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

$500,000
3 Beds ⋅ 1 Baths ⋅ W13766726 MLS ⋅ Wilwood Park BLDG.
Welcome to 296 Wilson Drive. This mostly original 3 bedroom, 1 bathroom townhouse is located in the highly sought after Milton community of Dorset Park. Ideal for first-time buyers, those looking to downsize or those looking for a family home. The location is walking distance to schools, parks, neighbourhood shopping, GO Station, Conestoga College and just a short drive to Hwy 401. Inside is a bright and spacious layout featuring the main floor, upstairs area and a basement. The basement offers the option of potentially more living space using your creativity. Enjoy your own fenced backyard space through the sliding back door. This must see rare to find all original town home brings choice to move in as it is, or to renovate. The well managed complex offers the opportunity to live well and invest in Milton.

296 Wilson Drive, Milton
$889,900
4 Beds ⋅ 2 Baths ⋅ W13766456 MLS
Fantastic Lot!! Welcome to 354 Martin Street, where a generous 57 x 142 ft property, mature surroundings and an established location create an incredible opportunity to make this property your own! Set well back from the street with an expansive front yard and an exceptionally deep backyard, this 3+1 bedroom, 2 bathroom bungalow offers the space and potential to reimagine, renovate and create a home tailored to your style. The main level features a functional bungalow layout with generous living space, three bedrooms, a bright kitchen and convenient mudroom, while the partially finished lower level adds a fourth bedroom, recreation space, bar, laundry and 4pc bathroom. Outside is where this property really stands apart, with substantial front and rear yards, mature trees, patio and deck space, and a private driveway with parking for up to 6 vehicles. Whether you envision a thoughtful renovation, modernizing the existing footprint or creating your long-term home over time, there is plenty of room here to bring that vision to life! All of this just minutes from Downtown Milton, parks, schools, everyday amenities and 2 minute convenient access to Highway 401. A rare combination of lot, location and potential in the heart of Old Milton.

354 Martin Street SE, Milton
$899,900
4 Beds ⋅ 2 Baths ⋅ W13762868 MLS
Beautifully updated bungalow in the heart of charming Old Milton featuring a fully self-contained lower-level suite with its own separate entrance, an exceptional opportunity for multi-generational living, extended family, guests, or flexible living arrangements. Offering over 1,700 sq. ft. of finished living space, this thoughtfully updated home blends modern style with everyday functionality in one of Milton's most desirable, walkable neighbourhoods. The bright, open-concept main floor features three spacious bedrooms and a beautifully renovated kitchen centered around a large island, creating the perfect space for family gatherings and entertaining. The fully finished lower level functions like a second home, complete with its own private entrance, full kitchen, comfortable living room, dedicated laundry, 4-piece bathroom, and a flexible layout featuring one bedroom plus a den that can easily serve as a second bedroom (closet/no window). Whether you're accommodating aging parents, welcoming adult children, hosting long-term guests, or exploring the potential for supplemental rental income (buyer to verify permitted uses), this versatile space offers exceptional flexibility to suit your lifestyle. Step outside to a beautifully private, tree-lined backyard oasis, an ideal setting for morning coffee, summer entertaining, gardening, or simply unwinding in your own peaceful retreat. Enjoy the best of Old Milton with nearby parks, schools, downtown shops, restaurants, and everyday amenities just minutes away. A rare opportunity to own a move-in-ready home that combines timeless charm, modern updates, exceptional flexibility, and a peaceful outdoor setting.

134 Wakefield Road, Milton
$1,499,555
3 Beds ⋅ 2 Baths ⋅ W13743244 MLS
-- Must-see in person! MUST WATCH YOUTUBE VIDEO!-- Motivated seller!! Priced under market comparable-- 10.6 acres (6+ clear canvas zoned Agriculture A2, 4+ treeline zoned Greenlands A)-- 410' prestigious wide lot with rolling hills-A perfect canvas for all the things you can dream of-- Renovated & upgraded, New kitchen, 2 new bathrooms, 3 bedrooms-- New appliances, including Fridge, Washer, Dryer, Microwave & Range Hood-- House, Barndominium+Garage, Barn [Combined 3,390 SQFT]-- The house's current size without any additions is suitable for medium-sized families-- Move-in ready with all utilities (Heating, AC, Well, Septic) in great condition-- 12 mins over Highway 401, close to Hwy 413-- Furniture virtually staged-- Optional $4,000/month seller leaseback available up to 5 months (house & 1-acre area) for immediate income & delayed possession. Terms mutually agreed upon-- Ideal to live in, add a Custom Home extension, Multi-Family, Wedding, Sports, Homestead, permitted businesses, etc. If you can dream it, you can build it here-- A TON!! of permitted uses besides residential allowed under A2 Rural Zoning. Entire list available on Town of Milton official website under Comprehensive Zoning By-Law 144-2003-- Unlock incredible rural potential with this versatile property, designated under Halton's highly flexible Agricultural (A) Zone. Perfect for hobbyists, investors, & lifestyle buyers alike, this zoning permits a primary single-detached residence alongside the rare opportunity for Additional Residential Units (ARUs)-making it ideal for multi-generational living or rental income. The broad zoning framework natively supports general agricultural operations, thriving nursery or commercial greenhouse ventures, & eco-conscious conservation projects. Additionally, you can effortlessly blend lifestyle & business with provisions for a Home Occupation, a dedicated Farm Produce Outlet, or lucrative On-Farm Diversification projects like agri-tourism & estate events

5273 25 Side Road, Milton
$2,100,000
4 Beds ⋅ 2 Baths ⋅ W13741510 MLS
An exceptional opportunity to acquire a prime 0.76-acre parcel in the heart of Milton, offering significant long-term development potential. A 3+1 bedroom bungalow currently sits on the property, providing an existing residential use while offering substantial future potential for investors, developers, and land bankers. It also adds immediate residential value while offering buyers the opportunity to hold the land for potential future re-development. This property is surrounded by established residential communities, ongoing growth, and major infrastructure investments. Strategically positioned in a desirable infill location, the property benefits from close proximity to schools, parks, shopping, established neighbourhoods, and major transportation corridors, making it well suited for future residential or mixed-use redevelopment, subject to all necessary approvals. With strong fundamentals and promising long-term upside, this property represents a rare chance to participate in the area's continued growth and transformation. Buyers are advised to conduct their own due diligence with respect to zoning, permitted uses, servicing availability, and all future development considerations.

9800 Britannia Road, Milton
$1,099,000
5 Beds ⋅ 3 Baths ⋅ W13719638 MLS
Discover an exceptional opportunity in the thriving community of Milton Heights ! Own a rare 1/3 Acre Lot across from Kelso ! Ideal for a live in, investment or development opportunity in growing Milton .Benefit from flexible zoning, allowing for potential land assembly or a custom home. Potential rental income from upper and lower units. Enjoy the convenience of nearby schools, shopping, dining, and entertainment. Easy Access To Major Highways, Public Transportation and GO transit. The property includes a spacious backyard, an over-sized shed perfect for various uses including a workshop or storage for trailers, small boats, motorcycles, seadoos, lawn tractor, etc. Create a backyard oasis with ample space for a pool, cabana, hot tub, fire pit, etc. Parking for four cars in the driveway! Experience the best of urban living in a growing neighborhood ! Don't miss out on this one of a kind property !

4 3rd Side Road S, Milton
$1,274,999
3 Beds ⋅ 2 Baths ⋅ W13708042 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
$745,900
3 Beds ⋅ 1 Baths ⋅ W13703380 MLS
LAND, LOCATION & POSSIBILITIES. Set in established Old Milton on an approximately 50' x 132' deep lot, 152 Commercial Street offers a rare chance to secure a substantial property in a connected, character-filled neighbourhood close to Downtown Milton. With R3 zoning and plenty of potential for its next chapter. The existing 1938 detached home offers approximately 1,125 sq. ft. above grade, 3 bedrooms, 1 bathroom, municipal water and sewer, natural gas forced-air heating and private parking for up to 6 vehicles. Renovate and reimagine the existing home, hold for the future, or investigate infill and redevelopment possibilities. The location is a standout: close to Downtown Milton and Main Street shops and restaurants, Mill Pond, Milton Fairgrounds, recreation, schools, shopping, transit and Milton GO, with convenient access to major commuter routes. The property is not heritage designated, although it appears on the Town of Milton's list of significant properties. Conservation Halton mapping supplied with the listing shows the property outside the mapped floodplain hazard. A unique opportunity to secure a substantial piece of Old Milton and create something special.

152 Commercial Street, Milton
$1,099,000
3 Beds ⋅ 2 Baths ⋅ W13674158 MLS
Calling all woodworkers, mechanics, car collectors and sports enthusiasts. Come and see your new detached 2 storey garage/workshop. Roughly 1000 sf per floor with 100 AMP service. House comes with a move in ready 3 bedroom, 2 bathroom bungalow and finished basement. If you have pets or children; the backyard is fenced. Easy access to 401, Milton, conservation parks including Hilton Falls and Kelso/Glen Eden. An amazing view of the escarpment and some of the best Fall colours you will ever see.

5471 Campbellville Road, Milton
$2,399,900
4 Beds ⋅ 3 Baths ⋅ W13609646 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
$1,225,000
3 Beds ⋅ 2 Baths ⋅ W13599556 MLS
Amazing 1.3 acre park-like peaceful setting for this beautifully renovated home. Almost 2400 square feet with stunning open concept kitchen (2020) with huge island perfect for the entertaining chef. A very bright home accented by large upgraded windows through the main level living room, family room with woodstove-style gas fireplace plus two main level bedrooms complimented by an oversize main bathroom. Unique oversized primary bedroom with vast sitting area adjacent to an ensuite washroom plus an open jacuzzi style tub. Secluded oasis bedroom area with gas fireplace and walk-in closet. Lower level boasts of vast bar/games room, cozy rec/theatre room plus extensive utility/storage area. You'll love the tree-lined perimeter from the huge flagstone patio. Bonus features of oversized attached double garage, separate 20' X 30' insulated workshop, new furnace 2025, fridge and stove 2024 and central air 2025, new heat pump delivering efficient comfort to the upper level 2026. New (July 2026) Generac Generator. Enjoy the quiet countryside.

11113 Fifth Line, Milton
$899,900
3 Beds ⋅ 2 Baths ⋅ W13571524 MLS
Prepare to fall in love with a home that feels like a warm hug. This charming century home perfectly blends historic soul with modern comfort, offering a lifestyle that's increasingly rare to find. If you've been searching for a property that tells a story, your next chapter starts right here in the heart of the Moffat village. Step inside and be greeted by the beautiful exposed hand-hewn beams and a reclaimed sliding barn door, a testament to the craftsmanship of a bygone era. These rustic textures create an atmosphere of cozy sophistication that you just can't replicate in a modern build. It's the ultimate backdrop for family dinners, holiday mornings, and quiet nights by the fire. Situated on a generous lot, the exterior of this property is nothing short of enchanting. A magnificent, mature apple tree provides the perfect canopy for lazy Sunday afternoon naps or a hidden spot to get lost in a book. Wander through beautiful perennial gardens that offer a changing palette of colours throughout the seasons. The large, private backyard is a secluded sanctuary featuring a dedicated firepit area, the perfect place for toasting marshmallows and starlit conversations. Nestled in the friendly community of Moffat, you get the best of village life without sacrificing convenience. Just steps away from the local park, perfect for the kids to play or for meeting your neighbours. Enjoy the peace of the countryside while being just a short drive from the amenities of both Milton and Guelph. With its great layout and unique character, this is a wonderful family home that invites you to grow, play, and create lasting memories. This isn't just a house, it's a lifestyle upgrade. Between the historic charm of the interior and the secret garden feel of the backyard, this Moffat gem is a rare find. Don't let this one slip away, come experience the magic of century, country living.

11024 First Line Nassagaweya N/A, Milton
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