4258 Route 44 Millbrook, NY 12545
Estimated payment $9,196/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
| 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
| 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
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
Based on information submitted to the MLS GRID. 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. Some IDX listings have been excluded from this website. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Copyright 2026 OneKey® MLS. All rights reserved.
Based on information submitted to the MLS GRID
Listings courtesy of OneKey® MLS as distributed by MLS GRID
- 4098 Route 44
- 762 Tower Hill Rd
- 247 N Mabbettsville Rd
- 365 Tower Hill Rd
- 292 Wood Duck Rd
- 447 Butts Hollow Rd
- 0 Cascade Mt Perrys Corners Rd Unit KEYH6310518
- 810 Route 343
- 810 New York 343
- 276 Old Route 22
- 22 Old State Route
- 762 Old Route 22
- 45 Hitchcock Ln
- 5282 Route 44
- 782 Old Route 22
- 188 Nine Partners Ln
- 5282 U S 44
- 4865 South St
- 21 Ohandley Dr
- 97 Valley Farm Rd
- 85 Kennel Rd
- 11 Sutton Rd
- 692 Bangall Rd Unit 696
- 3304 Route 343 Unit 2
- 3 Spruce Hill
- 6 Depot Hill Rd
- 5 Valley Farm Rd
- 209 Route 343
- 8 Alden Place
- 3176 Sharon Turnpike
- 50 Route 343 Unit A
- 50 Route 343 Unit B
- 32 New York 343 Unit 6
- 19 Mill Ln
- 22 Knight Rd
- 0 Call List Agent Rd Unit 20262093
- 676-678 Oak Summit Rd
- 5 Old Depot Way
- 11 Old Depot Way
- 162 Amenia Union Rd
Ask me questions while you tour the home.