Newest Homes for Sale in Middletown, NY

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  /5

  $445,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,545 Sq Ft

  145 Academy Ave, Middletown, NY 10940

  Come tour this LOVELY NEWLY REMODELED Middletown Colonial!! This 4 bedroom home is in turn-key condition with the upgrades that it offers. A front deck where you can enjoy morning coffee leads you into a living room followed by a dining room with modern lighting and an open floor plan to a STUNNING eat-in kitchen with new vinyl floors throughout. Admire this spacious eat in kitchen that features

  Sandra Arnez Keller Williams Hudson Valley

  145 Academy Ave, Middletown, NY 10940
• Explore Middletown

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  /36

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  927 Tower Ridge Cir, Middletown, NY 10941

  Experience luxury, resort-style living at Tower Ridge Grande in the heart of Orange County. This beautifully positioned GROUND FLOOR Evergreen END-unit offers a most convenient location, a bright open layout, and refined finishes throughout, creating a home that feels both elegant and effortless. Walk right out of your unit directly to the dedicated parking space immediately in-front of the unit.

  Frank Muccari Cronin & Company Real Estate

  927 Tower Ridge Cir, Middletown, NY 10941
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  /26

  $405,000

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  23 Peach Place, Middletown, NY 10940

  Welcome to this three-level townhouse located in Middletown, offering a one-car garage. The main level features a bright living room, with the kitchen and dining area located just beyond. The kitchen offers stainless steel appliances and plenty of cabinet and counter space. The refrigerator, microwave, and dryer were replaced in 2022. Sliding glass doors lead to a deck overlooking the yard. A

  Jie Liu Keller Williams Hudson Valley

  23 Peach Place, Middletown, NY 10940
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  /42

  $625,000

  • 2 Beds
  • 3 Baths
  • 2,975 Sq Ft

  24 Juniper Cir, Middletown, NY 10940

  WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

  Patricia Sassi RE/MAX Benchmark Realty Group

  24 Juniper Cir, Middletown, NY 10940
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  /24

  $579,900 Open Sun 11:30AM - 1:30PM

  • 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 Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
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  /38

  $979,900

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

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  /50

  $499,999

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  63 Blumel Rd, Middletown, NY 10941

  Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

  Gary MacEntee Keller Williams Realty

  63 Blumel Rd, Middletown, NY 10941
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  /33

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  917 Scotchtown Collabar Rd, Middletown, NY 10941

  Welcome to 917 Scotchtown Collabar Road, where style, comfort, and modern upgrades meet the rare luxury of privacy. Set on 2.6 acres, this beautifully updated home offers thoughtful improvements that truly create room to breathe. Major upgrades include a brand-new roof (September 2025), new two-car garage doors (October 2025), a fully renovated kitchen, and an upgraded full bathroom, delivering a

  Marielena Fordley BHHS Hudson Valley Properties

  917 Scotchtown Collabar Rd, Middletown, NY 10941
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  /2

  $353,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks at $353,000 in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers che

  Neven Spralja Real Home Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
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  /33

  $419,000

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft

  32 Dudley Ln, Middletown, NY 10940

  All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

  Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
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  /19

  $499,950

  • 4 Beds
  • 2 Baths
  • 1,901 Sq Ft

  13-15 Phillips St, Middletown, NY 10940

  Set on a large parcel in conveniently located Middletown, this fully renovated home pays homage to its origins, seamlessly blending modern design with preserved rustic character.A thoughtfully conceived layout offers two bedrooms on the main level, ideal for effortless living, guest accommodations, or a private home office. Upon entry, original exposed beams and warm oak floors immediately

  Jason Nadeau Compass Greater NY, LLC

  13-15 Phillips St, Middletown, NY 10940
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  /28

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  /23

  $135,000

  • Land
  • 6.5 Acres
  • $20,769 per Acre

  437 Union School Rd, Middletown, NY 10941

  Nice 6.5 acre level lot with 370' of frontage in a desirable location and in VC schools. Seller has made the following improvements to the property; 200' of 6 inch ditch pipe with fabric. Trench filled with 3/4 inch stone. 10 tri-axle loads of compactable fill (rca) in front and rear of dwelling, 80 tri-axle loads of fill to regrade rear of property to shed water, Engineers have told the seller

  Ian Pinckney Curasi Realty, Inc.

  437 Union School Rd, Middletown, NY 10941
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  /34

  $410,000

  • 2 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  25 Fairways Dr Unit 12, Middletown, NY 10940

  Beautifully updated 2BR/2.5BA end-unit condo in the gated Fairways at Wallkill/Middletown. Bright two-story home with hardwood floors throughout, updated bedrooms with recessed lighting, and abundant natural light. Upgraded kitchen with quartz countertops and modern appliances opens to an open-concept living/dining area. Completely remodeled bathrooms with upscale finishes, including a large

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  25 Fairways Dr Unit 12, Middletown, NY 10940
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  /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
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  /23

  $359,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
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  /19

  $469,000

  • 3 Beds
  • 2 Baths
  • 2,056 Sq Ft

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 207-0607

  171 High Barney Rd, Middletown, NY 10940
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  /16

  $215,000

  • 1 Bed
  • 1 Bath
  • 748 Sq Ft

  488 Tally Ho Rd, Middletown, NY 10940

  A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed

  Jason Schobert eXp Realty

  488 Tally Ho Rd, Middletown, NY 10940
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  /22

  $350,000

  • 3 Beds
  • 1 Bath
  • 892 Sq Ft

  91 Mountain Ave, Middletown, NY 10940

  Looking for one-story living in a private dead end street, look no further as you have found it! Beautiful hardwood floors welcome you into a living room with plenty of window light followed by an eat-in kitchen that has been fully equipped with gorgeous stainless steel appliances, new counters and plenty of cabinet space. Three spacious bedrooms with plenty of closet space and a beautiful tiled

  Sandra Arnez Keller Williams Hudson Valley

  91 Mountain Ave, Middletown, NY 10940
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  /40

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft

  52 Scotchtown Dr, Middletown, NY 10941

  Welcome Home: Charming One-Level Living in Goshen School District! Discover the ease and comfort of this beautifully refreshed ranch-style home, perfectly situated in the highly sought-after Goshen School District. Move right in and start making memories—all the updates have been handled for you!Key Features You'll Love:Seamless One-Level Living: Enjoy the ultimate convenience with

  Luanne McGann Century 21 Full Service Realty

  52 Scotchtown Dr, Middletown, NY 10941
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  /33

  $429,999

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  13 Forest Ave, Middletown, NY 10940

  Welcome to 13 Forest Ave, a spacious and versatile home located in the heart of Middletown, just minutes from the Touro College of Osteopathic Medicine campus and medical facilities. This charming property offers approximately 1,748 sq ft of living space, featuring 3–4 bedrooms and 2 full bathrooms, making it an excellent fit for households seeking flexibility or additional private living areas.

  Pete Wolven Hudson Valley Home Connection

  13 Forest Ave, Middletown, NY 10940
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  /44

  $505,000

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft

  22 Rosecrest Ct, Middletown, NY 10940

  Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter,

  Pete Wolven Hudson Valley Home Connection

  22 Rosecrest Ct, Middletown, NY 10940
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  /31

  $525,000

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

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
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  /3

  $110,000

  • Land
  • 6.5 Acres
  • $16,923 per Acre

  0 County Road 49, Middletown, NY 10940

  6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

  Bryant Moran YourHomeSold Guaranteed Realty

  0 County Road 49, Middletown, NY 10940
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  /50

  $899,000

  • 4 Beds
  • 4 Baths
  • 5,816 Sq Ft

  30 Heather Ct, Middletown, NY 10941

  This upscale Contemporary Ranch blends classic single-level living with modern architectural accents, highlighted by its elegant stone and stucco facade, dramatic hip-roof design, and expansive, light-filled layout. Perfectly sited on 1.7 acres of beautifully manicured, gently sloped grounds, the home captures stunning open views of rolling fields, forests, and distant mountains, creating a sense

  John Ruggieri BHHS Hudson Valley Properties

  30 Heather Ct, Middletown, NY 10941
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  /37

  $674,999

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft

  14 Lincoln Terrace, Middletown, NY 10940

  MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

  Frank Muccari Cronin & Company Real Estate

  14 Lincoln Terrace, Middletown, NY 10940
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  /27

  $319,999

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  6 Eaton Ct, Middletown, NY 10940

  Welcome to 6?Eaton Court, a bright and comfortable 3-bed, 1.5-bath townhouse nestled in a well-maintained Middletown community. With low-maintenance living made easy, this home is perfect for buyers who want to enjoy life — not worry about it. Step inside to find a smartly laid-out floor plan, where the living areas flow seamlessly and natural light fills the space. The three bedrooms offer

  Vincent Reda Keller Williams Realty

  6 Eaton Ct, Middletown, NY 10940
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  /11

  $129,999

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

  5 Sayer Ln, Middletown, NY 10940

  Welcome to 5 Sayer Lane in Middletown, NY, a rare opportunity with serious potential.This manufactured home sits on its own land and is ready for a full Max-Effort transformation. Whether you plan to fully remodel or remove and replace, the possibilities are wide open. The property previously had all utilities connected, and they remain present on site, giving you a strong head start for

  Pete Wolven Hudson Valley Home Connection

  5 Sayer Ln, Middletown, NY 10940
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  /38

  $539,900

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Frederick St, Middletown, NY 10941

  **Lender is offering 5.50% interest rate to qualified buyer** Welcome home to this meticulously updated 4-bedroom, 2.1-bathroom property, where every detail has been curated for comfort and style. The elegant entrance immediately impresses with sleek rod iron spindles, a modern chandelier, a large picture window, and a slate stone landing.The heart of the home is the chef-inspired gourmet

  Angelo Acierno Keller Williams Realty

  10 Frederick St, Middletown, NY 10941
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  /13

  $268,000

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  16 Woodland Rd, Middletown, NY 10940

  Welcome home to this nice three bedroom ranch located in the Minisink Valley School District in a quiet neighborhood! This private property is surrounded by nature with a large open yard to play and have fun in the sun. The large deck overlooks the private back yard and surrounding woods. The roof has been recently replaced. Sale includes an additional lot of 0.11 acres to bring the total

  Joseph Paoli Howard Hanna Rand Realty

  16 Woodland Rd, Middletown, NY 10940
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  /27

  $289,000

  • 2 Beds
  • 2 Baths
  • 1,291 Sq Ft

  78 Deer Ct Dr, Middletown, NY 10940

  This bright and spacious third-floor corner condo in the sought-after Deer Run community offers two bedrooms and two full baths with an open floor plan ideal for both everyday living and entertaining. Sunlight streams through a wall of windows into the combined living and dining area, while the kitchen provides abundant cabinetry and a generous pantry. The primary suite features a large walk-in

  Eva Kusmierek eXp Realty

  78 Deer Ct Dr, Middletown, NY 10940
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  /20

  $249,900

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  193 Schutt Rd, Middletown, NY 10940

  Why rent when you can purchase this updated, move-in-ready 3-bedroom home? This property presents an excellent opportunity for first-time homebuyers, especially with its low taxes. The kitchen features granite countertops, ample cabinet space, stainless steel appliances, and a breakfast bar open to the living room. The spacious living room is filled with natural light, making it a welcoming

  Jeanmarie Valentin HomeSmart Homes & Estates

  193 Schutt Rd, Middletown, NY 10940
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  /6

  $1,550,000

  • 5 Beds
  • 5.5 Baths
  • 4,365 Sq Ft

  79 Bisch Rd, Middletown, NY 10940

  Discover the allure of 89 sprawling acres in Orange County, New York, featuring a charming farm house and a tranquil pond. The farmhouse, with its rustic charm and scenic surroundings, holds immense potential as a delightful Airbnb destination or a mini vacation retreat. Its spacious interior, cozy ambiance, and proximity to nature make it an idea I spot for relaxation and rejuvenation.

  Siang Liu P R O Links Realty Inc

  79 Bisch Rd, Middletown, NY 10940
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  /17

  $109,888

  • Land
  • 3 Acres
  • $36,629 per Acre

  125 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 SPACIOUS AND SCENIC 2.75-ACRE VACANT LOT ON DIMMICK

  Joseph Lombardo Listing by Lombardo Homes & Estates

  

  125 Dimmick Mountain Rd, Middletown, NY 12430
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  /20

  $158,000

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft

  529 5th Ave, Middletown, NY 10941

  Fantastic opportunity for a well loved 3 bedroom, 2 bathroom mobile home. Many upgrades AND a Generac Generator as well!!! Granite counters in the kitchen. Windows have all been replaced. Pex plumbing upgrades throughout. Central a/c. Ceiling fans all around the home and many windows for natural light. Primary bedroom has walk in closet and upgraded en-suite bathroom with big closet. Huge closets

  John Nahass Century 21 Full Service Realty

  529 5th Ave, Middletown, NY 10941
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  /25

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  71 Commonwealth Ave, Middletown, NY 10940

  Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (329) 212-0993

  71 Commonwealth Ave, Middletown, NY 10940
• 

  

  /23

  $309,900

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  36 Bert Crawford Rd, Middletown, NY 10940

  Price improved on this cute and cozy and very affordable, plus close to everything desirable home. This is a great starter home or perfect for downsizing. All original hardwood floors, large bathroom and a large rear deck leading to a quiet back yard to play and relax. Brand new hot water heater and newer roof and windows. This home is close to public transportation and stores and restaurants.

  Tom Pahucki Keller Williams Realty

  36 Bert Crawford Rd, Middletown, NY 10940
• 

  /2

  $519,000

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
• 

  

  /16

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 930 Sq Ft

  65 Monhagen Ave, Middletown, NY 10940

  This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

  Jonathon Lee Keller Williams Hudson Valley

  65 Monhagen Ave, Middletown, NY 10940
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  /34

  $640,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940

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