Middletown, NY Homes for Sale under $600,000

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  /15

  $489,900

  Open Sat 12PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  11 Avoncroft Ln, Middletown, NY 10940

  11 Avoncroft Lane, Middletown, NY offers 3 bedrooms, 3.5 bathrooms, approximately 2,521 sq. ft., central air, forced-air heat, and a finished walkout basement. This spacious Orange County residence provides flexible living areas for everyday comfort, entertaining, remote work, guest space, or recreation. Conveniently located near shopping, dining, parks, commuter routes, and Hudson Valley

  

  Randolph Rogers

  eXp Realty

  11 Avoncroft Ln, Middletown, NY 10940
• Explore Middletown

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  /29

  $359,900

  Open Sat 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,322 Sq Ft

  7 Rowan St, Middletown, NY 10940

  Here is the rare first home that costs almost nothing to worry about. It has been remodeled through and through, so the bills that scare new owners are already behind you. The kitchen is brand new. The bathroom is brand new. The roof is only 8 years young, the siding is new, the windows are new, and even the water service line has been replaced. Natural gas heat keeps the coldest stretch of

  

  Brian Caplicki

  KW Hudson Valley United

  7 Rowan St, Middletown, NY 10940
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  /41

  $440,000

  $17K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  35 Pinto Rd E, Middletown, NY 10941

  Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is

  

  Tiffany Megna

  RE/MAX Town & Country

  35 Pinto Rd E, Middletown, NY 10941
• 

  

  

  /30

  $329,900

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  89 Prince St, Middletown, NY 10940

  There is a particular kind of quiet that arrives when a place becomes yours. The last box is finally down, the door clicks shut behind you, and it lands softly that this is the address you give people now. This is the home where that feeling begins, and where it stays. It is ready for you from the first day. Everything lives on one easy level, open and unhurried, morning light moving through the

  

  Brian Caplicki

  KW Hudson Valley United

  89 Prince St, Middletown, NY 10940
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  /46

  $574,900

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,432 Sq Ft

  180 Mt Orange Rd, Middletown, NY 10940

  The primary suite alone tells you what kind of home this is. A vaulted cathedral ceiling overhead, a spa-style bath built around a deep soaking tub, and proportions that hold a quiet hour at the end of a long day the way a private retreat is supposed to. It is the kind of room that quietly redefines what you expect a ranch to feel like. By the time the water is running, the day has already

  

  Brian Caplicki

  KW Hudson Valley United

  180 Mt Orange Rd, Middletown, NY 10940
• 

  

  /46

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  59 Woodside Knolls Dr, Middletown, NY 10940

  Welcome home to this impeccably maintained, tri-level townhouse nestled in the heart of the scenic Hudson Valley. Boasting over 2,400 sq. ft. of modern living space, this home features 9' ceilings, gleaming hardwood floors, and an open layout. The kitchen shines with countertops, stainless steel appliances, and a charming breakfast area. Retreat to the spacious primary suite with a walk-in closet

  

  Donna Reese

  KW Hudson Valley United

  59 Woodside Knolls Dr, Middletown, NY 10940
• 

  

  /43

  $399,900

  Open Sat 1PM - 3PM $25K PRICE DROP

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

  83 Deer Ct Dr, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 2.5-bathroom, 1-car garage, two-story townhouse located in the highly desirable Deer Run complex. This move-in-ready home features laminate flooring throughout, with tile flooring in the kitchen and bathrooms. The kitchen was tastefully updated in 2020, along with the heating and cooling system, which is electronically controlled and offers a high-efficiency SEER

  

  Dulce M Ferrera

  KW Hudson Valley United

  83 Deer Ct Dr, Middletown, NY 10940
• 

  

  /30

  $399,900

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

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

  Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

  

  Hazel Cello

  KW Hudson Valley United

  568 County Route 49 Unit 2C, Middletown, NY 10940
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  /26

  $339,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  101 N Beacon St, Middletown, NY 10940

  Move in ready 3 bedrooms, 2 bathroom home. Clean and freshly painted. Updated kitchen and bathrooms. Located on a dead end street. Private Fenced-in yard. Conveniently located minutes from local shops, restaurants, Galleria Mall, Garnet Health and close proximity to I86 and I84. Very easy to show. Call today for your own private viewing.

  

  Dulce M Ferrera

  KW Hudson Valley United

  101 N Beacon St, Middletown, NY 10940
• 

  

  /9

  $399,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,799 Sq Ft

  12 Todd Dr, Middletown, NY 10941

  Conveniently located in Pine Bush schools and close to ammenities is the 3 bedroom two bath split level on a cul-de-sac

  

  Lynelle Alessi

  KW Hudson Valley United

  12 Todd Dr, Middletown, NY 10941
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  /33

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  24 Mountain Ave, Middletown, NY 10940

  Cape Cod with 4 bedrooms, 2 baths, garage and large deck overlooking peaceful and private backyard. Deck less than 2 years old, beautiful stainless steel appliances only 2 years old. 2nd floor is not like your typical cape cod. Very spacious with a great bonus area. Conveniently located in Middletown School District just 3 miles from the train station and just minutes from park, walking trails,

  

  Sharon Reynolds

  KW Hudson Valley United

  24 Mountain Ave, Middletown, NY 10940
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  /22

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 3,329 Sq Ft

  6 Kennedy Terrace, Middletown, NY 10940

  Welcome to this Well-kept ranch-style residence located in the sought-after Presidential Estates neighborhood of Middletown. Situated on nearly half an acre. This home offers over 3,300 square feet of living space with 3 bedrooms, 2.5 bathrooms, and a versatile floor plan designed for comfortable living and entertaining. Features include hardwood floors, carpet, a finished basement, central air

  

  Adelta Upshur Mc Donald

  Adel Co Enterprises Inc

  6 Kennedy Terrace, Middletown, NY 10940
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  /44

  $425,000

  $50K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,074 Sq Ft

  57 Boorman Rd, Middletown, NY 10940

  Renovated Dutch Colonial on 5+ private acres in the Minisink school district, just minutes from Middletown!Updated kitchen features quartz countertops, ceramic tile flooring, subway tile backsplash, new cabinetry, and stainless steel appliances. First floor offers a full bath, spacious living room, dining room, and a cozy wood stove for supplemental heat. Upstairs includes 3 bedrooms and a

  

  Lynelle Alessi

  KW Hudson Valley United

  57 Boorman Rd, Middletown, NY 10940
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  /9

  $499,000

  • Land
  • 39.9 Acres
  • $12,506 per Acre

  700 van Burenville Rd, Middletown, NY 10940

  Discover your own 40-acre sanctuary in the Hudson Valley, a landscape of rolling meadows, a peaceful pond that set the stage for a truly picturesque retreat. Perfectly suited for equestrian pursuits, cattle, or recreational hunting.

  

  Joao Rodrigues

  Preferred Properties Real Esta

  700 van Burenville Rd, Middletown, NY 10940
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  /41

  $375,000

  $20K PRICE INCREASE

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  4 Eaton Ct, Middletown, NY 10940

  Welcome to Canterbury Knolls! This beautifully maintained 3-bedroom, 1.5-bathroom home is move-in ready and filled with charm. Updates include a brand new roof. Some rooms and garage have been freshly painted. Step inside to find gleaming hardwood floors throughout, complemented by porcelain tiles in the entryway and kitchen. The Homeowner's Association makes life easier by handling all exterior

  

  Dulce M Ferrera

  KW Hudson Valley United

  4 Eaton Ct, Middletown, NY 10940
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  /50

  $599,900

  $20K PRICE DROP

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

  179 Reservoir Rd, Middletown, NY 10940

  Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full

  

  Dulce M Ferrera

  KW Hudson Valley United

  179 Reservoir Rd, Middletown, NY 10940
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  /24

  $587,000

  $12K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft

  5 Oak Ridge Rd, Middletown, NY 10940

  Built in 2020, this spacious 2,392 sq ft home offers 4 bedrooms, 3 full bathrooms, and a 2-car garage. The upper level boasts an open-concept layout with vaulted ceilings, a modern kitchen featuring granite countertops and stainless steel appliances, a bright living room, and three bedrooms, including the primary suite, and two full baths. The finished lower level adds even more living space with

  Sandra Laramore Redfin Real Estate

  5 Oak Ridge Rd, Middletown, NY 10940
• 

  

  /35

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  25 Ferrara Dr, Middletown, NY 10941

  Step into this Beautifully renovated 3 Bedroom, 1 Bath Split Level Home. Perfectly updated with Brand New Roof, Windows, Bright and Airy Kitchen and Modern Bathroom. Brand New Stainless Steel Appliances in Kitchen. Hardwood floors throughout. Nestled on a spacious charming piece of property. Great for outdoor entertaining. It's ready for you to call Home.Great Commuter Location. Close to

  Tracy Lockhart RE/MAX Benchmark Realty Group

  25 Ferrara Dr, Middletown, NY 10941
• 

  

  /28

  $399,000

  • 2 Beds
  • 2.5 Baths
  • 1,337 Sq Ft

  19 Putters Way Unit 6, Middletown, NY 10940

  Beautiful Townhouse in Fairways at Wallkill! Enjoy maintenance-free living in this desirable Fairways community townhouse. Conveniently located near major highways, shopping, and Orange Regional Medical Center, this home features 2 bedrooms, 2.5 bathrooms, a spacious living room, and a bright private balcony overlooking the pool.Residents have access to outstanding amenities including a

  Xiaohui Cui KW Hudson Valley United

  19 Putters Way Unit 6, Middletown, NY 10940
• 

  

  /19

  $315,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  66 Patio Rd, Middletown, NY 10941

  This beautifully maintained 3-bedroom, 1.5-bath townhouse-style single-family home is move-in ready and available for immediate occupancy. The home features stainless steel appliances and a combination of ceramic tile, laminate, and hardwood flooring throughout, creating an attractive, low-maintenance, and allergy-friendly living environment. Both bathrooms have been tastefully updated, and a

  Jill Wilkins KW Hudson Valley United

  66 Patio Rd, Middletown, NY 10941
• 

  

  /23

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  15 Kendal Ln, Middletown, NY 10940

  Beautifully maintained end-unit townhouse in the highly desirable Water's Edge community! This move-in-ready 2-bedroom, 2.5-bath home offers a bright, open layout with a spacious foyer, updated kitchen featuring newer appliances, a large living room with new sliding glass doors leading to a private patio, and a convenient first-floor powder room. Upstairs, the primary suite features cathedral

  Jonathon Lee KW Hudson Valley United

  15 Kendal Ln, Middletown, NY 10940
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  /44

  $384,999

  • 2 Beds
  • 1.5 Baths
  • 1,584 Sq Ft

  1 Lake Ridge Dr, Middletown, NY 10940

  Seller will pay $5,000 of your closing costs! Set within the highly desirable Lake Ridge at Water’s Edge community in Middletown, this beautifully cared-for end-unit townhouse combines comfort, style, and low-maintenance living. Offering 2 bedrooms and 1.5 baths, the home features tasteful upgrades throughout, including luxury vinyl flooring, recessed LED lighting, and a warm, inviting gas

  Colin Seitz RE/MAX Benchmark Realty Group

  1 Lake Ridge Dr, Middletown, NY 10940
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  /13

  $550,000

  $10K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 1,911 Sq Ft

  35 Dogwood Dr, Middletown, NY 10940

  Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1

  Lenworth Brisco Keller Williams Realty NYC Grp

  35 Dogwood Dr, Middletown, NY 10940
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  /44

  $370,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,413 Sq Ft

  6 Charlotte Mews, Middletown, NY 10940

  New renovation, New split air conditioner,New floor ,NEW painting, New toilet on the first floor, New refrigerator, new washing machine, new dryer, garage renovationBeautifully maintained detached townhome in Canterbury Knolls is very convenient to highway, train station and major shopping. Homeowner fee covers lawn maintenance, snow removal, garbage pickup and use of clubhouse. This home has

  Zhiheng Tang KW Hudson Valley United

  6 Charlotte Mews, Middletown, NY 10940
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  /17

  $333,000

  $4K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  5 Kendal Ln, Middletown, NY 10940

  Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering the perfect blend of peaceful lakeside living and modern convenience, this home features a bright, open floor plan designed for easy living. Most of the windows have been replaced, enhancing energy efficiency and bringing

  Jonathon Lee KW Hudson Valley United

  5 Kendal Ln, Middletown, NY 10940
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  /38

  $539,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,694 Sq Ft

  181 Stony Ford Rd, Middletown, NY 10941

  Set on 6.7 private acres in Middletown, this 3-bedroom, 2-bath, 1,694 sq ft home offers the perfect blend of comfort and outdoor living. Enjoy your own private retreat featuring quad trails, river access ideal for fishing, and abundant wildlife for hunting or nature watching. The outdoor space is designed for entertaining and relaxation with a fire pit area and a spacious two-tier deck complete

  Rana Ali eXp Realty

  181 Stony Ford Rd, Middletown, NY 10941
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  /49

  $419,000

  Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,928 Sq Ft

  48-50 Mountain Ave, Middletown, NY 10940

  Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you

  Amanda Brehm KW Hudson Valley United

  48-50 Mountain Ave, Middletown, NY 10940
• 

  

  /17

  $429,000

  $30K PRICE DROP

  • 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
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  /41

  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,228 Sq Ft

  217-219 Highland Ave, Middletown, NY 10940

  Spacious and charming 3-bedroom, 2.5-bath home featuring a welcoming wraparound porch and an abundance of living space throughout. The main level offers an entry foyer, living room, formal dining room, kitchen, family room, den, powder room, and laundry room. Upstairs features a primary bedroom with private bath, two additional bedrooms, and a full hall bathroom. The walk-up third level offers

  Wenpeng Guan KW Hudson Valley United

  217-219 Highland Ave, Middletown, NY 10940
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  /37

  $535,000

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

  19 Randall Terrace, Middletown, NY 10940

  STUNNING Colonial located in a quiet neighborhood of Middletown minutes from OCC. This home is in mint condition with the upgrades it offers. Enter into an oversized living room with a fireplace that leads to a formal dining room & gorgeous new kitchen. This modern eat in kitchen features self closing cabinets, granite countertops, backsplash & beautiful fresh out the box stainless steel

  Sandra Arnez KW Hudson Valley United

  19 Randall Terrace, Middletown, NY 10940
• 

  

  /35

  $450,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  153 Ridgewood Ave Unit 155, Middletown, NY 10940

  Welcome to 153 Ridgewood Avenue, a beautifully maintained 2021 built ranch offering the ease and comfort of modern single level living. Vaulted ceilings, an open concept layout, stylish finishes, and abundant natural light create a warm and inviting feel from the moment you enter. With more than 1,500 square feet, the home features a spacious kitchen with stone countertops, generous prep space,

  Isaiah Lopez KW Hudson Valley United

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
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  /18

  $499,000

  • 4 Beds
  • 2 Baths
  • 1,932 Sq Ft

  12 Walnut Ln, Middletown, NY 10940

  Beautifully maintained home in a desirable Middletown neighborhood featuring a bright, functional layout and a spacious backyard. One of the most valuable features of this property is its flexible bedroom layout. Four total bedrooms, including two conveniently located on the first floor, offering rare flexibility for multi-generational living, guests, a home office, or easy single-level living.

  Xiaohui Cui KW Hudson Valley United

  12 Walnut Ln, Middletown, NY 10940
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  /36

  $485,000

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  1 High Ridge Ln, Middletown, NY 10940

  Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’slifestyle. Step inside to find a bright and inviting layout featuring spacious bedrooms each with generous closet

  Jason Madison eXp Realty

  1 High Ridge Ln, Middletown, NY 10940
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  /27

  $399,900

  $50K PRICE DROP

  • 5 Beds
  • 3 Baths

  37 Monhagen Ave, Middletown, NY 10940

  Welcome to an opportunity that is becoming harder and harder to find. This multi-family property sits on a nearly half-acre lot in the City of Middletown and offers investors, contractors, and ambitious buyers the chance to create significant value. With 2,151 square feet, five bedrooms, three full bathrooms, and income-producing potential, this is the type of property that rewards vision and

  Isaiah Lopez KW Hudson Valley United

  37 Monhagen Ave, Middletown, NY 10940
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  /32

  $599,000

  • 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 is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
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  /36

  $599,900

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Country Escape of 6 spacious bedrooms offers space, privacy, and a serene setting on 3.38 acres. Just about 75 miles from New York City, it’s close enough for convenient weekend escapes yet far enough to feel like a true retreat feels like a private estate—perfect for those seeking a refined escape from city life A grand foyer opens to a bright, airy layout with high ceilings, large windows, and

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  

  /36

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  26 1/2 Ridge St, Middletown, NY 10940

  Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 4 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing

  Cheskel Werzberger Mount Realty

  26 1/2 Ridge St, Middletown, NY 10940
• 

  

  /9

  $399,900

  • 4 Beds
  • 2 Baths
  • 1,472 Sq Ft

  25 Mill St, Middletown, NY 10940

  Completely renovated two-unit property with Residential/CMU zoning. Ideal opportunity for an owner-user or investor — operate your business on the first floor while generating rental income from the occupied second-floor unit. Property includes 2 car parking/off-street parking, with potential for expansion subject to city approvals.

  Sammy Zambrano Keller Williams Realty

  25 Mill St, Middletown, NY 10940
• 

  

  /35

  $415,000

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  80 Beattie Ave, Middletown, NY 10940

  Welcome Home to Comfort, Style & Convenience in the Heart of Middletown! This beautifully renovated two-story Colonial blends timeless charm with modern updates, offering the perfect place to call home. Featuring 3 bedrooms, 1 full bathroom, and thoughtfully designed living spaces throughout, this move-in-ready property has been updated to maximize both functionality and style. From the moment

  Sheyla Falesto Howard Hanna Rand Realty

  80 Beattie Ave, Middletown, NY 10940
• 

  

  /31

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft

  28 Wilson St, Middletown, NY 10940

  Tucked into one of Middletown's most well-kept and welcoming neighborhoods, this thoughtfully maintained raised ranch delivers comfort, updates, and value in equal measure — the kind of home that checks the boxes you didn't even know you had. At the heart of the home is a beautifully renovated kitchen — open concept with full sightlines into the dining area and family room, ample cabinetry, and a

  Geoffrey Green BHG Real Estate Green Team

  28 Wilson St, Middletown, NY 10940

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