Middletown Homes with Off Street 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 is an ideal place for families seeking a welcoming environment with excellent educational opportunities. The Middletown School District is highly regarded, offering a robust curriculum that emphasizes academic excellence, creativity, and personal growth. With dedicated teachers and a variety of extracurricular activities, students are encouraged to explore their interests and develop their talents, ensuring a well-rounded education.

Middletown is not only known for its outstanding schools but also for its diverse housing options. Many homes in the area feature off-street parking, providing convenience and peace of mind for residents. Imagine coming home after a long day, knowing you can park your vehicle safely and easily, right at your doorstep. This feature is particularly beneficial in a bustling city like Middletown, where street parking can sometimes be a challenge.

Whether you're looking for a cozy single-family home or a spacious townhouse, Middletown's real estate market has something for everyone. The combination of quality education, community spirit, and practical home features like off-street parking makes Middletown an attractive choice for families and individuals alike. Explore the possibilities and discover why so many are proud to call Middletown home!

Newest Middletown Homes with Off Street Parking features

$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

$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

$345,000

3 Beds ⋅ 1 Baths ⋅ 1046566 MLS

Step into the warmth and charm of this beautifully maintained Colonial, where classic character meets comfortable modern living. Gleaming hardwood floors flow throughout much of the home, complementing the inviting architectural details found throughout. The spacious, sun-filled Living Room features an arched doorway leading to the Formal Dining Room—perfect for entertaining or enjoying memorable family gatherings. A versatile Den/Office offers a built-in bookcase and charming window seat, creating the ideal space for a home office, reading room, or quiet retreat. The updated Kitchen features granite countertops, tiled backsplash, laminate flooring, and opens seamlessly to a vaulted Family Room/Sunroom. Filled with natural light, this wonderful space provides easy access through sliders to a private deck overlooking the above-ground pool—an ideal setting for relaxing and entertaining. Additional highlights include thermal windows, central air conditioning on the first floor, a tankless water heater, walk-up attic, paver walkway, and a large storage shed. Move right in and enjoy all this special home has to offer! Ideally located close to shopping, restaurants, parks, wineries, hiking trails, and so much more.

8 Budd Avenue, Middletown

$545,000

3 Beds ⋅ 3 Baths ⋅ 1037842 MLS

A rare opportunity in The Meadows! This expanded three-bedroom, 2 ½-bath raised ranch offers approximately 2,508 sq. ft. on more than half an acre. A 12-foot addition spanning both levels provides substantially more living space than many homes in the development. Set on a desirable corner lot facing woods, it offers a peaceful, secluded feel while remaining just five minutes from major shopping, Galleria Mall, dining, highways, and Garnet Medical Center. The open-concept main level features a chef-inspired kitchen with abundant wood cabinetry, hardwood flooring, a generous 8' x 3' peninsula, a newer induction convection range, and a second convection wall oven. Recessed lighting throughout creates a bright, modern environment. The fully finished walk-out lower level offers 1 ½ baths, multiple living areas, baseboard heat, luxury vinyl plank flooring, laundry alcove, and generous storage. A mirrored home gym is ideal for fitness, yoga, dance, or an art studio. The finished addition offers space for a playroom or family room, plus two flex rooms with exterior access-perfect for office, guest room, and/or mudroom. The fully fenced, level backyard is a private retreat with dramatic natural boulders, impressive multilevel stone patios, an electrified 6-foot granite outdoor island, and an included 8-foot Master Spa hot tub. Additional highlights include owned solar panels, two EV chargers, premium cedar-shake-style vinyl siding, updated windows and doors, and a roof with 50-year shingles. Enjoy The Meadows pool, clubhouse, tennis/pickleball, and playgrounds. This distinctive home must be seen to be fully appreciated.

2 Harvest Hill Lane, Middletown

$489,999

3 Beds ⋅ 4 Baths ⋅ 1009337 MLS

This beautiful 3 bed 3 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes to transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a fireplace, full glass door leading to a very spacious deck for outdoor grilling or relaxation. Just opposite the living room is an amazing kitchen with granite countertops, an island and stainless steel appliances. Upstairs you'll find a large primary bedroom equipped with a custom California closet setup and a gorgeous en-suite. The second floor is finished off by two large bedrooms, a full bathroom and a laundry room. The lower level is fully finished to be used however you desire and it walks out to a large patio and a beautifully manicured lawn leading to an area of undeveloped land that makes it quite peaceful and relaxing. Maple Fields is located 5-7 min near shops, parks, restaurants, and major highways 84/17! Offering tranquility and privacy and so much more, don't miss out on the opportunity to own this beauty. Additional Information: Amenities:Soaking Tub,Storage,ParkingFeatures:2 Car Attached,

93 Meadow View Drive, Middletown

$260,000

3 Beds ⋅ 1 Baths ⋅ 1040507 MLS

This multi-level Middletown home has much to offer. On the first floor there is a good-sized living room with hardwood flooring. There is an eat in kitchen with a large island. The full bathroom is also on the first floor. Additionally, there is another room on the first floor currently used as a bedroom (there is no closet), but can be an office, family room etc. The second-floor features 3 bedrooms. There is also a very convenient walk-up attic, great for storage or can be an additional room. Outside the driveway is shared with the neighbor on the right, but there is parking behind the home. Also, behind the home is a back porch and a park like area to enjoy the outdoors. Close to everything Middletown has to offer.

13 Ogden Street, Middletown

$2,400,000

1041303 MLS

Completely updated 8-apartment, 3-retail-unit mixed-use building located next to the bus terminal to NYC in downtown Middletown is for sale. The building underwent a full renovation at the end of 2022, including all-new electrical systems, plumbing, kitchens, apartments, and retail spaces. The entire building complies with current fire codes, featuring sprinklers and fire alarms. All units are fully rented and require minimal maintenance. The building is situated at the intersection of North St and Railroad St, in the heart of downtown Middletown, within walking distance of restaurants, supermarkets, shops, City Hall, and the soon-to-be-completed Heritage Trail extension. The property generates solid income with a 7% cap rate, and the location is outstanding.

104 North Street, Middletown

$549,999

4 Beds ⋅ 4 Baths ⋅ 1020924 MLS

Welcome to 19 Davidge Road, where luxury, comfort, and functionality come together in one exceptional home. Nestled in the highly sought-after Presidential Heights neighborhood, this impressive 4-bedroom, 4-bathroom residence offers the perfect blend of elegant living spaces and incredible amenities designed for today's lifestyle. From the moment you enter, you'll be captivated by the soaring vaulted ceilings and spacious open-concept design. The inviting living room features a cozy gas fireplace, creating the perfect atmosphere for relaxing evenings or entertaining guests. The chef-inspired kitchen is a true showpiece, complete with a commercial-grade stove, oversized commercial refrigerator, beautiful cabinetry, and abundant workspace that's ready to impress everyone from the home cook to the culinary enthusiast. Retreat to generously sized bedrooms and beautifully updated bathrooms, while hardwood flooring throughout much of the home adds warmth and timeless elegance. Car enthusiasts and hobbyists will appreciate the attached 2-car garage equipped with two professional vehicle lifts, allowing for indoor parking for up to four vehicles—a rare and highly desirable feature. "Basement, Garage, and 2 Yard photos has been digitally declutterred to show clear space."

19 Davidge Road, Middletown

$399,900

4 Beds ⋅ 1 Baths ⋅ 1031475 MLS

More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring throughout, all new double-pane windows, and interior painting throughout; and a replacement boiler (2016). The main level offers a bright living room, formal dining room, and kitchen with an adjacent breakfast area. The enclosed sunroom brings in abundant natural light and provides an inviting additional space to relax and unwind. Two additional finished bedrooms upstairs provide flexibility for sleeping, working from home, hobbies, or other needs. The full basement provides substantial storage and utility space, with a workshop area ideal for projects and hobbies. Outside, enjoy the deep, level backyard with plenty of room for outdoor activities, a private deck, and a detached two-car garage offering valuable parking and storage. Conveniently located near Downtown Middletown, shopping, dining, parks, and major routes. Come see in person the space, outdoor features, and versatility this well-maintained home has to offer. Some interior photos have been virtually staged for illustrative purposes only to demonstrate potential furniture placement. The property is being sold in its actual unfurnished/as-is condition.

39 California Avenue, Middletown

$339,900

3 Beds ⋅ 2 Baths ⋅ 1015028 MLS

Move in ready 3 bedrooms, 2 bathroom home. Clean and freshly painted. Updated kitchen and bathrooms. Located on a dead end street. Private Fenced-in yard. Conveniently located minutes from local shops, restaurants, Galleria Mall, Garnet Health and close proximity to I86 and I84. Very easy to show. Call today for your own private viewing.

101 N Beacon Street, Middletown

$225,000

2 Beds ⋅ 1 Baths ⋅ 1011268 MLS

Opportunity awaits! 2-bedroom, 1-bath one-family home with 2-car garage. Includes a large patio above the garage. Eat in kitchen with refrigerator and gas stove. The seller gutted and renovated the house in 1989. Property requires complete renovation and is being sold as-is. Ideal for investors, contractors, or buyers looking to build equity. Convenient location close to shopping, schools, and commuter routes. Cash or renovation financing preferred. Bring your vision and unlock this property's potential! The electric is on, heat and hot water, municipal water & sewer are hooked up and on. Possible to expand the house above the garage.

45 John Street, Middletown

$299,900

3 Beds ⋅ 2 Baths ⋅ 1005556 MLS

Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, and a main-level flex space w/ closet, 2.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next upgrade. No HOA. Being sold as-is.

2 S Aspen Road, Middletown

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