66 Dearborn St #2, Springfield, MA 01109
Property image
Property image
OFF MARKET
  • 5 Beds
  • 2 Baths
  • 1,100 sqft

66 Dearborn St #2, Springfield, MA 01109

Upper Hill

Home Highlights

Apartment
1,100 sqft

Local Information

  • Map ViewExplore the area around 66 Dearborn St #2.
  • Schools2 Preschool Schools3 Elementary Schools6 Middle Schools9 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

This is a 5 Bedroom with and 2 bathrooms. Only serious applications will be offered the opportunity to view the unit.
If you have questions please do not call, send a text. We accept Section 8 and home base but only with good rental history.

Tenant pays heat and light. Landlord pays water and sewer.
66 Dearborn St #2, Springfield, MA 01109 is a 5 bedroom, 2 bathroom, 1,100 sqft apartment in Upper Hill. More recently, it was listed as a rental in June 2026 with an asking price of $2,500 per month. That rental listing was removed on June 25, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $2,198/month.

Home Details for 66 Dearborn St #2

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: Window UnitHeating Fuel: Heat Pump
Appliances & Utilities
MicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 66 Dearborn St #2

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
106-108 Breckwood Cir, Springfield, MA
1.60
Apartment
$229,000
10/20/25
2
1.5
1,000 sqft
570-572 Dickinson St, Springfield, MA
2.14
Apartment
$355,000
06/26/26
5
2
2,000 sqft
371-373 Oakland St, Springfield, MA
1.39
-
-
-
-
175 Maple St #4d44471d0, Springfield, MA
1.66
Apartment
$2,000
12/16/25
4
1
-
32-34 Somerset St, Springfield, MA
2.23
Apartment
$490,000
11/26/25
4
2
-
22-24 Allen St, West Springfield, MA
2.88
Apartment
$380,000
01/20/26
5
3
2,660 sqft
6 Mansion Woods Dr #A, Agawam, MA
5.13
Apartment
$283,000
07/02/26
2
2
1,428 sqft
101-103 Sheri Ln, Agawam, MA
5.26
Apartment
$500,000
04/24/26
3
2.5
1,212 sqft
757-759 Chicopee St, Chicopee, MA
5.58
Apartment
$612,000
12/03/25
3
1
3,600 sqft
30-32 Sydney Ave, Holyoke, MA
7.47
Apartment
$417,000
07/10/26
3
1
1,300 sqft
Home facts updated by county records

Nearby homes

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Rental Market Trends in Upper Hill

Last updated Sep 2026
Trulia Rent Estimate$2,198/mo
Average rent
$1.9K
$100MoM
Available listings
5
View rental market trends in Springfield, MA

Around this home

Neighborhood Overview

Upper Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Upper Hill

At least 78 Trulia users voted on each feature.

  • 88 % Say there are sidewalks

  • 78 % Say parking is easy

  • 78 % Say yards are well-kept

  • 67 % Say car is needed

  • 67 % Say streets are well-lit

  • 65 % Say it's dog friendly

  • 63 % Say kids play outside

  • 61 % Say there's holiday spirit

  • 57 % Say it's walkable to grocery stores

  • 53 % Say it's walkable to restaurants

  • 47 % Say they plan to stay for at least 5 years

  • 46 % Say neighbors are friendly

  • 41 % Say there's wildlife

  • 39 % Say it's quiet

  • 36 % Say there are community events

  • 29 % Say people would walk alone at night

Sourced by Trulia users. Learn more about our methodology.
  • Maria Quinones
    "Easy and smooth in the mornings only "
    0
    Flag
  • Maria Quinones
    "Close to downtown, public schools & highway exits. Very convenient location for a family with one vehicle. "
    0
    Flag
  • Yunise Truex
    "Kids are able to play outside safely with supervision. Neighbors are nice. It’s safe to trick or treat"
    1
    Flag
  • Trulia User
    "I do not mind if people have dogs, it will be nice if they cleaned up after them, so you don't step in it by accident. "
    0
    Flag
  • Draya1001
    "I’ve lived in this area for 5 years and I’m so ready to leave . It’s an okay street because everyone minds their business but I the area is no good . "
    14
    Flag
  • Kayla P.
    "I just moved to this neighborhood within the past month! I've met many of my neighbors, all of whom are extremely friendly and welcoming. Everyone I've spoken to loves the area, it's relatively quiet and peaceful except on weekends. I'd highly recommend this neighborhood to anyone!"
    13
    Flag
  • Windie M.
    "good people just too much crime and people don't pick up their dog poop, it's pretty loud at night from wendsday to Sunday"
    15
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Jun 25, 2026
Source: Zillow Rentals
ListingRemoved
$2,500
Jun 3, 2026
Source: Zillow Rentals
Listed For Rent
$2,500
May 1, 2025
Source: Zillow Rentals
ListingRemoved
$1,900
Apr 10, 2025
Source: Zillow Rentals
Listed For Rent
$1,900

Frequently asked questions about 66 Dearborn St #2

  • Is Springfield a buyer's or seller's market?
    Springfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Springfield?
    The median sale price in Springfield is $300K. That is up $10K from the prior month.
  • What do residents say about the Upper Hill neighborhood?
    Residents describe the Upper Hill neighborhood in Springfield, MA as pedestrian-friendly, easy to park in, and well-kept. See recently sold homes in Upper Hill, Springfield.
  • What are the closest schools to 66 Dearborn St #2?
    The closest schools to 66 Dearborn St #2 in Springfield, MA are Alfred G Zanetti School (Pre-K/Elementary/Middle, rated 6/10), Benjamin Swan Elementary School (Pre-K, rated 3/10), High School Of Commerce (rated 2/10).
  • Does 66 Dearborn St #2 have air conditioning?
    Yes, 66 Dearborn St #2 in Springfield, MA has air conditioning.
  • Does 66 Dearborn St #2 have parking?
    Yes, 66 Dearborn St #2 in Springfield, MA has on-site parking.

Homes for rent near 66 Dearborn St #2

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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