Newest Homes for Sale in Middletown, NY

• 

  

  /2

  $325,000 Coming Soon

  • 4 Beds
  • 1 Bath
  • 1,248 Sq Ft

  206 W Main St, Middletown, NY 10940

  Welcome to 206 West Main Street, a charming and well-located home in the heart of Middletown, NY—offering the perfect blend of character, space, and convenience. Featuring 4 generously sized bedrooms and 1 full bathroom, this home showcases beautiful hardwood floors and an abundance of natural sunlight throughout, creating a warm and inviting atmosphere. The home offers excellent functionality

  Travis Thompson Keller Williams Hudson Valley

  206 W Main St, Middletown, NY 10940
• Explore Middletown

• 

  

  

  /50

  $568,000 Coming Soon

  • 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
• 

  

  

  /33

  $100,000 Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths
  • 800 Sq Ft

  301 3rd Ave, Middletown, NY 10941

  In Middletown there is a 2 bedroom 2 full bath, completely renovated Mobile Home on corner lot, new roof, brand new central air, furnace 6 yrs old, brand new hot water heater, new gutters, new shed, new kitchen countertops, new fixtures throughout, stack washer dryer, new moisture barrier, new underbelly and more. Beautifully updated kitchen with dining area that opens to the living room. Two

  Howard Payson RE/MAX Town & Country

  301 3rd Ave, Middletown, NY 10941
• 

  

  

  /43

  $460,000

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

  3 Arden Ct, Middletown, NY 10940

  Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

  Justin Jordan Keller Williams Realty

  3 Arden Ct, Middletown, NY 10940
• 

  

  

  /45

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  17 Ross Ln, Middletown, NY 10941

  WOW!! THIS IS THE ONE!! Wonderful family home in the heart of Scotchtown. FIRST time on the market in over half a century!! Well maintained, must see to believe! Located on over 1/4 of an acre, this home is one of a kind! Hardwood floors throughout the home. The eat in kitchen provides convenience AND easy access to the HUGE back deck. The home offers a Formal Dining Room, a Living Room with

  David Furlin BHHS Hudson Valley Properties

  17 Ross Ln, Middletown, NY 10941
• 

  

  /33

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  60 Magnolia Park Rd, Middletown, NY 10940

  Beautifully cared-for 3 bedroom, 2.5-bath townhouse in the heart of Middletown! Spanning three levels, this home offers comfortable, versatile living with hardwood floors throughout both the main and second levels. The bright main floor features an open-concept living area featuring a fireplace, a dining area, along with a modern kitchen complete with granite countertops and ample cabinet space.

  Sandra Laramore Redfin Real Estate

  60 Magnolia Park Rd, Middletown, NY 10940
• 

  

  /50

  $839,000

  • 6 Beds
  • 4 Baths
  • 3,900 Sq Ft

  225 van Duzer Rd, Middletown, NY 10940

  Discover A stunning Brand New Colonial Home over 3900 SQFT - Legal Mother Daughter Home with a Separate Entrance. This gorgeous home is now offering a beautiful outdoor kitchen with a bar setup, spacious backyard with retaining walls and a paved driveway. Featuring a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
• 

  

  /8

  $699,999

  • 6 Beds
  • 4 Baths
  • 2,040 Sq Ft

  2467 Route 302, Middletown, NY 10941

  Excellent location and property seeking a savvy investor. Pine Bush schools, fully leased near Highway and less than 5 miles to train. Close to shopping too. Hurry to see before it is gone.

  Myrna Lattore eRealty Advisors, Inc

  2467 Route 302, Middletown, NY 10941
• 

  

  /42

  $679,000

  • 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
• 

  

  /31

  $425,000

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft

  10 Renfrewshire Dr, Middletown, NY 10941

  Welcome to 10 Renfrewshire Drive, a well-maintained 3-bedroom, 1 full and 1 half bath ranch in the Pine Bush School District, offering a comfortable layout, great outdoor space, and the everyday convenience you have been searching for.Inside, you’ll find hardwood floors and a bright, functional kitchen featuring cherry cabinetry and stainless steel appliances. The main level provides easy

  Frank Muccari Cronin & Company Real Estate

  10 Renfrewshire Dr, Middletown, NY 10941
• 

  

  /41

  $449,900

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

  239 Millsburg Rd, Middletown, NY 10940

  Set on a quiet country road in the Town of Greenville, 239 Millsburg Road offers a setting that feels removed from the noise of everyday life, yet remains highly practical for commuting and daily needs. This well-maintained log cabin is surrounded by natural beauty, and as the seasons change and the trees fill in, the property becomes a true private retreat. Mornings can begin on the rocking

  Frank Muccari Cronin & Company Real Estate

  239 Millsburg Rd, Middletown, NY 10940
• 

  

  /28

  $332,000

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  64 Patio Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

  Jie Liu Keller Williams Hudson Valley

  64 Patio Rd, Middletown, NY 10941
• 

  

  /33

  $259,000

  • 2 Beds
  • 1.5 Baths
  • 1,230 Sq Ft

  129 Concord Ln Unit 129, Middletown, NY 10940

  An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

  Hai Li Keller Williams Hudson Valley

  129 Concord Ln Unit 129, Middletown, NY 10940
• 

  

  /25

  $329,000

  • 2 Beds
  • 2 Baths
  • 1,730 Sq Ft

  42 Mayer Dr, Middletown, NY 10940

  Charming Townhouse in the Town of Wallkill!Welcome home to this well-maintained and move-in ready 2-bedroom, 2-bath townhouse offering the perfect blend of comfort, convenience, and value — all with NO HOA fees! Step inside to find a spacious and inviting living room, perfect for relaxing or entertaining guests. The home features an eat-in kitchen along with a formal dining room, providing

  Dominick Tufano RE/MAX Benchmark Realty Group

  42 Mayer Dr, Middletown, NY 10940
• 

  

  /39

  $249,999

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  18-20 Bedford Ave, Middletown, NY 10940

  Welcome to this charming 2 bedroom, 1 bath Cape Cod located in the heart of Middletown, NY. Perfect starter home, ideal for those looking to downsize, or a fantastic investment opportunity. Upon entering, you are welcomed by beautiful hardwood floors, warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 864 square feet of living space, this home is

  Jennifer Lappe Keller Williams Realty

  18-20 Bedford Ave, Middletown, NY 10940
• 

  

  /22

  $329,000

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

  209 Deer Ct Dr, Middletown, NY 10940

  Welcome to Deer Run, this inviting condo in the heart of Middletown, NY, where convenience meets comfort. Perfectly situated for commuters, this home offers easy access to major highways, shopping, dining, and transportation, making daily travel a breeze. Enjoy the best of suburban living with a peaceful atmosphere, all while being close to everything you need. Whether you're starting out,

  Beverly Huaman Howard Hanna Rand Realty

  209 Deer Ct Dr, Middletown, NY 10940
• 

  

  /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
• 

  

  /38

  $979,900

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

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
• 

  

  /37

  $420,000

  • 3 Beds
  • 1 Bath
  • 1,616 Sq Ft

  525 Bloomingburg Rd, Middletown, NY 10940

  Your next chapter begins here! The bright, spacious living room sets the tone—an inviting space where you can unwind and recharge after a busy day. The generous open concept kitchen is ready for you to craft your favorite recipes and enjoy effortless everyday living.Convenience shines with a first floor bedroom and full bathroom offering comfort and flexibility. Upstairs, you’ll find two

  Kichka Pascaru Christie's Int. Real Estate

  525 Bloomingburg Rd, Middletown, NY 10940
• 

  

  /48

  $900,000

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
• 

  

  /23

  $435,000

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

  47 Liberty St, Middletown, NY 10940

  Updated 3BR/2BA Home on Quiet Dead-End Street – Middletown Updated 3-bedroom, 2 full-bath home located on a dead-end street in the City of Middletown. First floor features a spacious eat-in kitchen with stainless steel appliances, large living room, dining area, and updated full bath. Sliding door off kitchen leads to backyard deck. Second floor offers 3 bedrooms and an updated full bath, plus

  Jonathon Lee Keller Williams Hudson Valley

  47 Liberty St, Middletown, NY 10940
• 

  

  /10

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 2-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
• 

  

  /46

  $489,999

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft

  10 Cyprus Dr, Middletown, NY 10940

  Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with

  Hilary Ryan Goldman Howard Hanna Rand Realty

  10 Cyprus Dr, Middletown, NY 10940
• 

  

  /46

  $618,000

  • 3 Beds
  • 2.5 Baths
  • 1,977 Sq Ft

  70 King Rd, Middletown, NY 10941

  Welcome to a truly special property, a wonderful home that combines style, comfort, and a park-like location. Close to all Middletown has to offer. The heart of the home is the living room — this sunny room features a fireplace, hardwood floors, and a cathedral ceiling, making it the perfect place to retreat to after sharing a meal in the connected dining room. Cooking in the new kitchen on the

  Jeanine Stoddard Coldwell Banker Village Green

  70 King Rd, Middletown, NY 10941
• 

  

  /47

  $475,000

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

  59 Meadow View Dr, Middletown, NY 10940

  This beautiful 3 bed 2 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes from transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a full glass door leading to a very spacious deck for outdoor grilling and relaxation. Just opposite

  Kevin Grier Keller Williams Hudson Valley

  59 Meadow View Dr, Middletown, NY 10940
• 

  

  /58

  $575,000

  • 12 Beds
  • 10 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
• 

  /2

  $480,000

  1 Royce Ave, Middletown, NY 10940

  Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

  Joseph Baratta Joseph Baratta Company Realty

  1 Royce Ave, Middletown, NY 10940
• 

  

  /21

  $560,000

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

  77 Upper Rd, Middletown, NY 10940

  This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge finished basement with 3 additional rooms for storage or home office, and it also has space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
• 

  

  /49

  $590,000

  • 5 Beds
  • 1.5 Baths
  • 1,790 Sq Ft

  48 Connors Rd, Middletown, NY 10941

  Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with

  Kewin Garabito eXp Realty

  48 Connors Rd, Middletown, NY 10941
• 

  

  /27

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft

  39 Hanford St, Middletown, NY 10940

  Coming Soon - prewar colonial in the heart of the City of Middletown.

  Soleil Jackman Howard Hanna Rand Realty

  39 Hanford St, Middletown, NY 10940
• 

  

  /13

  $560,000

  • 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
• 

  

  /20

  $335,000

  • 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
• 

  

  /37

  $199,990

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  238 Concord Ln, Middletown, NY 10940

  Welcome to 238 Concord Lane, a beautifully refreshed home in the heart of Middletown that is truly move-in ready, featuring fresh paint throughout, brand new flooring, and modern lighting that creates a bright, clean, and inviting atmosphere from the moment you step inside; ideally located just minutes from Middletown’s shops, restaurants, and everyday conveniences, this home offers the perfect

  Andi Berisha BHHS Hudson Valley Properties

  238 Concord Ln, Middletown, NY 10940
• 

  /2

  $175,000

  • 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
• 

  /2

  $299,900

  • 3 Beds
  • 1 Bath
  • 1,620 Sq Ft

  46 Knapp Ave, Middletown, NY 10940

  This oldie but goodie is full of potential! With a little love, fresh paint, and imagination, this home can truly shine as a wonderful starter home. It also presents a great opportunity for investors looking to expand their rental portfolio, long-term tenants would love the option to stay. Features include some hardwood floors, a detached 2-car garage, and a recently paved blacktop driveway.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 209-9787

  46 Knapp Ave, Middletown, NY 10940
• 

  

  /8

  $159,000

  • Land
  • 0.43 Acre
  • $372,365 per Acre

  47 Carpenter Ave, Middletown, NY 10940

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

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940
• 

  

  /35

  $599,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  

  /17

  $599,900

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

  55 Eisenhower Dr, Middletown, NY 10940

  Stunning Ranch in a Highly Desired Neighborhood! 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 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

  Jennifer Kubler eRealty Advisors, Inc

  55 Eisenhower Dr, Middletown, NY 10940
• 

  

  /13

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,466 Sq Ft

  225 Monhagen Ave, Middletown, NY 10940

  Great location with mixed-use zoning potential! This nicely maintained property offers a comfortable and practical layout that is perfect for family living.The home features 4 bedrooms and 2 full bathrooms, providing generous and comfortable living space. A finished basement offers additional room that can be used for entertainment, a recreation area, home office, or extra living

  Jin Pang Panorama Realty

  225 Monhagen Ave, Middletown, NY 10940
• 

  /2

  $90,000

  • 1 Bath
  • 480 Sq Ft

  109 Concord Ln, Middletown, NY 10940

  Studio apartment

  Malik Subhani Weichert Realtors

  109 Concord Ln, Middletown, NY 10940

Showing Results 1 - 40, Page 1 of 3