Middletown, NY Homes

• 

  Not Listed For Sale

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

  100 Hillside Dr Unit A6, Middletown, NY 10941

  100 Hillside Dr Unit A6, Middletown, NY 10941
• 

  

  

  /18

  $60,000

  • Land
  • 5.26 Acres
  • $11,407 per Acre

  0 Joe Todd Rd Unit R1633807, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Listing by Jewett and Jewett LLC

  

  0 Joe Todd Rd Unit R1633807, Middletown, NY 10940
• 

  $347,500 Sold Sep 16, 2025

  • 1,486 Sq Ft
  • $234/SF
  • 27 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  184 Highland Ave, Middletown, NY 10940

  Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

  Jorge Lugo Real Broker NY LLC

  184 Highland Ave, Middletown, NY 10940
• 

  Not Listed For Sale

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

  100 Hillside Dr Unit C1, Middletown, NY 10941

  100 Hillside Dr Unit C1, Middletown, NY 10941
• 

  

  

  /29

  $569,000

  • 4 Beds
  • 2.5 Baths
  • 2,284 Sq Ft

  88 James Clark Dr, Middletown, NY 10940

  Nestled in the scenic Town of Wallkill and within the Pine Bush School District, this elegant 2,284 sq. ft. stucco-front center hall colonial offers timeless charm and modern convenience. The grand entryway welcomes you with an automatic chandelier, gleaming hardwood floors, formal dining room and an inviting layout designed for both comfort and entertaining. Enjoy year-round comfort with central

  Debbie Goldstein Howard Hanna Rand Realty

  88 James Clark Dr, Middletown, NY 10940
• 

  $459,000 Sold Sep 16, 2025

  • 2,567 Sq Ft
  • $179/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2009

  49 Cornwall Ln, Middletown, NY 10940

  3-Bedroom End Unit Townhome in Woodside Knolls – Middletown, NY. Welcome to 49 Cornwall, a lovely end-unit townhome nestled in the highly sought-after Woodside Knolls community of Middletown, NY. Perched on a quiet hilltop cul-de-sac, this spacious 2,567 sq. ft. home offers the perfect blend of comfort, convenience, and community amenities. This residence features 3 generous bedrooms, 2.5

  Susan Giordano John J Lease REALTORS Inc

  49 Cornwall Ln, Middletown, NY 10940
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 917 Sq Ft

  100 Hillside Dr Unit B9, Middletown, NY 10941

  100 Hillside Dr Unit B9, Middletown, NY 10941
• 

  

  /47

  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,032 Sq Ft

  29 Keasel Rd, Middletown, NY 10940

  Welcome to 29 Keasel Road—a private oasis that perfectly blends elegance, comfort, and convenience. Just minutes from the expressway and premier shopping, this stunning home boasts thoughtful upgrades including a brand-new dishwasher and gutters (2024) and well-maintained windows (5–10 years). Step outside to your own resort-style retreat featuring a sparkling in-ground pool, serene functioning

  Ramanjit Dhanoa eXp Realty

  29 Keasel Rd, Middletown, NY 10940
• 

  $180,000 Sold Sep 15, 2025

  • 2,269 Sq Ft
  • $79/SF
  • 35 Days On Market

  • Built 1900

  97 E Main St, Middletown, NY 10940

  Don’t miss your chance to own a versatile property in one of Orange County’s fastest-growing areas. Located in the heart of Middletown, this mixed-use building offers a unique opportunity for both residential living and commercial investment in a high-demand market. Just 70 miles from New York City, Middletown offers the perfect blend of suburban comfort and urban accessibility, with direct

  Savannah Miceli Century 21 Alliance Rlty Group

  97 E Main St, Middletown, NY 10940
• 

  Not Listed For Sale

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

  100 Hillside Dr Unit G16, Middletown, NY 10941

  100 Hillside Dr Unit G16, Middletown, NY 10941
• 

  

  /5

  $300,000

  • Land
  • 7 Acres
  • $42,857 per Acre

  2024 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 5-8 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

  2024 Mount Hope Rd, Middletown, NY
• 

  $485,000 Sold Sep 15, 2025

  • 1,473 Sq Ft
  • $329/SF
  • 39 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2011

  84 Jasmine Dr, Middletown, NY 10940

  Welcome to 84 Jasmine Dr. in the highly desirable Wildflowers at Wallkill, a premier 55+ gated community offering resort-style living. This stunning 2011-built home features 2 bedrooms, 2 bathrooms, and an abundance of luxurious upgrades throughout. Step inside to a bright and spacious open floor plan with gorgeous Brazilian hardwood floors and elegant crown molding and wainscoting. The custom

  JoAnn Maxwell Howard Hanna Rand Realty

  84 Jasmine Dr, Middletown, NY 10940
• 

  Est $486,351 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft

  21 Shagbark St, Middletown, NY 10941

  21 Shagbark St, Middletown, NY 10941
• 

  

  /3

  $115,000

  • Land
  • 2.1 Acres
  • $54,762 per Acre

  143 Shawangunk Rd, Middletown, NY 10941

  TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

  Richard (RJ) Smith Rand Commercial

  143 Shawangunk Rd, Middletown, NY 10941
• 

  $265,000 Sold Sep 15, 2025

  • 1,082 Sq Ft
  • $245/SF
  • 65 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  34 Jimal Dr, Middletown, NY 10940

  Beautifully cared and maintained 2 bedrooms, 1.5 bathrooms townhouhse in the desirable Highland Park Village. From the moment you walk through the door you can see the pride and care the sellers have provided to this unit. Not one thing for you to do, except bring your personal stuff. Laminate floors throughout. Upgraded kitched with stainless steel appliances. Spacious primary bedroom offers 2

  Dulce M Ferrera Keller Williams Hudson Valley

  34 Jimal Dr, Middletown, NY 10940
• 

  Est $464,805 Not Listed For Sale

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

  12 Acorn Ave, Middletown, NY 10941

  12 Acorn Ave, Middletown, NY 10941
• 

  

  /30

  $359,999

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
• 

  $485,000 Sold Sep 13, 2025

  • 1,540 Sq Ft
  • $315/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  16 Beth Dr, Middletown, NY 10941

  Welcome to this charming bilevel home that combines classic comfort with contemporary upgrades. Situated in a desirable neighborhood, this residence offers a perfect retreat for family living and entertaining. Main Features: Updated Interiors: ** Recent renovations include a modern kitchen with stainless steel appliances, updated countertops, and custom cabinetry. The bathrooms have been

  Pedro Garcia Curasi Realty, Inc.

  16 Beth Dr, Middletown, NY 10941
• 

  Est $546,765 Not Listed For Sale

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

  28 Shagbark St, Middletown, NY 10941

  28 Shagbark St, Middletown, NY 10941
• 

  

  /24

  $448,800

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  652 New York 211 Unit 650, Middletown, NY 10940

  FOR SALE: Versatile Mixed-Use Building – Ideal for Owner-Operator | 650-652 Route 211 W, Middletown, NY 10940 A rare opportunity to own a fully updated 2-unit standalone building in a prime high-visibility corner location at Route 211 West and California Drive in the Town of Wallkill. Property Overview:Total Building Size: Approx. 2,400 sq ft Lot Size: Generous lot with dual access and ample

  Jonathon Lee Keller Williams Hudson Valley

  652 New York 211 Unit 650, Middletown, NY 10940
• 

  $402,000 Sold Sep 12, 2025

  • 1,984 Sq Ft
  • $203/SF
  • 15 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1971

  19 Morningside Dr, Middletown, NY 10941

  UNDER CONTRACT!!! Exceptional value in Middletown, NY. Set in a well-established community in the Pine Bush School District, this 3/4-bedroom 1.5 bath home is ideal for anyone looking for a property with great potential. This Scotchtown home is close to Highways, buses trains and commuter parking. It is a few minutes drive to the Galleria Mall and all that area has to offer.This 1971 Bi-level

  Paul Halpern Hudson Valley Griffith

  19 Morningside Dr, Middletown, NY 10941
• 

  Est $623,584 Not Listed For Sale

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

  29 Placid Ave, Middletown, NY 10941

  29 Placid Ave, Middletown, NY 10941
• 

  

  /35

  $589,000

  • 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 seatingGleaming hardwood floorsVaulted

  Jane Panico Realty Promotions Inc

  24 3rd St, Middletown, NY 10940
• 

  $375,000 Sold Sep 12, 2025

  • 1,440 Sq Ft
  • $260/SF
  • 80 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  22 Maryland Ave, Middletown, NY 10940

  If you’ve been dreaming of a home that feels like a true retreat but keeps you close to everything you need — welcome to your perfect match.In a tranquil setting, this charming 3-bedroom home has been lovingly and meticulously cared for, sitting proudly on almost a half-acre of beautiful land. From the moment you pull into the paved driveway, you'll feel it — that special sense of

  Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
• 

  Est $336,201 Not Listed For Sale

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

  6 Buckingham Mews, Middletown, NY 10940

  6 Buckingham Mews, Middletown, NY 10940
• 

  

  /44

  $697,000

  • 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
• 

  $1,300,000 Sold Sep 12, 2025

  • 4,240 Sq Ft
  • $307/SF
  • 222 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1940

  529 New York 17m Unit 531, Middletown, NY 10940

  completely renovated colonial with many features primary family home for fifty years, OFFER An ADDITIONAL BUILDING COMMERICAL INCOME WITH 4 STUDIOS APARTMENTS AND RETAIL BEAUTY SALON AND NON-WORKING CAR WASH OR EXPANDABLE SPACE SEE COMMERICAL LISTING

  John McCarey John I McCarey

  529 New York 17m Unit 531, Middletown, NY 10940
• 

  Est $357,434 Not Listed For Sale

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

  8 Buckingham Mews, Middletown, NY 10940

  8 Buckingham Mews, Middletown, NY 10940
• 

  

  /38

  $549,999

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  Move in ready 4 bedroom/2.1 Bath with so many updates. Elegant entrance with rod iron spindles, Modern chandelier, Picture Window, Slate stone landing. Gourmet Kitchen offers Custom designed Kraftmaid collection cabinets with Chef grade range hood, Porcelain backsplash, Pot Filler, Large Island/Waterfall with built in space for microwave, Quartz countertops, Samsung Stainless steel appliances,

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
• 

  $554,900 Sold Sep 11, 2025

  • 2,865 Sq Ft
  • $194/SF
  • 94 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  174 Guymard Turnpike, Middletown, NY 10940

  This charming 3-bedroom, 2.5-bath home offers generous living space both inside and out. The additional detached building features a garage and dedicated office space—ideal for an artist, small business owner, or tradesperson.Cozy up by the brick fireplace on chilly evenings, enjoy entertaining in the game room and family room, or host unforgettable gatherings on the expansive deck and in

  Danielle Roche Howard Hanna Rand Realty

  174 Guymard Turnpike, Middletown, NY 10940
• 

  Est $351,415 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,480 Sq Ft

  9 Grosvenor Mews Unit 5, Middletown, NY 10940

  9 Grosvenor Mews Unit 5, Middletown, NY 10940
• 

  

  /42

  $720,098

  • 5 Beds
  • 3 Baths
  • 3,731 Sq Ft

  93 Elise Dr, Middletown, NY 10941

  You will adore this stately 3725sf, 10 room ,5 bedroom, 3 full baths colonial, called the Woodbury model, with a dramatic open floor plan, just recently beautifully refreshed and loaded with custom features & upgrades situated on 1.6 parklike acres in the premier subdivision Stone Ridge Estates. It features a fabulous 2 story great room w floor to ceiling stone fireplace with Harmon pellet stove

  Marion Bruhns Howard Hanna Rand Realty

  93 Elise Dr, Middletown, NY 10941
• 

  $285,000 Sold Sep 10, 2025

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

  • 40 Days On Market

  234 Howells Rd, Middletown, NY 10940

  41+ acres of land for sale in the Town Of Wallkill. The land is conveniently located in the sought after Minishink School District and sub-dividable. The owner had an old plan but did not go through the planning process. I have attached the plan in the document section for your reference.

  Jonathon Lee Keller Williams Hudson Valley

  234 Howells Rd, Middletown, NY 10940
• 

  Est $351,528 Not Listed For Sale

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

  3 Magdalene Close, Middletown, NY 10940

  3 Magdalene Close, Middletown, NY 10940
• 

  

  /19

  $138,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  35 Lake Claire Dr, Middletown, NY 10940

  This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

  Angela Vetanen eRealty Advisors, Inc

  35 Lake Claire Dr, Middletown, NY 10940
• 

  $206,000 Sold Sep 10, 2025

  • 924 Sq Ft
  • $223/SF
  • 208 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 2023

  354 Concord Ln, Middletown, NY 10940

  Welcome to 354 Concord Lane! Renovated 2 bedroom 2 full bath condo in Buttonwood Hills with a great floor plan! This is a first floor condo and a great price! Why rent when you can own?? This condo is waiting for your special touches to make it your own! Some features include a Living Rm, Dining Rm, Renovated Kitchen 2018 with Stainless Steel appliances, Private Laundry, nice closet space, Master

  Zhiheng Tang Keller Williams Hudson Valley

  354 Concord Ln, Middletown, NY 10940
• 

  Est $384,401 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,138 Sq Ft

  5 Russell Mews Unit 3, Middletown, NY 10940

  5 Russell Mews Unit 3, Middletown, NY 10940
• 

  

  /16

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  744 Mount Hope Rd, Middletown, NY 10940

  A beautiful colonial home sitting on 3 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mount Hope Rd, Middletown, NY 10940
• 

  $426,000 Sold Sep 10, 2025

  • 1,592 Sq Ft
  • $268/SF
  • 34 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1992

  17 Milo Dr, Middletown, NY 10941

  WELCOME TO YOUR EYE-CATCHING SPLIT-LEVEL HOME WITH FANTASTIC CURB APPEAL! Nestled in a quiet subdivision just minutes from everything you need, this freshly painted 3-bedroom, 1.5-bath split-level home offers the perfect blend of comfort, style, and functionality. Step inside to discover a bright, open floor plan on the main level, highlighted by a charming bay window that floods the room with

  Lisa McAteer Scranton Wilkes Barre Regional

  17 Milo Dr, Middletown, NY 10941
• 

  Est $364,825 Not Listed For Sale

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

  3 Agin Court Square, Middletown, NY 10940

  3 Agin Court Square, Middletown, NY 10940

Showing Results 441 - 480, Page 12 of 18