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MLS ID KEY1052485Last updated Oct 24, 2026

Single Family

236 South Road

Active · Milan · Dutchess County, NY 12581

Bedrooms
4 Beds
Bathrooms
5 Baths
Year built
2006
Est. monthly taxes
$830.82
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About this home

A Hudson Valley property with room to live, gather, and grow. Set on 2.27 acres this substantial 2006-built residence offers an uncommon combination of space, flexibility, and Hudson Valley lifestyle. With approximately 3,500 square feet of total living space, four bedrooms, three full baths, and two half baths, the property is designed for a lifestyle that extends well beyond the traditional home. A defining feature is the approximately 1,700-square-foot in-law suite, offering an exceptional degree of versatility and independence. Whether envisioned for multigenerational living, extended family, private guest accommodations, a work-from-home environment, or a combination of uses, this expansive additional space provides possibilities rarely found in the Hudson Valley market. The main level offers generous proportions and an inviting everyday flow. A large kitchen and dining area open toward the living space and extend outdoors to a back deck, creating an easy setting for both relaxed mornings and larger gatherings. The primary bedroom features its own en-suite bath, complemented by an additional bedroom, versatile bonus room, full bath, and half bath. Downstairs, the home's flexibility truly comes into focus. The second living level mirrors much of the functionality of the main floor, with its own kitchen and dining area, living room with direct access to a private patio, a second primary en-suite, additional bedroom, and half bath. The arrangement creates an unusual level of privacy and autonomy while maintaining a cohesive connection throughout the home. For those with a creative side, a separate soundproof recording studio adds an unexpected and highly desirable dimension—an especially compelling feature for musicians, recording artists, or anyone seeking a dedicated creative space. Each level also has its own laundry room, while radiant heat throughout adds year-round comfort. The home is fully ducted, with an AC handler already in the attic, offering the opportunity to complete the connection for central air conditioning. The scale of the home provides room for everyone to have their own space while still creating inviting areas for gathering and connection. Outside, the 2.27-acre setting provides the space and quiet that define the Hudson Valley experience. Mature chestnut trees anchor the property, while generous outdoor areas invite al fresco dining, entertaining, gardening, or simply enjoying the changing seasons. Surrounded by the rolling countryside of Stanfordville, the property places you within easy reach of the villages, farms, restaurants, markets, and cultural destinations that make this corner of the Hudson Valley so sought after. Millbrook, Pine Plains, Rhinebeck, and the region's renowned farm-to-table, wine, and culinary destinations are all within convenient reach, all within 2 hours of NYC.

Listing snapshot

Days on site
37 days
Listed on MLS
Sep 21, 2026
Full baths
3
Half baths
2
Annual property tax (MLS)
$9,969.85
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Corcoran Country Living
MLS ID
KEY1052485
Last updated
Oct 24, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
2006
Garage
Yes
Garage spaces
2
Parking
Driveway, Garage
Water source
Well
Sewer
Septic Tank
Utilities
Propane

Interior features

Basement
Finished, Full, See Remarks
Heating
Hot Water, Radiant, Steam, Radiant Floor
Cooling
Ductwork
Interior
First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen, In-Law Floorplan
Appliances
Dishwasher, Dryer, Electric Oven, Refrigerator, Stainless Steel Appliance(s), Washer
Flooring
Carpet, Ceramic Tile, Laminate, Vinyl
Fireplace
Yes

Exterior features

Architectural style
Ranch
Construction materials
Vinyl Siding
Private pool
No

Schools (MLS)

Elementary school
Cold Spring Early Learning 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 12581Show interactive map
236 South Road

Milan · Dutchess County, NY 12581

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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)
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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.