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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.
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Basic Information
- Bedrooms4
- Mls StatusActive
- Bathroom5
- Lot Features Wooded, Level, Sloped
- Parcel Number S:83 B:027 L:0027,707518
Tax Information
- Tax Assessed Value $1,579,300
- Tax Year 2025
- Taxes$15,477
School Information
- High School Newton South
- Elementary SchoolCountryside
- High SchoolNewton
- Junior HighBrown
Parking
- Parking Spaces7
- Covered Spaces 2
- Garage YN Yes
- Open Parking YN Yes
- Parking Features Attached, Paved Drive, Off Street
Rooms
- Bathrooms Total Decimal 4
- Bedroom 2 Second,13 x 10.583333333
- Bedroom 3 Second,13 x 11.25
- 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
- List Price$2,150,000
- MLS Number73516643
- Modification Date05/26/2026
- Property SubTypeSingle Family Residence
- Virtual TourView Tour
Location
- NeighborhoodNewton Highlands
- SubdivisionNewton Highlands
- Address243 Upland Avenue
- Building Number243
- CountyMiddlesex
- StateMA
- StreetUpland Avenue
- TownNewton
- Zip02461
Building
- Attached Garage YN Yes
- BasementFull, Partially Finished, Walk-Out Access
- Building Area Units Square Feet
- Construction Materials Frame
- FireplaceYes
- Fireplace Features Dining Room, Kitchen, Living Room, Master Bedroom
- Fireplaces Total 4
- FoundationConcrete Perimeter
- Garage Spaces2
- Patio And Porch Features Porch - Enclosed, Deck - Wood
- Property StyleColonial
- Rooms10
- Window Features Insulated Windows
- Year Built1914
- Year Built Details Actual
- Year Built Source Public Records
Property
- Acreage0.6
Interior
- Flooring Tile, Hardwood
Exterior
- Exterior Features Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
- Fencing Fenced
- RoofShingle, Rubber
Utilities
- Cooling Central Air
- Cooling YN Yes
- Heat SystemYes
- Heating Central, Forced Air, Natural Gas
- Sewer Public Sewer
- Water Source Public
Property Information
- Square Feet3,847
- Building Area Source Measured
- Living Area 3,847
- Lot Size Square Feet 26,250
- Lot Size Units Acres
Amenities
- Amenities
- Bike Path
- Conservation Area
- Golf
- Highway Access
- House of Worship
- Medical Facility
- Park
- Private School
- Public School
- Public Transportation
- Shopping
- T-Station
- Tennis Court(s)
- Walk/Jog Trails
- Appliances IncludedGas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
- Security Features Security System
Legal
- ZoningSR2
Other
- Date Listed05/12/2026
- Farm Land Area Units Square Feet
- View Count3
Map Location
Listed by Adam Kotkin of Red Tree Real Estate
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