Middletown, NY Homes

• 

  

  

  /25

  $399,900 Pending

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

  56 Mulberry St Unit 54, Middletown, NY 10940

  CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

  Patricia Sassi RE/MAX Benchmark Realty Group

  56 Mulberry St Unit 54, Middletown, NY 10940
• 

  

  

  /17

  $2,600 Per Month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Apartment for Rent

  26 Mill St Unit 2, Middletown, NY 10940

  BEAUTIFUL MIDDLETOWN side by side Tri-level is now available to RENT! This RENOVATED rental offers ample indoor and outdor space. Enter into a renovated Living room with modern vinyl floors throughout with an open floor layout. A modern kitchen with granite counters and gorgeous island for everyday seating and newer stainless steel appliances. A beautiful full tiled bath with a tub, modern

  Sandra Arnez Keller Williams Hudson Valley

  26 Mill St Unit 2, Middletown, NY 10940
• 

  $620,000 Sold Sep 18, 2025

  122 W Main St, Middletown, NY 10940

  • 6 Beds
  • 4 Baths
  • 4,491 Sq Ft
  • Built 1900

  Last Sold Summary

  • 11% Below List Price
  • $138/SF
  • 26 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  122 W Main St, Middletown, NY 10940
• 

  Est $681,159 Not Listed For Sale

  77 Fairways Dr, Middletown, NY 10940

  • 2 Beds
  • 3.5 Baths
  • 1,762 Sq Ft
  • Built 2008

  77 Fairways Dr, Middletown, NY 10940

  Last Sold Summary

  • 60% Above List Price
  • $242/SF
  • 15 Days On Market

  • Last Sold Price $427,000
  • Jun 27, 2023

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  

  /49

  $719,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
• 

  

  /23

  $2,425 Per Month

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Property for Rent

  334 Fair Oaks Rd, Middletown, NY 10940

  This private home has just taken a complete renovation that will not disappoint. This spacious home is located in a private setting yet minutes away from all commuter hwy's and local shopping and all the amenities that Orange County has to offer. The NEW kitchen sports lots of cabinets and is complimented by stainless steel appliances. All flooring and paint are a beautiful neutral color. The new

  Pedro Garcia Curasi Realty, Inc.

  334 Fair Oaks Rd, Middletown, NY 10940
• 

  $429,000 Sold Aug 20, 2025

  118 White Bridge Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,794 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Below List Price
  • $239/SF
  • 57 Days On Market

  Current Estimated Value $443,315

  Last Listing Agent Feng Chang Acer Realty Inc

  118 White Bridge Rd, Middletown, NY 10940
• 

  Est $227,799 Not Listed For Sale

  133 Fairfax Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1950

  133 Fairfax Ave, Middletown, NY 10940

  Last Sold Summary

  • 225% Above List Price
  • $64/SF
  • 45 Days On Market

  • Last Sold Price $70,000
  • Aug 03, 2023

  Last Listing Agent Dov Tessler Keller Williams Hudson Valley
• 

  

  /19

  $164,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $169900? That’s right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a tub

  John Nahass Century 21 Full Service Realty

  509 5th Ave, Middletown, NY 10941
• 

  

  /7

  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 122, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high-quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 122, Middletown, NY 10940
• 

  $241,000 Sold Feb 06, 2026

  261 Ruth Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft
  • Built 2006

  Last Sold Summary

  • 5% Above List Price
  • $274/SF
  • 27 Days On Market

  Current Estimated Value $240,699

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  261 Ruth Ct, Middletown, NY 10940
• 

  Est $525,682 Not Listed For Sale

  177 High Barney Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 2009

  177 High Barney Rd, Middletown, NY 10940

  Last Sold Summary

  • 13% Above List Price
  • $196/SF
  • 41 Days On Market

  • Last Sold Price $465,000
  • Dec 22, 2023

  Last Listing Agent Noel Cohen Cohen and Cohen Consulting
• 

  

  /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
• 

  

  /7

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  30 E Main St Unit 8, Middletown, NY 10940

  Move-In Ready One-Bedroom Apartment in the Heart of Middletown. This cozy one-bedroom apartment is ready for you to move in and make it your own. Located in the heart of Middletown, it offers convenience and comfort just moments from Garnet Health Medical Center, Touro Medical College, OCCC, major highways, public transportation, restaurants, and shopping. Street parking is available, making it

  Courtney Tablante Keller Williams Realty

  30 E Main St Unit 8, Middletown, NY 10940
• 

  $655,000 Sold Feb 20, 2026

  30 Eagles Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Above List Price
  • $270/SF
  • 42 Days On Market

  Current Estimated Value $643,282

  Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

  30 Eagles Way, Middletown, NY 10940
• 

  Not Listed For Sale

  923 Tower Ridge Cir, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft
  • Built 2007

  923 Tower Ridge Cir, Middletown, NY 10941

  Last Sold Summary

  • $259/SF
  • 201 Days On Market

  • Last Sold Price $230,000
  • Feb 20, 2024

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
• 

  

  /50

  $2,695,000

  • 5 Beds
  • 4.5 Baths
  • 20,730 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  For your consideration is 285 Hill Road, a premier equine boarding, training and showing facility formerly known as Hilltop Equestrian Center and Seven Meadows Farm. Designed for function and beauty, it's a welcoming destination for both clients and guests. Numerous shows and clinics have been successfully hosted here over the years. The property includes a professional indoor arena complex, 2

  Michelle Genatempo Howard Hanna Rand Realty

  285 Hill Rd, Middletown, NY 10940
• 

  

  /4

  $1,700 Per Month

  • 1 Bed
  • 1 Bath
  • 1,684 Sq Ft
  • Apartment for Rent

  44 Broad St, Middletown, NY 10940

  Welcome to 44 Broad Street in Middletown, NY, a bright and spacious one-bedroom, one-bath apartment available. This unit offers a clean, functional layout with a large open living area featuring updated flooring and plenty of natural light, giving you flexibility for both relaxing and working from home. The bedroom is generously sized and provides a comfortable, private retreat. An additional

  Kewin Garabito eXp Realty

  44 Broad St, Middletown, NY 10940
• 

  $141,000 Sold May 28, 2025

  40 Carpenter Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $210/SF
  • 39 Days On Market

  Current Estimated Value $156,168

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  40 Carpenter Ave, Middletown, NY 10940
• 

  Est $485,907 Not Listed For Sale

  81 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2009

  81 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 3% Below List Price
  • $195/SF
  • 15 Days On Market

  • Last Sold Price $500,000
  • Sep 05, 2024

  Last Listing Agent Steven Connolly Twin Bridges Properties
• 

  

  /4

  $1,650,000

  • Land
  • 7.5 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
• 

  /2

  $2,700 Per Month

  • 3 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • House for Rent

  63 Broad St, Middletown, NY 10940

  3-bedroom, 1-bath colonial rental in Middletown featuring a spacious layout, front porch, and detached one-car garage. Conveniently located near shopping, dining, and major roadways.

  Doreen Crowther Howard Hanna Rand Realty

  63 Broad St, Middletown, NY 10940
• 

  $465,000 Sold Jun 23, 2025

  97 Rolling Meadows Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $226/SF
  • 155 Days On Market

  Current Estimated Value $483,126

  Last Listing Agent Kathy White Exit Realty Connections

  97 Rolling Meadows Rd, Middletown, NY 10940
• 

  Est $468,964 Not Listed For Sale

  24 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2008

  24 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 6% Above List Price
  • $173/SF
  • 34 Days On Market

  • Last Sold Price $443,000
  • Jul 01, 2024

  Last Listing Agent Ramanjit Dhanoa eXp Realty
• 

  

  /19

  $359,999

  • 3 Beds
  • 3 Baths

  32 Genung St, Middletown, NY 10940

  Calling all investors. Opportunity to own a two-unit income property in a great location. The 1-bedroom unit is rented **currently rented below market** It has an updated kitchen. I will have some pictures of that unit shortly. The 2-bedroom unit is vacant but currently also listed for rent. It does need some updating but has great potential. The primary bedroom on the first floor is very large

  Evelyn Unger Tmimi Weichert Realtors

  32 Genung St, Middletown, NY 10940
• 

  

  /7

  $2,400 Per Month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 825, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high-quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 825, Middletown, NY 10940
• 

  $475,000 Sold Dec 04, 2025

  38 Highrose Ridge Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $172/SF
  • 73 Days On Market

  Current Estimated Value $477,840

  Last Listing Agent Donna Reese Keller Williams Hudson Valley

  38 Highrose Ridge Way, Middletown, NY 10940
• 

  Est $477,821 Not Listed For Sale

  20 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2008

  20 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 1% Below List Price
  • $192/SF
  • 18 Days On Market

  • Last Sold Price $485,000
  • Sep 13, 2024

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /24

  $579,990 Open Sun 11:30AM - 1:30PM

  • 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
• 

  

  /13

  $1,500 Per Month

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft
  • Apartment for Rent

  44 John St Unit 3, Middletown, NY 10940

  MIDDLETOWN RENTAL!! A 2nd floor, 1 bedroom/1bath apartment is now available for immediate occupancy. This unit offers a oversized living room with plenty of window light followed by a kitchen with cabinet space. A medium size bedroom and a full bathroom with tiled floors and newer vanity completes this apartment. Limited shared driveway access for parking and street parking. Short distance to

  Sandra Arnez Keller Williams Hudson Valley

  44 John St Unit 3, Middletown, NY 10940
• 

  $195,000 Sold Mar 13, 2026

  36 Mountain Ave Unit 34, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1956

  Last Sold Summary

  • 22% Below List Price
  • $188/SF
  • 333 Days On Market

  Current Estimated Value $334,851

  Last Listing Agent Arduino Colomban Skyler Realty LLC

  36 Mountain Ave Unit 34, Middletown, NY 10940
• 

  Est $471,476 Not Listed For Sale

  6 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2008

  6 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 1% Above List Price
  • $192/SF
  • 11 Days On Market

  • Last Sold Price $465,000
  • Oct 25, 2024

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty
• 

  

  /35

  $999,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft

  535 County Route 22, Middletown, NY 10940

  Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

  John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
• 

  

  /22

  $1,900 Per Month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  63 Poplar Ln, Middletown, NY 10941

  Ground-floor one-bedroom unit offering a bright, freshly updated living space. Enjoy hardwood floors throughout—no carpet, fresh paint, and a newly renovated kitchen featuring modern cabinetry and stainless-steel appliances. Wall A/C units are included for added comfort. The complex provides a convenient on-site laundry room just steps from the unit, along with easy access to local shopping, the

  Michelle Gruberger Real Estate Circuit Inc

  63 Poplar Ln, Middletown, NY 10941
• 

  $193,000 Sold Oct 01, 2025

  129 Foster Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $377/SF
  • 65 Days On Market

  Current Estimated Value $188,409

  Last Listing Agent Shannon Stewart Curasi Realty, Inc.

  129 Foster Rd, Middletown, NY 10941
• 

  Est $715,517 Not Listed For Sale

  32 Stagecoach Dr, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,626 Sq Ft
  • Built 1998

  32 Stagecoach Dr, Middletown, NY 10940

  Last Sold Summary

  • 4% Above List Price
  • $189/SF
  • 273 Days On Market

  • Last Sold Price $685,000
  • Aug 14, 2024

  Last Listing Agent Susan Giordano John J Lease REALTORS Inc
• 

  

  /35

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft

  2478 Mt Hope Rd, Middletown, NY 10940

  Welcome to this beautifully maintained contemporary bi-level nestled in the Minisink Valley School District. This move-in ready home offers a thoughtfully designed layout with soaring cathedral ceilings that fill the main living area with natural light and an airy, open feel. Gather around the fireplace in the living room on cool Hudson Valley evenings, creating the warm and inviting atmosphere

  Michael Martell eXp Realty

  2478 Mt Hope Rd, Middletown, NY 10940
• 

  

  /14

  $2,500 Per Month

  • 3 Beds
  • 2 Baths
  • 880 Sq Ft
  • Apartment for Rent

  128 W Main St Unit 2, Middletown, NY 10940

  This GORGEOUS 3 bedroom/2 bath home is now available to rent with MIDDLETOWN schools. This ground level, newly remodeled uint is in turn-key condition with the upgrades it offes. Enter to a living room followed by a new kitchen with granite counters, new cabintes, backsplash and new stainless steel appliances fresh off the box. For your convenience this unit offers a large bedroom Suite with a

  Sandra Arnez Keller Williams Hudson Valley

  128 W Main St Unit 2, Middletown, NY 10940
• 

  $275,000 Sold Jul 23, 2025

  122 Cottage St, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,201 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $229/SF
  • 205 Days On Market

  Current Estimated Value $280,717

  Last Listing Agent Brian Caplicki Keller Williams Hudson Valley

  122 Cottage St, Middletown, NY 10940
• 

  Est $459,079 Not Listed For Sale

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1978

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  Last Sold Summary

  • 9% Above List Price
  • $140/SF
  • 9 Days On Market

  • Last Sold Price $420,000
  • Jan 27, 2025

  Last Listing Agent Derek Greene Greene Realty Group

Showing Results 241 - 280, Page 7 of 18