Middletown, NY Homes for Sale under $600,000

• 

  

  

  /19

  $560,000

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

  77 Upper Rd, Middletown, NY 10940

  Accepted Offer- Continue Showing for Back up. This beautiful ranch-style property is ready to move in. Amazing upgrades were made to this home with beautiful hardwood floors, 4 bedrooms, 3 bathrooms, a huge partially finished basement with enough space for a personal gym with access to an amazing backyard that features a beautiful above-ground pool, a tennis court, volleyball court, or basketball

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
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  /33

  $485,000

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,861 Sq Ft

  678 Prosperous Valley Rd, Middletown, NY 10940

  Welcome to 678 Prosperous Valley Road, a beautifully renovated Colonial nestled on 0.80 acres in the desirable Town of Middletown. Combining timeless character with modern upgrades, this move-in-ready home offers 4 spacious bedrooms, 2 full bathrooms, and approximately 1,861 square feet of thoughtfully updated living space.Recent improvements include a stunning remodeled kitchen, fully

  Yonauris Gonzalez Then eXp Realty

  678 Prosperous Valley Rd, Middletown, NY 10940
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  /24

  $555,000

  $24K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,202 Sq Ft

  29 Murray Rd, Middletown, NY 10940

  3 PRIVATE ACRES + ULTIMATE VERSATILITY + POSSIBLE INCOME POTENTIAL = A RARE MIDDLETOWN OPPORTUNITY Set on 3 serene, wooded acres, this beautifully maintained raised ranch offers an expansive 2,202 sq. ft. of living space designed with a unique, highly adaptable layout that can help with your financial goals or adapt to your lifestyle. The main level features a bright open-concept main floor with

  Regina Lombardo KW Hudson Valley United

  29 Murray Rd, Middletown, NY 10940
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  /16

  $329,000

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  NO HOA FEES! LOW TAXES!! Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances,

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
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  /29

  $350,000

  $25K PRICE DROP

  • Land
  • 34.56 Acres
  • $10,127 per Acre

  0 W Hubbell Hill Rd Unit KEY1027019, Middletown, NY 12455

  Discover the possibilities with this exceptional 34+ acre land parcel nestled in a peaceful rural setting. Offering a perfect blend of open space, privacy, and natural beauty, this property provides an ideal canvas for your dream home, retreat, hobby farm, recreational getaway, or future investment.Surrounded by scenic countryside and abundant wildlife, the land offers plenty of room for

  Amanda Ferrantello Hudson Valley Griffith

  0 W Hubbell Hill Rd Unit KEY1027019, Middletown, NY 12455
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  /39

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  1630 Goshen Turnpike, Middletown, NY 10941

  Turnkey 3-Bed, 1-Bath with stunning mountain views! Completely remodeled from top to bottom with a brand-new upgraded kitchen, updated bath, and cozy living space. Features a versatile indoor porch, new deck, and a large backyard patio perfect for entertaining. Ready for you to move in!

  Yehuda Lefkowits MS Realty Group USA, Inc

  1630 Goshen Turnpike, Middletown, NY 10941
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  /28

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  21 Keystone Park, Middletown, NY 10940

  What you've been waiting for! Adorable and affordable 3 BR ranch on a cul de sac with lovely, private back yard! Large LR! Kitchen opens to Dining area! New walk in shower in bath! Full basement and 1 car garage. C/A! HW floors! Newer windows! Municipal services! Convenient to shopping and Route 17 for commuter!

  Linda Clark Hudson Valley Griffith

  21 Keystone Park, Middletown, NY 10940
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  /23

  $399,995

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,663 Sq Ft

  17 Last Rd, Middletown, NY 10941

  Welcome to 17 Last Rd, a unique retreat nestled on a sprawling 3.9-acre lot in the heart of Middletown. The upper level features 2 bedrooms and 1 full bathroom, while the lower level offers ground-level access with its own separate entrance, an additional bedroom, and a full bathroom.This versatile 2-bedroom, 2-full-bathroom home is designed to maximize natural light, creating a bright

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
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  /40

  $354,900

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  41 Roosevelt Ave Unit 39, Middletown, NY 10940

  Welcome home to this beautifully maintained 3-bedroom, 1-bath Colonial in the City of Middletown. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes, this home blends classic charm with practical everyday living. From the moment you arrive, you'll be drawn to the expansive wraparound front porch—the perfect place to enjoy your morning coffee or unwind at

  Patricia Sassi RE/MAX Benchmark Realty Group

  41 Roosevelt Ave Unit 39, Middletown, NY 10940
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  /29

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  30 Chestnut Ave, Middletown, NY 10940

  Tucked into one of Middletown's established neighborhoods, 30 Chestnut Avenue is a home that effortlessly blends comfort, style, and convenience. From the moment you step inside, you'll appreciate the bright, open floor plan where natural light pours through the windows, creating inviting spaces designed for both everyday living and memorable gatherings.The heart of the home is the

  Lauren Iacono Corcoran Baer & McIntosh

  30 Chestnut Ave, Middletown, NY 10940
• 

  

  /22

  $530,000

  $55K PRICE DROP

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

  2078 Route 6, Middletown, NY 10940

  Welcome to this beautifully maintained contemporary bi-level home set on 2.2 private acres in the scenic countryside of Orange County. Built in 2015, this exceptional residence combines modern comfort with peaceful surroundings, offering the perfect balance of privacy and convenience. The impressive entryway welcomes you with soaring cathedral ceilings, abundant natural light, and an open, airy

  Shiva Kalipersad Anthony Napolitano Homes

  2078 Route 6, Middletown, NY 10940
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  /50

  $549,900

  $50K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 3,280 Sq Ft

  22 Camp Orange Rd, Middletown, NY 10941

  Cherished through generations and lovingly maintained by its owners, this remarkable circa home is ready for its next chapter. Set on 3.6 beautifully level acres in the Valley Central School District, the property offers the perfect blend of historic character, functional space, and country charm. As you approach, the care and pride of ownership are immediately evident. A welcoming front porch

  Rosalie Cook Weichert Realtors

  22 Camp Orange Rd, Middletown, NY 10941
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  /28

  $549,900

  82 Montgomery St Unit 84, Middletown, NY 10940

  Turn-of-the-century solid brick two-family home situated on a desirable corner lot comprising two lots. This owner-occupied property offers a spacious yard with established grapevines and mature fruit trees, creating a wonderful setting for outdoor enjoyment.An excellent opportunity for an owner-occupant looking for a home with rental income potential. The main-floor unit features 2

  Jonathon Lee KW Hudson Valley United

  82 Montgomery St Unit 84, Middletown, NY 10940
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  /2

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Beautiful 3-bedroom, 2.5-bath condo inside and out! Formal dining room, eat-in kitchen with island, cozy fireplace, and huge windows with custom blinds and curtains. Convenient second-floor laundry room! Spacious lower-level playroom—perfect for movie nights and large enough for your own home theater setup. Walk in closets, a soaking tub, central air and a 2 car garage! Low HOA fees and truly a

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
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  /42

  $430,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  11 Columbia Ave, Middletown, NY 10940

  BEAUTIFULLY maintain old style home in the heart of Middletown with low PROPERTY taxes. A must-see home to appreciate it quality and charm. Located near Davidge Park. Commuter Friendly location easy access to Route 17 and interstate highway 84 to Penn and Conn. NJ Transit and a 15 min walk to the Shortline Bus to Midtown Manhattan with Plenty of Parking should you choose to drive to the bus

  Norberto Tirado N Tirado Realty LLC

  11 Columbia Ave, Middletown, NY 10940
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  /28

  $399,999

  Pre-Foreclosure

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

  70 Peach Place, Middletown, NY 10940

  Welcome to 70 Peach Place, a beautifully maintained townhouse nestled in the desirable Peach Hills subdivision. This spacious home offers the perfect blend of comfort, convenience, and value with no HOA fees and low taxes.Step inside to discover newly updated bathrooms, new appliances, and a brand-new hot water heater, providing peace of mind for years to come. The generous primary suite

  Virginia Corbett eXp Realty

  70 Peach Place, Middletown, NY 10940
• 

  

  /23

  $490,000

  • 3 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  19 Magnolia Park Rd, Middletown, NY 10940

  BACK ON MARKET: Welcome to this beautifully maintained newer-construction home in the sought-after Magnolia Park section of the Maple Fields community in Middletown. Built in 2019–2020, this spacious residence offers approximately 2,100 square feet of modern living with an open-concept layout designed for today’s lifestyle. The main level features a bright and airy living space, a stylish kitchen

  Daniel Amodeo AMO Realty

  19 Magnolia Park Rd, Middletown, NY 10940
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  /50

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 2,508 Sq Ft

  2 Harvest Hill Ln, Middletown, NY 10940

  Welcome home to this spacious and beautifully maintained Middletown property, ideally situated on a desirable corner lot and offering the perfect combination of space, comfort, and convenience. Step inside to a bright and inviting interior featuring hardwood flooring and an open, comfortable layout designed for both everyday living and entertaining. The well-appointed kitchen features stainless

  Kevin Grier KW Hudson Valley United

  2 Harvest Hill Ln, Middletown, NY 10940
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  /15

  $329,000

  $20K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,176 Sq Ft

  195 Commonwealth Ave, Middletown, NY 10940

  Welcome to 195 Commonwealth Ave, where small-town charm meets everyday convenience. Nestled in the heart of Middletown, this 3-bedroom, 1-bath Cape Cod puts you minutes from the Metro-North train, shops, dining, and everything the Hudson Valley has to offer — with a backyard that feels like your own private retreat.Inside, gleaming hardwood floors flow throughout, anchored by a kitchen

  Loretta Wolff NexLvl Real Estate Inc.

  195 Commonwealth Ave, Middletown, NY 10940
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  /19

  $379,999

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  8 Forest Ave Unit 6, Middletown, NY 10940

  Welcome to 8 Forest Ave, Middletown, NY 10940—a charming corner-lot home offering comfort, flexibility, and plenty of outdoor space.This well-maintained property features 2 spacious bedrooms plus a bright sunroom that can easily be converted into a third bedroom, home office, or guest room. The home also offers 2 full bathrooms, a generously sized kitchen, and a separate dining room,

  Mariama Balde Reliable Realty Group

  8 Forest Ave Unit 6, Middletown, NY 10940
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  /11

  $449,000

  • 4 Beds
  • 1,805 Sq Ft

  94 Linden Ave, Middletown, NY 10940

  Incredible opportunity to live in 1 unit and enjoy the additional income! Or an Investor. Both units features a Brand New Kitchen. Stainless Steal Appliances, Quartz countertops, eat-In-kitchen vinyl plank floors. 4 Bedrooms & 2 full bathrooms in total. Walk-out basement, laundry and storage. Separate utilities. HVAC, Siding and Roof 2023. Fenced in yard. The home is in close proximity to parks,

  Kevin Grier KW Hudson Valley United

  94 Linden Ave, Middletown, NY 10940
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  /21

  $550,000

  • Land
  • 63.3 Acres
  • $8,689 per Acre

  0 Bragg Hollow Rd, Middletown, NY 12438

  Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Bragg Hollow Rd, Middletown, NY 12438
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  /50

  $500,000

  $20K PRICE DROP

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

  29 Avoncroft Ln, Middletown, NY 10940

  Welcome to 29 Avon Croft Lane, One of a Kind Nestled among mature trees and natural surroundings, this property provides a peaceful and secluded setting. a beautifully maintained home offering privacy, comfort, and convenience in a desirable Middletown location. . This spacious home offers the comfort and freedom you’ve been looking for—about 70 miles from NYC, with easy access to major highways

  Gail Rachlin KW Hudson Valley United

  29 Avoncroft Ln, Middletown, NY 10940
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  /18

  $350,000

  $100K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,478 Sq Ft

  47 Wickham Ave Unit 45, Middletown, NY 10940

  Rare Opportunity to Live and Work under the same roof. Save money and time in buying this beautiful 1800’s Colonial Home in a very sought after area of Middletown. This Timeless Elegant home features Gorgeous wide Plank Flooring, beautiful Staircase and Rocking Chair Porches. This Charming home is Great for a professional I.E Accountant, Attorney, Real Estate Professional ETC This wonderful home

  John Biasi Howard Hanna Rand Realty

  47 Wickham Ave Unit 45, Middletown, NY 10940
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  /2

  $369,000

  Coming Soon

  • 2 Beds
  • 2 Baths
  • 2,236 Sq Ft

  49 Brewster Dr, Middletown, NY 10940

  Bring your vision and make this spacious bi-level your own! The main level features beautiful hardwood floors throughout the living and dining areas, along with a sliding glass door leading to the backyard patio, perfect for relaxing or entertaining. The home offers a flexible lower level with additional living space, providing plenty of room to accommodate a variety of needs. With some TLC, this

  Kismet Johnson eXp Realty

  49 Brewster Dr, Middletown, NY 10940
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  /47

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  1215 Route 211 W, Middletown, NY 10940

  Situated on 2.8 private acres in Mount Hope, NY, within the highly regarded Minisink Valley School District, this 4-bedroom, 2.5-bath Colonial offers 2,832 square feet of living space designed for light, space, and ultimate flexibility. Intentionally selected and custom-sited using Frank Lloyd Wright design principles, the modular home is strategically oriented on the land to maximize natural

  Matthew Gibbs KW Hudson Valley United

  1215 Route 211 W, Middletown, NY 10940
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  /24

  $399,999

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  52 Linden Ave, Middletown, NY 10940

  This spacious 2,016 sq. ft. two-family home offers flexibility for both homeowners and investors. The first-floor unit features 1 bedroom, 1 full bathroom, and direct access to the basement. The second-floor unit offers 2 bedrooms and 2 full bathrooms, providing comfortable living space for occupants.Whether you're looking to live in one unit and generate rental income from the other, or

  Carina Villalona Hudson Premium Realty

  52 Linden Ave, Middletown, NY 10940
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  /46

  $499,000

  • 4 Beds
  • 2.5 Baths
  • 2,388 Sq Ft

  1 Hulse St, Middletown, NY 10940

  Welcome home! This stunning newly constructed corner-lot residence offers the perfect blend of modern luxury, thoughtful design, and comfortable everyday living.Step inside to a bright, open main level featuring 9-foot ceilings, creating an inviting sense of space and sophistication. The heart of the home is the impressive upgraded kitchen, designed for both everyday living and entertaining.

  Anita S. Cristiano HomeSmart Homes & Estates

  1 Hulse St, Middletown, NY 10940
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  /41

  $369,900

  $79K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  202 Concord Ln Unit 202, Middletown, NY 10940

  Welcome to Buttonwood Hills! This spacious 3-bedroom, 2.5-bath townhouse offers comfortable, low-maintenance living in one of Middletown's most convenient locations. Featuring a bright and functional layout, the main level includes a generous living room, dining area, updated kitchen, convenient half bath, and in-unit laundry. Upstairs, you'll find a spacious primary bedroom along with two

  Soleil Jackman Howard Hanna Rand Realty

  202 Concord Ln Unit 202, Middletown, NY 10940

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