Milton Homes under $500,000

Milton Homes under $500,000

**Welcome to Milton: Your Ideal Home Awaits!**

Nestled in the heart of Ontario, Milton is a vibrant town that beautifully balances the charm of small-town living with the conveniences of urban life. With its stunning natural landscapes, including the breathtaking Niagara Escarpment, and a rich history that dates back to the 19th century, Milton is a community that fosters both growth and connection. Whether you’re a first-time homebuyer, a growing family, or an investor, Milton offers a diverse array of opportunities that cater to all lifestyles.

What makes Milton particularly appealing is its commitment to providing affordable housing options. If you’re searching for homes under $500,000, you’ll find a remarkable selection that doesn’t compromise on quality or comfort. From cozy townhouses to modern condos, these properties are designed to meet the needs of today’s homeowners—offering spacious layouts, contemporary finishes, and access to essential amenities.

Living in Milton means enjoying a strong sense of community, with excellent schools, parks, and recreational facilities right at your doorstep. The town’s strategic location also provides easy access to major highways, making commuting to Toronto or other parts of the Greater Toronto Area a breeze.

Explore the charm of Milton and discover your dream home today. With affordable options and a welcoming atmosphere, it’s no wonder that more people are choosing to call this delightful town their home. Don’t miss out on the chance to be part of this thriving community!

Newest Milton Homes under $500,000

384 Duffy Rd, Milton
$499,000
4 Beds ⋅ 3 Baths ⋅ 5112203 MLS
Your Vermont Escape Starts Here at 384 Duffy Road, Milton Space. Privacy. Vermont charm. And room to make it your own. Set on 5.5 acres in beautiful Milton, Vermont, 384 Duffy Road offers the rare combination of a substantial home, generous acreage, and a peaceful country setting. While keeping you close to the everyday conveniences that make Milton such a desirable place to call home. This 4-bedroom, 2.5 bath residence offers approximately 2,261 square feet of living space, giving you the flexibility to spread out, entertain, work from home, and create spaces that fit the way you live. The oversized 2 car garage brings you right to the kitchen for easy shopping experiences. A formal livingroom room, an entertainment room, office or den space, half bath and dining room share the first floor. Beautiful slate stonework outlining the main entrance inviting your guest in. Upstairs 2 full baths and 4 generously sized rooms await. Newer heating and water systems in the spacious poured concrete basement will keep you warm and comfortable. The dry, open and usable basement could be utilized as a home gym, game room or anything that suits your desires. Outside, the 5.5 acre property is where this home really distinguishes itself. There is space to breathe, explore, garden, play, entertain, or simply enjoy the changing beauty of Vermont’s seasons. Mornings feel refreshing, evenings linger a little longer, and home feels like a destination. The location adds another layer of appeal. Duffy Road places you in a scenic part of Milton surrounded by the character of rural Vermont, yet within the broader Milton community. Nearby amenities include Hannaford for everyday shopping, Beaudoin's Farmstand for seasonal local goods, and a variety of local dining options. Milton Town Forest,

384 Duffy Rd, Milton

146 Lake Rd, Milton
$460,000
3 Beds ⋅ 2 Baths ⋅ 5112067 MLS
Tucked back from the road on a level half-acre lot, this well-cared-for Milton home offers a spacious layout, great separation between living areas and a backyard made for enjoying time outside! A full covered front porch welcomes you in, while the main level opens to a bright living room with hardwood floors and plenty of natural light. The dining area features a sliding glass door leading to the back deck and connects easily to the kitchen, where a large center island adds generous prep space, storage and seating. Tucked on one side of the home, the primary suite offers three closets and a private full bath, while two additional bedrooms and another full bathroom are positioned on the opposite side. The partially finished lower level adds even more room with a large family room, plus a separate mudroom or gym space that leads directly to the attached two-car garage. Laundry and utility space are also located on this level. Outside, the fenced yard is set up for summer with an above-ground pool, fire pit area and garden space, while the wooded backdrop behind the property adds to the peaceful setting. A large paved driveway provides plenty of parking. With Lake Arrowhead, Sand Bar State Park, Niquette Bay State Park and other local recreation nearby, plus easy access to Milton’s schools, shops and everyday essentials, this move-in-ready home offers plenty of space inside and out in a location that keeps you close to so much of what the area has to offer.

146 Lake Rd, Milton

25 Hailey Dr Unit 102, Milton
$499,000
3 Beds ⋅ 3 Baths ⋅ 5111340 MLS
Welcome to 25 Hailey Drive in Milton, a bright and inviting 3-bedroom, 2½-bath townhouse offering a comfortable layout, abundant natural light, and a peaceful setting in a quiet neighborhood. The main level features an open, airy floor plan with large windows that fill the living spaces with sunlight throughout the day. The spacious living room flows easily into the dining area and kitchen, creating a great setup for everyday living and entertaining. The kitchen offers generous cabinetry, ample counter space, stainless appliances, and a breakfast bar for casual meals. Sliding glass doors off the dining area provide convenient access to the backyard and bring the outdoor setting into view. Upstairs, the primary bedroom offers plenty of space along with its own private bath, while two additional bedrooms and another full bath provide flexibility for family, guests, a home office, or hobbies. A convenient first-floor half bath, laundry area, and attached garage add to the home’s practicality. Outside, the setting is one of the property’s standout features. The backyard looks toward a natural area that creates a sense of privacy and connection to the outdoors. Deer are frequent daytime visitors, owls can often be heard in the evenings, and after summer storms the open sky can produce beautiful rainbows. Whether enjoying morning coffee, an evening outside, or simply the changing seasons from indoors, the surroundings add a special Vermont feel. With its bright interior, functional layout, peaceful neighborhood setting, and easy access to Milton amenities, 25 Hailey Drive offers a wonderful combination of comfort, convenience, and nature.

25 Hailey Dr Unit 102, Milton

40 Western Ave, Milton
$475,000
5109269 MLS
Great opportunity to live in one side while receiving income from the other side. This 2 unit offers a meticulously cared for property with many updates. Unit A is purposefully vacant so that you can move right in. It contains LR, dining space, kitchen, full bath on the 1st floor with 2 bedrooms, a separate large laundry (previously a bedroom) & 1/2 bath & deck on the 2nd floor. 1/2 bath is off the primary bedroom and the deck is off of the other bedroom. This unit has many updates including quartz counter tops with high end cabinetry in the kitchen, birch floors in LR, ceramic tile in kitchen and bathrooms and air conditioning with mini split in living room. Minisplit also provides heat. There is also electric baseboard heat on both floors. Unit B, which is currently leased has kitchen, living room, bedroom & full bath on first floor with a 2nd room on 2nd floor (for storage). It is heated with 2 wall mounted propane units as well as a minisplit in the bedroom for air conditioning. Both units are well painted and in excellent condition. Great care was given to professionally landscape the property with many mature arbor vitae and evergreens to set this property apart enhancing privacy. To further enhance privacy between units, large perimeter vinyl fencing was installed giving each unit their private backyards. Both units have separate driveways on either side. The mechanicals in the basement include 4 separate electrical panels, auxiliary electric heating unit & security systems with wiring for fire protection alarms. It is rare to see a multi unit property in such mint condition.

40 Western Ave, Milton

Start Your Search

board logoCopyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .