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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
    $339,000 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.
    3 days
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    141
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    Zillow last checked: 8 hours ago

    Listing updated: March 04, 2026 at 07:18am

    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
    • Propane, 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

    $339,000

    $322,000 - $356,000

    $3,103/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

    BuyAbility℠ payment

    Est. payment
    $2,200/mo
    Principal & interest
    $1656
    Property taxes
    $544

      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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