For sale

$599,000

Est. $4,047/mo —

•

2,906

sq ft

420 Rhinecliff Rd, Rhinebeck, NY 12572

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.

Single-familyProperty Type

1860Year Built

0.84 acresLot Size

$206Price/Sq.Ft.

1 car garageParking

Listing by Juliana Botta • Four Seasons Sothebys Intl

Contact: 845-876-5100

Listing updated: Nov 2, 2026 at 12:43pm

Redfin checked: a minute ago

•Source:OneKey® MLS as Distributed by MLS Grid #1030248

Payment calculator

$4,047 per month

Principal and interest$3,228

Property taxes

$739

HOA dues

Home insurance

$80

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (9)

OPEN SAT TO 3PM
$479,900
4 beds2 baths2,105 sq ft
5 Garden Ct Unit no outlet, Saugerties, NY 12477
0.35 acre lot • Garage • Built 1961
OPEN SAT, 11AM TO 1PM
$705,000
6 beds2 baths2,536 sq ft
133 Fair St, Kingston, NY 12401
3,960 sq ft lot • 3 parking spots • Built 1880
Listing by Corcoran Country Living
OPEN SAT, 11AM TO 1PM
$705,000
6 beds2 baths2,536 sq ft
133 Fair St #2, Kingston, NY 12401
3,959 sq ft lot • Built 1880 • Listed 76 days
OPEN SAT, 12PM TO 2PM
$595,000
2 beds2 baths1,963 sq ft
574 State Route 32 N, New Paltz, NY 12561
5.5 acre lot • Built 1800
Listing by eXp Realty
OPEN SAT, 12PM TO 2PM3D WALKTHROUGH
$325,000
2 beds1 bath855 sq ft
149 Hoyt St, Port Ewen, NY 12466
5,750 sq ft lot • 3 parking spots • Built 1940
Listing by Howard Hanna Rand Realty
OPEN SAT, 12PM TO 2PM
$595,000
3 beds1.5 baths1,228 sq ft
67 Kelly St, Rhinecliff, NY 12574
0.3 acre lot • 2 parking spots • Built 1905
Listing by BHHS Hudson Valley Properties
OPEN SUN, 11AM TO 1PM
$599,900
4 beds2.5 baths1,830 sq ft
11 Church St, Hyde Park, NY 12538
0.51 acre lot • 2 garage spots • Built 2026
Listing by eXp Realty
OPEN SUN, 12PM TO 2PM
$595,000
3 beds3 baths2,820 sq ft
60 Tee Ln, Red Hook, NY 12571
4,356 sq ft lot • 2 garage spots • Built 2002
Listing by BHHS Hudson Valley Properties
OPEN SUN, 1PM TO 3PM
$849,000
3 beds2 baths1,600 sq ft
347 Spring Lk, Red Hook, NY 12571
2.7 acre lot • 2 garage spots • Built 1962
Listing by Upstate Down

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Around this home

Schools

K - 12
Preschool & daycare

Chancellor Livingston Elementary School

Public PreK-5 • Assigned • 2.6mi

6/10

Bulkeley Middle School

Public 6-8 • Assigned • 2.5mi

10/10

Rhinebeck Senior High School

Public 9-12 • Assigned • 2.5mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

420 Rhinecliff Rd · $599,000

Strong offer

$599K and above

75% chance or better to win

Why $599K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 51 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
First-floor bedroom
First-floor full bathroom
Unfinished basement
Crawl attic

Bedrooms
First-floor bedroom included

Bathrooms
3 full bathrooms

Kitchen
Cooktop
Dishwasher
Microwave
Refrigerator
Stainless steel appliances

Laundry & utility
Washer
Dryer

Heating & cooling
Central air conditioning
Electric heating
Propane heating

Sale and tax history for 420 Rhinecliff Rd

Sale History
Tax History

Date

Event

Price

OneKey® MLS as Distributed by MLS Grid #1030245

Sep 30, 2026

Price Changed

$599,000

$206/sq ft

Aug 26, 2026

Price Changed

$669,000

$230/sq ft

Jul 27, 2026

Listed

$705,000

$243/sq ft

OneKey® MLS as Distributed by MLS Grid #1030248

Sep 30, 2026

Price Changed

$599,000

$206/sq ft

Aug 26, 2026

Price Changed

$669,000

$230/sq ft

Jul 27, 2026

Listed

$705,000

$243/sq ft

HVCRMLS #20264256

Oct 27, 2026

Contingent

—

Sep 29, 2026

Price Changed

$599,000

$206/sq ft

Aug 26, 2026

Price Changed

$669,000

$230/sq ft

Jul 27, 2026

Listed

$705,000

$243/sq ft

HVCRMLS #20264257

Oct 27, 2026

Contingent

—

Sep 29, 2026

Price Changed

$599,000

$206/sq ft

Aug 26, 2026

Price Changed

$669,000

$230/sq ft

Jul 27, 2026

Listed

$705,000

$243/sq ft

OneKey® MLS as Distributed by MLS Grid #964881

Jul 25, 2026

Listing Removed

—

Jun 11, 2026

Price Changed

$745,000

$256/sq ft

May 1, 2026

Listed

$790,000

$272/sq ft

OneKey® MLS as Distributed by MLS Grid #967819

Jul 25, 2026

Listing Removed

—

Jun 11, 2026

Price Changed

$745,000

$256/sq ft

May 1, 2026

Listed

$790,000

$272/sq ft

HVCRMLS #20262016

Jun 11, 2026

Price Changed

$745,000

$256/sq ft

May 1, 2026

Listed

$790,000

$272/sq ft

HVCRMLS #20262018

Jun 11, 2026

Price Changed

$745,000

$256/sq ft

May 1, 2026

Listed

$790,000

$272/sq ft

OneKey® MLS as Distributed by MLS Grid #M375128

Nov 30, 2018

Sold

$307,000

$106/sq ft

Sep 13, 2018

Listed

$315,000

$108/sq ft

HVCRMLS #123073

Sep 13, 2018

Listed

$315,000

$108/sq ft

OneKey® MLS as Distributed by MLS Grid #H4800654

Sep 17, 2018

Listing Removed

—

Jun 5, 2018

Price Changed

$319,500

$110/sq ft

May 17, 2018

Price Changed

$329,000

$113/sq ft

Apr 29, 2018

Price Changed

$339,900

$117/sq ft

Mar 19, 2018

Price Changed

$359,900

$124/sq ft

Feb 4, 2018

Price Changed

$379,900

$131/sq ft

Jan 6, 2018

Listed

$389,900

$134/sq ft

Public Records

Dec 3, 2001

Sold

$118,000

$41/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$9,368

$77,900 + $580,700

$658,600

2025

$9,368 (+12.2%)

$77,900 + $580,700

$658,600

2024

$8,348 (+9.6%)

$74,900 + $514,900

$589,800

2023

$7,614 (−1.0%)

$74,900 + $442,400

$517,300

2022

$7,688 (−0.8%)

$65,100 + $404,100

$469,200

2021

$7,750 (+11.3%)

$65,100 + $344,200

$409,300

2020

$6,960 (−7.1%)

$65,100 + $287,100

$352,200

2019

$7,494 (+3.2%)

$48,500 + $261,200

$309,700

2018

$7,259 (+25.8%)

$48,500 + $261,200

$309,700

2017

$5,770 (+2.7%)

$48,500 + $261,200

$309,700

2016

$5,620 (+15.0%)

$48,500 + $235,300

$283,800

2015

$4,885 (+1.9%)

$48,500 + $235,300

$283,800

2014

$4,792

$48,500 + $235,300

$283,800

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

0.84 Acres

Year renovated

1975

Finished Sq. Ft.

2,906

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,906

Year built

1860

Style

Multi-Family (2-4 Unit)

County

Dutchess County

APN

135089A00607000184580930000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Oct 5, 2026.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

4/10 Wind Factor

10% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Rhinebeck, NY • 12572

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

94/ 100

Exceptional sunlight

Sunscore

This home receives average direct sun exposure in Rhinebeck. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10.9 hrs

6.4 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 420 Rhinecliff Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $412,000 and $800,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $412K to $800K.

SOLD AUG 19, 2026
$560,500 Last sold price
3 beds2.5 baths2,980 sq ft
212 Rhinecliff Rd, Rhinebeck, NY 12572
Listing by Rouse + Co Real Estate LLC
$18/sq ft
larger lot
145 years newer
SOLD SEP 3, 2026
$800,000 Last sold price
2 beds2 baths1,750 sq ft
109 Abeel St, Kingston, NY 12401
Listing by Compass Greater New York, LLC
$251/sq ft
smaller lot
40 years newer
SOLD APR 22, 2026
$700,000 Last sold price
— beds2 baths2,592 sq ft
85 Hone St, Kingston, NY 12401
Listing by BHHS HUDSON VALLEY PROP-WDST
$64/sq ft
smaller lot
1 year newer
SOLD SEP 11, 2026
$412,000 Last sold price
4 beds2 baths1,804 sq ft
94 Tammany St, Kingston, NY 12401
Listing by Howard Hanna Rand Realty
$22/sq ft
smaller lot
100 years newer
SOLD SEP 9, 2026
$544,000 Last sold price
2 beds2 baths1,748 sq ft
102 Clifton Ave, Kingston, NY 12401
Listing by Four Seasons Sotheby's Int'l-K
$105/sq ft
smaller lot
50 years newer
SOLD AUG 20, 2026
$555,000 Last sold price
3 beds2 baths2,000 sq ft
178 Hoyt St St, Esopus, NY 12466
Listing by Compass Greater New York, LLC
$72/sq ft
smaller lot
30 years newer

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