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MLS ID KEY1033229Last updated Oct 14, 2026

Single Family

158 High Meadows Road

Pending · Montgomery · Orange County, NY 12586

Bedrooms
3 Beds
Bathrooms
3 Baths
Year built
1958
Est. monthly taxes
$788.5
Property gallery0 / 43
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About this home

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!

Listing snapshot

Days on site
59 days
Listed on MLS
Aug 22, 2026
Full baths
2
Half baths
1
Annual property tax (MLS)
$9,462
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
Keller Williams Realty
MLS ID
KEY1033229
Last updated
Oct 14, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1958
Garage
Yes
Garage spaces
2
Parking
Driveway, Garage, Off Street
Water source
Well
Sewer
Septic Tank
Utilities
Cable Connected, Electricity Connected

Interior features

Basement
Partially Finished
Heating
Baseboard, Oil
Cooling
Central Air
Interior
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
Appliances
Dishwasher, Electric Cooktop, Microwave, Other, Refrigerator, Stainless Steel Appliance(s)
Flooring
Carpet, Ceramic Tile, Hardwood
Fireplace
Yes
Fireplaces
2

Exterior features

Architectural style
Ranch
Construction materials
Brick, Frame
Private pool
No

Schools (MLS)

Elementary school
Berea Elementary School
Elementary school district
Valley Central (Montgomery)
Middle school
Valley Central Middle School
Middle school district
Valley Central (Montgomery)
High school
Valley Central High School
High school district
Valley Central (Montgomery)

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. MLS status changed
  3. First seen on this site

Location

Montgomery · Orange County, NY 12586Show interactive map
158 High Meadows Road

Montgomery · Orange County, NY 12586

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.