1035 - OM Old Milton Real Estate

1035 - OM Old Milton Real Estate

Welcome to the charming neighborhood of Old Milton, where history and modern living beautifully intertwine. Nestled in the heart of Milton, Ontario, this picturesque area is renowned for its rich heritage, vibrant community spirit, and stunning natural surroundings.

Old Milton boasts a delightful blend of historic homes and contemporary residences, offering a diverse range of architectural styles that reflect the area's storied past. Tree-lined streets invite leisurely strolls, while local parks provide ample opportunities for outdoor activities and family gatherings. The lush greenery and scenic landscapes make it a perfect haven for nature enthusiasts and families alike.

The neighborhood is also home to a variety of local shops, cozy cafes, and restaurants that cater to every palate. Whether you're in the mood for a quick bite or a leisurely dinner, Old Milton's culinary scene offers something for everyone. Additionally, the community hosts numerous events throughout the year, fostering a strong sense of belonging among residents.

Conveniently located, Old Milton provides easy access to major highways and public transportation, making commuting a breeze. Families will appreciate the proximity to highly-rated schools and recreational facilities, ensuring a well-rounded lifestyle for all ages.

With its unique charm, rich history, and welcoming community, Old Milton is not just a place to live—it's a place to thrive. Discover your dream home in this enchanting neighborhood, where every day feels like a breath of fresh air. Come and experience the warmth and vibrancy of Old Milton today!

Newest Listings in 1035 - OM Old Milton

71 Mill Street, Milton
$1,474,900
4 Beds ⋅ 2 Baths ⋅ W14170902 MLS
Step into the timeless elegance of 71 Mill St., a beautifully restored Victorian home dating to approximately 1905, nestled among Milton's iconic century residences. Blending historic charm with modern comfort, this exceptional home welcomes you with a classic façade, inviting front porch and professionally landscaped perennial gardens. Inside, original craftsmanship shines throughout, with soaring 10-ft ceilings, hardwood floors, crown moulding, deep baseboards and beautiful architectural details. The main level features a spacious living room with wood-burning fireplace, elegant dining room and a private study/office showcasing a second fireplace, custom built-ins and impressive millwork. The heart of the home is the gourmet eat-in kitchen, complete with extensive cabinetry, granite counters and a generous centre island. A bright, heated solarium/conservatory overlooks the gardens and offers a peaceful four-season retreat. Upstairs are four spacious bedrooms, including a stunning primary suite with vaulted ceiling, his-and-her closets and a luxurious 3-piece en-suite with heated floors. The 4-piece family bath also features heated flooring. Outside, the private rear garden features mature landscaping and a charming verandah, perfect for entertaining or relaxing. A detached 2-car garage and paved driveway provide ample parking. Additional highlights include approx. 2,300 sq. ft. above grade, three wood-burning fireplaces, central air, forced-air natural gas heating, separate lower-level entrance and a full basement with abundant storage, upgraded Electrical. Ideally located in the heart of Milton, steps from schools, parks, splash pad, outdoor pool, skating rink, shops, restaurants, Mill Pond and downtown. A rare opportunity to own a beautifully preserved piece of Milton history with all the comforts of today.

71 Mill Street, Milton
235 Bronte Street S Unit 53, Milton
$604,900
3 Beds ⋅ 2 Baths ⋅ W14152720 MLS
Welcome to this beautifully upgraded 3-bedroom, 2-bathroom condo townhouse in Milton's sought-after Bronte Meadows community. The newer kitchen features stunning tile work, complemented by elegant slate tile in the foyer and bathroom. Refinished hardwood flows through the family room and all three bedrooms. The spacious primary bedroom offers a walk-in closet, while the finished basement provides extra space for a rec room, family room or home office. Step outside to a private backyard patio, perfect for entertaining or relaxing on summer evenings. Private backyards like this do not come along often! Enjoy an unbeatable location, steps to Milton's favourite Italian bakery and within walking distance of downtown, the fairgrounds and the farmers' market. Close to schools, parks and trails, with quick access to the GO Station and Highways 401 and 407. Some listing photos have been digitally altered for illustrative purposes.

235 Bronte Street S Unit 53, Milton
375 Mountainview Drive, Milton
$879,900
5 Beds ⋅ 2 Baths ⋅ W14151120 MLS
Incredible Investment Opportunity Legal Duplex Detached Bungalow! Don't miss your chance to own this beautifully maintained detached legal duplex, offering two fully self-contained units perfect for investors or savvy homeowners! Upstairs, you'll find a bright and spacious 3-bedroom unit featuring a modern updated kitchen, a full bathroom, a large, inviting living room, and the convenience of in-suite laundry. The lower level offers a completely separate 2-bedroom apartment with a full kitchen, a full bathroom, and its own private laundry ideal for generating rental income or accommodating extended family. Enjoy the private, fenced backyard a perfect spot to relax or entertain. Plus, a detached garage provides extra storage, and the large driveway fits up to 4 vehicles with ease. Whether you're looking to live in one unit and rent the other, or fully maximize your rental income, this home delivers flexibility, functionality, and long-term value. Mortgage Helper included; Basement currently rented for $1700 per month + utilities.

375 Mountainview Drive, Milton
15 Martin Street Unit AM4, Milton
$39,990
W14135814 MLS
An outstanding opportunity to acquire a thriving, well-established jewelry business in the heart of downtown Milton, with easy access to Hwy 401. This business is a trusted name in the community, known for its legacy of quality, craftsmanship, and exceptional customer service. Boasting high visibility and steady foot traffic in one of Milton's busiest retail areas, surrounded by a high-density neighbourhood, this turnkey operation is fully equipped with an elegant showroom, decent size vault, track lighting, shelving, custom cabinetry with display counters, two washrooms, a kitchen, and a shield-protected gate with access control. Ideal for an investor, established jeweler, a second location, or an entrepreneur looking to step into a profitable and reputable business. Excellent lease terms in place, expiring August 2028 with an option to renew for an additional five years. Current use is the retail sale of silver and gold jewellery with and without gemstones and the retail sale of wrist watches. Not allowed to buy gold from the public and/or exchange it. Other retail can be used, not permitted variety, sale of health and beauty aids, pharmacy, drug store, pharmaceutical dispensary, pizza, coffee sale, hairdresser.

15 Martin Street Unit AM4, Milton
320 Kingsleigh Court, Milton
$1,999,786
6 Beds ⋅ 7 Baths ⋅ W14132930 MLS
Welcome to this exceptional luxury home offering approximately 4000 sq. ft. of total living space on a premium 50 x 150 ft. lot with no homes behind. Surrounded by greenery, it offers cottage-like privacy in the city.The main floor features 10 ft. ceilings, while the second floor and legal basement apartment offer approximately 9 ft. ceilings. Hardwood flooring, 8 ft. solid modern doors, glass railings, illuminated see-through stairs, oversized windows and pot lights throughout create a bright, modern feel.The designer kitchen features a massive 6 x 4 ft. island, abundant storage, high-end quartz countertops and backsplash, Wi-Fi-enabled appliances, a gas cooktop and pot filler. The main floor also includes a private office/den, fireplace and media wall.Upstairs are four spacious bedrooms, each with a full ensuite, plus walk-in closets and a dedicated laundry area.The legal two-bedroom basement apartment includes a separate entrance, two washrooms, separate laundry, ample storage, large windows and a second kitchen with quartz finishes.Exterior features include interlocking, a courtyard, backyard patio, exterior and driveway lighting, insulated modern garage doors, EV charger rough-ins, security cameras and home automation readiness. Brand-new owned furnace, HRV, tankless water heater and air conditioner complete this impressive home.

320 Kingsleigh Court, Milton
81 Miles Street, Milton
$1,025,000
5 Beds ⋅ 3 Baths ⋅ W14127756 MLS
A truly special bungalow where timeless character meets exceptional gardens and spacious family living. Welcome to 81 Miles Street in desirable Old Milton, a lovingly expanded detached home with lots of room to spread out, set on a generous, private lot (120x66 ft) with outstanding perennial landscaping once featured in Secret Gardens of Milton Tour. Inside, a bright central kitchen offers solid maple cabinetry, quartz countertops, tile backsplash, abundant pantry storage and a generous eat-in area perfect for everyday gatherings. A formal front living room and separate dining room provide wonderful entertaining spaces, while the sunroom with gas fireplace and multiple windows, has garden views and direct backyard access offers a peaceful place to unwind. Enjoy carpet-free main-floor living, three spacious bedrooms with hardwood flooring and multiple closets, two full bathrooms (plus one in basement) including one with a Safe Step Walk-In tub, and convenient main-floor laundry. The fully finished basement adds incredible flexibility with oversized windows, a cozy recreation room featuring a gas fireplace and wet bar, an additional bedroom, three-piece bathroom with shower, ample storage and two basement entrances, all with full head clearance useable space. Outside, the beautifully landscaped grounds create a private retreat, enhanced by exterior pot lights that add warmth and charm to the home's outdoor spaces, while the expansive driveway accommodates more than six vehicles plus a detached garage with electricity. Filled with warmth, personality and thoughtful spaces to gather or relax, this character-rich Old Milton bungalow offers a wonderful opportunity to make yourself at home. Book your private showing and experience 81 Miles Street for yourself.

81 Miles Street, Milton
74 Maiden Lane, Milton
$799,900
3 Beds ⋅ 2 Baths ⋅ W14126756 MLS
Welcome to this beautifully maintained freehold semi detached home in the heart of Old Milton, offering a spacious floorplan, and an unbeatable location. Featuring 3 generous bedrooms, 2 renovated bathrooms, and a finished basement, this home provides comfort, functionality, and room to grow. Set on a quiet, family friendly street, this property boasts incredible curb appeal, a double private driveway, and a single car garage. Inside, enjoy a bright, inviting layout with fresh paint and updated lighting (2026) that elevate every space. The private backyard is a standout feature - fully renovated and landscaped in 2020 and designed for low maintenance enjoyment. Complete with an inground swimming pool, this outdoor space is perfect for relaxing, entertaining, and making the most of warm summer days. Major updates include Roof & Eavestroughs (2021) for added peace of mind. This prime Old Milton location truly shines. You're walking distance to Downtown Milton, charming shops, restaurants, the Fairgrounds, Mill Pond, and both elementary and secondary schools. A rare blend of lifestyle, convenience, and community. A spacious, home with great bones in one of Milton's most desirable neighborhoods - an opportunity you won't want to miss.

74 Maiden Lane, Milton
42 James Street, Milton
$1,190,000
3 Beds ⋅ 3 Baths ⋅ W14122364 MLS
Welcome to 42 James St in beautiful downtown Milton. This custom-renovated bungalow offers the perfect blend of comfort and style. Thoughtfully designed with high-end finishes throughout. 2 + 1 Beds, 3 Baths. Oil Finished Fumed European White Oak Hardwood & Imported Italian Porcelain, Custom Millwork & Solid Walnut Doors. Concealed Mudroom, Walnut Framed White Wood Cabinetry In Kitchen W/Built-Ins & Dovetail Drawers. Great Room with Renaissance Rumford Wood Burning Fireplace. Primary bedroom with Sleeping Quarters, Dressing Room & Ensuite. Fully Styled Lower Level. Backyard paradise with Multi-Tiered Deck & Outdoor Sauna and showerIdeal For Outdoor Entertaining. Low Maintenance, Walk To Downtown Milton & Rotary Park.

42 James Street, Milton
371 Bronte Street S Unit 91, Milton
$614,900
3 Beds ⋅ 3 Baths ⋅ W14119496 MLS
Welcome to the "White Oaks" Towns near Downtown Milton - Perfect for First-Time Home Buyers! This spacious multi-level townhome offers 3 generously sized bedrooms and 3 washrooms, including a primary suite with a private ensuite. Bright, sun-filled windows throughout the family room, dining area, and kitchen create a warm and inviting atmosphere. Step out from the dining area to your private patio and enjoy a large backyard backing onto open green space-ideal for families, relaxation, and entertaining. The home also features a finished basement with a versatile recreational room, perfect for a family lounge, home office, or entertainment space. Conveniently located just steps from Larose Plaza, Champs Bowling & Entertainment Centre, and public transit. Enjoy walking distance to trails, parks, schools, Shoppers Drug Mart, and vibrant downtown Milton, featuring the farmers' market, shops, restaurants, and cafes.

371 Bronte Street S Unit 91, Milton
159 Bronte Street S, Milton
$929,900
W14108440 MLS
A rare Milton infill site with scale, location and a clear development vision. This vacant lot offers approximately 60.5 feet of frontage and 155 feet of depth, extending to approximately 166 feet along the south boundary-just minutes from Downtown Milton. Seller-prepared concept drawings envision a striking two-storey semi-detached development and are available for review. An exceptional opportunity for builders and developers in an established neighbourhood. Concepts are illustrative only and are not represented as approved or permit-ready. Showings by confirmed appointment only.

159 Bronte Street S, Milton
228 Main Street E, Milton
$149,000
W14107758 MLS
Excellent opportunity to acquire an established Wings Up! franchise in the heart of Downtown Milton, operated by the same owner for the past 9 years. This high-performing quick-service restaurant generates average monthly sales of approximately $50,000, representing $600,000 in annual revenue, based on 2024, 2025 and 2026 figures. Estimated annual earnings exceed $85,000 + Approx $35,000 in Tips offering attractive income potential for owner-operators or investors, with a potential payback period of less than 2 years. Ideally situated in the vibrant, historic heart of Downtown Milton, this location offers excellent visibility in a highly walkable neighbourhood with strong community appeal. Surrounded by banks, restaurants, cafés, medical services, places of worship and other established businesses, the area attracts a diverse customer base. Tons of dedicated free parking at rear entrance. Main Street East sees approximately 14,000 vehicles daily, providing outstanding exposure. Conveniently located 4 minutes to Highway 401, 10 minutes to Highway 407 and 3 minutes to Milton GO Station. Nearby educational institutions include Milton District High School (2 minutes), Stirling Montessori Academy (4 minutes), Bishop P.F. Reding Catholic Secondary School (4 minutes) and Conestoga College & Wilfrid Laurier University's Milton Campus (8 minutes). Enjoy exceptionally low rent of $6,562.49/month, including TMI, with no escalations until May 2029 and one 5-year renewal option, subject to lease terms. This fully equipped, turnkey operation features an established customer base and strong brand recognition. Ideal for entrepreneurs seeking an established business or investors expanding their portfolio. Don't miss this opportunity to own a Wings Up! franchise in a prime Downtown Milton location. Financial figures are based on 2024, 2025 and 2026 performance.

228 Main Street E, Milton
322 Kingsway Place, Milton
$980,000
3 Beds ⋅ 2 Baths ⋅ W14105826 MLS
322 Kingsway Place: A Rare Find in Old Milton. Homes on this quiet, family-friendly street in highly desirable Old Milton rarely come up, and this 3 bedroom, 2 bathroom home was worth the wait! Walk to downtown, with schools and all the necessary amenities close by and an easy commute to the GO train and major highways. Inside, the upgraded eat-in kitchen features quartz countertops, a ceramic backsplash and stainless steel appliances. A separate dining room and a large living room give you plenty of space to entertain, while the separate family room is a true showpiece, complete with newbuilt-ins, pot lights and a cozy gas fireplace. Engineered hardwood flooring runs through the living room, dining room and family room, and upgraded interior doors add a polished finish throughout. The bathrooms have been tastefully updated as well. The basement is waiting for your finishing touches and has exceptionally high ceilings and large windows for piece of mind. Step out from the family room to a large composite back deck, ideal for summer barbecues and quiet evenings. There you will find a large covered gazebo and a hot tub with a brand new cover, so your private retreat is ready to enjoy year-round. Spring brings an abundance of beautiful perennials in both the front and year yards. Peace of mind comes standard with a new furnace (2021).Location, updates and lifestyle all in one. Book your showing today!

322 Kingsway Place, Milton
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