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

$929,900
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
$1,475,000
3 Beds ⋅ 3 Baths ⋅ W13714224 MLS
A piece of Old Milton history, thoughtfully updated for today. Welcome to 22 Mary Street, a beautiful Century home set on one of Old Milton's most established and sought-after streets. With its inviting covered porch, mature gardens and unmistakable character, this is a home that feels special before you even step inside.Throughout the home, original details have been thoughtfully preserved alongside modern updates, creating a warm and distinctive blend of old and new. Deep baseboards, classic trim, beautiful wood flooring and architectural details tell the story of the home's past, while the renovated kitchen and updated living spaces offer the comfort and functionality today's homeowners expect.The heart of the home is the impressive kitchen and dining area, featuring a vaulted ceiling, exposed beams, original brick detailing, a generous island, quartz counters, stainless steel appliances, and direct access to the backyard. It's a space designed as much for everyday life as it is for gathering with family and friends.The main level also features a spacious living room, versatile office or sitting room, inviting family room with woodstove, and convenient main-floor laundry. Upstairs, you'll find three comfortable bedrooms, a beautifully updated family bathroom, and a private primary ensuite.Outside, the magic continues. The mature, private grounds are beautifully landscaped and designed for enjoying every season, with a deck, pergola, covered gathering space and outdoor woodstove creating an extension of the living space. With ample driveway parking and an unbeatable Old Milton location, you're just minutes from downtown shops, restaurants, parks, the Mill Pond, schools, pool and community amenities.

22 MARY Street, Milton
$1,899,000
3 Baths ⋅ W13443944 MLS
MIXED-USE Renovated Gem on Main St. Campbellville! Circa 1880 building blends timeless historic charm with thoughtful modern updates, offer mixed-use zoning in the heart of picturesque Campbellville - directly across from a Conservation Area. All four levels above grade, providing an abundance of natural light and layout flexibility. Currently separate residential units. The property also offers excellent potential for professional offices, live-work setups or other permitted commercial uses. STREET LEVEL: Features a dedicated entrance off Main Street, with two large rooms and large street facing windows, direct access to storage garage, 3-piece bath plus easy access to the main floor. PRIMARY UNIT: Showcases 10' ceilings, 8' doorways, windows on all sides, rich hardwood flooring. A renovated chefs kitchen with quartz counters, full-height cabinetry, Wolf gas stove, side-by-side fridge/freezer, stainless steel dishwasher and lg pantry. A vaulted-ceiling family room opens to a private terrace and backyard. Also includes a bright living room, gas fireplace, large dining room, two bedrooms, a stylish 4-piece bath and a laundry room with quartz counters. UPPER UNIT w/LOFT: With separate entrance, features original pine floors, full kitchen, living room, spacious bedroom and large closet. LOFT: Private with tin-clad dormer ceilings, pine floors, privacy door and stunning north/south views. THE PROPERTY: Mature landscaping, private terraces, pergola, fire pit, workshop and garage/storage space. Private driveway fits 2+ vehicles. A rare opportunity for investors, professionals or multi-generational families to own a versatile property in a vibrant community. CAMPBELLVILLE - a haven for outdoor enthusiasts with easy access to Hilton Falls, Kelso, and top cycling routes including Limehouse Loop and Escarpment View. Zoning allows for a variety of residential and commercial uses verify with the Town of Milton for permitted options.

11 Main Street S, Milton
$1,899,000
5 Beds ⋅ 3 Baths ⋅ W13443922 MLS
A Rare Landmark in the Heart of Campbellville! Historic Character, Modern Comfort, Endless Possibilities! Circa 1890 & renovated throughout -- a truly unique offering. Perfectly positioned on Main Street across from the Conservation Area, this exceptional property blends timeless architectural charm with modern updates throughout. Plus Mixed-Use Zoning, creating endless opportunities for living, working and investing. The property's distinctive topography allows all four levels above grade, flooding the home with natural light and remarkable flexibility throughout. Currently configured for multi-generational living, each level offers privacy, function, and character. STREET LEVEL: features private entrance, a spacious family room, bedroom/office, full bath, access to the storage/garage and upper level-ideal for a home-based business, professional office, guest suite. MAIN FLOOR: Ideal for entertaining, this level showcases 10' ceilings, 8' doorways, rich hardwood flooring, breathtaking views from all four sides, an exceptional sense of space and light. A welcoming family room/entrance with vaulted ceilings walks out to a private terrace and yard, an elegant living room features a gas fireplace, windows/views on three sides and an expansive dining room. The renovated kitchen is beautifully appointed with quartz countertops, floor-to-ceiling cabinetry, side-by-side refrigerator/freezer, Wolf gas range, S/S dishwasher and pantry. Two bedrooms, a 4-piece bath, laundry room complete this level. UPPER-LEVEL & LOFT: w/ separate entrance, offers exceptional versatility with full kitchen, living room, bedroom, W/I closet, 4-piece bath, charming pine floors/stairs plus the loft - a captivating open-concept retreat featuring tin-clad dormers, north/south views and warm pine floors. OUTSIDE: enjoy a private landscaped setting with mature gardens, terraces, pergola, fire pit, workshop, storage/garage, parking for 2+ vehicles. A distinctive property w/ exceptional flexibility!

11 Main Street S, Milton
$3,649,900
5 Beds ⋅ 5 Baths ⋅ W13144694 MLS
Set on a rare half-acre backing onto protected conservation land, 57 Victoria Street offers a level of privacy and calm rarely found within town limits. Surrounded by mature trees and curated gardens, the home feels intentionally removed, with each window framing a quiet connection to the outdoors. It's a setting that offers true serenity without isolation. Known as The Judges House, this is one of Milton's most iconic addresses, reimagined through a complete two-year, $2 million transformation that merges its Victorian architecture with an uncompromising standard of modern living. With over 5,000 sq ft, the home is designed for both presence and ease. A more traditional front layout transitions into an open rear living space, creating a natural balance between structure and flow. Light moves effortlessly throughout, enhanced by expansive windows, refined millwork, and thoughtfully integrated living spaces. Every finish, fixture, and system has been specified without compromise - a home that performs as beautifully as it looks. A fully detached two-storey coach house is a self-contained residence that introduces rare flexibility, ideal for a private workspace, studio, or guest residence, set apart from the main home. While the setting feels calm and removed, seamless access to the city and a short walk to Main Street create a true sense of escape without compromise or isolation. A rare offering defined by privacy, scale, and architectural significance.

57 Victoria Street, Milton
Start Your Search