Middletown Condos for Sale

Welcome to Middletown, New York—a charming city nestled in the heart of Orange County that perfectly blends small-town warmth with modern convenience. With its rich history, vibrant community, and stunning natural surroundings, Middletown is a delightful place to call home. Known for its picturesque parks, unique local shops, and diverse dining options, this city offers a lifestyle that caters to both relaxation and adventure. Whether you're exploring the scenic trails of nearby state parks or enjoying a leisurely stroll through the historic downtown area, Middletown has something to offer everyone.

For those considering a move to this enchanting locale, we are excited to present a selection of exquisite condos for sale. These modern residences are designed with both comfort and style in mind, featuring open floor plans, contemporary finishes, and breathtaking views of the surrounding landscape. Each condo offers a low-maintenance lifestyle, allowing you to spend more time enjoying all that Middletown has to offer, from its vibrant arts scene to its seasonal festivals.

The condos for sale in Middletown are ideally situated, providing easy access to major highways, local amenities, and public transportation, making commuting to nearby cities a breeze. Whether you’re a first-time homebuyer, a young professional, or looking to downsize, these condos offer the perfect balance of convenience and luxury. Embrace the opportunity to live in a community that celebrates both its rich heritage and its promising future. Discover your dream condo in Middletown today, and let this charming city welcome you home!

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

$279,900

3 Beds ⋅ 2 Baths ⋅ DENC2106852 MLS

Carefree living in this spacious three bedroom condo located minutes to downtown Middletown! Open floor plan, oversized great room, spacious kitchen w/island, microwave and newer dishwasher, new washer/dryer, and newer heat pump! No outside maintenance . . . trash, lawn care and snow removal all included! Skip the stairs and use the elevator! Screened porch and deck for your outside enjoyment! Priced to move quickly . . . don't miss this gem!!

1870 Congressional Villag Dr Unit #7201, 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

$275,000

2 Beds ⋅ 2 Baths ⋅ DENC2106090 MLS

Stop renting & Invest in your own property! This is your opportunity for affordable, convenient & efficient living! Let’s notice the value in care free LVP flooring in the kitchen, dining, family room! High quality carpet & pad in both spacious bedrooms! Updated fixtures- modern & classy! You even get new classy door hardware and smart locks too! Stone Fireplace -CHECK that off your list too! This unit boasts a beautiful view from 2 open air spaces off the back - covered porch and sun porch- perfect wooded backdrop - penthouse vibes for this fortunate new owner! Pride of ownership on this shiny penny!

1810 Congressional Villag Dr Unit #1303, 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

$245,000

2 Beds ⋅ 2 Baths ⋅ 1010150 MLS

Prime Location in Sought-After Hillside Village – Goshen School District! Welcome to this first-floor, end-unit 2-bedroom, 2-full bath condo in the desirable gated community of Hillside Village. Offering the convenience of one-level living, this home features a galley kitchen with an abundance of cabinetry, and a spacious living room with sliding glass doors leading to a private patio—perfect for relaxing or enjoying your morning coffee. The original dining area has been thoughtfully converted into a versatile home office or den, creating flexible living space to suit today's lifestyle. The primary suite offers a walk-in closet and a private ensuite full bath, while the second bedroom is ideal for guests or additional workspace. A large-capacity stackable washer and dryer are conveniently located in the hallway, along with additional storage. Three wall air-conditioning units and ceiling fans help keep the home comfortable throughout the warmer months. The low HOA fee includes lawn care, snow removal, water, sewer, and garbage service, allowing for low-maintenance living. One assigned parking space and ample guest parking add to the home's convenience. This property presents an excellent opportunity for buyers looking to personalize a home to their own taste. While it does require updating and TLC, it offers tremendous potential and is being sold As Is, including all appliances. Ideally situated in an excellent commuter location, you'll be just minutes from Metro-North, Garnet Health Medical Center, medical offices, shopping, the Galleria at Crystal Run, restaurants, and grocery stores. Whether you're a first-time buyer, downsizing, or seeking an investment opportunity, this condo offers outstanding value in a highly desirable location. The low HOA fee covers lawn care, snow removal, water/sewer, and garbage services. The home does need updating and TLC—perfect for buyers ready to bring their vision and create the home of their dreams. Home and appliances are being sold “As Is.” Enjoy a peaceful setting with one reserved parking space and ample guest parking. This excellent commuter location is close to the Metro-North train station, Garnet Health Medical Center, medical offices, shopping, the Galleria Mall, restaurants, and grocery stores.

100 Hillside Drive Unit #C6, 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

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