9

Middletown, NY Condos for Sale

Section Image Section Image
  • /25

    $160,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    226 Concord Ln, Middletown, NY 10940

    Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

    Agent Photo

    Lynelle Alessi

    KW Hudson Valley United

    226 Concord Ln, Middletown, NY 10940
  • /42

    $215,000

    • 1 Bed
    • 1 Bath
    • 879 Sq Ft

    11 Brittany Dr, Middletown, NY 10940

    Welcome to a low-maintenance lifestyle, minimal utilities, included heat and hot water, generous storage, and a commuter-friendly setting. This condominium is an excellent opportunity for buyers looking for comfort and convenience . Located in a quiet, peaceful neighborhood, this second-floor condo offers a welcome retreat while still being close to varied amenities and transportation options

    Amanda Ferrantello Hudson Valley Griffith

    11 Brittany Dr, Middletown, NY 10940
  • /49

    $579,000

    • 4 Beds
    • 3 Baths
    • 2,368 Sq Ft

    34 Hawthorne Dr, Middletown, NY 10940

    Welcome to Wildflower at Wallkill, Orange County's premier 55+ community! Something Special! This 4 BR, 3 bath beauty is open and sun filled with vaulted ceilings and lovely detailed chair railings! 10 ft. ceilings and new wood floors throughout 1 st floor! Large LR opens to DR! Kitchen with island and undercounter lighting opens to vaulted family room with gas fireplace! Primary suite is on

    Linda Clark Hudson Valley Griffith

    34 Hawthorne Dr, Middletown, NY 10940
  • /20

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,291 Sq Ft

    18 Deer Ct Dr Unit Building 19 unit 18, Middletown, NY 10940

    Well-maintained 2-bedroom, 2 bathroom condo in the Deer Run Community with a 53-foot garage. Hardwood floors are throughout the open-concept living/dining room. The kitchen features stainless steel appliances. Recently updated washer, dryer (2025) and water heater (2025) and new windows. Primary bedroom features an en-suite bathroom and a walk-in closet.Conveniently located on the Dolson

    David Wilson Hudson Premium Realty

    18 Deer Ct Dr Unit Building 19 unit 18, Middletown, NY 10940
  • /22

    $399,000

    $26K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,337 Sq Ft

    19 Putters Way Unit 9, Middletown, NY 10940

    Welcome to a move-ready condo in the desirable Walkill community. This splendid duplex has been upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both bedrooms lend a dramatic vibe for a

    Abraham Lefkowitz Access Realty Team Inc

    19 Putters Way Unit 9, Middletown, NY 10940
  • /20

    $146,900

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 735 Sq Ft

    394 Concord Ln, Middletown, NY 10940

    A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted, well maintained 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Stainless steel stove and dishwasher are only 3 years old, heating unit 7-8 years old. This complex is conveniently located near major highways and shopping. Enjoy

    Carol Scully Keller Williams Realty

    394 Concord Ln, Middletown, NY 10940
  • /2

    $220,000

    Coming Soon
    • 1 Bed
    • 1.5 Baths
    • 785 Sq Ft

    14 Brick Pond Rd, Middletown, NY 10940

    Peace, quiet, and effortless maintenance free living await you in this turnkey end-unit condo. Situated along a prime waterfront footprint in the sought-after Spring Hollow community, this home offers an exceptional blend of tranquility and natural beauty. Step out onto your patio to sip morning coffee or host evening gatherings against a backdrop of panoramic pond views and manicured green

    Guy Cusumano Howard Hanna Rand Realty

    14 Brick Pond Rd, Middletown, NY 10940
  • /25

    $289,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    63 Sycamore Dr, Middletown, NY 10940

    Welcome to the beautifully maintained Clemson Park complex. Upon entry you'll walk into the spacious, well-lit Living Room. This home also features a Formal Dining Room and Eat In Kitchen. You'll be able to access the balcony through the sliding glass doors in the living room to kick-back and relax on the deck. The Primary Bedroom offers his/her closets as well as a Primary Bathroom with an

    Kyle Pierce Patricia Schiller Real Est Co.

    63 Sycamore Dr, Middletown, NY 10940
  • /31

    $278,000

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,146 Sq Ft

    66 Deer Ct Dr, Middletown, NY 10940

    Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

    Jie Liu KW Hudson Valley United

    66 Deer Ct Dr, Middletown, NY 10940

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Condo Price Trends

Median Condo Price
$289,900
Median 1-Bedroom Condo Price
$177,800
Median 2-Bedroom Condo Price
$289,450
Median 3-Bedroom Condo Price
$417,950
How to Buy a Home How to Finance a Home How to Sell a Home