Milton Real Estate | Milton Properties between $2,000,000 and $3,000,000 for Sale

Rare 4,254 SF freestanding mixed-use investment opportunity on a 0.10-acre site in the heart of Downtown Milton on Main Street East. Situated on a 33.46' x 132.74' lot with Main Street exposure, signage visibility and rear parking. Originally built in 1913, and substantially renovated in 1998, while adding a two-storey rear addition with 2 more apartments, the building offers approximately 2,077 SF on the main floor and 2,177 SF of residential space above. The main floor includes approximately 1,750 SF of retail space currently built out as a hair salon/barber shop, plus approximately 327 SF at the rear containing two small garage/storage areas, additional office with 1/2 bath and access to the second floor. Commercial space is serviced by forced-air gas heat (approx 5 yrs old) and central air conditioning. The second floor contains three self-contained apartments: Unit 201 is approximately 1,025 SF with 2 bedrooms and 2 skylights; Unit 202 is approximately 625 SF with 1 bedroom and a skylight; and Unit 203 is approximately 500 SF with 1 bedroom and a skylight. Each apartment includes a 4-piece bathroom. Apartments feature electric baseboard heating and wall-mounted air conditioning. Building features 400-amp electrical service with separate metering for each tenant. Located within Milton's Central Business District with CBD-A zoning permitting a wide variety of commercial and residential uses. The property also forms part of the HUSP Urban Area, offering significant redevelopment and intensification potential. The existing two-storey building does not represent the site's full development potential, with opportunities for additional building height and density, subject to applicable zoning, planning requirements and municipal approvals. Downtown location close to municipal parking and Town Hall, with convenient access to Highway 401 via Regional Road 25. There is an information package on this property, please reach out to Agent for a copy.

140 Main Street E, Milton

$2,299,990

4 Beds ⋅ 4 Baths ⋅ W13758202 MLS

Tucked on a sought-after corner lot in the heart of Old Milton - just steps from Main Street and Town Hall- this custom-built home offers the rare combination of walkable small-town charm and thoughtfully designed luxury living. Set on a generous 66' x 120' lot, this residence impresses from the moment you arrive, with soaring 9-foot ceilings on both the main and upper levels that create an airy, elevated feel throughout. The heart of the home is a chef-inspired kitchen anchored by a large island with custom cabinetry - a natural gathering spot for everyday living and entertaining alike. The home offers 4 spacious bedrooms with walk-in or custom built-in closets (and throughout), an office (perfect for remote work), and 3.5 bathrooms - space for the whole family to spread out and settle in. The fully finished basement is where this home truly sets itself apart, featuring custom home theater wiring with a giant screen - your own private cinema, just steps from the living room. Step outside to your own backyard retreat: a fiberglass heated pool, ideal for summer evenings and weekend entertaining, all set on a private corner lot that adds extra space and light on two sides. All this in one of Milton's most cherished neighborhoods -walk to Main Street shops and restaurants, Town Hall, and everything that makes Old Milton special.*For Additional Property Details Click The Brochure Icon Below*

62 Miles Street, 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

$2,100,000

4 Beds ⋅ 2 Baths ⋅ W13741510 MLS

An exceptional opportunity to acquire a prime 0.76-acre parcel in the heart of Milton, offering significant long-term development potential. A 3+1 bedroom bungalow currently sits on the property, providing an existing residential use while offering substantial future potential for investors, developers, and land bankers. It also adds immediate residential value while offering buyers the opportunity to hold the land for potential future re-development. This property is surrounded by established residential communities, ongoing growth, and major infrastructure investments. Strategically positioned in a desirable infill location, the property benefits from close proximity to schools, parks, shopping, established neighbourhoods, and major transportation corridors, making it well suited for future residential or mixed-use redevelopment, subject to all necessary approvals. With strong fundamentals and promising long-term upside, this property represents a rare chance to participate in the area's continued growth and transformation. Buyers are advised to conduct their own due diligence with respect to zoning, permitted uses, servicing availability, and all future development considerations.

9800 Britannia Road, Milton

$2,795,000

4 Beds ⋅ 4 Baths ⋅ W13733062 MLS

An exceptional opportunity to own a private luxury retreat in the prestigious Churchill Estates. Nestled on nearly 2 acres at the end of a quiet court, this elegant 4 bedroom, 4 bath estate offers an unparalleled lifestyle. Boasting over 5,000 sqft of beautifully finished living space, the home features a soaring vaulted ceiling in the great room, a stunning custom kitchen, and a serene primary suite with a spa like ensuite and walk in closet. Every detail has been thoughtfully designed from the grand principal rooms and home office to the fully finished basement with a rec room and gym. The professionally landscaped backyard is a true oasis, perfect for entertaining, with an in-ground pool, tennis court, outdoor kitchen, and covered patio. Complete with a Generac generator, integrated audio system, and 3-car garage .Ideally located minutes from highways, this home delivers luxury, comfort, and peace in one of Miltons most exclusive communities.

11135 Menzies Court, Milton

$2,999,990

W13724806 MLS

If you are seeking peace, privacy, and room to create your own country lifestyle, this 115+ acre property offers an exceptional opportunity in desirable rural Milton. A long private driveway leads into the property, creating a private setting for a future farmstead, country estate, or agricultural operation. A residence and barn previously stood on the property, offering an established rural homesite area for buyers considering a new country retreat. The property features +/- 80 acres of cultivated farmland, currently leased for cash crop and hay production, together with +/- 30 acres of woodland and scenic natural areas. Open fields, mature trees, and pathways provide space for farming, horses, trails, recreation, gardening, and outdoor enjoyment. Zoned A2, the property offers the ideal combination of productive farmland and rural residential potential. 5.11 acres are designated under the Conservation Land Tax Incentive Program (CLTIP). Located on a paved road in a sought-after rural community of Moffat, the property offers peaceful country living while remaining within convenient reach of Highway 401, GO Transit, public and private schools, recreation facilities, shopping, churches, and other amenities. The property is also located just north of future growth areas identified within the Hamlet of Moffat and Town of Milton planning framework, providing additional long-term potential. A rare opportunity to secure substantial acreage, productive farmland, natural beauty, and the freedom to create a one-of-a-kind rural estate close to the GTA. Bee hives are not included. This property is not in NEC.

11080 First Line Nassagaweya N/A, Milton

$2,999,900

W13724674 MLS

This 115+ acre property offers a rare opportunity to own productive farmland with attractive long-term potential in a desirable rural Milton location. Zoned A2, the property includes approximately 80 acres of cultivated farmland, currently leased for cash crop farming, along with 30 acres of forest. A 5.11-acre portion of the property is designated under the Conservation Land Tax Incentive Program (CLTIP). A former home and barn once stood on the property and have since been removed. A long private driveway leads into the property, offering privacy and a beautiful setting for a future rural residence, family estate, farm operation, equestrian use, trails, recreation, or other permitted rural uses. The property combines productive agricultural land with mature forest, scenic pathways, and peaceful natural surroundings. For buyers considering long-term land ownership, the property is strategically located just north of future growth areas identified within the Hamlet of Moffat and Town of Milton planning framework, adding another dimension to its future potential. Continued property tax savings may also be available through the CLTIP programs. Located on a paved road in a sought-after rural community, the property offers convenient access to Highway 401, GO Transit, Woodbine Mohawk Park Racetrack and Casino, schools, recreation facilities, churches, shopping, and other amenities. An excellent opportunity for farmers, investors, equestrian buyers, or anyone looking to create a private rural estate while securing a substantial landholding in an evolving area. Bee hives are not included.

11080 First Line Nassagaweya N/A, 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

$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

$2,588,000

6 Beds ⋅ 5 Baths ⋅ W13677494 MLS

Set against the picturesque backdrop of the Niagara Escarpment, this custom estate style residence sits on an expansive 0.5 acre lot in Milton, offering nearly 5,000 sq.ft. of total living space incl. the finished lower level. W/sweeping countryside views, exceptional privacy & a thoughtfully designed 4+2 bed, 5 bath layout, this one of a kind property strikes a beautiful balance between grand proportions w/tranquil country living. Beyond the entrance, the home unfolds into a bright & expansive open concept interior, where striking ceiling heights, pot lights & abundance of natural light set an elegant tone. At its centre, the spectacular living room makes a statement w/approx.18ft ceilings, propane fireplace & oversized custom windows framing the surrounding landscape, while a w/o opens to the backyard patio. The open layout flows into the gourmet kitchen featuring premium s/s appliances, granite counters, centre island & ample wood cabinetry, while the adjoining dining area offers a w/o. An inviting family room & private office add further versatility to the main level. Upstairs, the primary retreat feels distinctly private, w/a fireplace, skylight, walk-in closet & private balcony capturing beautiful views across the countryside. The 4pc ensuite features a Jacuzzi tub & walk-in shower. Three additional beds each enjoy their own walk-in closet & 3pc ensuite, while a versatile open to below sitting area/library adds another dimension to the upper level. The lower level extends the home w/2 additional beds & a spacious rec room. Outside, enjoy a custom storage shed & custom cottage w/wraparound deck, covered BBQ & dining area, plus a sunbathing/lounge area w/built-in waterfall & firepit. Additional highlights include a well, 2,000 gallon cistern, built-in speakers, water filtration, spray foam insulation & custom architectural 3D shingles w/lifetime warranty. A truly special offering, 3136 Lower Base Line W captures country living at its finest!

3136 Lower Base Line W, 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

$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

$2,099,000

4 Beds ⋅ 4 Baths ⋅ W13473770 MLS

Welcome To An Extraordinary Offering In The Prestigious Countryside Enclave Of Campbellville-Where Refined Estate Living Meets Effortless Connectivity, Just Moments From Major Highways For A Seamless Commute. Set On An Impressive 2.18-Acre Corner Lot Within An Exclusive Executive Cul-De-Sac, This Impeccably Renovated And Energy Efficient Residence Showcases A Rare Blend Of Luxury, Efficiency, And Design. A Grand Arrival Awaits With An Oversized Foyer Featuring Dual Closets And A Striking Scarlett O'Hara Staircase. The Open-Concept Main Level Is Designed For Elevated Entertaining And Everyday Comfort, Featuring A Breathtaking Great Room With Vaulted Ceilings, Skylights, And A Gas Fireplace Flowing Seamlessly Into A Sophisticated Dining Area And A Chef-Inspired Kitchen Complete With Premium Appliances, Custom Cabinetry, Quartz Countertops, And A Classic Farmhouse Sink. The Main Floor Primary Suite Offers A Private Retreat With A Spa-Inspired 5-Piece Ensuite Featuring A Glass Shower And Deep Soaker Tub. Upstairs, A Juliet Balcony Overlooks The Great Room, Alongside Three Generously Sized Bedrooms And A Renovated 4-Piece Bath. The Fully Finished Lower Level With Separate Entrance Offers Flexible Living As An In-Law Suite, Office, Or Entertainment Space. Expansive Grounds Provide Privacy And Potential For A Second Driveway, While A Three-Car Garage With Dual EV Chargers, Ample Parking, And Storage Completes This Exceptional Property.

2255 Mohawk Trail, Milton

$2,499,000

6 Beds ⋅ 7 Baths ⋅ W13647272 MLS

Welcome to this exceptional luxury home offering over 3,900 sq. ft. of total living space on a premium 50 x 150 ft. lot with no homes behind. Surrounded by greenery, it offers cottage-like privacy in the city.The main floor features 10 ft. ceilings, while the second floor and legal basement apartment offer approximately 9 ft. ceilings. Hardwood flooring, 8 ft. solid modern doors, glass railings, illuminated see-through stairs, oversized windows and pot lights throughout create a bright, modern feel.The designer kitchen features a massive 6 x 4 ft. island, abundant storage, high-end quartz countertops and backsplash, Wi-Fi-enabled appliances, a gas cooktop and pot filler. The main floor also includes a private office/den, fireplace and media wall.Upstairs are four spacious bedrooms, each with a full ensuite, plus walk-in closets and a dedicated laundry area.The legal two-bedroom basement apartment includes a separate entrance, two washrooms, separate laundry, ample storage, large windows and a second kitchen with quartz finishes.Exterior features include interlocking, a courtyard, backyard patio, exterior and driveway lighting, insulated modern garage doors, EV charger rough-ins, security cameras and home automation readiness. Brand-new owned furnace, HRV, tankless water heater and air conditioner complete this impressive home.

320 Kingsleigh Court, 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

$2,799,000

7 Beds ⋅ 6 Baths ⋅ W13476912 MLS

Nestled in the highly sought-after hamlet of Trafalgar, near the Oakville-Milton border, this stunning new bungalow sits on a sprawling 1.5-acre lot of workable land, offering the perfect combination of luxury, space, and privacy. Featuring a dream three-car garage plus a 1,250 sq. ft. outbuilding with hydro-ideal for a barn or workshop-this property is designed to impress both inside and out. Surrounded by beautifully landscaped gardens, the home welcomes you with an elegant open-concept layout showcasing four spacious bedrooms and three-and-a-half bathrooms on the main floor. The modern gourmet kitchen features premium finishes, an oversized island, and abundant counter space, seamlessly flowing into the bright and cozy family room filled with natural sunlight, perfect for both relaxing and entertaining. The fully finished basement offers even more living space, with three additional bedrooms, two full bathrooms, a second kitchen, and a stylish bar-ideal for extended family or a private guest suite. Combining peaceful country-style living with city convenience, this exceptional property truly has it all and won't last long!

3006 Lower Base Line W, Milton

$2,399,900

4 Beds ⋅ 3 Baths ⋅ W13609646 MLS

Welcome to the Prime Location Minutes to City. You will fall in love with this beautiful magnificent mature tree and pretty two storey house. Same owner for last 50 years. This 4 bedroom and 2.5 washroom home with excellent layout spacious floor plan. Family Room has a soaring wood burning fireplace. Must look at this gorgeous home. Show and Sell.

7687 Appleby Line, 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

$2,700,000

W13592780 MLS

0.72 acres of industrial land available for Sale. The land is ready for development and environmental studies have been recently completed. Situated in an excellent location minutes to Highway 401 and many nearby amenities. M1 zoning, allows for a wide range of commercial, industrial and service use.

835 Steeles Avenue E, Milton

$2,548,000

4 Beds ⋅ 5 Baths ⋅ W13537346 MLS

A rare blend of luxury, craftsmanship, and thoughtful design, this custom-built home sits on an extra-deep 185-foot lot in the heart of Old Milton. Just steps to charming local restaurants, boutique shops, schools, and parks, it offers both elegance and convenience. Inside, 19-foot ceilings with exposed wood beams create a dramatic first impression. Oversized patio doors lead to a private, peaceful backyard, complete with a composite deck, stunning stone fireplace, and a powered outbuilding ready to become a pool house, studio, or inspiring work-from-home space.The custom kitchen is an entertainers dream, featuring a walk-in pantry and seamless flow into the open-concept living space. The main floor also includes a serene primary suite and a front office with a closet that easily converts into a fifth bedroom.Upstairs, a second primary suite and spacious bedrooms all feature large closets with built-in organizers. Heated floors in every bathroom and laundry room bring elevated comfort. The walk-out basement adds a rec room, wet bar, 3-piece bath, cold cellar, and ample storage.This is more than a home its the lifestyle you've been waiting for.

307 Martin Street, 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

$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

$2,350,000

4 Beds ⋅ 5 Baths ⋅ W13452584 MLS

A masterful blend of custom luxury and timeless elegance, this exceptional Milton residence is ideally situated on a sun-filled corner lot in one of the community's most established neighbourhoods. Thoughtfully designed with a refined floor plan and meticulous attention to detail, the home showcases premium finishes and a seamless flow that balances everyday comfort with effortless entertaining. The main level features soaring ceilings, wide-plank hardwood floors, designer lighting, and custom millwork throughout. A chef-inspired kitchen is equipped with premium appliances, large centre island, butler's prep area, and walk-in pantry, overlooking a bright great room with a stunning floor-to-ceiling fireplace. Formal and informal living spaces blend seamlessly, from the inviting dining room to the professionally landscaped backyard, designed for memorable family gatherings. A private office, mudroom w/ laundry, and elegant powder room complete the level. Upstairs, four spacious bedrooms and three full baths provide ample room for family and guests. The primary suite offers a walk-in closet and spa-inspired ensuite, while a private guest suite includes its own walk-in closet and ensuite. Two add'l bedrooms share a well-appointed bathroom and a second-floor laundry room adds everyday convenience. The fully finished lower level expands the living space with a large rec room, games area, wet bar, glass-enclosed home gym, and 3pc bathroom- perfect for recreation, wellness, and entertaining. Outside, the double-wide driveway comfortably accommodates up to four vehicles. Ideally located within walking distance of Downtown Milton, Mill Pond, Rotary Park, transit, and major highways, this distinguished residence offers an exceptional lifestyle in one of Milton's most desirable settings. Designed for those who value quality craftsmanship, thoughtful design, and timeless style, this is a rare opportunity to own a home that is as functional as it is beautiful.

396 Broadway Avenue, Milton

$2,990,000

2 Baths ⋅ W13443306 MLS

This 98 acres farmstead offers a rare combination of productive farmland, natural beauty and recreational opportunities. 30 +/- acres workable farmland, complemented by 66 acres of managed forest complete with private trails, a flowing creek, pond, remarkable natural caves. With two road frontage accesses on a paved road, the property offers flexibility for farming operations, recreational use, or multi-generational living. Ideal for horses, cattle, hobby farming, or outdoor enthusiasts seeking a private country retreat. The property includes a bank barn, chicken coop, and additional space for livestock, equipment, hobbies, or storage. Enjoy scenic trailways throughout the property, perfect for walking, horseback riding, ATV use, or exploring the peaceful countryside setting. 2,800 SF farmhouse offers an addition to the existing 1880 Farmhouse, which features a bright living room with cathedral ceiling and large windows overlooking the property. The spacious dining room is ideal for entertaining, while the updated kitchen includes a wet bar and ample cupboard space. Two staircases provide convenient access throughout the home and add to its character and functionality. Generous-sized bedrooms offer comfortable living space, including a loft-style primary bedroom with peaceful countryside views. Updated bathrooms on both the main and second floors add modern convenience. Additional bedroom, office, and walk out basement provide flexibility for growing families or working from home. The unfinished walk-out basement offers excellent potential for future living space or customization. Relax on the back deck while taking in panoramic views of the surrounding landscape. Conveniently located approximately 5 minutes to Rockwood, 10 minutes to Acton, 18 minutes to Highway 401, and 20 minutes to Guelph. Property is being sold in "as-is, where-is" condition. OFA farmed and HST maybe in addition to the purchase price.

13489 Fourth Line Nassagaweya N/A, 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

$2,395,000

4 Beds ⋅ 4 Baths ⋅ W13259884 MLS

Prepare to fall in love with this beautiful, custom-built Victorian reproduction home, perfectly situated on just over 4 acres of serene paradise. Combining timeless architectural charm with state-of-the-art modern comforts, this estate offers the ultimate country lifestyle without sacrificing convenience. From the moment you arrive, the wonderful wrap-around porch welcomes you, offering the perfect viewpoint to take in your private pond with peaceful fountain. Stroll down to the floating dock. A perfect spot to sip your morning coffee, watch the birds come and go, or catch the spectacular sunsets. Step inside to find a bright, open-concept layout with gleaming hardwood floors throughout. The heart of the home is the beautiful kitchen, which flows effortlessly into the family room. Here, a cozy wood fireplace serves as the centerpiece for warm family gatherings. The wonderful screened-in porch provides panoramic views of the sprawling rear yard, destined to become your absolute favourite room in the house, rain or shine. Follow the oak staircase to find 4 generous bedrooms, each boasting its own walk-in closet. The primary suite is a true sanctuary, featuring a large ensuite and walk out to a private balcony that offers breathtaking elevated views of the property. Enjoy your-round comfort and low utility bills with the premium eco-friendly geothermal heating & cooling system. A separate 2-car garage features a heated workshop. Above, a large loft space awaits your finishing touches. Perfect for a home office, gym, or guest suite. Nestled within the beautiful Niagara Escarpment and highly sought-after Brookville School District, this property offers an ideal setting for a growing family. Enjoy the peace of rural living while staying incredibly connected. You are just minutes from the amenities of Milton, with easy highway access to Toronto and Pearson International Airport. Don't miss this rare opportunity to own a custom-built masterpiece. Your dream home awaits!

8550 Appleby Line, Milton

$2,890,000

5 Beds ⋅ 4 Baths ⋅ W13132786 MLS

Rare found acre lot lush estate near fast growing commercial and industrial districts! Wake up every morning in birdsong, work from large home office with view of a lush front yard, and relax in a stunning backyard adorned with vibrant flowers. This home offers the rare combination of architectural elegance, natural beauty, and serene privacy. Nestled on a sprawling 1-acre lot within a prestigious community, this estate creates a peaceful retreat that feels worlds away, yet remains highly connected, with major industrial/business districts and Pearson airport just a 30-minute drive away. Whether you're seeking quiet luxury or work-life balance, this home delivers both in perfect harmony. Interlocking drive way and walkways, slate front steps, beautiful deck & screened gazebo to enjoy privacy of back yard. A majestic entrance way sets the scene for this elegant home with 20" Italian Travertine tile floors and a grand centre staircase that leads the way to 4 large bedrooms and a library/sitting area with dark hardwood floors throughout. Large principal rooms, cornice mouldings, huge kitchen/family room at rear of house, custom cabinets, granite countertops, B/I bookcases in family room, large laundry/mud room with washer/dryer and entrance to triple car garage. Stunning master retreat w/ Jacuzzi tub. Lower level prof finished with bar, B/I entertainment area, games room, exercise room, plus full 4 pc ensuite with Jacuzzi tub. Newer roof (2022). Minutes to 401 and steps from grocery store, restaurants, drug store, clinic, post office and other amenities.

110 Crawford Crescent, Milton

Milton Properties between $2,000,000 and $3,000,000 for Sale

Newest Milton Properties between $2,000,000 and $3,000,000 for Sale

MORTGAGE CALCULATOR

Estimated Monthly Payment

Estimated Monthly Payment