Charming, affordable, and filled with opportunity, 98 Pleasant Street presents a rare chance to own in the highly sought-after Cunningham Park neighborhood of Milton. Perfectly situated on a spacious corner lot, this charming home is filled with timeless character, offering the ideal canvas to bring your vision to life. The location is unmatched — just minutes to I-93, steps from the trails and fields of Cunningham Park, and close to all the shops, restaurants, and conveniences of Milton. Combined with top-rated schools and an unbeatable neighborhood setting, this home offers incredible value in a premier location. Whether you choose to restore, renovate, or reimagine, the potential here is undeniable. Selling in “AS IS” CONDITION.
Sold for $725,000
$725,000
98 Pleasant St, Milton, MA 02186
3beds
1,046sqft
Single Family Residence
Built in 1896
6,809 Square Feet Lot
$724,000 Zestimate®
$693/sqft
$3,574 Estimated rent
Home value
$724,000
$681,000 - $767,000
$3,574/mo
Zestimate® history
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$4,517/mo
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List your homeWhat's special
Filled with timeless characterSpacious corner lot
Zillow last checked:
Listing updated:
Listed by:
Tammy Connearney 508-574-6510,
Lands End Realty, Inc. 508-812-0210
Bought with:
Robert Mcauliffe
Duhallow Real Estate
Source: MLS PIN,MLS#: 73519431
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Baseboard, Natural Gas
Cooling
- Window Unit(s)
Features
- Flooring: Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,046
- Total interior livable area: 1,046 sqft
- Finished area above ground: 1,046
Property
Parking
- Total spaces: 3
- Parking features: Detached, Paved Drive, Off Street
- Garage spaces: 1
- Uncovered spaces: 2
Features
- Patio & porch: Porch - Enclosed, Patio
- Exterior features: Porch - Enclosed, Patio
Lot
- Size: 6,809 Square Feet
- Features: Corner Lot
Details
- Parcel number: 131870
- Zoning: RC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other (See Remarks)
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Stone, Brick/Mortar
- Roof: Shingle
Condition
- Year built: 1896
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Highway Access, House of Worship, Private School, Public School
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $693/sqft
- Tax assessed value: $777,600
- Annual tax amount: $9,263
- Date on market: 6/11/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/10/2026 | Sold | $725,000$693/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 6/12/2026 | Pending sale | $725,000$693/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 6/1/2026 | Contingent | $725,000$693/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 5/28/2026 | Price change | $725,000-6.5%$693/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 5/19/2026 | Price change | $775,000-6.1%$741/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 5/14/2026 | Listed for sale | $824,999+187.5%$789/sqft |
Source: MLS PIN #73519431 Report a problem | ||
| 8/22/2008 | Sold | $287,000+64%$274/sqft |
Source: Public Record Report a problem | ||
| 4/28/2008 | Sold | $175,000-56.6%$167/sqft |
Source: Public Record Report a problem | ||
| 8/20/2004 | Sold | $403,000+30%$385/sqft |
Source: Public Record Report a problem | ||
| 3/1/2002 | Sold | $310,000+85.6%$296/sqft |
Source: Public Record Report a problem | ||
| 11/21/1989 | Sold | $167,000$160/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,350 +1.5% | $752,900 0% |
| 2024 | $8,223 +4.1% | $753,000 +8.6% |
| 2023 | $7,902 +1.6% | $693,200 +11.2% |
| 2022 | $7,774 +4.8% | $623,400 +10.3% |
| 2021 | $7,421 +3.5% | $565,200 +3.4% |
| 2020 | $7,169 +2.5% | $546,400 +3% |
| 2019 | $6,992 +14.3% | $530,500 +19.8% |
| 2018 | $6,115 +6.8% | $442,800 +4.8% |
| 2017 | $5,728 -7.5% | $422,400 -7.9% |
| 2016 | $6,191 +9.7% | $458,600 +13.3% |
| 2015 | $5,643 +3.1% | $404,800 +10.8% |
| 2014 | $5,474 +2% | $365,200 |
| 2013 | $5,368 +2.4% | $365,200 |
| 2012 | $5,241 +2.9% | $365,200 +0.9% |
| 2011 | $5,092 +4.6% | $361,900 -0.7% |
| 2010 | $4,867 +10% | $364,600 -3.2% |
| 2009 | $4,424 +3.2% | $376,800 -3.8% |
| 2008 | $4,288 -0.3% | $391,600 -1.4% |
| 2007 | $4,303 +6.8% | $397,000 |
| 2006 | $4,030 +14.4% | $397,000 +18.8% |
| 2005 | $3,524 -0.1% | $334,300 +14.8% |
| 2004 | $3,528 +3.3% | $291,100 |
| 2003 | $3,415 +12.2% | $291,100 +61.3% |
| 2002 | $3,045 +21.8% | $180,500 +32.1% |
| 1999 | $2,501 | $136,600 |
Find assessor info on the county website
Neighborhood: 02186
Nearby homes
- $862,6003 bd2 ba1k sqft8 Cottage Pl, Milton, MA 02186Off Market
- $881,2002 bd1 ba1.3k sqft88 Pleasant St, Milton, MA 02186Off Market
- $905,2004 bd2 ba2k sqft102-104 Pleasant St, Milton, MA 02186Off Market
- $874,9003 bd1 ba1.3k sqft7 Cottage Pl, Milton, MA 02186Off Market
- $897,2003 bd2 ba1.4k sqft12 Cottage Pl, Milton, MA 02186Off Market
- $919,0004 bd3 ba1.7k sqft402 Reedsdale Rd, Milton, MA 02186Off Market
- $900,0003 bd2 ba1.3k sqft97 Pleasant St, Milton, MA 02186Sold
- $1,177,3003 bd2 ba2.1k sqft91 Pleasant St, Milton, MA 02186Off Market
Nearby schools
GreatSchools rating
- 9/10Cunningham SchoolGrades: PK-5Distance: 0.8 mi
- 8/10Charles S Pierce Middle SchoolGrades: 6-8Distance: 1.1 mi
- 10/10Milton High SchoolGrades: 9-12Distance: 1 mi
Schools provided by the listing agent
- Elementary: Cunningham School
- Middle: Charles S Pierce Middle School
- High: Milton High School
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
$724,000
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
$724,000
- Massachusetts
- Norfolk County
- Milton
- 02186
- 98 Pleasant St
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