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20 Properties

20 Properties Available In Bennington

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VT >Bennington >
Market Insights
340 Pleasant ST, Bennington, VT 05201
1/24 24

$215,000

Price Dropped by $14K

Multi-Family

3 Beds 2 Baths 1,300 SqFt

340 Pleasant ST, Bennington, VT 05201

Downtown Bennington duplex offering an excellent opportunity for first-time homebuyers, owner-occupants, or investors. T...

Listed by Melissa Nebelski of Real Broker LLC

PrimeMLS
811 Middle Pownal RD, Bennington, VT 05201
1/37 37

$539,900

Price Dropped by $10K

Single Family Home

4 Beds 3 Baths 2,376 SqFt

811 Middle Pownal RD, Bennington, VT 05201

Thoughtfully crafted with a distinctive European-inspired character and beautifully updated throughout, this custom-buil...

Listed by Jeffrey Dorman of eXp Realty Phone: 518-810-7757

PrimeMLS
127 Dewey ST, Bennington, VT 05201
1/50 50

$150,000

Price Dropped by $10K

Single Family Home

5 Beds 2 Baths 1,575 SqFt

127 Dewey ST, Bennington, VT 05201

Opportunity awaits with this spacious property offering incredible potential for investors, renovators, or buyers lookin...

Listed by Lindsey Martin of Maple Leaf Real Estate

PrimeMLS
432 South ST #C10, Bennington, VT 05201
1/14 14

$135,000

Price Dropped by $4K

Condo

2 Beds 2 Baths 948 SqFt

432 South ST #C10, Bennington, VT 05201

Townhouse style condo on the north side of Nathaniel court. Living room, kitchen, and half bath downstairs. Upstairs is ...

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
107 Jefferson AVE, Bennington, VT 05201
1/28 28

$209,900

Price Dropped by $15K

Single Family Home

3 Beds 2 Baths 1,608 SqFt

107 Jefferson AVE, Bennington, VT 05201

Terrific in town location for this 3 bedroom, 2 bathroom home in Bennington. Offering living room, large kitchen, forma...

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
498 Town Line RD, Bennington, VT 05201
1/54 54

$480,000

Price Dropped by $15K

Single Family Home

4 Beds 3 Baths 3,312 SqFt

498 Town Line RD, Bennington, VT 05201

If you are seeking privacy and serenity, look no further. Your private drive will lead you to your home on the hill wit...

Listed by Betty McEnaney of Diamond Realty

PrimeMLS
193 Finley DR, Bennington, VT 05201
1/43 43

$499,900

Price Dropped by $50K

Single Family Home

2 Beds 3 Baths 3,105 SqFt

193 Finley DR, Bennington, VT 05201

Set on 3.11 peaceful acres with mountain views and a wonderful sense of privacy, 193 Finley Drive offers the rare combin...

Listed by Jenifer Hoffman of Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com

PrimeMLS
142 Pine CIR, Bennington, VT 05201
1/55 55

$209,000

Under Contract

Single Family Home

4 Beds 2 Baths 1,518 SqFt

142 Pine CIR, Bennington, VT 05201

Opportunity is knocking... answer the door! This home in a sought-after neighborhood on an almost half acre lot is the i...

Listed by Justine Curry of Maple Leaf Real Estate

PrimeMLS
432 South ST #D2, Bennington, VT 05201
1/27 27

$179,000

Price Dropped by $10K

Condo

3 Beds 3 Baths 1,485 SqFt

432 South ST #D2, Bennington, VT 05201

Welcome to easy living at Nathaniel Court! This spacious and light-filled tri-level condo offers the perfect blend of co...

Listed by Abi Gregorio of eXp Realty Cell: 802-733-6015

PrimeMLS
103 Jennings Brook DR #103, Bennington, VT 05201
1/29 29

$250,000

Price Dropped by $49K

Condo

3 Beds 2 Baths 1,824 SqFt

103 Jennings Brook DR #103, Bennington, VT 05201

Located in the desirable Jennings Brook community, this condominium offers a wonderful opportunity to add your own perso...

Listed by Kelley M McCarthy of Mahar McCarthy Real Estate

PrimeMLS
205 County ST, Bennington, VT 05201
1/23 23

$219,000

Price Dropped by $16K

Multi-Family

5 Beds 2 Baths 1,860 SqFt

205 County ST, Bennington, VT 05201

This well maintained 2-unit home exceptional flexibility for buyers, allowing for a variety of living arrangements to s...

Listed by Dan Mason of Perrott Realty

PrimeMLS
117 Putnam ST, Bennington, VT 05202-1
1/14 14

$224,000

Price Dropped by $13K

Multi-Family

3 Beds 2 Baths 1,222 SqFt

117 Putnam ST, Bennington, VT 05202-1

This beautifully renovated 2-unit home by JDN Properties offers exceptional flexibility for buyers, allowing for a varie...

Listed by Dan Mason of Perrott Realty

PrimeMLS
1083 Main ST, Bennington, VT 05201
1/27 27

$209,900

Price Dropped by $10K

Single Family Home

2 Beds 1 Bath 1,075 SqFt

1083 Main ST, Bennington, VT 05201

Charming two-bedroom, one-bath bungalow located just outside of Bennington. This inviting home features beautiful hardwo...

Listed by Max Squiers of KW Vermont - Brenda Jones Real Estate Group Phone: 802-442-3344

PrimeMLS
951 gage ST, Bennington, VT 05201
1/45 45

$269,000

Price Dropped by $6K

Single Family Home

3 Beds 1 Bath 1,344 SqFt

951 gage ST, Bennington, VT 05201

This charming village home offers the perfect blend of tranquility and convenience. Situated on a spacious double lot, y...

Listed by Dan Mason of Perrott Realty

PrimeMLS
109 Evergreen DR, Bennington, VT 05201
1/31 31

$90,000

Price Dropped by $10K

Single Family Home

3 Beds 1 Bath 1,508 SqFt

109 Evergreen DR, Bennington, VT 05201

House flippers and rehabbers rejoice: an excellent opportunity to put some sweat equity into this charming WWII-era gem...

Listed by Zachary Zupan of EXP Realty Phone: 802-430-9929

PrimeMLS
425 Main ST, Bennington, VT 05201
1/28 28

$475,000

Price Dropped by $24K

Commercial

15,179 SqFt

425 Main ST, Bennington, VT 05201

15,000 plus sq. ft. commercial/office/retail/residential building on Main St in Downtown Bennington VT. On the ground l...

Listed by Chris Long of BHG Masiello Brattleboro

PrimeMLS
712 Main ST, Bennington, VT 05201
1/21 21

$425,000

Price Dropped by $10K

Commercial

712 Main ST, Bennington, VT 05201

Exceptional opportunity to own a fully equipped hospitality establishment near the heart of Bennington. This versatile p...

Listed by Will Paquin of Maple Leaf Real Estate

PrimeMLS
399 Bard RD, Bennington, VT 05201
1/60 60

$198,000

Price Dropped by $22K

Vacant Land

54 Acres

399 Bard RD, Bennington, VT 05201

Secluded serenity meets unmatched convenience on this sprawling 54+/- wooded acres in beautiful and historic Bennington,...

Listed by Curtis Trousdale of Preferred Properties Off: 802-862-9106

PrimeMLS
33 Transport DR, Bennington, VT 05201
1/47 47

$450,000

Price Dropped by $25K

Commercial

3,200 SqFt

33 Transport DR, Bennington, VT 05201

Industrial / Commercial Opportunity – 33 Transport Drive, Bennington, VT Outstanding opportunity to acquire a versatile...

Listed by Floyd Amidon of Maple Leaf Real Estate

PrimeMLS
124 Elm ST, Bennington, VT 05201
1/44 44

$950,000

Price Dropped by $275K

Commercial

6,388 SqFt

124 Elm ST, Bennington, VT 05201

An exceptional opportunity to acquire one of Southern Vermont's most versatile commercial properties. Currently known as...

Listed by Marek Kovac of TPW Real Estate

PrimeMLS
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

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Real Broker LLC

Mandolyn McIntyre Crow License ID: 082.0134671

+1(802) 683-1617 mandolynvt@gmail.com

39 Central St, Woodstock, VT 05091, USA

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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

SITE MAP

      Sellers
      Buyers
      Client Testimonials
      Join Us At Real
defaultdefault

Real Broker LLC

Mandolyn McIntyre Crow License ID: 082.0134671

+1(802) 683-1617 mandolynvt@gmail.com

39 Central St, Woodstock, VT 05091, USA

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility