Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search
3 beds
4 Bedroom Homes in Middletown, NY — Page 2
55 listings

4 Bedroom Homes in Middletown, NY

4 Bedroom Homes in Middletown, NY

Hide Map
19 of 55 Listings
Map

4 Bedroom Homes in Middletown, NY

19 of 55 Listings

  1. 19-21 Lincoln Terrace 19 — photo48Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas

$899,900

4 bd · 4 ba · 3,699 sqft

19-21 Lincoln Terrace 19, Middletown, NY

Patricia M Sassi · RE/MAX Benchmark Realty Group

  • 289 Pine Grove Road — photoPrice Reduced50Active

    $899,000

    4 bd · 4 ba · 5,360 sqft

    289 Pine Grove Road, Middletown, NY

    Pedro Garcia · Curasi Realty, Inc.

  • 151 Bowser Road — photo50Active

    $688,000

    4 bd · 3 ba · 2,646 sqft

    151 Bowser Road, Middletown, NY

    Zhiheng Tang · KW Hudson Valley United

  • 473 Ingrassia Road — photoPrice Reduced50Active

    $699,899

    4 bd · 3 ba · 2,572 sqft

    473 Ingrassia Road, Middletown, NY

    John N Biasi · Howard Hanna Rand Realty

  • 901 Old Route 28 — photoPrice Reduced30Active

    $279,000

    4 bd · 1 ba · 1,566 sqft

    901 Old Route 28, Middletown, NY

    Elizabeth A. McGuire · Keller Williams Upstate NY Properties

  • 282 Derby Road — photo33Active

    $599,900

    4 bd · 3 ba · 2,354 sqft

    282 Derby Road, Middletown, NY

    Thomas E. Grazier · I Realty LLC

  • 130 Apple Lane Drive — photoPrice Reduced32Active

    $680,000

    4 bd · 3 ba · 2,646 sqft

    130 Apple Lane Drive, Middletown, NY

    Kichka Pascaru · Douglas Elliman Real Estate

  • 50 Scott Drive — photo45Active

    $489,000

    4 bd · 2 ba · 1,796 sqft

    50 Scott Drive, Middletown, NY

    Dulce M Ferrera · KW Hudson Valley United

  • 21 Harrison Street — photoPrice Reduced50Active

    $395,000

    4 bd · 2 ba · 1,560 sqft

    21 Harrison Street, Middletown, NY

    Jie Liu · KW Hudson Valley United

  • 241 Midland Lake Road — photo37Active

    $849,999

    4 bd · 3 ba · 2,862 sqft

    241 Midland Lake Road, Middletown, NY

    Hilary R. Goldman · Howard Hanna Rand Realty

  • 19 Davidge Road — photo50Active

    $549,999

    4 bd · 4 ba · 2,298 sqft

    19 Davidge Road, Middletown, NY

    Kevin Grier · KW Hudson Valley United

  • 31 Denman Road — photo40Active

    $539,900

    4 bd · 3 ba · 2,176 sqft

    31 Denman Road, Middletown, NY

    Kenyatta A Jones-Arietta · R2M Realty Inc

  • 23 Marcy Lane — photoPrice Reduced46Active

    $415,000

    4 bd · 2 ba · 1,732 sqft

    23 Marcy Lane, Middletown, NY

    Dennis B. Aboagye · Keller Williams Realty Group

  • 26 1/2 Ridge Street — photoPrice Reduced36Active

    $349,000

    4 bd · 2 ba · 1,770 sqft

    26 1/2 Ridge Street, Middletown, NY

    Cheskel Werzberger · Mount Realty

  • 25 Independence Avenue — photoPrice Reduced25Active

    $449,000

    4 bd · 2 ba · 1,770 sqft

    25 Independence Avenue, Middletown, NY

    Jin Pang · Panorama Realty

  • 411 Mt Joy Road — photoPrice Reduced50Active

    $799,000

    4 bd · 3 ba · 3,296 sqft

    411 Mt Joy Road, Middletown, NY

    Donna A Reese · KW Hudson Valley United

  • 12 Walnut Lane — photoPrice Reduced18Active

    $469,000

    4 bd · 2 ba · 1,932 sqft

    12 Walnut Lane, Middletown, NY

    Xiaohui Cui · KW Hudson Valley United

  • 5041 County Route 6 — photoPrice Reduced38Active

    $349,000

    4 bd · 2 ba · 1,715 sqft

    5041 County Route 6, Middletown, NY

    Douglas B. Clarke · Jewett and Jewett LLC

  • 270 Kristens Ridge Road — photoPrice Reduced50Active

    $1,475,000

    4 bd · 5 ba · 4,199 sqft

    270 Kristens Ridge Road, Middletown, NY

    Jeffrey Ashton · Coldwell Banker Timberland Properties

  • 123

    Explore Middletown homes

    By price

    • Homes Under $300K
    • Homes Under $400K
    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K
    • Homes Under $800K

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes

    By type

    • Single-Family Homes
    • Condos
    Realty.com

    L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

    Equal Housing OpportunityEqual Housing Lender

    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Listing data & MLS disclosures

    OneKey MLS
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
    New York State Alliance of MLSs
    The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright ©2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.

    Middletown, NY community profile

    Population
    31,152
    Median income
    $70,005
    Housing units
    12,399
    People per sq. mi.
    318.9
    Area
    97.7 sq. mi.

    Source: HJN community data

    Middletown housing market

    October 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 100.0% of asking price

    Sales here are closing essentially at asking. MLS · 41 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 9, 2026

    Median sale price
    $381,600$325,000–$531,000 typical range
    Price per sq. ft.
    $273
    Sales
    21
    Paid in cash
    38.1%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $425,000
    Homes for sale
    176
    Median days on market
    36 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,692 sq. ft.