INNOVATE
Real Estate
No photos available for this listing

$1,999,999

243 Upland Ave, Newton MA 02461
Newton, MA 02461
Listed by Adam Kotkin
Bedrooms
4
Bathrooms
3.2
Living area
3,847 sqft
Year built
1914

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.

Highlights

Fireplace

Property details

MLS #
73516643
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
100
On market date
May 12, 2026
Stories
N/A
Garage spaces
2
Lot size
0.6 acres

Location

Get directions →
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Countryside
0.29 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
372
Student:teacher ratio
11.3:1
District
Newton
Middle
Oak Hill Middle
0.77 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
661
Student:teacher ratio
10.2:1
District
Newton
High
Newton South High
1.07 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,837
Student:teacher ratio
11.6:1
District
Newton

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$12,194/mo
$400,000 down
$1,599,999 loan
Principal & interest$10,378
Property tax (est.)$1,667
Home insurance (est.)$150

Similar homes you might like

No photo
$2,098,000
55 Oak Ave, Newton MA 02465
Newton, 02465
4 bd·5 ba·4,385 sqft
Listed by Mingzong Zou
No photo
$1,995,000
379 Central, Newton MA 02466
Newton, 02466
8 bd·3.3 ba·5,822 sqft
Listed by Todd Glaskin
No photo
$2,295,000
31 Kappius Path, Newton MA 02459
Newton, 02459
5 bd·3.1 ba·3,806 sqft
Listed by Yoni Haiminis
No photo
$1,895,000
906-908 Chestnut Street # 906, Newton MA 02468
Newton, 02468
4 bd·3.1 ba·2,478 sqft
Listed by Focus Team
No photo
$1,895,000
906-908 Chestnut Street # 906, Newton MA 02468
Newton, 02468
4 bd·3.1 ba·2,478 sqft
Listed by Focus Team
No photo
$2,395,000
8 Hollis Street, Newton MA 02458
Newton, 02458
5 bd·4.1 ba·3,899 sqft
Listed by Alda Myrteza
No photo
$2,300,000
189 Mount Vernon Street, Newton MA 02465
Newton, 02465
6 bd·3.2 ba·4,545 sqft
Listed by The Margie and Jon Team
No photo
$1,850,000
19 Druid Hill Rd, Newton MA 02461
Newton, 02461
3 bd·4 ba·2,984 sqft
Listed by Karen Edgers

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 24 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.