Whitby Homes with 31-50 Approx Age

Whitby Homes with 31-50 Approx Age

Welcome to Whitby, Ontario – a charming gem nestled along the shores of Lake Ontario, just east of Toronto. Known for its vibrant community spirit, picturesque landscapes, and rich history, Whitby offers an idyllic setting for families, young professionals, and retirees alike. With a blend of urban amenities and serene natural beauty, this regional municipality is a place where you can truly feel at home.

One of the highlights of Whitby is its diverse real estate market, particularly the homes that fall within the 31-50 year age range. These properties often embody the character and charm of the late 20th century, featuring unique architectural styles and thoughtful layouts that cater to modern living. Many of these homes boast spacious yards, mature trees, and established neighborhoods, making them perfect for those seeking a sense of community and tranquility.

Living in Whitby means you’ll have access to top-rated schools, a plethora of parks, and recreational facilities that promote an active lifestyle. The downtown area is bustling with local shops, cafes, and dining options, ensuring that there’s always something to do. Plus, with easy access to major highways and public transit, commuting to Toronto or other surrounding areas is a breeze.

Whether you’re looking to settle down in a charming older home or simply want to explore the beauty of Whitby, this vibrant municipality has something for everyone. Embrace the warmth and hospitality of Whitby – your dream home awaits!

Newest Whitby Homes with 31-50 Approx Age

5 Heaver Drive, Whitby
$789,900
5 Beds ⋅ 3 Baths ⋅ E13883862 MLS
This home offers a fabulous layout with plenty of flexibility for family living. Located in a highly sought after Whitby neighbourhood. The main level features an eat-in kitchen, living and dining rooms with laminate flooring, and main floor laundry. Upstairs, the staircase splits to two separate areas, with a family room featuring a cozy fireplace (currently used as the 4th bedroom) on one side and three additional bedrooms on the other. The spacious primary bedroom includes a walk-in closet and ensuite bath. The finished basement offers even more living space with a recreation room or den and an additional bedroom. Freshly professionally painted throughout, with furnace and A/C updated in 2024, a one-car garage, room for 5-car parking and tons of storage space. Enjoy the fenced backyard with deck and a separate fenced dog run. Conveniently located steps to shopping and plaza, with easy access to Hwy 401. A great opportunity for families looking for space, flexibility and convenience!

5 Heaver Drive, Whitby
360 Watson Street W Unit 1103, Whitby
$620,000
2 Beds ⋅ 2 Baths ⋅ E13883392 MLS
Sailwinds...one of Whitby's finest Condominiums by the Lake. Breath taking views of the Lake, Marina, Victoria fields. Carefree condominium living has many benefits. Entertain friends and family in the spacious party room and outdoor patio or join your fellow residents for special social events. Keep fit with the well equipped Exercise Room. The indoor Pool with west facing windows lets you swim or soak in the Hot Tub no matter what the season. The Sauns is also a welcome component to a health lifestyle. The intertionally designed floor plan of approx. 1218 Sq.Ft provides privacy, comfort and beautiful views. You will be impressed with the size of the combined Living and Dining Rooms with access to the Solarium. Foor preparation will be a breeze with this functional eat in Kitchen complete with a pass through to the dining room. The adjacent Laundry room has room for a small Freezer too! Down the Hallway you find an impressive Principal Bedroom retreat includes a lovely ensuite Bath, His & Hers closets plus views from the window and Sliding Glass doors to the Solarium. The Second Bedroom could be used for a Guest Room or Home Office with a Sliding Glass door to the Solarium offering sunlight and west views. The second bathroom is on the opposite side of the hallway. Sailwinds is a short walk or drive to shops, restaurants, walking and cycling trails, the Abilities Centre, the Station Art Gallery and the Iroquois Park Sports Complex. Commuters appreciate the nearby Go Train Station and easy access to the #401 Highway at Brock Street. Now is your chance to live, work and play down by the shores of Lake Ontario Lake at Sailwinds Condominiums.

360 Watson Street W Unit 1103, Whitby
338 Prince Of Wales Drive, Whitby
$1,099,900
5 Beds ⋅ 4 Baths ⋅ E13881326 MLS
Welcome to this beautifully renovated detached residence, perfectly situated on a premium ravine lot in Whitby's sought-after Blue Grass Meadows community.The main level offers bright, spacious living room and dining room that flow seamlessly into a cozy family room featuring a gas fireplace and direct access to the deck. At the heart of the home, the newly renovated kitchen impresses with elegant quartz countertops, a striking waterfall island, abundant cabinetry, and quality stainless steel appliances.Upstairs, you will find four generously sized bedrooms, including a serene primary suite complete with a private ensuite bathroom. Modern finishes extend throughout the home, with every bathroom having been thoughtfully updated.The finished walk-out basement provides versatile extra living space with excellent potential for an in-law suite. Outside, the spacious, private backyard serves as a quiet retreat, offering peaceful wooded views and direct gated access to the adjacent trail-ideal for relaxing, entertaining, and enjoying nature.A Permanently Installed Whole-home Standby Generator Provides Added Peace of Mind During Power Outages. Conveniently located Near Parks, Schools, Shopping Mall and Public Transit, with Easy Access to Thickson Road and Dundas Street East. Minutes to Highways 401 and407.

338 Prince Of Wales Drive, Whitby
360 Watson Street W Unit 308, Whitby
$545,000
1 Beds ⋅ 2 Baths ⋅ E13880416 MLS ⋅ The Sailwinds Condominium BLDG.
Lakeside Living with Resort Style Amenities! Welcome to Suite 308 at 360 Watson Street West in Whitby. This spacious 1 bedroom, 2 bathroom condo offers approximately 941 sq ft, providing comfortable living space in a highly convenient Port Whitby location.Freshly painted throughout with new light fixtures, the suite features in suite laundry, a lovely balcony and a functional layout with plenty of space to live and entertain. Residents also enjoy a fantastic selection of building amenities, including an indoor swimming pool, gym, sauna, recreation and party room, landscaped courtyard, and on site property manager.Located within walking distance of the waterfront, restaurants, shopping, the Abilities Centre, and Whitby GO Station, with parks, trails, Port Whitby Marina, and major commuter routes nearby. A great opportunity for first time buyers, downsizers, or commuters looking for low maintenance living close to the lake and GO.

360 Watson Street W Unit 308, Whitby
12 Giles Court, Whitby
$699,900
4 Beds ⋅ 3 Baths ⋅ E13880266 MLS
Welcome to 12 Giles Court - A rare opportunity to own a detached home on one of Blue Grass Meadows most private and desirable settings. Tucked away on a quiet family-friendly cul-de-sac, this 3+1 bedroom , 3-bathroom home offer an exceptional combination of space, privacy, flexibility and future potential. Th real showstopper is the spectacular deep , pie-shaped lot. Stretching over 130 feet deep, the backyard feels like your own private retreat, with mature trees, no rear residential neighbours and incredible space for entertaining, children, pets, gardening or simply enjoying the outdoor. The kitchen opens directly to this expansive backyard through a walk-out, creating an easy connection between indoor and outdoor living. Inside, the functional two-storey layout offers bright principal rooms, as spacious great room, separate dining area, main-floor powder room and three generous bedrooms upstairs. The oversized primary bedroom provides plenty of room to create your own private retreat, while the convenience of upper-level laundry adds everyday practicality. Downstairs, the separate side entrance leads to a fully self-contained 1 bedroom suite with its own kitchen and bathroom -an ideal setup for extended family, multi-generational living guest or potential rental income. The important upgrades are already taken care of brand new roof with 10-year warranty (2026), fresh paint (2026), central air conditioning (2019) and furnace (2017), An attached garage plus ample driveway parking provide room for up to five vehicles. Located close to parks, Schools, Transit, Shopping and everyday amenities, this is a home that offers something increasingly difficult to find : a private, tree-lined backyard and flexible living space in an established Whitby neighbourhood. Bring your vision and make this exceptional property your own. Opportunities with this lot, privacy and versatility come along -book your showing today! (Note: Some photos virtually staged)

12 Giles Court, Whitby
360 Watson Street W Unit 105, Whitby
$768,500
3 Beds ⋅ 2 Baths ⋅ E13877332 MLS ⋅ Sailwinds BLDG.
Welcome to The Sailwinds at Port Whitby. This quiet waterfront community with easy access to the 401 and 407 offers something for everyone. The Sports complex and Abilities centre are steps away as are many fine shopping and dining options. Located on the lakefront trail, its your home and getaway all in one. The Whitby GO is a 5 minute walk for easy access to the city.The stunning 1586 sqft condo overlooks a stand of fur trees and private sunken garden, to the west the Victoria fields and stunning sunsets. This suite offers unusual privacy reminiscent of a country home.Inside the bright spacious 3 bedroom 2 bath home has expansive windows, upgraded kitchen, hardwood floors and open concept living dining area for entertaining and family gatherings. Freshly painted with stunning decor.Unique to condo life these days the amenities are outstanding with two gyms, a large indoor pool with hot tub and sauna and large entertaining area for social gatherings galore. Also included are two parking spaces. Truly a rare find.

360 Watson Street W Unit 105, Whitby
63 Eric Clarke Drive, Whitby
$995,000
5 Beds ⋅ 4 Baths ⋅ E13869342 MLS
Welcome to a home where everyday comfort meets effortless entertaining. Situated on a beautiful corner lot in a sought-after Whitby neighbourhood, this fully upgraded, turn-key 4+1 bedroom, 4 bathroom home offers an exceptional blend of space, style, and versatility. At the heart of the home is a stunning custom kitchen featuring quartz countertops and a marble backsplash, with a seamless walkout to your private backyard oasis. Enjoy summer days beneath the pergola, relax on the spacious deck, and take in the mature trees, fruit trees and lush gardens. Inside, hardwood floors flow throughout, while a generous primary retreat and convenient second-floor laundry bring comfort and ease to everyday living. The professionally finished basement features a private 1-bedroom suite with potential for a separate entrance through the garage, offering an ideal setup for extended family or guests. Meticulously cared for inside and out, this is a home made for settling in, hosting memorable gatherings, and enjoying for years to come. And with schools, parks, community centres, public transit, shopping, GO station and everyday amenities just minutes away, you'll have everything you need close to home.

63 Eric Clarke Drive, Whitby
35 Ward Street, Whitby
$1,275,000
5 Beds ⋅ 4 Baths ⋅ E13867652 MLS
Welcome to a home that delivers space, style, and flexibility on an exceptional 50 x 300 ft ravine lot in Macedonian Village, backing onto Heber Down! The modern kitchen features upgraded cabinetry, quartz counters, a walkout to the deck and opens up into a huge dining area. The separate living room features hardwood and crown moulding that flow into the separate dining room, while the main-floor family room centers on a brick fireplace. Upstairs you'll love the size of not only the principal bedroom with a renovated ensuite with glass shower, but the secondary bedrooms as well. The fully finished basement adds outstanding versatility with a large rec room, bedroom, 3-piece bath and fully equipped second kitchen-ideal for extended family, guests or additional living space. Outside, enjoy an incredible deep lot with room to entertain, garden or even set up your own hockey rink. Additional highlights include updated windows in the past 6 years, furnace replaced in 2020 and an included Generac generator for added peace of mind.

35 Ward Street, Whitby
25 Coulton Court, Whitby
$929,900
3 Beds ⋅ 3 Baths ⋅ E13854584 MLS
Welcome to this immaculate family home, nestled on a mature 50 x 134 ft lot in a quiet court location in a sought-after Whitby community.The traditional main floor layout features a sunken formal living room with elegant french doors and a spacious separate dining room with hardwood flooring. The family-sized kitchen offers granite countertops, ceramic flooring and backsplash, ample cabinetry, and a convenient pantry. A bright breakfast area with a large window overlooks the private backyard. Relax in the inviting family room, complete with a cozy gas fireplace, pot lights, hardwood floors, and sliding-glass walkout to a large composite deck with electric retractable awning. The beautifully landscaped backyard features mature gardens and trees for added privacy, along with a custom garden shed - an ideal setting for entertaining or enjoying quiet time outdoors. A convenient main floor laundry room includes a separate side entrance, while the garage also offers side door access. Upstairs, you'll find three generously sized bedrooms, each offering excellent closet space. The spacious primary retreat features its own private 4-piece ensuite. Ideally located just steps from parks, schools, transit, shopping, and everyday amenities, this beautifully maintained home offers space, comfort, and a fantastic location for family living.

25 Coulton Court, Whitby
61 Forest Hts Street, Whitby
$959,900
4 Beds ⋅ 4 Baths ⋅ E13844372 MLS
Welcome to this beautifully designed Tribute-built home in Pringle Creek, a mature, family-friendly community. With nearly 2,500 square feet of thoughtfully planned living space, this home offers 4 generous bedrooms and 4 bathrooms.A grand foyer with a sweeping spiral staircase sets the tone, leading to a formal living room, a separate dining room, and a cozy family room with a wood-burning fireplace. Hardwood and ceramic flooring run throughout the main level, adding warmth and easy maintenance. The spacious kitchen features a large pantry, stainless steel appliances, and a bright breakfast area with a walkout to a two-tiered deck, ideal for barbecues, morning coffee, and outdoor entertaining. Finally, rounding out this level is a spacious laundry room with a convenient side entrance and a 2-piece powder room. Upstairs, the primary suite offers a walk-in closet and a 4-piece ensuite with a soaker tub and separate shower. Three additional spacious bedrooms and a full 4-piece main bath complete the second level.The partially finished basement includes a 2-piece bath, a recreation room, and a gym area, with an unfinished space ready for your personal vision. Outside, the fully fenced, private backyard features a large storage shed.Location is a major bonus: Whitby GO Station is just 10 minutes away, and shopping, recreation centres, parks, schools, and everyday amenities are only a 2-minute drive.

61 Forest Hts Street, Whitby
712 Rossland Road E Unit 602, Whitby
$619,900
2 Beds ⋅ 2 Baths ⋅ E13842214 MLS ⋅ Connoisseur Condominiums BLDG.
Welcome home to one of the most prestigious buildings in beautiful Whitby. The newly renovated 'Connoisseur Condominium" is located steps from shopping, banking, dining, recreation complex and is a short drive to the GO station and 401. This meticulously maintained sun-filled 2-bedroom, 2 bathroom corner unit is luxurious yet comfortable. The open concept living/dining room with wall-to-wall windows, new hardwood flooring and southeastern exposure is an entertainer's delight! The large kitchen with loads of cupboards boasts a cozy breakfast nook overlooking the manicured gardens. The bright primary bedroom with large window offers a walk-in closet with b/I shelving and a large 3pc shower - perfect for seniors. Additionally, the 2nd bedroom with large window offers a double closet and stunning view. The private laundry has lovely Whirlpool washer/dryer (2024) and storage area complete this wonderful home. Extended family will love the fabulous amenities; indoor pool with hot tub & sauna, billiard room, exercise room, library, party/meeting room with full kitchen (available for rent for large family gatherings), outdoor barbecue patio with shaded tables and chairs and an outdoor garden gazebo to sit, relax and enjoy the meticulous grounds. A large, owned locker is conveniently located close to the underground parking lot, complete with electric car chargers and car wash bay. This is such a beautiful place to call home. Time to call the movers!!

712 Rossland Road E Unit 602, Whitby
36 Zachary Place, Whitby
$850,000
3 Beds ⋅ 4 Baths ⋅ E13831918 MLS
Welcome to this spectacular all brick Tribute built family home, ideally situated in the highly sought after Brooklin community. Offering 3 spacious bedrooms, 4 bathrooms and a detached double garage, this sun-filled home combines generous living space with an inviting, functional layout. The bright, open-concept main floor features extensive laminate flooring and a grand open hardwood staircase. The formal sunken living room showcases an elegant coffered ceiling, crown moulding and a beautiful bow window overlooking the front gardens, while the separate dining room is enhanced by its own coffered ceiling. At the heart of the home, the family-sized kitchen boasts butcher block counters, a large pantry, breakfast bar and a spacious breakfast area with a garden-door walkout to the deck and backyard. The impressive family room is highlighted by soaring cathedral ceilings, a cozy gas fireplace, pot lighting and backyard views. Convenient main-floor laundry and garage access complete this level. Upstairs, you'll find three generously sized bedrooms, including a spacious primary retreat with a vaulted ceiling, organized walk-in closet and a spa-inspired 4-piece ensuite featuring a relaxing corner soaker tub.The partially finished basement provides even more versatility, with ample storage, a roughed-in bathroom and an exercise room/den. Enjoy an exceptional Brooklin location just steps from schools, parks and the shops and amenities of downtown Brooklin, with easy access to Highway 407 for commuters. A wonderful family home in a community you'll love!

36 Zachary Place, Whitby
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