# 101 Drake Road, Pleasant Valley, NY 12569

> **TL;DR:** 3bd/3ba single family, $1,195,000 ($424/sqft), built 1900, 2,820 sqft.
> Pool, Fireplace. Est. $5,178/mo. Listed 111 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $1,195,000 |
| Price/sqft | $424 |
| Bedrooms | 3 |
| Bathrooms | 2 full, 1 half |
| Square Feet | 2,820 |
| Year Built | 1900 |
| Lot Size | 128,066 sqft (2.94 acres) |
| Property Type | Single Family (Single Family Residence) |
| Status | For Sale |
| Days on Market | 111 |

## Why This Home Stands Out

- **Pool** - Private pool

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Mortgage (20% down, 6.5%) | $5,178 |
| **Total** | **$5,178** |

## Nearby Schools

- **Elementary:** Traver Road Primary School
- **Middle:** TITUSVILLE INTERMEDIATE
- **High:** Arlington High School

## Key Amenities

- Pool
- Fireplace

## Property Highlights

- Built in 1900
- 2.94 acre lot
- 10 parking spaces
- Private pool
- Fireplace

## Description

### Agent Description
Seller says to sell now! Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass invite natural light and create a seamless connection to the surrounding landscape. At the heart of the home, a beautifully appointed country kitchen anchored by a wood-burning fireplace is designed for both slow mornings and elegant entertaining. A dramatic great room and adjoining music room provide generous gathering spaces, while three bedrooms offer private, hotel-level comfort for guests. Outdoors, a heated in-ground pool is set among stone terraces and anchored by a fully outfitted luxury pool house with kitchen, bedroom, and bath, ideal for hosting, unwinding, or extended stays. The setting offers exceptional privacy while remaining effortlessly connected. Located less than 75 miles from New York City and just 10 minutes from the center of Millbrook, the property delivers the best of Hudson Valley living. World-class wineries, scenic hiking trails, equestrian estates, and farm-to-table dining are moments away, creating a lifestyle defined by balance, where weekend escape meets full-time retreat. This is not a conversion. It is a destination. A rare offering where historic architecture, modern luxury, and the rhythms of country life converge, all within easy reach of the city.

## Location

- **Address:** 101 Drake Road, Pleasant Valley, NY 12569
- **County:** Dutchess County
- **Coordinates:** 41.746412, -73.791204
- **Google Maps:** https://www.google.com/maps?q=41.746412,-73.791204

## Listing Agent

- **Name:** Jake Garay
- **Brokerage:** Serhant LLC
- **Phone:** 9147722603
- **Email:** jakegaray@serhant.com

## Primary Photo

![101 Drake Road - Primary Photo](http://lh.rdcpix.com/4df24098eaa7332f8f4209b2e2c0cef9l-f2477557421r.jpg)

*43 total photos available on [listing page](https://www.propertysimple.com/listing/101-drake-road-pleasant-valley-ny-12569-y951502)*

---

**MLS#:** 951502 | **Updated:** 2026-06-19
**Source:** listhub

*Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.com/listing/101-drake-road-pleasant-valley-ny-12569-y951502)

---

## Structured Data

```json
{
  "@context": "https://schema.org",
  "@type": "RealEstateListing",
  "name": "101 Drake Road, Pleasant Valley, NY 12569",
  "description": "Seller says to sell now! Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass invite natural light and create a seamless connection to the surrounding land",
  "url": "https://www.propertysimple.com/listing/101-drake-road-pleasant-valley-ny-12569-y951502",
  "image": "http://lh.rdcpix.com/4df24098eaa7332f8f4209b2e2c0cef9l-f2477557421r.jpg",
  "datePosted": "2026-06-19",
  "price": 1195000,
  "priceCurrency": "USD",
  "address": {
    "@type": "PostalAddress",
    "streetAddress": "101 Drake Road",
    "addressLocality": "Pleasant Valley",
    "addressRegion": "NY",
    "postalCode": "12569",
    "addressCountry": "US"
  },
  "geo": {
    "@type": "GeoCoordinates",
    "latitude": 41.746412,
    "longitude": -73.791204
  },
  "numberOfBedrooms": 3,
  "numberOfBathroomsTotal": 3,
  "numberOfFullBathrooms": 2,
  "numberOfPartialBathrooms": 1,
  "floorSize": {
    "@type": "QuantitativeValue",
    "value": 2820,
    "unitCode": "FTK"
  },
  "yearBuilt": 1900
}
```