Listed by Brooke L Thomson Drew, Mahar McCarthy Real Estate, (802) 442-8337 . Bought with Josiah Allen Real Estate, Manchester Branch Office
119 Dewey Street
Bennington, VT 05201
5 Beds
1 Bath
3,960 sqft
5 Beds
1 Bath
3,960 sqft
Local Information
- Map ViewExplore the area around 119 Dewey Street.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Last check for updates: about 9 hours ago
Listed by Brooke L Thomson Drew
Mahar McCarthy Real Estate, (802) 442-8337
Bought with: Edward Jones, Josiah Allen Real Estate, Manchester Branch Office
Source: PrimeMLS, MLS#5000349
Description
Discover this beautifully updated three-unit property, originally built in 1880. Featuring gorgeous hardwood floors throughout, this well-maintained building offers two units with newly renovated kitchens and one unit with an updated bathroom, providing a perfect blend of classic charm and modern convenience. Conveniently located close to downtown, you'll enjoy easy access to a variety of restaurants, shopping, and our local hospital. With a strong rental history and desirable amenities, this property is an excellent investment opportunity. Live in one unit and rent out the other two or lease all three for maximum return. Schedule a viewing today to see why this property stands out as an exceptional investment.
119 Dewey Street, Bennington, VT 05201 is a 5 bedroom, 3 bathroom, 3,960 sqft multi-family built in 1880. It last sold for $285,000 on Feb 21, 2025 (1% above the $282,500 asking price). It is currently off market. The Trulia Estimate is $303,700, with a rent estimate of $2,052/month.
Home Highlights
Parking
4 Parking Spaces
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 119 Dewey Street
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MLS Status: Closed |
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Interior Details Basement: Concrete Floor,No Tenant Access,Sump Pump,Unfinished,Exterior Entry,Walk-Up Access |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 1 |
Dimensions and Layout Living Area: 3960 Square Feet |
Appliances & Utilities Utilities: Cable Available, Fiber Optic Internt AvailAppliances: Electric Water Heater, Water Heater |
Heating & Cooling Heating: Coal,Oil,Floor Furnace,ZonedNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Coal |
Gas & Electric Electric: 100 Amp Service |
Windows, Doors, Floors & Walls Flooring: Carpet, Hardwood, Laminate, Tile |
Levels, Entrance, & Accessibility Number of Stories: 2Levels: TwoFloors: Carpet, Hardwood, Laminate, Tile |
View No View |
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Exterior Home Features Roof: Architectural Shingle SlatePatio / Porch: PatioFencing: PartialExterior: GardenFoundation: Concrete, FieldstoneGarden |
Parking & Garage No CarportNo GarageParking Spaces: 4Parking: Paved,Assigned,Off Street,Parking Spaces 4 |
Frontage Road Surface Type: PavedNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: Road frontage: 100 |
Finished Area Finished Area (above surface): 2640 Square FeetFinished Area (below surface): 1320 Square Feet |
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Year Built Year Built: 1880 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyStructure Type: Multi FamilyArchitecture: Multi Family |
Building Construction Materials: Vinyl SidingNot a New Construction |
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Price List Price: $282,500 |
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Direction & Address City: Bennington |
School Information Elementary School District: Southwest VermontJr High / Middle School: Mt. Anthony Union Middle SchJr High / Middle School District: Southwest VermontHigh School: Mt. Anthony Sr. UHSD 14High School District: Southwest Vermont |
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Building Area Building Area: 3960 Square Feet |
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Lot Area: 7841 sqft |
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BasementMls Number: 5000349Above Grade Unfinished Area: 2640Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet |
Price History for 119 Dewey Street
| Date | Price | Event | Source |
|---|---|---|---|
| 02/21/2025 | $285,000 | Sold | PrimeMLS #5000349 |
| 12/06/2024 | $282,500 | PriceChange | PrimeMLS #5000349 |
| 06/13/2024 | $295,000 | Listed For Sale | PrimeMLS #5000349 |
| 07/27/2020 | $159,000 | Sold | N/A |
Market trends in Bennington
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
35
7MoM
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $155,400 |
Home facts updated by county records
Comparable Sales for 119 Dewey Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.23 | Multi-Family Home | $255,000 | 09/12/25 | 6 | 2 | 2,288 | |
0.12 | Multi-Family Home | $290,000 | 03/26/26 | 6 | 3 | 2,640 | |
0.14 | Multi-Family Home | $265,000 | 03/26/26 | 6 | 3 | 2,900 | |
0.28 | Multi-Family Home | $294,000 | 06/01/26 | 7 | 6 | 5,712 | |
0.41 | Multi-Family Home | $278,000 | 08/04/25 | 3 | 3 | 1,461 | |
0.58 | Multi-Family Home | $277,500 | 02/20/26 | 5 | 2 | 2,294 | |
0.46 | Multi-Family Home | $225,000 | 09/10/25 | 4 | 3 | 2,162 | |
0.61 | Multi-Family Home | $185,000 | 05/12/26 | 5 | 2 | 2,201 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETPrimeMLS, Closed
SOLDMAR 26, 2026PrimeMLS, Closed
Assigned Schools
These are the assigned schools for 119 Dewey Street.
- Bennington Elementary School
- PK-5
- Public
- 278 Students
1/10GreatSchools RatingParent Rating AverageThe Bennington school system is appalling! We come from another state with MUCH better schools, so our experience here has been terrible. If you ever need to contact a principal, vice principal, or even the state education department, forget it! They don’t take or return phone calls most of the time! My child’s teacher this year is excellent, last year the teacher was terrible even threatening to punish my child for stating they had a crush on another student (which according to the APA is healthy and normal!). In fact, when I called the teacher on this in a communication book we had been keeping for many months, that book disappeared forever. We hope to move out of the state at some point so that we don’t have to deal with this negligence for the rest of my child’s school years. It’s quite disgusting & disrespectful. Administration obviously thinks very little of the children, families, their jobs & responsibilities, etc. I would not recommend this school, or even this town or state of Vermont for that matter. They don’t take state we came from, the state education department was also much more attentive. If I could give a zero star rating, I would.Parent Review1y ago - Mt. Anthony Senior Uhsd #14
- 9-12
- Public
- 855 Students
5/10GreatSchools RatingParent Rating AverageMount Anthony Union High School has a strong principal who provides excellent school leadership to students and staff. The school has a diverse student population with many exciting after-school activities.Teacher Review15y ago - Mt. Anthony Union Middle School
- 6-8
- Public
- 484 Students
3/10GreatSchools RatingParent Rating AverageMy daughter has been at the Middle School for 2 1/2 years. The new facility is awesome. I have found her teachers to be dedicated and responsive to her needs. They have made themselves available to speak with me, and to meet with her after school when needed. The material presented is up-to-date, and relevant. The administrative staff is also responsive to student and parent requests. The new after-school program provides a diverse variety of activities for enrichment in art, music, science, sports, self esteem, environmental concerns, technology and career exploration. There are bands and choruses, sports teams, cheerleaders, and clubs. Monthly school dances are sponsored by the PTSA, who also sponsor special events like the Winter Carnival. I have been impressed with the Middle SchoolParent Review15y ago 
Check out schools near 119 Dewey Street.
What Locals Say about Bennington
At least 58 Trulia users voted on each feature.
92 % Say it's dog friendly
82 % Say car is needed
79 % Say yards are well-kept
78 % Say parking is easy
71 % Say there are sidewalks
69 % Say there's holiday spirit
66 % Say there's wildlife
63 % Say it's walkable to restaurants
62 % Say kids play outside
59 % Say people would walk alone at night
56 % Say neighbors are friendly
48 % Say streets are well-lit
44 % Say it's quiet
38 % Say they plan to stay for at least 5 years
33 % Say there are community events
28 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 119 Dewey Street
0.59 ACRESPrimeMLS, Active
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Off Market Homes Near 119 Dewey Street
SOLDJUN 30, 2026
SOLDJUN 30, 2026PrimeMLS, Closed- SOLDJUN 16, 2026
SOLDJUN 16, 2026PrimeMLS, Closed
SOLDJUN 12, 2026PrimeMLS, Closed- SOLDJUN 12, 2026
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Copyright 2026 PrimeMLS, Inc. All rights reserved.
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated 2026-07-08 18:59:35 PDT.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.
This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information.