Middletown, NY Real Estate & Homes For Sale

147 homes

  • 4 Cindy Lane, Middletown, NY 10941
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    NEW - 4 HRS AGO
    $237,000
    3bd
    2ba
    1,440 sqft
    4 Cindy Lane,
    Middletown, NY 10941
    Listing by: Real Estate Circuit Inc
  • 23 Rockwell Avenue, Middletown, NY 10940
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    NEW - 16 HRS AGO
    Listing by: William Raveis-New York, LLC
  • 28 Stratton Avenue, Middletown, NY 10940
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    NEWOPEN SAT, 12-2PM
    Listing by: RE/MAX Opulent
  • 9 Avenue F, Middletown, NY 10940
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    NEW - 1 DAY AGO1.15 ACRES
    Listing by: Jackie Henry Realty LLC
  • 72 Creeden, Middletown, NY 10940
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    NEWOPEN SUN, 11-2PMCOMING SOON 4/28
    $345,000
    3bd
    1ba
    1,536 sqft
    72 Creeden,
    Middletown, NY 10940
    Listing by: Scranton Wilkes Barre Regional
  • 84 Glen Avenue, Middletown, NY 10940
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    NEW - 1 DAY AGO0.63 ACRES
    $100,000
    2bd
    1ba
    480 sqft (on 0.63 acres)
    84 Glen Avenue,
    Middletown, NY 10940
    Listing by: Keller Williams Hudson Valley
  • 30 State Street, Middletown, NY 10940
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    NEW - 1 DAY AGOFORECLOSURE
    Listing by: Keller Williams Hudson Valley
  • 39 Pinto Road E, Middletown, NY 10941
    NEW - 1 DAY AGO
    Listing by: RE/MAX Real Property Group
  • 26 Putters Way, Middletown, NY 10940
    NEWCOMING SOON 5/7
    $465,000
    3bd
    3ba
    1,966 sqft
    26 Putters Way,
    Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 66 Derby Road, Middletown, NY 10940
    NEWOPEN SAT, 12-3PM2.9 ACRES
    $459,900
    3bd
    2ba
    1,650 sqft (on 2.90 acres)
    66 Derby Road,
    Middletown, NY 10940
    Listing by: Keller Williams Realty
  • 40 Red Barn Lane, Middletown, NY 10940
    NEW - 2 DAYS AGO
    Listing by: Howard Hanna Rand Realty
  • 32 Brick Pond Road, Middletown, NY 10940
    NEW - 2 DAYS AGO
    Listing by: John J Lease REALTORS Inc
  • 44 Orchard Hill, Middletown, NY 10941
    OPEN SAT, 11-1PMCOMING SOON 4/260.34 ACRES
    $329,999
    3bd
    1ba
    1,080 sqft (on 0.34 acres)
    44 Orchard Hill,
    Middletown, NY 10941
    Listing by: HomeSmart Homes & Estates
  • 123 Elise Drive, Middletown, NY 10941
    4 ACRES
    $950,000
    5bd
    5ba
    3,759 sqft (on 4 acres)
    123 Elise Drive,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 102 Elise Drive, Middletown, NY 10941
    2.5 ACRES
    $899,900
    5bd
    4ba
    3,700 sqft (on 2.50 acres)
    102 Elise Drive,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 104 Elise Drive, Middletown, NY 10941
    2.5 ACRES
    $889,900
    5bd
    4ba
    3,700 sqft (on 2.50 acres)
    104 Elise Drive,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 197 Elise Drive, Middletown, NY 10941
    1.3 ACRES
    $819,900
    4bd
    3ba
    3,217 sqft (on 1.30 acres)
    197 Elise Drive,
    Middletown, NY 10941
    Listing by: Keller Williams Realty
  • 135 Watkins Avenue, Middletown, NY 10940
    Listing by: Preferred Properties Real Esta
  • 640 Mt Hope Road, Middletown, NY 10940
    COMING SOON 5/41.6 ACRES
    $499,999
    5bd
    4ba
    3,080 sqft (on 1.60 acres)
    640 Mt Hope Road,
    Middletown, NY 10940
    Listing by: Keller Williams Realty
  • 171 Ridgewood Avenue, Middletown, NY 10940
    COMING SOON 5/4
    Listing by: Keller Williams Realty
  • 24 Pinto Road W, Middletown, NY 10941
    OPEN SAT, 12-2PM
    Listing by: Keller Williams Hudson Valley
  • 53 Daly Road, Middletown, NY 10940
    1 ACRE
    $564,000
    4bd
    3ba
    2,255 sqft (on 1 acre)
    53 Daly Road,
    Middletown, NY 10940
    Listing by: HomeSmart Homes & Estates
  •  Shawangunk Road, Middletown, NY 10940
    136.96 ACRES
    Listing by: Howard Hanna Rand Realty
  • 10 Todd Drive, Middletown, NY 10941
    0.33 ACRES
    $450,000
    4bd
    3ba
    2,352 sqft (on 0.33 acres)
    10 Todd Drive,
    Middletown, NY 10941
    Listing by: Keller Williams Valley Realty
  • 18-20 Mountain Avenue, Middletown, NY 10940
    OPEN SUN, 1-3PM0.26 ACRES
    $389,900
    3bd
    2ba
    1,364 sqft (on 0.26 acres)
    18-20 Mountain Avenue,
    Middletown, NY 10940
    Listing by: National Veterans Realty Group
  • 8 Brewster Drive, Middletown, NY 10940
    FORECLOSURE
    Listing by: River Realty Services, Inc.
  • 17-1/2 Myrtle Avenue, Middletown, NY 10940
    Listing by: Cronin & Company Real Estate
  • 28 High Ridge Lane, Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 149 Gillen Road, Middletown, NY 10940
    2 ACRES
    $599,900
    4bd
    3ba
    2,000 sqft (on 2 acres)
    149 Gillen Road,
    Middletown, NY 10940
    Listing by: River Realty Services, Inc.
  • 23 Grant Street, Middletown, NY 10940
    Listing by: Madison Allied LLC
  •  Kirby Place, Middletown, NY 10940
    1 ACRE
    Listing by: Keller Williams Hudson Valley
  • 15 Aster Way, Middletown, NY 10940
    $530,000
    2bd
    2ba
    2,229 sqft
    15 Aster Way,
    Middletown, NY 10940
    Listing by: John J Lease REALTORS Inc
  •  Guymard Turnpike, Middletown, NY 10940
    2.5 ACRES
    Listing by: Keller Williams Hudson Valley
  • 106 N Beacon Street, Middletown, NY 10940
    Listing by: Keller Williams Hudson Valley
  • 27 Commonwealth Avenue, Middletown, NY 10940
    Listing by: Keller Williams Hudson Valley
  • 26 Hill Street, Middletown, NY 10940
    $365,000
    3bd
    2ba
    1,880 sqft
    26 Hill Street,
    Middletown, NY 10940
    Listing by: eXp Realty
  • 32 Harrison Street, Middletown, NY 10940
    Listing by: Howard Hanna Rand Realty
  • 12 Hidden Valley Dr, Middletown, NY 10941
    Listing by: CENTURY 21 FULL SERVICE REALTY
  • 88 Deer Ct Drive, Middletown, NY 10940
    Listing by: John J Lease REALTORS Inc
  • 3 Magdalene Close, Middletown, NY 10940
    Listing by: Hudson Valley Home Connection

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 $367,670
MonthMedian home value
April 2023$340k
May 2023$341k
June 2023$342k
July 2023$345k
August 2023$349k
September 2023$352k
October 2023$355k
November 2023$358k
December 2023$360k
January 2024$362k
February 2024$364k
March 2024$368k
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 26 new listings and 147 homes for sale in Middletown.
Home SizeHome Value*
1 bedroom (3 homes)$184,963
2 bedrooms (17 homes)$275,913
3 bedrooms (53 homes)$358,712
4 bedrooms (34 homes)$448,068
*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"
    3
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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. "
    9
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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. "
    3
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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. "
    3
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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
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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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