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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  • 25 Lively Way in Whitby: Rolling Acres E13423510 - House

    25 Lively Way Rolling Acres Whitby L1R 0S3
    Main Photo: 25 Lively Way in Whitby: Rolling Acres E13423510 - House

    25 Lively Way Whitby L1R 0S3 Rolling Acres

    $789,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13423510
    Bedrooms:
    4
    Bathrooms:
    4
    Be the first owner of this beautiful brand-new traditional freehold Corner Unit Townhome built by Acorn Developments. This bright and spacious Nordic Architecture inspired home features 4 good size Bedrooms and 3.5 bathrooms, 2,160 sq. ft, 9' smooth ceiling on Main Floor, Oak stairs, Extended Upper Kitchen Cabinets, and granite countertop and Stainless Steel appliances. Unspoiled Lookout basement ready for your own personal touch and provide additional space for family entertainment or storage. Conveniently located in the heart of Whitby. Public transit at doorsteps. Walking distance to Starbucks, Walmart, Daycare, Parks and playgrounds, groceries, shops, and dining. Easy access to both 401 & 407 for commuters. Luxury features include private Primary Bedroom level with 4-piece Ensuites, private balcony, and His & Her Walk-in closets. New Home, never lived in, Buy directly from the Builder ($0 Development charges, Tarion Warranty). A Must See! Don't miss the opportunity to live in this urban charm Sincerely Acorn Community! Potl fee includes garbage disposal, snow removal & landscaping of the common area. More details
    Listed by PIVOT REAL ESTATE GROUP
    LISTING DETAILS
    John Owen, Broker

  • 52 Lady May Drive in Whitby: Rolling Acres E13421426 - House

    52 Lady May Drive Rolling Acres Whitby L1R 3A7
    Main Photo: 52 Lady May Drive in Whitby: Rolling Acres E13421426 - House

    52 Lady May Drive Whitby L1R 3A7 Rolling Acres

    $958,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13421426
    Bedrooms:
    4
    Bathrooms:
    4
    This All-Brick, Fully Detached Family Home Situated in Whitby's Dryden Trail Neighbourhood is Ready to Move-In and Enjoy! Updated from Top To Bottom, This Home Features 3+1 Bedrooms, 3.5 Bathrooms, a Finished Basement, and a Fully Landscaped Backyard. Quiet Family Neighbourhood, with Community Park Nearby and Close to Schools, Shopping, Dining, Entertainment, Transit, and Highways. You Don't Want to Miss This One! More details
    Listed by Belmonte Real Estate
    LISTING DETAILS
    John Owen, Broker

  • 8 Inverary Court in Whitby: Rolling Acres E13417026 - House

    8 Inverary Court Rolling Acres Whitby L1R 2R2
    Main Photo: 8 Inverary Court in Whitby: Rolling Acres E13417026 - House

    8 Inverary Court Whitby L1R 2R2 Rolling Acres

    $1,049,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13417026
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 8 Inverary Court, a rare ravine-lot home tucked away on a quiet dead-end court in one of Whitby's most desirable family neighbourhoods. Backing onto protected greenspace with no rear neighbours, this beautifully maintained DeNoble-built home offers privacy, nature views, and a flexible layout designed to suit today's families. Originally offered as a 4-bedroom model, the home features a versatile main-floor room that can easily serve as a fourth bedroom, guest suite, nursery, or home office. The impressive two-storey family room showcases soaring ceilings, oversized windows, and a gas fireplace, creating a bright and inviting gathering space. Hardwood flooring flows throughout much of the main level, complemented by a formal dining room and spacious eat-in kitchen with walkout to the fenced backyard. Upstairs, the generous primary retreat features a large ensuite complete with soaker tub and separate shower, while two additional bedrooms provide ample space for a growing family. Freshly painted throughout, this home is move-in ready and offers peace of mind with major updates including the roof (2014), furnace (2017), and central air conditioning (2024). Step outside and unwind in your own private ravine setting, surrounded by mature trees and lush greenery. Walking distance to schools, parks, and trails, this exceptional home combines location, privacy, and flexibility in one of Whitby's most sought-after communities. The unfinished basement provides endless potential for future living space tailored to your needs. More details
    Listed by COMFLEX REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 56 Greengrove Way in Whitby: Rolling Acres E13416404 - Condo Townhouse

    56 Greengrove Way Rolling Acres Whitby L1R 2N4
    Main Photo: 56 Greengrove Way in Whitby: Rolling Acres E13416404 - Condo Townhouse

    56 Greengrove Way Whitby L1R 2N4 Rolling Acres

    $719,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E13416404
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this beautifully maintained 2-storey condo townhome in the highly sought-after Rolling Acres community of Whitby. Showcasing true pride of ownership, this spacious home offers 3 bedrooms and 3 bathrooms, including a generous primary suite featuring a walk-in closet and convenient semi-ensuite bathroom. Designed for comfortable family living, the home features a bright and functional layout with plenty of storage throughout. The finished basement is perfect for entertaining, complete with a wet bar and additional living space. Enjoy outdoor relaxation in the private backyard, while the built-in garage provides added convenience and storage. Ideally located close to schools, parks, shopping, restaurants, recreation facilities, and public transit, this home offers the perfect combination of comfort, convenience, and lifestyle. A fantastic opportunity for young families or those looking to downsize to own a move-in-ready townhome in one of Whitby's most desirable neighbourhoods. More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 54 Waller Street in Whitby: Rolling Acres E13414888 - House

    54 Waller Street Rolling Acres Whitby L1R 1Z8
    Main Photo: 54 Waller Street in Whitby: Rolling Acres E13414888 - House

    54 Waller Street Whitby L1R 1Z8 Rolling Acres

    $999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13414888
    Bedrooms:
    5
    Bathrooms:
    3
    Outstanding family home in a highly desirable neighbourhood! This spacious 4-bedroom property offers over 3,000 sq ft of finished living space, beautifully updated from top to bottom. The main floor features a newer kitchen with quartz countertops, quality stainless steel appliances, and a bright breakfast area with sliding doors leading to the stunning inground pool and manicured backyard. Enjoy hardwood flooring, a warm family room with wainscoting, and an open-concept living/dining room with French doors and elegant trim details. A main-floor office/den and a convenient laundry room with side entrance and garage access complete this level. The second floor offers an impressive primary suite with a sitting area, views of the pool, and a new 5-piece ensuite featuring granite counters, a soaker tub, and a glass shower. Three additional generous bedrooms with closets provide ample space for the whole family. The finished basement includes a large recreation room, an additional bedroom, and a rough-in for a future bathroom, offering excellent potential for customization. Located close to schools, shopping, transit, and just minutes to Hwy 407 & 401.Be sure to view the virtual tour and photos - this home is a must-see. More details
    Listed by RE/MAX ULTIMATE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 33 Shore Avenue in Whitby: Rolling Acres E13232748 - House

    33 Shore Avenue Rolling Acres Whitby L1R 2L7
    Main Photo: 33 Shore Avenue in Whitby: Rolling Acres E13232748 - House

    33 Shore Avenue Whitby L1R 2L7 Rolling Acres

    $929,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13232748
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 33 Shore Ave! This is wonderful 4-bedroom, 3-bathroom home is located in a desirable North Whitby neighbourhood. Featuring a unique and versatile layout, this home offers flexible living spaces that can be used as a home office, media room, or playroom to suit your family's needs. The spacious, family-sized kitchen includes a bright breakfast area with a walkout to the private, fully fenced backyard. A separate family room provides the perfect space for relaxing and entertaining, while the formal dining room is ideal for family dinners and special occasions. The primary bedroom features a walk-in closet and an oversized, updated 4-piece ensuite. Three additional bedrooms provide plenty of space for family, guests, or a home workspace. Convenient main-floor laundry and direct garage access are added features you'll appreciate. The unspoiled basement offers endless possibilities to create the space you've always wanted. Ideally located within walking distance to Sir Samuel Steele Public School, St. Mark the Evangelist Catholic School, Father Leo J. Austin Catholic Secondary School, and Sinclair Secondary School. Conveniently situated on the bus route to Durham College and Ontario Tech University, and just minutes from Highways 401 and 407, the GO Train, shopping, restaurants, and all essential amenities. extras: professionally painted throughout (2026), ensuite reno (2021), roof (2016), furnace (2015). Windows have been replaced over the last 5-7 years. 200amp service. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 43 Falstaff Crescent in Whitby: Rolling Acres E13236094 - House

    43 Falstaff Crescent Rolling Acres Whitby L1R 1W3
    Main Photo: 43 Falstaff Crescent in Whitby: Rolling Acres E13236094 - House

    43 Falstaff Crescent Whitby L1R 1W3 Rolling Acres

    $999,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13236094
    Bedrooms:
    5
    Bathrooms:
    4
    A must see! Welcome to 43 Falstaff Crescent, a beautifully renovated family home in Whitby's sought-after Rolling Acres community. Tucked away on a quiet court, this impressive residence offers a bright open-concept layout designed for both everyday living and entertaining. The stunning renovated kitchen is the heart of the home, featuring a large centre island, quality finishes, built-in appliances, and a garburator, with seamless flow into the spacious living and dining areas. The inviting family room with fireplace adds warmth and comfort, while a large main-floor office provides the perfect space for working from home or a versatile family workspace.Step outside to a generous backyard ideal for everyday recreation, family gatherings, and outdoor enjoyment.The finished lower level features a second kitchen and apartment-style layout, offering exceptional flexibility for extended family, multi-generational living, or in-law suite use. With the potential to configure up to two bedrooms and explore future income opportunities, as seen in many homes throughout the area, this space adds incredible value. A convenient side door provides added functionality and access to the lower level.This home is equipped with 200 amp electrical service and offers parking for up to 6 vehicles, including a private driveway and attached garage, delivering both convenience and practicality.Located in a highly desirable neighbourhood, Rolling Acres is known for its high-ranking schools and is just minutes to parks, recreation, major shopping, and grocery stores. Enjoy easy access to transit with nearby routes along Thickson and Dryden, and only approximately 5 minutes to Highways 407 and 401 for seamless commuting.A rare opportunity to own a move-in ready home in one of Whitby's most family-friendly communities. Don't miss your chance to experience everything this exceptional property has to offer. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 16 Donald Wilson Street in Whitby: Rolling Acres E13237324 - House

    16 Donald Wilson Street Rolling Acres Whitby L1R 2H5
    Main Photo: 16 Donald Wilson Street in Whitby: Rolling Acres E13237324 - House

    16 Donald Wilson Street Whitby L1R 2H5 Rolling Acres

    $1,299,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13237324
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to Whitby's Prestigious Rolling Acres Community! This impressive all-brick detached two-storey home seamlessly blends sophisticated updates with exceptional everyday functionality. Meticulously maintained and beautifully presented, the property offers outstanding curb appeal with mature trees, manicured landscaping, an interlocking walkway, and a widened driveway. At the heart of the home is a stunning renovated kitchen featuring rich cabinetry, granite countertops, an oversized centre island, and a built-in pantry-perfect for both daily living and entertaining. Overlooking the kitchen, the inviting family room offers a gas fireplace and creates a warm, connected gathering space. A spacious upper-level great room showcases soaring ceilings, pot lights, and a second gas fireplace, providing an ideal setting for large family gatherings or entertaining guests. The home features four generously sized bedrooms, each with ample closet space. The updated main bathroom includes a walk-in shower and a modern bluetooth-enabled mirror, while the primary suite offers a walk-in closet and a private 4-piece ensuite.Thoughtfully designed with multi-generational and growing families in mind, this home offers an abundance of versatile living space, including multiple sitting areas throughout. The finished basement features two additional lounge areas and a custom-built wet bar, creating yet another exceptional space to relax and entertain.Step outside and enjoy your own private backyard retreat. Just in time for summer, the inground swimming pool and tiered deck provide the perfect setting for outdoor enjoyment, offering both privacy and a welcoming atmosphere for family and friends. *** Please refer to the attached schedule for a complete list of upgrades.*** Ideal location close to shopping, places of worship, excellent schools, and brand-new Rose Valley Community Park. Convenient access to public transit, Highway 401, and Highway 407, making commuting a breeze. More details
    Listed by Royal Heritage Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 7 Gagnon Gate in Whitby: Rolling Acres E13237356 - House

    7 Gagnon Gate Rolling Acres Whitby L1R 3C9
    Main Photo: 7 Gagnon Gate in Whitby: Rolling Acres E13237356 - House

    7 Gagnon Gate Whitby L1R 3C9 Rolling Acres

    $1,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13237356
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this Exceptional Custom Built Delta Rae Home situated on a Premium Pool-Sized Corner Lot in One of Whitby's Most Desirable Family Friendly Neighbourhoods. Thoughtfully Upgraded Throughout, this Stunning Residence offers Luxurious Finishes and Spacious Living Areas. This Brightr Open Concept Main Floor features 9ft Ceiling , Hardwood Flooring, LED Pot Lights, Crown Moulding, California Shutters and a Hardwood Staircase. The Upgraded Kitchen includes Beautiful Quartz Countertops, Extended-Height Cabinetry, Under Cabinet Lighting and Oversized Tile Flooring opening to a Family Room with a Custom Fireplace feature wall and LED accent lighting. Upstairs features Hardwood Flooring through the Primary Bedroom, Hallway and an Additional Bedroom. The Oversized insulated Garage offers custom cabinetry, extensive lighting, a gas furnace and large 9x9 insulated doors. A 6 -Car Driveway with no sidewalk adds every day convenience. Close to Schools and all Amenities, centrally located between 407 and 401. Truly a Turnkey Home offering Quality Craftsmanship and Premium Upgrades throughout. More details
    Listed by iCloud Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 73 Sutcliffe Drive in Whitby: Rolling Acres E13228560 - House

    73 Sutcliffe Drive Rolling Acres Whitby L1R 0R4
    Main Photo: 73 Sutcliffe Drive in Whitby: Rolling Acres E13228560 - House

    73 Sutcliffe Drive Whitby L1R 0R4 Rolling Acres

    $599,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13228560
    Bedrooms:
    2
    Bathrooms:
    3
    Feels Like A Brand New Home! This Gorgeous 2020 Minto Built Town Home In Whitby's Prestigious Rolling Acres Community. The Main level showcases a spacious living/dining area with a custom TV Wall along with Electric fire place. Gourmet kitchen equipped with stainless steel appliances, and a functional pantry. Relax on the private balcony, extending your living space outdoors. The upper level features a spacious primary bedroom with a 3-piece ensuite and a generous walk-in closet. Smooth ceilings through out the entire home. A Second bedroom and additional full bathroom offer excellent flexibility for guests or a professional home office. Home is enhanced with pot lights, California shutters, chandeliers. Conveniently Located Close To Top-Rated Schools, Parks, Shopping, Transit, Restaurants, 401, 407, Whitby GO Station ( More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker
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Data was last updated June 10, 2026 at 12:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.