$2,150,000
OPEN SAT 2PM - 4PM

243 Upland Ave Newton Highlands, MA 02461

Newton Highlands Neighborhood

Estimated payment $12,768/month

Total Views 145
4 Beds
5 Baths
3,847 Sq Ft
$559 Price per Sq Ft

Highlights

  • Golf Course Community
  • Medical Services
  • Sub-Zero Refrigerator
  • Countryside Elementary School Rated A
  • Spa
  • 0.6 Acre Lot

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.

Listing Agent

Adam Kotkin

Red Tree Real Estate Listed on: 05/12/2026

Red Tree Real Estate

Co-Listing Agent

Maxim Rosenberg

Red Tree Real Estate

Co-Listing Agent

Daniel Bedjanov

Red Tree Real Estate

Open House Schedule

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $15,477

Year Built

  • Built in 1914 | Remodeled

Lot Details

  • 26,250 Sq Ft Lot
  • Property fronts a private road
  • Fenced Yard
  • Level Lot
  • Wooded Lot
  • Property is zoned SR2

Parking

  • 2 Car Attached Garage
  • Driveway
  • 5 Open Parking Spaces
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Frame Construction
  • Shingle Roof
  • Rubber Roof
  • Concrete Perimeter Foundation

Interior Spaces

  • Open Floorplan
  • Wet Bar
  • Crown Molding
  • Ceiling Fan
  • Skylights
  • Recessed Lighting
  • Decorative Lighting
  • Insulated Windows
  • Bay Window
  • Living Room with Fireplace
  • Dining Room with Fireplace
  • 4 Fireplaces
  • Home Security System

Kitchen

  • Stove
  • Range
  • Sub-Zero Refrigerator
  • Freezer
  • Dishwasher
  • Wine Cooler
  • Stainless Steel Appliances
  • Kitchen Island
  • Trash Compactor
  • Disposal
  • Fireplace in Kitchen

Flooring

  • Engineered Wood
  • Wall to Wall Carpet
  • Laminate
  • Ceramic Tile

Bedrooms and Bathrooms

  • 4 Bedrooms
  • Fireplace in Primary Bedroom
  • Primary bedroom located on second floor
  • Dual Closets
  • Linen Closet
  • Walk-In Closet
  • Freestanding Bathtub

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Partially Finished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Outdoor Features

  • Spa
  • Balcony
  • Deck
  • Enclosed Patio or Porch
  • Outdoor Storage
  • Breezeway
  • Rain Gutters

Location

  • Property is near public transit and schools

Schools

  • Countryside Elementary School
  • Brown Middle School
  • Newton South High School

Utilities

  • Forced Air Heating and Cooling System
  • Heating System Uses Natural Gas
  • Pellet Stove burns compressed wood to generate heat
  • Gas Water Heater
  • High Speed Internet
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number S:83 B:027 L:0027,707518

Community Details

Overview

  • No Home Owners Association
  • Near Conservation Area

Amenities

  • Medical Services
  • Shops

Recreation

  • Golf Course Community
  • Tennis Courts
  • Park
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$15,477

Year Built

Built in 1914 | Remodeled

Lot Details

0.6 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial
  • Year Built: 1914
  • Year Built Details: Actual
  • Special Features: 4097

Interior Features

  • Flooring: Tile, Hardwood
  • Fireplace Features: Dining Room, Kitchen, Living Room, Master Bedroom
  • Fireplace YN: Yes
  • Fireplaces: 4
  • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
  • Total Bedrooms: 4
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Closet, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Cable Hookup, High Speed Internet Hookup, Recessed Lighting
  • Room Bedroom3 Features: Ceiling Fan(s), Flooring - Wall to Wall Carpet, Decorative Molding
  • Room Bedroom3 Level: Second
  • Basement YN: Yes
  • Full Bathrooms: 3
  • Half Bathrooms: 2
  • Total Bathrooms: 5
  • Room Master Bedroom Features: 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
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Room Dining Room Features: Wood / Coal / Pellet Stove, Flooring - Hardwood, Lighting - Pendant, Decorative Molding
  • Room Dining Room Level: Main,First
  • Room Family Room Level: Main,First
  • Room Family Room Features: Flooring - Laminate, Balcony / Deck, High Speed Internet Hookup, Recessed Lighting
  • Room Kitchen Level: Main,First
  • Room Kitchen Features: 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
  • Laundry Features: Closet - Linen, Flooring - Stone/Ceramic Tile, Main Level, First Floor
  • Room Living Room Level: Main,First
  • Room Living Room Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting, Lighting - Sconce, Breezeway
  • Basement: Full, Partially Finished, Walk-Out Access
  • Above Grade Finished Sq Ft: 2973
  • Below Grade Sq Ft: 874
  • Living Area: 3847
  • Spa YN: No
  • Window Features: Insulated Windows
  • MAIN LO: AN0907
  • Insulation: Full

Exterior Features

  • Exterior Features: Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
  • Construction Materials: Frame
  • Fencing: Fenced
  • Foundation Details: Concrete Perimeter
  • Home Warranty YN: No
  • Patio And Porch Features: Porch - Enclosed, Deck - Wood
  • Road Frontage Type: Public, Private Road
  • Roof: Shingle, Rubber
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: Yes
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking Spaces: 5
  • Open Parking YN: Yes
  • Parking Features: Attached, Paved Drive, Off Street
  • Total Parking Spaces: 7

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Central, Forced Air, Natural Gas
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Security Features: Security System
  • Water Source: Public

Condo/Co-op/Association

  • Association YN: No
  • Community Features: 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
  • Senior Community YN: No

Lot Info

  • Parcel Number: S:83 B:027 L:0027,707518
  • Zoning: SR2
  • Farm Land Area Units: Square Feet
  • Lot Features: Wooded, Level, Sloped
  • Lot Size Acres: 0.6
  • Lot Size Sq Ft: 26250
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 15477

Multi Family

  • Basement Included Sq Ft: Yes

MLS Schools

  • High School: Newton South
  • Elementary School: Countryside
  • Middle Or Junior School: Brown

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $15,477 $1,579,300 $1,134,900 $444,400
2024 $14,965 $1,533,300 $1,101,800 $431,500
2023 $14,319 $1,406,600 $861,700 $544,900
2022 $13,701 $1,302,400 $797,900 $504,500
2021 $13,221 $1,228,700 $752,700 $476,000
2020 $12,828 $1,228,700 $752,700 $476,000
2019 $12,466 $1,192,900 $730,800 $462,100
2018 $12,361 $1,142,400 $674,600 $467,800
2017 $11,984 $1,077,700 $636,400 $441,300
2016 $11,462 $1,007,200 $594,800 $412,400
2015 $10,928 $941,300 $555,900 $385,400
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
05/12/2026 05/12/26 For Sale $2,150,000 -- $559 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed -- --
Deed -- --
Deed $303,700 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Previous Owner $100,000 No Value Available
Previous Owner $125,000 Purchase Money Mortgage
Previous Owner $152,000 No Value Available
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73516643

MLS Property Information Network (MLS PIN)

APN: NEWT-000083-000027-000027

Massachusetts Middlesex County Newton 02461 Newton Highlands

243 Upland Ave, Newton, MA

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MLS Property Information Network (MLS PIN) The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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Adam Kotkin
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Adam Kotkin
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Red Tree Real Estate
(857) 577-8435
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