Middletown Homes with Pine Bush School district

Middletown Homes with Pine Bush School district

Welcome to Middletown, New York – a charming city nestled in the heart of Orange County, where picturesque landscapes meet vibrant community life. With its rich history, welcoming atmosphere, and convenient location, Middletown is an ideal place for families, professionals, and retirees alike.

Middletown boasts a diverse array of homes, making it easy for prospective buyers to find their perfect fit. From cozy single-family residences to spacious townhouses, the housing market here caters to various tastes and budgets. One of the standout features of homes in this area is their proximity to the highly regarded Pine Bush School District. Known for its commitment to academic excellence and community engagement, Pine Bush offers a nurturing environment for students of all ages, making it a top choice for families looking to settle down.

In addition to its excellent schools, Middletown offers a wealth of recreational opportunities. Residents can enjoy the stunning beauty of the nearby Hudson Valley, complete with hiking trails, parks, and scenic views. The city also hosts a variety of local events, farmers' markets, and cultural festivals, fostering a strong sense of community and connection among its residents.

With its blend of suburban charm and urban convenience, Middletown is more than just a place to live; it’s a place to thrive. Whether you're looking to buy your first home or seeking a peaceful retreat, this delightful city has something for everyone. Come discover the magic of Middletown – your new home awaits!

Newest Middletown Homes with Pine Bush School district

$1,885,000
2 Beds 2 Baths 1048430 MLS
Exceptional 33.6-acre equestrian property in the Town of Wallkill, thoughtfully developed for serious equestrians. Classified by Orange County as a Horse Farm and located within an NYS Agricultural District, it features a substantial barn complex, indoor and outdoor riding arenas, numerous paddocks and turnout areas, supporting structures, and a two-bedroom apartment for on-site living. The grounds include approximately 15 medium-size grass paddocks, 8 smaller sand paddocks/turnouts near the barn for winter and inclement-weather use, a dedicated medical turnout, and a fenced field of approximately 6.5 acres with an interior fenced area surrounding a 30 x 64 loafing shed built in 2013. The shed includes a 12 x 16 stall, feed room, storage room, and 30 x 48 matted area with wall-mounted hay feeders, providing flexibility for turnout, rotation, rehabilitation, and herd management. Many exposed wood edges are protected by metal edging to help prevent chewing and reduce wear. Each paddock has access to one or more Nelson automatic waterers. Numerous frost-resistant outdoor faucets, plus one in the barn, provide backup access to fresh water, while electrical outlets throughout the grounds support water heaters, tools, and daily needs. Built in 2007, the main barn is designed for efficient horse care. A 16-foot-wide center aisle serves 8 approximately 12 x 12 stalls, each with rubber mats and Nelson automatic waterers. Two wash/grooming stalls feature hot and cold water and heat lamps. A climate-controlled tack room offers protected storage for saddles, bridles, and equipment. A dedicated feed room includes a storage closet. A separate utility room has a washer and dryer, with numerous closets throughout the barn for organization. A camera system provides coverage in each stall and throughout the barn. Above, a massive hayloft includes storage closets and individual hay chutes serving the stalls below. It accommodates approximately 1,400–1,600 oversized 50–55 lb. bales of hay, plus substantial bedding-pellet storage on a reinforced plywood section suitable for pallet-jack movement. Covered ventilation hatches provide airflow and protection from the elements. A heated and air-conditioned barn lounge offers year-round comfort for riders, trainers, staff, and guests and is appointed with quality cabinetry, granite countertops, sink, microwave, under-counter refrigerator, tile flooring, and recessed lighting. A heated and air-conditioned half bath is appointed with quality finishes. The approximately 1,280 sq. ft. two-bedroom apartment features an open living layout, granite kitchen with generous cabinetry and peninsula offering additional workspace and seating potential, full bath, and utility/laundry area, well suited for an owner, trainer, barn manager, staff member, or guests. The 84 x 214 indoor riding arena is equipped with TravelRight dust-free footing for comfortable year-round riding and training and is complemented by a 130 x 235 outdoor arena. Permanent four-board and no-climb top-board fencing, gates, established lanes, and an organized barn-and-paddock layout enhance day-to-day horse management. An automatic entrance gate provides controlled access. A backup generator supports the property during outages, while a hand pump on the well offers another means of obtaining water for animals during a prolonged outage. Conveniently located a short drive from Route 17/I-86 Exit 119, the property combines easy regional access with the privacy and space of a country equestrian setting. The acreage, extensive infrastructure, riding facilities, and on-site accommodations create a rare opportunity to acquire an established horse property in the Middletown/Town of Wallkill area. Available as 120 Shaw Road on its own or as a package with 174 Shaw Road, adding approximately 3.8 acres and an additional building site for expansion, future development, residential use, or enhanced equestrian operations.

120 Shaw Road, Middletown

$549,900
4 Beds 3 Baths 1047247 MLS
Welcome to a home that offers the best of both worlds—peace, privacy and a tucked-away setting, while still providing convenient access to local shopping, major roadways and transportation. With generous living space, thoughtful updates and the added benefit of public water and sewer, this beautifully maintained home is ready for its next owner. A charming wraparound porch immediately sets the tone, creating a unique, elevated feel that almost makes you feel as though you are living in a treehouse. Inside, the home offers an abundance of space and a layout that works beautifully for both everyday living and entertaining. The large country kitchen is the heart of the home, with plenty of room for a substantial dining table and direct access through sliding glass doors to the generous rear deck and private backyard. Whether enjoying a quiet morning coffee, hosting a summer barbecue or gathering around the backyard masonry wood-burning firepit, the outdoor spaces are designed to be enjoyed. Upstairs, you will find four bedrooms plus a dedicated office, providing tremendous flexibility for today’s lifestyle. The spacious primary suite features an updated private bathroom and two walk-in closets, with one of those spaces also offering the potential to serve as a private office, dressing room or additional flex space. The home has been exceptionally well cared for, with numerous important improvements already completed. Updates include a new roof in 2020, furnace in 2018, renovated bathrooms in 2022, central air conditioning in 2024, newer appliances, a new washer in 2026, dryer in 2024, new hot water heater in August 2026, fresh interior paint throughout in August 2026, and new flooring in all bedrooms, the laundry room, pantry and primary walk-in closets. A generator is also included, offering additional peace of mind. Outside, the private backyard provides plenty of room to relax and entertain, highlighted by a wood-burning firepit with gas and electric already on site. Spacious, private, beautifully maintained and filled with meaningful upgrades, this home offers a rare combination of peaceful living and everyday convenience. With public utilities, flexible living space, inviting outdoor areas and so many major improvements already completed, this is a property that is truly easy to appreciate. Located in the desirable Pine Bush School District.

106 Freezer Road, Middletown

$688,000
3 Beds 3 Baths 1044102 MLS
Lot & Natural Setting Generous Acreage & Privacy: Situated on a spacious, private lot surrounded by scenic Hudson Valley greenery, offering peace, quiet, and minimal drive-by traffic. Outdoor Living Potential: Abundant usable yard space ideal for entertaining, gardening, a patio or deck, outbuildings, or potential pool additions. Tranquil Country Atmosphere: Enjoy the feel of a quiet rural retreat while remaining just minutes from suburban conveniences. Location & Commuter Convenience Easy Highway Access: Conveniently positioned with quick access to major transit arteries, including Route 17 (Future I-86) and Interstate 84, making travel across Orange County and into Northern New Jersey or New York City straightforward. Public Transit Options: Short drive to the Middletown Metro-North train station and local coach bus terminals for stress-free commuting. Local Amenities & Services Shopping & Dining Hub: Located just minutes from the Route 211 commercial corridor, including the Galleria at Crystal Run, major retail centers, grocery stores, and local dining. Top-Tier Healthcare: Close proximity to Garnet Health Medical Center and surrounding specialty medical facilities. Recreation & Parks: Quick access to outdoor activities, including nearby golf courses, Highland Lakes State Park, heritage trails, and local farm markets. Ownership Appeal Versatile Property Layout: Offers substantial flexibility for family living, home office setups, guest accommodations, and ample storage or workshop space. Strong Long-Term Value: Well-located in a steadily growing Hudson Valley residential market that appeals to both local buyers and NYC commuters seeking space and tranquility.

151 Bowser Road, Middletown

$699,900
4 Beds 3 Baths 1039298 MLS
Gorgeous Center Hall Colonial situated on 5 Beautiful Acres in the Pine Bush School District. This Pristine Home features an Inviting and welcoming Entry. Open Airy Floor Plan, Hardwood Floors Throughout the first floor, Large Living Room, Spacious Formal Dining Room that is great for dinner parties. Beautiful Designer Kitchen with Custom built cabinetry with under mounted lighting, Exotic Granite Countertops, Stainless Steel Appliances, Kitchen Island with additional storage, Recessed Lighting, and Large Pantry. Dining Area with sliding glass doors that leads out to large party Deck. Family Room with a beautiful Fireplace and Custom windows. Lavatory with custom tiling and vanity. Laundry area and mud room area. Second floor offers a Large Primary Bedroom suite that includes High Vaulted ceilings, Huge walk-in closet, a New Spa like Bathroom that includes imported tiled 2-person Shower with a bench seat, Rain shower, and sky light. Custom made and designed double vanity with quartz countertops, elegant lighting and Linnean closet. 3 Additional very Large Bedrooms with lots of closet space. Stylish Main Full Bathroom Lots of attic space. Massive Unfinished Basement. Oversized Garage. Large Private Deck overlooking the Gorgeous Private Lush Landscaped Property with a Sensational Gazebo to enjoy it all. Rocking Chair Front Porch. Stamped concrete walkways in the front and rear of the home. This home has a beautiful setting in one of the most desirable locations in All of the Town of Wallkill. Minutes to All major commuting routes, Minutes to the Metro North Train Station and Shortline Bus terminal. Minutes to ALL shopping, and Wonderful Restaurants. Must See!! This home is truly Spectacular. Extremely well-maintained Home!!!!

473 Ingrassia Road, Middletown

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is 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.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.