Active
15 Days on market
66 Upland Springfield — Photo 1 of 41

66 Upland Springfield — Photo 1 of 41

Recent Drop: $5,000

$269,900
$264,900

$264,900

Investment Analysis — 66 Upland

Springfield, MA 01104 — Liberty Heights

Based on HUD Small Area Fair Market Rent for Springfield, MA MSA, a 2-bedroom in 01104 carries an estimated $1,820/mo in gross rent — about a 5.08% cap rate and $13,456/yr in estimated NOI at the $264,900 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

2

Baths

1

SqFt

712

Style

Single Family

Built

1925

Back on Market due to Buyers Remorse - This is your opportunity to stop paying Rent!! Welcome to 66 Upland St., a charming Springfield bungalow offering comfortable living, flexible space and a convenient location. Set back from the street, this inviting 2-bedroom, 1-bath home features a practical layout filled with character and possibilities.The main level offers comfortable living areas designed for everyday life, while the finished basement provides valuable additional space with flexibility for a family room, home office, recreation area, workout space or hobbies. Outside, enjoy a spacious yard with room for relaxing, entertaining, gardening or creating your own outdoor retreat.Conveniently located with easy access to area shopping, dining, schools, parks and major routes, 66 Upland offers the combination of neighborhood living and accessibility today's buyers appreciate.Whether you're purchasing your first home, downsizing or looking for a property with additional usable space, this bungalow is ready for its next chapter. Schedule your private showing and come see the possibilities at 66 Upland St.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 356 sq ft (the lesser of 900 sq ft or half the 712 sq ft principal dwelling). Lot size: 7,309 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

Property Details

Financials

Original Price$269,900
Annual Taxes$3,142

Parking

Garage1
Off-Street5

Interior Specifications

Total Rooms4
FireplacesNone
Flooring--
BasementFull, Finished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofShingle
FoundationConcrete Perimeter, Block
ZoningR1

Property & Lot

Acres0.17
SqFt Lot7,309
Lot FeaturesCleared, Level

Amenities & Appliances

Gas Water Heater • Range • Refrigerator

Neighborhood

Public Transportation • Shopping • Medical Facility • Highway Access • Public School

Geography

Floorplan Breakdown

Structural Layout

First
Living RoomDining RoomKitchenMaster BedroomBathroom 1
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Master Bedroom
Lvl First
Bathroom 1
Lvl First

Property History

Price Drop
$264,900

Was $269,900

Sep 11, 2026

MLS® 73569632

Listed
$269,900

Aug 28, 2026

MLS® 73569632

Listing Provided By

Listing Agent: Lisa Moccia

Listing Office: Real Broker MA, LLC

MLS® Number: 73569632