Middletown Homes with Parking Lot Parking features

Welcome to Middletown, New York – a charming city nestled in the heart of Orange County, where small-town charm meets modern convenience. Known for its picturesque landscapes and vibrant community spirit, Middletown offers a delightful blend of urban amenities and serene suburban living. With its rich history, diverse culture, and a variety of recreational opportunities, Middletown is an ideal place to call home.

One of the standout features of homes in this area is the availability of parking lot parking. In a city where convenience is key, many properties boast dedicated parking spaces, ensuring that you’ll never have to worry about finding a spot after a long day. Whether you’re returning from a weekend adventure or a busy workday, having easy access to your vehicle adds an extra layer of comfort to your daily routine.

Middletown is also renowned for its excellent schools, vibrant shopping districts, and a plethora of dining options, making it a family-friendly environment. Enjoy weekends exploring the scenic beauty of nearby parks, or take a short drive to the stunning Hudson Valley for hiking and outdoor activities. The city’s location provides easy access to major highways, making commuting to New York City or other surrounding areas a breeze.

In Middletown, you’ll find a variety of homes that cater to different lifestyles, all featuring the convenience of parking lot parking. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Middletown has the perfect home waiting for you. Come explore the possibilities and discover why Middletown is not just a place to live, but a place to thrive!

Newest Middletown Homes with Parking Lot Parking features

$245,000

2 Beds ⋅ 2 Baths ⋅ 1029712 MLS

Welcome home to this beautifully maintained 2-bedroom, 1.5-bath condo offering the perfect blend of comfort and convenience! Featuring gorgeous wood flooring on the first level, new carpeting in the second level with spacious primary bedroom, walk-in closets in both bedrooms, updated bathrooms with beautiful vanities and tiles. Enjoy a functional layout in a location that's hard to beat—just minutes from shopping, dining, and everyday conveniences. Whether you're a first-time homebuyer, downsizing, or looking for a great investment opportunity, this move-in-ready condo is one you won't want to miss! Call today for more details or to schedule your private showing!

49 Jimal Drive, Middletown

$399,900

1028296 MLS

Location Location Locatiion !! Excellent Investment opportunity in one of the busiest Sought-after Locations in the Town Of Wallkill. This wonderful Building features a Professional office or Retail Space. Including a Spacious Foyer, 3 Large Open Spaces, Bathroom, Hardwood Floors, Natural Wood Trim, Lots of Windows. Beautiful Built in Cabinetry, and Storage area. Second Floor Offers a beautiful Apartment that consists of a Large Living Room, Bedroom with lots of closet area, Eat in Kitchen with plenty of cabinetry, and countertop space. very nice bathroom. Separate Electric. Huge walk out Basement is great for storage. Large parking Lot. Rocking Chair front porch. High Visibility on very Busy East Main Street. Perfect to work and live all under 1 Roof. or rent both spaces out for great income. Great for an Attorney, Doctor, Accountant, Hair Salon, Nail Salon, Acupuncture, ETC or small Business. Take advantage of this special opportunity. Next to Bay Wash Car Wash. Must see !!!

513 E Main Street, Middletown

$1,750,000

1021149 MLS

Rare Investment Opportunity: Fully Occupied 12-Unit Brick Building in Middletown, NY. Massive Income – Fully Updated – Separate Utilities – Low Inventory Market. Don’t miss this exceptionally rare turnkey investment in the high-demand Middletown market. Brick buildings of this scale and caliber rarely hit the market. This massive 12-unit mixed-use property is fully occupied, generating immediate, stable income from day one. Features 10 residential units and 2 prime commercial storefronts.Tenant-Paid Utilities: Tenants pay their own electric and gas. : Features a brand-new, building-wide structural back porch and extensive capital improvements throughout the exterior and common areas. A lot of Renovated Units: Most units are updated, making them highly attractive to tenants and supporting premium rental rates.100% Occupied:, reliable cash flow for the savvy investor. Location & Market Advantage Situated in a bustling, high-traffic area of Middletown, NY, this property benefits from excellent visibility for the commercial spaces and peak convenience for residential tenants. Big parking in the back. With inventory at an all-time low for multi-family and mixed-use assets in Orange County, this building represents a premier addition to the portfolio with strong appreciation potential. Schedule your private showing today before this rare gem is gone!

30-32 E Main Street, Middletown

$325,000

2 Beds ⋅ 1 Baths ⋅ 1020584 MLS

AFFORDABLE COLONIAL HOME with low taxes, two bedrooms, one bathroom, and flexible extra space. This 1,080 sq. ft. home features vinyl siding, municipal services, and natural gas for heat, hot water, and cooking. Enjoy private off-street parking for up to three cars, with curb-cut access from two streets. The home offers classic charm and character, a covered front porch, concrete walkways, and outdoor space suitable for a small garden, play area, or additional parking. The first floor includes the main living areas: living room, kitchen, and dining area. Upstairs are two bedrooms and a full bathroom, with a walk-up attic providing extra storage. The walk-out basement offers space for a family room, laundry area with washer and dryer, plus windows and a door leading to a concrete patio overlooking the green yard and private parking. The first and second floors currently have carpet, with original hardwood floors underneath. Conveniently located near services and amenities, within walking distance of the community college and just a five-minute drive to the I-84 intersection. With ownership costs comparable to rent, this charming home is a great opportunity to buy instead of renting a home.

10 Forest Avenue, Middletown

$333,000

2 Beds ⋅ 3 Baths ⋅ 1020170 MLS

Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and bringing in abundant natural light. The main level offers a spacious eat-in kitchen, formal dining area, and a sun-filled living room with sliding glass doors leading to a private rear patio—ideal for relaxing or entertaining. A convenient half bath completes the first floor. Upstairs, soaring vaulted ceilings create an open, airy atmosphere. The primary suite features a large walk-in closet and a private ensuite bath, while the second bedroom and an additional full bath provide an ideal setup for guests, family, or a home office. Enjoy all that Waters Edge has to offer, including scenic lake access, beautifully maintained grounds, and a convenient location close to shopping, restaurants, schools, and major commuter routes.

5 Kendal Lane, Middletown

$349,000

2 Beds ⋅ 3 Baths ⋅ 1018987 MLS

Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral ceilings, a walk-in closet, and a private bath. A spacious second bedroom and full bath complete the second floor. Recent updates include Low-E energy-efficient windows (2023) and a new smart hot water heater. Enjoy assigned parking plus ample guest parking. The HOA covers snow removal, landscaping, exterior maintenance, garbage, and recycling for easy, low-maintenance living. Conveniently located just off Route 211 and minutes from Route 17/I-86 and I-84, you'll be close to shopping, restaurants, the train station, Garnet Health Medical Center, LEGOLAND New York Resort, Resorts World Catskills, and Woodbury Common Premium Outlets. Move right in and enjoy everything this wonderful community has to offer!

15 Kendal Lane, Middletown

$151,900

1 Beds ⋅ 1 Baths ⋅ 1015893 MLS

A fantastic opportunity for first time home buyers, downsizers or investors. Step into this freshly painted, well maintained 1 bedroom condo and experience easy living, low maintenance and community perks including pool and clubhouse. Stainless steel stove and dishwasher are only 3 years old, heating unit 7-8 years old. This complex is conveniently located near major highways and shopping. Enjoy parking only a few steps from your front door.This condo is ready for its new owner. Why rent? Don't miss the chance to secure a living space that's truly your own.

394 Concord Lane, Middletown

$395,000

1013153 MLS

Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office Space That is great for an accountant, attorney, Real Estate office. Etc. Second Level offers a Spacious 1 Bedroom apartment 3 rd level offers another large 1 bedroom Apartment. Separate Electric and Hot water heaters. Large Parking Lot Second means of egress concrete staircase. Close to all the great restaurants, shops and pubs. Close to All Major highways train station and Bus terminal. Building is in good condition. Great investment opportunity. Must see !!

13 Benton Avenue, Middletown

$369,900

3 Beds ⋅ 3 Baths ⋅ 1012400 MLS

Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two additional bedrooms and full baths, providing plenty of room and versatility. With renovated kitchen and updated bathrooms, this home is truly move in ready. Community amenities include an unground outdoor pool, clubhouse and recreational areas. Ideally situated just minutes from shopping, restaurants, schools, parks, Garnet Health Medical Center, Touro College, SUNY Orange and all major commuter routes including I-84 and Route 17, this home combines convenience, affordability, and easy condominium living. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this Buttonwood Hills townhouse is ready to welcome you home.

202 Concord Lane, Middletown

$160,000

1 Beds ⋅ 1 Baths ⋅ 1010316 MLS

Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has pass through for more of an open floor plan, plus dining area. Bathroom was updated with new tub, vanity, flooring and tile as well. Large bedroom with dual closets and nice sized windows for lots of natural light. Beautiful new vinyl low maintenance flooring throughout. Navien energy efficient ON DEMAND heat and hot water system in place. Utility room to house the washer and dryer in kitchen.

226 Concord Lane, Middletown

$575,000

3 Beds ⋅ 3 Baths ⋅ 1003208 MLS

For Sale: Income-Producing Mixed-Use Building in Prime Downtown Middletown Take advantage of this exceptional opportunity to own a versatile, income-generating property in the heart of Downtown Middletown—an up-and-coming city with a pro-business government and strong growth potential. Property Overview: First Floor: Spacious 2,000 sq. ft. commercial space, currently used as a retail store, office, and storage area, plus a large multi-purpose room perfect for meetings, events, or classes Includes a full bathroom, retail front entrance, and private rear access Flexible layout offers potential for multiple businesses or tenants Second Floor: Two fully rented residential apartments: One large 2-bedroom unit One spacious 1-bedroom unit Each with its own kitchen, living room, and full bathroom Approx. 800 sq. ft. per unit Private Parking Lot: Rear parking accommodates up to 5 vehicles Unbeatable Downtown Location: Just steps from City Hall, the NYC bus terminal, the public library, restaurants, shops, and more—this location provides outstanding visibility and walkability for both commercial and residential tenants.

20 John Street, Middletown

$399,900

3 Beds ⋅ 3 Baths ⋅ 1001539 MLS

Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for pantry use. A much needed half-bath completes the main level. Step outside onto the updated deck, perfect for summer barbecues and outdoor entertaining. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The primary suite comfortably accommodates a king-size bed and features a walk-in closet with built-in shelving, along with a private ensuite bath. Two additional bedrooms offer oversized closets and share a well-appointed full bath. A conveniently located second-floor washer and dryer add to the home’s functionality, while stylish flooring continues throughout the upper level. The spacious unfinished basement provides excellent storage potential. Additional highlights include a one-car garage and an expansive parking area that can accommodate 10+ vehicles. The monthly HOA fee of $450 includes insurance, exterior maintenance, snow removal, lawn care, and trash service. Located in the highly regarded Minisink Valley Central School District, this home combines privacy, practicality, and low-maintenance living. Schedule your showing today!

568 County Route 49 Unit #2C, Middletown

Start Your Search

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.