22 Jackson Avenue, Middletown, NY 10940
OFF MARKET

22 Jackson Avenue
Middletown, NY 10940

  • 4 Beds
  • 1 Bath
  • 1,454 sqft

$425,400

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $2,901/mo*
Refinance Your Home

$425,400

Trulia Estimate
as of Jul 25, 2026
Est. Refi. Payment $2,901/mo*
Refinance Your Home
4 Beds
1 Bath
1,454 sqft

Local Information

  • Map ViewExplore the area around 22 Jackson Avenue.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1918
Living Area
1,454 sqft
Price/Sqft
$293
Parking
Open Parking

About this House

Welcome to this enchanting 1918 colonial home, where history and elegance intertwine seamlessly. The inviting front porch beckons you to sip your morning coffee or unwind with an evening glass of wine, creating memories with family and friends. Inside this classic home, you’ll be greeted by hardwood floors that flow throughout, leading you to custom details that evoke the warmth of yesteryear. The living spaces boast exquisite crown molding, French doors, and coffered ceilings, while built-in bookcases and wainscoting add a touch of sophistication to every room. Similar details and accents can be found throughout the 4 bedrooms on the second floor. With three balconies, you can savor the warmer weather with a good book or enjoy breakfast al fresco. Outside, a backyard reminiscent of the beloved novel, ‘The Secret Garden” awaits. Wander along slate pathways, surrounded by vibrant perennials, to discover a serene setting—which is perfect for peaceful escapes or conversations. This home is within walking distance to Touro College and the Heritage Trail as well as conveniently located to all shopping and roadways. It is a canvas of charm and character, waiting for its new owner to create lasting memories!
22 Jackson Avenue, Middletown, NY 10940 is a 4 bedroom, 1 bathroom, 1,454 sqft single-family home built in 1918. It last sold for $395,000 on Dec 24, 2024 (4% above the $379,900 asking price). It is currently off market. The Trulia Estimate is $425,400, with a rent estimate of $2,811/month.

Home Details for 22 Jackson Avenue

Interior Features

Interior Details
Basement: Walk-Out Access,Full,UnfinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1454 Square Feet
Appliances & Utilities
Utilities: See RemarksAppliances: Gas Water Heater, Dryer, Refrigerator, WasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,RadiantHas CoolingAir Conditioning: Wall/Window Unit(s)Has HeatingHeating Fuel: Hot Water
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood

Exterior Features

Exterior Home Features
Patio / Porch: PorchExterior: Juliet Balcony
Parking & Garage
No CarportHas Open ParkingParking: Driveway
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 82

Property Information

Year Built
Year Built: 1918
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Shingle SidingNot Attached Property
Property Information
Condition: ActualIncluded in Sale: Oven/RangeParcel Number: 3309000420000012004.0000000

Price & Status

Price
List Price: $379,900
Status Change & Dates
Off Market Date: Wed Oct 30 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Middletown
School Information
Elementary School: WILLIAM A CARTER SCHOOLJr High / Middle School: Middletown Twin Towers Middle SchHigh School: Middletown High SchoolHigh School District: Middletown

Building

Building Area
Building Area: 1454 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 5998 sqft

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6330599Attic: Unfinished, WalkupAttribution Contact: 845-341-0004Showing Requirements: Combination Lock Box
Last check for updates: about 4 hours ago
Listed by Patricia M Sassi, (845) 800-3937
RE/MAX Benchmark Realty Group, (845) 341-0004
Bought with: Kichka Pascaru, (347) 306-8670, Christie's Int. Real Estate, (845) 205-3521
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6330599

Price History for 22 Jackson Avenue

DatePriceEventSource
12/24/2024$395,000Sold
OneKey® MLS as distributed by MLS GRID #H6330599
10/30/2024$379,900PendingOneKey® MLS as distributed by MLS GRID #H6330599
10/24/2024$379,900ListingRemovedOneKey® MLS as distributed by MLS GRID #H6330599
10/03/2024$379,900Listed For SaleOneKey® MLS as distributed by MLS GRID #H6330599

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
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Property Tax and Assessment

Year2025
Tax
Assessment$325,400
Home facts updated by county records

Comparable Sales for 22 Jackson Avenue

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Lafayette Avenue, Middletown, NY
0.14
Single-Family Home
$349,000
05/21/26
3
1
1,132
14 W Prospect Avenue, Middletown, NY
0.18
Single-Family Home
$374,300
09/05/25
3
1.5
1,788
82 Houston Avenue, Middletown, NY
0.02
Single-Family Home
$319,000
11/26/25
3
1
1,124
16 Myrtle Avenue, Middletown, NY
0.29
Single-Family Home
$300,000
10/09/25
3
1
1,732
28 Spring Street, Middletown, NY
0.30
Single-Family Home
$347,475
04/20/26
4
2
1,696
25 Lafayette Avenue, Middletown, NY
0.14
Single-Family Home
$318,000
10/30/25
2
1
792
10 Myrtle Avenue, Middletown, NY
0.32
Single-Family Home
$315,000
01/29/26
3
2
1,608
38 Wilson Street, Middletown, NY
0.16
Single-Family Home
$343,000
12/04/25
3
1.5
1,564
21 Ridge Street, Middletown, NY
0.34
Single-Family Home
$315,000
03/31/26
4
2
1,998

Nearby homes

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Assigned Schools

These are the assigned schools for 22 Jackson Avenue.
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
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  • 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
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  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
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  • 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
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  • 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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Homes for sale near 22 Jackson Avenue

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Off Market Homes Near 22 Jackson Avenue

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Based on information submitted to the MLS GRID as of 2026-07-24 19:03:11 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