Milton Homes with 51-99 Approx Age

Milton Homes with 51-99 Approx Age

Welcome to Milton, Ontario – a vibrant city nestled in the heart of Halton Region, where small-town charm meets modern convenience. Known for its stunning landscapes, rich history, and a strong sense of community, Milton is an ideal place for families and individuals alike to call home. With easy access to major highways and the GO Transit system, commuting to Toronto and surrounding areas is a breeze, making it a prime location for professionals seeking the perfect balance between work and leisure.

As you explore the real estate market in Milton, you’ll find a diverse selection of homes that cater to various lifestyles. Among the most appealing options are properties with an age range of 51-99 years. These homes often boast unique architectural features and historical significance, providing a sense of character and warmth that newer constructions may lack. With spacious layouts, mature landscaping, and established neighborhoods, these residences offer a wonderful opportunity for buyers looking to invest in a piece of Milton’s rich tapestry.

In addition to the charm of older homes, Milton also offers a plethora of amenities, including parks, recreational facilities, and top-rated schools. The city’s commitment to preserving green spaces and promoting an active lifestyle makes it a haven for outdoor enthusiasts. Whether you’re strolling through the scenic trails of the Niagara Escarpment or enjoying a family picnic at one of the many local parks, Milton truly embodies the essence of community living.

Come experience the delightful blend of history and modernity in Milton, where your dream home awaits!

Newest Milton Homes with 51-99 Approx Age

$1,499,000
4 Beds ⋅ 4 Baths ⋅ W13801458 MLS
Old Milton living at its finest, this charming fully rebuilt Cape Cod-inspired home sits on a quiet, tree-lined street just steps from downtown Milton, schools, the famous LaRose specialty grocery store, multiple sports complexes, Milton District Hospital, and more. The curb appeal is stunning with manicured lawn and gardens, an inviting covered front porch, and timeless architectural details that stand out. Inside, the open-concept main floor is designed for both everyday living and effortless entertaining. The chef's kitchen is the heart of the home, featuring a Viking range, high-end appliances, custom cabinetry, and a layout perfectly suited to those who love to cook and entertain. Hardwood flooring flows throughout the dining and great rooms, complemented by a double-sided fireplace, pot lighting, and built-in cabinetry. A home office, 2-pc bathroom, and laundry add everyday convenience to the main floor. Upstairs, the spacious primary suite is a private retreat offering his-and-hers closets with built-in organization and a luxurious 5-pc ensuite bath with heated floors, marble counters, and double vanities. Two additional bedrooms, pluis a 4-pc main bath complete the upper level, providing comfortable space for family or guests. The finished basement adds even more versatility, with a spacious recreation room including a wet-bar, and a flex space the could be an additional bedroom or home gym, and 3-pc bathroom. Step outside and discover the true showstopper: a fantastic covered rear porch and veranda, creating an exceptional outdoor living and entertaining space to enjoy rain or shine. From summer barbecues to quiet mornings with coffee, this is a space you'll want to use year-round. Complete with an attached oversized single-car garage and ample parking, this move-in-ready home offers a wonderful blend of Old Milton character, modern comfort, and thoughtful functionality-all in a highly desirable neighbourhood.

100 ROBINWOOD Crescent, Milton
$599,900
3 Beds ⋅ 2 Baths ⋅ W13794270 MLS
Welcome to 643 Woodward Avenue, a well-maintained end-unit townhome backing directly onto Fay Court Park in Milton's established Dorset Park neighbourhood. Offering over 1,200 sq. ft. of living space, 3 bedrooms and 2 bathrooms, this home combines a functional layout with the added privacy of an end unit and no rear neighbours. Step inside to a bright and inviting main floor featuring a spacious living room with a cozy fireplace and large sliding glass doors overlooking the backyard and park beyond. The well-kept kitchen offers plenty of cabinetry and counter space, while the separate dining area is perfect for everyday meals and entertaining. A heat pump installed in 2022 adds to the home's comfort and efficiency. Upstairs, you'll find three comfortable bedrooms and a full bathroom. The finished lower level provides even more living space with a second fireplace, built-in shelving and cabinetry, making it ideal as a family room, home office or entertainment space. Outside, enjoy your private landscaped backyard and deck with Fay Court Park directly behind the property, surrounded by mature trees and green space. Condo fees include water, parking, building insurance and common maintenance for added convenience. Ideally located close to schools, parks, shopping, restaurants, Milton GO and Highway 401, this well-cared-for home offers a great combination of space, privacy and convenience in one of Milton's established neighbourhoods.

643 Woodward Avenue Unit 70, Milton
$1,295,000
3 Beds ⋅ 2 Baths ⋅ W13792802 MLS
Don't miss the chance to own this solid brick bungalow featuring an inviting eat-in kitchen, a bright living room with walk out and wood burning fireplace, a full high-dry basement, an attached garage, and a separate heated workshop-perfect for hobbyists or home-based trades. Ideally situated directly across from the new Intermodal, this property offers exceptional convenience and future upside. From the back of the home, enjoy peaceful views of open farm fields and the Niagara Escarpment, creating a rare blend of rural tranquility and urban accessibility. You're just minutes from Oakville, Milton, Burlington, and all major highways, making daily commuting effortless. With the Intermodal nearing completion and the area slated for inclusion in the upcoming Tremaine Secondary Plan, this location carries strong long-term investment potential.

5150 Tremaine Road, Milton
$1,199,000
3 Beds ⋅ 3 Baths ⋅ W13773034 MLS
Welcome to this secluded 1.1-acre property just minutes from beautiful downtown Campbellville! Set well back from the road, this charming, raised bungalow is surrounded by mature trees and features a winding driveway with ample parking. Offering over 1,400 square feet of living space, this classic three-bedroom, one and a half-bathroom layout provides plenty of opportunity to update and create your dream home. The main level features a bright and functional layout with a mix of oak hardwood, ceramic tile and carpet, along with dual patio doors leading to a spacious deck. The fully finished lower level offers a huge recreation room with above-grade windows, a cozy fireplace and walkout to the private backyard and inviting three-season sunroom. An oversized two-car garage with interior access, heat and dedicated shop space adds excellent functionality for the hobbyist or tradesperson. Outside, enjoy a wonderful mix of open greenspace and mature trees and gardens. An incredible setting with privacy, space and potential, all just minutes to downtown Campbellville, with quick access to the 401 and approximately 15 minutes to Milton GO and all amenities. Nature lovers will appreciate being close to Kelso Conservation for hiking, biking, swimming and skiing, as well as Hilton Falls, Mountsberg Conservation, Crawford Lake, Rattlesnake Point and numerous golf courses. A fantastic opportunity to bring your vision to life in a truly special setting! RSA.

8553 Guelph Line, Milton
$450,000
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
$1,299,555
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
$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
Start Your Search