Vermont Vacation Homes & Second Homes for Sale

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Find Your Ideal Vacation Home in Vermont

Explore the best vacation homes for sale in Vermont, perfect for a seasonal retreat or second home. Whether you're looking for a lakefront escape, a mountain-view getaway, or a secluded cabin, Vermont offers a variety of stunning options. Browse available Vermont vacation homes below, or explore lakefront homes for additional waterfront options. Contact The O'Brien O'Connell Team online or call 802.846.7835 with any questions or to schedule a private tour. Create a free account to save your favorite listings and get alerts for new vacation properties as they hit the market.

Newest
New Listing
442 States Prison Hollow Road Starksboro VT 05487

$775,000

Starksboro, VT

442 States Prison Hollow Road

  • 2 Beds
  • 2 Baths
  • 2.1 Acres
  • 1,656 SqFt
  • 1 Day on Market
MLS#: 5093237
New Listing

$469,000

Colchester, VT

262 Belair Drive

  • 3 Beds
  • 1 Bath
  • 0.38 Acres
  • 2,045 SqFt
  • 3 Days on Market
MLS#: 5093055
New Listing

$355,000

Orwell, VT

239 North Orwell Road

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 2,176 SqFt
  • 3 Days on Market
MLS#: 5092922
Active Under Contract

$329,000

Jay, VT

25 Woodland Drive

  • 3 Beds
  • 2 Baths
  • 1.8 Acre
  • 2,417 SqFt
  • 4 Days on Market
MLS#: 5092888
New Listing

$350,653

South Burlington, VT

449 Old Farm Road

  • 3 Beds
  • 2 Baths
  • 1,461 SqFt
  • 4 Days on Market
MLS#: 5092827
New Listing

$750,000

Ludlow, VT

25 Prospect Street

  • 3 Beds
  • 3 Baths
  • 0.34 Acres
  • 2,300 SqFt
  • 4 Days on Market
MLS#: 5092814
New Listing

$649,000

St. Albans Town, VT

450 Hathaway Point Road

  • 3 Beds
  • 2 Baths
  • 0.19 Acres
  • 2,104 SqFt
  • 4 Days on Market
MLS#: 5092765
New Listing

$1,099,000

Berlin, VT

471 Crosstown Road

  • 5 Beds
  • 4 Baths
  • 10.39 Acres
  • 5,002 SqFt
  • 4 Days on Market
MLS#: 5092762
Pending

$515,000

Middlesex, VT

248 Notch Road

  • 4 Beds
  • 2 Baths
  • 10.79 Acres
  • 2,092 SqFt
  • 4 Days on Market
MLS#: 5092714
New Listing

$265,000

Swanton, VT

TBD Maquam Shore Road

  • 3 Beds
  • 1 Bath
  • 1 Acre
  • 796 SqFt
  • 5 Days on Market
MLS#: 5092626
Open House

$799,000

Hartford, VT

408 Morgan Road

NEXT OPEN HOUSE:

Sun 6/7 9:00 AM to 11:00 AM

  • 4 Beds
  • 4 Baths
  • 0.85 Acres
  • 3,048 SqFt
  • 5 Days on Market
MLS#: 5092537
Open House

$290,000

Burlington, VT

235 Park Street, Unit 7

NEXT OPEN HOUSE:

Sun 6/7 10:00 AM to 12:00 PM

  • 2 Beds
  • 2 Baths
  • 922 SqFt
  • 5 Days on Market
MLS#: 5092501
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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 7, 2026 9:07 PM EDT