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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1-10/25

  • 92 Hartrick Place in Whitby: Rolling Acres E12722162 - House

    92 Hartrick Place Rolling Acres Whitby L1R 2C3
    Main Photo: 92 Hartrick Place in Whitby: Rolling Acres E12722162 - House

    92 Hartrick Place Whitby L1R 2C3 Rolling Acres

    $788,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12722162
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome To This Beautifully Maintained 3+1 Bedroom 4-Bathroom Home Featuring A Custom Kitchen With Quartz Countertops Large Island Stainless Steel Appliances And Elegant Cabinetry *The Open-Concept Layout Is Enhanced By Stylish Flooring And Pot Lights Throughout *The Spacious Primary Bedroom Boasts A Newly Built 3-Piece Ensuite (2025) With A Modern Glass Shower *The Finished Basement Offers A Feature Wall With Built-In Shelving Ample Living Space And Potential For A Separate Entrance *Enjoy Added Security With A 5-Camera System And A Touchpad Key Lock Plus A New Washer And Dryer (2023) *Step Outside To A Private Backyard With A Deck And Shed *No Sidewalk Allows For 4-Car Parking *Situated In A High-Demand School Zone And Just Minutes To Hwy 401 Transit Plazas And Parks *This Home Blends Comfort Style And Convenience! More details
    Listed by EXP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 4 Paradise Way in Whitby: Rolling Acres E12718424 - House

    4 Paradise Way Rolling Acres Whitby L1R 0R7
    Main Photo: 4 Paradise Way in Whitby: Rolling Acres E12718424 - House

    4 Paradise Way Whitby L1R 0R7 Rolling Acres

    $789,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12718424
    Bedrooms:
    3
    Bathrooms:
    3
    Style meets everyday comfort in this beautifully updated townhome located in Whitby's highly desired Rolling Acres community. With over 2,000 sq. ft. of finished living space, this home is designed for buyers who want a modern look without lifting a finger. Step inside and immediately notice the elevated finishes: oversized modern tile flooring, a freshly updated kitchen with new backsplash, upgraded cabinetry, and stainless steel appliances. Elevated lighting upgrades throughout the home create a bright, polished, designer feel from top to bottom.The main floor features a spacious open-concept layout that flows effortlessly for hosting and daily living. Upstairs, you'll find generously sized bedrooms, including a welcoming primary suite and well-appointed bathrooms including 5 pc en-suite. The builder-finished basement is a true bonus-complete with a walkout overlooking a ravine that extends your lifestyle outdoors, giving you flexible space for a home office, rec room, gym, or guest suite. Minutes from top-rated schools, major highways (401/407/412), Whitby GO, parks, trails, shops, and everything families or young professionals value most.This is modern living, thoughtful upgrades, and an unbeatable location-all in one. More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 25 Bedell Crescent in Whitby: Rolling Acres E12718258 - House

    25 Bedell Crescent Rolling Acres Whitby L1R 2N8
    Main Photo: 25 Bedell Crescent in Whitby: Rolling Acres E12718258 - House

    25 Bedell Crescent Whitby L1R 2N8 Rolling Acres

    $920,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12718258
    Bedrooms:
    4
    Bathrooms:
    2
    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 and the charming, snow-dusted landscape, 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 cozy gas fireplace is the perfect centerpiece for winter 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. More details
    Listed by HOMELIFE/ROMANO REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 46 Foster Crescent in Whitby: Rolling Acres E12717454 - House

    46 Foster Crescent Rolling Acres Whitby L1R 1B9
    Main Photo: 46 Foster Crescent in Whitby: Rolling Acres E12717454 - House

    46 Foster Crescent Whitby L1R 1B9 Rolling Acres

    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12717454
    Bedrooms:
    5
    Bathrooms:
    4
    Executive 4+1 Bedroom All-Brick Family Home in Sought-After Rolling Acres! This stunning all-brick executive home sits proudly on a private, landscaped corner lot offering exceptional curb appeal with interlocking walkway and manicured gardens. Step inside to a grand foyer with custom built-ins leading to a sun-filled traditional floor plan showcasing extensive hardwood flooring, smooth ceilings, pot lighting, crown moulding, wainscotting, and a striking staircase with wrought iron spindles. Perfect for entertaining, the main floor features elegant formal living and dining rooms plus a spacious family room warmed by a custom fireplace. The gourmet kitchen is a chef's dream-complete with granite counters, tile backsplash, premium built-in Miele appliances, and a bright breakfast area with walk-out to a large deck featuring built-in seating, privacy pergola, and lush gardens surrounded by mature trees. A main floor office offers the ideal work-from-home space, while the sunken laundry/mudroom provides convenient garage and side yard access.Upstairs, discover four generous bedrooms including a luxurious primary suite with his & hers closets and a 5-piece ensuite with jacuzzi tub. The second and third bedrooms share a convenient Jack & Jill ensuite bath.The fully finished lower level offers even more living space with above-grade windows, a spacious recreation room, games area, fifth bedroom, and plenty of storage. Located in one of Whitby's most desirable communities-steps to top-rated schools, parks, transit, and all amenities-this home combines elegance, function, and family comfort in one perfect package! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 16 Creekwood Crescent in Whitby: Rolling Acres E12716216 - House

    16 Creekwood Crescent Rolling Acres Whitby L1R 2K3
    Main Photo: 16 Creekwood Crescent in Whitby: Rolling Acres E12716216 - House

    16 Creekwood Crescent Whitby L1R 2K3 Rolling Acres

    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12716216
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to your new chapter in the heart of North Whitby! This well maintained 3+1 bedroom, 2.5-bathroom townhouse offers the perfect blend of suburban tranquility and urban convenience. A rare find for the area, this home boasts parking for four vehicles, with three spaces on the driveway and one in the garage.The bright, open-concept main floor features a spacious kitchen with a walk-out to the private yard-perfect for morning coffee or summer BBQs.Upstairs, retreat to the primary suite featuring a generous walk-in closet and a private 4-piece ensuite. Two additional sun-filled bedrooms provide plenty of space for family. The finished basement adds incredible value with a cozy recreation room and a versatile fourth bedroom/office. Located in a family-first neighbourhood, you are steps away from schools, parks, and all major shopping amenities. Commuting is a breeze with access to both Hwy 401 and 407. More details
    Listed by KELLER WILLIAMS ENERGY REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 36 Charterhouse Drive in Whitby: Rolling Acres E12708340 - House

    36 Charterhouse Drive Rolling Acres Whitby L1R 0N2
    Main Photo: 36 Charterhouse Drive in Whitby: Rolling Acres E12708340 - House

    36 Charterhouse Drive Whitby L1R 0N2 Rolling Acres

    $1,180,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12708340
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 36 Charterhouse Dr. Discover this stunning executive residence offering 2,510 sq. ft. of thoughtfully designed living space in the highly desirable Rolling Acres neighborhood. Boasting 4 generous bedrooms and 4 bathrooms, this home is the ideal setting for families who value both comfort and function. The main level welcomes you with elegant hardwood flooring throughout the open-concept dining room and a bright, inviting great room accented by expansive windows and a gas fireplace overlooking the beautifully landscaped, fenced backyard. At the heart of the home is a designer kitchen complete with stainless steel appliances, a stylish tile backsplash, center island, and a sun-filled breakfast area that opens onto the back deck. Perfect for alfresco meals and entertaining. The main floor also includes a convenient powder room and a separate laundry area for added functionality. Upstairs, the primary bedroom impresses with a large walk-in closet and a spa-like 5-piece ensuite featuring double vanities and a deep soaker tub. Two additional bedrooms share a modern Jack and Jill bathroom, while the fourth bedroom enjoys its own private 4-piece ensuite. A cozy loft space or computer nook adds flexibility as a workspace or study area. Additional features include California shutters throughout, abundant storage, and an unfinished basement ready for your custom touch. Located near top-ranked schools, shopping, transit, and parks, this exceptional home combines lifestyle, location, and lasting value. More details
    Listed by KW Living Realty
    LISTING DETAILS
    John Owen, Broker

  • 12 Donald Wilson Street in Whitby: Rolling Acres E12707292 - House

    12 Donald Wilson Street Rolling Acres Whitby L1R 2H5
    Main Photo: 12 Donald Wilson Street in Whitby: Rolling Acres E12707292 - House

    12 Donald Wilson Street Whitby L1R 2H5 Rolling Acres

    $1,080,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12707292
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 12 Donald Wilson St., a meticulously maintained 4+1 bedroom brick home located in the highly desirable Rolling Acres community. This impressive property offers an ideal blend of comfort, style, and functionality-perfect for growing families and avid entertainers. Enjoy your own private backyard retreat complete with an in-ground pool, spacious deck, and charming Tiki hut, ideal for summer entertaining or relaxing evenings. The bright eat-in kitchen provides seamless indoor-outdoor flow with direct access to the deck. The main floor features hardwood flooring throughout, a cozy gas fireplace in the living room, and the added convenience of main-floor laundry. Upstairs, discover four generous bedrooms, including a spacious primary suite with walk-in closet and a spa-inspired 5-piece ensuite. The fully finished basement extends your living space with a second gas fireplace, modern 3-piece bath, cold cellar, and a versatile fifth bedroom-perfect for guests or a home office-with a kitchen rough-in offering excellent potential for a secondary suite. Ideally situated close to top-rated schools, parks, shopping, and all essential amenities. More details
    Listed by M5V Elite Realty Group
    LISTING DETAILS
    John Owen, Broker

  • 27 Mountainside Crescent in Whitby: Rolling Acres E12705030 - House

    27 Mountainside Crescent Rolling Acres Whitby L1R 0P5
    Main Photo: 27 Mountainside Crescent in Whitby: Rolling Acres E12705030 - House

    27 Mountainside Crescent Whitby L1R 0P5 Rolling Acres

    $949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12705030
    Bedrooms:
    5
    Bathrooms:
    3
    An elegant 4+1 bedroom plus loft, brick and stone residence showcasing timeless curb appeal, a double garage with electric car charger, and a welcoming covered porch. Offering over 2,300 sq ft of beautifully designed living space on the first and second floors. This home features spacious principal rooms ideal for both everyday living and entertaining. The main floor has soaring, almost 11Ft ceilings and massive windows to welcome in the sunshine. The finished basement adds exceptional versatility with an additional bedroom and a generous recreation room, with inlaw capability and seperate entrance, including a rouphed in bathroom. Perfect for guests, a home office, or extended family living. An interlocked driveway enhances the home's impressive exterior. Ideally located in a highly sought-after neighbourhood surrounded by lush parks, top-rated schools, and convenient everyday amenities. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 112 Creekwood Crescent in Whitby: Rolling Acres E12701910 - House

    112 Creekwood Crescent Rolling Acres Whitby L1R 2K4
    Main Photo: 112 Creekwood Crescent in Whitby: Rolling Acres E12701910 - House

    112 Creekwood Crescent Whitby L1R 2K4 Rolling Acres

    $839,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12701910
    Bedrooms:
    4
    Bathrooms:
    4
    Immaculate freehold townhouse located in a family-friendly neighbourhood. The main floor offers bright and spacious living and dining areas with a walkout to a private, fully fenced backyard-perfect for entertaining or family enjoyment. The updated kitchen features granite countertops, a stylish backsplash, stainless steel appliances, and abundant natural light. The home offers three generously sized bedrooms, including a primary suite with a walk-in closet and 4-piece ensuite. A bonus family room with gas fireplace and soaring cathedral ceilings provides additional living space and can easily be converted into a fourth bedroom. The finished basement includes a 3-piece bathroom, adding further flexibility. Ideally situated steps from Sir Samuel Steele and St. Mark the Evangelist Catholic Elementary Schools, parks, transit, and shopping. Freshly painted and truly move-in ready. Bonus: parking for 3-4 vehicles. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker

  • 45 Pebblebrook Crescent in Whitby: Rolling Acres E12698898 - House

    45 Pebblebrook Crescent Rolling Acres Whitby L1R 3P3
    Main Photo: 45 Pebblebrook Crescent in Whitby: Rolling Acres E12698898 - House

    45 Pebblebrook Crescent Whitby L1R 3P3 Rolling Acres

    $1,299,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12698898
    Bedrooms:
    3
    Bathrooms:
    3
    Stunning Jeffrey Built 3 Bedroom, Two Bathroom Bungalow on a rare premium lot backing onto a Ravine, located in one of Whitby's most sought after pockets. From the moment you arrive, the exceptional curb appeal impresses with its elegant stone and Brick exterior, carefully curated extensive landscaping and brick work and the inviting front porch-perfect for morning coffee or unwinding in the evening. Step into a grand foyer with soaring 9-foot ceilings, hardwood floors, crown moulding in all primary rooms, setting the tone for the homes' high-end finishes throughout. The Bright combined living and dining area is flooded with natural light from a large picture window overlooking the front yard . The Open concept layout flows into a beautifully designed custom kitchen featuring abundant cabinetry and a stylist walk in pantry with a glass door and granite counters. Enjoy seamless indoor-outdoor living with a walkout from Breakfast Area to the Low Maintenance Private backyard patio with lovely gardens, no neighbors behind, Irrigation system and Garden Shed. Kitchen overlooks the warm and welcoming family room complete with a gas fireplace. The Primary retreat offers peaceful backyard views, a generous walk-in closet, and a recently renovated 4pce ensuite with a walk-in shower. Two additional bedrooms provide ample space for family or guests. A functional mudroom with access to the double car garage adds everyday convenience(Easily converted to main floor laundry)The garage includes a man door for easy access to yard and a rare walk-down to the basement-ideal separate entrance for future in-law suite or rental opportunity. The lower level is a blank canvas ready to be transformed to whatever you desire. Basement features laundry area, cold cellar and a rough in bathroom. An exceptional blend of luxury, location and future protentional-this ravine lot bungalow is a true Showstopper! More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated January 24, 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.