99-101 Middlesex St
Springfield, MA 01109
Upper Hill
5 Beds
2 Baths
2,518 sqft
5 Beds
2 Baths
2,518 sqft
Local Information
- Map ViewExplore the area around 99-101 Middlesex St.
- Schools2 Preschool Schools3 Elementary Schools6 Middle Schools9 High Schools
- Shop & Eat
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Description
This multi-family home is located at 99-101 Middlesex St, Springfield, MA. 99-101 Middlesex St is in the Upper Hill neighborhood in Springfield, MA and in ZIP code 01109. This property has 5 bedrooms, 2 bathrooms and approximately 2,518 sqft of floor space. This property has a lot size of 3484 sqft and was built in 1925.
99-101 Middlesex St, Springfield, MA 01109 is a 5 bedroom, 2 bathroom, 2,518 sqft multi-family in Upper Hill, built in 1925. It last sold for $295,000 on Jun 11, 2024. It is currently off market. The Trulia Estimate is $360,300, with a rent estimate of $2,230/month.
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago
Home Details for 99-101 Middlesex St
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Heating & Cooling Heating: GasHeating Fuel: Gas |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 11 |
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Year Built Year Built: 1925 |
Property Type / Style Property Type: Multi Family |
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Exterior Home Features Exterior: Wood |
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Units in Building: 2 |
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Lot Area: 3484 sqft |
Price History for 99-101 Middlesex St
| Date | Price | Event | Source |
|---|---|---|---|
| 06/11/2024 | $295,000 | Sold | N/A |
| 02/01/2013 | $52,000 | Sold | N/A |
| 07/14/2011 | $144,008 | Sold | N/A |
| 03/28/2007 | $5,000 | Sold | N/A |
Market trends in Springfield
Last updated May 2026
Avg. sale price
$284K
$7.67KMoM
Sale-to-List Price
100.6%
0.3%MoM
Price per sq ft
$206
$2MoM
Available listings
257
15MoM
- Results are loading
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,481 |
| Assessment | $285,800 |
Home facts updated by county records
Comparable Sales for 99-101 Middlesex St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.15 | Multi-Family Home | $280,000 | 01/22/26 | 4 | 2 | 2,288 | |
0.14 | Multi-Family Home | $400,000 | 08/14/25 | 6 | 2 | 2,673 | |
0.08 | Multi-Family Home | $390,000 | 04/13/26 | 6 | 2 | 2,128 | |
0.14 | Multi-Family Home | $305,000 | 06/18/26 | 4 | 2 | 3,697 | |
0.24 | Multi-Family Home | $337,000 | 07/22/25 | 6 | 2 | 3,024 | |
0.12 | Multi-Family Home | $390,000 | 07/23/25 | 8 | 2 | 2,894 | |
0.11 | Multi-Family Home | $455,000 | 04/13/26 | 9 | 2 | 2,661 | |
0.13 | Multi-Family Home | $344,900 | 04/30/26 | 8 | 3 | 3,320 | |
0.10 | Multi-Family Home | $410,000 | 03/16/26 | 8 | 3 | 3,139 | |
0.18 | Multi-Family Home | $240,000 | 05/26/26 | 6 | 3 | 3,073 |
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SOLDOCT 17, 2025Theroux and Co Team, Lock and Key Realty Inc.
SOLDJUN 12, 2026Pablo Ottenwalder, Premier Choice Realty
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Assigned Schools
These are the assigned schools for 99-101 Middlesex St.
- High School of Science and Technology (Sci-Tech)
- 9-12
- Public
- 1147 Students
1/10GreatSchools RatingParent Rating AverageIt was good my class had the highest graduation rate in our history of our schoolStudent Review6y ago - Daniel B Brunton School
- PK-5
- Public
- 310 Students
4/10GreatSchools RatingParent Rating Average
No reviews available for this school. - High School Of Commerce
- 9-12
- Public
- 835 Students
2/10GreatSchools RatingParent Rating AverageRude people and students and confusing layoutParent Review3y ago - Alfred G Zanetti School
- PK-8
- Public
- 436 Students
6/10GreatSchools RatingParent Rating AverageEs tremenda escuela con el mejor equipo de trabajo de toda la ciudad de Springfield MA. Los estudiantes tienen muchas oportunidades y ayuda extra para que puedan alcanzar sus metas. Todo el personal es muy atento, cordial y professional. Definitivamente yo recomiendo esta escuela.Parent Review4y ago - The Springfield Renaissance School
- 6-12
- Public
- 596 Students
3/10GreatSchools RatingParent Rating AverageMy daughter has been there for three years, except for one issue with a problem student it is a great school. The teachers are excellent, curriculum is above par, but the administration is very weak.Parent Review7y ago - Springfield Central High School
- 9-12
- Public
- 2015 Students
1/10GreatSchools RatingParent Rating AverageSpringfield Central High School has been great so far for my son. We came here from another city after he finished middle school at first we were nervous if he would fit in if he would do well there and if the academics would be good. So far he has fit in and done very well last year he finished his freshman year with a 4.0GPA and is trending in same direction into sophomore year. He is in all AP classes and said the teachers are way better and laid back compared to our old city. He said teachers aren't rude at all and very laid back as long as your doing what your supposed to your work is done and your grades are good which I feel is great as I think some teachers are way to strict and cause unnecessary stress on students obviously if a kis is acting up and work isn't done than thats a different story. The sports at this school are extremely important also to this school and they are pretty good and win alot especially their football team which I believe is D1 and faces the best Massachusetts has to offer and even teams like IMG from Florida has came to play us. The coaches are great and they communicate with parents well and are always available to answer any questions or concerns. They have a great lifting program and are great with helping get your kid recruited if they want to play in college. I would recommend any one who is on the fence about what school to choose in Springfield that Central should be their top choice.Parent Review9mo ago - John J Duggan Middle School
- 6-12
- Public
- 843 Students
3/10GreatSchools RatingParent Rating Averagedont go here, its a horrible school. trust me.Student Review11mo ago - STEM Middle Academy
- 6-8
- Public
- 241 Students
3/10GreatSchools RatingParent Rating AverageThis school is trashy and the time is off by 3 minutes so the kids get out at 2:53 instead of 2:50Parent Review4mo ago - Liberty Preparatory Academy
- 9-12
- Public
- 6 Students
NAGreatSchools RatingParent Rating AverageNo reviews available for this school. - Uxbridge - Gateway to College
- 10-12
- Public
- 28 Students
NAGreatSchools RatingParent Rating AverageNo reviews available for this school. - Springfield Public Day Elementary School
- 1-5
- Public
- 36 Students
2/10GreatSchools RatingParent Rating AverageNo reviews available for this school. - Springfield High School
- 9-12
- Public
- 312 Students
NAGreatSchools RatingParent Rating AverageNo reviews available for this school. - Springfield Public Day Middle School
- 6-8
- Public
- 45 Students
2/10GreatSchools RatingParent Rating AverageNo reviews available for this school. - Springfield Public Day High School
- 9-12
- Public
- 58 Students
1/10GreatSchools RatingParent Rating AverageNo reviews available for this school. - Springfield Public Day Middle School
- 6-8
- Public
- 15 Students
5/10GreatSchools RatingParent Rating AverageExcellent! The staff and students work so hard at this school!Parent Review8y ago 
Check out schools near 99-101 Middlesex St.
Neighborhood Overview
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.
LGBTQ Local Legal Protections
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Off Market Homes Near 99-101 Middlesex St
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