409 Overlook Rd, Millbrook, NY 12545
OFF MARKET

409 Overlook Rd
Millbrook, NY 12545

  • 5 Beds
  • 7 Baths
  • 18,368 sqft

$13,621,800

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $88,174/mo*

$13,621,800

Trulia Estimate
as of May 20, 2026
Est. Refi. Payment $88,174/mo*
5 Beds
7 Baths
18,368 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 409 Overlook Rd

DatePriceEventSource
03/19/2011$18,375,000Sold
N/A
10/23/2010$26,000,000Listed For SaleAgent Provided
01/05/1999$3,800,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax
Assessment$6,622,900
Home facts updated by county records

Comparable Sales for 409 Overlook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1.29
Single-Family Home
$730,000
09/30/25
3
3.5
1,956
1.40
Single-Family Home
$1,260,000
05/29/25
3
3.5
2,518
2.12
Single-Family Home
$1,817,500
07/31/25
5
5.5
4,777
1.96
Single-Family Home
$1,900,000
12/19/25
3
2.5
4,548
2.20
Single-Family Home
$390,000
08/29/25
3
3
2,240
2.09
Single-Family Home
$415,000
11/20/25
3
2
1,300
2.03
Single-Family Home
$475,000
11/07/25
3
1
1,656
2.06
Single-Family Home
$700,000
07/18/25
2
1.5
1,500
2.22
Single-Family Home
$400,000
11/19/25
3
2
2,264
2.32
Single-Family Home
$384,800
10/02/25
4
2
2,240

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!"
  • 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"
  • 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. "
  • 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. "
  • 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."

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409 Overlook Rd, Millbrook, NY 12545 is a 5 bedroom, 7 bathroom, 18,368 sqft single-family home built in 1910. This property is not currently available for sale. 409 Overlook Rd was last sold on Mar 19, 2011 for $18,375,000. The current Trulia Estimate for 409 Overlook Rd is $13,621,800.