37 Sassamon Ave, Milton MA 02186
Milton, MA 02186
$1,499,000
$1,425,000
Est. $8,497/month
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About this home
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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
4.9%
Price Range
Property Timeline
Status: Active under contract
Jul 10, 2026
Active → Active Under Contract
Pending Sale
Jul 9, 2026
Offer accepted, sale pending
Price Reduced
Jul 6, 2026
$1,425,000
$74,000
(-4.94%)
From $1,499,000 to $1,425,000 (-4.9%)
Listed for Sale
Jun 11, 2026
$1,499,000
Original listing
Agent: Robin Shea
Office: Principal Real Estate Partners
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/10/2026 | 📋 Status: Active under contract | - | - | - | Active → Active Under Contract |
| 07/09/2026 | ⏳ Pending Sale | - | - | - | Offer accepted, sale pending |
| 07/06/2026 | ↓ Price Reduced | $1,425,000 | $74,000 | - | From $1,499,000 to $1,425,000 (-4.9%) |
| 06/11/2026 | 🏠 Listed for Sale | $1,499,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $13,096 | $1,180,900 |
Financial Details
Annual Property Tax
$13,096
Tax Year 2025
Assessed Value
$1,180,900
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
2016
Living Area
3,074 sq ft
Lot Size
0.13 acres
Bedrooms
5
Full Baths
3
Half Baths
2
Total Rooms
7
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
Wood
Appliances
Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Instant Hot Water
Fireplace
None
Basement
Finished, Interior Entry, Garage Access, Bulkhead, Concrete
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Paved Drive, Paved
Total Spaces
6
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$13,096
Assessed Value
$1,180,900
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
None
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Norfolk
Total market time (incl. prior listings)
44 days
Property Overview
Property Type
Single Family Residence
Listing Type
Sale Pending
Year Built
2016
Bedrooms
5
Full Bathrooms
3
Half Bathrooms
2
Living Area
3,074 sq ft
Total Rooms
7
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,574 sq ft above grade
500 sq ft below grade
FeaturesYes
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood
Appliances:
Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Instant Hot Water
Interior Features:
Windows:
Basement:
Finished, Interior Entry, Garage Access, Bulkhead, Concrete
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
2016
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
6
Parking Features:
Attached, Paved Drive, Paved
Nearby Schools
School District
Milton School District local
A+
School Safety
2024-25
0.3%
Low
0.2%
Suspensions
0.1%
In-School
0.1%
Emergency
5.2% below state avg
Elementary Schools
3 schools
Milton Academy
1.6 mi
Grades K-12
A+
Collicot School
1.7 mi
|
#36 of 824
|
Score: 63.5
Improved 68 spots from last year
+5.3 above state avg
623 students
Moderate
Rising School
Strong Attendance
Grades K-05
A+
Cunningham School
1.7 mi
|
#46 of 824
|
Score: 62.6
Improved 54 spots from last year
+4.4 above state avg
612 students
Moderate
Rising School
Grades PK-05
Middle Schools
3 schools
A
Charles S Pierce Middle School
1.9 mi
|
#47 of 352
|
Score: 57.5
Improved 17 spots from last year
-0.8 below state avg
1,002 students
Diverse
Grades 06-08
Lumen Verum Academy
2.1 mi
Grades 06-08
B-
South West Middle School
2.8 mi
|
#179 of 352
|
Score: 42.2
Improved 58 spots from last year
-16 below state avg
449 students
Very Diverse
Rising School
Diverse Student Body
Grades 05-08
High Schools
3 schools
A+
Milton High School
1.6 mi
|
#22 of 346
|
Score: 73.1
Improved 4 spots from last year
+14.9 above state avg
1,083 students
Diverse
21 sports
• 2,432 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
Fontbonne Academy
1.9 mi
12 sports
• 564 athletes
Grades 09-12
A-
Boston Preparatory Charter Public School
2.9 mi
|
#8 of 25
|
Score: 41.6
Improved 287 spots from last year
-16.6 below state avg
700 students
Diverse
High Graduation Rate
Rising School
College Ready Curriculum
Grades 06-12
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Monthly Payment Breakdown
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Property Tax
$1,091
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
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Year 1
95% Interest
Year 15
50/50
Year 30
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Location
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Neighborhood
37 Sassamon Ave, Milton MA 02186
Milton, MA 02186
Listing Information
Listing Agent
Robin Shea
Listing Office
Principal Real Estate Partners
Office Phone
781-974-4915
Agent MLS ID
CN250812
Office MLS ID
AN7514
Listing Data Updated
Jul 24, 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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