50 Conklin Hill Rd Milton, NY 12547
Property details
About 50 Conklin Hill Rd
Welcome to the Woolsey-Conklin house - a living piece of Hudson Valley history built in 1760 by one of the foundational families of Marlboro. This English Colonial has been preserved to honor its historical integrity and updated for today's world. Classic features of colonial craftsmanship, including a steep side-gabled roof and center-hall layout, welcome you at both the front and rear entrances. Inside, original wide-plank red pine floors, four fireplaces, hand-hewn beams, and finely preserved trim reflect more than 260 years of American domestic life. The finished walk-out basement, once used to store provisions through long Hudson Valley winters, showcases Dutch-style framing with long, continuous beams—a rare and enduring structural hallmark of 18th-century architecture. The unfinished second floor (approx. 600 sq ft.) provides an opportunity to expand your living space while honoring the original design. Upgrades have been undertaken with great care to maintain the home's authenticity. These include new Pella architectural windows, a whole-house generator, a new roof, and updates to the heating system, kitchen, and bathroom. This home is a canvas for your storybook vision - a unique opportunity to live in history without sacrificing comfort or convenience. Outside, follow the stone pathways and enjoy a meditative walk through the fairytale gardens brimming with thoughtfully curated native flowers and shrubbery. Set on 1.3 acres, you'll still have plenty of space to add your own magic. This historical artifact is tucked into the rolling countryside of Marlboro, a town dedicated to preserving the agrarian lifestyle the Woolseys and Conklins knew. You'll find no shortage of outstanding provisions - pick your own at Weeds Orchard, sip local wine at Fjord Vineyards and Glorie Winery, grab veggies for dinner at Overlook Farms and the Marlboro farmer's market. And do not miss a show at the renowned Falcon music venue! This home is a quick drive to New Paltz, Beacon, Gardiner — each offering some of the best dining, wining, breweries, and outdoor activities in the region. Metro-North trains are just 15 (Poughkeepsie) and 25 (Beacon) minutes away, and only 65 miles from the George Washington Bridge. The Woolsey-Conklin house awaits its next steward.
Highlights
Summary
- Full Bathrooms: 1
- Appliances: Washer/Dryer, Refrigerator, Range Hood, Range, Oven, Microwave, Freezer, Double Oven
- Basement: Yes
- Flooring Type: Hardwood, Tile, Vinyl
- Interior: Beamed Ceilings, Built-in Features, Chandelier, Crown Molding, Granite Counters, Natural Woodwork, Storage
- Fireplace: Master Bedroom, Basement, Dining Room
- Total Bedroom Count: 3
- Attached Garage: No
- Parking: Driveway
- View: Garden, Trees/Woods
- Exterior: Garden, Private Yard
- Architectural Style: Cottage
- Heating: Baseboard, Oil
- Cooling: Window Unit(s)
- List Price: $415,000
- Price/SqFt: $212
- Annual Tax Amount: $2,742
- Tax Year: 2022
- Lot: Garden, Landscaped, Many Trees, Meadow, Native Plants, Private, Wooded
- Directions: From the south: Take 9W to Lattintown Road about 6.5 miles - Turn Left on Conklin and go .2 miles to #50
- Year Built: 1760
- Stories: 2
- Living Area: 1,954 SqFt
- Lot Size: 1.3 Acres
- MLS Number: 20252830
- MLS Name: UlsterCounty
- Office Name: Compass Greater NY, LLC
- Office Phone: (838) 877-8283
- Office Email: Jason.Wilson@compass.com
- Listing Agent: Caroline Brennan, Bree Chambers
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Last updated on: 7/30/2025, 11:45:36 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Sep 24, 2024 | Home Sold | $450,000 |
| Mar 31, 2022 | Home Sold | $365,000 |
| Jan 26, 1999 | Home Sold | $133,500 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $213,300 | $- |
| 2022 | $213,300 | $2,742 |
| 2021 | $186,700 | $- |
| 2020 | $186,700 | $- |
| 2019 | $186,700 | $7,498 |
| 2018 | $186,700 | $7,191 |
| 2017 | $186,700 | $9,497 |
History based on county public records data.
Nearby schools
5
Marlboro Elementary School
Public District KG-5
4.2 mi
•1380 Route 9W
6
Plattekill Elementary School
Public District KG-6
4.7 mi
•1270 Rt 32
7
Highland Elementary School
Public District KG-5
4.9 mi
•16 Lockhart Ln
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $70,370. The most common annual income of people living in Milton, NY is between $35k-100k. Most families are single, no kids. The majority of residents in this area have post secondary degree education.
How much money do the neighbors make?
What level of education do the neighbors have?
What types of families live nearby?
Are the neighbors home owners or renters?
How old are people in this area?
What do the neighbors do for fun?
Hunting
College Football
NASCAR
Where do the neighbors shop?
Dick's Sporting Goods
Dillards
Wal-Mart
Where do the neighbors go to eat?
Texas Roadhouse
Cracker Barrel
Hardee's
What do the neighbors drive?
Subaru
Cadillac
Ram
What do the neighbors listen to?
New Country
News/Talk/Information
Classic Country
Frequently asked questions
About 50 Conklin Hill Rd
The listing price of 50 Conklin Hill Rd property is $415,000.
The property 50 Conklin Hill Rd is a house located in Milton, New York, 12547.
Active Listing: 50 Conklin Hill Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 50 Conklin Hill Rd are: Marlboro Elementary School (GreatSchools Rating 5/10), Plattekill Elementary School (GreatSchools Rating 6/10), Highland Elementary School (GreatSchools Rating 7/10), Marlboro Middle School (GreatSchools Rating 4/10), Orville A. Todd Middle School (GreatSchools Rating 7/10), Highland Middle School (GreatSchools Rating 5/10), Marlboro Central High School (GreatSchools Rating 7/10), Highland High School (GreatSchools Rating 7/10), Spackenkill High School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2022 is $2,742 (source: MLS/based on county public records data).
The last sale was on September 24, 2024 for $450,000 (source: MLS/tax record).
The property at 50 Conklin Hill Rd has 3 bedrooms and 1 bathroom.
The property 50 Conklin Hill Rd is 1,954 SqFt (source: MLS/tax record).
The year of construction for 50 Conklin Hill Rd is 1760.
This home is located at 50 Conklin Hill Rd in Milton, NY and zip code 12547. This 1,954 square foot home, which was built in 1760, sits on a 1.30 acre lot. Features: 3 bedrooms, 1 bathroom. It has been listed on Rocket Homes since July 9, 2025 and is currently priced at $415,000.