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$875,000
3 Beds 2 Baths W13767778 MLS
Calling All First-Time Home Buyers, Empty-Nesters, Downsizers ... this charming brick BUNGALOW sits on an OVER-SIZED 0.24 ACRE (10,344 SF) PIE-SHAPED LOT and backs on to GREENSPACE and Sixteen Mile Creek. It offers lovely curb appeal, is positioned well off the road and sits comfortably among a variety of homes, including multi-million dollar new builds. The main level welcomes you in with its bright OPEN CONCEPT floor plan. There is a dining room, living room with fireplace and large window to let in the natural light and a gourmet kitchen featuring stainless steel appliances, including a gas oven, ample up-graded cabinetry with glass-front display cabinets, pantry, tile backsplash, breakfast bar and walk-out to the back deck. The home also features a renovated 3-piece bathroom and two bedrooms, including a spacious primary bedroom with two large bright windows. The generous size of the primary bedroom offers the potential to divide the space into two bedrooms, creating the possibility of a 3+1 bedroom layout. The lower level offers large above-grade windows, an additional bedroom, laundry, 4-pc bathroom, recreation room and family room. The over-sized rear yard backs onto greenspace, is private and perfect for the children to play. There is a deck, two sheds for additional storage and PARKING FOR 5 VEHICLES (one in the separate garage and four in the driveway). Additional features include: a SEPARATE ENTRANCE to the BASEMENT, linen closet on main floor, no carpet, hardwood floors, ample storage in the basement and updated electrical panel. Nestled in desirable Old Milton within a fantastic local community, this home is ideally located close to schools, restaurants, coffee, shops, public transit, farmers market, easy highway access and a short walk to Milton's vibrant downtown. Welcome to your new home! *Basement photos virtually staged

408 Kingsleigh Court, Milton

$929,900
3 Beds 2 Baths W13767482 MLS
Modern elegance meets historic soul in the heart of Old Milton. Tucked away on a quiet, low-traffic street in one of the town's most coveted neighbourhoods, this extensively updated century home offers a rare blend of timeless character and contemporary luxury. Inside, rich heritage trim and original architectural details create a warm, inviting atmosphere, paired seamlessly with sleek engineered hardwood floors across the main level. The heart of the home is a stylish, kitchen featuring a brand-new backsplash, modern appliances, and refined cabinetry. Designed for both grand hosting and casual living, the main floor boasts a formal living room alongside a separate, sun-drenched family room overlooking the property. Step outside to your private, fully fenced backyard-a serene oasis perfect for summer gatherings or quiet morning coffee. Located just steps from downtown Old Milton's boutique shops, cafes, and fine dining, as well as top-rated schools and fast transit routes, this turn-key property is an exceptional opportunity for buyers seeking luxury, location, and community.

39 Court Street N, 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

$769,900
3 Beds 2 Baths W13766344 MLS
There's something special about a home with character, and 436 Broadway Avenue delivers it in a walkable Old Milton location just steps from downtown. This charming detached freehold bungalow offers 3 main-floor bedrooms including a generous sized primary, 2 full bathrooms, a finished basement and a lush, private backyard surrounded by mature trees and greenery. Inside, the bright kitchen welcomes you with large windows, warm-toned cabinetry, stainless steel appliances and a gas range. The open-concept living and dining spaces feature warm original wood floors, while the formal front living room enjoys an abundance of natural light. Just off the kitchen, the dining room has double-door sliders leading to the backyard deck, making it easy to bring everyday living outdoors. The finished basement is ready to enjoy with an open recreation room, a second 4-piece bathroom, easy-care laminate flooring and laundry. Outside, mature trees create privacy and shade, while a detached garage and long driveway provide parking for up to 5 vehicles. Walk to mature parks, schools and amenities, enjoy having downtown close by, and take advantage of quick access to Highways 401 and 407 and the GO station. If you're looking for a detached home for sale in Milton with charm, potential and a location that keeps you connected, 436 Broadway Avenue is well worth experiencing in person.

436 Broadway Avenue, 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

$2,299,990
4 Beds 4 Baths W13758202 MLS
Tucked on a sought-after corner lot in the heart of Old Milton - just steps from Main Street and Town Hall- this custom-built home offers the rare combination of walkable small-town charm and thoughtfully designed luxury living. Set on a generous 66' x 120' lot, this residence impresses from the moment you arrive, with soaring 9-foot ceilings on both the main and upper levels that create an airy, elevated feel throughout. The heart of the home is a chef-inspired kitchen anchored by a large island with custom cabinetry - a natural gathering spot for everyday living and entertaining alike. The home offers 4 spacious bedrooms with walk-in or custom built-in closets (and throughout), an office (perfect for remote work), and 3.5 bathrooms - space for the whole family to spread out and settle in. The fully finished basement is where this home truly sets itself apart, featuring custom home theater wiring with a giant screen - your own private cinema, just steps from the living room. Step outside to your own backyard retreat: a fiberglass heated pool, ideal for summer evenings and weekend entertaining, all set on a private corner lot that adds extra space and light on two sides. All this in one of Milton's most cherished neighborhoods -walk to Main Street shops and restaurants, Town Hall, and everything that makes Old Milton special.*For Additional Property Details Click The Brochure Icon Below*

62 Miles Street, Milton

$1,825,000
5 Beds 4 Baths W13755636 MLS
Find the charm of Old Milton in this updated spacious family home. Aspirational cul-de-sac pie shaped lot with loads of privacy and room to roam. From the inviting stamped concrete front porch to the centre hall plan, you will feel at home as soon as you enter. An entertainer's main floor with renovated chef's kitchen and an open concept plan featuring a living room to gather. Curl up on cool nights by the gas fireplace, or in summer you can walk out to the over-sized deck for outdoor dining perched over your impressive lot. With an abundance of trees around and Sixteen Mile Creek in sight, imagine the tranquility of a cottage just steps out of your glass patio doors. Host family dinners in the formal dining room with the character of wainscotting and an impressive bay window. Rounding off a perfect floor plan you can enjoy a main floor powder room and benefit from the direct access mud room/laundry room from the double garage entrance.The second floor has four well appointed bedroom with tons of natural light throughout. The primary bedroom features a walk-in closet and renovated bathroom with glass enclosed curbless shower & double sink vanity.The fully finished basement was designed with entertaining in mind with full renovation (2020). Ease into the recreation room with custom built in wall unit and electric fireplace. Honourable mention goes to the focal point-the high top custom hand made quartz bar table with room to seat 6+ guests. The built-in cabinets with 2 under mount beverage fridges has everything on demand. With a lower 3 pc bathroom, additional bedroom and flex space you can truly enjoy every square foot of this home. The lower level has a walk out patio for casual outdoor lounging while you soak in the sights and nature sounds of this unique, rarely offered treed lot.

358 Kingsway Place, Milton

$889,900
3 Beds 2 Baths W13753536 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

$859,000
3 Beds 2 Baths W13752238 MLS
Lovingly maintained by the same family since 1961, this charming 3-bedroom raised bungalow is nestled in the heart of Old Milton. The open-concept, carpet-free main floor features a renovated bathroom and numerous updates over the years, including new flooring, creating a comfortable and inviting space. Set on a generous 60 x 140 ft. lot with parking for 3-4 vehicle, the property boasts a private, fully fenced backyard complete with a small backyard pond - Step out from the kitchen onto the deck and enjoy the peaceful setting. Located in one of Milton's most sought-after, family-friendly neighbourhoods, you'll enjoy being just a short walk to the Milton Farmer's Market, summer street festivals, parks, the fairgrounds, shopping, schools, and public transit. With many newly built custom homes enhancing the neighbourhood, this property presents a great opportunity to move in and enjoy, renovate, or create a home you have dreamed of. This could be the property you've been searching for.

228 Bell Street, Milton

$779,000
3 Beds 2 Baths W13727754 MLS
Welcome to a fantastic opportunity in one of Milton's most family-friendly neighbourhoods! Set on a premium lot, this beautifully renovated semi-detached home offers 3 generous bedrooms, 2 bathrooms, an attached garage and parking for 4 additional vehicles - all wrapped into a move-in-ready package with plenty of recent updates.Step inside to bright, inviting interiors, new flooring throughout and a practical layout that makes everyday living easy. The updated kitchen offers ample cabinetry and workspace with brand new appliances and Butchers Block Counter tops and flows seamlessly into the dining area, where a brand new walkout deck creates the perfect spot for summer dinners, weekend barbecues or your morning coffee. Out back, the newly fenced yard (2026), new deck (2026) offers a private outdoor space for kids, pets, entertaining or simply unwinding at the end of the day. Major improvements, including an updated roof (2026), plus windows, plumbing and electrical completed in 2010 including inside the garage, add valuable peace of mind. And the location is hard to beat. Walk to Milton District High School, J.M. Denyes Public School, parks, Milton Fairgrounds, John Tonelli Sports Centre and local favourite La Rose Bakery, with everyday amenities close at hand.Whether you're a first-time buyer, a growing family or simply looking for a well-kept home in an established Milton community, this one checks all the boxes. *Some photos are virtually staged.*

132 Heslop 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

$1,475,000
3 Beds 3 Baths W13714224 MLS
A piece of Old Milton history, thoughtfully updated for today. Welcome to 22 Mary Street, a beautiful Century home set on one of Old Milton's most established and sought-after streets. With its inviting covered porch, mature gardens and unmistakable character, this is a home that feels special before you even step inside.Throughout the home, original details have been thoughtfully preserved alongside modern updates, creating a warm and distinctive blend of old and new. Deep baseboards, classic trim, beautiful wood flooring and architectural details tell the story of the home's past, while the renovated kitchen and updated living spaces offer the comfort and functionality today's homeowners expect.The heart of the home is the impressive kitchen and dining area, featuring a vaulted ceiling, exposed beams, original brick detailing, a generous island, quartz counters, stainless steel appliances, and direct access to the backyard. It's a space designed as much for everyday life as it is for gathering with family and friends.The main level also features a spacious living room, versatile office or sitting room, inviting family room with woodstove, and convenient main-floor laundry. Upstairs, you'll find three comfortable bedrooms, a beautifully updated family bathroom, and a private primary ensuite.Outside, the magic continues. The mature, private grounds are beautifully landscaped and designed for enjoying every season, with a deck, pergola, covered gathering space and outdoor woodstove creating an extension of the living space. With ample driveway parking and an unbeatable Old Milton location, you're just minutes from downtown shops, restaurants, parks, the Mill Pond, schools, pool and community amenities.

22 MARY Street, 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

$998,000
4 Beds 3 Baths W13680864 MLS
Located on a quiet court in beautiful Old Milton, this updated bungalow sits on a lot surrounded by mature trees and custom homes. Rare double car garage plus parking for four more on the driveway. A huge three-season breezeway connects the house to the garage; use it as a sunroom, second living room, or a great foyer.The kitchen is the only un-renovated space, a blank canvas ready for your vision. Rare third bathroom gives the primary suite real ensuite privacy. Big ticket items are done: high efficiency gas furnace (2024), heat pump/AC (2024), roof (2022), windows (2020-2024), and attic insulation (2024). Enjoy multiple outdoor spaces including mature landscaping, a covered front porch, and private patios. Total parking for six vehicles. A fantastic opportunity for buyers looking to offset their mortgage, accommodate extended family, or enjoy the flexibility of a home with built-in income.

248 Kingsleigh Court, Milton

$1,199,900
4 Beds 3 Baths W13664442 MLS
Located In The Heart Of Old Milton On A Rarely Available, Oversized 80 X 132 Ft. Lot In One Of Milton's Most Desirable Neighbourhoods. This 4-bedroom Home Offers Good Bones And Plenty Of Potential To Renovate, Update Or Expand To Suit Your Needs. Featuring Good-sized Bedrooms, A Bright Living Room With Large Windows Providing Plenty Of Natural Light, And A Family Room With A Walk-out To The Fenced Backyard. Set On A Beautiful, Mature Tree-lined Street And Within Walking Distance Of Schools, Victoria Park, Rotary Park And Splash Pad, Mill Pond, Shopping, Dining, The Farmers' Market And Historic Downtown Milton. Ready For Your Personal Touches And Updates, This Property Offers An Excellent Opportunity To Create The Home You Want In A Highly Sought-after Old Milton Location.

29 Mary Street, Milton

$2,499,000
6 Beds 7 Baths W13647272 MLS
Welcome to this exceptional luxury home offering over 3,900 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

$819,900
3 Beds 2 Baths W13635598 MLS
Rare opportunity, two residences (approximately 1600 square feet each) on one property in a highly desired location close to downtown. Three bedroom, 1 1/2 bath home with main floor family room. large kitchen and large dining room. Seperate residence (also approximately 1600 square feet) at the back of the property above the double garage offers good size kitchen, huge living room, two bedrooms and a 4 piece bath. Both residences has forced gas furnaces. This property is being sold "AS IS" with no representations or warranties. Approximate ages for the following: house furnace (2006), house kitchen and porch shingles (2013), main part of house shingles (2018), residence over the garage furnace (2014) and shingles (2019). This property appears on the Milton Heritage List but is not Registered Heritage Property.

215-217 Queen Street, Milton

$1,524,900
6 Beds 4 Baths W13610990 MLS
A rare executive home on one of Milton's most desirable cul-de-sacs, offering the perfect blend of elegance, comfort, and functionality. Filled with natural light, the traditional centre hall floor plan features spacious principal rooms and a beautifully renovated kitchen with granite countertops, premium appliances, a large centre island, and breakfast bar. The kitchen flows seamlessly into the dining area and open; concept family room, with walkout to a composite deck overlooking the professionally landscaped backyard. Upstairs offers four generous bedrooms, including a spacious primary suite with a walk-in closet and updated 4-piece ensuite. The fully finished lower level features a self-contained in-law suite with a full kitchen, living room, 4-piece bath, oversized bedroom, and private walkout to the patio; ideal for extended family, guests, or a live-in nanny.

339 Kingsway Place, 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

$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

$1,500,000
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

$2,548,000
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

$2,875,000
4 Beds 4 Baths W13516314 MLS
There are homes built to impress, and there are homes built to be lived in well. Rarely are they the same home.Built just five years ago and presenting much like a brand-new residence, this exceptional custom home offers a rare combination of timeless design, modern efficiency, and purposeful luxury. Every detail has been thoughtfully considered to create a home that is as functional as it is beautiful.The true centrepiece of this property is the professionally designed rear yard-a private retreat created for both entertaining and everyday enjoyment. A stunning fibreglass inground pool with a water feature anchors the space, while a dedicated fire pit and natural gas fire wall provide the perfect setting for evenings with family and friends. Imagine sitting in the covered gazebo, watching the Blue Jays game while the kids play in the pool-a simple luxury that captures the spirit of this remarkable home.Inside, expansive principal rooms, abundant natural light, and carefully selected finishes create spaces that feel both refined and welcoming. The kitchen serves as the heart of the home, flowing seamlessly into the living and dining areas and offering the perfect backdrop for gatherings large and small.The finished lower level extends the home's versatility with a dedicated home gym and private sauna, creating a personal retreat without ever leaving home.Equally impressive are the home's thoughtful modern features, including owned rooftop solar panels that help offset hydro costs and two Tesla charging stations installed in the garage on a dedicated 60-amp circuit.This is more than a luxury property. It is a home designed for summer afternoons by the pool, quiet evenings by the fire, and the moments with family and friends that matter most.

301 Martin Street, Milton

$2,350,000
4 Beds 5 Baths W13452584 MLS
A masterful blend of custom luxury and timeless elegance, this exceptional Milton residence is ideally situated on a sun-filled corner lot in one of the community's most established neighbourhoods. Thoughtfully designed with a refined floor plan and meticulous attention to detail, the home showcases premium finishes and a seamless flow that balances everyday comfort with effortless entertaining. The main level features soaring ceilings, wide-plank hardwood floors, designer lighting, and custom millwork throughout. A chef-inspired kitchen is equipped with premium appliances, large centre island, butler's prep area, and walk-in pantry, overlooking a bright great room with a stunning floor-to-ceiling fireplace. Formal and informal living spaces blend seamlessly, from the inviting dining room to the professionally landscaped backyard, designed for memorable family gatherings. A private office, mudroom w/ laundry, and elegant powder room complete the level. Upstairs, four spacious bedrooms and three full baths provide ample room for family and guests. The primary suite offers a walk-in closet and spa-inspired ensuite, while a private guest suite includes its own walk-in closet and ensuite. Two add'l bedrooms share a well-appointed bathroom and a second-floor laundry room adds everyday convenience. The fully finished lower level expands the living space with a large rec room, games area, wet bar, glass-enclosed home gym, and 3pc bathroom- perfect for recreation, wellness, and entertaining. Outside, the double-wide driveway comfortably accommodates up to four vehicles. Ideally located within walking distance of Downtown Milton, Mill Pond, Rotary Park, transit, and major highways, this distinguished residence offers an exceptional lifestyle in one of Milton's most desirable settings. Designed for those who value quality craftsmanship, thoughtful design, and timeless style, this is a rare opportunity to own a home that is as functional as it is beautiful.

396 Broadway Avenue, Milton

$1,050,000
3 Beds 1 Baths W13428186 MLS
Prime 60' x 140' lot in one of Milton's most sought-after transitioning neighbourhoods. Surrounded by the charm of mature Old Milton and an abundance of newly built custom homes, this property presents an exceptional opportunity for homeowners, builders, and investors alike. Included in the purchase is a complete architectural and construction package for a stunning approximately 3,800 sq. ft. custom residence featuring 4 bedrooms, 6 bathrooms, and a fully finished walk-up basement. Demolition and construction permit applications have already been submitted to the Town of Milton, with all associated permit fees paid by the Seller, providing substantial time and cost savings for the next owner. Whether you choose to proceed with the approved redevelopment plans, build your own custom dream home, or renovate and restore the existing 3-bedroom bungalow, the possibilities are endless. Enjoy the peaceful character of this established neighbourhood while remaining close to every convenience. Located minutes from excellent schools, parks, shopping, restaurants, Milton GO Station, Milton District Hospital, and major highways, this location offers the perfect balance of lifestyle and accessibility. With no sidewalk, the property offers additional driveway parking and enhanced lot usability. Milton continues to be one of the GTA's most vibrant and rapidly growing communities, making this a rare opportunity to secure a premium lot with a significant head start on development.An exceptional property with tremendous potential in a highly desirable location.

234 Bell Street, Milton

$3,649,900
5 Beds 5 Baths W13144694 MLS
Set on a rare half-acre backing onto protected conservation land, 57 Victoria Street offers a level of privacy and calm rarely found within town limits. Surrounded by mature trees and curated gardens, the home feels intentionally removed, with each window framing a quiet connection to the outdoors. It's a setting that offers true serenity without isolation. Known as The Judges House, this is one of Milton's most iconic addresses, reimagined through a complete two-year, $2 million transformation that merges its Victorian architecture with an uncompromising standard of modern living. With over 5,000 sq ft, the home is designed for both presence and ease. A more traditional front layout transitions into an open rear living space, creating a natural balance between structure and flow. Light moves effortlessly throughout, enhanced by expansive windows, refined millwork, and thoughtfully integrated living spaces. Every finish, fixture, and system has been specified without compromise - a home that performs as beautifully as it looks. A fully detached two-storey coach house is a self-contained residence that introduces rare flexibility, ideal for a private workspace, studio, or guest residence, set apart from the main home. While the setting feels calm and removed, seamless access to the city and a short walk to Main Street create a true sense of escape without compromise or isolation. A rare offering defined by privacy, scale, and architectural significance.

57 Victoria Street, Milton