Listed by Vicki R Wilson, Maple Leaf Real Estate, (802) 447-3210 . Bought with Maple Leaf Real Estate
277 Union Street
Bennington, VT 05201
3 Beds
2 Baths
1,422 sqft
$276,000
as of Jun 3, 2026
$276,000
as of Jun 3, 2026
3 Beds
2 Baths
1,422 sqft
Local Information
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Last check for updates: about 16 hours ago
Listed by Vicki R Wilson
Maple Leaf Real Estate, (802) 447-3210
Bought with: Justine Curry, Maple Leaf Real Estate, (802) 447-3210
Source: PrimeMLS, MLS#5036442
Description
Enchanting, delightful, magical... this lovely c. 1920 village home is all of that and more! 3BR/2BA home has beautiful hardwood floors and a cook's kitchen with Corian countertops and not one but two pantries! Dining room, living room with electric fireplace, office/study that could also be a first floor bedroom and updated 3/4 bath round out the first floor. Upstairs there is the primary bedroom, two guest bedrooms and full bath with clawfoot tub. One car garage is accessed by a breezeway and the back yard is private and nicely landscaped! All within walking distance to all that downtown Bennington has to offer; shops, eateries, the library and more!
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 June 09, 2025
Home Highlights
Parking
Garage
Outdoor
Porch
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 277 Union Street
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MLS Status: Closed |
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Interior Details Basement: Full,Interior Stairs,Unfinished,Interior EntryNumber of Rooms: 8 |
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (three quarters): 1 |
Dimensions and Layout Living Area: 1422 Square Feet |
Appliances & Utilities Utilities: Cable Available, Phone AvailableAppliances: Dishwasher, Dryer, Microwave, Electric Range, Refrigerator, WasherDishwasherDryerLaundry: 1st Floor LaundryMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Baseboard,Hot WaterNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard |
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 FireplaceHas a Fireplace |
Gas & Electric Electric: 100 Amp Service, Circuit Breakers |
Windows, Doors, Floors & Walls Flooring: Tile, Wood |
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One HalfFloors: Tile, Wood |
View No View |
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Exterior Home Features Roof: SlatePatio / Porch: Covered PorchFencing: PartialExterior: Deck, GardenFoundation: StoneGarden |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas Open ParkingParking Spaces: 1Parking: Paved,Driveway |
Frontage Road Frontage: PublicRoad Surface Type: Paved |
Water & Sewer Sewer: Public Sewer |
Farm & Range Frontage Length: Road frontage: 52 |
Finished Area Finished Area (above surface): 1422 Square Feet |
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Year Built Year Built: 1920 |
Property Type / Style Property Type: ResidentialProperty Subtype: FarmStructure Type: FarmhouseArchitecture: Historic Vintage |
Building Construction Materials: Wood Frame, Clapboard ExteriorNot a New Construction |
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Price List Price: $275,000 |
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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: 2263 Square Feet |
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Lot Area: 5227.2 sqft |
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BasementMls Number: 5036442Above Grade Unfinished Area: 1422Above Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area: 841Below Grade Unfinished Area Source: AssessorBelow Grade Unfinished Area Units: Square Feet |
Price History for 277 Union Street
| Date | Price | Event | Source |
|---|---|---|---|
| 06/06/2025 | $265,000 | Sold | PrimeMLS #5036442 |
| 04/16/2025 | $275,000 | Listed For Sale | PrimeMLS #5036442 |
| 07/17/2017 | $150,000 | Sold | PrimeMLS #4513537 |
| 05/03/2017 | $155,500 | Pending | Agent Provided |
| 04/10/2017 | $155,500 | PriceChange | Agent Provided |
| 09/02/2016 | $163,500 | Listed For Sale | Agent Provided |
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Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $104,300 |
Home facts updated by county records
Comparable Sales for 277 Union Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $206,000 | 02/20/26 | 3 | 2 | 1,680 | |
0.19 | Single-Family Home | $217,000 | 07/10/25 | 3 | 2 | 1,416 | |
0.26 | Single-Family Home | $130,000 | 01/28/26 | 3 | 1.5 | 1,485 | |
0.36 | Single-Family Home | $235,000 | 08/06/25 | 3 | 2 | 1,510 | |
0.15 | Single-Family Home | $225,000 | 02/18/26 | 4 | 2 | 1,702 | |
0.33 | Single-Family Home | $239,900 | 06/06/25 | 3 | 2 | 1,444 | |
0.54 | Single-Family Home | $249,000 | 06/20/25 | 3 | 2 | 1,366 | |
0.34 | Single-Family Home | $191,500 | 02/26/26 | 4 | 2 | 1,278 | |
0.30 | Single-Family Home | $299,000 | 06/01/26 | 4 | 2 | 2,000 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETPrimeMLS, Closed
Assigned Schools
These are the assigned schools for 277 Union 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 277 Union 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 277 Union Street
Off Market Homes Near 277 Union Street
SOLDMAY 29, 2026PrimeMLS, Closed
SOLDMAY 13, 2026PrimeMLS, Closed
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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 2026-06-02 14:59:41 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 277 Union Street
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277 Union Street, Bennington, VT 05201 is a 3 bedroom, 2 bathroom, 1,422 sqft single-family home built in 1920. This property is not currently available for sale. 277 Union Street was last sold on Jun 6, 2025 for $265,000 (4% lower than the asking price of $275,000). The current Trulia Estimate for 277 Union Street is $276,000.