Bennington County, VT - condos for sale

37 of 37 results displayed

New
$798,000Active
3 beds 5 baths3,100 sq. ft.
52 High Meadow Road #11, Winhall, VT 05155
MLS# 5090546Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
New
$450,000Active
3 beds 2 baths1,215 sq. ft.
36 Birch Hill Road #8 Red Maple, Winhall, VT 05340
MLS# 5090261Listed by: THE HAVEN GROUP
New
$350,000Active
2 beds 2 baths1,190 sq. ft.
524 Jennings Brook Drive, Bennington, VT 05201
MLS# 5090266Listed by: MAPLE LEAF REAL ESTATE
New
$1,375,000Active
3 beds 5 baths3,415 sq. ft.
3746-3738 Main Street #1, Manchester, VT 05254
MLS# 5090030Listed by: WOHLER REALTY GROUP
New
$199,000Active
3 beds 3 baths1,485 sq. ft.
432 South Street #D2, Bennington, VT 05201
MLS# 5089968Listed by: EXP REALTY
New
$189,000Active
2 beds 1 baths809 sq. ft.
4743 Bourn Brook Road #Unit 43, Manchester, VT 05255
MLS# 5089670Listed by: WOHLER REALTY GROUP
$299,900Active
3 beds 2 baths1,824 sq. ft.
103 Jennings Brook Drive, Bennington, VT 05201
MLS# 5088382Listed by: MAHAR MCCARTHY REAL ESTATE
$735,000Active
4 beds 3 baths2,317 sq. ft.
B2 Maple Ridge Road, Winhall, VT 05340
MLS# 5085195Listed by: MICHAEL ENGLAND REAL ESTATE
$300,000Active
1 beds 2 baths1,120 sq. ft.
113 South Street #302, Bennington, VT 05201
MLS# 5086029Listed by: HOFFMAN REAL ESTATE
$584,900Active
3 beds 3 baths1,786 sq. ft.
14 A Marisa Lane, Dorset, VT 05251
MLS# 5088653Listed by: RE/MAX FOUR SEASONS
$350,000Pending
2 beds 2 baths1,190 sq. ft.
526 Jennings Brook Drive, Bennington, VT 05201
MLS# 5084448Listed by: MAPLE LEAF REAL ESTATE
$380,000Active
2 beds 2 baths1,040 sq. ft.
553 Roaring Branch Road, Arlington, VT 05250
MLS# 5084226Listed by: WOHLER REALTY GROUP
$699,500Active
3 beds 3 baths1,760 sq. ft.
38 Jameson Flats, Manchester, VT 05255
MLS# 5030221Listed by: WOHLER REALTY GROUP
$815,000Active
4 beds 5 baths2,980 sq. ft.
74 Pond View Road, Winhall, VT 05340
MLS# 5081109Listed by: THE HAVEN GROUP
$199,000Pending
2 beds 3 baths1,156 sq. ft.
106 Park Street #2, Bennington, VT 05201
MLS# 5081071Listed by: MAPLE LEAF REAL ESTATE
$350,000Pending
2 beds 2 baths1,190 sq. ft.
527 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080868Listed by: MAPLE LEAF REAL ESTATE
$649,000Active
3 beds 3 baths1,650 sq. ft.
39 Pond View Road, Winhall, VT 05340
MLS# 5080673Listed by: WINHALL REAL ESTATE
$350,000Pending
2 beds 2 baths1,190 sq. ft.
525 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080662Listed by: MAPLE LEAF REAL ESTATE
$350,000Pending
2 beds 2 baths1,190 sq. ft.
523 Jennings Brook Drive, Bennington, VT 05201
MLS# 5080506Listed by: MAPLE LEAF REAL ESTATE
$159,900Pending
2 beds 2 baths852 sq. ft.
432 South Street #B-2, Bennington, VT 05201
MLS# 5080471Listed by: KW VERMONT - BRENDA JONES REAL ESTATE GROUP
$845,000Pending
4 beds 4 baths2,924 sq. ft.
227 Kestrel Court #12, Manchester, VT 05254
MLS# 5080214Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$609,000Active
4 beds 3 baths1,650 sq. ft.
60 Hilltop Road, Winhall, VT 05340
MLS# 5079990Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$575,000Active
3 beds 3 baths2,234 sq. ft.
202 Eagle Rise Road #16, Manchester, VT 05255
MLS# 5079423Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$235,000Active
2 beds 1 baths784 sq. ft.
67 Bourne Brook Road #53, Manchester, VT 05255
MLS# 5079284Listed by: WOHLER REALTY GROUP
$215,000Pending
2 beds 1 baths938 sq. ft.
55 Eden Way #3B, Bennington, VT 05201
MLS# 5078623Listed by: MAPLE LEAF REAL ESTATE
$495,000Active
3 beds 3 baths1,848 sq. ft.
14 Vaughn Farm Road, Manchester, VT 05255
MLS# 5076544Listed by: REAL BROKER LLC
$225,000Active
2 beds 1 baths784 sq. ft.
92 Bourn Brook Road #67, Manchester, VT 05255
MLS# 5076509Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$899,000Active
4 beds 3 baths3,252 sq. ft.
E1 Rock Ridge Road, Winhall, VT 05340
MLS# 5075528Listed by: THE HAVEN GROUP
$205,000Active
1 beds 1 baths784 sq. ft.
40 Bourn Brook Road #50, Manchester, VT 05255
MLS# 5074946Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$305,000Active
3 beds 3 baths1,378 sq. ft.
61 East Branch Farms, Manchester, VT 05255
MLS# 5074305Listed by: CUMMINGS & CO
$475,000Active
4 beds 3 baths1,680 sq. ft.
7 Stratton West Road #7, Winhall, VT 05340
MLS# 5074011Listed by: MICHAEL ENGLAND REAL ESTATE
$700,000Active
4 beds 4 baths1,829 sq. ft.
146 Ridges Way #1200-1, Peru, VT 05161
MLS# 5069206Listed by: CUMMINGS & CO
$645,000Active
2 beds 2 baths1,432 sq. ft.
4928 Main Street #2, Manchester, VT 05255
MLS# 5066452Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$775,000Active
3 beds 4 baths2,484 sq. ft.
263 Kestrel Court #F-17, Manchester, VT 05254
MLS# 5061519Listed by: FOUR SEASONS SOTHEBY'S INT'L REALTY
$699,000Active
3 beds 3 baths2,317 sq. ft.
D-9 Cobble Ridge Road, Winhall, VT 05340
MLS# 5049354Listed by: WINHALL REAL ESTATE
$565,000Active
3 beds 2 baths2,070 sq. ft.
68 Owls Nest Circle #B-7, Manchester, VT 05254
MLS# 5045346Listed by: JOSIAH ALLEN REAL ESTATE, INC.
$1,750,000Active
4 beds 4 baths2,698 sq. ft.
148B Sun Bowl Ridge Road, Stratton, VT 05255
MLS# 5012015Listed by: STRATTON REAL ESTATE

Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group

Copyright 2026 Prime MLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of Prime MLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated May 27, 2026

Popular neighborhoods near Bennington County, VT

Zip codes near Bennington County, VT

Company

About Press releases Franchise BHGRE global The BHGRE Life Blog BHGRE Trends report

Buy and sell

BHGRE Distinctive Collection Buy a home Sell a home All homes for sale All real estate agents All real estate offices

Resources

Find an agent Join BHGRE Offices

Terms of use Accessibility statement DMCA notice Fraud alert Privacy notice Fair housing Do not sell or share my personal information Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.

Each office is independently owned and operated.

Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.

Company

About Press releases Franchise BHGRE global The BHGRE Life Blog BHGRE Trends report

Buy and sell

BHGRE Distinctive Collection Buy a home Sell a home All homes for sale All real estate agents All real estate offices

Resources

Find an agent Join BHGRE Offices

Terms of use Accessibility statement DMCA notice Fraud alert Privacy notice Fair housing Do not sell or share my personal information Submit agent or broker complaint

Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.

Each office is independently owned and operated.

Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.

Bennington County, VT - condos for sale

37 of 37 results displayed

52 High Meadow Road #11, Winhall, VT 05155

36 Birch Hill Road #8 Red Maple, Winhall, VT 05340

524 Jennings Brook Drive, Bennington, VT 05201

3746-3738 Main Street #1, Manchester, VT 05254

432 South Street #D2, Bennington, VT 05201

4743 Bourn Brook Road #Unit 43, Manchester, VT 05255

103 Jennings Brook Drive, Bennington, VT 05201

B2 Maple Ridge Road, Winhall, VT 05340

113 South Street #302, Bennington, VT 05201

14 A Marisa Lane, Dorset, VT 05251

526 Jennings Brook Drive, Bennington, VT 05201

553 Roaring Branch Road, Arlington, VT 05250

38 Jameson Flats, Manchester, VT 05255

74 Pond View Road, Winhall, VT 05340

106 Park Street #2, Bennington, VT 05201

527 Jennings Brook Drive, Bennington, VT 05201

39 Pond View Road, Winhall, VT 05340

525 Jennings Brook Drive, Bennington, VT 05201

523 Jennings Brook Drive, Bennington, VT 05201

432 South Street #B-2, Bennington, VT 05201

227 Kestrel Court #12, Manchester, VT 05254

60 Hilltop Road, Winhall, VT 05340

202 Eagle Rise Road #16, Manchester, VT 05255

67 Bourne Brook Road #53, Manchester, VT 05255

55 Eden Way #3B, Bennington, VT 05201

14 Vaughn Farm Road, Manchester, VT 05255

92 Bourn Brook Road #67, Manchester, VT 05255

E1 Rock Ridge Road, Winhall, VT 05340

40 Bourn Brook Road #50, Manchester, VT 05255

61 East Branch Farms, Manchester, VT 05255

7 Stratton West Road #7, Winhall, VT 05340

146 Ridges Way #1200-1, Peru, VT 05161

4928 Main Street #2, Manchester, VT 05255

263 Kestrel Court #F-17, Manchester, VT 05254

D-9 Cobble Ridge Road, Winhall, VT 05340

68 Owls Nest Circle #B-7, Manchester, VT 05254

148B Sun Bowl Ridge Road, Stratton, VT 05255

Popular searches near Bennington County, VT

Popular neighborhoods near Bennington County, VT

Zip codes near Bennington County, VT