Rolling Acres Homes for Sale

Rolling Acres Homes for Sale

Welcome to Rolling Acres, a picturesque neighborhood nestled in the heart of Whitby, Ontario. Known for its serene atmosphere and lush landscapes, Rolling Acres offers a perfect blend of suburban charm and modern convenience. This family-friendly community is characterized by its tree-lined streets, spacious parks, and a strong sense of camaraderie among residents, making it an ideal place for families, young professionals, and retirees alike.

As you explore Rolling Acres, you’ll find an array of amenities that cater to every lifestyle. The neighborhood boasts excellent schools, recreational facilities, and an abundance of shopping options, ensuring that all your daily needs are just a stone's throw away. The nearby parks, such as the expansive Heber Down Conservation Area, provide ample opportunities for outdoor activities, from hiking and biking to picnicking and birdwatching.

For those considering a move, Rolling Acres features a diverse selection of homes for sale. From charming single-family residences to modern townhouses, there is something to suit every taste and budget. These homes often come with generous lots, offering plenty of space for gardens, play areas, or simply enjoying the tranquility of nature. With a strong real estate market, investing in a home in Rolling Acres not only provides a wonderful living experience but also a promising financial opportunity.

Discover the beauty and community spirit of Rolling Acres, where you can create lasting memories and enjoy a lifestyle that truly feels like home. Explore our listings today and take the first step toward your dream home in this enchanting neighborhood!

Newest Rolling Acres Homes for Sale

$1,079,000
5 Beds ⋅ 4 Baths ⋅ E13672542 MLS
Welcome to this exceptional family home in the highly desirable Rolling Acres neighbourhood of Whitby! From the moment you step through the grand foyer with soaring ceilings, you'll appreciate the space, warmth, and thoughtful layout this home has to offer. The main floor is designed for both everyday living and entertaining, featuring a formal living room, elegant dining room, spacious family room, bright kitchen, convenient main floor laundry, and inside access to the double car garage. A stunning double-sided fireplace creates a beautiful focal point between the living and family rooms, while hardwood floors and pot lights add timeless style throughout the main level. The upper level offers 4 spacious bedrooms and two full bathrooms, making this the perfect home for growing families, multi-generational living, or those needing extra space for guests or a home office. The professionally renovated basement (2020) is a standout feature, offering a large family room, recreation area, second laundry room, and incredible flexibility to suit your lifestyle. Enjoy peace of mind with numerous updates, including shingles (2017), garage doors (2016), and fresh paint (2022). Outside, beautiful interlocking, a garden shed, and a well-maintained yard provide the perfect setting for summer barbecues, family gatherings, or simply relaxing outdoors. Ideally located just minutes from top-rated schools, parks, shopping, restaurants, public transit, recreation facilities, and easy access to Highways 401, 407, and 412, this move-in-ready home offers the perfect blend of comfort, style, and convenience in one of Whitby's most sought-after family communities. Don't miss this incredible opportunity to make it yours!

4 Divine Drive, Whitby
$898,000
4 Beds ⋅ 3 Baths ⋅ E13656072 MLS
Welcome to this all brick , immaculately maintained 4 bedroom, 3 bathroom home in Whitby's Rolling Acres neighbourhood.Relax on the covered front porch and enjoy your morning coffee and the east sunrise. This home has attractive, low maintenance curb appeal with parking for 4 cars in the driveway plus 2 parking spots in the double garage.With 2315 Sq Ft on the combined main and upper levels, plus an additional 1250 sq ft in the unfinished basement; you can customize this unfinished space to suit your family's needs. The spacious foyer is great for greeting your guests, convenient mainfloor laundry room with cabinets and direct access to the garage. The livingroom overlooks the front yard and the dining room is a separate room, featuring a coffered ceiling and has easy access to the kitchen and open to the centre hall. The kitchen cabinetry provides good storage space and there is good counter space for meal prep. The breakfast area has generous space for a good size table and features a patio door walkout to the stone patio and backyard. The kitchen and mainfloor family room are so bright as the west natural light flows in. The familyroom has a gas fireplace for cosy ambiance. The primary bedroom faces east and has space for your king size bed, plus you have a large ensuite with soaker tub and separate shower, plus a walk in closet. The other 3 bedrooms are spacious and have good closet space. You will see the pride of ownership with the updates: 2022 - motorized awning for sun protection in the west facing backyard, 2020-Carrier gas furnace, 2016 - the garage was insulated and drywalled, 2015- shingles, 2009- windows on the main & upper level, 2010-Rheem owned hot water tank. This original owner has maintained this home so nicely and now it awaits its new family.

3544 Garrard Road, Whitby
$799,000
4 Beds ⋅ 2 Baths ⋅ E13646362 MLS
Welcome to 25 Bedell Crescent, Whitby: A Perfect Blend of Comfort, Style, and Space! Nestled on a quiet, family-friendly crescent, this beautiful brick-front home offers the perfect retreat for growing families or those looking for a versatile living space. From the moment you pull up to the oversized garage you'll feel right at home. Interior Highlights: Bright & Airy Main Level: Step into a sun-drenched open-concept living and dining area featuring warm hardwood floors and a striking vaulted ceiling. The inviting gas fireplace is the perfect centerpiece for cozy evenings. Modern Comfort: The spacious kitchen flows seamlessly into the dining area, making it ideal for hosting dinner parties or family holidays. Versatile Living Spaces: A secondary lower-level family room, complete with its own fireplace and large window,s offers the perfect spot for a home theatre, playroom, or a quiet den. Generous Bedrooms: Retreat to the expansive primary suite or one of the well-appointed guest bedrooms, all featuring large windows and ample closet space.The Great Outdoors: The private backyard is an entertainer's dream, featuring a large raised resin deck, fully interlocked, and a lower stone-walled patio area. Whether you're hosting summer BBQs under the gazebo or enjoying the privacy of the fenced-in yard, this outdoor space is built for memories. Key Features: Multiple Fireplaces for a cozy ambiance throughout.Large Windows that flood every room with natural light.Spacious Lower Level with a separate bathroom, perfect for an in-law suite or teen retreat.Prime Whitby Location: Close to top-rated schools, parks, shopping, and easy transit access. Don't miss your chance to own this Whitby gem! Schedule your private showing today.

25 Bedell Crescent, Whitby
$989,000
3 Beds ⋅ 4 Baths ⋅ E13644750 MLS
Completely renovated and never lived in since completion, this stunning home offers over 2,000 sq. ft. of finished living space with quality upgrades throughout. Featuring 3 bedrooms, 3.5 bathrooms, and a 2-car driveway, the home also includes an extended kitchen island, quartz counters, matching backsplash, and luxury hardware. The finished basement adds a full ensuite shower and office, while professionally finished hardscaping, brand-new sod, upgraded doors, and an oversized garage complete this impressive home on a quiet street.

16 Ian Fleming Crescent, Whitby
$1,124,900
5 Beds ⋅ 4 Baths ⋅ E13644160 MLS
Welcome to this beautifully maintained family home offering over 3,500 sq. ft. of finished living space, where timeless finishes, thoughtful updates, and exceptional functionality come together.The spacious main floor is designed for both everyday living and entertaining, featuring a dedicated home office, an elegant open oak staircase, and a bright, open-concept layout. At the heart of the home is the renovated kitchen (2015), complete with premium Cambria quartz countertops, an induction stove, and seamless sightlines into the inviting family room with a cozy wood-burning fireplace. Pot lights throughout the main level create a warm, modern atmosphere.Upstairs, the generous primary retreat features hardwood flooring, a walk-in closet, and a beautifully updated 4-piece ensuite (2011) with a luxurious rain shower. The main bathroom was tastefully renovated in 2012, offering a fresh, modern space for family and guests alike.The newly finished basement (2025) provides outstanding additional living space, complete with a large egress window, an expansive recreation room, a separate den ideal for a home office, gym, or guest room, and a convenient 3-piece bathroom.Step outside to the oversized backyard, offering plenty of room to relax, entertain, or play. Enjoy the back deck in comfort with the convenience of a remote-controlled awning, creating the perfect shaded outdoor living space.Additional features include an owned tankless hot water system, 200-amp electrical service, wiring for a future hot tub, an additional 15-amp exterior electrical connection, and a furnace and air conditioner (2013) that have been professionally serviced annually.Move-in ready and meticulously cared for, this exceptional home offers quality upgrades, generous living spaces, and outstanding value in a highly desirable neighbourhood.

29 Stratton Crescent, Whitby
$1,649,900
4 Beds ⋅ 3 Baths ⋅ E13642366 MLS
Welcome To 17 Burgundy Court - A Custom-Built Executive Bungalow On One Of The Most Spectacular Lots In Whitby's Coveted Rolling Acres Community. Tucked Away On A Quiet, Mature Court And Occupying What Was Originally Two Separate Lots, This Exceptional Home Offers Nearly 4,000 Sq. Ft. Of Beautifully Finished Living Space On An Incredible Pie-Shaped Property With 58 Ft. Of Frontage, Over 156 Ft. Of Depth On Its Longest Side, And An Impressive 185 Ft. Rear Lot Line. Opportunities Like This Are Exceptionally Rare. Step Inside To A Bright, Open-Concept Layout Designed For Comfortable Family Living And Effortless Entertaining. The Main Floor Showcases 9-Ft Ceilings, A Warm And Inviting Family Room With A Stunning Fireplace, And A Chef-Inspired Kitchen Featuring Granite Countertops, A Large Centre Island, Abundant Cabinetry, And A Walkout To The Private Backyard. A Dedicated Main-Floor Office Is Perfect For Working From Home, While A Spacious Second Bedroom And Full Bath Provide Ideal Accommodations For Guests Or Those Seeking One-Level Living. The Primary Suite Is A True Retreat, Complete With A Spa-Like 4-Piece Ensuite With Heated Floors And A Walkout To Its Own Private Deck. Main-Floor Laundry With Garage Access Adds Everyday Convenience.The Finished Lower Level Is Equally Impressive, Offering Two Oversized Bedrooms, A 5-Piece Bath, Wet Bar, Separate Entrance, And Walk-Up Through The Garage-An Outstanding Setup For Extended Family, Multigenerational Living, Or Growing Households. Quality Craftsmanship And Thoughtful Upgrades Are Evident Throughout, Including An In-Ground Sprinkler System And 2022 Shingles. Located Minutes From Top-Rated Schools, Parks, Trails, Recreation, Shopping, Go Transit, And Highways 401 & 407, This Is A Rare Opportunity To Own A Custom Home On A Premium Oversized Lot In One Of Durham Region's Most Sought-After Neighbourhoods.

17 Burgundy Court, Whitby
$1,299,000
4 Beds ⋅ 3 Baths ⋅ E13639370 MLS
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!

25 CHARTERHOUSE Drive N, Whitby
$829,000
4 Beds ⋅ 3 Baths ⋅ E13634774 MLS
Beautifully updated & move-in ready in Whitby's sought-after Rolling Acres! Tucked on a quiet, family-friendly court, this home has been tastefully renovated throughout & offers a fully finished basement with an additional bedroom - perfect for an in-law suite, home office or guest space. The updated kitchen anchors a bright, functional main floor, while three generous bedrooms & refreshed baths await upstairs (3+1 bed / 2.5 bath total). A standout four-season heated sunroom floods the home with natural light & extends your living space year-round. The premium court setting delivers minimal traffic, added privacy & a safe place for kids to play. Ideally located minutes to Thickson Square & Dryden Square (Metro, No Frills, pharmacies, fitness & more), Lowe's & everyday essentials. Surrounded by top-rated schools & an extensive network of parks, trails & greenbelt incl. Darren, Jack Wilson & Rolling Acres Parks. Commuters enjoy quick access to Hwy 401, 407 & 412 plus nearby GO Transit & Durham Region Transit - approx. one hour to downtown Toronto. A rare complete package in one of Whitby's most desirable family neighbourhoods. Don't miss it!

25 Teagarden Court, Whitby
$1,343,000
6 Beds ⋅ 6 Baths ⋅ E13627866 MLS
Luxurious 4+2 Bedroom, 4+2 Washroom Delta Rae Home With Over 3800 Sqft Of Living Space.***LEGAL 2 Bedroom, 2 Full Washroom Basement Apartment with Separate Entrance***. $$$ Spent On Premium Upgrades. Large Private Backyard With An Inground Pool, Backing Onto A Park. 9Ft Ceiling On Main Floor. Custom Accent Walls, Premium Light Fixtures. Hardwood Floors. Quartz Counters/Backsplash. Crown Moulding/Wainscotting Throughout. Too Many Upgrades To List, Must See!

43 Mac Carl Crescent, Whitby
$848,000
4 Beds ⋅ 3 Baths ⋅ E13625590 MLS
Family Home In Desired Area Of Rolling Acres. Walk To Quality Schools, Shops, All Amenities & Darren Park. Easy Access To Hwy 407 , Public Transit & Whitby Go Station. Beautiful Open Concept Design Featuring Lrg Great Rm, Eat-In Kitchen W/ Glass Tile Backsplash, W/O To Deck. Master Bdrm Has W/I Closet & Ensuite. 2nd Floor Laundry. Extras Bedroom In Bsmt W/Big Window. Must To See!

55 Bettina Place, Whitby
$959,000
5 Beds ⋅ 3 Baths ⋅ E13622922 MLS
First Time On the market! A rare opportunity to acquire a lovingly maintained property from its original owners! This Sprawling Bungalow with 1,775 sf of main-floor living space is nestled in the highly sought-after Rolling Acres community of Whitby and is set on an expansive 49.74f wide by 118.11f deep lot and has exceptional curb appeal with plenty of setback and mature landscaping. The backyard offers an abundance of private outdoor space-ideal for entertaining on a large patio deck, gardening, or adding a future pool. Boasting 11.5 foot high ceilings in the grand living and dining room & 9 foot ceilings in the foyer and an expansive 1,100sf in-law suite (approx. estimate) with kitchen, 3 piece bathroom & 2 bedrooms in the professionally finished basement! Other Features include an attached 2 car garage with total 4 car parking spaces, new paint June 2026, new basement vinyl plank flooring (June 2026), new dishwasher (June 2026), a huge master bedroom with 3 piece ensuite bath and a turn-key handicap/wheelchair walk-way along the side & up to the rear deck of the property. This unique bungalow is designed for comfortable family living and easy main-floor accessibility and offers effortless versatile living for seniors or a growing family! Living in Rolling Acres places everyday essentials and lifestyle perks right at your doorstep: Top-Rated Schools including John Dryden P.S., Sir Samuel Steele P.S., and St. Mark the Evangelist Catholic School. Surrounded by family-friendly green spaces such as Darren Park, Jack Wilson Park, and connected walking/cycling trails along local creek systems. Shop & Dine Convenience minutes from major retail hubs along Taunton Road and Thickson Road, including local grocery stores, big-box shopping, coffee shops, and diverse dining options. Seamless Transit & Commuting with quick and convenient access to Highways 401, 407, and 412, as well as Durham Region Transit & the Whitby GO Station for a quick commute into Toronto.

51 Daines Drive, Whitby
$955,000
5 Beds ⋅ 4 Baths ⋅ E13619990 MLS
Welcome to 126 Bridlewood Blvd, Whitby - a beautifully maintained detached home offering comfort, style, and an exceptional location. This stunning 4+1 bedroom, 3+1 bathroom premium home backs onto serene green space, providing privacy and peaceful views in a highly sought-after, family-friendly neighbourhood. Thoughtfully designed with a functional and spacious layout, this home is perfect for both everyday living and entertaining. Featuring immaculate hardwood floors, a modern kitchen with stainless steel appliances and granite countertops, and thousands spent on quality upgrades throughout, every detail has been carefully maintained. The fully finished basement adds valuable living space with an additional bedroom and bathroom- ideal for guests, extended family, or a home office. Enjoy quiet suburban living just minutes from transit, schools, parks, and all essential amenities. A true turnkey opportunity-just move in and make it your own.

126 Bridlewood Boulevard, Whitby
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