243 Upland Ave, Newton MA 02461
Newton, MA 02461 • Newton Highlands
$2,100,000
$1,999,999
Est. $11,603/month
Open House Schedule
09
Aug
Sunday, August 9
11:00 AM - 12:30 PM EDT
About this home
This is a rare opportunity atop one of Newton’s most coveted hilltop locations. Winner of the Newton Beautification Award and featured in a local design magazine, this original farmhouse—held by fewer than five owners—blends timeless character with thoughtful modern updates and exceptional future potential. Surrounded by $5–$6.5M homes, the setting is truly premier. This is an opportunity to build your dream home.
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Recently Sold Nearby
Property History
Market Insights
3
Price Changes
4.8%
Price Range
Property Timeline
Price Reduced
Jul 23, 2026
$1,999,999
$50,001
(-2.44%)
From $2,050,000 to $1,999,999 (-2.4%)
Price Reduced
Jul 16, 2026
$2,050,000
$49,888
(-2.38%)
From $2,099,888 to $2,050,000 (-2.4%)
Price Reduced
Jun 15, 2026
$2,099,888
$112
(-0.01%)
From $2,100,000 to $2,099,888 (-0.0%)
Listed for Sale
Jun 9, 2026
$2,100,000
Original listing
Agent: Adam Kotkin
Office: Red Tree Real Estate
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/23/2026 | ↓ Price Reduced | $1,999,999 | $50,001 | - | From $2,050,000 to $1,999,999 (-2.4%) |
| 07/16/2026 | ↓ Price Reduced | $2,050,000 | $49,888 | - | From $2,099,888 to $2,050,000 (-2.4%) |
| 06/15/2026 | ↓ Price Reduced | $2,099,888 | $112 | - | From $2,100,000 to $2,099,888 (-0.0%) |
| 06/09/2026 | 🏠 Listed for Sale | $2,100,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $15,477 | $1,579,300 |
Financial Details
Annual Property Tax
$15,477
Tax Year 2025
Assessed Value
$1,579,300
Facts & Features
Home Facts
Type
Land
Style
Residential
Lot Size
0.60 acres
Exterior
Construction
None
Architecture
None
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Utilities
Electric
On-site
Water
Public
Sewer
Public Sewer
Gas
On-site
Other
None
Financial
Annual Tax
$15,477
Assessed Value
$1,579,300
MA Disclosures
Seller Disclosures
Broker Is Related To The Owners. Architectural Floor Plans Attached As Well. Larger Than Listed On Public Record.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Documents
None
County
Middlesex
Total market time (incl. prior listings)
48 days
Property Overview
Property Type
Residential
Listing Type
For Sale
Floor Layout
Interactive room guide
Floor Layout
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:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:
Construction & Materials
Structure Type:
Exterior Materials:
Roof:
Foundation:
Heating, Cooling & Utilities
Heating:
Cooling:
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Level, Rolling Slope, Elevated, Wooded, Steep Slope
Road Surface:
Parking & Garage
Parking Features:
Nearby Schools
School District
Newton School District local
A+
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.7%
In-School
5.2% below state avg
Elementary Schools
3 schools
A
Countryside School
0.3 mi
|
#110 of 824
|
Score: 58.7
Improved 6 spots from last year
+0.5 above state avg
369 students
Diverse
Diverse Student Body
Grades K-05
Needham Montessori School
0.9 mi
Grades 01-03
Confidence Connection
1.2 mi
Grades PK-08
Middle Schools
2 schools
A+
Oak Hill Middle School
0.7 mi
|
#23 of 352
|
Score: 60.8
Improved 14 spots from last year
+2.6 above state avg
649 students
Diverse
Diverse Student Body
Grades 06-08
A+
Charles E Brown Middle School
0.9 mi
|
#2 of 352
|
Score: 66.4
Improved 36 spots from last year
+8.2 above state avg
713 students
Diverse
Rising School
Diverse Student Body
Grades 06-08
High Schools
3 schools
Fusion Academy
0.5 mi
Grades 06-12
A+
Newton South High School
1.0 mi
|
#5 of 346
|
Score: 77.9
Improved 20 spots from last year
+19.7 above state avg
1,898 students
Diverse
20 sports
• 2,730 athletes
Strong AP Program
High Graduation Rate
Rising School
Career Tech Programs
Grades 09-12
A+
Needham High School
2.1 mi
|
#4 of 346
|
Score: 78.0
Improved 7 spots from last year
+19.8 above state avg
1,633 students
Moderate
20 sports
• 2,794 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
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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
$1,290
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
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
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
Newton Highlands
243 Upland Ave, Newton MA 02461
Newton, MA 02461
Listing Information
Listing Agent
Adam Kotkin
Listing Office
Red Tree Real Estate
Office Phone
617-487-8015
Agent MLS ID
BB809571
Office MLS ID
AN0907
Listing Data Updated
Jul 27, 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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