Milton Homes with 51-99 Approx Age

Milton Homes with 51-99 Approx Age

Welcome to Milton, Ontario—a vibrant and growing community nestled in the heart of Halton Region. Known for its picturesque landscapes and welcoming atmosphere, Milton seamlessly blends small-town charm with modern conveniences. Just a short drive from Toronto, this city is perfect for those seeking a peaceful suburban lifestyle without sacrificing access to urban amenities.

Milton is renowned for its rich history, thriving economy, and a strong sense of community. With a diverse population, residents enjoy a plethora of cultural events, local festivals, and recreational activities. The breathtaking natural beauty of the Niagara Escarpment offers residents countless opportunities for outdoor adventures, from hiking and biking to serene picnics in the park.

For homebuyers seeking properties with character, Milton boasts a selection of homes aged between 51 to 99 years. These charming residences often feature unique architectural styles that reflect the city’s historical roots, providing a sense of nostalgia and warmth. Many of these homes have been lovingly maintained or tastefully updated, offering modern comforts while preserving their original charm.

Families will appreciate the excellent schools, parks, and community centers that make Milton an ideal place to raise children. With an array of shopping, dining, and entertainment options, residents can enjoy a fulfilling lifestyle without venturing far from home.

Whether you’re a first-time homebuyer or looking to settle down in a welcoming community, Milton offers a perfect blend of history, charm, and modern living. Discover your dream home in this enchanting city today!

Newest Milton Homes with 51-99 Approx Age

4014 Twenty Side Road, Milton
$1,090,000
3 Beds ⋅ 3 Baths ⋅ W14116926 MLS
Well-maintained detached home with Three bedrooms on a rare 1.2-acre lot. Bright, functional layout with an eat-in kitchen, hardwood flooring, and a spacious dining area featuring oversized windows and a private backyard. The expansive property offers exceptional outdoor space with endless potential, the perfect balance of space, privacy, and convenience.

4014 Twenty Side Road, Milton
5649 25 Side Road, Milton
$849,900
3 Beds ⋅ 1 Baths ⋅ W14095602 MLS
Welcome to 5649 Sideroad 25, a 4.98-acre country property on the Acton-Milton border offering a combination of privacy, open space, and potential. Set back from the road along a private driveway, the property features mature trees, expansive lawns, and a peaceful rural setting surrounded by natural beauty. The existing 3-bedroom bungalow is situated on a well-maintained, treed portion of the property, providing privacy and separation from the surrounding farmland. The home requires extensive renovations, presenting an opportunity for buyers looking to restore the existing residence or explore future possibilities for the property. Approximately half of the acreage is currently rented to a local farmer while the remaining land offers generous open green space, mature landscaping, and a variety of trees throughout. The true value of this property lies in the land. With nearly five acres of countryside, an established residential setting, and plenty of room to envision something new, this property offers an excellent opportunity for buyers looking to invest in acreage and create their own country retreat.

5649 25 Side Road, Milton
5121 FIRST Line, Milton
$15,900,000
W14080960 MLS
Strategically located between Milton and Oakville, this rare parcel sits directly across from CN Logistics Hub slated to be operational in the near future. In the heart of one of the Region's most anticipated industrial corridors. Offering excellent frontage along First Line and easy access to major highways, the property is currently zoned agricultural. Currently improved with a barn and a residential dwelling/office, currently owner occupied - providing flexibility for investors and developers alike. A prime opportunity for forward-thinking buyers looking to secure a foothold in a highly sought-after, up-and-coming area in Halton Region.

5121 FIRST Line, Milton
608 Woodward Avenue, Milton
$1,039,000
5 Beds ⋅ 3 Baths ⋅ W14029682 MLS
Your Perfect Family Home Surrounded by Parks in One of Milton's Most Desirable Neighbourhoods! Welcome to a home where family living, entertaining and an exceptional location come together beautifully! This spacious 4-bedroom detached home offers a wonderful blend of comfort and functionality. The updated kitchen features open sightlines to the inviting family room with a cozy fireplace, creating the perfect space for everyday living. A beautiful living room and dining room provide plenty of room to gather with family and friends, whether hosting special occasions or enjoying time at home. Upstairs, you'll find four generously sized bedrooms, offering plenty of space for the whole family. The finished basement adds even more versatility with a spacious recreation room and an additional bedroom or den, ideal for guests, a home office or a growing family's needs. But the real showstopper is the backyard! Your own private outdoor retreat features an inground pool, a charming gazebo and plenty of space for summer barbecues, entertaining or simply relaxing. Backing onto mature trees and parkland, this backyard offers a beautiful natural backdrop and a wonderful setting for making lasting memories. And the location is just as impressive! Situated in a highly sought-after, family-friendly Milton neighbourhood of Dorset Park, with a park directly across the street. A public school just beyond the backyard and a French school a few steps down the street, this home offers an exceptional setting for family life. A home designed for making memories, inside and out. Come see what makes this property so special!

608 Woodward Avenue, Milton
250 Satok Crescent Unit 36, Milton
$675,000
3 Beds ⋅ 2 Baths ⋅ W14029288 MLS
Welcome to Unit 36 at 250 Satok Cres in wonderful Milton ON! This beautiful, exceptionally-priced end-unit townhome has recently been freshly renovated from top to bottom and is awaiting it's new owner. Boasting a multi-level, bright and spacious layout, this 3 bdrm / 2 bth unit has plenty of space for a growing family and maybe the in-laws too. From the large open concept living space complete with gas fireplace and w-out to the yard, to the formal dining space and large open concept kitchen with stainless steel appliances (some newer) and plenty of counter space to prep and cook, to the main floor easily-accessible laundry room, upstairs to the 3 large bedrooms and back all the way downstairs to the rec room with high ceilings and 2 piece bth which can be converted into a potential 4th bdrm; this gorgeous renovated unit is perfect for end users, investors and first-time buyers alike. Situated in a quiet, niche complex with great amenities (outdoor pool / tennis court / visitor parking / Party & Meeting Room / BBQ friendly), wonderfully managed with LOW maintenance fees and seconds to all major amenities being just off Main St. East (Public Transit, Milton GO Station, Hwys, Winners, Shopping, Schools, Restaurants, Parks +++) this fantastic opportunity is rare and most certainly won't last.

250 Satok Crescent Unit 36, Milton
226 Elmwood Crescent, Milton
$859,900
3 Beds ⋅ 1 Baths ⋅ W14011950 MLS
*A RARE OPPORTUNITY IN OLD MILTON!* Take a trip back in time! Situated on an impressive 71 x 120 ft lot in one of Milton's established neighbourhoods, 226 Elmwood Crescent presents an exciting opportunity for renovators, builders and those with a vision. Offered for the first time in decades, this well-loved family home features three bedrooms, one bathroom and original hardwood flooring tucked beneath the existing carpeting, offering a wonderful opportunity to restore a piece of the home's original charm. Set on a generous lot surrounded by an evolving neighbourhood of beautifully renovated and updated homes, the possibilities here are worth exploring. Whether you're looking to breathe new life into the existing home or envision a custom residence tailored to your lifestyle, this property offers an exceptional canvas in a sought-after location. Enjoy the charm and convenience of Old Milton, with its mature surroundings and proximity to downtown amenities, parks, schools and everyday essentials. Bring your imagination and discover the potential of this remarkable property!

226 Elmwood Crescent, Milton
806 Hudson Court, Milton
$979,900
5 Beds ⋅ 4 Baths ⋅ W13881894 MLS
Tucked away at the end of a quiet court in sought-after Dorset Park, this versatile 4-level backsplit offers space, flexibility and outdoor living. Set on a huge, mature-tree-lined pie-shaped lot, the backyard features an inground pool, wood deck, perennial gardens, pond, putting green, sizable shed and plenty of lawn. No-sidewalk driveway parks 4 cars.Inside, the bright, open main level offers spacious kitchen, living and dining areas. The kitchen boasts extensive cabinetry, granite counters, stainless steel appliances, an oversized island with seating and a reverse-osmosis drinking water system. Hardwood flooring runs through much of the home, with laminate in the upper bedrooms and no carpet. A practical mudroom/laundry room has its own side entrance, plus ample closets and a main-floor 3-piece bath.With 3 full baths plus a powder room and living spaces on multiple levels, the layout offers flexibility for family, guests, work-from-home or multigenerational living. Upstairs are 2 bedrooms and a 4-piece bath. On the first lower level, a bedroom and adjoining office have been opened into one large space; reinstalling a dividing wall could restore 2 separate bedrooms. The generous 2-piece bath has room to explore adding a shower.The lowest level offers a private suite ideal for extended family or an adult child, with a spacious, soundproofed bedroom, huge walk-in closet and 5-piece ensuite featuring double sinks, soaker tub and glass shower. An adjoining rec room provides a separate living area, plus crawl-space storage.Updates include windows, a durable 2010 aluminum roof, central A/C (approx. 2013), furnace and water softener (approx. 2023), and a new winter pool cover. Steps to walking trails leading to tucked-away Centre Park! Walk to Robert Baldwin Public School, École élémentaire catholique Saint-Nicolas, Bishop P. F. Reding Catholic Secondary School and Milton GO. Hwy 401, shopping, restaurants, library, arts and recreation are close by.

806 Hudson Court, Milton
7820 5 Side Road, Milton
$1,249,999
3 Beds ⋅ 2 Baths ⋅ W13873664 MLS
Experience The Perfect Balance Of Peaceful Country Living And Everyday Convenience At This Charming Bungalow, Ideally Located Just Minutes To Highway 401, Downtown Milton, Shopping, Restaurants, Schools, And The Year-Round Recreation Of Kelso Conservation Area. A Rare Opportunity To Own A Charming 3+1 Bedroom, 1-1/2 Storey Home Situated On A Spacious 0.49-Acre Lot, Directly Across From A Serene Golf Course. The Thoughtfully Designed Layout Provides An Ideal Balance Of Spacious Family Living And Private Retreats, Making It Equally Suitable For Entertaining, Accommodating Extended Family, Or Creating Independent Living Spaces. Don't Miss This One-Of-A-Kind Opportunity In A Rapidly Developing Pocket Of Milton.

7820 5 Side Road, Milton
9256 First Line Nassagaweya N/A, Milton
$3,249,999
7 Beds ⋅ 6 Baths ⋅ W13847954 MLS
Set on 10 private acres surrounded by scenic conservation land, this exceptional estate offers luxury, privacy, and income potential. The chalet-style home spans over 6,700 sq. ft., featuring vaulted ceilings, engineered hardwood, skylights, and floor-to-ceiling windows that fill the space with natural light. Exposed wood beams add rustic charm to the modern design. The chefs kitchen boasts quartz countertops, stainless steel appliances, skylights, a pantry, and a large island with built-in dining, opening to a dining area with walkout to the backyard deck. The primary suite is a private retreat with 10.5ft ceilings, an electric fireplace, walk-in closet, and a spa-like ensuite with heated floors, double sinks, freestanding tub, and oversized shower. Designed for multi-generational living or investment, four self-contained suites each include bedrooms, living/dining areas, kitchens or kitchenettes, bathrooms, and laundry. The backyard is an entertainers dream, featuring a built-in outdoor kitchen with BBQ, fire pit, and gorgeous views. A three-car garage and driveway for up to 50 vehicles provide ample parking. Minutes from Hwy 401, this estate offers tranquility, convenience, and versatility a rare opportunity for a family compound, private retreat, or income-generating property. Recent updates include new windows (2022), addition roof (2022), furnaces and AC (2020), and main roof (2020).

9256 First Line Nassagaweya N/A, Milton
12216 Sixth Line, Milton
$2,300,000
3 Beds ⋅ 2 Baths ⋅ W13845536 MLS
Welcome to 12216 Sixth Line Nassagaweya, 15.66 acres of remarkable countryside where the land tells the story. Rolling acreage, a creek, mature trees and a natural drumlin combine to create a setting that is beautiful, functional and incredibly well maintained. At the heart of the property is a spring-fed pond, professionally treated and complete with a fountain, a windmill and a private beach of imported golf course sand. A rustic log cabin with hydro sits nearby, the perfect backdrop for summer afternoons, bonfires and weekends outdoors. For those seeking a hobby or equestrian farm, the property features a 5-stall barn with hydro and water, multiple fenced paddocks, a powered shipping container and a garden with its own dedicated water line. The rear acreage is currently farmed, helping the property qualify for farm tax rates, with 2026 taxes of just $3,661.70. Closer to the home, the property transforms into a private oasis. A solar-heated pool is surrounded by composite decking and glass infinity railings, while a pergola with retractable shade and expansive multi-level decking create an incredible space for entertaining. Armour stone, flagstone walkways, landscape lighting and established gardens frame the grounds, and a circular paved driveway makes for an impressive arrival. The 3-bedroom bungalow offers nearly 2,700 sq ft of finished living space, including 1,670 sq ft above grade and a walkout lower level. Highlights include a custom kitchen with granite counters, a four-season sunroom overlooking the paddocks, multiple walkouts and heated floors in both baths, the family room and lower-level primary suite. A whole-home generator, fibre internet, drilled well and heated garage add everyday comfort. Cared for by the same owners for over 30 years, it shows in every detail. Whether the dream is horses, recreation, entertaining or simply room to roam, this is a rare offering, just minutes from Acton with Milton, Guelph and Highway 401 within easy reach.

12216 Sixth Line, Milton
12170 Sixth Line Nassagaweya N/A, Milton
$1,599,000
3 Beds ⋅ 2 Baths ⋅ W13835558 MLS
A long maple tree-lined lane leads through a private, park-like setting with mature trees and perennial gardens to this attractive custom-built 2-storey brick and cedar siding home. The house features a centre hall plan, large living room, separate dining room, eat-in kitchen, main floor family room with wood-burning brick fireplace and sliding glass door to west facing deck, office with closet and which could be used as a 4th bedroom, 2-piece powder room off the back hall, three bedrooms on the second floor including the primary bedroom with two double closets, second bedroom with double closet and a second closet, third bedroom with double closet and a 5-piece bathroom with two sinks and large vanity offering ample storage. The basement is full and unfinished with three windows, storage and the utility room with propane gas furnace installed in the fall of 2025. The property also offers a 5 box stall barn with tack/feed room and hay loft above. The land is gently rolling with paddock, meadows and wooded area on approximately 17 acres. Conveniently located in the Greater Toronto Area (GTA) in the Township of Milton, minutes to Hwy 401, GO-Trains in Milton, Acton and Georgetown, shopping, schools, sports fields, libraries and community centres, extensive Niagara Escarpment recreation areas including the Bruce Trail, conservation hiking trails, mountain bike trails, swimming and camping, the velodrome in Milton offering a track cycling facility and more, breathtaking and challenging road cycling, downhill and cross country skiing in an area of great natural beauty.

12170 Sixth Line Nassagaweya N/A, Milton
7687 Appleby Line, Milton
$2,324,900
4 Beds ⋅ 3 Baths ⋅ W13830696 MLS
Welcome to the Prime Location Minutes to City. You will fall in love with this beautiful magnificent mature tree and pretty two storey house. Same owner for last 50 years. This 4 bedroom and 2.5 washroom home with excellent layout spacious floor plan. Family Room has a soaring wood burning fireplace. Must look at this gorgeous home. Show and Sell.

7687 Appleby Line, Milton
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