The great room impresses with a 16-ft cathedral ceiling and gas fireplace, while the updated kitchen showcases stainless steel appliances, waffle ceilings, crown moulding, and California shutters.The primary suite is a true retreat, complete with a custom ceiling, walk-in dressing room, and a 5-piece en-suite overlooking the private backyard and conservation setting.The finished walk-out basement adds outstanding flexibility with three additional bedrooms, a gym, two large recreation areas, a gas fireplace, and a rough-in kitchen ideal for extended family, in-law potential, or future customization.Additional highlights include a main-floor office, laundry room, central vacuum system, and an attached garage with workshop and 60 Amp service perfect for a hobby space, studio, or future golf simulator.Outdoors, enjoy a private backyard oasis with an in-ground pool featuring an updated liner, heater, and UV system (Aug 2025), along with interlocking landscaping and direct access to nature.With its timeless brick, stone, and stucco exterior, no rental items, and a highly sought-after location, this is a standout opportunity for buyers seeking space, privacy, and long-term value in one of Whitby's most exclusive communities. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    John Owen, Broker
  • 9285 Dagmar Road in Whitby: Rural Whitby E13001942 - House

    9285 Dagmar Road Rural Whitby Whitby L0B 1A0
    Main Photo: 9285 Dagmar Road in Whitby: Rural Whitby E13001942 - House
    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13001942
    Bedrooms:
    3
    Bathrooms:
    2
    Picturesque, serene, and unassuming, 9285 Dagmar is a gorgeous, stunningly renovated, three bedroom bunglalow situated on 13 acres of beautiful, private land! Set back from the road with large hedges and an electronic gate separating you, this enviable home feels completely private. The large circular driveway has ample parking, plus an oversized two car garage and carport.The well proportioned, and open concept, living room, dining room, and kitchen are beautifully renovated with stunning details throughout, featuring: Custom millwork, built in cabinetry, a fabulous island in the kitchen, and a vaulted ceiling in the family room, complete with custom wainscotting. The herringbone white oak flooring, and carefully chosen paint colours, compliment the gorgeous stone surround of the wood burning fireplace.As you step through the front door and take two steps into the house, you have a straight line view through the back of the house to the breathtaking scenery behind. Beyond the back deck is a natural, spring fed, pond, charming rounded bridges to cross the water, ample grass to run and play in, and your own private forest.Situated just minutes from the 407, 412, and the 401, the city is easily accessible. In the immediate vicinity, there are several golf courses, ski resorts (Dagmar and Lake Ridge are only 3 minutes away!), parks with walking trails, and downtown Whitby is a short drive away. A truly special property! More details
    Listed by REAL BROKER ONTARIO LTD.
    John Owen, Broker
  • 28 Scott Street in Whitby: Blue Grass Meadows E12967818 - House

    28 Scott Street Blue Grass Meadows Whitby L1N 3L1
    Main Photo: 28 Scott Street in Whitby: Blue Grass Meadows E12967818 - House
    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12967818
    Bedrooms:
    6
    Bathrooms:
    6
    Luxury Custom Home in the Heart of Whitby! Experience refined living in this stunning custom-built home showcasing elegance, sophistication, and superior craftsmanship throughout. A grand foyer with 10-ft ceilings welcomes you into bright, open principal rooms filled with natural light. The gourmet kitchen features premium Jenn Air appliances, a large centre island, and seamless flow into the formal dining room and open-concept living area - perfect for entertaining in style. The primary suite offers a spa-inspired ensuite and spacious walk-in closet. Each additional bedroom includes its own ensuite, providing exceptional comfort and privacy. The fully finished lower level adds versatility with two extra bedrooms, a full bath, and a large recreation area - ideal for a home theatre, gym, games room, or in-law suite. Step outside to a beautifully landscaped backyard designed for summer entertaining, complete with areas for dining and relaxation. Located in one of Whitby's most prestigious neighbourhoods, close to top-rated schools, parks, and all essential amenities. A true showpiece for the discerning buyer! More details
    Listed by DREAM HOME REALTY INC.
    John Owen, Broker
  • 6540 Coronation Road in Whitby: Rural Whitby E12945508 - House

    6540 Coronation Road Rural Whitby Whitby L0B 1C0
    Main Photo: 6540 Coronation Road in Whitby: Rural Whitby E12945508 - House
    $3,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12945508
    Bedrooms:
    5
    Bathrooms:
    8
    Brand New 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. Must See..... More details
    Listed by RE/MAX GOLD REALTY INC.
    John Owen, Broker
1-10/18
Data was last updated May 12, 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.