44 Flagler Rd
Description
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,...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
- Listed by Katherine Robles De Perez • BHHS Hudson Valley PropertiesP: (845)-473-1650 C: (845)-240-9756 KRoblesDePerez@bhhshudsonvalley.com
Property Details for 44 Flagler Road
Open Houses
Property Details for 44 Flagler Road
| Status | Active |
|---|---|
| MLS # | 992441 |
| Days on Market | 35 |
| Taxes | $16,953 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Property Type | Single Family |
| MLS Type | Single Family |
| Year Built | 2006 |
| Lot Size | 1.42 AC / 61,855 SF |
| County | Dutchess County |
Location
Building Information for 44 Flagler Road
Payment Calculator
$6,520 per month
30 year fixed, 6.36% Interest
$5,108
$1,413
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1Property Information for 44 Flagler Road
- Senior Community YN: No
- Property Attached: No
- Structure Type: Detached
- Levels: Bi-Level
- State Or Province: NY
- School District: Arlington
- Elementary School District: Arlington
- Elementary School: Beekman
- Middle Or Junior School District: Arlington
- Middle Or Junior School: Union Vale Middle School
- High School District: Arlington
- High School: Arlington High School
- Lease Considered: No
- Building Units Total: 1
- Room Level: First
- Room Type: Kitchen
- Room Level: First
- Room Type: Dining Room
- Room Level: First
- Room Type: Office
- Room Level: First
- Room Type: Family Room
- Room Level: First
- Room Type: Bathroom 1
- Room Level: Second
- Room Type: Bedroom 1
- Room Level: Second
- Room Type: Bedroom 2
- Room Level: Second
- Room Type: Bedroom 3
- Room Level: Second
- Room Type: Bedroom 4
- Room Level: Second
- Room Type: Bonus Room
- Room Level: Second
- Room Type: Laundry
- Room Level: Second
- Room Type: Bathroom 2
- Room Level: Second
- Room Type: Bathroom 3
- Room Level: Basement
- Room Type: Gym
- Room Level: Basement
- Room Type: Basement
- Room Level: Basement
- Room Type: Bonus Room
- Room Level: Basement
- Room Type: Bathroom 4
- Room Level: First
- Room Type: Bonus Room
- Room Description: Sun Room with Hot Tub
- Parcel Number: 132200-6658-00-781101-0000
- Tax Assessed Value: $502,000.00
- Tax Source: Municipality
- Tax Year: 2025.0
- Association: No
- Amenities: Dishwasher, Extra Fridge in basement, Stove, Washer/Dryer, Bath, Carpet, Colonial, Covered, Deck, Eat in Kitchen, Entrance Foyer, Family Room, First Floor Full Bath, Formal Dining, Fridge, In Hall, Inside, Kitchen Island, Laundry Room, Natural Woodwork, Open, Open Floorplan, Open Kitchen, Other, Oversized Windows, Panoramic, Pantry, Patio, Porch, Sky Light, Stream, Walk In Closet, Washer/Dryer Hookup, Water View, Well, Wood, Wood Burning
- 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
- Total Rooms: 16
- Basement: Bilco Door(s), Finished, Full, Walk-Out Access
- Attic Description: Pull Stairs
- Fireplace: Yes
- Fireplaces Total: 1
- Fireplace Features: Family Room, Wood Burning
- Location Amenities: Stainless Steel Appliances, Walk Out Basement, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Island Kitchen, Open Kitchen, Pantry, Walk In Closet, WD Hookup, Deck, Patio, Porch, Open View, Water View, Oversized Windows, Sky Light
- Laundry Features: In Hall, Inside, Laundry Room, Other
- Spa Features: Bath
- Window Features: Oversized Windows, Skylight(s)
- Flooring: Carpet, Wood
- Inclusions: Fridge, Stove, Dishwasher, Washer/Dryer, Extra Fridge in basement
- Living Area: 5,118.00
- Basement: Yes
- Exterior Property Features: Covered, Deck, Patio, Porch, Attached, Driveway, Garage, Garage Door Opener, Oversized, Oversized Windows, Skylight(s)
- Elevation Certificate: No
- Patio And Porch Features: Covered, Deck, Patio, Porch
- Construction Materials: Frame, Vinyl Siding
- Waterfront Features: Stream
- Horse: No
- Pool Private: No
- Additional Parcel: No
- Building Area Units: Square Feet
- Parking Features: Attached, Driveway, Garage, Garage Door Opener, Oversized
- Garage: Yes
- Carport: No
- Cooling: Central Air
- Heating: Baseboard, Electric, Hydro Air, Oil, Radiant
- Heat Fuel Type: Baseboard, Electric, Hydro Air, Oil, Radiant
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Electricity Available, Trash Collection Private
- Green Features: Oversized Windows, Skylight(s), Dishwasher, Dryer, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer, Baseboard, Electric, Hydro Air, Oil, Radiant
- Virtual Tour URL Unbranded: https://tours.hometourvision.com/x3002020
- Virtual Tour URL Branded: https://tours.hometourvision.com/44-Flagler-Rd
- Down Payment Resource: No
Property History for 44 Flagler Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| May 30, 2026 | Price Change ONEKEY #992441 | $1,025,000 | — |
| May 8, 2026 | Listed (Active) ONEKEY #992441 | $1,075,000 | — |
| Aug 14, 2024 | Expired ONEKEY #H6286358 | $819,999 | — |
| Feb 14, 2024 | Listed (Active) ONEKEY #H6286358 | $929,000 | — |
| Dec 21, 2023 | Withdrawn ONEKEY #HM416380 | $880,000 | — |
| Dec 13, 2023 | Expired ONEKEY #H6253799 | $880,000 | — |
| Jun 28, 2023 | Withdrawn MHMLS #416380 | — | |
| Jun 21, 2023 | Listed (Active) MHMLS #416380 | $880,000 | — |
| Jun 21, 2023 | Listed (Active) ONEKEY #HM416380 | $880,000 | — |
| Jun 13, 2023 | Listed (Active) ONEKEY #H6253799 | $880,000 | — |
| Apr 3, 2007 | Sold (Public Record) Public Record #273335998 | $609,000 | — |
| Apr 3, 2007 | Sold MHMLS #250604 | $609,000 | — |
| Feb 6, 2007 | Pending MHMLS #250604 | — | |
| Jan 13, 2007 | Listed (Active) MHMLS #250604 | $609,000 | — |
| Dec 19, 2006 | Withdrawn MHMLS #246663 | — | |
| Sep 2, 2006 | Listed (Active) HGMLS #2624956 | $665,000 | — |
| Aug 26, 2006 | Listed (Active) MHMLS #246663 | $629,000 | — |
| Aug 23, 2006 | Listed (Active) HGMLS #2624176 | $659,000 | — |
| Jan 11, 2006 | Sold MHMLS #237563 | $622,000 | — |
| Jan 11, 2006 | Sold HGMLS #2528400 | $622,000 | — |
| Jan 4, 2006 | Pending MHMLS #237563 | — | |
| Dec 10, 2005 | Contract HGMLS #2528400 | — | |
| Nov 18, 2005 | Listed (Active) HGMLS #2528400 | $639,000 | — |
| Nov 17, 2005 | Listed (Active) MHMLS #237563 | $639,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 05/30/2026 | Price Change ONEKEY #992441 | $1,025,000 |
| 05/08/2026 | Listed (Active) ONEKEY #992441 | $1,075,000 |
| 08/14/2024 | Expired ONEKEY #H6286358 | $819,999 |
| 02/14/2024 | Listed (Active) ONEKEY #H6286358 | $929,000 |
| 12/21/2023 | Withdrawn ONEKEY #HM416380 | $880,000 |
| 12/13/2023 | Expired ONEKEY #H6253799 | $880,000 |
| 06/28/2023 | Withdrawn MHMLS #416380 | — |
| 06/21/2023 | Listed (Active) MHMLS #416380 | $880,000 |
| 06/21/2023 | Listed (Active) ONEKEY #HM416380 | $880,000 |
| 06/13/2023 | Listed (Active) ONEKEY #H6253799 | $880,000 |
| 04/03/2007 | Sold (Public Record) Public Record #273335998 | $609,000 |
| 04/03/2007 | Sold MHMLS #250604 | $609,000 |
| 02/06/2007 | Pending MHMLS #250604 | — |
| 01/13/2007 | Listed (Active) MHMLS #250604 | $609,000 |
| 12/19/2006 | Withdrawn MHMLS #246663 | — |
| 09/02/2006 | Listed (Active) HGMLS #2624956 | $665,000 |
| 08/26/2006 | Listed (Active) MHMLS #246663 | $629,000 |
| 08/23/2006 | Listed (Active) HGMLS #2624176 | $659,000 |
| 01/11/2006 | Sold MHMLS #237563 | $622,000 |
| 01/11/2006 | Sold HGMLS #2528400 | $622,000 |
| 01/04/2006 | Pending MHMLS #237563 | — |
| 12/10/2005 | Contract HGMLS #2528400 | — |
| 11/18/2005 | Listed (Active) HGMLS #2528400 | $639,000 |
| 11/17/2005 | Listed (Active) MHMLS #237563 | $639,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 44 Flagler Road
Schools near 44 Flagler Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Public - | K to 5 |
Rating | School | Distance |
|---|---|---|
Beekman School PublicK to 5 | ||
Union Vale Middle School Public6 to 8 | ||
Arlington High School Public9 to 12 | ||
Vail Farm Elementary School PublicK to 5 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of BHHS Hudson Valley Properties
Based on information submitted to the MLS GRID as of 06/08/2026 10:17 AM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. Use of the MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS of the Member Participant, if any, and as amended from time to time.
