Middletown Homes with Attached Parking features

Welcome to Middletown, New York – a vibrant city nestled in the heart of Orange County that perfectly blends suburban charm with urban convenience. With its rich history, diverse community, and stunning natural surroundings, Middletown is an ideal place to call home. Located just an hour’s drive from New York City, residents enjoy easy access to metropolitan amenities while savoring the tranquility of small-town living.

Middletown boasts a variety of recreational opportunities, from picturesque parks and scenic hiking trails to local shops and restaurants that reflect the city's eclectic culture. The downtown area is a hub of activity, featuring a mix of historic architecture and modern developments, ensuring there’s always something new to explore. Families will appreciate the excellent schools and community programs that promote growth and connection among neighbors.

When it comes to finding your dream home in Middletown, you’ll be pleased to discover a selection of residences that come with attached parking features. Whether you’re seeking a cozy townhouse or a spacious single-family home, having dedicated parking is a significant advantage. It not only adds convenience to your daily routine but also enhances the overall appeal of your property. Say goodbye to the hassle of street parking and enjoy the ease of coming home to your own secure space.

With its welcoming atmosphere and a variety of housing options, Middletown is more than just a place to live; it's a community where you can thrive. Explore the possibilities today and find your perfect home in this charming city!

Newest Middletown Homes with Attached Parking features

$725,000

5 Beds ⋅ 5 Baths ⋅ 1032557 MLS

Welcome to this one-of-a-kind custom home tucked away at the end of a quiet cul-de-sac in the highly sought-after Pine Bush School District. Offering over 4,200 square feet of living space, this home combines quality craftsmanship, privacy, and features you simply won’t find anywhere else. Step inside to soaring cathedral ceilings, beautiful hardwood floors throughout, and a formal dining room accented with elegant columns. The chef’s kitchen is truly the heart of the home, featuring custom solid wood cabinetry, a Carrara marble double-tier island, stone backsplash, farmhouse sink, and premium stainless steel appliances, including a 72 x 60 -inch Sub-Zero refrigerator, Thermador wall oven, and DCS cooktop. One of the home’s most unique features is its collection of approximately 350-year-old reclaimed wood interior doors, adding warmth and character throughout. Recent improvements include a newer roof, new black-top driveway, new windows, three heating systems, three central air systems, and a whole-house automatic generator. The second floor offers an incredible primary suite with two private en suite bathrooms, along with four additional bedrooms and three full bathrooms, providing plenty of space for family and guests. The finished walk-out lower level offers endless possibilities with a huge family room, home theater, two additional bedrooms, full bathroom, office, art studio, sauna, and access to the outdoor hot tub area. Built for a former collector of fine art and rare minerals, the lower level also features multiple heavy-duty vault doors, a secure fire-safe storage area, and an extensive security system, making this home as secure as it is impressive. Outside, you’ll love the heated stone walkway, brand-new covered screened porch overlooking beautifully landscaped grounds filled with flowering gardens and an amazing variety of fruit trees and berry bushes, including peach, apple, pear, plum, cherry, raspberry, blackberry, and blueberry. French drainage system, an oversized garage complete with built-in cabinets and workshop space, an attached three-car carport, and a storage shed. Set at the end of a dead-end cul-de-sac, this property offers exceptional privacy while still being close to everything the Hudson Valley has to offer. This is truly a rare opportunity to own a home that blends luxury, functionality, and unmatched character.

14 Longview Lane, 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

$449,900

3 Beds ⋅ 1 Baths ⋅ 1028580 MLS

STOP THE SEARCH!!!! THIS ONE IS A SHOWSTOPPER!!! Welcome home to 30 Murray Road in the Town of Walkill, an immaculately maintained, completely turn key ranch! Spotless from top to bottom and lovingly cared for, this exceptional home offers the perfect combination of comfort, style, and convenience. Simply unpack and start enjoying everything this beautiful property has to offer. Step inside to discover gorgeous hardwood floors flowing throughout the main living areas, complemented by beautiful tile flooring in the kitchen. The heart of the home features a stunning eat in kitchen with upgraded cabinetry, beautiful appliances, and ample workspace, making it as functional as it is beautiful. The thoughtfully designed layout includes a spacious family room, 3 generously sized bedrooms and a beautiful full bathroom! The immaculate full basement offers endless possibilities, whether you envision additional living space, a home gym, workshop, or simply appreciate the incredible amount of clean storage. A large two car garage provides even more room for vehicles, tools, and recreational equipment. Outside, you'll find your own private retreat. The incredible ground-level patio creates the perfect setting for relaxing, dining outdoors, or entertaining guests while overlooking the peaceful backyard surrounded by nature for exceptional privacy. A large turnaround driveway makes coming and going effortless, while the home's custom landscaping, enhances the curb appeal. Ideally situated in an outstanding Middletown location, you'll enjoy the tranquility of a quiet setting without sacrificing convenience. Shopping, restaurants, parks, schools, and major commuter routes are all just minutes away, making this the perfect place to call home. With its impeccable condition, tasteful updates, and unbeatable location, this move in ready ranch is a rare opportunity you won't want to miss. Call today to schedule your private showing. This immaculate home is an absolute must-see!

30 Murray Road, Middletown

$740,000

3 Beds ⋅ 3 Baths ⋅ 1029697 MLS

Nestled on 2 peaceful acres, this colonial-style home has been lovingly cared for by the same owner since it was built in 2006. The dramatic cathedral ceiling foyer welcomes you with a sense of grandeur, opening to a spacious interior filled with natural light. Hardwood floors flow throughout, enhanced by a refreshed staircase with updated balusters and designer lighting. The custom kitchen is a standout, offering Carrera Gold Silestone countertops, Bosch appliances, custom cabinetry, and a farmhouse sink featuring a built in food disposal. The living room’s cozy setting with fireplace creates the perfect gathering space, and central air ensures comfort all year long. The primary suite is generously sized, featuring two built in closets and a custom walk in closet. A luxurious, spa-inspired primary bathroom featuring floor-to-ceiling marble tile, heated marble flooring and an oversized walk-in shower enclosed in frameless glass. The shower includes a rainfall showerhead, handheld sprayer, multiple body jets, a built-in bench and sleek black fixtures. A Fleurco Opus Collection freestanding soaking tub, premium Kohler bidet toilet, recessed lighting and a large window overlooking the greenery complete this elegant retreat. With new siding, new garage doors, and a new deck, the home blends thoughtful updates with long term care. A truly special property, ready to be treasured by its next owner.

210 Howells Turnpike, Middletown

$524,900

4 Beds ⋅ 2 Baths ⋅ 1027190 MLS

Set on 8 scenic acres in the award-winning Goshen School District, this updated bi-level offers the perfect combination of privacy, open space, and convenience to amenities. The property features a picturesque pond, a mix of cleared land and woods, two sheds and a large outbuilding with electricity that's ideal for a workshop, hobby space, or extra storage. Inside, the updated kitchen and bathrooms compliment the home's inviting layout. Hardwood floors run throughout the main living areas, while the bedrooms are comfortably carpeted. The main level offers recessed lighting, 3 bedrooms and a beautifully updated hallway bathroom featuring a unique arched accent over the jetted soaking tub, custom tile work, and a separate stall shower with glass door. The finished lower level showcases slate flooring, a cozy fireplace, a 4th bedroom, a full bathroom, and a laundry room, with direct access to the heated attached two-car garage. Enjoy the peace and beauty of country living while remaining just minutes from shopping, dining, schools, and major commuter routes including public transit to NYC. A brand-new central air system is icing on the cake...schedule your showing today!

245 Stony Ford Road, Middletown

$525,000

3 Beds ⋅ 3 Baths ⋅ 1028362 MLS

Your home is this fully renovated 3-bedroom property that seamlessly blends modern interior elegance with an extraordinary backyard oasis! Step inside to an airy, light-filled open-concept floor plan showcasing fresh updates throughout, including sleek new flooring, modern lighting fixtures, and spa-inspired renovated bathrooms. The open gourmet kitchen serves as the heart of the home, beautifully equipped with premium quartz counter space, custom cabinetry, stainless steel appliances, and a center island ideal for everyday living and entertaining. Retreat outside through sliding doors to your private outdoor paradise, featuring a sprawling deck for alfresco dining and relaxation that overlooks a sparkling swimming pool with ample surrounding patio space—perfect for hosting summer barbecues. Complete with updated systems; Water heater aprox. late 2024. The bathrooms, decks, Vinyl fence, the kitchen & all it's appliences were all upgrated in 2025. Updates from this year are all the interior doors & lighting in addition to the pool pump.

24 Beth Drive, Middletown

$599,000

3 Beds ⋅ 3 Baths ⋅ 1021680 MLS

Home sweet home! This beautiful custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a gorgeous landscaped 5 acres in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central great room features 17 foot cathedral ceilings, mini-split AC and heat, ceiling fan, large windows letting the sunlight in, and two separate doorways to the large back deck. Enjoy peace and quiet on a beautiful day on your oversized back deck. Have a campfire with some friends and family by the fire pit. The recently renovated kitchen features new appliances, quartz countertops and tile backsplash. The primary bedroom suite is on one side of the house with two large closets and a large beautiful en-suite bathroom. Bedrooms two and three are on the other side of the house along with another full bathroom. Walk up to the spacious loft on the second level, which could have many uses. Renovated within the past 3 years with a new roof, new deck and deck stairs, sidewalk deck to driveway. Recently painted kitchen, great room, loft and master bedroom. Very well maintained home and property. Whole house generator. Mitsubishi Mini-split AC cooling and heating. The huge full basement is the size of the home providing plenty of storage and workshop space. 2 Car attached garage. Plenty of room for guests with a parking area by the front of the home, and a large parking area in the rear. Wood or oil combination furnace for baseboard heating, mini split for AC and for heat.

189 School House Road, Middletown

$239,000

3 Beds ⋅ 2 Baths ⋅ 1029110 MLS

Calling all contractors, investors, and homeowners with a vision! Bring your ideas and your toolbox to this 3-bedroom, 1.5-bath split-level home situated on a desirable corner lot within the Enlarged City School District of Middletown. Offering great bones and endless potential, this property is ready for its next owner to restore, renovate, and make it their own. Inside, you'll find a functional split-level layout that's ready for your personal touches and updates. Whether you're looking for your next investment project or the opportunity to create your dream home, this property is full of possibilities. Conveniently located in a peaceful neighborhood just minutes from Orange County Community College (SUNY Orange), Touro College of Osteopathic Medicine, Garnet Health Medical Center, shopping, dining, and major commuter routes. With New York City approximately 70 miles away, you'll enjoy the perfect balance of suburban living with easy access to the city. Don't miss this opportunity to unlock the potential of this hidden gem—schedule your showing today!

26 Willow Place, Middletown

$450,000

3 Beds ⋅ 2 Baths ⋅ 1029090 MLS

**Opportunities on Manhattan Avenue are few and far between. If you've been waiting for a home in this desirable neighborhood, your wait is over! ** Situated on a beautiful .25-acre lot, this inviting split-level offers the perfect combination of comfort, space, and style with **3 bedrooms, 1.5 baths, a one-car garage, and central air**. From the moment you walk through the door, you'll appreciate how bright, clean, and welcoming this home feels. Sunlight pours through oversized windows, highlighting the gleaming hardwood floors and creating a warm, inviting atmosphere throughout. The thoughtfully designed floor plan offers generous living space with an easy flow that's perfect for everyday living, entertaining, or simply relaxing at home. A beautiful fireplace creates a cozy focal point, adding warmth and character to the main living area. Step outside and discover one of this home's standout features—an expansive deck overlooking a beautiful, flat, quarter-acre backyard. Whether you're hosting summer barbecues, enjoying your morning coffee, or unwinding after a long day, this outdoor space is sure to become a favorite place to gather. The level backyard offers plenty of room for gardening, outdoor activities, pets, or simply enjoying your own private outdoor retreat. Beautifully cared for inside and out, this home offers the perfect blend of comfort, convenience, and outdoor living in a location that's hard to beat. Conveniently located near shopping, restaurants, schools, and major commuter routes, with Maple Hill Park just minutes away, you'll enjoy easy access to tennis courts, a dog park, walking paths, picnic areas, and open green space. **Homes on Manhattan Avenue don't become available often. Don't miss this exceptional opportunity to make this beautiful property your next home!**

21 Manhattan Avenue Unit #19, Middletown

$479,000

3 Beds ⋅ 2 Baths ⋅ 1026058 MLS

Welcome Home to 3 Sharon Drive! Sitting on just under half an acre in a tranquil, quiet neighborhood, this beautiful split-level home offers 3 bedrooms, 1.5 baths, and over 1,500 square feet — you'll feel right at home the moment you walk in the door! As you enter, you're greeted by tall ceilings that complement the spacious, open layout throughout. Just off the living room you have a spacious kitchen with stainless steel appliances and a convenient eat-in-dining setup. Down the hallway, you'll find three generously sized bedrooms with ample closet space, plus a convenient Jack & Jill bathroom off the primary bedroom. Downstairs is fully finished, offering a half bath, laundry room, and direct access to your two-car garage. But wait! There is more – As you venture into your fully fenced-in backyard a newly installed trex deck awaits, perfect for relaxing or entertaining. With meticulous care over the years, ranging from new roofing, updated heating/cooling system, furnace, and water heater just about all major upgrades are done and awaiting their new owner! All that’s left to do is move in and start the new school year! Offering the best of both worlds, this home is located within the Pine Bush School District and just minutes from Middletown Route 211, major shopping centers, highways, restaurants, gyms, and everything you could need. This location is optimal! Schedule your showing today and see all this beautiful home has to offer!

3 Sharon Drive, Middletown

$409,000

3 Beds ⋅ 2 Baths ⋅ 1025851 MLS

Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you arrive, the stunning stone exterior, mature landscaping, covered front porch, and exceptional curb appeal make you feel right at home. Step inside and discover a home filled with character, warmth, and natural light. Oversized windows and a beautiful bay window flood the interior with sunshine while highlighting the gleaming hardwood floors, natural woodwork, original architectural details, and thoughtful updates throughout. The spacious living room is the heart of the home, featuring a striking stone fireplace with a cozy wood-burning stove that creates the perfect atmosphere for relaxing evenings or gathering with family and friends. The flowing floor plan offers comfortable everyday living and effortless entertaining. The bright eat-in kitchen features abundant cabinetry, generous counter space, pantry storage, and convenient access to the backyard, making indoor and outdoor entertaining seamless. Whether hosting holiday dinners or enjoying a quiet morning coffee, every space has been designed with comfort and functionality in mind. The home's three spacious bedrooms offer peaceful retreats with generous closet space and abundant natural light. A full bath and convenient half bath provide functionality for both daily living and guests. The partially finished walk-out basement adds tremendous versatility, providing the perfect opportunity for a family room, recreation area, home office, gym, workshop, hobby space, or additional storage. The attached one-car garage and expansive basement storage ensure there is room for everything. Outdoor living is equally impressive. Enjoy peaceful mornings from the covered front porch, entertain on the beautiful flagstone patio, or relax in the private backyard surrounded by mature trees and established landscaping. The yard offers plenty of room for gardening, outdoor recreation, pets, or simply enjoying the beauty of every season. A storage shed provides additional space for lawn equipment and outdoor tools. Quality construction shines throughout with durable stone and shake siding, block construction, and a solid block foundation. Additional features include central air conditioning, forced-air natural gas heating, municipal water and sewer, hardwood and tile flooring, built-in storage, ceiling fans, entrance foyer, open floor plan, pantry, walk-through kitchen, washer and dryer hookups, high-speed internet availability, natural gas, cable, and public utilities for easy, comfortable living. Located on a municipally maintained road in an established neighborhood, this home offers outstanding convenience to everyday amenities. Shopping, restaurants, parks, schools, medical facilities, and local services are all just minutes away. Commuters will appreciate quick access to Route 17/I-86, Interstate 84, and Metro-North rail service, providing an easy commute throughout the Hudson Valley and into New York City. Blending classic craftsmanship, tasteful updates, flexible living space, beautiful outdoor areas, and an ideal location, this move-in-ready home offers the perfect balance of character and convenience. Whether you're looking for additional space, a home that's ideal for entertaining, or simply a property filled with warmth and timeless appeal, 48-50 Mountain Avenue is ready to welcome you home.

48-50 Mountain Avenue, Middletown

$825,000

4 Beds ⋅ 3 Baths ⋅ 1017645 MLS

This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining guests and marking life's special milestones. A formal dining room provides the perfect setting for holiday dinners, while both the family room and living room offer quiet retreats at the end of the day. The primary bedroom includes a private bathroom plus a plentiful walk in closet. You'll find three more generously sized bedrooms and a full second bathroom. A strategically placed home office at the top of the stairs is perfect for remote work or tackling paperwork. Step outside to a back deck with an awning for shaded relaxation, overlooking a spacious yard. Enjoy the heated inground pool, perfect for lap swimming and relax in the heated jacuzzi. Host gatherings on the backyard deck or paver patio designed for outdoor entertaining. The attached two car garage comes equipped with a charger for your electric vehicle. Solar panels owned, utility bills less than $25/month. Located in the desirable Minisink Valley School District, this gorgeous home truly offers something for everyone. Don't miss your chance to experience all this property has to offer. Schedule a visit today!

34 Stapleton Court, Middletown

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