Middletown, NY Houses for Sale

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  $250,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  13 Smith St, Middletown, NY 10940

  Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 299-0839

  13 Smith St, Middletown, NY 10940
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  /50

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 3,437 Sq Ft

  3 Kings Dr, Middletown, NY 10941

  Luxury Living in Hamptonburgh. Nestled in the prestigious Windsor Estates enclave, within the sought-after Goshen School District, this exceptional Contemporary residence offers a rare blend of elegance, comfort, and convenience. With nearly 3,500 sqft of thoughtfully designed living space, this striking home features 4 spacious bedrooms, 3 bathrooms, and a 3-car garage. Step into a grand

  

  Christina Rowan

  Howard Hanna Rand Realty

  (845) 393-3879

  3 Kings Dr, Middletown, NY 10941
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  /36

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
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  /4

  $674,900

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  258 Lybolt Rd, Middletown, NY 10941

  New construction colonial on a 2 acre lot. The Reese model colonial offers 4 bedrooms and 2.5 baths. First floor bedroom along with the living room with hardwood floors and cozy fireplace, dining room with sliders leading out to deck, custom kitchen w/center island, quartz countertops and oversized pantry. The laundry room is conveniently located on the expansive 2nd level along with 3 bedrooms

  Chris Ogden Realty Promotions Inc

  258 Lybolt Rd, Middletown, NY 10941
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  /31

  $589,900

  • 4 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  658 Ingrassia Rd, Middletown, NY 10940

  Welcome to this beautifully maintained Cape Cod-style home offering 2,628 square feet of versatile living space set on a private and picturesque 2.3-acre lot. This charming residence blends classic design with modern comfort, featuring generous room sizes, abundant natural light, and timeless appeal. The main level boasts a thoughtfully designed floor plan, ideal for both daily living and

  Rebecca Matta-Candela Keller Williams Realty

  658 Ingrassia Rd, Middletown, NY 10940
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  /50

  $589,000

  • 3 Beds
  • 2.5 Baths
  • 2,340 Sq Ft

  322 Union School Rd, Middletown, NY 10941

  Set behind a beautiful wall of stone and down a winding driveway, this spacious cedar sided ranch, on 2 level acres of a picture book lawn flanked by specimen trees and mature landscaping. Gleaming hardwood flooring throughout, neutral colors, abundant sunlight and well apportioned rooms. 3 possible 4 bedrooms 3 baths and ample closet space. Huge eat in kitchen with stainless appliances. A

  Richard Wawrynek Howard Hanna Rand Realty

  322 Union School Rd, Middletown, NY 10941
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  /23

  $490,000

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  153 Ridgewood Ave Unit 155, Middletown, NY 10940

  WOW! Is what you will say as soon as you step into this almost like a new home, with an impressive open layout and all the amenities you are looking for. This thoughtfully designed, like new built ranch offers over 1,500 sq ft of stylish, low-maintenance living—all with modern upgrades, so you can relax without worrying about repairs or updates for years to come. Conveniently located near

  Emelisa Mendoza RE/MAX Town & Country

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
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  /50

  $595,000

  • 5 Beds
  • 4 Baths
  • 3,890 Sq Ft

  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 Oxford Property Group USA

  1 Wawayanda Place, Middletown, NY 10940
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  /47

  $489,900

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

  84 Jasmine Dr, Middletown, NY 10940

  Welcome to 84 Jasmine Dr. in the highly desirable Wildflowers at Wallkill, a premier 55+ gated community offering resort-style living. This stunning 2011-built home features 2 bedrooms, 2 bathrooms, and an abundance of luxurious upgrades throughout. Step inside to a bright and spacious open floor plan with gorgeous Brazilian hardwood floors and elegant crown molding and wainscoting. The custom

  JoAnn Maxwell Howard Hanna Rand Realty

  84 Jasmine Dr, Middletown, NY 10940
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  /32

  $549,000

  • 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

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /42

  $465,000

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  450 Mt Orange Rd, Middletown, NY 10940

  Welcome to this move in ready, spacious and versatile 4-bedroom, 3-bathroom bi-level home located in Minisink Valley School District. Thoughtfully designed and meticulously maintained, this home offers comfort, flexibility, and the potential for multigenerational living.Upstairs features 3 bedrooms and 2 full bathrooms, including a private en-suite in the primary bedroom. Gleaming

  Katrina Roloson Keller Williams Realty

  450 Mt Orange Rd, Middletown, NY 10940
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  /31

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,531 Sq Ft

  484 Route 211 W, Middletown, NY 10940

  Welcome to 484 Route 211 – an amazing opportunity in the heart of Middletown for anyone ready to take on a rewarding project with big potential! This spacious home features 4 generously sized bedrooms and 2 full bathrooms, offering plenty of room for a large or growing family. The eat-in kitchen is perfect for family meals, and there’s even a first-floor bedroom for added convenience.One of the

  Virginia Corbett eXp Realty

  484 Route 211 W, Middletown, NY 10940
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  /37

  $510,000

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

  Kewin Garabito eXp Realty

  612 Shoddy Hollow Rd, Middletown, NY 10940
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  /41

  $499,000

  • 7 Beds
  • 4 Baths
  • 2,652 Sq Ft

  8 Chestnut St, Middletown, NY 10940

  Stunning Fully Renovated 7-Bedroom Home in Downtown MiddletownStep into luxury with this beautifully renovated single-family home, perfectly situated on a quiet street in the heart of Downtown Middletown. Offering 7 spacious bedrooms and 4 modern baths, this home is designed for comfort and style.Key Features:Complete Renovation: Brand-new electrical, heating, plumbing, insulation, and windows

  Gitty Steinmetz Rodeo Realty Inc

  8 Chestnut St, Middletown, NY 10940
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  /24

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  51 Pine Ct, Middletown, NY 10941

  Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

  John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
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  /36

  $469,999

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  338 Route 211 W, Middletown, NY 10940

  Welcome to your dream home! This meticulously renovated ranch-style residence in the heart of Middletown, NY, combines timeless charm with modern elegance. Carefully reimagined from top to bottom, this home features a bright, open-concept layout designed for both comfort and entertaining. At the heart of the home is a stunning, fully updated kitchen, showcasing rich dark cabinetry, sleek quartz

  Jeffrie Peña Locqube New York, Inc.

  338 Route 211 W, Middletown, NY 10940
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  /30

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  7 Roosevelt Ave, Middletown, NY 10940

  Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

  Patricia Sassi RE/MAX Benchmark Realty Group

  7 Roosevelt Ave, Middletown, NY 10940
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  /34

  $499,000

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  Discover the Charm and Character of this circa 1800 four bedroom farmhouse colonial on 2.6 acres with a bedroom and bathroom on the main floor!! Do you dream of simpler times? Growing your own fruit herbs vegetables, and eggs? Starry nights in the back yard? It's all here and with many updates including a new roof. There is over 2700 square feet of living space, high ceilings (unheard of in

  John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  /41

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location!Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, Middletown, NY 10940
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  /4

  $249,900

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  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
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  /21

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  56 New York Ave, Middletown, NY 10940

  Airy and light-filled, this charming home blends comfort and space in all the right ways. The open-concept living and dining area is bathed in natural light, with soaring cathedral ceilings that create a generous sense of scale. The updated kitchen offers abundant cabinetry, modern appliances, and an oversized pantry—perfect for all your storage needs.The primary bedroom features hardwood

  Sole Salvo eXp Realty

  56 New York Ave, Middletown, NY 10940
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  /45

  $369,000

  • 3 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  38 Wilson St, Middletown, NY 10940

  Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

  Pete Koutros Keller Williams Hudson Valley

  38 Wilson St, Middletown, NY 10940
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  /28

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,908 Sq Ft

  151 School House Rd, Middletown, NY 10940

  Peaceful 5-Acre Retreat in Minisink Valley School District – 151 Schoolhouse Rd, Middletown, NY -Welcome to 151 Schoolhouse Rd – a private 5-acre sanctuary nestled on a quiet country road in the sought-after Minisink Valley School District. This spacious bilevel home offers over 1,900 sq ft of comfortable living space, combining modern updates with serene, natural surroundings.Upstairs,

  Alyse Toffel Keller Williams Hudson Valley

  151 School House Rd, Middletown, NY 10940
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  /50

  $2,999,999

  • 5 Beds
  • 4.5 Baths
  • 6,460 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

  Warren Shelley Reliable Realty Group

  285 Hill Rd, Middletown, NY 10940
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  /21

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,620 Sq Ft

  76 Maureen Dr, Middletown, NY 10940

  Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

  Nina Piacente Julia B Fee Sothebys Int. Rlty

  76 Maureen Dr, Middletown, NY 10940
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  /28

  $415,000

  • 4 Beds
  • 2 Baths
  • 1,848 Sq Ft

  21 Maple Dr, Middletown, NY 10940

  Move right into this charming cape cod style home. 4 oversized bedroom’s and 2 full bathrooms. Step out onto a second story oversized deck from one of the two massive upstair bedrooms. The home is packed with updates, including new flooring throughout, a cozy kitchen and a large bay window in the living room that maximizes natural lighting. A detached garage with plenty of storage in the loft

  David Ferstand Daf Realty

  21 Maple Dr, Middletown, NY 10940
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  /50

  $729,000

  • 4 Beds
  • 2.5 Baths
  • 3,856 Sq Ft

  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
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  /38

  $585,000

  • 3 Beds
  • 2 Baths
  • 4,240 Sq Ft

  83 Dosen Rd, Middletown, NY 10940

  Welcome to your private retreat, perfectly nestled on 4.6 scenic, park-like acres in the heart of the Pine Bush School District. This 1 owner home has 3 bedrooms 2 baths on 1st level, screened in porch off kitchen, enormous living room offers plenty of room for the whole family plus extended family and is ideal for those who love to entertain or simply enjoy the peaceful Hudson Valley lifestyle.

  Joseph Rubeo Keller Williams Hudson Valley

  83 Dosen Rd, Middletown, NY 10940
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  /46

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Mint condition, classic, fully-restored 1863 farmhouse. This 4-bedroom, 2 1/2-bathroom home sits on 10 serene acres with stunning horse farm views and features including original hardwood floors, a brick fireplace, and formal dining with exquisite molding. Also noted is the updated plumbing. Enjoy a wraparound porch, a pond with fish, and river access for kayaking. Completely inspiring with a

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  /13

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

  Feng Chang Acer Realty Inc

  3 Chappell Pkwy, Middletown, NY 10940
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  /16

  $429,999

  • 6 Beds
  • 2 Baths
  • 1,878 Sq Ft

  19 Wawayanda Ave, Middletown, NY 10940

  Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

  Samar Tarazi Keller Williams Realty

  19 Wawayanda Ave, Middletown, NY 10940
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  /27

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
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  /36

  $629,900

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  708 Kirbytown Rd, Middletown, NY 10940

  Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

  Debbie Walsh SHAHAR Management LLC

  708 Kirbytown Rd, Middletown, NY 10940
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  /16

  $355,000

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft

  184 Highland Ave, Middletown, NY 10940

  Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

  Jorge Lugo BHHS Hudson Valley Properties

  184 Highland Ave, Middletown, NY 10940
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  /38

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  344 Ingrassia Rd, Middletown, NY 10940

  Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

  Travis Thompson Keller Williams Hudson Valley

  344 Ingrassia Rd, Middletown, NY 10940
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  /18

  $565,000

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

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this charming 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood with tree-lined streets, 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

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
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  /18

  $600,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  /36

  $1,125,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  /15

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,124 Sq Ft

  317 Wawayanda Ave, Middletown, NY 10940

  Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family gatherings or quiet

  Pete Wolven Hudson Valley Home Connection

  317 Wawayanda Ave, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 3

Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, offering suburban charm with a population of around 30,000. The city features a mix of historic homes, including Colonial Revival, Cape Cods, and split-level styles, alongside newer traditional and contemporary homes. Downtown Middletown, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling area with a variety of shopping, dining, and entertainment options. Popular local eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is known for its microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional entertainment with a bowling alley, movie theater, and adventure park. Middletown boasts 14 parks and green spaces, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample things to do for outdoor recreation. The historic Paramount Theatre and Quinnz Pinz bowling lanes are key entertainment venues. Community events are frequent, with a weekly farmers market, a Summer Concert Series, and the long-standing Orange County Fair. Middletown High School offers specialized academy programs in STEM and other fields. The city is well-connected via U.S. Route 211, Interstate 84, and Transit Orange bus routes to Manhattan. Crime rates in Middletown are comparable to state and national averages.

Learn more about living in Middletown

Home Trends in Middletown, NY

On average, homes in Middletown, NY sell after 63 days on the market compared to the national average of 50 days. The median sale price for homes in Middletown, NY over the last 12 months is $389,950, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$389,950

Median Single Family Sale Price

$413,250

Median Townhouse Sale Price

$400,000

Median 2 Bedroom Sale Price

$252,500

Median 1 Bedroom Sale Price

$174,950

Average Price Per Sq Ft

$240

Number of Homes for Sale

114

Last 12 months Home Sales

456

Months of Supply

3.00

Median List Price

$389,900

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

6%