A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village. Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, this home offers immediate income potential, flexible multi-generational living, or the option to convert to a single-family residence. Envision transforming the upstairs kitchen into a large ensuite primary bathroom with access to a private rear deck overlooking the backyard.
Set on nearly an acre across two parcels, recent upgrades include a brand new roof (2026), new HVAC system (2026), hot water heater (2022), and sump pump (2022). A detached garage on the adjacent parcel has a new roof and offers conversion potential for studio, guest house, or workspace, subject to town approval.
Space, flexibility, and village-level convenience in one of the Hudson Valley's most sought-after locations.
Active
$705,000
420 Rhinecliff Road, Rhinecliff, NY 12572
5beds
2,906sqft
Duplex
Built in 1860
-- sqft lot
$705,100 Zestimate®
$243/sqft
$-- HOA
What's special
- 18 days |
- 2,450 |
- 166 |
Zillow last checked:
Listing updated:
Listed by:
Four Seasons Sotheby's Int. 845-876-5100,
Juliana Botta 917-865-0213
Source: HVCRMLS,MLS#: 20264256
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Electric, Propane
Cooling
- Central Air
Appliances
- Included: Washer/Dryer, Range Hood, ENERGY STAR Qualified Water Heater, Electric Range, Dishwasher
- Laundry: Main Level
Features
- Smart Camera(s)/Recording
- Flooring: Ceramic Tile, Concrete, Hardwood
- Doors: French Doors
- Basement: Other
Interior area
- Total structure area: 2,906
- Total interior livable area: 2,906 sqft
- Finished area above ground: 2,906
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Driveway
- Garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Rear Porch
- Fencing: Back Yard,Wood
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.84 Acres
- Features: Back Yard, Corner Lot
Details
- Additional structures: Garage(s), Outbuilding
- Parcel number: 135089607018458093 0000
- Zoning: RA10
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Colonial
- Property subtype: Duplex
Materials
- Frame
- Foundation: Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1860
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Thermostat
Community & HOA
Location
- Region: Rhinebeck
Financial & listing details
- Price per square foot: $243/sqft
- Tax assessed value: $658,600
- Annual tax amount: $8,865
- Date on market: 7/27/2026
Estimated market value
$705,100
$670,000 - $740,000
$2,498/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/27/2026 | Listed for sale | $705,000-5.4%$243/sqft |
Source:  HVCRMLS #20264256 Report a problem | ||
| 7/26/2026 | Listing removed | $745,000$256/sqft |
Source: HVCRMLS #20262016 Report a problem | ||
| 6/11/2026 | Price change | $745,000-5.7%$256/sqft |
Source: HVCRMLS #20262016 Report a problem | ||
| 5/1/2026 | Listed for sale | $790,000+157.3%$272/sqft |
Source: HVCRMLS #20262016 Report a problem | ||
| 11/30/2018 | Sold | $307,000-2.5%$106/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #M375128 Report a problem | ||
| 11/30/2018 | Listed for sale | $315,000$108/sqft |
Source: PAUL HALLENBECK REAL ESTATE RH #375128 Report a problem | ||
| 10/23/2018 | Pending sale | $315,000$108/sqft |
Source: Paul Hallenbeck Real Estate #123073 Report a problem | ||
| 9/13/2018 | Price change | $315,000-1.4%$108/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 6/5/2018 | Price change | $319,500-2.9%$110/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 5/17/2018 | Price change | $329,000-3.2%$113/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 4/29/2018 | Price change | $339,900-5.6%$117/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 3/19/2018 | Price change | $359,900-5.3%$124/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 2/4/2018 | Price change | $379,900-2.6%$131/sqft |
Source: Berkshire Hathaway HomeServices Hudson Valley Properties #4800654 Report a problem | ||
| 1/6/2018 | Listed for sale | $389,900+8.3%$134/sqft |
Source: BHHS HUDSON VALLEY PROPERTIES FK #367746 Report a problem | ||
| 12/5/2007 | Sold | $360,000+205.1%$124/sqft |
Source: Public Record Report a problem | ||
| 12/3/2001 | Sold | $118,000-18.6%$41/sqft |
Source: Public Record Report a problem | ||
| 5/17/2001 | Sold | $144,982$50/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $658,600 +11.7% |
| 2024 | -- | $589,800 +14% |
| 2023 | -- | $517,300 +10.3% |
| 2022 | -- | $469,200 +14.6% |
| 2021 | -- | $409,300 +16.2% |
| 2020 | -- | $352,200 +13.7% |
| 2019 | -- | $309,700 |
| 2018 | -- | $309,700 +9.1% |
| 2017 | $7,032 | $283,800 |
| 2016 | -- | $283,800 |
| 2015 | -- | $283,800 |
| 2014 | -- | $283,800 |
| 2012 | -- | $283,800 |
| 2011 | -- | $283,800 |
| 2010 | -- | $283,800 -8% |
| 2009 | -- | $308,500 -3% |
| 2008 | -- | $318,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 12572
Nearby schools
GreatSchools rating
- 6/10Chancellor Livingston Elementary SchoolGrades: PK-5Distance: 2.6 mi
- 10/10Bulkeley Middle SchoolGrades: 6-8Distance: 2.5 mi
- 8/10Rhinebeck Senior High SchoolGrades: 9-12Distance: 2.5 mi
- $--0.59 acres410 Rhinecliff Rd, Rhinebeck, NY 12572Off Market
- $807,2001 bd1 ba2.1k sqft306 Rhinecliff Rd, Rhinebeck, NY 12572Off Market
- $1,997,7003 bd3 ba2.3k sqft433 Rhinecliff Rd, Rhinebeck, NY 12572Off Market
- $999,3003 bd2 ba2k sqft416 Rhinecliff Rd, Rhinebeck, NY 12572Off Market
- $1,082,5003 bd1 ba1.7k sqft419 Rhinecliff Rd, Rhinebeck, NY 12572Off Market
- $1,893,8003 bd3 ba2k sqft67 Orchard Dr, Rhinecliff, NY 12574Off Market
- $1,765,7003 bd2 ba2.3k sqft433 Rhinecliff Rd, Rhinecliff, NY 12574Off Market
- $1,163,4003 bd2 ba4k sqft433 Rhinecliff Rd #1, Rhinecliff, NY 12574Off Market
A local agent can set up tours, give advice and negotiate with sellers.
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