Active
3 beds2,030 sqft

165 Benedict Rd, Montgomery, NY 12549

Single FamilyProperty Type
3 acresLot Size
1992Year Built
$357/sq ftPrice per sq ft
2 carsParking Spaces

Description

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...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.
81 days on Market
  • Listed by: Richard Baxter 845.928.8000 dickiebaxter@kw.com • Keller Williams Realty
  • Listed by: Vincent Reda 845.928.8000 vincentreda@kw.com • Keller Williams Realty
Last updated: 10/06/2026 03:48 PM • Source: ONEKEY as distributed by MLS GRID, MLS#: 1015155
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$4,778 per month

30 year fixed, 7.03% Interest

Principal and Interest

$3,870

Property Taxes

$908

HOA Dues

$0

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Property Information for 165 Benedict Road

Property Details

  • Taxes: $10,890 / year
  • MLS Type: Single Family
  • City/Township: Montgomery
  • View: Trees/Woods
  • Architectural Style: Colonial, Farmhouse
  • Garage Spaces: 2
  • Waterfront: No

Building Information

  • Year Built: 1992
  • Lot Size: 3.00 AC / 130,680 SF

Summary

Location and General Information
  • Senior Community YN: No
  • Tax Block: 1
  • Tax Lot: 51
  • Property Attached: No
  • Structure Type: Detached
  • Levels: Two
  • Country: US
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Valley Central (Montgomery)
  • Elementary School District: Valley Central (Montgomery)
  • Elementary School: Montgomery Elementary School
  • Middle Or Junior School District: Valley Central (Montgomery)
  • Middle Or Junior School: Valley Central Middle School
  • High School District: Valley Central (Montgomery)
  • High School: Valley Central High School

Unit Information

Unit Information
  • Building Units Total: 1

Room Information

Room 1 Information
  • Room Level: Second
  • Room Type: Bedroom 1
Room 2 Information
  • Room Level: Second
  • Room Type: Bedroom 2
Room 3 Information
  • Room Level: Second
  • Room Type: Bedroom 3
Room 4 Information
  • Room Level: Second
  • Room Type: Bathroom 1
Room 5 Information
  • Room Level: Second
  • Room Type: Bathroom 2
Room 6 Information
  • Room Level: First
  • Room Type: Bathroom 3
  • Room Description: Half
Room 7 Information
  • Room Level: First
  • Room Type: Kitchen
Room 8 Information
  • Room Level: First
  • Room Type: Living Room
Room 9 Information
  • Room Level: First
  • Room Type: Dining Room
Room 10 Information
  • Room Level: First
  • Room Type: Office
Room 11 Information
  • Room Level: First
  • Room Type: Laundry

Taxes and HOA Information

Taxes and HOA Information
  • Parcel Number: 334289-028-000-0001-051.000-0000
  • Tax Assessed Value: $197,700.00
  • Tax Source: Municipality
  • Tax Year: 2025
  • Association: No

Interior and Exterior Features

Interior Features
  • Amenities: Beamed Ceilings, Ceramic Tile, Colonial, Deck, Decorative, Electric Dryer Hookup, Farmhouse, Gas, Hardwood Floors As Seen, In Ground, In Kitchen, Laundry Room, Natural Woodwork, Original Details, Patio, Porch, Recessed Lighting, Sauna, Trees/Woods, Well
  • Interior Features: Beamed Ceilings, Natural Woodwork, Original Details, Recessed Lighting, Sauna
  • Appliances: Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator
  • Number Of Kitchens: 1
  • Total Rooms: 12
  • Basement: Full
  • Attic Description: Pull Stairs
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Fireplace Features: Decorative, Gas
  • Location Amenities: Stainless Steel Appliances, Hardwood Floors As Seen, Original Details, Privacy, Deck, Patio, Porch, In Ground Pool
  • Laundry Features: Electric Dryer Hookup, In Kitchen, Laundry Room
  • Spa: No
  • Flooring: Ceramic Tile, Hardwood
  • Living Area: 2030
  • Foundation Details: Block
  • Basement: Yes
Exterior Features
  • Exterior Property Features: In Ground, Deck, Patio, Porch, Driveway, Garage, Private, Wooded
  • Elevation Certificate: No
  • Patio And Porch Features: Deck, Patio, Porch
  • Construction Materials: Frame, Wood Siding
  • Road Responsibility: Public Maintained Road
  • Horse: No
  • Pool Private: Yes
  • Pool Features: In Ground
  • Pool Details: In Ground
Lot Information
  • Lot Features: Private, Wooded
  • Additional Parcel: No
  • Site Features: Private, Wooded
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Baseboard, Propane
  • Heat Fuel Type: Baseboard, Propane
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private
Green Features
  • Green Features: Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator, Baseboard, Propane, In Ground
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Agent

Payment and Rate
  • Down Payment Resource: Yes

Property History for 165 Benedict Road

DateEvent & SourcePriceAppreciation
Sep 28, 2026

Price Change

ONEKEY #1015155

$724,999—
Jul 19, 2026

Listed (Active)

ONEKEY #1015155

$749,999—
Jul 30, 2020

Sold (Public Record)

Public Record #676506414

$530,000

+32.9% / yr

DateEvent & SourcePrice
09/28/2026

Price Change

ONEKEY #1015155

$724,999
07/19/2026

Listed (Active)

ONEKEY #1015155

$749,999
07/30/2020

Sold (Public Record)

Public Record #676506414

$530,000

+32.9% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public records

165 Benedict Road

Beds

3

Baths

2.5

Total Finished SqFt

2,030 SqFt

Above Grade Finished SqFt

2,030 SqFt

Stories

2

Lot Size

130,680 SqFt

Schools near 165 Benedict Road

This home is within Valley Central School District (Montgomery).
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - K to 5
Rating
School
Distance
Montgomery Elementary School
PublicK to 5

Valley Central Middle School
Public6 to 8

Valley Central High School
Public9 to 12

Berea Elementary School
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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165 Benedict Road is a single family home for sale in Montgomery, NY 12549. This property was listed for sale on July 19, 2026 by Keller Williams Realty, it's currently listed at $724,999. It has been on the market for a total of 81 days and was last sold on July 30, 2020. This listing's school district is Valley Central School District (Montgomery). Nearby schools include Montgomery Elementary School, Valley Central Middle School and Valley Central High School. 165 Benedict Road is a 3-bed, 3-bath, 2,030 sqft single family home built in 1992.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Realty

Based on information submitted to the MLS GRID as of 10/06/2026 03:48 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.