1029 - DE Dempsey Real Estate

1029 - DE Dempsey Real Estate

Welcome to the charming neighborhood of 1029 - DE Dempsey, nestled in the vibrant city of Milton, Ontario. Known for its picturesque landscapes and family-friendly atmosphere, this community offers a delightful blend of suburban tranquility and urban convenience.

Surrounded by lush parks and green spaces, residents of DE Dempsey enjoy an active lifestyle with numerous walking trails, playgrounds, and recreational facilities nearby. The neighborhood is particularly popular among families, thanks to its excellent schools and a strong sense of community. Local events and gatherings foster a friendly environment where neighbors become friends.

Shopping enthusiasts will appreciate the proximity to a variety of retail options, including local boutiques, grocery stores, and popular shopping centers. The nearby Milton Mall and the charming downtown area provide a diverse selection of dining, shopping, and entertainment choices, ensuring that there’s always something to explore.

Transportation is a breeze in DE Dempsey, with easy access to major highways and public transit options, making commuting to Toronto or surrounding areas convenient for professionals. Additionally, the neighborhood is well-connected to essential amenities, including healthcare facilities, libraries, and community centers.

For those who cherish a blend of nature and modern living, DE Dempsey is a hidden gem in Milton. With its inviting atmosphere, strong community spirit, and abundance of amenities, it’s no wonder that residents take pride in calling this neighborhood home. Come discover the warmth and charm of 1029 - DE Dempsey, where your dream home awaits!

Newest Listings in 1029 - DE Dempsey

$1,149,000
5 Beds ⋅ 4 Baths ⋅ W13761438 MLS
Welcome to this bright and spacious 4+1 bedroom detached gem, perfectly tucked away on a quiet, family-friendly crescent within another crescent - surrounded by amazing neighbors! Offering approximately 3,000 sq ft of total finished living space, this home provides plenty of room to live, work and play. Ideally located within walking distance to schools, parks, shopping, restaurants, and just minutes from major highways for easy commuting. A charming covered front porch welcomes you inside. The main floor features a separate formal living room, dining room and a cozy family room with gas fireplace - all with large bright windows and stylish hardwood flooring. The layout flows seamlessly, creating the perfect environment for everyday living and entertaining. Upstairs, the bright staircase leads to 4 generous bedrooms and 2 full bathrooms. The primary suite offers laminate flooring, walk-in closet and a 4-piece ensuite with separate shower, vanity and deep soaker tub. The additional bedrooms also feature laminate floors and ample closet space, while the main 4-piece bath offers an oversized vanity with tub/shower combo. Need more space? The finished basement / in-law suite with separate side entrance provides excellent versatility - complete with 5th bedroom, 3-piece bathroom, recreation room, second living space and kitchen. Perfect for extended family, home office, study area or potential rental opportunity. With a double car garage and driveway parking for 4 vehicles, this home checks all the boxes for comfort, convenience and value in one of Milton's most desirable locations.

169 COOKE Crescent, Milton
$549,900
2 Beds ⋅ 2 Baths ⋅ W13752974 MLS
Welcome to 1340 Main Street #113 - a beautifully renovated 2-bedroom, 2-bathroom suite offering 1,184 sq. ft. of bright, comfortable living space in a peaceful first-floor private wing location. Thoughtfully updated throughout, this spacious unit features a bright open-concept layout, freshly painted interiors, and large windows with California shutters that fill the home with natural light. The renovated kitchen showcases brand-new appliances, quartz countertops, and a custom backsplash, seamlessly connecting to the dining and living areas. Both bedrooms are generously sized, with two full bathrooms offering added convenience. Enjoy your own private outdoor space with two separate terraces, perfect for morning coffee or relaxing outdoors. Additional highlights include an ensuite laundry room, dedicated storage locker, and two parking spaces - one garage parking space plus one surface parking permit. The first-floor private wing location offers a quiet setting with added peace and privacy. Ideally situated close to everyday amenities, shopping, dining, parks, schools, major highways, and Milton GO, providing convenient access to commuter routes and the GTA. A move-in-ready opportunity offering space, style, privacy, and an unbeatable combination of convenience and accessibility. Book your private showing today!

1340 Main Street E Unit 113, Milton
$474,900
2 Beds ⋅ 1 Baths ⋅ W13750884 MLS
Executive premium apartment located in one of the most desirable areas of Milton. A perfect opportunity for first-time buyers or downsizers looking for modern and comfortable living. This fully upgraded unit features a private south-east facing balcony overlooking the pond and gardens, offering peaceful and scenic views. Open-concept layout with combined living and dining area, spacious primary bedroom with large window and generous closet space. The second bedroom includes a closet and can also be used as a home office as per your requirements. Modern kitchen with breakfast bar and walkout to a large private balcony, perfect for relaxing or enjoying summer BBQs. Additional features include heated slate flooring in the washroom, high vaulted ceilings, and stylish accent wall.Comes with 1 underground parking space and 1 locker. Conveniently located next to the clubhouse featuring a well-equipped gym. Minutes to Highway 401 and close to schools, shopping, parks, restaurants, and all essential amenities.

1479 Maple Avenue Unit 405, Milton
$1,399,000
4 Beds ⋅ 4 Baths ⋅ W13749700 MLS
Original Owners, One Family Since New! Welcome To 1239 Fox Crescent, A Spacious 2,840 Sq Ft Detached Home In Dempsey, One Of Milton's Most Established And Family-Friendly Neighbourhoods. This Home Has Been Exceptionally Maintained And Offers The Space, Layout And Location Today's Families Are Looking For. Major Updates Have Already Been Taken Care Of, Including The Roof 2025, Furnace & A/C 2025, As Per The Owners. Step Inside To A Bright And Welcoming Main Floor Featuring 9' Ceilings, Hardwood Flooring, Separate Living And Dining Rooms, And An Inviting Family Room With Large Windows And A Gas Fireplace. The Spacious Kitchen Offers Granite Countertops, Stainless Steel Appliances And A Bright Breakfast Area With Walkout To The Fully Fenced Backyard. Main-Floor Laundry And A Powder Room Add Everyday Convenience. Upstairs, You'll Find Four Generously Sized Bedrooms And 3 Full Baths. The Primary Retreat Features His-And-Hers Closets And A 5-Piece Ensuite With A Soaker Tub And Separate Glass Shower. The Second Bedroom Offers Its Own Private Ensuite, Making It An Ideal Space For In-Laws, Older Children Or Guests. Two Additional Bedrooms Share A Full Bathroom. The Unfinished Basement, Complete With Oversized Cold Room, Offers Plenty Of Opportunity To Create Additional Living Space With Potential For A Separate Entrance And Secondary Suite. There Is An Opportunity To Accommodate Extended Family Or Explore Rental Income. Enjoy A Double Garage, Two-Car Driveway Parking, Professional Landscaping Front And Back, Interlock Walkways And A Welcoming Front Porch. The Location Makes Everyday Living Easy. Hwy 401 Is Just Minutes Away, While Grocery Stores, Restaurants, Home Improvement Stores, Fitness Facilities, The Cinema And Milton GO Are All Close By. Top-Rated Schools And Parks Are Also Within Walking Distance. Original-Owner Homes In This Neighbourhood Don't Come Up Often. Book Your Showing Today!

1239 Fox Crescent, Milton
$889,900
3 Beds ⋅ 4 Baths ⋅ W13747818 MLS
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!

276 Fitzgerald Crescent, Milton
$799,999
3 Beds ⋅ 4 Baths ⋅ W13746410 MLS
Beautifully Maintained 3-Bedroom + Den Townhome in Northeast Milton! This inviting home offers an ideal blend of comfort and functionality on a quiet, low-traffic street. Enjoy a charming front porch, spacious rear deck, and private backyard, perfect for relaxing or entertaining. Inside, the upgraded main floor features stylish flooring, a charming kitchen with a generous eat-in area, and a welcoming living room complete with a gas fireplace. Convenient garage access directly into the home and backyard adds everyday practicality. Upstairs, generously sized bedrooms include an oversized primary suite with its own ensuite, plus a separate den offering excellent options for a home office or additional living space. The professionally finished basement provides valuable extra living and recreation space. Ideally situated close to the Milton GO Station, library, schools, shopping, major highways, and the 401, this well-cared-for home offers both a peaceful neighbourhood setting and exceptional convenience. A wonderful opportunity for families, commuters, and anyone looking for a move-in-ready home in a versatile location!

164 Panton Trail, Milton
$1,139,000
4 Beds ⋅ 4 Baths ⋅ W13738806 MLS
High Demand Location In Milton. Walking Distance To The Theatre, Shopping And Daycares. Minutes Away From The Highway And The Go Station. This 4 Bedroom Home Offers 4 Bath, Hardwood Floors On First & Second Floors, 9 Ft Ceiling On Main Floor With Gas Fireplace, Central Vac. Fully Finished Basement With Laminate Floors & Pot Lights. Cold Cellar And Lots Of Storage. House completely renovated with a Separate Basement Apartment with Separate Entrance. Whole House Water Filter Installed!

137 Fitzgerald Crescent, Milton
$949,000
4 Beds ⋅ 4 Baths ⋅ W13734364 MLS
Welcome to this beautifully updated semi-detached home in a convenient central Milton location, offering 3 bedrooms, 2.5 bathrooms, a bonus upper-level family room, plus a finished 1-bedroom basement apartment with separate entrance and separate laundry $1500 Rent . The home features oak engineered hardwood flooring throughout, fresh paint, updated light fixtures and pot lights in the living and upper family rooms. The refreshed eat-in kitchen showcases quartz countertops, refinished cabinetry with new hardware and updated appliances including fridge, stove and dishwasher. Upstairs, the spacious primary bedroom offers a full ensuite, double closets and laundry. Major updates include upper-level triple-pane windows (2020), roof (2018). Enjoy direct garage access, parking for 4 cars, a backyard patio with storage shed and quick access to Hwy 401. Ideally located within walking distance to GO Transit, recreation centre, arena, library, arts centre, shopping and everyday amenities. A move-in-ready home offering space, upgrades and excellent flexibility for today's family!

1110 DAVIS Lane, Milton
$589,900
2 Beds ⋅ 2 Baths ⋅ W13727334 MLS
Welcome to this bright and spacious 2-bedroom, 2-full-bathroom main-floor condo in a convenient Milton location. One of the best features of this unit is its main-floor setting - no waiting for elevators, easy in-and-out access, and a more connected, home-like feel with your outdoor space just steps away. Inside, the functional open-concept layout offers a generous living and dining area with a cozy fireplace and plenty of natural light. The kitchen provides ample cabinetry and counter space with a breakfast bar overlooking the living area. Both bedrooms are well-sized, including a spacious primary bedroom with its own ensuite, while the second full bathroom is perfect for family or guests. Ensuite laundry and one parking space add to the everyday convenience. Whether you're a first-time buyer, downsizer or investor, this is a practical, move-in-ready home with everything you need close by. Minutes to Highway 401, Milton GO, schools, parks, shopping and restaurants, with Toronto Premium Outlets just a short drive away. Some photos have been virtually staged to showcase the potential of the space

1471 Maple Avenue Unit 112, Milton
$648,800
2 Beds ⋅ 3 Baths ⋅ W13724296 MLS ⋅ Stax On Main BLDG.
Welcome to STAX on Main! This clean and well maintained 2-bedroom, 2.5-bath stacked townhome offers a spacious, open-concept layout designed for comfortable everyday living. First floor features hardwood floors throughout with plenty of natural light. The modern kitchen features quartz countertops, stainless steel appliances, ample cabinetry, and a large breakfast bar overlooking the combined living and dining area with views of the front yard. The lower level offers two generously sized bedrooms, including a spacious primary suite complete with a 3-piece ensuite and large walk-in closet. A well-appointed 4-piece main bathroom, convenient laundry closet, and additional under-stair storage provide plenty of functionality and extra space. Ideally located within walking distance to public transit, top-rated schools, shopping, and everyday amenities, with Milton GO just minutes away and easy access to major highways-perfect for commuters. INCLUDES 2 UNDERGROUND PARKING WITH LOCKER. A fantastic opportunity to enjoy spacious, low-maintenance living in a convenient desirable Milton neighbourhood.

1208 Main Street E Unit 103, Milton
$579,100
2 Beds ⋅ 2 Baths ⋅ W13714586 MLS
Welcome to this beautifully updated Corner Unit , offering approximately 1,020 sq. ft. of bright, functional living space in a highly sought-after, commuter-friendly community. This well-maintained 2-bedroom, 2-bathroom home features an open-concept layout with large windows that fill the space with natural light. Recent updates include new flooring throughout (2020), tile flooring in the kitchen and front entrance, modern kitchen cabinets (2019), newer kitchen appliances (2019), an updated sink and toilet in the second bathroom, and new laundry machines (2025) with warranty. Ideally located just a short walk to the GO Station and less than 3 minutes to Highway 401,this home offers exceptional convenience for commuters. Enjoy being within walking distance to parks, schools, shopping, restaurants, Go Station and other everyday amenities. Whether you're a first-time home buyer, downsizer, or investor, this move-in-ready home offers outstanding value, comfort, and location. Don't miss this fantastic opportunity to own a beautifully updated home in a desirable neighbourhood!

1380 Main Street E Unit 210, Milton
$844,900
3 Beds ⋅ 3 Baths ⋅ W13712870 MLS
Welcome to 241 Featherstone Road, This 3 Bed, 3 Bath Detached Home is Located in Milton's Sought After Dempsey Neighbourhood. This Inviting 2-Storey Residence Offers a Functional and Family-Friendly Layout. The Main Floor Offers a Bright Open Concept Living Space Ideal For Both Everyday Living and Entertaining. A Generous Sized Eat-In Kitchen That Has Ample Cabinetry and Counter Space. Walk-out to a Private Backyard With a Covered Patio, Perfect for Summer BBQ's, Relaxing Evenings, Or Hosting Guests. Upper Level Has 3 Bedrooms, Highlighting the Primary Bedroom with a 5-Pc Ensuite Bath. Convenient Second Floor Laundry Adds Ease to Daily Routines. The Finished Basement Provides Valuable Additional Living Space - Ideal for a Family Room, Office, or Gym. Along with Extra Storage, Including a Cold Room.

241 Featherstone Road, Milton
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