1035 - OM Old Milton Homes for Sale

1035 - OM Old Milton Homes for Sale

Welcome to the charming neighborhood of OM Old Milton, a hidden gem nestled in the heart of Milton, Ontario. Known for its rich history and vibrant community spirit, this area seamlessly blends the warmth of small-town living with the conveniences of modern life. As you stroll through the tree-lined streets, you’ll discover a delightful mix of architectural styles, from classic Victorian homes to contemporary builds, each exuding character and charm.

Living in OM Old Milton means being part of a close-knit community that values connection and camaraderie. The neighborhood is filled with friendly faces and local gatherings, making it easy to forge lasting friendships. Families will appreciate the abundance of parks, playgrounds, and recreational facilities, providing ample opportunities for outdoor activities and family fun. With excellent schools nearby, it’s an ideal location for families looking to settle down.

For those seeking homes for sale, OM Old Milton offers a diverse range of options to suit various tastes and budgets. Whether you’re in the market for a cozy bungalow or a spacious family home, you’ll find properties that reflect the unique charm of this area. The real estate market in OM Old Milton is thriving, making it a perfect time to invest in your dream home.

Conveniently located near major highways, residents enjoy easy access to Toronto and surrounding areas, making commuting a breeze. With a rich array of local shops, restaurants, and cultural attractions just a stone’s throw away, OM Old Milton is not just a place to live; it’s a place to thrive. Come explore the possibilities in this enchanting neighborhood!

Newest 1035 - OM Old Milton Homes for Sale

$1,009,000
4 Beds ⋅ 2 Baths ⋅ W13602346 MLS
Welcome to 381 Commercial Street, a rare opportunity to own a lovingly maintained 3+1 Bedroom / 2 Bath home in the heart of desirable Old Milton. Situated on a beautifully landscaped lot, this well-cared-for residence has been meticulously maintained over the years and offers exceptional pride of ownership throughout. The home presents an incredible opportunity to update and customize to your own style while appreciating the quality and care that's gone into its upkeep. The walk-out basement offers outstanding flexibility with endless possibilities for additional living space, or multi-generational living.. Step outside to your own private outdoor retreat, where a beautifully landscaped backyard is complemented by an impressive deck-perfect for entertaining, summer barbecues, morning coffee, or simply relaxing while overlooking the mature gardens. This inviting outdoor space offers the ideal setting to enjoy the beauty of every season.Located just steps from the charm and character of Old Milton, you will enjoy walking distance to boutique shops, cafés, restaurants, parks, schools, and the Milton Farmers' Market. Commuters will appreciate easy access to the GO Station and major highways.Whether you're looking to move in, renovate, or create your forever home, this is an exceptional opportunity in one of Milton's most established and sought-after neighbourhoods.

381 Commercial Street, Milton
$1,049,900
4 Beds ⋅ 2 Baths ⋅ W13588950 MLS
Located On A Quiet, Family-friendly Crescent, This Beautifully Updated Bungalow Sits On A Spacious 60 X 100 Ft. Lot. The Bright Eat-in Kitchen Features Quartz Countertops, An Undermount Sink, Tile Backsplash, And Stainless Steel Appliances. The Main Level Showcases Hardwood Flooring, Updated Lighting, And Stylish Panel Feature Walls. The Finished Basement Offers A Cozy Recreation Room With Fireplace, Plank Flooring, And Two Additional Bedrooms, Providing Flexible Living Space For Family Or Guests. Updated Soffits, Fascia, Eaves, Leaf Guards, And Exterior Pot Lights. Step Outside To The Large, Pool-sized Backyard Featuring Recent Landscaping And A Fire Pit-perfect For Entertaining Or Enjoying Summer Evenings. Ideally Located Close To Schools, Parks, Shopping, And Everyday Amenities.

159 Robinwood Crescent, Milton
$799,900
2 Beds ⋅ 1 Baths ⋅ W13465044 MLS
Located In The Heart Of Old Milton On A Spacious 66' X 115' Lot, This Property Offers Exceptional Potential For Homeowners, Investors, And Builders Alike In One Of Milton's Most Desirable And Established Neighbourhoods. Included In The Purchase Price Is A Complete Architectural And Construction Package, With Demolition And Site Plan Approval Already Paid For By The Seller-saving Valuable Time And Expense For Your Future Project. Just Steps From Milton's Vibrant Downtown Core, You'll Enjoy Convenient Access To Local Shops, Restaurants, Parks, Schools, And Public Transit. A Rare Opportunity To Secure A Sizeable Lot In A Prime Location And Create Something Truly Special While Enjoying The Charm And Character Of Old Milton.

144 King Street, Milton
$699,900
3 Beds ⋅ 3 Baths ⋅ W13569398 MLS
Welcome to this beautifully updated 3-bedroom home in one of Milton's most sought-after neighbourhoods, Old Milton. Just a 2-minute walk to downtown Milton's charming shops, restaurants, cafes, Farmers' Market, parks, and year-round community events. Designed with flexibility and comfort in mind, the home features a main-floor primary bedroom complete with a private 3-piece ensuite, while two additional bedrooms and a full bathroom are located on the upper level. The finished basement provides valuable additional living space and includes a full bathroom, making it ideal for a recreation room, home office, guest suite, or growing family. Thoughtful updates throughout the home include renovated bathrooms, fresh landscaping with newly laid sod in both the front and back yards, updated fencing, additional parking, and a new front porch. Step outside and enjoy the impressive 15' x 21' entertainment-sized deck overlooking the private backyard, perfect for summer gatherings and outdoor relaxation. A 112 sq ft detached she shed/home office/studio with electricity that measures 13' 6" x 8'4", offers a versatile space for remote work, hobbies, fitness, creative pursuits, or a quiet retreat. Major mechanical updates provide added peace of mind, including a newer furnace, air conditioner, tankless hot water system, and water softener, all installed in 2022. Offering a rare combination of character, functionality, modern updates, and an unbeatable walkable location, this exceptional home delivers the best of downtown Milton living right at your doorstep.

62 Charles Street, Milton
$1,025,000
4 Beds ⋅ 3 Baths ⋅ W13562076 MLS
A LOT OF OPPORTUNITY with this Fantastic Property! Prime 65 x 125 ft ravine lot. Charming detached bungalow in the prestigious Old Milton/Bronte Meadows neighbourhood, offering pristine curb appeal and a warm, functional layout. The open-concept living and dining rooms offer a great space to entertain, anchored by a statement fireplace, while the bright kitchen sits conveniently next to the dining room with stainless steel appliances and ample counter and cupboard space. Lots of windows throughout bring in natural sunlight. The cozy family room, with its own brick fireplace and a walkout to the backyard, leads to the real showstopper: your own private retreat out back. This property backs directly onto ravine/parkland, surrounded by trees and greenery, giving a level of privacy and tranquility that's increasingly rare. No rear neighbours, just towering trees, birdsong, and peaceful quiet. The backyard oasis also features an in-ground pool, a deck, and beautiful landscaping. The main floor offers 2 spacious bedrooms and 2 full bathrooms, including a primary with a walk-in closet and its own private deck, perfect for reading and relaxing. The spacious basement adds a secondary living space with 2 additional bedrooms and a convenient 2-piece bathroom. A very well-kept home that shows true pride of ownership, move-in ready and a great fit for downsizers or small families. Leave the chaos behind. This is small town charm at its best, no hustle and bustle, just peaceful tree-lined streets, yet still close to all essential amenities: steps to Bronte Meadows Park, great schools, shopping, major highways, Milton GO Station, Milton District Hospital, and restaurants. Milton is a vibrant, fast-growing town high in demand, and this home sits in a transitioning neighbourhood surrounded by newly built custom homes. Build your own custom dream home, downsize, or renovate and restore this beautiful bungalow.

391 Bell Street, Milton
$625,000
2 Beds ⋅ 2 Baths ⋅ W13558994 MLS
Nestled in the heart of Old Milton, this charming 1.5-storey detached home offers the perfect blend of character, comfort, and convenience. Situated on a spacious 50 ft x 64 ft lot, the home features 2 bedrooms, 2 bathrooms, and a thoughtfully designed layout that adapts to a variety of lifestyles. The main level welcomes you with a bright and functional living space, complete with a well-appointed kitchen, dining area, comfortable living room, convenient powder room, and a spacious primary bedroom. An additional flex space provides endless possibilities, whether you're working from home, creating a reading nook, or setting up a playroom. Upstairs, you'll find a private retreat featuring a second bedroom, a cozy sitting area, dedicated office space, and a 3-piece bathroom-ideal for guests, growing families, or those seeking extra room to spread out. Located just steps from local parks, schools, and the charm of Downtown Milton, you'll enjoy easy access to boutique shops, restaurants, Mill Pond, and the Milton Fairgrounds. Outside, the generous backyard offers plenty of room for entertaining, gardening, or relaxing, while the private driveway accommodates up to four vehicles. A wonderful opportunity to enjoy the character of an established neighbourhood with the convenience of everything Milton has to offer nearby.

262 Pine Street, Milton
$1,350,000
6 Beds ⋅ 4 Baths ⋅ W13556930 MLS
Rare 93 x 181 ft lot (0.34 acres), approx. 50% larger than many premium downtown parcels. Mature trees, wide frontage, and depth you feel immediately. Quiet, tree-lined street with low traffic and long-term neighbours. Walk to downtown, Mill Pond, shops, and local amenities. Tucked away feel with access to the core. Georgian-style home with full-width front porch. Approx. 2,174 sq.ft. plus 2-bedroom in-law suite with separate entrance. 4 bedrooms up, 2 down. Multiple entrances offer flexibility for extended family. Functional layout with separate living, dining, and family rooms. Large family room with exposed beams and fireplace. Space to spread out with privacy throughout. Backyard is a standout. Deep, private, and usable. Room for play, entertaining, skating rink potential, and quiet sitting areas. Mature trees, open space, and regular wildlife make it feel like your own park. Heated shed with electricity ideal for workshop or office. Parking for 6 in driveway plus oversized double garage. Custom built in 1967 and well maintained. For those with a bigger vision, zoning allows potential for a custom home up to approx. 6,000 sq.ft. with a 3-car garage. Enjoy it as-is, update over time, or build new. One of Milton's most unique properties.

415 Highside Drive, Milton
$1,500,000
4 Beds ⋅ 3 Baths ⋅ W13545672 MLS
Welcome to this beautifully maintained backsplit situated on an exceptionally rare 62' x 162' oversized lot in one of Milton's most sought-after, family-friendly neighbourhoods. Offering over 2,000 sq. ft. of finished living space, 4 bedrooms, 3 bathrooms, a double car garage, and an oversized driveway, this home combines space, comfort, and endless outdoor potential. Lots of this size are becoming increasingly difficult to find, making this a rare opportunity to own one of Old Milton's larger properties. Step inside to a bright and functional layout featuring hardwood flooring, spacious principal rooms, and a sun-filled eat-in kitchen with ample cabinetry and generous counter space. The separate dining room is ideal for family gatherings, while the lower-level family room is the heart of the home, featuring a stunning wood-burning brick fireplace and large sliding glass doors overlooking the backyard, creating the perfect indoor-outdoor space for relaxing or entertaining. The backyard is the true showpiece. Set on an impressive 62' x 162' lot, this private outdoor oasis features an in-ground chlorine pool, expansive deck with pergola, mature trees, and an abundance of green space rarely found in today's market. Whether you're hosting summer gatherings, watching the kids play, or simply enjoying the privacy of your own backyard retreat, this property offers a lifestyle that's hard to replicate. Major updates include roof (approx. 7 years), furnace (2023), air conditioner (2023), and water softener (2023). Ideally located in the heart of Old Milton, you're just minutes from top-rated schools, parks, walking trails, Milton Sports Centre, downtown Milton, shopping, restaurants, Milton District Hospital, GO Transit, and Highway 401. Known for its mature tree-lined streets and generously sized lots, this is one of Milton's most established and desirable neighbourhoods.

283 Parkway Drive, Milton
$2,288,000
5 Beds ⋅ 3 Baths ⋅ W13542516 MLS
Reimagined from top to bottom, 244 Bell Street is an exceptional detached residence in one of Milton's most coveted neighbourhoods, where no detail was overlooked and no finish left to chance. This 4-bedroom-plus-den, 2.5-bathroom showstopper home features over 3700 square feet of luxury, an oversized double garage, and a private, fenced backyard where the heated inground saltwater pool and hot tub turn an evening into a small vacation. Inside, rich wide plank hardwood flooring extends through sun-filled principal rooms: a living room graced by a gas fireplace with custom built-in bookshelves, a sunken music room opening onto the patio, and a family room where a stone feature wall frames the second gas fireplace surrounded by oversized sliding doors that dissolve the boundary between indoors and out. At its centre, an extraordinary kitchen commands attention: a 10-foot island in Brazilian leathered granite, quartz counters, full ceiling-height cabinetry with tons of storage, Bosch and Thor stainless appliances, and a servery/bar with wine cooler, designed for effortless entertaining. A private home office with barn doors, a dream main-floor laundry/mudroom, and an elegantly updated powder room complete the main level! Upstairs, the primary suite is a retreat unto itself, offering, two walk-in closets, and a spa-inspired 5-piece ensuite with an oversized glass shower. Three additional bedrooms, a versatile den nook, and an updated 4-piece bathroom complete the second floor. The outdoor oasis with the covered deck with barbecue station, interlock patios, armour stone walls, and mature surroundings complete a private, resort-calibre retreat away from everyday life. The transformation extends well beyond what meets the eye, no detail overlooked. A rare offering, where impeccable craftsmanship meets an unmatched outdoor sanctuary, in one of Milton's most sought-after settings, steps from Bronte Meadows Park and Milton's downtown core and GO.

244 Bell Street, Milton
$2,548,000
4 Beds ⋅ 5 Baths ⋅ W13537346 MLS
A rare blend of luxury, craftsmanship, and thoughtful design, this custom-built home sits on an extra-deep 185-foot lot in the heart of Old Milton. Just steps to charming local restaurants, boutique shops, schools, and parks, it offers both elegance and convenience. Inside, 19-foot ceilings with exposed wood beams create a dramatic first impression. Oversized patio doors lead to a private, peaceful backyard, complete with a composite deck, stunning stone fireplace, and a powered outbuilding ready to become a pool house, studio, or inspiring work-from-home space.The custom kitchen is an entertainers dream, featuring a walk-in pantry and seamless flow into the open-concept living space. The main floor also includes a serene primary suite and a front office with a closet that easily converts into a fifth bedroom.Upstairs, a second primary suite and spacious bedrooms all feature large closets with built-in organizers. Heated floors in every bathroom and laundry room bring elevated comfort. The walk-out basement adds a rec room, wet bar, 3-piece bath, cold cellar, and ample storage.This is more than a home its the lifestyle you've been waiting for.

307 Martin Street, Milton
$899,900
3 Beds ⋅ 2 Baths ⋅ W13533714 MLS
Historic Charm Meets Modern Opportunity! Welcome to 33 Miles Street in Milton. A rare and charming bungalow nestled in the heart of Old Milton, one of the towns most established and walkable neighbourhoods. This 3-bedroom, 2-bathroom detached home sits on an expansive 66 x 120 ft lot, private driveway, and parking for up to 8 vehicles, including a detached garage with covered parking for two and a 60AMP panel. You have the freedom to rebuild, expand, or renovate a unique home in a location that is very desirable. Inside, you'll find a home rich in character and space. From the handmade pine panelling in the formal front living room to the expansive family room addition and the finished basement complete with a rec room and cool kids' hangout, every space has been designed for comfort and functionality. The bright and spacious kitchen offers ample counter space, tons of storage, and direct access to a generous backyard with 80K spent on landscaping, firepit, BBQ and lots more, which makes it ideal for entertaining. Step onto the picturesque front porch and imagine sipping lemonade while the kids play out front. The property is also upgraded with 200 AMPS. Explore the countless amenities just steps from your door; the Milton Fairgrounds, local shops, restaurants, parks, trails, Mill Pond, schools, public transit, and the Milton Arts Centre. This is more than just a house, it's a lifestyle in one of Milton's most cherished neighbourhoods. Whether you're an Investor, Builder and want to use the Lot for a dream home in the heart of Milton or a Family dreaming of a custom home to make your own, 33 Miles Street offers a rare canvas full of potential in a community filled with warmth and history. Come see everything this timeless home has to offer, Inside and Out!

33 MILES Street, Milton
$789,900
3 Beds ⋅ 2 Baths ⋅ W13527374 MLS
Welcome to this beautifully maintained semi-detached home in one of Milton's most family-friendly neighbourhoods! Located on a premium lot and offering 3 generous bedrooms and 2 bathrooms, this move-in-ready home combines modern updates with functional living spaces designed for today's lifestyle. Step inside to discover bright, inviting interiors featuring new flooring throughout and a thoughtfully designed layout that's perfect for both everyday living and entertaining. The updated kitchen offers ample cabinetry and workspace, flowing seamlessly into the dining area with a brand new walkout deck-an ideal spot to enjoy your morning coffee or host summer barbecues.Outside, you'll appreciate the newly fenced backyard (2026), providing a private space for children, pets, or relaxing outdoors. Parking is never an issue with an attached garage plus four private driveway spaces.Major updates provide added peace of mind, including an updated roof, as well as windows, plumbing, and electrical completed in 2010. Perfectly situated within walking distance to Milton District High School, J.M. Denyes Public School, parks, the Milton Fairgrounds, John Tonelli Sports Centre, and local favourites like La Rose Bakery, this home offers the convenience of nearby amenities while being nestled in an established, family-oriented community. An exceptional opportunity for first-time buyers, growing families, or anyone looking to enjoy all that Milton has to offer. *Some photos are virtually staged*

132 Heslop Road, Milton
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