3-Bedroom Homes for Sale in Middletown, NY

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  /25

  $420,000 Open Sat 2PM - 4PM

  • 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

  (845) 436-3953

  71 Commonwealth Ave, Middletown, NY 10940
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  Explore Middletown

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  /42

  $475,000

  • 3 Beds
  • 3 Baths
  • 2,542 Sq Ft

  138 Reinhardt Rd, Middletown, NY 10940

  Nestled on 1.5 park like acres with lots of privacy in the back, built in 1969 and lovingly cared for by the same family for over 56 years is this unique front back split level with four levels in the home. Step through the front door to find a half bath, home office with lots of shelving already in place, and second room used as a craft room, play room,or additional home office conveniently

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 447-9473

  138 Reinhardt Rd, Middletown, NY 10940
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  /24

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  For investors or anyone interested in taking on tenants until 9/30/26 and at that time can take possession of the unit. Tenants have a lease expiration date of 9/30/26 and must remain there until that time. Tenants pay $2850 a month and pay for oil and electric. They are excellent tenants. New townhouse on right side (Unit 2C) available in the Minisink Valley School District. This home

  

  Hazel Cello

  Keller Williams Hudson Valley

  (845) 328-4272

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /2

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  13 Smith St, Middletown, NY 10940

  Looking to add a rental property to your porfolio? This 3 bedroom, 1 bathroom home might be the one. Long term tenant looking to stay. Located in the heart of the city of Middletown. Walking distance to local shops, restaurants, supermarket, park and much more. Located on a one way street with low local traffic. Call today for appoiintment.

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (845) 299-0839

  13 Smith St, Middletown, NY 10940
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  /38

  $499,999

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

  7 Avoncroft Ln, Middletown, NY 10940

  Discover the perfect balance of modern design and everyday comfort in this beautifully updated 3-bedroom, 3-bath corner townhouse, ideally located in one of Middletown’s most sought-after neighborhoods. Step inside and be welcomed by a bright, open-concept living space that feels both chic and inviting. The stylishly renovated kitchen is a true standout and it is complete with sleek countertops,

  Kewin Garabito eXp Realty

  7 Avoncroft Ln, Middletown, NY 10940
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  /31

  $480,000

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  295 Lybolt Rd, Middletown, NY 10941

  Spacious home with large yard on a quiet street - what more could you want? This beautiful contemporary home has had many upgrades over the last few years! The main level features an open kitchen, dining room and living room with partial wrap around deck - perfect for entertaining or just extended living space. Three large bedrooms and two full bathrooms complete the upper level. Downstairs

  Britanni Gaucher Keller Williams Realty

  295 Lybolt Rd, Middletown, NY 10941
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  /30

  $449,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,558 Sq Ft

  14 Briarwood Dr, Middletown, NY 10940

  Welcome to 14 Briarwood Drive, a well maintained ranch-style home in the sought after Minisink Valley School District. Perfectly setback from the road giving off a high end presence. Beautiful landscaping and mature trees elevate the curb appeal even further. As you walk through the foyer, you are greeted by a cozy family room featuring a with a French door that opens to a beautiful worry free

  Frank Muccari Cronin & Company Real Estate

  14 Briarwood Dr, Middletown, NY 10940
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  /27

  $429,000

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft

  104 Monhagen Ave, Middletown, NY 10940

  Step into timeless charm with this beautifully renovated Victorian-style home! This bright and sunny 3-bedroom, 2.5-bath residence has been thoughtfully updated while maintaining its classic character. Gleaming hardwood floors flow throughout, and the inviting wrap-around porch offers the perfect spot for morning coffee or evening relaxation. Inside, you’ll find an open and airy layout with

  Jeffrey Hozias Howard Hanna Rand Realty

  104 Monhagen Ave, Middletown, NY 10940
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  /23

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  257 Tally Ho Rd, Middletown, NY 10940

  You've found more than just a house this home is a legacy. Lovingly maintained by its original owner and family since the day it was built, this home radiates pride of ownership and timeless care. Every room tells a story of attention to detail, thoughtful updates, and a genuine commitment to preserving its comfort and charm! This 3-bedroom Cape-style home is perfectly situated on a secluded

  Catherine Eichner Eichner Realty Group Inc.

  257 Tally Ho Rd, Middletown, NY 10940
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  /35

  $489,000 Open Sun 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft

  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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  /32

  $539,000

  • 3 Beds
  • 2.5 Baths
  • 2,994 Sq Ft

  43 Last Rd, Middletown, NY 10941

  Stunning large ranch zoned 215 - 1 Family Res w/Apt, many updates set up for extended family...two kitchens! Come see this beautifully maintained home features master bedroom with bath, walking closet, sunken living room, large open kitchen featuring dining area with sliding door to huge deck overlooking a fenced in level yard and shed. This cedar sided home has been meticulously maintained,

  Mary Jo Coleman Curasi Realty, Inc.

  43 Last Rd, Middletown, NY 10941
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  /30

  $399,999 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
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  /2

  $419,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,245 Sq Ft

  77 Prince St, Middletown, NY 10940

  Welcome to this beautiful well maintained contemporary two story home nestled in the heart of Middletown. Offering you a bright and spacious living room to a formal dining room, a beautiful kitchen, 3 great size bedrooms, 2.5 bathrooms with a full size basement and a car garage. Plus plenty of closets with its laundry room. With its level backyard and great size deck, you will enjoy your

  Anita S. Cristiano HomeSmart Homes & Estates

  77 Prince St, Middletown, NY 10940
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  /11

  $405,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  5 Peace Dr, Middletown, NY 10941

  Commuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flooring throughout main living area, bow window which allows tons of natural light to illuminate living & dining area. Enjoy Cooking? Large kitchen with granite counter tops & tons of cabinet space. Plenty of room on lower level for a family room or home office. Walk out to your rear deck with your morning

  Ernie Acampora River Realty Services, Inc.

  5 Peace Dr, Middletown, NY 10941
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  /28

  $649,900

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

  34 Feiertag Rd, Middletown, NY 10941

  Let your dreams begin with large colonial home located on a Cul-de-Sac in the Pine Bush School District. Step inside to a large and open foyer with high ceilings which creates a welcoming atmosphere. The main level features a formal dining room, den/office, cozy family room with woodburning fireplace, open eat in kitchen with breakfast area, full bath and enclosed screened deck overlooking the

  Julianna Cotthaus 1st Independent Realty Grp

  34 Feiertag Rd, Middletown, NY 10941
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  /50

  $645,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  8 Green Ct, Middletown, NY 10940

  This well-maintained 3-level townhome sits within a luxury gated community of The Fairways, right next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, and restaurants. The home offers a 2-car garage, a finished basement with garage-level entry, and a practical layout designed for comfortable living. Hardwood floors span the main level, which features

  Jie Liu Keller Williams Hudson Valley

  8 Green Ct, Middletown, NY 10940
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  /27

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  105 Sheffield Dr, Middletown, NY 10940

  Town of Wallkill Townhouse - Low Taxes - Great InvestmentThis charming 3-bedroom, 1.5-bath home is your perfect mix of space, location, and value. Nestled on a generous lot with a large yard, there's plenty of room for play, gardening, or entertaining under the stars. Step out from your primary bedroom onto a balcony—the ideal spot for morning coffee or winding down with a book while

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  105 Sheffield Dr, Middletown, NY 10940
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  /15

  $465,000 Open Sun 1PM - 3PM

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

  30 Avoncroft Ln, Middletown, NY 10940

  **Welcome to 30 Avoncroft Lane, Middletown, NY!**This beautifully maintained 3-bedroom, 2.5-bath townhouse is nestled in the desirable Woodside Knolls community. Step inside to discover updated flooring throughout and a bright, versatile layout perfect for modern living. The spacious finished basement offers endless possibilities—use it as a home gym, playroom, family room, or your own

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  /34

  $339,900

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

  110 Deer Ct Dr, Middletown, NY 10940

  Welcome to 110 Deer Court Drive, a bright and well maintained 3-bedroom, 2.5-bath unit in the highly sought-after Deer Run community in Middletown, NY. This inviting home features a spacious open floor plan filled with natural light, perfect for both everyday living and entertaining. The living room offers a cozy wood-burning fireplace while the separate dining area flows seamlessly into the

  Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  /40

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,491 Sq Ft

  5 Cornwall Ln, Middletown, NY 10940

  Welcome to this ending unit townhouse nestled in the community of Woodside Knolls. This beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and an attached 2-car garage. With over 2,400 square feet of living space, this residence seamlessly blends comfort, and functionality. Step inside to discover the Oak Hardwood Floors throughout the main level. The bright and airy living

  Wenpeng Guan Keller Williams Hudson Valley

  5 Cornwall Ln, Middletown, NY 10940
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  /23

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  580 van Burenville Rd, Middletown, NY 10940

  Set on a beautiful *one-acre lot* in the highly sought-after **Pine Bush School District**, this charming 3-bedroom, 1-bath **ranch-style home** offers peace, potential, and a lifestyle that blends the best of both worlds. Whether you're starting out or slowing down, this home delivers move-in ready comfort with room to make it your own.Step inside to find a sun-filled **eat-in kitchen**,

  Valerie Jewis Keller Williams Hudson Valley

  580 van Burenville Rd, Middletown, NY 10940
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  /25

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  551 5th, Middletown, NY 10941

  Well maintained 3 bedrooms, 2 bathrooms mobile home in the Valley View mobile home community.Simple one level living, short distance from major highways and shops. Located in the Valley Central School District. Very easy to see. Call today for your own private tour.

  Gloria Rivera Keller Williams Hudson Valley

  551 5th, Middletown, NY 10941
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  /17

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft

  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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  /28

  $330,000

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft

  11 1/2 Dolson Ave, Middletown, NY 10940

  Back on the Market — Buyer’s Opportunity!This move-in-ready and renovated 3-bedroom Cape Cod in the heart of Middletown combines classic charm with modern updates. Step into a bright, spacious layout featuring a sun-filled living room, formal dining area, and a beautifully updated kitchen — ideal for both daily living and entertaining.The walk-out basement offers generous storage, a

  Robert Siracuse Absolute Real Estate of NY Inc

  11 1/2 Dolson Ave, Middletown, NY 10940
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  /45

  $353,000

  • 3 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  38 Wilson St, Middletown, NY 10940

  Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

  Pete Koutros Keller Williams Hudson Valley

  38 Wilson St, Middletown, NY 10940
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  /32

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /16

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  4 Red Barn Ln, Middletown, NY 10940

  **BACK ON THE MARKET**...ROLLING MEADOWS! Low HOA! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Large Living Room! Master Bedroom with Walk In Closet! Sliders to Fenced in Yard! Perfect Commuter Location! Close to Major Highways, Trains, Buses and Shopping! Walk to Clubhouse, Community Pool, Playground, Tennis and Basket Ball!

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Red Barn Ln, Middletown, NY 10940
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  /27

  $369,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
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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 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, 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 School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
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  /6

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  115 Vincent Dr, Middletown, NY 10940

  Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. It’s close to everything on Route 211, so shopping, dining, and everyday errands are minutes away. The fenced backyard is great for pets or outdoor hangouts, and the two-car garage gives you plenty of parking and storage space.

  Christian Baez Keller Williams Hudson Valley

  115 Vincent Dr, Middletown, NY 10940
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  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
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  /46

  $624,900

  • 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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  /15

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  39 Crescent Place, Middletown, NY 10940

  Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

  Zhiheng Tang Keller Williams Hudson Valley

  39 Crescent Place, Middletown, NY 10940
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  /35

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft

  535 County Route 22, Middletown, NY 10940

  Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

  John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
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  /30

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  7 Roosevelt Ave, Middletown, NY 10940

  Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

  Patricia Sassi RE/MAX Benchmark Realty Group

  7 Roosevelt Ave, Middletown, NY 10940
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  /25

  $579,000 Open Sat 11AM - 12PM

  • 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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  /34

  $318,999

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  15 Silo Ln, Middletown, NY 10940

  Back on Market! Buyer couldn't get finanacing! The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
• 

  

  /32

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,436 Sq Ft

  36 Karen Dr, Middletown, NY 10940

  This cozy 3-bedroom, 1-bathroom home is packed with features and surrounded by natural beauty. Located on a spacious 0.59-acre lot, the property includes energy-efficient solar panels, a newer roof, and a workshop area in the basement. The home has hardwood floors and also features newer appliances in the kitchen. The seller is willing to work with the new owner on refinishing the wood floors.

  Jason Madison eXp Realty

  36 Karen Dr, Middletown, NY 10940
• 

  

  /29

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,922 Sq Ft

  7 Wilbur Ave, Middletown, NY 10940

  Welcome to this charming 3 bedroom, 2 bath home located in the heart of Middletown, NY. Perfect starter home or are you an investor looking to rent? Upon entering you get a sense of historic Middletown, NY and even more majestic when you see the views. Offers large rooms, hardwood floors, full walk up attic, and a large unfinished/walkout basement. Nestled in a vibrant community, this property

  John Bilancione Nicoli Realty

  7 Wilbur Ave, Middletown, NY 10940
• 

  

  /33

  $165,000

  • 3 Beds
  • 2 Baths
  • 1,220 Sq Ft

  437 Union School Rd, Middletown, NY 10941

  Nice 6.5 acre level lot in a desirable location and in VC schools. , existing well, concrete septic tank. Great summer project or have your builder tear down the existing structure and get the lot ready for a fall build. Small pond on the back of the property. 371.3 feet of road frontage.

  Ian Pinckney Curasi Realty, Inc.

  437 Union School Rd, Middletown, NY 10941

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