269 Milewood Rd

2,464 Sq. Ft.
$294 / Sq. Ft.
2,464
Sq. Ft.
$294
per Sq. Ft.

Description

Located minutes from the Village of Millbrook, on a desirable country road, is this appealing property. It offers a 2400+ square foot home with an attractive floor plan for easy living and a lovely mix of room sizes throughout. The inviting interior boasts a spacious eat-in kitchen, a lovely dining room, a family room, an office, three bedrooms, and two and a half bathrooms. The wood trim and accent walls throughout the house are sure to please. There are ample closets and a full walk-out basement...Located minutes from the Village of Millbrook, on a desirable country road, is this appealing property. It offers a 2400+ square foot home with an attractive floor plan for easy living and a lovely mix of room sizes throughout. The inviting interior boasts a spacious eat-in kitchen, a lovely dining room, a family room, an office, three bedrooms, and two and a half bathrooms. The wood trim and accent walls throughout the house are sure to please. There are ample closets and a full walk-out basement to accommodate all of your storage needs. The lower level has great potential to finish and create additional living space. There are terrific spaces for outdoor enjoyment and entertaining, including a fantastic deck and a welcoming front porch. This is a generous 5 acre parcel with a sweeping front lawn, woodlands for wandering and established landscaping surrounding the home. Moreover, there is a three-car insulated and heated garage, central air for comfort, and the added benefit of reduced energy costs with the solar panels. A wonderful Hudson Valley retreat in Millbrook’s beautiful countryside and within the Millbrook school district. Come take a look, this property has so much to offer.
  1. Listed by Susan Whalen • George T Whalen Real Estate
    P: (845)-677-5076 C: (845)-489-3986 susan.whalen4@gmail.com

Property Details for 269 Milewood Road

City/Township
Washington
Architectural Style
Colonial
Garage Spaces
3.00
Waterfront
No
LISTING UPDATED: 03/24/2026 07:13 PM

Property Details for 269 Milewood Road

StatusActive
MLS #969932
Days on Market18
Taxes$9,490 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeSingle Family
Year Built2009
Lot Size5.10 AC / 222,156 SF
CountyDutchess County

Location

Listing Courtesy of George T Whalen Real Estate
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Building Information for 269 Milewood Road

Stories-Year Built2009Building Size-Lot Size5.10 AC / 222,156 SF

Payment Calculator

$4,309 per month

30 year fixed, 6.11% Interest

Principal and Interest

$3,519

Property Taxes

$791

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 269 Milewood Road

Summary
Location and General Information
  • Senior Community YN: No
  • Directions: From Village of Millbrook, take 82 south to right onto South Road. Left on Verbank Road. Continue on Milewood Road and #269 is on the right.
  • Property Attached: No
  • Structure Type: false
  • Levels: Two
  • State Or Province: NY
  • Water Access YN: No
School Information
  • School District: Millbrook
  • Elementary School District: Millbrook
  • Elementary School: Elm Drive Elementary School
  • Middle Or Junior School District: Millbrook
  • Middle Or Junior School: Millbrook Middle School
  • High School District: Millbrook
  • High School: Millbrook High School
Rental
Rental
  • Lease Considered: No
Unit Information
Unit Information
  • Building Units Total: 1
Taxes and HOA Information
Taxes and HOA Information
  • Parcel Number: 135889-6663-00-310535-0000
  • Tax Assessed Value: $434,020.00
  • Additional Fees: No
  • Tax Source: Municipality
  • Tax Year: 2025.0
  • Association: No
Interior and Exterior Features
Interior Features
  • Amenities: Carpet, Colonial, Covered, Eat in Kitchen, Entrance Foyer, Formal Dining, In Basement, Other, Porch, Primary Bathroom, Storage, Walk In Closet, Well
  • Interior Features: Eat-in Kitchen, Entrance Foyer, Formal Dining, Primary Bathroom, Storage, Walk-In Closet(s)
  • Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Total Rooms: 7
  • Basement: Storage Space, Unfinished, Walk-Out Access
  • Attic Description: Pull Stairs
  • Fireplace: No
  • Location Amenities: Walk Out Basement, Eat in Kitchen, Entry Foyer, Foyer, Formal Dining Room, Storage, Walk In Closet, Heated Parking, Porch
  • Laundry Features: In Basement
  • Spa: No
  • Flooring: Carpet, Other
  • Living Area: 2,464.00
  • Foundation Details: Concrete Perimeter
  • Basement: Yes
Exterior Features
  • Exterior Property Features: Covered, Porch, Driveway, Garage, Garage Door Opener, Heated Garage, Front Yard, Landscaped
  • Elevation Certificate: No
  • Patio And Porch Features: Covered, Porch
  • Construction Materials: Vinyl Siding
  • Horse: No
  • Pool Private: No
Lot Information
  • Lot Features: Front Yard, Landscaped
  • Additional Parcel: No
  • Site Features: Front Yard, Landscaped
  • Building Area Units: Square Feet
Parking
  • Parking Features: Driveway, Garage, Garage Door Opener, Heated Garage
  • Garage: Yes
  • Carport: No
Utilities
  • Cooling: Central Air
  • Heating: Heat Pump, Oil
  • Heat Fuel Type: Heat Pump, Oil
  • Sewer: Septic Tank
  • Water Source: Well
  • Utilities: Trash Collection Private
Green Features
  • Green Features: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Heat Pump, Oil
Agent
Payment and Rate
  • Down Payment Resource: Yes

Property History for 269 Milewood Road

DateEvent & SourcePriceAppreciation
Mar 12, 2026

Listed (Active)

ONEKEY #969932

$725,000
Oct 21, 2016

Expired

MHMLS #349841

Oct 21, 2016

Expired

ONEKEY #M349841

$264,900
Oct 14, 2016

Sold (Public Record)

Public Record #588975487

$263,000

+17.1% / yr

Apr 4, 2016

Listed (Active)

ONEKEY #M349841

$309,400
Apr 4, 2016

Listed (Active)

MHMLS #349841

$264,900
Dec 31, 2015

Expired

ONEKEY #M342468

$250,000
Jul 29, 2015

Withdrawn

MHMLS #342468

Jul 21, 2015

Listed (Active)

MHMLS #342468

$250,000
Jul 21, 2015

Listed (Active)

ONEKEY #M342468

$250,000
Feb 15, 2015

Expired

ONEKEY #M328355

$250,000
Feb 15, 2015

Expired

MHMLS #328355

Jun 2, 2014

Listed (Active)

ONEKEY #M328355

$479,000
Jun 2, 2014

Listed (Active)

MHMLS #328355

$250,000
Nov 7, 2008

Sold (Public Record)

Public Record #262760743

$75,000
DateEvent & SourcePrice
03/12/2026

Listed (Active)

ONEKEY #969932

$725,000
10/21/2016

Expired

MHMLS #349841

10/21/2016

Expired

ONEKEY #M349841

$264,900
10/14/2016

Sold (Public Record)

Public Record #588975487

$263,000

+17.1% / yr

04/04/2016

Listed (Active)

ONEKEY #M349841

$309,400
04/04/2016

Listed (Active)

MHMLS #349841

$264,900
12/31/2015

Expired

ONEKEY #M342468

$250,000
07/29/2015

Withdrawn

MHMLS #342468

07/21/2015

Listed (Active)

MHMLS #342468

$250,000
07/21/2015

Listed (Active)

ONEKEY #M342468

$250,000
02/15/2015

Expired

ONEKEY #M328355

$250,000
02/15/2015

Expired

MHMLS #328355

06/02/2014

Listed (Active)

ONEKEY #M328355

$479,000
06/02/2014

Listed (Active)

MHMLS #328355

$250,000
11/07/2008

Sold (Public Record)

Public Record #262760743

$75,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 269 Milewood Road

Taxable ValueLand$124,700Additions$309,320Total$434,020
Tax Record2024$6,910 ($576 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,464 SqFtAbove Grade Finished SqFt2,464 SqFtStories2Lot Size222,156 SqFtStyleSingle Family ResidenceYear Built2009ZoningRL5CountyDUTCHESSAPN135889 6663-00-310535-0000

Schools near 269 Milewood Road

This home is within Millbrook Central School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Elm Drive Elementary School
PublicPK to 2

Alden Place Elementary School
Public3 to 5

Millbrook Middle School
Public6 to 8

Millbrook High School
Public9 to 12

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.

Similar Homes

Similar Sold Homes

269 Milewood Road is a single family home for sale in Millbrook, NY 12545. This property was listed for sale on March 12, 2026 by George T Whalen Real Estate, it's currently listed at $725,000. It has been on the market for a total of 18 days and was last sold on October 14, 2016. This listing's school district is Millbrook Central School District. Nearby schools include Elm Drive Elementary School, Alden Place Elementary School and Millbrook Middle School. 269 Milewood Road is a 3-bed, 3-bath, 2,464 sqft single family home built in 2009.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of George T Whalen Real Estate

Based on information submitted to the MLS GRID as of 03/24/2026 07:13 PM. 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.