For Sale
Single family home for sale at 95 Middletown Rd, South Londonderry, VT 05155 | MLS# 5087347 | Listing updated on 2026-05-06
Photo 1 of Single family home for sale at 95 Middletown Rd, South Londonderry, VT 05155 | MLS# 5087347 | Listing updated on 2026-05-06
Photo 2 of Single family home for sale at 95 Middletown Rd, South Londonderry, VT 05155 | MLS# 5087347 | Listing updated on 2026-05-06
Photo 3 of Single family home for sale at 95 Middletown Rd, South Londonderry, VT 05155 | MLS# 5087347 | Listing updated on 2026-05-06
Photo 4 of Single family home for sale at 95 Middletown Rd, South Londonderry, VT 05155 | MLS# 5087347 | Listing updated on 2026-05-06
46+
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Listed by: Eric S Nathan | Nathan Auction & Real Estate Inc. (802) 362-3194

$1,800,000

Monthly Est:$8,959

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon4,853sqft

95 Middletown Rd, South Londonderry, VT 05155

$8,959/moEst:

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  • Single Family Residence

  • Built in 1865

  • $-- HOA

  • 2.4 acres lot

  • $371/sq.ft

Description

One-of-a-Kind Vermont Lifestyle Property
Home, Income & Creative Opportunity

Welcome to an exceptional Southern Vermont offering that blends refined country living with rare income and lifestyle flexibility. Set on 2.4 picturesque acres in South Londonderry, this beautifully restored 1865 property is first and foremost a warm and inviting 4-bedroom home—rich in character, thoughtfully updated, and designed for everyday living.
Originally an inn and lovingly reimagined by its current owners, the residence offers comfortable living spaces alongside multiple options for creative use, hosting, or generating income. A separate rental ADU, classic Vermont barn, greenhouse, and...

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  • Houzeo last checked: 14 minutes ago
  • Listing updated: May 6, 2026 at 5:58 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5087347 NEREN/Prime MLS-NH

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Windham County

  • City

    South Londonderry

  • Neighborhood

    --

  • Year Built

    1865

  • HOA Fees

    -

  • Finished Area

    4,853 sqft

  • Lot Size

    2.4 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5087347

  • MLS Status

    (10) Active - Active

  • Days on Market

    135

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Sewer

    1500+ Gallon, Conventional Leach Field, Existing Leach Field, On Site Septic Exists, Septic Design Available

  • Cooling

    Central Air, Mini Split, Zoned

  • Heating

    Oil, Heat Pump, Hot Air, Hot Water, Zoned, Wood Stove, Mini Split

Construction

  • Year Built

    Year Built: 1865

  • Home type

    Single Family Residence

  • Property Condition

    Existing

  • Construction Materials

    Foam Insulation, Masonry, Post And Beam, Timber Frame, Wood Frame, Clapboard, Wood Siding

  • Roof

    Membrane, Architectural Shingle, Slate, Standing Seam

  • Architectural Style

    Antique, Colonial, Farmhouse, Freestanding, Garden, Historic Vintage, Modified, Multi Level, Post And Beam

  • Foundation Details

    Concrete, Fieldstone, Slab W/ Frost Wall

Utilities & Energy

  • Basement

    Walkout

  • Water Source

    Drilled Well, On Site Well Exists

  • Electric

    200+ Amp Service, Generator, On Site

  • Utilities

    Cable, Propane

Other Features

  • Lot Features

    Country Setting, Hilly, Landscaped, Level, Mountain View, Open Lot, Trail/near Trail, Walking Trails, Wooded, Near Paths, Near Skiing, Neighborhood, Rural

Price History

DateEventPrice

05/06/2026

Source: mls_logoNEREN/Prime MLS-NH #5087347

Listed for Sale

$1,800,000

$371/sqft

Based on information from PrimeMLS Inc. through Sep 19, 2026, 01:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. 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 Sep 19, 2026, 01:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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