Whitby Homes with 16-30 Approx Age

Whitby Homes with 16-30 Approx Age

Welcome to Whitby, Ontario—a picturesque town that beautifully blends history, modernity, and community spirit. Nestled in Durham Region, this vibrant town is just a short drive from the bustling city of Toronto, making it an ideal location for those seeking a serene lifestyle without sacrificing urban conveniences. Whitby is renowned for its stunning waterfront along Lake Ontario, lush parks, and a rich tapestry of cultural experiences. With its charming downtown, complete with boutique shops and delightful eateries, residents can enjoy a leisurely stroll or a cozy meal in a welcoming atmosphere.

For homebuyers looking for properties in the 16 to 30-year age range, Whitby offers a variety of options that cater to diverse tastes and lifestyles. Many of these homes boast contemporary designs and modern amenities, perfect for families, professionals, and retirees alike. The neighborhoods here are characterized by their friendly communities, excellent schools, and proximity to essential services, making it a great place to raise a family or enjoy a peaceful retirement.

With a thriving economy and a plethora of recreational activities, including hiking trails, golf courses, and community events, Whitby is more than just a place to live; it's a place to thrive. The real estate market in Whitby is continually evolving, offering a range of properties that suit every budget and preference. Whether you're searching for a cozy townhome or a spacious family residence, Whitby is the perfect backdrop for your next chapter. Come explore all that this enchanting town has to offer!

Newest Whitby Homes with 16-30 Approx Age

$1,649,900
4 Beds ⋅ 4 Baths ⋅ E13765076 MLS
Location! Location! This Luxurious 3000 Sq Ft Custom Built Stone And Brick Home Built In 2005 Nestled At The End Of A Quiet, Family-Friendly Court In The Prestigious "Queen's Common" Neighbourhood. Situated On A Professionally Landscaped 85Ft x 101Ft Lot With Triple Car Garage. This Exceptional Property Showcases Beautiful Stone Walkways And Patios As Well As A Heated Saltwater In-Ground Pool. Designed With Both Elegance And Functionality In Mind. The Covered Front Porch And The Double Door Entry Welcomes You Into A Spacious Foyer With An Elevator That Is Accessible To All Levels. The Main Floor Features A Large Office With Double Closet, Formal Living And Dining Rooms. A Gourmet Eat-It Kitchen Boasting 9Ft Ceilings, Granite Countertops, Centre Island With A Breakfast Bar, Walkout To The Deck With Gazebo Overlooking The Fenced Backyard With Saltwater Heated In-Ground Pool And Patios. The Open Concept Family Room With Cozy Gas Fireplace Provides The Perfect Setting For Entertaining And Everyday Family Living. The Spacious Primary Retreat Features His And Hers Closets And Luxurious Five-Piece Spa Ensuite. The Second Bedroom Includes A Bathroom With A Roll-In Shower. The Generously Sized Third And Fourth Bedrooms Share A Four-Piece Jack And Jill Ensuite. The Professionally Finished Basement Adds Approx 1200 Sq Ft Of Exceptional Living Space. This Fully Accessible Home Is Ideal For Multi-Generational Families Seeking Accessibililty Without Compromising Luxury. Easy Access To Hwy 401, 407 And 412, Public Transit, Shopping, Top Rated Schools, Parks And Lynde Creek. Additional Features Include 9Ft Ceilings On The Main Floor, Hardwood Flooring Throughout, Solid Oak Staircase, Natural Stone Countertops In Kitchen And All Bathrooms, 200 Amp Electrical Service, Rough-In For Back-Up Generator, Alarm System, Lawn And Garden Sprinkler System. Large Fully Fenced Backyard And 3 Car Garage. This Exceptional Custom Built Home Seamlessly Blends Luxury And Comfort.

102 Kennett Drive, Whitby
$1,099,000
4 Beds ⋅ 3 Baths ⋅ E13761912 MLS
Showstopper Executive Home on a Quiet Court! From the moment you step inside, you'll appreciate the spacious, open atmosphere and cohesive designer style that carries throughout the home. Extensively renovated in 2021, this home is an entertainer's dream, offering impressive indoor & outdoor spaces designed for both everyday living and memorable gatherings. At the heart of the home is a custom designer kitchen featuring quartz countertops, striking blue cabinetry, black ss appliances and a centre island with waterfall edges & pendant lighting. Your private backyard retreat features a spacious deck & gazebo with retractable awning, comfortable outdoor seating and a TV. An ideal space for relaxing or entertaining. The inviting family room features a gas fireplace with a stylish shiplap surround. Upstairs, you'll find 4 generously sized bedrooms, including a luxurious primary retreat complete with an electric fireplace, walk-in closet and a beautifully updated 4-piece ensuite featuring a separate tiled shower and large soaker tub. All bathrooms have been thoughtfully updated with new vanities, lighting, flooring and fixtures. The finished potential continues in the basement, which is ready for your personal vision and is already roughed in for an additional bathroom. With plenty of space, the possibilities are endless. The attached two-car garage is an entertainer's dream of its own - fully insulated, soundproofed and heated, with a mini bar, fridge, dart board, drop-down projector screen and artificial turf suitable for a golf simulator. Whether you envision the ultimate games room, home theatre, golf simulator or entertaining space, this versatile area is ready to impress. Close to schools, public transit, shopping, restaurants and entertainment, with convenient access to both the 401 and 407, this exceptional home offers the perfect combination of style, space, privacy and location. A truly unique home that needs to be seen to be appreciated!

3 Gilchrist Court, Whitby
$1,569,000
3 Beds ⋅ 3 Baths ⋅ E13759008 MLS
Welcome to this stunning custom-built 3-bedroom, 3-bathroom two-storey brick estate home, ideally situated on a spectacular 0.747-acre corner lot in the highly sought-after community of Ashburn. Nestled within a mature enclave of multimillion-dollar estate homes, this exceptional property offers privacy, space, and timeless elegance, surrounded by mature trees and tall hedges. Inside, hardwood flooring and upgraded light fixtures flow throughout the home. The updated chef's kitchen is sure to impress, featuring a stunning granite countertop and plenty of space for everyday living and entertaining. The main floor offers an ideal layout with a spacious living room, family room, formal dining room, breakfast area, and a dedicated office complete with built-in cabinetry and desk. Upstairs, the impressive primary suite features a comfortable sitting area, his-and-hers closets, and a luxurious 5-pieceensuite with heated floors, soaring ceilings, double vanities, a standalone tub, and a beautifully tiled shower. Two additional spacious bedrooms and a convenient second-floor laundry room with laundry sink complete the upper level. Outside, enjoy an incredible private backyard with extensive landscaping, flagstone, a large shed, gazebo, and multiple walkouts leading to a wraparound deck-perfect for relaxing or entertaining. A large double garage and expansive driveway provide parking for 8+ vehicles. Located just minutes from Port Perry, Whitby, Uxbridge, Highway 407, golf courses, ski hills, and countless amenities, this exceptional Ashburn estate offers the perfect blend of luxury, privacy, and convenience.

2 Wilson House Drive, Whitby
$975,000
4 Beds ⋅ 3 Baths ⋅ E13757926 MLS
Welcome to 5 Iberville! A rare find in the highly desirable Brooklin neighbourhood. Meticulously maintained by the original owners, this all-brick, two-storey detached home showcases true pride of ownership and expensive upgrades throughout. Tucked away in a quiet family pocket, this 4-bedroom home features a private, fully fenced backyard oasis with a heated inground pool. The heart of the home is a bright, functional eat-in kitchen, fully upgraded with select cabinetry, quartz countertops, backsplash, and quality stainless steel appliances. The breakfast area features a designer light fixture and sliding doors that lead directly to the patio. For cozy evenings, the large family room boasts an electric fireplace, while the combined living and dining rooms offer a bright, versatile space for formal entertaining. Fully upgraded bathrooms with durable quartz counters, ceramic tile, and glass showers. The second floor features a convenient laundry room and four spacious bedrooms. The primary retreat offers wall-to-wall closets with a 4-piece ensuite. The three additional bedrooms are bright and spacious. The backyard is truly one-of-a-kind, featuring landscaped garden beds, a built-in fire pit and a gazebo. The basement remains a blank canvas, perfect for a home office or recreation room, with ample storage under the stairs. Perfectly situated in a family-friendly community close to schools, transit, amenities, parks and walking trails. Easy access to Highways 407 and 412.

5 Iberville Road, Whitby
$979,900
4 Beds ⋅ 3 Baths ⋅ E13748986 MLS
Welcome to this immaculate Melody-built "Campbell" model, an all brick 4 bedroom family home with a fully finished basement, nestled in one of Brooklin's most sought-after communities! Step inside to an impressive floor plan showcasing fresh neutral décor, pot lights, custom california shutters and stylish updates throughout. The elegant formal living and dining rooms feature new laminate flooring, while new broadloom was installed on the stairs, upper hallway and bedrooms in August 2026. The bright, functional kitchen offers a subway tile backsplash, pantry, stainless steel appliances, breakfast bar and ceramic flooring extending into the spacious breakfast area. Sliding glass doors lead to an entertainer's two-tier deck, relaxing hot tub and fully fenced backyard-perfect for family time and outdoor gatherings. The inviting family room features a cozy gas fireplace and peaceful backyard views. A convenient main floor laundry room offers cabinetry, a closet and direct garage access. Upstairs, you'll find four generous bedrooms, including a spacious primary retreat complete with a walk-in closet and spa-like 4pc ensuite featuring a corner soaker tub. There's even more room to grow in the fully finished basement, featuring above-grade windows, ample storage and an impressive recreation room with a home theatre system - perfect for movie nights! Ideally located within walking distance of schools, parks, downtown Brooklin shops, the recreation centre and transit, with easy access to Highway 407 for commuters. A beautifully maintained family home in an exceptional Brooklin location!

16 Corianne Avenue, Whitby
$1,299,000
4 Beds ⋅ 3 Baths ⋅ E13748754 MLS
Welcome to this exceptionally well-maintained, ~2,750 sq. ft. Tribute family home featuring a private backyard oasis with a newly lined inground pool and a spacious patio. The sunlit main floor boasts neutral tones, bright pot lights, and a versatile den/family room that can easily serve as an additional ground-floor in-law bedroom. Upstairs features 4 generously sized bedrooms, including a primary suite complete with a spa-like ensuite. Enjoy formal living and dining rooms enhanced by elegant coffered ceilings and a seamless walk-out to the backyard. The gourmet kitchen offers granite countertops, a refined backsplash, a pantry, a breakfast bar, and a bright breakfast area, complete with mostly new stainless steel appliances Full size basement to design your own 2nd unit or recreation.. A MUST SEE!

42 Blackfriar Avenue, Whitby
$1,069,900
4 Beds ⋅ 4 Baths ⋅ E13747290 MLS
STUNNING 3+1 bedroom Cachet-built family home featuring a LEGAL walk-up basement apartment! Ideal for investors, multi-generational families or those seeking additional income potential. Beautifully renovated from top to bottom with impressive curb appeal, extensive landscaping, interlocking walkways, natural stone entry, mature gardens and a relaxing front porch. The sun-filled, open-concept main floor showcases hardwood flooring, pot lights and an oak staircase with wrought-iron spindles. Formal living and dining rooms provide the perfect setting for entertaining, while the spacious kitchen features maple cabinetry with under-cabinet lighting, backsplash, breakfast bar, stainless steel appliances and ceramic flooring extending into the breakfast area. A garden-door walkout leads to a fully fenced backyard oasis complete with a deck, interlocking patio, hot tub, gardens, large 10' x 12' shed and convenient gated access to the pathway behind. Inviting family room highlighted by a custom quartz-stone feature wall, built-in surround sound and peaceful backyard views. Upstairs offers a separate laundry area and three generous bedrooms, including a spacious primary retreat with walk-in closet and 4-piece ensuite featuring a relaxing corner soaker tub.The legal walk-up basement apartment offers exceptional additional living space with a large family room and cozy electric fireplace, gorgeous kitchen with quartz countertops, built-in cooktop, pantry, subway-tile backsplash, custom range hood and breakfast bar. Completing the lower level is a spacious bedroom with large windows and double closet, a stylish 3-piece bath with glass rain shower, and a separate laundry area. Ideally located just steps to schools, parks and the shops of Downtown Brooklin, with easy access to Hwy 407 for commuters. A beautifully finished, versatile home with outstanding income and multi-generational potential!

96 Mildenhall Place, Whitby
$940,000
4 Beds ⋅ 2 Baths ⋅ E13746386 MLS
Beauty, Elegance and Functionality all wrapped up in this exceptional raised Bungalow. Situated on a quiet, mature street surrounded by all amenities. This all Brick 2+2 bedroom boast hardwood floors, modern kitchen, granite counter tops custom backsplash, finished basement features 2 bedrooms, laundry room, gas fireplace, separate entrance walkout to deck to fully fenced yard. Close to great restaurants, shopping, schools 401/407/412 highways.

20 Rosemarie Crescent, Whitby
$1,195,000
4 Beds ⋅ 4 Baths ⋅ E13737972 MLS
Welcome to this exceptional 4-bedroom, 4-bathroom detached home in the highly desirable Williamsburg community of Whitby. Offering approximately 3,180 sq ft of beautifully finished living space and situated on a premium oversized lot, this home combines generous space, thoughtful design, quality finishes, and numerous recent upgrades.From the moment you arrive, the charming front porch and attractive curb appeal create a warm first impression. The bright and spacious main floor features an excellent layout with formal living and dining areas, a dedicated home office, and a large family room with a gas fireplace.The chef-inspired kitchen is the heart of the home and features quartz countertops, a large centre island with breakfast bar, custom backsplash, pantry, and premium KitchenAid stainless steel appliances, including a gas range, double built-in oven, and French door refrigerator.The generous breakfast area provides a walkout to the beautifully landscaped backyard, creating an ideal space for family gatherings and outdoor entertaining.A convenient main-floor laundry room with direct access to the garage adds to the functionality of this well-planned home. Upstairs, the rare two-staircase layout provides excellent flow and leads to a spacious second family room with a second gas fireplace. The primary bedroom is a true retreat with a walk-in closet and luxurious 5-piece ensuite. Two additional bedrooms share a convenient semi-ensuite, while the fourth bedroom offers its own private 4-piece ensuite and walk-in closet, making it ideal for guests, teenagers, or extended family.The unfinished basement extends across almost the entire footprint of the home and offers tremendous potential for the future. Recent updates include furnace (2025), A/C (2025), roof(2025), and upgraded pot lights throughout the home. Ideally located close to schools, parks, trails, shopping, restaurants, public transit, and major highways.

55 Medland Avenue E, Whitby
$899,000
3 Beds ⋅ 3 Baths ⋅ E13735824 MLS
Renovated throughout in 2025, this house is in like-new condition. The kitchen was redesigned, with new cabinetry, Silestone counters and a porcelain backsplash. Appliances include an LG induction range, LG fridge with ice & water and a Bosch dishwasher. The functional layout maximizes the counter space and storage area as well as allowing for a separate eating area or family zone tucked to the rear of the kitchen. There is direct access to the back garden for outdoor entertaining on the wood deck with roofed dining area and adjacent shed. The kitchen is open to the living/dining area, which includes built-in shelving surrounding the electric fireplace. The living room overlooks the front entry area with its powder room, oversized closet and direct access to the garage. Glass sidelights flood the entry with light. The primary bedroom overlooks the back garden through a bay window, has a walk-in closet and a 3-piece ensuite bathroom. The second bedroom is adjacent, with its own large closet. The basement recreation room is huge and is open to the kitchen via the light-filled rear stairway (potentially allowing for in-law suite in future). Also on the lower level is the Third Bedroom, Office (currently used as a gym), Laundry Room and Furnace Room as well as a storage closet and crawl space storage area. 2025 updates include: hardwood flooring throughout the ground floor, vinyl plank flooring on the lower level; plumbing and electrical connections in Kitchen; handrails & balustrade to front and rear stairs; 3 toilets; 2 vanities; deck with roof & shed; pot lights; furnace, air conditioner & Ecobee thermostat; gas water heater; gas line for bbq; interior door hardware; exterior caulking, feature wall in Primary Bedroom.

49 Kenilworth Crescent, Whitby
$749,900
3 Beds ⋅ 3 Baths ⋅ E13734582 MLS
Welcome to 8 Sinden Drive! Bright, spacious and wonderfully private, this inviting 3-bedroom, 3-bathroom link home offers a great combination of comfortable living, outdoor space and everyday convenience. Situated on a generous approximately 30' x 115' lot, the home offers more outdoor space and privacy than you might expect in a neighbourhood of this type. The sun-filled main floor features hardwood flooring and a spacious living and dining area with views of the backyard. The kitchen and breakfast area provide a comfortable space for everyday living, with a walkout to the patio and private, treed backyard. The backyard is truly one of the highlights of this home-a peaceful, mature setting with plenty of room to relax, entertain, enjoy summer evenings or simply have your own private outdoor retreat. Upstairs, you'll find three generously sized bedrooms, including a spacious primary bedroom with its own private ensuite. The additional bedrooms offer flexibility for family, guests or a home office. The unfinished basement provides excellent storage and the opportunity to create additional living space in the future, while the attached garage and double driveway provide plenty of parking. Located on a quiet, family-friendly street within walking distance to parks, schools, shopping, restaurants and everyday amenities. Convenient access to the 401, 407 and 412 makes commuting throughout the GTA easy. A wonderful opportunity to own a bright and comfortable home with a generous lot, private backyard and plenty of potential in a desirable Brooklin neighbourhood.

8 Sinden Drive, Whitby
$849,900
4 Beds ⋅ 4 Baths ⋅ E13733206 MLS
Immaculate All-Brick 4-Bedroom Corner Freehold Townhome in Sought-After Pringle Creek!Beautifully maintained corner freehold end-unit offering 4 bedrooms, 4 bathrooms, and the added privacy and feel of a semi-detached home. Located in the highly desirable Pringle Creek community, this home features charming curb appeal with lush perennial gardens, a wraparound front porch, and rare parking for 4 vehicles, including a garage and 3-car driveway.The bright, open main floor showcases fresh neutral paint, elegant flooring, pot lights, spacious principal rooms, and a cozy family room with a gas fireplace and walkout to the backyard. The updated kitchen boasts granite countertops, a stylish backsplash, stainless steel appliances including a gas range, and a sunny breakfast area.Upstairs offers 4 generous bedrooms, including a spacious primary retreat with a walk-in closet featuring custom organizers and a 4-piece ensuite with a corner soaker tub. Convenient second-floor laundry with built-in cabinetry adds everyday functionality.The fully finished basement offers excellent in-law suite potential with a kitchenette (no stove), large recreation room, den, 3-piece bathroom, above-grade windows, and plenty of storage.Enjoy low-maintenance outdoor living with approximately 800 sq. ft. of interlocking stonework across the front and backyard. The fully fenced yard also features a gazebo, large garden shed, and mature landscaping, creating a private space perfect for entertaining or relaxing.Ideally located steps to top-rated schools, parks, transit, shopping, restaurants, and all major amenities, this exceptional freehold corner townhome offers comfort, style, privacy, and convenience in one of Pringle Creek's most desirable neighbourhoods.

96 Robideau Place, Whitby
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