Middletown, NY Homes

• 

  $265,000 Sold Jun 17, 2025

  86 Brookline Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 852 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $311/SF
  • 34 Days On Market

  Current Estimated Value $267,335

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  86 Brookline Ave, Middletown, NY 10940
• 

  Est $460,013 Not Listed For Sale

  12 Acorn Ave, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 1,838 Sq Ft
  • Built 1988

  12 Acorn Ave, Middletown, NY 10941

  Last Sold Summary

  • 7% Above List Price
  • $234/SF
  • 22 Days On Market

  • Last Sold Price $430,000
  • Jan 25, 2024

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  

  /15

  $369,000 Open Sat 10AM - 12PM

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  13 N Aspen Rd, Middletown, NY 10940

  Welcome to effortless living in the heart of Middletown! This turnkey, move-in ready 3-bedroom, 1.5-bath home has been thoughtfully updated with modern finishes and designed for comfortable everyday living. From the moment you step inside, you’re greeted by a bright, inviting foyer and a fresh, stylish interior that feels like home. The beautifully updated kitchen features gleaming granite

  Carmela Lopez Borrazas Serhant LLC

  13 N Aspen Rd, Middletown, NY 10940
• 

  $270,000 Sold Oct 29, 2025

  63 Pierson Hill Rd, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 896 Sq Ft
  • Built 1979

  Last Sold Summary

  • $301/SF
  • 11 Days On Market

  Current Estimated Value $295,306

  Last Listing Agent Jackie Siracuse Absolute Real Estate of NY Inc

  63 Pierson Hill Rd, Middletown, NY 10940
• 

  Est $491,861 Not Listed For Sale

  28 Shagbark St, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1988

  28 Shagbark St, Middletown, NY 10941

  Last Sold Summary

  • 1% Above List Price
  • $231/SF
  • 27 Days On Market

  • Last Sold Price $485,000
  • Nov 08, 2024

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /14

  $165,000

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft

  13 Anthony St, Middletown, NY 10940

  Commuter-friendly opportunity in Middletown, NY offering strong upside for investors, contractors, and handymen seeking a true fixer-upper. This single-family home sits on a 0.09-acre lot, with an additional 0.03-acre parcel included at the rear, for a combined offering, approximate taxes reflect both lots. The home features a functional layout with living area, kitchen, bedroom space, full bath,

  Nicholas Cuomo Keller Williams Realty

  13 Anthony St, Middletown, NY 10940
• 

  $285,000 Sold Nov 24, 2025

  19 Randall Terrace, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1953

  Last Sold Summary

  • 24% Below List Price
  • $136/SF
  • 55 Days On Market

  Current Estimated Value $321,506

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  19 Randall Terrace, Middletown, NY 10940
• 

  Est $589,979 Not Listed For Sale

  29 Placid Ave, Middletown, NY 10941

  • 4 Beds
  • 4 Baths
  • 3,955 Sq Ft
  • Built 1998

  29 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 12% Above List Price
  • $133/SF
  • 102 Days On Market

  • Last Sold Price $527,000
  • Jul 21, 2023

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty
• 

  

  /44

  $575,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,809 Sq Ft

  7 Starhaven Ave, Middletown, NY 10940

  This well-maintained home offers strong structural integrity, reliable mechanicals, and a flexible layout—ideal for buyers seeking a move-in-ready foundation with the opportunity to personalize cosmetic finishes over time. The main level features comfortable living and dining areas, an efficient kitchen layout, and generous natural light throughout. All bedrooms and the hallway include existing

  Michelle Gruberger Real Estate Circuit Inc

  7 Starhaven Ave, Middletown, NY 10940
• 

  $465,000 Sold Aug 25, 2025

  1 Lindentree Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,781 Sq Ft
  • Built 2017

  Last Sold Summary

  • 7% Above List Price
  • $261/SF
  • 35 Days On Market

  Current Estimated Value $486,181

  Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

  1 Lindentree Ln, Middletown, NY 10940
• 

  Est $328,902 Not Listed For Sale

  6 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1987

  6 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 57% Above List Price
  • $131/SF
  • 130 Days On Market

  • Last Sold Price $210,000
  • Apr 25, 2023

  Last Listing Agent Pauline Washington VYLLA Home
• 

  

  /21

  $589,900 Open Sat 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 2,504 Sq Ft

  37-39 Wisner Ave, Middletown, NY 10940

  Welcome to this newly remodeled 3 to 4-bedroom, 3-bath Colonial situated on a rare double lot at 37–39 Wisner Ave in Middletown. This move-in-ready home offers spacious living areas, modern updates, and a convenient location close to everything. The first floor features a generously sized living room, a formal dining room, and a bright kitchen with dinette area that opens through sliding doors to

  Jonathon Lee Keller Williams Hudson Valley

  37-39 Wisner Ave, Middletown, NY 10940
• 

  $580,000 Sold Mar 09, 2026

  126 W Main St, Middletown, NY 10940

  • 6 Beds
  • 4 Baths
  • 2,074 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Above List Price
  • $280/SF
  • 52 Days On Market

  Current Estimated Value $447,562

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  126 W Main St, Middletown, NY 10940
• 

  Est $360,240 Not Listed For Sale

  8 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,262 Sq Ft
  • Built 1987

  8 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 3% Above List Price
  • $277/SF
  • 56 Days On Market

  • Last Sold Price $350,000
  • Feb 01, 2024

  Last Listing Agent Zhiheng Tang Keller Williams Hudson Valley
• 

  

  /48

  $574,990

  • 3 Beds
  • 2 Baths
  • 2,596 Sq Ft

  12 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 12 Oak Ridge Road, found within Presidential Heights residential community, an upscale sought-after neighborhood with picturesque mountain views. Upon entering this meticulously kept contemporary home, you are welcomed by a warm character, and a cozy feel that makes this home instantly inviting. Offering approximately 2600 square feet of living space, this home is thoughtfully laid out

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  12 Oak Ridge Rd, Middletown, NY 10940
• 

  $363,500 Sold Jul 16, 2025

  101 Edinburgh Rd, Middletown, NY 10941

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $294/SF
  • 33 Days On Market

  Current Estimated Value $373,952

  Last Listing Agent Maria Sairrino Cronin & Company Real Estate

  101 Edinburgh Rd, Middletown, NY 10941
• 

  Est $399,463 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

  • 5% Above List Price
  • $236/SF
  • 27 Days On Market

  • Last Sold Price $380,000
  • Mar 12, 2025

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.
• 

  

  /49

  $575,000

  • 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
• 

  $425,000 Sold May 21, 2025

  36 Belmont Ave, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,688 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Above List Price
  • $252/SF
  • 29 Days On Market

  Current Estimated Value $424,651

  Last Listing Agent Tonya Finn Keller Williams Hudson Valley

  36 Belmont Ave, Middletown, NY 10940
• 

  Est $348,067 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

  • 7% Above List Price
  • $220/SF
  • 75 Days On Market

  • Last Sold Price $325,000
  • Oct 04, 2024

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

  

  /35

  $200,000

  • Land
  • 51.7 Acres
  • $3,868 per Acre

  Tbd Hall Rd, Middletown, NY 12455

  Hike up to see this spectacular 51.7 acres of prime Real Estate. This property has everything except a road which will have to be built. A previous right of way was moved years ago due to flooding. The walk in does require waterproof boots and a lot of good energy. The parcel has every kind of topography you could imagine. Mouch of it is a large lightly wooded plateau. The southeastern boundary

  William Chris St. John Win Morrison Realty

  Tbd Hall Rd, Middletown, NY 12455
• 

  $679,000 Sold Apr 30, 2026

  864 Route 17m, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • $283/SF
  • 32 Days On Market

  Current Estimated Value $660,065

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  864 Route 17m, Middletown, NY 10940
• 

  Est $345,747 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

  • 2% Above List Price
  • $241/SF
  • 40 Days On Market

  • Last Sold Price $338,000
  • Nov 12, 2024

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

  

  /13

  $298,000

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft

  100 Hillside Dr Unit E16, Middletown, NY 10941

  Highly sought-after Hillside Village community! This quiet upstairs unit offers 2 bedrooms and 2 full bathrooms within a secure, gated environment. Located in the prestigious Goshen School District, this home provides peace of mind and privacy, complemented by the convenience of a recently updated driveway and parking lot.The interior boasts an airy and bright feel thanks to the soaring

  Hai Li Keller Williams Hudson Valley

  100 Hillside Dr Unit E16, Middletown, NY 10941
• 

  $319,000 Sold Jun 23, 2025

  9 Gould St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,196 Sq Ft
  • Built 1930

  Last Sold Summary

  • $267/SF
  • 19 Days On Market

  Current Estimated Value $328,517

  Last Listing Agent Angela Vetanen eRealty Advisors, Inc

  9 Gould St, Middletown, NY 10940
• 

  Est $386,599 Not Listed For Sale

  2 Perrins Mews, Middletown, NY 10940

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

  2 Perrins Mews, Middletown, NY 10940

  Last Sold Summary

  • 17% Above List Price
  • $205/SF
  • 31 Days On Market

  • Last Sold Price $330,000
  • Jun 02, 2023

  Last Listing Agent Jian Gonzalez RE/MAX Opulent
• 

  /2

  $99,900

  • Land
  • 13,068 Sq Ft
  • $333,000 per Acre

  28 Genung St, Middletown, NY 10940

  **Great investment opportunity in desirable area in Middletown** This property is zoned C-2. Approved for a Two-family dwelling, but the street level has to be commercial use, per my conversation with the building department ( (475/20 C2 #12 or#16) Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind

  Evelyn Unger Tmimi Weichert Realtors

  28 Genung St, Middletown, NY 10940
• 

  $400,000 Sold Jun 20, 2025

  29 Peach Place, Middletown, NY 10940

  • 4 Beds
  • 4 Baths
  • 1,864 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $215/SF
  • 24 Days On Market

  Current Estimated Value $421,551

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  29 Peach Place, Middletown, NY 10940
• 

  Est $364,504 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

  • 3% Above List Price
  • $218/SF
  • 22 Days On Market

  • Last Sold Price $355,000
  • May 08, 2024

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta
• 

  

  /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
• 

  $550,000 Sold Apr 02, 2026

  6 Wayne Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Above List Price
  • $327/SF
  • 36 Days On Market

  Current Estimated Value $509,862

  Last Listing Agent Tremaine Selby Weichert Realtors

  6 Wayne Dr, Middletown, NY 10940
• 

  Est $369,732 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

  • 12% Above List Price
  • $200/SF
  • 22 Days On Market

  • Last Sold Price $330,000
  • Nov 20, 2023

  Last Listing Agent Samar Tarazi Keller Williams Realty
• 

  

  /33

  $499,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  21 High Ridge Ln, Middletown, NY 10940

  Beautiful sought after condo in Fairways. This gated community is perfectly located in the Center of Orange County. It is ideal for those wanting to downsize but not sacrifice comfort and convenience. This 2084 sq. ft. home offers 3 bedrooms and 2-1/2 bathrooms with a fully finished walkout basement. It comes with your own 2 car garage, a laundry room, a deck, an oversized patio with bluestone

  Stacy Brescia-Spreer Curasi Realty, Inc.

  21 High Ridge Ln, Middletown, NY 10940
• 

  $300,000 Sold Oct 14, 2025

  7 Wilbur Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,922 Sq Ft
  • Built 1892

  Last Sold Summary

  • 20% Below List Price
  • $156/SF
  • 128 Days On Market

  Current Estimated Value $366,281

  Last Listing Agent John Bilancione Nicoli Realty

  7 Wilbur Ave, Middletown, NY 10940
• 

  Est $355,593 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

  • $241/SF
  • 27 Days On Market

  • Last Sold Price $355,000
  • Nov 20, 2024

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  0 Mount Hope Rd, Middletown, NY
• 

  

  /50

  $595,000 Sold Jul 21, 2025

  1 Wawayanda Place, Middletown, NY 10940

  • 5 Beds
  • 4 Baths
  • 3,890 Sq Ft
  • Built 1948

  Last Sold Summary

  • $153/SF
  • 2 Days On Market

  Current Estimated Value $587,534

  Last Listing Agent Jamie Sittner Find Advisors

  1 Wawayanda Place, Middletown, NY 10940
• 

  Est $367,499 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

  • 5% Above List Price
  • $212/SF
  • 37 Days On Market

  • Last Sold Price $350,000
  • Aug 28, 2024

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty
• 

  

  /26

  $319,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,484 Sq Ft

  15 Rivervale Rd, Middletown, NY 10940

  Welcome to this 3-bedroom, 1.5-bath townhouse. The main level features a kitchen with a refrigerator updated in 2023, along with a dining area and living room. The living room opens to the backyard through sliding doors. A convenient half bathroom and a washer (updated in 2023) are also located on the first floor. Upstairs, you will find three bedrooms and a full bathroom with a double-sink

  Jie Liu Keller Williams Hudson Valley

  15 Rivervale Rd, Middletown, NY 10940
• 

  $436,000 Sold Apr 24, 2026

  227 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 1991

  Last Sold Summary

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

  Current Estimated Value $408,790

  Last Listing Agent Jie Liu Keller Williams Hudson Valley

  227 Deer Ct Dr, Middletown, NY 10940

Showing Results 441 - 480, Page 12 of 18