$950,000
5 Bed • 4 Bath • 3,391 Sq. Ft.5 bd · 4 ba · 3,391 sqft
153 Shagbark Lane
Hopewell Junction, NY 12533
Listed with Epique Realty
$905,000
Est. $6,327/moPoughkeepsie, NY 12601 · Dutchess County
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Some houses have a presence you feel immediately. This one has a little modern-day Brady Bunch energy, nostalgic in all the right ways, but sleeker, more sophisticated, and undeniably cool. Set in one of the established neighborhoods originally developed during Poughkeepsie's IBM era, the custom brick exterior, strong architectural lines, vaulted interiors, and incredible backyard give this home a personality all its own. Inside, the scale is immediately apparent. Three bedrooms, two living rooms, a dedicated office, and a finished lower level create a house with room to actually live. The open kitchen connects directly to the most dramatic room in the house, where vaulted, beamed ceilings rise above a generous living space centered around the fireplace. There is something wonderfully retro about the architecture here, but the feeling is anything but dated. A second living room creates another completely distinct place to gather, while the private office overlooks the grounds and sits comfortably apart from the main living spaces. Two half baths on this level make the layout particularly practical when entertaining. Downstairs, the finished basement is currently used as a gym, adding even more usable space without asking the main floors to do everything. Upstairs are three bedrooms and two full baths, including an oversized primary suite with its own private balcony overlooking the property. It's a detail that feels wonderfully unexpected and entirely in keeping with the character of the house. And then there is the backyard. Private, mature, and designed for long Hudson Valley summers, the outdoor space centers around a heated inground pool with a new liner. Expansive decking wraps the entertaining areas, with much of it replaced in Ipe, a beautiful hardwood known for its exceptional durability. There is room to swim, lounge, eat outside, have a crowd over, or disappear with a book for the afternoon. Mature landscaping surrounds the property, supported by a full irrigation system, giving the entire backyard a sense of enclosure that is increasingly hard to find. The current owners have also made meaningful investments in the house, including a brand-new roof, new heat pump, new pool liner, extensive Ipe decking, and a whole-house generator. An attached two-car garage provides additional storage and everyday practicality. The sale also includes a separately deeded .44-acre parcel, adding another dimension to the property and an additional layer of privacy. The location makes this an especially interesting Hudson Valley home base. The Culinary Institute of America, Vassar College, the Walkway Over the Hudson, and the Hudson River waterfront are all nearby, along with Poughkeepsie's Metro-North and Amtrak station for an easy connection to New York City. Rhinebeck, New Paltz, and Beacon are all within easy reach.
As reported by the listing office; verify enrollment with the district.
Listed with Compass Greater NY, LLC · Diana Polack · Source: OneKey MLS
Information provided by One Key MLS, and is deemed reliable but not guaranteed accurate. Data last updated: Oct 23, 2026, 9:07 AM ET. ©2026 One Key MLS.
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Market insights
Current listings
New in the last 30 days
84
Oct 2026
Average price
Active listings
$480,747
Oct 2026
Average days on market
Active listings
106 days
Oct 2026
Computed from 409 active OneKey MLS listings in Poughkeepsie, NY.
$950,000
5 Bed • 4 Bath • 3,391 Sq. Ft.5 bd · 4 ba · 3,391 sqft
153 Shagbark Lane
Hopewell Junction, NY 12533
Listed with Epique Realty
$835,000
4 Bed • 4.5 Bath • 4,852 Sq. Ft.4 bd · 4.5 ba · 4,852 sqft
25 Reserve Way
Lagrangeville, NY 12540
Listed with Houlihan Lawrence Inc.
$739,900
4 Bed • 3 Bath • 3,277 Sq. Ft.4 bd · 3 ba · 3,277 sqft
18 Chestnut Lane
Pawling, NY 12564
Listed with X-Cap Realty LLC