A rare legal two-family just steps from the Rhinecliff Amtrak station and minutes to Rhinebeck village, where mornings can start with a walk for coffee and end with a seamless trip back from the city.
Currently configured with a 2-bedroom apartment on the first floor and a 3-bedroom apartment above, the home offers immediate income potential, flexible multi-generational living, or the chance to reimagine it as a single-family residence. The first floor moves comfortably from a formal dining room to a welcoming family room, with a mudroom and rear porch opening to a fenced yard. Upstairs, three bedrooms create room for extended stays or a simple investment setup.
Set on approximately 0.84 acres across two parcels, the property feels unexpectedly expansive for such a convenient location. The adjacent parcel (formerly 410 Rhinecliff Rd) is included in the sale, adding a detached garage with a new roof and conversion potential for studio, guest house, or workspace, subject to town approval.
Recent upgrades bring peace of mind: brand new roof (2026), new HVAC system (2026), hot water heater (2022), and sump pump (2022). Sellers are open to negotiation for a turnkey/furnished sale.
Space, flexibility, and village-level convenience in one of the Hudson Valley's most sought-after settings. And though you're not on the water, the river breeze reminds you it's never far.
Active
Price cut: $70K (9/29)
$599,000
420 Rhinecliff Road, Rhinecliff, NY 12572
5beds
2,906sqft
Duplex
Built in 1860
-- sqft lot
$594,400 Zestimate®
$206/sqft
$-- HOA
What's special
Formal dining roomWelcoming family room
- 67 days
- 2,366
- 229
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: $206/sqft
- Tax assessed value: $658,600
- Annual tax amount: $8,865
- Date on market: 7/27/2026
Estimated market value
$594,400
$565,000 - $624,000
$2,684/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/29/2026 | Price change | $599,000-10.5%$206/sqft |
Source: | ||
| 8/26/2026 | Price change | $669,000-5.1%$230/sqft |
Source: | ||
| 7/27/2026 | Listed for sale | $705,000-5.4%$243/sqft |
Source: | ||
| 7/26/2026 | Listing removed | $745,000$256/sqft |
Source: | ||
| 6/11/2026 | Price change | $745,000-5.7%$256/sqft |
Source: | ||
| 5/1/2026 | Listed for sale | $790,000+157.3%$272/sqft |
Source: | ||
| 11/30/2018 | Sold | $307,000-2.5%$106/sqft |
Source: | ||
| 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






