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  • Listed by: Winhall Real Estate
    $349,000

    29 Pikes Falls Road, Jamaica, VT 05343

    4beds
    2,520sqft
    : 
    Single Family Residence
    Built in 1863
    4,356 Square Feet Lot
    $337,900 Zestimate®
    $138/sqft
    $-- HOA

    What's special

    Established gardensPeaceful surroundingsCovered porchThree additional well-sized bedroomsExpansive primary suite
    Experience the timeless appeal of this beautifully preserved 1800s Greek Revival residence in the center of Jamaica Village. Offering more than 2,500 square feet of living space, the home pairs classic architectural detail with thoughtful modern updates for effortless year-round living. Ideally situated just 15 minutes from Stratton Mountain and 25 minutes to Mount Snow, the location balances village convenience with premier access to Southern Vermont’s ski resorts and outdoor recreation. From the covered porch to the deck and veranda, the property invites relaxed outdoor living amid established gardens and peaceful surroundings. Jamaica State Park, River & Rye, the West River, the village library, and the local general store are all within easy walking distance. Inside, generous proportions define the layout. The expansive primary suite is complemented by three additional well-sized bedrooms, providing flexibility for guests or remote work. A well-appointed kitchen with a center island opens seamlessly to a formal dining room designed for memorable gatherings. The spacious living room offers a warm and welcoming setting, while the back porch and veranda create additional spaces to unwind. Blending historic character, modern comfort, and an exceptional village location, this property represents a rare opportunity to own a quintessential Vermont home—equally suited as a primary residence, seasonal retreat, or investment opportunity.
    37 days
    |
    2,678
    |
    164
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 23, 2026 at 03:49pm

    Listed by:

    Carrie Mathews,

    Winhall Real Estate 802-297-1550

    Source: PrimeMLS,MLS#: 5078084MLS Logo

    Tour with a local agent

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • 3/4 bathrooms: 2
      Heating
      • Oil, Baseboard, Electric
      Cooling
      • None
      Appliances
      • Included: Dishwasher, Dryer, Electric Range, Refrigerator, Washer
      Features
      • Dining Area, Kitchen Island, Primary BR w/ BA
      • Flooring: Hardwood, Softwood, Vinyl
      • Basement: Other,Interior Stairs,Walkout,Walk-Up Access
      • Attic: Attic with Hatch/Skuttle
      Interior area
      • Total structure area: 4,368
      • Total interior livable area: 2,520 sqft
      • Finished area above ground: 2,520
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 1
      • Parking features: Paved
      • Garage spaces: 1
      Features
      • Levels: 3
      • Stories: 3
      • Patio & porch: Covered Porch
      • Exterior features: Storage
      • Frontage length: Road frontage: 150
      Lot
      • Size: 4,356 Square Feet
      • Features: Country Setting, Sidewalks, In Town, Near Skiing
      Details
      • Additional structures: Barn(s)
      • Parcel number: 32410110015
      • Zoning description: Residential

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Victorian
      • Property subtype: Single Family Residence
      Materials
      • Wood Frame
      • Foundation: Brick, Stone
      • Roof: Metal,Slate
      Condition
      • New construction: No
      • Year built: 1863

      Utilities & green energy

      • Electric: Circuit Breakers
      • Sewer: Deeded, Septic Tank
      • Utilities for property: Cable

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      Location
      • Region: Jamaica

      Financial & listing details

      • Price per square foot: $138/sqft
      • Tax assessed value: $146,000
      • Annual tax amount: $4,007
      • Date on market: 3/3/2026
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        Estimated market value

        $337,900

        $321,000 - $355,000

        $3,625/mo

        Price history

        Price history
        DateEventPrice
        3/3/2026Listed for sale$349,000-12.5%$138/sqft
        Source: PrimeMLS #5078084 Report a problem
        10/29/2024Listing removed$2,400$1/sqft
        Source: Zillow Rentals Report a problem
        10/21/2024Listing removed$399,000$158/sqft
        Source: PrimeMLS #5019239 Report a problem
        10/19/2024Listed for sale$399,000+141.8%$158/sqft
        Source: PrimeMLS #5019239 Report a problem
        9/22/2024Listed for rent$2,400-4%$1/sqft
        Source: Zillow Rentals Report a problem
        9/6/2024Listing removed$2,500$1/sqft
        Source: Zillow Rentals Report a problem
        8/18/2024Listed for rent$2,500-9.1%$1/sqft
        Source: Zillow Rentals Report a problem
        7/8/2024Listing removed--
        Source: Zillow Rentals Report a problem
        6/26/2024Price change$2,750-8.3%$1/sqft
        Source: Zillow Rentals Report a problem
        6/22/2024Listed for rent$3,000$1/sqft
        Source: Zillow Rentals Report a problem
        9/18/2018Sold$165,000+47.3%$65/sqft
        Source: PrimeMLS #4692168 Report a problem
        7/3/2007Sold$112,000$44/sqft
        Source: Public Record Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2024-- $146,000
        2023-- $146,000
        2022-- $146,000
        2021-- $146,000
        2020-- $146,000
        2019-- $146,000
        2018-- $146,000 -3.8%
        2017-- $151,800
        2016-- $151,800 +9900%
        2015-- $1,518
        2014-- $1,518
        2013-- $1,518
        2012-- $1,518
        2011-- $1,518
        2010-- $1,518
        2009-- $1,518 +32%
        2008-- $1,150 +23.4%
        2007-- $932
        2006-- $932
        2003$1,109 $932

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $2,344/mo
        Principal & interest
        $1800
        Property taxes
        $544
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          Climate risks

          Neighborhood: 05343

          Getting around

          36 / 100
          Car-Dependent
          4 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Middle: Leland Gray Union Middle/High
          • High: Leland Gray
          • District: Windham Central

          Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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