Middletown, NY Real Estate & Homes For Sale

119 homes

  • 1125 State Route 211, Middletown, NY 10940
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    NEW - 8 HRS AGO1.08 ACRES
    $329,900
    3bd
    1ba
    1,240 sqft (on 1.08 acres)
    1125 State Route 211,
    Middletown, NY 10940
    Listing by: Keller Williams Prestige Prop
  • 768 Winterton Road, Middletown, NY 10940
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    NEW - 1 DAY AGO0.57 ACRES
    $400,000
    3bd
    2ba
    1,260 sqft (on 0.57 acres)
    768 Winterton Road,
    Middletown, NY 10940
    Listing by: Keller Williams Realty
  • 39 Goffredo Court, Middletown, NY 10940
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    NEW - 2 DAYS AGO1.6 ACRES
    $579,000
    3bd
    3ba
    2,736 sqft (on 1.60 acres)
    39 Goffredo Court,
    Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 11 Freezer Road, Middletown, NY 10941
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    NEW - 2 DAYS AGO0.46 ACRES
    $350,000
    5bd
    3ba
    1,790 sqft (on 0.46 acres)
    11 Freezer Road,
    Middletown, NY 10941
    Listing by: Preferred Properties Real Esta
  • 154 Mt Joy Road, Middletown, NY 10941
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    NEWOPEN SAT, 12-3PM0.54 ACRES
    $479,000
    4bd
    2ba
    2,188 sqft (on 0.54 acres)
    154 Mt Joy Road,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 114 Highland Lake Road, Middletown, NY 10940
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    3 ACRES
    Listing by: HomeSmart Homes & Estates
  • 2 Brittany Drive, Middletown, NY 10940
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    COMING SOON 3/29
    Listing by: RE/MAX Benchmark Realty Group
  • 7 High Ridge Lane, Middletown, NY 10940
    Listing by: Century 21 Realty Center
  • 49 Belmont Avenue, Middletown, NY 10940
    COMING SOON 4/4
    Listing by: Curasi Realty, Inc.
  • 54 Broad Street, Middletown, NY 10940
    Listing by: Redfin Real Estate
  • 4 Arnott Lane, Middletown, NY 10941
    2 ACRES
    $750,000
    4bd
    3ba
    2,784 sqft (on 2 acres)
    4 Arnott Lane,
    Middletown, NY 10941
    Listing by: Realty Promotions Inc
  • Maple Ln #18, Margaretville, NY 12455
    3.01 ACRES
    Listing by: Coldwell Banker Timberland Properties, MLS#R1526665
  • TBD Beyers Road, Middletown, NY 10941
    1.6 ACRES
    $669,900
    4bd
    3ba
    2,323 sqft (on 1.60 acres)
    TBD Beyers Road,
    Middletown, NY 10941
    Listing by: Realty Promotions Inc
  • 150 Cottage Street, Middletown, NY 10940
    Listing by: Avion
  • 410 Sands Road, Middletown, NY 10941
    1.9 ACRES
    $550,000
    4bd
    3ba
    2,400 sqft (on 1.90 acres)
    410 Sands Road,
    Middletown, NY 10941
    Listing by: Compass Greater NY, LLC
  • 705 Route 211 E, Middletown, NY 10941
    5 ACRES
    Listing by: Keller Williams Realty
  • 63 Sycamore Drive UNIT 63, Middletown, NY 10940
    Listing by: Hudson Valley Griffith
  • 1103 St Hwy 211, Middletown, NY 10940
    0.55 ACRES
    $149,900
    2bd
    1ba
    1,228 sqft (on 0.55 acres)
    1103 St Hwy 211,
    Middletown, NY 10940
    Listing by: Greene Realty Group
  • 155 Lake Avenue, Middletown, NY 10940
    Listing by: Curasi Realty, Inc.
  • 748 E Main Street, Middletown, NY 10940
    1.4 ACRES
    $350,000
    3bd
    2ba
    1,424 sqft (on 1.40 acres)
    748 E Main Street,
    Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 21 Lincoln Terrace, Middletown, NY 10940
    1.01 ACRES
    $1,195,000
    3bd
    4ba
    3,699 sqft (on 1.01 acres)
    21 Lincoln Terrace,
    Middletown, NY 10940
    Listing by: Keller Williams Realty
  • 23 Beacon Street, Middletown, NY 10940
    0.34 ACRES
    $499,900
    4bd
    2ba
    2,000 sqft (on 0.34 acres)
    23 Beacon Street,
    Middletown, NY 10940
    Listing by: Five Star Realty Group Intl
  • 119 Lake Avenue, Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 153 Prospect Avenue, Middletown, NY 10940
    Listing by: Curasi Realty, Inc.
  • 350 Concord Lane UNIT 350, Middletown, NY 10940
    Listing by: Century 21 Full Service Realty
  • 358 Concord Lane, Middletown, NY 10940
    Listing by: Century 21 Full Service Realty
  • Heatherland Ln SW #51, Margaretville, NY 12455
    24.73 ACRES
    Listing by: Catskill Concepts, LLC, MLS#R1525351
  • 5 Fortune Road W UNIT M, Middletown, NY 10941
    Listing by: Howard Hanna Rand Realty
  • 38 Eisenhower Drive, Middletown, NY 10940
    0.39 ACRES
    $335,000
    3bd
    1ba
    1,092 sqft (on 0.39 acres)
    38 Eisenhower Drive,
    Middletown, NY 10940
    Listing by: Keller Williams Hudson Valley
  • 1050 Kirby Pl, Middletown, NY 10940
    2.7 ACRES
    Listing by: Khadeejah Johnson, Licensed Real Estate Broker
  • 12 Heather Court, Middletown, NY 10941
    2 ACRES
    $624,899
    4bd
    3ba
    2,404 sqft (on 2 acres)
    12 Heather Court,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 334 Concord Lane, Middletown, NY 10940
    Listing by: eXp Realty
  • 68 Beattie Avenue, Middletown, NY 10940
    Listing by: Houlihan Lawrence Inc.
  • County Highway 76, Middletown, NY 10940
    30.5 ACRES
    Listing by: Villa Group Real Estate LLC
  • 212-216 E Main Street, Middletown, NY 10940
    0.64 ACRES
    Listing by: RE/MAX Distinguished Hms.&Prop
  • 18 Jimal Drive, Middletown, NY 10940
    $250,000
    2bd
    2ba
    1,133 sqft
    18 Jimal Drive,
    Middletown, NY 10940
    Listing by: John J Lease REALTORS Inc
  • 464 Union School Road, Middletown, NY 10941
    5.1 ACRES
    $900,000
    3bd
    3ba
    4,090 sqft (on 5.10 acres)
    464 Union School Road,
    Middletown, NY 10941
    Listing by: Weichert Realtors
  • 87 Sproat Street, Middletown, NY 10940
    Listing by: eXp Realty
  • 159/161 Highland Lake Road, Middletown, NY 10940
    12.9 ACRES
    $599,000
    4bd
    3ba
    1,988 sqft (on 12.90 acres)
    159/161 Highland Lake Road,
    Middletown, NY 10940
    Listing by: Keller Williams Hudson Valley
  • 32 Jordan Lane, Middletown, NY 10940
    $325,000
    3bd
    3ba
    1,345 sqft
    32 Jordan Lane,
    Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty

Middletown, NY Real Estate Trends

Learn about the Middletown, NY housing market through trends and averages.

Affordability of Living in Middletown, NY

The median home value is $358,909
MonthMedian home value
March 2023$334k
April 2023$335k
May 2023$335k
June 2023$337k
July 2023$340k
August 2023$343k
September 2023$347k
October 2023$350k
November 2023$352k
December 2023$354k
January 2024$356k
February 2024$359k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Middletown, NY, by Home Size

Currently, there are 13 new listings and 119 homes for sale in Middletown.
Home SizeHome Value*
1 bedroom (1 home)$180,136
2 bedrooms (14 homes)$270,006
3 bedrooms (39 homes)$350,162
4 bedrooms (36 homes)$438,295
*Home value over the past month

What Locals Say about Middletown

  • Brixza Hernandez
    "It’s a very nice community, everything is nearby. "
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  • Msjclark
    "I live by parks and lakes it’s wonderful here. Plenty of things to do. Your within mins of other states."
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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!!!"
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  • Cynthiacastillo3021
    "There are many activities in the neighborhood for the summer for family oriented and very safe to participate "
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  • Bcollins2336
    "People need to slow down. My dog was killed from a car speeding and they never stopped Drivers drive too fast"
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  • Bennett10940
    "The Middletown police are horrible and regardless of race, you will be treated as a criminal. They have been rude, unprofessional, and corrupt "
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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. "
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  • Cynthiapwagner
    "I’ve lived here 5 years. Great schools and neighbors! Otisville schools are amazing! Highly recommend!"
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  • Schartorrs
    "I see people with their dogs all the time. Though it's their responsibility to pick up behind their pups, not all people are as considerate"
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  • Kayla F.
    "Other dog owners do not clean up after there dogs, which is bad because open dog waste can lead to disease. BUT. The neighborhood is big enough to walk your dog without having to leave. "
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  • Oliviaisjingyi
    "I think they will like here. Since there is already some dog owners live here, people here love dogs and cats."
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  • 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"
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  • Hector D. Q.
    "Music fairs concerts and Christmas tree lighting. breweries. Restaurants. Middletown theatre. "
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  • Maritza S.
    "There's a dog park a few miles away that dogs would like and homeowners and tenants. Most dog owners keep their dogs in their own yard. "
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  • Hector D. Q.
    "I see neighbors walking their dogs all the time and most neighbors are very friendly and always say hello. "
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  • Wendy V. H.
    "The neighborhood is nice very close to shopping and lots of parks for the kids and close to schools within walking distance. "
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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 "
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  • Whutvr
    "Almost all of my neighbors have dogs, everyone takes care to pick up after them. it is a friendly neighborhood. "
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  • 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"
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  • Shawn M.
    "I’ve liked here for 25 hrs it’s been a pleasure and the people are very friendly the town is well kept and people look out for one another "
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  • Vana
    "The YMCA is a great place to start. There are alot of family centered programs. Also the parks and recreations department has many progeams for children."
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  • JESSIE
    "I've lived in this neighborhood for 3 years and I love it. It's quiet and most of the neighbors are friendly and look out for one another. Great place to raise a family or retire. Close to stores and the various highways."
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  • Tanaysha
    "My Neighborhood has great use of transportation, you see a lot of people walking their dogs, quiet at night"
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  • SamE
    "it's a friendly environment, and has just enough stuff to make it not boring. great place to raise a family, great place because of it's centrality in the orange county area"
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  • Fstackhouse
    "My neighborhood is pretty much central to all things in Middletown. I can somewhat walk to wherever I need to go as far as shopping and entertainment. "
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  • Jennifer
    "We have music and other celebrations in town on weekends and holidays. We also have a walkable downtown area with shops and restaurants, a mall, a racetrack and a fairground. "
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  • Alicia s.
    "I've lived in this neighborhood for the past 8 years and it's quiet and it is very convenient everything in downtown Middletown."
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  • Leoguira
    "I’ve live here for the past 6yrs the experience has been great excellent community good neighbors,amenities Maplehill park close by tranquil streets"
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  • Mcscribbles M.
    "I've lived in this neighborhood for over 5 years, Neighbors are friendly and helpful. There's a with a new playground, a tennis court and a public pool. "
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