Milton, MA Homes for Sale

Overview of Real Estate in Milton, MA

Milton, MA is a desirable suburb located just south of Boston, known for its historic charm and strong sense of community. The real estate market in Milton offers a mix of architectural styles, from majestic historic homes to modern condos. Home prices in Milton tend to be higher than the national average, reflecting the town's popularity and proximity to Boston.

Luxury Properties in Milton

For luxury homebuyers, Milton has an array of high-end properties with features such as gourmet kitchens, expansive gardens, and stunning views. These homes often come with a premium price tag, but offer the convenience of easy access to Boston while enjoying a more serene suburban setting.

Family-Friendly Neighborhoods

Milton is known for its top-rated schools and safe, family-friendly neighborhoods. Many young families are drawn to Milton for its strong sense of community and numerous parks and recreational facilities. The town has a charming downtown area with local businesses, making it a great place to raise a family.

Investment Opportunities in Milton

Real estate investors may find opportunities in Milton due to its strong rental market and high demand for housing. With its proximity to Boston and reputation as a desirable suburb, properties in Milton have the potential for high appreciation. Whether looking to buy rental properties or fix-and-flip homes, Milton offers a range of investment opportunities.

Future Outlook for Real Estate in Milton

As the Boston area continues to grow and attract new residents, the real estate market in Milton is expected to remain strong. The town's historic charm, excellent schools, and proximity to the city make it an attractive place to live for many. With a range of housing options and a strong sense of community, Milton is poised to remain a desirable suburb for years to come.

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Newest Milton, MA Homes for Sale

$799,000

3 Beds ⋅ 2 Baths ⋅ 73563860 MLS

Classic Colonial charm meets everyday comfort at 37 Nahanton Avenue. This inviting 3-bedroom, 1.5-bath home features sun-filled rooms, beautiful hardwood floors, and central air. The welcoming living room opens to a charming screened-in porch overlooking the backyard—a peaceful spot for morning coffee or unwinding at the end of the day. Outdoors, there’s room to garden, entertain, or simply relax.Conveniently located near Milton’s schools, parks, shopping, and dining, with easy access to major routes and Boston, this home offers both neighborhood charm and accessibility. Enjoy its character today while adding your own style over time. Discover the possibilities and make this Milton Colonial your own.

37 Nahanton Ave, Milton

Listing courtesy of Listing Agent: Julie Joyce from Listing Office: Coldwell Banker Realty - Milton.

$2,750,000

5 Beds ⋅ 6 Baths ⋅ 73560323 MLS

Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a spacious dining room, and an oversized chef's kitchen featuring: taj mahal quartz counters, Thermador panelized appliances, a custom built venetian plaster vent hood, Mouser custom cabinetry & a massive pantry w/ a custom built door for easy loading direct from the garage. The 1st floor continues w/ a large living room area including a venetian plaster electric fireplace, custom built-ins, an extra office or 1st floor bedroom flex space. The second level features a stunning primary suite bedroom w/ a parquet ipe private deck & a spa-inspired en-suite bath w/ a large wet-room shower and tub. Three guest bedrooms all include walk in closets and hardwood flooring. A dedicated laundry room and two more full baths complete the 2nd floor. The finished lower level offers flexible space for a media room, playroom, home gym area, wellness center, and/or an extra bedroom w/ a full bath. The exterior includes a fully landscaped yard, composite privacy fence, a massive Ipe deck, and irrigation. A 1 year builder warranty is included as well. Come see this custom designed home built by one of the best custom home builders in the area!

33 Harbor View Park, Milton

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.

$995,000

4 Beds ⋅ 2 Baths ⋅ 73559489 MLS

Get ready to feel right at home at 128 Pleasant Street! Set on a charming corner lot in a convenient Milton location, this bright and welcoming home brings together classic character, easy living, and the kind of everyday comfort buyers love. Step inside and you’re greeted by sun-filled rooms, well-maintained hardwood floors, and a warm, natural flow that makes the home feel instantly inviting. The open dining area leads right into a bright kitchen with recessed lighting and new stainless steel appliances, creating the perfect setup for weeknight dinners, weekend hosting, and everything in between. With four bedrooms, ductless mini-split A/C, comfortable living space, and a three-season porch that adds the perfect spot for morning coffee or a quiet evening unwind, there’s room here to spread out and enjoy. Out back, a wood deck overlooks the yard and garden space, offering just the right setting for grilling, relaxing, and making the most of the seasons. Bright, charming, well cared for, and wonderfully convenient — 128 Pleasant Street is the kind of Milton home that feels good from the moment you walk in. Come see for yourself!

128 Pleasant St, Milton

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

$2,900

2 Beds ⋅ 1 Baths ⋅ 73559465 MLS

Welcome to this well-maintained 2 bedroom rental home located in Milton. This inviting property offers living room, separate dining room, dedicated office space and a functional layout designed for comfortable everyday living. Pets are welcome, making this a great opportunity for tenants looking for a pet friendly home. Enjoy outdoor space and off street parking.

60-62 Warren Ave Unit 2, Milton

Listing courtesy of Listing Agent: Karolina Brotschi from Listing Office: Kelly Group Properties.

$699,999

3 Beds ⋅ 2 Baths ⋅ 73557060 MLS

Some homes announce themselves from the curb. This one saves the reveal for inside.Step through the mudroom into a wide, warm first floor where dark-stained beams cross the ceiling, hardwood floors run beneath a bay of windows, and thoughtful craftsmanship gives the home its character. At the center, a striking navy shaker kitchen pairs quartz countertops with a farmhouse sink beneath a triple window, gas cooking, and marble tile carried dramatically to the ceiling.The full bath is finished with hand-set stone chevron mosaic and a built-in niche. A separate half bath and first-floor laundry keep everyday life where it belongs on the living level. Upstairs, three bedrooms are laid out simply and efficiently, without wasted space.Outside, sliders open to a newly finished paver patio, stone fire pit, fresh sod, and a level yard wrapped in full privacy fencing. Four-car parking adds another layer of practicality. Minutes from the Mattapan trolley and Route 93, this is a home where strong design and real-life function meet.

15 Churchill St, Milton

Listing courtesy of Listing Agent: Tayla Andre from Listing Office: Thumbprint Realty, LLC.

$2,000

1 Beds ⋅ 1 Baths ⋅ 73555949 MLS

Welcome to 26 Houston Avenue in Milton! All Utilities included! This charming 1-bedroom rental offers a comfortable and efficient layout, perfect for those seeking a cozy place to call home. The apartment features a bright living area, a well-appointed galley kitchen with ample cabinet space, and a bedroom with generous closet storage. Conveniently located near local shops, public transportation, and major commuting routes, this rental provides easy access to everything Milton and the surrounding communities have to offer. Enjoy comfortable living in a desirable neighborhood with all the conveniences close by.

26 Houston Ave Unit 3, Milton

Listing courtesy of Listing Agent: Connor Withington from Listing Office: Kelly Group Properties.

$999,999

4 Beds ⋅ 2 Baths ⋅ 73552983 MLS

Welcome to this inviting Colonial, ideally located in one of East Milton’s most desirable neighborhoods. With hardwood floors throughout the main and second floor staircase and hall, it awaits your personal touch. Enjoy the convenience of being just moments from local schools, directly across from Cunningham Park, and close to major highways, making commuting a breeze. You’ll also appreciate the nearby restaurants, shops, and amenities that make East Milton such a sought-after place.

106 Edge Hill Rd, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$4,800,000

5 Beds ⋅ 5 Baths ⋅ 73551180 MLS

Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

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

$745,000

2 Beds ⋅ 2 Baths ⋅ 73547281 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). This unit come with a designated storage space, and 1 underground parking space.

485 Blue Hills Parkway Unit 44, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$640,000

3 Beds ⋅ 2 Baths ⋅ 73544814 MLS

Welcome to 52 Meagher Ave Milton. This charming colonial property offers convenience and comfort featuring three bedrooms and one bathroom and half , this home is ideal for families, first-time buyers, or anyone seeking a beautiful home.

52 Meagher Ave, Milton

Listing courtesy of Listing Agent: Pedro Garcia from Listing Office: Garcia Realty, LLC.

$3,000

3 Beds ⋅ 1 Baths ⋅ 73541252 MLS

A remarkable opportunity to be in this first floor spacious 3 bed 1 bath unit. Complete with a vestibule and bonus sun room. Newer updates including stainless steel appliances and tiled bathroom. Shared yard space so if you have a dog, subject to landlords approval they will have space. Lots of green space in the neighborhood and a half of a mile from the Mattapan Station. On street parking and no laundry on site.

16 West Street Unit 1, Milton

Listing courtesy of Listing Agent: Jacob McBride from Listing Office: Donahue Real Estate Co..

$4,000

3 Beds ⋅ 2 Baths ⋅ 73540000 MLS

Presented for lease, the residential property at 50 Sassamon Ave in Milton, MA, a distinguished 1950s residence offering 1240 square feet of meticulously designed living space, embodies refined living within a serene setting. This single-story residence encompasses three well-appointed bedrooms, providing ample private accommodations. Complementing the living quarters are two full bathrooms, thoughtfully integrated to serve both residents and guests with convenience and space. Further enhancing the property's appeal is a single-car garage, offering secure parking and additional storage options. The expansive 10,916-square-foot lot provides a generous outdoor environment. We invite you to explore the sophisticated lifestyle opportunities presented by this exceptional Milton rental property.

50 Sassamon Ave, Milton

Listing courtesy of Listing Agent: Gail D. Nocera from Listing Office: Coldwell Banker Realty - Milton.

$5,995,000

7 Beds ⋅ 10 Baths ⋅ 73519804 MLS

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

55 Parkwood Drive, Milton

Listing courtesy of Listing Agent: Kevin G. Keating from Listing Office: Keating Brokerage.

$2,725,000

4 Beds ⋅ 3 Baths ⋅ 73519240 MLS

A rare and private Blue Hills retreat set on 2.6 wooded acres abutting conservation land, approached by a winding drive. Designed for those who value privacy and refined living, this exceptional property offers a peaceful escape just minutes from Boston and major routes. The beautifully renovated residence features 4 bedrooms and 2.5 baths, including a luxurious first-floor primary suite with a spa-style bath, custom cabinetry/closets and attached sunroom, perfect for quiet mornings and serene evenings. Elevated finishes and craftsmanship are showcased throughout, highlighted by a chef’s kitchen with Wolf double oven, built-in Miele coffee machine and striking marble and custom concrete countertops. Three bedrooms upstairs offer flexibility. The estate includes a detached 3-car barn-style garage with game room, plus a newly built garage connected by a slate-accented portico. A heated in-ground pool and cabana complete this private, resort-like setting. A truly exceptional offering.

135 Milton Street, Milton

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

$740,000

3 Beds ⋅ 2 Baths ⋅ 73515348 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 39, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$3,200,000

5 Beds ⋅ 5 Baths ⋅ 73511555 MLS

Set off a lovely cul-de-sac, surrounded by woodland and sky, this restored Greek Revival offers grace, modern sustainability, and space for you and yours. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed: a quiet workhorse. A glass-walled garden room with fireplace and woodland views offers needed stillness. A bluestone terrace flows to the private trailhead into the Blue Hills Reservation: 7,000 acres for hiking or exploration. Modern systems — geothermal heating/cooling, solar array, and EV charger — reflect a commitment to sustainability. On 2+ acres of natural beauty, find privacy and peace without sacrifice: the commuter rail, Rts 128/95, Logan Airport within easy reach. Access to Milton's public and the area’s prestigious independent schools makes the address practical and inspiring. This is where sophistication and sanctuary meet.

1632 Canton Ave, Milton

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

$3,699,999

5 Beds ⋅ 7 Baths ⋅ 73508385 MLS

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton’s most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

90 Countryside Ln, Milton

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$3,950,000

6 Beds ⋅ 8 Baths ⋅ 73506861 MLS

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life’s most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

650 Canton Ave, Milton

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

$5,495,000

6 Beds ⋅ 6 Baths ⋅ 73499732 MLS

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

3 Stone Bridge Lane, Milton

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$599,000

2 Beds ⋅ 2 Baths ⋅ 73474203 MLS ⋅ ['Ice House'] BLDG.

Last remaining two bedroom unit in this size and pricepoint! Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space.

485 Blue Hills Parkway Unit 2, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$715,000

2 Beds ⋅ 2 Baths ⋅ 73474181 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. This unit has a larger bedroom with double custom closets and room for home office Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 12, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$699,999

2 Beds ⋅ 2 Baths ⋅ 73473427 MLS ⋅ ['Ice House'] BLDG.

Introducing the newly constructed Icehouse on the Parkway Condominiums! This luxurious building boasts beautiful Quartz countertops, white shaker cabinets with stainless steel appliances. In-unit laundry with a Electrolux washer and dryer included. Generous-sized tiled bathrooms, custom designed closets, Hydro Air AC, and Navian energy-efficient tankless heat/hot water systems in every unit. The building features an elevator, fitness room, and comfortable common areas. Adjacent walking trails lead to the historic Popes Pond. The building pays homage to the once thriving ice harvesting businesses in the area (see attachment for a brief history). All units come with a designated storage space, and underground parking.

485 Blue Hills Parkway Unit 13, Milton

Listing courtesy of Listing Agent: Timothy E. Driscoll from Listing Office: South Shore Sotheby's International Realty.

$649,900

3 Beds ⋅ 1 Baths ⋅ 73469207 MLS

Opportunity knocks in one of Milton’s most desirable neighborhoods! This classic home at 7 Parkway Crescent offers incredible potential for buyers looking to renovate, customize, and build equity. Set on a spacious lot in a quiet, established area, the property features a flexible floor plan with generous room sizes, hardwood floors, and plenty of natural light. Conveniently located near schools, parks, shopping, and major routes, this property combines a prime location with tremendous upside potential. Don’t miss this rare chance to invest in Milton. The occupant of this house has a life estate.

7 Parkway Cres, Milton

Listing courtesy of Listing Agent: Fermin Group from Listing Office: Century 21 North East.

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Milton, MA Homes for Sale

Overview of Real Estate in Milton, MA

Luxury Properties in Milton

Family-Friendly Neighborhoods

Investment Opportunities in Milton

Future Outlook for Real Estate in Milton

Newest Milton, MA Homes for Sale

How much is your home worth?

How much is your home worth?