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MLS ID KEY1040825Last updated Oct 28, 2026

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
Property gallery0 / 49
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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

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

Location

Montgomery · Orange County, NY 12549Show interactive map
49 Bailey Road

Montgomery · Orange County, NY 12549

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.