106 Smithtown Rd, Fishkill, NY 12524
OFF MARKET

106 Smithtown Rd
Fishkill, NY 12524

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

$497,400

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $3,298/mo*
Refinance Your Home

$497,400

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $3,298/mo*
Refinance Your Home
3 Beds
2 Baths
1,550 sqft
(on 3.61 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 106 Smithtown Rd

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: WallHeating Fuel: Other
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 History for 106 Smithtown Rd

DatePriceEventSource
02/13/2024ListingRemovedMHMLS #406360
10/24/2022$380,000Sold
OneKey® MLS as distributed by MLS GRID #H6197454
08/31/2022$370,000PendingOneKey® MLS as distributed by MLS GRID #H6197454
08/01/2022$370,000PriceChange
OneKey® MLS as distributed by MLS GRID #H6197454
07/07/2022$385,000Listed For SaleMHMLS #409395
06/05/2022ListingRemovedBHHS broker feed
05/19/2022$429,900PendingToActiveMHMLS #406360
03/20/2022$429,900PendingMHMLS #406360
03/03/2022$429,900Listed For SaleMHMLS #406360
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Property Tax and Assessment

Year2024
Tax
Assessment$380,000
Home facts updated by county records

Comparable Sales for 106 Smithtown Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
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
17 Michael Drive, Wappingers Falls, NY
0.44
Single-Family Home
$610,000
07/15/25
3
2.5
2,576
93 Smithtown Rd, Fishkill, NY
0.18
Single-Family Home
$250,000
01/28/26
2
1
1,660
155 Ketchamtown Road, Wappingers Falls, NY
0.86
Single-Family Home
$435,000
05/28/25
3
2
1,400
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

Nearby homes

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Assigned Schools

These are the assigned schools for 106 Smithtown Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
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  • 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
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106 Smithtown Rd, Fishkill, NY 12524 is a 3 bedroom, 2 bathroom, 1,550 sqft single-family home built in 1911. This property is not currently available for sale. 106 Smithtown Rd was last sold on Oct 24, 2022 for $380,000. The current Trulia Estimate for 106 Smithtown Rd is $497,400.