For sale

$269,900

Est. $1,721/mo —

•

712

sq ft

66 Upland, Springfield, MA 01104

About this home

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.

Single-familyProperty Type

1925Year Built

7,309 sq ftLot Size

$379Price/Sq.Ft.

1 garage spacesParking

Listed by Lisa Moccia • Berkshire Hathaway HomeServices Realty Professionals

Listed by • Berkshire Hathaway HomeServices Realty Professionals

Listing updated: Sep 4, 2026 at 03:30am

Redfin checked: 2 minutes ago

•Source:MLS PIN #73569632

Payment calculator

$1,721 per month

Principal and interest$1,418

Property taxes

$262

HOA dues

Home insurance

$40

Utilities

Add

5 minutes to get started. No credit impact.

Discover your buying power

Find out if this home is within budget

Down payment assistance

View down payment assistance programs for this home

See this home in person

This home is unavailable to tour on this day.

Next available date: Sunday, September 6

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SUN, 10:30AM TO 12PM
$349,900
3 beds1.5 baths1,008 sq ft
460 Shaker Rd, Westfield, MA 01085
REDFIN OPEN SUN, 11AM TO 12:30PM3D WALKTHROUGH
$635,000
3 beds3 baths2,438 sq ft
939 Monson Rd, Wilbraham, MA 01095
OPEN SUN, 11AM TO 1PM3D WALKTHROUGH
$299,900
2 beds1.5 baths1,030 sq ft
37 Williamsburg Dr #37, Springfield, MA 01108
OPEN SUN, 11AM TO 1PM
$329,900
4 beds2 baths1,152 sq ft
12 Linda St, South Hadley, MA 01075
OPEN SUN, 12PM TO 2PM
$415,000
3 beds1.5 baths1,872 sq ft
19 Stephanie Cir, Springfield, MA 01129
OPEN SUN, 1PM TO 2:30PM
$349,000
3 beds2.5 baths1,600 sq ft
69 Arthur St, Chicopee, MA 01013
OPEN SUN, 1PM TO 3PM
$359,000
2 beds2 baths1,438 sq ft
192 Empire St, Chicopee, MA 01013
OPEN SUN, 1PM TO 2:30PM
$599,900
5 beds2 baths2,816 sq ft
10 Robert Dr, Holyoke, MA 01040
OPEN SEP 7, 11AM TO 1PM
$365,000
4 beds1.5 baths1,596 sq ft
27 Hilltop St, West Springfield, MA 01089
OPEN SEP 9, 4:30PM TO 6PM
$390,000
2 beds2 baths1,172 sq ft
37 Charles Hill Rd, Holyoke, MA 01040

Around this home

Schools

K - 12
Preschool & daycare

Mary O Pottenger Elementary School

Public PreK-5 • Assigned • 0.6mi

2/10

The Springfield Renaissance School

Public 6-12 • Assigned • 0.2mi

3/10

Provided by GreatSchools

About Liberty

Heights

Liberty Heights, located between Forest Park and East Forest Park, is a residential and civic Springfield neighborhood with tree-lined blocks and a steady, lived-in streetscape. The neighborhood’s character concentrates around the Liberty Street and Belmont Avenue corridor, where corner markets, barbershops, and takeout counters keep the sidewalks in motion. Early-20th-century two- and three-family homes mix with compact apartment buildings, giving the area a classic Springfield rhythm of porches, bay windows, and small front yards. Forest Park’s paths and ponds shape daily routines with green space at the edge of the grid. The nearby Springfield Museums campus adds a cultural counterpoint to the neighborhood’s practical, local feel. Bus routes along the main arterials connect the area to downtown without changing its residential pace.

Provided by Walk Score and Local Logic

Offer insights

66 Upland · $269,900

Strong offer

$287K and above

75% chance or better to win

Why $287K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 22 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Interior features
4 total rooms
Full finished basement

Bedrooms
Primary bedroom on the first floor

Bathrooms
1 full bathroom on the first floor

Kitchen
Range
Refrigerator

Laundry & utility
Gas water heater

Heating & cooling
Forced air heating (natural gas)
Central air conditioning

Sale and tax history for 66 Upland

Sale History
Tax History

Date

Event

Price

MLS PIN #73569632

Sep 2, 2026

Relisted

—

Aug 30, 2026

Pending

—

Aug 28, 2026

Listed

$269,900

$379/sq ft

MLS PIN #30410467

Aug 18, 2000

Sold

$67,900

$95/sq ft

May 12, 2000

Listed

$69,900

$98/sq ft

Public Records

Mar 31, 1992

Sold

$69,500

$98/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$2,648 (+17.5%)

$34,500 + $120,800

$155,300

2022

$2,253 (+13.4%)

$32,200 + $87,500

$119,700

2021

$1,986 (+6.1%)

$29,300 + $75,800

$105,100

2020

$1,871 (+7.5%)

$29,300 + $66,500

$95,800

2019

$1,740 (+0.2%)

$31,800 + $56,600

$88,400

2018

$1,736 (−4.1%)

$31,800 + $56,400

$88,200

2017

$1,811 (+4.2%)

$28,800 + $63,300

$92,100

2016

$1,738 (+1.7%)

$27,300 + $61,100

$88,400

2015

$1,709 (+5.0%)

$27,300 + $59,600

$86,900

2014

$1,628 (−1.3%)

$27,600 + $55,000

$82,600

2013

$1,650 (+3.8%)

$27,600 + $56,100

$83,700

2012

$1,590 (−13.5%)

$30,700 + $49,500

$80,200

2011

$1,838

$36,800 + $57,500

$94,300

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

7,405 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

712

Unfinished Sq. Ft.

—

Total Sq. Ft.

712

Year built

1925

Style

Single Family Residential

County

Hampden County

APN

2609864

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Historical weather

Springfield, MA • 01104

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

79/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.5 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 66 Upland

$272,426

$2,526 over list price of $270K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $217K to $280K.

SOLD JUN 24, 2026
$280,000 Last sold price
3 beds1 bath885 sq ft
17 Mcbride St, Springfield, MA 01104
$63/sq ft
smaller lot
30 years newer
SOLD JUL 27, 2026
$275,000 Last sold price
2 beds1 bath806 sq ft
257 Redlands St, Springfield, MA 01104
$38/sq ft
smaller lot
5 years older
SOLD JUL 30, 2026
$262,500 Last sold price
2 beds1 bath768 sq ft
267 Connecticut Ave, Springfield, MA 01104
$37/sq ft
smaller lot
30 years newer
SOLD AUG 18, 2026
$217,000 Last sold price
4 beds1 bath816 sq ft
245 El Paso St, Springfield, MA 01104
$113/sq ft
28 years newer
SOLD SEP 26, 2025
$265,000 Last sold price
2 beds1 bath994 sq ft
4 Cuff Ave, Springfield, MA 01104
$112/sq ft
smaller lot
32 years newer
SOLD NOV 7, 2025
$265,000 Last sold price
2 beds1 bath880 sq ft
238 Merrimac Ave, Springfield, MA 01104
$78/sq ft
larger lot
28 years newer

Rental earnings

Est. $1,686 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

(401) 381-5116