Single Family

420 Rhinecliff Road

Active · Rhinebeck · Dutchess County, NY 12572

Asking price$599,000Estimate monthly payment Request a Showing

Bedrooms: 5 Beds
Bathrooms: 3 Baths
Year built: 1860
Est. monthly taxes: $738.72

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About this home

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. Sellers are open to negotiation for a turnkey/furnished sale.

Listing snapshot

Days on site: 59 days
Listed on MLS: Jul 27, 2026
Full baths: 3
Half baths: 0
Annual property tax (MLS): $8,864.6
Tax year: 2025
Area source (MLS): Public Records
Listing brokerage: Four Seasons Sothebys Intl
MLS ID: KEY1030248
Last updated: Oct 13, 2026

General features

Property type: Single Family
Property subtype: Single Family Residence
Year built: 1860
Garage: Yes
Garage spaces: 1
Parking: Driveway
Water source: Public
Sewer: Septic Tank
Utilities: Electricity Connected, Sewer Connected, Trash Collection Private, Water Connected

Interior features

Basement: Unfinished
Heating: Electric, Propane
Cooling: Central Air
Interior: First Floor Bedroom, First Floor Full Bath
Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Fireplace: No

Exterior features

Architectural style: Colonial
Construction materials: Frame
Private pool: No

Schools (MLS)

Elementary school: Chancellor Livingston Elementary Sch
Elementary school district: Rhinebeck
Middle school: Rhinebeck Senior High School
Middle school district: Rhinebeck
High school: Rhinebeck Senior High School
High school district: Rhinebeck

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

Oct 13, 2026Listing updated from MLS
Aug 30, 2026First seen on this site
Jul 27, 2026MLS status changed

Location

Rhinebeck · Dutchess County, NY 12572Show interactive map

420 Rhinecliff Road

Rhinebeck · Dutchess County, NY 12572

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Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.

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Property expenses (USD)

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