21,591

Middletown, NY Homes

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  • /48

    $999,500

    $101K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,787 Sq Ft

    441 Scotchtown Collabar Rd, Middletown, NY 10941

    Colonial Masterpiece - This one-of-a-kind Hudson Valley residence artfully combines authentic, historic character with flawless contemporary design set on a bucolic, level parcel. The c. 1790’s antique colonial portion of the home features a timeless natural stone facade, standing seam roof, and welcoming red front door evoking true period charm. An architecturally inspired contemporary wing clad

    Jacob Matthews Ellis Sotheby's Intl Realty

    441 Scotchtown Collabar Rd, Middletown, NY 10941
  • /26

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    38 Richmond Place Unit 1B, Middletown, NY 10940

    Amazing 2 bedroom garden apartment with water included.......and solar panels for a nearly nothing electric bill for rent! This what you've been waiting for so come, step out of your car, down your steps and into your private patio retreat with direct access into this two bedroom garden apartment style rental. Unit features 2 large bedrooms with ample closet space in each, double wide large entry

    Thomas Grazier I Realty LLC

    38 Richmond Place Unit 1B, Middletown, NY 10940
  • 29 Beacon St, Middletown, NY 10940

    $407,500

    Sold May 04, 2026

    29 Beacon St, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,886 Sq Ft
    • Built 1910

    Last Sold Summary

    • 4% Below List Price
    • $216/SF
    • 32 Days On Market

    Current Estimated Value $391,817

    Last Listing Agent Jessica Evans KW Hudson Valley Untied

    29 Beacon St, Middletown, NY 10940
  • /24

    $39,000

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    406 4th Ave, Middletown, NY 10941

    Fantastic opportunity to own your own home. Two bedrooms and one full bath, two decks, central a/c. Parking for two cars. Storage shed. Eat in kitchen with lots of cabinet space. Large living room. Ceiling fans and natural light. Big primary bedroom with double closet. ** MUST BE OWNER OCCUPIED - NO RENTALS *** . Valley View Mobile Home Park. Monthly lot rent of $930 includes tax, water, garbage,

    John Nahass Century 21 Full Service Realty

    406 4th Ave, Middletown, NY 10941
  • /10

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • House for Rent

    52 Horton Ave, Middletown, NY 10940

    This home is ideal for large or growing families seeking space, comfort, and convenience. The inviting layout features three generously sized bedrooms and two full bathrooms, along with a bright and open living area that creates a warm and comfortable atmosphere for everyday living. Designed with both functionality and flexibility in mind, the home easily accommodates a variety of family needs.

    Jin Pang Panorama Realty

    52 Horton Ave, Middletown, NY 10940
  • 34 Feiertag Rd, Middletown, NY 10941

    $550,000

    Sold Apr 18, 2026

    34 Feiertag Rd, Middletown, NY 10941

    • 3 Beds
    • 3 Baths
    • 3,021 Sq Ft
    • Built 2000

    Last Sold Summary

    • 15% Below List Price
    • $182/SF
    • 210 Days On Market

    Current Estimated Value $621,167

    Last Listing Agent Julianna Cotthaus 1st Independent Realty Grp

    34 Feiertag Rd, Middletown, NY 10941
  • /28

    $399,999

    • 4 Beds
    • 2 Baths
    • 2,352 Sq Ft

    108-110 Academy Ave, Middletown, NY 10940

    Incredible Investment or Perfect House-Hack in a Prime Location!Maximize your portfolio with this fantastic two-family property! Whether you're a seasoned investor looking for solid cash flow or an owner-occupant wanting to offset your mortgage, this duplex delivers. The vacant upstairs unit is completely turn-key and meticulously renovated—boasting a brand-new kitchen, pristine bathroom,

    Deidre McGinty Howard Hanna Rand Realty

    108-110 Academy Ave, Middletown, NY 10940
  • /28

    $1,900 Per Month

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

    23 W Main St Unit 1, Middletown, NY 10940

    Beautifully renovated one bedroom unit in historic building in downtown City of Middletown. Extra high ceilings and large windows make this spacious unit feel even larger. Trendy loft feel with some original elements are a total vibe. The open floor plan is welcoming and will be an oasis at the end of a long day. Not sure if your furniture will fit? Check out the included floor plan! Municipal

    Hilary Ryan Goldman Howard Hanna Rand Realty

    23 W Main St Unit 1, Middletown, NY 10940
  • 16 Robertson Dr, Middletown, NY 10940

    $371,000

    Sold Aug 19, 2025

    16 Robertson Dr, Middletown, NY 10940

    • 2 Beds
    • 1.5 Baths
    • 1,404 Sq Ft
    • Built 1955

    Last Sold Summary

    • 24% Above List Price
    • $264/SF
    • 19 Days On Market

    Current Estimated Value $363,281

    Last Listing Agent Virginia Corbett eXp Realty

    16 Robertson Dr, Middletown, NY 10940
    • /12

      Not Listed For Sale

      Tbd Dimmick Mountain Rd, Middletown, NY 12430

      Tbd Dimmick Mountain Rd, Middletown, NY 12430

      Last Sold Summary

      • 144 Days On Market

  • /44

    $384,999

    • 2 Beds
    • 1.5 Baths
    • 1,584 Sq Ft

    1 Lake Ridge Dr, Middletown, NY 10940

    Seller will pay $5,000 of your closing costs! Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /9

    $2,000 Per Month

    • 2 Beds
    • 1 Bath
    • 2,132 Sq Ft
    • Apartment for Rent

    8 Roberts St Unit 2-A, Middletown, NY 10940

    Spacious and well-maintained 2-bedroom apartment located on the second floor in the City of Middletown. Features include bright living spaces, hardwood flooring, updated kitchen and bathroom, and private parking. Close to shopping, restaurants, schools, public transportation, and major highways. Ready for immediate occupancy.

    Yosseline Genao KW Hudson Valley Untied

    8 Roberts St Unit 2-A, Middletown, NY 10940
  • 10 Wisner Ave Unit 12, Middletown, NY 10940

    $400,000

    Sold Jun 23, 2026

    10 Wisner Ave Unit 12, Middletown, NY 10940

    • 4 Beds
    • 1 Bath
    • 1,296 Sq Ft
    • Built 1961

    Last Sold Summary

    • $309/SF
    • 35 Days On Market

    Current Estimated Value $352,748

    Last Listing Agent Sean Israelski Howard Hanna Rand Realty

    10 Wisner Ave Unit 12, Middletown, NY 10940
  • /13

    $550,000

    $10K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 1,911 Sq Ft

    35 Dogwood Dr, Middletown, NY 10940

    Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

    Lenworth Brisco Keller Williams Realty NYC Grp

    35 Dogwood Dr, Middletown, NY 10940
  • /9

    $1,700 Per Month

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

    7 Sproat St, Middletown, NY 10940

    Stunning 1-Bedroom Rental in the Heart of Middletown, NY!! Welcome to your new home! Nestled in the vibrant heart of Middletown, NY, this charming 1-bedroom rental offers a perfect blend of comfort, convenience, and modern living. The spacious kitchen, the heart of this home, features ample cabinet space to ensure all your culinary essentials have a place. Equipped with essential appliances, the

    Maria Sairrino Cronin & Company Real Estate

    7 Sproat St, Middletown, NY 10940
  • 22 Bonnell St, Middletown, NY 10940

    $318,000

    Sold Dec 12, 2025

    22 Bonnell St, Middletown, NY 10940

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft
    • Built 1890

    Last Sold Summary

    • 14% Above List Price
    • $231/SF
    • 65 Days On Market

    Current Estimated Value $320,915

    Last Listing Agent Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
  • /44

    $370,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,413 Sq Ft

    6 Charlotte Mews, Middletown, NY 10940

    New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

    Zhiheng Tang KW Hudson Valley Untied

    6 Charlotte Mews, Middletown, NY 10940
  • /16

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 1,250 Sq Ft
    • Apartment for Rent

    22 Cottage St Unit 3B, Middletown, NY 10940

    Luxury Reimagined: Stunning Loft in Middletown’s Iconic Landmark Building! Step into a residence where history meets high-end renovation. This meticulously updated 1-bedroom loft offers a sophisticated urban lifestyle with a nod to the building's architectural roots.Interior Highlights: Modernized kitchen, designer bathroom, and climate-conscious energy-efficient windows.Unique Features:

    Nikki Grzegorzewski Keller Williams Realty

    22 Cottage St Unit 3B, Middletown, NY 10940
  • 82 Houston Ave, Middletown, NY 10940

    $319,000

    Sold Nov 26, 2025

    82 Houston Ave, Middletown, NY 10940

    • 3 Beds
    • 1 Bath
    • 1,124 Sq Ft
    • Built 1929

    Last Sold Summary

    • $284/SF
    • 26 Days On Market

    Current Estimated Value $313,158

    Last Listing Agent Wendy Beck Krumpfer Realty Group, LLC

    82 Houston Ave, Middletown, NY 10940
  • /15

    $259,999

    • 4 Beds
    • 1 Bath
    • 1,140 Sq Ft

    29 Parsons Ln, Middletown, NY 10940

    Endless Potential - Discover the possibilities at 29 Parsons Lane — a private country property offering space, privacy, and opportunity on approximately 6.4 acres. Offering an additional 4.6 acres for a total of 11 acres. This single-family ranch-style home features 4 bedrooms (currently lives as a 2 bedroom & a laundry room), 1 full bathroom, and approximately 1,140 square feet of living space.

    Camelia Pena-Rivera RE/MAX Distinguished Hms.&Prop

    29 Parsons Ln, Middletown, NY 10940
  • /12

    $2,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    60 Sarah Ln, Middletown, NY 10941

    Welcome home to this spacious 3-bedroom, 1.5-bath townhouse available for immediate occupancy. Featuring newly installed carpeting, this home offers generous living space and a fresh, updated feel throughout.Conveniently located in the highly desirable Goshen School District, with easy access to I-86 and I-84, and just minutes from Garnet Health Medical Center, the Galleria at Crystal Run,

    Rocio Weyrauch KW Hudson Valley Untied

    60 Sarah Ln, Middletown, NY 10941
  • 1 Chancery Mews, Middletown, NY 10940

    $345,000

    Sold Jan 09, 2026

    1 Chancery Mews, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,604 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Below List Price
    • $215/SF
    • 64 Days On Market

    Current Estimated Value $347,095

    Last Listing Agent Sean Walker Keller Williams Realty

    1 Chancery Mews, Middletown, NY 10940
  • /25

    $399,900

    Pending
    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    56 Mulberry St Unit 54, Middletown, NY 10940

    CALLING ALL INVESTORS! This well-maintained two-family home in the heart of Middletown is a must-see opportunity! Each apartment offers two bedrooms, a spacious living room, a den/office and a full kitchen, perfect for tenants seeking comfort and convenience. Recent updates include a new roof, siding, soffits, and gutters—all completed within the past few months, ensuring peace of mind for years

    Patricia Sassi RE/MAX Benchmark Realty Group

    56 Mulberry St Unit 54, Middletown, NY 10940
  • /16

    $1,900 Per Month

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

    84 Foster Rd, Middletown, NY 10941

    COTTAGE FOR RENT WITH ALL UTILITIES INCLUDED!! Welcome to this cozy one bedroom cottage that perfectly blends comfort, convenience, and charm. Tucked away on a quiet property, this inviting home offers privacy while still being close to local amenities, shops, and major routes. Step inside to find a bright and welcoming living space with a comfortable open layout. The main level features a living

    David Nicoli Nicoli Realty

    84 Foster Rd, Middletown, NY 10941
  • 14 W Prospect Ave, Middletown, NY 10940

    $374,300

    Sold Sep 05, 2025

    14 W Prospect Ave, Middletown, NY 10940

    • 3 Beds
    • 1.5 Baths
    • 1,788 Sq Ft
    • Built 1935

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 57 Days On Market

    Current Estimated Value $385,642

    Last Listing Agent Sharon Reynolds KW Hudson Valley Untied

    14 W Prospect Ave, Middletown, NY 10940
  • /38

    $549,900

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    181 Stony Ford Rd, Middletown, NY 10941

    Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete

    Rana Ali eXp Realty

    181 Stony Ford Rd, Middletown, NY 10941
  • /5

    $2,200 Per Month

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

    206 Golf Links Rd Unit 814, 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.

    John Chirico Curasi Realty, Inc.

    206 Golf Links Rd Unit 814, Middletown, NY 10940
  • 110 Deer Ct Dr, Middletown, NY 10940

    $340,500

    Sold Dec 05, 2025

    110 Deer Ct Dr, Middletown, NY 10940

    • 3 Beds
    • 2.5 Baths
    • 1,919 Sq Ft
    • Built 1991

    Last Sold Summary

    • $177/SF
    • 77 Days On Market

    Current Estimated Value $349,137

    Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

    110 Deer Ct Dr, Middletown, NY 10940
  • /49

    $719,000

    $180K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 2,828 Sq Ft

    482 Scotchtown Ave, Middletown, NY 10941

    Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

    Pamela Henning KW Hudson Valley United

    482 Scotchtown Ave, Middletown, NY 10941
  • /16

    $3,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • House for Rent

    14 Smith St, Middletown, NY 10940

    See all this spacious rental has to offer, located on a quiet side street in Middletown. This home is ideal for those seeking extra space and convenience. This home provides all the space you need, plus a backyard for relaxing, BBQ's, and group get-togethers. Pets Ok and utilities included. Close to schools, shopping, restaurants, hospital, and public transportation. Book your showing today and

    Dawn Bulson Century 21 Geba Realty

    14 Smith St, Middletown, NY 10940
  • 391 Scotchtown Collabar Rd, Middletown, NY 10941

    $490,000

    Sold Sep 26, 2025

    391 Scotchtown Collabar Rd, Middletown, NY 10941

    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft
    • Built 1800

    Last Sold Summary

    • 12% Below List Price
    • $180/SF
    • 98 Days On Market

    Last Listing Agent John Biasi Howard Hanna Rand Realty

    391 Scotchtown Collabar Rd, Middletown, NY 10941

Showing Results 161 - 200, Page 5 of 18

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