Middletown Homes with Heated Garage Parking features

Welcome to Middletown, NY, a charming city nestled in the heart of Orange County. Known for its rich history and vibrant community, Middletown offers residents a unique blend of suburban tranquility and urban convenience. With its picturesque parks, thriving downtown area, and close-knit neighborhoods, it’s no wonder that Middletown is a sought-after destination for families and professionals alike.

As you explore the real estate options in this delightful city, you’ll discover a variety of homes that cater to diverse lifestyles. One standout feature that many properties boast is heated garage parking. Imagine stepping out of your car into a warm, comfortable garage, especially during those chilly winter months. This thoughtful amenity not only adds convenience but also enhances the overall living experience, providing an extra layer of comfort and protection for your vehicle.

In Middletown, the homes with heated garage parking come in various styles, from cozy single-family residences to spacious townhouses, ensuring that there’s something for everyone. These properties often feature modern designs and open-concept layouts, perfect for entertaining or relaxing after a long day. Moreover, the city’s excellent schools, recreational facilities, and proximity to major highways make it an ideal location for those looking to balance work and play.

Whether you’re a first-time homebuyer or looking to upgrade, Middletown offers a welcoming community and a range of housing options, including those with the luxury of heated garage parking. Discover your dream home in this enchanting city, where comfort meets convenience!

Newest Middletown Homes with Heated Garage Parking features

$765,000

4 Beds ⋅ 3 Baths ⋅ 1035070 MLS

Timeless Character. Endless Possibilities. Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that only a historic home can provide. The classic brick facade, welcoming front porch, and mature landscape create an unforgettable first impression. Inside, oversized windows bathe each room in natural light while preserving peaceful views of the surrounding property. Original details throughout the home—including wide-plank wood floors, handsome millwork, multiple fireplaces, and gracious proportions—reflect the quality and charm of a bygone era. Offering four to five bedrooms and three full baths, the home provides an abundance of living space for everyday comfort and entertaining. The country kitchen captures the home's historic appeal, while formal living areas and generously sized rooms offer flexibility for today's lifestyle. One of the home's most captivating spaces is the stunning four-season family room, where soaring wood ceilings, walls of windows, and a dramatic wood-burning brick fireplace create an inviting retreat in every season. Whether enjoying a quiet morning coffee or gathering with family and friends, this spectacular room is certain to become the heart of the home. Outside, the property continues to impress. Over 12 wooded acres provide exceptional privacy and a peaceful setting without sacrificing convenience. A tremendous bonus is the attached heated three-bay garage with an expansive walk-up loft. Whether you're a car enthusiast, contractor, hobbyist, collector, or simply need room for recreational vehicles, equipment, or a workshop, this versatile space offers endless possibilities rarely found on residential properties. This home presents an exceptional opportunity for the next owner to enhance and personalize a property already rich in history and character. For those who appreciate timeless architecture, generous acreage, and the enduring craftsmanship of a historic home, this is truly a place unlike any other. This home is centrally located just minutes to Middletown, Matamoras, PA and the Otisville Station on the Metro-North Port Jervis Line.

118 Ridge Drive, Middletown

$555,000

5 Beds ⋅ 3 Baths ⋅ 994440 MLS

3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with gorgeous hardwood flooring and a seamless flow. The updated kitchen is a home chef's dream, appointed with granite countertops and stainless steel appliances. This level hosts three comfortably sized bedrooms, including a primary suite complete with a walk-in closet and ensuite bathroom. The lower level is a legal 2-bedroom apartment with endless options. The fully finished lower level expands your options immensely. Featuring a seperate entrance, kitchen, 2-additional bedrooms, living room, and bathroom - this legally compliant space offers incredible flexibility. It's perfectly set-up for you to earn an income to offset your mortgage or for a variety of other uses such as multi-generational living, the ultimate entertainment area, guest wing, massive home office, studio, gym space, or whatever fits your needs and imagination. TURN-KEY AND HIGH VALUE- the sellers have already taken care of the major expenses so you don't have to. Enjoy peace of mind with the newer roof, addition of a new Rehem water system, and a redone driveway. Rounding out the property is a large heated 2-car garage - perfect for a personal workshop or storage area. Combining total privacy, recent updates, and an adaptable footprint that can earn you some money or scales with your family, this property is a must-see. Schedule your private tour today.

29 Murray 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.