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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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144 Underwood Drive in Whitby: Brooklin E13559380 - House
144 Underwood Drive Whitby L1M 0K9 
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13559380
- Bedrooms:
- 4
- Bathrooms:
- 4
Exceptional Custom-Built Brooklin Family Home! This beautifully appointed 4-bedroom, 4-bathroom home offers the perfect combination of luxury, comfort, and functionality. Step outside to your maintenance-free backyard oasis featuring premium artificial turf, a relaxing hot tub, an expansive entertainer's deck, custom built-in charcoal BBQ, and elegant exterior pot lighting-ideal for hosting family and friends.Inside, the welcoming foyer leads to a bright home office/den with convenient access to the garage and laundry room. The sun-filled open-concept main floor showcases stylish laminate flooring, pot lights, and large windows overlooking the backyard. The stunning chef's kitchen is the heart of the home, featuring quartz countertops, upgraded stainless steel appliances, a modern backsplash, an oversized centre island with breakfast seating, and designer pendant lighting. The adjoining dining area offers a seamless walkout to the backyard, creating the perfect indoor-outdoor entertaining space.Upstairs, you'll find four generously sized bedrooms, including a luxurious primary retreat with a walk-in closet and spa-inspired 4-piece ensuite. A second bedroom also features its own walk-in closet and private 5-piece ensuite, making it ideal for guests, teens, or multi-generational living.Located in one of Brooklin's most sought-after family neighbourhoods, this exceptional home is close to top-rated schools, parks, walking trails, shopping, and everyday amenities. Enjoy the charm of Brooklin with the convenience of being just minutes to Highways 407, 412, and 401, making commuting throughout the GTA quick and convenient. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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134 Baycliffe Drive in Whitby: Williamsburg E13559762 - House
134 Baycliffe Drive Whitby L1P 1V5
$999,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13559762
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this stunning 4-bedroom home in one of Whitby's most sought-after neighbourhoods. The open-concept main floor features gleaming hardwood floors, an elegant oak staircase with wrought iron spindles, and fresh paint throughout - truly move-in ready.The renovated kitchen boasts new countertops (2024), under-cabinet lighting, 16" tile flooring, and a walkout to a beautiful patio, perfect for indoor-outdoor entertaining. Large west-facing windows fill the home with natural light all day long.Major updates give you peace of mind: owned tankless water heater, roof (2024), heat pump (2025), furnace (2025), A/C (2025), fridge & washer/dryer (2024), and stove (2025). The finished basement offers flexible extra living space.Outside, the backyard is your private retreat for relaxing or hosting. Located in a family-friendly, walkable community with top-rated schools, this home offers unbeatable convenience - steps to the bus stop with a direct one-bus ride to Whitby/Ajax GO Station, plus easy access to shopping, highways, transit, and walking trails.Whether you're enjoying the front porch or exploring the neighbourhood, this is a place where families truly thrive. More detailsListed by ANCHOR NEW HOMES INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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37 Harkness Drive in Whitby: Rolling Acres E13556960 - House
37 Harkness Drive Whitby L1R 0C6
$745,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13556960
- Bedrooms:
- 3
- Bathrooms:
- 2
A well maintained 3 bedroom, 2 storey detached link home in Whitby's sought after Rolling Acres community, 37 Harkness Drive is the address growing families are looking for. This south facing lot stretches 29 x 114 feet, bathing every room in natural light throughout the day. The attached single car garage and private driveway handle parking with ease, and the deep backyard gives you generous outdoor space to enjoy in every season. Three well sized bedrooms and a functional layout make everyday living feel comfortable and easy. John Dryden Public School sits right in the catchment area, with Sinclair Secondary School nearby. Eric Clarke Park is a 5 minute walk, while Rolling Acres Park and Willow Park are both 9 minutes away. A DRT stop at Garrard southbound is only 2 minutes from your door, GO Train service at Durham College Oshawa is within range, and quick access to Hwy 401 and 407 keeps the rest of the GTA close. Whitby Mall and local shops are minutes away. Homes in this community do not stay available for long. Brand new Roof just installed. More detailsListed by Keller Williams Energy Real Estate- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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136 Coho Drive in Whitby: Lynde Creek E13559174 - House
136 Coho Drive Whitby L1P 0E5 OPEN HOUSE: Jul 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, July 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Jul 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, July 19, 2026 2:00PM - 4:00PM
$699,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13559174
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 136 Coho Drive, a beautifully upgraded Mattamy-built freehold townhome offering modern finishes, functional living space, and an exceptional family-friendly location. The bright open-concept main floor features hardwood flooring, upgraded designer light fixtures, and a stunning updated kitchen with Calacatta quartz countertops, a matching full-height backsplash, and stainless steel appliances. Upgraded bathroom vanities add a touch of luxury throughout, creating a home that's truly move-in ready. Ideally located just steps to Des Newman Whitby Park, schools, shopping, and with convenient access to Highways 401, 412, and 407, this is an exceptional opportunity to own in one of Whitby's most desirable communities More detailsListed by BESPOKE REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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917 Byron Street N in Whitby: Williamsburg E13555412 - House
917 Byron Street N Whitby L1N 4P2
$885,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13555412
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this truly one-of-a-kind home where timeless character meets exceptional craftsmanship. 917 Byron St N was originally built in 1943 and thoughtfully renovated with a substantial addition in 1998, every detail was carefully designed to preserve the home's original charm while incorporating modern comforts like the solid birch floors throughout. The convenience of having no sidewalks or curbs at the front adds tremendous functionality. From the moment you step into the impressive high-ceiling foyer, you'll appreciate the warmth and elegance throughout. Ideal for growing or multi-generational families, the main floor offers a spacious bedroom with a walk-in closet, Murphy bed, and a full 4-piece bath. The custom chef's kitchen features vaulted ceilings, granite countertops, a gas range, abundant cabinetry, and generous prep space, making it perfect for entertaining. The expansive family room boasts smooth ceilings, crown moulding, a beautiful gas fireplace, and a walkout to the private backyard. The formal dining room is a showstopper with coffered ceilings, wainscoting, designer wallpaper, and a stunning crystal chandelier. Upstairs, an imported Moroccan light fixture welcomes you to the second level. The primary retreats offers vaulted cedar ceilings, two closets including a walk-in, and a luxurious ensuite complete with a clawfoot tub, vintage-inspired fixtures, and a heated towel rack. The finished basement is an entertainers dream with 8-foot ceilings, a custom solid wood wet bar with brass rails, and a bar fridge. Outside enjoy a gas BBQ hookup, a fully heated detached shop/garage with a durable steel roof and second-floor storage. Zoned R3, this property offers outstanding future potential for additional dwelling units or a home-based business. A rare opportunity to own a home that seamlessly blends history, elegance, functionality, and endless possibilities. More detailsListed by RE/MAX Jazz INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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46 Lipton Crescent in Whitby: Pringle Creek E13556050 - House
46 Lipton Crescent Whitby L1R 1W7
$1,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13556050
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 46 Lipton Crescent, a beautiful executive family home offering over 3,000 sq. ft. of finished living space in one of Whitby's most desirable, family-oriented neighbourhoods. Nestled on a quiet crescent, this exceptional home is ideally situated just minutes from top-rated schools, parks, shopping, restaurants, and recreation centres. Designed for modern family living, the spacious open-concept layout is highlighted by a stunning eat-in kitchen featuring a large centre island, premium finishes, and seamless flow into the principal living and dining areas-perfect for both everyday living and entertaining. Quality features throughout the home include hardwood flooring, a contemporary staircase, beautifully designed bathrooms, and fresh neutral décor. The thoughtfully designed floor plan also features the convenience of main-floor laundry and generous living spaces across all three finished levels, including the fully finished basement level complete with a separate theatre room for movie nights with the family. The large, private backyard has an above-ground pool. Set on a quiet, child-friendly crescent in an established neighbourhood known for its strong sense of community, this move-in-ready home offers the perfect combination of style, comfort, and location. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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122 Medland Avenue in Whitby: Williamsburg E13556330 - House
122 Medland Avenue Whitby L1P 1W7
$1,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13556330
- Bedrooms:
- 4
- Bathrooms:
- 4
Present all offers, Must be SOLD!!! Sought after neighbourhood of Williamsburg across from public school. Conveniently located near Hwy, bus & shopping. Luxury home features hardwood flrs, sunroom bedroom, spacious family room with fireplace, modern kitchen with S/S appliances, quartz countertops, gas stove, large eat-in kitchen, W/O to patio, oak staircase. Master bedroom with walk-in closet + 4 pc ensuite. Professionally finished basement with rec rm/wet bar. Private backyard with A/G pool for summer enjoyment. More detailsListed by ROYAL LEPAGE VISION REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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33 Carlinds Drive in Whitby: Rolling Acres E13556784 - House
33 Carlinds Drive Whitby L1R 3B9
$1,079,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13556784
- Bedrooms:
- 5
- Bathrooms:
- 4
Open House Sat+Sun July 18/19. Welcome Home! Pride of ownership shines throughout this beautifully maintained detached home featuring a double-car garage, 3+2 bedrooms, 2 kitchens, 6-car parking, and no sidewalk located in Whitby's highly sought-after Rolling Acres community. Step inside to a bright, inviting interior with fresh neutral paint, hardwood flooring, pot lights, convenient mid-level laundry, and direct garage access. The open-concept main floor is perfect for family living and entertaining, featuring a stunning kitchen with quartz countertops, stainless steel appliances, a spacious eat-in area, and a walkout to the fully fenced backyard. Spectacular upper-level loft boasts soaring 12-ft ceilings, California shutters, a custom wall-to-wall entertainment centre, and an abundance of natural light. Upstairs offers three spacious bedrooms with hardwood floors, including a luxurious primary suite with a walk-in closet and an updated spa-inspired 5-piece ensuite featuring double sinks, a glass shower, and a soaker tub with massaging jets. The finished basement offers exceptional flexibility with 2 additional bedrooms, a renovated kitchen, spacious living area, full 3-piece bath, stainless steel appliances, brand-new vinyl flooring, newer carpeting, and ample storage-ideal for extended family, multi-generational living, or an in-law suite, potential for a separate entrance with minimal effort. Enjoy summer evenings in the private, fully fenced backyard featuring a two-tier cedar deck and two gazebos. Just steps to Darren Park with walking trails, sports fields, playgrounds, and splash pad. Close to excellent schools, shopping, restaurants, medical clinics, transit, and all amenities. Additional features include a modern gas fireplace, central A/C, California shutters, zebra blinds, two garage door openers, and a brand-new driveway. An exceptional family home in one of Whitby's most desirable neighbourhoods! More detailsListed by Re/Max Hallmark First Group Realty Ltd.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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39 Glengowan Street in Whitby: Taunton North E13557216 - House
39 Glengowan Street Whitby L1R 0K9
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13557216
- 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 detailsListed by SUTTON GROUP-HERITAGE REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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40 Southwell Avenue in Whitby: Williamsburg E13557976 - House
40 Southwell Avenue Whitby L1P 1N4
$1,089,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13557976
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 40 Southwell Avenue, a beautifully maintained 4-bedroom home in Whitby's highly sought-after Williamsburg community. Offering approximately 2,450 sq. ft. of thoughtfully designed living space, this home perfectly blends style, comfort, and functionality. The bright, open-concept main floor is ideal for everyday living and entertaining, highlighted by a stunning family room with soaring cathedral ceilings, a gas fireplace, and oversized Palladian windows that floods the space with natural light. The updated kitchen features beautiful countertops, a breakfast bar, pot lights, and a breakfast area with a walkout to the backyard deck. Upstairs, you'll find four spacious bedrooms, including a generous primary suite with a walk-in closet and a 5-piece ensuite. Updated hardwood flooring on main floor, California shutters, an unfinished basement with endless potential, and an updated furnace to complete this exceptional home. Ideally located close to top-rated schools, parks, shopping, restaurants, Thermea Spa Village, and Highways 401, 407, and 412, this is a fantastic opportunity to own a beautiful family home in one of Whitby's most desirable neighbourhoods.Extras: More detailsListed by CENTURY 21 PERCY FULTON LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated July 14, 2026 at 12:15 PM (UTC)
Whitby Real Estate - John Owen
Broker, REMAX Impact Realty, Brokerage
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