Middletown Homes with Goshen School district

Welcome to Middletown, New York, a charming city nestled in the heart of Orange County. Known for its rich history and vibrant community, Middletown offers a unique blend of small-town charm and modern conveniences. With its picturesque landscapes, friendly neighborhoods, and a variety of recreational opportunities, it's no wonder that families and individuals alike are drawn to this delightful area.

One of the standout features of Middletown is its access to the highly regarded Goshen School District. Families seeking quality education will find a wealth of resources and dedicated educators committed to fostering student success. The district's schools are known for their strong academic programs, extracurricular activities, and a supportive environment that encourages personal growth. Living in Middletown means your children will benefit from an exceptional education while enjoying the comforts of a close-knit community.

The real estate market in Middletown offers a diverse array of homes to suit every lifestyle. From charming historic properties to modern new builds, there’s something for everyone. Many homes are situated in family-friendly neighborhoods, complete with parks, walking trails, and community events that bring residents together. With its convenient location, residents can easily access shopping, dining, and entertainment options, all while enjoying the serene beauty of the surrounding countryside.

Whether you're looking to settle down or invest in a property, Middletown is a fantastic choice. Experience the warmth of this welcoming city, where quality education, community spirit, and a variety of housing options await you!

Newest Middletown Homes with Goshen School district

$524,900

4 Beds ⋅ 2 Baths ⋅ 1027190 MLS

Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and bathrooms compliment the home's inviting layout. Hardwood floors run throughout the main living areas, while the bedrooms are comfortably carpeted. The main level offers recessed lighting, 3 bedrooms and a beautifully updated hallway bathroom featuring a unique arched accent over the jetted soaking tub, custom tile work, and a separate stall shower with glass door. The finished lower level showcases slate flooring, a cozy fireplace, a 4th bedroom, a full bathroom, and a laundry room, with direct access to the heated attached two-car garage. Enjoy the peace and beauty of country living while remaining just minutes from shopping, dining, schools, and major commuter routes including public transit to NYC. A brand-new central air system is icing on the cake...schedule your showing today!

245 Stony Ford Road, Middletown

$1,680,000

5 Beds ⋅ 9 Baths ⋅ 1027724 MLS

Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday living. Each bedroom includes a private en-suite bathroom, providing comfort and privacy throughout the home. The layout flows seamlessly between formal entertaining spaces and casual living areas, accommodating gatherings of any size. The indoor pool pavilion is the centerpiece of the property, featuring a heated swimming pool, surrounding lounge areas, and a 10-person jacuzzi—creating a private, spa-like retreat rarely found in residential homes. This resort-style amenity allows for year-round relaxation and entertaining regardless of season. Outside, a circular roundabout driveway offers impressive curb appeal and convenience, while a private courtyard and manicured grounds enhance the estate-like setting. The classic brick facade and colonial architecture deliver timeless elegance with the durability of quality construction. Offering exceptional privacy while remaining conveniently located near major roadways, shopping, and dining, 3 Bristol Drive presents a unique opportunity to own a luxury estate with true resort amenities in the Hudson Valley. Schedule your private showing and experience this one-of-a-kind property

3 Bristol Drive, Middletown

$499,000

3 Beds ⋅ 3 Baths ⋅ 1018375 MLS

Welcome home to this charming, well-maintained single-family home located in the highly desirable Scotchtown area of Middletown featuring the highly desired Goshen Schools. Offering nearly 1,800 square feet of comfortable living space, this classic home features a bright and airy layout perfect for everyday living and entertaining. The main level welcomes you with a spacious living room that flows seamlessly into the dining area and kitchen. Downstairs, the versatile, finished lower level provides excellent bonus space—ideal for a family media room, home office, or gym. Beat the summer heat with cooling and enjoy the convenience of the attached car garage with plenty of storage. Situated on a level 0.29-acre lot, the property offers a great backyard space for outdoor activities and gatherings that you overlook on your huge private deck. Unbeatable location just minutes from major highways (I-84 and Route 17), the Middletown-New York State commuter train station, local shopping, dining, and schools. Don't miss this opportunity to make this wonderful house your new home!

7 Scotchtown Drive, Middletown

$539,900

3 Beds ⋅ 2 Baths ⋅ 1016194 MLS

Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete with outdoor TV and storage. Additional features include a 2-car carport, shed for extra storage, a new water filtration system installed last year, and a new washer and dryer. A rare opportunity to own a true outdoor lifestyle property with privacy and versatility. Conveniently located near Goshen schools, this unique property provides privacy, recreation, and country living while still being close to local amenities.

181 Stony Ford Road, Middletown

$3,999,000

1011861 MLS

Shovel-ready 11-acre parcel with approved plans for 114,646 SF warehouse. Outstanding development opportunity with approvals in place, offering a fast track to construction for industrial, warehouse, or logistic use. Municipal services and natural gas available. Great location on New York State Route 211. Current design has 20 loading docks and 2 drive in doors

1089 Route 211 E, Middletown

$245,000

2 Beds ⋅ 2 Baths ⋅ 1010150 MLS

Prime Location in Sought-After Hillside Village – Goshen School District! Welcome to this first-floor, end-unit 2-bedroom, 2-full bath condo in the desirable gated community of Hillside Village. Offering the convenience of one-level living, this home features a galley kitchen with an abundance of cabinetry, and a spacious living room with sliding glass doors leading to a private patio—perfect for relaxing or enjoying your morning coffee. The original dining area has been thoughtfully converted into a versatile home office or den, creating flexible living space to suit today's lifestyle. The primary suite offers a walk-in closet and a private ensuite full bath, while the second bedroom is ideal for guests or additional workspace. A large-capacity stackable washer and dryer are conveniently located in the hallway, along with additional storage. Three wall air-conditioning units and ceiling fans help keep the home comfortable throughout the warmer months. The low HOA fee includes lawn care, snow removal, water, sewer, and garbage service, allowing for low-maintenance living. One assigned parking space and ample guest parking add to the home's convenience. This property presents an excellent opportunity for buyers looking to personalize a home to their own taste. While it does require updating and TLC, it offers tremendous potential and is being sold As Is, including all appliances. Ideally situated in an excellent commuter location, you'll be just minutes from Metro-North, Garnet Health Medical Center, medical offices, shopping, the Galleria at Crystal Run, restaurants, and grocery stores. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this condo offers outstanding value in a highly desirable location. The low HOA fee covers lawn care, snow removal, water/sewer, and garbage services. The home does need updating and TLC—perfect for buyers ready to bring their vision and create the home of their dreams. Home and appliances are being sold “As Is.” Enjoy a peaceful setting with one reserved parking space and ample guest parking. This excellent commuter location is close to the Metro-North train station, Garnet Health Medical Center, medical offices, shopping, the Galleria Mall, restaurants, and grocery stores.

100 Hillside Drive Unit #C6, Middletown

$560,000

3 Beds ⋅ 3 Baths ⋅ 1011153 MLS

Welcome to this beautifully maintained contemporary bi-level home set on 2.2 private acres in the scenic countryside of Orange County. Built in 2015, this exceptional residence combines modern comfort with peaceful surroundings, offering the perfect balance of privacy and convenience. The impressive entryway welcomes you with soaring cathedral ceilings, abundant natural light, and an open, airy layout designed for today's lifestyle. provide flexibility for guests, or a home office. also has two-car garage. parcel of land in the heart of the Hudson Valley.

2078 Route 6, Middletown

$479,999

3 Beds ⋅ 3 Baths ⋅ 1008293 MLS

Escape to your own private lakeside retreat at 13 S Shore Drive in Middletown. This beautiful high-end modern renovation large home. home offers direct lake access and breathtaking waterfront views, creating the perfect setting for relaxation and recreation. Whether you're enjoying morning coffee overlooking the water, kayaking from your backyard, or entertaining family and friends, this property delivers the ultimate getaway experience. Featuring modern updates throughout, comfortable living spaces, and a peaceful natural setting, this home is ideal as a year-round residence, weekend escape, or investment property. Experience the tranquility of lakefront living while remaining conveniently close to shopping, dining, and local attractions.

13 S Shore Drive, Middletown

$1,330,000

H6324370 MLS

2 pad sites available for sale adjacent to the brand new Stewart's Shops and TEG Credit Union. Directly across from Crystal Run Healthcare. Nearby Garnet Health medical center, Crystal Run Crossing hotels and restaurants make this a major corridor with lots of traffic and visibility every single day! Zoned Office Research. Lot 14.22 - 1.9 acres - $1,330,000 Lot 126.2 - 3.7 acres - $1,480,000 All municipal services available: water/sewer/natural gas.

Crystal Run Road, Middletown

$1,100,000

H6325215 MLS

LG PRICE REDUCTION FOR FASTER SALE OF THIS.....Rare Opportunity...Great Investment for Developers at GOSHEN SCHOOLS to Subdivided for 9 Lots Conservative Or 10 Lots Clustering to Build Luxury Homes on 62.7 Acres with 4 Acre Zoning Subdivision across street from the Prestigious Luxury 48 Homes at "Windsor Estates"....This Large Subdivision been approved its Site Plan twice by Town of Hamptonburgh Planning Board as "ROYAL MEADOWS". Also, All these 9 Or 10 lots was engineered and perked a while ago. All That work been done by both reputable local Surveyor & Engineer whom are ready to repeat their effort and get it finally approved again. Sellers will listen to all reasonable offers. Hurry Up with detailed offers ..Will not last.

Hill Road, Middletown

Start Your Search

© 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.