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

Forgot password Extend Verify Contact
1-10/204
  • 356 Fairview Drive in Whitby: Lynde Creek E13010808 - House

    356 Fairview Drive Lynde Creek Whitby L1N 3A8
    Main Photo: 356 Fairview Drive in Whitby: Lynde Creek E13010808 - House
    $1,599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13010808
    Bedrooms:
    5
    Bathrooms:
    4
    Introducing 356 Fairview Drive, Whitby, a classic red brick Colonial-style centre hall, two-storey home nestled in the sought-after Lynde Creek ravine community. Set on a premium lot surrounded by beautiful mature trees, the property offers exceptional privacy and a picturesque, shaded setting in the summer months. Built and designed in an era when each room served a distinct purpose, this home blends intention with functionality. Ideal for a growing or extended family, featuring a newly renovated eat-in kitchen with deep blue cabinetry, crisp white quartz countertops and backsplash, a pantry cupboard, and walkout to a massive entertainment deck that overlooks the rear yard and the nearby Lynde Creek forested ravine. Classic formal living and dining rooms with hardwood floors, a timeless library/den with rich, floor-to-ceiling panelled wainscotting, a wood-burning brick fireplace with an antique mantle, and entry to a gorgeous three-season sunroom with exposed brick, garage entry, and a wall of windows that seamlessly bring the outdoors in. The spacious primary suite offers a luxurious ensuite bath with a large glass shower, a feature closet wall, and a versatile bonus room, perfect for a 5th bedroom, home office, nursery, or creative studio space. 3 additional well-sized bedrooms plus a beautifully decorated 4pc bath for the kids. The fully finished walkout basement, complete with high ceilings, ample pot lighting and a second wood-burning fireplace, provides the ideal space for entertaining and the potential for a future in-law/nanny suite. This is a rare offering in a prime enclave of homes on a quiet street with a unique "country close to town" setting. This could be the one! Please enjoy the virtual tour. More details
    Listed by HOMESMITHS REAL ESTATE LTD.
    John Owen, Broker
  • 7 Inverlynn Way in Whitby: Lynde Creek E13011398 - House

    7 Inverlynn Way Lynde Creek Whitby L1N 2S6
    Main Photo: 7 Inverlynn Way in Whitby: Lynde Creek E13011398 - House
    $1,675,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13011398
    Bedrooms:
    5
    Bathrooms:
    4
    Presenting the McGillivray on lot #4. Turn Key - Move-in ready! Award Winning builder! MODEL HOME - Loaded with upgrades... 2,701sqft + fully finished basement with coffee bar, sink, beverage fridge, 3pc bath & large shower. Downtown Whitby - exclusive gated community. Located within a great neighbourhood and school district on Lynde Creek. Brick & stone - modern design. 10ft Ceilings, Hardwood Floors, Pot Lights, Designer Custom Cabinetry throughout! ELEVATOR!! 2 laundry rooms - Hot Water on demand. Only 14 lots in a secure gated community. Note: full appliance package for basement coffee bar and main floor kitchen. DeNoble homes built custom fit and finish. East facing backyard - Sunrise. West facing front yard - Sunsets. Full Osso Electric Lighting Package for Entire Home Includes: Potlights throughout, Feature Pendants, Wall Sconces, Chandeliers. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    John Owen, Broker
  • 47 Priory Drive in Whitby: Rural Whitby E13012694 - House

    47 Priory Drive Rural Whitby Whitby L1P 0L1
    Main Photo: 47 Priory Drive in Whitby: Rural Whitby E13012694 - House
    $1,189,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13012694
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this beautifully upgraded, newly built detached home in Whitby, offering over 2,700 sq ft of thoughtfully designed living space. Featuring 4 spacious bedrooms and 4 bathrooms, this home sits on a premium pie-shaped lot with an expansive driveway and a double car garage. Over $100k has been invested in high-quality upgrades throughout. Step inside to a bright, contemporary interior showcasing flat ceilings, elegant 8-foot shaker-style doors, upgraded baseboards and trims, and enhanced lighting that elevates the home's modern appeal. Large windows throughout flood the home with natural light, creating a bright and inviting atmosphere. The fully upgraded kitchen is a true highlight, featuring stylish finishes and an oversized centre island with cabinetry on both sides, ideal for everyday living, casual dining, and entertaining. The upper-level features 3 bathrooms, including a Jack-and-Jill between two bedrooms and 2 bathrooms with upgraded walk-in showers. The primary bedroom offers an ultra spacious his-and-hers walk-in closet and an ensuite with dual access, combining comfort, privacy, and functionality. A 200-amp electrical panel provides modern capacity, while a central vacuum system with garage attachment adds everyday convenience. The separate side entrance leads to a spacious lower level offering excellent potential for extended family living or future income opportunities, along with a cold room providing additional storage. Located in a desirable, family-friendly neighbourhood in Whitby close to schools, parks, scenic trails, and everyday amenities, and just minutes from the popular Thermea Spa Village Whitby, this move-in ready home delivers the perfect balance of comfort, style, and convenience. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    John Owen, Broker
  • 35 Chipperfield Crescent in Whitby: Pringle Creek E13013502 - House

    35 Chipperfield Crescent Pringle Creek Whitby L1R 1P1
    Main Photo: 35 Chipperfield Crescent in Whitby: Pringle Creek E13013502 - House
    $1,550,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13013502
    Bedrooms:
    6
    Bathrooms:
    4
    Welcome to 35 Chipperfield Crescent, a rare ravine-lot home with a legal walk-out basement apartment in the heart of Whitby's desirable Pringle Creek community.This fully renovated detached residence offers flexible multigenerational living or strong rental potential, with the legal second unit capable of generating approximately $2,000-$2,500 per month in income.Situated on a premium 50 x 126 ft ravine lot, the home provides approximately 4,500 sqft of total living space, combining privacy, nature views, and spacious living.The main floor features a formal living room, formal dining room, a wood-paneled office, and a newly upgraded kitchen with quartz countertops, new cabinetry, premium appliances, double wall ovens, stylish backsplash, and an oak wine storage unit. A curved staircase, skylight, and custom millwork add refined character throughout.Upstairs offers 4 spacious bedrooms and 2 updated bathrooms. The primary suite includes a large ensuite with freestanding tub, glass shower, and double vanity, overlooking peaceful ravine views.The fully rebuilt legal walk-out basement apartment includes 2 large bedrooms, a dedicated dining room, a separate living room (both above ground and facing the backyard), a full kitchen, a 3-piece bathroom, and a private laundry room. A lockable interior door separates the two units, providing flexibility for rental income or extended family living.Additional features include a new roof, hardwood flooring, central air conditioning, forced-air gas heating, two laundry rooms (main & basement), and parking for four vehicles (double garage + double driveway).Move-in ready and ideally located close to highly rated schools, parks, shopping, and transit, this property offers a rare opportunity to enjoy ravine living with built-in income potential in one of Durham's most sought-after neighborhoods. More details
    Listed by HOMELIFE NEW WORLD REALTY INC.
    John Owen, Broker
  • 9 Elder Crescent in Whitby: Brooklin E13005098 - House

    9 Elder Crescent Brooklin Whitby L1M 2H5
    Main Photo: 9 Elder Crescent in Whitby: Brooklin E13005098 - House
    $1,274,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13005098
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this stunning 'Coronation' model in the heart of Brooklin! This beautifully upgraded 4+1 bedroom home checks every box ,thoughtfully designed for growing families and effortless entertaining alike. From the moment you step inside, the quality is undeniable. A custom staircase with designer spindles and handrail makes a statement, while brand new hardwood floors, sophisticated crown moulding, and updated baseboards carry a polished, timeless feel throughout the main and upper levels. Elegant formal living and dining rooms set the tone for hosting with ease, while the spacious family room with cozy gas fireplace is the perfect place to slow down and settle in. The gourmet kitchen impresses with Corian counters, a breakfast bar, fresh new backsplash, painted cabinetry, a freestanding pantry, and stainless steel appliances - everything the home chef needs. A main floor office makes working from home a breeze, and the added convenience of main floor laundry with a separate entry is a detail you'll appreciate every single day. Upstairs, the beautifully renovated primary suite is a true retreat, complete with a stunning new ensuite bath, marble flooring, and custom built-in closet organizers. The finished basement is an incredible bonus, featuring a separate entrance, kitchenette, and 5th bedroom, it's perfectly suited for extended family, guests, or a private retreat. Even the garage has been thoughtfully upgraded with new insulation, pot lights, and durable rubber flooring. And the location? It doesn't get much better. You're walking distance to the charming shops and restaurants of downtown Brooklin, fantastic parks, and a great selection of both public and Catholic schools making this an ideal spot for families at every stage. Commuters will love the quick access to Hwys 412 and 407, putting the rest of the GTA well within reach. Truly move-in ready with quality upgrades at every turn - all that's left to do is enjoy it. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    John Owen, Broker
  • 27 Foundry Lane in Whitby: Williamsburg E13005196 - House

    27 Foundry Lane Williamsburg Whitby L1P 1M5
    Main Photo: 27 Foundry Lane in Whitby: Williamsburg E13005196 - House
    $899,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13005196
    Bedrooms:
    3
    Bathrooms:
    4
    Welcome to this one-of-a-kind home in the heart of Whitby's highly sought-after Williamsburg community. Bathed in natural sunlight, this beautifully maintained residence features 3 spacious bedrooms and 4 bathrooms-perfect for comfortable family living. The home includes a newly renovated basement, complete with brand new, never-used appliances-ideal for extended family or additional living space. Major upgrades offer peace of mind, including a brand new A/C system (2021), furnace, and hot water tank (both installed in 2025). Best of all, all equipment is fully owned-no rentals and no monthly fees. Ideally located just steps to top-rated schools, major highways, and the renowned Thermëa Spa Village Whitby, this home offers the perfect blend of comfort and convenience. This is a rare opportunity to own a move-in-ready home in a prime location-don't miss it! More details
    Listed by RIGHT AT HOME REALTY
    John Owen, Broker
  • 9 Nathan Avenue in Whitby: Brooklin E13005320 - House

    9 Nathan Avenue Brooklin Whitby L1M 1J3
    Main Photo: 9 Nathan Avenue in Whitby: Brooklin E13005320 - House
    $1,399,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13005320
    Bedrooms:
    4
    Bathrooms:
    4
    Stunning 4-Bedroom, 4-Bath Home in Sought-After, Family-Friendly Brooklin!This beautifully upgraded home showcases premium finishes and one of the best layouts in the area, offering both function and flow. The main floor features elegant hardwood and crown moulding, a coffered ceiling in the dining room, accent wall with chair rail detailing, and a bright living space designed for modern family living.The kitchen features a large island, sleek stainless steel appliances. Upstairs, the spacious primary retreat offers a luxurious 4-piece ensuite and a relaxing soaker tub. Three additional bedrooms provide plenty of room for the whole family, including a Jack & Jill washroom and a walk-out balcony. Step outside to your private backyard oasis featuring a natural wood deck and custom pergola - perfect for outdoor entertaining or quiet evenings. Additional highlights include central vac,convenient main floor laundry, and family-friendly touches throughout. Ideally located in a welcoming neighbourhood, just a short walk to both public and Catholic schools.This home truly has it all - comfort, elegance, and an unbeatable Brooklin location More details
    Listed by ROYAL HERITAGE REALTY LTD.
    John Owen, Broker
  • 527 Beech Street E in Whitby: Pringle Creek E13005904 - House

    527 Beech Street E Pringle Creek Whitby L1N 7R1
    Main Photo: 527 Beech Street E in Whitby: Pringle Creek E13005904 - House
    $1,174,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13005904
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 527 Beech St E, an exceptional executive home nestled in Pringle Creek, one of Whitby's most sought-after mature neighbourhoods. This beautifully upgraded 3+1 bedroom home is filled with natural light, featuring high-end hardwood flooring throughout, paired with custom trim and refined finishes that create a timeless, upscale feel. The thoughtfully designed open-concept main floor is bright and inviting, ideal for both everyday living and entertaining, anchored by a show-stopping, luxury kitchen that truly sets this home apart. The kitchen is a statement of pure luxury, offering a large centre island with touch screen range top, ample cupboard and storage space, premium cabinetry, and top-tier, built-in appliances, including a panelled fridge and dishwasher and a double oven. The adjoining family room with gas fireplace walks out to a patio and overlooks a large, fully fenced backyard, creating a seamless indoor-outdoor flow that's perfect for entertaining or family living. Upstairs, all three bedrooms feature built-in closets, delivering both elegance and practicality, while large windows continue the home's bright, airy feel. A large fully finished basement adds exceptional versatility with pot lights, built-in shelving, and a fourth bedroom, ideal for guests, a home office, or extended family.The home's professionally landscaped front entrance enhances its impressive curb appeal, along with a private double driveway, and double garage. Conveniently located minutes from vibrant Downtown Whitby, with quick access to the 401, GO Transit, public transit, shopping, amenities, and schools, this home offers an unbeatable combination of luxury and location. The finishes throughout this home are absolutely amazing, this is a true must-see property, thoughtfully designed for executive living while remaining perfectly suited for families alike. (Windows 2023, Roof 2019, Landscaping 2019, Complete Main/2nd Floor Renovation 2023) More details
    Listed by RIGHT AT HOME REALTY
    John Owen, Broker
  • 39 Kennett Drive in Whitby: Lynde Creek E13006110 - House

    39 Kennett Drive Lynde Creek Whitby L1P 1L5
    Main Photo: 39 Kennett Drive in Whitby: Lynde Creek E13006110 - House
    $1,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13006110
    Bedrooms:
    4
    Bathrooms:
    4
    Nestled in one of Whitby's most coveted, established enclaves-Queen's Common-this exceptional residence offers an elegant blend of timeless design, refined updates, and a breathtaking ravine setting. Moments to parks, top-rated schools, trails, shops, dining, transit, and seamless access to Hwy 401 and 412. Set on a premium pie-shaped lot with Western exposure, this home backs onto a tranquil wooded ravine, creating a private, resort-like backdrop. A stone walkway leads to a welcoming covered porch and striking leaded glass entry. A grand foyer with porcelain flooring and a sweeping staircase sets the tone for the home's sophisticated interiors. Thoughtfully designed, the main level features a separate living room with hardwood floors and elegant pocket French doors opening to a private office-ideal for working from home or easily converted to a main floor suite. A beautifully appointed 4-piece bath with walk-in whirlpool tub and hand-held shower adds both comfort and convenience. The formal dining room is perfect for hosting, while the renovated cherry kitchen is a true showpiece, complete with granite countertops, stainless steel backsplash, centre island, under-cabinet lighting, soft-close cabinetry, and premium stainless steel appliances including a gas range. The sun-filled breakfast area overlooks the ravine and offers a walk-out to an expansive two-tiered deck with pergola, flagstone patio, and landscaped gardens framed by mature trees. The kitchen seamlessly opens to a warm and inviting family room anchored by a gas fireplace-ideal for everyday living and entertaining. Main floor laundry with direct garage access adds practicality. Upstairs, the spacious primary retreat features a walk-in closet and a beautifully renovated spa-inspired 5-piece ensuite with freestanding tub, glass shower, quartz counters, and double vanities. Generous secondary bedrooms and an updated main bath with double sinks, quartz counters and walk-in shower complete the upper level. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    John Owen, Broker
  • 18 Elmeroy Court in Whitby: Blue Grass Meadows E13006602 - House

    18 Elmeroy Court Blue Grass Meadows Whitby L1N 8A4
    Main Photo: 18 Elmeroy Court in Whitby: Blue Grass Meadows E13006602 - House
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13006602
    Bedrooms:
    4
    Bathrooms:
    3
    All-brick home on a quiet dead-end court with no sidewalk, offering extra driveway parking and minimal traffic-ideal for families. Steps to parks, schools, and everyday amenities. This is the largest floor plan built in the neighbourhood, featuring a functional layout with a grand foyer and spacious principal rooms throughout. The updated kitchen sits at the heart of the home with a generous eat-in area, flowing into formal living and dining spaces. Carpet-free throughout with well-sized bedrooms, including a standout primary suite with vaulted ceilings and a sunken retreat, plus a full ensuite and walk-in closet. Unfinished basement with bathroom rough-in offers a true blank canvas for future value. Double car garage and solid all-brick construction (no siding) complete this well-rounded home in the high-demand Blue Grass Meadows. More details
    Listed by CENTURY 21 ATRIA REALTY INC.
    John Owen, Broker
1-10/204
Data was last updated April 17, 2026 at 02:15 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.