Middletown, NY Homes

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  /18

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this charming 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood with tree-lined streets, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  

  

  /14

  $1,750 per month

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

  15 Eldred St, Middletown, NY 10940

  MIDDLETOWN RENTAL!! A centrally located 2 bedroom is now available for immediate occupancy. This 2nd floor unit offers a living room followed by a kitchen with a door that leds to a back deck. 2 bedrooms with closet space and a full bath with a tub. Washer and dryer hookup available. Private driveway parking space available. Walking distance to shops, restaurants, public transportation, and

  Sandra Arnez Keller Williams Hudson Valley

  15 Eldred St, Middletown, NY 10940
• 

  $531,500 Sold May 01, 2025

  • 1,868 Sq Ft
  • $285/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  25 Cyprus Dr, Middletown, NY 10940

  Welcome to this stunning single-family home, built in 2016 and located in the highly desirable Wildflowers active adult community. This beautifully maintained property is ready for its next owner and offers the best in main-floor living. From the inviting front porch to the peaceful back deck, every detail of this home has been thoughtfully designed for comfort and convenience.Step inside to a

  Mary Rice Israelski Howard Hanna Rand Realty

  25 Cyprus Dr, Middletown, NY 10940
• 

  Est $326,996 Not Listed For Sale

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

  19 1/2 Myrtle Ave, Middletown, NY 10940

  19 1/2 Myrtle Ave, Middletown, NY 10940
• 

  

  

  /22

  $235,000

  • 2 Beds
  • 1 Bath
  • 974 Sq Ft

  38 Brittany Dr, Middletown, NY 10940

  Welcome to 38 Brittany Drive, located in a desirable ground-level condo nestled in a quiet, well-maintained community! This two-bedroom, one-bath unit features a functional galley kitchen with generous cabinetry, a spacious living area, and an in-unit washer/dryer for added convenience. Additionally, a 6x8 storage unit is located in the lower level (common area) of the basement. The monthly HOA

  Nicholas Cuomo Keller Williams Realty

  38 Brittany Dr, Middletown, NY 10940
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  /34

  $2,500 per month

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

  366 Concord Ln, Middletown, NY 10940

  MOVE RIGHT IN!! First floor NO STEPS , private entry. ALL UPDATED IN 2023-2024! Washer/ dryer in unit ( 2024)New appliances (2024), floors, freshly painted all in 2024! Good closet space. Siders to patio off living room. Enjoy a beautiful pool all summer long. Club house and plenty of parking. Just pay electric.!! Close to transportation, shops and schools.

  Peter Coste More and More Real Estate

  366 Concord Ln, Middletown, NY 10940
• 

  $400,000 Sold May 01, 2025

  • 2,634 Sq Ft
  • $152/SF
  • 355 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  39 Hanford St, Middletown, NY 10940

  Newly renovated 1 Family Home with 5 Bedrooms, and 2,634 SQ.FT, on a quiet and peaceful street in the heart of MIDDLETOWN. This ONE FAMILY home is located in a R2 Zone, and can be either used as a ONE or TWO Family home, as it has separate meters. With SPACIOUS Bedrooms that feature large closets, and a huge semi-finished attic with 709 SQ FT, you'll never run out of storage space. This home is

  Mark Karten Karten Real Estate Svcs LLC

  39 Hanford St, Middletown, NY 10940
• 

  Est $560,220 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,513 Sq Ft

  15 Upper Rd, Middletown, NY 10940

  15 Upper Rd, Middletown, NY 10940
• 

  

  /18

  $600,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  /13

  $1,800 per month

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

  10 Crans Rd Unit 2, Middletown, NY 10941

  This is a nice, clean 2BR apartment with a newer stove and newly installed vinyl laminate flooring. There is a small balcony off the kitchen and plenty of outdoor space. Tenants have use of the yard. Landlord cares for the lawn maintenance and snow removal. Tenant is responsible for heat (Oil Above Ground) and trash removal. NO PETS, NO SMOKERS.

  Shawn Larry SHAHAR Management LLC

  10 Crans Rd Unit 2, Middletown, NY 10941
• 

  $423,000 Sold Apr 30, 2025

  • 2,192 Sq Ft
  • $193/SF
  • 28 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1927

  7 Commonwealth Ave, Middletown, NY 10940

  SPOTLESS CLEAN AND MOVE IN READY!!! LARGE 4 BEDROOM COLONIAL WITH DETACHED GARAGE! Incredible Home in the Heart of Middletown! Don’t miss this amazing opportunity to own a beautifully maintained 4-bedroom home in an unbeatable location! From the moment you step inside, you’ll appreciate the care and attention that has gone into keeping this home in pristine condition. The welcoming foyer provides

  Frank Muccari Cronin & Company Real Estate

  7 Commonwealth Ave, Middletown, NY 10940
• 

  Est $479,209 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,488 Sq Ft

  28 Valley View Dr, Middletown, NY 10940

  28 Valley View Dr, Middletown, NY 10940
• 

  

  /46

  $634,900

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1 Country Club Dr, Middletown, NY 10940

  Simply The Best! Here it is! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was an premium lot upgrade. This Beaumont model offers over 3000 sq feet and four levels of lavish

  Karen Taphorn Howard Hanna Rand Realty

  1 Country Club Dr, Middletown, NY 10940
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  /9

  $2,800 per month

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • Apartment for Rent

  1 Houston Ave Unit 1, Middletown, NY 10940

  Charming 3-Bedroom Home with Rocking Chair PorchThis inviting 3-bedroom home offers a perfect blend of comfort and character. The main floor features beautiful hardwood floors and a formal dining room ideal for family gatherings or entertaining guests. Each of the three spacious bedrooms is carpeted for added warmth and comfort.Enjoy relaxing mornings or peaceful evenings on the classic rocking

  Jean DiMatteo DiMatteo Realty LLC

  1 Houston Ave Unit 1, Middletown, NY 10940
• 

  $249,000 Sold Apr 30, 2025

  • 1,082 Sq Ft
  • $230/SF
  • 25 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  16 Jimal Dr, Middletown, NY 10940

  **Charming & Affordable 2-Bedroom Condo – Make Homeownership a Reality!** Step into comfort and convenience with this adorable **2-bedroom, 1.5-bath condo**, offering the perfect blend of style and affordability. Whether you're a first-time buyer or looking to downsize, this home provides plenty of space to relax and entertain. Enjoy low taxes and an affordable HOA fee, making homeownership

  Rebecca Kane Keller Williams Hudson Valley

  16 Jimal Dr, Middletown, NY 10940
• 

  Est $424,496 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,912 Sq Ft

  31 Cornfield Rd, Middletown, NY 10940

  31 Cornfield Rd, Middletown, NY 10940
• 

  

  /12

  $142,900

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  228 Concord Ln Unit 228, Middletown, NY 10940

  ESTATE SALE – Prime Investment Opportunity!Discover value in this estate sale offering—a 1-bedroom, 1-bathroom second-floor unit located in Middletown’s Buttonwood Hills community. Ideal for investors seeking strong rental potential or buyers in search of a low-maintenance, conveniently located home. Situated in a commuter-friendly location, it's close to major highways, colleges, shopping

  Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
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  /12

  $1,675 per month

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

  23 Forest Ave Unit 2, Middletown, NY 10940

  Second floor 2 bedroom apartment recently updated! Very spacious with off-street parking. Parking is shared with the downstairs tenant. Closely located to schools & shopping. Please inquire for fees due at lease signing as well as any questions you may have!

  Angela Kadian Stonewall Realty Group LLC

  23 Forest Ave Unit 2, Middletown, NY 10940
• 

  $295,000 Sold Apr 30, 2025

  • 840 Sq Ft
  • $351/SF
  • 42 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1938

  19 W Conkling Ave, Middletown, NY 10940

  BEAUTIFUL home located in a quiet neighborhood of Middletown! Enter into an inclosed deck that leads to a spacious living room with laminate floors throughout followed by a formal dining room with modern light fixtures. An updated kitchen with granite countertops, white cabinetry, modern backsplash and stainless steel appliences. The upper level offers 2 bedrooms and a full tiled bath with a

  Sandra Arnez Keller Williams Hudson Valley

  19 W Conkling Ave, Middletown, NY 10940
• 

  Est $434,260 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  8 Jean Ridge Rd, Middletown, NY 10940

  8 Jean Ridge Rd, Middletown, NY 10940
• 

  

  /8

  $375,000

  • Land
  • 42 Acres
  • $9,014 per Acre

  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
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  /7

  $1,450 per month

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

  298 New York 211 Unit 3, Middletown, NY 10940

  1 bedroom + bonus room apartment located on the first floor with its own entrance. Closely located to schools, shopping, and restaurants.

  Angela Kadian Stonewall Realty Group LLC

  298 New York 211 Unit 3, Middletown, NY 10940
• 

  $262,000 Sold Apr 30, 2025

  • 1,368 Sq Ft
  • $192/SF
  • 99 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1892

  23 Grandview Ave, Middletown, NY 10940

  Looking for a solid built home with great bones and a lot of space; look no further. This spacious home is waiting for your modern touches. Built strong, this home is in need of some cosmetic updates, but you can live in the home and enjoy it as you go. This home offers 3 bedrooms and 2 full baths. The primary bedroom is the perfect retreat with a private balcony to enjoy your morning coffee or

  Donna Gennaro Howard Hanna Rand Realty

  23 Grandview Ave, Middletown, NY 10940
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  Est $456,899 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,030 Sq Ft

  48 Karen Joy Dr, Middletown, NY 10940

  48 Karen Joy Dr, Middletown, NY 10940
• 

  

  /36

  $1,125,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  /15

  $2,700 per month

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft
  • House for Rent

  62 Sarah Ln, Middletown, NY 10941

  Welcome to 62 Sarah Lane, a beautifully renovated 1,440 sq. ft. residence offering the perfect blend of comfort, style, and convenience. This 3-bedroom, 1.5-bath home boasts a thoughtfully updated interior featuring a brand-new heating system. Inside, you’ll find a modern walk-through galley kitchen, seamlessly connecting to a dedicated dining area, making it ideal for both everyday meals and

  Brian Phillips Douglas Elliman Real Estate

  62 Sarah Ln, Middletown, NY 10941
• 

  $495,000 Sold Apr 30, 2025

  • 1,600 Sq Ft
  • $309/SF
  • 238 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  38 Anthony St, Middletown, NY 10940

  NEW CONSTRUCTION * SINGLE FAMILY HOME * MOVE-IN READY!!! Open Contemporary Floor Plan with an abundance of natural light, 9' ceilings and custom tray ceilings on main level featuring: 3 Bedrooms and 2 Full Baths, Custom Kitchen with 42" cabinets with under cabinet lighting, and Quartz counter tops, Stainless Steel Appliance Pkg.,and backsplash. Formal Dining Room with beautiful Tray lit ceiling,

  JoAnn Maxwell Howard Hanna Rand Realty

  38 Anthony St, Middletown, NY 10940
• 

  Est $422,605 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  22 Nicole Place, Middletown, NY 10940

  22 Nicole Place, Middletown, NY 10940
• 

  

  /41

  $499,000

  • 7 Beds
  • 4 Baths
  • 2,652 Sq Ft

  8 Chestnut St, Middletown, NY 10940

  Stunning Fully Renovated 7-Bedroom Home in Downtown MiddletownStep into luxury with this beautifully renovated single-family home, perfectly situated on a quiet street in the heart of Downtown Middletown. Offering 7 spacious bedrooms and 4 modern baths, this home is designed for comfort and style.Key Features:Complete Renovation: Brand-new electrical, heating, plumbing, insulation, and windows

  Gitty Steinmetz Rodeo Realty Inc

  8 Chestnut St, Middletown, NY 10940
• 

  

  /17

  $1,725 per month

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

  3 Fortune Rd W Unit K, Middletown, NY 10941

  Welcome to this beautifully maintained 1-bedroom, 1-bath condo in the Horizon Hills community. Located on the second floor, this unit features recent upgrades, including a brand-new granite countertop, range hood, kitchen faucet, and sink. Sliding glass doors open to a peaceful courtyard, offering a serene and private atmosphere. The spacious living room seamlessly connects to the open-concept

  Wenpeng Guan Keller Williams Hudson Valley

  3 Fortune Rd W Unit K, Middletown, NY 10941
• 

  $620,000 Sold Apr 29, 2025

  • 2,400 Sq Ft
  • $258/SF
  • 34 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1900

  17 Academy Ave, Middletown, NY 10940

  A SPACIOUS THREE-FAMILY Home in the City of Middletown is ready to be purchased! This centrally located MULTI-FAMILY has great bones and in the middle of it All! They don’t build them like this anymore. If you are looking for an investment where you can rent all 3 units, you have found it! You also have the option to live in one and let the other 2 rental incomes help or even pay your mortgage! A

  Sandra Arnez Keller Williams Hudson Valley

  17 Academy Ave, Middletown, NY 10940
• 

  Est $455,819 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft

  50 Nicole Place, Middletown, NY 10940

  50 Nicole Place, Middletown, NY 10940
• 

  

  /15

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,124 Sq Ft

  317 Wawayanda Ave, Middletown, NY 10940

  Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family gatherings or quiet

  Pete Wolven Hudson Valley Home Connection

  317 Wawayanda Ave, Middletown, NY 10940
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  /9

  $1,925 per month

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

  187 Ruth Ct Unit Building 6, Middletown, NY 10940

  NO PETS-- NO SMOKING. Tenant to pay 1 month Broker Fee. Owner Requires a MINIMUM CREDIT SCORE 690+ & MINIMUM VERIFIABLE INCOME OF $69,000, subject to full credit report & background check. GREAT END UNIT CONDO with 2 Bedrooms + 2 full Baths with a patio - - just painted, New wood-like vinyl floors, professionally cleaned throughout, and ready to move in!! CENTRAL AC! The galley kitchen has

  Tom Atkins ON SITE SALES & MARKETING LLC

  187 Ruth Ct Unit Building 6, Middletown, NY 10940
• 

  $630,000 Sold Apr 28, 2025

  • 3,608 Sq Ft
  • $175/SF
  • 104 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  28 Vincenzo Ct, Middletown, NY 10940

  This classic custom-built Colonial, secluded on a peaceful cul-de-sac, blends timeless elegance with modern comfort. Step inside and be captivated by the grand two-story foyer with soaring tray ceilings, bathing the home in natural light. The spacious living and dining rooms seamlessly flow for effortless entertaining. The gourmet kitchen is a chef's dream, featuring ample counter space and a

  Rachel Jones Jason Mitchell Real Estate NY

  28 Vincenzo Ct, Middletown, NY 10940
• 

  Est $372,993 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,652 Sq Ft

  43 Witte Dr, Middletown, NY 10940

  43 Witte Dr, Middletown, NY 10940
• 

  

  /23

  $137,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  205 2nd Ave, Middletown, NY 10941

  Want to buy an almost new home for $137,000? This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light and a tray ceiling that adds a touch of class! There is a roof over the large deck for entertaining or relaxing even in the rain. There are even ceiling lights on the deck!! So many

  John Nahass CENTURY 21 FULL SERVICE REALTY

  205 2nd Ave, Middletown, NY 10941
• 

  

  /14

  $1,750 per month

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

  59-61 North St Unit 3A, Middletown, NY 10940

  GORGEOUS DOWNTOWN APARTMENT! A 3rd floor, modern 2 bedroom with a full bath. Enter to an oversized living room with open floor layout to the kitchen. Stainless Steel appliances, newer white cabinetry, & granite counters. Spacious tiled bathroom with shower. 2 bedrooms that will allow for a queen size bed max. Recessed lighting , 10 ft ceilings, Central AC & modern floors thorughout!!

  Sandra Arnez Keller Williams Hudson Valley

  59-61 North St Unit 3A, Middletown, NY 10940
• 

  $249,000 Sold Apr 25, 2025

  • 850 Sq Ft
  • $293/SF
  • 28 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1948

  15 W Conkling Ave, Middletown, NY 10940

  A/O - Open House has been canceled - Exceptional Investment Opportunity: Cute Single Family Home. Attention investors! This charming single-family home presents a unique opportunity to expand your real estate portfolio with immediate income potential. Featuring three spacious bedrooms and one full bath, this property is strategically located, making it an attractive option for new owners or

  Carmela Lopez Borrazas Keller Williams Realty

  15 W Conkling Ave, Middletown, NY 10940
• 

  Est $438,701 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,988 Sq Ft

  55 Witte Dr, Middletown, NY 10940

  55 Witte Dr, Middletown, NY 10940

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