31 Chestnut Street, Rhinebeck, NY 12572
New Listing
$2,955,000
Property Type:
Residential
Bedrooms:
4
Baths:
3
Square Footage:
3,380
Lot Size (sq. ft.):
33,541
Status:
Active
Current Price:
$2,955,000
List Date:
5/30/2026
Last Modified:
5/31/2026
Listing Details MLS# 20262855
General Property Information
- Bedrooms Total
- 4
- Rooms Total
- 12
- Bathrooms Total
- 3
- Bathrooms Full
- 2
- Bathrooms Half
- Yes
- Above Grade Finished Area
- 3380
- Below Grade Finished Area
- 1690
- Living Area
- 3380
- New Construction YN
- No
- Year Built
- 1870
- Garage YN
- Yes
- Attached Garage YN
- No
- Garage Spaces
- 2
- Lot Size Acres
- 0.77
- Basement YN
- No
- Fireplace YN
- Yes
- Fireplaces Total
- 4
- Spa YN
- No
- Senior Community YN
- No
- Sign On Property YN
- Yes
- List Price/SqFt
- 874.26
Property Features
Appliances:
Range; Refrigerator
Architectural Style:
Victorian
Attic Features:
Permanent Stairs
Community Features:
Golf; Playground; Restaurant; Tennis Court(s)
Construction Materials:
Frame; Plaster; Wood Siding
Cooling:
None
Door Features:
Storm Door(s)
Electric:
200+ Amp Service
Fireplace Features:
Other
Flooring:
Parquet; Wood
Foundation Details:
Stone
Heating:
Forced Air; Oil
Interior Features:
Crown Molding; Entrance Foyer; High Ceilings; Other
Listing Terms:
Conventional; FHA
Parking Features:
Driveway; Garage Faces Front; Off Street
Sewer:
Septic Tank
Structure Type:
House
Utilities:
Electricity Connected; Propane
Window Features:
Storm Window(s); Wood Frames
Showing Requirements:
Appointment Only; Call Listing Agent; Email Listing Agent
Contract Information
- Original List Price
- 2955000
- Listing Contract Date
- 2026-05-28
- Availability Date
- 2026-05-30
- Property Sub Type
- Single Family Residence
- Listing Agreement
- Exclusive Right To Sell
- Owner Name
- Kagan
- Occupant Type
- Owner
- Occupant Name
- *** NEW LISTING ***
- Lease Considered YN
- No
Location Tax and Legal
- Street Number
- 31
- Street Name
- Chestnut
- Street Suffix
- Street
- County
- Dutchess
- State
- NY
- Zip Code
- 12572
- Town (Taxable)
- Rhinebeck
Remarks and Miscellaneous
- Public Remarks
- 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.
Status Change Information
- Major Change Timestamp
- 2026-05-30T17:02:08Z
- Major Change Type
- New Listing
- Status Change Timestamp
- 2026-05-30
More Information
Land Details
- Water Rights YN
- No
Location, Tax, and Legal
- 911 Address
- 31 Chestnut Street Rhinebeck, NY 12572
- Township
- Rhinebeck
- School District
- Rhinebeck Central School District
- General Tax
- 0
- School Tax
- 0
- Tax Annual Amount
- 23943
- Assessors Full Market Value
- 987200
- Tax Assessed Value
- 949200
- Tax Legal Description
- No
- Parcel Number
- 135001-6170-15-547335-0000
- Tax Lot
- No
- Tax Block
- No
- Tax Exemptions YN
- No
- Zoning
- R35 zoning
- Directions
- 31 Chestnut Street, Rhinebeck, New York 12572,
Appliances
- Range
- Yes
- Refrigerator
- Yes
Architectural Style
- Victorian
- Yes
Attic Features
- Permanent Stairs
- Yes
Book Information
- Liber/Book
- No
- Page
- No
- Section
- No
Community Features
- Golf
- Yes
- Playground
- Yes
- Restaurant
- Yes
- Tennis Court(s)
- Yes
Construction Materials
- Frame
- Yes
- Plaster
- Yes
- Wood Siding
- Yes
Cooling
- None
- Yes
Door Features
- Storm Door(s)
- Yes
Electric
- 200+ Amp Service
- Yes
Fireplace Features
- Other
- Yes
Flooring
- Parquet
- Yes
- Wood
- Yes
Foundation Details
- Stone
- Yes
Heating
- Forced Air
- Yes
- Oil
- Yes
Interior Features
- Crown Molding
- Yes
- Entrance Foyer
- Yes
- High Ceilings
- Yes
- Other
- Yes
Listing Terms
- Conventional
- Yes
- FHA
- Yes
Parking Features
- Driveway
- Yes
- Garage Faces Front
- Yes
- Off Street
- Yes
Sewer
- Septic Tank
- Yes
Structure Type
- House
- Yes
Utilities
- Electricity Connected
- Yes
- Propane
- Yes
Window Features
- Storm Window(s)
- Yes
- Wood Frames
- Yes
Showing Requirements
- Appointment Only
- Yes
- Call Listing Agent
- Yes
- Email Listing Agent
- Yes
Listing Courtesy of
Four Seasons Sotheby's Int.
Listing Agent:
Sheri Sceroler