Listed by Max Squiers, KW Vermont - Brenda Jones Real Estate Group, (802) 442-3344 . Bought with Perrott Realty
755 Main Street
Bennington, VT 05201
3 Beds
1.5 Baths
1,485 sqft
$130,000
Last Sold: Jan 28, 2026
10% below list $145K
$88/sqft
$130,000
Last Sold: Jan 28, 2026
10% below list $145K
$88/sqft
3 Beds
1.5 Baths
1,485 sqft
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Listed by Max Squiers
KW Vermont - Brenda Jones Real Estate Group, (802) 442-3344
Bought with: Dan Mason, Perrott Realty, (802) 442-8366
Source: PrimeMLS, MLS#5051990
Description
Many possibilities with this property located on Main Street in Bennington. Zoned village commercial but currently a 3 bedroom 1 and a half bath home. Nice kitchen, dining room, living room, main level primary with half bath, main level laundry and more. Needs some TLC. Won't qualify for first time homebuyer programs.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from January 29, 2026
Home Highlights
Parking
No Info
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
$88/sqft
Listed
100 days ago
Home Details for 755 Main Street
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MLS Status: Closed |
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Interior Details Basement: Crawl Space,Full,Unfinished,Interior EntryNumber of Rooms: 7 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 1485 Square Feet |
Appliances & Utilities Utilities: Cable AvailableAppliances: Electric Range, RefrigeratorLaundry: 1st Floor LaundryRefrigerator |
Heating & Cooling Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Gas & Electric Electric: Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Carpet, Tile |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfFloors: Carpet, Tile |
View No View |
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Exterior Home Features Roof: ShinglePatio / Porch: PorchFoundation: Fieldstone |
Parking & Garage No CarportNo GarageParking: Dirt,Gravel,Off Street |
Frontage Road Frontage: PublicRoad Surface Type: Paved |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: Road frontage: 50 |
Finished Area Finished Area (above surface): 1485 Square Feet |
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Year Built Year Built: 1890 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: New Englander |
Building Construction Materials: Wood FrameNot a New Construction |
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Price List Price: $145,000Price Per Sqft: $88/sqft |
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Direction & Address City: Bennington |
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Building Area Building Area: 2005 Square Feet |
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Lot Area: 6970 sqft |
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BasementMls Number: 5051990Attribution Contact: Phone: 802-442-3344Above Grade Unfinished Area: 1485Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 520Below Grade Unfinished Area Source: Public RecordsBelow Grade Unfinished Area Units: Square Feet |
Price History for 755 Main Street
| Date | Price | Event | Source |
|---|---|---|---|
| 01/28/2026 | $130,000 | Sold | PrimeMLS #5051990 |
| 07/17/2025 | $145,000 | Listed For Sale | PrimeMLS #5051990 |
| 01/01/2022 | ListingRemoved | PrimeMLS #4874190 | |
| 07/26/2021 | $159,900 | Listed For Sale | PrimeMLS #4874190 |
| 09/09/1999 | $37,300 | Sold | N/A |
| 07/20/1993 | $3,500 | Sold | N/A |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $122,600 |
Home facts updated by county records
Comparable Sales for 755 Main Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.12 | Single-Family Home | $217,000 | 07/10/25 | 3 | 2 | 1,416 | |
0.17 | Single-Family Home | $206,000 | 02/20/26 | 3 | 2 | 1,680 | |
0.26 | Single-Family Home | $265,000 | 06/06/25 | 3 | 2 | 1,422 | |
0.15 | Single-Family Home | $190,000 | 09/16/25 | 3 | 1 | 1,416 | |
0.17 | Single-Family Home | $225,000 | 02/18/26 | 4 | 2 | 1,702 | |
0.26 | Single-Family Home | $241,000 | 09/25/25 | 3 | 1 | 1,070 | |
0.29 | Single-Family Home | $291,065 | 07/11/25 | 4 | 2 | 1,736 | |
0.25 | Single-Family Home | $296,500 | 11/21/25 | 3 | 2 | 1,896 | |
0.40 | Single-Family Home | $175,000 | 05/12/25 | 3 | 1.5 | 1,056 |
Assigned Schools
These are the assigned schools for 755 Main Street.
- Bennington Elementary School
- PK-5
- Public
- 312 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 Review11mo ago - Mt. Anthony Senior Uhsd #14
- 9-12
- Public
- 926 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
- 522 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 755 Main 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
Learn more about our methodology.
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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 2026-05-08 08:12:00 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.
Homes for rent near 755 Main Street
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Off Market Homes Near 755 Main Street
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755 Main Street, Bennington, VT 05201 is a 3 bedroom, 2 bathroom, 1,485 sqft single-family home built in 1890. This property is not currently available for sale. 755 Main Street was last sold on Jan 28, 2026 for $130,000 (10% lower than the asking price of $145,000). The current Trulia Estimate for 755 Main Street is $131,200.