Milton Real Estate | Milton 5 Bedroom Properties for Sale

Welcome to this beautifully maintained backsplit bungalow, nestled in Milton's highly desirable Bronte Meadows neighbourhood. Designed for growing families, multi-generational living, or those who love to entertain, this home offers an exceptional blend of versatile living space and timeless appeal. Step inside to discover a bright, inviting main level featuring tasteful modern upgrades, including a stunning fireplace feature wall in the living room and an elegant designer accent wall in the dining area. The spacious eat-in kitchen is complete with stainless steel appliances and flows effortlessly into the open living and dining spaces, creating the perfect setting for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms and a beautifully updated spa-inspired bathroom. Matching flooring and staircase finishes throughout the main and upper levels create a seamless, sophisticated look. A separate side entrance leads to the finished lower level, offering incredible flexibility for extended family, guests, or future in-law potential. This level features a spacious recreation room with a cozy fireplace, a kitchenette, a fifth bedroom, a second full bathroom, and newly installed luxury vinyl flooring throughout. The sought-after backsplit design provides the spaciousness of a multi-level home while offering fewer stairs than a traditional two-storey, delivering the comfort and convenience of bungalow-style living. Step outside to your own private backyard oasis featuring extensive interlocking stonework, a sparkling in-ground saltwater pool, and a dedicated vegetable garden. Whether you're hosting summer gatherings or unwinding after a long day, this outdoor space is designed to be enjoyed. This is a rare opportunity to own a move-in-ready home in one of Milton's most sought-after family-friendly communities. Don't miss your chance BOOK NOW. (id:5764)

238 LAURIER Avenue, Milton

Listing courtesy of Re/Max REALTY SERVICES INC M.

$1,598,786

5 Beds ⋅ 5 Baths ⋅ 40861400 MLS® #

Discover a lifestyle of refined comfort and peaceful relaxation. Constructed in 2008, this attractive home has been lovingly cared for by the current owners for the past 10 years. 360 Holmes Crescent offers an attractive opportunity for those seeking spacious living and the privacy of greenspace. The heart of this home is an open-plan kitchen, seamlessly integrating with the family room. The glow of the gas fireplace and view from abundant windows will be a soothing site through every season. The kitchen features a gas stove and a functional island, perfect for casual gatherings. Also on the main level, you will find a dining room that will easily accommodate large family events. A cozy den located off the front foyer could also serve as an office space. This fine home offers five well-appointed bedrooms with all but one having access to ensuite baths. You will find a total of 5 baths, 4 full, and 1 main level powder room. The spacious primary bedroom features 3 closets, 2 being full walk ins. The main ensuite is thoughtfully designed with two sinks and a walk-in shower, emphasizing both convenience and style. The basement level can be accessed 2 ways. From the garage, as well as the inside via the dining room, and has been finished to provide a large recreation room and a full 4 piece bath. There remains an abundance of space to further develop the lower level to meet your particular needs. The lot is what really sets this home apart though. Backing onto a wall of green space that creates privacy that is difficult to find. This wonderful spot is even more appealing with its side concrete walk way leading to an inviting outdoor dining area, ideal for alfresco meals. A built-in two-car garage features a central vac extension for car cleaning, and a recently installed full epoxy floor coating. A great spot for any car enthusiast. This is an exceptional property that will serve it's next owners well for many years. Possession is flexible to meet your needs. (id:5764)

360 HOLMES Crescent, Milton

Listing courtesy of Heritage Realty.

$2,150,000

5 Beds ⋅ 4 Baths ⋅ W13747280 MLS® #

Presenting 7053 Appleby Line - Set on almost one acre with beautiful countryside views, this 2-storey home offers a unique blend of space, privacy, and flexibility, with the rare benefit of town water. Located just minutes from Rattlesnake Point and Milton amenities, the property features a salt water inground pool and hot tub, while a circular driveway provides parking for 6+ vehicles and leads to an attached 2.5-car garage. The main floor offers a comfortable layout with a kitchen, dining room, living room, family room, laundry room, and a 3-piece bathroom, ideally located for easy access from the pool and hot tub. A full in-law suite is also located on this level, complete with its own separate front and rear entrances, full eat-in kitchen, living room, bedroom, and 5-piece bathroom. Upstairs, three bedrooms include a spacious primary bedroom with a large walk-in closet and access to the 5-piece bathroom. Originally designed as two separate bathrooms, the space could be converted back if desired. California shutters and hardwood flooring add to the appeal of the second level. The finished basement provides plenty of additional living space with a recreation room and bar, bedroom, den, wine room, gym, and 2-piece bathroom. Additional features include two separate geothermal systems (2011 and 2024), a Marathon water heater with lifetime warranty, new main septic line (2026), backup generator, and fully monitored security by Telus. With its generous lot, countryside setting, salt water pool and hot tub, extensive parking, and versatile living space, 7053 Appleby Line offers plenty of room to enjoy both inside and out. (id:5764)

7053 Appleby Line, Milton

Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage.

$5,339,000

5 Beds ⋅ 8 Baths ⋅ W13736758 MLS® #

Welcome to an extraordinary luxury residence set within the prestigious enclave of Whispering Pines-a private, tree-lined haven of country estates tucked away on a quiet cul-de-sac. Custom-built by Jay Robinson, this exceptional estate showcases the perfect balance of timeless craftsmanship, refined elegance & modern comfort. Resting on a private 3-acre lot, the property is beautifully landscaped & features a serene pond with fountain, creating a truly picturesque setting. At the rear, a newly renovated pool, hot tub & expansive patio overlook lush gardens, offering an exceptional space for outdoor living & entertaining. Spanning nearly 11,000 sq. ft. of finished living space, the home was designed with scale & sophistication in mind. Inside, grand principal rooms provide the ideal setting for both everyday family living & hosting large gatherings. The award-winning kitchen-paired with custom cabinetry by Gravelle Kitchens-serves as a stunning focal point, blending elevated design with everyday functionality. The residence features four spacious bedrooms, a wine cellar & tasting room, a four-car garage & thoughtful architectural details throughout-delivering a rare blend of luxury & livability. Ideally located, the property offers quick access to Highway 401 & is just a short drive to Guelph, Milton, Burlington & Toronto Pearson International Airport, providing outstanding convenience without compromising the tranquility of its secluded setting. Every detail speaks to prestige & privacy, making this one of the most desirable offerings in the region. (id:5764)

10140 Pineview Trail, Milton

Listing courtesy of SAM MCDADI REAL ESTATE INC..

$2,999,900

5 Beds ⋅ 5 Baths ⋅ W13714824 MLS® #

Set on 2 private acres with sweeping Niagara Escarpment views, 5200 No. 2 Side Rd is an exceptional country estate offering apprx. 4,900 sf of finished living space, 5 beds, 3 full & 2 half baths and a fully self-contained walkout lower level. A gated entrance, expansive stamped-concrete drive, oversized 3-car garage and mature landscaping introduce this impressive property with resort-style grounds. The outdoor setting is truly special. A large inground pool is surrounded by generous patio space and spectacular views, while a custom Dutch handcrafted timber & natural-stone gazebo creates the ultimate entertaining space with a wood-burning fireplace, built-in sink, gas burners & BBQ area. Across the pool, a matching pool house/bunkie features a kitchenette, 2-pc bath & loft-perfect for guests or poolside entertaining. Inside, generous principal rooms, expansive windows & quality finishes create a warm, welcoming atmosphere. The vaulted living room is anchored by a striking stone fireplace, while the spacious dining area is ideal for entertaining. The showpiece chef's kitchen features marble counters, extensive cabinetry, large island, Wolf gas range, Miele appliances & wine fridge. A wood-burning fireplace adds warmth, while the breakfast area and covered patio create an easy connection outdoors. The primary retreat offers a W/I closet & 5-pc ensuite. 2 additional bedrooms, full bath, powder rm & laundry complete the main level. The bright walkout lower level functions as a complete 2nd residence, ideal for multi-generational living, extended family or guests. It offers a full kitchen & dining area, expansive rec rm, 2 bedrooms, full bath, laundry, cold rm, storage, garage access & private walkout. A rare North Burlington estate combining incredible privacy, breathtaking views, exceptional outdoor living and two complete living spaces under one roof-all while remaining just minutes from everyday amenities, shopping, dining, major highways and downtown Burlington. (id:5764)

5200 2 Sideroad, Milton

Listing courtesy of ROYAL LEPAGE BURLOAK REAL ESTATE SERVICES.

$2,999,900

5 Beds ⋅ 4 Baths ⋅ 40858168 MLS® #

Set on 1.86 private acres with sweeping Niagara Escarpment views,5200 No. 2 Side Rd is an exceptional country estate offering approx. 4,900 sf of finished living space, 5 beds, 3 full & 2 half baths and a fully self-contained walkout lower level. A gated entrance, expansive stamped-concrete drive, oversized 3-car garage and mature landscaping introduce this impressive property with resort-style grounds. The outdoor setting is truly special. A large inground pool is surrounded by generous patio space and spectacular views, while a custom Dutch handcrafted timber & natural-stone gazebo creates the ultimate entertaining space with a wood-burning fireplace, built-in sink, gas burners & BBQ area. Across the pool, a matching pool house/bunkie features a kitchenette, 2-pc bath & loft - perfect for guests or poolside entertaining. Inside, generous principal rooms, expansive windows & quality finishes create a warm, welcoming atmosphere. The vaulted living room is anchored by a striking stone fireplace, while the spacious dining area is ideal for entertaining. The showpiece chef’s kitchen features marble counters, extensive cabinetry, large island, Wolf gas range, Miele appliances & wine fridge. A wood-burning fireplace adds warmth, while the breakfast area and covered patio create an easy connection outdoors. The primary retreat offers a W/I closet & 5-pc ensuite. 2 additional bedrooms, full bath, powder rm & laundry complete the main level. The bright walkout lower level functions as a complete 2nd residence, ideal for multi-generational living, extended family or guests. It offers a full kitchen & dining area, expansive rec rm, 2 bedrooms, full bath, laundry, cold rm, storage, garage access & private walkout. A rare North Burlington estate combining incredible privacy, breathtaking views, exceptional outdoor living and two complete living spaces under one roof - all while remaining just minutes from everyday amenities, shopping, dining,major highways and DT Burlington. (id:5764)

5200 NO 2 SIDE Road, Milton

Listing courtesy of Royal LePage Burloak Real Estate Services.

$1,499,000

5 Beds ⋅ 4 Baths ⋅ 40856515 MLS® #

They didn’t buy it simply for the square footage. They bought it for what life could feel like. At 200 Giddings Crescent, the kitchen is the heart of the home. Bright and spacious, it features an oversized island with room for the whole family to gather for breakfast, homework, meal preparation and conversations at the end of the day. From here, everyday life flows naturally outside to the raised deck, where westerly escarpment views and evening sunsets create a beautiful backdrop for dinner and entertaining. After school, backpacks drop, shoes come off and the backyard takes over. At the centre is a spectacular 33-foot saltwater pool with sheer-edge waterfalls, surrounded by a large paver-stone patio and a grassy area with plenty of room to play. Open fields and expansive views create a private outdoor setting made for summer afternoons, family barbecues and evenings with friends. It is the kind of backyard children remember growing up in and the place friends and family will always want to gather. Inside, the mid-level family room brings everyone together with vaulted ceilings, oversized windows and a fireplace. It is a comfortable place for movie nights, quiet mornings or conversations that stretch late into the evening. Four spacious bedrooms upstairs give everyone room of their own, while the finished basement adds a fifth bedroom and flexible living space that can change as your family does. Use it as a playroom, guest space, home office, fitness area or future teen retreat. Located in Milton’s sought-after Scott neighbourhood, this 4+1 bedroom, 4-bathroom home is close to Escarpment View Public School, Queen of Heaven Catholic Elementary School, parks, trails and conservation areas. Downtown Milton’s shops, cafés and restaurants are also just minutes away. More than a home with extra space, this is a place where family life can unfold with ease, where everyone has room when they need it and can come together when it matters most. (id:5764)

200 GIDDINGS Crescent, Milton

Listing courtesy of Keller Williams Edge Realty.

$1,229,000

5 Beds ⋅ 4 Baths ⋅ 40855922 MLS® #

Welcome to 512 Hawthorne Crescent, a beautifully renovated home that has been transformed from top to bottom, offering exceptional style, comfort, and versatility. Step inside to discover bright, inviting living spaces showcasing quality craftsmanship and contemporary finishes throughout. Every detail has been thoughtfully updated, creating a truly move-in-ready home designed for modern living. The kitchen island is portable and removable, allowing you to customize the space to suit your needs and preferred layout. The upper level features four spacious bedrooms and 2.5 beautifully updated bathrooms, providing ample space and comfort for the whole family. The fully finished basement adds incredible flexibility, featuring an additional bedroom, full bathroom, and a convenient kitchenette—ideal for extended family, guests, a private retreat, or in-law accommodations. Situated in a desirable, family-friendly neighbourhood close to parks, schools, shopping, and everyday amenities, this exceptional home offers the perfect combination of elegant updates, functional living space, and timeless appeal. A rare turnkey opportunity that is ready to be enjoyed from day one. (id:5764)

512 HAWTHORNE Crescent, Milton

Listing courtesy of RE/MAX Twin City Realty Inc..

$1,129,900

5 Beds ⋅ 40850639 MLS® #

Welcome to this beautifully maintained backsplit bungalow, nestled in Milton's highly desirable Bronte Meadows neighbourhood. Designed for growing families, multi-generational living, or those who love to entertain, this home offers an exceptional blend of versatile living space and timeless appeal. Step inside to discover a bright, inviting main level featuring tasteful modern upgrades, including a stunning fireplace feature wall in the living room and an elegant designer accent wall in the dining area. The spacious eat-in kitchen is complete with stainless steel appliances and flows effortlessly into the open living and dining spaces, creating the perfect setting for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms and a beautifully updated spa-inspired bathroom. Matching flooring and staircase finishes throughout the main and upper levels create a seamless, sophisticated look. A separate side entrance leads to the finished lower level, offering incredible flexibility for extended family, guests, or future in-law potential. This level features a spacious recreation room with a cozy fireplace, a kitchenette, a fifth bedroom, a second full bathroom, and newly installed luxury vinyl flooring throughout. The sought-after backsplit design provides the spaciousness of a multi-level home while offering fewer stairs than a traditional two-storey, delivering the comfort and convenience of bungalow-style living. Step outside to your own private backyard oasis featuring extensive interlocking stonework, a sparkling in-ground saltwater pool, and a dedicated vegetable garden. Whether you're hosting summer gatherings or unwinding after a long day, this outdoor space is designed to be enjoyed. This is a rare opportunity to own a move-in-ready home in one of Milton's most sought-after family-friendly communities. Don't miss your chance (id:5764)

238 LAURIER Avenue, Milton

Listing courtesy of Re/Max REALTY SERVICES INC M.

$940,000

5 Beds ⋅ 3 Baths ⋅ 40848458 MLS® #

Welcome to 930 Lancaster Blvd, Milton! This spacious 4+1 bedroom, 3 1/2 bathroom home features beautiful flooring throughout the main and second levels, pot lights, and a functional family-friendly layout. The main floor offers separate living and family rooms with a fireplace, plus a modern kitchen with stone countertops, double undermount sink, and walk-out to the backyard. Upstairs, the primary suite offers a walk-in closet and a 5-piece ensuite with a soaker tub and separate shower, with three additional bedrooms and a main bathroom. The finished basement includes a rec room, second kitchen, bedroom, and full bath, offering excellent in-law suite potential. This home requires some TLC and offers so much potential and an opportunity to customize to your own taste. Located in a sought-after neighbourhood close to schools, parks, shopping, Milton District Hospital, public transit, and highways 401 & 407. Property sold in as-is, where-is condition. Some photos are virtually staged. (id:5764)

930 LANCASTER Boulevard, Milton

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$399,000

5 Beds ⋅ 1 Baths ⋅ 202616504 MLS® #

Spacious Gothic Revival Home on 4 Acres with Approximately 1500 Feet of Waterfront. Step into history and timeless elegance with this stunning 5 bedroom home. Located just 3 minutes from the vibrant town of Liverpool and only 1 hour and 20 minutes from Halifax, this unique property offers classic charm and convenience. The main level features a family room, former dining room, spacious kitchen with a stunning fireplace, a cozy living room, bright sunroom, a bedroom, full bathroom, and laundry; ideal for those seeking the ease of one-level living. Original plank flooring, intricate moldings, vintage doors, and six over six windows (most replaced) are among the numerous features that highlights the homes rich character, while a bright sunroom showcases gorgeous views of the water and gardens. Above the sunroom lies a hidden gem; an inspiring space perfect for a yoga studio or art room. With 2220 sq ft of finished living space and additional development potential, there's plenty of room to customize. Two magnificent 19th-century black locust trees frame the front yard, offering both privacy and a dramatic welcome. The landscaped grounds are a gardeners dream, filled with vibrant rhododendrons, mature magnolia trees, and winding woodland trails that invite peaceful exploration. Located in the welcoming community of Milton, you're close to Pine Grove Park, basketball court, soccer field, playground, and a dog park. Enjoy a well rounded lifestyle surrounded by nature. The home has had many upgrades over the years such as many windows (approx. 6 years ago), and main entry replaced, electrical upgraded to 200 amp, roof is approx. 5 years old, new water pump and hot water heater, copper pipes in basement replaced with pex, re-built chimney, a renovated 3 piece bathroom, and brand new heat pumps (March 2026) offering year round comfort. The original home is thought to be built in 1848. The spacious wired storage shed/garage can also be accessed from inside the home. (id:5764)

221 Highway 8, Milton

Listing courtesy of Engel & Volkers (Liverpool).

$3,990,000

5 Beds ⋅ 6 Baths ⋅ W13489500 MLS® #

Welcome to your private retreat - this stunning custom-built home (2017) sits on 17 acres of serene countryside, offering over 6,345 sq. ft. of above grade luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury finishes, hardwood flooring, heated washroom floors and recessed lighting throughout, creating a warm & inviting atmosphere.The heart of the home is the expansive chefs kitchen, featuring a generous center island perfect for family gatherings or entertaining.The kitchen flows seamlessly into the family room, highlighted by beautiful waffle ceilings and large windows that bring in natural light. The massive primary suite is a true sanctuary, complete with its own lounge and study, plus a spa-inspired 5-piece ensuite featuring dual vanities and a shower with two shower heads. The 2nd and 3rd bedrooms boast floor-to-ceiling windows, filling each space with breathtaking views. For entertainment and relaxation, the home offers an impressive array of amenities: a recreation room with walkout to the heated outdoor pool, a soundproof private theatre, treehouse, large garden bed with dedicated water and power for growing fruits or veggies, and an entire third-floor retreat with yoga-workout space. Whether you are hosting intimate movie nights or morning meditation sessions, this home caters to every lifestyle. Step outside to multiple outdoor seating areas, thoughtfully designed for large family dinners or gatherings with friends, all surrounded by the peaceful expanse of your own private 17 acres! ***Out of the total 17 acre lot, the West side of the property features approximately 10 acres of crop land that can be rented to a farmer if you desire, while the East side of the property the house is situated on features approx. 7 acres of green space/grass. Building permit for 1000 Sq Ft barn on West side of property. Opportunity to acquire $20k of equipment to build your own greenhouse, if desired.*** (id:5764)

1175 Derry Road, Milton

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$4,199,900

5 Beds ⋅ 5 Baths ⋅ 40838235 MLS® #

Perched atop the Niagara Escarpment, 7295 Bell School Line offers what may be the finest panoramic view in Southern Ontario, an uninterrupted sweep from the Milton skyline to the CN Tower that few properties anywhere in the province can rival. Set on 3.4 mostly level, private acres with a serene pond, mature landscaping, and a cabana with built-in grill perfect for alfresco entertaining, this exceptional bungalow presents 5,690 square feet of beautifully finished living across two thoughtfully designed levels. The main floor is anchored by a dramatic skylit atrium with soaring 20-foot ceilings, flowing into a chef's kitchen, sunroom, and generous living and dining spaces, each oriented to capture the extraordinary vistas beyond. The primary suite offers a walk-in closet and fully renovated ensuite. The finished walkout lower level adds a second kitchen, three bedrooms, a den, a recreation room, and two bathrooms, providing exceptional flexibility for multigenerational living. Minutes to Hwy 401, downtown Milton, Kelso, Rattlesnake Point and the Bruce Trail. An irreplaceable landmark Escarpment property. (id:5764)

7295 BELL SCHOOL Line, Milton

Listing courtesy of Real Broker Ontario Ltd..

$4,199,900

5 Beds ⋅ 5 Baths ⋅ W13463252 MLS® #

Perched atop the Niagara Escarpment, 7295 Bell School Line offers what may be the finest panoramic view in Southern Ontario, an uninterrupted sweep from the Milton skyline to the CN Tower that few properties anywhere in the province can rival. Set on 3.4 mostly level, private acres with a serene pond, mature landscaping, and a cabana with built-in grill perfect for alfresco entertaining, this exceptional bungalow presents 5,690 square feet of beautifully finished living across two thoughtfully designed levels. The main floor is anchored by a dramatic skylit atrium with soaring 20-foot ceilings, flowing into a chef's kitchen, sunroom, and generous living and dining spaces, each oriented to capture the extraordinary vistas beyond. The primary suite offers a walk-in closet and fully renovated ensuite. The finished walkout lower level adds a second kitchen, three bedrooms, a den, a recreation room, and two bathrooms, providing exceptional flexibility for multigenerational living. Minutes to Hwy 401, downtown Milton, Kelso, Rattlesnake Point and the Bruce Trail. An irreplaceable landmark Escarpment property. (id:5764)

7295 Bell School Line, Milton

Listing courtesy of Real Broker Ontario Ltd..

$2,299,200

5 Beds ⋅ 2 Baths ⋅ 40839470 MLS® #

10631 Fifth Line, Milton (Nassagaweya) — 25.113 Private Acres on a Coveted Dead-End Road Some properties you buy. This one, you escape to. Tucked at the end of a quiet no-exit stretch of Fifth Line — a road shared with multi-million-dollar country estates — this 25.113-acre retreat offers the kind of privacy and elbow room that simply doesn't come to market in Halton anymore. Wander past the house and the land keeps giving: a detached workshop ready for the hobbyist, tradesperson, or car collector; a charming cabin perfect as a studio, guest bunkie, or the world's best home office; and at the back, a tranquil fountain where the only traffic is birdsong. Trails, trees, and open space invite everything from morning walks to weekend bonfires under skies dark enough to actually see stars. The lifestyle here is the real luxury — coffee on the porch with zero through-traffic, kids and dogs with room to roam, and the Nassagaweya countryside of conservation lands, the Bruce Trail, and Mountsberg practically in your backyard. Yet you're minutes to Milton, Guelph, and the 401/407 for an easy commute. Offered as-is with pre-list inspection available — bring your vision and make it yours. 25 acres on a dead-end estate road is a once-a-decade opportunity. (id:5764)

10631 FIFTH Line, Milton

Listing courtesy of Re/Max REALTY SERVICES INC M.

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