Rolling Acres Real Estate

Rolling Acres Real Estate

Welcome to Rolling Acres, a picturesque neighborhood nestled in the charming city of Whitby, Ontario. This delightful community is known for its lush landscapes, friendly atmosphere, and a perfect blend of suburban tranquility and urban convenience.

Rolling Acres is characterized by its tree-lined streets and well-maintained homes, making it an ideal place for families, young professionals, and retirees alike. The neighborhood offers a variety of housing options, from cozy bungalows to spacious two-storey homes, all designed to cater to different lifestyles and preferences.

Residents of Rolling Acres enjoy easy access to numerous parks and recreational facilities, including the beautiful Heber Down Conservation Area, perfect for hiking, picnicking, and enjoying nature. The community is also home to several playgrounds and sports fields, making it a haven for outdoor enthusiasts and families with children.

Convenience is a hallmark of Rolling Acres, with a wealth of shopping, dining, and entertainment options just a short drive away. The nearby Whitby Mall and various local boutiques provide everything from everyday essentials to unique finds. Additionally, the neighborhood is well-connected to public transportation and major highways, making commutes to Toronto and surrounding areas a breeze.

Education is a top priority in Rolling Acres, with reputable schools and childcare facilities nearby, ensuring that families have access to quality education for their children.

With its welcoming community spirit, beautiful surroundings, and convenient amenities, Rolling Acres is not just a place to live; it's a place to thrive. Discover the charm of Rolling Acres and make it your new home today!

Newest Listings in Rolling Acres

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
3455 Garrard Road Unit 6, Whitby
$80,000
1 Baths ⋅ E14133088 MLS
An Exciting Opportunity To Own A Local Ice Cream And Bubble Tea Shop In A Desirable, Family-Oriented Neighbourhood! Ideally Situated In A Residential Area Surrounded By Established Housing And Conveniently Located Near Three Schools, This Business Benefits From Excellent Exposure To Consistent Neighbourhood Traffic And A Built-In Customer Base. The Shop Offers A Popular Combination Of Ice Cream, Bubble Tea, And Refreshing Treats, Making It An Appealing Destination For Students, Families, And Local Residents Alike. Its Strategic Location Provides Excellent Potential To Attract After-School Crowds, Weekend Visitors, And Repeat Customers From The Surrounding Community. Whether You Are An Aspiring Entrepreneur, An Owner-Operator, Or Looking To Expand Your Existing Business Portfolio, This Is A Great Opportunity To Take Over An Established Local Business With Tremendous Potential For Future Growth.

3455 Garrard Road Unit 6, 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
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
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
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