5136 15 Side Road

FOR SALE
$1,679,900
5136 15 Side Road, Milton
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
5136 15 Side Road
Browsing Limit Reached
Please Register for Unlimited Access
3 + 1
BEDROOMS
3
BATHROOMS
1
KITCHENS
7 + 3
ROOMS
W13170372
MLSID
Contact Us
Property Description
Country Dream living at its best! 240 ft of private frontage and over 1800 ft depth totaling 10 SCENIC ACRES of absolute heaven & only 11 min to 401. Manicured & cleared sprawling grounds offer outdoor entertaining & recreation haven and meandering 16 mile creek. The largely renovated home is beautifully elevated and offers a rambling almost 1700sf ranch style open concept main floor complimented by 3 upper bdrms including stately proprietor's suite with panoramic views over most all you own! Over 2500sf above grade + partially fin lower level with 4th bdrm area. 2018 built detached 875sf(Mpac) 3+ car shop/garage with propane radiant heating. Breathtaking magazine worthy custom kitchen renovation defies words! 6 by 16 ft hand crafted reclaimed barn board "Road House style island" complete with built in cabinetry & inviting/expansive bar seating. Enjoy cozy country evenings by the outdoor social firepit and covered sitting area or inside around the kitchen wood stove or fireplace sitting lounge. End the day with conversation, movies or acoustic jamming & song in the oversized Great rm. * Brand New Septic Tank installed May 2026* ** Part of CONSERVATION HALTON** The subject property is traversed by Sixteen Mile Creek and contains the flooding and erosion hazards associated with that watercourse. Conservation Halton (CH)regulates a distance of 15 metres from the greatest hazard of Sixteen Mile Creek. The subject property also contains wetlands. CH regulates a distance of 30 metres from the limit of wetlands. A permit is required from CH prior to undertaking development activities within CH's regulated area and applications are reviewed under the Conservation Authorities Act, Ontario Regulation 41/24 and CH's Policies and Guidelines.
Property Features
Greenbelt/Conservation, Park, River/Stream, Wooded/Treed, Bar Fridge, Private
Property Details
Address
5136 15 Side Road
City
Postal Code
L9T 2X7
Property Type
Detached, Detached
Lot Size
241' x 1,828'
Taxes
$7,041 (2025
Basement
Finished
Exterior
Deck, Hot Tub, Landscaped
Heat Type
Forced Air
Heat Source
Electric
Water
Well
Parking Spaces
12
Garage Type
Detached
Listing contracted with Hodgins Realty Group Inc.
Similar Listings
1406 Orr Terrace, Milton
4
BEDS
3
BATHS
$1,489,000
FOR SALE
Walk in and boom! This house hits different! Hand-scraped hardwood floors stretch across the main level and 2nd floor foyer, paired with hardwood stairs and sleek updated spindles that give it just the right amount of attitude. California shutters throughout, with oversized louvers, you didn't know you needed! This layout? It just gets you. Three of the four bedrooms come with walk-in closets, and the oversized primary gives getaway energy, without the passport! With 9-foot ceilings on both levels, everything feels brighter, bigger, better. And the lookout basement? Not your typical dark dungeon. We're talking oversized windows, loads of natural light, and serious potential, including a future walkout. The kitchen, this is where things get a little show-offy! A bold 9-foot granite waterfall island steals the spotlight, backed by a gas range and a sharp Victory hood fan. The backyard! This is where summer lives. A full outdoor kitchen/bar with a Broil King natural gas BBQ, ready for long nights, loud laughs, and second rounds. Exterior pot lights surrounding the entire home, seal the deal, giving the whole place that warm, "you've arrived" glow. Start with booking a showing and then go home to pack!
641 Leatherleaf Landing, Milton
4
BEDS
3
BATHS
$1,399,900
FOR SALE
*View Virtual Tour*A Stunning Detached Home Located In Cobban. Boasting Over 3100Sqft Of Living Space Including Basement, A Finished Basement With Separate Side Entrance, 4 Generously Sized Bedrooms + 3 Bathrooms, A Double Car Garage, And Additional Sophisticated Upgrades. Covered Porch Leads To A Foyer With Porcelain Floors & A Custom Chandelier. Open Concept Main Floor With Hardwood Flooring, PotLights & Multiple Windows For Natural Light Seamlessly Connect The Living &ample Dining Areas Creating Ample Space For Hosting Gatherings. Living Room With Gas Fireplace For Cold Winter Nights. Chefs Kitchen With Tall Elegant White Cabinets With Ample Storage Space, A Center Island With Extended Breakfast Bar, Granite Countertops, Custom Backsplash, & Appliances. Breakfast Area With Custom Light Fixture And A Walk Out To The Backyard. 4 Spacious Bedrooms Upstairs Each With Their Own Closet Space. Spacious Primary Bedroom With Large Windows, A Walk In Closet, And A Spa-Like 5 Piece Ensuite With A Free Standing Tub, Glass Enclosed Shower, & Dual Sink Vanity. Additional Bedrooms Share A 4 Piece Bathroom. A Laundry Room On The Second Floor For Added Convenience. Finished Basement For Additional Living Space For Extended Family Complete With A Recreational Area & amp; Den. Do Not Miss This Chance To Live In A Spectacular Home.
1313 Farrell Court, Milton
4
BEDS
3
BATHS
$1,376,990
FOR SALE
Welcome To 1313 Farrell Court In The Highly Sought-After Bowes Community Of Milton. This Newly Built Yates (FR) Double Car Detached Model By Mattamy Homes Offers 2,777 Sq Ft Of Beautifully Designed Living Space Featuring 4 Bedrooms And 2.5 Bathrooms, Net Zero Ready. The Main Level Showcases A Bright Open-Concept Layout Perfect For Modern Family Living And Entertaining, Complete With A Versatile Flex Space Ideal For A Home Office, Combined Living And Dining Areas, And A Spacious Eat-In Kitchen Featuring A Centre Island, Walk-In Pantry, And Plenty Of Storage. A Convenient 2-Piece Powder Room Completes The Main Floor. Upstairs, The Home Continues To Impress With A Large Family Room, A Spacious Primary Suite Featuring A Walk-In Closet And 4-Piece Ensuite, Three Additional Well-Appointed Bedrooms, A Main 5-Piece Bathroom, And Convenient Upper-Level Laundry. The Unfinished Basement Provides A Blank Canvas To Create Additional Living Space Tailored To Your Needs. Ideally Located Close To Schools, Parks, Shopping, And Everyday Amenities, With Convenient Access To Major Highways For An Easy Commute, This Is A Fantastic Opportunity To Own A Beautiful Home In One Of Milton's Most Desirable New Communities.
1229 Sweetfern Crescent, Milton
4
BEDS
3
BATHS
$1,348,800
FOR SALE
The Original Owner occupied 7 Years Old Smoking Free/Pet Free Freshly PaintedHome Filled with Natural Lights where Form and Function meet the Convenience.Model - Fraser/ Elevation - French Chateau with Energy Star Features by MattamyHomes backing into Rare Find Ravine/Trail with Sixteen Mile Creek offers Breathtaking& Pristine Views through the Clanging Seasons and minutes away from Public/CatholicSchools, Community Parks/Soccer Fields and Milton Transit Routes.Exterior: Stone/Brick/Stucco Cladding, Hardscaped Front Porch/Garden, Frost FreeHose Bibs, Electrical Outlets, Extra Coach Lights & Pot Lights, Side Entry Door to Basement, Custom Metal Door/Window Inserts.Garage: Frost Free Cold/Hot Water Supply, Central Vacuum Rough-In, EV ChargerRough-In, Entry Door to Interior, 1.25HP Chamberlain Smart Garage Opener withBattery Backup, CAT 5E Rough-In.Main Floor: Open Concept, 9 Feet High Ceiling, Front Office, Formal Dining Area,Powder Room, Family Room, Kitchen with Dual Color extended/Upgraded Cabinetry,Premium Granite/Quartz Counters, 5 Pieces S/S KitchenAid Appliance Package withExtended Warranty, 36" Wide Z Line S/S Range Hood for 36" KitchenAid InductionCooktop, Upgraded Linear Fireplace & TV Ready R/F Wall, Diagonally Installed Hardwood/Tile Floors, Round/Smooth Corners, Extra Wide Oak Staircase with MetalPickets, CAT 5E/Cable Rough-Ins, Pot Lights.Second Floor: Round/ Smooth Corners, 9 Feet High Ceiling, Primary Bedroom with 5 Piece Bath Oasis & Large Walk-In Closet, 3 Generous Size Secondary Bedrooms, 3 Piece Secondary Washroom, Laundry Room with Uppers and Samsung Flex LaundryPair with Extended Warranty, CAT 5E/Cable Rough-Ins, Diagonal/Straight Installed Tiles and Looped Style Carpet Floors. Basement: Unspoiled - Waiting to Add New Design, Upgraded Lookout Windows, 3 Piece Washroom Rough-Ins, 200 Amp Electrical Panel Board, Storage Shelves,Central Vacuum Rough-In, Side Exit Door, Central Networking - CAT 5E/Cable Rough-Ins, Central H/C & HRV.
455 Harkin Place, Milton
4
BEDS
3
BATHS
$1,299,999
FOR SALE
*** Visit the REALTOR website for further information about this Listing *** Beautifully maintained 4-bedroom family home in one of Milton's most desirable neighbourhoods, offering escarpment views and nearly 2,800 sq ft of well-designed living space. The open-concept main floor features hardwood flooring, custom wainscoting, and a spacious living area with a gas fireplace. The separate kitchen and dining areas provide excellent functionality. Upstairs includes quality 12mm laminate flooring, a rare second-floor family room with 12-foot ceilings, a convenient laundry room, and four generously sized bedrooms. The primary suite features a 4-piece ensuite and two walk-in closets. The private backyard offers a wood deck, pergola, and full privacy fencing-ideal for summer gatherings. Additional highlights include a new roof (2022), double car garage with parking for six vehicles, and a location within walking distance to schools, parks, shopping, and transit. Nearby nature trails. Easy access to GO transit and hwy 401.
277 Marigold Court, Milton
4
BEDS
3
BATHS
$1,300,000
FOR SALE
Matammy's Modern Family Oasis! Spacious, bright, warm Sherwood home in Milton's most desirable family friendly neighbourhood. 4 spaciousand bright bedrooms, 2.5 bathrooms offers comfort and enough privacy for everyone to live in comfort. Very spacious and thoughtful layout,high end finishes, 10ft ceilings on main floor and 9ft ceilings on second floor, quarts countertops in all bathrooms and kitchen, walkout to thebackyard from the kitchen and great room, automatic sprinkler watering system in the front and back yard for hasle free lawn maintenance.Unfinished Basement - Builder Rough In 3 pc Bath. Minutes away from Groceries, Banks, Restaurants, Nature, Hiking Trails, and So Much More.Beautiful nature reserve pond right outside your front door! Excellent schools- Catholic and Public walking distance. Wilfrid Laurier & C
5651 Kelso Road, Milton
3+1
BEDS
3
BATHS
$1,299,900
FOR SALE
Nestled near Kelso Conservation Area, this exceptional property offers panoramic views of the stunning Niagara Escarpment along with unmatched privacy. Surrounded by conservation land and mature trees, the home is perched on a hill to capture unobstructed, south-facing vistas. Set on approximately 1.43 acres, this 1540 sq ft raised bungalow presents a rare opportunity to renovate or rebuild and create your dream home in a truly scenic setting. Featuring 3+1 bedrooms, 2+1 Bathrooms, 2 Kitchens, main floor Laundry, an onground pool and a separate entrance. Updates include: new owned hot water tank (2025), a new oil tank (2025), Pool liner (2023) and a newer oil furnace (2019), offering added peace of mind. ** 2025 Taxes shown are with Conservation rebate applied Enjoy the best of rural living with convenient access to highways and all essential amenities-including shops, restaurants, schools, and community centres-just minutes away in Milton. Outdoor enthusiasts will appreciate being steps from Kelso, a year-round destination. In the winter, it transforms into Glen Eden Ski and Snowboard Centre, while warmer months bring endless adventure with hiking and mountain biking trails, the Kelso Cove floating waterpark, a challenge course, and a scenic boardwalk. Visitors can also enjoy canoeing, kayaking, paddleboarding, or relaxing at the lifeguarded beach.
2091 Country Lane Court, Milton
3+2
BEDS
3
BATHS
$1,650,000
FOR SALE
Set amongst executive residences on a quiet court in rural Milton, 2091 Country Lane Court is a private 1.49 acre family home offering space, privacy, and everyday convenience. Located within the Brookville PS catchment and close to Hitherfield Private School, this property delivers the balance many families seek - room to grow with convenient access to town and major routes. Surrounded by mature trees, the property enjoys all day sun across the backyard and pool area. A large onground pool, expansive lawn, pond , and long private driveway create space for children to play. A screened-in deck and lounge area extends the outdoor season, offering a comfortable setting for morning coffee, summer dinners, and relaxed evenings overlooking the grounds. Inside, vaulted ceilings elevate the living room, where natural light fills the space and frames views of the backyard. Walkouts from the living room, kitchen, and primary bedroom create seamless access to the upper deck and outdoor living areas. The open concept layout connects the principal rooms with ease, while the kitchen features generous cabinetry and a pantry designed for daily function. The primary bedroom overlooks the treetops and offers direct deck access, a welk-in closet, and a five-piece ensuite. Two additional main-floor bedrooms share a well appointed three piece bath, providing practical space a for family or guests. The bright, above grade lower level adds flexibility with a fourth bedroom, home office/5th bedroom, three piece bath, recreation room, and laundry area. Direct access to the triple car garage enhances convenience and supports multigenerational living or work from home needs. Just 15 minutes to Milton, approximately 35 minutes to Toronto Pearson International Airport, and serviced by high-speed internet with the option to convert to natural gas, 2091 Country Lane Court presents a rare opportunity to own a sun-filled country home in one of Moffat's most established executive court
857 Magnolia Terrace, Milton
4
BEDS
4
BATHS
$1,649,000
FOR SALE
Welcome home to 857 Magnolia Terrace, an executive detached home designed for large families, featuring over 3100 sq ft of Luxury. You are Welcomed in with a Custom fiberglass door with a three-lock system. Inside, you will find soaring 20 Ft Ceiling in the family room with motorized blinds. The Dinning room with pot lights and big windows opens up to the butlers pantry. The kitchen is Elegant with custom backsplash, upgraded cabinetry and built in appliances. The living room is a great place to wind down with a custom stone accent wall, tons of windows and pot lights. Upstairs you will find The second floor features 4 large bedrooms with 3 full washrooms offering ample room for a sizable family. The lookout basement with a separate entrance presents endless possibilities for customization and expansion. The unique pie-shaped lot is perfect to accommodate a pool. Properties like this rarely come onto the market, don't miss out on your forever home.
53 Campbell Avenue, Milton
3+1
BEDS
2
BATHS
$1,599,000
FOR SALE
Step back into a world of timeless elegance and modern resort style living. Nestled in the heart of the quaint village of Campbellville, this grand 1890s beauty offers a rare blend of timeless charm and the ultimate backyard venue. Whether you're planning a summer party or a cozy winter retreat, this home doesn't just house your family, it elevates your lifestyle. The transition from indoor elegance to outdoor luxury is seamless. The central family room, anchored by a cozy wood fireplace, features wonderful double doors that slide open to reveal a massive wrap-around deck. A breathtaking 3-season sunroom offers panoramic views of the sprawling double lot. Dive into the heated, saltwater pool, framed by expansive flagstone masonry decking that feels like a private getaway. As the sun sets, gather the family around the fire pit for stories and s'mores under the stars. This home is designed to grow with you. With 3 generous bedrooms and a walk-up attic already prepped for finishing, your dream primary suite or media room is just a renovation away. A clever interior door allows you to separate the living spaces, creating a private wing perfect for in-laws, guests, or a savvy rental option. Hobbyists and entrepreneurs will fall in love with the separate double-car garage, featuring an insulated shop with power. This property's commercial zoning allows for unique business uses, offering a "live-work" opportunity that is hard to find in the GTA. Experience the peace of village life without sacrificing convenience. Located west of Toronto with quick 401 access, you are perfectly positioned for an easy commute. Situated in the highly sought-after Brookville Public School district. An oversized double lot providing rare privacy and space. A super-friendly village atmosphere. Your next chapter starts here. From the historic craftsmanship of the 19th century to the poolside memories of the 21st, this isn't just a house, it's the backdrop for your family's next greatest moments.
10025 Britannia Road, Milton
4
BEDS
2
BATHS
$1,599,000
FOR SALE
This exceptional half-acre corner property in Milton is strategically positioned within a rapidly evolving future growth area, presenting a compelling redevelopment opportunity for forward-thinking investors and builders. Located at the prominent intersection of Britannia Road and Fourth Line, the site offers strong visibility, accessibility, and long-term value as surrounding lands transition to new development. The true potential is unlocked by its sale together with the neighboring property at 10043 Britannia Road, creating an approximate one-acre corner assemblage that significantly enhances redevelopment possibilities. Whether envisioned for residential, mixed-use, or other future development (subject to approvals), the combined parcels provide the scale and flexibility rarely available in such a prime location. Municipal services further strengthen the opportunity, with city water available and sewer infrastructure currently underway, ensuring the area is being actively prepared for growth. As Milton continues to expand, this corner holding allows you to secure a foothold in a high-demand corridor, offering both immediate strategic value and long-term appreciation. This is a rare chance to invest in land where infrastructure, location, and future planning align to support meaningful redevelopment potential.
468 Coombs Court, Milton
4
BEDS
4
BATHS
$1,489,999
FOR SALE
Welcome to 468 Coombs Court, a spacious and beautifully designed detached home nestled on a quiet court in Milton's desirable Scott neighbourhood. Offering 3,247 sq. ft. of above-grade living space, this home features 4 bedrooms plus a second-floor loft, 3.5 bathrooms, and parking for 6 vehicles. It presents a rare opportunity to own a property that combines size, versatility, and a prime location that many families seek. The main floor is crafted for everyday living and relaxed entertaining, with 9-foot ceilings, hardwood floors, and a thoughtful layout that connects distinct living spaces. A highlight is the enclosed main-floor den with double glass French doors, perfect for a home office, study, or private workspace. The dining and living rooms are centred on a stunning double-sided natural gas fireplace with built-in shelving, which adds warmth and character to the space. Upstairs, the layout is especially appealing and hard to find. The second floor features 4 spacious bedrooms, 3 full bathrooms, and a versatile loft/den that can serve as a second family room, kids' lounge, reading nook, or teenage retreat, with the potential to convert it into a fifth bedroom. The primary bedroom includes a private balcony for relaxing outdoors, and a luxurious 5-piece ensuite with a deep-soaking tub. The fourth bedroom has its own 3-piece ensuite and walk-in closet, while the second and third bedrooms share a convenient Jack-and-Jill bathroom. Located just minutes from schools, parks, shopping centres, Sherwood Community Centre, downtown Milton, Milton GO, and Highway 401, this exceptional family home is situated in a prime location. The layout offers outstanding functionality and space for a growing family. Don't miss this incredible opportunity.
1415 Buckthorn Garden, Milton
4
BEDS
4
BATHS
$1,489,888
FOR SALE
Experience elevated luxury in this extensively customized 4-bedroom, 4-bathroom masterpiece featuring a stunning French Chateau elevation and designer finishes throughout. Boasting 10 foot ceilings on the main floor and 9 foot ceilings on the second level, this exceptional home offers elegant living spaces enhanced by smooth ceilings on the main floor and primary suite, pot lights throughout, upgraded lighting, premium bath fixtures, custom trim work, and gorgeous 7.5" wide-plank hardwood flooring with upgraded tiles throughout.At the heart of the home is a spectacular custom extended chef's kitchen designed for both entertaining and everyday living. Complete with quartz countertops and a matching full-height backsplash, this culinary space features premium KitchenAid appliances including a 42" built-in fridge, 36" six-burner cooktop, built-in wall oven, dishwasher, heavy-duty range hood, built-in beverage fridge, and a stylish coffee nook.Thoughtfully curated upgrades continue throughout the home with quartz countertops in all bathrooms, custom walk-in closets throughout, a custom second-floor laundry room, custom mudroom with bench and hooks, premium floor-to-ceiling blinds and drapery, automated patio door blinds, side door entrance, and a full security system for added comfort and convenience.A rare opportunity to own a meticulously upgraded turnkey residence that seamlessly blends timeless elegance, modern luxury, and exceptional craftsmanship.
342 Laundon Terrace, Milton
4
BEDS
4
BATHS
$1,475,000
FOR SALE
This Beautiful 4BR Home Offers Luxurious Finishes And A Modern Design. The Spacious Kitchen Is Equipped With High-End Stainless Steel Appliances & Elegant Granite Countertops. The Lookout Basement Provides An Abundance Of Natural Light. Enjoy Serene Views Of The Escarpment From Both The Loft And Den Perfect For Unwinding Or Sparking Creativity. Modern Zebra Blinds Throughout, Except For Few Windows, Ensure Privacy And Light Control In Every Room. Conveniently Positioned Between BRs 3&4, The Jack And Jill Washroom Perfect For Siblings Or Guests. The 2nd Floor Features Hardwood Flooring, Enhancing The Homes Warmth And Elegance. Pot Lights Throughout The Main Floor Provide Ample Lighting And Highlight The Homes Exceptional Features. Exterior Pot Lights Add Curb Appeal And Illuminate The Homes Exterior, Creating A Welcoming Ambiance At Night. Sherwood Community Centre In Walking Distance. Near Kelso Park & Rattlesnake Point For Outdoor Enthusiasts. Pictures Are From Earlier Listing.The Property Is Tenanted Until June 30th 2026. Please Allow 24 Hr Notice For Showings.
7086 Tremaine Road, Milton
3
BEDS
3
BATHS
$1,450,000
FOR SALE
Exceptional 1-Acre Property Located At The Prime Corner Of Derry & Tremaine Rd With Residential And Commercial Potential** Whether You're Looking To Build Your Dream Home, Operate A Business, Or Simply Enjoy Country-Style Living Within The City, This Unique Property Offers Incredible Flexibility** The Existing Bungalow Offers 3 Spacious Bedrooms And 3 Bathrooms With Endless Opportunities To Update, Expand, Or Customize. Flexible Zoning Makes It Ideal For Home-Based Businesses, Contractors, Investors, Or Families Seeking Space And Future Growth Potential** Enjoy The Privacy And Charm Of A Countryside Setting While Remaining Minutes From Major Amenities, Highway Access, Shopping, Dining, Parks, Laurier University, And Conestoga College's New Milton Campuses** Inground Pool Included In As-Is Condition** TB Available - Seller Willing To Offer First Or Second Mortgage At Attractive Interest Rates.
556 Sanderson Crescent, Milton
4
BEDS
4
BATHS
$1,409,900
FOR SALE
Nestled on a quiet crescent in Milton's highly sought-after Clarke community, this beautifully appointed detached home offers approximately 2,800 sq ft of finished living space. It has the perfect blend of elegance, comfort, and functionality. Situated on a rare oversized pie-shaped deep lot, the property boasts exceptional outdoor space, privacy, and endless potential for luxury outdoor living and entertaining. Thoughtfully designed for modern family living, this impressive residence features 4 spacious bedrooms, 4 bathrooms, and a finished walk-out basement. The bright open-concept main floor showcases expansive windows, generous principal rooms, and seamless flow throughout. The spacious kitchen overlooks the backyard and opens effortlessly into the living and dining areas, creating a warm and sophisticated atmosphere ideal for everyday living and entertaining. The upper level features four generously sized bedrooms, including a spacious primary retreat complete with an ensuite. Two full bathrooms upstairs provide excellent convenience for growing families. The finished walk-out basement extends the living space with incredible versatility, perfect for a recreation area, home office, gym, or multi-generational living. Convenient powder rooms are located on both the main floor and the basement level. Step outside to experience the true highlight of this property - the extraordinary pie-shaped deep backyard. Rarely offered in the area, this premium lot provides exceptional depth and privacy with endless possibilities for future landscaping, outdoor entertaining, or creating your own private backyard oasis. Ideally located close to top-rated schools, parks, scenic trails, shopping, transit, and major highways, this exceptional home presents a rare opportunity to own a premium family residence in one of Milton's most desirable neighbourhoods.
49 Mill Street, Milton
3
BEDS
3
BATHS
$1,399,000
FOR SALE
Welcome to 49 Mill Street - a timeless residence where heritage, craftsmanship, and modern refinement converge in the heart of downtown Milton. Originally built in 1865 and thoughtfully re-built by the Bertoli Family in 1951, this distinguished home with over 3,000 sq ft of living space has been carefully preserved and enhanced through further renovations in 2005, offering a rare opportunity to own a piece of local history elevated for contemporary living. Set on an impressive, pool-sized lot, the property offers exceptional outdoor potential while maintaining privacy and charm in one of Milton's most established neighbourhoods. A generous driveway provides parking for up to six vehicles-an uncommon convenience for a central location. Inside, the home showcases a seamless blend of character and modern updates. Timeless architectural elements reflect its rich past, while the 2005 renovations introduced thoughtful enhancements designed for today's lifestyle. Bright, well-proportioned living spaces create an inviting atmosphere ideal for both everyday living and entertaining. Each room offers a sense of warmth and authenticity, paired with the functionality expected in a refined home. The layout provides versatility for families, professionals, or those seeking a unique property with personality and presence. Whether hosting guests or enjoying quiet evenings at home, the space adapts effortlessly to your needs. Located just steps from Milton's vibrant downtown core, residents enjoy walkable access to boutique shops, restaurants, parks, and scenic trails, along with convenient proximity to GO Transit and major highways for commuting. 49 Mill Street is more than a home-it is a legacy property, offering historic significance, modern comfort, and exceptional future potential in a truly coveted setting. Key features: new furnace (2026), A/C (2025), HWT owned (2013) Roof (2022). Fresh paint throughout (2026).
1667 Dempsey Crescent, Milton
4
BEDS
4
BATHS
$1,389,900
FOR SALE
Backing directly onto serene, protected greenspace, this original-owner gem sits on a massive 65-foot wide corner lot - a rare find that offers unparalleled privacy and a striking wrap-around porch. With over $175,000 in premium improvements and extensive builder upgrades, this property delivers a custom-home feel with the peace of mind that comes from meticulous maintenance. The unique corner elevation allows for an extra-wide interior floor plan bathed in natural light from additional side windows. The main and second levels feature stunning engineered hickory hardwood and a custom matching staircase, all framed by elegant California shutters. For the culinary enthusiast, the open-concept kitchen is a showstopper, boasting quartz countertops, a large social island, a built-in pantry, and modern black stainless-steel appliances. The second floor continues to impress with a convenient laundry room and a primary suite that feels like a boutique hotel, featuring his-and-hers walk-in closets and a fully renovated spa-inspired ensuite with a custom double vanity and expansive glass shower. The finished basement serves as the ultimate "hangout" zone; the 65" Panasonic Smart TV and black couches are included! This level also features a full washroom and a custom dog-wash station - a thoughtful touch for pet owners that could easily transition into a second kitchen. Outside, the brand-new backyard deck (2025) offers a front-row seat to nature. Major mechanical updates are already done, including Roof (2016), Furnace and A/C (2019), and upgraded R60 attic insulation. Located just minutes from 401 access and prime Milton amenities, this isn't just a house - it's a move-in-ready retreat on one of the most desirable lots in the community. Turn the key and welcome home!
444 Coombs Court, Milton
3
BEDS
3
BATHS
$1,374,000
FOR SALE
Luxurious Corner-Lot Home fronting a protected Forest & Escarpment views! Welcome to this elegant 2,291 sq ft Mattamy Energy-Star detached home in Milton's prestigious Scott neighborhood. Freshly painted top-to-bottom (2026), this open-concept layout features premium espresso maple hardwoods, upgraded overhead rounded archways, and colonial window inserts for abundant natural light. The gourmet eat-in kitchen boasts an expansive island, espresso cabinetry, Giallo Ornamental granite, and high-end stainless appliances. A stylish barn door leads to the laundry with storage-lift Samsung appliances. Retreat to the primary suite featuring California Closets and a spa-like ensuite with an oversized glass shower. The private 20'x24' courtyard is a true sanctuary, framed by mature Silver Maples and Japanese Maples, featuring a 6-person Sunrise Hydro Massage Spa, 50,000 BTU gas firepit, 50" LG outdoor TV, and Yamaha speakers. The grounds offer incredible curb appeal with multi-zone timed landscape lighting, an interlocking path with stone benching, and a 3-zone digital sprinkler system. The ultimate heated double garage features a 50" Samsung Smart TV, workshop cabinetry, 240V service, and natural gas hookups. Additional highlights include a custom 8'x22' wired/vented shed, Nest thermostat, Trane AC, central vacuum, and a 4-camera Swann surveillance system. The unfinished basement offers oversized windows and a cold cellar. Keyless entry on all doors. Includes: all kitchen appliances, washer/dryer, courtyard & garage TVs, hot tub, fire pit, surveillance system, garage heater, and all wall mounts. Ideally located near trails and the Tremaine overpass, this home offers unparalleled sophistication and tranquility.
1295 Sim Place, Milton
4
BEDS
4
BATHS
$1,354,900
FOR SALE
Situated on a quiet, family-friendly street in a desirable Milton community, 1295 Sim Place offers a perfect blend of comfort and convenience. Surrounded by parks, quality schools, and everyday amenities, with easy access to major highways, it's an ideal setting for everyday family living.Grand, stylish, and built for entertaining-this 4-bedroom home features a bright, sun-filled interior, highlighted by a soaring foyer with a curved oak staircase, wainscoting, and polished tile floors. The main floor showcases maple hardwood flooring, crown molding, pot lights, and a seamless open layout, complemented by a well-appointed kitchen with an oversized granite island with seating. Thoughtfully designed with stainless steel appliances, under-cabinet lighting, and abundant storage, the kitchen flows effortlessly into the surrounding living spaces-ideal for both entertaining and comfortable family living. All bedrooms are generously sized, including the primary retreat with a 5-piece ensuite and an oversized walk-in closet. Enjoy effortless indoor-outdoor living with fully interlocked front and back grounds, a private hot tub, and a natural gas BBQ hookup. The finished basement offers an inviting retreat with pot lights and versatile space for lounging, fitness, or entertaining.
563 Hood Terrace, Milton
4
BEDS
4
BATHS
$1,349,000
FOR SALE
Stunning 2-storey detached home in Milton's sought-after Coates community on a child-friendly street. It has over 3500 sq. ft of living space and is smoke-free, pet-free, and owned by the original owners. Every room has been meticulously upgraded with premium finishes and technical integration. The main floor features Luxury Vinyl Plank flooring, pot lights, and California shutters. Modern kitchen boasting quartz counters, custom cabinetry, a center island, and a breakfast area with a bay window and walk-out to a 20'x15' deck. The family room is professionally wired for 7.1 surround sound and features a gas fireplace with hidden TV wiring. The 2nd floor offers hardwood flooring throughout and four spacious bedrooms. A mid-level landing serves as an ideal home office or library with custom built-in bookshelves. The primary suite includes a massive 11' custom wardrobe and a brand new spa-inspired 5pc ensuite with a free-standing tub, glass shower, smart mirrors, and custom vanity. A completely renovated 4 pc second washroom on the 2nd floor. The fully finished basement is an entertainer's dream, featuring a rec room with custom media cabinetry and 7.1 audio wiring, as well as a bespoke bar with seating for four and dual mini-fridges. A separate games room is perfect for families, featuring a 20' chalkboard wall and 10' of custom-built-ins. Exterior excellence features professional landscaping, a stone porch, and a multi-level deck, New Roof (2021). Steps to schools, parks, and the library. Premium outdoor & lifestyle inclusions (all included) Jacuzzi J-365 hot tub, Broil King BBQ, patio heater, plus select furnishings offered for buyer convenience.
11113 Fifth Line Nassagaweya, Milton
3
BEDS
2
BATHS
$1,299,900
FOR SALE
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. Enjoy the quiet countryside.
1311 Britton Crescent, Milton
4
BEDS
4
BATHS
$1,299,900
FOR SALE
Elegance And Beauty At Its Finest! Stunning Sinclair Model By Great Gulf In A Highly Desirable Milton Neighbourhood Featuring A Bright And Spacious Open Concept Layout With 9 Ft Ceilings, With Upgraded High-End Luxury Finishings, Living Room With A Cozy Gas Fireplace, Modern & Trendy Feature Wall, Gleaming Hardwood Flooring Throughout, And California Shutters On The Main Floor And Family Room. Enjoy An Upgraded Kitchen With Quartz Countertops, Breakfast Bar, Premium Stainless Steel Appliances, And A Sun-Filled Breakfast Area. The Second Level Offers A Rare Layout With 2 Primary Bedrooms Both With Ensuites, 3 Full Bathrooms, And A Large Family Room With 10 Ft Ceilings. Additional Features Include Oak Staircase, Main Floor Laundry, And A Fully Fenced Backyard. Exterior Showcases Elegant Brick, Stone, And Stucco Finishes. Immaculately Maintained And Move-In Ready, Located Close To Schools, Highways, And All Amenities. A True Showstopper, Dont Miss This One!
323 Bessborough Drive, Milton
4
BEDS
4
BATHS
$1,300,000
FOR SALE
** OPEN HOUSE SATURDAY MAY 16, 2-4PM!! ** Welcome to 323 Bessborough - truly stunning top to bottom. Offering over 3300sqft of finished luxury living including a permitted *builder* finished basement, this extensively upgraded 4-bedroom, 4 washroom home (3 full washrooms upstairs, all ensuites) is completely move-in ready and designed for the most discerning buyer. Impressive curb appeal features black aluminum columns and railings, a premium upgraded garage door, patterned concrete all around, and exterior pot lights for a striking presence day and night. Enjoy the benefit of a custom garage mezzanine bigger than some toronto condos - providing exceptional additional storage! Inside, enjoy stunning hardwood flooring throughout, fresh paint, designer lighting, and updated matte black hardware that creates a cohesive, modern aesthetic.The beautifully renovated kitchen is a standout, showcasing gorgeous cabinetry, quartz countertops, upgraded fixtures, and a new sink; perfectly blending 2026-style and function. Upstairs, ALL the bedrooms are a great size, highlighted by the MASSIVE primary suite that dwarfs all the other listings in this price range. The finished basement adds valuable living space ideal for a rec room, home gym, and media area. Perfectly located close to top-rated schools, scenic parks, and everyday conveniences. Enjoy nearby outdoor spaces like Kelso Conservation Area and Rattlesnake Point, and you're right around the corner from the world-renowned velodrome cycling and athletics centre. Stylish, upgraded, and turnkey - this is a rare opportunity to own a home that truly has it all.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
219110640