Middletown, NY Homes

• 

  Est $367,828

  Not Listed For Sale

  45 Silo Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1973

  45 Silo Ln, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Stephanie Ruzzo RE/MAX Classic Realty
• 

  

  /2

  $395,000

  • 3 Beds
  • 2 Baths

  23 Bonnell St, Middletown, NY 10940

  2 family home in low traffic setting. 1st floor is 3 bedroom @ $1350./month plus utilities 2nd floor is 2 bedroom @ $1100/mo plus utilitiesIst floor lease is annual until July 2027. 2nd floor month to month.Old storage building out back. Taxes about $500/mo insurance about $150./mo water about $50./mo

  Mark Tierney Howard Hanna Rand Realty

  23 Bonnell St, Middletown, NY 10940
• 

  $255,000

  Sold Apr 07, 2026

  17 N Aspen Rd, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1974

  Last Sold Summary

  • 5% Below List Price
  • $223/SF
  • 27 Days On Market

  Current Estimated Value $254,542

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  17 N Aspen Rd, Middletown, NY 10940
• 

  Est $486,029

  Not Listed For Sale

  1 Twin Wells Ct, Middletown, NY 10940

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

  1 Twin Wells Ct, Middletown, NY 10940

  Last Sold Summary

  • 126 Days On Market

  Last Listing Agent Megan Brown William Raveis Real Estate
• 

  

  

  /44

  $799,999

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  TBD Brook Rd, Middletown, NY 10941

  New Construction LUXURY HOME in Valley Central Schools outside of SCOTCHTOWN! "Choose Your Finishes" on this Stunning 3,000 sq. ft. modern Colonial privately set atop a scenic 5-acre wooded lot offering privacy and natural beauty. Conveniently located 5-10 minutes to Middletown, Pine Bush, and Montgomery. The main level features a spacious open-concept floor plan with 9-foot ceilings, hardwood

  Philip Barnao eXp Realty

  TBD Brook Rd, Middletown, NY 10941
• 

  $565,000

  Sold Nov 12, 2025

  2213 Mount Hope Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 76 Days On Market

  Current Estimated Value $579,263

  Last Listing Agent Chris Scibelli Keller Williams Realty

  2213 Mount Hope Rd, Middletown, NY 10940
• 

  Est $475,278

  Not Listed For Sale

  3 Twin Wells Ct, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,805 Sq Ft
  • Built 1979

  3 Twin Wells Ct, Middletown, NY 10940

  Last Sold Summary

  • 55 Days On Market

  Last Listing Agent Catherine Eichner Eichner Realty Group Inc.
• 

  

  /41

  $440,000

  $40K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location! Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
• 

  $672,500

  Sold Aug 20, 2026

  90 M and M Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 1,996 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $337/SF
  • 44 Days On Market

  Current Estimated Value $651,419

  Last Listing Agent Lynelle Alessi KW Hudson Valley United

  90 M and M Rd, Middletown, NY 10940
• 

  Est $479,792

  Not Listed For Sale

  12 Harvest Hill Ln, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,055 Sq Ft
  • Built 1980

  12 Harvest Hill Ln, Middletown, NY 10940

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Kevin Grier KW Hudson Valley United
• 

  

  /21

  $469,000

  $16K PRICE DROP

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

  34 Field Stone Dr, Middletown, NY 10940

  Wow! Move right into this beautiful corner unit in Maple Fields offering plenty of living space, 3 bedrooms, 2.5 baths, a finished basement, and a 2-car garage. Features hardwood floors on the main level, a spacious kitchen with granite counters and ample cabinetry, and comfortable bedrooms with large closets and carpeted floors. The laundry is conveniently located upstairs. The finished basement

  Naomi Streicher Q Home Sales

  34 Field Stone Dr, Middletown, NY 10940
• 

  $480,000

  Sold Aug 28, 2026

  86 Maples Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,484 Sq Ft
  • Built 2003

  Last Sold Summary

  • 7% Below List Price
  • $193/SF
  • 44 Days On Market

  Current Estimated Value $607,884

  Last Listing Agent Delease Jenkins RE/MAX Town & Country

  86 Maples Rd, Middletown, NY 10940
• 

  Est $488,464

  Not Listed For Sale

  97 Rolling Meadows Rd, Middletown, NY 10940

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

  97 Rolling Meadows Rd, Middletown, NY 10940

  Last Sold Summary

  • 155 Days On Market

  Last Listing Agent Kathy White Exit Realty Connections
• 

  

  /41

  $699,900

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,906 Sq Ft

  512 County Route 49, Middletown, NY 10940

  Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window.The spacious main living areas are perfect for both everyday

  Jonathon Lee KW Hudson Valley United

  512 County Route 49, Middletown, NY 10940
• 

  $330,000

  Sold Oct 29, 2025

  6 Madeline Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 925 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Above List Price
  • $357/SF
  • 22 Days On Market

  Current Estimated Value $331,346

  Last Listing Agent Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
• 

  Not Listed For Sale

  90 Inwood Rd, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1975

  90 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Gursharn Dhaliwal BHHS Hudson Valley Properties
• 

  

  /27

  $579,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,875 Sq Ft

  65 Jasmine Dr, Middletown, NY 10940

  Enjoy Comfort, Convenience, and Easy-Living at Wildflower at Wallkill, a 55 and over gated community with many amenities. Meticulously maintained with many updates, this Two-Bedroom, Two-Bath Home is move-in ready. It features a spacious living room with dining area (with newer hardwood floors) and a fireplaced family room for both formal and informal gatherings, an updated kitchen with quartz

  Marsha Talbot Howard Hanna Rand Realty

  65 Jasmine Dr, Middletown, NY 10940
• 

  $395,000

  Sold Jul 02, 2026

  16 Brewster Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,756 Sq Ft
  • Built 1962

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 26 Days On Market

  Current Estimated Value $395,465

  Last Listing Agent Michelle Gruberger Real Estate Circuit Inc

  16 Brewster Dr, Middletown, NY 10940
• 

  Not Listed For Sale

  42 Inwood Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  42 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Gloria Rivera KW Hudson Valley United
• 

  

  /10

  $299,999

  • Land
  • 27.2 Acres
  • $11,029 per Acre

  328 Bloomingburg Rd, Middletown, NY 10940

  Fully Available!! Vacant Property directly across from Fair Oaks Drive in Movie theater and a gas station with plenty of road frontage!! Minutes to RT17. 27.2 ACRES!!! Electric on road at the front of the property! Possible small farm, Big enough for horses, growing crops, family compound. R2 Zoning.The owner is currently using the property to grow crops and has an Agricultural tax exemption.

  Jeffrey Lyons Curasi Realty, Inc.

  328 Bloomingburg Rd, Middletown, NY 10940
• 

  $275,460

  Sold Feb 13, 2026

  193 Deer Ct Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Below List Price
  • $213/SF
  • 60 Days On Market

  Current Estimated Value $282,258

  Last Listing Agent Kathy White Exit Realty Connections

  193 Deer Ct Dr, Middletown, NY 10940
• 

  Est $437,505

  Not Listed For Sale

  21 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • Built 1974

  21 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
• 

  

  /16

  $295,000

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,248 Sq Ft

  40 Academy Ave, Middletown, NY 10940

  Charming 2-Bedroom Home in Downtown Middletown! This cozy two-story, 2-bedroom, 1-bath home is conveniently located within walking distance of restaurants, shops, and City Hall. The first floor features a spacious eat-in kitchen with access to the back porch and private backyard, along with a living room connected to a family room/study. Upstairs offers two generously sized bedrooms and a full

  Jonathon Lee KW Hudson Valley United

  40 Academy Ave, Middletown, NY 10940
• 

  $378,000

  Sold Sep 02, 2026

  15 Scotchtown Place, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 1,602 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Above List Price
  • $236/SF
  • 132 Days On Market

  Current Estimated Value $394,758

  Last Listing Agent Brian Schofield DiMatteo Realty LLC

  15 Scotchtown Place, Middletown, NY 10941
• 

  Est $310,048

  Not Listed For Sale

  26 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  26 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty
• 

  

  /15

  $394,999

  $5K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  21 Evan Ct, Middletown, NY 10940

  Welcome to 21 Evan Court, a beautifully maintained 3-bedroom, 2.5-bath home offering approximately 1,500 square feet of comfortable living space, plus additional finished basement space and a one-car garage. Situated on a quiet cul-de-sac in a desirable Middletown neighborhood, this home delivers the perfect blend of space, functionality, and convenience.Step inside to discover bright and

  Marquise Fulmore HomeSmart Homes & Estates

  21 Evan Ct, Middletown, NY 10940
• 

  $278,000

  Sold Feb 11, 2026

  100 Hillside Dr Unit F5, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft
  • Built 1987

  Last Sold Summary

  • $275/SF
  • 30 Days On Market

  Last Listing Agent Zhiheng Tang KW Hudson Valley United

  100 Hillside Dr Unit F5, Middletown, NY 10941
• 

  Est $292,582

  Not Listed For Sale

  18 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  18 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc
• 

  

  /38

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,688 Sq Ft

  276 Spruce Rd, Middletown, NY 10940

  Welcome to this spacious Colonial in the Minisink Valley School District, nestled on 5 beautiful acres where privacy, nature, and comfortable living come together. Built in 2000, this 4-bedroom, 2 1/2 bath home offers approximately 2,688 square feet of living space with plenty of room to spread out.The traditional two-story layout features generous living areas, comfortable bedrooms, and

  Christine Torres KW Hudson Valley United

  276 Spruce Rd, Middletown, NY 10940
• 

  $330,000

  Sold Mar 02, 2026

  14 Spruce Peak Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $221/SF
  • 56 Days On Market

  Current Estimated Value $324,792

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  14 Spruce Peak Rd, Middletown, NY 10940
• 

  Est $309,530

  Not Listed For Sale

  18 Shelley Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1973

  18 Shelley Ct, Middletown, NY 10941

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent David Ma Isunny Realty LLC
• 

  

  /43

  $333,000

  $2K PRICE DROP Pending

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

  51 Deer Ct Dr, Middletown, NY 10940

  Welcome to this townhouse-style condo in Middletown, offering 2 bedrooms and 2.5 bathrooms. The first floor features a functional layout with a kitchen that opens to a dining area, a spacious living room, and a half bath. The kitchen offers a practical galley-style layout with ample cabinetry and counter space for everyday living. The open-concept living area provides a flexible layout for

  Jie Liu KW Hudson Valley United

  51 Deer Ct Dr, Middletown, NY 10940
• 

  $399,000

  Sold Jul 31, 2026

  671 Route 211 W, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,110 Sq Ft
  • Built 1942

  Last Sold Summary

  • 3% Above List Price
  • $359/SF
  • 17 Days On Market

  Current Estimated Value $383,169

  Last Listing Agent Denise DePaola Hudson Premium Realty

  671 Route 211 W, Middletown, NY 10940
• 

  Est $303,629

  Not Listed For Sale

  6 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1975

  6 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Gen Cheung River Realty Services, Inc.
• 

  

  /22

  $319,990

  $8K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,460 Sq Ft

  43 Brick Pond Rd Unit 43, Middletown, NY 10940

  Rare opportunity in the sought-after Spring Hollow community! This very well-maintained 3-bedroom home offers a desirable and hard-to-find layout with 2 full baths and a half bath. Set on an elevated, quiet lot with a south-southeast exposure, the home enjoys beautiful lake views and a peaceful setting. The inviting living area features a wood-burning fireplace, while the updated kitchen offers

  Hai Li KW Hudson Valley United

  43 Brick Pond Rd Unit 43, Middletown, NY 10940
• 

  /2

  $481,900

  Sold Jan 14, 2026

  7049 James Francis Dr, Lockport-Town, NY 14094

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft
  • Built 2026

  Last Sold Summary

  • 7% Above List Price
  • $274/SF
  • 0 Days On Market

  Last Listing Agent Kathleen Dimillo Listing by HUNT Real Estate ERA

  

  7049 James Francis Dr, Lockport-Town, NY 14094
• 

  Est $319,119

  Not Listed For Sale

  36 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  36 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Frances Levin KW Hudson Valley United
• 

  

  /35

  $589,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  24 3rd St, Middletown, NY 10940

  BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm. Step into the gorgeous eat-in kitchen, thoughtfully designed with: A large center island with ample seating Gleaming hardwood floors Vaulted ceilings that create a bright,

  Jane Panico Realty Promotions Inc

  24 3rd St, Middletown, NY 10940
• 

  $145,000

  Sold Jan 29, 2026

  91 Bellevernon Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 725 Sq Ft
  • Built 1930

  Last Sold Summary

  • 4% Above List Price
  • $200/SF
  • 15 Days On Market

  Current Estimated Value $179,031

  Last Listing Agent Emma Djiya 1st Class Realty

  91 Bellevernon Ave, Middletown, NY 10940
• 

  Est $450,499

  Not Listed For Sale

  44 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1977

  44 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 188 Days On Market

  Last Listing Agent Zhiyong Shi HomeSmart Homes & Estates

Showing Results 601 - 640, Page 16 of 18