Set in one of Milton's most desirable neighborhoods, this thoughtfully designed home offers exceptional space, flexibility, and upscale finishes throughout. At its heart is a high-end chef's kitchen featuring premium appliances, custom cabinetry, and generous gathering space for everyday living and entertaining. A rare first-floor primary suite provides ideal accommodations for guests, multigenerational living, or single-level convenience, while the second floor features four additional bedrooms including a luxurious primary suite. The finished lower level with half bath adds approximately 500 square feet of versatile living space perfect for a media room, playroom, gym, or home office. Enjoy private outdoor space ideal for relaxing or entertaining, along with convenient access to the scenic walking and hiking trails of the Blue Hills Reservation. Meticulously maintained and built just 10 years ago, this home combines comfort, functionality, and timeless appeal.
For sale
Price cut: $74K (7/6)
$1,425,000
37 Sassamon Ave, Milton, MA 02186
5beds
3,074sqft
Single Family Residence
Built in 2016
5,502 Square Feet Lot
$1,398,700 Zestimate®
$464/sqft
$-- HOA
What's special
Upscale finishes throughoutExceptional spaceRare first-floor primary suiteCustom cabinetryGenerous gathering spacePremium appliances
- 29 days |
- 2,524 |
- 93 |
Zillow last checked:
Listing updated:
Listed by:
Robin Shea 203-592-3838,
Principal Real Estate Partners 781-974-4915,
John Shea 781-974-4915
Source: MLS PIN,MLS#: 73533982
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 3
- 1/2 bathrooms: 2
Primary bathroom
- Features: Yes
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Instant Hot Water
Features
- Flooring: Wood
- Basement: Finished,Interior Entry,Garage Access,Bulkhead,Concrete
- Has fireplace: No
Interior area
- Total structure area: 3,074
- Total interior livable area: 3,074 sqft
- Finished area above ground: 2,574
- Finished area below ground: 500
Property
Parking
- Total spaces: 6
- Parking features: Attached, Paved Drive, Paved
- Attached garage spaces: 2
- Uncovered spaces: 4
Lot
- Size: 5,502 Square Feet
Details
- Parcel number: M:N B:05A L:7,4966536
- Zoning: RB
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
Condition
- Year built: 2016
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range
Community & HOA
Community
- Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, Private School, Public School
HOA
- Has HOA: No
Location
- Region: Milton
Financial & listing details
- Price per square foot: $464/sqft
- Tax assessed value: $1,180,900
- Annual tax amount: $13,096
- Date on market: 6/10/2026
Estimated market value
$1,398,700
$1.33M - $1.47M
$7,715/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/6/2026 | Price change | $1,425,000-4.9%$464/sqft |
Source: MLS PIN #73533982 Report a problem | ||
| 6/28/2026 | Listed for rent | $7,950$3/sqft |
Source: Zillow Rentals Report a problem | ||
| 6/11/2026 | Listed for sale | $1,499,000+50.7%$488/sqft |
Source: MLS PIN #73533982 Report a problem | ||
| 9/10/2020 | Sold | $994,500-0.5%$324/sqft |
Source: Public Record Report a problem | ||
| 8/10/2020 | Pending sale | $999,000$325/sqft |
Source: Berkshire Hathaway HomeServices Warren Residential #72705377 Report a problem | ||
| 8/6/2020 | Listed for sale | $999,000+11%$325/sqft |
Source: Berkshire Hathaway HomeServices Warren Residential #72705377 Report a problem | ||
| 5/10/2017 | Sold | $899,900$293/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $13,096 +3.1% | $1,180,900 +1.5% |
| 2024 | $12,704 -1.1% | $1,163,400 +3.3% |
| 2023 | $12,840 +5.9% | $1,126,300 +15.9% |
| 2022 | $12,121 +2.7% | $972,000 +8.1% |
| 2021 | $11,808 -2.3% | $899,300 -2.4% |
| 2020 | $12,091 +2.5% | $921,600 +3% |
| 2019 | $11,792 +1.1% | $894,700 +6% |
| 2018 | $11,658 +127.3% | $844,200 +123.2% |
| 2017 | $5,130 | $378,300 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 02186
Nearby schools
GreatSchools rating
- 9/10Cunningham SchoolGrades: PK-5Distance: 1.6 mi
- 7/10Charles S Pierce Middle SchoolGrades: 6-8Distance: 1.9 mi
- 10/10Milton High SchoolGrades: 9-12Distance: 1.6 mi
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A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Norfolk County
- Milton
- 02186
- 37 Sassamon Ave





