Middletown Homes with Driveway Parking features

Welcome to Middletown, New York—a charming city nestled in the heart of Orange County, where small-town warmth meets modern convenience. With its rich history, vibrant community, and stunning natural surroundings, Middletown offers an exceptional quality of life for residents and newcomers alike. Conveniently located just a short drive from the bustling cities of New York and New Jersey, Middletown provides an ideal balance of suburban tranquility and urban accessibility.

One of the standout features of homes in this delightful city is the availability of driveway parking. Imagine returning home after a long day to find your vehicle safely parked just steps from your front door. Driveway parking not only adds convenience but also enhances the overall appeal of your property. Whether you have a growing family, enjoy hosting friends, or simply value the ease of access, homes with driveway parking in Middletown cater to your lifestyle needs.

Middletown boasts a diverse array of real estate options, from charming single-family homes to modern townhouses, many of which feature spacious driveways. This added benefit allows for ample parking space, making it easy to accommodate guests or store recreational vehicles.

As you explore the neighborhoods of Middletown, you’ll discover a welcoming community filled with parks, shops, and local eateries, all while enjoying the beautiful landscapes that Orange County has to offer. Experience the charm of Middletown, where your dream home with driveway parking awaits!

Newest Middletown Homes with Driveway Parking features

$579,000

3 Beds ⋅ 3 Baths ⋅ 1050855 MLS

New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft area and 3 bedrooms, including the master suite with an en-suite bath. Central A/C and hardwood floors throughout. A detached 2-car garage is also included. Additional Information: ParkingFeatures:2 Car Detached,

30 Daly Road, Middletown

$380,000

3 Beds ⋅ 3 Baths ⋅ 1050843 MLS

Welcome to this beautifully updated and well-maintained single-family home, featuring original hardwood floors, updated kitchen and bathrooms, and a spacious layout. The first floor offers a large living room with a fireplace, formal dining room, eat-in kitchen with access to the backyard, and a full bathroom. Upstairs, you’ll find three generously sized bedrooms and a full hallway bathroom. The finished walk-up attic provides additional flexible living space, while the finished basement includes a laundry area, half bathroom, utility room, and workshop/storage space. Enjoy a detached garage, enclosed backyard, and inviting front and back porches. Conveniently located near schools, shopping, and major highways, this home offers comfort, character, and convenience.

11 Gardner Avenue, Middletown

$549,900

5 Beds ⋅ 2 Baths ⋅ 1050850 MLS

Solid Brick Two-Family Home on Desirable Corner Lot: Turn-of-the-century solid brick two-family home situated on a desirable corner lot comprising two lots. The property offers a spacious yard with established grapevines and mature fruit trees, creating a wonderful setting for outdoor enjoyment. An excellent opportunity for an owner-occupant seeking rental income or an investor looking to rent both units. The first-floor unit features 2 bedrooms, a large eat-in kitchen with washer/dryer, formal dining room, and spacious family room. The upstairs unit offers 3 bedrooms and is currently rented on a month-to-month lease. The relatively dry basement provides ample storage, while the walk-up attic offers additional storage space. Conveniently located in a quiet neighborhood within walking distance to downtown restaurants, shops and the bus terminal with service to NYC, with easy highway access for commuters. No owner-occupancy requirement.

82-84 Montgomery Street, Middletown

$935,000

3 Beds ⋅ 4 Baths ⋅ 1048303 MLS

Set on 9.4 private acres, this extraordinary custom home offers high-function living, privacy, and expansive outdoor space. Designed by the renowned architectural firm, Pendergast & Terach, and inspired by contemporary craftsman design, the open single-level layout creates a seamless flow throughout. The home features a soaring cathedral ceiling, anchored by an impressive stone fireplace and floor-to-ceiling windows that blur the boundary between the interior and exterior landscape. Wood posts and beams throughout the central living space provide warmth to the clean, modern lines and abundant natural light. The kitchen boasts high-end appliances, Premium Silestone countertops, and custom cabinets. The primary bedroom suite, complete with Japanese soaking tub, opens to a deck surrounded by nature. The finished lower level has French doors, a full bath, and ample storage space, office space, and room for future living expansion. All this and an oversized 2+ car garage. Convenient to outdoor activities such as hiking, boating, paddling, fishing and swimming, this one-of-a-kind home is located just over an hour to the George Washington Bridge, and one mile from the train to NYC.

194 White Bridge Road, Middletown

$549,900

2 Beds ⋅ 3 Baths ⋅ 1049692 MLS

Enjoy the ease of main-level living with the bonus of a beautifully designed second floor in Wildflower at Wallkill, a gated 55+ active-adult community. Offering approximately 2,400 square feet, this spacious two-bedroom, two-and-a-half-bath home features an open, comfortable floor plan designed for both everyday living and entertaining. The main level welcomes you with generous living and dining areas filled with natural light and custom trim. At the heart of the home, the kitchen features granite countertops, custom backsplash, abundant cabinetry and an impressive nine-foot island with plenty of room for seating. Just beyond, a comfortable family room with a natural gas fireplace creates a warm gathering space and flows easily into the kitchen. Also located on the main level is the primary bedroom suite, offering the convenience of true one-level living. Upstairs, guests can enjoy their own private area with a second bedroom, full bath and a versatile flex space—perfect for a sitting area, home office, hobby space or quiet retreat. The private rear patio provides a lovely spot for morning coffee, gardening or relaxing outdoors. An attached two-car garage adds everyday convenience. Life at Wildflower at Wallkill extends well beyond the front door. Residents enjoy a gated community with indoor and outdoor pools, clubhouse, tennis and pickleball courts, exercise classes, organized trips and an active calendar of social activities. Shopping, restaurants, medical offices and everyday conveniences are all just minutes away.

6 Cyprus Drive, Middletown

$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

$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

$390,000

3 Beds ⋅ 3 Baths ⋅ 1049937 MLS

The flooring on both floors of the house was replaced, and the central air conditioning, hot water boiler, dryer, dishwasher, stove, and Robam range hood were all replaced. Property Highlights Peaceful Cul-de-Sac Setting: Situated on Deer Court Drive, offering minimal drive-through traffic, enhanced privacy, and a safe, quiet street environment. Functional Living Space: Features a comfortable, well-proportioned layout designed for modern family living, entertaining, and work-from-home flexibility. Spacious Outdoor Area: Ample yard space ideal for outdoor gatherings, gardening, play areas, or relaxing in a serene natural setting. Turnkey Appeal: A welcoming entryway and curb appeal with well-maintained structural elements and grounds. Neighborhood & Community Advantages Prime Commuter Location: Convenient access to major regional transit corridors, including Route 17 (Future I-86), Interstate 84, and the Middletown-Town of Wallkill Metro-North station for hassle-free travel across Orange County and into New York City. Proximity to Everyday Conveniences: Minutes away from the Route 211 commercial corridor, Galleria at Crystal Run, major retail hubs, supermarkets, medical facilities (including Garnet Health Medical Center), and dining options. Hudson Valley Lifestyle: Close to local parks, hiking trails, golf courses, and farm-to-table markets, offering an ideal blend of suburban convenience and scenic countryside. Strong Community Atmosphere: Established, friendly residential neighborhood characterized by well-kept properties, mature trees, and high pride of ownership.

45 Deer Ct Drive, 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

$510,000

4 Beds ⋅ 3 Baths ⋅ 1049537 MLS

Welcome to a move-in ready, three-story home designed for easy & comfortable living. The open floor plan feels bright and spacious, with freshly primed walls, updated lighting, and durable flooring that stands up to daily life. You will appreciate practical features like a dedicated laundry room and plenty of closet space for organization. The kitchen comes fully equipped with new cabinets and brand new stainless steel appliances. Sliding glass doors connect the interior to awesome outdoor spaces, including a front porch, back deck, and upper balcony. This home offers great style, real comfort, and low-maintenance living at an affordable value!

326 North 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

$469,000

4 Beds ⋅ 3 Baths ⋅ 1049053 MLS

Welcome to 1413 Goshen Turnpike, a spacious home offering comfortable living in a convenient Middletown location. With approximately 1,796 square feet of living space, this home provides plenty of room for everyday living, entertaining, and working from home. The desirable layout includes four bedrooms, two full baths, and a convenient half bath. Enjoy the best of both convenience and location, with shopping, dining, entertainment, and everyday amenities just minutes away. The Galleria at Crystal Run, featuring more than 100 retailers including Target, Macy’s, JCPenney, and DSW, is approximately 5–10 minutes away, while Walmart, grocery stores, restaurants, and additional shopping are also nearby. For commuters and those looking to enjoy the Hudson Valley, the property offers easy access to major roadways and is approximately 70 miles from New York City, making Manhattan roughly a 90 minutes drive depending on traffic. Middletown’s Metro-North/Port Jervis Line provides another option for traveling toward NYC. A wonderful opportunity to enjoy the space and comfort of a four-bedroom home while remaining close to shopping, dining, transportation, and all that the Hudson Valley has to offer.

1413 Goshen Turnpike, Middletown

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