31 Chestnut St, Rhinebeck, NY

Name: 31 Chestnut St, For Sale in Rhinebeck - eXp Realty
Brand: Four Seasons Sothebys Intl
SKU: 1006579
Price: 2955000 USD

House

For Sale

Listed price in listed location currency (USD).

$2,955,000

432

MLS® 1006579

Key Facts
Description
Map

Key Facts

Type Single Family Residence

Levels Residential

Size 3380 sqft

Garage Yes

Taxes $23,943

Days Active 10

Lot Size

Approx. Age 1870

Avg. Price Per Sqft $874

MLS® Number 1006579

Property Address: 31 Chestnut St, Rhinebeck, NY, 12572-1501

Average square foot calculated using Size range provided by listing agent.

Description

This is a rare opportunity to thoughtfully steward and restore one of Rhinebeck Village’s most architecturally compelling historic residences — a property defined by provenance, scale, and enduring beauty. Set on coveted Chestnut Street, this distinguished circa-1870 Italianate villa offers 4 bedrooms and 2.5 baths and is among the few remaining historic homes in the village to retain such remarkable original detail and integrity. Soaring ceilings, grand arched openings, oversized bay windows, marble fireplaces, original plaster medallions, plaster walls, crown moldings, decorative chandeliers, and beautifully preserved original windows speak to a level of craftsmanship rarely found today. The home’s exceptional acoustics — enhanced by the original plaster walls — create a quiet richness and warmth throughout the interiors that is immediately felt upon entering. Built for local attorney and town supervisor George Esselstyn, the residence unfolds across graciously proportioned rooms filled with natural light, including a richly atmospheric library anchored by an intact soft-coal heating stove and original glass-front bookcases. Outside, the property becomes even more extraordinary. An original two-bay carriage barn with a walk-up loft offers exceptional potential for studio, guest, or creative use. The residence sits on an oversized village parcel with 100 feet of road frontage, accompanied by an additional separately deeded adjoining lot with another 50 feet of frontage — a rarity within Rhinebeck Village and an offering that creates an estate-like setting of unusual scale, privacy, and presence. A truly exceptional offering for those who value architectural authenticity, history, and the rare privilege of bringing a significant home into its next chapter.

MLS® Number1006579

Laundry Level

Central VacNo

FireplaceYes

Acreage

Exterior

GarageYes

Approx. Age1870

BasementBilco Door(s), Unfinished

DrivewayDriveway, Garage, Off Street

Garage Spaces

Heat

A/C

Heating Fuel

Extras

Price History

-End Date

Not Sold YetSold Price

For Sale

May 30, 2026List Date

$2,955,000List Price

Commute

Commute

Starting Address

Destination Address

Like what you see?

Complete the form and we'll be in touch. No login necessary.

Add a Comment

I want to view this property

By pressing "Take a Tour", I confirm that I have read and agree to the eXp Privacy Policy, and Terms of Use.

By pressing "Take a Tour", I am electronically signing and consenting to receive marketing comms about real estate brokerage and mortgage lending services, delivered via email, phone and/or text (using "automated technology" such as an automatic telephone dialing system, and/or an artificial or prerecorded voice), from eXp Realty® and its independent contractor real estate professionals and their affiliate SUCCESS® Lending using the contact information I provided. Your consent is not a condition of purchase and you may revoke it at any time by replying "STOP" to any texts. Text HELP for more info. Message and data rates may apply. You may also contact us directly at 1-844-683-4664.

Similar Listings

Comparable Properties

Explore eXp Find an Agent Join eXp Investor Relations Company Careers Home Guides

eXp Life Zoocasa SUCCESS®SUCCESS® Lending eXp Revenos eXp Commercial eXp Luxury eXp Land and Ranch Accessibility

Terms and Conditions Privacy Rights Request Privacy Policy Cookie Policy Brand Guidelines Help Sitemap

2219 Rimland Drive, Suite 301, Bellingham, Washington, 98226

1 833-303-0610

[email protected]

eXp REALTY

DMCA Notice

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply

Fair Housing and Reasonable Accommodations

MLS Compliance Statements

Karen Richards - Designated Managing Broker, Broker Operations - TX

Texas Real Estate Commission information about brokerage services

Texas Real Estate Commission Consumer Protection Notice

eXp Realty® is committed to adhering to the guidelines of The New York State Fair Housing Regulations.The Fair Housing Notice →

*Standardized Operating Procedure for Purchasers of Real Estate Pursuant to Real Property Law 442-H.Learn More →

eXp Realty of California, Inc. | CA DRE# 01878277 | Deborah Penny - Designated Broker

eXp Realty of Southern California, Inc. | CA DRE#01325837 | Jason Crawford – Designated Broker

eXp Realty of Greater Los Angeles, Inc. | CA DRE# 01240990 | Mike Mendibles - Designated Broker

eXp Realty of Northern California, Inc. | CA DRE# 01951343 | Ryan Rosas - Designated Broker