165 Benedict Rd

2,030 Sq. Ft.
$369 / Sq. Ft.
2,030
Sq. Ft.
$369
per Sq. Ft.

Description

Valley central schools! Situated within a 15-minute drive of everyday shopping centers and dining options ranging from casual diners to quick-service eateries. Enjoy outdoor recreation just minutes away at Winding Hills Park, featuring boating, fishing, hiking trails, and playgrounds, or take a quick 10-minute drive into the historic Village of Montgomery to explore boutique shopping, local pubs, eateries, and wineries. The location is just the start - this 3-bedroom, 2.5-bathroom Colonial/Farmhouse-style...Valley central schools! Situated within a 15-minute drive of everyday shopping centers and dining options ranging from casual diners to quick-service eateries. Enjoy outdoor recreation just minutes away at Winding Hills Park, featuring boating, fishing, hiking trails, and playgrounds, or take a quick 10-minute drive into the historic Village of Montgomery to explore boutique shopping, local pubs, eateries, and wineries. The location is just the start - this 3-bedroom, 2.5-bathroom Colonial/Farmhouse-style home is situated on 3 acres boasting the upmost privacy. Inside, you are welcomed by an inviting foyer featuring wide-plank wood floors, classic white wainscoting, and a traditional staircase that sets a warm, rustic tone throughout the residence. The spacious living room is anchored by a traditional brick fireplace, oversized windows allow natural light to pour in while framing peaceful woodland views. Seamless archways and wide openings lead into the formal dining room. At the heart of the home is a stunning country kitchen defined by character and craftsmanship, boasting exposed wooden ceiling beams, custom knotty pine cabinetry with glass-front display accents, and durable tile flooring. The kitchen is fully equipped for the culinary enthusiast with premium stainless steel appliances—including a gas range and built-in microwave, a custom tile backsplash, an integrated wine and beverage cooler, and a versatile breakfast bar peninsula offering stool seating. Adjacent to the kitchen, a sun-drenched breakfast nook and casual dining area with large sliding glass doors that open directly onto the outdoor living space. The main level also thoughtfully features a dedicated office or study with rich wood flooring and crown molding, alongside a convenient first-floor full laundry room. On the upper level, the residence continues to impress with its signature wide-plank wood flooring and solid knotty pine doors. The second floor hosts three spacious bedrooms, including a primary suite featuring a bright natural lighting, elegant crown molding, and a private en-suite bathroom equipped with durable tile flooring, a separate glass-enclosed walk-in shower, and a deep soaking whirlpool tub set beneath a bright window looking out to the trees. Two additional generously sized bedrooms offer comfortable layouts, ample closet storage and picturesque views of the surrounding foliage. Located off the hallway is a full bathroom featuring an expansive vanity with a sleek granite countertop, generous cabinetry storage, and modern fixtures. Down below, the home features a full basement that expands your utility/storage options, complete with a private infrared sauna. Outside, the home is surrounded by a mature canopy of trees that ensures total seclusion, featuring classic neutral grey siding, a traditional brick chimney, a two-car attached garage with ample storage, and a paved driveway providing generous driveway parking. The backyard serves as a private resort-style oasis. An expansive multi-level wooden deck spans the rear of the residence, providing generous space for open-air dining, lounging, and soaking in the relaxing hot tub. Step down to discover a custom in-ground swimming pool surrounded by a stamped concrete patio. Combining timeless architectural charm, exceptional interior craftsmanship, and a backyard paradise—all just minutes from local parks, shops, and dining—this Montgomery property is an extraordinary country retreat.
  1. Listed by Richard Baxter • Keller Williams Realty
    P: (845)-928-8000 C: (845)-494-4715 dickiebaxter@kw.com
  2. Listed by Vincent Reda • Keller Williams Realty
    P: (845)-928-8000 C: (845)-321-0248 vincentreda@kw.com

Property Details for 165 Benedict Road

City/Township
Montgomery
View
Trees/Woods
Architectural Style
Colonial, Farmhouse
Garage Spaces
2
Waterfront
No

Open Houses

Sunday, Aug 2nd3:00 PM - 5:00 PM
LISTING UPDATED: 07/29/2026 09:52 AM

Property Details for 165 Benedict Road

StatusActive
MLS #1015155
Days on Market10
Taxes$10,890 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeSingle Family
Year Built1992
Lot Size3.00 AC / 130,680 SF
CountyOrange County

Location

Listing Courtesy of Keller Williams Realty
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Building Information for 165 Benedict Road

Stories-Year Built1992Building Size-Lot Size3.00 AC / 130,680 SF

Payment Calculator

$4,720 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,812

Property Taxes

$908

HOA Dues

$0

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Property Information for 165 Benedict Road

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
Rental
Rental
  • Lease Considered: No
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
Jul 19, 2026

Listed (Active)

ONEKEY #1015155

$749,999
Jul 30, 2020

Sold (Public Record)

Public Record #676506414

$530,000

+32.9% / yr

Nov 15, 2019

Sold (Public Record)

Public Record #658016333

$433,500
DateEvent & SourcePrice
07/19/2026

Listed (Active)

ONEKEY #1015155

$749,999
07/30/2020

Sold (Public Record)

Public Record #676506414

$530,000

+32.9% / yr

11/15/2019

Sold (Public Record)

Public Record #658016333

$433,500

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

Public Records for 165 Benedict Road

Taxable ValueLand$49,000Additions$148,700Total$197,700
Tax Record2024$9,893 ($824 / month)
Home Facts
Beds3Baths2.5Total Finished SqFt2,030 SqFtAbove Grade Finished SqFt2,030 SqFtStories2Lot Size130,680 SqFtStyleSingle Family ResidenceYear Built1992Year Renovated1992ZoningRA5CountyORANGEAPN334289 28-1-51

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.

Similar Homes

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 $749,999. It has been on the market for a total of 10 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 07/29/2026 09:52 AM. 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.