185 North St
Bennington, VT 05201
Studio
1 Bath
4,000 sqft
Studio
1 Bath
4,000 sqft
Local Information
- Map ViewExplore the area around 185 North St.
- Schools1 Preschool School1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1987
Living Area
4,000 sqft
Price/Sqft
$104
About this House
Own a National Treasure Business Property in the Heart of Bennington, VT Built in 1887 and completely restored in 1987, the landmark home of one of Bennington’s prominent 19th century businessmen is available for business use or mixed business with residence. Known as the Frederick N. Squire House, the stately Victorian “painted lady” occupies a .64 acre parcel in a prominent location on North St. There is just over 4,000 sf of finished space. The building is set nicely back from the street to allow a gracious front lawn and yet there is ample off street parking to the side and rear for at least 12 vehicles. Three full stories tall, the former home graced with period details and superb woodwork throughout, offers ground floor reception and conference room space plus large private offices, enclosed porches and original half bath with marble sink. Five second floor offices and large half bath (suitable for full bath if needed) and the third floor has two large offices plus very large walk-in attic for storage. Full basement. w/inside and exterior access. Fully air conditioned and electronic air filtration throughout, oil fired hot air heat, town water and sewer. Wood clapboard and cedar shingle siding, slate roof, gravel driveway. Offered at a fraction of original cost and renovation : $275,000.
185 North St, Bennington, VT 05201 is a studio, 1 bathroom, 4,000 sqft single-family home built in 1987. It last sold for $215,000 on Jan 3, 2012. It is currently off market. The Trulia Estimate is $414,100, with a rent estimate of $2,060/month.
Home Details for 185 North St
|
|---|
Year Built Year Built: 1987 |
Property Type / Style Property Type: Single Family Home |
Price History for 185 North St
| Date | Price | Event | Source |
|---|---|---|---|
| 05/05/2022 | ListingRemoved | PrimeMLS #4841610 | |
| 01/12/2021 | $375,000 | Listed For Sale | PrimeMLS #4841610 |
| 06/07/2012 | $275,000 | ListingRemoved | Agent Provided |
| 06/02/2012 | $275,000 | Listed For Sale | Agent Provided |
| 01/03/2012 | $215,000 | Sold | BCMLS #193070 |
| 02/09/2011 | $275,000 | Listed For Sale | Agent Provided |
Market trends in Bennington
Last updated June 2026
Avg. sale price
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Sale-to-List Price
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Price per sq ft
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Available listings
33
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Comparable Sales for 185 North St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.14 | Single-Family Home | $235,000 | 08/06/25 | 3 | 2 | 1,510 | |
0.27 | Single-Family Home | $125,000 | 05/01/26 | 4 | 1 | 1,156 | |
0.44 | Single-Family Home | $190,000 | 09/29/25 | 3 | 2 | 2,714 | |
0.28 | Single-Family Home | $191,500 | 02/26/26 | 4 | 2 | 1,278 | |
0.35 | Single-Family Home | $299,000 | 06/01/26 | 4 | 2 | 2,000 | |
0.48 | Single-Family Home | $168,000 | 07/17/26 | 3 | 1 | 1,232 | |
0.41 | Single-Family Home | $220,000 | 09/16/25 | 2 | 2 | 1,554 | |
0.43 | Single-Family Home | $154,500 | 01/13/26 | 3 | 1 | 854 | |
0.46 | Single-Family Home | $240,000 | 09/24/25 | 4 | 2.5 | 2,404 | |
0.24 | Single-Family Home | $75,500 | 12/05/25 | 4 | 1.5 | 1,887 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDJUN 16, 2026PrimeMLS, Closed
Assigned Schools
These are the assigned schools for 185 North St.
- 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 185 North St.
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 185 North St
NEW CONSTRUCTIONPrimeMLS, Active
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Off Market Homes Near 185 North St
SOLDJUL 21, 2026PrimeMLS, Closed
SOLDJUL 21, 2026PrimeMLS, Closed
SOLDJUL 21, 2026PrimeMLS, Closed
SOLDJUL 17, 2026- See more homes for sale inBennington
