207 Pleasant St

2,930 Sq. Ft.
$589 / Sq. Ft.
2,930
Sq. Ft.
$589
per Sq. Ft.

Description

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...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.
  1. Listed by DeWolfe Group • Gibson Sotheby's International Realty
  2. Listed by Tammy Motsick DeWolfe • Gibson Sotheby's International Realty

Property Details for 207 Pleasant Street

Town
Milton
Area
MA-Milton
Garage Spaces
1
Open Parking Spaces
4.00
Parking Spaces Total
5

Open Houses

Sunday, Mar 29th1:30 PM - 3:00 PM
LISTING UPDATED: 03/13/2026 03:07 AM

Property Details for 207 Pleasant Street

StatusActive
MLS #73484306
Days on Market17
Taxes$9,387 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1927
CountyNorfolk County

Location

Listing Courtesy of Gibson Sotheby's International Realty, DeWolfe Group; Gibson Sotheby's International Realty, Tammy Motsick DeWolfe
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Building Information for 207 Pleasant Street

Stories-Year Built1927Building Size-Lot Size1.80 AC / 78,408 SF

Payment Calculator

$9,154 per month

30 year fixed, 6.11% Interest

Principal and Interest

$8,372

Property Taxes

$782

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 207 Pleasant Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Golf Course, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, University, Sidewalks
  • Living Area: 2930.0
  • Color: Periwinkle
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Coll/ Cunn
  • High School: Milton
  • Middle School: Pierce
Features
Interior Features
  • Appliances: Gas Water Heater, ENERGY STAR Qualified Refrigerator, Range
  • Basement Features: Full, Partially Finished, Sump Pump, Concrete Floor
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • FireplaceFeatures: Family Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Wood, Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood
  • Interior Features: Play Room, Den
  • Interior Features: Window AC
  • Laundry Features: In Basement, Washer Hookup
  • SpaYN: No
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Deck, Rain Gutters, Barn/Stable, Stone Wall, Outdoor Gas Grill Hookup
  • Exterior Features: Barn/Stable, Stone Wall, Porch, Deck
  • Lot Description: Wooded
  • Other Structures: Barn/Stable
  • Patio And Porch Features: Porch, Deck
  • Roof Material: Shingle
Parking Features
  • Attached Garage: No
  • Carport: No
  • Covered Spaces: 1.00
  • Garage: Yes
  • Garage Parking: Detached, Barn, Paved Drive, Off-Street, Tandem, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Detached, Barn, Paved Drive, Off-Street, Tandem, Paved Driveway
  • Parking Features: Off-Street, Tandem, Paved Driveway
Utilities
  • Cooling: Window AC
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Baseboard, Hot Water
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Gas Oven, Washer Hookup, Outdoor Gas Grill Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 84.0
  • Room Primary Bedroom Features: Closet,Flooring - Hardwood,Dressing Room
  • Room Primary Bedroom Length: 12.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 7.0
Bedroom 2
  • Bedroom2 Area: 110.0
  • Bedroom2 Features: Closet,Flooring - Hardwood
  • Bedroom2 Length: 11.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 10.0
Bedroom 3
  • Bedroom3 Area: 90.0
  • Bedroom3 Features: Closet,Flooring - Hardwood
  • Bedroom3 Length: 9.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 10.0
Bedroom 4
  • Bedroom4 Area: 120.0
  • Bedroom4 Features: Closet,Flooring - Hardwood
  • Bedroom4 Length: 12.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 10.0
Bathroom 1
  • Bathroom1 Features: Bathroom - Full,Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Features: Bathroom - Full,Bathroom - With Tub & Shower,Flooring - Stone/Ceramic Tile
  • Bathroom2 Level: Second
Dining Room
  • Dining Room Area: 126.0
  • Dining Room Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood
  • Dining Room Length: 14.0
  • Dining Room Level: Main,First
  • Dining Room Width: 9.0
Family Room
  • Family Room Area: 462.0
  • Family Room Features: Beamed Ceilings,Flooring - Hardwood,Open Floorplan
  • Family Room Length: 22.0
  • Family Room Level: Main,First
  • Family Room Width: 21.0
Kitchen
  • Kitchen Area: 506.0
  • Kitchen Features: Vaulted Ceiling(s),Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Gas Stove,Lighting - Pendant
  • Kitchen Length: 22.0
  • Kitchen Level: Main,First
  • Kitchen Width: 23.0
Living Room
  • Room Living Room Area: 154.0
  • Room Living Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Open Floorplan
  • Room Living Room Length: 14.0
  • Room Living Room Level: Main,First
  • Room Living Room Width: 11.0
Property Information
Property Info
  • UFFI: Unknown
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Road Responsibility: Public Maintained Road
  • Road Surface Type: Paved
  • Disclosures: Property is being sold in "as is" condition. Buyer and buyer's agent due. Furnance 1991,Roof 2017,Kitchen addition 1988,Anderson window (not kitchen) 2017
Tax Information
  • Tax ID: 132041
  • Assessments: $846,400
  • Book: 000
  • Tax Year: 2025
  • Zoning: RC
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter, Stone
  • Heat Zones: 3
Complex & Association Information
  • Adult Community: No

Property History for 207 Pleasant Street

DateEvent & SourcePriceAppreciation
Mar 9, 2026

Listed (Active)

MLS PIN #73484306

$1,725,000
Mar 9, 2026

Listed (Active)

MLS PIN #73484307

$1,725,000
DateEvent & SourcePrice
03/09/2026

Listed (Active)

MLS PIN #73484306

$1,725,000
03/09/2026

Listed (Active)

MLS PIN #73484307

$1,725,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 207 Pleasant Street

Taxable ValueLand$430,800Additions$402,900Total$833,700
Tax Record2024$9,104 ($759 / month)
Home Facts
Beds4Baths1.5Total Finished SqFt2,490 SqFtAbove Grade Finished SqFt2,490 SqFtUnfinished Basement SqFt988 SqFtStories2Lot Size78,408 SqFtStyleSingle Family ResidenceYear Built1927ZoningRCCountyNORFOLKAPNMILT M:I B:011 L:33Fireplace TypeHas Fireplace

Schools near 207 Pleasant Street

This home is within Milton School District.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Cunningham School
PublicPK to 5

Charles S Pierce Middle School
Public6 to 8

Milton High School
Public9 to 12

Collicot Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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207 Pleasant Street is a single family home for sale in Milton, MA 02186. This property was listed for sale on March 9, 2026 by Gibson Sotheby's International Realty, it's currently listed at $1,725,000. This listing's school district is Milton School District. Nearby schools include Cunningham School, Charles S Pierce Middle School and Milton High School. 207 Pleasant Street is a 4-bed, 2-bath, 2,930 sqft single family home built in 1927.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Gibson Sotheby's International Realty, DeWolfe Group; Gibson Sotheby's International Realty, Tammy Motsick DeWolfe

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.