Middletown, NY Homes for Sale under $500,000

Experience elevated townhome living in this beautifully maintained residence located in the sought-after Maple Fields neighborhood of Middletown. Offering elegance and modern updates, this home delivers comfort, space, and convenience, just a short distance from transportation options to New York City. Upon entry, you’re welcomed by gleaming hardwood floors and a thoughtfully designed open layout

Sandra Laramore Redfin Real Estate

Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

Bryant Moran YourHomeSold Guaranteed Realty

Welcome to Woodside Knolls! Discover this beautiful tri-level townhouse located in one of the area’s most desirable communities. This weill maintained home features 9' ceilings on the main level, a cherry kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level. Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully finished

Naomi Streicher Q Home Sales

All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

Naomi Streicher Q Home Sales

Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

Zhiheng Tang Keller Williams Hudson Valley

Welcome to this well-maintained townhouse-style condo in Middletown, offering 3 bedrooms, 2.5 bathrooms, and an attached one-car garage. The first floor features a functional layout with a kitchen, dining area, spacious living room with a fireplace, and a convenient half bath. Sliding glass doors lead to the rear patio—perfect for relaxing or enjoying outdoor meals. The kitchen offers ample

Jie Liu Keller Williams Hudson Valley

Spacious Two-Family Home in the City of Middletown – Excellent Investment Opportunity Large, solid two-family home located in the City of Middletown, offering strong rental income and outstanding value. This well-maintained property features: Second Floor: 1,338 sq ft – 3 bedrooms, 1 full bath First Floor: 1,248 sq ft – 2 bedrooms, 1 full bath Current rents are $2,100 and $1,800 per month,

Jonathon Lee Keller Williams Hudson Valley

Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

Rebecca Matta-Candela Keller Williams Realty

Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

Anne Mahoney Hudson Valley Home Connection

Beautiful sought after condo in Fairways. This gated community is perfectly located in the Center of Orange County. It is ideal for those wanting to downsize but not sacrifice comfort and convenience. This 2084 sq. ft. home offers 3 bedrooms and 2-1/2 bathrooms with a fully finished walkout basement. It comes with your own 2 car garage, a laundry room, a deck, an oversized patio with bluestone

Stacy Brescia-Spreer Curasi Realty, Inc.

TIMELESS ELEGANCE - MODERN COMFORT - EFFORTLESS LIVINGNestled within the highly regarded Minisink Valley Central School District, this exquisitely updated vintage residence masterfully blends historic charm with refined contemporary living. THOUGHTFULLY RENOVATED, this home offers warmth, sophistication, and effortless functionality. The heart of the home is the stunning kitchen, featuring

Mary Ann Mitchell eXp Realty

Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy

Antoinette Gundersen HomeSmart Homes & Estates

This exceptional property at 43 Woodside Knolls, Middletown, NY 10940 offers an effortlessly designed, three-bedroom, two-and-a-half-bath townhouse that is perfectly move-in ready and tailored for a relaxed, low-maintenance lifestyle, all while delivering a prime commuter location. The residence is situated within the highly sought-after Woodside Knolls community, renowned for its excellent

Ramanjit Dhanoa eXp Realty

Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

Gary MacEntee Keller Williams Realty