Middletown, NY Homes for Sale under $400,000

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  /39

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  10 Forest Ave, Middletown, NY 10940

  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

  George Koudounas RE/MAX Benchmark Realty Group

  10 Forest Ave, Middletown, NY 10940
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  /27

  $170,000

  • 1 Bed
  • 1 Bath
  • 830 Sq Ft

  83 Sycamore Dr, Middletown, NY 10940

  Want to see more? Start with Sycamore. Welcome to 83 Sycamore Drive, a well-maintained second-floor, 1-bedroom, 1-bathroom condominium in the desirable Clemson Park Condominiums. Thoughtfully maintained and move-in ready, this home offers a bright, functional layout featuring a galley kitchen with ample cabinet space, a spacious living area, a generously sized bedroom with generous closet space,

  Valery Espejo Century 21 Full Service Realty

  83 Sycamore Dr, Middletown, NY 10940
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  /3

  $350,000

  • Land
  • 1.42 Acres
  • $245,752 per Acre

  65 James P Kelly Way, Middletown, NY 10940

  Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

  Jonathon Lee KW Hudson Valley United

  65 James P Kelly Way, Middletown, NY 10940
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  /35

  $200,000

  • Land
  • 51.7 Acres
  • $3,868 per Acre

  Tbd Hall Rd, Middletown, NY 12455

  Hike up to see this spectacular 51.7 acres of prime Real Estate. This property has everything except a road which will have to be built. A previous right of way was moved years ago due to flooding. The walk in does require waterproof boots and a lot of good energy. The parcel has every kind of topography you could imagine. Mouch of it is a large lightly wooded plateau. The southeastern boundary

  William Chris St. John Win Morrison Realty

  Tbd Hall Rd, Middletown, NY 12455
• 

  

  

  /21

  $299,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,884 Sq Ft

  2 S Aspen Rd, Middletown, NY 10940

  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

  Derek Greene Greene Realty Group

  2 S Aspen Rd, Middletown, NY 10940
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  /32

  $389,999

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  44 Orchard Hill, Middletown, NY 10941

  Welcome to 44 Orchard Hill Road, a classic ranch set on a tree-lined lot in the Pine Bush School District, with mature trees and a wide flat backyard. Inside, the kitchen has been refreshed with stainless appliances and a gas range, opening into a bright family room with a reclaimed wood accent wall. Down the hall, three bedrooms and a full bath keep things simple and comfortable. The walkout

  JOHN SCARANO Keller Williams Realty

  44 Orchard Hill, Middletown, NY 10941
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  /36

  $349,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  4 Lorelei Dr, Middletown, NY 10940

  This 3 bedroom home is being offered by the original owners. Three spacious bedrooms. Family room with custom fireplace. Oversized garage with laundry. Elementary and middle schools just down the road. Middletown High School offers many college courses. Beautiful sunroom with pellet stove. Two 275 gal oil tanks. Beautiful spacious back yard with shed. Extra black topped parking for RV, boat

  Sue Laden ARC Realty 1 in Sales

  4 Lorelei Dr, Middletown, NY 10940
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  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  0 Mount Hope Rd, Middletown, NY
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  /20

  $305,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 689 Sq Ft

  15 Anthony St, Middletown, NY 10940

  *Welcome Home!* This exceptional *fully furnished and professionally designed* single-family residence is a rare turnkey opportunity, offering the perfect combination of style, comfort, convenience, and value. Beautifully updated and thoughtfully appointed, this approximately *690+/- sq. ft.* home is ready for immediate enjoyment—simply bring your personal belongings and move right in. The

  Eliezer Salcer Preferred Properties Real Esta

  15 Anthony St, Middletown, NY 10940
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  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
• 

  

  /15

  $399,999

  • 3 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  21 Evan Ct, Middletown, NY 10940

  Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience.Step inside to discover bright and

  Marquise Fulmore HomeSmart Homes & Estates

  21 Evan Ct, Middletown, NY 10940
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  /43

  $333,000

  $2K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,473 Sq Ft

  51 Deer Ct Dr, Middletown, NY 10940

  Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

  Jie Liu KW Hudson Valley United

  51 Deer Ct Dr, Middletown, NY 10940
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  /29

  $289,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,181 Sq Ft

  21 Dolson Ave, Middletown, NY 10940

  The home offers 2 bedrooms plus an additional room that works well as an office or flex space, 1 full bathroom, and a functional kitchen. The backyard is a standout — generous in size with a large deck, great for warm weather. A walk-out basement adds useful storage. Washer/dryer hookup in unit. Currently tenant-occupied at $2,300/month, making this a ready-to-go investment from day one. Close to

  Jacob Fried Keller Williams Realty

  21 Dolson Ave, Middletown, NY 10940
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  /20

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  14 Jackson Ave, Middletown, NY 10940

  Welcome home to this beautifully maintained 3-bedroom, 1-bath residence nestled on a picturesque street in a desirable location. From the moment you arrive, you’ll appreciate the inviting front porch, manicured grounds, and exceptional curb appeal that showcase years of meticulous care and maintenance. Inside, you’ll find a spacious living room, a formal dining room and a lovely eat-in kitchen

  Jennifer Kubler eRealty Advisors, Inc

  14 Jackson Ave, Middletown, NY 10940
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  /16

  $389,000

  • 4 Beds
  • 2 Baths
  • 1,416 Sq Ft

  4 Harding St, Middletown, NY 10940

  Middletown Central Gem with Lots of Space and Super Low Taxes!Located just minutes from Downtown Middletown, this solid house has a very practical layout with 4 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or an investor. On top of the great living space, you get a huge attic and a full basement that give you tons of extra room for storage or a workshop. The

  Hai Li KW Hudson Valley United

  4 Harding St, Middletown, NY 10940
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  /50

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  68 Ridgewood Ave, Middletown, NY 10940

  Beautifully renovated ranch-style home offering modern updates and exceptional outdoor space in the heart of Middletown. This move-in ready home features brand-new flooring, fresh paint throughout, and an updated kitchen with quartz countertops and stainless steel appliances. Sliding glass doors lead to a spacious patio overlooking a huge level backyard, perfect for entertaining, relaxing, or

  Bryan Dale eXp Realty

  68 Ridgewood Ave, Middletown, NY 10940
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  /5

  $215,000

  • Land
  • 1.1 Acres
  • $195,455 per Acre

  429 van Burenville Rd, Middletown, NY 10940

  Engineered lot pending approvals. Over 1 acre of land in the Town of Wallkill with Pine Bush Schools. This lot is "shovel ready", building docs have been submitted to the town and it's pending approvals. The lot is lovely, already cleared with the driveway conveniently cut in. There used to be a structure and it has been properly removed with permits, creating a perfect site to start building

  Valeria Rios KW Hudson Valley United

  429 van Burenville Rd, Middletown, NY 10940
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  /14

  $393,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1 Chestnut St, Middletown, NY 10940

  Beautifully renovated 3 bedroom 1 bathroom, everything is brand new, electrical, plumbing and heating, plus with a big corner lot. Plenty of space, beautiful kitchen - come see it today.

  Safdar Mursalin eXp Realty

  1 Chestnut St, Middletown, NY 10940
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  /22

  $395,000

  $55K PRICE DROP

  • 1,450 Sq Ft

  13 Benton Ave, Middletown, NY 10940

  Beautiful Brick Mixed Use Building located in a very desirable area of Middletown. This wonderful building features 3 Units. First unit is Office SpaceThat 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

  John Biasi Howard Hanna Rand Realty

  13 Benton Ave, Middletown, NY 10940
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  /16

  $329,000

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances,

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
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  /40

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  145 Wawayanda Ave, Middletown, NY 10940

  Nestled in one of Middletown’s most convenient residential neighborhoods. This property blends classic character with practical living, offering a warm and inviting atmosphere from the moment you arrive.Step inside to find a bright, comfortable layout with spacious living areas perfect for everyday living or entertaining. Large windows fill the home with natural light, while the thoughtful

  Michelle Gruberger Real Estate Circuit Inc

  145 Wawayanda Ave, Middletown, NY 10940
• 

  

  /23

  $399,995

  Open Sat 1PM - 3PM $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom. This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright and airy

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
• 

  

  /16

  $175,000

  Pre-Foreclosure

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  488 Tally Ho Rd, Middletown, NY 10940

  A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed

  Jason Schobert eXp Realty

  488 Tally Ho Rd, Middletown, NY 10940
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  /14

  $130,500

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  27 Lake Claire Dr, Middletown, NY 10940

  Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full

  Barbara Pagella Coldwell Banker Realty

  27 Lake Claire Dr, Middletown, NY 10940
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  /28

  $399,999

  Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  70 Peach Place, Middletown, NY 10940

  Welcome to 70 Peach Place, a beautifully maintained townhouse nestled in the desirable Peach Hills subdivision. This spacious home offers the perfect blend of comfort, convenience, and value with no HOA fees and low taxes.Step inside to discover newly updated bathrooms, new appliances, and a brand-new hot water heater, providing peace of mind for years to come. The generous primary suite

  Virginia Corbett eXp Realty

  70 Peach Place, Middletown, NY 10940
• 

  /2

  $283,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
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  /29

  $365,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  92 Beattie Ave, Middletown, NY 10940

  Immaculate 2-Bedroom Bungalow – Move-In Ready! Welcome home to this beautifully maintained 2-bedroom, 1-bath bungalow offering comfort, charm, and convenience. Featuring hardwood floors (as seen), this immaculate home is filled with natural light and boasts a warm, inviting atmosphere. The efficient layout makes the most of every square foot, making it perfect for first-time buyers, downsizers,

  Valerie Kilcoin RE/MAX Benchmark Realty Group

  92 Beattie Ave, Middletown, NY 10940
• 

  

  /19

  $379,999

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  8 Forest Ave Unit 6, Middletown, NY 10940

  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,

  Mariama Balde Reliable Realty Group

  8 Forest Ave Unit 6, Middletown, NY 10940
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  /7

  $195,000

  $130K PRICE DROP

  • Land
  • 39.2 Acres
  • $4,974 per Acre

  0 Rebecca Dr, Middletown, NY 10940

  Large, rolling property which is predominately wooded. There is no "formal" road frontage, but in the adjoining Robin Meadows subdivision property abuts 2 points of access: 1 at the end of Maureen Drive and the other at the end of Rebecca Drive. Property is not engineered. Marcy South runs through the property. The power company maintains the land underneath the power line, making this a great

  Alan Eskew Howard Hanna Rand Realty

  0 Rebecca Dr, Middletown, NY 10940
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  /27

  $320,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941

  Beautifully renovated townhouse offering easy, two-level living. This desirable middle-unit home features 3 bedrooms and 1 full bathroom and 1 half bathroom with a bright, open layout designed for comfort and convenience. The spacious living areas flow seamlessly together, highlighted by brand-new flooring, the updated kitchen was recently completed and includes new cabinetry and appliances. All

  Gursharn Dhaliwal BHHS Hudson Valley Properties

  722 Silver Lake Scotchtown Rd, Middletown, NY 10941
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  /18

  $399,900

  $50K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,478 Sq Ft

  47 Wickham Ave Unit 45, Middletown, NY 10940

  Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home

  John Biasi Howard Hanna Rand Realty

  47 Wickham Ave Unit 45, Middletown, NY 10940
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  /2

  $175,000

  • Land
  • 3 Acres
  • $58,333 per Acre

  385 Midland Lake Rd, Middletown, NY 10941

  Welcome to 385 Midland Lakes Road—an exceptional opportunity to bring your dream home to life. This beautiful 3-acre fully engineered parcel is ideally situated within the Pine Bush School District, offering the perfect balance of peaceful surroundings and everyday convenience. Commuters will appreciate the close proximity to I-84, I-86, and the ShortLine bus station, while the City of Middletown

  Travis Thompson KW Hudson Valley United

  385 Midland Lake Rd, Middletown, NY 10941
• 

  

  /31

  $285,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  66 Deer Ct Dr, Middletown, NY 10940

  Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

  Jie Liu KW Hudson Valley United

  66 Deer Ct Dr, Middletown, NY 10940
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  /34

  $225,000

  $5K PRICE INCREASE

  • 2 Beds
  • 1 Bath
  • 921 Sq Ft

  45 John St, Middletown, NY 10940

  Opportunity awaits! 2-bedroom, 1-bath one-family home with 2-car garage. Includes a large patio above the garage. Eat in kitchen with refrigerator and gas stove. The seller gutted and renovated the house in 1989. Property requires complete renovation and is being sold as-is. Ideal for investors, contractors, or buyers looking to build equity. Convenient location close to shopping, schools, and

  Jeffrey Lyons Curasi Realty, Inc.

  45 John St, Middletown, NY 10940
• 

  

  /24

  $399,999

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  52 Linden Ave, Middletown, NY 10940

  This spacious 2,016 sq. ft. two-family home offers flexibility for both homeowners and investors. The first-floor unit features 1 bedroom, 1 full bathroom, and direct access to the basement. The second-floor unit offers 2 bedrooms and 2 full bathrooms, providing comfortable living space for occupants. Whether you're looking to live in one unit and generate rental income from the other, or

  Ronald Garafalo Hudson Premium Realty

  52 Linden Ave, Middletown, NY 10940
• 

  

  /8

  $159,000

  • Land
  • 18,600 Sq Ft
  • $372,365 per Acre

  47 Carpenter Ave, Middletown, NY 10940

  PRICE IMPROVED - Available for Sale is this Prime Vacant Lot with great visibility and traffic count. Zoned HC (Highway Commercial). Permitted uses include Financial institutions, office, religious, retail and service and repair shops. Uses by special permit include clubs and lodges, day care facilities, eating/drinking establishments, funeral parlors, hotel/motel, shopping centers, veterinary

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940
• 

  

  /41

  $369,900

  $79K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  202 Concord Ln Unit 202, Middletown, NY 10940

  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

  Soleil Jackman Howard Hanna Rand Realty

  202 Concord Ln Unit 202, Middletown, NY 10940

Showing Results 41 - 77, Page 2 of 2