House for sale in Whitby homes over 2000000

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1-10/15
  • 82 Bridlewood Boulevard in Whitby: Rolling Acres E13461378 - House

    82 Bridlewood Boulevard Rolling Acres Whitby L1R 3R8
    Main Photo: 82 Bridlewood Boulevard in Whitby: Rolling Acres E13461378 - House
    $2,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13461378
    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.
    John Owen, Broker
  • 875 Brawley Road W in Whitby: Rural Whitby E13240554 - House

    875 Brawley Road W Rural Whitby Whitby L0B 1A0
    Main Photo: 875 Brawley Road W in Whitby: Rural Whitby E13240554 - House
    $2,150,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13240554
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 875 Brawley Road West, a truly one-of-a-kind, custom-built ranch bungalow with a loft, perfectly situated on a premium 1.14-acre lot with 150 feet of frontage. Fully landscaped, a rare combination of rural serenity and smalltown charm, with exceptional outdoor and indoor living space, boasting a staggering 5,000 + square feet of total finished living space (over 3,100 sq ft above grade) The main level features a fully renovated gourmet kitchen with quartz countertops, custom backsplash, and stainless-steel appliances. Unwind in the spectacular family room, characterized by its soaring cathedral beamed ceilings, cozy fireplace and magnificent view of the sprawling back yard. The oversized primary includes an additional fireplace and offers a private, spa-like, fully renovated en-suite complete with a glass shower, soaker tub and a private sauna. Two additional main floor bedrooms, plus a large loft bedroom perfect for overnight guests or a large family. The massive, professionally finished lower level adds approx. 2,000 sq ft of incredible flex space. Designed as an entertainer's delight or a complete multi-family unit, it features a full second kitchen, dining area, a bedroom, 3 pc bathroom, a dedicated gaming zone, and a spacious great room. This unbeatable location offers a four-season resort lifestyle: Golf at nearby Lakeridge Links or Royal Ashburn, Ski at Dagmar/Lakeridge Ski Resorts, and Relax at the world-class Thermëa Spa Village or visit the local natural artisan spring and Fill up on pure, crisp water. Minutes to historic downtown Brooklin and top-rated schools! Don't miss this rare opportunity to own a piece of Whitby's finest countryside! More details
    Listed by RED HOUSE REALTY
    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
    $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
    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
  • 1045 Brawley Road W in Whitby: Rural Whitby E13225860 - House

    1045 Brawley Road W Rural Whitby Whitby L1M 1M7
    Main Photo: 1045 Brawley Road W in Whitby: Rural Whitby E13225860 - House
    $3,688,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13225860
    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
    John Owen, Broker
  • 33 North Street in Whitby: Brooklin E13214732 - House

    33 North Street Brooklin Whitby L1M 1C2
    Main Photo: 33 North Street in Whitby: Brooklin E13214732 - House
    $2,679,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13214732
    Bedrooms:
    6
    Bathrooms:
    5
    Welcome To 6,000+ Sq Ft Of Elegantly Finished Living Space. On A Premium 97 x 150ft Lot In One Of Brooklin's Most Sought-After Pockets. Custom Built By "Delta-Rae" In July 2020, This 4+2 Bedroom, 5 Bath Home Has Been Enhanced With Nearly Half A Million Dollars In Post-Build Upgrades - Every Dollar Spent With Purpose And Precision. Inside, The Soaring 21' Great Room Captivates With A Stunning Ceiling Treatment That Commands Attention The Moment You Enter. Wide Plank Hardwood, A Chef-Inspired Kitchen, Main Floor Office, Designer Lighting Throughout, Heated Floors In All Washrooms & Tiled Areas, And Electric Motorized Window Coverings Complete The Main Level Experience. The Primary Retreat Is A True Sanctuary - Featuring A Gorgeous Walk-In Closet With Custom Built-Ins And A Spa-Like Ensuite. The Fully Finished Basement (2021) Is An Entertainer's Dream - Expansive Rec Room, Dedicated Gym, Two Additional Bedrooms And A Sleek 3-Piece Bath - Perfect For Extended Family Or Guests. Step Outside To A Backyard That Genuinely Rivals Any Resort - A Complete Landscape Transformation (2022) Featuring Beautifully Established Trees, Lush Shrubs, Full Irrigation, A Large Saltwater Pool With Triple Fountain Feature, 9' Deep End, Bench Seating At Both Ends, Generous Entry Steps, Spillover Spa, Dedicated Equipment Area & Private Change Room Shed. The Built-In Outdoor Kitchen With Gas BBQ & Fridge Completes The Experience. The Garage Is In A League Of Its Own - Professionally Transformed By "Garage Interiors" Of Woodbridge (2021): Epoxy Floors, Wall Panels, Finished Ceiling, 20' Built-In Shelving, Counter, Deep Freezer, Car Lift & Industrial Gas Heater. Total Parking For 16 - 12-Car Driveway Plus 4-Car Garage. Stroll To Downtown Brooklin's Shops, Restaurants, Parks & More Via A Charming Pedestrian Path. Minutes To Hwy 407 & Top-Ranked Schools. No Sidewalk. You Won't Just Want To Live Here - You'll Never Want To Leave. More details
    Listed by RE/MAX Rouge River Realty Ltd.
    John Owen, Broker
  • 7925 Cedarbrook Trail in Whitby: Rural Whitby E13156428 - House

    7925 Cedarbrook Trail Rural Whitby Whitby L1M 1L9
    Main Photo: 7925 Cedarbrook Trail in Whitby: Rural Whitby E13156428 - House
    $2,875,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13156428
    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
    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
    $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.
    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
1-10/15
Data was last updated June 24, 2026 at 04:15 PM (UTC)
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