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

462 Evergreen Avenue, Hamilton
$838,999
3 Beds ⋅ 2 Baths ⋅ X14114912 MLS
Set up on a hill among mature trees and thriving gardens, this three bedroom, two bathroom home is just a few houses away from Pinecrest Park. This brick home with siding accents has been lovingly cared for by only two owners. It blends original character with the updates buyers want. Classic plaster walls and mouldings set the tone throughout, and the layout offers room to live, gather and work.The oversized living room is the heart of the home, with a gas insert fireplace, a dedicated piano nook and a separate conversation area. The large dining room easily seats a crowd and still has space for a sitting area, perfect for lingering after dinner. The eat-in kitchen has plenty of counterspace and storage, along with a built-in china cabinet. Bonus there is a bright three-season solarium lets you enjoy the outdoors from indoors, overlooking the gardens.The lower level adds a family room, a great big den, a full workshop, a mechanical room behind a secret door, and a laundry room with a sewing nook, plus a second bathroom. The carport offers plenty of extra space and backyard access, with an attached shed for storage.Major updates give peace of mind: furnace, sump pump and roof all within the last 10 years.

462 Evergreen Avenue, Hamilton
340 Clarendon Drive, Hamilton
$1,199,999
2 Beds ⋅ 3 Baths ⋅ X14100622 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), most 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
311 Golf Links Road, Hamilton
$1,100,000
3 Beds ⋅ 3 Baths ⋅ X14099764 MLS
Welcome to 311 Golf Links Rd, tucked away inside a rare private enclave in the heart of Ancaster, just steps from the prestigious Hamilton Golf & Country Club. Surrounded by gorgeous, mature trees, this classic raised bungalow offers a serene setting where privacy and tranquility take centre stage. Featuring 2+1 bedrooms and 2.5 bathrooms, the home provides a versatile layout with plenty of space for everyday living, entertaining, or hosting family and guests. Enjoy the peaceful, secluded surroundings while still being close to everything Ancaster has to offer. Step outside and walk to the Ancaster Rail Trail for morning walks, runs, or bike rides through nature. A truly special opportunity to own in one of Ancaster's most private and sought-after settings, where mature trees, natural beauty, and an exceptional location come together.

311 Golf Links Road, Hamilton
11 Miller Drive, Hamilton
$834,900
4 Beds ⋅ 2 Baths ⋅ X14089482 MLS
Welcome to this charming 1956 home, lovingly owned by the same family since it was built and situated on an impressive 75' x 150' lot in the sought-after Maple Lane Annex of Ancaster. Beautiful front landscaping welcomes you with a newer paver stone walkway, armour stone and composite front deck, creating wonderful curb appeal. Inside, the home retains its original character with hardwood floors and timeless details, including a built-in dining room cabinet for glassware and glass hardware on the interior doors. The oversized kitchen features a cooktop, built-in wall oven and bay window updated in 2018, with direct access to a large deck overlooking the private backyard and gardens; perfect for outdoor dining, relaxing and entertaining. The main level offers three bedrooms, while the finished basement provides excellent additional living space with a recreation room, fourth bedroom, three-piece bathroom and plenty of storage. Thoughtful updates include a 2024 roof and chimney, 2023 furnace and air conditioning with maintenance contract, offering peace of mind while preserving the character and charm of this well-loved home. Ideally located in Maple Lane Annex, with convenient access to Highway 403, shopping, dining, schools, parks and recreation, as well as historic Ancaster Village and the area's beautiful trails and conservation lands. A wonderful opportunity to own a character-filled home with a generous lot, private gardens and versatile living space in an established Ancaster neighbourhood. RSA.

11 Miller Drive, Hamilton
58 Hatton Drive, Hamilton
$849,000
5 Beds ⋅ 1 Baths ⋅ X14082378 MLS
Welcome to 58 Hatton Drive! Nestled in a mature Ancaster neighbourhood, this charming 3+2 bedroom bungalow offers an exceptional blend of comfort, versatility, and outdoor living on a generously sized, private lot-a rare find at this price point!A welcoming front porch leads into a bright main floor featuring a spacious living room with a cozy gas fireplace and an adjoining dining area with sliding doors to an expansive entertaining deck. The tastefully appointed kitchen will soon feature a brand-new window, scheduled for installation at the end of October. Three comfortable bedrooms and a 4-piece bathroom, complete with a 2025 Bath Fitter tub and lifetime warranty, complete the main level.The finished lower level offers plenty of flexibility, with a large recreation room and two additional bedrooms-perfect for home offices, guest accommodations, or a teen retreat. A dedicated laundry room and ample storage provide added convenience, with space to add a second bathroom.The expansive, private backyard is a true standout, offering the kind of outdoor space that's increasingly difficult to find in Ancaster at this price! Enjoy summer days in the 18-foot above-ground pool with new deck and steps, entertain on the spacious main deck, or simply relax in your own backyard retreat. A convenient storage shed completes the outdoor space.Ideally located within walking distance of both public and Catholic schools, and just steps from the beloved Castelli Mercato, known for its delicious Italian baked goods, pizza, and coffee.With five bedrooms, flexible living spaces, and an exceptional lot in a sought-after neighbourhood, 58 Hatton Drive offers a wonderful opportunity to put down roots and make lasting memories!

58 Hatton Drive, Hamilton
816 ALEXANDER Road, Hamilton
$1,599,900
5 Beds ⋅ 4 Baths ⋅ X14029242 MLS
Some homes make you feel at home before you've even set your keys down. Tucked away in Ancaster Heights, 816 Alexander Road is one of them. Vaulted ceilings and generous windows create a sense of space, while a gas fireplace anchors the living room and a separate sitting room adds warmth with hardwood floors and distinctive tile work. The kitchen is a natural focal point, with custom cabinetry, granite surfaces and an oversized island made for everyday living and entertaining. A 36-inch gas cooktop, double ovens and a backyard walkout complete the space. The primary bedroom feels like a private retreat, with vaulted ceilings, pot lights, a walk-in closet, 3-piece ensuite and its own backyard walkout. Two additional bedrooms, a full bathroom, main-floor laundry and a generous powder room complete the main level. Downstairs, the finished basement offers room to spread out, with a wet bar, electric fireplace, two spacious bedrooms, a 3-piece bathroom and office space. A separate unfinished area accessed from the garage offers added flexibility. But the backyard may be hardest to leave. Set on a 100 x 125 ft lot, mature trees and established gardens create a wonderfully private setting. Climbing hydrangeas, a Japanese red maple and a covered sitting area make it easy to linger. A 10-by-10-foot garden shed keeps practical details tucked away. A double-car garage with mezzanine storage and a driveway with parking for approximately eight vehicles round out the package. With approximately 2,295 square feet above grade, there's room to spread out without losing the warmth that makes this home special. Close to Ancaster's amenities, schools, parks and, of course, waterfalls, this is established neighbourhood living at its best. RSA.

816 ALEXANDER Road, Hamilton
904 Montgomery Drive, Hamilton
$949,900
3 Beds ⋅ 2 Baths ⋅ X14028434 MLS
A hidden gem in the heart of Ancaster! This charming all-brick detached bungalow offers 3 bedrooms, 2 bathrooms, a finished basement with endless potential, and a large, private yard-a rare find in such a convenient location. Nestled in a quiet neighbourhood just minutes from stunning waterfalls, trails, highway access, and downtown Ancaster. The perfect opportunity to create the home you've been looking for!

904 Montgomery Drive, Hamilton
204 Fallingbrook Drive, Hamilton
$2,195,000
4 Beds ⋅ 4 Baths ⋅ X13837102 MLS
Ideally set on an oversized, beautifully landscaped corner lot in a sought-after Ancaster neighbourhood, this exceptional modern farmhouse home has been completely transformed with sophisticated ,high-end renovations throughout. The impressive curb appeal features a circular driveway with parking for up to 10 vehicles, double garage, and charming front porch-perfect for relaxing and enjoying the neighbourhood. Inside, elegant hardwood floors flow throughout the main level into a bright dining room. The chef-inspired kitchen is a true showstopper, featuring a 6-burner gas range, apron sink, full-size fridge and freezer, custom cabinetry, and generous island overlooking the dinette and welcoming living room. A striking fireplace anchors the soaring vaulted ceiling with exposed beam, while large windows and a walk-out fill the space with natural light and provide easy access to the private backyard. A dedicated home office, powder room, laundry room, and inside garage entry complete the main floor. Upstairs, solid wood stairs with sleek glass railings lead to a luxurious primary retreat with cozy reading nook, two generous walk-in closets, and elegant 5-pc ensuite featuring double vanity, soaker tub ,and glass-enclosed walk-in shower. Two additional spacious bedrooms with full wardrobes and a beautifully appointed 4-pc bath complete the upper level. The finished lower level adds versatile living space with engineered hardwood throughout the large rec room, ideal for media and games, plus a wet bar for entertaining. A fourth bedroom with walk-in closet and private 4-pc ensuite creates an ideal guest or teen retreat. Wine enthusiasts will love the impressive wine cellar, reminiscent of a private winery. Outside, the backyard oasis features a full-length patio, beautiful landscaping, and garden shed-an exceptional setting for family gatherings and summer entertaining. Luxury, comfort, and thoughtful design come together beautifully in this remarkable Ancaster home.

204 Fallingbrook Drive, Hamilton
381 Woodworth Court, Hamilton
$1,729,000
4 Beds ⋅ 5 Baths ⋅ X13830856 MLS
Welcome to 381 Woodworth Court, a remarkable side split on a quiet court backing onto greenspace in Ancaster's coveted Perth Park neighbourhood. Offering 3,269 sq ft of beautifully designed and thoughtfully finished living space, this home is an entertainer's dream. The open concept main level flows from the dining area, with its built-in servery and wine bar, to a sitting area warmed by a field stone fireplace. The kitchen impresses with a large island, gas range and custom cabinetry. Step out to the deck overlooking a private backyard oasis featuring an inground pool with waterfall, hot tub, a gazebo with lounging area and plenty of space for kids to play. The second level is home to a serene primary retreat with fireplace, private deck and a walk-in closet with built-in cabinetry. The spa-like ensuite offers a dressing table, heated floors and a luxurious shower. An office and convenient laundry complete this level. Upstairs, three generous bedrooms each enjoy their own private ensuite. The lower level is made for gathering, with an expansive family room featuring a wet bar and fireplace, next to a glass-surrounded sunroom perfect for games on rainy days. A full bathroom serves guests after a swim or soak, while a theatre room, second kitchen and abundant storage add everyday ease. Close to parks, excellent schools, shopping, the historic Village and easy highway access, this is a rare opportunity to own a truly special home in one of Ancaster's most sought-after pockets. RSA.

381 Woodworth Court, Hamilton
43 Miller Drive, Hamilton
$999,000
3 Beds ⋅ 2 Baths ⋅ X13825568 MLS
PRESTIGE and ELEGANCE meet in the heart of Ancaster. This all-brick bungalow is a SHOWSTOPPER nestled on an expansive lot in one of the area's most exclusive A+ neighbourhoods offering an unparalleled living experience. The beautifully curated 3 bedroom, 2 full bathroom layout offers an open concept main living space. Centred around a custom chef's kitchen with stone counters, timeless backsplash, stainless appliances and plenty of beautiful cabinets. The inviting living room is complete with high-end built-ins and a striking fireplace. The property features a fully finished, spacious lower level tailored for entertaining and family relaxation. The outdoor living space offers a great place for entertaining and relaxation. With an above ground pool you can stay cool on the hot summer days, brand-new deck for enjoying a good book, family dinners or entertaining and still plenty of space for the kids/grand kids and furry friends to run an play. This home offers a rare blend of timeless luxury, executive comfort and commuter convenience close to highway access and ALL amenities including both Catholic and public schools. This exceptional residence is true perfection and must be seen!

43 Miller Drive, Hamilton
66 Garden Avenue, Hamilton
$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
63 Cait Court, Hamilton
$1,595,000
5 Beds ⋅ 3 Baths ⋅ X13755440 MLS
Live right in Ancaster village! Move 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. 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 tranquil! 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 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
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