Ancaster Homes with 51-99 Approx Age

Ancaster Homes with 51-99 Approx Age

Welcome to Ancaster, a charming and historic neighborhood nestled within the vibrant city of Hamilton, Ontario. Known for its picturesque landscapes and rich heritage, Ancaster offers a unique blend of small-town charm and modern amenities, making it an ideal place to call home.

Ancaster is steeped in history, with roots dating back to the early 1800s. Stroll through the quaint streets lined with beautifully preserved heritage homes, many of which boast an age of 51 to 99 years. These homes exude character and charm, featuring classic architectural styles that reflect the area’s storied past. From cozy bungalows to stately two-story residences, each property tells its own tale, inviting you to create new memories within its walls.

The neighborhood is not just about beautiful homes; it also offers a vibrant community atmosphere. Locals enjoy easy access to a variety of parks, recreational facilities, and walking trails, perfect for outdoor enthusiasts and families alike. Ancaster's rich natural beauty is complemented by excellent schools, boutique shops, and a selection of delightful dining options, ensuring that residents have everything they need right at their fingertips.

Ancaster is also conveniently located near major highways, making commutes to downtown Hamilton and beyond a breeze. With its friendly community spirit, stunning landscapes, and a rich tapestry of history, Ancaster is more than just a place to live—it's a place to thrive. Discover your new home in this enchanting neighborhood, where the past meets the present in perfect harmony.

Newest Ancaster Homes with 51-99 Approx Age

$1,279,900
3 Beds ⋅ 3 Baths ⋅ X13803646 MLS
Set at the quiet end of Valleyview Drive in one of Ancaster's most private pockets, this three-bedroom Cape Cod offers approximately 1,816 square feet above grade on a deep, exceptionally private lot backing onto mature trees. Inside, the layout is easy and well proportioned. A light-filled living room and formal dining room lead to a substantial family room, anchored by a radiant gas fireplace with French doors to the rear patio. The eat-in kitchen is finished in quartz with stainless appliances and a gas range, beneath painted wood ceilings that vault above the breakfast area, where sliding doors open to the rear yard. A second set of laundry appliances sits discreetly alongside. Upstairs, the primary bedroom is generous in proportion, with a walk-in closet and three-piece ensuite, joined by two further bedrooms beneath dormer windows and a four-piece bath. The lower level is fully finished: a bright recreation room, a three-piece bath, a laundry room with sink and cabinetry, a workshop and considerable storage. The grounds are the rare part - a timber-frame pavilion, a fire pit set into the lawn, raised garden boxes, a 20' x 12' organic garden plot, and a custom-built garden house with its own covered porch. A 20' x 80' paved drive accommodates up to eight vehicles.

40 Valleyview Drive, Hamilton
$1,299,900
5 Beds ⋅ 2 Baths ⋅ X13784994 MLS
Rare opportunity on a quiet court in one of Ancaster's most established locations, steps from the western edge of Hamilton Golf & Country Club. Lovingly maintained by the same family for 40+ yrs, this distinctive 2325 sq ft home is situated on an exceptionally private 75' x 174' lot surrounded by mature trees & lush landscaping. Parking for 4+ vehicles + an extra-deep single garage w/ bonus storage. Inside, the flexible layout offers 5 bdrms & 2 full baths. Main lvl feat incl a spacious liv rm w/ wood-burning FP, formal din rm, updated kitch & 2 bdrms alongside a 4-pc bath. At the rear, a wonderful family rm overlooks the spectacular yard & feat an abundance of windows, skylights, vaulted ceil, attractive wood beam & gas stove FP. Upper lvl offers 3 add bdrms, a 5-pc bath & distinctive mid-century modern architectural influences. Partially fin lower lvl provides a rec rm, utility area & plenty of storage. Outdoor living is a standout feature. Expansive stone patio offers multiple entertaining areas incl a gazebo & motorized retractable awning, all surrounded by meticulously maintained grounds professionally cared for by Danasy Landscaping & Maintenance. Rear storage shed. Noteworthy improvements incl some replacement windows + ongoing maintenance throughout ownership. Surrounded by stunning residences & many newer luxury builds, this tightly held location offers remarkable privacy while remaining a short drive from Ancaster Village, shops, restaurants, parks, schools, conservation areas & major commuter routes. An increasingly rare combination of lot, location & opportunity in the heart of Ancaster.

109 Rosemary Lane, 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
$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. 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
$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
$1,249,900
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
$769,000
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
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