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.
Your happily ever after starts here. A 1776 inspired shaker design, complimented with modern farmhouse finishes, is so impressive inside and out. Set back off a quiet country road, on 3 picturesque acres, offers privacy yet conveniently located only 3 miles outside the historic Village of Montgomery, renowned for it variety of eateries and quaint shops. The attention to detail is impeccable in each and every room with wide plank pine flooring throughout, solid wood custom-made reproduction interior doors & cabinetry, crown molding, handcrafted copper outdoor lights, lamppost lantern,and brass chandelier and wall sconces, brick fireplace w/gas insert, private laundry/mudroom, master bedroom en suite w/large walk-in closet. The backyard is your own private retreat with a glorious in-ground pool, beautifully landscaped with stamped concrete patio, Black Jerith aluminum fencing, a 24' deck with retractable awning and an outdoor shower. Plenty of storage. A must see!! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
Public Records
May 30, 1991
Sold
$40,000
$20/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$10,818 (+4.1%)
$49,000 + $148,700
$197,700
2024
$10,395 (+5.9%)
$49,000 + $148,700
$197,700
2023
$9,812 (−2.6%)
$49,000 + $148,700
$197,700
2022
$10,072 (+0.8%)
$49,000 + $148,700
$197,700
2021
$9,997 (−1.5%)
$49,000 + $148,700
$197,700
2020
$10,145 (+8.9%)
$49,000 + $148,700
$197,700
2019
$9,319 (+2.7%)
$49,000 + $148,700
$197,700
2018
$9,077 (+3.5%)
$49,000 + $148,700
$197,700
2017
$8,770 (−8.7%)
$49,000 + $148,700
$197,700
2016
$9,605 (+10.0%)
$49,000 + $148,700
$197,700
2015
$8,729 (+1.4%)
$49,000 + $148,700
$197,700
2014
$8,609
$49,000 + $148,700
$197,700
Public record
Beds
3
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3 Acres
Year renovated
1992
Finished Sq. Ft.
2,030
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,030
Year built
1992
Style
Single Family Residential
County
Orange County
APN
334289A02800000010510000000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 13, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.62% chance of being in a wildfire in next 30 years
4/10 Heat Factor
7 days above 100° expected this year, 14 days in 30 years
4/10 Wind Factor
9% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Montgomery, NY • 12549
Average low and high temperatures (°F)
32
16
36
19
54
31
63
40
70
49
80
58
85
65
80
56
74
52
65
41
52
33
37
22
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
48/ 100
Low sunlight
Sunscore
There appears to be significant shading by surrounding buildings, terrain, and vegetation.
7.8 hrs
0.4 hr
JuneDecember
Provided by Shadowmap
Redfin Estimate for 165 Benedict Rd
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $520,000 and $669,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $520K to $669K.