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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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54 Tom Edwards Drive in Whitby: Rolling Acres E13576706 - House
54 Tom Edwards Drive Whitby L1R 2R2 
$989,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13576706
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 54 Tom Edwards Drive, a spectacular, fully refreshed 2,166 sq. ft. above ground detached home in Whitby's highly sought after Rolling Acres neighbourhood! This turnkey property features 4 spacious bedrooms, 3 fully updated bathrooms (including a brand new primary ensuite), and a sun drenched family room with large windows, all beautifully upgraded with brand new engineered hardwood flooring and modern pot lights throughout. The heart of the home is a renovated chef's kitchen fully equipped with a brand new stove and built-in dishwasher. Nestled in a prime family friendly location just steps from Tom Edwards Park, this property offers unparalleled convenience with quick access to Highways 401, 407, schools,, and the vibrant dining and shopping along Taunton Road. More detailsListed by CAPITALPLUS GROUP REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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33 Bremner Street in Whitby: Rolling Acres E13570796 - House
33 Bremner Street Whitby L1R 1W5
$1,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13570796
- Bedrooms:
- 6
- Bathrooms:
- 4
5 Year Old House on a Premium Lot. Quiet Family Friendly Street in One Of Whitby's Most Sought-After Neighborhoods. House Is Backing On To A Ravine And Walking Trail. No Neighbors Behind. Watch The Sunrise From your Living Room. Thousands Spent On Upgrades. Hardwood Floors, Upgraded Kitchen Cabinets, Handy Pantry, Gas Fireplace, Bi Bookcase, Pot Lights, Crown Molding. Open Concept W/Easy Flow From Dining Room To Lg Living Room Overlooking The Ravine And Eat-In Kitchen. 9' Ceilings, Sky light. Insulated Garage Ceiling, Ent From Garage W/Mudroom, 200 amp Service. Basement: Ove $100K Spent on Professionally Built New Legal Basement Apartment for Extra Income. Separate Private Entrance. In-Suite Separate Laundry. All New Appliances. Elegant Laminate Floors Through-Out. Kitchen With Ceramic Back-Splash, Quartz Counter-Tops, Rangehood And Dishwasher. Combined Living And Dining With Laminate Floors And Pot Lights. Bathroom With Glass Shower Enclosure And Tile Floors. 2 Good Size Bedrooms With Mirrored Closets And Large Windows. Close To Public Transit, Catholic And Public Schools. Parks and Shopping. More detailsListed by ROYAL LEPAGE VISION REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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31 Chatterson Street in Whitby: Rolling Acres E13568906 - House
31 Chatterson Street Whitby L1R 0B3
$799,900Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13568906
- Bedrooms:
- 3
- Bathrooms:
- 3
Beautiful All-Brick Family Home in Sought-After Rolling Acres, North Whitby! Welcome to this charming all-brick, 3-bedroom, 3-bathroom family home nestled in the highly desirable Rolling Acres community of North Whitby. Boasting exceptional curb appeal and an oversized garage with plenty of storage, this home offers the perfect blend of comfort, functionality, and location. Step inside to a welcoming foyer featuring a soaring cathedral ceiling and a stunning Palladian window that fills the space with natural light. The open-concept main floor is designed for both everyday living and entertaining, showcasing hardwood flooring throughout the combined living and dining areas, a cozy gas fireplace, and a large picture window overlooking the private backyard. The spacious, family-sized kitchen offers ample cabinetry, a breakfast bar, and a bright breakfast area with a sliding glass walkout to a large deck-perfect for outdoor dining and summer gatherings. A convenient main-floor laundry room with direct access to the garage adds to the home's practical appeal. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat featuring a vaulted ceiling, a beautiful Palladian window with front garden views, double closet, a walk-in closet, and a private 4-piece ensuite. The partially finished basement provides excellent additional living space and endless potential. It features above-grade windows, pot lights, a cozy rec room with a charming brick fireplace, and a cold cellar, allowing you to customize the remaining space to suit your family's needs. Ideally located just steps from parks, top-rated schools, public transit, shopping, and everyday amenities, this wonderful home offers an outstanding opportunity to enjoy one of Whitby's most sought-after neighbourhoods! More detailsListed by TANYA TIERNEY TEAM REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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48 Butterfield Crescent in Whitby: Rolling Acres E13565226 - House
48 Butterfield Crescent Whitby L1R 1H9
$999,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13565226
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 48 Butterfield Crescent, a beautifully updated family home nestled on a quiet crescent in Whitby's highly sought-after Rolling Acres neighbourhood. Lovingly maintained by the same family for more than 30 years, this exceptional property showcases true pride of ownership both inside and out. Offering over 2,000 sq ft. of above-grade living space, this home has been thoughtfully updated over the years, including renovated kitchen and bathrooms that blend timeless style with everyday functionality. A substantial rear addition, completed in 2010, expands the living space and creates an ideal layout for today's growing family. The finished basement also has been recently refreshed with modern lighting and fresh paint, creating an inviting family room that's perfect for movie nights, entertaining or a kids' play area. Step outside to your own private backyard retreat. Set on an impressive irregular lot measuring approximately 92' x 137', the fully fenced yard is highlighted by extensive mature landscaping, offering exceptional privacy and plenty of space for entertaining, gardening or simply relaxing outdoors. Located in one of Whitby's most desirable family neighbourhoods, you'll enjoy excellent schools, parks, walking trails, shopping, restaurants, recreation facilities, GO transit, and convenient access to both Highways 401 and 407. Beautifully updated, meticulously maintained and proudly cared for by the same owners for over three decades, this is a rare opportunity to own a truly move-in-ready home in the heart of Rolling Acres. More detailsListed by RE/MAX Jazz INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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82 Bridlewood Boulevard in Whitby: Rolling Acres E13563858 - House
82 Bridlewood Boulevard Whitby L1R 3R8
$2,149,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13563858
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 82 Bridlewood Boulevard, a stunning custom-built Delta-Rae home where luxury, craftsmanship, and design come together seamlessly. Offering approximately 5,000 sq. ft. of finished living space, this exceptional 4+1 bedroom, 4.5 bathroom residence features white oak flooring throughout, a spectacular 16-foot Venetian plaster fireplace, and an award-winning Rocpal kitchen complete with Cambria Britannica Surfaces and fully panelled JennAir appliances. Designed with modern convenience in mind, the home is equipped with smart home technology, Somfy automated shades and drapery, and a professionally finished lower level. The resort-inspired backyard is an entertainer's dream, showcasing premium stonework, outdoor inlay lighting, a Rain Bird irrigation system, and an oversized saltwater pool surrounded by beautifully landscaped grounds. A truly rare offering and one of Whitby's finest luxury homes. More detailsListed by RE/MAX Jazz INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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37 Harkness Drive in Whitby: Rolling Acres E13556960 - House
37 Harkness Drive Whitby L1R 0C6
$745,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13556960
- Bedrooms:
- 3
- Bathrooms:
- 2
A well maintained 3 bedroom, 2 storey detached link home in Whitby's sought after Rolling Acres community, 37 Harkness Drive is the address growing families are looking for. This south facing lot stretches 29 x 114 feet, bathing every room in natural light throughout the day. The attached single car garage and private driveway handle parking with ease, and the deep backyard gives you generous outdoor space to enjoy in every season. Three well sized bedrooms and a functional layout make everyday living feel comfortable and easy. John Dryden Public School sits right in the catchment area, with Sinclair Secondary School nearby. Eric Clarke Park is a 5 minute walk, while Rolling Acres Park and Willow Park are both 9 minutes away. A DRT stop at Garrard southbound is only 2 minutes from your door, GO Train service at Durham College Oshawa is within range, and quick access to Hwy 401 and 407 keeps the rest of the GTA close. Whitby Mall and local shops are minutes away. Homes in this community do not stay available for long. Brand new Roof just installed. More detailsListed by Keller Williams Energy Real Estate- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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31 Gabrielle Crescent in Whitby: Rolling Acres E13552684 - House
31 Gabrielle Crescent Whitby L1R 3M6
$924,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13552684
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this well appointed 2 storey detached home in prime North Whitby. Featuring 4 spacious bedrooms, this home is ideal for growing families. The primary suite includes a large ensuite and walk-in closet, providing a private retreat. The main floor offers a spacious layout with eat in kitchen, large formal dining room, convenient laundry with extra storage and direct access to the garage. A partially finished basement adds additional living space with room to customize to your needs. Step outside to your own spacious yard, complete with an in ground pool, perfect for summer entertaining. Situated on a quiet street in a family friendly neighbourhood, this home is just minutes to Highway 407, schools, parks, and all amenities. More detailsListed by Royal LePage Frank Real Estate- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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19 Lively Way in Whitby: Rolling Acres E13546284 - House
19 Lively Way Whitby L1R 0S3
$849,500Residential Freehold- Status:
- Active
- MLS® Num:
- E13546284
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 19 Lively Way stunning Nordic-inspired freehold townhome by Acorn Developments, ideally situated in the heart of Whitby! This bright and spacious home offers 4 generously sized bedrooms and 3.5 bathrooms, thoughtfully designed for modern family living. Features include 9-ft smooth ceilings on the main floor, elegant oak staircase, upgraded kitchen with extended upper cabinets, granite countertops, and stainless steel appliances. The unspoiled lookout basement offers excellent potential for future living space, a recreation room, home office, or additional storage. The private primary bedroom retreat features a 4-piece ensuite, his-and-hers walk-in closets, and a private balcony-perfect for relaxing after a long day. Conveniently located with public transit at your doorstep and within walking distance to Starbucks, Walmart, grocery stores, daycare, parks, playgrounds, restaurants, and everyday amenities. Excellent location for commuters with quick and easy access to Highways 401 and 407. Low POTL fee for garbage collection, snow removal, and landscaping of common areas. An exceptional opportunity to own a stylish, move-in-ready home in one of Whitby's most desirable family-friendly communities. Don't miss this one! More detailsListed by CITYSCAPE REAL ESTATE LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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29 Stratton Crescent in Whitby: Rolling Acres E13542136 - House
29 Stratton Crescent Whitby L1R 1V4
$1,124,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13542136
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to this beautifully maintained family home offering over 3,500sq ft of finished living space and thoughtful updates, timeless finishes, and exceptional living space inside and out.The heart of the home is the renovated kitchen (2015), featuring premium Cambria quartz countertops, an induction stove, and an open-concept layout overlooking the family room with a cozy wood burning fireplace and pot lights throughout. The elegant open oak staircase enhances the bright, spacious feel of the main level.Upstairs, the primary suite offers hardwood flooring, a walk-in closet, and a beautifully updated 4 pc ensuite (2011) complete with a luxurious rain shower. The main bathroom was updated in 2012 and provides a modern layout for family or guests.The finished basement (2025) adds outstanding living space with a large egress window, a spacious recreation area, a separate den ideal for a home office or guest room, and a 3pc bathroom.Additional highlights include a tankless owned 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 maintained annually. The oversized backyard provides plenty of space to relax, entertain, or play.A move-in-ready home offering quality updates, functional living spaces, and outstanding value in a desirable neighbourhood. More detailsListed by REVEL Realty Inc.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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19 Wigston Court in Whitby: Rolling Acres E13540666 - House
19 Wigston Court Whitby L1R 2B9
$1,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13540666
- Bedrooms:
- 5
- Bathrooms:
- 4
A TRUE GEM IN WHITBY'S SOUGHT-AFTER ROLLING ACRES! Sitting On A Private 49x123 Ft Lot On A Quiet Court, This Stunning 2-Storey Offers Nearly 2,900 Sqft Above Grade Plus A Fully Finished Basement - Space You Simply Won't Find At This Price. SUNKEN LIVING ROOM WITH SOARING WINDOWS Sets The Tone The Moment You Walk In. Formal Living & Dining Rooms Perfect For Entertaining, Plus A Main Floor Office For Todays Work-From-Home Lifestyle. Chef-Inspired Kitchen Flows Into A Bright Breakfast Area With W/O To Your Private Backyard Retreat - Deck, Gazebo & HOT TUB Included, Ready For Summer Nights Under The Stars. Upstairs, 4 Generous Bedrooms Incl A Primary Suite Retreat With Spa-Like 5Pc Ensuite & Walk-In Closet - Your Own Private Escape At The End Of The Day. FULLY FINISHED BASEMENT Adds A 5th Bedroom, Rec Room, Game Room & 2Pc Bath - Perfect For Extended Family, A Home Gym, Or The Ultimate Entertainment Zone. Attached 2-Car Garage, 6 Total Parking Spaces, Central Vac & Central Air Throughout. TUCKED AWAY ON A PEACEFUL COURT Yet Minutes To Hwy 401, Top-Rated Schools, Parks, Public Transit & Every Whitby Amenity You Need. Homes Like This On This Street Don't Come Up Often - AND WHEN THEY DO, THEY DON'T LAST. Book Your Showing Today More detailsListed by THE CANADIAN HOME REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated July 21, 2026 at 03:15 AM (UTC)
Whitby Real Estate - John Owen
Broker, REMAX Impact Realty, Brokerage
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1413 King St E
Courtice, ON, L1E 2J6