This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/2
$499,999
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/2
Property 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!
Full Property Details
Full Property Details for 158 High Meadows Rd
General
- Price: $499,999
- Taxes: $9,462
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1033229
- Updated: 8/22/2026
- Added to Site: 52 day(s) ago
Interior
- Number of Rooms: 10
- 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
- Fireplace: Yes
- Number of Fireplaces: 2
- Fireplace(s): Family Room, Living Room, Wood Burning
- Appliances: Dishwasher, Electric Cooktop, Microwave, Other, Refrigerator, Stainless Steel Appliance(s)
- Laundry Facilities: Yes
- Flooring: Carpet, Ceramic Tile, Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: In Basement, Laundry Room
Exterior
- Porch/Patio/Deck: Covered, Porch
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Driveway, Garage, Off Street
Location
- County: Orange County
School Information
- High School District: Valley Central (Montgomery)
- Elementary School: Berea Elementary School
- Middle School: Valley Central Middle School
- High School: Valley Central High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Baseboard, Oil
- Heating Zones: 3
Utilities
- Sewer: Septic Tank
- Water: Well
- Utility Description: Cable Connected, Electricity Connected
Structural Information
- Architectural Style: Ranch
- Detached/Attached: Detached
- Construction: Brick, Frame
- Basement: Yes
- Basement Desc.: Partially Finished
- Windows: Floor to Ceiling Windows, Oversized Windows
- Sq. Ft. Source: Public Records
- Year Built: 1958
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 1.4284
- Lot Size (Sq. Ft.): 62,221
- Road Maintenance: Public Maintained Road
- Lot Features: Back Yard, Part Wooded, Sloped
Financial Considerations
- Tax Amount: $9,462
Disclosures and Reports
- Special Conditions: None
- Property ID: 334289-009-000-0002-040.000-0000
- Block: 2
- Lot Number: 40
Listed by Keller Williams Realty
Get Pre-Approved Today
Schools
Schools serving 158 High Meadows Rd
School District:Valley Central School District (Montgomery)
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 158 High Meadows Rd
Date
Details
Price
Change
Source
8/22/2026
Listed
$499,999
185.71%
MLS
8/07/1996
Sold
$175,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 158 High Meadows Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,534
100%
$169,000
—
2021
-100%
$169,000
—
2021
$2,449
-69%
$169,000
—
2020
$7,935
4%
$169,000
—
2018
$7,634
4%
$169,000
—
2017
$7,350
1%
$169,000
—
2016
$7,305
—
$169,000
—
2015
$7,329
1%
$169,000
—
2015
$7,236
4%
$169,000
—
2013
$6,981
—
$169,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 158 High Meadows Rd
158 High Meadows Road, Walden, NY 12586 (MLS# 1033229) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 158 High Meadows Road is currently listed for $499,999 and was received on August 22, 2026. Want to learn more about 158 High Meadows Road? Do you have questions about finding other Single Family real estate for sale in Walden? You can browse all Walden real estate or contact a Coldwell Banker agent to request more information.
