Active

101 Days on market

243 Upland Ave Newton — Photo 1 of 40

Recent Drop: $150,001

$2,150,000

$1,999,999

243 Upland Ave, Newton, MA 02461

Newton, MA 02461 — Newton Highlands

Beds

Baths

SqFt

3,847

Style

Single Family

Built

1914

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.

Immersive Experience

Virtual Tour

Market Value Analysis

This Property

Size (SqFt) →Price →

This Property$520/sqft

Local Avg (Newton)$560/sqft

7% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Newton, MA.

Financials

Original Price$2,150,000

Annual Taxes$15,477

Parking

Garage2

Off-Street7

Interior Specifications

Total Rooms10

Fireplaces4

FlooringTile, Hardwood

BasementFull, Partially Finished, Walk-Out Access

Climate & Utilities

HeatingCentral, Forced Air, Natural Gas

CoolingCentral Air

WaterPublic

SewerPublic Sewer

Building & Exterior

ConstructionFrame

RoofShingle, Rubber

FoundationConcrete Perimeter

ZoningSR2

Property & Lot

Acres0.6

SqFt Lot26,250

Lot FeaturesWooded, Level, Sloped

Amenities & Appliances

Gas Water Heater • Range • Dishwasher • Disposal • Trash Compactor • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

Second

Master BedroomBedroom 2Bedroom 3

Main,First

Living RoomDining RoomKitchenFamily Room

Living Room

Lvl Main,First

13 x 22.916666666

Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting, Lighting - Sconce, Breezeway

Dining Room

Lvl Main,First

13 x 12

Wood / Coal / Pellet Stove, Flooring - Hardwood, Lighting - Pendant, Decorative Molding

Kitchen

Lvl Main,First

13.666666666 x 18.333333333

Skylight, Balcony / Deck, Kitchen Island, Wet Bar, Cabinets - Upgraded, Cable Hookup, Deck - Exterior, Exterior Access, High Speed Internet Hookup, Recessed Lighting, Remodeled, Stainless Steel Appliances, Wine Chiller, Gas Stove, Lighting - Pendant, Crown Molding, Decorative Molding, Flooring - Engineered Hardwood

Family Room

Lvl Main,First

13 x 17

Flooring - Laminate, Balcony / Deck, High Speed Internet Hookup, Recessed Lighting

Master Bedroom

Lvl Second

13 x 21.583333333

Wood / Coal / Pellet Stove, Skylight, Ceiling Fan(s), Walk-In Closet(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Hot Tub / Spa, Cable Hookup, High Speed Internet Hookup, Recessed Lighting, Remodeled, Closet - Double

Bedroom 2

Lvl Second

13 x 10.583333333

Bedroom 3

Lvl Second

13 x 11.25

Ceiling Fan(s), Flooring - Wall to Wall Carpet, Decorative Molding

Property History

Price Drop

$1,999,999

Was $2,050,000

Jul 23, 2026

MLS® 73516643

Price Drop

$2,050,000

Was $2,099,888

Jul 16, 2026

MLS® 73516643

Price Drop

$2,099,888

Was $2,100,000

Jun 24, 2026

MLS® 73516643

Listed

$10,000

Jun 12, 2026

MLS® 73535311

Price Drop

$2,100,000

Was $2,150,000

Jun 9, 2026

MLS® 73516643

Listed

$2,150,000

May 12, 2026

MLS® 73516643

Terminated

$2,200,000

May 6, 2026

MLS® 73488294

Listed

$2,200,000

Mar 18, 2026

MLS® 73488294

Population

6,975

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$224K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

23.8%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Middlesex County

2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jun '26)

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,847 sq ft principal dwelling). Lot size: 26,250 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Full Newton, MA market report ZIP 02461 market data

Listing Provided By

Listing Agent: Adam Kotkin

Listing Office: Red Tree Real Estate

MLS® Number: 73516643