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
| Office | BHHS Hudson Valley Properties |
|---|

