181-187 Chestnut St, Springfield MA 01103

Springfield, MA 01103
$1,980,000
Est. $11,963/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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0.12
Acres
1875
Year Built
3 hours 37 minutes
Time on Market
For Sale Listed Sep 17, 2026 • MLS# 73578807 Copied! • Updated Sep 17, 2026

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About this home

Exceptional Downtown Springfield Mixed-Use Investment Opportunity. 181–187 Chestnut Street is a well-maintained 11-unit mixed-use asset consisting of three street-level commercial spaces and eight one-bedroom apartments in the heart of Springfield’s downtown Business Improvement District. The property offers approximately $183,000 in potential gross annual rental income at full occupancy, reflecting substantial rent growth and improved income performance. The approximately 11,628-square-foot historic brick building has undergone significant renovation and offers an attractive combination of residential and commercial income. The building is fully sprinklered, with separate utilities, beautifully maintained common areas, high ceilings, oversized windows and excellent Chestnut Street visibility. The location continues to strengthen. The Commonwealth has selected nearby 125 Liberty Street for the new Roderick L. Ireland Regional Justice Center, a major long-term investment in this section of downtown Springfield. The courthouse site is only several blocks from the property and is visible from the building, creating a compelling opportunity for an investor to own income-producing real estate in the path of significant public investment. The property is also convenient to Union Station, downtown employers, restaurants, entertainment and major regional transportation routes. With a diversified rent roll consisting of eight residential units and three established commercial tenants, 181–187 Chestnut offers investors an opportunity to acquire a stabilized mixed-use asset with strong current income and a location positioned to benefit from continued downtown investment.11 Units | 3 Commercial + 8 Residential | $183,000 potential Gross Annual Rent | 11,628 SF | $1,988,000 Asking Price | Downtown Springfield | New Regional Justice Center Nearby.

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Property History

Property Timeline

🏠
Listed for Sale
Sep 17, 2026
$1,980,000
Original listing
Agent: Anthony Ardolino Office: Berkshire Hathaway HomeServices Realty Professionals

Tax History

Year Taxes Assessment
2026 $21,013

Financial Details

Annual Property Tax
$21,013
Tax Year 2026

Facts & Features

Home Facts

Type Commercial Sale
Year Built 1875
Lot Size 0.12 acres
Gross Income $183,000
Net Operating Income $144,038
Operating Expenses $38,963
Cap Rate 7.27%
Heating None
Cooling None
Flooring None
Appliances None
Fireplace None
Basement None
Laundry None
Features None
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None

Utilities

Electric None
Water None
Sewer None
Gas None
Other Public Water, Public Sewer

Financial

Annual Tax $21,013
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures All Financials Are As Per Owner. Buyer And Buyers Agent To Verify All Information. Seller Intends To Complete A 1031 Tax-deferred Exchange. Buyer To Cooperate With Seller’s 1031 Exchange
Possession None
Accepted Financing None
Structure Type []
Documents None
County Hampden

Property Overview

Listing Type
For Sale
Year Built
1875

Floor Layout

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Year Built: 1875
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School District
Springfield School District local
D
🎓 Where Graduates Go Class of 2021
36% attend college
20% 4-Year 16% 2-Year 3% Out of State 3% Working
School Safety 2024-25
5.9% Above Average
5.1% Suspensions 1.4% In-School 0.8% Emergency
0.4% above state avg
E

Elementary Schools

10 schools
Your Educational Success Academy
0.5 mi
Grades K-12
A
Alfred G. Zanetti Montessori Magnet School
1.0 mi | #3 of 16 | Score: 47.5
Improved 137 spots from last year
-10.7 below state avg
436 students Diverse
Rising School
Grades PK-08
B
Veritas Preparatory Charter School
1.1 mi | #12 of 25 | Score: 34.5
Improved 339 spots from last year
-23.8 below state avg
769 students Moderate
Early College Program Rising School
Grades 05-12
D
The Springfield Virtual School
1.8 mi | #326 of 346 | Score: 30.7
Improved 11 spots from last year
-27.5 below state avg
201 students Moderate
College Ready Curriculum
Grades PK-12
Academy Hill School
2.0 mi
Grades PK-08
St. Michael's Academy
2.7 mi
Grades PK-08
Grace Academy
3.0 mi
Grades K-12
A+
Springfield Preparatory Charter School
3.1 mi | #2 of 16 | Score: 48.5
Improved 94 spots from last year
-9.8 below state avg
485 students Moderate
Rising School Strong Attendance
Grades K-08
Pioneer Valley Christian Academy
3.8 mi
Grades PK-12
Pioneer Valley Montessori School
4.8 mi
Grades PK-06
M

Middle Schools

10 schools
C
John J. Duggan Middle School
3.3 mi | #251 of 346 | Score: 47.1
Improved 35 spots from last year
-11.1 below state avg
843 students Diverse
High Graduation Rate Rising School College Ready Curriculum
Grades 06-12
F
South End Middle School
0.8 mi | #350 of 352 | Score: 23.0
Improved 12 spots from last year
-35.2 below state avg
176 students Moderate
Grades 06-08
Springfield Commonwealth Academy
0.9 mi
Grades 06-08
Springfield Middle School
1.2 mi
15 students Moderate
Grades 06-08
F
Springfield Public Day Middle School
1.2 mi | #352 of 352 | Score: 19.5
Improved 14 spots from last year
-38.7 below state avg
45 students Diverse
Grades 06-08
D
Springfield Legacy Academy
1.3 mi | #16 of 16 | Score: 18.8
Improved 340 spots from last year
-39.4 below state avg
243 students Less Diverse
Rising School
Grades 06-08
C
Impact Prep at Chestnut
1.3 mi | #13 of 16 | Score: 23.7
Improved 350 spots from last year
-34.5 below state avg
314 students Moderate
Rising School
Grades 06-08
B
Chestnut Accelerated Middle School (Talented and Gifted)
1.3 mi | #162 of 352 | Score: 43.2
Dropped 9 spots from last year
-15 below state avg
291 students Diverse
Strong Attendance
Grades 06-08
F
Forest Park Middle School
2.0 mi | #341 of 352 | Score: 26.3
Improved 18 spots from last year
-31.9 below state avg
460 students Diverse
Grades 06-08
C-
Van Sickle Prep School
2.0 mi | #15 of 16 | Score: 21.0
Improved 330 spots from last year
-37.2 below state avg
207 students Moderate
Rising School
Grades 06-08
H

High Schools

10 schools
C+
Libertas Academy Charter School
< 0.1 mi | #238 of 346 | Score: 48.5
Improved 106 spots from last year
-9.8 below state avg
592 students Moderate
7 sports • 134 athletes
Rising School
Grades 06-12
C-
Conservatory of the Arts
0.5 mi | #303 of 346 | Score: 37.6
Improved 2 spots from last year
-20.6 below state avg
292 students Moderate
High Graduation Rate College Ready Curriculum
Grades 06-12
C
Emergence Academy
0.7 mi | #21 of 25 | Score: 26.2
Improved 356 spots from last year
-32 below state avg
376 students Diverse
Rising School Diverse Student Body
Grades 06-12
C
The Springfield Renaissance School an Expeditionary Learning School
2.0 mi | #275 of 346 | Score: 45.0
Improved 6 spots from last year
-13.2 below state avg
596 students Diverse
High Graduation Rate College Ready Curriculum
Grades 06-12
C-
Baystate Academy Charter Public School
3.0 mi | #306 of 346 | Score: 37.1
Improved 37 spots from last year
-21.1 below state avg
344 students Diverse
Rising School College Ready Curriculum
Grades 06-12
B+
Gateway to College at Springfield Technical Community College
0.6 mi | #123 of 346 | Score: 74.4
Same rank as last year
30 students Diverse
College Ready Curriculum
Grades 09-12
C
High School of Commerce
0.7 mi | #272 of 346 | Score: 45.2
Improved 30 spots from last year
-13 below state avg
835 students Moderate
11 sports • 554 athletes
Early College Program Rising School College Ready Curriculum
Grades 09-12
F
Phoenix Academy Public Charter High School, Springfield
0.8 mi | #343 of 346 | Score: 20.1
Improved 5 spots from last year
-38.1 below state avg
175 students Moderate
College Ready Curriculum
Grades 09-12
F
Springfield International Academy at Sci-Tech
2.2 mi | #340 of 346 | Score: 20.7
Dropped 40 spots from last year
-37.5 below state avg
52 students Diverse
Career Tech Programs College Ready Curriculum Diverse Student Body
Grades 09-12
C-
Springfield High School of Science and Technology
2.2 mi | #311 of 346 | Score: 36.3
Dropped 1 spots from last year
-21.9 below state avg
1,147 students Moderate
13 sports • 870 athletes
Career Tech Programs College Ready Curriculum
Grades 09-12
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Monthly Payment Breakdown

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Property Tax $1,751
Homeowners Insurance $200
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Year 15
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Neighborhood

181-187 Chestnut St, Springfield MA 01103

Springfield, MA 01103

Listing Information

Listing Agent Anthony Ardolino
Listing Office Berkshire Hathaway HomeServices Realty Professionals
Office Phone 413-596-6711
Agent MLS ID M8000971
Office MLS ID AN7274
Listing Data Updated Sep 17, 2026 9:22 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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