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207 Pleasant Street, Milton MA 02186

Milton, MA 02186
$1,725,000
Est. $9,705/month
4
Beds
2
Baths
2,930
Sq Ft
$589
Price/Sq Ft
1.80
Acres
1927
Year Built
1
Garage Space
70
Days on Market
Pending Listed Mar 9, 2026 • MLS# 73484306 Copied! • Updated May 20, 2026

About this home

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.

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Recently Sold Nearby

Property History

Market Insights

Property Timeline

📋
Status: Active under contract
May 6, 2026
Active → Active Under Contract
Pending Sale
May 5, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Mar 9, 2026
$1,725,000
Original listing
Agent: DeWolfe Group Office: Gibson Sotheby's International Realty

Tax History

Year Taxes Assessment
2025 $9,387 $846,400

Financial Details

Annual Property Tax
$9,387
Tax Year 2025
Assessed Value
$846,400

Facts & Features

1 Car Garage

Home Facts

Type Residential
Style Single Family Residence
Year Built 1927
Living Area 2,930 sq ft
Lot Size 1.80 acres
Bedrooms 4
Full Baths 2
Total Rooms 10

Interior

Heating Baseboard, Hot Water
Cooling Window Unit(s)
Flooring Wood, Tile, Flooring - Wall To Wall Carpet, Flooring - Hardwood
Appliances Gas Water Heater, Energy Star Qualified Refrigerator, Range
Fireplace Family Room
Fireplaces 1
Basement Full, Partially Finished, Sump Pump, Concrete
Laundry In Basement, Washer Hookup
Features Play Room, Den

Exterior

Construction Frame
Architecture None
Roof Shingle
Features Porch, Deck, Rain Gutters, Barn/stable, Stone Wall, Outdoor Gas Grill Hookup
Pool None
Spa None
Fencing None
Patio/Porch Porch, Deck
Garage Spaces 1
Has Garage Yes
Features Detached, Barn, Paved Drive, Off Street, Tandem, Paved
Total Spaces 5
Electric Circuit Breakers
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Oven, Washer Hookup, Outdoor Gas Grill Hookup
Annual Tax $9,387
Assessed Value $846,400
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Property Is Being Sold In As Is Condition. Buyer And Buyers Agent Due. Furnance 1991, Roof 2017, Kitchen Addition 1988, Anderson Window (not Kitchen) 2017. Several Photos Have Been Staged.
Possession None
Accepted Financing None
Structure Type []
House Color Periwinkle
Sq Ft Source Public Record
Sq Ft Disclosures evel
Documents None
County Norfolk
Total market time (incl. prior listings) 72 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1927
Bedrooms
4
Full Bathrooms
2
Living Area
2,930 sq ft
Total Rooms
10

Room Details

First Floor

Bathroom1
Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile

Second Floor

Bedroom4
12 x 10
Closet, Flooring - Hardwood
Bedroom3
9 x 10
Closet, Flooring - Hardwood
Bathroom2
Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
Bedroom2
11 x 10
Closet, Flooring - Hardwood
Master Bedroom
12 x 7
Closet, Flooring - Hardwood, Dressing Room

Other Floor

Bedroom5
Bathroom3
Office
Master Bathroom

Main,First Floor

Dining Room
14 x 9
Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood
Kitchen
22 x 23
Vaulted Ceiling(s), Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Open Floorplan, Gas Stove, Lighting - Pendant
Living Room
14 x 11
Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan
Family Room
22 x 21
Beamed Ceilings, Flooring - Hardwood, Open Floorplan

Interior Features

Flooring: Wood, Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood
Appliances: Gas Water Heater, ENERGY STAR Qualified Refrigerator, Range
Interior Features: Play Room, Den
Windows: Insulated Windows
Basement: Full, Partially Finished, Sump Pump, Concrete
Laundry: In Basement, Washer Hookup
Security:

Construction & Materials

Year Built: 1927
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Concrete Perimeter, Stone

Heating, Cooling & Utilities

Heating: Baseboard, Hot Water
Heating Zones: 3
Cooling: Window Unit(s)
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck, Rain Gutters, Barn/Stable, Stone Wall, Outdoor Gas Grill Hookup
Patio & Porch: Porch, Deck
Fencing:
Other Structures: Barn/Stable
Lot Features: Wooded
Road Surface: Paved

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 5
Parking Features: Detached, Barn, Paved Drive, Off Street, Tandem, Paved

Special Features

Fireplaces: 1
Fireplace Type: Family Room
Community Amenities: 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

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $782
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

207 Pleasant Street, Milton MA 02186

Milton, MA 02186

Listing Information

Listing Agent DeWolfe Group
Listing Office Gibson Sotheby's International Realty
Office Phone 781-329-8008
Agent MLS ID TM352281
Office MLS ID BB5915
Listing Data Updated May 20, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
Steven Novak
BMN Boston Real Estate
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BMN Boston Real Estate

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