$949,900
3 Bed • 3.5 Bath • 3,600 Sq. Ft.
58 Crown Hill Road
Wappingers Falls, NY 12590
Listed with Sams Realty
$1,250,000
Est. $7,224/moMillbrook, NY 12545 · Dutchess County
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Don't miss this exceptional value in the heart of the Village of Millbrook: a beautifully maintained and thoughtfully updated 3-bedroom, 2-bath home (2,132 sq ft) complemented by a detached 1,750 sq ft two-car garage with an approximately 1,000 sq ft, 1-bedroom, 1-bath guest apartment above, currently generating rental income that pays for the taxes and maintenance for the entire property! Set on 0.21 acres just steps from Millbrook's boutiques, restaurants, galleries, and everyday conveniences, the property offers an increasingly rare combination of village living and income-producing potential. Originally built in 1910, the main residence was extensively renovated in 2002 with new windows, updated heating systems, a new oil tank, and two-zone central air conditioning, blending modern comfort with historic character. The guest apartment was constructedin 2018 and provides excellent flexibility for rental income, guests, or extended family. The private fenced backyard serves as a peaceful retreat, featuring two bluestone patios ideal for outdoor dining, entertaining, or relaxing. Ideally located near highly regarded public and private schools, summer camps, and premier sporting clubs, including the Millbrook Golf & Tennis Club, Tamarack Preserve, and Mashomack Preserve Club. The region is renowned for its equestrian lifestyle, with access to horse shows, fox hunting, riding trails, and top-tier equestrian facilities. Hiking, fly-fishing, polo, and skiing are all nearby. Millbrook's central location provides convenient access to Rhinebeck, Red Hook, Pine Plains, Millerton, Hudson, Litchfield County, and the Berkshires, home to Tanglewood and a wealth of cultural attractions. Just 1¾ hours from Manhattan by car or via Metro-North Railroad, this unique property offers the perfect blend of village convenience, country charm, and income-producing flexibility.
As reported by the listing office; verify enrollment with the district.
Listed with Neil Charles Real Estate, LLC · Ann C. Stettner · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Sep 17, 2026, 4:09 PM ET. ©2026 One Key MLS.
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Market Insights
Current Listings
New in the last 30 days
9
Sep 2026
Average Price
Active listings
$3,639,242
Sep 2026
Average Days on Market
Active listings
148 days
Sep 2026
Computed from 43 active OneKey MLS listings in Millbrook, NY.
$949,900
3 Bed • 3.5 Bath • 3,600 Sq. Ft.
58 Crown Hill Road
Wappingers Falls, NY 12590
Listed with Sams Realty
$1,500,000
4 Bed • 3.5 Bath • 3,034 Sq. Ft.
3244 Sharon Turnpike
Millbrook, NY 12545
Listed with Houlihan Lawrence Inc.
$1,575,000
5 Bed • 5 Bath • 5,698 Sq. Ft.
162 Crum Elbow Road
Hyde Park, NY 12538
Listed with Serhant LLC