$1,450,000
$50K PRICE DROP

4258 Route 44 Millbrook, NY 12545

Estimated payment $9,217/month

Total Views 19,690
3 Beds
8 Baths
10,689 Sq Ft
$136 Price per Sq Ft

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

Stephen Pener

William Pitt Sothebys Int Rlty Brokerage Phone: 203-644-1471 License #10401290689 Listed on: 01/03/2025

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

Home Details

Home Type

Single Family

Est. Annual Taxes

$19,423

Year Built

Built in 1962

Lot Details

0

Listing Details

  • Property Type: Residential
  • Architectural Style: Colonial, Other, Traditional
  • Property SubType: Single Family Residence
  • Levels: Two
  • Year Built: 1962
  • Attribution Contact: 203-644-1471
  • Carport Y N: No
  • CurrentPrice: 1450000.00
  • MlsMajorChangeType: Price Decrease
  • CurrentPrice_By_LivingArea: 135.65348
  • ListPrice_By_LivingArea: 135.65348
  • ListPrice_By_OriginalListPrice: 0.96667
  • ListPrice_By_LotSizeAcres: 763157.8947
  • LivingAreaSearchSqFt: 10689.00
  • CurrentPrice_By_BuildingAreaTotal: 135.65348
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Dishwasher, Range, Refrigerator
  • Interior Amenities: High Ceilings
  • Fireplaces: 3
  • Full Bathrooms: 4
  • Half Bathrooms: 4
  • Basement: Unfinished
  • Total Bedrooms: 3
  • Living Area: 10689
  • Basement YN: Yes

Exterior Features

  • Construction Materials: Frame
  • Pool Private: No
  • View: Mountain(s), Open
  • Waterfront: No

Garage/Parking

  • Garage: No
  • Parking Description: Driveway, Off Street, Private

Utilities

  • Cooling: Central Air
  • Heating: Oil
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected
  • Water Source: Well

Condo/Co-op/Association

  • Senior Community: No
  • Association: No

Schools

  • Middle School: Millbrook Middle School

Lot Info

  • Lot Size Acres: 1.9
  • Lot Size Sq Ft: 82764
  • Parcel Number: 135889-6966-00-333432-0000
  • Property Attached: Yes

Rental Info

  • Lease Considered: No

Tax Info

  • Tax Annual Amount: 19422.82
  • Tax Year: 2024

MLS Schools

  • Elementary School: Elm Drive Elementary School
  • High School: Millbrook High School
  • Middle School District: Millbrook

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

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
2024 $19,819 $906,400 $76,100 $830,300
2023 $18,928 $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
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
09/04/2025 09/04/25 Price Changed $1,450,000 -3.3% $136 / Sq Ft
01/03/2025 01/03/25 For Sale $1,500,000 -- $140 / Sq Ft
Source: OneKey® MLS

Purchase History

Date Type Sale Price Title Company
Deed $1,100,000 --
Source: Public Records

Source: OneKey® MLS

MLS Number: 809427

OneKey® MLS

APN: 135889-6966-00-333432-0000