Middletown, NY Homes

• 

  

  

  /22

  $335,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft

  98 Watkins Ave, Middletown, NY 10940

  Beautiful Colonial Home located in one of the nicest neighborhoods in all of Middletown. This lovely home features a large sun-drenched Living room a brick Fireplace. Formal Dining Room, Very nice Kitchen with solid wood cabinetry and lots of countertop space. Second level offers a Tiled main bathroom. 3 VerySpacious bedrooms and plenty of closet space. Huge walk-up attic. Enclosed porch.

  John Biasi Howard Hanna Rand Realty

  98 Watkins Ave, Middletown, NY 10940
• 

  

  

  /19

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft
  • Condo for Rent

  358 Concord Ln, Middletown, NY 10940

  Now Renting in Middletown!Looking for a modern, move-in-ready rental? Welcome to 358 Concord Lane, a freshly renovated 2 bedroom, 2 full bath one-floor unit that checks all the boxes!Step inside to a bright and open layout, updated kitchen, and two spacious bedrooms—including a primary suite with its own full bath. Enjoy the ease of in-unit laundry, plus the convenience of assigned

  Kevin Smith eXp Realty

  358 Concord Ln, Middletown, NY 10940
• 

  $300,000 Sold Apr 11, 2025

  32 Patio Rd, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $188/SF
  • 19 Days On Market

  Current Estimated Value $310,724

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  32 Patio Rd, Middletown, NY 10941
• 

  Est $487,022 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,580 Sq Ft

  90 Upper Rd, Middletown, NY 10940

  90 Upper Rd, Middletown, NY 10940
• 

  

  

  /5

  $525,000

  • Land
  • 3.8 Acres
  • $138,194 per Acre

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

  Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

  Jason McGovern Keller Williams Hudson Valley

  TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
• 

  

  /22

  $3,500 per month

  • 4 Beds
  • 1.5 Baths
  • 1,466 Sq Ft
  • House for Rent

  225 Monhagen Ave, Middletown, NY 10940

  Welcome to this beautifully maintained single-family home offering 1,466 sq. ft. of living space with 4 bedrooms and 2 bathrooms. Built in 1972, this charming residence combines comfort and convenience in a peaceful neighborhood setting. Inside, you’ll find a warm and inviting layout perfect for both everyday living and entertaining. The spacious backyard provides plenty of room for outdoor

  Tianyao Wang eXp Realty

  225 Monhagen Ave, Middletown, NY 10940
• 

  $285,000 Sold Sep 10, 2025

  234 Howells Rd, Middletown, NY 10940

  • Land
  • 41.6 Acres
  • $6,851 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 40 Days On Market

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  234 Howells Rd, Middletown, NY 10940
• 

  Est $464,042 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,930 Sq Ft

  1 Silver Mine Estate Rd, Middletown, NY 10940

  1 Silver Mine Estate Rd, Middletown, NY 10940
• 

  

  /8

  $160,000

  • Land
  • 0.43 Acre
  • $374,710 per Acre

  47 Carpenter Ave, Middletown, NY 10940

  PRICE IMPROVED - Available for Sale is this Prime Vacant Lot with great visibility and traffic count. Zoned HC (Highway Commercial). Permitted uses include Financial institutions, office, religious, retail and service and repair shops. Uses by special permit include clubs and lodges, day care facilities, eating/drinking establishments, funeral parlors, hotel/motel, shopping centers, veterinary

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940
• 

  

  /25

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,886 Sq Ft
  • House for Rent

  29 Beacon St, Middletown, NY 10940

  For Rent in Middletown, NY! Step inside this spacious 3-bedroom, 1-bathroom home offering 1,886 sq. ft. of living space with a bright, open-concept kitchen that’s perfect for entertaining. The home also features a full basement for storage or extra space, plus a beautiful backyard ideal for relaxing or gatherings. Conveniently located near major highways, shops, parks, and just minutes from the

  Jessica Evans Keller Williams Hudson Valley

  29 Beacon St, Middletown, NY 10940
• 

  $612,400 Sold Jan 20, 2025

  64 Pine Grove Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft
  • Built 2025

  Last Sold Summary

  • 11% Above List Price
  • $258/SF
  • 127 Days On Market

  Last Listing Agent Chris Ogden Realty Promotions Inc

  64 Pine Grove Rd, Middletown, NY 10940
• 

  Est $471,573 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,436 Sq Ft

  869 Winterton Rd, Middletown, NY 10940

  869 Winterton Rd, Middletown, NY 10940
• 

  

  /26

  $250,000

  • 1 Bed
  • 1 Bath
  • 360 Sq Ft

  51 S Shore Dr, Middletown, NY 10940

  Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

  Arya Rabinovits eRealty Advisors, Inc

  51 S Shore Dr, Middletown, NY 10940
• 

  

  /22

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • House for Rent

  23 Wawayanda Ave, Middletown, NY 10940

  This two story home has so much to offer. On the first floor there is a bright and sunny living room, dining room, full bathroom and kitchen with stainless steel appliances. Upstairs there are three good sized bedrooms and another full bathroom. There is a nice level yard and driveway parking. This home is close to all shops, restaurants, schools, public transportation and highway access.

  Melissa Henlon

  23 Wawayanda Ave, Middletown, NY 10940
• 

  $330,000 Sold Sep 26, 2025

  11 1/2 Dolson Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft
  • Built 1900

  Last Sold Summary

  • $261/SF
  • 35 Days On Market

  Current Estimated Value $338,439

  Last Listing Agent Robert Siracuse Absolute Real Estate of NY Inc

  11 1/2 Dolson Ave, Middletown, NY 10940
• 

  Est $423,275 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,260 Sq Ft

  768 Winterton Rd, Middletown, NY 10940

  768 Winterton Rd, Middletown, NY 10940
• 

  

  /18

  $535,000

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

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  /2

  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Apartment for Rent

  1 Avenue A, Middletown, NY 10940

  VERY SPACEY HOME. FEATURE FOUR BEDROOMS, TRHEE FULL BATHROOMS, TWO LIVING ROOMS, DINING ROOM, KITCHEN WITH STAINLESSS STEEL APPLIANCES, GRANITE COUNTER TOPS. THE BASEMENT IS FINISHED FOR EXTRA SPAE., GREAT FOR EXTENDED FAMILY. CLOSE TO EVRYTHING, HIGHWAYS, SCHOOLS, SHOPING. THIS IS A MUST SEE.

  Jean DiMatteo DiMatteo Realty LLC

  1 Avenue A, Middletown, NY 10940
• 

  $360,000 Sold Jun 30, 2025

  18 Woodland Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $375/SF
  • 46 Days On Market

  Current Estimated Value $364,574

  Last Listing Agent Kassandra Mott Keller Williams Hudson Valley

  18 Woodland Ave, Middletown, NY 10940
• 

  Est $379,649 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,496 Sq Ft

  29 Kirbytown Rd, Middletown, NY 10940

  29 Kirbytown Rd, Middletown, NY 10940
• 

  

  /28

  $305,000 Pending

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

  111 Apple Lane Dr, Middletown, NY 10940

  Picked just for you is this adorable home on Apple Lane! From the moment you walk in, you’ll be greeted by a delightful blast from the past — knotty pine paneling, hardwood floors and an original kitchen complete with metal cabinets and whimsical upper metal cupboards with sliding glass doors that scream mid-century character. Whether you’re a fan of retro style or ready to put your modern touch

  Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  $425,000 Sold Jun 25, 2025

  4 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 2002

  Last Sold Summary

  • 6% Above List Price
  • $221/SF
  • 39 Days On Market

  Current Estimated Value $424,477

  Last Listing Agent Dulce M Ferrera Keller Williams Hudson Valley

  4 Deer Ct Dr, Middletown, NY 10940
• 

  Est $627,740 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,490 Sq Ft

  283 Kirbytown Rd, Middletown, NY 10940

  283 Kirbytown Rd, Middletown, NY 10940
• 

  

  /44

  $697,000 Pending

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

  339 Kirbytown Rd, Middletown, NY 10940

  Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

  Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  $385,000 Sold Aug 15, 2025

  11 Keats Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Below List Price
  • $203/SF
  • 35 Days On Market

  Current Estimated Value $407,317

  Last Listing Agent Christina Herschel-Huebner Herschel Realty Corp

  11 Keats Rd, Middletown, NY 10941
• 

  Est $607,282 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  291 Kirbytown Rd, Middletown, NY 10940

  291 Kirbytown Rd, Middletown, NY 10940
• 

  /2

  $449,900 Pending

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

  7015 James Francis Dr, Lockport-Town, NY 14094

  James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

  Kathleen Dimillo Listing by HUNT Real Estate Corporation

  

  7015 James Francis Dr, Lockport-Town, NY 14094
• 

  $435,050 Sold May 30, 2025

  26 Wilson St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,524 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Above List Price
  • $285/SF
  • 23 Days On Market

  Current Estimated Value $446,292

  Last Listing Agent Andrea Rose Keller Williams Hudson Valley

  26 Wilson St, Middletown, NY 10940
• 

  Est $460,065 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,306 Sq Ft

  40 Kirbytown Rd, Middletown, NY 10940

  40 Kirbytown Rd, Middletown, NY 10940
• 

  

  /31

  $299,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  15 Commonwealth Ave, Middletown, NY 10940

  Good things come in small packages! This lovely home in quiet neighborhood just needs a little bit of TLC to really make it sparkle and unlock its true potential! It has so much to offer with its hardwood floors, front and rear porches and full dry basement! Mechanicals are in good condition as the HW heater and furnace are new, and there is a Generac generator. You will absolutely fall in love

  Abbe Distelburger Keller Williams Realty

  15 Commonwealth Ave, Middletown, NY 10940
• 

  $339,000 Sold Sep 17, 2025

  847 Greenville Turnpike, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,764 Sq Ft
  • Built 1995

  Last Sold Summary

  • 46% Below List Price
  • $192/SF
  • 240 Days On Market

  Current Estimated Value $398,732

  Last Listing Agent Neven Spralja REALHome Services & Solutions

  847 Greenville Turnpike, Middletown, NY 10940
• 

  Est $587,894 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft

  31 Arbor Way, Middletown, NY 10940

  31 Arbor Way, Middletown, NY 10940
• 

  

  /40

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft

  52 Scotchtown Dr, Middletown, NY 10941

  Welcome Home: Charming One-Level Living in Goshen School District! Discover the ease and comfort of this beautifully refreshed ranch-style home, perfectly situated in the highly sought-after Goshen School District. Move right in and start making memories—all the updates have been handled for you!Key Features You'll Love:Seamless One-Level Living: Enjoy the ultimate convenience with

  Luanne McGann Century 21 Full Service Realty

  52 Scotchtown Dr, Middletown, NY 10941
• 

  $419,000 Sold Dec 02, 2025

  1 Polly Kay Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,482 Sq Ft
  • Built 1967

  Last Sold Summary

  • $283/SF
  • 27 Days On Market

  Last Listing Agent Eva Kusmierek eXp Realty

  1 Polly Kay Dr, Middletown, NY 10940
• 

  Est $642,739 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,826 Sq Ft

  26 Arbor Way, Middletown, NY 10940

  26 Arbor Way, Middletown, NY 10940
• 

  

  /50

  $779,999

  • 5 Beds
  • 3.5 Baths
  • 2,778 Sq Ft

  52 Hill Rd, Middletown, NY 10941

  Accepted Offer, 1/1/2026.This beautiful home has it all. Desirable Goshen School District, but low taxes of the town of Hamptonburgh. Lots of room inside and out! 8.8 acres of beautiful private property. 3133 sq ft of living space that includes a mother/daughter suite in the basement with kitchenette and full bath with private entrance. Large kitchen with plenty of storage connects to family a

  Bob Edwards Keller Williams Hudson Valley

  52 Hill Rd, Middletown, NY 10941
• 

  $458,000 Sold Jun 18, 2025

  25 Wedgewood Ln, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Above List Price
  • $195/SF
  • 15 Days On Market

  Current Estimated Value $477,920

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  25 Wedgewood Ln, Middletown, NY 10940
• 

  Est $489,497 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,432 Sq Ft

  11 Maplewood Dr, Middletown, NY 10940

  11 Maplewood Dr, Middletown, NY 10940
• 

  

  /13

  $274,900 Coming Soon

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  121 Sprague Ave, Middletown, NY 10940

  Welcome to this inviting 1,200 sq. ft. Cape Cod-style home offering 2 bedrooms and 1.5 bathrooms, blending classic charm with important modern upgrades. Step inside to a large front room, perfect for use as a home office, den, or flexible living space. The home features a comfortable living room and a well-appointed kitchen with updated cabinets and granite countertops, ideal for everyday living

  Jean DiMatteo DiMatteo Realty LLC

  121 Sprague Ave, Middletown, NY 10940
• 

  $260,000 Sold Feb 26, 2025

  26 Chestnut St, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,151 Sq Ft
  • Built 1875

  Last Sold Summary

  • 3% Below List Price
  • $226/SF
  • 49 Days On Market

  Current Estimated Value $271,747

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  26 Chestnut St, Middletown, NY 10940

Showing Results 281 - 320, Page 8 of 18