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$724,999

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2 Car Garage
  • Updated 7 days ago
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VALLEY CENTRAL SCHOOLS | 3 BEDS + DEDICATED HOME OFFICE | 3 PRIVATE WOODED ACRES! Tucked away on three secluded acres, this turnkey Colonial Farmhouse pairs quintessential Hudson Valley charm with MAJOR UPGRADES UNDER 5 YEARS OLD: NEW CENTRAL A/C, NEW HIGH-EFFICIENCY BOILER, NEW EXPANSIVE ENTERTAINER'S DECK, OUTDOOR JACUZZI, AND INDOOR INFRARED SAUNA. Inside, warm wide-plank wood floors and a classic brick fireplace anchor the main living space, flowing into a formal dining room and a custom country kitchen with exposed timber beams, stainless gas appliances, built-in wine cooler, and breakfast bar. Work remotely without sacrificing sleeping space in the DEDICATED MAIN-FLOOR HOME OFFICE, complemented by a first-floor laundry room and powder room. Upstairs features three generous bedrooms with solid knotty pine doors, including a primary suite with crown molding, separate walk-in shower, and a deep whirlpool soaking tub framing peaceful tree views. Step out to a resort-style backyard complete with an IN-GROUND SWIMMING POOL, stamped concrete patio, new dining deck, hot tub, attached 2-car garage, and a full basement with sauna. While designed as an idyllic primary sanctuary, the property offers proven carrying-cost relief, generating OVER $50,000/YEAR IN AIRBNB INCOME ON UNDER 75 BOOKED NIGHTS. Minutes to Winding Hills Park, historic Montgomery Village dining, and major commuter routes.

Full Property Details for 165 Benedict Rd

General

  • Price: $724,999
  • Taxes: $10,890
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1015155
  • Updated: 10/6/2026
  • Added to Site: 86 day(s) ago

Interior

  • Number of Rooms: 12
  • Interior Features: Beamed Ceilings, Natural Woodwork, Original Details, Recessed Lighting, Sauna
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Decorative, Gas
  • Appliances: Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
  • Laundry Facilities: Yes
  • Flooring: Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Electric Dryer Hookup, In Kitchen, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground

Exterior

  • Porch/Patio/Deck: Deck, Patio, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Driveway, Garage

Location

  • County: Orange County

School Information

  • High School District: Valley Central (Montgomery)
  • Elementary School: Montgomery Elementary School
  • Middle School: Valley Central Middle School
  • High School: Valley Central High School

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Baseboard, Propane

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private

Structural Information

  • Architectural Style: Colonial, Farmhouse
  • Detached/Attached: Detached
  • Construction: Frame, Wood Siding
  • Basement: Yes
  • Basement Desc.: Full Basement
  • Year Built: 1992

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 3
  • Lot Size (Sq. Ft.): 130,680
  • Road Maintenance: Public Maintained Road
  • Lot Features: Private, Wooded

Financial Considerations

  • Tax Amount: $10,890

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 334289-028-000-0001-051.000-0000
  • Block: 1
  • Lot Number: 51

Listed by Keller Williams Realty

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Listing agents

— 165 Benedict Rd —

  • Keller Williams Realty

  • Keller Williams Realty

845-928-8000

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

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Schools serving 165 Benedict Rd

School District:Valley Central School District (Montgomery)
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 165 Benedict Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/28/2026
Price Reduced
$724,999
-3.33%
MLS
7/19/2026
Listed
$749,999
41.51%
MLS
7/30/2020
Sold
$530,000
—
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 165 Benedict Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,893
100%
$197,700
—
2021
-100%
$197,700
—
2021
$2,849
-72%
$197,700
—
2020
$10,195
12%
$197,700
—
2018
$9,077
4%
$197,700
—
2017
$8,770
1%
$197,700
—
2016
$8,723
—
$197,700
—
2015
$8,729
1%
$197,700
—
2015
$8,609
—
$197,700
—
2013
$8,651
—
$197,700
—
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 165 Benedict Rd

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

Listed by Keller Williams Realty

165 Benedict Road, Montgomery, NY 12549 (MLS# 1015155) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 165 Benedict Road is currently listed for $724,999 and was received on July 19, 2026. Want to learn more about 165 Benedict Road? Do you have questions about finding other Single Family real estate for sale in Montgomery? You can browse all Montgomery real estate or contact a Coldwell Banker agent to request more information.

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