For Sale
Single family home for sale at 165 Benedict Rd, Montgomery, NY 12549 | MLS# 1015155 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 165 Benedict Rd, Montgomery, NY 12549 | MLS# 1015155 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 165 Benedict Rd, Montgomery, NY 12549 | MLS# 1015155 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 165 Benedict Rd, Montgomery, NY 12549 | MLS# 1015155 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 165 Benedict Rd, Montgomery, NY 12549 | MLS# 1015155 | Listing updated on 2026-10-06
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$724,999

Monthly Est:$3,609

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,030sqft

165 Benedict Rd, Montgomery, NY 12549

$3,609/moEst:

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  • Single Family Residence

  • Built in 1992

  • $-- HOA

  • 3 acres lot

  • $357/sq.ft

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.

  • Houzeo last checked: 11 minutes ago
  • Listing updated: October 6, 2026 at 7:48 pm
  • Listing Provided by: Richard Baxter (845) 494-4715 , Vincent Reda | Keller Williams Realty (845) 928-8000
  • Source: OneKey MLS-NY | MLS#: 1015155 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Montgomery

  • Neighborhood

    --

  • Year Built

    1992

  • HOA Fees

    -

  • Finished Area

    2,030 sqft

  • Lot Size

    3 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1015155

  • MLS Status

    Active

  • Days on Market

    94

  • Cumulative Days on Market

    79

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Bedroom 1

    Level: Second

  • Bedroom 2

    Level: Second

  • Bedroom 3

    Level: Second

  • Bathroom 1

    Level: Second

  • Bathroom 2

    Level: Second

  • Bathroom 3

    Level: First

  • Kitchen

    Level: First

  • Living Room

    Level: First

  • Dining Room

    Level: First

  • Office

    Level: First

  • Laundry

    Level: First

Interior

  • Sewer

    Septic Tank

  • Appliances

    Dishwasher, Energy Star Qualified Appliances, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Wine Refrigerator

  • Flooring

    Ceramic Tile, Hardwood

  • Interior Features

    Beamed Ceilings, Natural Woodwork, Original Details, Recessed Lighting, Sauna

  • Cooling

    Central Air

  • Heating

    Baseboard, Propane

Construction

  • Year Built

    Year Built: 1992

  • Home type

    Single Family Residence

  • Construction Materials

    Frame, Wood Siding

  • Architectural Style

    Colonial, Farmhouse

  • Foundation Details

    Block

Utilities & Energy

  • Laundry Features

    Electric Dryer Hookup, In Kitchen, Laundry Room

  • Pool Features

    In Ground

  • Utilities

    Cable Connected, Electricity Connected, Phone Connected, Trash Collection Private

  • Water Source

    Well

  • Basement

    Full

  • Parking Features

    Driveway, Garage

  • Fireplace Features

    Decorative, Gas

Other Features

  • Lot Features

    Private, Wooded

  • Patio And Porch Features

    Deck, Patio, Porch

Price History

DateEventPrice

09/28/2026

Source: mls_logoOneKey MLS-NY #KEY1015155

Price Decreased

$724,999 -3.33%

$357/sqft

07/19/2026

Source: mls_logoOneKey MLS-NY #KEY1015155

Listed for Sale

$749,999

$369/sqft

07/08/2026

Source: mls_logoOneKey MLS-NY #KEY1015155

Coming Soon

$749,999 +73.01%

$369/sqft

11/15/2019

Source: mls_logoOneKey MLS-NY #KEYH5026383

Sold

$433,500

$214/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 11, 2026, 03:46AM. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 OneKey® MLS. All rights reserved.

Advertising Broker: Derek Greene | The Greene Realty Group