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207 Pleasant StreetMilton, MA 02186

For Sale

$1,725,000

Smart Buyer Rebate $8,625

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
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood, Tile, Flooring - Wall To Wall Carpet, Flooring - Hardwood
  • Interior Features: Play Room, Den

Measurements

  • Living Area: 2,930
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Sump Pump, Concrete
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking Spaces: 4
  • Open Parking: Yes
  • 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.