Your Trusted Partners in Real Estate. Contact us for all your property needs.
-
40 Dills Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13200418
40 Dills Crescent Milton L9T 5P2 
$949,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13200418
- Bedrooms:
- 5
- Bathrooms:
- 4
Tucked into Milton's sought-after Dempsey neighbourhood,this detached two-storey residence offers 4+1 bedrooms, 4 bathrooms, and approximately 2,500 square feet of combined living space, creating a home that feels both generous and deeply functional from the moment you step inside. Hardwood floors add warmth and continuity throughout, while the kitchen is beautifully appointed with granite countertops, stainless steel appliances, and an eat-in breakfast area designed for easy mornings and relaxed weekends.What makes this home especially appealing is the way the layout lives. The main floor offers a bright, welcoming living space for everyday comfort, paired with a large separate dining area that instantly elevates the home for those who love to gather, celebrate, and host with ease. It is the kind of space that invites long dinners, holiday moments, and a table full of guests without ever feeling crowded. Upstairs, the home continues to deliver with 4 spacious bedrooms, including a serene primary retreat with a walk-in closet and 4-piece ensuite, along with 2 full bathrooms on the second floor that make busy mornings feel smoother and more effortless.The finished lower level adds a whole new dimension of flexibility. With its own recreation area, bedroom, full bathroom, flexible office space, and laundry. Suitable whether for guests, extended family, a quiet work-from-home setup, or simply extra space to live and grow.And then there is the lifestyle beyond the front door. This home is positioned in one of Milton's most connected family pockets, with Top schools, parks, shopping, recreation, the Milton Leisure Centre, the Milton GO Station, and Highway 401 all within minutes away. It is a location that does more than impress on a map.It gives you back time, softens the pace of busy days, and makes the entire week feel easier. More detailsListed by RE/MAX EXPERTS- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
22 481 Pitfield Road in Milton: 1031 - DP Dorset Park Condo Townhouse for sale : MLS®# W13190588
22 481 Pitfield Road Milton L9T 3J5 OPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$659,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13190588
- Bedrooms:
- 4
- Bathrooms:
- 2
A tastefully updated 4-bdrm, 2-bath condo townhouse situated in the heart of Milton's mature & sought-after Dorset Park community. This move-in-ready home checks every box for families, first-time buyers, and savvy investors alike. Step inside to a bright, functional layout featuring fresh paint throughout, brand new carpet, and updated flooring replaced within the last three years. The kitchen offers modern cabinetry in excellent condition, new baseboards in some areas and updated light fixtures, giving a clean, contemporary feel from top to bottom. The finished basement provides valuable additional living space, ideal for a rec room, home gym, or home office, complete with new flooring. Upstairs, four generously sized bedrooms offer flexibility for a growing family, guests, or a dedicated workspace. Step outside to your private deck (2025) overlooking a spacious, fully fenced private backyard. The big-ticket items have already been taken care of: windows replaced by the condo corporation (2025), a newer AC/furnace (2021), and a classic brick and aluminum siding exterior built to last. With the condo fee covering exterior maintenance, this is truly a low-maintenance lifestyle. Centrally located in one of Milton's most established neighbourhoods - just minutes to Hwy 401 & 407, Milton GO Station, top-rated schools, parks, shopping, and all essential amenities. More detailsListed by REVEL REALTY INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
79 Commercial Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13184538
79 Commercial Street Milton L9T 2H8
$949,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13184538
- Bedrooms:
- 3
- Bathrooms:
- 2
Check out this fully detached home in a superb location - only a short walk to shops & restaurants in beautiful downtown Milton! Highlighted by a spectacular 66.26' x 132.20' lot with a backyard oasis - fireplace, shed, outbuildings, storage, an oversized covered deck and multiple areas for entertaining. Custom built from the ground up in 2007 including a brand new foundation with full height basement. 3 large bedrooms stainless steel appliances and ready to go in move in condition. Spend your summer evenings lounging on the southern inspired wrap around porch. Check HD tour and book an appointment before this one of a kind property is snapped up! More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
243 Sydney Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13173350
243 Sydney Street Milton L9T 1E2
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13173350
- Bedrooms:
- 3
- Bathrooms:
- 2
Some homes carry the memory of the town itself. This is one of them. Nestled in the storied streets of Old Milton.This three-bedroom, two-bath gem sits on an extraordinary lot that is increasingly rare in this coveted neighborhood - a canvas as generous as your imagination.The bones are solid. The setting is exceptional. And the opportunity? Absolutely singular.Whether you're drawn to restoring its original character with loving detail or envisioning an entirely reimagined retreat, this property offers the freedom to build the life you've always pictured.Step outside and you're moments from the charm of downtown Milton - boutique shops, farm-to-table restaurants, the energy of the fairgrounds, and the quiet pride of a community that knows what it has.Renovate, restore, or fully reimagine. This property is a rare blank slate in an established neighborhood - a true investor's and dreamer's prize.Properties like this simply don't come available often. In Old Milton - a neighborhood celebrated for its tree-lined streets, proud history, and tight-knit community - this lot represents something money can rarely buy: true breathing room.The existing home is a thoughtful starting point. Its layout lends itself beautifully to a thoughtful renovation that preserves its soul while introducing every modern comfort you desire. More detailsListed by REAL BROKER ONTARIO LTD.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
507A 101 Nipissing Road in Milton: 1037 - TM Timberlea Condo Apartment for sale : MLS®# W13171630
507A 101 Nipissing Road Milton L9T 1R3
$650,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13171630
- Bedrooms:
- 2
- Bathrooms:
- 2
Assignment Sale - Assignment Sale - Luxury 2 Bed, 2 Bath at The Millhouse Condos, Milton! Beautifully finished suite offers 9-ft smooth ceilings, panoramic windows, luxury vinyl plank flooring, and a contemporary kitchen with extra-height soft-close cabinets, quartz countertops, subway tile backsplash, stainless steel appliances, and under-cabinet lighting, plus 1 parking and 1 locker. Enjoy resort-style living with a hotel-inspired lobby and 24-hour concierge, co-working spaces, party and dining rooms, fitness and yoga studios, games lounge, outdoor pool with sun deck, BBQ and dining areas, guest suite, pet wash, and smart AI-enabled community features with keyless entry and advanced security. Perfectly located steps to Milton GO Station and Milton Mall, with quick access to Hwy 401/407 and minutes to Toronto Premium Outlets-an exceptional opportunity for luxury living or investment. More detailsListed by CITYSCAPE REAL ESTATE LTD.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
272 Pine Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13170708
272 Pine Street Milton L9T 1K5
$749,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13170708
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to 272 Pine Street! A rare opportunity to own a beautifully updated home in the heart of downtown Milton. Bursting with timeless character and thoughtfully modernized for today's lifestyle, this home blends vintage charm with the kind of craftsmanship and durability that's hard to find anymore. Step inside to discover a bright, functional layout featuring no carpet throughout, updated finishes, a cozy gas fireplace, and two beautifully renovated bathrooms with stylish recent tile work. The spacious second-floor primary retreat offers an abundance of space and a massive ensuite, creating the perfect private escape. On the main floor, the second bedroom offers incredible flexibility as a home office, library, or guest space. Outside, the property truly shines. Situated on an impressively large lot with plenty of parking, this backyard oasis is designed for both entertaining and unwinding in the sun. A powered workshop with running electricity and an additional storage shed add even more functionality and value. Peaceful living, unbeatable versatility, and a prime downtown Milton location - 272 Pine Street is the kind of home that captures attention the moment you arrive. Absolutely not to be missed. More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
563 Joyce Boulevard in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13171038
563 Joyce Boulevard Milton L9T 3C7
$1,079,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13171038
- Bedrooms:
- 4
- Bathrooms:
- 3
Your dream home awaits you...nothing to do but move in and enjoy. Location! Location! Walk to schools and downtown Milton. This home has been renovated over the years and provides a modern open concept design. Bright eat in kitchen with breakfast island, S/S Appliances and walk out to yard all overlooking the dining and family room. 4 good size bedrooms on the second floor perfect for you growing family and/or home office. Finished basement with fully updated 4 pc bathroom is the perfect space for an extra family room, In-Laws, Nanny or growing teens/adult children. Cool down in the summers with the in-ground pool the entire family can enjoy and extra yard space. This home offers a large driveway that can fit 4 vehicles. Panel has been upgraded to 200 amps. Central Vacuum throughout the home. Pool comes with safety cover for winter. More detailsListed by RE/MAX WEST REALTY INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
AM4 15 Martin Street in Milton: 1035 - OM Old Milton Commercial for sale : MLS®# W13170560
AM4 15 Martin Street Milton L9T 2R1
$69,990 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W13170560
- Major Bus.:
- Jewellery
An outstanding opportunity to acquire a thriving, well-established jewelry business in the heart of downtown Milton, with easy access to Hwy 401. This business is a trusted name in the community, known for its legacy of quality, craftsmanship, and exceptional customer service. Boasting high visibility and steady foot traffic in one of Milton's busiest retail areas, surrounded by a high-density neighborhood, this turnkey operation is fully equipped with an elegant showroom, decent size vault, track lighting, shelving, custom cabinetry with display counters, two washrooms, a kitchen, and a shield-protected gate with access control. Ideal for an investor, established jeweler, a second location, or an entrepreneur looking to step into a profitable and reputable business. Excellent lease terms in place, expiring August 2028 with an option to renew for an additional five years. Current use is the retail sale of silver and gold jewelry with and without gemstones and the retail sale of wrist watches. Not allowed to buy gold from the public and/or exchange it. Other retail can be used, not permitted variety, sale of health and beauty aids, pharmacy, drug store, pharmaceutical dispensary, dentist, pizza, coffee sale, hairdresser. More detailsListed by BEST SELLERS REAL ESTATE LTD.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
7750 5 Side Road in Milton: 1034 - MN Milton North House for sale : MLS®# W13165582
7750 5 Side Road Milton L9T 2K7
$1,999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13165582
- Bedrooms:
- 7
- Bathrooms:
- 6
Welcome to this exceptional countryside estate within the city, set on a rare 0.63-acre lot just 5 minutes from downtown Milton and 2 km from Hwy 401. Offering over 6,200 sq. ft. of living space, this fully upgraded home features 6+2 bedrooms, 6 bathrooms, hardwood flooring, porcelain tiles, Quartz countertops, and over $200,000 in renovations.Designed for large or multi-generational families, the home includes 3 kitchens, 2 separate basement entrances, a dedicated home office, ample parking, and strong income potential. Enjoy a private backyard retreat with a 16' x 35' concrete pool, mature surroundings, and the rare experience of country-style living with city convenience. Properties offering this level of space, privacy, and tranquility within Milton city limits are exceptionally hard to find.A major future value boost is coming with the proposed RR25 mega-development just 3 minutes away, including a future Costco and Costco gas station planned for 2027/2028. This transformative growth is expected to bring municipal water-and potentially sewage services-by late 2027, adding significant long-term value and development potential to this already remarkable property. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
276 Fitzgerald Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13161394
276 Fitzgerald Crescent Milton L9T 5Y3
$929,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13161394
- Bedrooms:
- 3
- Bathrooms:
- 4
Prime location! One of the biggest highlights of this home is the unbeatable convenience it offers - situated just steps from a major shopping plaza with restaurants, grocery stores, cafés, banks, pharmacies, fitness, and everyday amenities within walking distance. Enjoy easy access to popular nearby destinations including Boston Pizza, Longo's, Home Depot, Tim Hortons, Starbucks, LA Fitness, Cineplex and much more. Perfect for families and busy professionals seeking a highly walkable lifestyle in one of Milton's most convenient neighborhoods. Close to schools, parks, transit, and highway 401. Stunning outdoor living! Seamless walk-out deck features an included premium hardtop gazebo with privacy curtains and custom lighting - the ultimate summer lounge! More detailsListed by RE/MAX REALTY SERVICES INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
103 445 Ontario Street in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13162992
103 445 Ontario Street Milton L9T 9K4
$699,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13162992
- Bedrooms:
- 3
- Bathrooms:
- 3
Executive Corner Townhome, "The Mayfair," built by Bucci Homes, located in one of Milton's most Sought-After Neighbourhoods. This well-built and meticulously maintained complex is truly one of a kind, showcasing premium quality finishes both inside and out. The private residence features an abundance of windows that fill the home with natural light, perfectly complementing the open-concept and highly functional layout. The family room offers a walk-out to a private balcony, ideal for relaxing or entertaining. A rare opportunity to own a bright corner townhome that combines privacy, low-maintenance living, and a prime location. More detailsListed by iCloud Realty Ltd.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
-
49 Bronte Street S in Milton: 1035 - OM Old Milton House for sale : MLS®# W13158068
49 Bronte Street S Milton L9T 1Z3
$950,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13158068
- Bedrooms:
- 4
- Bathrooms:
- 4
Nestled in the heart of charming downtown Milton, this stunning home offers over 2,700sf of finished living space that's thoughtfully crafted with attention to detail. The sun-filled main level welcomes you with an inviting foyer, a spacious living room, and a formal dining room that's enhanced with bay windows, upgraded light fixture and crown moulding. The stunning kitchen features an abundance of cabinets, granite countertops, large pantry, premium stainless steel appliances, and an inviting breakfast area with a walkout to the deck complete with gas hookup. Upstairs, the king sized primary retreat provides a true sanctuary and showcases a generous walk-in closet & a spa-inspired 5pc ensuite with dual vanities, an over-sized glass shower, and relaxing soaker tub. Two additional well-appointed bedrooms with double closets, a stylish 4pc main bath, and a conveniently located laundry area complete the upper level. The finished lower level offers exceptional style and versatility highlighted by a double-door walkout to the backyard, a spacious rec room with large windows, modern flooring, a designer influenced 4pc bathroom with heated floors that add a touch of luxury plus a huge bonus room with bay windows that could easily serve as a fourth bedroom for multi-generational families, home office, or private guest suite. Step outside to discover a fully fenced pool-sized backyard designed for summer enjoyment and outdoor relaxation. Additional highlights include impressive 10-foot ceilings on the main level, 9-foot ceilings on the second floor, crown moulding and 8-inch baseboards on the main & upper levels, roughed-in plumbing for second kitchen, roughed-in CVAC, exterior pot lights, front interlocking stonework, parking for up to 5 vehicles landscaped with mature hydrangea, lilac, & dogwood trees. An amazing location just minutes to Old Milton lifestyle with shops, restaurants, parks & markets as well as easy access to GO train and Hwys. Some images virtually staged. More detailsListed by RE/MAX WEST REALTY INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
Data was last updated May 28, 2026 at 06:15 AM (UTC)
~2.jpg)
Quick Links
Contact US
Susana's Cell: 647-407-5540
Jenia's Cell: 647-281-1670
Office: 905-858-3434
info@homemattersrealty.ca
Head Office
6850 Millcreek Dr
Mississauga, ON, L5N 2H4