Middletown, NY Homes

• 

  Est $393,655

  Not Listed For Sale

  2 Grosvenor Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  2 Grosvenor Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  

  /23

  $309,000

  Pending

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

  181 Deer Ct Dr, Middletown, NY 10940

  Discover easy living in this spacious Deer Run condo, offering room and the added convenience of a dedicated parking space. Nestled in one of Middletown's most desirable communities, this home combines comfort, practicality, and an unbeatable location. Enjoy being just minutes from major highways, shopping centers, restaurants, public transportation, and everyday essentials, making commuting and

  Beverly Huaman Howard Hanna Rand Realty

  181 Deer Ct Dr, Middletown, NY 10940
• 

  $485,000

  Sold May 05, 2026

  59 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 12 Days On Market

  Current Estimated Value $483,038

  Last Listing Agent Kevin Grier KW Hudson Valley United

  59 Meadow View Dr, Middletown, NY 10940
• 

  Est $365,920

  Not Listed For Sale

  5 Fitzherbert Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  5 Fitzherbert Mews, Middletown, NY 10940

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Rita White Keller Williams Realty Partner
• 

  

  

  /49

  $475,000

  Pending

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

  8 Comfort Rd, Middletown, NY 10941

  Comfort is more than just the address at 8 Comfort Rd. This beautifully maintained 4-bedroom, 2½-bath home offers inviting spaces designed for comfortable everyday living and entertaining. The main level features hardwood flooring throughout the living room, dining room, and bedrooms, along with an updated kitchen complete with a center island, granite countertops, abundant cabinetry, and plenty

  Jo-Ann Campagiorni Houlihan Lawrence Inc.

  8 Comfort Rd, Middletown, NY 10941
• 

  $345,000

  Sold Jan 22, 2026

  98 Watkins Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $265/SF
  • 32 Days On Market

  Current Estimated Value $353,600

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  98 Watkins Ave, Middletown, NY 10940
• 

  Est $360,570

  Not Listed For Sale

  3 Magdalene Close, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft
  • Built 2000

  3 Magdalene Close, Middletown, NY 10940

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Kim O'Neil Hudson Valley Home Connection
• 

  

  /33

  $400,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,241 Sq Ft

  34 Spring St, Middletown, NY 10940

  Welcome to 34 Spring Street, a spacious multi-family property offering a total of 4 bedrooms and 2 full bathrooms. This versatile home presents an excellent opportunity for investors, owner-occupants, or buyers seeking a flexible living arrangement for extended family.Live in one unit while renting the other, or add both residences to your investment portfolio for potential rental income.

  Kerri Stretch Howard Hanna Rand Realty

  34 Spring St, Middletown, NY 10940
• 

  $405,000

  Sold Sep 26, 2025

  15 Rowan St Unit 13, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 16 Days On Market

  Current Estimated Value $393,130

  Last Listing Agent Juan Bautista Serhant LLC

  15 Rowan St Unit 13, Middletown, NY 10940
• 

  Est $385,720

  Not Listed For Sale

  5 Abingdon Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft
  • Built 1999

  5 Abingdon Mews, Middletown, NY 10940

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  /15

  $450,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,264 Sq Ft

  41 Houston Ave, Middletown, NY 10940

  Welcome to 41 Houston Avenue—an exceptional multi-family property offering incredible potential for both seasoned investors and first-time buyers! Whether you're looking to add a high-performing property to your rental portfolio or "house-hack" by living in one unit and letting the tenant income pay down your mortgage, this property delivers. ?Each spacious apartment boasts a well-designed layout

  Pedro Garcia Curasi Realty, Inc.

  41 Houston Ave, Middletown, NY 10940
• 

  $610,000

  Sold Jul 17, 2026

  16 Fawn Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Above List Price
  • $320/SF
  • 41 Days On Market

  Current Estimated Value $580,117

  Last Listing Agent Amanda Brehm KW Hudson Valley United

  16 Fawn Ct, Middletown, NY 10940
• 

  Est $357,718

  Not Listed For Sale

  3 Agin Court Square, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,405 Sq Ft
  • Built 1985

  3 Agin Court Square, Middletown, NY 10940

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates
• 

  

  /26

  $479,900

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  15 High Ridge Ln, Middletown, NY 10940

  Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

  Patricia Sassi RE/MAX Benchmark Realty Group

  15 High Ridge Ln, Middletown, NY 10940
• 

  $560,000

  Sold Jul 01, 2026

  53 Daly Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,255 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $248/SF
  • 62 Days On Market

  Current Estimated Value $562,113

  Last Listing Agent Michelle Pepe Curasi Realty, Inc.

  53 Daly Rd, Middletown, NY 10940
• 

  Est $379,416

  Not Listed For Sale

  2 Manor Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,625 Sq Ft
  • Built 1987

  2 Manor Mews, Middletown, NY 10940

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta
• 

  

  /32

  $479,000

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

  32 Woodstock Ln, Middletown, NY 10941

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

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
• 

  $330,000

  Sold Oct 30, 2025

  3 Chappell Pkwy, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1960

  Last Sold Summary

  • $325/SF
  • 37 Days On Market

  Current Estimated Value $328,393

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  Est $368,515

  Not Listed For Sale

  8 Marsham Ct, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1985

  8 Marsham Ct, Middletown, NY 10940

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Samar Tarazi Keller Williams Realty
• 

  

  /17

  $337,000

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  5 Kendal Ln, Middletown, NY 10940

  Modern Comfort & Lake Access – The Best of Waters Edge!Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and

  Jonathon Lee KW Hudson Valley United

  5 Kendal Ln, Middletown, NY 10940
• 

  $565,000

  Sold Aug 14, 2026

  8 Wayne Ct, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,486 Sq Ft
  • Built 2004

  Last Sold Summary

  • 7% Above List Price
  • $227/SF
  • 22 Days On Market

  Current Estimated Value $630,900

  Last Listing Agent Tehillah Deslandes Howard Hanna Rand Realty

  8 Wayne Ct, Middletown, NY 10941
• 

  Est $369,558

  Not Listed For Sale

  2 Charlotte Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1985

  2 Charlotte Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  /50

  $369,000

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft

  3 Moriah Ln, Middletown, NY 10940

  ?? The Best Deal on the Market!Priced to sell and ready for its new owner! This is an opportunity you don’t want to miss. Whether you’re looking for your first home, an investment, or your next move, this property offers incredible value.This move-in-ready home offers 1,922 square feet of comfortable living space, featuring 2 bedrooms and 2 full bathrooms, plus a potential third bedroom or

  Anita S. Cristiano HomeSmart Homes & Estates

  3 Moriah Ln, Middletown, NY 10940
• 

  $535,000

  Sold Jul 20, 2026

  3 Parkview Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft
  • Built 1972

  Last Sold Summary

  • 5% Below List Price
  • $231/SF
  • 364 Days On Market

  Current Estimated Value $541,065

  Last Listing Agent Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  Est $370,175

  Not Listed For Sale

  9 Harcourt Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1985

  9 Harcourt Mews, Middletown, NY 10940

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
• 

  

  /50

  $549,999

  • 5 Beds
  • 4 Baths
  • 2,586 Sq Ft

  11 Amy Ln, Middletown, NY 10941

  Welcome to 11 Amy Lane, where generous living space meets a surprisingly private setting in the heart of the Middletown area. Set on over half an acre with a wooded backdrop, this spacious 5-bedroom, 4-bath bi-level offers plenty of room to spread out, both inside and out.The upper level opens into a bright, open-concept living, dining, and kitchen area. The kitchen features stone

  Francesca Spotts Century 21 Full Service Realty

  11 Amy Ln, Middletown, NY 10941
• 

  $306,000

  Sold Jan 27, 2026

  111 Apple Lane Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1950

  Last Sold Summary

  • $266/SF
  • 99 Days On Market

  Current Estimated Value $326,815

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  Est $369,533

  Not Listed For Sale

  4 Marsham Ct, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1985

  4 Marsham Ct, Middletown, NY 10940

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Wenpeng Guan KW Hudson Valley United
• 

  

  /44

  $324,000

  $31K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,830 Sq Ft

  122 Castle High Rd, Middletown, NY 10940

  Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting

  Denise Clancy Curasi Realty, Inc.

  122 Castle High Rd, Middletown, NY 10940
• 

  $286,501

  Sold Aug 14, 2026

  80 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $199/SF
  • 28 Days On Market

  Current Estimated Value $293,953

  Last Listing Agent Rosalie Cook Weichert Realtors

  80 Sarah Ln, Middletown, NY 10941
• 

  Est $373,766

  Not Listed For Sale

  6 Saint Stephens Close, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,604 Sq Ft
  • Built 1985

  6 Saint Stephens Close, Middletown, NY 10940

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
• 

  

  /35

  $259,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1.5 Baths
  • 1,133 Sq Ft

  91 Jimal Dr, Middletown, NY 10940

  Don't miss this great condo with an open floor plan. This two story Condo includes: two bedrooms, one and a half bathrooms, eat in kitchen, open dining room and living room combination, laundry room and the primary bedroom has two walk in closets. The second bedroom also has a spacious walk in closet. A convenient commuter location. There is a clubhouse available for parties and entertaining.

  Darlene Brennan Howard Hanna Rand Realty

  91 Jimal Dr, Middletown, NY 10940
• 

  $585,000

  Sold Nov 01, 2025

  94 Fair Oaks Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $240/SF
  • 145 Days On Market

  Current Estimated Value $603,532

  Last Listing Agent Valeria Rios KW Hudson Valley United

  94 Fair Oaks Rd, Middletown, NY 10940
• 

  Est $362,325

  Not Listed For Sale

  4 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1985

  4 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Kevin Grier KW Hudson Valley United
• 

  

  /12

  $97,777

  $37K PRICE DROP

  • Land
  • 5,000 Sq Ft
  • $851,716 per Acre

  43 Clinton St, Middletown, NY 10940

  The parcel is shovel-ready with ALL Approvals and ready for you to build. Included in the land sale are the Building Plans, the Survey, the Building Department Approvals for the Building Plan, and the Permit to start building. You are welcome to use your own building plans. Buy "AS-IS". Current Property Owner/Builders can build this house plan for you... OR... your plans. This sale is NOT

  Lena Silk National Veterans Realty Group

  43 Clinton St, Middletown, NY 10940
• 

  $675,000

  Sold Mar 26, 2026

  339 Kirbytown Rd, Middletown, NY 10940

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 139 Days On Market

  Current Estimated Value $699,163

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  Est $375,749

  Not Listed For Sale

  2 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1985

  2 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Dulce M Ferrera KW Hudson Valley United
• 

  

  /19

  $479,999

  $80K PRICE DROP Pending

  • 6 Beds
  • 2 Baths
  • 2,424 Sq Ft

  80 Prospect Ave, Middletown, NY 10940

  Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

  Jonathan Paredes Locqube New York, Inc.

  80 Prospect Ave, Middletown, NY 10940
• 

  $340,000

  Sold Oct 06, 2025

  2411 Goshen Turnpike, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $412/SF
  • 59 Days On Market

  Current Estimated Value $338,949

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
• 

  Est $368,225

  Not Listed For Sale

  3 Langton Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1985

  3 Langton Mews, Middletown, NY 10940

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

Showing Results 481 - 520, Page 13 of 18