243 Smithtown Road
Fishkill, NY 12524
- 4 Beds
- 3 Baths
- 3,801 sqft (on 3.46 acres)
$807,500
Last Sold: Nov 7, 2025
1% below list $815K
$212/sqft
Est. Refi. Payment $5,298/mo*
$807,500
Last Sold: Nov 7, 2025
1% below list $815K
$212/sqft
Est. Refi. Payment $5,298/mo*
4 Beds
3 Baths
3,801 sqft
(on 3.46 acres)
Local Information
© Google
-- mins to
Description
Nestled at the top of a tree-lined driveway, this stunning three level contemporary chalet is a true private oasis, blending architectural elegance with natural serenity. Flooded with natural light, the home features soaring cathedral ceilings, expansive windows, and an open layout that seamlessly connects indoor and outdoor living.
The primary suite offers the ultimate in comfort and privacy, featuring a private balcony perfect for morning coffee or evening relaxation. The spa-inspired ensuite bathroom includes a jacuzzi tub and steam shower. Enjoy the convenience of his and her closets providing ample storage space.
Step outside to enjoy idyllic views from the wrap-around porch, surrounded by lush landscaping and mature trees. The beautifully designed saltwater in ground pool is complemented by a stylish poolside cabana, perfect for entertaining or unwinding on warm summer days.
A detached two-car garage offers second-story potential—ideal for an artist studio or exercise room. Whether you’re seeking a full-time residence or a weekend retreat, this property embodies Hudson Valley living at its finest. Schedule your viewing before it's gone!
The primary suite offers the ultimate in comfort and privacy, featuring a private balcony perfect for morning coffee or evening relaxation. The spa-inspired ensuite bathroom includes a jacuzzi tub and steam shower. Enjoy the convenience of his and her closets providing ample storage space.
Step outside to enjoy idyllic views from the wrap-around porch, surrounded by lush landscaping and mature trees. The beautifully designed saltwater in ground pool is complemented by a stylish poolside cabana, perfect for entertaining or unwinding on warm summer days.
A detached two-car garage offers second-story potential—ideal for an artist studio or exercise room. Whether you’re seeking a full-time residence or a weekend retreat, this property embodies Hudson Valley living at its finest. Schedule your viewing before it's gone!
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. This description is from November 08, 2025
Home Highlights
Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
$212/sqft
Listed
180+ days ago
Home Details for 243 Smithtown Road
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Interior Details Basement: Finished,FullNumber of Rooms: 12Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Bathroom 3, Basement, Dining Room, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 3801 Square Feet |
Appliances & Utilities Utilities: Electricity ConnectedAppliances: Dishwasher, Dryer, Electric Range, Electric Water Heater, Oven, Refrigerator, Washer, Water Softener OwnedDishwasherDryerLaundry: Washer/Dryer HookupRefrigeratorWasher |
Heating & Cooling Heating: OilHas CoolingAir Conditioning: Ductless,Wall/Window Unit(s)Has HeatingHeating Fuel: Oil |
Fireplace & Spa Number of Fireplaces: 2Has a Fireplace |
Gas & Electric Has Electric on Property |
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Exterior Home Features Patio / Porch: Deck, Wrap AroundFencing: Chain Link, PartialOther Structures: CabanaHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Garage |
Pool Pool: In Ground, Salt WaterPool |
Water & Sewer Sewer: Septic Tank |
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Cumulative Days on Market: 9 |
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Year Built Year Built: 1978 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Contemporary |
Building Construction Materials: Wood SidingNot Attached Property |
Property Information Parcel Number: 1356896256011157850000 |
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Price List Price: $815,000Price Per Sqft: $212/sqft |
Status Change & Dates Off Market Date: Fri Aug 08 2025 |
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MLS Status: Sold |
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Direction & Address City: Fishkill |
School Information Elementary School: Myers CornersJr High / Middle School: Wappingers Junior High SchoolHigh School: Roy C Ketcham Senior High SchHigh School District: Wappingers |
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Building Area Building Area: 3801 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 3.46 Acres |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 894241Attic: PartialAttribution Contact: 845-447-2525Showing Advance Notice: 4Showing Requirements: Appointment Only, No Sign, Occupied, Pet(s) on Premises, See Remarks |
Last check for updates: about 4 hours ago
Listed by Kristin Natoli, (845) 235-6615
Greenan Properties RE Agency, (845) 447-2525
Bought with: Benjamin Loving, (843) 323-1111, Four Seasons Realty Group, (845) 255-0019
Source: OneKey® MLS as distributed by MLS GRID, MLS#894241

Price History for 243 Smithtown Road
| Date | Price | Event | Source |
|---|---|---|---|
| 11/07/2025 | $807,500 | Sold | OneKey® MLS as distributed by MLS GRID #894241 |
| 08/25/2025 | $815,000 | Pending | OneKey® MLS as distributed by MLS GRID #894241 |
| 08/08/2025 | $815,000 | ListingRemoved | OneKey® MLS as distributed by MLS GRID #894241 |
| 07/30/2025 | $815,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #894241 |
| 02/13/2024 | ListingRemoved | MHMLS #409637 | |
| 09/19/2023 | $740,000 | Sold | OneKey® MLS as distributed by MLS GRID #H6242648 |
| 07/12/2023 | $775,000 | Pending | MHMLS #414843 |
| 06/10/2023 | $775,000 | PriceChange | OneKey® MLS as distributed by MLS GRID #H6242648 |
| 04/17/2023 | $799,000 | Listed For Sale | MHMLS #414843 |
| 08/26/2022 | ListingRemoved | RE/MAX International | |
| 07/11/2022 | $775,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #H6198062 |
| 12/14/2018 | $575,000 | Sold | OneKey® MLS as distributed by MLS GRID #H4835786 |
| 09/19/2018 | $575,000 | Pending | Agent Provided |
| 09/18/2018 | $575,000 | PendingToActive | Agent Provided |
| 09/18/2018 | $575,000 | Pending | Agent Provided |
| 07/31/2018 | $575,000 | PriceChange | Agent Provided |
| 07/15/2018 | $650,000 | Listed For Sale | N/A |
Property Tax and Assessment
| Year | 2024 |
|---|---|
| Tax | |
| Assessment | $730,700 |
Home facts updated by county records
Comparable Sales for 243 Smithtown Road
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.58 | Single-Family Home | $750,000 | 11/17/25 | 4 | 2.5 | 3,128 | |
0.62 | Single-Family Home | $737,501 | 07/02/25 | 4 | 3 | 3,300 | |
0.44 | Single-Family Home | $400,000 | 12/22/25 | 4 | 3 | 3,100 | |
0.34 | Single-Family Home | $1,150,000 | 08/27/25 | 4 | 4.5 | 6,400 | |
0.36 | Single-Family Home | $490,000 | 12/30/25 | 2 | 2 | 2,116 | |
0.83 | Single-Family Home | $900,000 | 07/16/25 | 4 | 2.5 | 2,681 | |
0.97 | Single-Family Home | $610,000 | 07/15/25 | 3 | 2.5 | 2,576 | |
0.92 | Single-Family Home | $536,000 | 01/23/26 | 3 | 2.5 | 1,975 |
Assigned Schools
These are the assigned schools for 243 Smithtown Road.
What Locals Say about Fishkill
At least 157 Trulia users voted on each feature.
90 % Say car is needed
86 % Say it's dog friendly
80 % Say parking is easy
78 % Say there's holiday spirit
74 % Say people would walk alone at night
65 % Say it's quiet
62 % Say there's wildlife
62 % Say yards are well-kept
61 % Say kids play outside
57 % Say they plan to stay for at least 5 years
55 % Say neighbors are friendly
54 % Say there are sidewalks
54 % Say streets are well-lit
52 % Say it's walkable to restaurants
43 % Say it's walkable to grocery stores
41 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 243 Smithtown Road
Off Market Homes Near 243 Smithtown Road

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
Homes for rent near 243 Smithtown Road
243 Smithtown Road, Fishkill, NY 12524 is a 4 bedroom, 3 bathroom, 3,801 sqft single-family home built in 1978. This property is not currently available for sale. 243 Smithtown Road was last sold on Nov 7, 2025 for $807,500 (1% lower than the asking price of $815,000). The current Trulia Estimate for 243 Smithtown Road is $841,500.