Milton Real Estate Search

Milton Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Milton and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Milton Homes with a Pool for Sale

$999,999
5 Beds 2 Baths W13766886 MLS
Welcome to this beautifully maintained backsplit bungalow, nestled in Milton's highly desirable Bronte Meadows neighbourhood, where comfort, style, and functionality come together on a premium 50' x 120' lot. 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 for enjoyment. This is a rare opportunity to own a move-in-ready home in one of Milton's most sought-after, family-friendly communities. Book your private showing today.

238 Laurier Avenue, Milton

$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.

7053 Appleby Line, Milton

$1,499,000
4 Beds 2 Baths W13740768 MLS
Step back into a world of timeless elegance and modern resort style living. Nestled in the heart of the quaint village of Campbellville, this grand 1890s beauty offers a rare blend of timeless charm and the ultimate backyard venue. Whether you're planning a summer party or a cozy winter retreat, this home doesn't just house your family, it elevates your lifestyle. The transition from indoor elegance to outdoor luxury is seamless. The central family room, anchored by a cozy wood fireplace, features wonderful double doors that slide open to reveal a massive wrap-around deck. A breathtaking 3-season sunroom offers panoramic views of the sprawling double lot. Dive into the heated, saltwater pool, framed by expansive flagstone masonry that feels like a private getaway. As the sun sets, gather the family around the fire pit for stories and s'mores under the stars. This home is designed to grow with you. With 3 generous bedrooms and a walk-up attic already prepped for finishing, your dream primary suite or media room is just a renovation away. A clever interior door allows you to separate the living spaces, creating a private wing perfect for in-laws, guests, or a savvy rental option. Hobbyists and entrepreneurs will fall in love with the separate double-car garage, featuring an insulated shop with power. This property's commercial zoning allows for unique business uses, offering a "live-work" opportunity that is hard to find in the GTA. Experience the peace of village life without sacrificing convenience. Located west of Toronto with quick 401 access, you are perfectly positioned for an easy commute. Situated in the highly sought-after Brookville Public School district. An oversized double lot providing rare privacy and space. A super-friendly village atmosphere. Your next chapter starts here. From the historic craftsmanship of the 19th century to the poolside memories of the 21st, this isn't just a house, it's the backdrop for your family's next greatest moments.

53 CAMPBELL Avenue E, Milton

$5,249,000
9 Beds 10 Baths W13738876 MLS
A PRIVATE RESORT BUILT FOR GENERATIONS. Set on 5.76 secluded, tree lined acres, this custom estate combines privacy, scale and resort style living within easy reach of the GTA. The main residence offers approx. 6,595 sq. ft. above grade plus a 3,193 sq. ft. lower level. A separate 897 sq. ft. 3 bedroom apartment brings the combined interior space to approx. 10,685 sq. ft., plus a 635 sq. ft. pool house. Meticulously built by its original owners, the home was designed for entertaining, family life and multigenerational flexibility. A dramatic 22 ft. foyer with floating staircase and floor to ceiling windows creates an unforgettable arrival. The 527 sq. ft. chef's kitchen features 2 oversized islands with seating for up to 14, premium appliances and seamless flow to the sunroom and outdoor kitchen. A main floor bedroom with ensuite, office, mudroom and second floor laundry add everyday function. The indoor spa offers a 10 person hot tub, sauna and steam room. The lower level rivals a private club with a home theatre, gym, games area, full bar, pool table, foosball and Pac-Man arcade. An elevator connects all levels. The apartment above the detached garage is ideal for extended family, older children, live in support or guests. The pool house offers its own kitchen and rec room. Outdoors, enjoy a heated saltwater pool, tennis and basketball courts, 2 fire pit areas, multiple terraces, and a private pond, all surrounded by mature trees. Solar and geothermal systems, smart home integration, security equipment and dual septic systems add efficiency and peace of mind. Exceptional inclusions include theatre seating and equipment, gym equipment, games tables, arcade machine, custom dining set, piano, office furnishings, island stools, select TVs, select BBQ equipment, pool equipment and specified appliances. More than a luxury home, this is a private family compound whose land, amenities and versatility would be nearly impossible to recreate today.

13311 Sixth Line, Milton

$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.

10140 Pineview Trail, Milton

$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.

5200 2 Side Road, Milton

$1,499,000
4 Beds 4 Baths W13688480 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.

200 Giddings Crescent, Milton

$2,000,000
4 Beds 5 Baths W13675680 MLS
Welcome to 536 Cusick Circle, an exceptional family home set on an impressive pie-shaped lot with curated gardens, mature trees and incredible outdoor entertaining space, all in the heart of Milton's sought-after Hawthorne Village. Meticulously maintained inside and out, this is a home that truly reflects pride of ownership at every turn. Built by Mattamy Homes, the spacious Ravenswood model offers approx. 3390 sqft of beautifully designed living space, plus a fully finished basement. Soaring 9ft ceilings on the main floor, oversized principal rooms and designer finishes throughout-including Farrow & Ball paint and wallpaper-give the home an elevated yet welcoming feel. At the heart of the home is a renovated chef's kitchen featuring crisp white cabinetry, quartz countertops and stainless steel appliances. A dedicated main-floor office is beautifully finished with custom California Closets built-ins, including shelving, drawers and concealed printer storage-creating a polished and functional work-from-home space. Upstairs, you'll find four generous bedrooms and convenient second-floor laundry. The impressive primary retreat features a spa-inspired ensuite and large walk-in closet professionally finished by California Closets. The true showstopper is the resort-style backyard, thoughtfully designed for summer living and effortless entertaining. Enjoy the heated inground pool, expansive patios, pool cabana and gazebo, surrounded by curated gardens and mature trees offering exceptional privacy. A smart irrigation system, conveniently controlled from your phone. The fully finished lower level is designed for year-round fun, featuring a games room with pool table, bar, art room, fifth bedroom/gym, powder room and dedicated home theatre complete with projector and large screen. Ideally located close to excellent schools, shopping and transportation, and just minutes from Milton's beautiful trail network, An incredible combination of space, privacy and resort-style living

536 Cusick Circle, Milton

$2,599,900
5 Beds 7 Baths W13667796 MLS
Nestled on a lush 1.67 acre lot in scenic Campbellville, this fully renovated 5 bedroom, 6.5 Bathroom bungalow perfectly blends contemporary farmhouse charm with luxurious resort-style living. Meticulously designed, this turnkey estate delivers an exceptional family estate and entertainer's paradise. Boasting over 6000 sq. ft. of finished living space, the gourmet chef's kitchen showcase top-of-the-line Thermador appliances, a Bosch built-in espresso machine, Miele double ovens, dual dishwashers, refined under-cabinet lighting - all seamlessly connected to a bright four-season sunroom, perfect for year-round enjoyment. The expansive primary suite provides a private sancturay featuring ensuite with dual rain shower heads with premium finishes. Main floor includes a dedicated spa wing with heated inground salt-water pool, hot-tub, sauna and fitness area with full bath, delivering an exclusive at-home wellness retreat. A private in-law suite offering a separate living room, bedroom with ensuite bath, and walk-in closet, perfect for multigenerational living or guest accommodation. The fully finished lower level includes a custom home theatre, bespoke live-edge bar, additional full bathroom, cedar-lined storage room, and secondary laundry - enhanced by designer millwork, barn doors, skylights, and upscale finishes throughout. Smart home technology is integrated via the Control4 system, offering complete automation and control of indoor and outdoor lighting as well as outdoor audio system, all accessible through a user-friendly app for seamless convenience. The professionally landscaped backyard is a true entertainer's dream, featuring a full outdoor kitchen, covered gazebo lounge, and cozy firepit area, surrounded by mature trees for ultimate privacy. Additional highlights include a detached barn, expansive manicured green spaces and a spacious three-car garage.

11132 MCFARLAND Court, Milton

$1,599,000
4 Beds 4 Baths W13665502 MLS
Welcome to 772 Banting Court a masterfully renovated and expanded luxury residence that effortlessly blends modern sophistication with family-friendly living. Situated on an oversized lot in a quiet, kid-friendly court, this home offers unparalleled space, comfort, and style. Boasting a full additional floor, new stucco and brick, Energy Star windows, and full spray-foam insulation including joist pockets and crawl space this home delivers ultimate energy efficiency and peace of mind. Engineered hardwood flows throughout, complemented by sound-insulated ceilings and walls, and elegant custom wall paneling.The gourmet kitchen is a true centrepiece, designed for both everyday living and entertaining. Featuring a built-in panelled fridge, double ovens, built-in air fryer, induction cooktop, wine fridge, and premium appliances, its the perfect space for culinary excellence. A heated walk-through closet with built-in LG clothes steamer elevates everyday luxury, while heated floors in the ensuite, Jack & Jill, and basement washroom ensure comfort in every corner. A cozy gas fireplace, dual furnaces, and dual air conditioners provide year-round climate control, and all-new wiring with a 200-amp service, 60-space panel, and 50-amp sub-panel in the cabana support modern living.Step outside to your private backyard oasis. Enjoy a sparkling pool with new pump, professional landscaping with new sod, concrete walkways, a powered cabana, and expansive space for family activities and entertaining. The elegant portico adds stunning curb appeal and a welcoming entrance, while the oversized lot provides room for children to play safely in a peaceful, quiet court setting.772 Banting Court is more than a home it's a lifestyle. Perfect for growing families, entertainers, and buyers who demand luxury, meticulous craftsmanship, and move-in-ready perfection in a prestigious location. Experience unparalleled design, comfort, and elegance in every detail

772 Banting Court, Milton

$1,367,800
4 Beds 4 Baths W13657818 MLS
Welcome to 852 Trudeau Drive - a masterfully designed residence showcasing exceptional craftsmanship and extensive high-end upgrades throughout. Nestled on a premium pie-shaped lot, this remarkable property offers a private backyard retreat featuring an inground pool, a spacious cedar cabana, cedar gazebo and professionally landscaped grounds that create a true outdoor oasis. The impressive main floor features 9 foot ceilings, hardwood flooring, pot lights, upgraded designer lighting, and a beautifully flowing layout flooded with natural light. The spectacular family room features a soaring vaulted ceiling and a cozy gas fireplace, while the separate living and dining rooms provide perfect spaces for entertaining and everyday living. At the heart of the home is a custom gourmet kitchen, beautifully appointed with top-of-the-line cabinetry, quartz countertops, backsplash, premium built-in appliances and a breakfast area offering a walk-out to outdoor retreat. Upstairs, you will find the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired 5-piece ensuite featuring a double vanity, freestanding soaker tub, glass-enclosed shower, and custom built-ins. Additional bedrooms have been thoughtfully designed with style and comfort in mind. The professionally finished basement extends the home's exceptional living space with a show-stopping custom bar, a spacious recreation area, an additional bedroom and bathroom. Combining timeless elegance, modern comfort and exceptional attention to detail, this extraordinary property is truly an entertainer's dream and a rare opportunity to experience luxury living at its finest.

852 Trudeau Drive, Milton

$2,795,000
5 Beds 4 Baths W13657366 MLS
Welcome to one of Brookville's finest estate properties-where timeless craftsmanship, exceptional privacy, and resort-style living come together on an extraordinary 1.6-acre setting. This impeccably maintained executive residence offers a special combination of luxury, privacy, and convenience, just minutes from Milton, Burlington, Guelph, major highways, and Pearson Airport. Designed for both elegant entertaining and comfortable family living, the home features spacious principal rooms, abundant natural light, refined finishes, and a thoughtfully designed floor plan that blends sophistication with everyday functionality. At the heart of the home is a spectacular gourmet kitchen appointed with premium appliances, including a Sub-Zero refrigerator, Viking French Door wall oven, and Viking professional gas range. The kitchen flows seamlessly into the principal living areas, creating an inviting space for family gatherings and entertaining. The professionally finished lower level offers exceptional additional living space, complete with a theatre room, recreation area, wet bar, wine room, guest bedroom, and full bathroom-perfect for entertaining, extended family, or overnight guests. Step outside and discover your own private resort. Beautifully landscaped and surrounded by mature trees, the backyard showcases a stunning saltwater pool with a new liner and automated control system, relaxing hot tub, elegant cabana with gas fireplace, expansive stone patios, full-yard irrigation, and a fully fenced backyard-providing outstanding privacy and effortless outdoor living. Additional premium features include a whole-home Generac standby generator, natural gas service, a spacious three-car garage. This exceptional Brookville estate delivers the perfect balance of luxurious indoor living, spectacular outdoor amenities, and an unbeatable location. Rarely does a property of this calibre become available. An outstanding opportunity to own one of Brookville's premier estate homes.

11370 Taylor Court, Milton

$1,799,900
7 Beds 6 Baths W13632344 MLS
Discover a truly one-of-a-kind country estate nestled within the city on a rare 0.63-acre property, only 5 minutes from downtown Milton and just 2 km from Hwy 401. Boasting more than 6,200 sq. ft. of beautifully finished living space, this extensively renovated residence offers 6+2 bedrooms, 6 bathrooms, premium hardwood flooring, porcelain tile, quartz countertops, and over $200,000 in quality upgrades.Perfectly suited for large or multi-generational families, the home features three fully equipped kitchens, two separate basement entrances, a dedicated home office, generous parking, and excellent income potential. The thoughtfully designed layout provides an ideal balance of spacious family living and private retreats, making it equally suitable for entertaining, accommodating extended family, or creating independent living spaces. Large principal rooms, abundant natural light, and quality finishes throughout reflect true pride of ownership and exceptional craftsmanship.Step outside to your own private oasis featuring a 16' x 35' concrete swimming pool, mature trees, expansive green space, and a peaceful setting that offers unmatched privacy. Whether you're hosting family gatherings, enjoying summer evenings by the pool, or simply relaxing in the tranquil surroundings, this property delivers a lifestyle rarely found within city limits. Combining the charm of country living with the convenience of nearby shopping, schools, restaurants, and major commuter routes, this exceptional estate presents a rare opportunity to own one of Milton's most distinctive and spacious properties.

7750 5 Side Road, Milton

$2,200,000
4 Beds 3 Baths W13619144 MLS
The one you've been waiting for! Welcome to 2050 15 Side Road, a truly exceptional executive bungalow nestled on a picturesque 1.5-acre estate lot in the charming hamlet of Moffat, ideally situated between Milton and Guelph. Offering nearly 5,000 sq. ft. of beautifully finished living space, this impressive 3+1 bedroom, 3-bathroom home with a separate entrance and walk-out basement has been thoughtfully designed for luxurious living and unforgettable entertaining. The main level features a stunning Great Room with soaring 14-foot vaulted ceilings, a custom white chef's kitchen with premium finishes, three spacious bedrooms, two full bathrooms, convenient main-floor laundry, and breathtaking views that must be seen to be appreciated. The fully finished walk-out lower level offers incredible flexibility, complete with a fourth bedroom, 3-piece bathroom, home gym, games room, theatre area, and an impressive 360-degree bar-creating the ultimate space for entertaining family and friends. Step outside to your own private resort-style backyard, where every detail has been designed for relaxation and enjoyment. Lounge by the spectacular 20' x 40' saltwater pool, unwind in the hot tub while watching TV, or entertain in the pool house featuring a change room and bar. The covered Muskoka-inspired porch, complete with a gas fireplace and retractable screens, provides the perfect place to enjoy the outdoors in comfort throughout the seasons. The expansive grounds also offer plenty of space for family fun, including a soccer field and room for virtually any outdoor activity. Completing this remarkable property is parking for more than 15 vehicles, an oversized heated three-car garage, and a truly turnkey home that's ready for its next owners. Offering the perfect blend of luxury, privacy, and convenience in one of the area's most desirable rural communities, this is a rare opportunity to own an exceptional estate just minutes from both Milton and Guelph.

2050 15 Side Road Side Road, Milton

$2,150,900
3 Beds 3 Baths W13603964 MLS
Privacy. Space. Lifestyle. Nestled on a breathtaking 2.14-acre property in the prestigious Brookville community, this well-maintained country retreat offers the perfect blend of privacy, nature, and everyday comfort. Designed for family living, the home offers 2,761 sq. ft. of living space with three oversized bedrooms, three bathrooms, a spacious primary suite with an ensuite and sitting area, plus a main-floor office that could easily serve as a fourth bedroom. An additional 1,256 sq. ft. of partially finished walkout basement offers endless potential to create the space your family needs. The bright eat-in kitchen and adjoining family room overlook beautifully manicured lawns and mature trees, creating a peaceful backdrop for everyday living. Spacious living and dining rooms are ideal for family gatherings, holiday celebrations, and entertaining. Step outside to your own private retreat, where a solar-heated in-ground pool and charming pool house create the feel of your own private resort. The expansive grounds are perfect for summer barbecues, outdoor activities, entertaining family and friends, or simply relaxing in the peace and beauty of nature.The property also features an attached two-car garage, an expansive driveway with ample parking for family and guests, and a large garage-sized shed offering exceptional storage, hobby, or workshop space.Located in one of Brookville's most desirable communities, known for its beautiful countryside, strong sense of community, and well-regarded schools, you'll enjoy peaceful country living just minutes from Milton, Guelph, Highway 401, and the GTA.Lovingly maintained, the home features a metal roof, the follwing newly installed in 2026: furnace, central air conditioning, two skylights, fresh paint, and new carpeting, offering comfort and peace of mind for years to come.Discover why this is more than a home-it's a lifestyle. Book your private showing today. *Some photos have been virtually staged.

2039 Blacklock Street, Milton

$2,899,000
7 Beds 6 Baths W13601718 MLS
Welcome To 8663 Wood Close - A Rare Private Estate Nestled Within One Of Milton's Most Exclusive Hidden Enclaves. Set On Approximately 2.5 Acres Of Mature Trees And Resort-Style Grounds, This Exceptional Property Offers The Perfect Blend Of Luxury, Privacy, Nature, And Convenience. Located Within A Prestigious 14-Home Estate Community Featuring Two Quiet Cul-De-Sac Streets, Owners Also Enjoy Shared Ownership Of 30 Acres Of Protected Green Space Complete With Walking Trails, Wooded Areas, And A Peaceful Babbling Brook. Despite Its Serene Setting, The Property Is Just Minutes To Hwy 401, Milton GO, Shopping, Restaurants, Schools, Kelso, The Bruce Trail, And Multiple Conservation Areas. Offering Over 5,200 Sq. Ft. Above Grade, This Executive Residence Features 6 + 1 Spacious Bedrooms, Including 3 Bedrooms With Private Ensuites, Multiple Additional Full Bathrooms, And Expansive Principal Rooms Designed For Large Families, Multi-Generational Living, And Entertaining. The home comes complete with 2 wood burning fireplaces, perfect for the family to get cozy around. The Home Offers Multiple Living Areas Including 3 Separate Year-Round Gathering Spaces, A Sun-Filled Solarium Perfect For Warmer Months, A Dedicated Main Floor Office, And A Secluded Loft Retreat With Gas Fireplace Ideal As An Additional Lounge, Office, Or Potential 8th Bedroom. Oversized Windows Throughout Capture Beautiful Views Of The Surrounding Nature And Private Grounds. Outside, Enjoy Your Own Resort-Style Retreat Featuring A Heated Saltwater Pool, 8-Person Hot Tub, Mature Landscaping, And Exceptional Privacy. The Oversized Double-Car Garage Includes Interior Access For Added Everyday Convenience. A Truly Rare Opportunity To Own A Luxury Estate Property Offering Space, Privacy, And Nature - All Just Minutes From Modern Amenities.

8663 Wood Close N/A, Milton

$1,799,999
6 Beds 4 Baths W13576910 MLS
An Extraordinary Unapologetically Opulent Residence awaits. Some homes you live in. This one, you experience. Commanding over 4,400 square feet of pure architectural magnificence, the Mattamy Tothberg stands as one of the most coveted, aspirational floor plans ever conceived - and this particular residence doesn't just meet that reputation, it elevates it to an entirely new echelon of luxury. From the grand foyer entrance, you are enveloped in soaring ceilings and cascading natural light, each room unfolding like a chapter in a story of impeccable taste. This is a home built for those who refuse to compromise - where every corner whispers sophistication, every finish is a statement, and every space feels curated for a life extraordinarily well-lived. The chef-inspired kitchen anchors the home as a masterpiece of form and function, flowing effortlessly into sun-drenched living space designed for both quiet luxury and unforgettable celebration. Retreat to the palatial principal suite, a sanctuary of calm and indulgence, offering a spa-like escape from the world. And then... the piece de resistance. Step beyond your doors into a private outdoor paradise, where a stunning inground pool glimmers like a jewel at the heart of your own resort-style sanctuary. Imagine golden sunsets reflecting off shimmering water, star-filled spent poolside, and lavish gatherings that feel like something out of a dream - because here, they are your everyday reality. This s not simply a home. This is a statement. A rare, magnificent opportunity to own one of Mattamy's most prestigious designs, elevated by over 4,400 square feet of exquisite living space and a backyard oasis that few will ever know. Properties of this caliber do not linger on the market - they become legend.

1406 Hearst Boulevard, Milton

$6,199,000
4 Beds 6 Baths W13568144 MLS
AN EXTRAORDINARY FRENCH MANOR ESTATE IN WHISPERING PINES ESTATES! Welcome to Stonegate Manor, set behind private gates on 2.5 acres of beautifully landscaped grounds. This extraordinary custom residence by an award-winning builder blends timeless architecture with exceptional craftsmanship. A picturesque pond with fountain creates a memorable arrival, leading to a home designed for elegant living and entertaining. The grand foyer with a 17.5' cathedral ceiling and hand-painted mural opens to a stunning living room featuring an 18' vaulted ceiling, two storey cherrywood gas fireplace, and expansive windows. The gourmet kitchen is equipped with a 48" Wolf gas range, Sub-Zero refrigerator, servery, and three sets of French doors opening to a private courtyard. A formal dining room connects to a wine cellar with antique Asian doors, while the executive office offers a 15' vaulted ceiling, gas fireplace, and custom built-ins. The luxurious primary suite features a 14' vaulted ceiling, courtyard walkout, gas fireplace, walk-in closet, gym, and spa-inspired 7-piece ensuite with clawfoot tub and steam shower. An upper level entertainment loft with a 14' vaulted ceiling includes a wet bar, theatre setup, pool table, and powder room (loft can be converted to additional bedrooms). The walkout lower level offers heated floors, a full kitchen, three bedrooms, two bathrooms, and private patio access, making it ideal for multi-generational living or guests. Additional highlights include an elevator servicing all levels, Crestron Home Automation, an oversized three car garage, and a newer concrete/asphalt driveway. Resort-inspired grounds showcase a saltwater pool with integrated hot tub, separate hot tub, koi pond, additional pond with fountain, and a spectacular cabana complete with a woodburning fireplace, outdoor kitchen, lounge area, automatic mosquito screens, change room, and 2-piece bath. One of Campbellville's most exceptional luxury estates!

10090 Pineview Trail, 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

$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

$2,875,000
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

$7,999,000
9 Beds 6 Baths W13232258 MLS
Rarely does an opportunity of this calibre emerge within one of Southern Ontario's most actively evolving growth corridors. Situated on 12.4 acres directly across from the CN Logistics Hub, anticipated to open in 2027, this property offers exceptional strategic positioning for investors and long-term land holders seeking exposure within one of the GTA's most significant infrastructure-driven growth areas. Positioned between Milton, Oakville, and Burlington with convenient access to Hwy 401, QEW, and Hwy 407, the property benefits from outstanding regional connectivity and proximity to significant infrastructure and development activity. Ongoing growth along Tremaine Road and Highway 25 continues to enhance the area's visibility and accessibility. Minutes from Milton's Education Village and surrounded by substantial land holdings and evolving development patterns. The property is improved with an expansive 8,000+ sq. ft. executive bungalow featuring 6 bedrooms, including 3 primary suites, 6 bathrooms, soaring ceilings, and an open-concept layout designed for both comfort and entertaining. A wood-burning fireplace, granite wet bar, sunroom overlooking the in-ground pool and hot tub, and a fully self-contained basement with separate entrance complete the residence. Additional improvements include a 3-car garage and a circular gated driveway. Property currently zoned Agricultural. Any reference to future growth, infrastructure, or development activity is provided for informational purposes only and shall not be construed as representation or warranty regarding future zoning, land use, servicing, or development approvals. Buyers to complete their own independent due diligence.

2738 Lower Base Line N/A, Milton

$3,290,000
6 Beds 3 Baths W13224274 MLS
Discover a rare, private estate that delivers the ultimate "no-commute cottage" lifestyle. Set on over 10 lush acres amidst the stunning Niagara Escarpment, this meticulously maintained property is just minutes from downtown Milton and the new 401 & Tremaine exchange. Surrounded by vibrant perennial gardens and mature trees, you are perfectly positioned in the heart of Halton Conservation's premier parks. Including Kelso, Rattlesnake Point, and the Bruce Trail, ideal for outdoor enthusiasts who want nature on their doorstep. The custom-built bungalow features over 6,000 sq. ft. of open-concept living space. The main level showcases vaulted ceilings, a double-sided stone fireplace, and a spacious kitchen with pine cabinets, granite countertops, and a center island. A convenient wet bar, elegant dining room, and a fantastic outdoor screen room offer the perfect setup for 3-season entertaining. Enjoy panoramic views from walkout decks off the kitchen, screen room, sunroom, and the primary bedroom balcony. The lower level is a haven for relaxation, recreation, or remote work. You'll find a large rec room with a cozy wood-burning stove, a games room, four additional bedrooms, and convenient access to the attached three-car garage. Walk out directly to a resort-style inground pool complete with a hot tub, cabana, and a soothing water feature. The property is fully equipped with high-speed fibre internet, an eco-friendly geothermal heating and cooling system, 400-amp electrical service, and a backup propane generator. A separate two-car garage provides the ideal workshop, studio, or "Man Cave," while a large greenhouse caters to garden enthusiasts. The park-like grounds boast a fire pit with a patio area, night landscape lighting, and over one kilometre of meticulously groomed private walking trails. Why waste your weekends fighting cottage traffic when you can have this premium retreat without the drive? Experience the perfect balance of luxury, privacy, and connectivity.

5590 STEELES Avenue W, Milton

$4,999,000
4 Beds 2 Baths W13221740 MLS
Strategic buy: 10-acre hobby farm, spacious, lofted bungalow+fully finished walkout lower level. Completely renovated, immaculate move-in ready home. Zoned Future Strategic Employment Lands. Massive upside potential! Seller might cinsider VTB. 4 acre field for cash crops in the back. 2 acres of professionally designed, ever-blooming gardens, w/sculptures, blooms welcoming guests through a stunning entryway; room to roam, space 4 family, hobbies, organic vegetables, animals & trophy collections; A home that is quiet, completely private, filled w/birdsong, flower aroma & gentle breezes swooshing through the windows; host family weddings w/500 guests, parking for 100 cars-every- memory unfolding under open skies; run your business from home with no more long commutes, beat the heat in a 39' x 22' inground pool w/waterfalls, oversized stone deck, surrounded by perennials; main-floor bdrooms: no more stairs; home ready to move in. Just pure enjoyment from Day One. Live in the Greater Toronto Area, just minutes to shopping, arenas, community centre, doctors, highways transit. The border of Mississauga & Oakville. One day, when the kids grow up, sell this paradise for umpteen million $. 5189 8th Line: PARADISE FOUND: 10 acres. Fully renovated, high-quality construction. Spacious bungalow w/loft. Practical main-floor living layout. 2 acres of lush, professional landscaping. 40'x32' barn w/2 10' double doors. Parking for 100+ vehicles. Resort-style pool w/waterfalls, oversized stone deck. Enjoy serenity today. Build equity 4 tomorrow. Live your dream. 5189 8th Line where lifestyle meets legacy. PERMITTED USES: A1*Agricultural operation *Agricultural Rural *Boarding kennel *Cannabis Production *Processing Facility *Cottage Industry *Detached dwelling *Equestrian center *Forestry use *Home industry *Home occupation *Horticultural nursery *Shared Housing *Short-Term Rental *Storage Building for Agricultural Equipment/Produce *Veterinary Clinic *Veterinary Hospital.

5189 Eighth Line, Milton

$1,650,000
5 Beds 3 Baths W13085288 MLS
Set amongst executive residences on a quiet court in rural Milton, 2091 Country Lane Court is a private 1.49 acre family home offering space, privacy, and everyday convenience. Located within the Brookville PS catchment and close to Hitherfield Private School, this property delivers the balance many families seek - room to grow with convenient access to town and major routes. Surrounded by mature trees, the property enjoys all day sun across the backyard and pool area. A large onground pool, expansive lawn, pond , and long private driveway create space for children to play. A screened-in deck and lounge area extends the outdoor season, offering a comfortable setting for morning coffee, summer dinners, and relaxed evenings overlooking the grounds. Inside, vaulted ceilings elevate the living room, where natural light fills the space and frames views of the backyard. Walkouts from the living room, kitchen, and primary bedroom create seamless access to the upper deck and outdoor living areas. The open concept layout connects the principal rooms with ease, while the kitchen features generous cabinetry and a pantry designed for daily function. The primary bedroom overlooks the treetops and offers direct deck access, a welk-in closet, and a five-piece ensuite. Two additional main-floor bedrooms share a well appointed three piece bath, providing practical space a for family or guests. The bright, above grade lower level adds flexibility with a fourth bedroom, home office/5th bedroom, three piece bath, recreation room, and laundry area. Direct access to the triple car garage enhances convenience and supports multigenerational living or work from home needs. Just 15 minutes to Milton, approximately 35 minutes to Toronto Pearson International Airport, and serviced by high-speed internet with the option to convert to natural gas, 2091 Country Lane Court presents a rare opportunity to own a sun-filled country home in one of Moffat's most established executive court

2091 Country Lane Court, Milton

$8,990,000
11 Beds 11 Baths W13010604 MLS
Welcome to 7651 Milburough Line, an exceptional private estate set on 42 acres of picturesque countryside in Milton, complete with a spring-fed pond and 30 acres of mature sugar maple forest. A long, tree-lined private drive leads to this remarkable custom-built residence offering approximately 19,470 sq ft of total living space (15,696 sq ft finished). Designed for grand living and entertaining, the home features 11 bedrooms and 11 bathrooms, ideal for multi-generational families or luxury retreats. Inside, timeless elegance is expressed through soaring 22-ft vaulted ceilings, coffered details, handcrafted plaster mouldings, and rich solid wood finishes throughout. Two gourmet kitchens, outfitted with professional-grade appliances, provide exceptional versatility for hosting on any scale. The main floor primary suite is a true sanctuary, highlighted by a spa-inspired ensuite with chromatherapy tub, heated backrests, warming drawer, and heated towel rack. Multiple principal rooms are anchored by five gas fireplaces and a striking wood-burning fireplace, offering warmth and sophistication. Resort-style amenities elevate the experience, including a stunning indoor heated pool with hot tub and children's wading area, along with a dedicated wellness wing featuring a home gym and spa with dual saunas. The finished lower level with walkouts adds flexible space for recreation or extended family living.Outdoors, enjoy multiple patios, screened porches, and a Muskoka-style room with a double-sided fireplace, all surrounded by serene natural beauty. Built with exceptional quality, the home includes geothermal heating, in-floor radiant systems, 400-amp service, metal roofing, and advanced water purification. Renovated in 2015, this rare offering blends luxury, privacy, and convenience just minutes from major routes.

7651 Milburough Line, Milton

$1,848,000
6 Beds 4 Baths W12865908 MLS
Exceptional country property on half an acre, ideal for a savvy investor or multi-generational family seeking space, income, privacy and future potential. Located just 3 minutes from Oakville&Mississauga, w/convenient access 2 Hwy 407, 401 & the approved Hwy 413, while enjoying a peaceful country setting close to all city amenities. OUTSIDE OF CONSERVATION & GREENBELT. The property is currently zoned Agricultural and situated within the future Employment Zone 4 the rapidly expanding Town of Milton. Permitted uses include home occupation, home industry, veterinary clinic or hospital, short-term rental and shared housing. The property is not affected by the Natural Heritage System, offering excellent flexibility & long-term potential. Fully renovated bungalow (2023-2025) features 6 bedrooms, 4 full bahtrooms, 2 kitchens. Quality upgrades T/O including new windows, vinyl flooring & durable metal roof. The spacious main floor offers a dramatic family rm with 12' cathedral ceilings&electric fireplace, open concept sunrm, bright breakfast rm w/pantry, centre island&walk-out 2 deck. The modern kitchen features quartz countertops, glass backsplash&built-in appliances. The dining rm showcases a striking stone feature wall, electric fireplace&walk-out 2 deck. Pot lights&crown moldings T/O. The main level includes a large primary bedrm w/ensuite bath, 2nd primary bedrm w/ensuite&separate entrance 2 front patio, plus 2 additional bright bedrms&3rd renovated bathrm. The newly renovated basement apartment offers a separate walk-up entrance, above-grade windows, spacious open concept living area, modern kitchen with quartz counters and a large laundry rm. Outdoor features: fenced yard, inground pool w/stamped concrete surround, gazebo, sprawling lawns&resort-like setting ideal 4 entertaining. Oversized garage w/power&large asphalt driveway accommodate up 2 20 vehicles. Concrete foundation in place 4 future storage building. Rental income for the house only $6000. Garage extra.

1181 Lower Base Line E, Milton

$8,499,900
6 Beds 8 Baths W12438371 MLS
Set on 5 forested acres along the Milton/Halton Hills border, this estate designed by the celebrated David Small Designs stands as one of the most significant private residences ever to come to market in the Greater Toronto Area. With 16,260 sqft of finished living space, 6 bedrooms, and amenities that rival the finest private resorts, this is not a home that can be replicated. Properties of this scale, this pedigree, and this proximity to the city are extraordinarily rare. The Manor House - From the moment the stone manor facade comes into view, the architecture announces something genuinely exceptional. Inside, principal rooms flow with a rare combination of grandeur and warmth, where coffered ceilings, carved stone fireplaces, and oversized windows frame the surrounding forest at every turn. A chef's kitchen with granite-slab island anchors the heart of the home, while whole-home automation, integrated audio, and geothermal heating and cooling reflect the engineering behind the elegance. The primary wing occupies its own realm entirely, with a dedicated office, music room, wood-lined sauna suite, library with fireplace, private kitchenette, and a secluded hot tub deck exclusive to the primary wing and completely separate from the rest of the home. A fully self-contained in-law suite with its own private entrance offers a level of flexibility and independence that truly sets this estate apart. Outdoors, five forested acres offer a resort-style pool, outdoor kitchen, sport court, vegetable garden, and illuminated walking trails. Two triple-car garages with 2 vehicle lifts accommodate the most discerning collector. Below grade, a two-lane bowling alley, golf simulator, home theatre for 8, 800-bottle wine cellar, wet bar, and spa room with walkout make every weekend extraordinary.45 minutes to downtown Toronto. 30 minutes to Pearson International Airport. Absolute privacy without sacrificing connectivity.

13160 Nassagaweya Esquesing Townline, Milton

Start Your Search