TOUR WHITBY HOMES FOR SALE IN ROLLING ACRES

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1-15/30
  • 32 Falstaff Crescent in Whitby: Rolling Acres House for sale : MLS®# E12511490

    32 Falstaff Crescent Rolling Acres Whitby L1R 1W3
    Main Photo: 32 Falstaff Crescent in Whitby: Rolling Acres House for sale : MLS®# E12511490
    $1,399,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12511490
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this stunning executive residence offering over 4000 sq ft of finished luxurious living space, perfectly situated on a premium pie-shaped lot in one of the area's most sought-after neighbourhoods. From the moment you enter the grand open-concept foyer, you'll be impressed by the craftsmanship, elegant finishes, and attention to detail throughout. This home features 4 spacious bedrooms and 4 beautifully appointed bathrooms, designed for comfort and style. The chef-inspired kitchen showcases quartz countertops, high-end stainless steel appliances, custom cabinetry, and a seamless flow into the dining and living areas-ideal for entertaining. The fully finished basement expands your living space with a wet bar and relaxing sauna, offering the ultimate in comfort and leisure. Step outside to your private backyard oasis, complete with an in-ground pool, hot tub, outdoor kitchen, and professional landscaping-a perfect setting for summer gatherings and quiet evenings alike. Additional highlights include Pot lights throughout, large principal rooms filled with natural light, irrigation system, and a newer roof for peace of mind. Located close to top-rated schools, parks, shopping, and all major amenities, this home combines luxury, functionality, and convenience in one exceptional package. Experience refined living at it's finest-this is the home you've been waiting for. **OPEN HOUSE SAT NOV 8TH/SUN NOV 9TH 2-4PM** More details
    Listed by TFG REALTY LTD.
    JIM STANTON
    BEN STANTON
  • 5 Brownell Street in Whitby: Rolling Acres House for sale : MLS®# E12509722

    5 Brownell Street Rolling Acres Whitby L1R 0C6
    Main Photo: 5 Brownell Street in Whitby: Rolling Acres House for sale : MLS®# E12509722
    $949,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12509722
    Bedrooms:
    4
    Bathrooms:
    4
    Beautiful 3+1Bedroom, 4 Bath Home In Sought-After Rolling Acres Community * Freshly Painted * Updated Bathrooms* Hardwood Floors On Main * Oak Staircase* Modern Kitchen With Quartz Counters, Backsplash & Waterfall Island * Breakfast Area Walks Out To Large Deck * Primary Bedroom With Walk-In Closet & 6 Pc Ensuite * Upper-Level Laundry * Garage Access To Home * Recently Updated Basement * Interlock Front Walkway * Close To Schools, Parks, Shopping, Transit & Highway 401 & 407 * Bright, Spacious & Move-In Ready Home * More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    JIM STANTON
    BEN STANTON
  • 40 Puttingedge Drive in Whitby: Rolling Acres House for sale : MLS®# E12502058

    40 Puttingedge Drive Rolling Acres Whitby L1R 0H7
    Main Photo: 40 Puttingedge Drive in Whitby: Rolling Acres House for sale : MLS®# E12502058
    $799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12502058
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 40 Puttingedge Dr, an inviting and well-maintained 3-bedroom, 3-bathroom family home in the sought-after Rolling Acres community of North Whitby. This sun-drenched residence features a spacious living room with a large picture window, seamlessly open to the kitchen and breakfast area. Enjoy morning coffee or family meals in a bright, open space with a walkout to your private deck perfect for entertaining or relaxing in the serene backyard with no immediate rear neighbours. The versatile formal dining area is ideal for gatherings, or can easily be transformed into a comfortable home office or study. A tasteful powder room is conveniently located off the entry, with direct access to the garage for added convenience. Upstairs, you ll find three generous bedrooms, including a master suite with a full ensuite bath and a spacious walk-in closet. The additional 4-piece bathroom offers comfort and functionality for the whole family. Located within walking distance to both public and Catholic schools, with a pathway behind the home leading directly to Darren Park, the Splash Pad, and beyond, this home is perfectly situated in a vibrant, family-friendly neighbourhood. Dont miss this opportunity to create lasting memories. More details
    Listed by KIC REALTY
    JIM STANTON
    BEN STANTON
  • 47 Scepter Place in Whitby: Rolling Acres House for sale : MLS®# E12490866

    47 Scepter Place Rolling Acres Whitby L1R 3A8
    Main Photo: 47 Scepter Place in Whitby: Rolling Acres House for sale : MLS®# E12490866
    $919,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12490866
    Bedrooms:
    4
    Bathrooms:
    4
    Over 3000 Sq Ft Of Finished Living Space! Welcome To This Stunning, Move-In Ready Home Nestled In The Highly Sought After And Family Friendly Neighbourhood Of Rolling Acres! The Main Floor Boasts Hardwood Flooring Throughout, Access To The Garage From The Front Foyer, A Spacious Combined Living And Dining Area With Large Windows That Fill The Space With Natural Light, And A Separate Family Room Featuring A Cozy Fireplace And Views Of The Backyard. The Renovated, Eat-In Kitchen Is A Showstopper With Quartz Countertops, Under-Cabinet Lighting, Soft Close Cabinets, A Stylish Backsplash, And A Convenient Walkout To The Deck And Fully Fenced Backyard, Perfect For Family Living And Entertaining. Upstairs, You'll Find Four Generously Sized Bedrooms, Including The Beautiful Primary Suite With Double Door Entry, A Walk-In Closet, And A Beautifully Updated Ensuite Complete With A Double Vanity And Separate Glass-Enclosed Shower. A Convenient Four-Piece Main Bathroom And A Laundry Room With A Spacious Linen Closet Complete The Upper Level. The Finished Basement Adds Fantastic Extra Living Space, Featuring Pot Lights Throughout, Making It Ideal For A Rec Room, Home Office, Or Play Area. There Is Also A Convenient 4th Bathroom! Step Outside To Your Private Backyard, Complete With A Brand New Deck & Side Fence And Mature Trees That Offer Privacy And Shade, Perfect For Hosting Gatherings Or Relaxing With The Family. Situated In A Mature Neighbourhood, This Home Is Just Minutes From Schools, Parks, Shopping, And More. Don't Miss The Opportunity To Make This Beautiful Property Your Forever Home! EXTRAS: Fridge (2019), Dishwasher (2019), Microwave (2019), Roof (2019), Furnace (2019, As Per Previous Owners), A/C Replaced (2020), Kitchen Renovated (2021), Ensuite Bathroom Renovated (2021), Front Landscaping (2024), Newly Built Deck (2025), Backyard Side Fences (2025), Siding On Bay Window (2025), Outdoor Columns (2025). *See Attached Fact Sheet For All Dates & Information* More details
    Listed by KELLER WILLIAMS ENERGY REAL ESTATE
    JIM STANTON
    BEN STANTON
  • 66 Chatterson Street in Whitby: Rolling Acres House for sale : MLS®# E12485938

    66 Chatterson Street Rolling Acres Whitby L1R 0B4
    Main Photo: 66 Chatterson Street in Whitby: Rolling Acres House for sale : MLS®# E12485938
    $1,389,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12485938
    Bedrooms:
    4
    Bathrooms:
    4
    Total professional renovation with top of the line finishes! Open concept layout, Detached brick & stone 4 bedroom, 4 washroom family home with separate entrance to basement apartment. All new hardwood throughout entire property, Carpet Free! Brand new kitchen main floor and basement! Crown moulding, pot lights, and California shutters throughout. Kitchen with quartz counters, beautiful backsplash, All New Appliances - Built-in oven, microwave and dishwasher, Cook top with hood fan on main floor. Downstairs Full open concept with gorgeous new kitchen quartz counter, backsplash, S/S Fridge, stove, B/I microwave and dishwasher. Pot lights, wall light sconces, closet and bullnose corners on walls and posts. Iron spindles on beautiful hardwood staircases. Main floor laundry front load whirlpool washer and dryer, plus stackable laundry for basement. Garage access to house, Double door front entry with wrought iron inserts, Triple head outdoor lamp post in front. Interlock and stamped concrete front and down both sides. Covered Gazebo on back patio. Roof 2020. Minutes to Darren Park Playground and splash pad. Great schools, parks, and recreational facilities. Easy access to shopping and transit options More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    JIM STANTON
    BEN STANTON
  • 35 Markwood Crescent W in Whitby: Rolling Acres House for sale : MLS®# E12485930

    35 Markwood Crescent W Rolling Acres Whitby L1R 2S3
    Main Photo: 35 Markwood Crescent W in Whitby: Rolling Acres House for sale : MLS®# E12485930
    $899,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12485930
    Bedrooms:
    3
    Bathrooms:
    3
    Discover your dream home!**Welcome to this stunning **all-brick Tormina-built home**, perfectly situated on a **beautiful ravine lot** in a quiet, sought-after neighborhood. **Freshly painted** and **impeccably maintained**, this home radiates pride of ownership and offers **endless potential**.Enjoy **breathtaking ravine views** right from your backyard - the perfect blend of **nature and comfort**. With **tasteful renovations** and **newer appliances**, it's ideal for **first-time buyers** or **savvy investors** seeking a move-in-ready opportunity.Conveniently located near **schools, parks, shopping**, and just minutes from **Highways 401, 407, and 412** - this is a gem you don't want to miss! More details
    Listed by REALTY 21 INC.
    JIM STANTON
    BEN STANTON
  • 39 Harkness Drive in Whitby: Rolling Acres House for sale : MLS®# E12484816

    39 Harkness Drive Rolling Acres Whitby L1R 0C5
    Main Photo: 39 Harkness Drive in Whitby: Rolling Acres House for sale : MLS®# E12484816
    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12484816
    Bedrooms:
    4
    Bathrooms:
    3
    Beautiful 4-Bedroom Home In Prime Whitby Location - Move-In Ready!Welcome To This Stunning 4-Bedroom Home Nestled In One Of Whitby'S Most Sough-After Neighborhoods! Featuring A Functional And Spacious Layout, This Freshly Painted, Carpet-Free Home Offers Comfort, Style, And Convenience For Families. Enjoy A Bright And Inviting Separate Family Room And Dedicated Study Area-Perfect For Working From Home Or Quiet Evenings. The Kitchen Is A Chef'S Dream, Boasting Stainless Steel Appliances, A Gas Stove, Granite Countertops, And A Cozy Breakfast Area Ideal For Morning Coffee Or Casual Meals. Upstairs, You'll Find Four Generous Bedrooms, Including A Luxurious Primary Suite With A 5-Piece Ensuite Featuring A Relaxing Jacuzzi Tub. The Elegant Hardwood Staircase, Upgraded Finishes, And Brand-New Laminate Flooring On The Second Floor Add To The Home'S Contemporary Charm. Step Outside To A Beautifully Maintained Backyard, Perfect For Entertaining Or Relaxing, Complete With A Natural Gas Bbq Line-Ideal For Effortless Outdoor Cooking All Season Long. Located Just Minutes From Top-Rated Schools, Parks, Shopping, Highway 401 & 407, And More, This Home Offers The Perfect Blend Of Lifestyle And Location. More details
    Listed by HOMELIFE/FUTURE REALTY INC.
    JIM STANTON
    BEN STANTON
  • 9 Mountainside Crescent in Whitby: Rolling Acres House for sale : MLS®# E12484474

    9 Mountainside Crescent Rolling Acres Whitby L1R 0P5
    Main Photo: 9 Mountainside Crescent in Whitby: Rolling Acres House for sale : MLS®# E12484474
    $1,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12484474
    Bedrooms:
    5
    Bathrooms:
    4
    Luxurious and spacious, this stunning 2,725 sq.ft. Cambridge Model home by Medallion Developments offers 4+1 bedrooms and 5 bathrooms in a sleek, modern design. Step inside to an open-concept main floor with 11-ft ceilings, elegant hardwood floors, and a gourmet kitchen featuring premium cabinets and built-in appliances. Cozy up by the 3-way gas fireplace and enjoy the convenience of main-floor laundry with a separate side entrance. Upstairs, the primary suite is a true retreat with a spa-like 5-piece en-suite, including double sinks, a glass shower, and a soaker tub, plus a spacious walk-in closet. The second bedroom has its own en-suite, while two additional bedrooms share a stylish Jack & Jill bathroom. The fully finished basement includes a bright bedroom, a den, living, kitchen, laundry and a 4 piece bathroom.Move-in ready and designed for modern living, this home blends luxury and functionality seamlessly-schedule your private tour today! More details
    Listed by RE/MAX REALTRON REALTY INC.
    JIM STANTON
    BEN STANTON
  • 66 Fieldnest Crescent in Whitby: Rolling Acres House for sale : MLS®# E12483224

    66 Fieldnest Crescent Rolling Acres Whitby L1R 1Z6
    Main Photo: 66 Fieldnest Crescent in Whitby: Rolling Acres House for sale : MLS®# E12483224
    $929,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12483224
    Bedrooms:
    3
    Bathrooms:
    3
    Stunning family home renovated top to bottom in highly sought after Rolling Acres location of Whitby. Large main floor with living & dining room combo, family room with cozy wood burning fireplace overlooking chefs kitchen with oversized island, custom backsplash and walk out to gorgeous yard, perennial gardens, hot tub, deck and fire pit area. Second floor primary with 4 piece ensuite, fully finished basement with ample opportunities, built in bar and sitting area, tons of storage. Bonus room could be finished into additional bedroom, bathroom rough in, completely separate entrance. Two car garage, all bathrooms fully upgraded, California shutters. Perfect location, great schools, transit, 407 on ramp, restaurants, shopping and much more More details
    Listed by ROYAL HERITAGE REALTY LTD.
    JIM STANTON
    BEN STANTON
  • 99 Creekwood Crescent in Whitby: Rolling Acres House for sale : MLS®# E12483196

    99 Creekwood Crescent Rolling Acres Whitby L1R 2K1
    Main Photo: 99 Creekwood Crescent in Whitby: Rolling Acres House for sale : MLS®# E12483196
    $760,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12483196
    Bedrooms:
    3
    Bathrooms:
    2
    Step into this stunning 3-bedroom townhouse located in the highly sought-after Rolling Acres community! Freshly painted throughout with brand-new rigid core vinyl plank flooring on the main level, a beautifully refreshed kitchen with refinished cabinets, and so much more. Perfectly situated near top-rated schools, shopping, and public transit, this home offers both comfort and convenience. An ideal choice for young families or couples. Dont miss the opportunity to make it yours! More details
    Listed by MODERN SOLUTION REALTY INC.
    JIM STANTON
    BEN STANTON
  • 38 Falstaff Crescent in Whitby: Rolling Acres House for sale : MLS®# E12480013

    38 Falstaff Crescent Rolling Acres Whitby L1R 1W3
    Main Photo: 38 Falstaff Crescent in Whitby: Rolling Acres House for sale : MLS®# E12480013
    $1,295,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12480013
    Bedrooms:
    4
    Bathrooms:
    3
    Priced to sell! Welcome to this beautifully upgraded family home on a peaceful crescent offering an impressive 2683 sq. ft. of above level living space. This property combines style, comfort and functionality. Step inside to discover a bright and beautiful layout featuring freshly painted walls and new vinyl flooring throughout a carpet free home. The spacious main floor is designed for everyday comfort and effortless entertaining. The bright living room and dining room slow into an update kitchen. A circular staircase and cathedral ceiling leads to the second floor where the primary suite feels like a peaceful escape, with its generous space, a large walk-in closet and an updated ensuite with brand-new walk-in shower, bathtub, double-sink vanity and commode. Three additional large bedrooms provide plenty of space and comfort for the whole family. Well-maintained and updated over the years. This home features new floors with luxury vinyl plan flooring throughout the house, new and updated bathrooms, new air conditioner (2025), new roof and shingles (2022), new fridge (2024), attic insulation (2024), basement insulation (2024), new fence (October 2025), renovated kitchen. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    JIM STANTON
    BEN STANTON
  • 29 Braebrook Drive in Whitby: Rolling Acres House for sale : MLS®# E12478165

    29 Braebrook Drive Rolling Acres Whitby L1R 1V2
    Main Photo: 29 Braebrook Drive in Whitby: Rolling Acres House for sale : MLS®# E12478165
    $1,129,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12478165
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 29 Braebrook Dr, an exquisite 4-bedroom, 3-bathroom home perfectly situated for a growing family in Whitby! This property boasts fantastic curb appeal, featuring a poured concrete driveway resurfaced with Epoxy Resin in June 2025, and a wealth of high-end features designed for modern living. The main and second floors showcase gleaming hardwood floors throughout. The heart of the home is the beautiful, modern kitchen, featuring a centre island, stainless steel appliances (including a built-in microwave above the stove), and incredible storage with smart cabinet organization. The eat-in kitchen walks out directly to the large deck, seamlessly connecting to your private backyard oasis, complete with an inground pool with a rubarock surface coating patio (2022). The main floor also features a sun-filled Great Room with a cozy fireplace and a separate office area enclosed by French doors-ideal for the work-from-home lifestyle. Practicality is enhanced by the main floor laundry room, which offers direct garage access, creating a perfect mudroom space. Upstairs, you'll find four spacious bedrooms. The beautiful primary bedroom is a true retreat, featuring a huge 4-piece ensuite bathroom and his and her closets. The entire house is flooded with natural light. The large, spacious basement provides ample opportunity for recreation, featuring two separate finished rooms perfect for a dedicated games area and an exercise room. Complete with a new chimney & eavestrough (2023).This stunning home offers the space, style, and amenities your family desires. Book your showing today!! More details
    Listed by KELLER WILLIAMS ENERGY REAL ESTATE
    JIM STANTON
    BEN STANTON
  • 11 Northern Breeze Crescent in Whitby: Rolling Acres House for sale : MLS®# E12477869

    11 Northern Breeze Crescent Rolling Acres Whitby L1R 0P4
    Main Photo: 11 Northern Breeze Crescent in Whitby: Rolling Acres House for sale : MLS®# E12477869
    $1,599,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12477869
    Bedrooms:
    7
    Bathrooms:
    6
    Welcome to this executive home in Whitby's prestigious Rolling Acres community! This rare 4+3 bed, 6 bath beauty offers over 4,000 sq ft of luxurious living with over 150K upgrades, no carpet throughout. Features include a private interlock driveway, front porch, double garage with direct access, and a partially 11 ft main floor with 8' doors, 3-sided gas fireplace, and main floor laundry. The chef-inspired kitchen boasts quartz counters & Backsplash, S/S appliances, undermount sink, pantry & ample cabinetry. Elegant oak staircase with wrought-iron pickets leads to a 10 ft ceiling family room-perfect for relaxing or entertaining. The primary suite offers 10 ft ceilings, his & her walk-ins, and a spa-like 5-pc ensuite. All secondary bedrooms have semi-ensuites; 3rd bedroom opens to a front balcony with neighborhoods views. Lots of Pots lights, 200 AMP Service, Beautiful Zebra Blinds, Enjoy a fully fenced backyard with an 8' x 6' deck With Natural Gas Line for BBQ & outdoor entertaining. Cat 6 Wired, Finished walk-up basement with 3 beds, 2 baths with high-ceiling, upgraded kitchen & laundry-ideal for extended family or rental income. Close to top schools, parks, shops & Hwy 412/401/407. A true must-see "Video Tour"! More details
    Listed by RE/MAX COMMUNITY REALTY INC.
    JIM STANTON
    BEN STANTON
  • 53 Braebrook Drive in Whitby: Rolling Acres House for sale : MLS®# E12471369

    53 Braebrook Drive Rolling Acres Whitby L1R 1V6
    Main Photo: 53 Braebrook Drive in Whitby: Rolling Acres House for sale : MLS®# E12471369
    $1,219,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12471369
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 53 Braebrook Dr in Whitby's sought-after Rolling Acres community! This stunning family home offers over 4,500 sq. ft. of living space (3,000+ above grade) plus a finished basement, all within the highly desirable Glen Dhu/Sinclair/Fthr Leo Austin school districts. The spacious main floor features a formal living and dining room, private home office, and a completely renovated kitchen with quartz counters and stainless steel appliances overlooking the sunken family room with a new gas fireplace feature. The breakfast area walks out to a large deck and expansive backyard with a newer fence perfect for family gatherings and entertaining. Upstairs, you find an updated 4-pc main bath and 4 generous bedrooms, including a huge primary retreat with a renovated 5-pc ensuite. A unique spiral staircase connects the primary bedroom to both the kitchen and basement a one-of-a-kind design feature. The finished basement boasts a spacious rec room, bar, 3-pc guest bath, and sauna. Recent updates include new windows, roof, soffit and eaves, exterior soffit lighting, and furnace. Located close to top schools, parks, trails, transit, shopping, and more! More details
    Listed by REBEL REAL ESTATE INC.
    JIM STANTON
    BEN STANTON
  • 33 Hartrick Place in Whitby: Rolling Acres House for sale : MLS®# E12472537

    33 Hartrick Place Rolling Acres Whitby L1R 2C2
    Main Photo: 33 Hartrick Place in Whitby: Rolling Acres House for sale : MLS®# E12472537
    $1,097,990
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12472537
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 33 Hartrick Place an exceptional turn-key home with extensive recent upgrades, perfectly situated on a quiet street in the highly desirable Rolling Acres community. This 4 + 1 bedroom, 4 bathroom home seamlessly blends high-end finishes with a bright, open layout designed for modern family living. Inside, you will find brand-new engineered hardwood flooring(2025), pot lights through out the home(2025), elegant crown molding(2025), fresh paint throughout (2025), and detailed trim work throughout. The custom open-concept gourmet kitchen is a showstopper, featuring full-height cabinetry(2025), Cambria quartz countertops(2025), high-end stainless-steel appliances, a five-burner gas range, and a large centre island ideal for both family gatherings and entertaining guests. Heading upstairs, you are greeted by brand-new solid oak stairs with a piano-finish stain(2025), setting the tone for craftsmanship and attention to detail. The primary suite offers a spacious walk-in closet and a newly remodelled 5-piece spa ensuite(2025). All secondary bedrooms feature high ceilings and share a fully redesigned 4-piece bathroom with contemporary finishes(2025), perfect for families and guests alike. Step outside to a fully landscaped backyard with a custom stone patio, an optional gas pipeline for the bar be que hook up, a freshly re-stained deck (2025) with new stairs, and a large gazebo and a stoned patio, offering plenty of space to relax or entertain. Additional highlights include a new heat pump (2024), new energy-efficient windows (2024) with striking black exteriors, furnace (2022), and new insulated 8-foot double garage doors. The exteriors black accents contrast beautifully against the red brick and stone, creating standout curb appeal. Located minutes from top-rated schools, parks, shopping, and major highways (401, 407, 412), this home combines luxury, comfort, and convenience in one impressive package. More details
    Listed by EXP REALTY
    JIM STANTON
    BEN STANTON
1-15/30
Data was last updated November 5, 2025 at 06:15 PM (UTC)
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