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    Windsor County, VT Hotels for Sale

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    Historic Lakeside Hotel
    Updated: Apr 3
    Historic Lakeside Hotel

    2 Dublin Road, Plymouth, VT 05149

    $2,400,000
    Historic, full‑service inn with an established operating history
    Lakeside setting in Plymouth, Vermont
    Located along the Route 100 corridor
    Approximately +/-4 miles from Okemo Mountain Resort
    Approximately +/-12 miles from Killington Resort
    View details
    Renovated Mixed-Use Property with Guest Rooms
    Updated: Feb 21, 2024
    Renovated Mixed-Use Property with Guest Rooms

    52 Upper Road, Bridgewater, VT 05035

    $749,000
    1.50 AC lot
    1.5‑acre mixed‑use property in Bridgewater, Vermont
    Commercial kitchen with dining rooms, lounge, and bar area
    Five guest rooms, each with a private bath
    Separate living quarters for an owner’s residence or apartment
    Outside dining and lounging areas
    View details
    Iconic Fullerton Inn For Sale
    Iconic Fullerton Inn For Sale

    40 The Common, Chester, VT 05143

    $1,495,000
    18,896 sqft 2.28 AC lot

    Southern Vermont hospitality landmark in historic downtown Chester.

    View details
    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Based on your search, we've compiled 32 Potential Opportunities for your consideration. Besides 3 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 29 Off-Market properties to explore as potential leads

    Off-Market Properties in Windsor County, VT

    Consider similar Off-Market properties in Windsor County, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    287 Rte 100
    HOTEL-RESORT

    287 Rte 100, Weston, VT 05161-5402

    $845,000
    Estimated value
    8,882 sqft 5.10 AC lot
    View details
    91 Ballardvale Dr
    HOTEL

    91 Ballardvale Dr, White River Junction, VT 05001-7176

    $5,900,000
    Estimated value
    96,364 sqft 4.65 AC lot
    View details
    121 Ballardvale Dr
    HOTEL

    121 Ballardvale Dr, White River Junction, VT 05001-7175

    $8,250,000
    Estimated value
    54,350 sqft
    View details
    698 Vt Rte 11th W
    HOTEL-RESORT

    698 Vt Rte 11th W, Chester, VT 05143-8975

    $395,000
    Estimated value
    6,848 sqft 5.63 AC lot
    View details
    3 Church St
    HOTEL-RESORT

    3 Church St, Woodstock, VT 05091-1214

    $2,925,000
    Estimated value
    9,558 sqft 1.95 AC lot
    View details
    26 Main St
    HOTEL-RESORT

    26 Main St, Windsor, VT 05089-1308

    $695,000
    Estimated value
    6,232 sqft 1.10 AC lot
    View details
    102 Ballardvale Dr
    HOTEL

    102 Ballardvale Dr, White River Junction, VT 05001-7008

    $5,210,000
    Estimated value
    35,034 sqft 1.58 AC lot
    View details
    2206 Grn Mtn Tpke
    HOTEL-RESORT

    2206 Grn Mtn Tpke, Chester, VT 05143-8525

    $370,000
    Estimated value
    6,976 sqft 35.00 AC lot
    View details
    81 Happy Vly Rd
    HOTEL-RESORT

    81 Happy Vly Rd, Woodstock, VT 05091

    $690,000
    Estimated value
    4,754 sqft 0.73 AC lot
    View details
    362 Uppr Rd
    HOTEL-RESORT

    362 Uppr Rd, Bridgewater Corners, VT 05035-4207

    $655,000
    Estimated value
    5,653 sqft 4.00 AC lot
    View details
    106 Apothecary Ln
    HOTEL-RESORT

    106 Apothecary Ln, Windsor, VT 05089-1326

    $315,000
    Estimated value
    5,041 sqft 0.92 AC lot
    View details
    633 Main St
    HOTEL-RESORT

    633 Main St, Weston, VT 05161-5503

    $335,000
    Estimated value
    2,610 sqft 3.04 AC lot
    View details
    41 Pleasant St
    HOTEL-RESORT

    41 Pleasant St, Woodstock, VT 05091-1146

    $1,445,000
    Estimated value
    5,993 sqft 0.46 AC lot
    View details
    40 Cmn St
    HOTEL-RESORT

    40 Cmn St, Chester, VT 05143

    $1,000,000
    Estimated value
    18,896 sqft 2.28 AC lot
    View details
    1792 Quechee Main St
    HOTEL-RESORT

    1792 Quechee Main St, Quechee, VT 05059-3176

    $570,000
    Estimated value
    6,681 sqft 0.75 AC lot
    View details
    153 Pembroke Rd
    HOTEL-RESORT

    153 Pembroke Rd, Windsor, VT 05089-9029

    $690,000
    Estimated value
    15,002 sqft 14.00 AC lot
    View details
    696 Deweys Mls Rd
    HOTEL-RESORT

    696 Deweys Mls Rd, Hartford, VT 05047

    $575,000
    Estimated value
    5,932 sqft 5.14 AC lot
    View details
    2940 Rte 103
    HOTEL

    2940 Rte 103, Proctorsville, VT 05153-9100

    $1,015,000
    Estimated value
    46,352 sqft 5.69 AC lot
    View details
    4771 Rte 100a
    HOTEL-RESORT

    4771 Rte 100a, Plymouth, VT 05056-9471

    $260,000
    Estimated value
    3,720 sqft 1.75 AC lot
    View details
    52 Uppr Rd
    HOTEL-RESORT

    52 Uppr Rd, Bridgewater, VT 05034

    $255,000
    Estimated value
    5,028 sqft 1.50 AC lot
    View details
    5518 Vt-12
    Hotels

    5518 Vt-12, Woodstock, VT 05091

    Value Estimation by Request
    View details

    Windsor County, VT Hotels Market Trends and Statistics

    Explore 32 hotels for sale in Windsor County, VT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 18,896 square feet of properties for sale, with an estimated market value of $4,644,000.

    Sale prices for resorts in Windsor County, VT start at $749,000, averaging $1,548,000, and reaching up to $2,400,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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    Featured Windsor County Real Estate Agencies

    Realmo connects you with licensed Windsor County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

    Dunrovin Real Estate
    PO Box 450 Royalton, VT 05068
    Phone: 18027637177
    dunrovincountryvermont.com
    Snyder Donegan Real Estate Group
    PO Box 161, 5 The Green West Woodstock, VT 05091
    Phone: 18024572600
    www.snyderdonegan.com
    Bassette Real Estate Group
    611 Route 12 Hartland, VT 05048
    Phone: 18024572244
    www.vermontcountryrealestate.com

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