Middletown, NY Houses for Sale

• 

  

  

  /42

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,542 Sq Ft

  138 Reinhardt Rd, Middletown, NY 10940

  Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 208-2838

  138 Reinhardt Rd, Middletown, NY 10940
• 

  Explore Middletown

• 

  

  

  /41

  $539,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,130 Sq Ft

  63 Brimstone Hill Rd, Middletown, NY 10941

  Welcome to this outstanding, beautifully maintained Cape Cod-style home nestled on a serene 1.7-acre lot. This unique property combines timeless charm with thoughtful modern touches, offering both privacy and nature. Step onto the oversized front porch and take in the picturesque view of the front yard and classic natural fieldstone wall. As you enter through the soaring foyer, you'll be struck

  

  Jennifer Loprieno

  Howard Hanna Rand Realty

  (329) 219-0768

  63 Brimstone Hill Rd, Middletown, NY 10941
• 

  

  

  /25

  $390,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
• 

  

  

  /41

  $575,000

  • 4 Beds
  • 2.5 Baths
  • 2,672 Sq Ft

  1583 Mountain Rd, Middletown, NY 10940

  Looking for your piece of paradise?... You just found it! This great contemporary home offers 4 to 5 bedrooms, 2.5 bathrooms, a 2 car garage on 1 acre of land. Large windows, vaulted ceilings and skylights allow the flow of natural light throughout the house. You'll also find beautiful hardwood floors throughout. Kitchen was updated in 2020 offering plenty of cabinets and stainless steel

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-3559

  1583 Mountain Rd, Middletown, NY 10940
• 

  

  

  /50

  $859,000

  • 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
• 

  

  /20

  $399,990

  • 3 Beds
  • 2 Baths
  • 1,614 Sq Ft

  2 Saint Eve Ct, Middletown, NY 10940

  Welcome to 2 Saint Eve Ct, a versatile home offering comfort and space in a convenient Middletown location. This well-maintained property features 3 bedrooms and 2 full baths, along with a spacious eat-in kitchen perfect for everyday living and entertaining. Above the garage, a large rec room provides endless possibilities—use it as a fourth bedroom, family room, or bonus space to suit your

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 210-5621

  2 Saint Eve Ct, Middletown, NY 10940
• 

  

  /11

  $350,000

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  19 Randall Terrace, Middletown, NY 10940

  Looking for all investors who want to buy now and get the process started in order to work on the exterior before the cold weather begins. All reasonable offers will be considered. Home features an eat in kitchen with breakfast nook, diningroom, and large step down livingroom on first floor with fireplace. Upstairs find a primary bedroom suite with separate bath. Down the hall is three more

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (329) 216-0798

  19 Randall Terrace, Middletown, NY 10940
• 

  

  /21

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,639 Sq Ft

  389 Fair Oaks Rd, Middletown, NY 10940

  Beautiful contemporary capecod offers 3 to 4 bedrooms and 2 full bathrooms. Open kitchen/dining room with stainless steel appliances, brand new stove, microwave is only 1 year old. Large patio in front of the house. Ceramic tiles and hardwood floors throughout. Primary bedroom has a walk-in closet. First floor bedroom makes an ideal guest room, or for someone that doesn't want to do do stairs.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 208-1615

  389 Fair Oaks Rd, Middletown, NY 10940
• 

  

  /44

  $299,000

  • 2 Beds
  • 1 Bath
  • 792 Sq Ft

  25 Lafayette Ave, Middletown, NY 10940

  Welcome to 25 Lafayette Avenue, a charming and move-in ready 2-bedroom, 1-bath bungalow located on a quiet residential street in the heart of Middletown. This well-maintained home combines comfort and character, offering central air, stylish pet resistant vinyl flooring throughout, a sun-filled living room, and a beautifully updated kitchen with quartz countertops and ample cabinet space.The

  

  Kathy White

  Exit Realty Connections

  (329) 219-0502

  25 Lafayette Ave, Middletown, NY 10940
• 

  

  /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
• 

  

  /50

  $699,000

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  166 Hilly's Ln, Middletown, NY 12455

  Escape to your own private retreat on 13.2 acres in the charming community of New Kingston. This updated cedar sided chalet offers 3 bedrooms plus a cozy sleeping nook, 2 beautifully renovated baths, and a long list of thoughtful upgrades within the past 24 months. A Tuli Kivi soapstone stove fireplace insert brings warmth and charm, but the true showstopper is the 18’ x 18’ screened

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  166 Hilly's Ln, Middletown, NY 12455
• 

  

  /21

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
• 

  

  /36

  $799,000

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  104 Elise Dr, Middletown, NY 10941

  LAST HOME AVAILABLE! Welcome to The Woodlands at 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 now complete and ready to welcome it's new owners! The main

  Juan Bautista Keller Williams Realty

  104 Elise Dr, Middletown, NY 10941
• 

  

  /33

  $759,900

  • 4 Beds
  • 2.5 Baths
  • 2,561 Sq Ft

  195 Mulford Rd, Middletown, NY 10940

  Stunning New Construction Colonial on a dead end street. Welcome to your dream home set on 3 picturesque acres in the Town of Greenville, within the highly sought-after Minisink Valley School District. Nestled on a private, partially wooded lot at the end of a quiet cul-de-sac, this beautifully crafted colonial offers the perfect blend of style, comfort, and functionality. Step inside to find 4

  Chris Ogden Realty Promotions Inc

  195 Mulford Rd, Middletown, NY 10940
• 

  

  /34

  $549,999

  • 4 Beds
  • 2.5 Baths
  • 2,132 Sq Ft

  22 Sharon Dr, Middletown, NY 10941

  Come home to this lovely 4 bedroom 2.5 bath home, situated on .37 acres. This home features an updated kitchen and bath with granite counter top and attractive cabinetry. Beautiful hardwood flooring and wall to wall carpeting can be found throughout. The large deck overlooks a luscious fruit filled peach tree and a backyard that makes the perfect spot for entertaining. This house is just a few

  Tonya Finn Keller Williams Hudson Valley

  22 Sharon Dr, Middletown, NY 10941
• 

  

  /40

  $514,999

  • 3 Beds
  • 3 Baths
  • 2,696 Sq Ft

  2 Danielle Ct, Middletown, NY 10940

  Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

  Ravyn Green YourHomeSold Guaranteed Realty

  2 Danielle Ct, Middletown, NY 10940
• 

  

  /30

  $550,000

  • 4 Beds
  • 3.5 Baths
  • 2,307 Sq Ft

  71 Watkins Ave, Middletown, NY 10940

  Exquisite Updated Colonial Residence in a Prestigious Middletown LocationDiscover timeless elegance combined with modern sophistication in this beautifully updated 4-bedroom, 3-bath Colonial home. Perfectly situated on a quiet, tree-lined street, this residence offers a seamless blend of classic architectural details and contemporary upgrades, creating a truly refined living

  Jonathon Lee Keller Williams Hudson Valley

  71 Watkins Ave, Middletown, NY 10940
• 

  

  /35

  $475,000

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  56 Acorn Ave, Middletown, NY 10941

  Welcome to 56 Acorn, a four bedroom home situated on a corner lot in a desirable neighborhood. As you enter you'll notice the open floor plan with vaulted ceilings and natural hardwood floor throughout the main level. Large size kitchen with granite countertops and stainless steel appliances. Lower level features updated bathroom with new luxury vinyl floors throughout. Attached oversized 2 car

  Matthew Skowronski HomeSmart Homes & Estates

  56 Acorn Ave, Middletown, NY 10941
• 

  

  /36

  $615,000

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  9 Crane Rd, Middletown, NY 10941

  Welcome to 9 Crane Road, in Middletown, New York where comfort meets charm, and every day feels like home, all you have to do is move in.Step into this beautifully well maintained residence, nestled on a quiet, tree-lined block. This move-in-ready home is designed for those who crave warmth, flexibility, and room to grow.From the moment you enter, natural light pours through every

  Shanese Williams Real Broker NY LLC

  9 Crane Rd, Middletown, NY 10941
• 

  

  /21

  $479,900

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

  93 Rolling Meadows Rd, Middletown, NY 10940

  Looking for more space, peace and comfort while still being close to New York City? Welcome to this beautiful four bedroom PLUS home nestled in one of the most desirable counties. With easy access to major highways, NYC commuter route and just minutes from the famous Woodbury Common Premium Outlets, this home offers the best of both convenience and tranquility. Step inside and discover updated

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  93 Rolling Meadows Rd, Middletown, NY 10940
• 

  

  /47

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
• 

  

  /35

  $489,000

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

  38 Highrose Ridge Way, Middletown, NY 10940

  Welcome to a beautifully maintained 6-year-young home offering comfort, style, and an unbeatable location. This spacious residence features 3 generously sized bedrooms and multiple living spaces, including a warm and inviting living room and a bright, open family room perfect for gatherings or quiet evenings in.The heart of the home is the well-appointed kitchen, offering plenty of counter

  Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, NY 10940
• 

  

  /38

  $489,999

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  7 Avoncroft Ln, Middletown, NY 10940

  Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

  Kewin Garabito eXp Realty

  7 Avoncroft Ln, Middletown, NY 10940
• 

  

  /31

  $470,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  295 Lybolt Rd, Middletown, NY 10941

  A/O 9.1.25 ... Spacious home with large yard on a quiet street - what more could you want? This beautiful contemporary home has had many upgrades over the last few years! The main level features an open kitchen, dining room and living room with partial wrap around deck - perfect for entertaining or just extended living space. Three large bedrooms and two full bathrooms complete the upper level.

  Britanni Gaucher Keller Williams Realty

  295 Lybolt Rd, Middletown, NY 10941
• 

  

  /30

  $449,900

  • 3 Beds
  • 2 Baths
  • 2,558 Sq Ft

  14 Briarwood Dr, Middletown, NY 10940

  Welcome to 14 Briarwood Drive, a well maintained ranch-style home in the sought after Minisink Valley School District. Perfectly setback from the road giving off a high end presence. Beautiful landscaping and mature trees elevate the curb appeal even further. As you walk through the foyer, you are greeted by a cozy family room featuring a with a French door that opens to a beautiful worry free

  Frank Muccari Cronin & Company Real Estate

  14 Briarwood Dr, Middletown, NY 10940
• 

  

  /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

  Virginia Corbett eXp Realty

  484 Route 211 W, Middletown, NY 10940
• 

  

  /37

  $499,999

  • 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
• 

  

  /25

  $535,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

  Anne Marie O'Brien Curasi Realty, Inc.

  727 Route 17m, Middletown, NY 10940
• 

  /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
• 

  

  /27

  $450,000 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  30 Avoncroft Ln, Middletown, NY 10940

  Welcome to 30 Avoncroft Lane – Woodside Knolls, Middletown, NYThis move-in-ready 3-bedroom, 2.5-bath townhouse combines comfort, style, and community living in one of Middletown’s most desirable neighborhoods. Inside, you’ll find updated flooring, a bright open layout, and a spacious finished basement—perfect for a home gym, playroom, family room, or creative studio.The main level

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
• 

  

  /40

  $489,900 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,899 Sq Ft

  11 Cobblestone Ln, Middletown, NY 10940

  Welcome to this bright and spacious 3-bedroom, 2.5-bath townhouse, that’s perfect for today’s busy lifestyle. The spacious layout is filled with natural light, creating a warm and inviting atmosphere for all to gather. The main level offers plenty of room for both everyday living and entertaining, while the upper level features comfortable bedrooms, including a primary suite with its own private

  Antoinette Gundersen HomeSmart Homes & Estates

  11 Cobblestone Ln, Middletown, NY 10940
• 

  

  /24

  $349,999

  • 2 Beds
  • 1 Bath
  • 736 Sq Ft

  128 Kleis Road Spur, Middletown, NY 12430

  Welcome to Your Catskills Retreat at 128 Kleis Road SpurTucked away on a quiet spur road and surrounded by evergreens, this charming single-level cabin blends cozy comfort with outdoor living.Relax on the spacious deck, soak in the private hot tub, or gather by the fire pit under the stars. Inside, enjoy an open layout with large windows, a stone fireplace, and sliders to the deck—perfect

  Michelle Andzel Graziano Four Seasons Sotheby's International Realty

  128 Kleis Road Spur, Middletown, NY 12430
• 

  

  /14

  $349,000

  • 3 Beds
  • 1.5 Baths
  • 1,604 Sq Ft

  1 Chancery Mews, Middletown, NY 10940

  Welcome to this spacious and well-maintained contemporary-style home located in the sought-after Canterbury Knolls community. Featuring 3 bedrooms, 2 bathrooms, this home offers comfortable and functional living for today’s modern lifestyle. The inviting living room includes a cozy fireplace, while sliding glass doors lead to a private patio—perfect for entertaining or enjoying peaceful evenings

  Sean Walker Keller Williams Realty

  1 Chancery Mews, Middletown, NY 10940
• 

  

  /11

  $199,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  55 Glen Ave, Middletown, NY 10940

  Single faming home in the wonderful Middletown, NY up for grabs. Needs renovation. This is a fixer-upper on a large .34 acre lot. Don't miss out.

  Ishwar Rameshar YourHomeSold Guaranteed Realty

  55 Glen Ave, Middletown, NY 10940
• 

  

  /34

  $384,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  28 Pinto Rd W, Middletown, NY 10941

  Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen

  Juan Bautista Keller Williams Realty

  28 Pinto Rd W, Middletown, NY 10941
• 

  

  /12

  $269,900

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

  17 N Aspen Rd, Middletown, NY 10940

  This renovated 2-bedroom, 1.5-bath townhouse in Middletown offers a perfect blend of comfort and convenience! The inviting living room, filled with natural light, leads into a modern kitchen with brand-new stainless steel appliances and an adjacent washer/dryer setup. The dining room features a sliding door that opens up to a private fenced-in backyard—ideal for outdoor relaxation or

  Jonathon Lee Keller Williams Hudson Valley

  17 N Aspen Rd, Middletown, NY 10940
• 

  

  /4

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  9 Genung St, Middletown, NY 10940

  Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

  Anthony Rivas Keller Williams Hudson Valley

  9 Genung St, Middletown, NY 10940
• 

  

  /31

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 925 Sq Ft

  6 Madeline Terrace, Middletown, NY 10940

  Welcome to 6 Madalaine Terrace, a charming ranch-style home in Middletown offering easy one-level living. This 3-bedroom, 1.5-bath home features a cozy living room, an eat-in kitchen, and a practical layout that makes the most of its space. The fenced yard is perfect for outdoor enjoyment, pets, or gardening. With a private driveway and low-maintenance exterior, this home is ideal for anyone

  Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
• 

  

  /35

  $419,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft

  1 Polly Kay Dr, Middletown, NY 10940

  Welcome to this charming raised-ranch in the heart of Middletown, offering 1,482 square feet of comfortable living. The home features three spacious bedrooms, an updated kitchen and bath, and beautiful hardwood floors throughout that bring a timeless touch to every room.Downstairs, the lower level is perfect for a cozy family room, playroom, or home office—whatever best fits your

  Eva Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940
• 

  

  /20

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  242 1/2 W Main St, Middletown, NY 10940

  A/O 9/2. Cute meets Convenient! This 3 bedroom, 2 bath cape cod has a lovely backyard that extends beyond Monhagen Brook. It features a 1st floor bedroom and bathroom with additional bathroom on 2nd floor for 2 bedrooms. Original hardwood floors throughout. Feel like you are priced out of today's market? Turn this charmer into the adorable cape cod it's meant to be. Literally around the corner

  Sharon Reynolds Keller Williams Hudson Valley

  242 1/2 W Main St, 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, 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

Home Trends in Middletown, NY

On average, homes in Middletown, NY sell after 61 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, NY over the last 12 months is $395,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$395,000

Median Single Family Sale Price

$415,000

Median Townhouse Sale Price

$400,000

Median 2 Bedroom Sale Price

$269,900

Median 1 Bedroom Sale Price

$172,000

Average Price Per Sq Ft

$242

Number of Homes for Sale

119

Last 12 months Home Sales

499

Months of Supply

2.90

Median List Price

$399,450

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

6%