Milton Real Estate Search

Milton Homes with a Pool for Sale

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

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Newest Milton Homes with a Pool for Sale

$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

Listing courtesy of eXp Realty.

$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

Listing courtesy of BAHIA REALTY GROUP INC..

$1,129,900
5 Beds 2 Baths W13598370 MLS® #
Welcome to this beautifully maintained backsplit bungalow, nestled in Milton's highly desirable Bronte Meadows neighbourhood, where comfort, style, and functionality come together on a premium 50' x 120' lot. Designed for growing families, multi-generational living, or those who love to entertain, this home offers an exceptional blend of versatile living space and timeless appeal. Step inside to discover a bright, inviting main level featuring tasteful modern upgrades, including a stunning fireplace feature wall in the living room and an elegant designer accent wall in the dining area. The spacious eat-in kitchen is complete with stainless steel appliances and flows effortlessly into the open living and dining spaces, creating the perfect setting for everyday living and entertaining. Upstairs, you'll find four generously sized bedrooms and a beautifully updated spa-inspired bathroom. Matching flooring and staircase finishes throughout the main and upper levels create a seamless, sophisticated look. A separate side entrance leads to the finished lower level, offering incredible flexibility for extended family, guests, or future in-law potential. This level features a spacious recreation room with a cozy fireplace, a kitchenette, a fifth bedroom, a second full bathroom, and newly installed luxury vinyl flooring throughout. The sought-after backsplit design provides the spaciousness of a multi-level home while offering fewer stairs than a traditional two-storey, delivering the comfort and convenience of bungalow-style living. Step outside to your own private backyardoasis featuring extensive interlocking stonework, a sparkling in-ground saltwater pool, and a dedicated vegetable garden. Whether you're hosting summer gatherings or unwinding after a long day, this outdoor space is designed to be enjoyed. This is a rare opportunity to own a move-in-ready home in one of the most sought-after family-friendly communities. Don't missyour chance-book your private showing today.

238 Laurier Avenue S, Milton

Listing courtesy of RE/MAX REALTY SERVICES INC..

$1,025,000
4 Beds 3 Baths 40848171 MLS® #
A LOT OF OPPORTUNITY with this Fantastic Property! Prime 65 x 125 ft Ravine Lot. Charming detached bungalow in the prestigious Old Milton neighbourhood, offering pristine curb appeal and a warm, functional layout. The open-concept living and dining rooms offer a great space to entertain, anchored by a statement fireplace, while the bright kitchen sits conveniently next to the dining room with stainless steel appliances and ample counter and cupboard space. Lots of windows throughout bring in natural sunlight. The cozy family room, with its own brick fireplace and a walkout to the backyard, leads to the real showstopper: your own private retreat out back. This property backs directly onto ravine/parkland, surrounded by trees and greenery, giving a level of privacy and tranquility that's increasingly rare. No rear neighbours, just towering trees, birdsong, and peaceful quiet. The backyard oasis also features an in-ground pool, a deck, and beautiful landscaping. The main floor offers 2 spacious bedrooms and 2 full bathrooms, including a primary with a walk-in closet and its own private deck, perfect for reading and relaxing. The spacious basement adds a secondary living space with 2 additional bedrooms and a convenient 2-piece bathroom. A very well-kept home that shows true pride of ownership, move-in ready and a great fit for downsizers or small families. Leave the chaos behind. This is small town charm at its best, no hustle and bustle, just peaceful tree-lined streets, yet still close to all essential amenities: steps to Bronte Meadows Park, great schools, shopping, major highways, Milton GO Station, Milton District Hospital, and restaurants. Milton is a vibrant, fast-growing town high in demand, and this home sits in a transitioning neighbourhood surrounded by newly built custom homes. Build your own custom dream home, downsize, or renovate and restore this beautiful bungalow. (id:5764)

391 BELL Street, Milton

Listing courtesy of RE/MAX Real Estate Centre Inc..

$1,849,999
6 Beds 4 Baths W13576910 MLS® #
An Extraordinary Unapologetically Opulent Residence awaits. Some homes you live in. This one, you experience. Commanding over 4,400 square feet of pure architectural magnificence, the Mattamy Tothberg stands as one of the most coveted, aspirational floor plans ever conceived - and this particular residence doesn't just meet that reputation, it elevates it to an entirely new echelon of luxury. From the grand foyer entrance, you are enveloped in soaring ceilings and cascading natural light, each room unfolding like a chapter in a story of impeccable taste. This is a home built for those who refuse to compromise - where every corner whispers sophistication, every finish is a statement, and every space feels curated for a life extraordinarily well-lived. The chef-inspired kitchen anchors the home as a masterpiece of form and function, flowing effortlessly into sun-drenched living space designed for both quiet luxury and unforgettable celebration. Retreat to the palatial principal suite, a sanctuary of calm and indulgence, offering a spa-like escape from the world. And then... the piece de resistance. Step beyond your doors into a private outdoor paradise, where a stunning inground pool glimmers like a jewel at the heart of your own resort-style sanctuary. Imagine golden sunsets reflecting off shimmering water, star-filled spent poolside, and lavish gatherings that feel like something out of a dream - because here, they are your everyday reality. This s not simply a home. This is a statement. A rare, magnificent opportunity to own one of Mattamy's most prestigious designs, elevated by over 4,400 square feet of exquisite living space and a backyard oasis that few will ever know. Properties of this caliber do not linger on the market - they become legend.

1406 Hearst Boulevard, Milton

Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage.

$6,199,000
4 Beds 6 Baths W13568144 MLS® #
AN EXTRAORDINARY FRENCH MANOR ESTATE IN WHISPERING PINES ESTATES! Welcome to Stonegate Manor, set behind private gates on 2.5 acres of beautifully landscaped grounds. This extraordinary custom residence by an award-winning builder blends timeless architecture with exceptional craftsmanship. A picturesque pond with fountain creates a memorable arrival, leading to a home designed for elegant living and entertaining. The grand foyer with a 17.5' cathedral ceiling and hand-painted mural opens to a stunning living room featuring an 18' vaulted ceiling, two storey cherrywood gas fireplace, and expansive windows. The gourmet kitchen is equipped with a 48" Wolf gas range, Sub-Zero refrigerator, servery, and three sets of French doors opening to a private courtyard. A formal dining room connects to a wine cellar with antique Asian doors, while the executive office offers a 15' vaulted ceiling, gas fireplace, and custom built-ins. The luxurious primary suite features a 14' vaulted ceiling, courtyard walkout, gas fireplace, walk-in closet, gym, and spa-inspired 7-piece ensuite with clawfoot tub and steam shower. An upper level entertainment loft with a 14' vaulted ceiling includes a wet bar, theatre setup, pool table, and powder room (loft can be converted to additional bedrooms). The walkout lower level offers heated floors, a full kitchen, three bedrooms, two bathrooms, and private patio access, making it ideal for multi-generational living or guests. Additional highlights include an elevator servicing all levels, Crestron Home Automation, an oversized three car garage, and a newer concrete/asphalt driveway. Resort-inspired grounds showcase a saltwater pool with integrated hot tub, separate hot tub, koi pond, additional pond with fountain, and a spectacular cabana complete with a woodburning fireplace, outdoor kitchen, lounge area, automatic mosquito screens, change room, and 2-piece bath. One of Campbellville's most exceptional luxury estates! (id:5764)

10090 Pineview Trail, Milton

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$1,324,900
4 Beds 4 Baths W13568746 MLS® #
Welcome to one of Milton's most sought-after streets, where generous lot sizes, mature trees, top-rated schools, & an incredible sense of community create one of the town's most desirable places to call home. This exceptional property offers the backyard lifestyle buyers dream about. Your private retreat features a 16x32 heated, saltwater pool with a brand new pump (2026), newer heater (2025), hot tub (2024), and a poolside cabana complete with a bar & hydro; perfect for entertaining all summer long. A gas BBQ line & front and rear irrigation system make outdoor living as convenient as it is enjoyable. Inside, the spacious main floor is designed for gathering, featuring hardwood flooring throughout the main and second levels, including both staircases, California shutters, pot lights, & 2 wood-burning fireplaces that add warmth and character. The beautifully appointed kitchen showcases newer appliances (2024), granite countertops, a coffered ceiling, large eat-in island with wine fridge, & an open-concept layout that's ideal for everyday living & hosting family and friends. Upstairs, 4 generously sized bedrooms and 2 full baths await, offering plenty of space for growing families, guests, or a home office. Thoughtful updates provide peace of mind, including a 400-amp electrical panel (2025), newer washer/dryer (2023), garage door (2023), & the added benefit of no rental equipment, with both the water heater & water softener owned. The finished basement extends your living space with a spacious recreation area, a home gym & a full 3-piece bathroom. This home provides the space and flexibility today's families are looking for. Parking for five vehicles, updates throughout, & a location that's hard to replicate, this is more than just a home; it's a lifestyle. Host unforgettable pool parties, enjoy quiet evenings on the deck, or raise your family in one of Milton's most established neighbourhoods. This is a rare opportunity to own a home that truly has it all.

608 Moorelands Crescent, Milton

Listing courtesy of ROYAL LEPAGE MEADOWTOWNE REALTY.

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

10090 Pineview Trail, Milton

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$1,025,000
4 Beds 3 Baths W13562076 MLS® #
A LOT OF OPPORTUNITY with this Fantastic Property! Prime 65 x 125 ft ravine lot. Charming detached bungalow in the prestigious Old Milton/Bronte Meadows neighbourhood, offering pristine curb appeal and a warm, functional layout. The open-concept living and dining rooms offer a great space to entertain, anchored by a statement fireplace, while the bright kitchen sits conveniently next to the dining room with stainless steel appliances and ample counter and cupboard space. Lots of windows throughout bring in natural sunlight. The cozy family room, with its own brick fireplace and a walkout to the backyard, leads to the real showstopper: your own private retreat out back. This property backs directly onto ravine/parkland, surrounded by trees and greenery, giving a level of privacy and tranquility that's increasingly rare. No rear neighbours, just towering trees, birdsong, and peaceful quiet. The backyard oasis also features an in-ground pool, a deck, and beautiful landscaping. The main floor offers 2 spacious bedrooms and 2 full bathrooms, including a primary with a walk-in closet and its own private deck, perfect for reading and relaxing. The spacious basement adds a secondary living space with 2 additional bedrooms and a convenient 2-piece bathroom. A very well-kept home that shows true pride of ownership, move-in ready and a great fit for downsizers or small families. Leave the chaos behind. This is small town charm at its best, no hustle and bustle, just peaceful tree-lined streets, yet still close to all essential amenities: steps to Bronte Meadows Park, great schools, shopping, major highways, Milton GO Station, Milton District Hospital, and restaurants. Milton is a vibrant, fast-growing town high in demand, and this home sits in a transitioning neighbourhood surrounded by newly built custom homes. Build your own custom dream home, downsize, or renovate and restore this beautiful bungalow.

391 Bell Street, Milton

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,324,900
4 Beds 3 Baths W13552568 MLS® #
A rare find on one of Milton's most desirable tree-lined streets, 463 Gowland Crescent offers the space, character and privacy families are searching for. Set on a beautiful 60' x 115' lot with mature trees and an in-ground saltwater pool, this fabulous four-bedroom home is minutes from schools, shopping and the Sam Sherratt Trail.Inside, the bright main level features hardwood flooring, smooth ceilings, upgraded trim, classic wainscotting and generous living and dining spaces. The sun-filled family room is framed by added windows around the gas fireplace and opens directly to the backyard-perfect for everyday living and entertaining.The kitchen offers solid maple cabinetry, stainless steel appliances, breakfast seating and an oversized window overlooking the pool/mature gardens. A newly updated main-floor laundry room adds function and everyday ease with front-loading washer/dryer, a countertop for folding, extra cabinetry, a hanging rail and access to the side yard and garage.Upstairs, four spacious bedrooms including an impressive primary retreat with a custom walk-in closet and renovated ensuite with heated flooring. The updated main bathroom adds style and function for the rest of the family.The finished lower level offers even more room to enjoy, with a second gas fireplace, recreation and games areas, excellent storage and a dramatic home gym. Recent improvements include new windows throughout most of the home, a new front door and a new laundry-room door.Warm, polished and move-in ready, this is the home you've been waiting for.

463 Gowland Crescent, Milton

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$1,500,000
4 Beds 3 Baths 40846765 MLS® #
Welcome to this beautifully maintained backsplit situated on an exceptionally rare 62' x 162' oversized lot in one of Milton's most sought-after, family-friendly neighbourhoods. Offering over 2,000 sq. ft. of finished living space, 4 bedrooms, 3 bathrooms, a double car garage, and an oversized driveway, this home combines space, comfort, and endless outdoor potential. Lots of this size are becoming increasingly difficult to find, making this a rare opportunity to own one of Old Milton's larger properties. Step inside to a bright and functional layout featuring hardwood flooring, spacious principal rooms, and a sun-filled eat-in kitchen with ample cabinetry and generous counter space. The separate dining room is ideal for family gatherings, while the lower-level family room is the heart of the home, featuring a stunning wood-burning brick fireplace and large sliding glass doors overlooking the backyard, creating the perfect indoor-outdoor space for relaxing or entertaining. The backyard is the true showpiece. Set on an impressive 62' x 162' lot, this private outdoor oasis features an in-ground chlorine pool, expansive deck with pergola, mature trees, and an abundance of green space rarely found in today's market. Whether you're hosting summer gatherings, watching the kids play, or simply enjoying the privacy of your own backyard retreat, this property offers a lifestyle that's hard to replicate. Major updates include roof (approx. 7 years), furnace (2023), air conditioner (2023), and water softener (2023). Ideally located in the heart of Old Milton, you're just minutes from top-rated schools, parks, walking trails, Milton Sports Centre, downtown Milton, shopping, restaurants, Milton District Hospital, GO Transit, and Highway 401. Known for its mature tree-lined streets and generously sized lots, this is one of Milton's most established and desirable neighbourhoods. (id:5764)

283 PARKWAY Drive West, Milton

Listing courtesy of RE/MAX Escarpment Golfi Realty Inc..

$1,500,000
4 Beds 3 Baths W13545672 MLS® #
Welcome to this beautifully maintained backsplit situated on an exceptionally rare 62' x 162' oversized lot in one of Milton's most sought-after, family-friendly neighbourhoods. Offering over 2,000 sq. ft. of finished living space, 4 bedrooms, 3 bathrooms, a double car garage, and an oversized driveway, this home combines space, comfort, and endless outdoor potential. Lots of this size are becoming increasingly difficult to find, making this a rare opportunity to own one of Old Milton's larger properties. Step inside to a bright and functional layout featuring hardwood flooring, spacious principal rooms, and a sun-filled eat-in kitchen with ample cabinetry and generous counter space. The separate dining room is ideal for family gatherings, while the lower-level family room is the heart of the home, featuring a stunning wood-burning brick fireplace and large sliding glass doors overlooking the backyard, creating the perfect indoor-outdoor space for relaxing or entertaining. The backyard is the true showpiece. Set on an impressive 62' x 162' lot, this private outdoor oasis features an in-ground chlorine pool, expansive deck with pergola, mature trees, and an abundance of green space rarely found in today's market. Whether you're hosting summer gatherings, watching the kids play, or simply enjoying the privacy of your own backyard retreat, this property offers a lifestyle that's hard to replicate. Major updates include roof (approx. 7 years), furnace (2023), air conditioner (2023), and water softener (2023). Ideally located in the heart of Old Milton, you're just minutes from top-rated schools, parks, walking trails, Milton Sports Centre, downtown Milton, shopping, restaurants, Milton District Hospital, GO Transit, and Highway 401. Known for its mature tree-lined streets and generously sized lots, this is one of Milton's most established and desirable neighbourhoods.

283 Parkway Drive, Milton

Listing courtesy of RE/MAX ESCARPMENT GOLFI REALTY INC..

$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

Listing courtesy of RE/MAX CENTRE CITY REALTY INC..

$1,348,800
4 Beds 5 Baths W13499002 MLS® #
Your Private Backyard Escape Awaits! Exceptional family home on a premium 129-ft deep pie-shaped lot with ideal sun exposure in one of the area's most desirable neighbourhoods. The beautifully landscaped backyard is a true private retreat featuring a sparkling in-ground pool, hot tub, expansive patio, mature trees, perennial gardens, fragrant lilacs, and a fully equipped 3-piece outdoor bathroom-perfect for relaxing or entertaining. Inside, this well-appointed home offers soaring ceilings, formal Living and Dining Rooms, a private Home Office, and a bright Family Room overlooking the backyard. The spacious Kitchen is designed for everyday living and entertaining, complete with a centre island, granite countertops, pantry, built-in desk, and ample cabinetry. The upper level features four generous Bedrooms, updated Bathrooms, and a convenient second-floor Laundry Room. Hardwood flooring and a solid wood staircase add warmth and timeless appeal throughout. The finished basement provides excellent additional living space, ideal for extended family, guests, or a nanny suite, and includes a private sauna. Parking for four vehicles. Conveniently located close to parks, schools, shopping, everyday amenities, the future Wilfrid Laurier University satellite campus, the Niagara Escarpment, and major commuter routes. A rare opportunity to own a beautifully maintained home offering exceptional indoor and outdoor living with a true resort-style backyard oasis.

899 Pickersgill Crescent, Milton

Listing courtesy of SAM MCDADI REAL ESTATE INC..

$1,399,999
4 Beds 4 Baths W13494602 MLS® #
Welcome to 852 Trudeau Drive - a masterfully designed residence showcasing exceptional craftsmanship and extensive high-end upgrades throughout. Nestled on a premium pie-shaped lot, this remarkable property offers a private backyard retreat featuring an inground pool, a spacious cedar cabana, cedar gazebo and professionally landscaped grounds that create a true outdoor oasis. The impressive main floor features 9 foot ceilings, hardwood flooring, pot lights, upgraded designer lighting, and a beautifully flowing layout flooded with natural light. The spectacular family room features a soaring vaulted ceiling and a cozy gas fireplace, while the separate living and dining rooms provide perfect spaces for entertaining and everyday living. At the heart of the home is a custom gourmet kitchen, beautifully appointed with top-of-the-line cabinetry, quartz countertops, backsplash, premium built-in appliances and a breakfast area offering a walk-out to outdoor retreat. Upstairs, you will find the luxurious primary suite, complete with a spacious walk-in closet and a spa-inspired 5-piece ensuite featuring a double vanity, freestanding soaker tub, glass-enclosed shower, and custom built-ins. Additional bedrooms have been thoughtfully designed with style and comfort in mind. The professionally finished basement extends the home's exceptional living space with a show-stopping custom bar, a spacious recreation area, an additional bedroom and bathroom. Combining timeless elegance, modern comfort and exceptional attention to detail, this extraordinary property is truly an entertainer's dream and a rare opportunity to experience luxury living at its finest.

852 Trudeau Drive, Milton

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$3,990,000
5 Beds 6 Baths W13489500 MLS® #
Welcome to your private retreat - this stunning custom-built home (2017) sits on 17 acres of serene countryside, offering over 6,345 sq. ft. of above grade luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury finishes, hardwood flooring, heated washroom floors and recessed lighting throughout, creating a warm & inviting atmosphere.The heart of the home is the expansive chefs kitchen, featuring a generous center island perfect for family gatherings or entertaining.The kitchen flows seamlessly into the family room, highlighted by beautiful waffle ceilings and large windows that bring in natural light. The massive primary suite is a true sanctuary, complete with its own lounge and study, plus a spa-inspired 5-piece ensuite featuring dual vanities and a shower with two shower heads. The 2nd and 3rd bedrooms boast floor-to-ceiling windows, filling each space with breathtaking views. For entertainment and relaxation, the home offers an impressive array of amenities: a recreation room with walkout to the heated outdoor pool, a soundproof private theatre, treehouse, large garden bed with dedicated water and power for growing fruits or veggies, and an entire third-floor retreat with yoga-workout space. Whether you are hosting intimate movie nights or morning meditation sessions, this home caters to every lifestyle. Step outside to multiple outdoor seating areas, thoughtfully designed for large family dinners or gatherings with friends, all surrounded by the peaceful expanse of your own private 17 acres! ***Out of the total 17 acre lot, the West side of the property features approximately 10 acres of crop land that can be rented to a farmer if you desire, while the East side of the property the house is situated on features approx. 7 acres of green space/grass. Building permit for 1000 Sq Ft barn on West side of property. Opportunity to acquire $20k of equipment to build your own greenhouse, if desired.*** (id:5764)

1175 Derry Road, Milton

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$2,495,000
5 Beds 5 Baths W13491500 MLS® #
Directly across from the cliff-face of the Niagara Escarpment, in one of Milton's most serene and private settings, sits a newly built contemporary masterpiece designed by award-winning Sensus Design Studio. Resting on a remarkable 60 x 520+ lot backing onto 16 Mile Creek, this home offers a rare blend of modern architecture and countryside tranquility. With no neighbours in front or behind, walls of windows immerse you in nature, while the expansive backyard invites year-round enjoyment whether relaxing in the hot tub, recovering in the cold plunge, gathering around the fire pit, fishing, tobogganing, or even practicing your short game of golf! Inside, 21 ceilings and a floating staircase set a dramatic tone. A formal living room frames escarpment sunsets, while the sleek custom kitchen features high-end Fisher & Paykel appliances. The family room, anchored by a soaring stone fireplace, doubles as a home theatre with built-in projector and surround sound. The primary suite rivals a five-star retreat: a sitting area that doubles as the perfect home office overlooking the backyard, a triple-sided fireplace, king-size sleeping area with custom headboard, walk-through closet, and spa-like ensuite. Three additional bedrooms each feature ample built-in closets and lavish ensuite bathrooms. Smart home features include lighting automation, landscape and irrigation systems, EV charger, and more. A perfect fusion of luxury design and natural beauty, this home is truly one-of-a-kind and must be experienced in person.

29 Peru Road, Milton

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$3,990,000
5 Beds 6 Baths W13489500 MLS® #
Welcome to your private retreat - this stunning custom-built home (2017) sits on 17 acres of serene countryside, offering over 6,345 sq. ft. of above grade luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury finishes, hardwood flooring, heated washroom floors and recessed lighting throughout, creating a warm & inviting atmosphere.The heart of the home is the expansive chefs kitchen, featuring a generous center island perfect for family gatherings or entertaining.The kitchen flows seamlessly into the family room, highlighted by beautiful waffle ceilings and large windows that bring in natural light. The massive primary suite is a true sanctuary, complete with its own lounge and study, plus a spa-inspired 5-piece ensuite featuring dual vanities and a shower with two shower heads. The 2nd and 3rd bedrooms boast floor-to-ceiling windows, filling each space with breathtaking views. For entertainment and relaxation, the home offers an impressive array of amenities: a recreation room with walkout to the heated outdoor pool, a soundproof private theatre, treehouse, large garden bed with dedicated water and power for growing fruits or veggies, and an entire third-floor retreat with yoga-workout space. Whether you are hosting intimate movie nights or morning meditation sessions, this home caters to every lifestyle. Step outside to multiple outdoor seating areas, thoughtfully designed for large family dinners or gatherings with friends, all surrounded by the peaceful expanse of your own private 17 acres! ***Out of the total 17 acre lot, the West side of the property features approximately 10 acres of crop land that can be rented to a farmer if you desire, while the East side of the property the house is situated on features approx. 7 acres of green space/grass. Building permit for 1000 Sq Ft barn on West side of property. Opportunity to acquire $20k of equipment to build your own greenhouse, if desired.***

1175 Derry Road, Milton

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,499,000
4 Beds 2 Baths W13484152 MLS® #
Step back into a world of timeless elegance and modern resort style living. Nestled in the heart of the quaint village of Campbellville, this grand 1890s beauty offers a rare blend of timeless charm and the ultimate backyard venue. Whether you're planning a summer party or a cozy winter retreat, this home doesn't just house your family, it elevates your lifestyle. The transition from indoor elegance to outdoor luxury is seamless. The central family room, anchored by a cozy wood fireplace, features wonderful double doors that slide open to reveal a massive wrap-around deck. A breathtaking 3-season sunroom offers panoramic views of the sprawling double lot. Dive into the heated, saltwater pool, framed by expansive flagstone masonry that feels like a private getaway. As the sun sets, gather the family around the fire pit for stories and s'mores under the stars. This home is designed to grow with you. With 3 generous bedrooms and a walk-up attic already prepped for finishing, your dream primary suite or media room is just a renovation away. A clever interior door allows you to separate the living spaces, creating a private wing perfect for in-laws, guests, or a savvy rental option. Hobbyists and entrepreneurs will fall in love with the separate double-car garage, featuring an insulated shop with power. This property's commercial zoning allows for unique business uses, offering a "live-work" opportunity that is hard to find in the GTA. Experience the peace of village life without sacrificing convenience. Located west of Toronto with quick 401 access, you are perfectly positioned for an easy commute. Situated in the highly sought-after Brookville Public School district. An oversized double lot providing rare privacy and space. A super-friendly village atmosphere. Your next chapter starts here. From the historic craftsmanship of the 19th century to the poolside memories of the 21st, this isn't just a house, it's the backdrop for your family's next greatest moments.

53 CAMPBELL Avenue E, Milton

Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage.

$3,549,000
5 Beds 4 Baths W13474578 MLS® #
A truly one-of-a-kind legacy estate featuring two residences, an expansive workshop, indoor hockey rink, private aircraft hangar, resort-style backyard retreat, and countless other amenities. Escape to your own private countryside retreat on over 42.5 spectacular acres, where luxury, recreation, and natural beauty come together in perfect harmony. The grounds offer endless opportunities to explore, with scenic hiking and ATV trails, a charming chicken coop, mini barn for small animals, and an abundance of maple trees for syrup production. Adding to the property's unique appeal is a 50' x 100' barn currently configured as a private hockey rink, along with a private grass landing strip and airplane hangar for aviation enthusiasts. The main residence offers approximately 5,500 sq. ft. of finished living space with 4+1 bedrooms and 3.5 bathrooms. Designed for both comfort and functionality, it features spacious principal rooms, a dedicated office with custom built-ins, flexible studio space, and a large great room above the heated two-car garage. Outside, the property transforms into a resort-inspired oasis. Enjoy the inground fiberglass pool with waterfall features and lighting, hot tub, barrel sauna, and an expansive pavilion complete with a wood-burning stone fireplace and imported Portuguese pizza oven-ideal for year-round entertaining. A separate secondary residence provides exceptional flexibility for extended family, guests, or rental income. Featuring soaring 14-foot ceilings, an open-concept layout, one bedroom, one bathroom, and an attached heated four-car garage and barn, it is both stylish and functional. Whether you're searching for a family compound, recreational paradise, or luxury country estate, this remarkable property offers a lifestyle few can match.

13232 Fifth Line, Milton

Listing courtesy of RE/MAX SPECIALISTS TEAM SUKHVINDER.

$1,399,900
6 Beds 4 Baths W13440384 MLS® #
Welcome to the highly sought-after Scott neighbourhood, featuring Mattamy's popular Wood Lily model on a premium walkout lot fronting onto scenic escarpment views with no rear neighbours, offering exceptional privacy and tranquility. This stunning home showcases an attractive stone and stucco elevation and is extensively upgraded throughout. The professionally finished walkout basement, heated inground saltwater pool, and beautifully landscaped outdoor living spaces make this property truly stand out. Recent pool liner replacement (2025) adds peace of mind for years to come. Step inside to discover 9-foot ceilings on main floor and good size windows in basement, creating a bright and spacious atmosphere throughout. The thoughtfully designed open-concept layout seamlessly connects the family room and kitchen, providing the perfect setting for everyday living and entertaining. The oversized eat-in kitchen offers abundant cabinetry and storage, along with a walkout to a spectacular 30-foot-wide deck featuring ample seating space for outdoor dining and summer gatherings. With 4+2 bedrooms and 3.5 bathrooms, this home offers exceptional functionality for growing families. The fully finished walkout basement provides incredible versatility, featuring a spacious lounge and entertainment area, a beautifully designed kitchenette, two additional bedrooms, and a full 3-piece bathroom-ideal for guests, extended family, or multi-generational living. Step outside to your private backyard oasis. The heated inground saltwater pool with waterfall feature is surrounded by professionally landscaped grounds, interlock stonework, and a spacious patio, creating the ultimate retreat for relaxation and entertaining. The front entrance is equally impressive with elegant interlock detailing that enhances the home's curb appeal. A rare opportunity to own a beautifully upgraded family home in one of Milton's most desirable communities.

358 Pringle Avenue, Milton

Listing courtesy of ROYAL LEPAGE CERTIFIED REALTY.

$5,849,999
6 Beds 8 Baths 40837231 MLS® #
A private resort estate unlike anything else near Toronto. Set behind mature trees on 5.76 private acres, this extraordinary custom-built estate delivers something increasingly impossible to find: complete privacy, resort-calibre amenities, and uncompromising luxury. Built as a forever home by its original owners, every detail was thoughtfully designed to create an experience, not simply a residence. From the moment you enter the soaring 22-foot foyer, a dramatic floating staircase and walls of glass reveal breathtaking views, creating a seamless connection between architecture and nature. At the heart of the home, the chef's kitchen was designed for gathering. Dual oversized islands accommodate family celebrations, holiday entertaining, and everyday living, while premium appliances, a sun-filled breakfast area, and direct access to the outdoor kitchen make hosting unforgettable. Enjoy your own private wellness retreat featuring a 10-person jacuzzi, steam room, sauna, fully equipped gym, home theatre, games area, and entertainment lounge with bar. A private elevator connects the home's levels, while a separate three-bedroom guest suite above the garage provides ideal accommodations for extended family, guests, caregivers, or multigenerational living. Outside, the estate unfolds like a luxury resort. A heated saltwater pool, tennis court, basketball court, fire pit areas, walking trails, and private pond create endless opportunities for recreation, relaxation, and entertaining. Equally impressive is the home's commitment to sustainability & efficiency, featuring geothermal heating and cooling, solar energy systems, smart-home integration, and dual septic systems. Properties of this scale, privacy, and quality rarely become available. Offering a lifestyle that cannot be recreated, this is a legacy estate designed to be enjoyed for generations. Luxury. Land. Privacy. Lifestyle. An extraordinary opportunity awaits. (id:5764)

13311 SIXTH LINE NASSAGAWEYA, Milton

Listing courtesy of Keller Williams Edge Realty.

$5,849,999
9 Beds 10 Baths W13426054 MLS® #
A Rare Executive Estate. Unmatched Privacy. Limitless Possibilities. Set on 5.76 acres of private, tree-lined grounds, this custom-built estate offers a secluded retreat just minutes from the GTA. Meticulously crafted by its original owners, the home perfectly balances architectural presence with everyday livability, delivering space, privacy, and quality that is nearly impossible to replicate. Step inside to a dramatic 22-foot foyer with a floating staircase, where floor-to-ceiling windows frame serene natural views and flood the home with sunlight. Designed for both grand-scale entertaining and family living, the heart of the home is a chef's kitchen with dual oversized islands seating up to 14, premium appliances, and effortless flow to the sunroom and outdoor kitchen-perfect for gatherings year-round. Indulge in resort-style amenities: a private spa with a 10-person jacuzzi, steam room, and sauna, a fully equipped home theatre, gym, games area, and full bar, plus a private elevator for ultimate convenience. A three-bedroom guest suite above the garage offers flexibility for extended family, live-in support, or visitors. The outdoors is equally spectacular: heated saltwater pool, two fire pit areas, tennis and basketball courts, walking trails around a private pond, and multiple terraces for entertaining or quiet reflection-all in total privacy. Sustainably built with solar and geothermal systems, full smart-home integration, and dual septic systems, this estate blends luxury, efficiency, and enduring value. This is a rare legacy property offering privacy, land, lifestyle, and unmatched proximity to urban centres. Don't miss your chance-show your clients this extraordinary estate today.

13311 Sixth Line, Milton

Listing courtesy of KELLER WILLIAMS EDGE REALTY.

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

2738 Lower Base Line N/A, Milton

Listing courtesy of REVEL REALTY INC..

$1,375,000
3 Beds 4 Baths 202612982 MLS® #
Welcome to 25 Arnolds Lane?a rare gem offering the perfect blend of privacy, space, and convenience. Situated on 6.65 acres with 335 feet of river frontage, this incredible property is located just outside Charlottetown city limits in South Milton, giving you easy access to all amenities while enjoying the peace and quiet of rural living. The spacious main home features over 3,000 sq. ft. of living space and an attached double garage. Inside, you'll find a bright open-concept eat-in kitchen with ample cabinetry and storage, plus two large living rooms, perfect for both relaxing and entertaining. The main floor also includes a half bath and convenient laundry area. Upstairs, the home offers two generous bedrooms, a full bathroom, and a spacious primary suite complete with its own private ensuite. The lower level includes an additional full bathroom, a rec room, and a versatile den or office space. There is also a heat pump allowing for energy efficient heating and cooling. One of the standout features of this property is the massive 86 x 44 detached shop, equipped with in-floor heating, its own bathroom, and exceptional storage capacity. Whether you're a hobbyist, business owner, or need room for equipment, the possibilities are endless?and yes, there?s even a helicopter pad out front! This unique property offers tremendous value, space, and potential?all in a highly sought-after location. Don?t miss your chance to own this South Milton retreat! (id:5764)

25 Arnolds Lane, Milton

Listing courtesy of RE/MAX CHARLOTTETOWN REALTY.

$3,290,000
6 Beds 3 Baths W13224274 MLS® #
Discover a rare, private estate that delivers the ultimate "no-commute cottage" lifestyle. Set on over 10 lush acres amidst the stunning Niagara Escarpment, this meticulously maintained property is just minutes from downtown Milton and the new 401 & Tremaine exchange. Surrounded by vibrant perennial gardens and mature trees, you are perfectly positioned in the heart of Halton Conservation's premier parks. Including Kelso, Rattlesnake Point, and the Bruce Trail, ideal for outdoor enthusiasts who want nature on their doorstep. The custom-built bungalow features over 6,000 sq. ft. of open-concept living space. The main level showcases vaulted ceilings, a double-sided stone fireplace, and a spacious kitchen with pine cabinets, granite countertops, and a center island. A convenient wet bar, elegant dining room, and a fantastic outdoor screen room offer the perfect setup for 3-season entertaining. Enjoy panoramic views from walkout decks off the kitchen, screen room, sunroom, and the primary bedroom balcony. The lower level is a haven for relaxation, recreation, or remote work. You'll find a large rec room with a cozy wood-burning stove, a games room, four additional bedrooms, and convenient access to the attached three-car garage. Walk out directly to a resort-style inground pool complete with a hot tub, cabana, and a soothing water feature. The property is fully equipped with high-speed fibre internet, an eco-friendly geothermal heating and cooling system, 400-amp electrical service, and a backup propane generator. A separate two-car garage provides the ideal workshop, studio, or "Man Cave," while a large greenhouse caters to garden enthusiasts. The park-like grounds boast a fire pit with a patio area, night landscape lighting, and over one kilometre of meticulously groomed private walking trails. Why waste your weekends fighting cottage traffic when you can have this premium retreat without the drive? Experience the perfect balance of luxury, privacy, and connectiv (id:5764)

5590 STEELES Avenue West, Milton

Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage.

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

5590 STEELES Avenue W, Milton

Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage.

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

5189 Eighth Line, Milton

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$1,749,000
5 Beds 4 Baths 40827504 MLS® #
They didn’t buy it for square footage. They bought it for what life could feel like. A young family. Two or three kids. Busy weekdays, sports gear by the door, weekends that start slow and end outside. They wanted space. More breathing room where kids can grow up, not just pass through. At 200 Giddings Crescent, mornings start with light through oversized windows and a house that feels awake. Someone is always in the kitchen. The oversized island becomes command central for breakfast, homework, and the rhythm of the day. After school, everything shifts. Backpacks drop. Shoes kick off. The backyard takes over. The pool becomes the centre of it all. 33 ft of heated saltwater, shimmering in sapphire blue. Kids run from paver patio to water while friends settle in overlooking escarpment views across Milton’s west end. It feels private, fields stretching out, sky open, nowhere else to be. Inside, the mid-level family room holds it all together. Vaulted ceilings.Big windows. A fireplace that slows everything down. Movie nights happen. Upstairs, four bedrooms give everyone space when needed. Doors closed when needed, open when it matters. Downstairs, the finished basement becomes whatever life requires next, guest space, play zone, work-from-home escape, or future teen hangout. It solves what families rarely say out loud: not enough room to live without negotiating every corner. Not enough privacy. Not enough space to just be. Here, there’s room for all of it without stepping on each other. Downtown Milton is a short walk away, cafes, restaurants, everyday convenience. Top schools like Escarpment View Public School and Queen of Heaven Catholic Elementary School are close enough that life doesn’t revolve around driving. Trails, parks, conservation land sit quietly in the background. It’s a home that doesn’t try to impress with noise. It impresses with ease. Over time, it stops feeling like a house you own, and starts feeling like where your family’s best memories happened. (id:5764)

200 GIDDINGS Crescent, Milton

Listing courtesy of Keller Williams Edge Realty.

$1,749,000
4 Beds 4 Baths W13162390 MLS® #
They didn't buy it for square footage. They bought it for what life could feel like. A young family. Two or three kids. Busy weekdays, sports gear by the door, weekends that start slow and end outside. They wanted space. More breathing room where kids can grow up, not just pass through. At 200 Giddings Crescent, mornings start with light through oversized windows and a house that feels awake. Someone is always in the kitchen. The oversized island becomes command central for breakfast, homework, and the rhythm of the day. After school, everything shifts. Backpacks drop. Shoes kick off. The backyard takes over. The pool becomes the centre of it all. 33 ft of heated saltwater, shimmering in sapphire blue. Kids run from paver patio to water while friends settle in overlooking escarpment views across Milton's west end. It feels private, fields stretching out, sky open, nowhere else to be. Inside, the mid-level family room holds it all together. Vaulted ceilings.Big windows. A fireplace that slows everything down. Movie nights happen. Upstairs, four bedrooms give everyone space when needed. Doors closed when needed, open when it matters. Downstairs, the finished basement becomes whatever life requires next, guest space, play zone, work-from-home escape, or future teen hangout. It solves what families rarely say out loud: not enough room to live without negotiating every corner. Not enough privacy. Not enough space to just be. Here, there's room for all of it without stepping on each other. Downtown Milton is a short walk away, cafes, restaurants, everyday convenience. Top schools like Escarpment View Public School and Queen of Heaven Catholic Elementary School are close enough that life doesn't revolve around driving. Trails, parks, conservation land sit quietly in the background. It's a home that doesn't try to impress with noise. It impresses with ease. Over time, it stops feeling like a house you own, and starts feeling like where your family's best memories happened.

200 Giddings Crescent, Milton

Listing courtesy of KELLER WILLIAMS EDGE REALTY.

$1,750,000
4 Beds 3 Baths 40831405 MLS® #
Escape to your own private country estate in the highly sought-after community of Moffat. Nestled on a beautifully manicured 207 x 207 ft lot surrounded by towering mature trees and a massive, lush green lawn, 2000 15 Side Rd offers the perfect blend of serene rural living and modern convenience. This charming 4 bed, 2.5 bath home boasts traditional dormer windows and a picturesque covered front porch, offering the perfect spot to sit back, relax, and enjoy the peaceful view. The backyard oasis serves as the crown jewel of the outdoor space, featuring a sapphire, saltwater, heated pool, an adjacent concrete patio area (perfect for BBQing!), a poolside gazebo for shaded outdoor entertaining, and an extensive rear deck wrapping off the main house. Inside, the home features a highly functional multi-level layout starting with a soaring main floor Foyer that opens into a spacious living room, warmed by a cozy fireplace, and formal dining area. The bright and beautifully updated kitchen boasts a central island with casual breakfast seating, connecting seamlessly to the rear deck, making it ideal for family living and entertaining. The main level also hosts a generous primary bedroom retreat complete with a large walk-in closet and a private 4-piece ensuite, an expansive, tiled mudroom (perfect for main floor laundry, if desired) with direct garage access and a convenient 2-piece powder room. Up a separate staircase to a private lofted bedroom or office space, overlooking the driveway. Another interior staircase takes you to the Upper level featuring 2 spacious bedrooms and their own 4 pc bath. A Finished lower level with huge Rec Rm and plenty of storage space completes the home! This entire property is a perfect haven for growing families or anyone seeking a peaceful retreat without sacrificing proximity to city amenities. Fibre optic high-speed internet is available. (id:5764)

2000 15 SIDE Road, Milton

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,500,000
3 Beds 3 Baths W13119698 MLS® #
Enjoy the perfect blend of business and residential living on one exceptional property, complete with 8,000 sq. ft. of indoor storage and surrounding outdoor storage permitted under NEC guidelines. An electronic gated entry welcomes you to a picturesque 9.8-acre setting featuring a flowing stream, mature trees, and outstanding privacy. This beautifully renovated approx. 3,000 sq. ft. bungalow offers a thoughtfully designed layout with a stunning kitchen open to the family and dining areas, a separate den ideal for relaxing or entertaining, and a spacious primary bedroom showcasing vaulted ceilings, walk-out to the backyard, and a luxurious ensuite with dual access. The fully finished lower level provides two generous recreation rooms, both with fireplaces, along with a large office and craft room. Extensive renovations include a stone and Fraser wood exterior, as well as expansive Trex decking. Outdoor living is enhanced by a covered porch with a gas fireplace and a large in-ground pool-perfect for hosting family and friends. For those seeking exceptional workspace or storage capabilities, the property includes a 2,100 sq. ft. heated shop and a 6,000 sq. ft. barn with an additional 1,800 sq. ft. of heated space. Storage facilities are a permitted use under NEC for the shop, barn, and surrounding yard, and this designation is transferable with the property. An exceptional and versatile offering providing privacy, space, and endless possibilities. Let's get you Home! (id:5764)

7196 McNiven Road, Milton

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,500,000
3 Beds 3 Baths 40829736 MLS® #
Enjoy the perfect blend of business and residential living on one exceptional property, complete with 8,000 sq. ft. of indoor storage and surrounding outdoor storage permitted under NEC guidelines. An electronic gated entry welcomes you to a picturesque 9.8-acre setting featuring a flowing stream, mature trees, and outstanding privacy. This beautifully renovated approx. 3,000 sq. ft. bungalow offers a thoughtfully designed layout with a stunning kitchen open to the family and dining areas, a separate den ideal for relaxing or entertaining, and a spacious primary bedroom showcasing vaulted ceilings, walk-out to the backyard, and a luxurious ensuite with dual access. The fully finished lower level provides two generous recreation rooms, both with fireplaces, along with a large office and craft room. Extensive renovations include a stone and Fraser wood exterior, as well as expansive Trex decking. Outdoor living is enhanced by a covered porch with a gas fireplace and a large in-ground pool—perfect for hosting family and friends. For those seeking exceptional workspace or storage capabilities, the property includes a 2,100 sq. ft. heated shop and a 6,000 sq. ft. barn with an additional 1,800 sq. ft. of heated space. Storage facilities are a permitted use under NEC for the shop, barn, and surrounding yard, and this designation is transferable with the property. An exceptional and versatile offering providing privacy, space, and endless possibilities. Let's get you Home! (id:5764)

7196 MCNIVEN Road, Milton

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,500,000
3 Beds 3 Baths W13119698 MLS® #
Enjoy the perfect blend of business and residential living on one exceptional property, complete with 8,000 sq. ft. of indoor storage and surrounding outdoor storage permitted under NEC guidelines. An electronic gated entry welcomes you to a picturesque 9.8-acre setting featuring a flowing stream, mature trees, and outstanding privacy. This beautifully renovated approx. 3,000 sq. ft. bungalow offers a thoughtfully designed layout with a stunning kitchen open to the family and dining areas, a separate den ideal for relaxing or entertaining, and a spacious primary bedroom showcasing vaulted ceilings, walk-out to the backyard, and a luxurious ensuite with dual access. The fully finished lower level provides two generous recreation rooms, both with fireplaces, along with a large office and craft room. Extensive renovations include a stone and Fraser wood exterior, as well as expansive Trex decking. Outdoor living is enhanced by a covered porch with a gas fireplace and a large in-ground pool-perfect for hosting family and friends. For those seeking exceptional workspace or storage capabilities, the property includes a 2,100 sq. ft. heated shop and a 6,000 sq. ft. barn with an additional 1,800 sq. ft. of heated space. Storage facilities are a permitted use under NEC for the shop, barn, and surrounding yard, and this designation is transferable with the property. An exceptional and versatile offering providing privacy, space, and endless possibilities. Let's get you Home!

7196 McNiven Road, Milton

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$2,399,000
5 Beds 5 Baths W13088030 MLS® #
Personal Sanctuary in Prestigious Ennisclare Woods. Tucked away on 2.85 private acres, this property feels like your own exclusive resort. A fenced saltwater pool with a waterfall feature and a spacious pavilion with ample seating and a bar set the stage for unforgettable gatherings. Surrounded by mature trees, lush perennial gardens, and a private forest, this home is truly an oasis of tranquillity. This custom-built residence makes an impression at every turn. Step into the stately foyer, leading to the upgraded chef's kitchen complete with a walk-in pantry, hidden pull-out spice and pan storage, and a dedicated dining area. The great room, anchored by a grand fireplace, flows effortlessly into a private office/study and out to the elevated veranda. With retractable awnings and sweeping views of the grounds, it's the perfect spot to relax or entertain. The oversized primary suite offers a romantic fireplace, generous closets, and a spa-inspired ensuite retreat. A second bedroom enjoys its own ensuite, while the third and fourth bedrooms share a well-appointed bathroom. The fully finished lower level expands the living space with a recreation room (featuring yet another fireplace), a fifth bedroom, a full bath, an additional home office, and abundant storage. Ennisclare Woods is a one-of-a-kind community of 29 estate homes surrounded by 90 acres of protected woodland trails (just $200/year). Highlights include:4+1 bedrooms, 4.5 bathrooms, 3 fireplaces, Home office + mudroom, inside entry from an attached 2-car garage, Detached garage/workshop + shed, Resort-style saltwater pool & pavilion. This home truly offers something for everyone, privacy, luxury, and a setting unlike any other.

4220 Ennisclare Drive, Milton

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

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

2091 Country Lane Court, Milton

Listing courtesy of Sotheby's International Realty Canada, Brokerage.

$5,899,000
5 Beds 8 Baths W13067810 MLS® #
Welcome to an extraordinary luxury residence set within the prestigious enclave of Whispering Pines-a private, tree-lined haven of country estates tucked away on a quiet cul-de-sac. Custom-built by Jay Robinson, this exceptional estate showcases the perfect balance of timeless craftsmanship, refined elegance & modern comfort. Resting on a private 3-acre lot, the property is beautifully landscaped & features a serene pond with fountain, creating a truly picturesque setting. At the rear, a newly renovated pool, hot tub & expansive patio overlook lush gardens, offering an exceptional space for outdoor living & entertaining. Spanning nearly 11,000 sq. ft. of finished living space, the home was designed with scale & sophistication in mind. Inside, grand principal rooms provide the ideal setting for both everyday family living & hosting large gatherings. The award-winning kitchen-paired with custom cabinetry by Gravelle Kitchens-serves as a stunning focal point, blending elevated design with everyday functionality. The residence features four spacious bedrooms, a wine cellar & tasting room, a four-car garage & thoughtful architectural details throughout-delivering a rare blend of luxury & livability. Ideally located, the property offers quick access to Highway 401 & is just a short drive to Guelph, Milton, Burlington & Toronto Pearson International Airport, providing outstanding convenience without compromising the tranquility of its secluded setting. Every detail speaks to prestige & privacy, making this one of the most desirable offerings in the region. (id:5764)

10140 Pineview Trail, Milton

Listing courtesy of SAM MCDADI REAL ESTATE INC..

$5,899,000
5 Beds 8 Baths W13067810 MLS® #
Welcome to an extraordinary luxury residence set within the prestigious enclave of Whispering Pines-a private, tree-lined haven of country estates tucked away on a quiet cul-de-sac. Custom-built by Jay Robinson, this exceptional estate showcases the perfect balance of timeless craftsmanship, refined elegance & modern comfort. Resting on a private 3-acre lot, the property is beautifully landscaped & features a serene pond with fountain, creating a truly picturesque setting. At the rear, a newly renovated pool, hot tub & expansive patio overlook lush gardens, offering an exceptional space for outdoor living & entertaining. Spanning nearly 11,000 sq. ft. of finished living space, the home was designed with scale & sophistication in mind. Inside, grand principal rooms provide the ideal setting for both everyday family living & hosting large gatherings. The award-winning kitchen-paired with custom cabinetry by Gravelle Kitchens-serves as a stunning focal point, blending elevated design with everyday functionality. The residence features four spacious bedrooms, a wine cellar & tasting room, a four-car garage & thoughtful architectural details throughout-delivering a rare blend of luxury & livability. Ideally located, the property offers quick access to Highway 401 & is just a short drive to Guelph, Milton, Burlington & Toronto Pearson International Airport, providing outstanding convenience without compromising the tranquility of its secluded setting. Every detail speaks to prestige & privacy, making this one of the most desirable offerings in the region.

10140 Pineview Trail, Milton

Listing courtesy of SAM MCDADI REAL ESTATE INC..

$2,799,000
5 Beds 7 Baths W13012604 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

Listing courtesy of DREAMNEST REALTY INC..

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