21,590

Middletown, NY Homes

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  • /41

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 2,228 Sq Ft

    217-219 Highland Ave, Middletown, NY 10940

    Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

    Wenpeng Guan KW Hudson Valley Untied

    217-219 Highland Ave, Middletown, NY 10940
  • /23

    $3,500 Per Month

    • 4 Beds
    • 3 Baths
    • 1,954 Sq Ft
    • House for Rent

    54 Madison Ave, Middletown, NY 10940

    A beautiful 2 year old colonial home is now available to rent in the center of Middletown NY. Walk in distance to Orange County Community College and minutes to shopping, NYC transportation, hospital and medical centers. This stunning home is offering 4 bedrooms and 3 full bathrooms plus a walk out unfinished basement and one car garage. Landlord requires Tenants to have minimum 650 credit score,

    Anita S. Cristiano HomeSmart Homes & Estates

    54 Madison Ave, Middletown, NY 10940
  • 30 Eagles Way, Middletown, NY 10940

    $655,000

    Sold Feb 20, 2026

    30 Eagles Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,430 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $270/SF
    • 42 Days On Market

    Current Estimated Value $651,175

    Last Listing Agent Amanda Brehm KW Hudson Valley United

    30 Eagles Way, Middletown, NY 10940
  • /29

    $460,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft

    13 Hermanette Ave, Middletown, NY 10940

    Welcome to this beautifully updated Raised Ranch, built in 2004, and set in a picturesque and serene 1.2 private acres. This spacious home offers 3 generously sized bedrooms and 3 baths (2 full and 1 half). Perfect for comfortable everyday living and entertaining alike. Home offers New Furnace/Water heater, Quartz countertops, All new Stainless-steel appliance, freshly painted and new flooring

    Rosa Santiago Weichert Realtors

    13 Hermanette Ave, Middletown, NY 10940
  • /11

    $2,500 Per Month

    • 3 Beds
    • 1 Bath
    • 1,144 Sq Ft
    • House for Rent

    56 Wisner Ave, Middletown, NY 10940

    OPEN HOUSE APRIL 26, 2026 11:00am -1:00 PM.This inviting two-story home offers 1,152 sq. ft. of comfortable living space. Featuring three bedrooms, one full bathroom, a bright living room, dining room, and a functional kitchen, this home combines practicality with classic charm. Enjoy the warmth and character of hardwood floors throughout and a closed-in front porch perfect for relaxing or

    Jean DiMatteo DiMatteo Realty LLC

    56 Wisner Ave, Middletown, NY 10940
  • 1 Weather Vane Way, Middletown, NY 10940

    $490,000

    Sold Mar 10, 2026

    1 Weather Vane Way, Middletown, NY 10940

    • 4 Beds
    • 2.5 Baths
    • 1,955 Sq Ft
    • Built 1977

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 22 Days On Market

    Current Estimated Value $486,236

    Last Listing Agent Jessica Evans KW Hudson Valley Untied

    1 Weather Vane Way, Middletown, NY 10940
  • /4

    $1,650,000

    • Land
    • 7.5 Acres
    • $220,000 per Acre

    32 Gibbs Ct, Middletown, NY 10940

    32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

    Peter Janis Berkshire Hathaway HS NE Prop.

    32 Gibbs Ct, Middletown, NY 10940
  • /8

    $1,850 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    2 E Main St Unit 5, Middletown, NY 10940

    Available for immediate occupancy 3rd level apartment. Centrally located in the heart of Middletown. The unit has hardwood floors in the living room and 2 of the bedroom. One bedroom is in the loft space. Provides both street and municipal parking. Within walking distance to many local restaurants and shops, public transportation, municipal building, library, walking trail. Near colleges, Touro

    Nancy LaBarbera KW Hudson Valley United

    2 E Main St Unit 5, Middletown, NY 10940
  • 36 Vincent Dr, Middletown, NY 10940

    $415,000

    Sold Jun 12, 2026

    36 Vincent Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,346 Sq Ft
    • Built 1961

    Last Sold Summary

    • 7% Above List Price
    • $308/SF
    • 17 Days On Market

    Current Estimated Value $385,842

    Last Listing Agent Donna Reese KW Hudson Valley Untied

    36 Vincent Dr, Middletown, NY 10940
  • /24

    $439,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,905 Sq Ft

    566 County Route 49, Middletown, NY 10940

    For Sale – 566 County Route 46, Middletown, NY 10940 Welcome to this spacious 3-bedroom, 4-bath colonial-style condo located in a quiet country setting in Middletown. This home is the largest unit in the 4-unit condo complex, offering generous living space and a comfortable layout. The first floor features a bright and inviting large living room with sliding doors leading to a rear deck, perfect

    Jonathon Lee KW Hudson Valley United

    566 County Route 49, Middletown, NY 10940
  • /3

    $2,200 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,031 Sq Ft
    • Apartment for Rent

    206 Golf Links Rd Unit 713, Middletown, NY 10940

    This new 1 bedroom 1.5 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage.

    Victoria Fini Curasi Realty, Inc.

    206 Golf Links Rd Unit 713, Middletown, NY 10940
  • 38 Highrose Ridge Way, Middletown, NY 10940

    $475,000

    Sold Dec 04, 2025

    38 Highrose Ridge Way, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $172/SF
    • 73 Days On Market

    Current Estimated Value $483,428

    Last Listing Agent Donna Reese KW Hudson Valley United

    38 Highrose Ridge Way, Middletown, NY 10940
  • /47

    $349,999

    • 3 Beds
    • 4 Baths
    • 1,854 Sq Ft

    36 Prospect St, Middletown, NY 10940

    This beautiful colonial-style home is in need of some TLC! Due to its status as a Short Sale, the property is being sold “As-Is” with subject approval from a third party. This charming property boasts four bedrooms, two full baths, a well-equipped kitchen, a formal dining and living room, an unfinished basement and attic, a private driveway, and a spacious lot. Whether you’re an investor or a

    Vladimir Charles-Pierre Our Community Realty Ltd

    36 Prospect St, Middletown, NY 10940
  • /24

    $2,675 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,460 Sq Ft
    • Condo for Rent

    40 Brick Pond Rd, Middletown, NY 10940

    Fantastic Lake/Pond front 3 Bedroom Townhome with 1 1/2 baths in the sought after Spring Hollow Condo community. The main level features a large living/ dining room, a family room with a fireplace and a great size kitchen with plenty of countertop and cabinet space. There is a good size patio with a view of the pond - see pictures. A full size washer & dryer & powder room complete the first floor

    Allan Leeds ON SITE Sales & Marketing, LLC

    40 Brick Pond Rd, Middletown, NY 10940
  • 36 Mountain Ave Unit 34, Middletown, NY 10940

    $195,000

    Sold Mar 13, 2026

    36 Mountain Ave Unit 34, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1956

    Last Sold Summary

    • 22% Below List Price
    • $188/SF
    • 333 Days On Market

    Current Estimated Value $357,031

    Last Listing Agent Arduino Colomban Skyler Realty LLC

    36 Mountain Ave Unit 34, Middletown, NY 10940
  • /42

    $649,000

    $30K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    481 Dosen Rd, Middletown, NY 10940

    ABSOLUTELY GORGEOUS!!! MUST SEE!! QUALITY BUILT WITH BRAND NEW ADDITION AND BRAND NEW DETACHED POLE BARN!!! OVER 7 ACRES !!! 481 Dosen Road offers a rare combination of quality construction, privacy, and usable space, set on 7.4 peaceful acres. This custom-built Lok-N-Logs log home was thoughtfully designed to blend the character of a true log cabin with the comforts needed for everyday living.

    Frank Muccari Cronin & Company Real Estate

    481 Dosen Rd, Middletown, NY 10940
  • /6

    $1,925 Per Month

    • 2 Beds
    • 1 Bath
    • 2,040 Sq Ft
    • Apartment for Rent

    2471 New York 302, Middletown, NY 10941

    LOCATION, LOCATION! CLOSE highway within 5 minutes Middletown address but in town of Wallkill w pine bush schools. hardwood floor, great size rooms. Own private entrance. Landlord open to pets please ask, nice deck to enjoy the sun

    Myrna Lattore eRealty Advisors, Inc

    2471 New York 302, Middletown, NY 10941
  • 129 Foster Rd, Middletown, NY 10941

    $193,000

    Sold Oct 01, 2025

    129 Foster Rd, Middletown, NY 10941

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft
    • Built 1950

    Last Sold Summary

    • 3% Below List Price
    • $377/SF
    • 65 Days On Market

    Current Estimated Value $184,867

    Last Listing Agent Shannon Stewart Curasi Realty, Inc.

    129 Foster Rd, Middletown, NY 10941
  • /25

    $579,990

    • 3 Beds
    • 2.5 Baths
    • 2,205 Sq Ft

    30 Daly Rd, Middletown, NY 10940

    New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

    Jonathon Lee KW Hudson Valley Untied

    30 Daly Rd, Middletown, NY 10940
  • /10

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Apartment for Rent

    6-8 W Main St Unit 1, Middletown, NY 10940

    A spacious 2 bdrm/1bath is now available Downtown Middletown for July 1st move in. Enter into an open floor layout with a large living room & dining room followed by a kitchen with plenty of window light. Polished hardwood floors throughout. 2 bedrooms both with ample closet space. A bathroom with a tub and a laundry area with a washer and dryer in the unit for your convenience. Located right in

    Sandra Arnez KW Hudson Valley United

    6-8 W Main St Unit 1, Middletown, NY 10940
  • 122 Cottage St, Middletown, NY 10940

    $275,000

    Sold Jul 23, 2025

    122 Cottage St, Middletown, NY 10940

    • 2 Beds
    • 1 Bath
    • 1,201 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $229/SF
    • 205 Days On Market

    Current Estimated Value $272,489

    Last Listing Agent Brian Caplicki KW Hudson Valley United

    122 Cottage St, Middletown, NY 10940
    • 9 Arden Ct, Middletown, NY 10940

      Est $475,903

      Not Listed For Sale

      9 Arden Ct, Middletown, NY 10940

      • 3 Beds
      • 2.5 Baths
      • 2,427 Sq Ft
      • Built 2008
      9 Arden Ct, Middletown, NY 10940

      Last Sold Summary

      • 264 Days On Market

  • /39

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,053 Sq Ft

    45 Randall Heights, Middletown, NY 10940

    PRESIDENTIAL HEIGHTS welcomes you to make this LUXURY CONTEMPORARY home yours today! Set in the highly desirable Presidential Heights neighborhood, known for its beautiful homes, peaceful atmosphere, and close proximity to everyday essentials. A large wrap araund blacktopped driveway along with paver stone walkway leads you inside this newly remodeled gem. Discover an incredible blend of space,

    Sandra Arnez KW Hudson Valley United

    45 Randall Heights, Middletown, NY 10940
  • /9

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft
    • Apartment for Rent

    108 North St Unit 303, Middletown, NY 10940

    A BEAUTIFUL 1 bedroom/1 bath apartment in downtown Middletown will be available to rent by July 15th. Enter into an updated eat-in kitchen with open floor layout to a living room. The kitchen features stainless steel appliances, newer counters, floors & cabinets. A spacious 1 bedroom with a full tiled bathroom with toilet, vanity & shower. Please note that this is a 3rd floor unit. Minutes to

    Sandra Arnez KW Hudson Valley United

    108 North St Unit 303, Middletown, NY 10940
  • 5 Sayer Ln, Middletown, NY 10940

    $139,999

    Sold Mar 27, 2026

    5 Sayer Ln, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • Built 2017

    Last Sold Summary

    • 8% Above List Price
    • $130/SF
    • 42 Days On Market

    Last Listing Agent Pete Wolven Hudson Valley Home Connection

    5 Sayer Ln, Middletown, NY 10940
  • /18

    $499,000

    • 4 Beds
    • 2 Baths
    • 1,932 Sq Ft

    12 Walnut Ln, Middletown, NY 10940

    Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

    Xiaohui Cui KW Hudson Valley United

    12 Walnut Ln, Middletown, NY 10940
  • /36

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 775 Sq Ft
    • Condo for Rent

    2 Fortune Rd W Unit 3F, Middletown, NY 10941

    A Must see Fully available entering this condo unit into a Spacious living room, dining room combined with lots of sun lights throughout that leads into an outside balcony. unit is totally renovated, well maintained freshly painted, spacious kitchen with lots of cabinet space for storage quartz countertop, brand-new stainless-steel appliances. new flooring. unit offers one bedroom one bathroom on

    Samar Tarazi Keller Williams Realty

    2 Fortune Rd W Unit 3F, Middletown, NY 10941
  • 234 Howells Rd, 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 KW Hudson Valley Untied

    234 Howells Rd, Middletown, NY 10940
  • /35

    $550,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,096 Sq Ft

    2478 Mt Hope Rd, Middletown, NY 10940

    Welcome to this beautifully maintained contemporary bi-level nestled in the Minisink Valley School District. This move-in ready home offers a thoughtfully designed layout with soaring cathedral ceilings that fill the main living area with natural light and an airy, open feel. Gather around the fireplace in the living room on cool Hudson Valley evenings, creating the warm and inviting atmosphere

    Michael Martell eXp Realty

    2478 Mt Hope Rd, Middletown, NY 10940
  • /10

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    101 Wickham Ave Unit 2, Middletown, NY 10940

    MIDDLETOWN RENTAL!! A centrally located 1 bedroom is now available for immediate occupancy. Enter into a living room with plenty of natural window light followed by a small eat in kitchen with black appliances. One spacious bedroom and a full bath complete the unit. One of the few units that INCLUDES HEAT! Short distance to shops, restaurants, public transportation, and highway access. Off-street

    Frances Levin KW Hudson Valley United

    101 Wickham Ave Unit 2, Middletown, NY 10940
  • 9 Randall Heights, Middletown, NY 10940

    $490,000

    Sold Mar 12, 2026

    9 Randall Heights, Middletown, NY 10940

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft
    • Built 1964

    Last Sold Summary

    • 7% Below List Price
    • $262/SF
    • 70 Days On Market

    Current Estimated Value $486,086

    Last Listing Agent Naomi Streicher Q Home Sales

    9 Randall Heights, Middletown, NY 10940

Showing Results 241 - 280, Page 7 of 18

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