Houses for sale in Whitby Rolling Acres area
Newest MLS listings in Whitby Rolling Acres area
Homes for sale in Whitby - Rolling Acres
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4 Winterberry Drive in Whitby: Rolling Acres E12792660 - House
4 Winterberry Drive Whitby L1R 1Z2 
$1,029,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12792660
- 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
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26 Wigston Court in Whitby: Rolling Acres E12789602 - House
26 Wigston Court Whitby L1R 2B9
$1,369,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12789602
- Bedrooms:
- 7
- Bathrooms:
- 5
Executive 4 Bedroom Home Located On A Quiet Court In Desirable Rolling Acres - This is one not to miss! Offering 5000 sqft of living space. of total living space, this exceptional property is nestled on a quite private court and situated on the north side, allowing for abundant natural light throughout the day. Thousands have been spent in upgrades! The home features a gorgeous upgraded bathrooms, potlights, custom kitchen with stainless steel appliances and granite counters, along with an expansive breakfast bar that comfortably seats up to 10-perfect for entertaining. Walk out to a private backyard with a gazebo and outstanding yard. Porcelain and hardwood floors flow throughout the home, adding elegance and durability. This spacious layout has a double door entry into a large foyer on main and second. Includes 4 generously sized bedrooms and 3 full bathrooms on the second floor, ideal for large or growing families. A main floor office provides the perfect work-from-home setup. Offering rental potential through The fully finished basement offers incredible versatility with two staircases leading down, a separate private side entrance, three finished rooms, and potential for a fourth roughed-in room complete with its own kitchen -ideal for extended family or income potential. The private drive way accommodates up to four vehicles, enhancing the appeal of this quiet court location. Conveniently located within walking distance to a public school just around the corner, with easy access to transit, shopping, and everyday amenities. A rare opportunity in one of Rolling Acres' most sought-after pockets-this home truly stands out as one of a kind. More detailsListed by CENTURY 21 INNOVATIVE REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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24 Castle Green Drive in Whitby: Rolling Acres E12782086 - House
24 Castle Green Drive Whitby L1R 2P9
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12782086
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome To This Beautifully Upgraded 3-Bedroom, 4-Bathroom Home, Ideally Located In The Highly Desirable Rolling Acres Neighbourhood. Featuring Smooth Ceilings On The Main Floor, The Home Is Showcases Solid Laminate Flooring With A Matching Solid Wood Staircase, Enhanced By Modern Pot Lights. The Newly Renovated Kitchen (2022) Offers Stainless Steel Appliances, Quartz Countertops, And A Sleek Backsplash, Perfect For Everyday Living And Entertaining. The Spacious Primary Bedroom Includes A 4-Piece Ensuite And A Walk-In Closet, Providing Comfort And Functionality. Enjoy Peace Of Mind With Major Upgrades Including AC (2021), Furnace (2021), Roof (2021), And Garage Door (2024). Move-In Ready And Conveniently Located Close To Smart Centres Whitby, Whitby Mall, Ontario Tech University, Durham College, Shopping, Dining, And Transit. More detailsListed by RE/MAX ATRIUM HOME REALTY- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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25 CHARTERHOUSE Drive N in Whitby: Rolling Acres E12772702 - House
25 CHARTERHOUSE Drive N Whitby L1R 3R8
$1,399,979Residential Freehold- Status:
- Active
- MLS® Num:
- E12772702
- Bedrooms:
- 4
- Bathrooms:
- 3
This Stunning Executive Home Boasts Impeccable Style & Design, Making It A Perfect Choice For The Most Discerning. With High-End Finishes Throughout, It's Clear That No Detail Has Been Overlooked In The Creation Of This Luxurious Living Space. One Of The Standout Features Of This Home Is Its Dream-Like Kitchen, Complete With Granite Countertops, Backsplash. Polished Porcelain Tiled Floors Only Add To The Overall Elegance And Sophistication Of This Space. The Family Room Is Another Highlight Of This Home With A Waffle Ceiling, A Custom Fireplace. 9Ft Smooth Ceilings, Can Be Found Throughout, Adding To The Overall High-End Feel Of This Property. With Four Exceptional Bedrooms Upstairs. The Luxurious Primary Bedroom Boasts A Five-Piece Ensuite, Spectacular Walk-In Closet! Beautiful Landscaping In Both The Front & Back Of The Property Includes A Stamped Concrete Driveway, As Well As A Backyard patio, Close To All Amenities! More detailsListed by RIGHT AT HOME REALTY- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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5 Mountainside Crescent in Whitby: Rolling Acres E12769576 - House
5 Mountainside Crescent Whitby L1R 0P5
$969,990Residential Freehold- Status:
- Active
- MLS® Num:
- E12769576
- Bedrooms:
- 4
- Bathrooms:
- 4
Discover the stunning "Hyde" model by Medallion Developments-an exclusive opportunity you don't want to miss! This brand-new home offers 2,313 sq ft of lavish living, boasting 4 spacious bedrooms, 2.5 bathrooms, and a convenient 2-car garage with direct house access. Experience the open-concept design featuring gleaming hardwood floors and smooth ceilings throughout. The main floor's inviting living area shines with elegant pot lights and a cozy gas fireplace, ideal for unforgettable evenings. A sleek 2-piece bathroom adds guest-ready convenience.At the heart of this home is the chef-inspired kitchen with upgraded cabinetry and built-in appliance rough-ins, perfect for creating culinary masterpieces or entertaining with style. Upstairs, the serene primary suite awaits with a large walk-in closet and a spa-like ensuite featuring a seamless glass shower and a freestanding soaker tub-your perfect retreat after a busy day. Three additional bedrooms, a 4-piece bathroom, and a handy laundry room complete the upper level.The partially finished basement, with an extra 4-piece bathroom, offers endless possibilities for a rec room, gym, or guest suite. This home perfectly blends modern luxury with practical living, designed for both families and individuals. More detailsListed by GLENVIEW REALTY CORP.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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4 Paradise Way in Whitby: Rolling Acres E12761722 - House
4 Paradise Way Whitby L1R 0R7
$749,999Residential Freehold- Status:
- Active
- MLS® Num:
- E12761722
- Bedrooms:
- 3
- Bathrooms:
- 3
Style meets everyday comfort in this beautifully updated townhome located in Whitby's highly desired Rolling Acres community. With over 2,000 sq. ft. of finished living space, this home is designed for buyers who want a modern look without lifting a finger. Step inside and immediately notice the elevated finishes: oversized modern tile flooring, a freshly updated kitchen with new backsplash, upgraded cabinetry, and stainless steel appliances. Elevated lighting upgrades throughout the home create a bright, polished, designer feel from top to bottom.The main floor features a spacious open-concept layout that flows effortlessly for hosting and daily living. Upstairs, you'll find generously sized bedrooms, including a welcoming primary suite and well-appointed bathrooms including 5 pc en-suite. The builder-finished basement is a true bonus-complete with a walkout overlooking a ravine that extends your lifestyle outdoors, giving you flexible space for a home office, rec room, gym, or guest suite. Minutes from top-rated schools, major highways (401/407/412), Whitby GO, parks, trails, shops, and everything families or young professionals value most.This is modern living, thoughtful upgrades, and an unbeatable location-all in one. More detailsListed by REVEL REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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7 Winterberry Drive in Whitby: Rolling Acres E12760554 - House
7 Winterberry Drive Whitby L1R 1Z2
$989,900Residential Freehold- Status:
- Active
- MLS® Num:
- E12760554
- Bedrooms:
- 4
- Bathrooms:
- 4
Are you looking for a home that offers lots of room for a growing family, perfect for entertaining, situated in a great neighbourhood? Look no further! This home shows pride of ownership. The main floor boasts an inviting family room with a gas fireplace, living room, formal dining room, a renovated kitchen with granite counters, eat-in area, with a walk-out to the backyard. Main floor laundry with shelving, garage access as well as access to the side yard. The second level features 4 spacious bedrooms-the primary bedroom features a spa-like ensuite and a walk-in closet. The finished basement has a wet bar, pool table, an extra bathroom, as well as a recroom area and playroom or workout room. There is ample storage on every level of the home. The outside features a fibreglass front walkway, double driveway, large private fenced yard with gazebo, which is perfect for summer bbq's and get togethers. Updates include freshly painted 2025/2026, shingles 2025, air conditioning 2018, furnace & windows 2006. Rough In Central Vac. Conveniently located close to schools, parks, public transit, shopping, restaurants and amenities. A short commute to hwy 401 and 407. Open the door to your new home! More detailsListed by ROYAL LEPAGE FRANK REAL ESTATE- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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40 Porcelain Way in Whitby: Rolling Acres E12752072 - House
40 Porcelain Way Whitby L1R 0R6
$779,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12752072
- Bedrooms:
- 3
- Bathrooms:
- 3
This beautifully maintained corner townhome offers a bright, open layout filled with natural light and contemporary finishes. Impressive double doors open into a welcoming foyer with sleek porcelain tiles, transitioning into a versatile sunlit office space with warm vinyl flooring-perfect for working from home. The living area feels inviting and seamless, with an open-concept design that flows into a modern kitchen featuring crisp white cabinetry, stainless steel appliances, a breakfast-bar island, a stylish backsplash, and generous prep space for cooking or entertaining. Large windows and elegant finishes create a warm, comfortable atmosphere throughout. The spacious primary bedroom includes a walk-in closet with custom organizers and a private ensuite. Two additional sun-filled bedrooms offer flexibility for family, guests, or extra workspace. Added conveniences include direct garage access, a built-in central vacuum system, and a cozy balcony ideal for morning coffee or unwinding at the end of the day. Perfectly situated in Whitby's desirable Rolling Acres community, this home places you minutes from schools, parks, shopping, restaurants, and everyday amenities. With quick access to Hwy 412/401 and the Whitby GO Station, commuting across the GTA is effortless-bringing comfort, style, and convenience together in one exceptional location. 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
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89 Eric Clarke Drive in Whitby: Rolling Acres E12749602 - House
89 Eric Clarke Drive Whitby L1R 2T6
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12749602
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome To This Stunning, Fully Upgraded Home In One Of Whitbys Most Sought-After Neighborhoods Featuring Over $$$$$$ In Premium Upgrades! Spacious Layout: Enjoy A Beautifully Designed Floor Plan With A Separate Family Room, Bright Breakfast Area, And Elegant Hardwood Staircase With Luxury Finishes. Modern Kitchen: Features Stainless Steel Fridge & Stove, Quartz Countertops, And Ample Cabinet Space Perfect For Everyday Living And Entertaining. Luxurious Master Suite: Retreat To Your Private 4-Piece Ensuite And Walk-In Closet In The Spacious Master Bedroom. Legal Basement Apartment: Includes Permit-Approved Separate Entrance Ideal For Rental Income Or Multi-Generational Living. Peaceful Backyard: A Beautifully Maintained Yard That's Perfect For Relaxing Mornings And Peaceful Evenings. Close To Everything: Schools, Parks, Community Centers, Public Transit, And More Are Just Minutes Away. Perfect For Families, Investors, Or Anyone Looking For A Move-In-Ready Home In A High-Demand Area! More detailsListed by HOMELIFE/FUTURE REALTY INC.- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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24 Amulet Way Way in Whitby: Rolling Acres E12738016 - House
24 Amulet Way Way Whitby L1R 0R5
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- E12738016
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this beautifully maintained freehold end-unit townhome in the heart of Whitby, located in the highly sought-after Rolling Acres community. This 3-storey home offers a bright, thoughtfully designed layout that perfectly balances comfort and modern living, featuring engineered hardwood flooring throughout. The main floor includes a versatile office space-ideal for remote work, studying, or a family room-along with a conveniently located laundry room. Head up to the second floor and you'll find an open-concept living and dining room filled with natural light from multiple windows. The kitchen truly shines with its elegant cabinetry, quartz countertops, center island, stainless steel appliances, and a walkout to a private balcony-perfect for morning coffee or relaxing evenings. A handy 2-piece powder room completes this level. The top floor offers a spacious primary bedroom with a walk-in closet and ensuite, while the second bedroom features charming arched windows that add character and warmth. A third bedroom provides the flexibility you need-whether for family, guests, or a home office. Ideally located close to schools, parks, shopping, restaurants, and with quick access to Hwy 412/401 and Whitby GO Station, this home offers comfort, style, and exceptional convenience. POTL monthly fee: $175. Please note that the images in this listing are artistically rendered using AI and advanced digital imaging tools to help visualize the property's potential and design. More detailsListed by RIGHT AT HOME REALTY- John Owen, Broker
- RE/MAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated February 18, 2026 at 02:15 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
