Middletown, NY Homes

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  /15

  $268,000

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

  100 Hillside Dr Unit C1, Middletown, NY 10941

  Charming 2-Bedroom, 2-Bath Home in a Gated Community — Excellent Goshen Schools! Welcome to this bright and inviting first-floor corner condo located in a desirable gated community within the highly rated Goshen School District. This spacious and sunny home offers 2 bedrooms, 2 full bathrooms, wall-to-wall carpeting, and ample closet space throughout. The modern kitchen features new stainless

  Jonathon Lee Keller Williams Hudson Valley

  100 Hillside Dr Unit C1, Middletown, NY 10941
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  /26

  $1,915 - $2,200 per month

  Rockwood Gardens Apartments

  1 - 2 Beds

  51 Rockwood Cir, Middletown, NY 10941

  Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

  51 Rockwood Cir, Middletown, NY 10941
• 

  $475,000 Sold Oct 31, 2025

  • 2,036 Sq Ft
  • $233/SF
  • 95 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  51 Pine Ct, Middletown, NY 10941

  Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

  John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
• 

  Est $490,291 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  33 Cornwall Ln, Middletown, NY 10940

  33 Cornwall Ln, Middletown, NY 10940
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  /32

  $425,000

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  42 Genung St, Middletown, NY 10940

  BEAUTIFUL turn-key home located in MIDDLETOWN! Do NOT let the ouside fool you as this home is bigger than expected... Step inside this Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to kitchen. New vinyl floors and recessed lighting throughout. Modern eat-in kitchen with new white cabinets, granite countertops, backsplash & gorgeous fresh out the

  Sandra Arnez Keller Williams Hudson Valley

  42 Genung St, Middletown, NY 10940
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  /27

  $2,150 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Condo for Rent

  366 Concord Ln, Middletown, NY 10940

  NEW NEW NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. Private entrance, all new appliances 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Walk in closet. Lovely breakfast bar. Plenty of parking and assigned space. Lovely outdoor space. Minutes to parks, shops, dining, & public

  Yolanda Hoey More and More Real Estate

  366 Concord Ln, Middletown, NY 10940
• 

  $330,000 Sold Oct 30, 2025

  • 1,016 Sq Ft
  • $325/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1960

  3 Chappell Pkwy, Middletown, NY 10940

  Move-in ready and priced to sell! This charming 2-bedroom, 1-bath home at the end of a quiet cul-de-sac in Middletown offers an open living and dining area, an eat-in kitchen, a small unfinished basement for storage, and a walk-out one-car garage with additional driveway parking. Enjoy the convenience of being minutes from historic downtown Middletown’s shops, restaurants, and the Paramount

  Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
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  Est $483,202 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  27 Cornwall Ln, Middletown, NY 10940

  27 Cornwall Ln, Middletown, NY 10940
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  /44

  $460,000

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft

  23 Avoncroft Ln, Middletown, NY 10940

  Welcome to 23 Avoncroft Ln., a stunning 3-bedroom end-unit townhome in the highly sought-after Woodside Knolls community! This beautifully maintained home shines with modern upgrades, including a brand-new stove, microwave, stainless steel appliances, and central AC, ensuring comfort and efficiency. Cozy up by the gas fireplace or enjoy the versatile, fully finished basement with a walkout and a

  Carol Cruz Keller Williams Hudson Valley

  23 Avoncroft Ln, Middletown, NY 10940
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  /13

  $1,450 - $1,950 per month

  Crestwood Apartments

  Studio - 2 Beds

  92 Fitzgerald Dr, Middletown, NY 10940

  Welcome to Crestwood!Discover tranquility and affordability at Crestwood Apartments in Middletown, NYNestled amidst the rolling hills of Middletown, NY, Crestwood Apartments offers a welcoming haven for those seeking comfortable living at an exceptional value. Whether you're a young professional, a family starting out, or a seasoned resident looking for a peaceful retreat, Crestwood

  92 Fitzgerald Dr, Middletown, NY 10940
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  $315,000 Sold Oct 30, 2025

  • 1,220 Sq Ft
  • $258/SF
  • 53 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  38 Sheffield Dr, Middletown, NY 10940

  Welcome to this beautiful 3-bedroom, 1.5-bath townhouse-style single-family home, ideally located on a spacious corner lot in the heart of Middletown, NY. This charming residence has been freshly painted throughout and features brand-new carpeting, offering a bright, clean, and move-in-ready atmosphere from the moment you step inside. The home’s thoughtful layout provides a comfortable and

  Malik Subhani Weichert Realtors

  38 Sheffield Dr, Middletown, NY 10940
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  Est $475,052 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,790 Sq Ft

  51 Cornwall Ln, Middletown, NY 10940

  51 Cornwall Ln, Middletown, NY 10940
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  /37

  $415,000

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  160 Gillen Rd, Middletown, NY 10940

  Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

  Marie Savage Curasi Realty, Inc.

  160 Gillen Rd, Middletown, NY 10940
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  /15

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,798 Sq Ft
  • Condo for Rent

  83 Jordan Ln, Middletown, NY 10940

  Get ready to live your best life in this spectacular 1,798 sq ft condo—a space practically designed for fun, friends, and fantastic memories! Imagine the possibilities with 3 bedrooms and 2.5 baths, giving everyone the space they need. Plus, that sweet central air means you can always keep the party cool, no matter how hot the conversation gets. This is the home that keeps you connected! Forget

  Deanna Moriarty Keller Williams Hudson Valley

  83 Jordan Ln, Middletown, NY 10940
• 

  $600,000 Sold Oct 30, 2025

  • 2,340 Sq Ft
  • $256/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1988

  322 Union School Rd, Middletown, NY 10941

  Set behind a beautiful wall of stone and down a winding driveway, this spacious cedar sided ranch, on 2 level acres of a picture book lawn flanked by specimen trees and mature landscaping. Gleaming hardwood flooring throughout, neutral colors, abundant sunlight and well apportioned rooms. 3 possible 4 bedrooms 3 baths and ample closet space. Huge eat in kitchen with stainless appliances. A full

  Richard Wawrynek Howard Hanna Rand Realty

  322 Union School Rd, Middletown, NY 10941
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  Est $474,572 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  22 Avoncroft Ln, Middletown, NY 10940

  22 Avoncroft Ln, Middletown, NY 10940
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  /41

  $440,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location! Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an ideal

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  /9

  $2,000 - $2,200 per month

  Stoneridge Manor Apartments

  2 Beds

  22-26 Stoneridge Rd, Middletown, NY 10941

  Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

  22-26 Stoneridge Rd, Middletown, NY 10941
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  $435,000 Sold Oct 30, 2025

  • 2,040 Sq Ft
  • $213/SF
  • 20 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1966

  167 Rockwell Ave, Middletown, NY 10940

  Charming Single-Family Home for SaleWelcome to this beautifully designed, spacious single-family home, offering a perfect blend of comfort and style. Nestled in a serene space, this home is ideal for those seeking both tranquility and convenience.As you step inside, you’re greeted by an inviting open-concept layout that seamlessly connects the living, dining, and kitchen areas. The living

  Ermelinda Mclaughlin eXp Realty

  167 Rockwell Ave, Middletown, NY 10940
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  Est $471,007 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  5 Avoncroft Ln, Middletown, NY 10940

  5 Avoncroft Ln, Middletown, NY 10940
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  /2

  $419,900 Pending

  • 3 Beds
  • 3 Baths
  • 2,214 Sq Ft

  242 Derby Rd, Middletown, NY 10940

  Welcome to 242 Derby Road.

  Isaiah Lopez Keller Williams Hudson Valley

  242 Derby Rd, Middletown, NY 10940
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  /19

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft
  • Townhouse for Rent

  265 Ruth Ct, Middletown, NY 10940

  Welcome to a beautifully updated 2-bedroom, 2 full bathroom ground-level end unit condo, located in Middletown, NY. Move-in ready, this home offers an inviting open layout filled with natural light throughout. Enjoy the convenience of in-unit laundry with your own washer and dryer, along with two spacious bedrooms and two full bathrooms designed for comfort and functionality. The Master bedroom

  Moses Neuman Preferred Properties Real Esta

  265 Ruth Ct, Middletown, NY 10940
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  $489,000 Sold Oct 30, 2025

  • 1,823 Sq Ft
  • $268/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  30 Wilson St, Middletown, NY 10940

  MAGAZINE READY!!!! HGTV CALLED, YOUR DREAM HOME JUST HIT THE MARKET! Absolutely Stunning Newly Renovated Raised Ranch in Middletown! Prepare to be impressed by this incredible, newly renovated raised ranch, ideally situated in a quiet and peaceful Middletown neighborhood. Thoughtfully redesigned with impeccable taste and high end, on-trend finishes, this home offers both style and substance in

  Frank Muccari Cronin & Company Real Estate

  30 Wilson St, Middletown, NY 10940
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  Est $419,022 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft

  68 Anthony St, Middletown, NY 10940

  68 Anthony St, Middletown, NY 10940
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  /2

  $450,000 Pending

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

  3 Bonnie Brae Dr, Middletown, NY 10941

  Welcome to 3 Bonnie Brae Dr in Middletown (Pine Bush Schools). This 3-bedroom, 1-bath home offers 1,584 sq ft of living space on a 0.28-acre lot, highlighted by an in-ground pool and a charming gazebo, perfect for summer relaxing and entertaining. A detached oversized garage with a finished room above provides versatile bonus space for a studio, office, gym, or hobbies. Inside, the layout flows

  Pete Wolven Hudson Valley Home Connection

  3 Bonnie Brae Dr, Middletown, NY 10941
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  /25

  $594 - $1,501 per month

  Middlecrest Crossing 55+ Senior Apartments

  1 - 2 Beds

  76 Uhlig Rd, Middletown, NY 10940

  It is with great excitement that we share with you Orange County's senior housing rental community at Middlecrest Crossing Phase 2. As a potential applicant, we are offering you an opportunity to preview Middlecrest Crossing's outstanding apartment community, amenities and generous building and apartment layouts. Middlecrest Crossing is located on 76 Uhlig Road off of Kirbytown Road in the city

  76 Uhlig Rd, Middletown, NY 10940
• 

  $318,000 Sold Oct 30, 2025

  • 792 Sq Ft
  • $402/SF
  • 33 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  25 Lafayette Ave, Middletown, NY 10940

  Welcome to 25 Lafayette Avenue, a charming and move-in ready 2-bedroom, 1-bath bungalow located on a quiet residential street in the heart of Middletown. This well-maintained home combines comfort and character, offering central air, stylish pet resistant vinyl flooring throughout, a sun-filled living room, and a beautifully updated kitchen with quartz countertops and ample cabinet space.The

  Kathy White Exit Realty Connections

  25 Lafayette Ave, Middletown, NY 10940
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  Est $359,536 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,754 Sq Ft

  53 Roosevelt Ave, Middletown, NY 10940

  53 Roosevelt Ave, Middletown, NY 10940
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  /27

  $414,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,795 Sq Ft

  11 Dolson Ave, Middletown, NY 10940

  Beautifully Updated Home in the Heart of Middletown! Step into this stunning 3-bedroom, 3-bath home offering 1,795 sq ft of stylish living space. The heart of the home is the modern, fully renovated kitchen featuring sleek white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, and an eye-catching tile backsplash—perfect for cooking, entertaining, and

  Gleny Bencosme Coldwell Banker Realty

  11 Dolson Ave, Middletown, NY 10940
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  /14

  $3,000 per month

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft
  • House for Rent

  39 Royce Ave, Middletown, NY 10940

  Welcome to 39 Royce! This inviting 3-bedroom, 2-bath rental home offers comfortable living in a great part of town. The interior features a spacious layout with plenty of natural light and a functional design. All three bedrooms are well-sized, offering flexibility for families, roommates, or a home office setup. The kitchen and living areas are designed for easy everyday living. You will find

  Ryan Barrett Keller Williams Realty

  39 Royce Ave, Middletown, NY 10940
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  $270,000 Sold Oct 29, 2025

  • 896 Sq Ft
  • $301/SF
  • 11 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1979

  63 Pierson Hill Rd, Middletown, NY 10940

  Welcome to this charming Cape Cod set on over 2.3 parklike acres in the Minisink Valley School District. This cozy 2-bedroom home offers privacy, a tranquil setting, and endless potential. Recent updates include brand-new vinyl siding, a new roof, and new gutters—giving you peace of mind for years to come. Inside, the home is ready for your personal touch and updating, featuring a warm and

  Jackie Siracuse Absolute Real Estate of NY Inc

  63 Pierson Hill Rd, Middletown, NY 10940
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  Est $632,821 Not Listed For Sale

  • 2 Beds
  • 3.5 Baths
  • 1,762 Sq Ft

  77 Fairways Dr, Middletown, NY 10940

  77 Fairways Dr, Middletown, NY 10940
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  /42

  $435,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,392 Sq Ft

  284 Ohaire Rd, Middletown, NY 10941

  For the first time in over 60 years, this cherished 1960’s 4-bedroom, 2-bath ranch is ready to welcome its next owners. Lovingly cared for by the same family for 63 years, this home radiates warmth and pride of ownership. Inside, you’ll find a comfortable single-level layout with a bright living room, spacious bedrooms, and an inviting kitchen and dining area that have hosted countless family

  Antoinette Gundersen HomeSmart Homes & Estates

  284 Ohaire Rd, Middletown, NY 10941
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  /25

  $2,350 - $2,600 per month

  The Park At Main

  1 - 2 Beds

  430 E Main St, Middletown, NY 10940

  The Park at Main, located in the town of Wallkill, NY, is the latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a pool and lounge deck, a luxury clubhouse with a billiard room, and a fitness center — experience sophisticated living in this

  430 E Main St, Middletown, NY 10940
• 

  $330,000 Sold Oct 29, 2025

  • 925 Sq Ft
  • $357/SF
  • 22 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1950

  6 Madeline Terrace, Middletown, NY 10940

  Welcome to 6 Madalaine Terrace, a charming ranch-style home in Middletown offering easy one-level living. This 3-bedroom, 1.5-bath home features a cozy living room, an eat-in kitchen, and a practical layout that makes the most of its space. The fenced yard is perfect for outdoor enjoyment, pets, or gardening. With a private driveway and low-maintenance exterior, this home is ideal for anyone

  Lauren Kelly Howard Hanna Rand Realty

  6 Madeline Terrace, Middletown, NY 10940
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  Est $210,651 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  133 Fairfax Ave, Middletown, NY 10940

  133 Fairfax Ave, Middletown, NY 10940
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  /42

  $469,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  23 Macintosh Dr, Middletown, NY 10941

  Welcome to Scotchtown! This true raised ranch offers room for all, with extensive improvements and quality updates throughout. Enjoy a neighborhood setting with the convenience of town of Wallkill amenities just minutes away! Step inside to a bright, light-filled interior with two levels of living space and a comfortable floor plan. Hardwood floors flow throughout the main spaces, while a vaulted

  Laurel Lustgarten Howard Hanna Rand Realty

  23 Macintosh Dr, Middletown, NY 10941
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  /18

  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • House for Rent

  31 Denman Rd, Middletown, NY 10940

  Welcome to the Wallkill area! Conveniently located close to everything yet offering plenty of privacy, this spacious home features 4 bedrooms and 2.5 baths. All bedrooms are generously sized, and the kitchen was beautifully updated within the last two years. The open-concept layout connects the kitchen to the family room, with inviting sliding doors that lead to the back deck and yard perfect for

  Bianca Vericain Q Home Sales

  31 Denman Rd, Middletown, NY 10940
• 

  $467,000 Sold Oct 29, 2025

  • 4,698 Sq Ft
  • $99/SF
  • 240 Days On Market

  • 8 Beds
  • 4 Baths
  • Built 1900

  22 Mud Mills Rd, Middletown, NY 10940

  Investor Alert: Instant Equity & Endless Potential! Back on the market and priced below appraised value for a quick sale—this rare income-producing estate offers two houses and three total units on nearly 2 scenic acres. Once home to actor Robert Heitman, the property blends rich history, vintage charm, and incredible investment opportunity. The front house features two sun-drenched units,

  Michelle Getty HVG Realty, Inc.

  22 Mud Mills Rd, Middletown, NY 10940
• 

  Est $535,202 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft

  177 High Barney Rd, Middletown, NY 10940

  177 High Barney Rd, Middletown, NY 10940

Showing Results 161 - 200, Page 5 of 18