Ancaster Homes with 51-99 Approx Age

Ancaster Homes with 51-99 Approx Age

Welcome to Ancaster, a charming and picturesque neighborhood nestled within the vibrant city of Hamilton, Ontario. Known for its rich history and stunning natural beauty, Ancaster offers a unique blend of suburban tranquility and urban convenience. With its roots dating back to the early 1800s, this community is steeped in heritage, featuring beautifully preserved architecture that tells the story of its past.

Ancaster is characterized by its lush green spaces, including the scenic Ancaster Park and the breathtaking Tiffany Falls. Residents enjoy a plethora of outdoor activities, from hiking and biking to leisurely strolls along the picturesque trails. The neighborhood is also home to a variety of recreational facilities, ensuring that families and individuals alike have ample opportunities for leisure and fitness.

When it comes to real estate, Ancaster boasts a diverse selection of homes, particularly those built between 51 and 99 years ago. These residences exude character and charm, often featuring traditional designs and spacious lots that provide a sense of privacy and community. Many of these homes have been lovingly maintained and updated, offering modern amenities while preserving their historical essence.

The local amenities in Ancaster are second to none, with a vibrant shopping district, top-rated schools, and a welcoming community atmosphere. Whether you’re looking for quaint cafes, boutique shops, or family-friendly parks, Ancaster has it all. With its perfect blend of history, nature, and modern conveniences, Ancaster is not just a place to live; it’s a place to call home. Experience the charm of Ancaster today and discover why so many have chosen to make this delightful neighborhood their own.

Newest Ancaster Homes with 51-99 Approx Age

$1,139,900
5 Beds ⋅ 3 Baths ⋅ X13755664 MLS
PRIVATE RETREAT!!! Check out this beautifully landscaped meticulous home in an A+ neighbourhood on a large mature lot. Step inside to the spacious foyer and start your tour of this spacious bungalow with plenty of space, natural light, hardwood floors, California shutters and a great floor plan. The large Living Room with Gas FP is a perfect spot for family move and game nights and opens to the Dining Room making it ideal for entertaining. The Kitchen is sure to impress with large island offering extra seating and storage, Stainless appliances, modern/classic backsplash, stone counters offering plenty of prep space and warm toned cabinets for all your storage needs. The master retreat offers plenty of space to unwind at the end of your day and a large ensuite with his and her sinks and grand shower. There is an additional spacious bedroom on this floor and a 4 pce bath with plenty of space and a vanity area to get ready. Bonus Sun Room with walk-out to the exceptional backyard. The lower level offers even more space with a finished Recreation room with gas FP and office space, 2 additional spacious bedrooms, grand 3 pce bath and a laundry room that will make laundry bearable. This home offers a spectacular outdoor private treed retreat with beautiful gardens and landscaping, spacious deck perfect for family dinners, partially covered so you can even enjoy listening to the rain, shed for all your outdoor storage needs and a single car garage. Call THIS ONE HOME TODAY!!!

66 Garden Avenue, Hamilton
$1,650,000
5 Beds ⋅ 3 Baths ⋅ X13755440 MLS
Looking for that peaceful lifestyle? Move in to the desirable Mansfield Park area of Old Ancaster, Walkable downtown location to shops,coffee, restaurants, summer farmers market, Ancaster Arts Centre and so many amenities, This beautiful renovated 5 bedroom 3 bath home sits on a parklike 1/3 acre of privacy on one of the most coveted cul de sacs in the neighbourhood where kids can ride their bikes in the court and play in the yard for hours. Part of the original pine forest for the area adorns the front yard and a treed muskoka style backyard with a small ravine is incredible with a newly updated inground pool and a covered outdoor dining area. This property is so peaceful! . Multigenerational living possibilities here. This home is more spacious than it looks, almost 3000 sf of finished living space with a stunning 2 storey addition which showcases an almost all glass great room and cathedral dining area with beamed ceiling that overlooks the 18'x36' pool and fenced yard. If family get togethers and backyard pool parties are your idea of entertainment, hosting will be a breeze here in any season. Crafted oak staircase with beautiful wrought iron railing to the large lower family room sits in front of a 2 storey window offering spectacular views of the private backyard. The family room has a glass wall and walks out to the pool and patio. This beautiful pool has a slide, diving board ,poolhouse/shed and is natural gas heated. Recent upgrades incl:New Roof '26, All Appliances,Most Lighting,Lower rec room reno, exterior aluminum, Newer Insulated Garage door, Rebuilt pool with upgraded pool liner, concrete pad for equipment, Newer bathrooms,Flooring, Plumbing updates,Spray foam insulation in crawl space, Most Paint int and ext, This quiet court location is so amazing! 200 amp service, Close to everything, You will love this Ancaster location.

63 Cait Court, Hamilton
$799,999
3 Beds ⋅ 1 Baths ⋅ X13713182 MLS
Welcome to 238 Seminole Rd, a meticulously cared-for 3-bedroom brick bungalow tucked into one of Ancaster's beautiful, established neighbourhoods. Owned by the same family since 1986, this is one of those homes where the pride of ownership is obvious the moment you arrive. With over 1,600 sq. ft. of finished living space, the home has been exceptionally well maintained with a bright, comfortable layout and pristine, genuine red oak hardwood floors throughout the main level. The main floor features a spacious living room, large kitchen, separate dining area, three good-sized bedrooms and a full 4-piece bath. Downstairs, the partially finished basement brings even more possibilities, with 7.5-foot ceilings, a large soundproofed family room with wood fireplace and fire door which could double as a 4th bedroom, plenty of storage, and additional framed rooms ready to be finished to suit your needs. A separate side entrance adds even more flexibility and future potential. And then there's the outdoor space. The covered front porch is a great spot to sit and enjoy the neighbourhood, while out back, the professionally landscaped, fully fenced yard is surrounded by mature trees and established gardens, creating a private, peaceful space that's an incredible place to spend a summer afternoon. There's a large stone patio for entertaining, plenty of green space and a powered shed in great condition for storage, hobbies or a workshop. A brand-new roof in 2024 and parking for up to eight cars add to a level of care that's increasingly hard to find. Close to schools, parks, trails, shopping and everything you need, this bungalow is a special chance to get into a fantastic Ancaster neighbourhood. Homes this well cared for, in neighbourhoods like this, don't come along every day. 238 Seminole is ready for its next chapter. Come see it for yourself!

238 Seminole Road, Hamilton
$1,499,000
4 Beds ⋅ 3 Baths ⋅ X13636590 MLS
Nestled on a quiet, family-friendly crescent, this beautifully maintained home offers a warm and inviting atmosphere with spacious principal rooms, quality finishes, and an exceptional layout designed for modern living. The heart of the home is the stunning open-concept family room, featuring soaring vaulted ceilings, rich hardwood floors, a cozy fireplace, and an abundance of natural light pouring in through oversized windows overlooking the private backyard. Seamlessly connected to the kitchen and dining area, it's the perfect space for entertaining or relaxing with family. The well-appointed kitchen offers ample cabinetry, generous counter space, quality stainless steel appliances, and a functional layout that makes meal preparation a pleasure. A separate formal dining room provides the ideal setting for hosting holiday dinners and special occasions.. Outside, enjoy a mature, private setting with plenty of space to relax, entertain, and enjoy the outdoors. Located in one of Ancaster's most desirable neighbourhoods, you'll be just minutes from excellent schools, parks, shopping, restaurants, conservation trails, and convenient highway access. This is a rare opportunity to own a thoughtfully designed home in an established community where pride of ownership is evident throughout.

138 Judith Crescent, Hamilton
$1,899,000
5 Beds ⋅ 4 Baths ⋅ X13590550 MLS
Welcome to 332 Woodworth Dr., a spectacular custom-renovated home in Ancaster's prestigious Perth Park, steps to the Hamilton Golf & Country Club, top-rated schools, parks, shopping, dining & highway access. Extensively renovated with a substantial addition completed approximately 10 years ago, this exceptional home offers 4,175 sq ft of luxurious living space with premium finishes and quality craftsmanship throughout. The open-concept main level is designed for everyday living and entertaining, featuring a chef-inspired kitchen, spacious living and dining areas with wet bar, and breakfast area with walkout to a covered patio. Offering 4+1 bedrooms, 4 bathrooms, a versatile main-floor office/bedroom, luxurious primary suite, and a bright lower level with oversized windows, rec room, bedroom, full bath and rear entrance, ideal for multi-generational living. Set on a private 90 x 115 ft. lot with circular driveway and fenced backyard, this remarkable home is a rare offering.

332 Woodworth Drive W, Hamilton
$1,249,900
3 Beds ⋅ 2 Baths ⋅ X13568986 MLS
Welcome to your own private sanctuary-a beautifully updated, 3-bedroom, 2-bath turn-key residence designed so flawlessly you'll never want to leave. Fall in love with the home's exceptional curb appeal with a meticulously landscaped front yard that frames a covered front porch, ideal for quiet mornings watching the neighbourhood, while a recently paved four-car driveway-elegantly finished with aggregate borders and matching walkways-leads the eye to a versatile garage that doubles as a workshop. Step inside and enjoy the open-concept layout that immediately impresses with elegant 9.5-foot coffered ceilings, rich hardwood flooring, California shutters, and a cozy custom wood-burning fireplace. At the heart of the home is a fully renovated, modern two-tone kitchen featuring premium finishes flowing seamlessly into the dining area, which now hosts a beautiful built-in panty and wet bar designed for effortless entertaining. The upper level offers three spacious bedrooms and a sun-drenched, updated main bath complete with a glass shower, double vanity, and a bright skylight. The expanded primary suite serves as a true retreat, boasting a generous walk-in closet, custom built-ins, and an elegant feature wall. Step down into the lower level where the inviting family room features a classic brick wood-burning fireplace, custom built-ins, and large windows that flood the space with natural light. The lower level also introduces a highly functional laundry room, a rear foyer walk-up, ideal for pool and hot tub traffic, a convenient three-piece bath, additional wet bar, and expansive basement crawl space. The resort-style backyard oasis showcases a sparkling kidney-shaped saltwater pool with a diving board, a built-in hot tub, a rare outdoor shower, a she-shed bar perfect for relaxing and entertaining, and a covered deck equipped with pot lights and an outdoor fan-all framed by mature trees and lush gardens. With so much to offer, this home is move-in ready!

302 Harmony Road, Hamilton
$1,250,000
2 Beds ⋅ 3 Baths ⋅ X13560552 MLS
Nothing left to do. Renovated with no expense spared, offering nearly 2,500 sq ft of finished living space in downtown Ancaster. Every original mechanical system has been replaced: wiring & panel (2019), plumbing (2019), many new windows (2019), central air (2019), roof (2020). True plaster walls, stuccoed exterior, carpet-free (except stair runner). Front entry opens to a bright open-concept living/dining/kitchen anchored by a spectacular island and cozy gas fireplace. Sun room leads to the deck, stepping down to a stone patio with a 2021 hot tub under a covered gazebo. Two bedrooms on the main floor including a primary suite with spa-inspired ensuite, plus powder room with laundry tucked away. Hunter Douglas blinds, motorized in bedrooms. Finished lower level adds a full bath and generous living space - rec room, gym or home office - with a split back entrance. Insulated garage with epoxy floors and direct house/side-yard entry, plus a detached insulated workshop with hydro. The Ancaster Radial Trail is at your doorstep, linking to the Hamilton-Brantford Rail Trail and the Trans Canada Trail network. Walk to shops, cafés and restaurants. Owned hot water tank. Furnace 2008.

340 Clarendon Drive, Hamilton
$789,999
3 Beds ⋅ 1 Baths ⋅ X13550904 MLS
Welcome to Old Ancaster - where the streets are quiet, the neighbours wave hello, and kids still play outside until the streetlights come on.This charming 3-bedroom bungalow sits on a generous 100 x 75 ft lot in one of Ancaster's most sought-after family neighbourhoods, and the timing couldn't be more perfect - move in now and be settled before the first school bell rings in September.Here's what makes this pocket of Ancaster so special: you get the best of both worlds. Quiet, tree-lined streets perfect for morning dog walks, bike rides, and kids playing until dinner - without a hint of highway noise - yet you're just minutes from the on-ramp when life calls you elsewhere. Walk to top-rated schools and stroll to the nearby shopping plaza for groceries. Everything you need, right at your doorstep, with none of the chaos that usually comes with it.Whether you're planting roots for the first time or looking for a place to grow into, this lot gives you the room to do exactly that. Add on, expand up, or simply enjoy the yard as-is while the neighbourhood does what it does best - makes you feel at home.Some homes are just houses. This one is the beginning of something.And for the investors and developers paying attention - this lot also carries potential for rezoning, making it an opportunity worth a very close look.

16 Carrington Court, Hamilton
$1,199,900
3 Beds ⋅ 2 Baths ⋅ X13485384 MLS
Welcome to Historically Rich Ancaster and this Charming 1935 Craftsman Style 2-storey Home Featuring Original Architectural Details such as Stained Glass and Rare Gum Wood Trim. The Well-Appointed White Shaker Chef's Kitchen Opens to the Entire Main Floor with Convenient Access to Your BBQ Deck, and a Fully Fenced Backyard. Main Floor provides a Separate Dining Area, a Dream Home Office and a Large Sunken Great Room Complete with a Gas Fireplace. This Immaculate Home has 3 Bedrooms, 1.5 baths and Plenty of Closet Space. The Basement Provides Excellent Recreation Space and a Dedicated Storage Area. The Circular Driveway Provides Plenty of Parking and a Warm Curb Appeal. Minutes from Heritage Trails, Sisters of Mary Falls, and Hamilton Golf Course #2 in Canada, #98 in the World.

4 JERSEYVILLE Road E, Hamilton
$1,499,000
4 Beds ⋅ 3 Baths ⋅ X13419608 MLS
RARE opportunity to own a .85 acre property right in the heart of the highly sought after Ancaster area! This beautifully re-done 2100 sq. ft. raised bungalow is only minutes away from shopping, schools and highway 403.Fully open concept living room, dining room and beautiful custom eat-in kitchen with massive island.The extraordinary Master Bedroom retreat is tucked away on the south side of the home with gorgeous stone wall gas fireplace, massive walk-in closet and a spectacular 5 pc master ensuite with Jacuzzi tub.In-Law Suite potential. large office with separate entrance to the back patio.Soak in the south-facing sun on the large backyard patio deck and enjoy cool autumn nights around the fire pit.Fully fenced in area to let the dog run wild!! This massive property has plenty of space to create your dream backyard oasis.The fully finished basement features a massive cold room/cellar, rec-room with wet-bar, massive games room, basement bedroom 3 pc bathroom and laundry room. Oversized detached double car garage at the rear of the property and driveway parking for many vehicles.Home is set up with 2 furnaces (2016,2025),2 AC units (2016,2022).Features and Upgrades Include: Distributed Audio, Hardwood Flooring, In-Law Set Up, Gas Fireplace and much much more...a definite MUST SEE!!

404 Hamilton Drive, Hamilton
$1,550,000
3 Beds ⋅ 2 Baths ⋅ X13227946 MLS
Here's a polished marketing-focused version that emphasizes both the home and the exceptional opportunity: Imagine the possibilities on this impressive 85' x 250' lot in one of Ancaster's most sought-after neighbourhoods. This well-maintained all-brick bungalow offers comfortable living today while presenting outstanding future potential for families, investors, renovators, or those dreaming of a custom estate property. Featuring 3 bedrooms and 2 bathrooms, the home is set on a rare, deep lot that provides exceptional outdoor space, privacy, and endless opportunities to expand, renovate, or simply enjoy as is. Nestled in a prime family-friendly location, you'll appreciate being just moments from excellent schools, beautiful parks, conservation areas, golf courses, shopping, dining, and convenient highway access for commuters. Large lots in established Ancaster neighbourhoods are becoming increasingly difficult to find, making this a truly exceptional opportunity to secure a property with both immediate enjoyment and long-term potential. Whether you're looking for a place to call home, a renovation project, or the ideal setting for your future dream home, this is a rare offering in an unbeatable location.

53 LOVERS Lane, Hamilton
$1,099,900
4 Beds ⋅ 2 Baths ⋅ X12888068 MLS
Charming Ancaster Bungalow on Expansive Lot with Luxury Upgrades! Welcome to 570 Westview - a beautifully reimagined bungalow nestled in the heart of Ancaster, set on a magnificent 88 x 173 ft lot. This home perfectly blends modern elegance with thoughtful functionality, offering both style and substance across every inch of its meticulously upgraded interior and exterior. Step inside to discover a warm, open-concept living space, beautifully enhanced with vaulted ceilings, a gas fireplace, and a seamless flow into the fully renovated kitchen. Designed for multi-generational living or added flexibility, the home also features a private in-law suite and two separate laundry areas for ultimate convenience. Entertain effortlessly with a chef-inspired kitchen upstairs and a secondary kitchen in the basement - both tastefully updated (the basement kitchen completed with cost-conscious efficiency). The home features a luxurious hot tub, set within a professionally landscaped backyard oasis complete with a paver walkway, concrete patio, and elegant gazebo. Among the home's many standout features are premium European-imported windows and doors, including a spectacular nearly 12-ft "lift-and-slide" back door - offering effortless access to the backyard while flooding the interior with natural light. Most renovations were done between 2023 & 2025 and the septic bed and tank was replaced in 2007. Front door 2025. With easy highway access, this home is perfect for commuters and families alike. Every detail has been carefully considered to create a move-in-ready haven, blending craftsmanship, comfort, and modern flair.

570 Westview Avenue, Hamilton
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