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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.

More Info

Basic Information

  • Mls StatusNew
  • Parcel Number S:83 B:027 L:0027,707518
  • Rent Includes Occupancy Only

School Information

  • Elementary SchoolCountryside
  • High SchoolNewton
  • High School Newton South
  • Junior HighBrown

Parking

  • Parking Spaces5

Rooms

  • Bathroom5
  • Bathrooms Total Decimal 4
  • Bedroom 2 Second,13 x 10.583333333
  • Bedroom 3 Second,13 x 11.25
  • Bedrooms4
  • Dining Room Main, First,13 x 12
  • Family Room Main, First,13 x 17
  • Full Bath3
  • Half Baths2
  • Kitchen Main, First,13.666666666 x 18.333333333
  • Living Room Main, First,13 x 22.916666666
  • Master Bedroom Second,13

Basic Information

  • Date Available06/12/2026
  • List Price$13,000
  • MLS Number73535311
  • Modification Date06/12/2026
  • Property SubTypeSingle Family Residence

Location

  • Address243 Upland Avenue
  • Building Number243
  • CountyMiddlesex
  • NeighborhoodNewton Highlands
  • StateMA
  • StreetUpland Avenue
  • SubdivisionNewton Highlands
  • TownNewton
  • Zip02461

Building

  • Building Area Units Square Feet
  • Entry Level 1
  • FireplaceYes
  • Fireplace Features Dining Room, Kitchen, Living Room, Master Bedroom
  • Fireplaces Total 4
  • Patio And Porch Features Enclosed, Deck - Wood
  • Rooms10
  • Year Built1914
  • Year Built Details Actual

Exterior

  • Exterior Features Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
  • Fencing Fenced

Utilities

  • Heat SystemYes
  • Heating Natural Gas

Property Information

  • Building Area Source Measured
  • Living Area 3,847
  • Lot Size Square Feet 26,250
  • Lot Size Units Acres
  • Square Feet3,847

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • Laundromat
    • Medical Facility
    • Park
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedRange, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
  • Other AmenitiesFireplace, Golf, Tennis
  • PetsYes

Other

  • Date Listed06/12/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Adam Kotkin of Red Tree Real Estate

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