Two storey houses for sale in Whitby Ontario

Newest two storey MLS listings in Whitby - Brooklin, Taunton North, Williamsburg, Pringle Creek, Rolling Acres, Blue Grass Meadows, Lynde Creek, Port Whitby

Two storey house - for sale in Whitby, Brooklin

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  • 263 Glen Hill Drive in Whitby: Blue Grass Meadows E14097148 - House

    263 Glen Hill Drive Blue Grass Meadows Whitby L1N 7J5
    Main Photo: 263 Glen Hill Drive in Whitby: Blue Grass Meadows E14097148 - House
    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14097148
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to 263 Glen Hill Dr. This beautifully maintained 4+1 bdrm 3 bath home offers fantastic curb appeal & an impressive corner lot. From the moment you arrive, the pride of ownership is evident, with a welcoming exterior and plenty of space surrounding the home. Inside, you'll find a well-cared for layout with good sized principal rooms perfect for entertaining. The bright living + dining room has hardwood floors + dining area offers convenient walk-thru access to the kitchen, while the separate family rm overlooks the kitchen and eat-in area, creating a comfortable space for everyday living and entertaining. A two-piece powder room and main floor laundry with convenient garage access complete the level. Upstairs you'll find 4 generously sized bedrooms, all featuring laminate flooring. The primary bdrm offers a 4pc ensuite and a good sized walk-in closet, while an additional 4pc bathroom serves the remaining bedrooms. The open staircase leads to the basement, where you'll find a spacious room currently being used as a bedroom, a comfortable rec room with french doors, and a cold cellar. A versatile lower level offering plenty of space for a growing family, home office, guests or additional living space. Backyard has a deck off the kitchen walk-out. Spacious backyard offering endless possibilities to create your own private backyard oasis. Storage shed. Mins to 401, walking distance to schools, parks, shopping, transit. Nothing to do but move in! More details
    Listed by RE/MAX Rouge River Realty Ltd.
    John Owen, Broker
  • 114 Keith Street in Whitby: Downtown Whitby E14097600 - House

    114 Keith Street Downtown Whitby Whitby L1N 1H6
    Main Photo: 114 Keith Street in Whitby: Downtown Whitby E14097600 - House
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14097600
    Exceptional development and investment opportunity in central Whitby on a generous 7,376 sq. ft. lot featuring 73.8 ft. frontage under R3 zoning! This project is designed for a purpose-built semi-detached dwelling that offers tremendous income-generating or multi-generational living potential, with each house containing a total of 10 bedrooms. The property is currently in process for final approval with the Town of Whitby, saving the purchaser substantial time, carrying costs, and preliminary planning work, and the full site plan is attached for review. To assist qualified purchasers, a Vendor Take-Back (VTB) mortgage is available with attractive terms to streamline construction financing. The future home is also eligible to be built under the Tarion New Home Warranty Program, maximizing buyer peace of mind and resale value. The well-conceived layout delivers approximately 6,510 sq. ft. of total usable space across both mirror-image units. Each semi-detached home is designed with an independent finished basement suite containing 3 bedrooms, 2 washrooms, a full kitchen, and living/dining space. The main ground level offers primary living quarters with 3 bedrooms, 1 washroom, a kitchen, living/dining area with a walkout to a raised deck, and a private built-in single garage. The second-floor suite features 4 generous bedrooms, 1 washroom, a dedicated kitchen, an open living/dining room, and a walkout to a private upper balcony. The complete architectural package conforms to Whitby zoning setbacks and building height guidelines. Whether building to hold for long-term rental cash flow or constructing to sell as high-demand semi-detached units, this site offers prime connectivity to downtown Whitby amenities, transit, and major routes. More details
    Listed by RE/MAX ACE REALTY INC.
    John Owen, Broker
  • 161 Cathedral Drive in Whitby: Rolling Acres E14098128 - House

    161 Cathedral Drive Rolling Acres Whitby L1R 0J5
    Main Photo: 161 Cathedral Drive in Whitby: Rolling Acres E14098128 - House
    $749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14098128
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 161 Cathedral Drive! Nestled in Whitby's highly sought-after Rolling Acres community, this spacious freehold 2-storey townhouse offers over 1,500 sq. ft. of bright, open-concept living space and backs onto a premium ravine lot with a walk-out basement. Featuring 3 bedrooms and 3 bathrooms, this home is ideal for first-time buyers, downsizers, or investors seeking exceptional value in a prime location. The highly functional layout includes a generous primary retreat complete with a private ensuite bath.Superbly maintained and presented in clean, original condition, this home offers a fantastic blank canvas opportunity-move in immediately and personalize over time to suit your style and vision.The full, wide-open walk-out basement remains completely unfinished, providing an incredible opportunity to create the ultimate recreation room, home theatre, gym, guest suite, or additional living space. Step outside to a private backyard setting overlooking the ravine on an extra-deep lot-offering both tranquility and added privacy.Located just minutes from top-rated schools, parks, shopping, restaurants, and convenient commuter access to Highways 407, 412, and 401, this is an exceptional opportunity to enter one of Whitby's most desirable family neighbourhoods. Don't miss your chance to own in Rolling Acres! More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    John Owen, Broker
  • 74 Henderson Drive in Whitby: Pringle Creek E14098348 - House

    74 Henderson Drive Pringle Creek Whitby L1N 7Y8
    Main Photo: 74 Henderson Drive in Whitby: Pringle Creek E14098348 - House
    $1,228,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14098348
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to an exceptional ravine-facing residence in one of Pringle Creek's most desirable mature neighbourhoods. Set on an extraordinary 49.21 x 230 ft lot, this meticulously maintained home offers just under 3,000 sq ft of finished living space, timeless curb appeal, and a rare connection to nature in the heart of Whitby. Wake up to deer, rabbits, birds and abundant wildlife as you enjoy morning coffee in the four season solarium. Floor to ceiling windows frame 230 ft of ravine views, mature trees, and peaceful green space. A meditation garden, waterfall, hammock, patio, and multiple seating areas create private cottage living in the city, with endless potential for your dream outdoor retreat. A spacious two storey foyer opens to a bright, functional layout with hardwood flooring on the main floor and greenery visible from nearly every window. The formal living room is complemented by a separate family room with a rustic gas fireplace. The renovated kitchen offers quartz countertops, stainless steel appliances, abundant storage, a large island with seating, and an open flow to the dining room, eat in kitchen area, and solarium. Main floor laundry and a powder room complete the main. Upstairs, the generous primary bedroom includes a walk-in closet plus an adjoining room ideal as a dressing room, study, nursery, or additional closet. The renovated 5pc ensuite features a double vanity, jacuzzi tub, and glass enclosed tiled shower. Three additional bedrooms offer excellent family and guest space.The finished basement adds a large recreation room, games area, wet bar, gym, additional bedroom, and jacuzzi bathroom perfect for relaxing, fitness, movie nights, or working from home. Enjoy direct access to an extensive trail system, with nearby parks, green space, schools, shopping, recreation, and everyday conveniences. 74 Henderson Drive offers a fantastic ravine lot, space, setting, and family lifestyle that are increasingly difficult to find in established Whitby. More details
    Listed by EXP REALTY
    John Owen, Broker
  • 15 Huggins Drive in Whitby: Rural Whitby E14098572 - House

    15 Huggins Drive Rural Whitby Whitby L1P 0N4
    Main Photo: 15 Huggins Drive in Whitby: Rural Whitby E14098572 - House
    $1,475,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14098572
    Bedrooms:
    5
    Bathrooms:
    6
    2 STOREY DETACHED HOUSE : 5 large beds, 6 baths. Basement finished. Large Great Gulf house model. Over 4500sqft finished livable space. Coveted Donald A. Wilson School District. Four bedrooms with ensuite. Master having a 5-pc ensuite. Numerous builder upgrades focusing on comfort and energy efficiency. Luxury stainless steel appliances, including six-burner monogram gas range. Fenced backyard. Open concept kitchen. Hardwood flooring and granite counters with stone backsplash in the kitchen. Located on a quiet street in a family friendly neighbourhood within close walking distance to parks. Main floor office and upper floor library. Formal dining. California shutters, gas fireplace. Laundry conveniently located on second floor. 2 car garage and 2 car driveway. Minutes to Hwy 412, Whitby GO, Thermia Spa, Hospitals, Groceries, Costco, Schools (public & private), etc. Appliances: Fridge Stove, B/I Dishwasher, Washer & Dryer, window coverings and parking HVAC: A/C and tankless water heater. Some photos include virtual staging. More details
    Listed by BODE
    John Owen, Broker
  • 92 Tremount Street in Whitby: Brooklin E14092892 - House

    92 Tremount Street Brooklin Whitby L1M 1G2
    Main Photo: 92 Tremount Street in Whitby: Brooklin E14092892 - House
    $688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14092892
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome To This Charming Freehold Townhouse Tucked Away On A Quiet, Dead-End Street With Nearby Greenspace In The Heart Of Brooklin! Offering 3 Bedrooms, 3 Bathrooms And A Finished Basement, This Home Presents A Fantastic Opportunity To Get Into One Of Whitby's Most Sought-After Communities. The Bright, Open-Concept Main Floor Offers A Functional Layout With Comfortable Living And Dining Spaces, Along With Plenty Of Potential To Update And Make It Your Own. Upstairs, The Spacious Primary Bedroom Features Convenient Semi-Ensuite Access To A Generously Sized Bathroom Complete With A Separate Bathtub And Shower. Two Additional Bedrooms Provide Flexible Space For Family, Guests Or A Home Office. The Finished Basement Adds Valuable Living Space With An Additional Bathroom, Perfect For A Recreation Room, Playroom Or Family Retreat. Step Outside To Your Private Backyard, Offering Space To Relax, Entertain Or Enjoy Time Outdoors. Enjoy The Peaceful Setting With Nearby Greenspace, While Being Conveniently Located Close To Schools, Parks, Shopping, Restaurants And Everyday Amenities. An Excellent Opportunity To Own A Freehold Home In Desirable Brooklin And Add Your Own Personal Touch! More details
    Listed by Royal LePage Frank Real Estate
    John Owen, Broker
  • 426 Coronation Road in Whitby: Rural Whitby E14093318 - House

    426 Coronation Road Rural Whitby Whitby L1P 1Y2
    Main Photo: 426 Coronation Road in Whitby: Rural Whitby E14093318 - House
    $1,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14093318
    Bedrooms:
    4
    Bathrooms:
    4
    Listed by RE/MAX GOLD REALTY INC.
    John Owen, Broker
  • 158 Hillcrest Drive in Whitby: Downtown Whitby E14093920 - House

    158 Hillcrest Drive Downtown Whitby Whitby L1N 3C4
    Main Photo: 158 Hillcrest Drive in Whitby: Downtown Whitby E14093920 - House
    $1,699,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14093920
    Bedrooms:
    4
    Bathrooms:
    6
    Welcome to 158 Hillcrest Dr, a breathtaking custom-built residence in Whitby where timeless elegance, exceptional craftsmanship, and modern luxury come together. Beautifully finished living space, this spectacular 4-bedroom home is designed with privacy and comfort in mind, with each bedroom featuring its own luxurious ensuite bathroom. Soaring 10-foot ceilings throughout the main floor, upper level, and basement create an impressive sense of scale and openness, while 8-inch baseboards, coffered and beautifully detailed ceilings, and solid interior doors showcase the home's attention to quality and craftsmanship. At the heart of the home is a stunning gourmet kitchen featuring elegant quartz waterfall countertops w/ extended breakfast bar, ample workspace, and a sophisticated design perfect for both everyday living and entertaining. Pot lights throughout the home provide a bright, contemporary ambiance, while the solid oak staircase with wrought iron detailing adds a striking touch of timeless elegance. The fully finished basement offers incredible additional living and entertaining space, highlighted by a massive theatre room. Other features include: Gas Line for BBQ on deck balcony, Exterior Pot lights all around the home, Smart Door Camera w/ Speaker System, Pot water filler on stove, 9 foot doors, kitchen cabinet and under cabinet lights. Every detail has been thoughtfully designed to create a luxurious yet functional living experience. From the impressive ceiling heights and premium finishes to the spacious layout and opportunity for customization, 158 Hillcrest Dr is a truly exceptional custom home in one of Whitby's desirable communities. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    John Owen, Broker
  • 29 Floodgate Road in Whitby: Rural Whitby E14094480 - House

    29 Floodgate Road Rural Whitby Whitby L1P 0P5
    Main Photo: 29 Floodgate Road in Whitby: Rural Whitby E14094480 - House
    $799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14094480
    Bedrooms:
    4
    Bathrooms:
    3
    ***4 Yrs New End unit Townhome*** 2130 Sq. Ft. of Living Space *** Separate Entrance to Unfinished Basement *** Walking to Schools & Parks*** Open Concept Layout *** Engineering Hardwood Flooring*** Quartz Counter Tops *** Backsplash *** Iron Metal Pickets *** Loft of 2nd Floor *** Additional linen Closets *** His & Her Walk in Closet in MasterBedroom with 5 Pc Ensuite *** Laundry on Main Level *** Fenced Backyard *** Steps to Park & Trail, Close to School & Public Transit. Mins to Supermarket & Shopping Plaza, Easy Access to Hwy412 & 401/407... More details
    Listed by BAY STREET GROUP INC.
    John Owen, Broker
  • 36 Zachary Place in Whitby: Brooklin E14094666 - House

    36 Zachary Place Brooklin Whitby L1M 1E1
    Main Photo: 36 Zachary Place in Whitby: Brooklin E14094666 - House
    $824,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14094666
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to this spectacular all brick Tribute built family home, ideally situated in the highly sought after Brooklin community. Offering 3 spacious bedrooms, 4 bathrooms and a detached double garage, this sun-filled home combines generous living space with an inviting, functional layout. The bright, open-concept main floor features extensive laminate flooring and a grand open hardwood staircase. The formal sunken living room showcases an elegant coffered ceiling, crown moulding and a beautiful bow window overlooking the front gardens, while the separate dining room is enhanced by its own coffered ceiling. At the heart of the home, the family-sized kitchen boasts butcher block counters, a large pantry, breakfast bar and a spacious breakfast area with a garden-door walkout to the deck and backyard. The impressive family room is highlighted by soaring cathedral ceilings, a cozy gas fireplace, pot lighting and backyard views. Convenient main-floor laundry and garage access complete this level. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat with a vaulted ceiling, organized walk-in closet and a spa-inspired 4-piece ensuite featuring a relaxing corner soaker tub.The partially finished basement provides even more versatility, with ample storage, a roughed-in bathroom and an exercise room/den. Enjoy an exceptional Brooklin location just steps from schools, parks and the shops and amenities of downtown Brooklin, with easy access to Highway 407 for commuters. A wonderful family home in a community you'll love! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    John Owen, Broker
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Data was last updated October 20, 2026 at 07:15 PM (UTC)
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