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MLS ID KEY964090Last updated Sep 19, 2026

Single Family

7 Hambletonian Avenue

Pending · Chester Town · Orange County, NY 10918

Bedrooms
2 Beds
Bathrooms
1 Bath
Year built
1910
Est. monthly taxes
$664.1
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About this home

Great new price! Come take a look at this 2 bedroom charmer with additional room offers potential 3+ bedrooms. Larger than it looks - need to see. Discover the timeless charm and surprising spaciousness of this delightful carriage house, set on a property rich with character and possibility. Step inside to a generous living room where a wood burning fireplace, hardwood floors, and a large bay window create a bright, welcoming atmosphere. Wall sconces add a soft glow, and a wall A/C unit ensures comfort throughout the warmer months. The eat in kitchen blends practicality with charm, offering tile floors, a newer refrigerator, a handy island, abundant cabinetry, and a pantry for extra storage. Another bay window brings in natural light and enhances the home’s cozy appeal. A full bathroom with a classic pedestal sink and tub completes the main living space. The primary bedroom features hardwood floors, newer windows, two closets, and its own wall A/C unit. A second bedroom—equally charming—also offers hardwood floors and plenty of natural light. Throughout the home, you’ll find generous storage options, including ample closets and a pull down attic. The property is thoughtfully equipped with a natural gas generator, a paved driveway, and multiple outbuildings that expand its functionality. The main house includes an attached two car garage, while a separate two car detached garage showcases original carriage house doors that add a touch of historic character. A small shed provides additional storage, and an oversized outbuilding—with an 8' garage door, separate electric and gas meter, and gas boiler heat—offers exceptional versatility. Above it sits a caretaker’s apartment, ideal for guests, extended family, or workspace needs. All structures are being sold as is. This property blends charm, practicality, and potential in a way that’s increasingly rare—inviting you to imagine the many ways it can fit your lifestyle.

Listing snapshot

Days on site
59 days
Listed on MLS
Feb 22, 2026
Full baths
1
Half baths
0
Annual property tax (MLS)
$7,969.24
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
HomeSmart Homes & Estates
MLS ID
KEY964090
Last updated
Sep 19, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1910
Garage
Yes
Garage spaces
5
Parking
Attached, Detached, Driveway, Garage, Garage Door Opener, Heated Garage, Oversized, Storage
Water source
Public
Sewer
Public Sewer
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Phone Available, Sewer Connected, Trash Collection Public, Water Connected

Interior features

Basement
Unfinished
Heating
Natural Gas
Cooling
Wall/Window Unit(s)
Interior
Ceiling Fan(s), Eat-in Kitchen, Entrance Foyer, Pantry, Storage
Appliances
Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer, Gas Water Heater
Flooring
Hardwood
Fireplace
Yes
Fireplaces
1

Exterior features

Architectural style
Carriage House
Construction materials
Frame, Vinyl Siding
Private pool
No

Schools (MLS)

Elementary school
Chester Elementary School
Elementary school district
Chester
Middle school
Chester Academy-Middle/High School
Middle school district
Chester
High school
Chester Academy-Middle/High School
High school district
Chester

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

Chester Town · Orange County, NY 10918Show interactive map
7 Hambletonian Avenue

Chester Town · Orange County, NY 10918

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.