Prominently positioned on Pleasant Street, this custom 1927 home is rich in character and timeless architectural detail while offering wonderful opportunities for personalization. The home blends the charm of yesterday with a thoughtful addition featuring a spacious dining area and family room with a dramatic floor-to-ceiling fieldstone fireplace and striking beamed ceiling—creating a warm and inviting gathering space. Hardwood floors run throughout the home, complemented by classic yesteryear detailing that reflects the craftsmanship of the era. An expansive deck overlooks the beautiful 1.80-acre property, complete with walking trails and natural surroundings ideal for outdoor enjoyment. A barn offers space for one-car parking, storage, or workshop potential. Perfectly located for commuters and convenient to area amenities, this distinctive Milton property presents a rare opportunity to restore, customize, and create your dream home in a sought-after setting.
Listed by Tammy Motsick DeWolfe
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Gibson Sotheby's International Realty
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781-248-1534
Listed by DeWolfe Group
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Gibson Sotheby's International Realty
Last updated March 13, 2026
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Source: MLSPin #73484306
Listing Facts
TypeSingle-family
NeighborhoodBlue Hills Reservation
Bedrooms4
Bathrooms2
Days on Prevu8
Taxes$9,387/year
Size2,930 sqft
Price per sqft$589
Amenities
Private Outdoor Space
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
03/09/2026
Listed by Gibson Sotheby's International Realty
$1,725,000
Property Details for 207 Pleasant Street
Association
Amenities
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House Of Worship, Marina, Private School, Public School, University, Sidewalks
Exterior
Construction
Roof: Shingle
Window Features: Insulated Windows
Year Built: 1927
Year Built Details: Actual
Construction Materials: Frame
Exterior Features: Porch, Deck, Rain Gutters, Barn/Stable, Stone Wall, Outdoor Gas Grill Hookup
Features
Other Structures: Barn/Stable
Patio And Porch Features: Porch, Deck
Road Frontage Type: Public
Measurements
Building Area Total: 2,930
Building Area Units: Square Feet
Lot Features: Wooded
Lot Size Acres: 1.80
Lot Size Area: 1
Lot Size Square Feet: 78,408
Lot Size Units: Acres
Financial
Taxes
Parcel Number: 132041
Tax Annual Amount: $9,387.00
Tax Assessed Value: $846,400.00
Tax Year: 2025
Interior
Features
Appliances: Gas Water Heater, ENERGY STAR Qualified Refrigerator, Range
Parking Features: Detached, Barn, Paved Drive, Off Street, Tandem, Paved
Parking Total: 5
Schools
Elementary School
Elementary School: Coll/ Cunn
High School
High School: Milton
Middle or Junior School
Middle Or Junior School: Pierce
Utilities
Equipment
Cooling: Window Unit(s)
Has Cooling: Yes
Electric: Circuit Breakers
Heating: Baseboard, Hot Water
Has Heating: Yes
Laundry Features: In Basement, Washer Hookup
Sewer: Public Sewer
Utilities: For Gas Range, For Gas Oven, Washer Hookup, Outdoor Gas Grill Hookup
Water Source: Public
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 4 bedrooms and 2 bathrooms in this single-family home at 207 Pleasant Street.
What schools are nearby to 207 Pleasant Street?
Nearby schools include the Coll/ Cunn Elementary School, Pierce Middle School, and Milton High School.
Does this single-family home have parking?
Yes, there is 1 parking space available for 207 Pleasant Street.
What are the annual taxes for 207 Pleasant Street?
Annual taxes for this single-family home are estimated at $9,387.
How does 207 Pleasant Street compare to other single-family homes in Blue Hills Reservation?
This single-family home is listed 17% above the average price for single-family homes in Blue Hills Reservation and has been on the market for 28 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 2,930 sqft.
207 Pleasant Street is a 4-bedroom, 2-bath single-family home for sale in Milton MA 02186. On Prevu for 8 days at $1,725,000. This home features 2,930 square feet of living space, located in Norfolk County. The median listing price for single-family homes in this area is $1,475,000. Nearby schools include Coll/ Cunn Elementary School, Pierce Middle School, and Milton High School. The home offers private outdoor space, parking, and swimming pool. View other single-family home listings in Norfolk County.
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