Welcome to this charming home in the heart of Old Milton-where timeless character, comfort and convenience come together. Set on a beautifully sized, private lot, the property offers a spacious yard perfect for families, gardeners, entertainers, or anyone who loves outdoor living. Nestled in one of Milton's most established and sought-after neighborhoods, this home provides the peaceful surroundings Old Milton is known for, while being just steps from parks, shops, and the vibrant downtown core. Inside, you'll find a warm and inviting home filled with personality and loads of natural light. Offering thoughtful living spaces throughout and a kitchen with stainless steel appliances and an interior window creates a visual connection back into the living space. A separate entrance to the fully functional basement apartment adds incredible flexibility-ideal for extended family, tenants, guests, or a private workspace. A truly special opportunity to own a character-filled home in one of Milton's most loved communities. RSA.

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17 Mill St, Milton, Ontario L9T1R7

437 Highside Drive delivers comfort, style, and an exceptional setting. Tucked away on a quiet, sought-after street in desirable Old Milton, this home is ideally located close to schools, shopping, and major highway access. Attractive curb appeal welcomes you with a double-car garage and driveway. Inside, the home features well-appointed principal rooms with generous proportions, offering ample space for everyday living and entertaining. The updated kitchen (2019) showcases quartz countertops, a modern sink, and stainless steel appliances, while the living room provides a warm, inviting atmosphere anchored by a cozy gas fireplace. The family and dining rooms connect effortlessly, forming a bright and spacious area perfect for hosting. A fully finished lower-level recreation room adds even more room for family fun and memorable get-togethers. The renovated 5-piece bathroom boasts quartz countertops with double sinks and ceramic flooring. The spacious primary bedroom is complemented by two additional generously sized bedrooms. Step outside to your private backyard oasis, complete with a covered outdoor entertaining area, manicured walkways and gardens, and a custom deck nestled beneath towering pine trees-perfect for both quiet relaxation and memorable gatherings. Roof shingles were updated in 2016, with several windows replaced within the past 3-4 years. Book your showing today.

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437 Highside Dr, Milton, Ontario L9T1W9

**Some photos are virtually staged** Ideally situated just steps from Milton's vibrant downtown and the scenic walking trails around Mill Pond, this bright and well-maintained 3-bedroom, 2-bathroom condo offers over 1,130 sq. ft. of living space. A perfect blend of comfort, functionality and value in one of Milton's most convenient neighbourhoods. Inside, you'll find a spacious living and dining area that's ideal for entertaining or relaxing. Incredible sunsets and Escarpment views from the balcony. The kitchen features classic solid wood cabinetry, ample counter space and a practical layout that connects easily to the rest of the home. A separate laundry room (with less than 2 year old washer and dryer) offers excellent storage for daily essentials and extras. Down the hall, a 4-piece bathroom with a full bathtub serves the secondary bedrooms, while the primary suite includes a private 2-piece ensuite and generous closet space. Two additional bedrooms provide flexibility for guests, children, or a home office. This unit's thoughtful layout, generous room sizes, and abundance of natural light make it feel like home from the moment you walk in. Located in a quiet, well-managed building with friendly residents and unbeatable access to downtown amenities, transit, shopping and Milton's parks and trails, this condo offers both comfort and lifestyle. Condo fee includes: Heat, Hydro, Water, Cable TV and Internet! The building and common areas have been beautifully maintained with recent upgrades, including a fully renovated parking area (2025), new balcony railings and roof replacement (2023). **Some photos are virtually stage

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1005 81 Millside Dr, Milton, Ontario L9T3X4

Comfort meets convenience in the heart of Milton. This beautifully maintained 2-bedroom, 2-bathroom suite offers 1,005 sq. ft. of thoughtfully designed living space in one of downtown's most sought-after communities. Enjoy energy-efficient geothermal heating and cooling, keeping utility costs manageable year-round.  A welcoming foyer with a large front closet and additional storage in the laundry/mechanical room sets the tone for the functional layout. The stylish kitchen features a breakfast bar peninsula with pendant lighting and seating for four, stainless steel appliances, granite countertops, and ample cabinetry - perfect for both everyday living and entertaining.  The open-concept living and dining area is finished with laminate flooring and walks out to a private south-facing balcony overlooking Main Street, offering charming downtown views. The spacious primary retreat includes broadloom flooring, two large closets, and a private 4-piece ensuite complete with a granite-topped vanity, under-mount sink, separate shower, and deep soaker jetted tub. The second bedroom is well-sized with broadloom flooring and a generous closet, complemented by a second full 4-piece bathroom featuring a granite vanity and tub/shower combination.  This unit includes one underground parking space and a storage locker. Residents enjoy access to exceptional amenities including a fitness centre, party room, games room, and ample visitor parking - all just steps from transit, shops, restaurants, and everything downtown Milton has to offer. Urban convenience and comfortable living, all in one place.

308 383 Main St, Milton, Ontario L9T8K8

Welcome to The Marian Courtyard Seniors Residence, a vibrant retirement community for active and independent seniors aged 65 and up. This move-in ready 855 sq. ft. unit offers comfort and convenience, featuring a master retreat with a walk-in closet, a spacious den that can double as a bedroom and a combined living/dining area with walkout to a spacious patio. A bright eat-in kitchen with white appliances and bathroom with bathtub surround complete this home. Enjoy the added bonus of in-suite laundry with plenty of storage space, plus one surface parking spot conveniently located just steps from the building's entry. 10 ft ceilings add to the feeling of space and light. There's also a private locker for extra storage. A patio off of the living room offers an outdoor space with privacy. The space is fully carpet-free with level laminate flooring throughout without any transitions between rooms. There's also a private locker for extra storage. Residents have access to an impressive range of amenities, including a guest suite, lounge, kitchenette, exercise room, salon, games area, library, and a private outdoor patio. Ideally located in a well-established neighbourhood, the residence is within walking distance to Downtown Old Milton, Mill Pond, and is close to public transit, parks, shops, churches, and the Milton District Hospital (just 7 minutes away by car). Emergency services are also nearby for added peace of mind. Best of all, residents enjoy a carefree lifestyle, free from maintenance concerns and with a strong sense of community and security.

106 137 Martin St, Milton, Ontario L9T5H4

Located in Milton's established Bronte Meadows community, this 3-bedroom townhome is just minutes from downtown and within walking distance to local favourites, including the famous LaRose Bakery. An excellent opportunity for first-time buyers, young families, or investors, the home features a fully renovated kitchen (2024) with a clean, modern design, ample cabinetry, and functional layout. The kitchen flows into a bright, spacious living and dining area, ideal for everyday living and entertaining. Upstairs, the primary bedroom overlooks the fully fenced backyard with mature trees and patio, while two additional bedrooms offer flexible space for family, guests, or a home office. The finished lower level provides valuable extra living space, perfect for a rec room or cozy retreat. The backyard offers added privacy with no rear neighbours. Close to parks, schools, childcare, transit, shopping, Milton Hospital, sports facilities, and major highways, this property combines convenience, location, and potential in a family-friendly neighbourhood.

16 30 Heslop Rd, Milton, Ontario L9T1B3

Why rent when you can own? This fantastic 3-bedroom, 2-bath split-level condo townhome is full of potential and ready for your personal touch. Located in a family-friendly complex complete with a playground, this home offers unbeatable walkability to shops, amenities, and even the hospital. Set on the quieter side of the complex, the unit backs onto a common breezeway and detached homes, creating a private backyard retreat framed by mature trees. Inside, the welcoming front entry features an updated 2-piece powder room, a closet, and a convenient shoe-storage cupboard to keep everything organized. A few steps up, you'll find a bright kitchen, dining area, and sliding doors leading to the backyard-perfect for everyday living and entertaining. The oversized family room is just above, highlighted by a bay window that fills the space with natural light. The spacious primary bedroom is thoughtfully located at the back of the home for added privacy and is complemented by a nicely updated 4-piece bathroom. Two additional generously sized bedrooms and a large linen/storage closet complete the upper level. Don't miss the finished basement, offering flexible space along with a dedicated storage area and extra crawlspace storage-plenty of room for all your needs. A great opportunity to get into homeownership in a well-located, welcoming community-this one is not to be missed!

66 371 Bronte St, Milton, Ontario L9T3K5

Welcome to this beautifully upgraded 3 bedroom condo townhome located in the highly sought after Bronte Meadows community of Milton* This well maintained home features numerous quality upgrades throughout, including added pot lights in the kitchen and living area, upgraded blinds, crown mouldings, upgraded baseboard trim, and hardwood flooring on both the main and upper levels* All bedrooms offer hardwood flooring, and the primary bedroom includes a convenient 2-piece ensuite** The spacious, upgraded kitchen is designed for both style and function, showcasing quartz countertops, subway tile backsplash, marble tile flooring, ample cabinetry, and a corner nook ideal for additional pantry or storage space. A generous eat-in area completes this inviting space* The finished basement offers upgraded laminate flooring installed in 2026 and provides a versatile area ideal for a home office, workout space, or additional TV/lounge area** Enjoy outdoor entertaining in the spacious backyard patio with gas hookup. Maintenance fees include water and exterior maintenance such as roofing and landscaping** Additional features for this home include an owned furnace and A/C (2016), updated roof in 2019, owned water softener, and hot water tank rental** Great location close to schools, grocery stores, community centres, Milton Hospital, parks, public transit, Highway 401, Milton GO Station, and shopping centres. This home offers comfort, convenience, and exceptional value in a prime Milton location.

45 235 Bronte St, Milton, Ontario L9T3V8

Welcome to 81 Millside Drive. This spacious and bright corner-unit condo on the 6th floor, offers over 1,090 sq. ft. of comfortable living space, ideally located just steps from Milton's vibrant downtown core and the scenic walking trails of Mill Pond. Situated on a quiet, mature street, this well-appointed 3-bedroom, 2-bathroom suite provides exceptional walkability to restaurants, shopping, street festivals, the farmers' market, and parks. The open-concept living and dining area is ideal for entertaining family and friends. The primary bedroom features a private 2-piece ensuite, while two additional generously sized bedrooms offer flexible living space. Enjoy outdoor living on the oversized balcony with stunning sunset and Escarpment views. A separate laundry room provides excellent additional storage and includes a chest freezer. The maintenance fee covers hydro, heat, water, sewage, building insurance and general maintenance. Pet-friendly building with a warm friendly community feel. Amenities include a party and games room. The unit includes one undercover parking space (exclusive use #35) and there is ample visitor and common use parking. This well-maintained building offers easy commuting with quick access to GO Transit and highways 401, 407, and QEW. Recent building upgrades include parking garage renovations (2025), generator and plumbing drain repairs (2025), and balcony railing and roof replacement (2023).

605 81 Millside Dr, Milton, Ontario L9T3X4

Welcome to this beautifully maintained & attractively decorated END UNIT 3BR condo townhome, offering the privacy & feel of a Semi-detached home in the heart of Old Milton. Tucked away in a quiet, desirable pocket at the rear of the complex, this home enjoys convenient visitor parking right next door & a peaceful setting rarely found in townhome living.Step inside to discover a thoughtfully designed layout featuring a bright Living Room w/ Laminate flooring & Oversized Patio Doors, leading to a walk-out to a private, fully fenced Backyard. The outdoor space is ideal for entertaining or relaxing, complete w/ a Patio, Gazebo frame & mature perennial Gardens, plus direct gated access to the back of the complex for added convenience.The family-sized Kitchen & Dining area offers ample space for everyday living, finished w/ durable ceramic flooring. Upstairs, the Primary BR overlooks the backyard & features a 2pc ensuite & an open-concept Walk-in Closet. Additional highlights include a convenient Interior access to the Garage, a main floor 2pc Powder Room and a fully finished Basement - perfect as a Recreation Room, Home Gym, Office or even a fourth Bedroom.Recent 2025 updates: roof replacement, new front door & some rooms newly painted. The property is part of a well-managed condo corporation w/ healthy reserve funds, offering peace of mind for years to come.The location truly sets this home apart. Enjoy direct access to the adjacent plaza, home to a wide array of everyday conveniences including Daycare, Montessori & Pre-school, Grocery store, Restaurants, Cafés, Bakery, Dentist, Salon & more. Just minutes to downtown Milton, Main St Cafes, parks, leash free dog park, schools & community ctrs, w/ easy access to Hwys 401 & 407, Milton GO Station & public transit - making commuting a breeze.An exceptional opportunity to own a move-in ready home in one of Milton's most established and walkable neighbourhoods.  A perfect blend of comfort, convenience and community.

21 30 Heslop Rd, Milton, Ontario L9T1B3

Welcome to this sunny and beautifully maintained and completely RENOVATED 3-bedroom townhome with a PRIVATE FULLY FENCED YARD that backs onto common area and detached homes and is surrounded by MATURE TREES. This pretty family home is located in a quiet family-friendly complex. It is the perfect starter home or for those wishing to simplify life. The main floor features a convenient powder room and private entrance. The renovated (2026) white eat-in kitchen has loads of counter space and cabinetry, is open concept and can easily accommodate large family dinners. Patio doors lead you to the extremely private back yard, the perfect space to BBQ or unwind with a glass of wine. The living room is huge and features a large picture window that floods the home with beautiful natural light. There are three generous bedrooms and a 4-piece family bathroom on the upper levels. The PROFESSIONALLY FULLY FINISHED BASEMENT offers loads of storage, and could be a FOURTH BEDROOM, home office or rec room. Additional features include: freshly painted top to bottom in soothing neutral tones (2026), all new vinyl flooring and carpeting throughout (2026), kitchen appliances (2026), new cabinetry with soft close doors (2026), updated lighting, and there is ample visitors' parking in the complex. Ideally located close to all amenities: excellent schools, park, grocery, community centre, hospital, restaurants, public transit, and close proximity to Milton's vibrant downtown. This home is situated in a very private area of the complex, providing security for kids to play and ride their bikes. This is such a truly wonderful home! *see attachment for full list of upgrades

51 235 Bronte St, Milton, Ontario L9T3V8

Welcome to effortless downtown living in the heart of Milton! Perfectly situated on a quiet, tree-lined street, this beautifully maintained condo offers unbeatable walkability to charming restaurants, boutique shopping, the local farmers' market, scenic parks, and the picturesque Mill Pond with its walking trails. Commuters and active families will appreciate the quick access to Hwy 401 and GO Transit, making daily travel a breeze. Freshly painted and move-in ready, this stunning corner unit boasts an abundance of natural light through expansive windows and showcases breathtaking views from the 10th floor. The open-concept layout is ideal for entertaining, offering a seamless flow between living and dining spaces. The primary bedroom features its own private 2-piece ensuite, while two additional generously sized bedrooms provide ample space for sleeping, studying, or storage. Step outside and enjoy summer evenings on your oversized balcony, perfect for alfresco dining and relaxing with friends. Residents also enjoy excellent building amenities, including a party and games room for hosting and socializing. This unit comes with the rare bonus of two parking spaces-one underground and one surface. Even better, the maintenance fees cover hydro, gas, water, internet, and cable TV, offering exceptional value and worry-free living. PET-FRIENDLY Building, with an additional coin-op laundry. The parking garage (both decks) was fully renovated in 2025. In addition, major repairs were performed in 2025 to the building's generator and plumbing drain. Balcony railings and roof replacement in 2023. This is downtown condo living at its finest-don't miss your opportunity to call this impressive home your own.

1002 81 Millside Dr, Milton, Ontario L9T3X4

Historic Charm Meets Modern Comfort in the Heart of Milton. Welcome to 142 Martin Street, a beautifully restored century home (circa 1920) located on a generous lot just steps from downtown Milton. Rich in character and timeless appeal, this stately property boasts original interior doors, trim, and a grand staircase that have been lovingly preserved. The refinished original hardwood floors and soaring ceilings create a warm, elegant atmosphere, while the inviting front porch adds a touch of classic charm. Thoughtfully updated for todays lifestyle, the home features modernized essentials including the roof, windows, electrical, and HVAC systems offering peace of mind without compromising its heritage. Currently configured as a professional office space, the layout provides flexibility and can be easily converted back into a stunning family residence. Located in a sought-after neighbourhood surrounded by newly renovated and expanded homes, and just steps to the newly revamped Martin Street Public School, this unique property presents a rare opportunity to own a piece of Milton's history while enjoying all the conveniences of downtown living.

142 Martin St, Milton, Ontario L9T2R2

LEAGAL DUPLEX!!! CALLING INVESTORS and RENOVATORS. 66' x 115' lot with ample parking. Fully fenced backyard. Single detached garage with shed.  Nestled in one of Milton's most established and sought-after neighborhoods. Steps to parks, shops, and the vibrant downtown core. All room sizes are approximate. Buyer & buyer agent to verify all information and to complete due diligence. The property is being sold in as is where is condition with no representations or warranties. Asphalt shingles (2020), Windows (2024) , Hot water tank (2025).

53 Robert St, Milton, Ontario L9T1G7

Located in the heart of Old Milton, this well-maintained 3-bedroom, 2-bathroom condo townhouse at 64 Bronte Street South #8 offers approximately 1,016 sq. ft. of above-grade living space plus a finished walk-out basement, making it ideal for families, professionals, or downsizers. The bright main level features an open-concept living and dining area with hardwood floors, pot lights, and large windows that fill the space with natural light, along with a functional kitchen complete with tile flooring and backsplash. The second level hosts three generously sized bedrooms and a full 4-piece bathroom, providing comfortable and practical living space. The finished lower level adds versatility with a recreation room, 2-piece bath, and convenient walk-out access. Enjoy the ease of two owned parking spaces and a truly low-maintenance lifestyle, with condo fees covering water, building insurance, and extensive exterior maintenance including the roof, windows, doors, fencing, landscaping, grass cutting, snow removal, and other common elements. Ideally located near Main Street West, this home is steps to public transit, parks, green space, places of worship, and the Milton Community Centre, and is close to highly regarded schools such as E.W. Foster Public School and Bishop Reding Catholic Secondary School, with easy access to shopping, dining, and major commuter routes.

8 64 Bronte St, Milton, Ontario L9T1Y8

Beautifully maintained 3-bedroom, 2.5 washroom townhome with a detached garage, located in the heart of Bronte Meadows, one of Milton's most family-friendly communities. This bright and inviting home features an open-concept living and dining area filled with natural light. The eatin kitchen offers a walkout to a private deck-perfect for relaxing or entertaining. Spacious bedrooms provide comfort for the whole family, while the finished basement with bar adds valuable additional living space. An ideal opportunity for first-time home buyers or downsizers. Conveniently located close to downtown Milton, Bronte Sports Park & Sports Centre, schools, hospital, ravines, and scenic trails.The property is currently tenanted for $3000 and vacant possession is available on request.

59 318 Laurier Ave, Milton, Ontario L9T3M9

Located on one of Old Milton's most desirable streets, this charming 1-storey home offers a rare opportunity to own a character-filled property on an oversized 77' x 237' lot in a mature, walkable neighbourhood. Just steps from downtown shops, restaurants, and the Mill Pond, this home combines an exceptional location with generous lot size and timeless appeal.The main floor features a welcoming entry with a traditional wood staircase and classic detailing. The bright family room offers hardwood flooring, a wood-burning fireplace, and cornice mouldings, while a separate sitting room provides a flexible space ideal for a home office or study.The kitchen includes light wood cabinetry, stainless steel appliances, a pot filler, breakfast bar seating, additional cabinetry, and a convenient side entry from the driveway. A sitting room or den off the kitchen connects seamlessly to the sunroom, creating a practical and functional layout.The incredible sunroom is filled with natural light, features patio doors leading to the back deck, and offers views of the expansive backyard and beautiful gardens.The upper level offers two bedrooms, including a spacious primary with two closets and a bonus sitting area. Sloped ceilings, hardwood flooring, and large windows add character. Drawings for a potential upper-level addition are available for buyers considering future expansion.The finished lower level includes a recreation area with an electric fireplace, a two-piece bathroom, and ample storage space. Enjoy the privacy of the expansive backyard year-round, complete with a hot tub.

124 Lydia Ave, Milton, Ontario L9T2H1

***View Multi Media Tour*** Fully Updated Bungalow on a Rare 50 Ft Lot Backing Onto Parkland. A beautifully maintained, move-in ready bungalow tucked into one of Milton's most sought-after family neighbourhoods. Whether you're a first-time buyer, an investor, or looking to downsize without giving up space or comfort, this home delivers flexibility, quality, and peace of mind. Set on a generous 50 ft by 125 ft lot, the home has been thoughtfully and extensively upgraded over the years. Highlights include a durable metal roof and covered front porch, a tinted front window, and an automatic sprinkler system in the front yard. Every improvement was made with long-term living in mind. Inside, you'll find a smartly reconfigured layout featuring two oversized bedrooms, perfect for those who value space and versatility. The renovated kitchen and bathrooms are finished with crown moulding and heated floors, adding a touch of everyday luxury you'll appreciate year-round. The fully finished basement offers excellent in-law or extended family potential, complete with a separate entrance, egress windows, an owned reverse osmosis water system, and an included refrigerator, making this space equally suited for entertaining or relaxing. Step outside to your private backyard retreat, where a wood deck, pergola, and hot tub overlook a lot backing onto a small quiet park with a playground. No rear neighbours, just green space and a sense of calm that's hard to find. Additional features include a detached two-car garage with power, ample storage throughout, and a walkable location close to schools, parks, transit, downtown Milton, shopping, golf, and quick access to Highway 401. Furnace and air conditioning rentals will be bought out by the seller prior to closing. Well cared for, thoughtfully upgraded, and ideally located, 353 Kingsleigh Court is the kind of home that simply feels right the moment you arrive.

353 Kingsleigh Crt, Milton, Ontario L9T1X6

Enjoy urban living at sought-after Greenlife Condos in downtown Milton. This bright and modern 1 bedroom 1 bedroom plus den suite features 9-foot ceilings, laminate flooring in the main living area, and a stylish kitchen with convenient breakfast bar. The functional den is ideal for a second bedroon, home office or additional living space. Perfectly located within an easy walk to restaurants, Milton Mall, shopping, and the GO Train, offering unmatched convenience for commuters and lifestyle seekers alike.

216 383 Main St, Milton, Ontario L9T3K8

Welcome to this charming 1.5-storey detached home located in the heart of Old Milton. Set on a generous 50 ft x 64 ft lot, this property offers 2 bedrooms and 2 bathrooms with a functional and inviting layout. The main floor features a kitchen, dining area, comfortable living room, a convenient 2-piece bathroom, and the primary bedroom, along with an additional living area that can easily serve as a home office or flexible space. The upper level includes a second bedroom, cozy sitting area, dedicated office space, and a 3-piece bathroom, providing a private and versatile living zone. Situated within walking distance to J.M. Denyes Public School and just minutes from Downtown Milton, popular local restaurants, Mill Pond, and the fairgrounds, this home offers the charm of a well-established community. With parking for up to four cars in the driveway and a spacious yard perfect for entertaining family and friends, this property delivers comfort, convenience, and excellent outdoor space in a sought-after neighborhood.