Chittenden

Chittenden County VT Homes for Sale Under $500,000

48Results

Homes for Sale Under $500,000 in Chittenden County, VT

Chittenden County encompasses Burlington and its surrounding communities along the eastern shore of Lake Champlain, stretching east to the Green Mountain foothills. The county includes a range of towns at varying price points, with communities such as Winooski, Essex, Colchester, Milton, Richmond, Hinesburg, and others offering residential inventory below the $500,000 threshold. Interstate 89 and U.S. Route 2 form the primary transportation corridors connecting these communities to Burlington's employment and commercial centers.

Newest
New Listing
34 Lone Birch Street Colchester VT 05446

$499,900

Colchester, VT

34 Lone Birch Street

  • 2 Beds
  • 2 Baths
  • 0.08 Acres
  • 1,140 SqFt
  • 2 Days on Market
Listed by Scott Tetreault of Century 21 The One
MLS#: 5096850
New Listing

$469,000

Colchester, VT

167 Waybury Road

  • 3 Beds
  • 1 Bath
  • 0.4 Acres
  • 1,727 SqFt
  • 3 Days on Market
Listed by Rene Marceau of KW Vermont
MLS#: 5096580
New Listing

$399,900

Colchester, VT

115 Colchester Pond Road

  • 3 Beds
  • 1 Bath
  • 0.5 Acres
  • 1,612 SqFt
  • 4 Days on Market
Listed by Robbi Handy Holmes of BHHS Vermont Realty Group/S Burlington
MLS#: 5096404
New Listing

$496,000

Jericho, VT

98 Leary Road

  • 2 Beds
  • 2 Baths
  • 10.11 Acres
  • 1,440 SqFt
  • 5 Days on Market
Listed by Katharine Wade of Coldwell Banker Hickok and Boardman
MLS#: 5096272
Vermont Mortgage Company logo
New Listing

$475,000

Williston, VT

2835 Mountain View Road

  • 3 Beds
  • 2 Baths
  • 1.68 Acre
  • 1,442 SqFt
  • 6 Days on Market
Listed by The Hammond Team of KW Vermont
MLS#: 5096113
New Listing

$238,000

Essex Junction, VT

31 Pearl Street

  • 4 Beds
  • 4 Baths
  • 1.18 Acre
  • 4,718 SqFt
  • 8 Days on Market
Listed by Robbi Handy Holmes of BHHS Vermont Realty Group/S Burlington
MLS#: 5095902
New Listing

$375,000

Winooski, VT

219 Hickok Street

  • 3 Beds
  • 1 Bath
  • 0.13 Acres
  • 1,152 SqFt
  • 9 Days on Market
Listed by Julie Lamoreaux of Coldwell Banker Hickok and Boardman
MLS#: 5095786
New Listing

$425,000

Colchester, VT

492 Curve Hill Road

  • 4 Beds
  • 2 Baths
  • 1.03 Acre
  • 2,016 SqFt
  • 9 Days on Market
Listed by Carrie Zeno of New England Landmark Realty LTD
MLS#: 5095749
New Listing

$485,000

Essex Junction, VT

2 Murray Road

  • 3 Beds
  • 2 Baths
  • 0.25 Acres
  • 1,344 SqFt
  • 9 Days on Market
Listed by Brian M. Boardman of Coldwell Banker Hickok and Boardman
MLS#: 5095721
New Listing

$470,000

Milton, VT

177 Westford Road

  • 3 Beds
  • 2 Baths
  • 0.89 Acres
  • 1,860 SqFt
  • 10 Days on Market
Listed by Ferrara Libby Team of Coldwell Banker Hickok and Boardman
MLS#: 5095550
New Listing

$410,000

Burlington, VT

1412 North Avenue

  • 3 Beds
  • 2 Baths
  • 0.17 Acres
  • 1,365 SqFt
  • 13 Days on Market
Listed by James FitzGerald of Town & Country Real Estate
MLS#: 5094753

Chittenden County Homes Priced Under $500,000

The sub-$500,000 segment of the Chittenden County housing market spans a variety of property types, including single-family homes, condominiums, and smaller multi-bedroom houses in both in-town and suburban settings. Towns including Winooski, Essex Junction, Colchester, Milton, Richmond, and Jericho have historically offered inventory in this range alongside Chittenden County's larger markets. Properties vary from older in-town homes to more recently constructed residences in newer subdivisions, giving this price segment meaningful geographic and structural diversity across the county.

Explore related listings including new listings in Chittenden County, homes for sale in Colchester VT, and Williston VT homes for sale. You can also browse real estate for sale in Burlington VT. Register for a free account to save this search and receive new listing alerts, or call Geri Reilly Real Estate at (802) 862-6677 to speak with an agent.

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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 June 28, 2026 4:52 PM EDT