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Sold for $1,300,000
  • $1,300,000

    66 Chestnut Street, Rhinebeck, NY 12572

    3beds
    1,894sqft
    Single Family Residence, Residential
    Built in 1890
    9,148 Square Feet Lot
    $1,313,900 Zestimate®
    $686/sqft
    $4,218 Estimated rent

    Home value

    $1,313,900

    $1.21M - $1.42M

    $4,218/mo

    Zestimate® history
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    $4,218/mo

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    $9,087/mo

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    $9,087/mo

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    What's special

    Dedicated office spaceTwo porchesBluestone patioDining roomFully updated interior
    Step into modern elegance with this beautifully restored 19th century Victorian nestled in the heart of Rhinebeck Village. Blending historic character with contemporary comfort, this almost 2,000 square foot home has been thoughtfully renovated from top to bottom while preserving its original charm. Inside, you’ll find 3 spacious bedrooms, 2.5 updated baths, a newly renovated kitchen with Taj Mahal quartzite countertops, living room, dining room and a dedicated office space. The primary bedroom features an en suite bathroom and walk-in closet. Period details like classic moldings and original wood doors are complemented by a fully updated interior, including an all new HVAC system with central air conditioning for year-round comfort. The light-filled living spaces flow seamlessly, offering both warmth and functionality for everyday living and entertaining. Outside, enjoy two porches, a bluestone patio and a generous fenced in yard—ideal for pet owners and relaxing, gardening, or gathering with friends and family. Walkable distance Rhinebeck Village’s beloved shops, restaurants, and schools, this turnkey home offers the rare opportunity to own a piece of history without sacrificing modern convenience. Private showings start immediately.

    Zillow last checked:

    Listing updated:

    Listed by:

    LORRAINE LITTLE 845-625-3300,

    LITTLE LORRAINE ML 845-625-3300

    Bought with:

    Harmony Chen, 10301224574

    Upstate Down

    Alexandra Demetrakis, 10401342316

    Upstate Down

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 982714MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Heating
    • Ducts
    Cooling
    • Central Air
    Appliances
    • Included: Stainless Steel Appliance(s)
    Features
    • Crown Molding, Formal Dining
    • Basement: Unfinished
    • Attic: Crawl
    Interior area
    • Total structure area: 1,894
    • Total interior livable area: 1,894 sqft

    Property

    Parking
    • Parking features: Driveway
    • Has uncovered spaces: Yes
    Lot
    • Size: 9,148 Square Feet
    Details
    • Parcel number: 1350016170156563180000
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Victorian
    • Property subtype: Single Family Residence, Residential
    Condition
    • Year built: 1890

    Utilities & green energy

    • Sewer: Cesspool
    • Water: Public
    • Utilities for property: Electricity Connected

    Community & HOA

    HOA
    • Has HOA: No
    Location
    • Region: Rhinebeck

    Financial & listing details

    • Price per square foot: $686/sqft
    • Tax assessed value: $706,600
    • Annual tax amount: $11,525
    • Date on market: 4/10/2026
    • Cumulative days on market: 7 days
    • Listing agreement: Exclusive Right To Sell
    • Electric utility on property: Yes

    Price history

    DateEventPrice
    5/20/2026Sold$1,300,000$686/sqft
    Source: OneKey® MLS as distributed by MLS GRID #982714 Report a problem
    4/17/2026Pending sale$1,300,000$686/sqft
    Source: OneKey® MLS as distributed by MLS GRID #982714 Report a problem
    4/10/2026Listed for sale$1,300,000$686/sqft
    Source: OneKey® MLS as distributed by MLS GRID #982714 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025-- $740,200 +4.8%
    2024-- $706,600 +22.5%
    2023-- $576,600 +9.2%
    2022-- $528,000 +14.6%
    2021-- $460,600 +4.1%
    2020-- $442,300 +30.9%
    2019-- $337,800
    2018-- $337,800
    2017$4,405 $337,800
    2016-- $337,800
    2015-- $337,800
    2014-- $337,800
    2012-- $337,800
    2011-- $337,800
    2010-- $337,800 -8%
    2009-- $367,200 -5%
    2008-- $386,500 +2.5%
    2007-- $377,000 +9.9%
    2006-- $343,000 +14%
    2005-- $301,000 +91.7%
    2004-- $157,000
    2003-- $157,000
    2002-- $157,000
    2001-- $157,000
    2000-- $157,000
    Find assessor info on the county website

    Neighborhood: 12572

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chancellor Livingston Elementary Sch
    • Middle: Bulkeley Middle School
    • High: Rhinebeck Senior High School

    Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $1,313,900
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $1,313,900