$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
$489,000
Est. $3,564/moNew Windsor, NY 12553 · Orange County
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Tucked among mature trees on a private, wooded lot, this one-of-a-kind New Windsor contemporary is full of character and ready for your vision. Soaring vaulted ceilings with warm tongue-and-groove wood, a skylight, and track lighting make the great room a showstopper. It is anchored by a stately stone fireplace with glass doors and a textured grasscloth feature wall. An open staircase with interior windows overlooks the main living space, adding architectural drama. The kitchen offers abundant wood cabinetry with leaded glass doors, under-cabinet lighting, a center island with solid-surface counters, a double sink, a stainless steel refrigerator, a cooktop, a wall oven, a microwave, and a dishwasher. Ceramic tile floors carry through the space, and a sun-filled bay window overlooks the backyard and pool. The adjoining dining area features hardwood floors, crown molding, and sliding doors that open to a screened porch with a ceiling fan, perfect for morning coffee or summer evenings. You’ll also find a convenient powder room, a full bath with tub/shower and tile surround, a generously sized bedroom, and a flexible bonus room with new wall-to-wall carpet and sliding glass doors. The bonus room could serve as a family room, home office, or guest space. A dedicated laundry area with washer and dryer adds everyday convenience. Outdoors, a paver patio surrounds the swimming pool, which comes with a safety cover. A storage shed and a backyard framed by a weeping willow and woodlands complete the setting.
As reported by the listing office; verify enrollment with the district.
Listed with Hollingsworth Real Estate Grp. · Richard A. Frierson · 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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Market insights
Current listings
New in the last 30 days
32
Oct 2026
Average price
Active listings
$611,828
Oct 2026
Average days on market
Active listings
134 days
Oct 2026
Computed from 145 active OneKey MLS listings in New Windsor, NY.
$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
$380,000
3 Bed • 2 Bath • 1,728 Sq. Ft.3 bd · 2 ba · 1,728 sqft
67 Cottage Street
Middletown, NY 10940
Listed with Keller Williams Realty Group
$419,000
3 Bed • 1.5 Bath • 1,510 Sq. Ft.3 bd · 1.5 ba · 1,510 sqft
125 Berme Road
Port Jervis, NY 12771
Listed with RE/MAX Benchmark Realty Group