Recently Sold Middletown, NY Homes

• 

  $559,000 Sold Aug 18, 2025

  • 2,229 Sq Ft
  • $251/SF
  • 31 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2010

  17 Juniper Cir, Middletown, NY 10940

  Prepare to be impressed! This meticulously maintained home features a bright open floor plan, vaulted ceilings, and formal living and dining spaces that flow beautifully for everyday living and entertaining. A den offers flexible space for work, hobbies, or guests. Enjoy a peaceful setting that's tucked away yet conveniently close to the clubhouse and pool. Pride of ownership is evident at every

  John Olivero Keller Williams Realty

  17 Juniper Cir, Middletown, NY 10940
• 

  Explore Middletown

• 

  $385,000 Sold Aug 15, 2025

  • 1,900 Sq Ft
  • $203/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  11 Keats Rd, Middletown, NY 10941

  Exceptional Value in Middletown, NY! Nestled in an established neighborhood, this 3-bedroom, 1.5-bath residence presents a wonderful opportunity for those seeking a home with potential. Conveniently located near shopping, restaurants, and local amenities, the property offers both comfort and accessibility. While the home is in need of some updates, the attractive price reflects this and allows

  Christina Herschel-Huebner Herschel Realty Corp

  11 Keats Rd, Middletown, NY 10941
• 

  $600,000 Sold Aug 15, 2025

  • 2,824 Sq Ft
  • $212/SF
  • 40 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  388 Mt Orange Rd, Middletown, NY 10940

  Welcome to this one-of-a-kind, custom-built ranch in the sought after Minisink Valley School District. Thoughtfully crafted by the owners with high-end finishes and design features throughout, this home offers exceptional quality and comfort with an ideal single-level floor plan. Inside, you’ll find four spacious bedrooms - all with ensuite bathroom access, a dedicated home office area, and a

  Frank Muccari Cronin & Company Real Estate

  388 Mt Orange Rd, Middletown, NY 10940
• 

  $600,000 Sold Aug 15, 2025

  • 2,286 Sq Ft
  • $262/SF
  • 61 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  29 Bart Bull Rd, Middletown, NY 10941

  Welcome to the lovely, historic Hudson Valley!! This Colonial has beautiful style and design...situated on 1.8 acres featuring four generously sized bedrooms, formal living room and dining room, great room with fireplace, granite counters and newer black stainless steel appliances including washer and dryer (2021)...gleaming hardwood floors throughout...expansive deck overlooks large stamped

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  29 Bart Bull Rd, Middletown, NY 10941
• 

  $554,000 Sold Aug 14, 2025

  • 1,612 Sq Ft
  • $344/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2014

  10 Jasmine Dr, Middletown, NY 10940

  Welcome to 10 Jasmine Drive: a beautifully appointed home in Middletown’s premier 55+ community, offering comfort, style, and low-maintenance living. This 2-bedroom, 2-bath residence features gleaming hardwood floors, a gourmet kitchen with granite countertops, high ceilings, and an open-concept layout perfect for everyday living or entertaining.Step out onto your generous sized composite

  Camilia Anka Keller Williams Realty

  10 Jasmine Dr, Middletown, NY 10940
• 

  $369,000 Sold Aug 12, 2025

  • 1,464 Sq Ft
  • $252/SF
  • 90 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  2189 Mt Hope Rd, Middletown, NY 10940

  Opportunity knocks! This 4-bed, 2-bath ranch in the Minisink Valley school district, awaits your vision. Original woodwork, fireplace and hardwood floors offer classic charm while the spacious layout, large basement, and detached 2-car garage provide ample space and storage. Priced to reflect the need for improvements, this home offers impressive upside and provides an opportunity to build

  Danielle Hinton Keller Williams Hudson Valley

  2189 Mt Hope Rd, Middletown, NY 10940
• 

  $735,000 Sold Aug 11, 2025

  • 3,856 Sq Ft
  • $191/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  446 M and M Rd, Middletown, NY 10940

  Luxury meets comfort in this spacious meticulously kept home with bonus room nestled on 3 lush, tree-lined acres in the desirable Pine Bush School District! Designed with both comfort and sophistication in mind, this residence features a 3-car garage with organized work area, central air, and an energy-efficient solar system. The gourmet kitchen includes granite counters, stainless steel

  Kismet Johnson eXp Realty

  446 M and M Rd, Middletown, NY 10940
• 

  $289,000 Sold Aug 11, 2025

  • 1,185 Sq Ft
  • $244/SF
  • 20 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1992

  12 Durham Ct, Middletown, NY 10940

  "Waters Edge" now offers this spacious 2bdrm/1.5 bath for you to OWN! A well manicured unit with great bones and potential that you can convert into a master piece. Enter into an open floor plan from dining room to living room with sliders that lead to an outdoor patio where you can sip on morning coffee while enjoying the out doors. A spacious eat-in kitchen with window access to dining area

  Sandra Arnez Keller Williams Hudson Valley

  12 Durham Ct, Middletown, NY 10940
• 

  $425,000 Sold Aug 11, 2025

  • 2,706 Sq Ft
  • $157/SF
  • 97 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1977

  44 Karen Joy Dr, Middletown, NY 10940

  BRAND NEW ROOF JUST INSTALLED!!! INCREDIBLE VALUE AND POTENTIAL TO MAKE THIS YOUR DREAM HOME!!! OVER 2700 Sq. Ft.!!! Discover a truly unique opportunity in the highly sought-after Minisink Valley School District! This expansive split-level home boasts an impressive floor plan with endless possibilities. Bring your ideas and your vision—this gem won’t take much to restore its former glory! Step

  Frank Muccari Cronin & Company Real Estate

  44 Karen Joy Dr, Middletown, NY 10940
• 

  $302,500 Sold Aug 08, 2025

  • 1,560 Sq Ft
  • $194/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1957

  6 Randall Terrace, Middletown, NY 10940

  Welcome to one of Middletown’s most sought-after neighborhoods — Randall Terrace. With its solid structure and brand new plumbing and heating system, this home is ready for someone with vision to make it truly shine. A commuter’s dream — just minutes from major highways. Walking distance to SUNY Orange, restaurants, and shopping. Located in a quiet, well-established neighborhood. Exterior photos

  Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
• 

  $315,000 Sold Aug 08, 2025

  • 1,650 Sq Ft
  • $191/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1870

  57 Prince St, Middletown, NY 10940

  Beautiful oversized single-family with a three season porch. Three bed two bath with plenty of room. Close to schools, shopping and pharmacy within walking distance, large over sized back patio porch. Hardwood floors and high ceilings. Won’t last long. A/O !!!no more showings

  David Ferstand Daf Realty

  57 Prince St, Middletown, NY 10940
• 

  $400,000 Sold Aug 08, 2025

  • 1,044 Sq Ft
  • $383/SF
  • 39 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1951

  14 Mercer St, Middletown, NY 10940

  It Doesn't Get Better Than This!! Fully renovated and meticulously cared for Cape Cod with a first floor bedroom and full bathroom in one of the most sought after areas. If you know Mercer St you know it is a small cul de sac of well kept homes within walking distance to Maple Hill Park which offers a playgound, picnic area and a dog park! Step into the vestibule before entering the well

  Karen Taphorn Howard Hanna Rand Realty

  14 Mercer St, Middletown, NY 10940
• 

  $560,000 Sold Aug 08, 2025

  • 2,059 Sq Ft
  • $272/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1970

  11 Kennedy Terrace, Middletown, NY 10940

  Now available, a rare and immaculate colonial in Middletown’s highly sought after Presidential Heights neighborhood! This freshly updated house is loaded with amenities and features, including fully paid for 8+kW solar panel system and EV fast-charge battery 50amp outlet. It is situated on a quiet, peaceful street on top of a small hill with open views for miles. Featuring four large bedrooms

  Leeshai Lemish Panorama Realty

  11 Kennedy Terrace, Middletown, NY 10940
• 

  $355,000 Sold Aug 08, 2025

  • 1,608 Sq Ft
  • $221/SF
  • 54 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
• 

  $317,000 Sold Aug 08, 2025

  • 1,225 Sq Ft
  • $259/SF
  • 98 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  553 Route 17m, Middletown, NY 10940

  BUYERS GOT FROZEN FEET! THIS BEAUTIFUL HOME IS BACK ON MARKET WAITING FOR YOU TO MOVE IN. Welcome to this charming 2 bed 1 bath home located right outside the city of middletown. This is a perfect starter home for someone that does not want to do a thing! The house is move in ready. All you have to do is simply turn the key. The home is on a nice lot in the town of wallkill and has low taxes for

  Derek Greene Greene Realty Group

  553 Route 17m, Middletown, NY 10940
• 

  $276,000 Sold Aug 08, 2025

  • 969 Sq Ft
  • $285/SF
  • 185 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  288 Mullock Rd, Middletown, NY 10940

  This charming ranch, nestled in the Minisink Valley School District, boasts a well-maintained two-bedroom layout with a full bathroom, all set on a level acre of land. The expansive living room offers ample space for entertaining. In the back, a private deck awaits for outdoor meals and barbecues. Perfectly situated for commuters, it's within driving distance to New York City. The home is move-in

  Annie Hansen Howard Hanna Rand Realty

  288 Mullock Rd, Middletown, NY 10940
• 

  $430,000 Sold Aug 07, 2025

  • 1,338 Sq Ft
  • $321/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  11 Dogwood Dr, Middletown, NY 10940

  Well maintained 3 bedroom, 2 bath Bilevel in an established residential neighborhood. This attractive home features Stainless Steel appliances, a Master Bedroom suite and a 1 car garage. Sq. Footage does not include an additional 774 sq. Ft. unfinished lower level, which could be a Family Room, Bedroom, .5 bath, or use your imagination. All window treatments will stay. Conveniently located

  Gloria Allan John J Lease REALTORS Inc

  11 Dogwood Dr, Middletown, NY 10940
• 

  $329,900 Sold Aug 04, 2025

  • 1,508 Sq Ft
  • $219/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  36 Hampton Ct, Middletown, NY 10941

  Beautiful lovingly maintained townhome with 3 bedrooms and 1.5 bathrooms. This spacious home offers an open dining area with a galley kitchen that has granite countertops and stainless steel appliances. The large living room with wood accent wall, leads out to a fenced in yard with a patio. The first floor is complete with a 1/2 bathroom and laundry room. Upstairs has gleaming hardwood

  Jessica Hansen Howard Hanna Rand Realty

  36 Hampton Ct, Middletown, NY 10941
• 

  $430,000 Sold Aug 04, 2025

  • 1,316 Sq Ft
  • $327/SF
  • 18 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1981

  22 Witte Dr, Middletown, NY 10940

  Welcome to 22 Witte Drive—a well-maintained 3-bedroom, 1-bath home located in a peaceful, sought-after neighborhood within the Minisink Valley School District. This charming property features a beautifully renovated kitchen (2020) with quartz countertops and GE appliances, pristine Andersen windows that fill the home with natural light, and hardwood floors beneath the carpet. Step outside to

  Nina Piacente Julia B Fee Sothebys Int. Rlty

  22 Witte Dr, Middletown, NY 10940
• 

  $925,000 Sold Aug 04, 2025

  • 3,517 Sq Ft
  • $263/SF
  • 46 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  26 Erin Ct, Middletown, NY 10941

  Every King or Queen needs a castle and this majestic colonial reigns supreme! Perched high on 2.6 acres in a private, executive subdivision in the Crawford countryside within the Pine Bush School District, this home is a true crown jewel. Set against the natural beauty of a 150-acre evergreen farm, the setting alone makes this 4-bedroom, 3.5-bath home something truly special—but the charm goes

  Virginia Corbett eXp Realty

  26 Erin Ct, Middletown, NY 10941
• 

  $372,690 Sold Aug 04, 2025

  • 1,560 Sq Ft
  • $239/SF
  • 45 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1875

  13 Wallkill Ave, Middletown, NY 10940

  Nestled in the heart of Middletown, New York, 13 Wallkill Avenue is a charming single-family home offering a blend of historic character and modern convenience. Built in 1875, this residence boasts 1,560 square feet of living space, featuring 3 bedrooms and 1.5 bathrooms. The property is situated on a 0.14-acre lot, providing a cozy outdoor space for relaxation and activities. Its prime location

  Elizabeth Muniz Howard Hanna Rand Realty

  13 Wallkill Ave, Middletown, NY 10940
• 

  $358,000 Sold Aug 01, 2025

  • 1,047 Sq Ft
  • $342/SF
  • 50 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  2027 Route 6, Middletown, NY 10940

  Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

  Bente Brown John J Lease REALTORS Inc

  2027 Route 6, Middletown, NY 10940
• 

  $525,000 Sold Aug 01, 2025

  • 2,784 Sq Ft
  • $189/SF
  • 48 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  26 Linden Ave Unit 24, Middletown, NY 10940

  For Sale: Spacious Side-by-Side Duplex in Prime Downtown Middletown LocationDon't miss this rare opportunity to own a true side-by-side duplex designed as a two-family home from the ground up. Each mirror-image unit offers 3 bedrooms and 1 full bath, making this the perfect investment property or live-in-and-rent option.Property Highlights:Identical units with private

  Jonathon Lee Keller Williams Hudson Valley

  26 Linden Ave Unit 24, Middletown, NY 10940
• 

  $329,000 Sold Aug 01, 2025

  • 1,452 Sq Ft
  • $227/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  36 Old Anvil Ln, Middletown, NY 10940

  Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhouse, perfectly situated on a quiet cul-de-sac in Middletown.This move-in ready home features a brand new furnace, water heater, stove, microwave and refrigerator. The house features two driveways for parking which is rare in the community, and convenient side yard access—ideal for outdoor enjoyment and additional storage

  Wenpeng Guan Keller Williams Hudson Valley

  36 Old Anvil Ln, Middletown, NY 10940
• 

  $515,000 Sold Jul 31, 2025

  • 2,242 Sq Ft
  • $230/SF
  • 65 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  26 Davidge Rd, Middletown, NY 10940

  Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

  John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
• 

  $799,900 Sold Jul 31, 2025

  • 2,641 Sq Ft
  • $303/SF
  • 101 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  141 Elise Dr, Middletown, NY 10941

  Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial is currently under construction & still plenty of time to make it your own! The main level will

  Juan Bautista Keller Williams Realty

  141 Elise Dr, Middletown, NY 10941
• 

  $261,000 Sold Jul 29, 2025

  • 1,146 Sq Ft
  • $228/SF
  • 30 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2002

  67 Deer Court Dr, Middletown, NY 10940

  Bright, Beautiful & Move-In Ready – Second Floor 2BR/2BA Condo in Sought-After Deer Run!Welcome to the only one-level unit currently available in the highly desirable Deer Run community in Middletown! This spacious 2-bedroom, 2-bath condo is located on the second floor, offering privacy and peaceful living in a well-maintained complex. With large front-facing windows, the home is flooded

  Gail Rachlin Keller Williams Hudson Valley

  67 Deer Court Dr, Middletown, NY 10940
• 

  $460,000 Sold Jul 29, 2025

  • 1,632 Sq Ft
  • $282/SF
  • 28 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1971

  9 Laddie Rd, Middletown, NY 10941

  Looking for LOW TAXES and a LOCATION THAT CAN'T BE BEAT??? Look no more! Welcome to this lovely maintained raised ranch style home, set in a terrific community with municipal services offering both comfort and convenience.. Located in the highly desirable Pine Bush School district, this home features 3 bedrooms, family room, spacious two car garage, open concept layout perfect for easy living

  Bonnie Natt Realty Promotions Inc

  9 Laddie Rd, Middletown, NY 10941
• 

  $159,900 Sold Jul 29, 2025

  • 735 Sq Ft
  • $218/SF
  • 181 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1989

  250 Concord Ln, Middletown, NY 10940

  Great location! Newly renovated

  Zhiheng Tang Keller Williams Hudson Valley

  250 Concord Ln, Middletown, NY 10940
• 

  

  /16

  $330,000 Sold Jul 28, 2025

  • 2,026 Sq Ft
  • $163/SF
  • 25 Days On Market

  • 7 Beds
  • 2.5 Baths
  • Built 1880

  31-33 Linden Ave, Middletown, NY 10940

  This property has so much to offer , 3 separate levels to customize . This unique property consists of : bonus rooms , in-law suites and main living quarters. The potential is endless the back yard has a court yard area ready to be re built . Ground floor basement . For owner occupants the option to apply for permits for tenant occupancy is available , which allows for a multi family benefit .

  Karen Smith Anderson 1st Kander Realty Inc

  31-33 Linden Ave, Middletown, NY 10940
• 

  $294,000 Sold Jul 28, 2025

  • 1,464 Sq Ft
  • $201/SF
  • 102 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1951

  303 Wawayanda Ave, Middletown, NY 10940

  Enjoy Living at its Best in this beautiful Home in a desirable location of Middletown. This wonderful home features an Inviting Living room with a Bay window, Formal Dining rm, Kitchen with Breakfast Bar, updated tiled Bathroom, large First Floor Primary Bedroom, Family room with Vaulted ceilings, office/ Den could be a 4 th Bedroom. Second level features 2 Spacious Bedrooms. Full

  John Biasi Howard Hanna Rand Realty

  303 Wawayanda Ave, Middletown, NY 10940
• 

  $301,000 Sold Jul 25, 2025

  • 1,040 Sq Ft
  • $289/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  56 Beattie Ave, Middletown, NY 10940

  Introducing a charming and recently renovated home, completed in 2023, offering modern comfort and style. This inviting residence features three spacious bedrooms and one and a half baths. The heart of the home is a stunning, modern kitchen equipped with sleek granite countertops, perfect for culinary enthusiasts. Adjacent to the kitchen is a formal dining area, ideal for hosting gatherings and

  Maria Sairrino Cronin & Company Real Estate

  56 Beattie Ave, Middletown, NY 10940
• 

  $425,000 Sold Jul 24, 2025

  • 1,316 Sq Ft
  • $323/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1956

  22 Willow Place, Middletown, NY 10940

  There’s something special about 22 Willow Place! This beautifully updated 3-bedroom split-level is turn-key and full of thoughtful upgrades that make living easy. With every major upgrade already complete, this home is truly turn-key and move-in ready. The heart of the home is the renovated kitchen, featuring upgraded appliances, modern finishes, and a stunning skylight that fills the space

  Patricia Sassi RE/MAX Benchmark Realty Group

  22 Willow Place, Middletown, NY 10940
• 

  $317,000 Sold Jul 24, 2025

  • 1,545 Sq Ft
  • $205/SF
  • 53 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1920

  503 Bloomingburg Rd, Middletown, NY 10940

  Welcome Home!Discover the perfect blend of comfort, functionality, and space in this well-appointed single-family residence. Featuring four bedrooms and one full bathroom, this home also offers a dining room, eat-in kitchen, comfortable living room, and a rear deck ideal for relaxing or entertaining guests.Enjoy the convenience of an attached two-car garage, providing ample space

  Annais Miranda-Ortiz Call it Closed Intl. Realty

  503 Bloomingburg Rd, Middletown, NY 10940
• 

  $315,000 Sold Jul 23, 2025

  • 1,631 Sq Ft
  • $193/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  42 Wisner Ave, Middletown, NY 10940

  A charming 3-bedroom, 2-bathroom home situated on a spacious corner lot in the heart of Middletown. This well-maintained property offers solid bones and endless potential for your personal touch. The first floor features a flexible layout, including a cozy den that could easily serve as a 4th bedroom, home office, or guest space. Ample natural light, and a traditional floor plan create a warm and

  Kismet Johnson eXp Realty

  42 Wisner Ave, Middletown, NY 10940
• 

  $180,000 Sold Jul 23, 2025

  • 775 Sq Ft
  • $232/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1972

  4 Fortune Rd W Unit D, Middletown, NY 10941

  This beautifully updated first floor condo features a generous 1-bedroom, 1-bath layout, complete with spacious closets, brand new appliances, and vinyl plank new floors! Plus, the HOA covers heat and hot water, making budgeting a breeze since most of your expenses are included. Conveniently located in the Scotchtown Neighborhood within the Town of Wallkill, you'll find a peaceful atmosphere

  Matthew Gibbs Keller Williams Hudson Valley

  4 Fortune Rd W Unit D, Middletown, NY 10941
• 

  $275,000 Sold Jul 23, 2025

  • 1,201 Sq Ft
  • $229/SF
  • 205 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  122 Cottage St, Middletown, NY 10940

  Your First Single-Family Home—Where Independence Begins | Middletown, NYThere’s a moment when you realize: it’s time to stop paying someone else’s mortgage and start building something of your own. This 2-bedroom, 1-bath single-family home in Middletown, NY is that moment in the making—a chance to own land, space, and freedom, with no shared walls or noisy neighbors above or below you.

  Brian Caplicki Keller Williams Hudson Valley

  122 Cottage St, Middletown, NY 10940
• 

  $385,000 Sold Jul 22, 2025

  • 41 Days On Market

  • 2 Baths
  • Built 1888

  289 North St, Middletown, NY 10940

  Discover this delightful colonial duplex situated in the city of Middletown! This well-maintained property features two spacious units, each offering two comfortable bedrooms, a full bathroom, and a versatile bonus room that can be utilized as a den or office space, perfect for today's remote working environment. Recently painted and updated baths, this 2-family home offers plenty of parking for

  Patricia Sassi RE/MAX Benchmark Realty Group

  289 North St, Middletown, NY 10940
• 

  

  /50

  $595,000 Sold Jul 21, 2025

  • 3,890 Sq Ft
  • $153/SF
  • 2 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1948

  1 Wawayanda Place, Middletown, NY 10940

  Discover this charming, recently renovated 5-bed, 3-bath home in Orange County, NY, boasting over 3,000 sq. ft. It offers resort-like amenities, perfect for short-term rentals. Explore nearby attractions like West Point, Storm King Art Center, Legoland New York, and Woodbury Common Premium Outlets. Showings by appointment only, Tuesdays to Thursdays, with pre-approval/proof of funds.

  Jamie Sittner Find Advisors

  1 Wawayanda Place, Middletown, NY 10940
• 

  $445,000 Sold Jul 21, 2025

  • 1,827 Sq Ft
  • $244/SF
  • 16 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2016

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

  Welcome to Maple Fields at Wallkill, one of the most sought-after town-home communities in Middletown, NY. This 3-bedroom, 3.5-bathroom gem offers an open layout, gleaming hardwood floors, and sun-filled spaces throughout. The modern kitchen includes granite countertops, GE stainless steel appliances, and a large island, perfect for cooking or entertaining. The spacious living and dining areas

  D'Wana Haynesworth YourHomeSold Guaranteed Realty

  129 Meadow View Dr Unit 1105, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 14