$2,500,000

243 Upland Ave, Newton, MA 02461

4 beds |
5 baths |
3,847 sqft

Single-Family Home
Built in 1914
0.6acre lot
2 car garage
$650/sqft
Listed 1 day ago

Property Description

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. Numerous updates throughout preserve historic charm while providing modern comfort, including a new architectural shingle roof. In-law or home office suite potential

Listing Status:: Active
Date Added:: March 18, 2026
Data Last Updated:: March 20, 2026 at 2:08AM
Listing Office:: Red Tree Real Estate : 617-487-8015
Listing Agent:: Adam Kotkin : 617-694-7356
MLS ID:: 73488294

Appliances: Gas Water HeaterRangeDishwasherDisposalTrash CompactorRefrigeratorFreezerWasherDryer
Laundry: Closet - LinenFlooring - Stone/Ceramic TileMain LevelFirst Floor
Basement: FullPartially FinishedWalk-Out Access
Flooring: TileHardwood
A/C: Central Air
Heating: CentralForced AirNatural Gas
Fireplace: Dining RoomKitchenLiving RoomMaster BedroomFireplaceFireplaces: 4

General: Porch - EnclosedDeck - WoodRain GuttersStorageFenced Yard
Style: Colonial
Parking: AttachedPaved DriveOff StreetParking spaces: 7

Roofing: ShingleRubber
Windows: Insulated Windows
General: FrameConcrete Perimeter

Road/Access: PublicPrivate Road
Originating MLS: MLS Property Information Network
County: Middlesex

Zoning: SR2S:83 B:027 L:0027707518
Fencing: Fenced

Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network

This listing courtesy of Adam Kotkin , Red Tree Real Estate

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Countryside Elementary School

191 Dedham St, Newton Highlands, MA, 02461

Grades KG-5

0.29 miles away

Charles E. Brown Middle School

125 Meadowbrook Rd, Newton Center, MA, 02459

Grades 6-8

0.84 miles away

Newton South High School

140 Brandeis Rd, Newton Center, MA, 02459

Grades 9-12

1.07 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.