Middletown Homes with Off Street Parking features

Welcome to Middletown, New York – a vibrant city nestled in the heart of Orange County. Known for its rich history and charming small-town feel, Middletown offers a unique blend of urban amenities and natural beauty. With a population that embraces community spirit, you’ll find friendly faces and a welcoming atmosphere at every turn. The city boasts a variety of parks, local shops, and restaurants, making it a perfect place for families, young professionals, and retirees alike.

One of the standout features of homes in Middletown is the availability of off-street parking. In this bustling city, having your own designated parking space is a significant advantage. Imagine coming home after a long day and effortlessly parking your car right outside your door, away from the hustle and bustle of street parking. These homes with off-street parking not only provide convenience but also enhance your property’s value and appeal.

Whether you’re looking for a cozy single-family home, a charming townhouse, or a spacious multi-family unit, Middletown has a diverse range of properties to suit your needs. Many of these homes feature modern amenities, beautiful yards, and easy access to local attractions. With off-street parking as a key feature, you can enjoy peace of mind knowing your vehicle is secure and easily accessible.

Explore the delightful neighborhoods of Middletown, where community and comfort come together. Discover your dream home today and experience all that this enchanting city has to offer!

Newest Middletown Homes with Off Street Parking features

$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

$115,000

2 Beds ⋅ 1 Baths ⋅ 1042491 MLS

Set among the trees on a private dirt road, this compact cottage offers a quiet place to get away without being far from everyday conveniences. The home features a ductless system for heating and cooling, a newer water heater, an updated bathroom, a new septic system, a new well, and a simple, low-maintenance layout. Outside, the wooded property includes a stone wall, natural fern-covered areas, and a brand new stick built 12' x 20' shed for storage, tools, or workshop space. The Shawangunk Kill is nearby, and the Otisville train station provides access toward New York City. Middletown’s shopping, dining, and services are approximately 15 minutes away. A practical option for a weekend retreat, creative space, fishing or hunting base, or buyer seeking a small home tucked in a wooded setting. Some work is currently being completed. The property will be sold as-is.

13 Birch Street, 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

$599,900

4 Beds ⋅ 3 Baths ⋅ 1026479 MLS

Tucked at the end of a long, paved drive on a quiet country road, this secluded 4-bedroom, 2.5 bath retreat feels worlds away — while still being minutes from everything you need. Five minutes away from major highways and less than ten minutes away from shopping and restaurants. Located in the desirable Pine Bush School District. Step inside to a light-filled first floor featuring maple cabinetry, granite countertops, and a spacious kitchen island — perfect for everyday living and effortless entertaining. Crown molding runs throughout the main level, complemented by a convenient first-floor lavatory and generous living spaces designed for gathering. Upstairs, the primary suite impresses with vaulted ceilings and a private en-suite bath, joined by additional large bedrooms and the everyday ease of second-floor laundry. Outside, an oversized, maintenance-free deck overlooks a large fenced backyard — offering privacy in every direction and space to relax, host, or simply enjoy the quiet. A full basement adds flexible storage or the man cave, gym, or studio you’ve been dreaming of. The attached 2-car garage rounds out the package. With this much privacy, space, and turnkey finishes, this house wont last long. Schedule your private showing before it’s gone!

282 Derby Road, 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

$469,000

5 Beds ⋅ 3 Baths ⋅ 1031210 MLS

Welcome home to this breathtaking Farmhouse-style retreat, perfectly set back from the main road amidst mature hydrangeas and Rose of Sharon. Step onto the sprawling, large rocking chair front porch—part of an expansive covered porch that wraps around three sides of the home—and experience true rustic charm before you even step inside. Upon entry, you’ll be in awe of the soaring vaulted ceilings, stunning wide plank wood floors running throughout, and a magnificent floor-to-ceiling stone fireplace. At the heart of the home is a gourmet country-style kitchen designed for entertaining. It features a spacious eat-in island, prep bar sink, Double Oven and a high-end gas cooktop complete with interchangeable wok burner and griddle attachments Dual sets of sliding glass doors seamlessly connect the kitchen to the rear deck for effortless outdoor dining. The main level features 2 light-filled bedrooms (one with private slider access to the deck) and a full bathroom. The upper level has additional bedrooms, a full bath, and a charming loft area overlooking the main living room. The basement has a cozy family room, a wet bar, 3rd full bath, and dedicated laundry room. Multi-level outdoor living including open and covered rear decks, plus a unique enclosed porch featuring a dog door leading directly to a secure 20 x 30 enclosed dog pen. A rare blend of rustic elegance, modern amenities, and peaceful seclusion—schedule your tour today!

495 Guymard Turnpike, Middletown

$165,000

1 Beds ⋅ 1 Baths ⋅ 1024578 MLS

A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed square footage—provides additional space ideal for a recreation area, storage, or a bonus room. Outside, enjoy the fenced-in backyard complete with a patio and tree house. Previously rented for $2,000 per month, this property also presents a strong investment opportunity.

488 Tally Ho Road, Middletown

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