256 Smithtown Rd, Fishkill, NY 12524
Property image
Property image
OFF MARKET

256 Smithtown Rd
Fishkill, NY 12524

  • 2 Beds
  • 1 Bath
  • 1,236 sqft (on 2.48 acres)

$392,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,679/mo*
Refinance Your Home

$392,200

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $2,679/mo*
Refinance Your Home
2 Beds
1 Bath
1,236 sqft
(on 2.48 acres)

Home Value

Trulia Estimate
$392K
Since last month
Decreased$2K (-0.6%)
Since last year
Increased$16K (+4.1%)
Since last sale
Increased$176K (+82%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +79% in the last 10 years
MonthEstimated value
2026
August 2026$391K
July 2026$394K
June 2026$396K
May 2026$389K
April 2026$379K
March 2026$373K
February 2026$366K
January 2026$367K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
174 Smithtown Road, Fishkill, NY
0.52
Single-Family Home
$490,000
12/30/25
2
2
2,116
243 Smithtown Road, Fishkill, NY
0.16
Single-Family Home
$807,500
11/07/25
4
3
3,801
93 Smithtown Rd, Fishkill, NY
0.98
Single-Family Home
$250,000
01/28/26
2
1
1,660
203 Windsor Road, Fishkill, NY
0.38
Single-Family Home
$400,000
12/22/25
4
3
3,100
11 Country Glen, Fishkill, NY
0.17
Single-Family Home
$810,000
06/12/26
3
3.5
3,902
4 Irene Court, Fishkill, NY
0.63
Single-Family Home
$585,000
06/29/26
3
2.5
1,696
147 Brannon Place, Wappingers Falls, NY
0.72
Single-Family Home
$505,000
08/20/25
3
1.5
1,864
100 Watch Hill Drive, Fishkill, NY
0.63
Single-Family Home
$568,500
05/29/26
3
2
1,988
42 S Terrace Rd, Fishkill, NY
1.04
Single-Family Home
$412,000
08/05/26
2
1
1,177
152 Sunrise Hill Road, Fishkill, NY
0.95
Single-Family Home
$473,750
06/22/26
3
1
1,644

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
10 Country Glen, Fishkill, NY 12524
0.11
$807,100
4
2.5
2,304
Off Market
11 Country Glen, Fishkill, NY 12524
0.17
$810,000
3
3.5
3,902
Recently Sold
243 Smithtown Road, Fishkill, NY 12524
0.16
$807,500
4
3
3,801
Recently Sold
218 Windsor Road, Fishkill, NY 12524
0.29
$878,300
4
3
2,644
Off Market
382 CEDAR HILL Road, Fishkill, NY 12524
0.30
$225,000
-
-
-
For Sale
226 Windsor Road, Fishkill, NY 12524
0.32
$4,296,700
4
4.5
6,400
Off Market
203 Windsor Road, Fishkill, NY 12524
0.38
$400,000
4
3
3,100
Recently Sold
58 Hoose Boulevard, Fishkill, NY 12524
0.50
$895,000
4
3.5
4,067
For Sale
72 Watch Hill Drive, Fishkill, NY 12524
0.49
$537,200
4
2.5
1,800
Off Market
190 Windsor Road, Fishkill, NY 12524
0.52
$796,500
4
3
3,300
Off Market
64 Watch Hill Drive, Fishkill, NY 12524
0.51
$544,300
3
1.5
1,704
Off Market
174 Smithtown Road, Fishkill, NY 12524
0.52
$490,000
2
2
2,116
Recently Sold

Local Information

  • Map ViewExplore the area around 256 Smithtown Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Lot Size
2.48 acres
Living Area
1,236 sqft
Price/Sqft
$317
Parking
Garage

About this House

This Charming English Country Cottage features a picturesque privacy setting, and a Monet garden that would enspire any Artist. Updated: Kitchen with Skylight, Bath with jetted tub, Siding, Roof, Windows, Fireplace, Plumbing and Electrical service. Low taxes, Sought after Schools. Commuter's dream, near to Rt. I-84 & Rt. 9. Nestled on 2.4 acres, this home is, also, zoned as Horse property. Property stocked with beautiful trees, including: Plum, Cherry & Peach. Home has Barn that can be used as Work shed or Hen house.
256 Smithtown Rd, Fishkill, NY 12524 is a 2 bedroom, 1 bathroom, 1,236 sqft single-family home built in 1910. It last sold for $215,000 on Feb 7, 2014. It is currently off market. The Trulia Estimate is $392,200, with a rent estimate of $2,601/month.

Home Details for 256 Smithtown Rd

Interior Features

Interior Details
BasementNumber of Rooms: 5Types of Rooms: Breakfast Nook, Family Room, Laundry Room
Heating & Cooling
Heating: OilAir ConditioningCooling System: WallHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylPatioPorch
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1910Year Updated: 1945
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 2.48 acres

Price and Tax history

DateEventPrice
Feb 7, 2014
Source: OneKey® MLS as distributed by MLS GRID #M318438
Sold
$215,000
Aug 23, 2013
Source: Agent Provided
ListingRemoved
$229,999
Jul 15, 2013
Source: Agent Provided
Listed For Sale
$229,999
Mar 30, 2001
Source: N/A
Sold
$124,000

Market trends in Wappingers Falls

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$502K
$30.58KMoM
Sale-to-List Price
100.6%
0.2%MoM
Price per sq ft
$279
$4MoM
Available listings
103
3MoM

Around this home

What Locals Say about Wappingers Falls

At least 301 Trulia users voted on each feature.

  • 87 % Say car is needed

  • 81 % Say it's dog friendly

  • 78 % Say parking is easy

  • 73 % Say there's holiday spirit

  • 69 % Say it's quiet

  • 68 % Say yards are well-kept

  • 66 % Say there's wildlife

  • 64 % Say people would walk alone at night

  • 61 % Say they plan to stay for at least 5 years

  • 58 % Say kids play outside

  • 53 % Say neighbors are friendly

  • 45 % Say there are sidewalks

  • 44 % Say streets are well-lit

  • 40 % Say it's walkable to restaurants

  • 33 % Say it's walkable to grocery stores

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Michael Due
    "I have exactly a 55 minute commute to work in White Plains. I travel on the Taconic State Parkway in my own automobile for most of my commute. It is treacherous commuting in the inclement weather. I normally have to work from home in the inclement conditions."
    0
    Flag
  • Ximenita26
    "Safe place to live with kids, schools really good and cheap supermarkets The most clean parks and water games A lot places for kids activities "
    0
    Flag
  • Mike R
    "There are plenty of parks like vets park other mesier park to take your dog for a long walk. It’s a friendly neighborhood. "
    1
    Flag
  • Blt_good
    "Great place to live. Great school district and more. Love the piece. The interaction with neighbors "
    0
    Flag
  • Access Hearing
    "Wappingers Village is a multicultural community with a small but cozy Main Street. It’s currently undervalued and up and coming. "
    1
    Flag
  • dana.bruen
    "Safe area for children. Close to local parks, recreation and activities. I would recommend Wappinger for families"
    0
    Flag
  • Ximenita26
    "They love it , the most beautiful place to live everybody is nice and respectful with others , live in Wappingers Falls is the most wonderful experience for all the Families "
    1
    Flag
  • Danielle B. P.
    "Fantastic area. Walk to winery over looking the falls, great restaurants, incredible neighbors. It's community that people dream of. "
    7
    Flag
  • Catherine O.
    "I commute to Westchester and it is extremely far. Love this area but the commute is not the best. CT is a better commute. Atleast there is no toll to go to Westchester."
    4
    Flag
  • Chloe
    "Many racists live here. If you are looking for diversity this would not be the town I would suggest. There is a lot of local government politic corruption and they are currently under investigation for discrimination. Good luck. "
    2
    Flag
  • Combatvetvlogger
    "State Troopers Station is right down the road and school is across the street. The supermarket, gas station, banks, and other necessities are on the other side down the road."
    0
    Flag
  • Helen T.
    "I love the historic home town feel of Wappingers falls. I was born and raised here and would feel comfortable recommending the neighbor hood to my closest friends. "
    5
    Flag
  • SM
    "Great neighborhood. Close to many restaurants, grocery stores, banks, and gas stations. Traffic can be a bit loud at times. A lot of neighborhood children. "
    1
    Flag
  • Josue S.
    "Train station, highway and airport are about 20-25 minutes away. It’s a very central town everything is around us. "
    4
    Flag
  • Laurel R. J.
    "I have lived here over 18 years love the neighborhood it’s awesome love the people and kids a nice family place "
    0
    Flag
  • Mary.jane7756
    "Close to the train station but too congested. Reasonably priced housing for the area and what it offers."
    0
    Flag
  • Aggie S.
    "I have lived here for about a year now and I obsoletely love it. The people are very friendly and coming from the city this is something I had to get used to. "
    0
    Flag
  • Csalvad1
    "Myers Corners has been my home for basically my whole life. I love it here, it has a homey suburban feel. It’s safe comparative to its surrounding towns as well."
    0
    Flag
  • Joanju1
    "We look out for each other! If I know my neighbors are not home I keep an eye out for them. Children play out side and know who to come to for help!"
    6
    Flag
  • Skey0121
    "It’s the Christmas event most of people are happy and cheerful to celebrate. That is all I can say.... :). "
    2
    Flag
  • Noresta B.
    "Lots of fairs and festivals. They have parades and village wide yard sales. Great fire works in the area too. "
    0
    Flag
  • Jenn
    "There are many festivals and fairs on the weekends during the spring and summer months. Many community activities are planned for all ages. "
    0
    Flag
  • Wappingers Dad
    "Family oriented great for kids there are parks and local activities to enjoy bounce and spins bowl are a few places that are the local favorites "
    0
    Flag
  • Adrianna D.
    "It’s a great place to settle your roots and start a family. I grew up in this area and am very excited to be starting a family of my own here."
    2
    Flag
  • Drecard
    "The neighborhood has great character and charmed. The people are genuine nice and caring. We have beautiful park and restaurant."
    0
    Flag
  • Anthony Vetrano
    "Wonderful people, walkable village, & great old homes with a small town feeling. Main street is coming alive with new restaurants and businesses"
    1
    Flag
  • Drecard
    "They area is a close nit community with a beautiful local farm and great holiday celebration. Little or no crime with good schools."
    0
    Flag
  • Burton.nora80
    "Plenty of company lots of dogs and they seem to be happy dogs not loud dogs they pick up behind them "
    0
    Flag
  • Anthony Vetrano
    "I've lived in the village for 14 years and find each year our community becomes better. Many vintage homes, well taken care of and close to major stores."
    2
    Flag
  • Milagros morales
    "I love the Christmas decorations and the Halloween event and the barbecue in the summer and respectable people"
    0
    Flag
  • Nlafalce73
    "same as a Norman Rockwell painting. White picket fences. Friendly neighborhoods. Lots of open land. Great schools. Close to mass transit to NYC."
    0
    Flag
  • Unspecified
    "On a main road, not the safest with cars speeding most of the day, it’s also loud and trucks use this road frequently "
    0
    Flag
  • Lsado22874
    "dog owners have no place to walk or exercise there pets...a park of some kind would be most welcome...."
    0
    Flag
  • Darryl
    "none we have never seen any events of any kind in this neighborhood at anytime of the year. although it would be nice. very quite a quiet place except for the 4 wheeling and fireworks that go off in the summer. most people up here are renters so there isnt much in the way of a close community. the only people that talk to one another are the parents of the local schools and that because of the events at the schools. "
    0
    Flag
  • Chiffawn W.
    "I see Dog Walker all of the time everyone cleans up behind their dogs. No issues no complaints. A. Dog owner would be fine."
    1
    Flag
  • Caburris23
    "Just moved here and have no young children so I cannot comment. Lots of traffic in the area and it’s great for commuters to the city for work and entertainment. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 256 Smithtown Rd

  • What is 256 Smithtown Rd estimated to be worth?
    Trulia's estimated value for 256 Smithtown Rd in Fishkill, NY is $392,200.
  • What is the price history for 256 Smithtown Rd?
    256 Smithtown Rd in Fishkill, NY last sold for $215,000 in February 2014.
  • Is Fishkill a buyer's or seller's market?
    Fishkill is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Fishkill?
    The median sale price in Fishkill is $502K. That is up $30.58K from the prior month.
  • Does 256 Smithtown Rd have air conditioning?
    Yes, 256 Smithtown Rd in Fishkill, NY has air conditioning.
  • Does 256 Smithtown Rd have laundry facilities?
    Yes, 256 Smithtown Rd in Fishkill, NY has in-unit laundry.

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Off Market Homes Near 256 Smithtown Rd

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