Middletown Condos for Sale

Welcome to Middletown, NY – a vibrant city nestled in the heart of Orange County, where community spirit meets educational excellence! This charming locale is not only known for its picturesque landscapes and rich history, but it also boasts a highly regarded school district that prioritizes the growth and development of its students.

The Middletown School District is committed to providing a well-rounded education, offering a diverse array of programs that cater to various interests and learning styles. With dedicated educators and a focus on innovation, the district ensures that students are not only prepared for academic success but also equipped with the skills necessary for future endeavors. From advanced placement courses to extracurricular activities that foster creativity and teamwork, families can feel confident in the educational opportunities available here.

For those considering a move to this wonderful community, there are a variety of condos for sale that perfectly blend comfort and convenience. Imagine waking up in a beautifully appointed condo, just minutes away from top-rated schools, local parks, and vibrant shopping districts. Whether you’re a first-time buyer or looking to downsize, these condos offer a low-maintenance lifestyle without sacrificing space or style.

Middletown is more than just a place to live; it’s a place to thrive. With its strong community ties, excellent educational options, and a range of appealing condominiums, you’ll find that Middletown is the perfect backdrop for your next chapter. Explore your options today and discover the charm that awaits you in this delightful Orange County gem!

Newest Middletown Condos for Sale

$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

$625,000

3 Beds ⋅ 3 Baths ⋅ 1025794 MLS

Welcome to this well-maintained 3-level townhome in The Fairways, a gated community conveniently located next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, restaurants, and everyday conveniences. This home offers a 2-car garage, a finished lower level with direct garage access, and a functional floor plan designed for comfortable everyday living. The main level features hardwood floors throughout, an open-concept living and dining area with a gas fireplace, and a kitchen with granite countertops, a breakfast bar, pantry, gas range, dishwasher, refrigerator, and microwave. The adjoining breakfast area is surrounded by windows, filling the space with natural light. Sliding glass doors open to a private patio overlooking open green space, providing a peaceful setting for outdoor relaxation. The second level features two bright, generously sized bedrooms, a full hallway bath, and a conveniently located laundry area with a washer and dryer. The primary suite offers abundant natural light, a vaulted ceiling, a ceiling fan, a custom walk-in closet with built-in shelving and drawers, and a private en-suite bath with double vanities, a soaking tub, and a separate walk-in shower. The third-floor loft offers a versatile bonus area with a spacious walk-in storage room, providing flexible space for a home office, media room, gym, hobby space, or additional storage. Residents enjoy a variety of community amenities, including an outdoor pool, fitness center, clubhouse with a kitchen and lounge, billiards room, library, and beautifully maintained grounds. This home offers a functional layout, desirable community amenities, and a convenient location.

8 Green Court, 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

$479,000

3 Beds ⋅ 3 Baths ⋅ 1014031 MLS

Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet space, along with 2.5 well appointed bathrooms. The flow of the home is both functional and comfortable, ideal for everyday living and entertaining alike. The finished basement expands your living space even further, offering incredible flexibility for a home gym, media room, office, or guest accommodations. A large attached two car garage adds convenience along with additional storage, making organization effortless. Enjoy peaceful mornings and relaxing evenings on your private patio, the perfect setting for coffee, unwinding, or hosting friends. As an end unit, you benefit from added privacy and natural light throughout the home. Located just minutes from I 84 and Route 17, this home offers easy access for commuting while being close to Garnet Health Medical Center, shopping, dining, and local amenities. For those who enjoy an active lifestyle, a beautiful golf course is just a short walk away. Residents of this community enjoy resort style amenities including a swimming pool, fitness center, clubhouse, and playground, creating an elevated living experience without the maintenance. Even better, the HOA covers common area maintenance, exterior maintenance, sewer, and snow removal, allowing for truly effortless living year round. This is more than just a home, it is a lifestyle of ease, comfort, and convenience all in one. Schedule your private showing today and experience it for yourself.

1 High Ridge 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

$399,000

2 Beds ⋅ 3 Baths ⋅ 1011416 MLS

Beautiful Townhouse in Fairways at Wallkill! Enjoy maintenance-free living in this desirable Fairways community townhouse. Conveniently located near major highways, shopping, and Orange Regional Medical Center, this home features 2 bedrooms, 2.5 bathrooms, a spacious living room, and a bright private balcony overlooking the pool. Residents have access to outstanding amenities including a clubhouse, fitness center, library, billiards room, and heated swimming pool. HOA services include landscaping and snow removal, providing ease and convenience year-round. A perfect combination of location, comfort, and community amenities—schedule your showing today!

19 Putters Way Unit #6, 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

$275,000

2 Beds ⋅ 3 Baths ⋅ 1010447 MLS

Welcome to 11 Jordan Lane, Middletown, NY. This 2-bedroom, 2-bathroom condo offers a practical floor plan and a convenient location close to shopping, dining, schools, healthcare facilities, and major commuter routes. With strong potential and a desirable location, the property presents an excellent opportunity for investors seeking immediate rental income or buyers looking to add value through future updates and improvements. The unit features spacious living areas, a functional kitchen, and bedrooms. Being sold as-is. Schedule your showing today and explore the possibilities this property has to offer.

11 Jordan Lane, Middletown

$519,000

3 Beds ⋅ 3 Baths ⋅ 1003572 MLS

Welcome to 29 Avon Croft Lane, One of a Kind Nestled among mature trees and natural surroundings, this property provides a peaceful and secluded setting. a beautifully maintained home offering privacy, comfort, and convenience in a desirable Middletown location. . This spacious home offers the comfort and freedom you’ve been looking for—about 70 miles from NYC, with easy access to major highways and minutes from public transportation for a smooth commute. You’ll also love being close to shopping, restaurants, schools, and even the hospital—everything you need is right at your fingertips Step inside to discover spacious rooms, hardwood floors, elegant crown molding, and a bright, inviting layout filled with natural light. With its southern exposure, the home enjoys abundant sunshine throughout the day, creating a warm and welcoming atmosphere. The kitchen is vent hood designed for both style and functionality, featuring granite countertops and ample workspace for cooking and entertaining. Master Bedroom is a personal retreat with a new spa-like ensuite bathroom with walk in tub and a large walk-in closet comfort and accessibility while the home's thoughtful design provides plenty of storage space throughout. Additional highlights include an insulated garage and attic, a dedicated storage room, and a walk-out basement offering flexible space for recreation, hobbies, a home office, or future customization. Step outside and enjoy the tranquil surroundings from the beautiful stone patio, perfect for relaxing, entertaining, or taking in the peaceful wooded views. The property also includes a shed for additional storage and outdoor equipment. No equipment for outdoor equipment. The garage has sink in there. Combining privacy, quality features, and a convenient location, 29 Avon Croft Lane presents a wonderful opportunity to enjoy comfortable living in the heart of Orange County. Schedule your private showing today and experience all that this exceptional property has to offer.

29 Avoncroft Lane, Middletown

$299,900

3 Beds ⋅ 2 Baths ⋅ 1005556 MLS

Say hello to possibility! A Middletown townhouse with space, flexibility, and room to make it your own. With 3 bedrooms, and a main-level flex space w/ closet, 2.5 bathrooms, plus inviting outdoor space, this home is ready for your personal touch. Close to everything Middletown offers—shops, dining, parks, and commuter routes—this is a smart move with big potential. Make 2 S. Aspen Rd your next upgrade. No HOA. Being sold as-is.

2 S Aspen Road, 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.