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
-
4 Winterberry Drive in Whitby: Rolling Acres E12809898 - House
4 Winterberry Drive Whitby L1R 1Z2 
$979,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12809898
- Bedrooms:
- 4
- Bathrooms:
- 4
When the same family has loved, cared, and grown in a home for over 30 years you can tell how special it is! Welcome to 4 Winterberry Drive. Located in the highly sought after Rolling acres, you will be only steps from shopping, dining, parks, and several schools, including French immersion. In this community of what has been described as "dream neighbours" you will feel the warm welcome as soon as you get your first hello. As you walk into the bright and open entranceway you will feel at home. Whether enjoying some causal time in the south facing living room basking in its natural light, cozying up by the fireplace in your family room to watch a movie, cooking a meal in the spacious kitchen, or sharing that meal with friends and family in the private dining room; The memories that will be made in this home are endless. The second floor boasts 4 generously sized bedrooms all with built in closet organizers, including a large primary which features a double walkthrough closet into your completely renovated 4 piece ensuite washroom. The finished basement which includes a full wet bar is an entertainers dream! Summer bbq's in your well landscaped and private backyard will be a blast with your natural gas bbq, brand new deck with built in lighting and large gazebo. You can rest easy in this home knowing most of your big ticket items have been recently upgraded! This home has watched a happy family grow here for years and is ready to provide the setting for the next family to smile, laugh and create a lifetime of memories. Welcome home! More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
32 Waterfront Crescent in Whitby: Port Whitby E12810106 - House
32 Waterfront Crescent Whitby L1N 0M9
$1,390,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12810106
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this spectacular, spacious and sun-filled 4 Bedroom family size home located at the end of a private crescent in the most desirable neighbourhood of Whitby's most ideal lakeside location. BRAND NEW HOME NEVER LIVED IN (buy directly from builder, no development charges and full Tarion warranty apply .Home is qualified under the newly introduced Government Incentive for First Time Home Buyer). This home is siding and backing onto open green space and park. No neighbour on one side of the home provides plenty of sun exposure and privacy. Super long deep lot can accommodate up to 5 cars on the driveway. NORTHEAST facing home. Private location walking distance to the school and park. Featuring 9-foot ceilings on both main and second floor, a rare find in this area of town. Hardwood floors on main level and oak staircase. Almost 3,000 sq.ft of open concept, spacious and practical layout, sleek quartz countertops, and a kitchen island ready to inspire your culinary creations! Cozy Family room with fireplace. Primary BR features 5 pc ensuite & two oversized walk-in closets. Bonus full unspoiled basement ready for your personal touch. Rough-in for EV charge. 200 Amp electrical service. MUST SEE HOME! Don't miss the chance to own this rarely offered brand new home in super amazing location. Surrounded by parks, and top-rated schools like cole lmentaire Antonine Maillet and Whitby Shores Public School just a 2-minute walk away, every aspect of family life is effortlessly catered to. Conveniently located across from Portage Park, this new home offers easy access to The Whitby Yacht Club, Lakeridge Health Whitby Hospital, Iroquois Park Sports Centre, and the Whitby Go Station is just 5 minutes drive. With highways 401, 412, and 407 at your fingertips, explore Ontario at your leisure. This property embodies the essence of modern convenience and irresistible charm in Whitby Shores, making it the perfect choice for families seeking a truly enriching lifestyle. More detailsListed by PIVOT REAL ESTATE GROUP- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
12 Waterfront Crescent in Whitby: Port Whitby E12810116 - House
12 Waterfront Crescent Whitby L1N 0M9
$1,299,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12810116
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 12 Waterfront Crescent! Beautiful, spacious and bright 4 Bedroom family size home located in the most desirable neighbourhood of Whitby's most ideal lakeside locale new home community promising comfort and convenience. BRAND NEW HOME NEVER LIVED IN (buy directly from builder, no development charges and full Tarion warranty apply). Home is qualified under the newly introduced Government First Time Home Buyer Incentive. Private location walking distance to the school and park. Featuring 9-foot ceilings on both main and second floor, a rare find in this area of town. Hardwood floors on main level and oak staircase. Approximately 2,728 sq.ft of open concept, spacious and practical layout, sleek quartz countertops, and a kitchen island ready to inspire your culinary creations.! Cozy Family room with fireplace. Primary bedroom features 5 pc ensuite & two oversized walk-in closets. Bonus Side door separate entrance already installed leading to a full unspoiled basement ready for your personal touch and potential to build a basement apartment. Rough-in for EV charge. 200 Amp electrical service. Surrounded by parks, and top-rated schools like cole lmentaire Antonine Maillet and Whitby Shores Public School just a 2-minute walk away, every aspect of family life is effortlessly catered to. Conveniently located across from Portage Park, this new home offers easy access to The Whitby Yacht Club, Lakeridge Health Whitby Hospital, Iroquois Park Sports Centre, and the Whitby Go Station is just 5 minutes drive. With highways 401, 412, and 407 at your fingertips, explore Ontario at your leisure. This property embodies the essence of modern convenience and irresistible charm in Whitby Shores, making it the perfect choice for families seeking a truly enriching lifestyle. More detailsListed by PIVOT REAL ESTATE GROUP- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
13 Brabin Circle N in Whitby: Rural Whitby E12805934 - House
13 Brabin Circle N Whitby L1P 0C1
$1,903,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12805934
- Bedrooms:
- 5
- Bathrooms:
- 5
Heathwood Homes Country Lane offering The Pinehurst Model with a very long list of upgrades included. Fully Finished lower level with additional bedroom and full bathroom. Fenced yard with new landscaping and all The Quality Heathwood Offers. See The Difference. Move in 30 Days. FOR THE FAMILY THAT NEEDS EVERYTHING!! 3821 SQUARE FEET OF OVERALL LIVING SPACE IN HEATHWOOD HOMES POPULAR PINEHURST PLAN WITH 10ft CEILINGS ON THE MAIN FLOOR AND A HOME OFFICE FOR THE WORK FROM HOME FAMILY MEMBER, 9ft CEILINGS ON THE SECOND FLOOR WITH 4 SPACIOUS BEDROOMS, 3 WASHROOMS AND A FINISHED BASEMENT WITH 9ft CEILING HEIGHT THAT INCLUDES A 5TH BEDROOM AND 4TH WASHROOM. UPGRADED FEATURES THROUGHOUT WITH CAESARSTONE COUNTERTOPS, 5" ENGINEERED HARDWOOD, SMOOTH CEILINGS AND SO MUCH MORE! LOCATED ON A VERY FAMILY FRIENDLY STREET, THIS HOME IS A MUST SEE!! **EXTRAS** All appliances More detailsListed by HRG REALTY LIMITED- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
To access this listing,
please create a free account -
58 Medland Avenue in Whitby: Williamsburg E12804748 - House
58 Medland Avenue Whitby L1P 0A9
$1,298,800Residential Freehold- Status:
- Active
- MLS® Num:
- E12804748
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to this beautifully updated 4-bed, 4-bath detached home in the highly sought-after Williamsburg community of Whitby. Offering approx 3,313 sq ft of elegant living space on a premium oversized lot, this two-storey home with a double car garage combines timeless design with modern finishes throughout. A large front porch adds exceptional curb appeal. Freshly painted from top to bottom, the home showcases new mocha-coloured engineered hardwood flooring throughout, new baseboards, window and door trim, and stylish new light fixtures. The updated kitchen is the heart of the home, featuring new quartz countertops and backsplash, S/S appliances, pot lights, a centre island and a spacious open-concept eat-in area. Walk-out to a large backyard oasis with interlocking stone patio, exterior lighting, and beautifully maintained gardens. The main floor offers exceptional functionality with an office, formal living and dining rooms, a cozy family room with a gas fireplace, and convenient main floor laundry with direct garage access. Two staircases lead to the second level, where you'll find an additional family room overlooking the front of the home, with large south facing windows creating a 'sun room' full of natural light, and a second gas fireplace. Upstairs, the spacious primary suite features a walk-in closet and a luxurious 5-piece ensuite with quartz countertops. Two additional bedrooms share a semi-ensuite bath, while the fourth bedroom includes its own 4-piece ensuite and walk-in closet, providing comfort and privacy for family or guests. Additionally, the upstairs bathrooms have new quartz countertops for added design and elegance. The unfinished basement spans almost the full footprint of the home, offering a large open space with outstanding potential, along with a convenient cold cellar for additional storage. An impressive layout, thoughtful upgrades, and a premium lot in one of Whitby's most desirable neighbourhoods - this is a home you don't want to miss More detailsListed by SUTTON GROUP-HERITAGE REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
107 Hemingford Place in Whitby: Pringle Creek E12805070 - House
107 Hemingford Place Whitby L1R 1G2
$949,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12805070
- Bedrooms:
- 4
- Bathrooms:
- 3
Set in a quiet, established, family-friendly neighbourhood, this updated detached home offers 3+1 bedrooms, 3 bathrooms, and 1,512 sq. ft. of well-planned living space, complemented by a partially finished basement. The main floor features an open-concept layout with smooth ceilings and updated flooring, creating a seamless flow through the principal rooms and excellent natural light. This home delivers $200K in upgrades (2022): a brand-new designer kitchen, three custom-designed bathrooms, new stairs and flooring, and a custom primary bedroom closet. The home was repainted (2025) and the roof replaced (2022). The kitchen serves as a functional centerpiece with quartz countertops, large pantry storage cabinets, a brand-new stove (2026). Updated appliances include a KitchenAid refrigerator (2020) and a Bosch dishwasher (2020) - well-equipped for everyday cooking and entertaining. Outdoor living extends the home's versatility with interlocking stone in the front and back, a lawned backyard, a 14x20 deck (2022), a 10x12 gazebo, and a brand-new shed (2022) - organized, usable areas for dining, play, and seasonal enjoyment. Brand new Garage door (2019). The partially finished basement provides additional flexible living space - ideal for a recreation area, media room, home office, gym, or playroom - and is adaptable to evolving household needs. Mechanicals: furnace, water heater, and air conditioner are owned in full. With its open-concept main floor, designer finishes, and thoughtfully upgraded interior and exterior spaces, 107 Hemingford Place presents a move-in-ready opportunity in a desirable Whitby community - offering a combination of modern design and practical function. More detailsListed by CINDY & CRAIG REAL ESTATE LTD.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
44 Micklefield Avenue in Whitby: Rural Whitby E12805230 - House
44 Micklefield Avenue Whitby L1P 0C4
$1,549,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12805230
- Bedrooms:
- 5
- Bathrooms:
- 5
Beautifully Maintained Home In Whitby Featuring 4 Spacious Bedrooms, 3 Full Bathrooms, And A Second-Floor Study-Perfect For Working From Home. Beautifully Maintained Home In Whitby Featuring 4 Spacious Bedrooms, 3 Full Bathrooms, And A Second-Floor Study-Perfect For Working From Home. Enjoy Bright, Elegant Living And Dining Areas Ideal For Family Life And Entertaining. Step Outside To A Private Backyard, Perfect For Relaxing Or Hosting Summer Bbqs. Located In A Highly Desirable, Family-Friendly Neighborhood Close To Parks, Schools, Shopping, Transit, And Major Highways. This Move-In-Ready Home Has Been Freshly Painted And Includes Two Professionally Installed Electric Vehicle Chargers. The Finished Basement Offers Additional Living Space With 1 Bedroom, A Full Bathroom, And A Comfortable Living Area. A Must-See Home You'll Truly Love! Enjoy Bright, Elegant Living And Dining Areas Ideal For Family Life And Entertaining. Step Outside To A Private Backyard, Perfect For Relaxing Or Hosting Summer Bbqs. Located In A Highly Desirable, Family-Friendly Neighborhood Close To Parks, Schools, Shopping, Transit, And Major Highways. This Move-In-Ready Home Has Been Freshly Painted And Includes Two Professionally Installed Electric Vehicle Chargers. The Finished Basement Offers Additional Living Space With 1 Bedroom, A Full Bathroom, And A Comfortable Living Area. A Must-See Home You'll Truly Love! More detailsListed by HOMELIFE/FUTURE REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
55 Maidstone Way in Whitby: Taunton North E12806384 - House
55 Maidstone Way Whitby L1R 0L7
$830,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12806384
- Bedrooms:
- 4
- Bathrooms:
- 3
Located in the Heart of Whitby, Rare Find Offering Incredible Versatility for Families. Discover this Lovingly Well Maintained 3 Bedroom Townhouse, proudly owned by its Original Owners and Ready for its Next Chapter. This Solid Home features Three Spacious Upper Level Bedrooms and a Lower Level Family Room that provides the perfect footprint for a Potential In-Law Suite. Perfectly situated for an Active Lifestyle. This Elegant Home boasts over 2000 Sq.Ft of Refined Above-Grade Living Space with No Maintenance Fees. Step into a Bright, Open Concept Living, Dining and Kitchen Area designed for Both Everyday Comfort and Sophisticated Entertaining. The Chef-Inspired Kitchen is Beautifully Upgraded with Marble Countertops and a Pantry, Blending Form and Function Seamlessly. Premium Finishes continue throughout. Featuring Upgraded Oak Staircases, Sleek Hardwood Flooring, you are just a walk from the Local Shops, Schools and Highway. Everything you need is right around the corner. Come for a visit and see why this charming home is the Perfect Place to Grow. More detailsListed by iCloud Realty Ltd.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
253 Michael Boulevard in Whitby: Lynde Creek E12800538 - House
253 Michael Boulevard Whitby L1N 5B2
$799,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12800538
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to 253 Michael Blvd - a rare legal duplex in the heart of Lynde Creek, one of Whitby's most family-friendly, sought-after communities. This well maintained detached home offers 4+2bdrms & 4bath, making it the perfect fit for multi-generational living, savvy investors, or growing families seeking space & flexibility. The thoughtful layout features large principal rooms, a bright front bay window that fills the living & dining room with natural light, & a welcoming family room with a cozy wood-burning fireplace & walkout to a very private backyard - ideal for everyday living & effortless entertaining. The bright eat-in kitchen offers a passthrough to the dining room & provides an open concept layout overlooking the spacious family room. The main floor also offers a 2pc washroom & laundry, tucked away from the principal rooms. Upstairs, you'll find 4 generously sized bdrms, including a large primary retreat with a walk-in closet & 2pc ensuite, along with a 4pc bathroom. A separate entrance leads to a tastefully renovated 2bdrm legal basement apartment (2022) complete with its own laundry, offering excellent $$income potential$$ or a comfortable, fully independent in-law suite. Thoughtful upgrades & features throughout include 200-amp electrical service, stainless steel appliances, a double car garage, & a triple-wide driveway. Step outside to a fully fenced backyard framed by tall, mature hedges that create exceptional privacy - a peaceful setting perfect for relaxing, gardening, or hosting family & friends. Nestled close to schools, shops, walking trails, public transit, hwy access & downtown Whitby. Whether you're looking to live in one unit & rent the other or enjoy the entire home for yourself, this versatile property delivers space, functionality, & long-term value in a location families love. Don't miss this exceptional opportunity to experience everything this wonderful home has to offer. *Bsmt photos are virtually staged to show potential* More detailsListed by ROYAL LEPAGE ESTATE REALTY- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
-
16 Barkdale Way in Whitby: Pringle Creek E12801528 - House
16 Barkdale Way Whitby L1N 0E9
$729,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12801528
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to a bright, spacious townhome in one of Whitby's most sought-after neighbourhoods. You're just minutes from downtown, where you can enjoy great restaurants, local shops, and all the conveniences that make day-to-day living easy.The main floor offers an open, comfortable layout with a generous living room and a dedicated dining area-perfect for family gatherings or relaxed evenings at home. Upstairs, you'll find three roomy bedrooms and three well-kept bathrooms, giving everyone plenty of space. The home is filled with natural light and has been cared for with pride, including new shingles installed in the summer of 2025.The finished basement adds even more living space and walks out to a private deck and fenced yard, creating a great spot for morning coffee, weekend barbecues, or simply unwinding outdoors. This is a move-in-ready home in a fantastic location, offering comfort, convenience, and a lifestyle you'll love. More detailsListed by COMFLEX REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated February 22, 2026 at 09:15 PM (UTC)
John Owen, Whitby Real Estate Broker
RE/MAX Impact Realty, Brokerage
John Owen, Whitby Real Estate Broker
1413 King St E
Courtice,
ON,
L1E 2J6
Whitby Real Estate Information
