66 Chestnut Street Rhinebeck, NY $ 1,300,000
66 Chestnut Street
$ 1,300,000
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66 Chestnut Street

Rhinebeck, NY, 12572
$ 1,300,000
Bedrooms3 Baths2.1 Sq 1,894

Monthly Estimate*

$ 8,004

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Single Family Home for sale in Rhinebeck, NY

for $1,300,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,894 square foot home was built in 1890 on a lot size of 0.21.

Step into modern elegance with this beautifully restored 19th century Victorian nestled in the heart of Rhinebeck Village. Blending historic character with contemporary comfort, this almost 2,000 square foot home has been thoughtfully renovated from top to bottom while preserving its original charm. Inside, you’ll find 3 spacious bedrooms, 2.5 updated baths, a newly renovated kitchen with Taj Mahal quartzite countertops, living room, dining room and a dedicated office space. The primary bedroom features an en suite bathroom and walk-in closet. Period details like classic moldings and original wood doors are complemented by a fully updated interior, including an all new HVAC system with central air conditioning for year-round comfort. The light-filled living spaces flow seamlessly, offering both warmth and functionality for everyday living and entertaining. Outside, enjoy two porches, a bluestone patio and a generous fenced in yard—ideal for pet owners and relaxing, gardening, or gathering with friends and family. Walkable distance Rhinebeck Village’s beloved shops, restaurants, and schools, this turnkey home offers the rare opportunity to own a piece of history without sacrificing modern convenience. Private showings start immediately.

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Single Family Active

Price

$ 1,300,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 11,525

Style

Victorian

Lot Size

0.21

Year Built

1890

Town/City

Rhinebeck

County/Region

Dutchess

MLS | Web ID

982714

Features
Interior
Interior Amenities Crown Molding Formal Dining High Ceilings Walk-In Closet(s)
Basement Unfinished
Basement Features Unfinished
Basement (Y/N) Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Cesspool
Heating Ducts
Cooling Central Air
Utilities Electricity Connected
Appliances Stainless Steel Appliance(s)
Architectural Style Victorian
Construction Materials Frame
Year Built 1890
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 135001-6170-15-656318-0000
County Dutchess County
Property Type Residential
HOA N
Garage Y/N N
Total Rooms 9
Full Baths 2
High School Rhinebeck Senior High School
City Rhinebeck
Senior Community Y/N N
High School District Rhinebeck
Carport Y/N N
Elementary School Chancellor Livingston Elementary Sch
Property Attached Y/N N
Tax Annual Amount 11525.46
Middle/Junior High School Bulkeley Middle School
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Rhinebeck
Elementary School District Rhinebeck
Tax Assessed Value 706600
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Exterior
Parking Features Driveway Driveway
Water Source Public
Waterfront Y/N N
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Internal Only
Street Number 1 66
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* Excluded Features
List By
LORRAINE LITTLE

Listing Agent

Little Lorraine Ml

Broker

lmlittleny@aol.com

Email

Affordability Calculator

$8,965
Per Month
89%
11%
0%
Monthly Principal & Interest
$8,004
Monthly Property Taxes
$960
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4099109 Elementary School
4100286 Middle School
Rhinebeck Senior High School High School
Pricing History
DatePricePrice ChangeDescription
4/10/2026$1,300,000 Listed Price

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66 Chestnut Street, Rhinebeck, NY, 12572 is a Single Family Home for sale at $1,300,000 with 1,894 sqft and a lot size of 0.21. 66 Chestnut Street has 3 bedrooms, 2.1 baths, and was built in 1890. The property's zip code is 12572 which is in Rhinebeck, NY