MILTON
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4490 Henderson Road in Milton: 1039 - MI Rural Milton House for sale : MLS®# W12115817
4490 Henderson Road Milton L9E 0K1 
$14,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12115817
- Bedrooms:
- 6
- Bathrooms:
- 11
Bugatti, The #1 Brand For Exotics. This 3.5 Acres Estate Is The Bugatti Of Luxury Real Estate For The Ultimate Car Enthusiast. Built 2023, 35,000 Total Sqft, 19,000 Sqft Living Space. 6 Bedrooms 11 Baths 16,500 Sq Ft Luxury 95+Car Indoor Car Salon, Glass Elevator To Underground Garage. 5000 Sq Ft Hobby Workshop. Glass Elevator, Wine Room, Multi Level Infinity Dream Pool With Submersible Window To Bar, Geothermal Heat, Too Many Features To List. Over $12,000,000 In Building Cost. Sold Turnkey With Some Built In Furniture. Futuristic Led Lighting Inside/Out. Designer Inspired, Must See Million Dollar Kitchen, 20 Ft Centre Island, Appliances Extraordinaire. Miami Vice Meets Hollywood Nice. More detailsListed by RE/MAX REALTY SPECIALISTS INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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2738 Lower Base Line Street in Milton: 1044 - TR Rural Trafalgar House for sale : MLS®# W12454275
2738 Lower Base Line Street Milton L9T 2X5
$10,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12454275
- Bedrooms:
- 9
- Bathrooms:
- 6
Discover an exceptional opportunity in one of Southern Ontarios fastest-growing industrial corridors. This 12.37-acre single family property offers a rare combination of rural tranquility and prime development potential. Located directly across from the CN Logistics Hub and designated within the Future Strategic Employment Area (FSEA), its ideal for investors, developers, or businesses seeking strategic access to major transportation infrastructure. Nestled between Oakville and Burlington, the site enjoys excellent regional connectivity with easy access to Hwy401 and Hwy407. Surrounded by significant land holdings and future heater 2022.inground pool, offering a peaceful outdoor retreat. Additional features include multiple barns developments from Dundas Street to Britannia Road, the area is poised for transformation. Approved uses nearby include health and research facilities, long-term care, places of worship, automotive services, gas stations, institutions, and commercial buildings. Positioned between the planned expansion of Tremaine Road and Highway 25,the property offers unmatched visibility and access. Minutes from Milton's university campus, the location benefits from proximity to educational infrastructure, enhancing its long-term value. The property features an expansive 8200+ sq ft bungalow with 9 bedrooms, including 3 master suites. High ceilings and abundant natural light create an open, airy ambiance throughout the Home. Enjoy spacious living and family rooms, a wood pellet fireplace, and second unused chimney offering potential for a double-sided fireplace installation. The open-concept kitchen with center island flows into the living area, complemented by a stylish bar between the dining and family rooms perfect for entertaining. A sunroom overlooks the backyard and inground pool, offering a peaceful outdoor retreat. Additional features include multiple barns and outbuildings for storage or redevelopment, a separate basement entrance with newly built More detailsListed by COLDWELL BANKER IKC REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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13160 Nassagaweya Esquesing Townline in Milton: 1041 - NA Rural Nassagaweya House for sale : MLS®# W12438371
13160 Nassagaweya Esquesing Townline Milton L7J 2L7
$8,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12438371
- Bedrooms:
- 6
- Bathrooms:
- 8
A forested 5-acre sanctuary where architectural brilliance meets resort-style living. This estate is a masterclass in design, indulgence, and lifestyle. With over 16,000 sq ft of finished space, it offers a rare blend of grandeur and warmth. The main floor primary wing is a retreat unto itself, featuring dual dressing rooms, library, spa-inspired ensuite, sauna, and walkout to a private deck with hot tub. Formal living and dining rooms, a vaulted family room, and chef's kitchen with butler's servery anchor the home's heart. Entertainment spaces include a bowling alley, golf simulator, cinema, arcade, spa room, bar and billiards lounge all connected by elevator across three levels. A separate nanny/in-law suite via breezeway offers seamless multi-generational living. Outdoors, discover a saltwater pool, pavilion, casita, pool house, pizza oven, fire pit, vegetable garden, and Raptors-inspired basketball court. Geothermal heating, smart home integration, and lush landscaping elevate every moment. This is more than a home, it's a legacy property, a lifestyle statement, and a rare opportunity to live expansively, with privacy, prestige, and purpose. More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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13311 Sixth Line in Milton: 1041 - NA Rural Nassagaweya House for sale : MLS®# W12439591
13311 Sixth Line Milton L7J 2L7
$6,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12439591
- Bedrooms:
- 9
- Bathrooms:
- 10
A rare opportunity to own a truly exceptional family retreat on 5.76 acres of private, tree-lined paradise. Thoughtfully designed and custom built by its owners, this one-of-a-kind estate blends luxury and warmth in equal measure. A place where timeless design meets everyday comfort. From the moment you step inside, the soaring 22-ft foyer and striking floating staircase set the tone for whats to come. Expansive windows flood the home with natural light, seamlessly connecting the indoors with the beauty of the surrounding landscape. Every space here was created with family and connection in mind. The heart of the home is an extraordinary chefs kitchen, anchored by dual islands with seating for 14, top-of-the-line appliances, and effortless flow into the sunroom and outdoor kitchen. Its a space designed for gatherings, where Sunday dinners stretch late into the evening and celebrations spill out under the stars. For everyday indulgence, this estate offers an incredible private spa with a 10-person jacuzzi, steam room, and sauna, plus a home theatre, gym, games area, and full bar. A private elevator adds ease, while a three-bedroom guest suite above the garage provides flexibility for extended family, in-laws, or a live-in nanny. Outdoors, the possibilities are endless. Lounge by the heated saltwater pool, host evenings around one of two fire pits, or enjoy a friendly game on the tennis and basketball courts. Wander along walking paths that circle a peaceful private pond or simply relax in one of the many quiet corners designed for reflection and connection with nature. This estate is as smart and sustainable as it is beautiful, with solar and geothermal systems, full smart-home integration, and two septic systems. This property is designed to stand the test of time and a place to build a legacy. Where laughter echoes through the halls, traditions take root, and generations come together. A lifestyle of luxury, privacy, and possibility awaits. More detailsListed by KELLER WILLIAMS EDGE REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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10553 Guelph Line in Milton: Rural Milton West House for sale : MLS®# W12250926
10553 Guelph Line Milton L0P 1B0
$6,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12250926
- Bedrooms:
- 3
- Bathrooms:
- 3
Have you been waiting for that truly special property? Attention horse loversthis spectacular 92 + acre estate just outside the village of Campbellville offers everything youve dreamed of and more. At its heart is a beautifully restored 1800s stone farmhouse that blends timeless charm with thoughtful modern updates. The home features a bright sunroom and a spacious main-floor primary bedroom wrapped in windows offering stunning views in every direction. The walk-out basement provides a fully self-contained living space with its own kitchen and bathroomperfect for in-laws, guests, or staff. The equestrian facilities are second to none, with two exceptional barns. The top barn includes 10 large box stalls, a grooming stall, wash stall, radiant floor heated tack room, feed room, viewing lounge and bathroom, on-site laundry, fly maintenance system, and heated main barn. The massive indoor arena (180 x 80) features high-quality, dust-free GGT footing ideal for year-round training. The bank barn offers an additional 10 large box stalls, a foaling stall, high ceilings, a wash stall, a radiant heated tack room, a feed room, a bathroom, laundry, and a spacious loft for hay storage. Outdoors, you'll find a large sand ring with excellent drainage, multiple paddocks with four-rail oak fencing, water and electricity to each paddock for trough, heater , and several individual or recovery paddocks. The property also includes an automatic front security gate, beautifully manicured grounds, extensive riding trails, and a crystal-clear artesian well supplying endless water. Natural gas services the property, and 20 acres are currently rented for crops at the rear of the lot. A large detached garage with three overhead doors includes one heated bay with a lift ideal for tractor or equipment storage and there's plenty of parking throughout. Located 30 min to Pearson Airport and 5 min to the 401, this location will be a steadfast investment for any purchaser. More detailsListed by Coldwell Banker Neumann Real Estate- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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7548 Sixth Line in Milton: 1030 - DG Derry Green House for sale : MLS®# W12403408
7548 Sixth Line Milton L9E 0Y6
$6,799,500Residential Freehold- Status:
- Active
- MLS® Num:
- W12403408
- Bedrooms:
- 8
- Bathrooms:
- 9
Welcome to this beautiful custom-built home sitting on a 132 ft x 250 ft lot in peaceful countryside, Milton. As you walk in, you're greeted by a stunning 37-ft high domed ceiling, giving a grand and open feeling right from the start. The home features 11-ft ceilings on the main floor, 10-ft on the second, and 9-ft in the basement. Enjoy elegant crown molding, paneled walls, and hardwood flooring throughout. The modern kitchen comes with JennAir appliances, a unique Titanium Leather-finish countertop, a spice kitchen, and a walk-in pantry perfect for cooking and entertaining. Relax in the cozy family room with a gas fireplace, or host in the formal living and dining rooms. There's also a bright breakfast area with a walkout to the backyard, and a study room ideal for working from home. A main-floor bedroom with its own ensuite makes this home great for large or multigenerational families. Upstairs, the master bedroom includes a private balcony, a large walk-in closet, and a luxury 5-piece ensuite. Every other bedroom also has its own private bathroom for added comfort. The finished basement offers a 2-bedroom unit with a modern kitchen, a home gym, cold storage, and a large rec area perfect for extended family or rental use. The home also includes a central water filtration system for clean water throughout. Located close to Milton GO Station, Highways 401 & 407, Toronto Premium Outlets, and top schools, this home offers space, style, and comfort in one of Milton's best locations More detailsListed by RE/MAX REAL ESTATE CENTRE TEAM ARORA REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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10090 Pineview Trail in Milton: Rural Milton West House for sale : MLS®# W12307618
10090 Pineview Trail Milton L0P 1B0
$6,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12307618
- Bedrooms:
- 4
- Bathrooms:
- 6
STONEGATE MANOR - AN ARCHITECTURAL MASTERPIECE! Nestled on 2.5 acres of manicured grounds behind private gates in prestigious Whispering Pines Estates, Stonegate Manor is a palatial estate crafted by an award-winning builder. A picturesque pond with fountain greets you at the foot of the driveway, setting the tone for timeless French Manor-inspired elegance. A grand foyer with 17.5-foot cathedral ceiling and hand-painted mural opens to a living room with 18-foot vaulted ceiling, two-storey cherrywood gas fireplace and expansive windows flooding the space with natural light. The chefs kitchen features a 48" Wolf gas range, Sub-Zero fridge, Miele dishwasher, servery, and three sets of French doors opening to a private courtyard. The formal dining room connects to a wine cellar with antique Asian doors, while a private office with 15-foot vaulted ceiling, gas fireplace and built-ins offers a refined workspace. The luxurious primary suite boasts a 14-foot vaulted ceiling, courtyard walkout, gas fireplace, walk-in closet, gym, and spa-inspired 7-piece ensuite with clawfoot tub and steam shower with built-in chaise. A lofted entertainment area features a 14-foot vaulted ceiling, wet bar, pool table, theatre setup, and powder room. The finished lower level includes heated floors, full kitchen, 3 bedrooms, 2 baths, and walkout to a private patio - ideal for multi-generational living. Resort-style amenities include an inground saltwater pool with integrated hot tub, standalone hot tub, koi pond, and an additional pond with fountain. The cabana features a wood-burning fireplace, kitchen, seating, automatic mosquito screens, 2-piece powder room, and change room. Additional highlights: elevator to all levels, Crestron Home Automation, oversized 3-car garage, and new concrete/asphalt driveway. A rare offering of elegance and lifestyle - just minutes north of Campbellville! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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10140 Pineview Trail in Milton: Rural Milton West House for sale : MLS®# W12366641
10140 Pineview Trail Milton L0P 1B0
$5,899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12366641
- Bedrooms:
- 5
- Bathrooms:
- 8
Welcome to Casa Notre, 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. This custom estate offers the perfect balance of timeless craftsmanship, refined elegance, and modern comfort. Resting on a private 3-acre lot, the property is beautifully landscaped and features a serene pond with fountain, creating a truly picturesque setting. At the rear, a newly renovated pool, hot tub and expansive patio overlook the lush gardens, providing the ultimate space for outdoor living and entertaining. Spanning nearly 11,000 sq. ft. of finished living space, Casa Notre was designed with scale and sophistication in mind. Inside, you'll find grand principal rooms, perfect for both everyday family living and hosting large gatherings. With 4 spacious bedrooms, a wine cellar and tasting room, a 4-car garage, and thoughtful architectural details throughout, this home provides a rare blend of luxury and functionality. Adding to its appeal, Casa Notre is ideally located with quick access to Highway 401 and just a short drive to Guelph, Milton, Burlington, and Toronto Pearson International Airport offering convenience without compromising the tranquility of its secluded setting. Every detail of Casa Notre speaks to prestige and privacy, making it one of the most desirable offerings in the region. More detailsListed by SAM MCDADI REAL ESTATE INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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13738 Sixth Line in Milton: 1041 - NA Rural Nassagaweya House for sale : MLS®# W12199771
13738 Sixth Line Milton L7J 2L7
$5,400,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12199771
- Bedrooms:
- 5
- Bathrooms:
- 5
This fabulous rural retreat provides the ultimate escape from the everyday. As you approach this custom-built home, the stately gates, charming wood siding, stone accents and circular drive set the tone for the perfect country package beautifully secluded from the world. Rebuilt in 2006, this Bungaloft, with its convenient main floor primary suite design boasts a thoughtful, open layout that seamlessly connects spaces. The primary suite offers incredible views, a spacious walk-in wardrobe room and a lovely ensuite. The expansive Great Room flows into a modern gourmet kitchen with a stunning view from the kitchen sink! A cozy stone fireplace warms the dining room, while the home office, featuring custom woodwork, creates an ideal work-from-home setting. The main floor extends to a show stopping ~1,000 sq ft rear covered patio w/retractable Phantom screens, perfect for year-round outdoor living, complete with a built-in fireplace. Upstairs, one staircase leads to a loft area with two additional bedrooms and baths while the other staircase takes you to a home theatre or private bonus/guest room. The finished lower level includes two more bedrooms, a full bathroom, a large rec room, a cozy wood stove plus two entrances and oversized windows. Set on almost 34 acres, the stunning grounds feature natural stone paths, a picturesque stream running ~1,000' and maintained trails through the trees. The property also features an irrigation system. The incredible 3,000 sq ft custom-designed insulated garage/workshop with heating and water is perfect for a car enthusiast or woodworker. Additional features include an 18kw Generac generator, new Lennox Signature Series heat pump and Furnace (2025) along with a new vanEE ERV (energy recovery ventilator) (2025), and 4 new garage doors (2025). Over 5,100 sqft per MPAC This one-of-a-kind property, lovingly maintained in pristine condition, offers a peaceful sanctuary like no other! More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
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5189 Eighth Line in Milton: 1039 - MI Rural Milton House for sale : MLS®# W12292263
5189 Eighth Line Milton L9E 1A3
$4,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12292263
- Bedrooms:
- 4
- Bathrooms:
- 2
Strategic buy: 10-acre hobby farm, spacious, lofted bungalow+fully finished walkout lower level. Completely renovated, immaculate move-in ready home. I have a dream: 2 acres of professionally designed, ever-blooming gardens, w/sculptures, blooms welcoming guests through a stunning entryway; Of 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; Of hosting family weddings w/500 guests, parking for 100 cars-every- memory unfolding under open skies; Of running my business from home with no more long commutes Of beating the heat in a 39' x 22' inground pool w/waterfalls, oversized stone deck, surrounded by perennials; Of a main-floor bdrms: no more stairs; Of a home ready to move in. Just pure enjoyment from Day One Of living in the Greater Toronto Area, just minutes to shopping, arenas, community centre, doctors, highways transit. The border of Mississauga, ideally. That one day, when the kids grow up, I'll sell this paradise for umpteen million $ & never have to work again. 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. Zoned Future Strategic Employment Lands. Massive upside potential! 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. More detailsListed by RE/MAX REALTY SPECIALISTS INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
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in Milton: Rural Milton West House for sale : MLS®# W12368089
$4,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12368089
- Bedrooms:
- 5
- Bathrooms:
- 6
Welcome to your private retreat - this stunning custom-built home sits on 17 acres of serene countryside, offering over 6,345 sq. ft. above grade of luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury finishes, hardwood flooring 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 outdoor pool, a soundproof private theatre, 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! This property is the perfect blend of luxury, generous space, and tranquility; a rare opportunity to enjoy resort-style living in the comfort of your own home. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
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12199 Guelph Line in Milton: Rural Milton West House for sale : MLS®# W12216488
12199 Guelph Line Milton L0P 1B0
$4,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12216488
- Bedrooms:
- 10
- Bathrooms:
- 8
Step into a world of opulence and sophistication with this extraordinary estate, a true architectural masterpiece offering over 9,000 square feet of exquisite living space. Located in Campbellville, this 10-bedroom, 8-bathroom residence redefines luxury living with impeccable design, craftsmanship, and attention to detail. Crown moldings throughout the house, accentuating the timeless elegance of the interiors. The expansive living spaces feature soaring high ceilings, five custom fireplaces, and an abundance of natural light streaming through oversized windows, designed for the ultimate entertainer, this estate boasts four state-of-the-art kitchens, including a primary chef's kitchen with professional-grade appliances, custom cabinetry, and an oversized island. Whether hosting an intimate gathering or a grand soirée, this home offers unmatched versatility and style. The property includes a private guest house and a thoughtfully designed in-law suite, perfect for accommodating extended family or visitors in comfort and privacy. Outdoor living is equally impressive, with manicured grounds ideal for relaxation or entertainment. The8-car garage provides ample space for a car enthusiast's collection, while the home's multiple balconies and patios create seamless indoor and outdoor flow along side the massive indoor pool. UPPER LEVEL IS REFERRING TO THE GUEST HOUSE (2 BEDS, 1 BATH, 1 KITCHEN). LUXURY CERTIFIED. More detailsListed by RE/MAX ESCARPMENT REALTY INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
Data was last updated October 28, 2025 at 09:15 PM (UTC)
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