Newest two storey MLS listings in Whitby - Brooklin, Taunton North, Williamsburg, Pringle Creek, Rolling Acres, Blue Grass Meadows, Lynde Creek, Port Whitby
A well maintained 3 bedroom, 2 storey detached 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 details
Boasting almost 4,000 sq. ft. of finished living space, this exceptional 9-year-old executive home is nestled on a quiet private court in the prestigious Taunton North community, offering luxury, privacy, and breathtaking ravine views. Backing onto a picturesque ravine and surrounded by mature trees, enjoy tranquil nature scenery and complete backyard serenity throughout the seasons. Meticulously maintained and thoughtfully designed for modern family living, the main and upper levels feature nearly 3,000 sq. ft. of elegant living space with hardwood flooring, formal living and dining rooms, custom window coverings, designer lighting, and a bright open-concept layout filled with natural light. The upgraded chef's kitchen showcases extended cabinetry, premium finishes, a large centre island, and a gas stove, while a rare main-floor full bathroom adds exceptional convenience and flexibility. Step outside to over 2,000 sq. ft. of professionally finished concrete landscaping, enhanced by beautiful interlocking stonework at the front and side of the home. The spacious deck overlooks the ravine, creating the perfect setting for entertaining or relaxing in a private natural retreat. Adding tremendous value, the professionally finished legal 2-bedroom basement apartment, approved by the Town of Whitby in 2023, features a separate entrance, a full bathroom, and is currently rented for $1,950 per month, providing excellent mortgage support, income potential, or a turnkey multigenerational living solution. Ideally located near top-rated schools, parks, walking trails, shopping, transit, and major highways, this premium ravine-lot property offers the perfect blend of luxury, functionality, investment potential, and an unbeatable location.More details
Attention First Time Home Buyer or Upgrade Families, here is 42 Fieldnest Crescent, Whitby for you, a 3+1-bedroom, 4-bathroom detached home in Whitby's sought-after Rolling Acres neighbourhood where every upgrade has already been done. Property has got fresh paint, new electrical fixtures, LED lighting, fully renovated bathrooms, new doors and door hardware throughout. All you bring is furniture and enjoy living in approximately 2,250 sq. ft of total living space, this home gives your family room to spread out - not just exist. A separate living room and family room let your household breathe - morning quiet in one room while life happens in the other. It's the kind of layout families grow into, not out of. Recent updates include A/C (approx 2 yrs), furnace (approx 3 yrs), windows and front door (approx. 10 yrs), and roof (approx. 12 yrs).The finished basement tells its own story. A self-contained space with its own bedroom, bathroom, kitchen, living area, and a private separate entrance - offering the potential to generate up to $1,500/month in potential basement rental income. That's up to $18,000 potentially a year toward your mortgage. Or it becomes the space where your parents live independently under the same roof. A rare flexibility most homes in Whitby, don't offer.Then there's the backyard - and you'll feel it the moment you step outside. Deep, open, private. Saturday barbecues with no time limit. Kids on real grass. Evenings that end with sky, not a neighbour's window. Outdoor space like this is getting harder to find. Out front, the extended driveway fits up to six vehicles alongside a single-car garage - because parking should never be a daily problem.Rolling Acres offers top-rated schools with French Immersion and IB programs, parks within walking distance, and shopping at Thickson and Taunton. Highway 407, Highway 412, and the Whitby GO Station keep you connected to Toronto while your family enjoys one of Whitby's safest communities.More details
Nestled in Whitby's highly sought-after Williamsburg neighbourhood, this stunning all-brick detached home offers the perfect blend of luxury, space and functionality. Boasting over 2,800 sq. ft. above grade plus a beautifully finished basement completed in 2026, this home is ideal for growing or multi-generational families, or professionals seeking flexible work-from-home living with multiple separate living spaces throughout. Featuring 4+1 bedrooms and 3 bathrooms, the bright and inviting main floor showcases soaring ceilings, stunning professional finishes, and an eat-in kitchen with quartz countertops overlooking the backyard and spacious family living areas. Thoughtfully designed for both everyday living and entertaining, this home offers room for everyone to spread out comfortably. The finished basement adds even more versatility with a large rec room and additional bedroom, perfect for extended family, overnight guests, a private home office, gym, or future in-law suite potential. Garage doors replaced May 2026. Located close to top-rated schools, shopping, parks, walking trails, Highways 412 & 407, and just minutes from Thermëa Spa Village Whitby, this beautifully updated move-in ready home is a rare opportunity in one of Whitby's most desirable family communities.More details
"Live Up. Rent Down. Better Than New". This 2019-built home delivers 3,600+ sq ft of total finished living space on a wide 58x115 ft. lot - anchored by a LEGAL 2-bedroom basement suite (Built in 2025) ready to help pay your mortgage. Minutes from Durham College & Ontario Tech University, the basement is a turnkey income generator. The main floor is built for real life: separate living, family, and dining areas PLUS a separate office room with tons of natural light. Full main-floor laundry with custom cabinetry (2025). Outside, a double garage, total parking for four, and a backyard reimagined with new interlocking and sod (2024). Recent upgrades read like the spec sheet for a brand-new home - a Bosch dishwasher (2026), new fridge (2025), designer light fixtures (2025-2026), custom blinds (2025), refreshed vanities (2025), and smart custom storage in the laundry, all closets, and the garage (2025). Behind the walls: an upgraded gas line and whole-home water softener. All of it set in Rolling Acres, one of north Whitby's most sought-after family pockets - Kids can either walk or take a bus to top-rated schools (Fallingbrook Public School; Rated 8+), steps to parks and trails, minutes to Iroquois Park Sports Centre, the Taunton Road shops, and Highways 401/407/412 and Whitby GO station. Space, income, and finishes already done - just move in. Book your private showing today.More details
Beautifully Maintained All-Brick Family Home Offering Approximately 3,500 Sq. Ft. Of Finished Living Space On One Of Brooklin's Most Desirable Family-Friendly Courts. Featuring 4+1 Bedrooms, 4 Bathrooms, California Shutters Throughout, And A Fully Finished Basement, This Home Offers The Perfect Combination Of Space, Functionality, And Lifestyle. From The Moment You Arrive, The Quiet Court Setting And Inviting Curb Appeal Create A Lasting First Impression. Inside, Spacious Principal Rooms And A Thoughtfully Designed Layout Provide Plenty Of Space For Growing Families And Everyday Living. Bright, Open-Concept Living Areas Flow Seamlessly From Room To Room, Creating An Ideal Setting For Both Entertaining And Family Gatherings. The Upper Level Features Four Generously Sized Bedrooms, Including A Spacious Primary Retreat Complete With A Walk-In Closet And Private Ensuite. Designed With Family Living In Mind, The Home Offers Comfort And Flexibility At Every Turn. The Finished Lower Level Significantly Expands The Living Space, Featuring A Fifth Bedroom, Full Bathroom, Large Recreation Area, And A Stunning Custom Bar - The Perfect Space For Entertaining Guests, Hosting Game Nights, Or Creating The Ultimate Family Hangout. Step Outside To A Private Backyard Designed For Relaxation And Enjoyment. Featuring Lush Green Space, Mature Surroundings, And A Hot Tub, It's The Perfect Place To Unwind, Entertain, Or Spend Time With Family And Friends. Located In The Heart Of Brooklin, Just Minutes To Top-Rated Schools, Parks, Shopping, Restaurants, And Everyday Amenities, This Exceptional Home Offers The Space, Location, And Lifestyle Today's Families Are Searching For. 59 Bayberry Court Is More Than A House - It's The Home Your Family Has Been Waiting For.More details
Beautifully updated and meticulously maintained, located in Pringle Creek, one of Whitby's most desirable family neighbourhoods. Enjoy close proximity to excellent schools & parks, shops, restaurants & amenities, convenient access to Highways 401, 407 and 412.Boasting almost 2800 sq feet plus a finished basement, this beautifully maintained 2-storey home offers the perfect combination of generous living space, thoughtful updates, and everyday comfort. Designed for modern family living, this impressive home features 4 spacious bedrooms plus a versatile 5th bedroom in the finished basement and 4 bathrooms. Hardwood flooring flows throughout the main level, where bright, spacious principal rooms provide an ideal setting for entertaining and family gatherings. A main floor home office with custom built-in book shelves offers the perfect space for working remotely. A cozy fireplace in the family room is a welcome addition. The renovated kitchen features stainless steel appliances, gas stove, quartz countertop & backsplash, updated windows and sliding patio door. Easy access to the backyard is perfect for indoor and outdoor entertaining. Upstairs you will find all new flooring. The spacious primary suite offers a beautiful ensuite shower. Both the additional 2nd floor bathrooms have been updated to add a fresh, contemporary touch. The very spacious finished basement extends your living space with a 5th bedroom, a full bathroom including a shower, large entertainment space, extra storage and a flex space that is perfect for a workout area, crafting or reading space. Utility area is neatly tucked away featuring an OWNED tankless water heater. Spend summers relaxing in the fully fenced backyard featuring a hot tub and natural gas BBQ hookup. Double car garage with direct entry into the main-floor laundry room, featuring terracotta tile flooring. Outside the home, new windows and landscaping featuring armour stone offer inviting curb appeal.More details
Fresh opportunity in one of Brooklin's most sought-after family communities! Beautifully updated, this 3+1 bedroom, 4 bathroom home blends quality craftsmanship, thoughtful design, & everyday functionality. Lovingly maintained by the same family for 14 years, it has been reimagined with custom finishes, smart storage, & modern style throughout.The stunning renovated kitchen is the heart of the home, featuring quartz countertops, abundant custom cabinetry, built-in wine fridge, & an elegant serving station with glass display cabinets & prep sink. The open-concept layout is perfect for entertaining, while high-end vinyl flooring, pot lights, & tasteful finishes create a bright, inviting space.The family room offers custom built-ins, while the mudroom with garage access keeps busy households organized. Upstairs, every bedroom has been updated. The spacious primary retreat features a beautifully renovated ensuite with an oversized walk-in shower & convenient second-floor laundry. The expanded third bedroom includes a custom built-in closet, while the upper landing has been transformed into a functional office nook.The finished basement adds a fourth bedroom, full bathroom, & versatile recreation space ideal for guests, teens, a home office, or gym. Brand-new garage doors & countless custom upgrades reflect the care invested throughout.Located in desirable Brooklin, close to top-rated schools, parks, trails, shopping, & commuter routes, this move-in-ready home offers the perfect blend of comfort, style, & convenience. Simply unpack & enjoy!More details
Stunning 5-Bedroom Luxury Home In A Prime Location! Experience Modern Elegance And ExceptionalCraftsmanship In This Nearly New, 1-Year-Old Residence Offering Approximately 3,700 Sq. Ft. OfSophisticated Living Space. Every Detail Has Been Carefully Curated, From The Upgraded 10 FtCeilings On The Main Floor To The 9 Ft Ceilings On Both The Second Level And The UpgradedBasement, Creating A Bright, Spacious, And Airy Feel Throughout.The Magazine-Worthy Gourmet Kitchen Is A True Showpiece, Featuring Tall Custom Cabinets, A PotFiller, And A Striking Stone Island With Waterfall Edge And Matching Backsplash. TheOpen-Concept Main Floor Seamlessly Connects Elegant Living And Dining Areas, Highlighted By 8Ft Upgraded Doors, Upgraded Wider Steps, And Expansive European Windows That Fill The Home WithNatural Light.Upstairs, Discover Large Bedrooms With Generous Closets And High-End Finishes. The PrimarySuite Offers A Luxurious Ensuite Complete With Floor-To-Ceiling 2x4 Tiles And A Double Shower,Creating A Spa-Like Retreat.Additional Highlights Include R/I For Extra Laundry In Mudroom, Premium Finishes Throughout,And A Thoughtfully Designed Layout Ideal For Both Family Living And Entertaining. The UpgradedBasement Ceilings Enhance The Lower Level's Functionality, Offering Endless Possibilities ForFuture Customization.This Exceptional Home Is Still Covered Under Tarion Warranty, Providing Peace Of Mind AndAssurance Of Quality.Don't Miss This Rare Opportunity To Own A Newly Built, Design-Focused Home In One Of The Area'sMost Desirable Locations - A Perfect Blend Of Luxury, Comfort, And Modern Design.Minutes to Highway 401/407/412, Close To Ranked Schools, Shopping, Grocery, Transit,Food/Restaurants.More details
Data was last updated July 28, 2026 at 10:15 PM (UTC)
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