Middletown Homes with Detached Parking features

Welcome to the vibrant city of Middletown, nestled in the heart of Orange County, New York. Known for its rich history and scenic landscapes, Middletown is not just a beautiful place to call home; it also boasts an exceptional school district that prioritizes education and community engagement.

The Middletown City School District is renowned for its commitment to fostering a nurturing and challenging learning environment. With a diverse range of programs and extracurricular activities, students are encouraged to explore their passions and achieve academic excellence. The district prides itself on its dedicated educators, modern facilities, and innovative curriculum, ensuring that every child is equipped with the skills needed for a successful future. Parents can rest easy knowing that their children are receiving a top-notch education in a supportive community.

For those looking to settle down in this charming city, homes with detached parking options are a fantastic choice. Imagine coming home to a spacious property where you can easily park your vehicles, store recreational equipment, or even set up a workshop. Detached parking not only provides convenience but also enhances the overall appeal and functionality of your home. Many properties in Middletown feature beautifully designed homes with ample outdoor space, perfect for family gatherings or quiet evenings under the stars.

Whether you're drawn to the excellent educational opportunities or the allure of suburban living, Middletown offers an exceptional lifestyle that combines comfort, community, and convenience. Come discover your dream home in this delightful city today!

Newest Middletown Homes with Detached Parking features

$579,000

3 Beds ⋅ 3 Baths ⋅ 1050855 MLS

New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft area and 3 bedrooms, including the master suite with an en-suite bath. Central A/C and hardwood floors throughout. A detached 2-car garage is also included. Additional Information: ParkingFeatures:2 Car Detached,

30 Daly Road, Middletown

$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

$465,000

3 Beds ⋅ 1 Baths ⋅ 1020678 MLS

Welcome to this charming Middletown home offering classic character, comfortable living, and great curb appeal. The inviting covered front porch sets the tone as you enter a home filled with warmth and natural light. The spacious kitchen features an abundance of cabinetry, ample counter space, and stainless-steel appliances, providing plenty of room for everyday cooking and entertaining. Outside, enjoy a generous front lawn and private driveway with convenient off-street parking. Ideally located in Middletown with easy access to shopping, dining, schools, parks, and major roadways. Whether you're looking for a place to call home or an opportunity to make it your own, this property is ready to welcome its next owner. Schedule your showing today!

13 Columbia Avenue, Middletown

$396,000

4 Beds ⋅ 2 Baths ⋅ 1046390 MLS

Investment Highlights & Key Advantages: 30 Crescent Place, Middletown, NY 10940 Exceptional Cash Flow & High Rental ROI: Configured as a legal, high-demand multi-family property, it commands strong aggregate market rents that deliver an outstanding capitalization rate and cash-on-cash return well above regional single-family averages. 100% Expense Coverage ("Free Living" or Positive Cash Flow): The dual-unit income easily covers the full PITI (principal, interest, property taxes, and insurance) alongside standard maintenance and utility reserves. For an investor, it generates immediate net passive income; for an owner-occupant (house-hacking), the secondary unit subsidizes the mortgage completely, allowing for virtually cost-free living. Strategic, Commuter-Friendly Location: Centrally situated in the heart of Middletown, offering immediate access to Route 17, Interstate 84, Garnet Health Medical Center, SUNY Orange, and Touro College of Osteopathic Medicine. It is also just minutes from the Metro-North commuter rail station and Coach USA bus routes to NYC. Low Vacancy Risk & Sustained Tenant Demand: Orange County’s expanding healthcare, logistics, and higher education sectors drive continuous, year-round rental demand, ensuring fast turnover and reliable occupancy. Built-in Long-Term Appreciation & Value-Add Potential: Multi-family properties in established Hudson Valley submarkets benefit from consistent capital appreciation, inflation-hedging rent growth, and attractive depreciation tax benefits.

30 Crescent Place, 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

$550,000

1020113 MLS

Excellent mixed-use investment opportunity! Conveniently located on a high-visibility corner at a traffic light, this property features a 1,919 sq. ft. commercial storefront on the first floor and two newly renovated 2-bedroom apartments on the second floor totaling approximately 1,727 sq. ft. Each residential unit offers 2 bedrooms, a full bath, a kitchen, and a spacious living room. The commercial space is well suited for a hair salon, barbershop, skincare or beauty spa, nail salon, or other personal care and wellness services (subject to municipal approvals). All three units have been updated and are move-in/rent-ready. With strong rental demand in the area, this property presents an excellent opportunity for investors or owner-occupants seeking an income-producing property. Additional features include storage, a detached one-car garage, and driveway parking as well as on-street parking.

36 Wallkill Avenue, Middletown

$430,000

3 Beds ⋅ 1 Baths ⋅ 1013260 MLS

BEAUTIFULLY maintain old style home in the heart of Middletown with low PROPERTY taxes. A must-see home to appreciate it quality and charm. Located near Davidge Park. Commuter Friendly location easy access to Route 17 and interstate highway 84 to Penn and Conn. NJ Transit and a 15 min walk to the Shortline Bus to Midtown Manhattan with Plenty of Parking should you choose to drive to the bus station. Near shopping and the Galleria Mall. Enjoy Peace and Quiet that Middletown has to offer.

11 Columbia Avenue, Middletown

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