Single Family
49 Bailey Road
Active · Montgomery · Orange County, NY 12549
- Bedrooms
- 3 Beds
- Bathrooms
- 1 Bath
- Year built
- 1952
- Est. monthly taxes
- $666.75
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About this home
Welcome to this charming 3-bedroom, 1-bathroom Cape Cod style home nestled in the picturesque Town of Montgomery, offering the perfect blend of updated living and ultimate commuter convenience. Offering quick access to the Interstate 84 on-ramp from the nearby State Route 17K and Route 208 intersection, and situated just a short drive from local shopping plazas, neighborhood dining, banking, postal services, area schools, and parks, this location is hard to beat. Inside, the home has been meticulously updated to feature a stunning modern open-concept main floor. The kitchen is a true centerpiece, boasting sleek white shaker-style cabinets with modern silver hardware, elegant butcher block countertops throughout, a matching central island, a charming window over the sink with a view, and a full suite of stainless steel appliances including an electric range and over-the-range microwave. This space flows seamlessly under a rustic wood-wrapped beam into a sun-drenched, expansive living and dining area featuring dark plank flooring, highlighted by a cozy painted grey brick fireplace, a distinct caged industrial-style chandelier over the dining area, large windows, and inviting French doors that open to the outside. Stepping through these French doors, you are welcomed into an expansive enclosed rear porch that offers an ideal space for entertaining or relaxing while enjoying the outdoor scenery. This rustic retreat boasts rich wood flooring and a striking exposed wood-beam ceiling. The room is framed by warm wood-paneled lower walls and a continuous band of sliding windows that flood the space with natural light and provide panoramic views of the backyard. A smooth grey-painted interior wall seamlessly ties the space back to the main home's modern aesthetic, while a white exterior door offers direct, convenient access to the yard. The tranquil bedrooms provide a peaceful retreat, showcasing warm, glowing hardwood floors, crisp white trim, fresh light grey walls, and bright multi-pane windows. Serving the home is a beautifully updated full bathroom that pairs classic elements, like a crisp white pedestal sink, with striking modern matte black fixtures and dark tile flooring. Heading upstairs, you will discover a sprawling, versatile upper level characteristic of classic Cape Cod architecture, accessed by a central staircase with white posts. This expansive open room boasts stunning wide-plank wood flooring and charming sloped ceilings painted crisp white against light grey knee walls. Bathed in natural light from multiple multi-pane dormer windows, the space includes classic flush-mount dome lighting and multiple convenient access doors for eaves storage. Downstairs, this property also features a full unfinished basement equipped with convenient laundry hookups, providing abundant storage space. The exterior of the property is just as inviting, presenting classic brown siding, dual dormers, and a charming covered front porch accented by black railings and a decorative glass front door. A paved driveway leads to an attached lower-level garage, flanked by attractive stone retaining walls and hardscaped steps. In the rear, you will find an expansive, lush green lawn bordered partially by a white privacy fence and mature shade trees. Outdoor entertaining is a breeze on the lovely flagstone patio situated just off the back entrance and screened porch. Adding incredible versatility to the sprawling yard are two unique outbuildings set against a tranquil wooded backdrop: a single-story storage shed with a metal roof and double doors, and a distinct two-story playhouse featuring an adjacent paved parking pad and external wooden stairs leading to an upper-level entrance. With modern fixtures and thoughtful updates inside and out, this meticulous, move-in-ready home perfectly positions you to enjoy the best of Montgomery living from your very first day.
Listing snapshot
- Days on site
- 59 days
- Listed on MLS
- Aug 29, 2026
- Full baths
- 1
- Half baths
- 0
- Annual property tax (MLS)
- $8,001
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Keller Williams Realty
- MLS ID
- KEY1040825
- Last updated
- Oct 28, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1952
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Driveway, Off Street
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Cable Available, Electricity Connected, Trash Collection Private
Interior features
- Basement
- Unfinished, Walk-Out Access
- Heating
- Baseboard, Electric, Wood
- Cooling
- Wall/Window Unit(s)
- Interior
- First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s)
- Appliances
- Dishwasher, Electric Oven, ENERGY STAR Qualified Appliances, Microwave, Refrigerator
- Flooring
- Ceramic Tile, Hardwood, Laminate
- Fireplace
- No
Exterior features
- Architectural style
- Cape Cod
- Construction materials
- 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
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
