243 Upland Ave, Newton MA 02461

Newton, MA 02461 • Newton Highlands
$2,150,000
$1,999,999
Est. $11,603/month
4
Beds
4
Baths
3,847
Sq Ft
$520
Price/Sq Ft
0.60
Acres
1914
Year Built
2
Garage Spaces
83
Days on Market
Active Price Drop -$150,001 Listed May 12, 2026 • MLS# 73516643 Copied! • Updated Jul 27, 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. The residence offers 4 bedrooms, 3 full baths, and 2 half baths, including two fully renovated designer baths featuring a slipper tub and Italian marble vanity. The chef’s kitchen boasts a Sub-Zero refrigerator, chefs 6-burner gas convection range with center griddle, wine fridge, and powered skylight. Enjoy two level deck, three wood-burning fireplaces plus a gas fireplace. The grand primary suite includes a spa-like bath, large walk-in closet +Accessory room. Updates throughout preserve historic charm while providing modern comfort, including a new architectural shingle roof. In-law or home office suite potential.

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Recently Sold Nearby

Property History

Market Insights

4
Price Changes
7%
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 24, 2026
$2,099,888 $112 (-0.01%)
From $2,100,000 to $2,099,888 (-0.0%)
Price Reduced
Jun 9, 2026
$2,100,000 $50,000 (-2.33%)
From $2,150,000 to $2,100,000 (-2.3%)
🏠
Listed for Sale
May 12, 2026
$2,150,000
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

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1914
Living Area 3,847 sq ft
Lot Size 0.60 acres
Bedrooms 4
Full Baths 3
Half Baths 2
Total Rooms 10

Interior

Heating Central, Forced Air, Natural Gas
Cooling Central Air
Flooring Tile, Hardwood
Appliances Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Fireplace Dining Room, Kitchen, Living Room, Master Bedroom
Fireplaces 4
Basement Full, Partially Finished, Walk-out Access
Laundry Closet - Linen, Flooring - Stone/ceramic Tile, Main Level, First Floor
Features None

Exterior

Construction Frame
Architecture Colonial
Roof Shingle, Rubber
Features Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
Pool None
Spa None
Fencing Fenced
Patio/Porch Porch - Enclosed, Deck - Wood
Garage Spaces 2
Has Garage Yes
Features Attached, Paved Drive, Off Street
Total Spaces 7
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $15,477
Assessed Value $1,579,300
Fee Includes None
Amenities None
Optional Fee Includes None
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 []
Sq Ft Source Measured
Documents None
County Middlesex
Total market time (incl. prior listings) 113 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1914
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
2
Living Area
3,847 sq ft
Total Rooms
10

Floor Layout

Interior Features

Flooring: Tile, Hardwood
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows: Insulated Windows
Basement: Full, Partially Finished, Walk-Out Access
Laundry: Closet - Linen, Flooring - Stone/Ceramic Tile, Main Level, First Floor
Security: Security System

Construction & Materials

Style: Colonial
Year Built: 1914
Structure Type:
Exterior Materials: Frame
Roof: Shingle, Rubber
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Forced Air, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
Patio & Porch: Porch - Enclosed, Deck - Wood
Fencing: Fenced
Other Structures:
Lot Features: Wooded, Level, Sloped
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 7
Parking Features: Attached, Paved Drive, Off Street

Special Features

Fireplaces: 4
Fireplace Type: Dining Room, Kitchen, Living Room, Master Bedroom
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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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
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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 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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