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.
Active
$2,955,000
31 Chestnut Street, Rhinebeck, NY 12572
4beds
3,380sqft
Single Family Residence
Built in 1870
0.77 Acres Lot
$-- Zestimate®
$874/sqft
$-- HOA
What's special
Marble fireplacesNatural lightPlaster wallsSoaring ceilingsExceptional acousticsGrand arched openingsIntact soft-coal heating stove
- 92 days
- 1,633
- 88
Zillow last checked:
Listing updated:
Listed by:
Four Seasons Sotheby's Int. 845-876-5100,
Sheri Sceroler,
Gary DiMauro 518-755-3973,
Four Seasons Sotheby's Int.
Source: HVCRMLS,MLS#: 20262855
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Forced Air, Oil
Cooling
- None
Appliances
- Included: Refrigerator, Range
Features
- Crown Molding, Entrance Foyer, High Ceilings, Other
- Flooring: Parquet, Wood
- Doors: Storm Door(s)
- Windows: Storm Window(s), Wood Frames
- Has basement: No
- Number of fireplaces: 4
- Fireplace features: Other
Interior area
- Total structure area: 3,380
- Total interior livable area: 3,380 sqft
- Finished area above ground: 3,380
- Finished area below ground: 1,690
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Off Street, Driveway
- Garage spaces: 2
- Has uncovered spaces: Yes
Lot
- Size: 0.77 Acres
Details
- Parcel number: 1350016170155473350000
- Zoning: R35 zoning
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian
- Property subtype: Single Family Residence
Materials
- Frame, Plaster, Wood Siding
- Foundation: Stone
Condition
- New construction: No
- Year built: 1870
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Septic Tank
- Utilities for property: Electricity Connected, Propane
Community & HOA
Community
- Features: Golf, Playground, Restaurant, Tennis Court(s)
Location
- Region: Rhinebeck
Financial & listing details
- Price per square foot: $874/sqft
- Tax assessed value: $949,200
- Annual tax amount: $23,943
- Date on market: 5/30/2026
- Listing terms: Conventional,FHA
- Electric utility on property: Yes
Estimated market value
Not available
Estimated sales range
Not available
$5,967/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/30/2026 | Listed for sale | $2,955,000+25.7%$874/sqft |
Source: | ||
| 12/1/2022 | Listing removed | -- |
Source: | ||
| 9/29/2022 | Listed for sale | $2,350,000+11.9%$695/sqft |
Source: | ||
| 12/1/2021 | Listing removed | $2,100,000$621/sqft |
Source: | ||
| 9/18/2021 | Listed for sale | $2,100,000+125.8%$621/sqft |
Source: | ||
| 9/28/2013 | Listing removed | $929,900$275/sqft |
Source: Prudential Serls Prime Properties #314871 Report a problem | ||
| 3/28/2013 | Price change | $929,900+5.7%$275/sqft |
Source: Prudential Serls Prime Properties #314871 Report a problem | ||
| 12/9/2012 | Price change | $880,000-1.7%$260/sqft |
Source: Owner Report a problem | ||
| 7/30/2012 | Price change | $895,000-6.7%$265/sqft |
Source: H.H. HILL REALTY SERVICE #305187 Report a problem | ||
| 3/9/2012 | Listed for sale | $959,000$284/sqft |
Source: H.H. HILL REALTY SERVICE #305187 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $949,200 -2.8% |
| 2024 | -- | $976,200 +18.1% |
| 2023 | -- | $826,900 +10.3% |
| 2022 | -- | $750,000 -2.3% |
| 2021 | -- | $767,300 +5% |
| 2020 | -- | $730,800 +43.4% |
| 2019 | -- | $509,600 |
| 2018 | -- | $509,600 |
| 2017 | $9,677 | $509,600 |
| 2016 | -- | $509,600 |
| 2015 | -- | $509,600 |
| 2014 | -- | $509,600 |
| 2012 | -- | $509,600 |
| 2011 | -- | $509,600 |
| 2010 | -- | $509,600 -8% |
| 2009 | -- | $553,900 -5% |
| 2008 | -- | $583,000 +2.5% |
| 2007 | -- | $569,000 |
| 2006 | -- | $569,000 +14% |
| 2005 | -- | $499,000 +141.1% |
| 2004 | -- | $207,000 |
| 2003 | -- | $207,000 |
| 2002 | -- | $207,000 |
| 2001 | -- | $207,000 |
| 2000 | -- | $207,000 |
Find assessor info on the county website






