Rolling Acres Homes for Sale

Rolling Acres Homes for Sale

Welcome to Rolling Acres, a hidden gem nestled in the heart of Whitby, Ontario. This charming neighborhood is renowned for its picturesque landscapes, friendly community atmosphere, and convenient access to urban amenities. With its tree-lined streets and well-maintained parks, Rolling Acres offers a serene suburban lifestyle that is perfect for families, retirees, and everyone in between.

One of the standout features of Rolling Acres is its strong sense of community. Neighbors often come together for seasonal events, fostering friendships and a welcoming environment. The area is also home to excellent schools, making it an ideal place for families looking to provide their children with quality education. Nearby recreational facilities, including sports fields and walking trails, ensure that residents can enjoy an active lifestyle right in their backyard.

For those seeking homes for sale, Rolling Acres boasts a diverse range of properties, from charming bungalows to modern two-storey houses. Each home is designed with comfort and style in mind, featuring spacious layouts and beautiful outdoor spaces perfect for entertaining or relaxing after a long day. With competitive pricing and a variety of options, there’s something for everyone in this desirable neighborhood.

Rolling Acres is not just a place to live; it’s a community to thrive in. With its blend of tranquility and accessibility to shopping, dining, and major transportation routes, this neighborhood is poised to be your perfect new home. Come explore the possibilities and discover why so many are proud to call Rolling Acres home!

Newest Rolling Acres Homes for Sale

36 Serene Court, Whitby
$1,749,000
5 Beds ⋅ 5 Baths ⋅ E14112502 MLS
Welcome to 36 Serene Court, Whitby - an exceptional residence nestled on a quite cul-de-sac, where luxury, space, and resort-inspired living come together in perfect harmony. Offering 5 generously sized upper-level bedrooms, 2 additional rooms in the basement, and 5.5 bathrooms, this remarkable home is thoughtfully designed to accommodate growing families, multi-generational living, and those who love to entertain. The main floor makes a lasting impression with 10-foot ceilings, creating a bright, open, and airy atmosphere. The expansive great room features elegant waffled ceilings that add architectural character and timeless sophistication, while the main-floor office provides an ideal space for working from home. A dedicated recreation/theatre room complete with a wet bar, along with a versatile craft room or additional office, further enhances the home's exceptional functionality. The finished basement extends the home's living and entertaining possibilities, featuring two additional rooms and a dedicated rec room - offering endless flexibility for guests, hobbies, recreation, or a private space for extended family. Step outside to discover your very own resort-inspired backyard oasis, where everyday living feels like a vacation. Enjoy the heated swimming pool, unwind in the hot tub, or gather with family and friends in the cabana area, complete with seating and a wet bar. An exterior three-piece bathroom adds convenience for poolside enjoyment, while the dedicated BBQ area sets the stage for outdoor dining, summer celebrations, and unforgettable evenings. A separate storage shed provides additional space for outdoor essentials. Ideally situated on a peaceful cul-de-sac, this exceptional property offers a wonderful setting for family living, with great schools for younger family members and post-secondary educational options within approximately 20 minutes.

36 Serene Court, Whitby
16 Bettina Place, Whitby
$949,900
4 Beds ⋅ 4 Baths ⋅ E14112374 MLS
Stunning, stylish, and beautifully updated throughout, this exceptional detached home in Whitby's sought-after Rolling Acres community is one you won't want to miss! At the heart of the home is a show-stopping custom kitchen featuring elegant quartz countertops and a thoughtfully designed space perfect for everyday living and entertaining. Step directly from the kitchen onto the backyard deck, creating the ideal setting for summer barbecues and outdoor enjoyment. Upstairs, retreat to the spacious primary bedroom, complete with a walk-in closet and a luxurious 5-piece ensuite featuring a double-head shower - your own private escape at the end of the day. Two additional bedrooms, updated bathrooms throughout, and the convenience of second-floor laundry complete the upper level. The finished basement offers incredible versatility with a separate in-law suite featuring its own kitchen, bedroom, bathroom, and laundry, plus a walk-up entrance for convenient separate access. Whether accommodating extended family or creating a flexible living arrangement, the possibilities are endless. Complete with a backyard deck and 3 parking spaces, this move-in-ready home combines modern finishes, thoughtful design, and exceptional functionality. Located in a desirable Whitby neighbourhood, this is a home you'll want to experience in person!

16 Bettina Place, Whitby
19 Wigston Court, Whitby
$1,094,900
5 Beds ⋅ 4 Baths ⋅ E14110906 MLS
Most homes make you choose between space, quiet, and move-in ready. This one gives you all three, on a safe court in Whitby's Rolling Acres. It sits on a private, premium lot with nearly 2,900 sq ft above ground, plus a big finished basement.Mornings start in the sunken living room. The tall windows let the sun pour in, so grab a coffee and take your time. There's a quiet main floor office for working from home, and the open kitchen is set up for real cooking. Step out the back to your own private yard with a deck for entertaining, a gazebo, and a hot tub (as-is) for slowing down at night.Upstairs are four big bedrooms. The primary suite has a walk-in closet and a 5-piece spa-style ensuite. The finished basement adds a fifth bedroom, a game room, a rec room, and a lot of storage, which works for teens, guests, or in-laws.The big expenses are already handled. Roof (2018), high-efficiency furnace and A/C (2022), stainless steel appliances with washer and dryer (2021), and a brand-new owned water and air filtration system (2025).You also get parking for 6, top-rated schools (8+) minutes away, and quick access to shops, Whitby GO, and Hwy 401, 407 and 412. Just unpack and settle in. Book your private tour today.

19 Wigston Court, Whitby
32 Divine Drive, Whitby
$899,000
3 Beds ⋅ 3 Baths ⋅ E14110030 MLS
Welcome To This Beautiful Detached Home Filled With Warmth And Custom Décor, Offering A Bright And Functional Layout Perfect For Everyday Living. The Open Living And Dining Area Features Large Windows And Stylish Chandelier. Impressive Family Room With Pot Lights, A Cozy Fireplace And Overlooks Backyard. Modern Kitchen Stands Out With High Ceiling, Stainless Steel Appliances(Gas Stove), Upgraded Countertop With Breakfast Bar, Backsplash, Under Cabinet Lighting And Elegant Chandelier. The Main Floor Includes A Smart Toilet In The Powder Room For Added Convenience. Upstairs, 3 Spacious Bedrooms And 2 Bathrooms On 2n Floor, Including A Large Primary Bedroom With Custom Motorized Blinds, A Walk-In Closet And A Newer 3pc Ensuite Showcasing An Upgraded Vanity, Illuminated Mirrors, Glass Shower With Upgraded Shower Head. Finished Basement Offers A Fantastic Home Theatre, Wet Bar, And Pot Lights, Ideal For Entertainment. Other Highlights Include Smart Permanent Eave Lights, Smart Door Lock, Smart Thermostat, Smart Doorbell, Smart Toilet, 200Amp Electrical Panel, Custom Garage With EV Charger, Extended Driveway That Parks 3 Cars. Interlock Backyard Complete With Gazebo And Garden Shed And A Gas Line Ready For Bbq Or Outdoor Cooking. A Truly Cozy, Lovingly Maintained Home In A Desirable Whitby Location Close To Parks, Schools, Shopping, And Major Highways.

32 Divine Drive, Whitby
7 Bridlewood Boulevard, Whitby
$599,000
3 Beds ⋅ 2 Baths ⋅ E14106366 MLS
Welcome to 7 Bridlewood blvd. 2+1 bedrooms. This gorgeous, upgraded 4 Level back split is much larger than it looks. Open concept upgraded Kitchen, walk out to a Deck and a Fully Fenced yard. This home boasts a finished bsmt with a bedroom and a Living Room & Rec Room. This home must be seen to be appreciated with loads of upgrades. Large master bedroom with double walk-in closet and a semi ensuite.

7 Bridlewood Boulevard, Whitby
39 Serene Court, Whitby
$1,349,900
6 Beds ⋅ 5 Baths ⋅ E14105202 MLS
Welcome to this impressive 4+2 bedroom all-brick residence ideally situated on a quiet cul-de-sac in a highly desirable neighbourhood. Masterfully designed to accommodate growing families and multigenerational living with exceptional style and comfort. Showcasing soaring ceilings, elegant finishes, and an abundance of thoughtfully designed living space, this remarkable home seamlessly blends sophistication, functionality, and versatility. The spacious living and dining rooms offer an elegant setting for entertaining, flowing effortlessly into a stunning custom-designed kitchen featuring an oversized island, ample cabinetry, and plenty of space for gathering with family and friends. Open to the inviting family room, this impressive space is enhanced by a beautiful waffle ceiling and cozy gas fireplace, creating the perfect atmosphere for both everyday living and special occasions. Upstairs, discover four generously proportioned bedrooms, each complete with an en-suite. The fully equipped lower-level in-law suite is ideal for multigenerational living, extended family, or accommodating guests. Featuring a second kitchen, separate laundry facilities, a spacious living area, and two additional bedrooms, this versatile space offers the perfect balance of independence and connection under one roof. Step outside to your own private backyard oasis! Beautifully landscaped with low-maintenance hardscaping and no grass to worry about, this exceptional outdoor retreat features a sparkling inground pool, creating the perfect setting for summer entertaining, relaxing afternoons, and making unforgettable family memories. A charming, cozy gazebo provides a welcoming space to unwind, enjoy your morning coffee, or entertain guests in a peaceful, private setting. With thoughtfully designed landscaping and an abundance of storage throughout the property, this home offers the perfect combination of outdoor luxury and everyday practicality.

39 Serene Court, Whitby
68 Flint Crescent, Whitby
$1,049,000
6 Beds ⋅ 4 Baths ⋅ E14100664 MLS
LEGAL 2-BEDROOM BASEMENT APARTMENT - LAST BASEMENT TENANT PAID $2,300/MONTH! Welcome to 68 Flint Cres in Whitby's sought-after Rolling Acres! Bright and spacious home featuring high ceilings, large windows, hardwood flooring, eat-in kitchen with walk-out to deck, formal dining room, and convenient main-floor laundry with garage access. Spacious primary bedroom with walk-in closet and 4-pc ensuite, plus generously sized secondary bedrooms. Separate entrance to the legal 2-bedroom basement unit with private laundary, offers excellent rental income potential. Close to schools, parks, shopping, public transit, and Hwy 401. THE PROPERTY HAS BEEN VIRTUALLY STAGED

68 Flint Crescent, Whitby
84 Braebrook Drive, Whitby
$999,999
6 Beds ⋅ 4 Baths ⋅ E14100208 MLS
A MUST-SEE! Welcome to 84 Braebrook Drive, an impressive all-brick detached residence nestled in the prestigious Rolling Acres community ofWhitby. Situated on a generous lot, this beautifully appointed home offers Refined living space, thoughtfully designed for both elegantentertaining and comfortable family living.The home features 4+2 bedrooms and 4 bathrooms, complemented by a spacious family room,expansive kitchen with breakfast area, and a professionally finished basement offering exceptional additional living space. Recent upgradesinclude a fully renovated two-bedroom basement with heated floors, new light fixtures throughout, new flooring in the primary bedroom, a newrefrigerator, and a new washer and dryer.The main floor showcases soaring 11-foot ceilings, pot lights, and an inviting three-way fireplace,creating an impressive yet welcoming atmosphere. The luxurious primary retreat features 10-foot ceilings and a beautifully appointed ensuitecomplete with a glass-enclosed shower and double vanity.Additional highlights include granite kitchen countertops, an interlock driveway,charming front porch, attached garage, and a fully fenced private yard.Ideally located close to parks, schools, shopping, dining, transit, and majoramenities, this exceptional residence offers an outstanding blend of luxury, space, comfort, and modern upgrades in one of Whitby's mostdesirable family-friendly communities. A rare opportunity that truly must be seen to be appreciated!

84 Braebrook Drive, Whitby
57 Morning Glory Crescent, Whitby
$999,000
5 Beds ⋅ 4 Baths ⋅ E14088294 MLS
Some Homes Simply Have A Way Of Making You Feel At Home The Moment You Walk Through The Door. Welcome To This Beautifully Maintained 4+1 Bedroom, 4 Bathroom Home In Whitby's Sought-After Rolling Acres Community, Offering Over 3,000 Sq. Ft. Of Finished Living Space And A Backyard Complete With A Semi-In-Ground Pool. Thoughtful Details, Generous Living Areas And Everyday Comfort Come Together Beautifully. Rich Kentwood Hardwood Flooring And An Inviting Layout Create The Perfect Backdrop For Everything From Quiet Evenings At Home To Memorable Gatherings With Family And Friends. At The Heart Of The Home, The Custom Kitchen Features Granite Countertops, A Gas Stove, Abundant Cabinetry And A Walkout To The Backyard, Making Indoor And Outdoor Entertaining Effortless. Upstairs, Four Generously Sized Bedrooms Offer Comfort And Privacy, Including A Spacious Primary Suite With Its Own Ensuite And Walk-In Closet. Hardwood Flooring And Custom Closet Organizers Throughout The Bedrooms Add Both Style And Practicality. The Finished Lower Level Offers Even More Room To Enjoy, Featuring A Recreation Room, Wet Bar, Gas Fireplace, Additional Bedroom And Powder Room, Providing Flexible Space For Guests, A Home Office Or Family Entertainment. When Summer Arrives, Step Outside To Your Own Private Backyard Retreat! The Semi-In-Ground Pool, Spacious Deck And Fully Fenced Yard Create The Perfect Setting For Sunny Afternoons, Weekend Gatherings And Relaxing Evenings At Home. Complete With A Double Garage And Conveniently Located Near Schools, Parks, Shopping And Everyday Amenities, This Home Offers The Space, Comfort And Lifestyle You've Been Looking For. Discover The Possibilities And Make Yourself At Home In One Of Whitby's Most Desirable Family-Friendly Communities!

57 Morning Glory Crescent, Whitby
25 Charterhouse Drive, Whitby
$1,239,777
4 Beds ⋅ 3 Baths ⋅ E14087390 MLS
Welcome to 25 Charterhouse Dr! This 4-bedroom executive home offers a thoughtful design and quality finishes throughout. At the heart of the home, you'll find a beautifully appointed kitchen with granite counters, a gorgeous backsplash, rich floor-to-ceiling cabinetry, a centre island and a sun-filled breakfast area with a walkout to the backyard and stamped concrete patio. Coffered ceilings add beautiful architectural detail to the living and dining rooms, while 9' smooth ceilings throughout the main floor create a bright and spacious atmosphere. Upscale finishes flow seamlessly throughout the home with beautiful hardwood floors and stairs and polished 24" porcelain tiles throughout the main floor, complemented by 7" baseboards and 9" crown moulding, creating a timeless and luxurious feel. Upstairs, you'll find four spacious bedrooms, including a lovely primary retreat with a 5-piece ensuite featuring a soaker tub, double sinks with granite counters and an oversized shower accented with mosaic tile. The additional full bathroom also features double sinks and granite counters, while the main-floor powder room continues the granite detailing. The finished basement offers even more living space with an inviting recreation room featuring oversized windows, pot lights and a striking stacked-stone feature wall. A separate games room offers excellent flexibility and could easily become a fifth bedroom, with a 3-piece bathroom rough-in already in place to create a potential private ensuite. Outside, enjoy summer days on the stamped concrete patio and quiet evenings on the covered front porch. Elegant, spacious and designed for everyday living, this is a home you'll enjoy for years to come.

25 Charterhouse Drive, Whitby
5 LOFTHOUSE Drive, Whitby
$999,999
5 Beds ⋅ 4 Baths ⋅ E14087022 MLS
Property is very spacious, over 2300 square foot and well maintained, Offering 5 good size bedrooms and 4 bathrooms. Three walk-outs to a beautiful backyard with a deck, and a gazebo. Pool size lot facing south to get full sun all day and a fully fenced lot. Large eat-in Kitchen and formal dining room. Main floor has beautiful Engineered Hardwood Flooring and a ton of windows. Huge Open Concept Basement offers Nanny Suite with Bedroom & Walk-in clothes closet, & a new 3-Pc bathroom (2025) as well as a modern eat-in Kitchen. All sinks have their own shut off valves and the primary bedroom has extra plumbing for an extra sink or "possibly" a Bidet. Central Air and Furnace was replaced in 2021. Lower roof replaced in 2015 and upper roof & shed was replaced in 2020. Upgraded Insulation 2025, * ENTRANCE TO HOUSE FROM GARAGE*

5 LOFTHOUSE Drive, Whitby
60 Furrow Drive, Whitby
$999,000
6 Beds ⋅ 4 Baths ⋅ E14031120 MLS
Welcome to 60 Furrow Drive, a spacious detached home set on a generous corner lot in sought-after Rolling Acres. Offering approximately 2,390 sq. ft. above grade, the home features four bedrooms and three bathrooms above grade, along with a bright and functional layout, a beautifully updated main-floor kitchen, generous living and family spaces, fresh paint and new carpeting throughout.The finished lower level adds exceptional flexibility with two additional finished rooms, a second kitchen, recreation area and an additional 3-piece bathroom-ideal for extended family, guests, a home office or additional living space. Updated basement flooring adds to the refreshed feel.Complete with a double garage, ample parking and a private backyard, the property is conveniently located close to schools, parks, shopping, transit and major commuter routes. A wonderful opportunity to enjoy a spacious family home while adding your own personal touches over time.

60 Furrow Drive, Whitby
Start Your Search

How much is your home worth?

Get instant property value now!