JoanneSpataro

31 Chestnut Street , Rhinebeck, NY 12572

$2,955,000
  • 31 Chestnut Street , Rhinebeck, NY 12572 Main Photo

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New to the Market Active
BEDS4 BATHS2 full 1 partial SQUARE FEET3,380 MLS#1006579
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLRhinebeck

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.

31 Chestnut Street | MLS# 1006579

This single family home located at 31 Chestnut Street , Rhinebeck, NY 12572 is currently listed for sale with an asking price of $2,955,000. This property was built in 1870 and has 4 bedrooms and 2 full and 1 partial baths with 3380 sq. ft. Chestnut Street is located within the Rhinebeck school district. Search Rhinebeck real estate on joannespataro.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Bilco Door(s), Unfinished
Basement: Yes
Cooling: None
Fireplaces: 4
Garage: 2
Heating: Forced Air, Oil
Home Style: Victorian
Lot Size: 0.77 Acres
Taxes: $23,943
Year Built: 1870

Amenities

Crown Molding
Entrance Foyer
High Ceilings
Original Details

Feature Descriptions

Appliances: Range, Refrigerator
Attic: Stairs
Exterior: Cedar, Clapboard, Wood Siding
Fireplace Features: Family Room, Living Room
Fireplace Y/N: Yes
Flooring: Wood
GarageY/N: Yes
On Market Date: 2026-05-30
Parcel Number: 135001-6170-15-547335-0000
Parking Features: Driveway, Garage, Off Street
Property Attached Y/N: 1
Rental Term: Monthly
Rooms Total: 12
Sewer: Septic Tank
Utilities: Electricity Connected, Propane
Water: Public
Window Features: Storm Window(s), Wood Frames

Local Schools

High School: Rhinebeck Senior High School
Middle School: Rhinebeck Senior High School
Elementary School: Chancellor Livingston Elementary Sch
School District: Rhinebeck

Estimate Your Payment

Estimated Payment

$ 17,799.21 per month $14,942.09 Principal & Interest $1,995.25 Property Tax $861.88 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Four Seasons Sothebys Intl
Agency Contact: 845-876-5100

agent picture

Shown By

Agent Name: Joanne Spataro
Agent Phone: (516) 369-0637
Agency Title: Coldwell Banker American Homes

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