95 Middletown Rd

Londonderry, VT 05155

$1,800,000
Price
4
Beds
4,853 Sq. Ft.
$371 / Sq. Ft.
4,853
Sq. Ft.
$371
per Sq. Ft.
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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...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 expansive grounds bordered by historic stone walls create a setting that feels both private and full of possibility. Adding to the property’s versatility is the space currently home to the nationally recognized SoLo Farm & Table—an award-winning farm-to-table restaurant with a loyal following. Fully equipped with a state-of-the-art kitchen, wood-fired masonry grill, sound-insulated dining rooms, and curated wine display, this space is ideal for a turnkey culinary venture—or could be reimagined as a studio, event venue, workshop, or expanded residential use. Outdoor living is equally compelling, featuring a beautifully designed stone patio with a custom-built whole animal cooker, a hard-wired generator, established growing spaces, and room to gather, create, and unwind. Whether you envision continuing a celebrated culinary destination, cultivating a home-based business, or simply enjoying a distinctive Vermont property with room to grow, this offering presents a rare opportunity to live, work, and thrive in one remarkable setting.
  1. Listed by Eric Nathan • Nathan Auction & Real Estate Inc.

Property Details for 95 Middletown Road

Zoning
Rural Residential
LISTING UPDATED: 05/06/2026 05:58 PM

Property Details for 95 Middletown Road

StatusActive
MLS #5087347
Days on Market29
Taxes$10,170 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1865
Lot Size2.40 AC / 104,544 SF
CountyWindham County
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Location

Listing Courtesy of Nathan Auction & Real Estate Inc.
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Building Information for 95 Middletown Road

Stories2Year Built1865Building Size-Lot Size2.40 AC / 104,544 SF

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$9,817 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,970

Property Taxes

$848

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 95 Middletown Road

Summary
Location and General Information
  • City: Londonderry
  • County: VT-Windham
  • Directions: 95 Middletown Road at the corner of Crescent St.
  • Latitude: 43.194189000001003
  • Longitude: -72.814432999999994
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Village/Dist/Locale: So. Londonderry
  • Zip Code: 05155
Taxes and HOA Information
  • SPAN Number: 357-110-11230
  • Tax Year: 2026
  • Taxes TBD: No
Parking
  • Garage: No
  • Driveway: Crushed Stone, Gravel
Property
Lot Information
  • Lot Features: Country Setting, Hilly, Landscaped, Level, Mountain View, Open, Trail/Near Trail, Walking Trails, Wooded, Near Paths, Near Skiing, Neighborhood, Rural
  • Lot Size Acres: 2.4
  • Road Frontage Length: 220.0
  • Total Finished Area: 4853.0
  • Above Grade Finished Area: 4853.0
  • Above Grade Finished Area Source: Measured
  • Above Grade Unfinished Area: 0.0
  • Below Grade Finished Area: 0.0
  • Below Grade Unfinished Area: 2710.0
  • BelowGradeUnfinishedAreaSource: Measured
  • Lot Size Square Feet: 104544.0
  • Total Area: 7563.0
Property and Assessments
  • Current Use: No
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Surveyed: No
  • Year Built: 1865
  • High School: Assigned
Utilities
  • Electric: 200+ Amp Service, Generator, On-Site
  • Sewer: 1500+ Gallon, Conventional Leach Field, Existing Leach Field, On-Site Septic Exists, Septic Design Available
  • Water Source: Drilled Well, On-Site Well Exists
  • Utilities: Cable, Propane
  • Internet: High Speed Intrnt at Site
Interior and Exterior Features
Exterior Features
  • Color: Slate
  • Construction Materials: Foam Insulation, Masonry, Post and Beam, Timber Frame, Wood Frame, Clapboard Exterior, Wood Siding
  • Roof: Architectural Shingle, Membrane, Slate, Standing Seam
Interior Features
  • Basement: Yes
  • Basement Access Type: Walkout
  • Basement Description: Walkout
  • Heating: Oil, Heat Pump, Hot Air, Hot Water, Multi Zone, Wood Stove, Mini Split
  • Cooling: Central AC, Multi Zone, Mini Split
  • Total Stories: 2.5
  • Rooms Total: 14
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 5

Property History for 95 Middletown Road

DateEvent & SourcePriceAppreciation
May 6, 2026

Listed (Active)

New England Real Estate Network #5087347

$1,800,000—
DateEvent & SourcePrice
05/06/2026

Listed (Active)

New England Real Estate Network #5087347

$1,800,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 95 Middletown Road

Taxable ValueLand$114,800Additions$304,000Total$418,800
Tax Record2024$10,160 ($847 / month)
Home Facts
Baths6Total Finished SqFt4,676 SqFtAbove Grade Finished SqFt4,676 SqFtLot Size104,544 SqFtStyleRestaurantYear Built1880CountyWINDHAMAPN(110) 101201Fireplace TypeHas Fireplace

Schools near 95 Middletown Road

This home is within Taconic and Green Regional School District.
Rating
School
Type
Grades
Distance
Flood Brook Usd #20
Public - PK to 8
Rating
School
Distance
Flood Brook Usd #20
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 95 Middletown Road, Londonderry, VT 05155

95 Middletown Road is a single family home for sale in Londonderry, VT 05155. This property was listed for sale on May 6, 2026 by Nathan Auction & Real Estate Inc., it's currently listed at $1,800,000. This listing's school district is Taconic and Green Regional School District. Nearby schools include Flood Brook Usd #20. 95 Middletown Road is a 4-bed, 5-bath, 4,853 sqft single family home built in 1865.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Nathan Auction & Real Estate Inc.

Copyright 2026 PrimeMLS, 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 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 06/04/2026 11:20 PM