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Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & ¾ bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

More Info

Tax Information

  • Tax Year2026

Location

  • Building Number2236
  • StreetRiver Road
  • TownManchester
  • StateVT
  • Zip05255
  • CountyBennington
  • DistrictTaconic and Green Regional
  • Elementary SchoolDorset Elementary School
  • Junior HighManchester Elementary& Middle
  • High SchoolBurr and Burton Academy
  • Flood Zone Y/NNo
  • Address2236 River Road

Interior

  • Interior FeaturesCeiling Fan, Indoor Pool, Security, Skylight, Indoor Storage, Vaulted Ceiling, Walk-in Closet, Wet Bar,1st Floor Laundry, Bidet
  • Room 1 TypeLibrary
  • Room 1 Level1
  • FloorsConcrete, Softwood, Tile, Wood
  • Room 2 TypeOffice/Study
  • Room 2 Level1
  • Room 3 TypeOther
  • Room 3 Level1
  • Room 4 TypeDining Room
  • Room 4 Level1
  • Room 5 TypeKitchen
  • Room 5 Level1
  • Stories1.5
  • Room 6 TypeLiving Room
  • Room 6 Level1
  • Room 7 TypeLoft
  • Room 7 Level2
  • Room 8 TypeBedroom
  • Room 8 Level1
  • Room 9 TypeWorkshop
  • Room 9 Level1
  • Room 10 TypeLoft
  • Room 10 Level2
  • Room 11 TypeKitchen/Living
  • Room 11 Level1
  • Room 12 TypePrimary BR Suite
  • Room 12 Level2

Parking

  • Parking Spaces
  • GarageNo
  • Parking DescriptionOn-Site, Parking Spaces 11 - 20

Building

  • Year Built1890
  • Building ConstructionPost and Beam, Cement Exterior
  • ConstructionExisting
  • Property StyleHistoric Vintage
  • Bedrooms5
  • Bathroom7
  • Total Baths7
  • 3/4 Baths6
  • Total Rooms14
  • Square Feet11,736
  • AG Sqft768
  • FoundationConcrete Slab

Exterior

  • Exterior FeaturesGarden Space, Guest House, Patio, In-Ground Pool, Shed, Storage
  • Exterior ColorBeige
  • RoofTile

Amenities

  • AmenitiesIrrigation System, Hardwired Smoke Detector
  • PetsYes
  • PricePerSqFt332.31

Water Body

  • Water Body Name_Unnamed
  • Water Body TypePond
  • Water AccessOwned
  • Water Access DetailsCross a Street to Access

Other

  • SeasonalNo
  • Page650
  • Date Listed06/23/2026

Rooms

  • Full Bath1

Basic Information

  • MLS Number5096230
  • MLS StatusActive
  • StatusACT
  • Property TypeSingle Family
  • List Price$3,900,000
  • Listing Agent NameCarol O'Connor
  • Broker NameFour Seasons Sotheby's Int'l Realty

Property

  • Acreage18.92
  • Lot DescriptionCountry Setting, Landscaped, Level, Pond, Near Golf Course, Near Shopping, Near Skiing, Near School(s)
  • AreaVT-Bennington
  • DrivewayPaved
  • RoadsPaved, Public, Public Maintained Road
  • Road Frontage1372

Utilities

  • Heat SystemPropane, Baseboard, Gas Heater, Heat Pump, Hot Water, Radiant Electric
  • WaterDrilled Well
  • SewerOn-Site Septic Exists
  • Electric200+ Amp Service,220 Plug, Circuit Breaker(s), Generator, Underground
  • UtilitiesCable Available, Propane, Telephone Available

Map Location

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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 24, 2026 7:39 AM UTC

 

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