44 Flagler Road, Poughquag, NY

$995,000

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4

Beds

4

Baths

5,118

Square feet

1.42

Acres

About 44 Flagler Road

Set gracefully within the serene landscape of Poughquag on 1.42 acres, this 4 bedroom- 3.5 bath Exceptional Grand Colonial Estate offers a rare balance of scale, sophistication, and natural beauty. Encompassing over 5,000 square feet of thoughtfully designed living space, the residence is both expansive and inviting—crafted to accommodate elegant entertaining as effortlessly as it does everyday comfort. Surrounded by the rolling countryside of the Hudson Valley, the home is immersed in tranquility, where quiet mornings and golden-hour evenings become part of daily life. While boating on nearby Candlewood Lake & the scenic trails of the Appalachian Trail, Dutchess Rail Trail & James Baird State Park invite exploration, seasonal charm awaits at Barton Orchards—a beloved local destination for farm-fresh experiences, fun filled gatherings and picturesque views. Inside, the home unfolds with grandeur and warmth. Generous living spaces, high ceilings, expansive windows, refined architectural details, and an intuitive layout create the perfect setting for hosting gatherings both intimate and large-scale. A stunning sunroom-with heated floors-serves as a true sanctuary, featuring an expansive hot tub that overlooks a park-like backyard-an ideal setting to unwind in every season. Beyond, a gently flowing stream weaves through the property, creating a peaceful backdrop of natural beauty and quiet reflection. Completing the outdoor experience, a gorgeous pergola & a massive, beautifully designed patio offers the prefect stage for al fresco dining, entertaining, or simply enjoying the surrounding serenity. Whether it’s holiday celebrations, weekend retreats, or multigenerational living, this residence rises to every occasion with ease and grace. Despite its peaceful setting, the property remains conveniently located less than 90 minutes from New York City, offering accessibility without compromising the sense of escape. Scenic drives, charming nearby towns, and the richness of the Hudson Valley lifestyle further elevate the experience of living here. This is more than a home—it is a private retreat, a place to gather, to unwind, and to create lasting memories, all within one of the region’s most naturally beautiful and sought-after settings. Motivated Sellers

Features of 44 Flagler Road

MLS® # 992441
Price $995,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 5,118
Acres 1.42
Year Built 2006
Type Residential
Sub-Type Single Family Residence
Style Colonial
Status Pending

Community Information

Address 44 Flagler Road
City Poughquag
County Dutchess County
State NY
Zip Code 12570

Amenities

Utilities Electricity Available, Trash Collection Private
Parking Attached, Driveway, Garage, Garage Door Opener, Oversized
# of Garages 3
View Open, Panoramic, Water
Is Waterfront Yes
Waterfront Stream
Has Pool No

Interior

Interior Carpet, Wood
Interior Features First Floor Full Bath, Eat-in Kitchen, Entrance Foyer, Formal Dining, Kitchen Island, Natural Woodwork, Open Floorplan, Open Kitchen, Pantry, Walk-In Closet(s), Washer/Dryer Hookup
Appliances Dishwasher, Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
Heating Baseboard, Electric, Hydro Air, Oil, Radiant
Cooling Central Air
Has Basement Yes
Basement Bilco Door(s), Finished, Full, Walk-Out Access
Fireplace Yes
# of Fireplaces 1
Fireplaces Family Room, Wood Burning

Exterior

Windows Oversized Windows, Skylight(s)
Construction Frame, Vinyl Siding

School Information

District Arlington
Elementary Beekman
Middle Union Vale Middle School
High Arlington High School

Additional Information

Date Listed April 9th, 2026
Days on Market 122
Short Sale No
RE / Bank Owned No

Listing Details

OfficeBHHS Hudson Valley Properties

Listing Map

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