Milton Homes under $2 million

Welcome to Milton, Massachusetts – a hidden gem nestled in Norfolk County, where picturesque landscapes meet vibrant community living. Just a short drive from Boston, Milton boasts a unique blend of suburban tranquility and urban accessibility, making it an ideal location for families, young professionals, and anyone seeking a peaceful yet connected lifestyle.

Milton is renowned for its rich history, marked by charming colonial architecture and an abundance of green spaces. The town is home to several parks, including the expansive Blue Hills Reservation, where outdoor enthusiasts can enjoy hiking, biking, and breathtaking views of the Boston skyline. The local community prides itself on its top-rated schools, ensuring a bright future for the younger generation, and fostering a strong sense of community spirit.

One of the most appealing aspects of Milton is the diverse range of homes available, particularly those under $2 million. Whether you’re seeking a cozy single-family home, a spacious colonial, or a modern townhouse, Milton’s real estate market has something to offer everyone. With tree-lined streets and beautifully landscaped yards, these homes provide the perfect backdrop for family gatherings, peaceful retreats, and vibrant social lives.

In Milton, you’ll find a welcoming community that values both tradition and progress. With easy access to public transportation, shopping, and dining, you’ll enjoy the best of both worlds. Discover your dream home in Milton, where history, community, and modern living come together to create a truly exceptional place to call home.

Newest Milton Homes under $2 million

$1,180,000

8 Beds ⋅ 5 Baths ⋅ 73586409 MLS

Tenants have lease until End of Nov. Discover this beautifully updated 2-family home in one of Milton’s most desirable locations! This spacious three-story property is perfect for both investors and owner-occupants. The first floor has been fully renovated, showcasing a modern kitchen with stainless steel appliances, quartz countertops, and a bright open layout. The second unit extends across two levels, with generous bedrooms, ample storage, and a third-floor bonus retreat featuring a wet bar—ideal for entertaining or creating a private suite. Location highlights: set on Brush Hill Rd, the home offers quick access to I-93, making commutes to Boston and Cambridge effortless. Enjoy proximity to Blue Hills Reservation for outdoor recreation, top-rated Milton schools, local shops, and restaurants. With strong rental potential, versatile living options, and a prime location, this updated multi-family is a rare find in Milton. Move right in and start enjoying everything this home.

112 Brush Hill Rd, Milton

Listing courtesy of Listing Agent: Angela Cui from Listing Office: Keller Williams Realty.

$899,000

4 Beds ⋅ 2 Baths ⋅ 73585762 MLS

Sometimes you just need the facts. Here they are. As close to new construction as you'll find. Completely gutted and redesigned in 2019 for today's ideal layout with updated wiring, plumbing, siding, a newer roof, windows and a newer heating system with central air. The heart of the home is a large open kitchen anchored by a Thermador range. Two full levels of living give you options. Grow into it or lock the door and travel in the off season without a second thought. Four bedrooms, two full baths and a dedicated laundry room are spread across the second and third floors. Parking is easy, with a one car garage plus two driveway spaces. Location? Right in the center of town! Steps from the Milton Public Library, which is so much more than a library. It's a true community hub with everything from mah jong groups to book clubs. Or escape into the city on the trolley just down the street on Central Ave. Tired of the Milton Academy commute? Say no more. This is the perfect weekday home base. Everything is done. SHOWINGS BEGIN IMMEDIATELY, so don't sit on the fence with this one.

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$899,000

4 Beds ⋅ 2 Baths ⋅ 73585759 MLS

440 Central Ave Unit 2, Milton

Listing courtesy of Listing Agent: Cahill+Co. Team from Listing Office: William Raveis R.E. & Home Services.

$999,000

5 Beds ⋅ 3 Baths ⋅ 73585240 MLS

As you enter 60 Sassamon Avenue, you'll be welcomed by high ceilings, a fireplaced living room, newly refinished hardwood floors and three levels of living space. The current owners have completed numerous updates over the past five years, including a new furnace, new water heater, replacement windows and a refreshed kitchen featuring stainless steel appliances, new countertops and new flooring. With five bedrooms, two full baths and one-half bath, this charming Colonial offers ample space and flexibility for today's lifestyle. The expansive family room is sure to become a favorite gathering place, featuring new flooring, a vaulted ceiling with skylights, and direct access to the back deck and backyard. The first floor also includes a formal dining room, a versatile bedroom that could serve as a home office or playroom, a full bath with a shower, a convenient laundry room as well as a powder room. The second floor offers two bedrooms, an additional room ideal for a nursery or home office, and a full bath. Located on second floor there’s a balcony off the small room offering a wonderful view and often beautiful sunsets. On the third floor, there are two newly carpeted bedrooms, providing private and comfortable living space. Set on an oversized lot, the property also features a private side entrance leading to the finished lower level, ideal for a home gym, office, media room, or playroom. The basement is also accessible from the kitchen. The generous side yard provides exceptional outdoor space for recreation, gardening, or entertaining while offering potential opportunities for future expansion. Connected to the garage, built in 2011, there's a heated "bonus room", providing valuable flex space for hobbies, work, recreation, or a private retreat. Above the garage, you'll find abundant storage space, providing room for seasonal items, equipment & household belongings. Nestled at the base of the Blue Hills Reservation, this highly sought-after neighborhood is known for its generous lot sizes, strong sense of community & homes that have been thoughtfully expanded and improved over the years. Conveniently located near Routes 128/I-95 and 24, the property offers an easy commute to Boston and points south, while University Station while University Station & Route 128 Amtrak station are less than eight miles away. If you're hoping to be settled into your new home by the holiday season, come by and fall in love with 60 Sassamon Avenue. You'll be glad you did!

60 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Robinson / Rull Team from Listing Office: William Raveis R.E. & Home Services.

$839,000

1 Beds ⋅ 2 Baths ⋅ 73584836 MLS ⋅ ['Milton Landing'] BLDG.

Welcome to your sanctuary in the sky. This rare waterfront 1-bedroom + den, 2 full bath residence offers breathtaking views of the Neponset River Estuary from nearly every room. Enjoy ever-changing skies and serene water views from the Juliette balcony, spacious living area, and tranquil primary suite. The generous chef-friendly kitchen and cheerful interior are perfectly designed for everyday living and entertaining. The versatile den with French doors is ideal as an office, reading room, or guest space. Thoughtfully designed with abundant closet space, a fully functional pantry, and exceptional storage throughout. Luxury amenities include concierge service, fitness center, club room, beautiful outdoor patio, and one outdoor parking space. Madre Osteria is a favorite gathering place just downstairs, while walking and biking trails, coffee shops, yoga, and Pilates studios are just moments away. Waterfront living, stunning views, and effortless convenience come together in this exceptional home.

88 Wharf Street Unit 402, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$699,000

2 Beds ⋅ 2 Baths ⋅ 73584695 MLS

Welcome home to this beautifully appointed 2-bedroom, 2-bathroom condo offering convenience, and an unbeatable location. The open and inviting layout features central air, in-unit laundry, and deeded garage parking, along with private outdoor space perfect for entertaining. Just steps from popular neighborhood hot spots like Steel & Rye, Two Pence Market, fitness and Pilates studios. Enjoy easy access to the Neponset Greenway Trail and the Red Line T stop, making commuting and exploring the city a breeze. A wonderful opportunity to enjoy modern condo living in one of the area's most sought-after neighborhoods. Don't forget your own storage unit!

21-A High St Unit 1, Milton

Listing courtesy of Listing Agent: Kerry D'Ambroise from Listing Office: Columbus and Over Group, LLC.

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 73584614 MLS

Welcome to 19 Edward Avenue, a beautifully updated home nestled in one of Milton’s most cherished neighborhoods. Tucked away on one of the town's most secluded streets, this special location offers a wonderful sense of community where neighbors become friends, locals gather for impromptu lemonade stands, and walks to Cunningham Park are part of everyday life. Just moments from vibrant East Milton Square, you'll enjoy easy access to local favorites, dining, shopping, and recreation. Inside, a welcoming foyer leads to a spacious living room with a wood-burning fireplace, an inviting four-season sunroom with vaulted ceiling and slate flooring, an open, sun-filled kitchen and dining area perfect for everyday living and entertaining, both with direct access to the tranquil backyard. Upstairs are 3 generous bedrooms and 2 full baths, including a coveted primary suite. Thoughtfully updated throughout with timeless finishes, this home is move-in ready. Outside, the private backyard oasis features a beautifully maintained yard and patio, creating the perfect setting to relax, entertain, and enjoy all this exceptional home and neighborhood has to offer.

19 Edward Avenue, Milton

Listing courtesy of Listing Agent: Kim Powers from Listing Office: Coldwell Banker Realty - Milton.

$779,000

2 Beds ⋅ 2 Baths ⋅ 73584152 MLS

Shelter. Home. They are not always the same thing. But here, what’s necessary and what’s intimate are built into one floor living on a sizable lot at the gateway of the Columbine/Cliff neighborhood. This mid-century ranch has never asked for more than it needed. Two bedrooms, 1.5 baths, 1,200 square feet arranged with the kind of clarity that comes from a floor plan actually lived in. Every room in its right place. A walk-up attic is storage today. It could be more, if someone decides it should be. A screened porch looks out over a private yard and 13,000 sf lot where green space and solitude go hand in hand. Garden or structure to your heart’s content or just admire with a good book being the primary focus. Recent roof and central air have you off to a great start. For the downsizer or small household, it's complete as it stands. For the next owner with ambition and a dream, it's an invitation. Either way, the shelter is already here, and a home is what you will imagine and create.

454 Eliot St, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$975,000

4 Beds ⋅ 2 Baths ⋅ 73583997 MLS

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4–5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you’ll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement with tall ceilings, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

23 Christopher Drive, Milton

Listing courtesy of Listing Agent: Donna Charpentier from Listing Office: William Raveis R.E. & Home Services.

$1,295,000

3 Beds ⋅ 2 Baths ⋅ 73583909 MLS

The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

37 Century Ln, Milton

Listing courtesy of Listing Agent: Julianne Bridgeman from Listing Office: Ceres Real Estate.

$699,000

2 Beds ⋅ 2 Baths ⋅ 73583847 MLS ⋅ ['Quisset Brook'] BLDG.

Tucked into the beautiful Blue Hills, this contemporary two-bedroom, two-bath condo offers the ease of one-level living along with your own private outdoor space. Set within a popular and well-established condominium community, this home provides a peaceful setting that feels connected to nature while offering all the comforts of condo living.A desirable community since it was first built, this is a wonderful opportunity to enjoy easy living in a beautiful Blue Hills setting. Convenient to all great things Milton.

5 Farmer Rd Unit 5, Milton

Listing courtesy of Listing Agent: Matthew Freeman from Listing Office: Coldwell Banker Realty - Milton.

$1,850,000

4 Baths ⋅ 73583711 MLS

Exceptional land, restoration, and redevelopment opportunity on the Milton/Hyde Park line. Situated on approximately 1.23 acres in Milton, with additional land extending into Boston/Hyde Park as shown on the existing conditions plan, 68 Smith Rd features a substantial circa-1900 Colonial-style structure containing approximately 7,713 square feet per public record. Previously utilized as a school/institutional facility, the existing structure is not presently configured as a conventional residence, creating a unique opportunity for a buyer, builder, developer, or investor to explore restoration, renovation, or redevelopment of the site. The property offers substantial land area in a desirable Milton location with convenient access to Boston and surrounding communities. Property is being offered AS-IS. Existing structure is subject to a municipal order; buyer to independently verify current status. Seller and listing brokers make no representations or warranties regarding subdivision, buildability, number of lots, development yield, permitted use or feasibility of conversion to residential use. Existing conditions plan and additional property information are available through MLS documents. Buyer and buyer’s representatives are responsible for independently verifying zoning, utilities, lot configuration, living area, intended use, and all required municipal approvals.

68 Smith Rd, Milton

Listing courtesy of Listing Agent: Zachary Dieujuste from Listing Office: Lifestyle Realty Group LLC.

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