For Sale
Single family home for sale at 158 High Meadows Rd, Montgomery, NY 12586 | MLS# 1033229 | Listing updated on 2026-09-18
Photo 1 of Single family home for sale at 158 High Meadows Rd, Montgomery, NY 12586 | MLS# 1033229 | Listing updated on 2026-09-18
Photo 2 of Single family home for sale at 158 High Meadows Rd, Montgomery, NY 12586 | MLS# 1033229 | Listing updated on 2026-09-18
Photo 3 of Single family home for sale at 158 High Meadows Rd, Montgomery, NY 12586 | MLS# 1033229 | Listing updated on 2026-09-18
Photo 4 of Single family home for sale at 158 High Meadows Rd, Montgomery, NY 12586 | MLS# 1033229 | Listing updated on 2026-09-18
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$499,999

Monthly Est:$2,489

  • Beds Icon3 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,893sqft

158 High Meadows Rd, Montgomery, NY 12586

$2,489/moEst:

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  • Single Family Residence

  • Built in 1958

  • $-- HOA

  • 1.43 acres lot

  • $173/sq.ft

Description

DOUBLE LOT!!! TOWN OF MONTGOMERY!!! Welcome to this charming 1950s-style Ranch in the Town of Montgomery, offering a perfect blend of classic character and modern convenience. Set on a beautifully manicured lot with a sweeping front lawn and mature evergreens, this inviting 3-bedroom, 2.5-bathroom home boasts a tranquil residential setting in the Valley Central School District, just outside the Village of Walden. The classic white exterior features a dark shingle roof, a central brick chimney, an attached two-car garage, and plenty of driveway parking. Step inside to a bright, open floor plan featuring gleaming hardwood floors that flow into a stunning living room. This space is highlighted by an airy vaulted ceiling, a cozy fireplace with a classic wooden mantel, and a wall of windows framing picturesque greenery. Beyond is an expansive sitting room with extensive custom built-in shelving, which flows seamlessly into a spectacular sun-drenched dining area. Framed by wall-to-wall windows and sliding glass doors, the dining area leads out to a large, raised wooden deck with white railings—perfect for outdoor entertaining. The adjoining kitchen is a well-appointed culinary space with light wood cabinetry, glass-front accents, rich dark granite countertops, a breakfast bar peninsula, and sleek stainless steel appliances, including a double wall oven. Down the hall, the primary bedroom is a peaceful retreat with hardwood floors, a ceiling fan, ample bi-fold closet space, and a private en-suite bathroom featuring a glass-enclosed corner shower and a crisp white vanity. Two additional bright, generously sized bedrooms also feature beautiful hardwood flooring and bi-fold closets, sharing a full hall bathroom with a dark wood vanity and a tub/shower combo. A dedicated home office provides the ideal remote work environment, complete with a massive picture window that floods the room with natural light and inspiring backyard views. The lower level features an expansive walk-out basement, boasting a family room finished with easy-care square tile flooring, baseboard heating, and a warm wood-paneled accent wall. Anchored by a striking floor-to-ceiling brick fireplace with a raised stone hearth, this bright gathering space offers a glass-paneled door leading to a covered patio and a massive, gently sloping grassy backyard shaded by mature trees. Completing this lower level is a practical half bathroom with a classic wall-mounted sink, a versatile bonus room, and a dedicated laundry room with convenient washer and dryer hookups. This property provides unbeatable proximity to both daily necessities and recreation. You will enjoy being only a short 5-minute drive from an array of local restaurants, shopping centers, banking, and postal services. Outdoor enthusiasts will absolutely love the access to nature, as the home is situated just a few blocks from the scenic Walden Wallkill Rail Trail and near all five Village parks—including one conveniently located less than a half-mile from your front door!

  • Houzeo last checked: 3 minutes ago
  • Listing updated: September 18, 2026 at 4:50 pm
  • Listing Provided by: Richard Baxter (845) 494-4715 | Keller Williams Realty (845) 928-8000
  • Source: OneKey MLS-NY | MLS#: 1033229 OneKey MLS-NY

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Orange County

  • City

    Montgomery

  • Neighborhood

    --

  • Year Built

    1958

  • HOA Fees

    -

  • Finished Area

    2,893 sqft

  • Lot Size

    1.43 acres lot

  • Basement Area

    - sqft

  • MLS Name

    OneKey MLS

  • MLS Number

    1033229

  • MLS Status

    Active

  • Days on Market

    59

  • Cumulative Days on Market

    27

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 3

  • Bathroom 3

    Level: Basement

  • Living Room

    Level: First

  • Kitchen

    Level: First

  • Dining Room

    Level: First

  • Family Room

    Level: Basement

  • Office

    Level: First

Interior

  • Sewer

    Septic Tank

  • Interior Features

    First Floor Bedroom, First Floor Full Bath, Built In Features, Eat In Kitchen, Granite Counters, High Ceilings, Open Kitchen, Primary Bathroom, Recessed Lighting, Walk Through Kitchen, Washer/dryer Hookup

  • Window Features

    Floor To Ceiling Windows, Oversized Windows

  • Cooling

    Central Air

  • Flooring

    Carpet, Ceramic Tile, Hardwood

  • Heating

    Baseboard, Oil

  • Appliances

    Dishwasher, Electric Cooktop, Microwave, Other, Refrigerator, Stainless Steel Appliance(s)

Construction

  • Year Built

    Year Built: 1958

  • Home type

    Single Family Residence

  • Property Condition

    Actual

  • Architectural Style

    Ranch

  • Foundation Details

    Block

  • Construction Materials

    Brick, Frame

Utilities & Energy

  • Laundry Features

    In Basement, Laundry Room

  • Water Source

    Well

  • Basement

    Partially Finished

  • Utilities

    Cable Connected, Electricity Connected

  • Fireplace Features

    Family Room, Living Room, Wood Burning

  • Parking Features

    Driveway, Garage, Off Street

Other Features

  • Lot Features

    Back Yard, Part Wooded, Sloped

  • Patio And Porch Features

    Covered, Porch

Price History

DateEventPrice

08/22/2026

Source: mls_logoOneKey MLS-NY #KEY1033229

Listed for Sale

$499,999

$173/sqft

08/11/2026

Source: mls_logoOneKey MLS-NY #KEY1033229

Coming Soon

$499,999

$173/sqft

Nearby Homes

Based on information from OneKey MLS, through Oct 10, 2026, 08:17PM. 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