Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$799,500

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,888 Sq. Ft.
  • 2 Car Garage
See This Home
Save This Home
See This Home
Save This Home
This stunning 1900s Colonial-style farmhouse presents a rare opportunity to own a historic residence with incredible grounds and potential. Nestled on nearly a double city lot just steps from Main Street, this property offers expansive space for gardening, outdoor activities, or future development. Key Features: Historic Colonial architecture with timeless charm Nearly double-sized city lot with mature tiered gardens, shade trees, and lush landscaping. Spacious living room with fireplace, dining room, and galley-style kitchen Functional mudroom, laundry room, bonus office/playroom and den. Three bedrooms and two full bathsn Large outdoor areas including two yards, covered patio, tool shed, vegetable gardens, and curated mature plants. Bonus parking and exciting potential for an ADU above the garage Previously used as a 5-bedroom home, offering flexible living options-ideal space for working from home. Located within a short stroll to Beacon's charming Main Street, enjoy fine dining, entertainment, and shopping just steps away. This property seamlessly combines historic character with modern comforts and offers a unique opportunity for expansion and personalization. Proof of funds required to view. Don't miss the chance to make this extraordinary home your own!

Full Property Details for 49 N Chestnut St

General

  • Price: $799,500
  • Taxes: $10,093
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 862505
  • Updated: 6/25/2026
  • Added to Site: 422 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Entrance Foyer, Washer/Dryer Hookup
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Living Room
  • Appliances: Dryer, Gas Range, Refrigerator, Stainless Steel Appliance(s), Tankless Water Heater
  • Laundry Facilities: Yes
  • Flooring: Laminate, Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, Laundry Room, Washer Hookup

Additional Information

  • Security/Safety: Security System, Video Cameras

Exterior

  • Exterior Features: Courtyard, Garden, Lighting, Mailbox, Rain Gutters
  • Porch/Patio/Deck: Covered, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 5
  • Parking Features: Detached, Driveway, Garage, Off Street, On Street

Location

  • County: Dutchess County
  • Cross Streets: Oak
  • Driving Directions: Take Main st onto N. Chestnut st, home is 2 blocks on right

School Information

  • High School District: Beacon
  • Elementary School: Sargent School
  • Middle School: Rombout Middle School
  • High School: Beacon

Heating & Cooling

  • Cooling Type: Wall/Window Unit(s)
  • Heating Type: Oil
  • Heating Zones: 1

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable Available, Natural Gas Connected, See Remarks, Trash Collection Public

Structural Information

  • Architectural Style: Colonial, Farmhouse, Traditional, Victorian
  • Detached/Attached: Detached
  • Construction: Brick, Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Bilco Door(s), Crawl Space, See Remarks, Unfinished
  • Building Size: 1888
  • Square Feet: 1,888
  • Sq. Ft. Source: Public Records
  • Year Built: 1900

Lot Features

  • Property View: City, Mountain(s), Neighborhood
  • Mountain views: Yes
  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,841
  • Fence: Yes
  • Lot Features: Back Yard, City Lot, Corner Lot, Front Yard, Garden, Landscaped, Level, Near Public Transit, Near Shops, See Remarks
  • Fencing (Description): Back Yard, Fenced, Front Yard, Full

Financial Considerations

  • Tax Amount: $10,093

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 130200-5954-28-995892-0000

Listed by RE/MAX Town & Country

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 49 N Chestnut St —

  • RE/MAX Town & Country

845-765-6128

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 49 N Chestnut St

School District:Beacon City School District
NameGradesDistance
Beacon High School
101 Matteawan Road, Beacon, NY 12508
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 49 N Chestnut St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/27/2026
Price Reduced
$799,500
-5.89%
MLS
12/07/2025
Price Reduced
$849,500
-10.58%
MLS
6/13/2025
Price Reduced
$950,000
-9.52%
MLS
5/18/2025
Listed
$1,050,000
288.89%
MLS
12/20/2017
Sold
$270,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 49 N Chestnut St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,945
-29%
$517,300
7%
2024
$9,814
35%
$485,700
6%
2020
$7,262
—
$458,000
10%
2020
$7,262
-13%
$416,400
16%
2021
$8,378
—
$359,000
33%
2021
$8,378
15%
$270,000
—
2020
$7,262
6%
$270,000
10%
2018
$6,825
25%
$244,500
2%
2017
$5,475
2%
$239,700
3%
2016
$5,379
2%
$232,700
2%
2015
$5,279
2%
$228,100
—
2015
$5,157
3%
$228,100
—
2013
$5,028
—
$228,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 49 N Chestnut St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by RE/MAX Town & Country

49 N Chestnut Street, Beacon, NY 12508 (MLS# 862505) is a Single Family property with 3 bedrooms and 2 full bathrooms. 49 N Chestnut Street is currently listed for $799,500 and was received on May 18, 2025. Want to learn more about 49 N Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Beacon? You can browse all Beacon real estate or contact a Coldwell Banker agent to request more information.

Tour this property