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$1,499,555
3 Beds ⋅ 2 Baths ⋅ W13743244 MLS
-- Must-see in person! MUST WATCH YOUTUBE VIDEO!-- Motivated seller!! Priced under market comparable-- 10.6 acres (6+ clear canvas zoned Agriculture A2, 4+ treeline zoned Greenlands A)-- 410' prestigious wide lot with rolling hills-A perfect canvas for all the things you can dream of-- Renovated & upgraded, New kitchen, 2 new bathrooms, 3 bedrooms-- New appliances, including Fridge, Washer, Dryer, Microwave & Range Hood-- House, Barndominium+Garage, Barn [Combined 3,390 SQFT]-- The house's current size without any additions is suitable for medium-sized families-- Move-in ready with all utilities (Heating, AC, Well, Septic) in great condition-- 12 mins over Highway 401, close to Hwy 413-- Furniture virtually staged-- Optional $4,000/month seller leaseback available up to 5 months (house & 1-acre area) for immediate income & delayed possession. Terms mutually agreed upon-- Ideal to live in, add a Custom Home extension, Multi-Family, Wedding, Sports, Homestead, permitted businesses, etc. If you can dream it, you can build it here-- A TON!! of permitted uses besides residential allowed under A2 Rural Zoning. Entire list available on Town of Milton official website under Comprehensive Zoning By-Law 144-2003-- Unlock incredible rural potential with this versatile property, designated under Halton's highly flexible Agricultural (A) Zone. Perfect for hobbyists, investors, & lifestyle buyers alike, this zoning permits a primary single-detached residence alongside the rare opportunity for Additional Residential Units (ARUs)-making it ideal for multi-generational living or rental income. The broad zoning framework natively supports general agricultural operations, thriving nursery or commercial greenhouse ventures, & eco-conscious conservation projects. Additionally, you can effortlessly blend lifestyle & business with provisions for a Home Occupation, a dedicated Farm Produce Outlet, or lucrative On-Farm Diversification projects like agri-tourism & estate events

5273 25 Side Road, 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
$2,599,000
5 Beds ⋅ 5 Baths ⋅ W13698120 MLS
Buy acreage in rural Milton and you own what sits inside your fence. Everything past the tree line belongs to someone else, and eventually someone else has plans for it. Ennisclare Woods was built differently. 29 homes, and the 90 acres of woodland wrapped around them are owned by those 29 as tenants in common, registered on title. This property carries 2.7 acres of its own and a share of those 90. The trails through the woods are private. The tree line cannot be logged, severed or developed. The share transfers with the house.Inside the fence: a 6,000 sq ft spring-fed pond with fountain, fruit tree orchard, 2 vegetable gardens, automated irrigation, and an 830 sq ft split-level cedar deck with gazebo, built-in BBQ, side burner, sink and outdoor sound. Powered equipment shed. Three car garage plus circular drive for over six vehicles.The house was built in 2004 and finished to 6,200 sq ft by owners who thought hard about every room. Main floor: 9 ft ceilings, red maple hardwood, an octagonal piano conservatory, separate living, dining and family rooms, double-sided wood-burning fireplace, coffered dining ceiling, office. Cherry and granite kitchen with island, 2 pantries, oversized propane cooktop, dual ovens and commercial range hood.5 bedrooms and 5 baths (3 full baths off an oval gallery). Primary with walk-in closet, walk-in shower and 2-person Jacuzzi Roman tub. Guest suite with its own ensuite. 2 bedrooms share a balcony. 1 bedroom is currently fitted as a 120" home theatre. Second-floor laundry. The 2,200 sq ft lower level runs 9 ft ceilings over heated slate: sports room, bar, rec room, audiophile room, ATMOS 11.1 theatre with 140" screen, stone and mahogany wine cellar with temperature and humidity control and its own tasting room, hobby room, cold storage, full bath with travertine shower and vertical spa. Geothermal heat and AC with water pre-heat, fibre internet, HRV, central vac, filtered well, oversized septic.2.7 acres of your own. A share in 90 more.

4215 Ennisclare Drive, Milton
$2,200,000
3 Beds ⋅ 3 Baths ⋅ W13678334 MLS
3 Reasons to Buy this RARE opportunity: an 89.6 acre property in Milton that features a 2,250 sq ft house, barn/workshop with 80 Amps of power. Reason 1) Enjoy country living while being close to the city, the location is SUPERB. Located just minutes from Blue Springs Golf Club. Immediate access to Highway 7, close proximity to Guelph, Acton, and the core GTA. When you come for a showing you will be blown away by the serenity and calm you experience living here. 2) Purchase land with immense future value if re-zoned to allow for more development or 3) Build your own dream custom home on this massive lot. The land features rolling hills, water running through it and extensive trails perfect for long hikes or off-road motorsports. Book your showing now and experience it for yourself!

14146 Crewsons Line, Milton
$1,099,000
3 Beds ⋅ 2 Baths ⋅ W13674158 MLS
Calling all woodworkers, mechanics, car collectors and sports enthusiasts. Come and see your new detached 2 storey garage/workshop. Roughly 1000 sf per floor with 100 AMP service. House comes with a move in ready 3 bedroom, 2 bathroom bungalow and finished basement. If you have pets or children; the backyard is fenced. Easy access to 401, Milton, conservation parks including Hilton Falls and Kelso/Glen Eden. An amazing view of the escarpment and some of the best Fall colours you will ever see.

5471 Campbellville Road, Milton
$1,200,000
3 Beds ⋅ 3 Baths ⋅ W13652096 MLS
Well-maintained detached home with Three bedrooms on a rare 1.2-acre lot. Bright, functional layout with an eat-in kitchen, hardwood flooring, and a spacious dining area featuring oversized windows and a private backyard. The expansive property offers exceptional outdoor space with endless potential, the perfect balance of space, privacy, and convenience.

4014 Twenty Side Road, Milton
$1,225,000
3 Beds ⋅ 2 Baths ⋅ W13599556 MLS
Amazing 1.3 acre park-like peaceful setting for this beautifully renovated home. Almost 2400 square feet with stunning open concept kitchen (2020) with huge island perfect for the entertaining chef. A very bright home accented by large upgraded windows through the main level living room, family room with woodstove-style gas fireplace plus two main level bedrooms complimented by an oversize main bathroom. Unique oversized primary bedroom with vast sitting area adjacent to an ensuite washroom plus an open jacuzzi style tub. Secluded oasis bedroom area with gas fireplace and walk-in closet. Lower level boasts of vast bar/games room, cozy rec/theatre room plus extensive utility/storage area. You'll love the tree-lined perimeter from the huge flagstone patio. Bonus features of oversized attached double garage, separate 20' X 30' insulated workshop, new furnace 2025, fridge and stove 2024 and central air 2025, new heat pump delivering efficient comfort to the upper level 2026. New (July 2026) Generac Generator. Enjoy the quiet countryside.

11113 Fifth Line, Milton
$1,699,000
4 Beds ⋅ 3 Baths ⋅ W13578896 MLS
12613 Second Line is a home that speaks to quality craftsmanship and thoughtful preservation. A long private driveway slows the pace of life, setting the tone for the peaceful country retreat that awaits. Rich wood siding creates contrast between the home and the surrounding nature. Inside, the unique layout features a center stairwell that's open to the living and dining room. The kitchen offers ample space for cooking and entertaining, with plenty of cabinetry and a center island for prep. Just off this, a half bathroom and designated laundry room complete the shared living spaces. The primary bedroom is conveniently located on the mainfloor, ideal for generational living, and complete with its own ensuite bathroom. On the lower level, find three additional bedrooms, walk-out access, a five-piece ensuite bathroom, and a large recreational room with large windows overlooking the yard and pond. The upper balcony and lower patio are ideal for indoor-outdoor entertaining and are accessed off the main living room and lower rec room. Families and outdoorsy buyers will appreciate the hidden trails woven in the forest and the beauty of nature around them, with deer, blue herons, ducks, hawks, and other wildlife making frequent visits to the property. Estately in its nature, yet warm and cozy, this home is the perfect home for mature families or retirees looking for an accessible living setup with room for their grandkids. This thoughtfully equipped property has practical, well-planned amenities for equestrian endeavors and hobby farming, including fenced grass paddocks, a spacious, fenced riding arena, a dedicated wash station, and three storage sheds for tack, feed, and equipment. Completing the setting is a picturesque spring-fed pond with a floating dock, offering both natural beauty and utility. This home provides buyers with the peace, tranquility and flexibility that's only found in a rural setting.

12613 Second Line, Milton
$1,699,900
3 Beds ⋅ 2 Baths ⋅ W13568776 MLS
A long maple tree-lined lane leads through a private, park-like setting with mature trees and perennial gardens to this attractive custom-built 2-storey brick and cedar siding home. The house features a centre hall plan, large living room, separate dining room, eat-in kitchen, main floor family room with wood-burning brick fireplace and sliding glass door to west facing deck, office with closet and which could be used as a 4th bedroom, 2-piece powder room off the back hall, three bedrooms on the second floor including the primary bedroom with two double closets, second bedroom with double closet and a second closet, third bedroom with double closet and a 5-piece bathroom with two sinks and large vanity offering ample storage. The basement is full and unfinished with three windows, storage and the utility room with propane gas furnace installed in the fall of 2025. The property also offers a 5 box stall barn with tack/feed room and hay loft above. The land is gently rolling with paddocks, a hay field and wooded areas on approximately 17 acres. Conveniently located in the Greater Toronto Area (GTA) in the Township of Milton, minutes to Hwy 401, GO-Trains in Milton, Acton and Georgetown, shopping, schools, sports fields, libraries and community centres, extensive Niagara Escarpment recreation areas including the Bruce Trail, conservation hiking trails, mountain bike trails, swimming and camping, the velodrome in Milton offering a track cycling facility and more, breathtaking and challenging road cycling, downhill and cross country skiing in an area of great natural beauty.

12170 Sixth Line Nassagaweya N/A, Milton
$1,595,000
3 Beds ⋅ 2 Baths ⋅ W13488064 MLS
Discover the charm of this 2,066 sq ft brick bungalow, perfectly nestled on 1.4 acres backing onto conservation land along 16 Mile Creek. Step inside to a welcoming eat-in kitchen, a bright dining room, and a cozy living room complete with a wood-burning fireplace-ideal for relaxing evenings. The home offers three comfortable bedrooms, all with hardwood floors, including a primary with a 3-piece semi-ensuite. The spacious full basement with 9-foot ceilings provides endless possibilities, already equipped with a roughed-in bathroom and a wine cellar tucked under the garage. With an efficient electric furnace, heat pump, new central air (all 2023), and 200-amp service, upgraded windows, this home is ready for modern living. Outdoors, enjoy a large 16 x25 ft deck, a double attached garage, and a 36' x 24' shop-perfect for hobbies, storage, or workspace. This property seamlessly blends comfort, nature, and opportunity in a stunning natural setting with- in walking distance to Hilton Falls Conservation

4101 Campbellville Road, Milton
$2,500,000
3 Beds ⋅ 3 Baths ⋅ W13480188 MLS
Welcome to your private country retreat! A custom-built home where the journey home feels just as special as the destination. Built in 2010, set on approx 2.3 acres, this remarkable property offers a perfect blend of privacy, craftsmanship and modern country living. As you turn onto this quiet country court and follow the paved driveway, the feeling of seclusion begins immediately. As the home comes into view, the impressive stonework, cedar accents, exterior pot lighting and beautifully designed walkways welcome you to a home that has been thoughtfully crafted inside and out. Exterior hardscaping creates inviting outdoor spaces including covered front and rear porches. Open-concept main living area features soaring ceilings, rich architectural details and a dramatic floor-to-ceiling stone gas fireplace. A gourmet kitchen combines style and function with granite counters, large centre island and premium appliances. The adjoining breakfast area and great room are surrounded by large windows allowing natural light to pour in while showcasing the beautiful landscape beyond. The main floor offers a private primary bedroom with its own fireplace, a generous walk-in closet and a luxurious ensuite with a soaker tub & separate shower. Also on this level is a dedicated office overlooking the front of the property. Main level laundry. The second floor embraces the open design with a loft-style sitting/TV area, 2 additional bedrooms and 4-pc bathroom. In addition to approx 3475 sq. ft., the partially finished lower level offers 2,637 sq. ft. (approx) with roughed-in bathroom already in place. Oversized garage provides approx 800 sq. ft. for vehicles, hobbies, toys. Close to conservation areas, golf courses and surrounded by nature, this home offers peaceful country living with easy access to Milton, Guelph, Burlington, Oakville, Mississauga & Toronto. Mature trees, beautiful craftsmanship and thoughtful design come together to create a home you will be proud to call your own.

4320 Random Acres Road, Milton
$1,699,900
4 Beds ⋅ 4 Baths ⋅ W13469504 MLS
This majestic 1832 Century Stone Farmhouse, set on a private and picturesque 10-acre property is ideal for families seeking space, comfort, and a connection to nature. With more than 3,442 sq ft living space, this treasured home blends 1800 century charm with thoughtful modern updates. The warm, inviting interior features soaring ceilings, open hearth wood-burning fireplaces, deep window sills and other preserved original details. The versatile and sprawling main floor provides a flexible layout to support extended family and an in-law suite. The recently renovated kitchen showcases a striking stone wall with timber beam accents, stone countertops, hardwood flooring, a vintage-style Elmira Stove, and a centre island with breakfast bar. Separate family, living and dining rooms provide ample space for both everyday living and special occasions. The formal dining room currently serves as a main-floor primary bedroom, complete with a walk-in closet/office. The 2nd dining room has ample space for a harvest table. Currently used as a gym provides oversized windows, a striking stone wall and a walkout to the garden. More conveniences include an enclosed sunroom, a mudroom with access to the 2 car garage, main-floor laundry, and a stately wood staircase to the 2nd floor bedrooms and 4th bathroom. The 2019 energy-efficient heat pump provides heat and air conditioning, R50 attic insulation and updated shingles. Enjoy an organic vegetable garden and gently rolling open fields that are perfect for exploring and pasture. The barn and chicken coop are ideal for horses, animals or additional storage. An attached two-car garage offers ample space for cars, motorbikes, outdoor gear and more. The generous driveway and laneway provide plenty of room for parking cars, equipment and campers. Located on a paved road just minutes to Town convenience, schools, churches, Blue Springs Golf Club and GO services. House is not listed or designated Heritage.

5595 25 Side Road, Milton
$2,999,000
2 Beds ⋅ 2 Baths ⋅ W13441158 MLS
Escape to your own private 98 acre country estate where natural beauty, recreation, and rural living come together in perfect harmony. Featuring approximately 66 acres enrolled in the Managed Forest Tax Incentive Program, this remarkable property offers reduced property taxes while preserving a breathtaking landscape of enchanting forests, productive farm fields, rolling countryside, wetlands rich with wildlife, and a flowing creek. Nature lovers, bird watchers, hunters, hikers, and outdoor enthusiasts will appreciate the extensive private trail system, serene pond, fascinating caves, and the abundance of deer, wild turkeys, songbirds, and native wildlife that call this property home. Two separate driveways provide excellent access and flexibility for future use. A charming circa 1880 farmhouse, thoughtfully expanded with a substantial addition in 1998, offering +/- 2,800 sq. ft. above ground. Blending historic character with modern comfort, the updated home is designed to capture the surrounding views from nearly every room. A bright and spacious living room with vaulted ceilings creates an open and welcoming atmosphere, while the large dining room is ideal for entertaining family and friends. The modern kitchen features a beverage centre with its own sink, making gatherings effortless. Both the living and dining areas overlook the spectacular countryside, providing peaceful year round views. The 2nd floor offers the loft style primary bedroom, a cozy sitting dressing area and a 5 pc ensuite. The full unfinished walk out basement presents exceptional potential for additional living space, a recreation area, workshop, or multigenerational living. A rear deck overs panoramic views across your private four season paradise. The barn provides excellent storage, hobby, agricultural, or recreational opportunities. Conveniently located just 5 minutes to Rockwood, 10 minutes to Acton, 20 minutes to Guelph, and approximately 18 minutes to Highway 401. Paved Road.

13489 Fourth Line Nassagaweya N/A, Milton
$1,650,000
3 Beds ⋅ 3 Baths ⋅ W13231054 MLS
Welcome to this exceptional 15-acre nature retreat offering the perfect blend of privacy, functionality, and rural charm. Set in a picturesque setting with a serene pond and fountain and private trails throughout the property, this unique offering is ideal for nature lovers and outdoor enthusiasts. The well-maintained 2-storey home is perfectly suited for extended family living or flexible use, featuring a bright living area, sunroom with beautiful views, primary bedroom, two full bathrooms, and an additional playroom or flex space on the main floor. The second floor includes a full kitchen, dining room, spacious family room, two additional bedrooms, and a 3-piece bathroom. A finished trailer with hydro connection provides excellent potential for guests, in-laws, or additional income. The property also includes two firewood storage sheds, a Fire-Pit, a large 30' x 40' storage shed/workshop, and additional storage space above the garage, along with 200 AMP electrical service. Conveniently located between Milton and Acton, and just a short drive to Highway 401, this property offers peaceful country living with easy access to urban amenities.

11099 Sixth Line Nassagaweya N/A, 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