409 Overlook Rd, Millbrook, NY 12545
OFF MARKET

409 Overlook Rd
Millbrook, NY 12545

  • 5 Beds
  • 7 Baths
  • 18,368 sqft

$14,623,200

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $74,205/mo*
Refinance Your Home

$14,623,200

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $74,205/mo*
Refinance Your Home
5 Beds
7 Baths
18,368 sqft

Home Value

Trulia Estimate
$14.6M
Since last month
Increased$2M (+12.4%)
Since last year
Increased$432K (+3%)
Since last sale
Decreased$4M (-20.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +1,235% in the last 10 years
MonthEstimated value
2026
August 2026$14.62M
July 2026$12.63M
June 2026$13M
May 2026$12.75M
April 2026$11.99M
March 2026$14.74M
February 2026$14.03M
January 2026$13.36M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1190 Chestnut Ridge Road, Dover Plains, NY
1.62
Single-Family Home
$9,650,000
06/18/26
5
7
5,867
425 Camby Road, Verbank, NY
1.16
Single-Family Home
$1,747,500
07/01/26
4
3
3,488
452 Camby Road, Verbank, NY
1.32
Single-Family Home
$730,000
09/30/25
3
3.5
1,956
3598 Route 82, Millbrook, NY
2.16
Single-Family Home
$1,900,000
12/19/25
3
2.5
4,548
157 Mallory Road, Verbank, NY
1.98
Single-Family Home
$1,500,000
06/11/26
3
2
2,094
1 Johnson Lane, Millbrook, NY
2.04
Single-Family Home
$850,000
06/18/26
2
2
1,540
32 Halcyon Road, Millbrook, NY
2.34
Single-Family Home
$390,000
08/29/25
3
3
2,240
23 Johnson Lane, Millbrook, NY
2.07
Single-Family Home
$475,000
11/07/25
3
1
1,656
3985 Route 82, Millbrook, NY
2.33
Single-Family Home
$580,000
05/22/26
4
2
1,961
3889 Route 82, Millbrook, NY
2.27
Single-Family Home
$415,000
11/20/25
3
2
1,300

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
46 Hoxie Road, Millbrook, NY 12545
0.93
$1,625,000
3
2
3,035
For Sale
425 Camby Road, Verbank, NY 12585
1.16
$1,747,500
4
3
3,488
Recently Sold
539 KILLEARN Road, Millbrook, NY 12545
1.18
$7,063,600
7
6.5
13,608
Off Market
263 Oak Summit Road, Millbrook, NY 12545
1.22
$500,100
3
1
1,610
Off Market
452 Camby Road, Verbank, NY 12585
1.32
$773,500
3
3.5
1,956
Off Market
468 Camby Road, Verbank, NY 12585
1.42
$4,782,200
3
3.5
2,518
Off Market
536 Camby Road, Verbank, NY 12585
1.46
$1,650,000
4
4
4,604
For Sale

Local Information

  • Map ViewExplore the area around 409 Overlook Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Living Area
18,368 sqft
Price/Sqft
$796

About this House

WONDROUS SCENERY ENVELOPS THIS BREATHTAKING EQUESTRIAN ESTATE COMBINING ELEGANT COUNTRY LIVING WITH WORLD-CLASS FACILITIES. 50-MILE VIEWS THAT ENCOMPASS LUSH PASTURE, ENDLESS PADDOCKS, 4 HANDSOME BARNS AND A SERIES OF SPARKLING LAKES. HIGHLIGHTS INCLUDE A MAJESTIC 1910 STONE MANOR SET HIGH ON A HILLTOP,EXTENSIVE STAFF/GUEST HOUSING, POOL, POOL HOUSE, TENNIS AND SPORTS COURTS FRAMED BY ONE OF THE MOST INSPIRING LANDSCAPES IN THE ENTIRE REGION.
409 Overlook Rd, Millbrook, NY 12545 is a 5 bedroom, 7 bathroom, 18,368 sqft single-family home built in 1910. It last sold for $18,375,000 on Mar 19, 2011. It is currently off market. The Trulia Estimate is $14,623,200, with a rent estimate of $4,920/month.

Home Details for 409 Overlook Rd

Interior Features

Heating & Cooling
Heating: Other, OtherCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Single Family HomeArchitecture: mansion

Exterior Features

Exterior Home Features
Exterior: Brick
Pool
Pool

Community

Units in Building: 1

Lot Information

Lot Area: 276 sqft

Price and Tax history

DateEventPrice
Mar 19, 2011
Source: N/A
Sold
$18,375,000
Oct 23, 2010
Source: Agent Provided
Listed For Sale
$26,000,000
Jan 5, 1999
Source: N/A
Sold
$3,800,000

Market trends in Millbrook

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
6MoM
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Around this home

What Locals Say about Millbrook

At least 22 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 86 % Say people would walk alone at night

  • 82 % Say it's dog friendly

  • 78 % Say there's holiday spirit

  • 74 % Say car is needed

  • 73 % Say yards are well-kept

  • 71 % Say it's walkable to restaurants

  • 68 % Say streets are well-lit

  • 68 % Say they plan to stay for at least 5 years

  • 67 % Say neighbors are friendly

  • 67 % Say kids play outside

  • 54 % Say there's wildlife

  • 54 % Say there are sidewalks

  • 52 % Say it's walkable to grocery stores

  • 50 % Say it's quiet

  • 44 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Kelly L.
    "I’ve lived in and around Millbrook my whole life. I attended High School in Millbrook and currently work there. Everyone is kind, neighborly and very aware of their surroundings (which could be both a pro and a con) but it gives a sense of safety in the area. Small, quaint, and has a lot of character and history. There’s a local market, pharmacy, mini-mart, hardware store, bank, and several restaurants, including a diner. Kind of everything you need, all in one place!"
    18
    Flag
  • Taylor S.
    "very far from chain stores about a 20 to 30 minute drive but its nice in a small town. almost everything you need is on main street"
    0
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  • Arianna M. J. M.
    "People like when your dog stays in there yard and when you walk on them on a leash people are usually very friendly but they don’t like when dogs bark to much. "
    0
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  • Arianna M.
    "Busy roads but most homes have a lot of land to run around. You can always just walk up deep hollow not many cars. Also could build a fence. "
    0
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  • WAYNESEPE60
    "It's a quiet laid back area altho there is lots of road noise since the houses are parallel to the highway. Most of the families in this area have children that have left the nest so to speak, therefore this is an ideal retiree location."
    0
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Apartments for Rent

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Explore by feature - Air Conditioning

6 rentals with air conditioning in Millbrook, NY

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Millbrook, NY

Homes for sale near 409 Overlook Rd

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Off Market Homes Near 409 Overlook Rd

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Frequently asked questions about 409 Overlook Rd

  • What is 409 Overlook Rd estimated to be worth?
    Trulia's estimated value for 409 Overlook Rd in Millbrook, NY is $14,623,200.
  • What is the price history for 409 Overlook Rd?
    409 Overlook Rd in Millbrook, NY last sold for $18,375,000 in March 2011.
  • Is Millbrook a buyer's or seller's market?
    Millbrook is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Millbrook?
    Residents describe Millbrook, NY as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Millbrook, NY.
  • Does 409 Overlook Rd have air conditioning?
    Yes, 409 Overlook Rd in Millbrook, NY has air conditioning.
  • Does 409 Overlook Rd have a pool?
    Yes, 409 Overlook Rd in Millbrook, NY has a pool.