Dimensions13 x 11.25
FeaturesCeiling Fan(s), Flooring - Wall to Wall Carpet, Decorative Molding
LevelSecond
243 Upland Ave, Newton MA 02461
Newton, MA 02461 • Newton Highlands
$2,150,000
$1,999,999
Est. $11,603/month
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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.
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Recently Sold Nearby
Property History
Market Insights
4
Price Changes
7%
Price Range
Property Timeline
Price Reduced
Jul 23, 2026
$1,999,999
$50,001
(-2.44%)
From $2,050,000 to $1,999,999 (-2.4%)
Price Reduced
Jul 16, 2026
$2,050,000
$49,888
(-2.38%)
From $2,099,888 to $2,050,000 (-2.4%)
Price Reduced
Jun 24, 2026
$2,099,888
$112
(-0.01%)
From $2,100,000 to $2,099,888 (-0.0%)
Price Reduced
Jun 9, 2026
$2,100,000
$50,000
(-2.33%)
From $2,150,000 to $2,100,000 (-2.3%)
Listed for Sale
May 12, 2026
$2,150,000
Original listing
Agent: Adam Kotkin
Office: Red Tree Real Estate
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/23/2026 | ↓ Price Reduced | $1,999,999 | $50,001 | - | From $2,050,000 to $1,999,999 (-2.4%) |
| 07/16/2026 | ↓ Price Reduced | $2,050,000 | $49,888 | - | From $2,099,888 to $2,050,000 (-2.4%) |
| 06/24/2026 | ↓ Price Reduced | $2,099,888 | $112 | - | From $2,100,000 to $2,099,888 (-0.0%) |
| 06/09/2026 | ↓ Price Reduced | $2,100,000 | $50,000 | - | From $2,150,000 to $2,100,000 (-2.3%) |
| 05/12/2026 | 🏠 Listed for Sale | $2,150,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $15,477 | $1,579,300 |
Financial Details
Annual Property Tax
$15,477
Tax Year 2025
Assessed Value
$1,579,300
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1914
Living Area
3,847 sq ft
Lot Size
0.60 acres
Bedrooms
4
Full Baths
3
Half Baths
2
Total Rooms
10
Interior
Heating
Central, Forced Air, Natural Gas
Cooling
Central Air
Flooring
Tile, Hardwood
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Fireplace
Dining Room, Kitchen, Living Room, Master Bedroom
Fireplaces
4
Basement
Full, Partially Finished, Walk-out Access
Laundry
Closet - Linen, Flooring - Stone/ceramic Tile, Main Level, First Floor
Features
None
Exterior
Construction
Frame
Architecture
Colonial
Roof
Shingle, Rubber
Features
Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
Pool
None
Spa
None
Fencing
Fenced
Patio/Porch
Porch - Enclosed, Deck - Wood
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Paved Drive, Off Street
Total Spaces
7
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$15,477
Assessed Value
$1,579,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Broker Is Related To The Owners. Architectural Floor Plans Attached As Well. Larger Than Listed On Public Record.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Documents
None
County
Middlesex
Total market time (incl. prior listings)
113 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1914
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
2
Living Area
3,847 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,973 sq ft above grade
874 sq ft below grade
Dimensions13 x 10.583333333
FeaturesCloset, Flooring - Wall to Wall Carpet, Window(s) - Bay/Bow/Box, Cable Hookup, High Speed Internet Hookup, Recessed Lighting
LevelSecond
Dimensions13 x 21.583333333
FeaturesWood / 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
LevelSecond
Dimensions13 x 12
FeaturesWood / Coal / Pellet Stove, Flooring - Hardwood, Lighting - Pendant, Decorative Molding
LevelMain,First
Dimensions13.666666666 x 18.333333333
FeaturesSkylight, 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
LevelMain,First
Dimensions13 x 22.916666666
FeaturesFlooring - Hardwood, Window(s) - Bay/Bow/Box, Open Floorplan, Recessed Lighting, Lighting - Sconce, Breezeway
LevelMain,First
Dimensions13 x 17
FeaturesFlooring - Laminate, Balcony / Deck, High Speed Internet Hookup, Recessed Lighting
LevelMain,First
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPorch - Enclosed, Deck - Wood
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Tile, Hardwood
Appliances:
Gas Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Windows:
Insulated Windows
Basement:
Full, Partially Finished, Walk-Out Access
Laundry:
Closet - Linen, Flooring - Stone/Ceramic Tile, Main Level, First Floor
Security:
Security System
Construction & Materials
Style:
Colonial
Year Built:
1914
Structure Type:
Exterior Materials:
Frame
Roof:
Shingle, Rubber
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Central, Forced Air, Natural Gas
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Porch - Enclosed, Deck - Wood, Rain Gutters, Storage, Fenced Yard
Patio & Porch:
Porch - Enclosed, Deck - Wood
Fencing:
Fenced
Other Structures:
Lot Features:
Wooded, Level, Sloped
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
7
Parking Features:
Attached, Paved Drive, Off Street
Special Features
Fireplaces:
4
Fireplace Type:
Dining Room, Kitchen, Living Room, Master Bedroom
Community Amenities:
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
Nearby Schools
School District
Newton School District local
A+
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.7%
In-School
5.2% below state avg
Elementary Schools
3 schools
A
Countryside School
0.3 mi
|
#110 of 824
|
Score: 58.7
Improved 6 spots from last year
+0.5 above state avg
369 students
Diverse
Diverse Student Body
Grades K-05
Needham Montessori School
0.9 mi
Grades 01-03
Confidence Connection
1.2 mi
Grades PK-08
Middle Schools
2 schools
A+
Oak Hill Middle School
0.7 mi
|
#23 of 352
|
Score: 60.8
Improved 14 spots from last year
+2.6 above state avg
649 students
Diverse
Diverse Student Body
Grades 06-08
A+
Charles E Brown Middle School
0.9 mi
|
#2 of 352
|
Score: 66.4
Improved 36 spots from last year
+8.2 above state avg
713 students
Diverse
Rising School
Diverse Student Body
Grades 06-08
High Schools
3 schools
Fusion Academy
0.5 mi
Grades 06-12
A+
Newton South High School
1.0 mi
|
#5 of 346
|
Score: 77.9
Improved 20 spots from last year
+19.7 above state avg
1,898 students
Diverse
20 sports
• 2,730 athletes
Strong AP Program
High Graduation Rate
Rising School
Career Tech Programs
Grades 09-12
A+
Needham High School
2.1 mi
|
#4 of 346
|
Score: 78.0
Improved 7 spots from last year
+19.8 above state avg
1,633 students
Moderate
20 sports
• 2,794 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
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Property Tax
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Homeowners Insurance
$200
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location
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Neighborhood
Newton Highlands
243 Upland Ave, Newton MA 02461
Newton, MA 02461
Listing Information
Listing Agent
Adam Kotkin
Listing Office
Red Tree Real Estate
Office Phone
617-487-8015
Agent MLS ID
BB809571
Office MLS ID
AN0907
Listing Data Updated
Jul 27, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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