255 Howells Road, Middletown, NY 10940
Property image
Property image
FOR SALE
NEW - 2 HRS AGO
36.8 ACRES

255 Howells Road
Middletown, NY 10940

  • 5 Beds
  • 4.5 Baths
  • 4,200 sqft (on 36.80 acres)

$899,000

Est. Mortgage $5,956/mo*
Get Pre-Qualified

$899,000

Est. Mortgage $5,956/mo*
Get Pre-Qualified
5 Beds
4.5 Baths
4,200 sqft
(on 36.80 acres)

Local Information

  • Map ViewExplore the area around 255 Howells Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting.

The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more.

With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development.

Amenities: Storage, multiple barns, natural pond, extensive acreage.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$214
Listed
Less than a day ago
Last check for updates: about 3 hours ago
Listing by: KW Hudson Valley United, (845) 610-6065
Jonathon Z. Lee, (917) 747-6688
Source: OneKey® MLS as distributed by MLS GRID, MLS#1026134
Also Listed on OneKey® MLS as distributed by MLS GRID.

Home Details for 255 Howells Road

Interior Features

Interior Details
Basement: Storage Space,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Master Bathroom, Bathroom 3, Bathroom 4, Bathroom 5, Bonus Room, Dining Room, Family Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4200 Square Feet
Appliances & Utilities
Utilities: Cable Available, Electricity Connected, Propane, Sewer Connected, Water ConnectedAppliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Oven, Refrigerator, WasherDishwasherDryerLaundry: Washer/Dryer Hookup,Gas Dryer Hookup,Inside,Laundry Room,Washer HookupRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Living Room, Wood BurningNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Hardwood
View
Has a ViewView: Lake
Security
Security: Fire Alarm, Security Lights

Exterior Features

Exterior Home Features
Foundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 5Number of Covered Spaces: 5No CarportHas a GarageHas Open ParkingParking Spaces: 5Parking: Driveway,Garage,Private
Frontage
WaterfrontWaterfront: Pond, Water AccessOn Waterfront
Water & Sewer
Sewer: Septic Tank
Farm & Range
Not Allowed to Raise Horses

Days on Market

Cumulative Days on Market: 391Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1821
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial,Estate
Building
Construction Materials: FrameNot Attached Property
Property Information
Parcel Number: 3352000210000001020.3120000

Price & Status

Price
List Price: $899,000Price Per Sqft: $214

Active Status

MLS Status: Active

Location

Direction & Address
City: Middletown
School Information
Elementary School: Minisink Valley ElementaryJr High / Middle School: Minisink Valley Middle SchoolHigh School: Minisink Valley High SchoolHigh School District: Minisink Valley

Agent Information

Listing Agent
Listing ID: 1026134

Building

Building Area
Building Area: 4200 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 36.8 Acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 1026134Attic: FullWater ViewWater View: LakeAttribution Contact: 845-610-6065Showing Requirements: Appointment Only, Combination Lock Box

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$404K
$10.42KMoM
Sale-to-List Price
99.8%
Price per sq ft
$237
$3MoM
Available listings
197
37MoM

Price History for 255 Howells Road

DatePriceEventSource
07/14/2026$899,000Listed For SaleOneKey® MLS as distributed by MLS GRID #1026134
07/01/2026$895,000ListingRemovedOneKey® MLS as distributed by MLS GRID #980314
06/26/2026$895,000PriceChange
OneKey® MLS as distributed by MLS GRID #980314
04/03/2026$979,900Listed For SaleOneKey® MLS as distributed by MLS GRID #980314
04/01/2026$979,880ListingRemovedOneKey® MLS as distributed by MLS GRID #947943
02/02/2026$979,880PriceChange
OneKey® MLS as distributed by MLS GRID #947943
01/04/2026$979,900Listed For SaleOneKey® MLS as distributed by MLS GRID #947943
01/01/2026$975,000ListingRemovedOneKey® MLS as distributed by MLS GRID #922246
11/05/2025$975,000PriceChange
OneKey® MLS as distributed by MLS GRID #922246
10/08/2025$998,000Listed For SaleOneKey® MLS as distributed by MLS GRID #922246
10/07/2025$999,900ListingRemovedOneKey® MLS as distributed by MLS GRID #868726
07/02/2025$999,900PriceChange
OneKey® MLS as distributed by MLS GRID #868726
05/30/2025$1,125,000Listed For SaleOneKey® MLS as distributed by MLS GRID #868726
04/01/2025$1,225,000ListingRemovedOneKey® MLS as distributed by MLS GRID #H6335451
11/05/2024$1,225,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6335451
01/13/2023ListingRemovedOneKey® MLS as distributed by MLS GRID #H6199335
07/16/2022$650,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6199335
10/31/1992$222,500Sold
N/A

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Property Tax and Assessment

Year2022
Tax
Assessment$410,100
Home facts updated by county records

Comparable Sales for 255 Howells Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
21 California Drive, Middletown, NY
0.43
Single-Family Home
$413,000
02/06/26
3
1.5
1,652
3 Top Notch Road, Middletown, NY
0.85
Single-Family Home
$310,000
06/24/26
3
2.5
2,376
14 Pennsylvania Avenue, Middletown, NY
0.33
Single-Family Home
$330,000
02/27/26
3
1
1,058
32 Dudley Lane, Howells, NY
0.77
Single-Family Home
$390,000
05/18/26
3
1.5
1,984
326 Ingrassia Road, Middletown, NY
1.09
Single-Family Home
$707,500
03/16/26
4
3.5
2,987
242 Derby Road, Middletown, NY
0.95
Single-Family Home
$426,500
01/22/26
3
3
2,214
80 Pine Grove Road, Middletown, NY
1.31
Single-Family Home
$1,260,000
02/13/26
6
5.5
4,650
344 Ingrassia Road, Middletown, NY
1.21
Single-Family Home
$605,000
09/19/25
4
2.5
2,410

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 255 Howells Road.
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 Middletown

At least 784 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 82 % Say it's dog friendly

  • 81 % Say parking is easy

  • 75 % Say yards are well-kept

  • 74 % Say there's holiday spirit

  • 63 % Say kids play outside

  • 63 % Say there's wildlife

  • 60 % Say it's quiet

  • 57 % Say there are sidewalks

  • 56 % Say they plan to stay for at least 5 years

  • 54 % Say people would walk alone at night

  • 48 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 44 % Say it's walkable to restaurants

  • 42 % Say it's walkable to grocery stores

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Hector D Quinones
    "There’s a local dog park And a local man made lake with walking trails for dog "
    0
    Flag
  • Rjeancharles430
    "Quietly respect each other’s and safety for every one ,I love my area and my family love it too even when my friends come to visit they’re always love my neighborhood.they want to stay."
    0
    Flag
  • Chrisfatkinson
    "The area is rapidly improving with significant investment and renovation to many properties and infrastructure. There are so many amazing restaurants and shops, and great parks and services for children, like craft stations at the parks and free lunches! "
    0
    Flag
  • Nikolaus Wong
    "Manageable sometimes riddled with traffic but not terrible. Once in a while strategic and time consuming."
    0
    Flag
  • Vincent colaneri
    "Farmers market, festivals. Lively Halloween output. Parades in town and lots of outreach. Announcements by the city are made online. North street is on the way up. Really enjoy living here and the sense of community we have "
    0
    Flag
  • Trulia User
    "They're isn't many sidewalks to walk your dogs or other dogs animals outside. How many yards is that and how many yards are you walking to "
    0
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  • Specks1998
    "People walk their dogs freely some off the leash a lot of open land spaces for walking a dog, but they’re also designated dog walk areas to. "
    0
    Flag
  • Gerard Lewis
    "I lived in this neighborhood for over twenty four years and it has grown, but still a lovely place to live. "
    0
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  • Anny Guzman
    "The town is save for the kid and family, this is a beautiful place, quiet, save and the people care for others "
    0
    Flag
  • Brixza Hernandez
    "It’s a very nice community, everything is nearby. "
    6
    Flag
  • Kaylak1214
    "Dogs are welcome in the neighborhood, but not in the parks. There are bags provided as well near all the parks. "
    1
    Flag
  • Msjclark
    "I live by parks and lakes it’s wonderful here. Plenty of things to do. Your within mins of other states."
    15
    Flag
  • Ashdally1068
    "Quiet neighborhood where you have space for yourself and can enjoy nature with your family and pets. Stores not too far away with wineries and breweries within this county."
    0
    Flag
  • Danielle L.
    "Lived here all my life and it's a great place to raise a family with great schools as well. I absolutely love living here. It's very safe and everything you need is within a 10 mile radius."
    1
    Flag
  • Jlacenere
    "it's open and plenty of space for people who own animals from dogs to goats. Definitely a good location "
    0
    Flag
  • Jlacenere
    "easy access to transit for commuting, every major retailer is close by, quaint County feel but close to every convenience you can want. "
    0
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  • Mayra C.
    "every one knows each other and every one is polite to each other, horses stables, cows, corn fields. this is a very county and rural place, with beautiful nature. the Galeria Mall and every shopping center restaurants and other entertainment venues are a couple of minutes away. exits to different highways are a few minutes away. you get both of best worlds. "
    0
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  • Tessa C. .
    "great area...no crime...quiet...clean area. close to to main road that leads to bigger roads to get you to the big stores!!!"
    8
    Flag
  • Cynthiacastillo3021
    "There are many activities in the neighborhood for the summer for family oriented and very safe to participate "
    10
    Flag
  • Martin Y. B.
    "The town of Wallkill surrounds the Town Of Middletown. There are vast amounts of out door activities to enjoy. Go to the trail, skate park, ice cream and mini golf. It is a quaint town with a big city vibe. There is a huge diverse group of families. Due to city families seeking a change of scenery."
    0
    Flag
  • Bcollins2336
    "People need to slow down. My dog was killed from a car speeding and they never stopped Drivers drive too fast"
    10
    Flag
  • Bennett10940
    "The Middletown police are horrible and regardless of race, you will be treated as a criminal. They have been rude, unprofessional, and corrupt "
    35
    Flag
  • Kristina J.
    "There are no designated sidewalks but it is VERY rare for you to see a car driving by anyway. You do feel very safe on the roads because of its desolate nature. "
    0
    Flag
  • Sydney S.
    "I've lived here my whole life. Scotchtown has only improved over the years. It's clean and safe, that's why I continue to look for a place to live out here. "
    0
    Flag
  • Cknights1989
    "Scotchtown is an amazing neighborhood and community to be apart of. Friendly ppl, awesome school district! "
    0
    Flag
  • Eric T.
    "Try to get your children into Circleville elementary for their education. It's the better of the local schools. "
    0
    Flag
  • Jennifer D.
    "lived here my whole life. Diversity is a big one. You have so many different races, food cultures the people and so on. "
    7
    Flag
  • Allie R.
    "I don’t commute but I drive around town, etc. and have never really had much of an issue. As for public transportation, last I checked it was cleanly and not too horrible. "
    0
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  • Lattaallan
    "The people are nice stay to themselves no issues whatsoever. I love how everyone care about the environment "
    0
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  • Neenasantos
    "They have busses and cars, but that could be costly, and take too long. It’s best to own a car. If you’re traveling into NYC, the metro north would be best. "
    18
    Flag
  • Cynthiapwagner
    "I’ve lived here 5 years. Great schools and neighbors! Otisville schools are amazing! Highly recommend!"
    0
    Flag
  • Kamelia M.
    "Nice and quiet living area. Private parking, open spaces, HOA, access to swimming pool, tennis and basketball court. Neighbors are friendly and there is a neighborhood watch."
    0
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  • Cql617
    "It is a quiet area. It is centrally located. close to shopping and banking, hospital and urgent care facilities. there are lots of barbers, hair salons, and eateries. "
    2
    Flag
  • Antonio R.
    "Neighborhood is great and some areas are bad but it’s not that bad depending where you live at taxes are pretty high neighborhood cat crime drugs but the cops respond right away"
    28
    Flag
  • Hector D. Q.
    "Music fairs concerts and Christmas tree lighting. breweries. Restaurants. Middletown theatre. "
    6
    Flag
  • Wendy P.
    "We have friendly neighbors. cookout is our favorite time to talk, laugh and eat into our children's is playing, running around. Cookout is memorable. "
    0
    Flag
  • Wendy P.
    "Is really quiet place. Good neighbors. Access to many stores, schools, gas stations, churches supermarkets. etc."
    0
    Flag
  • Leobregon
    "Growing , needs more work , needs to be cleaned up More parks an things to do for kids . Needs more cameras in the area "
    2
    Flag
  • Robert C.
    "While Middletown is currently on an upswing it still has a bit to go with some areas still being not the best or safest"
    7
    Flag
  • Poelzl1955
    "It's a beautiful area. Still pretty rural but it is close to alot of shopping so it is convenient. Good schools good people too ."
    0
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LGBTQ Local Legal Protections

Jonathon Z. Lee, KW Hudson Valley United, (845) 610-6065
Agent Phone: (917) 747-6688
Based on information submitted to the MLS GRID as of 2026-07-14 11:53:09 PDT 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
255 Howells Road, Middletown, NY 10940 is a 5 bedroom, 5 bathroom, 4,200 sqft single-family home built in 1821. This property is currently available for sale and was listed by OneKey® MLS as distributed by MLS GRID on Jul 14, 2026. The MLS # for this home is MLS# 1026134.