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3-Bedroom Homes for Sale in Middletown, NY

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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

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (845) 447-9473

    138 Reinhardt Rd, Middletown, NY 10940
  • /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.

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 299-0839

    13 Smith St, Middletown, NY 10940
  • /25

    $450,000 Open Sun 12PM - 2PM

    • 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

    Agent Photo

    Brian Caplicki

    Keller Williams Hudson Valley

    (845) 436-3953

    71 Commonwealth Ave, Middletown, NY 10940
  • /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

    Agent Photo

    Hazel Cello

    Keller Williams Hudson Valley

    (845) 328-4272

    568 County Route 49 Unit 2C, Middletown, NY 10940
  • /23

    $424,900 Open Sat 1PM - 3PM

    • 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
  • /35

    $489,000

    • 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
  • /42

    $429,900

    • 3 Beds
    • 3 Baths
    • 2,496 Sq Ft

    411 Fair Oaks Rd, Middletown, NY 10940

    Welcome Home! Solid Raised Ranch located in the Town of Wallkill/Pine Bush School District. Set on a quiet and private 1.96 acre lot, this spacious home offers comfort, flexibility and endless potential. With 2,496 Sq. Ft. of living space, the home features 3 bedrooms, 3 full bathrooms, plus two additional rooms that are perfect for home offices and guest rooms. Vaulted ceilings. Hardwood

    Edwin Rodriguez Keller Williams Hudson Valley

    411 Fair Oaks Rd, Middletown, NY 10940
  • /26

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    3 Kohler Rd, Middletown, NY 10940

    Welcome to 3 Kohler Road Middletown, NY. A beautiful and well-maintained home which offers comfort, space and tranquility. This spacious colonial ranch offers 3 bedroom, and 2 bathrooms with an expansive open concept layout which fit modern lifestyle. A spacious living room with large windows which provide abundant natural light, with a various set of appliances in the kitchen which is ideal

    Joseph Eugene eXp Realty

    3 Kohler Rd, Middletown, NY 10940
  • /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
  • /21

    $425,000

    • 3 Beds
    • 1.5 Baths
    • 1,620 Sq Ft

    76 Maureen Dr, Middletown, NY 10940

    Welcome to Robins Meadows, one of the area's most sought-after neighborhoods, where this charming raised ranch sits proudly on a spacious corner lot. Featuring 3 bedrooms and 1.5 baths, this home offers the perfect blend of comfort, functionality, and location. The main level features an open living and dining area, while the lower level offers additional flexible space complete with a cozy

    Nina Piacente Julia B Fee Sothebys Int. Rlty

    76 Maureen Dr, Middletown, NY 10940
  • /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
  • /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
  • /30

    $399,999 Coming Soon

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

    5 Mills Ave, Middletown, NY 10940

    MOVE-IN READY IN MIDDLETOWN!!!Discover this well-maintained 3-bedroom, 1.5-bathroom Two story style home, ideally located on a quiet street in the heart of Middletown and within the Middletown School District. Enjoy easy access to local shops, restaurants, parks, and major highways like Route 17 and I-84—perfect for commuters and families alike. Step inside to a bright and comfortable living

    Richard Baxter Keller Williams Realty

    5 Mills Ave, Middletown, NY 10940
  • /23

    $489,900

    • 3 Beds
    • 2.5 Baths
    • 1,872 Sq Ft

    39 Brookline Ave, Middletown, NY 10940

    ***Charming 3 bedroom Home***Welcome to your dream home! Nestled in a quiet, family-friendly neighborhood, this beautifully updated 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience.Step inside to discover an open-concept living space filled with natural light, features a spacious dining area ideal for entertaining. The updated kitchen

    Andrea Rose Keller Williams Hudson Valley

    39 Brookline Ave, Middletown, NY 10940
  • /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
  • /2

    $392,700

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    847 Greenville Turnpike, Middletown, NY 10940

    Lots of land included with this home in New York. Are you sitting down. This home includes 570,636 sq. ft. of land. Home appears to have three bedrooms and two bathrooms with approx. 1,764 sq. ft. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja REALHome Services & Solutions

    847 Greenville Turnpike, Middletown, NY 10940
  • /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
  • /49

    $370,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    112 Monhagen Ave, Middletown, NY 10940

    SO MUCH ROOM, SO MUCH CHARM—AND YES, YOUR GUESTS WILL BE IMPRESSED.Step into a home that instantly makes you say, 'Wow!' Bursting with sunlight, original character, and modern comfort, this spacious beauty is designed for both everyday living and unforgettable entertaining. Whether you’re hosting a dinner party, game night, or just need room for everyone to spread out—you’ll find it

    Katheryn DeClerck Howard Hanna Rand Realty

    112 Monhagen Ave, Middletown, NY 10940
  • /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
  • /23

    $320,000 Open Sat 10AM - 12PM

    • 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
  • /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
  • /17

    $315,000 Open Sun 2PM - 5PM

    • 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
  • /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
  • /34

    $589,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,086 Sq Ft

    189 School House Rd, Middletown, NY 10940

    Home sweet home! This custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a beautifully landscaped property in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central great

    Joseph Paoli Howard Hanna Rand Realty

    189 School House Rd, Middletown, NY 10940
  • /41

    $315,000

    • 3 Beds
    • 1 Bath
    • 850 Sq Ft

    16 Madelaine Terrace, Middletown, NY 10940

    Charming and efficient, this 850 sq ft ranch in Middletown, NY offers the perfect blend of comfort and potential. Featuring 3 cozy bedrooms, 1 full bath, and a full unfinished basement ready for your vision—whether it’s extra living space, a rec room, or storage galore. The generous backyard provides plenty of space for entertaining, gardening, or simply relaxing in your own private outdoor

    Kewin Garabito eXp Realty

    16 Madelaine Terrace, Middletown, NY 10940
  • /35

    $489,000

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

    15 Cobblestone Ln, Middletown, NY 10940

    "Welcome to your dream home in the heart of Middletown, NY! This inviting 3-bedroom, 2.5-bath home is perfect for families, offering spacious living areas and a thoughtfully designed layout for everyday comfort. Located in a vibrant, family-friendly community, you’ll enjoy access to a clubhouse, tennis, basketball courts and a sparkling pool, ideal for making lasting memories with loved ones. For

    Katherine Burgos-Llewellyn Call it Closed Intl. Realty

    15 Cobblestone Ln, Middletown, NY 10940
  • /45

    $353,000 Open Sun 12PM - 2PM

    • 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
  • /16

    $375,000

    • 3 Beds
    • 2 Baths

    39 Harrison St, Middletown, NY 10940

    Two family home in the City of Middletown close to all transportation, shopping and dining. Fully rented with longtime tenants and below market rents. 1st floor is a 1 bed/1 bath apt: very cute and cozy. 2nd floor is a 2 bed/1 bath.W/D hook-ups in basement/W/D not included.Detached garage with off street parking.Based on today's rents, this a money maker!

    David Russell David L Russell Realty

    39 Harrison St, Middletown, NY 10940
  • /16

    $299,900

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

    4 Red Barn Ln, Middletown, NY 10940

    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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /25

    $579,000

    • 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
  • /34

    $319,000

    • 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
  • /26

    $84,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    13 Marc Craig Blvd, Middletown, NY 10940

    Discover your family's perfect start in this expansive nearly 1700 sq ft home! Located in the Castle High Community. Boasting a generous open floor plan, this residence offers ample space for comfortable living and entertaining. Kitchen has a lot of counter and cabinet space, flowing seamlessly into the dining and family rooms. Enjoy a private primary suite with a full bath and walk-in closet,

    Sandra Spector Howard Hanna Rand Realty

    13 Marc Craig Blvd, Middletown, NY 10940

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