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.
Sold for $1,600,000
$1,600,000
207 Pleasant St, Milton, MA 02186
4beds
2,930sqft
Single Family Residence
Built in 1927
1.8 Acres Lot
$1,651,300 Zestimate®
$546/sqft
$5,566 Estimated rent
Home value
$1,651,300
$1.57M - $1.73M
$5,566/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
DeWolfe Group 781-248-1534,
Gibson Sotheby's International Realty 781-329-8008,
Tammy Motsick DeWolfe 781-248-1534
Bought with:
Scott Farrell & Partners
Compass
Source: MLS PIN,MLS#: 73484306
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Closet, Flooring - Hardwood, Dressing Room
- Level: Second
- Area: 84
- Dimensions: 12 x 7
Bedroom 2
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 110
- Dimensions: 11 x 10
Bedroom 3
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 90
- Dimensions: 9 x 10
Bedroom 4
- Features: Closet, Flooring - Hardwood
- Level: Second
- Area: 120
- Dimensions: 12 x 10
Bathroom 1
- Features: Bathroom - Full, Bathroom - With Shower Stall, Flooring - Stone/Ceramic Tile
- Level: First
Bathroom 2
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Flooring - Stone/Ceramic Tile
- Level: Second
Dining room
- Features: Beamed Ceilings, Closet/Cabinets - Custom Built, Flooring - Hardwood
- Level: Main,First
- Area: 126
- Dimensions: 14 x 9
Family room
- Features: Beamed Ceilings, Flooring - Hardwood, Open Floorplan
- Level: Main,First
- Area: 462
- Dimensions: 22 x 21
Kitchen
- Features: Vaulted Ceiling(s), Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Open Floorplan, Gas Stove, Lighting - Pendant
- Level: Main,First
- Area: 506
- Dimensions: 22 x 23
Living room
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Open Floorplan
- Level: Main,First
- Area: 154
- Dimensions: 14 x 11
Heating
- Baseboard, Hot Water
Cooling
- Window Unit(s)
Appliances
- Included: Gas Water Heater, ENERGY STAR Qualified Refrigerator, Range
- Laundry: In Basement, Washer Hookup
Features
- Play Room, Den
- Flooring: Wood, Tile, Flooring - Wall to Wall Carpet, Flooring - Hardwood
- Windows: Insulated Windows
- Basement: Full,Partially Finished,Sump Pump,Concrete
- Number of fireplaces: 1
- Fireplace features: Family Room
Interior area
- Total structure area: 2,930
- Total interior livable area: 2,930 sqft
- Finished area above ground: 2,590
- Finished area below ground: 340
Property
Parking
- Total spaces: 5
- Parking features: Detached, Barn, Paved Drive, Off Street, Tandem, Paved
- Garage spaces: 1
- Uncovered spaces: 4
Features
- Patio & porch: Porch, Deck
- Exterior features: Porch, Deck, Rain Gutters, Barn/Stable, Stone Wall, Outdoor Gas Grill Hookup
Lot
- Size: 1.8 Acres
- Features: Wooded
Details
- Additional structures: Barn/Stable
- Parcel number: 132041
- Zoning: RC
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter, Stone
- Roof: Shingle
Condition
- Year built: 1927
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, Washer Hookup, Outdoor Gas Grill Hookup
Community & HOA
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
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $546/sqft
- Tax assessed value: $846,400
- Annual tax amount: $9,387
- Date on market: 5/31/2026
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 8/11/2026 | Sold | $1,600,000-7.2%$546/sqft |
Source: MLS PIN #73484306 Report a problem | ||
| 5/21/2026 | Pending sale | $1,725,000$589/sqft |
Source: MLS PIN #73484307 Report a problem | ||
| 5/6/2026 | Contingent | $1,725,000$589/sqft |
Source: MLS PIN #73484306 Report a problem | ||
| 3/9/2026 | Listed for sale | $1,725,000+650%$589/sqft |
Source: MLS PIN #73484307 Report a problem | ||
| 2/11/1987 | Sold | $230,000$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $9,387 +3.1% | $846,400 +1.5% |
| 2024 | $9,104 +0.4% | $833,700 +4.8% |
| 2023 | $9,066 +2.4% | $795,300 +12% |
| 2022 | $8,854 -1.4% | $710,000 +3.8% |
| 2021 | $8,977 +3.2% | $683,700 +3.2% |
| 2020 | $8,696 +2.5% | $662,800 +3% |
| 2019 | $8,481 -0.4% | $643,500 +4.4% |
| 2018 | $8,512 +6.9% | $616,400 +5% |
| 2017 | $7,962 -7.9% | $587,200 -8.3% |
| 2016 | $8,647 +9.5% | $640,500 +13.1% |
| 2015 | $7,897 +3.1% | $566,500 +10.9% |
| 2014 | $7,658 +2% | $510,900 |
| 2013 | $7,510 +2.4% | $510,900 |
| 2012 | $7,331 +2.8% | $510,900 +0.8% |
| 2011 | $7,133 +4.6% | $507,000 -0.8% |
| 2010 | $6,821 +10.8% | $510,900 -2.6% |
| 2009 | $6,156 +3.9% | $524,400 -3.1% |
| 2008 | $5,925 +1% | $541,100 |
| 2007 | $5,866 +6.8% | $541,100 |
| 2006 | $5,492 +5.9% | $541,100 +10% |
| 2005 | $5,187 +0.6% | $492,100 +15.7% |
| 2004 | $5,155 +3.3% | $425,300 |
| 2003 | $4,989 +9.8% | $425,300 +57.9% |
| 2002 | $4,543 +22.2% | $269,300 +32.6% |
| 1999 | $3,719 | $203,100 |
Find assessor info on the county website
Neighborhood: 02186
Nearby homes
- $1,405,2004 bd2 ba3.5k sqft33 Woodville Ave, Milton, MA 02186Off Market
- $1,089,5003 bd2 ba1.8k sqft195 Pleasant St, Milton, MA 02186Off Market
- $1,386,9003 bd2 ba1.8k sqft211 Pleasant St, Milton, MA 02186Off Market
- $1,435,8004 bd2 ba3.5k sqft33 Woodville Avenue, Milton, MA 02186Off Market
- $1,060,8002 bd2 ba2.6k sqft185 Pleasant St, Milton, MA 02186Off Market
- $1,442,0004 bd2 ba3.4k sqft35 Woodville Ave, Milton, MA 02186Off Market
- $2,054,4004 bd3 ba3.1k sqft9 Pine Gardens Way, Milton, MA 02186Off Market
- $859,8003 bd1 ba1.7k sqft183 Pleasant St, Milton, MA 02186Off Market
Nearby schools
GreatSchools rating
- 9/10Cunningham SchoolGrades: PK-5Distance: 0.5 mi
- 8/10Charles S Pierce Middle SchoolGrades: 6-8Distance: 1.2 mi
- 10/10Milton High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Coll/ Cunn
- Middle: Pierce
- High: Milton
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,651,300
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,651,300
- Massachusetts
- Norfolk County
- Milton
- 02186
- 207 Pleasant St
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