Active
50 Days on market
37-39 Upland St Springfield — Photo 1 of 42

37-39 Upland St Springfield — Photo 1 of 42

$399,900

37-39 Upland St, Springfield, MA 01104

Springfield, MA 01104

Beds

6

Baths

2

SqFt

2,174

Style

2 Family - 2 Units Up/Down

Built

1920

BACK ON MARKET — NO FAULT OF THE PROPERTY! Previous transactions did not fall through due to property-related issues. First buyer was unable to obtain financing. Second buyer got cold feet. Their loss is your opportunity! This rare, beautifully updated 2-Family is tucked into an established residential neighborhood in East Springfield and ready for its new owner! Perfect for owner-occupants looking to offset their mortgage or investors looking to expand their portfolio. The first unit features a spacious living room and 3 bedrooms, all with hardwood floors, a kitchen with stainless steel appliances, and a full bath with a new vanity & updated plumbing. The updated second unit is vacant and move-in ready, featuring a spacious living room with hardwood floors & charming barn door, 3 bedrooms, plus a finished walk-up attic offering fantastic bonus space for an extra bedroom, office, playroom & more! The updated kitchen features granite countertops, vinyl flooring & stainless steel appliances, while the fully renovated bath offers ceramic tile, a new tub & vanity. This unit also features an enclosed porch & balcony. (Previous 2nd unit tenants were paying $2,200/mo.) Outside, enjoy a freshly painted front porch, newly seal-coated driveway, 2-car garage with storage space, fenced yard, patio & storage shed. All appliances to remain.Recent improvements by licensed professionals! Seller has completed numerous updates, including servicing of both steam boilers, a new oil supply line, updated boiler and water-heater flue piping, chimney cleaning and repairs, code-compliant smoke/CO detectors, stove repairs, and correction of third-floor power ventilation. Documentation available upon request. Don't wait, schedule your showing today!

Key facts

It was listed on August 16, 2026. The annual property taxes are $4,130 (2025 tax year). It sits on a 0.12-acre (5,249 sq ft) lot.

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$184/sqft
Local Avg (Springfield)$165/sqft
12% AboveMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Springfield, MA.

Property Details

Financials

Original Price$399,900
Annual Taxes$4,130

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms11
FireplacesNone
FlooringTile, Vinyl, Hardwood
BasementFull, Unfinished

Climate & Utilities

HeatingNatural Gas, Oil
Cooling--
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationBlock
ZoningR1

Property & Lot

Acres0.12
SqFt Lot5,249
Lot FeaturesLevel

Amenities & Appliances

Range • Microwave • Refrigerator • Washer • Dryer

Neighborhood

Sidewalks

Geography

Questions about this home

When was 37-39 Upland St, Springfield listed?

37-39 Upland St, Springfield was listed on August 16, 2026.

Has the price of 37-39 Upland St, Springfield changed?

The price hasn't changed since it was listed at $399,900.

What are the property taxes for 37-39 Upland St, Springfield?

The annual property taxes for 37-39 Upland St, Springfield are $4,130 (2025 tax year).

How big is the lot at 37-39 Upland St, Springfield?

37-39 Upland St, Springfield sits on a 0.12-acre (5,249 sq ft) lot.

What is the status of 37-39 Upland St, Springfield?

37-39 Upland St, Springfield is actively listed for sale.

Population

23,209

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$50K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

52.2%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Hampden County

358 housing units permitted in the last 12 months (+18% vs the prior 12 months) — 63 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

Listing Provided By

Listing Agent: Taylor Hildack

Listing Office: Keller Williams Realty

MLS® Number: 73564327