Milton Homes with 100+ Approx Age

Milton Homes with 100+ Approx Age

Welcome to Milton, Ontario—a charming city that beautifully blends small-town warmth with modern amenities. Nestled in the heart of Halton Region, Milton is renowned for its picturesque landscapes, vibrant community spirit, and rich history. With a population that has steadily grown, this dynamic city offers a welcoming atmosphere for families, professionals, and retirees alike.

Milton is home to an array of homes that boast over 100 years of history, showcasing the craftsmanship and architectural styles of yesteryears. These charming residences often feature intricate details, spacious layouts, and unique character that newer constructions simply can't replicate. Living in one of these historic homes not only provides a sense of nostalgia but also a connection to the city's storied past.

As you stroll through Milton's tree-lined streets, you’ll discover an inviting blend of old and new. The downtown area is bustling with quaint shops, delightful cafes, and local eateries, perfect for enjoying a leisurely afternoon. The city also offers a wealth of parks and recreational facilities, making it an ideal setting for outdoor enthusiasts. Whether you’re hiking the scenic trails of the Niagara Escarpment or enjoying a picnic at one of the many parks, Milton’s natural beauty is sure to captivate.

In addition to its rich history and vibrant community, Milton boasts excellent schools, convenient access to major highways, and a variety of cultural events throughout the year. If you're seeking a home steeped in history and charm, Milton is the perfect place to call home. Come explore this delightful city and discover the unique properties that await you!

Newest Milton Homes with 100+ Approx Age

$2,499,000
7 Beds ⋅ 5 Baths ⋅ W13810016 MLS
AUTHENTIC BARNDOMINIUM RESTORATION of a circa 1800's Bank Barn! This 10 acre property located immediately west of the town of Brookville, is truly unique and offers so much potential for a variety of uses. The 3 level residence is actually a converted bank barn; featuring 3 levels of living space - ideal for multigenerational family needs or perhaps potential for an AirBNB? You have to see this home to appreciate how the unique architecture of the original bank barn, including exposed century beams, wood flooring, and massive vaulted ceilings of the original bank barn structure have been incorporated into living space. Both the main and second floors are configured to provide private open concept living quarters for multigenerational living or perhaps guest quarters for visitors. Main floor kitchen/dining area opens up to an elevated deck overlooking the in-ground pool/patio area, as well as the mature landscaped grounds, including a pond. BONUS AREA features an approx 1200 sq ft open space with 2 storey vaulted ceiling & original barn wood flooring which could be used to host family holiday gatherings, dances or even a family wedding. The lower level features additional living space and its own separate entrances from pool and parking areas. Did I mention the EQUESTRIAN FACILITY? Included in this property are a 10 box stall barn with upstairs storage and lounge area, an attached indoor arena, an outdoor sand ring, multiple paddocks and a 35' x 100' Coverall structure for equipment, hay and other storage needs.

11233 2nd Line, Milton
$889,900
3 Beds ⋅ 2 Baths ⋅ W13767482 MLS
Modern elegance meets historic soul in the heart of Old Milton. Tucked away on a quiet, low-traffic street in one of the town's most coveted neighbourhoods, this extensively updated century home offers a rare blend of timeless character and contemporary luxury. Inside, rich heritage trim and original architectural details create a warm, inviting atmosphere, paired seamlessly with sleek engineered hardwood floors across the main level. The heart of the home is a stylish, kitchen featuring a brand-new backsplash, modern appliances, and refined cabinetry. Designed for both grand hosting and casual living, the main floor boasts a formal living room alongside a separate, sun-drenched family room overlooking the property. Step outside to your private, fully fenced backyard-a serene oasis perfect for summer gatherings or quiet morning coffee. Located just steps from downtown Old Milton's boutique shops, cafes, and fine dining, as well as top-rated schools and fast transit routes, this turn-key property is an exceptional opportunity for buyers seeking luxury, location, and community.

39 Court Street N, Milton
$1,999,900
1 Beds ⋅ 1 Baths ⋅ W13725022 MLS
Scenic 83-acre rural property offering an exceptional opportunity to create a private country estate in a highly desirable location just south of Highway 401 and north of Campbellville. Set along a paved rural road, the property offers a beautiful combination of open fields, mature forest, natural features, and distinctive stone structures. A gated driveway provides privacy and leads into a peaceful setting with the space and character to design a one-of-a-kind custom residence, family retreat, or luxury country estate, subject to applicable approvals. A small charming one-bedroom stone farmhouse with a metal roof remains on the property. Last renovated in the 1950s, the building offers potential for restoration or future use as a guest house, home office, studio, or other accessory use. The house is vacant and has not been occupied for several years with existing furnace, well, septic and electricity. Adding further character are the striking stone ruins of a former barn. The enduring stonework and footprint create a distinctive architectural feature that could be incorporated into a future estate setting. The property is zoned A2 with a small portion of the northern land regulated by Conservation Halton, and Kilbride Creek runs through the northwest corner near the Pioneer Creek Trail. The property also includes open areas that were previously used for hay and horse paddocks, offering flexibility for goats, livestock, organic gardens, trails, recreation, equestrian use, or other permitted rural lifestyle uses. Conveniently located near Campbellville, Milton, Highway 6, and Highway 401, this is a rare opportunity to secure substantial acreage with privacy, natural beauty, and the freedom to create an extraordinary country estate close to major commuter routes and amenities.

9414 First Line Nassagaweya N/A, Milton
$1,999,900
1 Baths ⋅ W13724928 MLS
Rare and scenic 83-acre farm property ideally located just south of Highway 401 and north of Campbellville on a paved rural road. Offering a beautiful combination of open fields, mature forest, stone structures and natural features, this property presents an exceptional opportunity to create a private country estate, recreational retreat, or revive a farm. The land was previously in hay fields and horses once grazed throughout the property offering a potential organic farming opportunity. With vision and investment, the fields could be returned to agricultural production for livestock, equestrian and goats. A small stone 1 bdrm farmhouse protected by metal roof remains on the property. Last renovated in the 1950s, the home an ideal space for an inspiring home office, artisan studio, or private guest suite. The house is vacant, has not been occupied for several years with with existing furnace, well, septic and electricity. Enhancing the property a barn's enduring footprint offers lots of options with striking ruins. Its enduring stonework and footprint create an inspiring backdrop with potential for restoration or creative reuse as part of a future estate or farm setting.The property is zoned A2, with no farm property tax credit currently applied. A small portion of the northern lands is regulated by Conservation Halton, and Kilbride Creek runs through the northwest corner near the Pioneer Creek Trail. Paddocks were present as recently as 2022. Gated driveway access provides privacy from the paved rural road. Centrally located near Campbellville, Milton, Highway 6 and Highway 401, this is a rare opportunity to secure substantial acreage with natural beauty and the potential to create a one-of-a-kind country estate or renewed farm property in a highly desirable rural location.

9414 First Line Nassagaweya N/A W, Milton
Start Your Search