21,399

Middletown, NY Homes

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  • /35

    $175,000

    • 2 Beds
    • 1.5 Baths
    • 924 Sq Ft

    238 Concord Ln, Middletown, NY 10940

    Welcome to this beautifully updated two-bedroom, two-bathroom condominium in the heart of Middletown! This move-in-ready home features brand-new flooring throughout, a fully remodeled kitchen with modern appliances and finishes, and an updated furnace for optimal comfort and efficiency. Ideally situated in a prime location, this property offers easy access to shopping, dining, entertainment, and

    Andi Berisha BHHS Hudson Valley Properties

    238 Concord Ln, 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
  • 15 Rowan St Unit 13, Middletown, NY 10940

    $405,000 Sold Sep 26, 2025

    • 1,920 Sq Ft
    • $211/SF
    • 16 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    15 Rowan St Unit 13, Middletown, NY 10940

    Discover the perfect blend of comfort and charm in this beautifully updated home, nestled on a coveted double corner lot. Surrounded by lush hedges and offering ample parking, this residence welcomes you with curb appeal and room to spare. Inside, you'll find five spacious bedrooms, including a convenient first-floor bedroom, ideal for guests or flexible living needs. The home boasts two full

    Juan Bautista Keller Williams Realty

    15 Rowan St Unit 13, Middletown, NY 10940
  • /31

    $515,000

    • 3 Beds
    • 3 Baths
    • 1,645 Sq Ft

    5 Magar St, Middletown, NY 10940

    Huge Price Reduction! Welcome Home! This beautifully maintained Split -Level residence offers the perfect blend of modern updates. 3 Bedrooms, 3 Full baths, 2 Car garage. Step inside to find beautiful hardwood floors throughout, an inviting family room with an electric fireplace, and Sliding doors (built-in blinds included) to step out into your backyard oasis. A bright dining area with sliding

    Maritza Sanchez HomeSmart Homes & Estates

    5 Magar St, 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
  • 3 Kohler Rd, Middletown, NY 10940

    $425,000 Sold Sep 26, 2025

    • 1,920 Sq Ft
    • $221/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1986

    3 Kohler Rd, Middletown, NY 10940

    Welcome to 3 Kohler Road Middletown, NY. A beautiful and well-maintained home which offers comfort, space and tranquility. This spacious colonial ranch offers 3 bedroom, and 2 bathrooms with an expansive open concept layout which fit modern lifestyle. A spacious living room with large windows which provide abundant natural light, with a various set of appliances in the kitchen which is ideal

    Joseph Eugene eXp Realty

    3 Kohler Rd, Middletown, NY 10940
    • /35

      Est $620,654 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,742 Sq Ft

      164 Reiss Rd, Middletown, NY 10940

      164 Reiss Rd, Middletown, NY 10940
  • /44

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,132 Sq Ft

    125 White Bridge Rd, Middletown, NY 10940

    Enjoy 2,132 square feet of comfortable living space on 2.6 beautiful acres in a serene country setting—just 10 minutes from shopping, restaurants, and more.Located at 125 White Bridge Road in the town of Mount Hope, NY, this raised ranch offers far more than just a place to live. It’s a retreat, a gathering space, and a canvas for everyday joy.Step inside through a spacious foyer and

    Anthony Spadaro RE/MAX Benchmark Realty Group

    125 White Bridge Rd, 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
  • 43 Last Rd, Middletown, NY 10941

    $544,000 Sold Sep 26, 2025

    • 2,994 Sq Ft
    • $182/SF
    • 53 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    43 Last Rd, Middletown, NY 10941

    Stunning large ranch zoned 215 - 1 Family Res w/Apt, many updates set up for extended family...two kitchens! Come see this beautifully maintained home features master bedroom with bath, walking closet, sunken living room, large open kitchen featuring dining area with sliding door to huge deck overlooking a fenced in level yard and shed. This cedar sided home has been meticulously maintained,

    Mary Jo Coleman Curasi Realty, Inc.

    43 Last Rd, Middletown, NY 10941
  • /10

    $299,999

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

    328 Bloomingburg Rd, Middletown, NY 10940

    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. NO engineering

    Jeffrey Lyons Curasi Realty, Inc.

    328 Bloomingburg Rd, Middletown, NY 10940
  • /29

    $2,850 per month

    • 3 Beds
    • 1.5 Baths
    • 2,547 Sq Ft
    • House for Rent

    241 White Bridge Rd, Middletown, NY 10940

    Beautiful 3 Bedrooms,1.5 Bathrooms, Non-Smoking, No Pets, Minisink School DistrictWelcome to this charming and spacious 3-bedroom home nestled on nearly 3 acres in the heart of Middletown. With over 2,500 sq ft of living space, this historic property offers a peaceful country setting just minutes from local shops, schools, and commuter routes. Inside, you'll find a bright and inviting layout

    Michelle Gruberger Real Estate Circuit Inc

    241 White Bridge Rd, Middletown, NY 10940
  • 54 Brewster Dr, Middletown, NY 10940

    $411,900 Sold Sep 26, 2025

    • 1,914 Sq Ft
    • $215/SF
    • 160 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    54 Brewster Dr, Middletown, NY 10940

    Welcome to this charming 3 bedroom, 1 and 1/2 bath raised ranch in the heart of Middletown, NY. This home boasts beautiful hardwood floors throughout and is located in an established neighborhood with mature trees and well-kept homes.Step inside to find new carpet and fresh paint throughout, creating a warm and inviting atmosphere. The main level features a spacious living room, dining

    Andrea Rose Keller Williams Hudson Valley

    54 Brewster Dr, Middletown, NY 10940
  • /2

    $350,000

    • 3 Beds
    • 1 Bath
    • 924 Sq Ft

    8 Hill Rd, Middletown, NY 10941

    Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! New Roof & New Septic, the big updates are already done. The Detached Garage needs a new roof and renovations.

    Nancy LaBarbera Keller Williams Hudson Valley

    8 Hill Rd, Middletown, NY 10941
  • /27

    $2,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,418 Sq Ft
    • Townhouse for Rent

    100 Hillside Dr Unit G9, Middletown, NY 10941

    HILLSIDE VILLAGE! Goshen school stri ! Perfect Commuter Location! Close to Major Highways, Trains, Buses & Shopping!Close to Bus, Close to Park, Close to Railroad, Close to Shops, Eat in Kitchen, Laundry Room/Private, Master Bath, Patio, Trash Collection, Walk In Closet

    Zhiheng Tang Keller Williams Hudson Valley

    100 Hillside Dr Unit G9, Middletown, NY 10941
  • 112 Monhagen Ave, Middletown, NY 10940

    $390,000 Sold Sep 25, 2025

    • 1,680 Sq Ft
    • $232/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1870

    112 Monhagen Ave, Middletown, NY 10940

    SO MUCH ROOM, SO MUCH CHARM—AND YES, YOUR GUESTS WILL BE IMPRESSED.Step into a home that instantly makes you say, 'Wow!' Bursting with sunlight, original character, and modern comfort, this spacious beauty is designed for both everyday living and unforgettable entertaining. Whether you’re hosting a dinner party, game night, or just need room for everyone to spread out—you’ll find it

    Katheryn DeClerck Howard Hanna Rand Realty

    112 Monhagen Ave, Middletown, NY 10940
  • /18

    $169,900

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    985 Route 17m, Middletown, NY 10940

    Welcome to your brand-new home! This beautiful 2024-built 2-bedroom, 2-bathroom mobile home offers 900+ square feet of thoughtfully designed living space — perfectly blending comfort, style, and affordability. Features Include: Open-Concept Living Area: Spacious layout filled with natural light, featuring stylish wood-look flooring throughout.Modern Kitchen: Equipped with brand-new stainless

    Steven Brown Hudson Valley Realty & Busines

    985 Route 17m, Middletown, NY 10940
  • /26

    $1,975 per month

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft
    • Condo for Rent

    314 Ruth Ct, Middletown, NY 10940

    This lovely, spacious and affordable 2 bedroom condo is the one you have been waiting for. Beautifully renovated ! Located on the 2nd floor the apartment is light, bright and welcoming. Large living room. The condo was just painted 9/27 with new flooring throughout the unit. Dining Room. Pretty Galley Kitchen. Closets galore! Washer and Dryer hookup in the hallway. The bathroom has been

    Maryann Ryan Weichert Realtors

    314 Ruth Ct, Middletown, NY 10940
  • 76 Maureen Dr, Middletown, NY 10940

    $430,000 Sold Sep 25, 2025

    • 1,620 Sq Ft
    • $265/SF
    • 38 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1987

    76 Maureen Dr, Middletown, NY 10940

    Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

    Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
  • /22

    $109,999

    • Land
    • 3 Acres
    • $36,666 per Acre

    OO Dimmick Mountain Rd, Middletown, NY 12430

    2.75 ACRE SCENIC LOT WITH NYC DEP APPROVALS - DIMMICK MOUNTAIN RD, MIDDLETOWN, NY ADDRESS: DIMMICK MOUNTAIN ROAD, MIDDLETOWN, NY 12455.................................... LOT SIZE: 2.75 ACRES TYPE: VACANT LAND - RESIDENTIAL ZONING UTILITIES: ELECTRIC ON-SITE, EXISTING DUG WELL PROPERTY OVERVIEW WELCOME TO YOUR PERFECT CATSKILLS RETREAT OPPORTUNITY...........................................A

    Joseph Lombardo LOMBARDO HOMES & ESTATES

    OO Dimmick Mountain Rd, Middletown, NY 12430
  • /28

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,799 Sq Ft
    • House for Rent

    19 Highrose Ridge Way, Middletown, NY 10940

    Welcome to this stunning 3 Bedroom, 2.5 Bathroom Townhome, perfectly situated in the Highrose Ridge community in Middletown. As part of the Middletown School District, This property is strategically located, providing easy access to a range of amenities including restaurants, shopping centers, schools, parks, and major highways like Interstate 84/87. Everything you need is just a stone's throw

    Wenpeng Guan Keller Williams Hudson Valley

    19 Highrose Ridge Way, Middletown, NY 10940
  • 25 Fairways Dr Unit 1, Middletown, NY 10940

    $405,000 Sold Sep 25, 2025

    • 1,296 Sq Ft
    • $312/SF
    • 143 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    25 Fairways Dr Unit 1, Middletown, NY 10940

    Step into this fully updated, move-in ready luxury condo located in one of the area’s most sought-after gated communities. This stunning first-floor residence has been meticulously upgraded from top to bottom—featuring designer finishes, fresh modern paint tones, and premium luxury flooring throughout. The custom kitchen is outfitted with elegant cabinetry, granite countertops, and stylish

    Randolph Rogers eXp Realty

    25 Fairways Dr Unit 1, Middletown, NY 10940
  • /50

    $969,999

    • 3 Beds
    • 3 Baths
    • 3,282 Sq Ft

    346 Mullock Rd, Middletown, NY 10940

    Welcome to 346 Mullock Road – A Private Pondside Mini-Estate in the Heart of the Hudson ValleyTucked away down a long, tree-lined drive in the sought after Minisink Valley School District, this 3-bedroom, 3-bathroom contemporary sanctuary unfolds across 3300+ sqft of architecturally distinctive living space, set on 5.4 private, park-like acres with not one, but two spring-fed ponds teeming

    Alyse Toffel Keller Williams Hudson Valley

    346 Mullock Rd, Middletown, NY 10940
  • /11

    $2,700 per month

    • 3 Beds
    • 1 Bath
    • 1,082 Sq Ft
    • House for Rent

    28 1/2 Myrtle Ave Unit 28, Middletown, NY 10940

    ? Charming Two-Story Home ?This well-maintained 3-bedroom, 1-bathroom home offers 1,082 sq. ft. of living space with a functional layout perfect for families. The first floor features a formal dining room, a spacious living room, and durable vinyl flooring throughout. Upstairs, you’ll find three comfortable bedrooms and a full bath.Conveniently located near shopping, major highways, and

    Jean DiMatteo DiMatteo Realty LLC

    28 1/2 Myrtle Ave Unit 28, Middletown, NY 10940
  • 40 Camp Orange Rd, Middletown, NY 10941

    $1,800,000 Sold Sep 25, 2025

    • 2,092 Sq Ft
    • $860/SF
    • 746 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1759

    40 Camp Orange Rd, Middletown, NY 10941

    This versatile and lucrative investment or user property sits on one of the largest open land parcels left in the Town of Wallkill. Great Location on Route 211 between Middletown and Montgomery. Presently used as a dairy farm with many options for ag business or other type of business. Views would make this a great hospitality site, wedding venue, winery, brewery, ag tourism, retail dairy or

    Joe Distelburger Keller Williams Realty

    40 Camp Orange Rd, Middletown, NY 10941
  • /49

    $749,900

    • 4 Beds
    • 3 Baths
    • 3,900 Sq Ft

    225 van Duzer Rd, Middletown, NY 10940

    Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with its gleaming hardwood floors offers a spacious living room with built-in electric fireplace to a family room to a dining dining area open to a beautiful kitchen

    Anita S. Cristiano HomeSmart Homes & Estates

    225 van Duzer Rd, Middletown, NY 10940
  • /11

    $2,700 per month

    • 3 Beds
    • 1 Bath
    • 1,078 Sq Ft
    • House for Rent

    28 Myrtle Ave, Middletown, NY 10940

    ? Charming Two-Story Home ?This well-maintained 3-bedroom, 1-bathroom home offers 1,078 sq. ft. of living space with a functional layout perfect for families. The first floor features a formal dining room, a spacious living room, and harwood floors throughout. Upstairs, you’ll find three comfortable bedrooms and a full bath.Conveniently located near shopping, major highways, and right by

    Jean DiMatteo DiMatteo Realty LLC

    28 Myrtle Ave, Middletown, NY 10940
  • 23 Willow Place, Middletown, NY 10940

    $334,000 Sold Sep 24, 2025

    • 1,066 Sq Ft
    • $313/SF
    • 92 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    23 Willow Place, Middletown, NY 10940

    Welcome to this charming 3-bedroom, 1-bath ranch nestled in a serene neighborhood. This delightful home features an attached 1-car garage, perfect for convenience and storage. Step inside to discover a large light filled living room, formal dining area that seamlessly flows into a kitchen boasting ample cabinet space, ideal for culinary enthusiasts. Down the hall you will find 3 generous sized

    Maria Sairrino Cronin & Company Real Estate

    23 Willow Place, Middletown, NY 10940
  • /16

    $59,000

    • Land
    • 4.66 Acres
    • $12,661 per Acre

    Tbd Running Horse Rd, Middletown, NY 12455

    Tucked away on a private dead end road, this 4.66-acre parcel offers the perfect balance of seclusion and accessibility. The property features a generous, usable area at the front that's easily accessible from the road—ideal for siting your home, cabin, or weekend retreat. As the land stretches back, the terrain becomes steeper, adding character and natural privacy. The wooded setting provides a

    Teresa Falkowski Keller Williams Realty HV Nort

    Tbd Running Horse Rd, Middletown, NY 12455
  • /11

    $2,500 per month

    • 3 Beds
    • 1 Bath
    • 1,432 Sq Ft
    • Apartment for Rent

    30 Royce Ave, Middletown, NY 10940

    Spacious and inviting, this 3-bedroom, 1-bath home with 1,432 sq ft is ready for you to move right in! Featuring a bright eat-in kitchen, formal dining room, and large living room, this home offers plenty of space for everyday living and entertaining. Enjoy the convenience of a washer/dryer hookup, comfortable carpet and vinyl flooring, and new windows that bring in natural light. Outside, relax

    Anthony Rivas Keller Williams Hudson Valley

    30 Royce Ave, Middletown, NY 10940
  • 4 W Jackson Ave, Middletown, NY 10940

    $405,000 Sold Sep 23, 2025

    • 1,456 Sq Ft
    • $278/SF
    • 31 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1930

    4 W Jackson Ave, Middletown, NY 10940

    This charming 1930 side-hall colonial home is a true classic gem, brimming with character and timeless appeal. From the moment you step inside, you'll be greeted by the warmth of original hardwood floors. The full walk-up attic and basement offer space for ample storage. The home has been meticulously maintained, tastefully updated and is move in ready.Nestled in a prime location, this home

    Theresa Powers Keller Williams Realty

    4 W Jackson Ave, Middletown, NY 10940

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