37 Upland Rd

1,004 Sq. Ft.
$665 / Sq. Ft.
1,004
Sq. Ft.
$665
per Sq. Ft.

Description

First time on the market, set on a tree-lined street in highly sought-after Waltham Highlands. Located just steps from Prospect Hill Park, this fully dormered Cape offers an exceptional opportunity for its next chapter. The first floor features a fireplaced living room with a picture window overlooking the expansive backyard, an eat-in kitchen ready for your personal updates, two bedrooms, and a full bath. The second floor includes a third bedroom plus unfinished attic space—ideal for future expansion...First time on the market, set on a tree-lined street in highly sought-after Waltham Highlands. Located just steps from Prospect Hill Park, this fully dormered Cape offers an exceptional opportunity for its next chapter. The first floor features a fireplaced living room with a picture window overlooking the expansive backyard, an eat-in kitchen ready for your personal updates, two bedrooms, and a full bath. The second floor includes a third bedroom plus unfinished attic space—ideal for future expansion or customization. The walkout lower level is unfinished with high ceilings and full windows and has been used as a family room/home gym, offering excellent potential for additional living space. Lovingly maintained over the years, with updated roof, heating, oil tank, electrical, and recently refinished hardwood floors. Conveniently located in one of Waltham’s most desirable neighborhoods, this home offers space, flexibility, and tremendous upside.
  1. Listed by Mike DeStefano • Coldwell Banker Realty - Waltham

Property Details for 37 Upland Road

Town
Waltham
MLS Area
Prospectville
Area
MA-Waltham-Prospectville, MA-Waltham
Architectural Style
Cape
Style
Cape
Garage Spaces
0
Open Parking Spaces
2.00
Parking Spaces Total
2

Open Houses

Sunday, May 3rd11:00 AM - 12:30 PM
LISTING UPDATED: 04/30/2026 11:04 AM

Property Details for 37 Upland Road

StatusBack On Market
MLS #73498885
Days on Market23
Taxes$5,764 / year
HOA Fees-
Property TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1954
CountyMiddlesex County

Location

Listing Courtesy of Coldwell Banker Realty - Waltham, Mike DeStefano
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Building Information for 37 Upland Road

Stories-Year Built1954Building Size-Lot Size0.15 AC / 6,351 SF

Payment Calculator

$3,841 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,361

Property Taxes

$480

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 37 Upland Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Swimming Pool, Tennis Court, Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
  • Living Area: 1004.0
  • Color: Gray
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Plympton
  • High School: Whs
  • Middle School: Kennedy
  • Neighborhood: Highlands
Features
Interior Features
  • Appliances: Water Heater, Range, Microwave, Refrigerator, Washer, Dryer
  • Basement Features: Full, Walk Out, Concrete Floor, Unfinished Basement
  • Num of Baths: 1.0
  • Num of Full Baths: 1
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 1.00
  • Bathrooms Total Integer: 1
  • DoorFeatures: Insulated Doors
  • FireplaceYN: Yes
  • Fireplaces: 1
  • Flooring: Laminate, Hardwood
  • Laundry Features: In Basement, Electric Dryer Hookup
  • Primary Bath: No
  • SpaYN: No
  • Window Features: Insulated Windows, Storm Window(s)
Exterior Features
  • Lot Description: Gentle Sloping
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Off-Street
  • Parking Features: Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers, 100 Amp Service
  • Heating: Baseboard, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Dryer
  • Water: Public
Room Information
Primary Bedroom
  • Primary Bedroom Level: First Floor
Bedroom 2
  • Bedroom2 Level: First
Bedroom 3
  • Bedroom3 Level: Second
Bathroom 1
  • Bathroom1 Level: First
Kitchen
  • Kitchen Level: First
Living Room
  • Room Living Room Level: First
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Second floor is not heated but has central air. First and second floor have CENTRAL AIR. First floor has hot water baseboard oil heat. Lower level is a walkout with full windows and can be additional living space with high ceilings.
Tax Information
  • Tax ID: M:049 B:004 L:0018,833166
  • Assessments: $587,000
  • Book: 0
  • Tax Year: 2025
  • Zoning: 1
Building / Association Information
Living Characteristics
  • Beds Total: 3
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 37 Upland Road

DateEvent & SourcePriceAppreciation
Apr 9, 2026

Listed (Active)

MLS PIN #73498885

$667,400
DateEvent & SourcePrice
04/09/2026

Listed (Active)

MLS PIN #73498885

$667,400

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 37 Upland Road

Taxable ValueLand$392,600Additions$194,400Total$587,000
Tax Record2025$5,764 ($480 / month)
Home Facts
Beds3Baths1Total Finished SqFt800 SqFtAbove Grade Finished SqFt800 SqFtUnfinished Basement SqFt691 SqFtStories1Lot Size6,351 SqFtStyleSingle Family ResidenceYear Built1954Zoning1CountyMIDDLESEXAPNWALT M:049 B:004 L:0018Fireplace TypeHas Fireplace

Schools near 37 Upland Road

This home is within Waltham School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Thomas R Plympton Elementary School
PublicK to 5

John F Kennedy Middle School
Public6 to 8

Waltham Sr High School
Public9 to 12

Waltham Valor High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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37 Upland Road is a single family home for sale in Waltham, MA 02451. This property was listed for sale on April 9, 2026 by Coldwell Banker Realty - Waltham, it's currently listed at $667,400. This listing's school district is Waltham School District. Nearby schools include Thomas R Plympton Elementary School, John F Kennedy Middle School and Waltham Sr High School. 37 Upland Road is a 3-bed, 1-bath, 1,004 sqft single family home built in 1954.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Coldwell Banker Realty - Waltham, Mike DeStefano

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.