# 165 Benedict Road, Montgomery, NY 12549 > **TL;DR:** 3bd/3ba single family, $749,999 ($369/sqft), built 1992, 2,030 sqft. > Pool, Fireplace, Hardwood, A/C. Est. $4,011/mo. Listed 77 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $749,999 | | Price/sqft | $369 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,030 | | Year Built | 1992 | | Lot Size | 130,680 sqft (3.00 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Single Family Residence) | | Status | Active | | Days on Market | 77 | ## Why This Home Stands Out - **Pool** - Patio, Porch, Deck - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,792 | | Estimated Insurance | $219 | | **Total** | **$4,011** | ## Nearby Schools - **Elementary:** Montgomery Elementary School - **Middle:** Valley Central Middle School - **High:** Valley Central High School ## Key Amenities - Pool - Fireplace - Hardwood - A/C - 2-car garage ## Property Highlights - Built in 1992 - 3.00 acre lot - 2 stories - Private pool - Fireplace ## Description ### Agent 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 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. ## Location - **Address:** 165 Benedict Road, Montgomery, NY 12549 - **County:** Orange County - **Coordinates:** 41.521808, -74.27878 - **Google Maps:** https://www.google.com/maps?q=41.521808,-74.27878 ## Virtual Tour & Media - **Video Tour:** https://my.matterport.com/show/?m=WiLNFsNNJJg ## Listing Agent - **Name:** Richard Baxter - **Brokerage:** Keller Williams Realty - **Phone:** 8454944715 - **Broker Phone:** (845) 928-8000 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/165-Benedict-Rd_Montgomery_NY_12549_M31286-93887?f=listhub&s=MLSLINY&m=1015155&c=propsimple) ## Photos ![165 Benedict Road - Photo 1](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3448272266r.jpg) ![165 Benedict Road - Photo 2](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f11149381r.jpg) ![165 Benedict Road - Photo 3](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2102765827r.jpg) ![165 Benedict Road - Photo 4](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3765118213r.jpg) ![165 Benedict Road - Photo 5](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3467531498r.jpg) ![165 Benedict Road - Photo 6](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4159685339r.jpg) ![165 Benedict Road - Photo 7](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3134754026r.jpg) ![165 Benedict Road - Photo 8](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f365089910r.jpg) ![165 Benedict Road - Photo 9](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2704937183r.jpg) ![165 Benedict Road - Photo 10](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1023760445r.jpg) ![165 Benedict Road - Photo 11](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3914015229r.jpg) ![165 Benedict Road - Photo 12](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2037986259r.jpg) ![165 Benedict Road - Photo 13](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3439995768r.jpg) ![165 Benedict Road - Photo 14](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1766858534r.jpg) ![165 Benedict Road - Photo 15](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2868005467r.jpg) ![165 Benedict Road - Photo 16](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3049788897r.jpg) ![165 Benedict Road - Photo 17](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1420514763r.jpg) ![165 Benedict Road - Photo 18](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2307286017r.jpg) ![165 Benedict Road - Photo 19](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2624987373r.jpg) ![165 Benedict Road - Photo 20](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1643524015r.jpg) ![165 Benedict Road - Photo 21](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3197269010r.jpg) ![165 Benedict Road - Photo 22](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f54927028r.jpg) ![165 Benedict Road - Photo 23](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2080520605r.jpg) ![165 Benedict Road - Photo 24](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2182700817r.jpg) ![165 Benedict Road - Photo 25](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3317080394r.jpg) ![165 Benedict Road - Photo 26](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f596842961r.jpg) ![165 Benedict Road - Photo 27](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3987429154r.jpg) ![165 Benedict Road - Photo 28](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1883318810r.jpg) ![165 Benedict Road - Photo 29](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1661375878r.jpg) ![165 Benedict Road - Photo 30](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3791066005r.jpg) ![165 Benedict Road - Photo 31](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f998150678r.jpg) ![165 Benedict Road - Photo 32](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1693660384r.jpg) ![165 Benedict Road - Photo 33](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1551876701r.jpg) ![165 Benedict Road - Photo 34](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1308120007r.jpg) ![165 Benedict Road - Photo 35](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1815100942r.jpg) ![165 Benedict Road - Photo 36](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3601426258r.jpg) ![165 Benedict Road - Photo 37](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2334474194r.jpg) ![165 Benedict Road - Photo 38](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2673196415r.jpg) ![165 Benedict Road - Photo 39](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3305817993r.jpg) ![165 Benedict Road - Photo 40](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1483460265r.jpg) ![165 Benedict Road - Photo 41](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2068768290r.jpg) ![165 Benedict Road - Photo 42](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1097014836r.jpg) ![165 Benedict Road - Photo 43](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f925716276r.jpg) ![165 Benedict Road - Photo 44](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f268578093r.jpg) ![165 Benedict Road - Photo 45](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1570405488r.jpg) ![165 Benedict Road - Photo 46](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f314316351r.jpg) ![165 Benedict Road - Photo 47](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f572180501r.jpg) ![165 Benedict Road - Photo 48](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f7963770r.jpg) ![165 Benedict Road - Photo 49](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f516877945r.jpg) ![165 Benedict Road - Photo 50](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2941691277r.jpg) --- **MLS#:** 1015155 | **Updated:** 2026-09-22 **Source:** listhub *Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-1015155) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-1015155#listing", "url": "https://www.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-1015155", "name": "165 Benedict Road, Montgomery, NY 12549", "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 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. 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