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MLS ID KEY1029436Last updated Oct 3, 2026

Single Family

39 Main Street

Active · Beekman · Dutchess County, NY 12570

Bedrooms
4 Beds
Bathrooms
2 Baths
Year built
1870
Est. monthly taxes
$914
Property gallery0 / 32
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About this home

This lovely circa-1870 two-story home beautifully blends the charm and character of yesterday with the comfort and conveniences of today. Lovingly maintained by the same owners for more than 20 years, this inviting streamside home offers warm, light-filled interiors, thoughtful updates, and wonderful outdoor spaces set alongside the picturesque Whaley Lake Stream. At the heart of the home is a bright and airy kitchen thoughtfully designed for both everyday living and entertaining. Newer appliances, a center island, abundant cabinetry, and generous counter space provide plenty of room for preparing meals and gathering with guests. Flowing seamlessly from the kitchen is the heated enclosed porch, where a wall of windows, new laminate flooring, and tranquil views create an inviting extension of the living space—perfect for casual dining, morning coffee, or simply relaxing while enjoying the natural surroundings. Open the doors to the generously sized paved patio, complete with a firepit and new gazebo, all beautifully positioned beside the gently flowing stream. Whether dining al fresco, entertaining guests, unwinding at the end of the day, or simply listening to the soothing sound of the water, this peaceful setting offers a wonderful connection to the outdoors. Back inside, a spacious living room welcomes you with large windows that fill the room with natural light, while new laminate flooring adds a fresh, updated feel. Privately positioned on the opposite side of the main level is a generously sized, freshly painted bedroom featuring hardwood floors, ample closet space, and sliding glass doors opening directly to the patio. Lovely stream views and easy outdoor access create a serene retreat for rest and relaxation. Completing the main level is a beautifully renovated full bath with a large glass-enclosed shower, vanity, and task lighting. A convenient laundry room offers additional pantry and storage space, new laminate flooring, and a new washer and dryer. Upstairs, new laminate flooring continues throughout, where two spacious bedrooms and an updated hall bath await. The bath has been refreshed with a replaced tub and shower, while the expansive walk-in closet has also been redone, providing exceptional storage. Originally designed as a fourth bedroom, this flexible space could also be reimagined as a home office, sitting room, dressing room, or converted back to a bedroom to suit your needs. Set on nearly half an acre, the property is enhanced by a circular driveway, flowering plantings, a lush front lawn, and mature trees and shrubs. A detached garage adds valuable storage and convenience and has been improved with a new roof, siding, and garage door. Additional updates, new laminate flooring, newer appliances, renovated baths, reflect the continued care given to the property. With its circa-1870 character, numerous updates, flexible floor plan, detached garage, and peaceful streamside setting, this special home offers an appealing combination of historic charm, modern comfort, and the simple pleasure of living alongside the water

Listing snapshot

Days on site
59 days
Listed on MLS
Jul 30, 2026
Full baths
2
Half baths
0
Annual property tax (MLS)
$10,968
Tax year
2025
Area source (MLS)
Public Records
Listing brokerage
Houlihan Lawrence Inc.
MLS ID
KEY1029436
Last updated
Oct 3, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1870
Garage
Yes
Garage spaces
1
Parking
Driveway, Garage
Water source
Public
Sewer
Septic Tank
Utilities
Electricity Connected, Propane, Water Connected

Interior features

Basement
Crawl Space
Heating
Oil, Steam
Cooling
None
Interior
First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Open Kitchen, Pantry, Recessed Lighting, Storage, Washer/Dryer Hookup
Appliances
Dishwasher, Dryer, Gas Oven, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer
Flooring
Hardwood, Laminate, Tile
Fireplace
No

Exterior features

Architectural style
Other
Construction materials
Frame
Private pool
No

Schools (MLS)

Elementary school
Beekman
Elementary school district
Arlington
Middle school
Union Vale Middle School
Middle school district
Arlington
High school
Arlington High School
High school district
Arlington

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

Beekman · Dutchess County, NY 12570Show interactive map
39 Main Street

Beekman · Dutchess County, NY 12570

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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.