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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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4205 THICKSON ROAD NORTH Road in Whitby: Taunton North E13161042 - House
4205 THICKSON ROAD NORTH Road Whitby L3T 4L7 
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13161042
- Bedrooms:
- 16
- Bathrooms:
- 16
UNDER CONSTRUCTION, FOUR SEPERATE UNIT HOME WITH BASEMENT. 4564 SQ FT. RESIDENTIAL ON 2 LEVELS PLUS 8.5FT BASEMENT HEIGHT AND 9FT ON MAIN AND SECOND FLOOR. FOUNDATION IS DONE WITH WATERPROOFING. IT IS READY FOR FRAMING. ALL DEVELOPMENT CHARGES, SEWER AND WATER CONNECTION HAVE BEEN PAID. BUILDER CAN FINISH AT ADDITIONAL COST. More detailsListed by NORTHERN LANDS REAL ESTATE INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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27 Furrow Drive in Whitby: Rolling Acres E13160516 - House
27 Furrow Drive Whitby L1R 1Y6
$749,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13160516
- Bedrooms:
- 3
- Bathrooms:
- 3
Great starter home in central Whitby. You cannot beat this location. Quiet street in a mature area. Close to everything including 401 & 407. Walking distance to St. Mark the Evangelist and John Dryden schools. All brick home. Kitchen has large breakfast area with walk- out to covered deck and private fully fenced yard. Great starter home. Shows well. Don't delay book your showing today. More detailsListed by Royal Heritage Realty Ltd.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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101 Rich Crescent in Whitby: Williamsburg E13160852 - House
101 Rich Crescent Whitby L1P 1V6
$919,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13160852
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 101 Rich Cres. This is a well maintained 2-Storey family home in the highly sought-after Williamsburg community of North Whitby. Featuring 3 spacious bedrooms, 4 bathrooms, plus a versatile finished basement with a den downstairs! Walking into the home you will see a door leading to the garage and just beyond you will pass by the formal dining and living room with room for a reading nook or whatever else you can dream up. It currently hosts both the dining room and a piano for people lucky enough to have those magic hands! Don't miss the pot lights and California shutters throughout the home! The heart of the home is the renovated upgraded kitchen showcasing a large center island large enough for Tom Hanks & Wilson to spend 4 years on. With modern finishes and an open-concept layout seamlessly blending into the inviting family room - it is perfect for both entertaining and everyday living. The kitchen leads to a walk-out split-level deck with a large gazebo and space for a barbecue to fully enjoy the summer. The backyard is private and hosts garden beds along the fence line as well as a garden shed - perfect for both hobby gardening or to enjoy your own home grown fresh greens! Upstairs you will find a large primary bedroom with a 4 piece ensuite that includes a soaker tub and a separate shower. This glamorous primary also has private access to the second floor balcony perfect for reading on a sunny day or taking in the sunset in the evening. Enjoy the fully finished basement providing extra living space for the whole family. It contains a rec room space with additional room for gym equipment or many other needs you may have. The spare room is perfect for cranky teenagers or unwanted guests! Located in one of north Whitby's most desirable neighbourhoods and close to schools, parks, shopping, and amenities, with easy access to both the 401 and 407 . This is a wonderful opportunity to own a move-in ready home in an exceptional family-friendly location! More detailsListed by Royal Service Real Estate Inc.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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77 Joshua Boulevard in Whitby: Brooklin E13161154 - House
77 Joshua Boulevard Whitby L1M 0J2
$1,399,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13161154
- Bedrooms:
- 5
- Bathrooms:
- 5
Step into a home that truly impresses - where soaring cathedral ceilings, expansive principal rooms, and abundant natural light create an immediate sense of scale, elegance, and warmth. This beautifully upgraded 4+1 bedroom, 5 bathroom residence offers over 3,500 sq ft of refined living space, designed for both elevated everyday living and effortless entertaining. The main level flows seamlessly through formal living and dining spaces into a welcoming family room with gas fireplace - perfect for gathering. At the heart of the home, the stunning, upgraded kitchen blends style and function with a centre island, pantry, granite countertops, stainless steel appliances, and a walkout to a private backyard retreat - ideal for hosting or unwinding outdoors. Extensively renovated in 2023, the home has been thoughtfully transformed with new flooring, fresh paint, and designer lighting throughout. Elegant 24x12 tile enhances the kitchen, laundry, and powder room, while the upgraded laundry room features quartz countertops and new appliances. Timeless California shutters throughout add a sophisticated, cohesive finish. Upstairs, the spacious primary suite offers a private escape with a walk-in closet and a luxurious 5-piece ensuite. Generously sized additional bedrooms provide comfort and flexibility for family living. The fully finished basement extends the living space with a large recreation area, dedicated home office, and a renovated washroom - perfect for work, play, or relaxation. Outside, enjoy a beautifully landscaped backyard with extensive interlocking stonework, mature fruit trees, and a freshly painted fence - your own private outdoor oasis. A rare opportunity to own a home of this size, quality, and presence in a highly sought-after, family-friendly community close to top schools, parks, and amenities. More detailsListed by RE/MAX Rouge River Realty Ltd.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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124 Ogston Crescent in Whitby: Rural Whitby E13162262 - House
124 Ogston Crescent Whitby L1P 0H3
$849,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13162262
- Bedrooms:
- 3
- Bathrooms:
- 3
Modern 3-Year-Old End Unit Freehold Townhome - 1750 Sqft of Stylish Living! Built by Deco Homes, this spacious and beautifully appointed end unit townhome, Feels like a semi-detached. offers an open-concept layout with 9-ft ceilings and sleek laminate flooring throughout. A striking stained wood staircase and smart nest thermostat. Add both charm and convenience. Natural light pours in through large windows, illuminating the sunken foyer with direct access to the garage, garage door opener, and remote. The great room flows into a family-sized kitchen featuring granite countertops, a functional center island with breakfast bar, upgraded cabinet hardware, ceramic tile flooring, and Frigidaire stainless steel appliances. The bright breakfast area opens to the backyard via sliding glass doors. Upstairs, enjoy a dedicated laundry area, double linen closet, and three generously sized bedrooms. The primary suite is a true retreat, complete with a walk-in closet and a luxurious 4-piece ensuite featuring a large glass shower and a freestanding soaker tub. Located just minutes from Highways 412, 407, and401, and close to Whitby GO Station, parks, schools, and shopping centers-this home blends comfort, style, and unbeatable convenience. More detailsListed by RE/MAX COMMUNITY REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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303 Cachet Boulevard in Whitby: Brooklin E13162976 - House
303 Cachet Boulevard Whitby L1M 0C7
$1,349,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13162976
- Bedrooms:
- 6
- Bathrooms:
- 4
Melody-built 5+1 bedroom, 4 bath executive residence set on a premium 130 ft tranquil treed ravine lot in one of Brooklin's most sought-after communities. Showcasing exceptional curb appeal with manicured grounds, interlocking walkways, natural stone entry and an inviting covered front porch. The elegant main floor features rich hardwood flooring including staircase, soaring 9 ft ceilings, pot lighting, formal living and dining rooms, and a refined family room with cozy gas fireplace overlooking the ravine. The gourmet kitchen is beautifully appointed with quartz counters, subway tile backsplash, pantry, built-in wine rack, 2-year-new stainless steel appliances including gas stove, expansive centre island with breakfast bar, bar fridge and custom-style cabinetry. The breakfast area opens to an incredible outdoor retreat with entertainer's deck, pergola, gas BBQ hookup, hot tub, interlocking patio, gazebo, garden shed, ambient lighting and breathtaking panoramic treed ravine views. Upstairs offers 5 generous bedrooms, including a serene primary suite with luxury vinyl plank floors, ravine views, custom walk-in closet organizers and a spa-inspired 5 pc ensuite renovated in 2024 with quartz double vanity, premium Riobel fixtures, glass rain shower and freestanding soaker tub. The 2nd bedroom enjoys 4 pc semi-ensuite access, while the 3rd bedroom features a vaulted ceiling and garden door walk-out to a spacious balcony overlooking the private front gardens. Partially finished basement offers a 6th bedroom with Murphy bed and 3 pc semi-ensuite, plus a finished laundry room with butcher block counter and ample storage. Convenient main floor mudroom with laundry potential. Steps to schools, parks, transit, golf and easy Hwy 407 access! More detailsListed by TANYA TIERNEY TEAM REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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10 Tunney Place in Whitby: Brooklin E13158892 - House
10 Tunney Place Whitby L1M 2G2 OPEN HOUSE: May 24, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 24, 2026 2:00PM - 4:00PM
$999,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13158892
- Bedrooms:
- 3
- Bathrooms:
- 3
Beautifully renovated 3-bedroom, 2-storey detached home offering 2,124 sq ft of thoughtfully updated living space, an attached double garage, and a fully finished basement on a quiet family street in the heart of Brooklin.The 2023 main floor renovation delivers a modern open layout with new flooring and pot lights throughout. The kitchen is the centrepiece, featuring a custom backsplash, Dekton counters, a large centre island with breakfast bar seating, and a spacious walk-in pantry. It opens directly into the living room, complete with a new gas fireplace, and walks out to the patio and fully fenced backyard. A formal dining room rounds out the main floor.Upstairs, three generous bedrooms are complemented by two brand new bathrooms completed in 2025, including a spa-style 5-piece primary ensuite.The fully finished basement adds a comfortable family room with pot lights, broadloom, and a wet bar. A rough-in for a future washroom gives you the option to expand.The backyard is professionally landscaped and built for year-round use. A generous patio gives you room to entertain, mature trees provide natural privacy, and the included hot tub is move-in ready. The wide driveway accommodates four vehicles.Recent updates include new main and upper floor windows (2025), front door and back slider (2023), added attic insulation (2025), and a newer furnace (2019). Classic brick with arched window detailing and a covered front porch complete the exterior.Walk to Winchester PS, Brooklin High, and St. Bridget Catholic. Steps to Brooklin Memorial Park, historic downtown shops and cafes, and Brooklin Towne Centre. Highways 407 and 7 make GTA commuting straightforward. Shingles approx 10 years ago Landscaped front in 2017 Landscaped backyard in 2022. Click on more information for 3D tour , virtual tour, feature sheet and floorplan. More detailsListed by Keller Williams Energy Real Estate- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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48 Lipton Crescent in Whitby: Pringle Creek E13153028 - House
48 Lipton Crescent Whitby L1R 1W7
$1,585,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13153028
- Bedrooms:
- 6
- Bathrooms:
- 4
Entertainer's Dream Meets Smart Investment! This Stunning 4500+SF of total living space on a rare 196-ft deep premium lot. This residence has over $450K in upgrades. Boasts A Backyard Oasis Designed For Hosting: Heated Saltwater Pool, Hot Tub, & Massive Wraparound Trex Decks. Inside, Modern Luxury Shines W/ White Oak Hardwood, Crown Moulding, & A Designer Kitchen W/ Quartz Counters. Rare Income Potential From A Bright Basement Suite (Previous $2500+Utils) W/separate entrance and Private Side Yard. Eco-Friendly Solar Income & Extensive Mechanical Upgrades include: New Water Softener (2024), High-Efficiency Furnace & A/C (2018), Roof (2015), Windows 2015-2017, Tankless Water Heater (2014). With all major mechanical systems recently updated, this turnkey home offers total peace of mind. Located in Whitby's premier family-friendly pocket near top-tier schools and parks. Close to shopping and transportation. The Ultimate Family Home and Investment in Pringle Creek! *plus1-week Mexico Tulum Accommodation* ask for more details More detailsListed by The Black Label Realty- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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34 Glen Hill Drive in Whitby: Blue Grass Meadows E13154280 - House
34 Glen Hill Drive Whitby L1N 7A1
$1,289,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13154280
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 34 Glen Hill Drive - a Stunning, fully renovated Entertainer's dream where luxury and lifestyle come together seamlessly! Designed for unforgettable gatherings and elevated everyday living, this exceptional 4-bedroom, 4-bathroom home features a spectacular Custom Home Theatre, Private Bar, Dedicated Gym, and a Backyard Escape complete with a Saltwater Inground pool. The open concept kitchen and family room showcase premium finishes, thoughtful design, and modern elegance throughout, creating the perfect balance of sophistication and comfort. The stunning kitchen offers quartz countertops, a spacious pantry, premium appliances, and an expansive walkout to the backyard, creating a seamless indoor-outdoor living experience. A separate dining area provides added flexibility and privacy for formal gatherings or quiet family dinners. The primary bedroom is a true retreat, complete with a custom closet, convenient laundry chute, and a spa-like ensuite featuring a soaker tub and glass shower. Three additional bedrooms provide comfortable space for the whole family. The fully finished basement is truly spectacular, offering a custom home theatre with seating for five, a 125" 4K screen, whole-home in-ceiling speaker system, and an incredible starlight ceiling. Hidden behind the theatre seating is a private wet bar, perfect for entertaining guests and creating memorable evenings. The basement also features a dry sauna with electric heat, a 3-piece bathroom with heated floors, and a dedicated home gym. Step outside to your private backyard featuring a 16' x 32' saltwater pool with a recessed solar blanket, integrated LED lighting system. Professionally landscaped this home is designed for endless summer enjoyment and complete privacy. Additional notable upgrades include 5" oak hardwood flooring, an upgraded oak staircase, a fibreglass wood-finish front door (2017), whole-home Kinetico carbon filtration system, water softener, 220V/40-amp garage outlet. More detailsListed by RE/MAX ROUGE RIVER REALTY LTD.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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338 Lyndeview Drive in Whitby: Lynde Creek E13154520 - House
338 Lyndeview Drive Whitby L1N 3A3
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13154520
- Bedrooms:
- 4
- Bathrooms:
- 3
Tucked away in one of Whitby's most prestigious and established neighbourhood, this stately residence is set on an exceptional 100 x 230 foot lot backing onto a tranquil ravine and Lynde Creek. Surrounded by mature trees and the soothing sounds of nature, the backyard offers a rare sense of privacy and serenity, complete with an inground concrete pool and expansive outdoor space ideal for quiet relaxation or entertaining. Built in 1959 and offered in mainly original condition, this distinguished home has been meticulously cared for and maintained by its current owner throughout the years. Rich in character and timeless charm, it presents an outstanding opportunity for those with a designer's vision to elevate the home to contemporary standards while preserving its classic elegance. The main floor features a gracious formal living room with walkout to the deck overlooking the natural setting, as well as a separate dining room with beautiful built-in cabinetry. Upstairs, you will find four spacious bedrooms including a generous principal retreat with dressing room area and two-piece ensuite. Recent updates include roof shingles (2022) and furnace and central air conditioning (2021). A rare offering in a premium location where properties of this calibre and setting seldom become available. Some Photos Are Virtually Staged. More detailsListed by Royal LePage Frank Real Estate- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated May 22, 2026 at 06:15 PM (UTC)
Whitby Real Estate - John Owen
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