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MLS ID KEY991832Last updated Sep 18, 2026

Single Family

1429 Jackson Corners Road

Active · Milan · Dutchess County, NY 12571

Bedrooms
5 Beds
Bathrooms
4 Baths
Year built
1756
Est. monthly taxes
$1,480.16
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About this home

Motivated Seller!! A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting—equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamless balance of everyday comfort and sophisticated entertaining. The open kitchen was remodeled with new butcher block countertops, top of the line appliances, new center island and coffee bar with wine fridge. Take a step down to the sunroom with exceptional light, where French doors blur the line between indoors and courtyard living. A beautifully scaled flex room above the garage, offering endless versatility. Numerous improvements include new roof, windows, water filtration system, new front double entry doors and much more. Ideally sited for seamless access to the Taconic Parkway, the villages of Rhinebeck and Red Hook, and the Rhinecliff train station. This home is where history, architecture and landscape converge in a singular and irreplaceable offering.

Listing snapshot

Days on site
59 days
Listed on MLS
May 7, 2026
Full baths
4
Half baths
0
Annual property tax (MLS)
$17,761.88
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Corcoran Country Living
MLS ID
KEY991832
Last updated
Sep 18, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1756
Garage
Yes
Garage spaces
2
Parking
Driveway, Off Street
Water source
Well
Sewer
Septic Tank
Utilities
Electricity Connected

Interior features

Basement
Full, Walk-Out Access
Heating
Oil
Cooling
Central Air
Interior
First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Eat-in Kitchen, Formal Dining, Natural Woodwork, Original Details, Primary Bathroom, Master Downstairs
Appliances
Dishwasher, Dryer, Gas Cooktop, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Wine Refrigerator
Flooring
Wood
Fireplace
Yes
Fireplaces
2

Exterior features

Architectural style
Farmhouse
Construction materials
Other
Exterior
Awning(s), Courtyard, Garden, Lighting
Private pool
No

Schools (MLS)

Elementary school
Seymour Smith Intermediate Lrn Ctr
Elementary school district
Pine Plains
Middle school
Stissing Mountain Junior/Senior High School
Middle school district
Pine Plains
High school
Stissing Mountain Jr/Sr High School
High school district
Pine Plains

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Milan · Dutchess County, NY 12571Show interactive map
1429 Jackson Corners Road

Milan · Dutchess County, NY 12571

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.