Middletown, NY Homes for Sale under $400,000

Charming 1923 Traditional – Spacious 8-Bedroom Home with Timeless Character Step into a rare opportunity to own a beautifully expansive 3-story traditional home built in 1923, offering over 2,100 square feet of versatile living space. Brimming with classic charm and endless potential, this 8-bedroom, 3-bathroom residence is perfect for those seeking room to grow, host, or simply relax. Inside,

Sharon Pehush HomeSmart Homes & Estates

MLS Listing Description: Charming 3-bedroom, 2-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

Jonathon Lee Keller Williams Hudson Valley

Bring your vision to life at 50 Brola Road. Perfectly situated in the picturesque countryside within the Minisink school district you will find a tremendous opportunity. The home itself offers a spacious and open floor plan along with ample parking, fenced rear yard, plenty of storage space and room for expansion. There is a building lot to the right of the property that can be purchased for a

Nicholas Carbone HomeSmart Homes & Estates

Welcome to 10 Wisner Avenue, a beautifully updated ranch that seamlessly blends style, comfort, and modern convenience. Renovated in 2023, this home features a new roof, life-proof flooring throughout, a stunning kitchen with butcher block countertops, subway tile backsplash, and stainless steel appliances, a Navien tankless heater, and a new washer and dryer. Enjoy the ease of single-level

Sean Israelski Howard Hanna Rand Realty

CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

Patricia Sassi RE/MAX Benchmark Realty Group

Welcome to this renovated 3-bedroom ranch in the Pine Bush School District, offering modern comfort in a peaceful country setting. Step inside to find sun-filled living spaces, gleaming hardwood floors, and a bright, open layout that feels warm and inviting. The updated kitchen features new appliances, ample cabinetry, and a clean, contemporary design perfect for everyday living. Three

Michelle Gruberger Real Estate Circuit Inc

Wonderful Colonial Home located in a very convenient location in the heart ofMiddletown. Walk to all the wonderful Restaurants and Shops. Enjoy the spaciousness of the home that features a Large Living Room, Formal Dining Room,Working Kitchen and Full Bathroom. Second level offers a Primary Bedroom and two additional Bedrooms and Full Bathroom. Huge walk up Attic. Full Basement. Nice

John Biasi Howard Hanna Rand Realty

Welcome to 16 Mountain Ave — a well-loved home with tons of potential in the heart of town! This spacious 4-bedroom, 1.5-bath Colonial offers the perfect blend of solid maintenance and room to make it your own. An estate property that’s been cared for throughout the years, it features original hardwood floors waiting to shine beneath the carpet, central air, and a layout that truly works for

Valerie Jewis Keller Williams Realty

Cute as a Button! Town of Wallkill now offers this starter home that can turn into that turn-key investment property that you’ve been searching for. Look no further as you have found it! An enclosed porch leads you into a living room followed by an eat-in kitchen that has been fully remodeled and equipped with fresh out the box stainless steel appliances, granite counters and backsplash. New

Sandra Arnez Keller Williams Hudson Valley

Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

Xiaohui Cui Keller Williams Hudson Valley

Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

Sandra Arnez Keller Williams Hudson Valley

LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

Richard Baxter Keller Williams Realty

Welcome to Deer Run, this inviting condo in the heart of Middletown, NY, where convenience meets comfort. Perfectly situated for commuters, this home offers easy access to major highways, shopping, dining, and transportation, making daily travel a breeze. Enjoy the best of suburban living with a peaceful atmosphere, all while being close to everything you need. Whether you're starting out,

Beverly Huaman Howard Hanna Rand Realty