Middletown, NY Homes

• 

  $295,000

  Sold Aug 21, 2025

  87 Sycamore Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft
  • Built 1977

  Last Sold Summary

  • $220/SF
  • 64 Days On Market

  Current Estimated Value $307,095

  Last Listing Agent Jacqueline Henry-Thompson Jackie Henry Realty LLC

  87 Sycamore Dr, Middletown, NY 10940
• 

  Est $295,919

  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
• 

  

  

  /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
• 

  $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 $322,789

  Last Listing Agent Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
• 

  Est $308,111

  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
• 

  

  /15

  $399,999

  • 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
• 

  $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 $278,538

  Last Listing Agent Kathy White Exit Realty Connections

  193 Deer Ct Dr, Middletown, NY 10940
• 

  Est $439,500

  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
• 

  

  /43

  $333,000

  $2K PRICE DROP

  • 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 Untied

  51 Deer Ct Dr, Middletown, NY 10940
• 

  $510,000

  Sold Sep 05, 2025

  2017 Mt Hope Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 2017

  Last Sold Summary

  • $243/SF
  • 22 Days On Market

  Current Estimated Value $517,778

  Last Listing Agent Matthew Pinnock Nest Seekers LLC

  2017 Mt Hope Rd, Middletown, NY 10940
• 

  Est $309,229

  Not Listed For Sale

  32 Whitman Ct, Middletown, NY 10941

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

  32 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 87 Days On Market
• 

  

  /50

  $479,000

  $21K PRICE DROP

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

  9 Cornwall Ln, Middletown, NY 10940

  Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, 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 Untied

  100 Hillside Dr Unit F5, Middletown, NY 10941
• 

  Est $445,241

  Not Listed For Sale

  10 Crane Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,138 Sq Ft
  • Built 1975

  10 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 22 Days On Market
• 

  

  /36

  $420,000

  Pending

  • 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
• 

  $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 $323,517

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  14 Spruce Peak Rd, Middletown, NY 10940
• 

  Est $404,761

  Not Listed For Sale

  76 Freezer Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft
  • Built 1975

  76 Freezer Rd, Middletown, NY 10941

  Last Sold Summary

  • 43 Days On Market
• 

  

  /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
• 

  /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 Corporation

  

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

  Est $312,602

  Not Listed For Sale

  70 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,560 Sq Ft
  • Built 1971

  70 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market
• 

  /2

  $25,000

  $2K PRICE DROP

  • Land
  • 1,393 Sq Ft
  • $781,250 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, 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 $146,718

  Last Listing Agent Emma Djiya 1st Class Realty

  91 Bellevernon Ave, Middletown, NY 10940
• 

  Est $309,308

  Not Listed For Sale

  32 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1971

  32 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 37 Days On Market
• 

  

  /40

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,136 Sq Ft

  37 California Dr, Middletown, NY 10940

  GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting

  Sandra Arnez KW Hudson Valley Untied

  37 California Dr, Middletown, NY 10940
• 

  $537,000

  Sold May 27, 2026

  127 Sproat St, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Above List Price
  • $262/SF
  • 19 Days On Market

  Current Estimated Value $505,645

  Last Listing Agent Brian Caplicki KW Hudson Valley Untied

  127 Sproat St, Middletown, NY 10940
• 

  Est $292,035

  Not Listed For Sale

  20 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1973

  20 Sheffield Dr, Middletown, NY 10940

  Last Sold Summary

  • 40 Days On Market
• 

  

  /36

  $499,900

  Pending

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

  28 Cyprus Dr, Middletown, NY 10940

  Nestled within the highly, sought-after 55+ gated community of Wildflowers at Wallkill, this well-ma ranch-style home offers comfortable, low-maintenance living in one of the area’s most vibrant active adult communities. Featuring two bedrooms, hardwood floors, a formal dining room and an inviting den with a gas fireplace. This home is designed for both everyday comfort and effortless

  Patricia Sassi RE/MAX Benchmark Realty Group

  28 Cyprus Dr, Middletown, NY 10940
• 

  $230,000

  Sold Jun 24, 2025

  13 Church St, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1900

  Last Sold Summary

  • 15% Above List Price
  • $187/SF
  • 34 Days On Market

  Current Estimated Value $244,412

  Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

  13 Church St, Middletown, NY 10940
• 

  Est $280,400

  Not Listed For Sale

  42 Sheffield Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft
  • Built 1973

  42 Sheffield Dr, Middletown, NY 10940

  Last Sold Summary

  • 110 Days On Market
• 

  

  /5

  $350,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,124 Sq Ft

  319 Wawayanda Ave, Middletown, NY 10940

  LOVELY 4 BEDROOM, 1.5 BATH CAPE COD IN MIDDLETOWN WITH A 1 CAR DETACHED GARAGE!! Main level offers a charming eat-in kitchen with dining area, spacious living room, 2 good size bedrooms (one has a 1/2 bath), a full bath, and the 1/2 bath in the bedroom. Upstairs offers 2 Cape Cod style bedrooms and a large closet. There is a full, unfinished, walkout basement with tons of room. Outside offers a 1

  David Nicoli Nicoli Realty

  319 Wawayanda Ave, Middletown, NY 10940
• 

  $485,000

  Sold Dec 17, 2025

  80 Fairways Dr, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 2,084 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $233/SF
  • 22 Days On Market

  Current Estimated Value $493,993

  Last Listing Agent Christina Lake Davis R Chant Real Estate Inc.

  80 Fairways Dr, Middletown, NY 10940
• 

  Est $409,742

  Not Listed For Sale

  28 Ross Ln, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft
  • Built 1985

  28 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 60 Days On Market
• 

  

  /22

  $339,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,540 Sq Ft

  39 Cedar Ct, Middletown, NY 10940

  NO HOA FEE!! LOW TAXES Welcome to this townhouse located in Middletown, offering space, convenience, and a functional layout. The kitchen offers cabinet and counter space and opens to the living room with sliding glass doors leading to the backyard area. The first floor also features a convenient half bathroom. Upstairs offers three bedrooms and a full bathroom. Conveniently located close to

  Wenpeng Guan KW Hudson Valley Untied

  39 Cedar Ct, Middletown, NY 10940
• 

  $360,000

  Sold Jul 10, 2025

  214 Spruce Rd, Middletown, NY 10940

  • 2 Beds
  • 2.5 Baths
  • 1,580 Sq Ft
  • Built 1920

  Last Sold Summary

  • 10% Below List Price
  • $228/SF
  • 130 Days On Market

  Current Estimated Value $372,262

  Last Listing Agent Lindsay Lemons Keller Williams Realty

  214 Spruce Rd, Middletown, NY 10940
• 

  Est $463,500

  Not Listed For Sale

  8 Ross Ln, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft
  • Built 1971

  8 Ross Ln, Middletown, NY 10941

  Last Sold Summary

  • 55 Days On Market
• 

  

  /39

  $489,000

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

  10 Cornwall Ln, Middletown, NY 10940

  Welcome home to this beautifully maintained 3 bedroom, 2.5 bath townhome in the desirable Woodside Knolls community. Light-filled and inviting, this home offers a spacious layout perfect for everyday living and entertaining. Features include a fully finished walk-out basement, primary suite with private bath, generously sized deck, two-car garage and walk-in closets in every bedroom. Enjoy the

  Kristen Davis Hudson Valley Griffith

  10 Cornwall Ln, Middletown, NY 10940
• 

  $599,999

  Sold Aug 26, 2025

  594 County Route 22, Middletown, NY 10940

  • 4 Beds
  • 4.5 Baths
  • 3,283 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 74 Days On Market

  Current Estimated Value $624,817

  Last Listing Agent Courtney Popowick Rita Levine Real Estate

  594 County Route 22, Middletown, NY 10940
• 

  Est $382,853

  Not Listed For Sale

  15 Patricia Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft
  • Built 1976

  15 Patricia Rd, Middletown, NY 10941

  Last Sold Summary

  • 104 Days On Market
• 

  

  /39

  $449,000

  Pending

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

  133 Blumel Rd, Middletown, NY 10941

  A Lot of House for the $$! This well maintained 3 BR, 2 Bath home is set back on lovely 1acre grounds with private back yard! Open floor plan! HW floors! C/A. 1 Car attached garage and detached 1 car garage with electric! Gutters have leaf guards! There's a whole house fan and power attic fan! Convenient to shopping and train station!

  Linda Clark Hudson Valley Griffith

  133 Blumel Rd, Middletown, NY 10941
• 

  $470,000

  Sold Feb 24, 2026

  40 Cornwall Ln, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 2,784 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Below List Price
  • $169/SF
  • 20 Days On Market

  Current Estimated Value $481,745

  Last Listing Agent Melissa Henlon

  40 Cornwall Ln, Middletown, NY 10940

Showing Results 601 - 640, Page 16 of 18