Middletown Homes with Garage Parking features

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 perfect blend of small-town charm and modern conveniences. With a population that embraces diversity, this city is a welcoming haven for families, young professionals, and retirees alike. The picturesque streets are lined with lush parks, local shops, and delightful eateries, making it an ideal place for those who appreciate a tight-knit community atmosphere while enjoying easy access to the amenities of larger cities.

One of the standout features of Middletown is the availability of homes with garage parking. For many homeowners, having a garage is more than just a convenience—it's a lifestyle choice. Imagine coming home to a secure space where your vehicle is protected from the elements, and you have ample storage for your outdoor gear, tools, and seasonal decorations. Whether you’re a car enthusiast or simply value the extra space, homes with garage parking in Middletown cater to your needs.

With a variety of architectural styles, from charming bungalows to spacious family homes, there’s something for everyone in Middletown. The real estate market here is thriving, offering excellent opportunities for first-time buyers and seasoned investors alike. Explore the inviting neighborhoods of Middletown, where each home tells a unique story and the community spirit is alive and well. Make Middletown your new home, where comfort meets convenience, and every day feels like a warm embrace.

Newest Middletown Homes with Garage Parking features

$369,000

2 Beds ⋅ 2 Baths ⋅ 1050156 MLS

COMING SOON! Priced for a Quick Sale! This move-in-ready home offers 1,922 square feet of comfortable living space, featuring 2 bedrooms and 2 full bathrooms, plus a potential third bedroom or bonus room on the lower level. Enjoy easy, low-maintenance living with no HOA, a one-car garage, and low taxes. Recent updates include kitchen cabinets, newer furnace and hot water heater, giving you added peace of mind. With a practical layout, plenty of space, and an attractive price point, this is a fantastic opportunity for a first-time buyer, downsizer, or anyone looking for affordable and easy living. So Close to All Shops, Highways, Hospital and Yet Tucked Away. Don’t miss this one—priced to sell quickly!

3 Moriah Lane, Middletown

$550,000

4 Beds ⋅ 3 Baths ⋅ 1049857 MLS

Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood floors. The kitchen features new cabinets, granite counters and new stainless steel appliances right out the box! 4 bedrooms are located on the upper level, one which is a Suite with its own private bath and shower. Completely remodeled tiled bath with new toilet vanity & sink. A 2nd full bathroom with a tub AND tiled shower completes the upper floor. Again all new top to bottom! A finished lower level offers a Family room, office, and a 3rd half bath along with a laundry room with a new washer & dryer! So much open space is found in this level ideal for an oversized family room, entertainment area, office or workout room. The basement is ALSO finished adding more than enough storage space if it’s needed. Nice size yard that just needs to be cleaned up ideal for gathering & entertaining. Grill and enjoy morning coffee right off the newly pavered patio!!! Plenty of parking along with a 2 car garage. Among some of the upgrades this home offers are the new roof, baths, kitchen, new mechanicals and more! Close proximity to Schools, Colleges, Touro Medical, Garnet Health, and shopping. Call and make this house your home! (AS-IS SALE)

44-50 Ingalls Street, Middletown

$599,900

3 Beds ⋅ 2 Baths ⋅ 1047583 MLS

Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining. The home features municipal water and sewer, natural gas, central air conditioning, and an attached two-car garage. A full unfinished basement provides plenty of storage and even more possibilities for the future. One of the home's standout features is the upper level, offering approximately 843 sq. ft. of space, including two large unfinished bonus rooms ready for your vision. Finishing this area offers the potential to add significant additional living space and create a home with **over 2,500 sq. ft. of finished space**! Whether you envision additional bedrooms, a home office, playroom, gym, or bonus space, the possibilities are endless. Located on 3.5 acres in a beautiful newer neighborhood surrounded by attractive homes, this property offers the space of a large lot while still enjoying a neighborhood setting. Move in and enjoy it today while having tremendous room to grow in the future. Don't miss this one!

53 Highland View Place, Middletown

$380,000

3 Beds ⋅ 3 Baths ⋅ 1048889 MLS

Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown

$350,000

5 Beds ⋅ 2 Baths ⋅ 1046630 MLS

A charming Cape Cod-style home set on a spacious 1-acre lot in the Town of Wallkill. This 5-bedroom, 2-bath home offers a classic layout with plenty of space and opportunity to make it your own. The main level features a comfortable blend of living and functional spaces, while the upper half-story provides additional bedrooms and living space. For investors, this property presents a great opportunity to purchase with existing tenants in place, providing immediate rental potential. For owner-occupants or buyers looking for flexibility, the property can also be delivered vacant at closing. A full, unfinished basement offers abundant storage and utility space, while the attached 2-car garage provides convenient parking and additional storage. Enjoy the outdoors from the covered front porch and expansive yard, offering plenty of room for gardening, recreation, or simply relaxing. The home is equipped with natural gas hot-water heating, private water and sewer, and is situated within the Middletown Central School District. Conveniently located in the Town of Wallkill with easy access to shopping, dining, major roadways, and nearby amenities. A wonderful opportunity to own a spacious Cape Cod on a generous 1-acre property, whether you're looking for an investment property with tenants already in place or a home that can be delivered vacant and personalized to your needs.

580 Route 17M, Middletown

$470,000

3 Beds ⋅ 2 Baths ⋅ 1047868 MLS

Welcome to this amazing 3-bedroom ranch in Minisink! Offering a spacious open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The primary bedroom features its own walk-in closet, while two full bathrooms provide plenty of convenience for family and guests. The finished basement offers additional living space with endless possibilities for a recreation room, home office, gym, or media area. An attached two-car garage and generous driveway provide ample parking and storage. Outside, enjoy your own private backyard retreat! The large back deck overlooks a gorgeous, level yard, complete with a beautiful inground pool and pool house; the perfect setting for summer entertaining, relaxing, and creating memories with family and friends! Move-in ready and the perfect blend of comfortable living, functional space, and an exceptional outdoor oasis. Come see all this special home has to offer!

487 Greenville Turnpike, Middletown

$385,000

2 Beds ⋅ 2 Baths ⋅ 1047462 MLS

Welcome to this move-in ready 2-bedroom, 2-bath townhouse with NO HOA fees! This well-maintained home has been freshly updated inside and out, featuring fresh interior and exterior paint, a freshly painted deck, brand-new flooring on the main and lower levels, and new carpeting in the upstairs bedrooms. The bright eat-in kitchen offers ample cabinet space and plenty of natural light. The inviting living room features a cozy fireplace and opens directly to a private deck overlooking a peaceful wooded setting—perfect for relaxing or entertaining. Upstairs, the primary bedroom features a private en-suite full bath and its own balcony, creating a comfortable retreat with a private outdoor space. Additional highlights include in-home laundry and a one-car garage. Conveniently located near shopping, dining, major highways, bus transportation, and commuter train service to NYC. Move right in and enjoy the comfort and convenience of townhouse living without the added expense of HOA fees!

22 Mayer Drive, Middletown

$1,150,000

4 Beds ⋅ 4 Baths ⋅ 1046894 MLS

Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.

289 Pine Grove 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

$484,900

3 Beds ⋅ 3 Baths ⋅ 1046984 MLS

Beautiful 3-bedroom, 2.5-bath condo inside and out! Formal dining room, eat-in kitchen with island, cozy fireplace, and huge windows with custom blinds and curtains. Convenient second-floor laundry room! Spacious lower-level playroom—perfect for movie nights and large enough for your own home theater setup. Walk in closets, a soaking tub, central air and a 2 car garage! Low HOA fees and truly a commuter’s dream. Enjoy the community pool, courts, playground, and so much more—you’ll be proud to call this Home!

22 Atwood Drive, Middletown

$305,000

2 Beds ⋅ 2 Baths ⋅ 1044653 MLS

Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting. Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a warm and seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stainless steel appliances and a granite pass-through window, opening the space to the living and dining areas while making entertaining and conversation effortless. The bathrooms are enhanced with granite countertops, adding a touch of elegance and durability. Other updates include a new water heater (2025), new washer and dryer (2025), and a well-maintained HVAC system (2019), providing modern convenience and peace of mind. As an end unit, this condo offers an added sense of privacy, while the large, deep attached garage (53’) provides exceptional storage and parking space. Residents of Deer Run can enjoy an array of community amenities, including a clubhouse, seasonal swimming pool, tennis courts, and pickleball courts. Garbage pickup is also included. Conveniently located near Rt. 17 and I-84, this home offers easy access to shopping, dining, recreation, commuting routes, and all that Middletown and the surrounding Hudson Valley have to offer. Come see everything this Deer Run condo has to offer. Schedule your private showing today!

18 Deer Court Drive, Middletown

$475,000

3 Beds ⋅ 3 Baths ⋅ 1042482 MLS

Welcome to 4 Woodrose Court, located in the peaceful Highrose Ridge community! Built in 2019, this modern townhome offers a bright, open layout with high ceilings, oversized windows and plenty of natural light. Step inside to hardwood floors throughout the main level and an open-concept kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of space for everyday dining. Convenient access to the one-car garage is located just off the kitchen, along with a main-level half bath. The kitchen opens to the living room, where floor-to-ceiling windows create a bright, airy feel and access to the back deck extends the living space outdoors. Upstairs, the primary suite features a private bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete this level. Second-floor laundry adds everyday convenience, keeping the washer and dryer right where you need them. Luxury vinyl plank flooring, installed in 2025, throughout the second level provides a clean, updated finish. The full finished walkout lower level adds even more flexible living space and is currently set up as a guest suite. Use it as a second living room, home office, playroom, gym or whatever best fits your needs. Sliding glass doors provide direct access to the backyard, while rough-in plumbing for an additional full bathroom offers the opportunity to add even more functionality in the future. Luxury vinyl plank flooring was also installed throughout the lower level. There is little left to do but move in and enjoy everything Highrose Ridge has to offer. Just down the street, community amenities include a clubhouse with fitness center, swimming pool and playground. Enjoy a peaceful setting surrounded by trees while remaining conveniently located near shopping, dining and the heart of Middletown. Schedule your private appointment today!

4 Woodrose Court, Middletown

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