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 a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, young professionals, and retirees alike. With its tree-lined streets, well-maintained parks, and a strong sense of community, Rolling Acres offers a serene escape from the hustle and bustle of city life while keeping you close to all the essential amenities.

As you explore Rolling Acres, you’ll find a variety of homes for sale that cater to diverse tastes and budgets. From cozy bungalows to spacious two-story family homes, there’s something for everyone in this welcoming community. Many properties boast modern finishes, expansive backyards, and convenient access to local schools, shopping centers, and recreational facilities. The neighborhood is also known for its friendly atmosphere, where neighbors become friends and community events bring everyone together.

Rolling Acres is not just about beautiful homes; it’s also about lifestyle. Enjoy leisurely strolls through picturesque parks or take your family to one of the nearby playgrounds. With easy access to major highways and public transit, commuting to Toronto or other parts of the Greater Toronto Area is a breeze.

If you’re looking for a place that combines comfort, community, and convenience, look no further than Rolling Acres in Whitby. Discover your dream home in this delightful neighborhood and experience the best that life has to offer!

Newest Rolling Acres Homes for Sale

56 Glen Dhu Drive, Whitby
$989,000
5 Beds ⋅ 4 Baths ⋅ E14153134 MLS
No better backyard in the hood! Seriously... this one is bringing the good times! Get ready for endless summer vibes with an inground saltwater pool (complete with jumping rocks!), hot tub, massive cabana and even your own dart area. Backyard entertaining just hit a whole new level! And the fun doesn't stop outside. Inside, you'll find a fantastic family-friendly layout featuring 4 spacious upper-level bedrooms, including a primary with ensuite, convenient main-floor laundry, and inside access from the double-car garage. Head downstairs to the ultimate hangout zone - a below-grade man cave complete with bar, bedroom and bathroom. Whether it's game night, poolside parties or just kicking back with family and friends, this home knows how to have a good time .Big house. Epic backyard. Serious lifestyle goals. This isn't just a home... it's the place everyone wants to hang out!

56 Glen Dhu Drive, Whitby
3550 Garrard Road, Whitby
$895,000
3 Beds ⋅ 2 Baths ⋅ E14139306 MLS
Welcome to this rarely offered, turnkey bungalow in Whitby's desirable Rolling Acres community! Filled with natural light and meticulously maintained and updated over the years, this detached home features a grand foyer, hardwood floors throughout the main level, and an updated kitchen and bathrooms. The kitchen offers a breakfast bar and an eat-in area with direct access to a backyard deck perfect for summer barbecues and enjoying the private backyard. With three spacious bedrooms in total, including an oversized primary bedroom with a walk-in closet, there is plenty of room to relax. The bright lower level features large windows, a cozy gas fireplace, and additional living space that feels welcoming and comfortable. An attached double-car garage with direct access to the home and additional driveway parking provide everyday convenience. Conveniently located near schools, parks, shopping, and restaurants, this inviting home offers comfort and convenience in an established Whitby neighbourhood!

3550 Garrard Road, Whitby
93 Scepter Place, Whitby
$965,000
4 Beds ⋅ 3 Baths ⋅ E14128798 MLS
Welcome to 93 Scepter Place, an immaculate detached home in Whitby's prime Rolling Acrescommunity, steps from schools and parks. Featuring exceptional professional landscaping, a 4-car driveway, and a 1.5 car garage, this turnkey residence offers ultimate modern luxury. The private backyard oasis boasts a new pool lining, stamped concrete surround, and a gas BBQ hookup. Inside, major big-ticket upgrades include a new roof, new furnace, and EV charging setup. The entry showcases fresh foyer tiles, elegant new stairs, and durable laminate flooring flowing through the spacious living and family rooms. The upper level features gleaming hardwood floors. A newly renovated kitchen is equipped with sleek new cabinetry, quartz counters, a gas stove, and high-end stainless-steel appliances. Additional highlights include a renovated powder washroom, new washer and dryer, fresh pot lights, modern ceiling fans, and a custom basement theatre room with a new projector setup. Absolutely nothing left to do but move in and enjoy!

93 Scepter Place, Whitby
28 Castle Green Drive, Whitby
$824,900
3 Beds ⋅ 3 Baths ⋅ E14121542 MLS
Immaculate all brick, 3-bedroom, 3-bathroom family home nestled in the highly sought after Rolling Acres community of North Whitby! Beautiful curb appeal with no sidewalk & the manicured gardens welcome you into a bright, open concept main floor featuring a spacious living room combined with a formal dining area, perfect for entertaining. The inviting kitchen offers ample cabinetry and counter space, ceramic flooring, and a sun filled breakfast area with sliding glass walkout to a private backyard oasis. Enjoy summer gatherings on the entertainer's deck, surrounded by mature trees, a patio with gazebo, separate circuit exterior outlet, and a fully fenced yard. Convenient main floor laundry with direct garage access adds everyday practicality. Upstairs, a spacious family room features california shutters, a cozy gas fireplace, and custom built-ins, creating the perfect space to relax. All three bedrooms feature california shutters, while the primary retreat offers a walk-in closet, private 3-piece ensuite, and backyard views. The fully finished basement provides additional versatile living space, above-grade windows, and plenty of storage. Ideally located just steps from schools, parks, shopping, and everyday amenities, with convenient access to Highways 407 and 412. A wonderful opportunity to call one of Whitby's most desirable family friendly neighbourhoods home!

28 Castle Green Drive, Whitby
104 Fencerow Drive, Whitby
$1,099,900
4 Beds ⋅ 3 Baths ⋅ E14120936 MLS
Welcome to this beautiful and lovingly cared-for family home, offering a bright and airy layout. The main floor features a spacious living and dining area with hardwood flooring, recessed lighting and detailed trim and baseboards throughout. The inviting family room offers hardwood flooring, a gas fireplace and an open-concept connection to the well-appointed kitchen. The kitchen is thoughtfully designed with extra-high custom cabinetry, under- and over-cabinet lighting, quartz countertops, a large centre island with seating, ceramic flooring and a stylish tile backsplash. The adjacent breakfast area provides a walkout to the backyard and overlooks the beautifully landscaped outdoor space. Convenient main-floor laundry adds functionality and ease to everyday living. Upstairs, four generously sized bedrooms provide plenty of room for the entire family. The spacious primary retreat features a walk-in closet and a private four-piece ensuite with ceramic flooring, a whirlpool tub and separate shower. Three additional bedrooms each offer comfortable living space, double closets and broadloom flooring. A second four-piece bathroom and convenient main-floor powder room complete the home. The backyard is an exceptional extension of the living space, featuring two expansive decks ideal for relaxing, dining and entertaining. One deck offers a gazebo-covered seating area, while the second is designed for outdoor dining and includes a natural gas BBQ. A built-in Jacuzzi hot tub provides the perfect spot to unwind, while the remaining lawn offers plenty of room for children and pets to enjoy. Interlocking adds both function and curb appeal along the side of the home and beside one of the decks. The unfinished basement offers excellent potential for future living space, along with a cold cellar and rough-in for plumbing. With its spacious principal rooms, thoughtful upgrades and outstanding backyard, this home is perfectly suited to comfortable family living and entertaining.

104 Fencerow Drive, Whitby
82 Bridlewood Boulevard, Whitby
$1,700,000
5 Beds ⋅ 5 Baths ⋅ E14119632 MLS
Crafted with exceptional attention to detail, this modern custom-built 4+1 bedroom, 5 bathroom residence on a premium 66 Ft. wide lot offers 3399 sq. ft. of refined living space designed for both elevated everyday living and effortless entertaining. This home was totally updated in the last few years. Step outside to your own entertainer's backyard, beautifully landscaped with an oversized heated saltwater pool, premium stonework, inlay lighting, and a Rain Bird irrigation system. Wide 8" white oak flooring flows throughout, complemented by solid core interior doors and a white oak staircase with open glass railings rising from the basement to the top floor. The living room makes an unforgettable first impression with a dramatic one year old 16 ft. Venetian plaster fireplace, an impressive coffered ceiling, and expansive windows that fill the space with natural light. At the heart of the home, the award-winning 2 year old Rocpal kitchen showcases panelled high end built-in appliances, finished with Cambria Britannica counters and a matching backsplash. A main floor office and direct garage entry add everyday convenience. Upstairs, the generous primary suite is a private retreat with custom built-in closets and a spa-inspired 6 pc ensuite featuring his and hers shower heads and a separate bathtub. Every bedroom enjoys its own bathroom and custom built-in closet. The professionally finished lower level offers a spacious recreation room, an additional bedroom, and a 4 pc bathroom. Premium stonework on the front walkway and driveway completes the home's exceptional curb appeal.

82 Bridlewood Boulevard, Whitby
3 Griffen Place, Whitby
$1,150,000
6 Beds ⋅ 4 Baths ⋅ E14115910 MLS
Modern 4-Bed Detached w/ Legal 2-Bed Basement Suite - Whitby (Rolling Acres), Welcome to 3 Griffen Place, a solid all-brick family home on a quiet street in Rolling Acres. This beautiful 2-storey features 4 bedrooms plus a fully finished 2-bedroom LEGAL basement apartment (added 2023) - ideal for extended family or rental income. The main floor offers a bright open layout: living and dining areas overlook the kitchen, which boasts ample cabinetry. A cozy family room has hardwood floors and a modern gas fireplace. The upper level is graced with , 4 spacious bedrooms (with vinyl plank floors) a 4-piece bath, and the primary suite includes a large closet and 5-piece ensuite. Recent upgrades include a 2020 roof, 2021 windows, a 2022 interlocking stone patio, and tile floors (2025). Outside, enjoy a private fenced yard with a large interlock patio and gazebo (2023) - great for BBQs and relaxing. The double garage (with4-car driveway) adds convenience. Located steps to parks, schools, shopping, and Whitby GO.Easy access to Hwy 401/407. In-suite laundry and a low-maintenance yard are extra perks. This turnkey home combines comfort and flexibility - don't miss it!

3 Griffen Place, Whitby
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
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
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
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