Middletown Homes with Private Parking features

Welcome to Middletown, NY – a vibrant city nestled in the heart of Orange County, where community spirit meets educational excellence. Known for its rich history and picturesque landscapes, Middletown is not just a place to live; it's a place to thrive. One of the standout features of this charming locale is its highly regarded school district, which is dedicated to fostering an enriching environment for students of all ages.

The Middletown School District is renowned for its commitment to academic achievement, offering a diverse range of programs designed to cater to the varied interests and needs of its students. With a focus on innovation and inclusivity, the district boasts award-winning educators and state-of-the-art facilities, ensuring that every child has the opportunity to succeed. Families are drawn to the area not only for its educational offerings but also for the sense of community that permeates the school environment.

In addition to its exceptional schools, Middletown offers a variety of homes that come with the highly sought-after feature of private parking. Imagine the convenience of having your own dedicated space to park your vehicle, eliminating the stress of street parking and giving you peace of mind. Whether you’re looking for a cozy starter home or a spacious family residence, the real estate options in Middletown with private parking are sure to meet your needs.

Embrace the charm of Middletown, where quality education, community, and comfortable living converge. Discover your dream home today and experience all that this delightful city has to offer!

Newest Middletown Homes with Private Parking features

$379,999

2 Beds ⋅ 2 Baths ⋅ 1021532 MLS

Welcome to 8 Forest Ave, Middletown, NY 10940—a charming corner-lot home offering comfort, flexibility, and plenty of outdoor space. This well-maintained property features 2 spacious bedrooms plus a bright sunroom that can easily be converted into a third bedroom, home office, or guest room. The home also offers 2 full bathrooms, a generously sized kitchen, and a separate dining room, providing a functional layout for everyday living and entertaining. The full unfinished walkout basement presents endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the large deck overlooking a spacious backyard, perfect for gatherings, outdoor dining, or relaxing with family and friends. The corner lot also provides ample space for gardening, landscaping, or other outdoor activities. Conveniently located near shopping centers, schools, restaurants, parks, and major commuter routes, this home combines comfort, convenience, and potential in one desirable location. Don’t miss the opportunity to make this versatile property your next home!

8 Forest Avenue Unit #6, 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

$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

$769,000

5 Beds ⋅ 5 Baths ⋅ 1011283 MLS

Step into 5-bedroom Colonial-style home, where classic charm meets upscale upgrades. From the moment you enter, you’re welcomed by exquisite craftsmanship, including detailed crown molding and rich hardwood floors that flow seamlessly throughout the main living spaces. This spacious residence features three elegant fireplaces, creating warm and inviting focal points across multiple living areas perfect for both entertaining and everyday comfort. The thoughtfully designed layout offers generous room sizes, abundant natural light, and a seamless blend of traditional character and modern functionality. The finished basement provides additional versatile living space, ideal for a home theater, gym, recreation area, or guest suite tailored to suit your lifestyle needs. Every detail of this home reflects quality and care, making it truly move-in ready. This property offers the perfect combination of sophistication, comfort, and convenience.Your Presidential Address Awaits: Comfort, Class, and Community.

3 Truman Court, Middletown

$435,000

3 Beds ⋅ 4 Baths ⋅ 1004718 MLS

Welcome to Swan Village Estates conveniently located just minutes from Highways, stores and shopping. If space is what you need, this three-level , corner lot townhome offers that and more inside and out! The main level features a bright living room with plenty of natural window light followed by a dining area and a spacious eat-in kitchen with stainless steel appliances with plenty of cabinet and counter space. Slider glass doors off dining area lead to a deck where you can enjoy morning coffee from a canopy that’s overlooking an oversized backyard with a playground in place. Plenty of yard space for summer enjoyment and entertaining as this is a corner lot! A half guest bathroom completes the main level. The second level features the Primary Suite with a private bath with a tub and walk-in closet! Two additional well-sized bedrooms and a full hallway bathroom completes the second floor that is all carpeted. The finished walk-out basement provides additional space suitable for an office space for those that work remote, an exercise room or play area for the little ones. If storage is needed, it’s found in this level as well as the outdoor shed ideal for o outdoor furniture or tools. The lower level also includes the 3rd full bath for your convenience and a laundry area with a washer and dryer to avoid trips to the laundromat. New ductless units for your heating and AC needs! Conveniently located within short distance to Garnet Health, Touro Medical, shopping, major highways, and a variety of dining options. Call and book your tour today as this one will not last!

60 Peach Place, 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

$699,000

4 Beds ⋅ 4 Baths ⋅ 984442 MLS

Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level. The first floor offers a warm and welcoming layout: a bright living room, an elegant dining room, and an eat-in kitchen equipped with stainless-steel appliances. A convenient half bath adds practicality, while the expansive family room becomes the heart of the home, complete with abundant natural light and a cozy wood-burning fireplace perfect for gatherings. Upstairs, the spacious primary suite feels like a retreat, offering an en-suite bathroom and a generous walk-in closet. Three additional large bedrooms and two more full bathrooms ensure everyone has room to spread out comfortably. A full stand-up attic provides exceptional potential—imagine a game room, additional bedrooms, a studio, or a private office. The possibilities truly are endless. Outside, an outbuilding with electricity opens the door to even more creativity—workshop, hobby space, storage, or a future guest cottage. The long driveway provides ample parking and leads to a two-car garage for added convenience. Located just minutes from shopping and dining, and a short drive to beloved destinations like Bethel Woods, Legoland, and more, this home offers the perfect blend of charm, space, and accessibility with possibilities of investment opportunities being so close to the college or Air B&B. A rare opportunity to own a property with history, character, and room to grow.

571 Route 17M, Middletown

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