NY
Dutchess
Rhinebeck
12572
31 Chestnut Street
31 Chestnut Street, Rhinebeck, NY 12572
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Listing Type
Single Family
Listing Status
Active
46
$2,955,000

Home Details for 31 Chestnut Street

Price
$2,955,000
Type
Residential
Bedrooms
4
Total Bathrooms
3
Full Bathrooms
2
Half Bathrooms
1
Square feet
3380
Year built
1870
Lot size acres
0.77
County
Dutchess
Total rooms
12
Garage
2
Basement
Unfinished
MLS Listing#
1006579
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.

Property Features
  • House Interior
    • Crown Molding
    • Entrance Foyer
    • High Ceilings
  • Parking
    • Driveway
    • Garage
    • Off Street
  • Heating Information
    • Forced Air
    • Oil
  • Utilities
    • Electricity Connected
    • Propane
  • Fire Place
    • Family Room
    • Living Room
  • Cooling Information
    • None
  • Water Features
    • Public
  • Basement
    • Unfinished
School Information
School Information for 31 Chestnut Street, Rhinebeck, NY 12572
Elementary School
Chancellor Livingston Elementary Sch
Middle School
Rhinebeck Senior High School
High School
Rhinebeck Senior High School
Listing Courtesy: Four Seasons Sothebys Intl - 845-876-5100
Presented by: SHERI SCEROLER
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2790 W. Main St., Wappingers Falls, NY 12590
Office
845 298 6034
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