$2,955,000

31 Chestnut Street, Rhinebeck, NY 12572

  • 4 beds |
  • 3 baths |
  • 3,380 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1870
  • Property Lot Size Icon0.77acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $874/sqft
  • Property List Date Icon Listed 29 days ago

Property 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.

Listing Status:
Active
Date Added:
May 30, 2026
Data Last Updated:
June 26, 2026 at 2:38PM
Listing Office:
Four Seasons Sotheby's Int. : 845-876-5100
Listing Agent:
Sheri Sceroler :
MLS ID:
20262855
  • General: Crown MoldingEntrance FoyerHigh CeilingsOther
  • Appliances: RangeRefrigerator
  • Flooring: ParquetWood
  • A/C: None
  • Heating: Forced AirOil
  • Fireplace: OtherFireplaceFireplaces: 4
  • Style: Victorian
  • Parking: DrivewayGarage Faces FrontOff Street
  • Windows: Storm Window(s)Wood Frames
  • General: FramePlasterWood SidingStone
  • Golf: GolfPlaygroundRestaurantTennis Court(s)
  • Originating MLS: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)
  • School District: Rhinebeck Central School District
  • County: Dutchess
  • Zoning: R35 zoning0135001-6170-15-547335-0000
  • Utilities: Electricity ConnectedPropane200+ Amp Service
  • Sewer: Septic Tank
  • Source: Hudson Valley Catskills Region Multiple List Service (Ulster County Board of REALTORS®)

This listing courtesy of Sheri Sceroler , Four Seasons Sotheby's Int.

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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