For Sale33d on marketHistoric · 147 yrs
1666 Main Street
Pleasant Valley, NY, 12569 • 12569 • Dutchess County
$375,000
$168/sqft
Down payment assistance available
3Beds
2Baths
2,232Sqft
0.2 acLot
1879Built
Property DNA
Colonial Style
Built 1879 · 147 years of history
Outdoor Living
Porch
Hardwood Floors
Quality flooring throughout
This home is getting attention
Listed 33 days ago · 2,342 views · 120 saves
Market activity
Demand and pricing signals for this listing
2,342 views
People checking out this listing
120 saves
Buyers have saved this home
33 days on market
Established listing
$168/sqft
Price per square foot
Selling Soon Prediction
HighThis home ranks in the top 24% of listings most likely to go under contract soon, based on market activity and demand signals.
Likelihood score
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About this home
Single Family · Built 1879 · Historic
Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded 200-amp electrical service, central air conditioning, and energy-efficient vinyl windows. The updated kitchen features stainless steel appliances and opens to bright living and dining spaces. The main level also includes a flexible bonus room, a renovated full bath, and a beautiful three-season sunroom. Upstairs are three spacious bedrooms with walk-in closets and a second full bath. Outside, enjoy a long driveway, ample parking, and a newer storage shed. Conveniently located just minutes from the Taconic State Parkway, Metro-North, and the shops, restaurants, and parks of Eastdale and the Village. A great blend of historic charm, modern updates, and everyday convenience.
Estimated monthly payment
Based on current rates
$2,320/month
Principal & Interest$1,820
Property Tax$375
Insurance$125
Down payment20% ($75,000)
3%50%
Est. 6.11% rate · 30yr fixed · $300,000 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence, Residential
Year Built1879
HeatingBaseboard
CoolingCentral Air
Parking3 Carport spaces
Lot8,712 sqft
Days on Zillow33 Days
Price/sqft$168
Property
Home typeSingle Family
Sub-typeSingle Family Residence, Residential
StyleColonial
Year built1879
Systems
HeatingBaseboard
CoolingCentral Air
ConstructionVinyl Siding
Water / SewerPublic Sewer
Parking & Outdoor
ParkingDriveway
BasementFull,Unfinished
Lot8,712 sqft
Location & Tax
Neighborhood12569
Annual tax$6,909
Parcel1344006463010356380000
Bathrooms & Fees
Full baths2
Features & details
10 categories of property features
Interior Features
Interior
First Floor Bedroom
First Floor Full Bath
Appliances
Dishwasher
Dryer
Refrigerator
Washer
Flooring
Hardwood
Heating
Baseboard
Cooling
Central Air
Laundry
Laundry Room
Exterior Features
Parking
Driveway
Construction
Vinyl Siding
Patio & Porch
Porch
Utilities
Cable Available
Room details
7 rooms detailed
Bedroom1
Bedroom2
Bedroom3
Bathroom1
Bathroom2
Basement
Listing insights
Market data and value estimates
StatusFor Sale
Days on market33
Tax rate1.90%
Price/sqft$168
On marketMar 17, 2026
PostedMar 13, 2026
Last sold$322,000
MLS updatedApr 2, 2026
Tour days9
Views2,342
Favorites120
How are the schools in Pleasant Valley?
3 schools rated nearby
Location
Pleasant Valley, NY, 12569
Price history
11 events
DateEventPrice$/sqftSource
Mar 17, 2026Listed For Sale$375,000$168OneKey® MLS as distributed by MLS GRID
Sep 25, 2025Listing Removed$365,000$164OneKey® MLS as distributed by MLS GRID
Jul 25, 2025Pending Sale$365,000$164OneKey® MLS as distributed by MLS GRID
Jun 23, 2025Price Change$365,000$164OneKey® MLS as distributed by MLS GRID
May 21, 2025Listed For Sale$375,000$168OneKey® MLS as distributed by MLS GRID
May 20, 2025Listing Removed$395,000$177OneKey® MLS as distributed by MLS GRID
May 2, 2025Price Change$395,000$177OneKey® MLS as distributed by MLS GRID
Apr 21, 2025Listed For Sale$415,000$186OneKey® MLS as distributed by MLS GRID
Oct 31, 2023Sold$322,000$144OneKey® MLS as distributed by MLS GRID
Sep 14, 2023Pending Sale$315,000$141MHMLS
Aug 28, 2023Listed For Sale$315,000$141MHMLS
Listed For Sale$375,000
Mar 17, 2026•$168/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$365,000
Sep 25, 2025•$164/sqft•OneKey® MLS as distributed by MLS GRID
Pending Sale$365,000
Jul 25, 2025•$164/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$365,000
Jun 23, 2025•$164/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$375,000
May 21, 2025•$168/sqft•OneKey® MLS as distributed by MLS GRID
Listing Removed$395,000
May 20, 2025•$177/sqft•OneKey® MLS as distributed by MLS GRID
Price Change$395,000
May 2, 2025•$177/sqft•OneKey® MLS as distributed by MLS GRID
Listed For Sale$415,000
Apr 21, 2025•$186/sqft•OneKey® MLS as distributed by MLS GRID
Sold$322,000
Oct 31, 2023•$144/sqft•OneKey® MLS as distributed by MLS GRID
Pending Sale$315,000
Sep 14, 2023•$141/sqft•MHMLS
Listed For Sale$315,000
Aug 28, 2023•$141/sqft•MHMLS
Tax history
21 years of records
YearTax paidAssessed value
Apr 15, 2024—$163,200
Apr 15, 2023—$163,200
Apr 15, 2022—$163,200
Apr 15, 2021—$163,200
Apr 15, 2020—$163,200
Apr 15, 2019—$163,200
Apr 15, 2018—$161,600
Apr 15, 2017$3,387$161,600
Apr 15, 2016—$161,600
Apr 15, 2015—$161,600
Apr 15, 2014—$161,600
Apr 15, 2012—$167,400
Apr 15, 2011—$183,000
Apr 15, 2010—$85,300
Apr 15, 2009—$85,300
Apr 15, 2008—$85,300
Apr 15, 2007—$85,300
Apr 15, 2006—$85,300
Apr 15, 2005—$85,300
Apr 15, 2004—$85,300
Apr 15, 2003—$85,300
Nearby homes
Neighborhood details
Local context around this listing
Pleasant Valley, NY • Dutchess County
Nearby cities
BeaconFishkillHopewell JunctionHyde ParkLagrangevillePleasant ValleyPoughkeepsieRed Hook
Nearby zip codes
12569
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
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