Halton Hills Homes with 100+ Approx Age

Halton Hills Homes with 100+ Approx Age

Welcome to Halton Hills, a charming and vibrant community nestled in the heart of Ontario, Canada. This picturesque town, located within Halton Region, is renowned for its stunning natural landscapes, rich history, and welcoming atmosphere. With a perfect blend of urban conveniences and small-town charm, Halton Hills offers a unique lifestyle that appeals to families, retirees, and everyone in between.

One of the most captivating aspects of Halton Hills is its architectural diversity, particularly the homes that boast over 100 years of history. These timeless residences reflect the craftsmanship and character of a bygone era, showcasing unique designs and historical significance. Imagine living in a home that has stood the test of time, with stories woven into its walls and a sense of nostalgia that permeates every corner.

The town is also home to an array of parks, trails, and recreational facilities, making it an ideal spot for outdoor enthusiasts. Whether you enjoy hiking through the scenic trails of the Niagara Escarpment or exploring the quaint downtown area filled with boutique shops and local eateries, Halton Hills has something for everyone.

Moreover, the community is known for its strong sense of belonging, with friendly neighbors and a plethora of events that foster connections among residents. From farmers' markets to seasonal festivals, there’s always something happening in Halton Hills.

If you’re searching for a home that combines historical charm with a vibrant community spirit, Halton Hills is the perfect place to call home. Discover the beauty and character of this exceptional town today!

Newest Halton Hills Homes with 100+ Approx Age

21-23 Guelph Street, Halton Hills
$819,900
5 Beds ⋅ 3 Baths ⋅ W14163662 MLS
Welcome to this charming 2-storey duplex in the heart of Georgetown, offering a fantastic opportunity for investors or buyers seeking a versatile multi-unit property with income potential. Situated on a generous 66 x 132 ft lot, this property features two spacious above-grade units and a finished basement apartment. Surrounded by mature trees and greenery, the property combines character, functionality, and a convenient location close to everyday amenities. Both above-grade units feature bright and spacious living and dining areas with laminate flooring, large windows, and functional layouts designed for comfortable everyday living. The kitchens offer ample cabinetry and patio access. The bedrooms are located on the second level, offering separation from the main living areas, while one unit also features a versatile den that can serve as a home office, study, or additional flexible space. The finished basement apartment offers an open-concept living and dining area, a functional kitchen, a separate bedroom, and a 4-piece bathroom, providing additional accommodation. With three kitchens, three bathrooms, separate in-suite laundry and parking for three vehicles, this property offers flexibility for a variety of living arrangements. Currently tenanted on month-to-month leases, the property generates a combined rental income of $5,350 per month, including utilities, making it an attractive opportunity for those looking to expand their investment portfolio. Ideally located near parks, schools, public transit, recreational facilities, and downtown Georgetown's shops and restaurants, this property offers the convenience of an established community with excellent long-term potential. Unit 21: 2+1 bed, 1 4pc bath, 1 parking. Unit 23: 2 bedroom, 1 4pc bath, 1 parking. Basement: 1 bed, 1 4pc bath, 1 parking.

21-23 Guelph Street, Halton Hills

15 Charles Street, Halton Hills
$799,000
3 Beds ⋅ 2 Baths ⋅ W14110194 MLS
Steeped in history and brimming with character, this exceptional semi-detached modernized century home offers an unprecedented entry point into Georgetown's prestigious Park District. Step inside to discover magnificent living and dining spaces defined by soaring high ceilings, original floors, sun-drenched windows, and a seamless blend of original period architecture with sleek updates. The upgraded kitchen acts as the heart of the home, featuring convenient walkouts leading directly to an impressive, extra-deep landscaped backyard framed by a canopy of mature trees. This private outdoor haven boasts a versatile detached shed with hydro, making it the perfect setup for a workshop or a private retreat. Upstairs, the home features three spacious, light-filled bedrooms and an updated main bath completed with cozy heated flooring. The layout effortlessly balances classic aesthetic charm with modern everyday functionality. Beyond the front door lies an unbeatable downtown lifestyle. Enjoy being within a short walk of Georgetown's finest boutique shops, renowned restaurants, the stunning local library, and the neighbourhood art gallery. Take peaceful strolls along the nearby back trails or soak up the vibrant community spirit at annual events held at the neighbouring historic fairgrounds. Delivering quintessential charm, incredible outdoor space, and top-tier community amenities, this turnkey residence presents a rare opportunity to own a piece of local history in a truly prized neighbourhood.

15 Charles Street, Halton Hills

16 Wildwood Road, Halton Hills
$1,475,000
3 Beds ⋅ 3 Baths ⋅ W13823710 MLS
Half acre lot in the Heart of Glen Williams! Beautifully renovated 3 bedroom home situated on a spacious lot. Open concept main floor is designed for entertaining featuring a sun filled living room, dream kitchen & spacious dining room perfect for hosting family gatherings. The versatile main floor office offers the flexibility to serve as a cozy TV room or potential 4th bedroom. Bright & spacious laundry room is conveniently located on the 2nd floor. Private primary suite occupies the entire 3rd floor, offering a generous closet & a 3 piece ensuite creating a peaceful retreat at the end of the day. Renovated 2018, new electrical, plumbing, windows throughout (exception of two breakfast-area windows). Spray foam insulation provides excellent efficiency for both heating & cooling.The impressive 712 sq. ft. workshop offers ideal versatility & endless possibilities, w ample space for vehicles, equipment, woodworking, hobbies, or comfortably storing a 16 ft boat. The workshop is equipped w a 60-amp panel & custom built workbenches. Parking is abundant, w space for 2 vehicles in the garage, up to 9 vehicles in front of the workshop, & an additional parking space beside the home. This property offers outstanding flexibility for a variety of needs. Enjoy your morning coffee on the porch overlooking peaceful, tree lined surroundings. Ideal garden for children & pets to play, complete with a custom built children's dream treehouse! The location offers the best of Glen Williams living. Walk your children to School, enjoy an afternoon at the park, explore the nearby trails, or cool off in the river. Local amenities are right at your doorstep. This beautifully positioned corner lot home on Wildwood Road, w access from Erin St & backing onto Beaver St offers a premium combination of space, privacy, convenience & community. A wonderful opportunity for a family to put down roots and create cherished memories in one of Ontario's most charming villages!

16 Wildwood Road, Halton Hills

9920 Regional Road 25 Road, Halton Hills
$1,269,900
5 Beds ⋅ 3 Baths ⋅ W13736552 MLS
Situated on a 4.1-acre property in desirable Rural Halton Hills, this notable solid cut-limestone century home (c. 1890s) offers the perfect blend of historic charm, modern updates, and exceptional privacy just five minutes from Milton and Highway 401. Backing onto a protected ravine, the picturesque setting features scenic views, mature trees, multiple outbuildings including a workshop, woodshed, garden sheds, and a garage equipped with an EV plug, plus a second driveway providing convenient access for maintenance vehicles and the workshop. Inside, over 3,200 sq. ft. of beautifully maintained living space showcases original millwork, hardwood flooring throughout, elegant light fixtures, and freshly painted interiors in a soft neutral palette. The heart of the home is a bright kitchen with black granite countertops, a large island, stainless steel appliances, and views of the surrounding grounds. Separate living, dining, and family rooms offer abundant space for entertaining and everyday living, with direct access to the backyard deck. The home features five spacious bedrooms and three bathrooms, including a private third-floor retreat complete with its own 4-piece ensuite and vessel tub. Additional highlights include a brand-new electric heat-pump HVAC system (2026), custom front door (2025), new basement exterior door (2026), invisible perimeter dog fence with dedicated dog run, a partially finished basement, and exceptionally low annual property taxes. This is the dream home we know you have been waiting for!

9920 Regional Road 25 Road, Halton Hills

53-55 Wellington Street, Halton Hills
$1,099,000
9 Beds ⋅ 4 Baths ⋅ W13710920 MLS
Fully tenanted legal non-conforming triplex in Acton offering 3 self-contained units on a prominent 9,020 sq ft corner lot with LDR1-1 zoning. Current rental income is $2,397/month for Unit 1, $2,397/month for Unit 2, and $2,300/month for Unit 3, for a total gross monthly income of $7,094 and annual gross income of $85,128. All tenants are month-to-month and pay their own utilities, creating a clean income structure for investors. The property is fully occupied and already functioning as a stable income-producing asset from day one, making it an attractive option for buyers seeking immediate revenue without first repositioning or stabilizing the asset. The three-unit configuration also provides a more balanced risk profile than a single-family rental, with income spread across multiple units rather than relying on a single tenant. Positioned on a corner lot, the property benefits from stronger curb presence, easier access, and a more open overall feel than many comparable properties, adding to both tenant appeal and long-term real estate value. Acton continues to draw attention from buyers and renters seeking a more affordable alternative to surrounding markets while still offering practical access to daily amenities, recreation, and GO service. This is the type of location that appeals to tenants looking for value, functionality, and a quieter lifestyle without giving up convenience. Notable updates include a roof approximately 4 years old and a driveway approximately 3 to 4 years old, helping support the property's usability and overall appeal. For investors, the opportunity here is not based on speculation or heavy repositioning, but on acquiring a fully operating multi-unit property with consistent in-place income and gradual upside over time as units turn over naturally and rents are reviewed against market conditions. An excellent opportunity for investors seeking stable cash flow, multiple income streams, and long-term upside in a practical commuter market.

53-55 Wellington Street, Halton Hills

25 Stewarttown Road, Halton Hills
$1,595,000
5 Beds ⋅ 3 Baths ⋅ W13701292 MLS
Welcome to 25 Stewarttown Road in Halton Hills, a beautifully renovated 4-bedroom home offering over 3,000 sq. ft. of living space on an impressive 106 x 147 ft. lot, just 4 minutes from Downtown Georgetown. Designed for everyday living and entertaining, the stunning great room features 10-ft ceilings, a reclaimed brick feature wall and cozy wood-burning stove. The oversized custom kitchen offers exceptional space to gather, with radiant heated travertine floors extending through the kitchen, laundry room and main-floor bath.Upstairs, the private primary retreat features a Juliet balcony, gas fireplace and spa-inspired 5-piece ensuite with heated towel rack. Three additional spacious bedrooms offer flexibility for family, guests or a home office.Extensively upgraded for comfort and efficiency with 200-amp service, 50-year shingles, owned tankless water heater, high-efficiency combo furnace/tankless system, newer A/C, R60 insulation, water softener, central vacuum and newer garage door.Step outside to your own Muskoka-inspired backyard retreat featuring a screened-in porch, 3-season sunroom with retractable movie screen and over 1,200 sq. ft. of multi-level composite decking. Enjoy the custom outdoor bar, sunken hot tub, irrigation-fed planters and stone patio with permit-approved fire pit and swim spa.With parking for 4 and easy access to Georgetown schools, parks, shopping, restaurants and commuter routes, this exceptional Halton Hills home delivers the space, privacy and outdoor lifestyle you've been searching for-minutes from town.

25 Stewarttown Road, Halton Hills

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