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243 Upland Ave, Newton MA 02461

Newton, MA 02461 • Newton Highlands
$2,100,000
$2,099,888
Est. $12,108/month
0.60
Acres
34
Days on Market
Active Price Drop -$112 Listed Jun 9, 2026 • MLS# 73532809 Copied! • Updated Jun 19, 2026

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

1
Price Changes
0%
Price Range

Property Timeline

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

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
Annual Tax $15,477
Assessed Value $1,579,300
Seller Disclosures Broker Is Related To The Owners. Architectural Floor Plans Attached As Well. Larger Than Listed On Public Record.
Possession None
Accepted Financing None
Structure Type []
Documents None
County Middlesex
Total market time (incl. prior listings) 10 days

Property Overview

Property Type
Residential
Listing Type
Land

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom

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:
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
E

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
M

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
H

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
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
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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
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
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 Jun 19, 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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