Middletown, NY Homes for Sale

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  /50

  $535,000

  $33K PRICE DROP

  • 7 Beds
  • 4.5 Baths
  • 3,592 Sq Ft

  104-108 Highland Ave, Middletown, NY 10940

  Historic Elegance Meets Modern-Day Convenience in this circa 1860 home in the heart of Middletown, NY. Pristinely positioned back from the road, set on just shy of an acre, this historic gem offers 3500+ square feet of timeless character and space. From the moment you enter, soaring ceilings, rich hardwood floors, built-ins and detailed crown molding set the tone. The expansive dining room,

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  (329) 210-1132

  104-108 Highland Ave, Middletown, NY 10940
• Explore Middletown

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  /25

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,061 Sq Ft

  205 Linden Ave, Middletown, NY 10940

  Nestled in the heart of Middletown, this charming home at 205 Linden Avenue offers a delightful blend of historic character and modern comfort. Built around 1900, the home spans approximately 1,061 square feet and sits on a generous 5,000-square-foot lot. Step inside to discover three cozy bedrooms and two bathrooms, perfect for those seeking extra space. The home features a detached garage,

  

  Omar Harper

  Epique Realty

  (329) 210-1914

  205 Linden Ave, Middletown, NY 10940
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  /46

  $599,900

  • 5 Beds
  • 2 Baths
  • 2,432 Sq Ft

  180 Mt Orange Rd, Middletown, NY 10940

  The primary suite alone tells you what kind of home this is. A vaulted cathedral ceiling overhead, a spa-style bath built around a deep soaking tub, and proportions that hold a quiet hour at the end of a long day the way a private retreat is supposed to. It is the kind of room that quietly redefines what you expect a ranch to feel like. By the time the water is running, the day has already

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 210-5539

  180 Mt Orange Rd, Middletown, NY 10940
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  /32

  $1,700,000

  $188K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  PRICE REDUCTION FOR FASTER SALE...OWNER RELOCATING.....HURRY UP....WILL NOT LAST.............................Welcome to 3 Bristol Road, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment.Built in 2002, this 6-bedroom, 8.55-bathroom residence features

  

  Mohamed Elgoarany

  All American Realty Management

  (329) 215-0309

  3 Bristol Dr, Middletown, NY 10941
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  /2

  $155,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  45 Knapp Ave, Middletown, NY 10940

  Attention investors! This is a true “what you see is what you get” opportunity. Bring your tools and imagination and transform this property into a valuable addition to your rental portfolio. Perfect for investors seeking potential and long-term returns. Cash buyer or rehab loan needed.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 210-1290

  45 Knapp Ave, Middletown, NY 10940
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  /50

  $699,900

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

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  90 M and M Rd, Middletown, NY 10940

  Set on nearly 5 private, wooded acres in the Town of Wallkill within the Pine Bush School District, this move-in-ready home blends refined interior updates with exceptional outdoor living in the heart of Orange County, NY. Outstanding curb appeal begins with updated landscaping, dramatic stone walls, modern vertical siding, and a welcoming center courtyard entry leading to a covered portico with

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 207-0953

  90 M and M Rd, Middletown, NY 10940
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  /17

  $310,000

  $25K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft

  1110 New York 211, Middletown, NY 10940

  If you are looking for one-level living, this is the one! This 2-bedroom ranch is the perfect opportunity for a first-time homebuyer, someone looking to downsize, or an investor seeking to add to their rental portfolio. Filled with natural light, the home offers a bright and inviting atmosphere throughout. The spacious primary bedroom features a large wall-to-wall closet. A combination of

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3782

  1110 New York 211, Middletown, NY 10940
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  /23

  $298,900

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  44 Commonwealth Ave, Middletown, NY 10940

  This home has great bones, new roof, new furnace and new hot water heater. Located in a nice residential neighborhood in the city of Middletown, close to schools, shopping and restaurants. Commuter friendly close to Route 84 and Route 17. Fenced in back yard. Features ceramic tile in the kitchen and hardwood throughout. Home needs some TLC mostly cosmetic cleaning, painting and rear deck needs

  

  Frank Tangredi

  Frank Tangredi Realty Company

  (329) 219-0321

  44 Commonwealth Ave, Middletown, NY 10940
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  /41

  $447,000

  $10K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  35 Pinto Rd E, Middletown, NY 10941

  Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is

  

  Tiffany Megna

  RE/MAX Town & Country

  (329) 201-2046

  35 Pinto Rd E, Middletown, NY 10941
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  /13

  $249,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  16 Woodland Rd, Middletown, NY 10940

  Welcome home to this very nice three bedroom seasonal ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the

  

  Joseph Paoli

  Howard Hanna Rand Realty

  (329) 207-0281

  16 Woodland Rd, Middletown, NY 10940
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  /43

  $458,000

  $17K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  57 Boorman Rd, Middletown, NY 10940

  Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes from Middletown!Updated kitchen features quartz countertops, ceramic tile flooring, subway tile backsplash, new cabinetry, and stainless steel appliances. First floor offers a full bath, spacious living room, dining room, and a cozy wood stove for supplemental heat. Upstairs includes 3 bedrooms and a

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 212-0455

  57 Boorman Rd, Middletown, NY 10940
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  /41

  $375,000

  $20K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  4 Eaton Ct, Middletown, NY 10940

  Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Updates include a brand new roof. Some rooms and garage have been freshly painted. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. The Homeowner's Association makes life easier by handling all exterior

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 224-0137

  4 Eaton Ct, Middletown, NY 10940
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  /33

  $429,000

  • 3 Beds
  • 1 Bath
  • 1,043 Sq Ft

  79 Vincent Dr, Middletown, NY 10940

  Don’t miss this turn-key 3-bedroom, 1-bath ranch on a quiet, tree-lined street in Middletown. Set on a level, fully fenced 0.27-acre lot, this move-in ready home offers comfort, style, and convenience.Inside, you’ll find hardwood floors and a cozy brick wood-burning fireplace with a new door and mantel. The eat-in kitchen features stainless steel appliances and updated lighting, while the

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 213-1496

  79 Vincent Dr, Middletown, NY 10940
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  /41

  $699,900

  • 4 Beds
  • 2.5 Baths
  • 2,174 Sq Ft

  TBD Kirbytown Rd, Middletown, NY 10940

  Welcome to your brand-new home, located on a 2.4 acre wooded lot in the Minisink Valley school district. The Reese model colonial was thoughtfully designed, offering 4 bedrooms and 2.5 baths with plenty of space to grow and make memories. On the first floor, you’ll find a bright and inviting living room with beautiful hardwood floors and a cozy fireplace—perfect for movie nights or gathering with

  

  Chris Ogden

  Realty Promotions Inc

  (329) 209-9962

  TBD Kirbytown Rd, Middletown, NY 10940
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  /50

  $599,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 3,080 Sq Ft

  179 Reservoir Rd, Middletown, NY 10940

  Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 207-0914

  179 Reservoir Rd, Middletown, NY 10940
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  /46

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  59 Woodside Knolls Dr, Middletown, NY 10940

  Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

  

  Donna Reese

  Keller Williams Hudson Valley

  (329) 209-9797

  59 Woodside Knolls Dr, Middletown, NY 10940
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  /30

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

  

  Hazel Cello

  Keller Williams Hudson Valley

  (329) 219-0557

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /9

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  12 Todd Dr, Middletown, NY 10941

  Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 214-0407

  12 Todd Dr, Middletown, NY 10941
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  /35

  $980,000

  New Construction

  • 6 Beds
  • 6 Baths
  • 4,480 Sq Ft

  5 Blanchard St, Middletown, NY 10940

  Brand new construction duplex in heart of Middletown. Each spacious unit features 3 bedrooms, 2.5 baths, garage, central A/C and a bright, sun-filled open floor plan thoughtfully designed for today's lifestyle. Beautiful kitchens with expansive windows create an abundance of natural light, with one unit showcasing elegant dove white cabinetry while the other offers rich espresso cabinetry, both

  

  JoAnn Maxwell

  Howard Hanna Rand Realty

  (329) 224-0367

  5 Blanchard St, Middletown, NY 10940
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  /50

  $443,000

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  199 Baldwin Rd, Middletown, NY 12441

  Tucked away on 2.2 private acres in a picturesque mountain neighborhood just minutes from Belleayre Ski Center and just over two hours from New York City, this inviting three-bedroom, two-bath contemporary chalet offers the perfect blend of comfort, style, and accessibility. Privately sited and surrounded by natural beauty, the home captures seasonal views of the Belleayre Ski slopes, bringing

  Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  199 Baldwin Rd, Middletown, NY 12441
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  /30

  $505,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
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  /44

  $385,000

  Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1 Lake Ridge Dr, Middletown, NY 10940

  Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas fireplace. The kitchen is outfitted with stainless

  Colin Seitz RE/MAX Benchmark Realty Group

  1 Lake Ridge Dr, Middletown, NY 10940
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  /13

  $550,000

  $10K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
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  /41

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  217-219 Highland Ave, Middletown, NY 10940

  Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

  Wenpeng Guan Keller Williams Hudson Valley

  217-219 Highland Ave, Middletown, NY 10940
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  /42

  $649,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,680 Sq Ft

  481 Dosen Rd, Middletown, NY 10940

  ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

  Frank Muccari Cronin & Company Real Estate

  481 Dosen Rd, Middletown, NY 10940
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  /21

  $485,000

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  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 two spacious bedrooms, each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  /24

  $579,990

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  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

  Jonathon Lee Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
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  /39

  $625,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,053 Sq Ft

  45 Randall Heights, Middletown, NY 10940

  PRESIDENTIAL HEIGHTS welcomes you to make this LUXURY CONTEMPORARY home yours today! Set in the highly desirable Presidential Heights neighborhood, known for its beautiful homes, peaceful atmosphere, and close proximity to everyday essentials. A large wrap araund blacktopped driveway along with paver stone walkway leads you inside this newly remodeled gem. Discover an incredible blend of space,

  Sandra Arnez Keller Williams Hudson Valley

  45 Randall Heights, Middletown, NY 10940
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  /43

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  Gloria Rivera Keller Williams Hudson Valley

  83 Deer Ct Dr, Middletown, NY 10940
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  /32

  $599,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /43

  $469,900

  • 3 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  80 Excelsior Ave, Middletown, NY 10940

  Welcome to 80 Excelsior Ave in Middletown! This well maintained and thoughtfully updated home offers both comfort and functionality. The first floor features a spacious living room and dining room with durable laminate flooring, a convenient half bath, and a tiled kitchen with stainless steel appliances. Upstairs, you'll find three generously sized bedrooms and two full baths, along with a

  Melanie Potter Curasi Realty, Inc.

  80 Excelsior Ave, Middletown, NY 10940
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  /18

  $520,000

  $45K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
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  /27

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft

  33 Maple Fields Dr, Middletown, NY 10940

  The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

  Michael Knecht Howard Hanna Rand Realty

  33 Maple Fields Dr, Middletown, NY 10940
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  /40

  $474,999

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  12 Weather Vane Way, Middletown, NY 10940

  Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

  Ray Reyes Keller Williams Realty

  12 Weather Vane Way, Middletown, NY 10940
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  /35

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  153 Ridgewood Ave Unit 155, Middletown, NY 10940

  Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

  Isaiah Lopez Keller Williams Hudson Valley

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
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  /2

  $515,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft

  86 Maples Rd, Middletown, NY 10940

  Beautiful Raised Ranch in Middletown, NY This stunning home features 4 spacious bedrooms and 3 full bathrooms, offering comfort, style, and plenty of space for living and entertaining. The kitchen showcases gorgeous marble countertops and detailed custom cabinetry that truly stand out. The living room boasts vaulted ceilings and a large picture window that fills the space with natural light and

  Delease Jenkins RE/MAX Town & Country

  86 Maples Rd, Middletown, NY 10940
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  /32

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
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  /47

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft

  122 Rolling Meadows Rd, Middletown, NY 10940

  Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

  Kristine Many Keller Williams Realty

  122 Rolling Meadows Rd, Middletown, NY 10940
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  /50

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  225 Upper Rd, Middletown, NY 10940

  Completely renovated ranch situated on 1.44 acres in the Minisink Valley School District. This beautifully updated home features a bright open-concept layout combining the living room, dining area, and kitchen—perfect for modern living and entertaining. Large windows throughout the home allow for an abundance of natural light, creating a warm and airy atmosphere in every room. The main level

  Gloria Rivera Keller Williams Hudson Valley

  225 Upper Rd, Middletown, NY 10940
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  /12

  $539,900

  • 4 Beds
  • 3 Baths
  • 2,560 Sq Ft

  55 Eisenhower Dr, Middletown, NY 10940

  Welcome to this beautifully renovated ranch-style home, perfectly situated on a spacious corner lot of over 1/3 of an acre. Offering 4 generously sized bedrooms, 3 full bathrooms, whole house generator and central air....this home is ideal for comfortable living and entertaining.Step inside to a huge sun-filled living room featuring oversized windows that flood the space with natural light.

  Jennifer Kubler eRealty Advisors, Inc

  55 Eisenhower Dr, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 4

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, NY?

Homes for sale in Middletown, NY have an average home price of $457,439.

How many homes have sold over the last 12 months in Middletown, NY?

478 homes have sold in Middletown, NY over the last 12 months.

What are the most popular zip codes in Middletown, NY?

The most popular zip codes in Middletown, NY include 10940, 10958, 12737, 10941 and 10924.

How much do you need to make to afford a house in Middletown?

The median home price in Middletown is $414,999. If you put a 20% down payment of $83,000 and had a 30-year fixed mortgage with an interest rate of 6.51%, your estimated principal and interest payment would be $2,100 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.

How are the schools in Middletown, NY?

Middletown, NY has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Northern Academy, Harmony Christian School and Minisink Valley Elementary School. Browse all the schools in Middletown, NY to learn more.

Home Trends in Middletown, NY

On average, homes in Middletown, NY sell after 62 days on the market compared to the national average of 58 days. The median sale price for homes in Middletown, NY over the last 12 months is $401,500, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$401,500

Median Single Family Sale Price

$425,500

Median Townhouse Sale Price

$443,750

Median 2 Bedroom Sale Price

$278,000

Median 1 Bedroom Sale Price

$177,500

Average Price Per Sq Ft

$248

Number of Homes for Sale

115

Last 12 months Home Sales

478

Months of Supply

2.90

Median List Price

$414,999

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

3%