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 (id:5764)

238 LAURIER Avenue, Milton

Listing courtesy of Re/Max REALTY SERVICES INC M.

$1,030,000

5 Beds ⋅ 3 Baths ⋅ 40850230 MLS® #

Welcome to 1079 Tupper Drive, a beautifully maintained family home that has been lovingly cared for by its current owners. Offering timeless finishes, generous living spaces, and an exceptional location, this home is ready for its next chapter. Step inside to discover 9-foot ceilings on the main level, gleaming hardwood flooring throughout the main and second levels, a solid wood staircase, and an abundance of large windows that fill the home with natural light, creating a warm and inviting atmosphere. The open-concept living and dining areas are perfect for both everyday family living and entertaining. The spacious kitchen features granite countertops, stainless steel appliances, a breakfast bar, and a walkout to the private backyard, making indoor-outdoor living effortless. Upstairs, you'll find a versatile family room that can easily serve as a fifth bedroom, along with four generously sized bedrooms, all featuring hardwood flooring, including the hallway. The spacious principal suite offers a walk-in closet and a private ensuite, creating the perfect retreat at the end of the day. The fully finished basement provides even more living space with a large recreation room that has been roughed-in as a home theatre, complete with additional wiring for a projector and surround sound system. An additional room offers endless possibilities as a home office, gym, guest room, or bedroom. The entire home has also been freshly painted throughout (2026). Tankless water heater provides tons of instant hot water to the house. Ideally situated within walking distance to schools, parks, shopping, and public transit, this exceptional home is also just minutes from Kelso Conservation Area and Glen Eden, where you can enjoy year-round outdoor activities including hiking, biking, and skiing. Located in one of Milton's most desirable neighbourhoods, this is a home you'll be proud to call your own. Welcome Home!. (id:5764)

1079 TUPPER Drive, Milton

Listing courtesy of RE/MAX Escarpment Realty Inc..

$959,000

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..

$1,299,000

5 Beds ⋅ 4 Baths ⋅ 40846051 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 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..

$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.

$1,275,000

5 Beds ⋅ 5 Baths ⋅ 40834821 MLS® #

Welcome to 1021 Hemstreet Crescent, Milton! Situated on a mature corner lot in a sought-after family-friendly neighbourhood, this beautifully maintained one-owner home offers over 2,480 sq. ft. of thoughtfully designed living space. Featuring 4 spacious bedrooms and 5 bathrooms, each bedroom enjoys convenient access to a bathroom, making it ideal for growing families. Step inside through the grand foyer and discover 9-foot ceilings throughout the main floor, a formal Dining and Family room, and an inviting family room. The spacious eat-in kitchen with granite countertops overlooks the family room and breakfast area, with a walkout to a beautifully landscaped backyard oasis adorned with ornamental trees, perennials, and extensive hardscaping. The professionally finished basement offers exceptional versatility with a separate entrance, full kitchen, bedroom, bathroom, and ample living space-ideal for extended family, guests, or multi-generational living. Additional features include hardwood flooring on the upper level and staircases, a double-car garage, stamped concrete driveway and walkways, gazebo, and numerous pride-of-ownership touches throughout. Major updates include a roof replaced in 2023. Conveniently located just minutes from Milton GO Station, schools, parks, shopping, recreation facilities, and major commuter routes, this is a rare opportunity to own a spacious family home in one of Milton's most desirable communities. (id:5764)

1021 HEMSTREET Crescent, Milton

Listing courtesy of Right at Home Realty.

$1,749,000

5 Beds ⋅ 4 Baths ⋅ 40827504 MLS® #

They didn’t buy it for square footage. They bought it for what life could feel like. A young family. Two or three kids. Busy weekdays, sports gear by the door, weekends that start slow and end outside. They wanted space. More breathing room where kids can grow up, not just pass through. At 200 Giddings Crescent, mornings start with light through oversized windows and a house that feels awake. Someone is always in the kitchen. The oversized island becomes command central for breakfast, homework, and the rhythm of the day. After school, everything shifts. Backpacks drop. Shoes kick off. The backyard takes over. The pool becomes the centre of it all. 33 ft of heated saltwater, shimmering in sapphire blue. Kids run from paver patio to water while friends settle in overlooking escarpment views across Milton’s west end. It feels private, fields stretching out, sky open, nowhere else to be. Inside, the mid-level family room holds it all together. Vaulted ceilings.Big windows. A fireplace that slows everything down. Movie nights happen. Upstairs, four bedrooms give everyone space when needed. Doors closed when needed, open when it matters. Downstairs, the finished basement becomes whatever life requires next, guest space, play zone, work-from-home escape, or future teen hangout. It solves what families rarely say out loud: not enough room to live without negotiating every corner. Not enough privacy. Not enough space to just be. Here, there’s room for all of it without stepping on each other. Downtown Milton is a short walk away, cafes, restaurants, everyday convenience. Top schools like Escarpment View Public School and Queen of Heaven Catholic Elementary School are close enough that life doesn’t revolve around driving. Trails, parks, conservation land sit quietly in the background. It’s a home that doesn’t try to impress with noise. It impresses with ease. Over time, it stops feeling like a house you own, and starts feeling like where your family’s best memories happened. (id:5764)

200 GIDDINGS Crescent, Milton

Listing courtesy of Keller Williams Edge Realty.

$1,099,000

5 Beds ⋅ 3 Baths ⋅ W13123912 MLS® #

Welcome to 4331 Limestone Rd, a rare opportunity to own a fully renovated home set among multi-million dollar estate properties in one of Rural Milton's most desirable pockets. Situated on an impressive 86 x 200 ft lot, this property offers exceptional value not only as a move-in-ready residence, but also as a prime long-term investment with outstanding future custom home potential. The home has been extensively updated throughout and features 3 bedrooms, 3 full bathrooms, and a bright, functional layout designed for modern living. A standout feature is the spacious main floor flex room, ideal as a guest bedroom, home office, or den, paired with a full 3-piece bathroom with a stand-up shower - perfect for multigenerational living or added everyday convenience. The exterior has been refreshed with newly painted finishes, updated landscaping, a huge driveway with ample parking, and a large detached workshop with front and rear access, ideal for a home business, workshop, hobby space, or additional storage. Inside, you'll find laminate flooring throughout the main and second floors, pot lights, fresh paint, and a beautifully upgraded laminate kitchen with stainless steel appliances, porcelain tile flooring, a breakfast area, and walk-out to the newer deck. Overlooking the fully graded and expansive backyard, the deck offers plenty of outdoor living space to relax, entertain, and enjoy the privacy of this deep lot. The fully finished basement adds even more versatility with a separate bedroom, its own ensuite 3-piece bath, and porcelain tile finishes, while the upper level includes three spacious bedrooms and another updated 3-piece bathroom with a stand-up shower. Located minutes to Kelso Conservation Area, Glen Eden Ski Club, parks, shopping, and major highways, this is a unique chance to secure a beautifully renovated home today while also owning a premium lot in an area surrounded by luxury estate redevelopment. (id:5764)

4331 Limestone Road, Milton

Listing courtesy of RE/MAX MILLENNIUM REAL ESTATE.

$5,899,000

5 Beds ⋅ 8 Baths ⋅ W13067810 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..

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