21 Cherry St, Middletown, NY 10940
Property image
Property image
OFF MARKET

21 Cherry St
Middletown, NY 10940

Mechanicstown
  • 5 Beds
  • 2 Baths
  • 1,987 sqft

$423,700

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,880/mo*
Refinance Your Home

$423,700

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,880/mo*
Refinance Your Home
5 Beds
2 Baths
1,987 sqft

Local Information

  • Map ViewExplore the area around 21 Cherry St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Priced so low you can't say no! 5 bedroom classic colonial on a corner lot close to all! Beautiful hardwood floors throughout. Bedroom and full bath on first floor. Huge kitchen with amazing center island and door leading out to backyard deck. Large living room/dining room combination provides plenty of room for guests to enjoy dinner or a game night. Second floor has a full bath and 4 spacious dormer bedrooms. Full unfinished basement has plenty of room for storage. Close to all the amazing restaurants and shopping Middletown has to offer! Great location also close to schools, medical facilities, and highway. Brand new High Efficiency Water heater JUST installed! Amazing Opportunity! Don't let this one get away, schedule a viewing today!
21 Cherry St, Middletown, NY 10940 is a 5 bedroom, 2 bathroom, 1,987 sqft single-family home in Mechanicstown, built in 1945. It last sold for $205,000 on Jan 30, 2020. It is currently off market. The Trulia Estimate is $423,700, with a rent estimate of $3,130/month.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 Cherry St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 8

Property Information

Year Built
Year Built: 1945Year Updated: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: WoodFoundation Type: Crawl Raised
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 7501 sqft

Price History for 21 Cherry St

DatePriceEventSource
01/30/2020$205,000Sold
OneKey® MLS as distributed by MLS GRID #H5042617
12/09/2019$210,000PendingAgent Provided
11/25/2019$205,000Sold
N/A
10/31/2019$210,000PriceChange
Agent Provided
10/28/2019$217,000PriceChange
Agent Provided
10/22/2019$219,000PriceChange
Agent Provided
10/14/2019$223,900PriceChange
Agent Provided
10/03/2019$229,900PriceChange
Agent Provided
08/29/2019$239,900Listed For SaleAgent Provided
05/19/2017$145,000Sold
OneKey® MLS as distributed by MLS GRID #H4636997
04/13/2017$138,000PriceChange
Agent Provided
04/07/2017$139,900Listed For SaleAgent Provided
02/28/2017$139,900ListingRemovedAgent Provided
02/22/2017$139,900PendingToActiveAgent Provided
12/01/2016$139,900PendingAgent Provided
11/22/2016$139,900PriceChange
Agent Provided
10/21/2016$144,900PriceChange
Agent Provided
09/20/2016$150,000PriceChange
Agent Provided
08/17/2016$160,000Listed For SaleAgent Provided
05/02/2016$500Sold
N/A
02/05/2016$0Listed For SaleAgent Provided
11/27/2007$292,500Sold
N/A

Market trends in Middletown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$393K
$5KMoM
Sale-to-List Price
99.7%
0.3%MoM
Price per sq ft
$234
$3MoM
Available listings
159
13MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$347,100
Home facts updated by county records

Comparable Sales for 21 Cherry St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Fairlawn Ave, Middletown, NY
0.17
Single-Family Home
$340,000
03/03/26
3
2
1,433
129 1/2 Wisner Ave, Middletown, NY
0.41
Single-Family Home
$250,000
01/07/26
3
2
1,475
15 Rowan Street #13, Middletown, NY
0.52
Single-Family Home
$405,000
09/26/25
5
2
1,920
143 Prospect Ave, Middletown, NY
0.44
Single-Family Home
$268,745
02/17/26
3
2
1,523
21 Ridge Street, Middletown, NY
0.67
Single-Family Home
$315,000
03/31/26
4
2
1,998
16 Robertson Drive, Middletown, NY
0.32
Single-Family Home
$371,000
08/19/25
2
1.5
1,404
212 Cottage Street, Middletown, NY
0.46
Single-Family Home
$275,000
05/15/26
3
1
1,464
38 Sheffield Drive, Middletown, NY
0.44
Single-Family Home
$315,000
10/30/25
3
1.5
1,220
4 New St, Middletown, NY
0.60
Single-Family Home
$250,000
01/23/26
4
2
1,488
55 Prince Street, Middletown, NY
0.54
Single-Family Home
$360,000
11/07/25
3
2
1,537

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Cherry St.
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The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Mechanicstown
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Mechanicstown

At least 82 Trulia users voted on each feature.

  • 83 % Say parking is easy

  • 79 % Say it's dog friendly

  • 79 % Say car is needed

  • 74 % Say there's holiday spirit

  • 70 % Say yards are well-kept

  • 68 % Say kids play outside

  • 64 % Say there's wildlife

  • 61 % Say it's quiet

  • 56 % Say there are sidewalks

  • 55 % Say they plan to stay for at least 5 years

  • 45 % Say it's walkable to grocery stores

  • 45 % Say people would walk alone at night

  • 44 % Say it's walkable to restaurants

  • 38 % Say neighbors are friendly

  • 36 % Say streets are well-lit

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Shakiyna E.
    "Plenty of people walk their dogs here. They seem comfortable and everyone is very friendly! The owners seem to know each other as well! "
    1
    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
  • Sherryawagner
    "people let there dogs poop on your lawn and dont clean it up. and it's nice to be able to walk your dog hear."
    0
    Flag
  • 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
  • Hectorgarcia414
    "You need to pick up after your pets. As long as the neighborhood stays clean, dogs or any pets are more than welcomed."
    0
    Flag
  • Fcw10940
    "it's peaceful and quiet except for the reaching during the summer. overall it safe. Very little police activity and if it is never a big deal. people are real neighborly here. there are about 25-30 houses in my block. I've lived her 8+years night know of 5 people. we all set to go out ways and mind our business. "
    0
    Flag
  • Dilby50
    "I’ve lived where I am for over 20 years and it’s great and easily accessible to NYC. I LOVE it but after all these years I’m running out of room. "
    2
    Flag
  • Kenny
    "Peace and quite after working a heavy day in the city. I love my area and wouldn’t change it for anything "
    3
    Flag
  • Bodhidhamma6
    "You see people who are walking their dogs and they always seem to be welcome, unless they walk on my lawn. In that case I speak to the owner to stop them from going on my lawn. In my development, dogs are only allowed to walk in the street and owners must pick up after they poop. "
    0
    Flag
  • Alexisrpierson
    "I moved here from a busy county so I like that I am very accessible to the highway and major stores such as the grocery store, Walmart and restaurants "
    6
    Flag
  • Angel B.
    "I live here on Silver Lake (Gould) This is a quiet and safe area of Middle town. Very nice families and retirees or professionals. Not many young children here but several older mid/teens. Some great new stores have opened for fresh and organic groceries plus the large chain grocers are here too .. everything is within 5-10 minutes away as well as the train to NYC/NJ and Galleria Mall and brand new state of the art hospital. What else do you want so close to home and a lake too?"
    1
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Homes for sale near 21 Cherry St

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Off Market Homes Near 21 Cherry St

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