Coming SoonNew
$439,000
3 Bed • 2.5 Bath • 2,330 Sq. Ft.3 bd · 2.5 ba · 2,330 sqft
103 Fairfax Avenue
Middletown, NY 10940
Listed with KW Hudson Valley United
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111 Ayr Road
$599,000
Est. $5,028/moChester, NY 10918 · Orange County
- Beds
- 4
- Baths
- 4.5
- Sqft
- 3,326
- Status
- Active
- On site
- 16 days
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About this home
Perched beautifully atop a scenic hill, this lovingly maintained home has been cherished by its original owners and offers a rare combination of privacy, space, and timeless charm. Set on a stunning property in a desirable Chester location, the home contains unique features including a beautiful sunroom, a detached three-car garage, and an additional one-car attached garage, providing exceptional parking and storage. Inside, the home has been kept in immaculate condition and offers an excellent opportunity for its next owner to personalize and make it their own. A wonderful opportunity to own a spacious home on a beautiful piece of property in a great location.
- Type
- Single Family Residence
- Year built
- 1974
- Lot size
- 3 acres
- Garage
- 5 spaces
- Price / sqft
- $180
- Annual taxes
- $22,526
- County
- Orange County
- School district
- Monroe-Woodbury
- Listed
- October 2, 2026
- MLS #
- 1049653
- Interior
- First Floor Bedroom · First Floor Full Bath · Entrance Foyer · Formal Dining · Granite Counters · Original Details · Master Downstairs · Walk-In Closet(s) · Washer/Dryer Hookup
- Appliances
- Dishwasher · Dryer · Electric Range · Oven · Refrigerator · Washer
- Basement
- Unfinished · Walk-Out Access
- Heating
- Baseboard · Hot Water · Natural Gas
- Cooling
- Central Air · Electric
- Parking
- Attached · Detached · Driveway
- Sewer
- Septic Tank
- Water
- Well
As reported by the listing office; verify enrollment with the district.
- Elementary
- North Main Street
- Middle
- Monroe-Woodbury Middle School
- High school
- Monroe-Woodbury High School
Listed with Curasi Realty, Inc. · Victoria Fini · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 18, 2026, 6:07 AM ET. ©2026 One Key MLS.
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Estimate your mortgage payment, including the principal and interest, taxes, insurance, HOA, and private mortgage insurance.
$5,027.68Total / mo
Estimated monthly payment
- Principal & interest
- $2,950.52(58.7%)
- Taxes
- $1,877.17(37.3%)
- Insurance
- $200.00(4.0%)
Representative rates
Representative rates only, indicative for comparison. Edit the interest rate for your own quote; your lender’s numbers vary with credit, points, and insurance.
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Market insights
The market around Chester, NY
Current listings
New in the last 30 days
13
Oct 2026
Average price
Active listings
$920,427
Oct 2026
Average days on market
Active listings
125 days
Oct 2026
Computed from 108 active OneKey MLS listings in Chester, NY.
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