# 165 Benedict Road, Montgomery, NY 12549 > **TL;DR:** 3bd/3ba single family, $724,999 ($357/sqft), built 1992, 2,030 sqft. > Pool, Fireplace, Hardwood, A/C. Est. $3,877/mo. Listed 112 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $724,999 | | Price/sqft | $357 | | 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 | 112 | ## Why This Home Stands Out - **Pool** - Deck, Patio, Porch - **Hardwood Floors** - Hardwood flooring listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,666 | | Estimated Insurance | $211 | | **Total** | **$3,877** | ## 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 | 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. ## 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 - **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-f268578093r.jpg) ![165 Benedict Road - Photo 2](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2849290734r.jpg) ![165 Benedict Road - Photo 3](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1111918233r.jpg) ![165 Benedict Road - Photo 4](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2943670733r.jpg) ![165 Benedict Road - Photo 5](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2379140304r.jpg) ![165 Benedict Road - Photo 6](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1486020528r.jpg) ![165 Benedict Road - Photo 7](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1763190201r.jpg) ![165 Benedict Road - Photo 8](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4132150959r.jpg) ![165 Benedict Road - Photo 9](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2177928753r.jpg) ![165 Benedict Road - Photo 10](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1862526592r.jpg) ![165 Benedict Road - Photo 11](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1862526592r.jpg) ![165 Benedict Road - Photo 12](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2556134430r.jpg) ![165 Benedict Road - Photo 13](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2556134430r.jpg) ![165 Benedict Road - Photo 14](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f255203721r.jpg) ![165 Benedict Road - Photo 15](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f255203721r.jpg) ![165 Benedict Road - Photo 16](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f363065032r.jpg) ![165 Benedict Road - Photo 17](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f363065032r.jpg) ![165 Benedict Road - Photo 18](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3600751180r.jpg) ![165 Benedict Road - Photo 19](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1470203716r.jpg) ![165 Benedict Road - Photo 20](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1042443482r.jpg) ![165 Benedict Road - Photo 21](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1470203716r.jpg) ![165 Benedict Road - Photo 22](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3600751180r.jpg) ![165 Benedict Road - Photo 23](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f202809104r.jpg) ![165 Benedict Road - Photo 24](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3914015229r.jpg) ![165 Benedict Road - Photo 25](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2620493894r.jpg) ![165 Benedict Road - Photo 26](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2620493894r.jpg) ![165 Benedict Road - Photo 27](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1335271596r.jpg) ![165 Benedict Road - Photo 28](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3295400325r.jpg) ![165 Benedict Road - Photo 29](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f51826564r.jpg) ![165 Benedict Road - Photo 30](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f51826564r.jpg) ![165 Benedict Road - Photo 31](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2504203915r.jpg) ![165 Benedict Road - Photo 32](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2302935408r.jpg) ![165 Benedict Road - Photo 33](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2504203915r.jpg) ![165 Benedict Road - Photo 34](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3714394230r.jpg) ![165 Benedict Road - Photo 35](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4175460399r.jpg) ![165 Benedict Road - Photo 36](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1147249425r.jpg) ![165 Benedict Road - Photo 37](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1570405488r.jpg) ![165 Benedict Road - Photo 38](http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f7963770r.jpg) --- **MLS#:** 1015155 | **Updated:** 2026-10-25 **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://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#listing", "url": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b", "name": "165 Benedict Road, Montgomery, NY 12549", "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 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.", "image": [ "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f268578093r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2849290734r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1111918233r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2943670733r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2379140304r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1486020528r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1763190201r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4132150959r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2177928753r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1862526592r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2556134430r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f255203721r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f363065032r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3600751180r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1470203716r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1042443482r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f202809104r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3914015229r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2620493894r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1335271596r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3295400325r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f51826564r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2504203915r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2302935408r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3714394230r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4175460399r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1147249425r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1570405488r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f7963770r.jpg" ], "primaryImageOfPage": { "@type": "ImageObject", "url": "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f268578093r.jpg", "caption": "165 Benedict Road - Montgomery, NY" }, "datePosted": "2026-07-08", "dateModified": "2026-10-25T20:30:47.235Z", "mainEntity": { "@type": "Accommodation", "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#property", "name": "165 Benedict Road, Montgomery, NY 12549", "address": { "@type": "PostalAddress", "streetAddress": "165 Benedict Road", "addressLocality": "Montgomery", "addressRegion": "NY", "postalCode": "12549", "addressCountry": "US" }, "geo": { "@type": "GeoCoordinates", "latitude": 41.521808, "longitude": -74.27878 }, "image": [ "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f268578093r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2849290734r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1111918233r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2943670733r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2379140304r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1486020528r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1763190201r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4132150959r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2177928753r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1862526592r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2556134430r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f255203721r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f363065032r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3600751180r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1470203716r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1042443482r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f202809104r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3914015229r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2620493894r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1335271596r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3295400325r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f51826564r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2504203915r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f2302935408r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f3714394230r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f4175460399r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1147249425r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f1570405488r.jpg", "http://lh.rdcpix.com/dd0157e9e758cd2b5a5582710dd38bb1l-f7963770r.jpg" ], "identifier": { "@type": "PropertyValue", "propertyID": "MLS", "value": "1015155" }, "accommodationCategory": "Single Family Residence", "numberOfBedrooms": 3, "numberOfBathroomsTotal": 3, "numberOfFullBathrooms": 2, "numberOfPartialBathrooms": 1, "floorSize": { "@type": "QuantitativeValue", "value": 2030, "unitCode": "FTK", "unitText": "square feet" }, "yearBuilt": 1992, "amenityFeature": [ { "@type": "LocationFeatureSpecification", "name": "Heating", "value": "Baseboard, Propane (Heating)" }, { "@type": "LocationFeatureSpecification", "name": "Cooling", "value": "Central Air" }, { "@type": "LocationFeatureSpecification", "name": "Appliances", "value": "Dishwasher, ENERGY STAR Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator" }, { "@type": "LocationFeatureSpecification", "name": "Flooring", "value": "Tile - Ceramic, Hardwood" }, { "@type": "LocationFeatureSpecification", "name": "Construction Materials", "value": "Frame, Wood Siding" }, { "@type": "LocationFeatureSpecification", "name": "Pool Features", "value": "Deck, Patio, Porch" }, { "@type": "LocationFeatureSpecification", "name": "Parking Features", "value": "Driveway, Garage" }, { "@type": "LocationFeatureSpecification", "name": "Pool", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Fireplace", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Air Conditioning", "value": true }, { "@type": "LocationFeatureSpecification", "name": "Hardwood Floors", "value": true } ], "additionalProperty": [ { "@type": "PropertyValue", "name": "Lot Size", "value": "3.00 acres" }, { "@type": "PropertyValue", "name": "Stories", "value": 2 }, { "@type": "PropertyValue", "name": "Garage Spaces", "value": 2 }, { "@type": "PropertyValue", "name": "Property Subtype", "value": "Single Family Residence" } ] }, "offers": { "@type": "Offer", "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#offer", "url": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b", "price": 724999, "priceCurrency": "USD", "businessFunction": "http://purl.org/goodrelations/v1#Sell", "availability": "https://schema.org/InStock", "seller": { "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#agent" } }, "provider": { "@type": "Person", "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#agent", "name": "Richard Baxter", "worksFor": { "@type": "Organization", "@id": "https://staging.propertysimple.ai/listing/165-benedict-road-montgomery-ny-12549-7a0fcd26e23b472d9099bb249927866b#brokerage", "name": "Keller Williams Realty", "telephone": "(845) 928-8000" } } } ```