165 Benedict Road Montgomery, NY $ 724,999
165 Benedict Road
$ 724,999
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165 Benedict Road

Montgomery, NY, 12549
$ 724,999
Bedrooms3 Baths2.1 Sq 2,030

Monthly Estimate*

$ 5,007

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Single Family Home for sale in Montgomery, NY

for $724,999 with 3 bedrooms and 2 full baths, 1 half bath. This 2,030 square foot home was built in 1992 on a lot size of 3.

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.

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Single Family Active

Price

$ 724,999

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 10,890

Style

Colonial,Farmhouse

Lot Size

3

Year Built

1992

Town/City

Montgomery

County/Region

Orange

MLS | Web ID

1015155

Features
Interior
Interior Amenities Beamed Ceilings Natural Woodwork Original Details Recessed Lighting Sauna
Basement Full
Flooring Ceramic Tile Hardwood
Total Fireplaces 1
Fireplace Features Decorative Gas
Basement Features Full
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 3
Total Baths 3
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General
Sewer Septic Tank
Heating Baseboard Propane
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Trash Collection Private
Appliances Dishwasher ENERGY STAR Qualified Appliances Gas Range Microwave Refrigerator Stainless Steel Appliance(s) Wine Refrigerator
Garage Spaces 2
Patio/Porch Features Deck Patio Porch
Architectural Style Colonial Farmhouse
Pool Features In Ground
Construction Materials Frame Wood Siding
Year Built 1992
View Trees/Woods
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 334289-028-000-0001-051.000-0000
County Orange County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 12
Full Baths 2
High School Valley Central High School
City Montgomery
Senior Community Y/N N
High School District Valley Central (Montgomery)
Carport Y/N N
Elementary School Montgomery Elementary School
Property Attached Y/N N
Tax Annual Amount 10890
Middle/Junior High School Valley Central Middle School
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Valley Central (Montgomery)
Elementary School District Valley Central (Montgomery)
Tax Assessed Value 197700
Tax Lot 51
Virtual Tour https://my.matterport.com/show/?m=WiLNFsNNJJg
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Exterior
Parking Features Driveway Garage Driveway Garage
Water Source Well
Foundation Details Block
Spa N
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N N
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Internal Only
Street Number 1 165
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* Excluded Features
List By
Richard Baxter

Listing Agent

Keller Williams Realty

Broker

845-928-8000

Contact

Affordability Calculator

$5,915
Per Month
85%
15%
0%
Monthly Principal & Interest
$5,007
Monthly Property Taxes
$908
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892214 Elementary School
4892263 Middle School
Valley Central High School High School
Pricing History
DatePricePrice ChangeDescription
9/28/2026$724,999 -3.33% Price Down
7/8/2026$749,999 Listed Price

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165 Benedict Road, Montgomery, NY, 12549 is a Single Family Home for sale at $724,999 with 2,030 sqft and a lot size of 3. 165 Benedict Road has 3 bedrooms, 2.1 baths, and was built in 1992. The property's zip code is 12549 which is in Montgomery, NY