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

106 Smithtown Rd
Fishkill, NY 12524

  • 3 Beds
  • 2 Baths
  • 1,550 sqft (on 3.61 acres)

$500,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,408/mo*
Refinance Your Home

$500,700

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $3,408/mo*
Refinance Your Home
3 Beds
2 Baths
1,550 sqft
(on 3.61 acres)

Home Value

Trulia Estimate
$501K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$32K (+6.8%)
Since last sale
Increased$120K (+31.7%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$500K
July 2026$502K
June 2026$499K
May 2026$502K
April 2026$493K
March 2026$487K
February 2026$480K
January 2026$478K
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
94 Smithtown Road, Fishkill, NY
0.11
Single-Family Home
$492,500
07/17/26
3
2
1,940
95 Smithtown Road, Fishkill, NY
0.17
Single-Family Home
$499,000
02/04/26
3
2
1,400
174 Smithtown Road, Fishkill, NY
0.48
Single-Family Home
$490,000
12/30/25
2
2
2,116
25 Mac Farlane Road, Wappingers falls, NY
0.47
Single-Family Home
$440,000
01/27/26
3
2
1,702
93 Smithtown Rd, Fishkill, NY
0.18
Single-Family Home
$250,000
01/28/26
2
1
1,660
25 Mac Farlane Rd, Wappingers Falls, NY
0.46
Single-Family Home
$440,000
02/03/26
3
1
1,402
95 Osborne Hill Road, Fishkill, NY
0.63
Single-Family Home
$536,000
01/23/26
3
2.5
1,975
12 Ronsue Drive, Wappingers Falls, NY
0.72
Single-Family Home
$455,000
11/28/25
3
1.5
1,450
276 Old Hopewell Road, Wappingers Falls, NY
0.80
Single-Family Home
$389,000
03/20/26
3
1
1,173
13 Eck Road, Wappingers Falls, NY
0.80
Single-Family Home
$430,000
12/19/25
3
2.5
1,886

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
96 Smithtown Road, Fishkill, NY 12524
0.06
$526,200
3
1.5
4,173
Off Market
94 Smithtown Road, Fishkill, NY 12524
0.11
$492,500
3
2
1,940
Recently Sold
90 Smithtown Road, Fishkill, NY 12524
0.15
$366,700
2
1
1,128
Off Market
95 Smithtown Road, Fishkill, NY 12524
0.17
$499,000
3
2
1,400
Recently Sold
1094 ROUTE 9 LOT #2, Fishkill, NY 12524
0.24
$189,600
3
2
1,493
Off Market
49 Scarborough Lane #A, Wappingers Falls, NY 12590
0.34
$258,800
2
1
1,030
Off Market
12 Tuscany Drive #8-12, Wappingers Falls, NY 12590
0.40
$625,000
3
2.5
2,051
For Sale
18 Mac Farlane Road, Wappingers falls, NY 12590
0.37
-
3
4
2,558
Off Market
43 Scarborough Lane #D, Wappingers Falls, NY 12590
0.38
$217,200
1
1
850
Off Market
43 Scarborough Lane #C, Wappingers Falls, NY 12590
0.39
$237,600
1
1
850
Off Market
38 Osborne Hill Road, Wappingers Falls, NY 12590
0.43
$431,500
2
1
978
Off Market
13C Scarborough Lane #C, Wappingers Falls, NY 12590
0.39
$234,200
1
1
850
Off Market

Local Information

  • Map ViewExplore the area around 106 Smithtown Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1911
Lot Size
3.61 acres
Living Area
1,550 sqft
Price/Sqft
$323
Parking
Garage

About this House

Through stone pillars and behind a stone wall sits this 3 bedroom 2 full bath Colonial Cape on 3.61 level acres with endless possibilities. Behind the house down a short driveway is a huge additional approx 1500 sq ft detached Garage (Boats, Trucks, Cars or an Art Studio!). The home offers a new Kraftmaid kitchen with granite countertops and a deep pantry cabinet with fold out shelving. There is a screened porch off of the kitchen that overlooks the property. The Main Bedroom is on the first floor. There is a den or office also on the main floor and two bedrooms upstairs. A one car attached garage makes transporting anything easy into the home. Approx 10 minutes to the train station, 5 minutes to interstate 84 and a minute or two from Route 9. First time on the market in 44 years. This home on the Fishkill/Wappingers line is a prime location! One Year American Homeshield Warranty included.
106 Smithtown Rd, Fishkill, NY 12524 is a 3 bedroom, 2 bathroom, 1,550 sqft single-family home built in 1911. It last sold for $380,000 on Oct 24, 2022. It is currently off market. The Trulia Estimate is $500,700, with a rent estimate of $3,183/month.

Home Details for 106 Smithtown Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: ElectricAir ConditioningCooling System: WallHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1.7000000476837158
Appliances & Utilities
DishwasherRefrigerator

Property Information

Year Built
Year Built: 1911Year Updated: 1911
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 3.61 acres

Price and Tax history

DateEventPrice
Feb 13, 2024
Source: MHMLS #406360
ListingRemoved
Oct 24, 2022
Source: OneKey® MLS as distributed by MLS GRID #H6197454
Sold
$380,000
Aug 31, 2022
Source: OneKey® MLS as distributed by MLS GRID #H6197454
Pending
$370,000
Aug 1, 2022
Source: OneKey® MLS as distributed by MLS GRID #H6197454
PriceChange
$370,000
Price decreased by 4%
Jul 7, 2022
Source: MHMLS #409395
Listed For Sale
$385,000

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 106 Smithtown Rd

  • What is 106 Smithtown Rd estimated to be worth?
    Trulia's estimated value for 106 Smithtown Rd in Fishkill, NY is $500,700.
  • What is the price history for 106 Smithtown Rd?
    106 Smithtown Rd in Fishkill, NY last sold for $380,000 in October 2022.
  • 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 106 Smithtown Rd have air conditioning?
    Yes, 106 Smithtown Rd in Fishkill, NY has air conditioning.
  • How big is the lot at 106 Smithtown Rd?
    The lot at 106 Smithtown Rd in Fishkill, NY is about 3.6 acres.

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Off Market Homes Near 106 Smithtown Rd

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