Milton Real Estate

Milton is located between the Neponset River and the Blue Hills just 10 miles south of Boston by car. At 13.3 square miles with 27,000 residents, Milton is a densely populated South Shore suburb. Despite its convenient location and growing population, Milton still has a bucolic feel. Commercial development is limited and pristine estates are interspersed with protected land and parks. Much of the community’s appeal stems from its safe neighborhoods, friendly residents and top-ranked schools — both public and private. Not surprisingly, Money Magazine has repeatedly included Milton on its annual list of “Best Places to Live” in the United States. Given its historic past, Milton still retains many 19th century country homes and estates as well as early 19th century workers’ housing. Field stone walls forming property boundaries are a fixture on many lots. Many notable homes are on the Historic Register with the Milton Historical Commission creating six different historic districts within the town: Milton Center, Scotts Woods, Brush Hill, Milton Hill, Railway Village, and Milton Cemetery.  Read more about Milton real estate.

Milton Homes & Condos For Sale

Milton Homes & Condos For Sale December 6, 2022
41
Listed
75
Avg. DOM
$540.54
Avg. $ / Sq.Ft.
$849,000
Med. List Price
41 Properties
Page 1 of 4
$2,895,000
Neighborhood: Brush Hill Road
4
Beds
6
Baths
6,282
Sq.Ft.
2022
Year Built
107
Days on Site
73027941
MLS
NEW PRICE! Fresh out of Architectural Digest , #320 Fairmount Ave comes to market with a BANG! Sophisticated elegance with crisp, clean lines, this is one of a kind. From the dramatic 2 story foyer,...
7
Beds
5F11/2
Baths
6,100
Sq.Ft.
1896
Year Built
119
Days on Site
73023634
MLS
This home simply cannot be described, it must be experienced. Some refer to it as "one of the most interesting homes in Milton". Once a part of the Eustis Estate and designed by preeminent Boston...
4
Beds
3F11/2
Baths
2,836
Sq.Ft.
1900
Year Built
19
Days on Site
73059568
MLS
From the moment you pull into the driveway, you will be impressed by the enchanting charm of this French Country home. Once you enter you'll be delighted to find a home that offers formal and casual...
$1,895,000
Condo: Wolcott Woods
3
Beds
3F11/2
Baths
3,086
Sq.Ft.
2023
Year Built
58
Days on Site
73046289
MLS
One of two remaining free-standing Cushing plans at Wolcott Woods, suburban Boston's premier 55+ community. The location of this home provides stunning views from its Grand Room , a setting where...
3
Beds
3F11/2
Baths
3,086
Sq.Ft.
2023
Year Built
55
Days on Site
73047625
MLS
One of two remaining free-standing Cushing plans at Wolcott Woods, suburban Boston's premier 55+ community. The location of this home provides stunning views from its Grand Room , a setting where...
$1,765,000
Neighborhood: Columbine/Cliff
5
Beds
2F21/2
Baths
4,619
Sq.Ft.
1945
Year Built
71
Days on Site
73041508
MLS
Welcome home to this classic center entrance Colonial in the coveted Columbine neighborhood in Milton: Money Magazine's 'Best Place to Live in the US'! After more than 60 years, it's time for the...
$1,750,000
Condo: Wolcott Woods
2
Beds
2F11/2
Baths
2,460
Sq.Ft.
2022
Year Built
344
Days on Site
72929778
MLS
Immediate Occupancy. A free-standing Adams at Wolcott Woods, suburban Boston's premier 55+ neighborhood. This coveted detached design is sure to make a statement with its lovely portico entrance and...
$1,750,000
Condo: Wolcott Woods
2
Beds
2F11/2
Baths
2,500
Sq.Ft.
2023
Year Built
159
Days on Site
73006196
MLS
A free-standing Adams at Wolcott Woods, suburban Boston's premier 55+ neighborhood. This coveted detached design is sure to make a statement with its lovely front entrance porch and expansive open...
2
Beds
2F11/2
Baths
2,460
Sq.Ft.
2022
Year Built
55
Days on Site
73047626
MLS
Immediate Occupancy. A free-standing Adams at Wolcott Woods, suburban Boston's premier 55+ neighborhood. This coveted detached design is sure to make a statement with its lovely portico entrance and...
$1,599,000
Neighborhood: Cunningham Park
5
Beds
3F21/2
Baths
3,972
Sq.Ft.
1989
Year Built
48
Days on Site
73050431
MLS
Welcome home to 18 Jeremiahs Way, a hidden gem in the Cunningham Park area. This custom built colonial offers 11rms, 5 Bedrms & 3 Full & 2 half baths that is situated on a private lush landscaped...
$1,550,000
Condo: Wolcott Woods
3
Beds
3F11/2
Baths
2,576
Sq.Ft.
2023
Year Built
30
Days on Site
73055923
MLS
Enjoy the convenience of ready access to major highways and public transportation and a comfortable lifestyle, enhanced by the seasonal splendors that this magnificent estate setting affords. This...
$1,535,000
Condo: Wolcott Woods
3
Beds
3F11/2
Baths
2,576
Sq.Ft.
2023
Year Built
92
Days on Site
73032706
MLS
Enjoy the convenience of ready access to major highways and public transportation and a comfortable lifestyle, enhanced by the seasonal splendors that this magnificent estate setting affords. This...

More About Milton Real Estate

Milton Location

Milton’s easy commute times to Boston by car and via the Red Line on the MBTA and commuter rail are a major part of its draw. In fact, Milton maintains four stops along the Mattapan-Ashmont Red Line Trolley. The community is bordered by Boston neighborhoods Dorchester and Mattapan to the north; Hyde Park (Boston) to the west; Quincy to the east and south; Randolph to the south; and Canton to the west. Milton is also easily accessed from I-93 and U.S. Route 1 as well as Route 3, which loop around the town near the southern and eastern borders.

Milton Recreation

Milton offers an abundance of activities for families. The Blue Hills Reservation, a 7,000-acre state park, is tops on many locals’ list. The Reservation stretches from Quincy to Dedham and from Milton to Randolph and houses 16 historic structures as well as a variety of trails and natural landscapes. The top of the hills offer sweeping views of the Boston cityscapes. The Blue Hill Observatory is also in the park and is the oldest continually operated weather observatory in the U.S. Another park attraction is Houghton’s Pond, which was formed 10,000 years ago from receding glaciers. The 24-acre pond is up to 42 feet deep in some areas providing numerous opportunities for swimming, fishing, and picnicking along its scenic shores. The Neponset River Reservation is another place to enjoy views of the river and natural beauty of many protected areas.

Milton History

The Puritans settled Milton as part of Dorchester in the 1630s with many of the early Puritan families of Milton going on to take influential roles in the creation of the Massachusetts Bay Colony. Milton’s roots are grounded in an agrarian culture and variety of industries that sprang up along the Neponset River. In the 18th century Milton served as the site of the first chocolate factory in New England while expanding as an industrial area. The town was home to America’s first piano factory as well as helping to originate the term “cracker” for biscuits baked at Bent’s Cookie Factory. These concoctions made of flour and water were designed so they would not deteriorate during long sea voyages from the port of Boston. The “crackling” noise occurred during the baking process, giving birth to the name. Today Milton claims many notable residents — the town was President George H.W. Bush’s birthplace and home to former Governor Deval Patrick as well as being the town of record for many New England athletes, actors, authors, and statesmen.

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