31 Chestnut Street, Rhinebeck, NY 12572
Local realty services provided by:ERA Insite Realty Services
31 Chestnut Street,Rhinebeck, NY 12572
$2,955,000
- 4 Beds
- 3 Baths
- 3,380 sq. ft.
- Single family
- Active
Listed by: sheri sceroler, gary a. dimauro
Office: four seasons sothebys intl
MLS#:1006579
Source:OneKey MLS
Price summary
- Price:$2,955,000
- Price per sq. ft.:$874.26
About this home
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....
Contact an agent
Home facts
- Year built:1870
- Listing ID #:1006579
- Added:92 day(s) ago
- Updated:August 31, 2026 at 11:39 AM
Rooms and interior
- Bedrooms:4
- Total bathrooms:3
- Full bathrooms:2
- Half bathrooms:1
- Rooms Total:12
- Kitchen Description:Range, Refrigerator
- Basement:Yes
- Basement Description:Bilco Door(s), Unfinished
- Living area:3,380 sq. ft.
Heating and cooling
- Heating:Forced Air, Oil
Structure and exterior
- Year built:1870
- Building area:3,380 sq. ft.
- Lot area:0.77 Acres
- Architectural Style:Victorian
- Construction Materials:Cedar, Clapboard, Wood Siding
Schools
- High school:Rhinebeck Senior High School
- Middle school:Rhinebeck Senior High School
- Elementary school:Chancellor Livingston Elementary Sch
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$2,955,000
- Price per sq. ft.:$874.26
- Tax amount:$23,943 (2025)
Features and amenities
- Appliances:Refrigerator
- Amenities:Entrance Foyer, High Ceilings
Parking
- Parking description:Driveway, Garage, Off Street
- Garage:Yes
- Garage spaces:2
New listings near 31 Chestnut Street
- New
$699,500Active2 beds 3 baths1,495 sq. ft.415 Gardenia Drive, Rhinebeck, NY 12572
MLS# 1041074Listed by: JOYCE BEYMER REAL ESTATE - New
$549,000Active3 beds 2 baths1,633 sq. ft.110 Montgomery Street, Rhinebeck, NY 12572
MLS# 1025066Listed by: BHHS HUDSON VALLEY PROPERTIES - New
$3,250,000Active3 beds 6 baths5,600 sq. ft.35 Old Farm Road, Rhinebeck, NY 12572
MLS# 1037641Listed by: COMPASS GREATER NY, LLC - New
$545,000Active2 beds 3 baths1,472 sq. ft.50 Pond Drive E, Rhinebeck, NY 12572
MLS# 1042293Listed by: BHHS HUDSON VALLEY PROPERTIES - New
$849,000Active4 beds 3 baths4,480 sq. ft.17 Molland Drive, Rhinebeck, NY 12572
MLS# 1042046Listed by: ROUSE + CO REAL ESTATE LLC - New
$490,000Active0.18 Acres6 Mulberry Street, Lot #2, Rhinebeck, NY 12572
MLS# 1041814Listed by: CORCORAN COUNTRY LIVING - New
$495,000Active0.21 Acres6 Mulberry Street, Lot #5, Rhinebeck, NY 12572
MLS# 1040152Listed by: CORCORAN COUNTRY LIVING
$299,000Active3 beds 2 baths1,107 sq. ft.532 River Road, Rhinebeck, NY 12572
MLS# 1038233Listed by: MONDELLO UPSTATE PROPERTIES
$850,000Pending14.28 Acres595 Mill Road, Rhinebeck, NY 12572
MLS# 1038248Listed by: FOUR SEASONS SOTHEBYS INTL
$799,000Active4 beds 2 baths1,873 sq. ft.133 White Schoolhouse Road, Rhinebeck, NY 12572
MLS# 1037254Listed by: COMPASS GREATER NY, LLC