21,399

Middletown, NY Homes

Section Image
  • /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
  • 184 Highland Ave, 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
  • /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
  • 49 Cornwall Ln, 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
  • /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
  • 97 E Main St, 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
  • /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
  • 84 Jasmine Dr, Middletown, NY 10940

    $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
  • /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
  • 34 Jimal Dr, Middletown, NY 10940

    $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
  • /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
  • 16 Beth Dr, Middletown, NY 10941

    $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
  • /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
  • 19 Morningside Dr, Middletown, NY 10941

    $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
  • /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
  • 22 Maryland Ave, 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
  • /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
  • 529 New York 17m Unit 531, 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
  • /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
  • 174 Guymard Turnpike, Middletown, NY 10940

    $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
  • /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
  • 234 Howells Rd, Middletown, NY 10940

    $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
  • /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
  • 354 Concord Ln, 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
  • /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
  • 17 Milo Dr, Middletown, NY 10941

    $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

Showing Results 441 - 480, Page 12 of 18

How to Buy a Home How to Finance a Home How to Sell a Home