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$299,900
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Property Description
The first thing you will do here is walk out into that lawn and start deciding where everything goes, the garden along the sunny side, the fire pit set well back, the patch under the old shade tree that stays empty because that is the coolest spot on the property and you are going to want it for yourself. The lot is 0.28 acres, flat and open, and every bit of it comes with the keys. Not many city addresses have that much grass around them. The covered porch is what will slow you down before you reach the door. It stretches deep across the front, set on stone piers laid by hand in 1924, looking out over the whole yard. June evenings belong out there. So does October, with a blanket and a hot drink while the tree lets go of everything at once. It is going to be the first thing you describe when people ask about the place. Inside, the rooms are bright and freshly painted, and the windows do most of the work, pulling light through the front of the house all afternoon. One bedroom is right on the main floor, which is the kind of flexibility you never appreciate until you have it, a desk and a door you can shut on a Monday, a spare room the weekend somebody stays over. Two more are tucked upstairs under the roofline with windows framing rooftops and treetops, quiet enough that a long day actually ends when you climb up there. The basement below runs nearly 23 feet, clean, bright and completely unfinished, which is the good kind of unfinished. Right now it holds the bikes and the holiday bins. In a few years it becomes the workshop, the studio, the practice room, whatever version of yourself you have not gotten around to yet. The space is already bought and paid for. You just grow into it. The upkeep is easy to live with. Natural gas heat takes care of February, and municipal water and sewer mean nothing buried in the yard you ever have to think about. The cabinets were repainted this year and the interior is done, so you move in and simply live in it. Then the city fills in the rest of the year. From June through October the market sets up Saturdays, 8 to 1, at Erie Way Park on Union Street, a 5 minute drive away. Dinner at Oak & Reed on North Street turns into a habit rather than a plan once it is that easy to get to. Thrall Library on Depot Street lends museum passes, so Storm King, DIA Beacon and Bethel Woods cost you a library card and a tank of gas. Outside is just as close. Watts Memorial Park is a little over a mile up Wisner Avenue, and Fancher-Davidge has the pool, the walking trails and a disc golf course on the west side of town. Sunday nights in season the Speedway races on Wisner, near enough that you can decide to go at 6 p.m. and still make it. When you want out of town entirely, the Middletown station on the NJ Transit Port Jervis Line carries you to Hoboken and Penn Station, Route 17 and I-84 are minutes away, and Manhattan sits 70 miles east. A century is a long time for one house to be looked after by the same owners, and it shows the moment you step inside. Nothing here was let go and patched back together later. It was simply kept, one winter at a time, which is why the walls run true and the stonework still sits level. That care is the part you cannot renovate in afterward. It is already here, in the open ground, in the straight lines, in a hundred years of somebody paying attention. All this place needs now is a new name on the deed. Now it is your turn on that porch.
Full Property Details
Full Property Details for 256 Cottage St
General
- Price: $299,900
- Taxes: $4,562
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1041109
- Updated: 8/28/2026
- Added to Site: 47 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
- Appliances: Range, Refrigerator
- Flooring: Hardwood, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Exterior
- Porch/Patio/Deck: Covered, Porch
Parking
- Parking Features: On Street
Location
- County: Orange County
School Information
- High School District: Middletown
- Elementary School: Presidential Park Elementary
- Middle School: Middletown Twin Towers Middle Sch
- High School: Middletown High School
Heating & Cooling
- Cooling Type: Wall/Window Unit(s)
- Heating Type: Baseboard, Natural Gas
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Electricity Connected
Structural Information
- Architectural Style: Cape Cod
- Detached/Attached: Detached
- Construction: Wood Siding
- Basement: Yes
- Basement Desc.: Unfinished
- Sq. Ft. Source: CubiCasa
- Year Built: 1924
Lot Features
- Lot Size (Acres): 0.2755
- Lot Size (Sq. Ft.): 12,000
Financial Considerations
- Tax Amount: $4,562.76
Disclosures and Reports
- Special Conditions: None
- Property ID: 330900-009-000-0003-001.000-0000
Listed by KW Hudson Valley United
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Schools
Schools serving 256 Cottage St
School District:Middletown City School District
| Name | Grades | Distance |
|---|---|---|
Presidential Park Elementary School 48 Roosevelt Avenue, Middletown, NY 10940 | K-5 | 0.8 mi |
Middletown Twin Towers Middle School 112 Grand Avenue, Middletown, NY 10940 | 6-8 | 0.5 mi |
Middletown High School, Middletown, NY 30 Gardner Avenue Extension, Middletown, NY 10940 | 9-12 | 0.7 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 256 Cottage St
Date
Details
Price
Change
Source
8/26/2026
Listed
$299,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 256 Cottage St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$4,526
100%
$16,300
—
2021
-100%
$16,300
—
2021
$4,579
143%
$16,300
—
2020
$1,888
-57%
$16,300
—
2018
$4,379
3%
$16,300
—
2017
$4,245
—
$16,300
—
2016
$4,257
3%
$16,300
—
2015
$4,127
1%
$16,300
—
2015
$4,106
5%
$16,300
—
2013
$3,922
—
$16,300
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 256 Cottage St
256 Cottage Street, Middletown, NY 10940 (MLS# 1041109) is a Single Family property with 3 bedrooms and 1 full bathroom. 256 Cottage Street is currently listed for $299,900 and was received on August 26, 2026. Want to learn more about 256 Cottage Street? Do you have questions about finding other Single Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.
