4258 Route 44 Millbrook, NY 12545
Washington AreaEstimated payment $9,299/month
Highlights
- 1.9 Acre Lot
- Colonial Architecture
- 3 Fireplaces
- Millbrook Middle School Rated A-
- Mountain View
- High Ceiling
About This Home
This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring ceilings, and striking architectural details that create a unique backdrop for a wide range of uses—whether hospitality, creative ventures, or professional space. Complementing the generous interior, outdoor gardens and landscaped grounds provide space for events or a serene setting for relaxation. Above the main level, a private three-bedroom apartment offers comfortable living with a deck overlooking the surrounding countryside. This rare combination of historic charm, substantial square footage, and adaptable layout makes the property ideal for a live/work arrangement, an investment opportunity, or a visionary redevelopment. With its rich character and flexible design, it presents a truly exceptional opportunity in one of the Hudson Valley’s most desirable locations.
Listing Agent
William Pitt Sothebys Int Rlty Brokerage Phone: 203-644-1471 License #10401290689 Listed on: 05/08/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $19,423
Year Built
- Built in 1962
Lot Details
- 1.9 Acre Lot
Home Design
- Colonial Architecture
- Traditional Architecture
- Frame Construction
Interior Spaces
- 10,689 Sq Ft Home
- 2-Story Property
- High Ceiling
- 3 Fireplaces
- Mountain Views
- Unfinished Basement
Kitchen
- Range
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
Parking
- Private Parking
- Driveway
- Off-Street Parking
Schools
- Elm Drive Elementary School
- Millbrook Middle School
- Millbrook High School
Utilities
- Central Air
- Heating System Uses Oil
- Well
- Septic Tank
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 135889-6966-00-333432-0000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $19,819 | $906,400 | $76,100 | $830,300 |
| 2024 | $19,819 | $906,400 | $76,100 | $830,300 |
| 2023 | $18,922 | $906,400 | $76,100 | $830,300 |
| 2022 | $18,836 | $906,400 | $76,100 | $830,300 |
| 2021 | $18,882 | $906,400 | $76,100 | $830,300 |
| 2020 | $19,767 | $906,400 | $76,100 | $830,300 |
| 2019 | $19,676 | $906,400 | $76,100 | $830,300 |
| 2018 | $19,022 | $906,400 | $76,100 | $830,300 |
| 2017 | $18,640 | $906,400 | $76,100 | $830,300 |
| 2016 | $18,403 | $906,400 | $76,100 | $830,300 |
| 2015 | -- | $906,400 | $76,100 | $830,300 |
| 2014 | -- | $906,400 | $76,100 | $830,300 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 05/08/2026 05/08/26 | For Sale | $1,400,000 | -- | $131 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,100,000 | -- |
Source: OneKey® MLS
MLS Number: 996782
APN: 135889-6966-00-333432-0000
- 101 N Tower Hill Rd
- 3881 U S 44
- 3881 Route 44
- 365 Tower Hill Rd
- 292 Wood Duck Rd
- 0 Cascade Mt Perrys Corners Rd Unit KEYH6310518
- 0 Old State Route 22 Unit KEY977656
- 810 Route 343
- 810 New York 343
- 5 Lake Amenia Rd
- 766 Route 343
- 6 Autumn Ln
- 276 Old Route 22
- 232 Old Route 22
- 762 Old Route 22
- 45 Hitchcock Ln
- 5282 Route 44
- 782 Old Route 22
- 5282 U S 44
- 21 Ohandley Dr
- 72 N Mabbettsville Rd
- 85 Kennel Rd
- 4789 Route 22 Unit 3A
- 559 Shunpike
- 892 Duell Rd
- 770 Old Route 22 Unit 3N
- 6-8 Old Killearn Rd
- 3302 Ny-343 Unit 1
- 3 Spruce Hill
- 49-51 Mechanic St Unit 1 Second floor
- 49-51 Mechanic St Unit 2
- 51 Mechanic St
- 51 Mechanic St Unit 1 & 2
- 12 Alden Place Unit 2
- 20 Taintor Way
- 22 Washington Ave 2nd
- 3396-3412 Route 343 Unit 1
- 11 Washington Ave Unit 3
- 173 S Amenia Rd
- 173 S Amenia Rd Unit 1 & 3
Ask me questions while you tour the home.