Houses for Sale in 10940

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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
• 

  

  

  /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
• 

  

  /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
• 

  

  

  /21

  $599,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft

  125 Whipple Rd, Middletown, NY 10940

  Discover the perfect blend of serenity and comfort in this stunning 4-bedroom, 3-bathroom raised ranch nestled on a sprawling 1.5-acre lot in the heart of Middletown, NY. As you step inside, the heart of the residence, a spacious and sunlit living area, invites family gatherings and effortless entertaining. Culinary enthusiasts will delight in the modern kitchen, boasting sleek appliances and

  Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
• 

  

  

  /36

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  214 Phillips St, Middletown, NY 10940

  Welcome to this beautiful newly built 4-bedroom, 3.5-bath home featuring a spacious 2,760 sqft layout across three levels of living space. The gourmet kitchen features an island with a breakfast bar and flows seamlessly into a large dining area. The luxurious primary suite includes a full ensuite bath with dual vanities, a shower, and a separate soaking tub, all highlighted by expansive windows.

  Donna Gray Redfin Real Estate

  214 Phillips St, Middletown, NY 10940
• 

  

  /29

  $599,000

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

  924 Greenville Turnpike, Middletown, NY 10940

  Vacation at home! Seclusion and privacy are yours to enjoy year round with this custom built Contemporary Chalet on over 2 acres of gorgeous wooded property! Tired of annoying neighbors and want to get away from it all? As you pull up the drive to your own personal hideaway you will feel the stress of the day fall away ... you're HOME! Step into the dramatic full two story Living/Dining Room

  Patsy Duncan IBNA Real Estate Group

  924 Greenville Turnpike, Middletown, NY 10940
• 

  

  /35

  $589,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  24 3rd St, Middletown, NY 10940

  BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm.Step into the gorgeous eat-in kitchen, thoughtfully designed with:A large center island with ample seatingGleaming hardwood floorsVaulted

  Jane Panico Realty Promotions Inc

  24 3rd St, Middletown, NY 10940
• 

  

  /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
• 

  

  /40

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft

  339 Kirbytown Rd, Middletown, NY 10940

  Nestled gracefully amidst more than thirteen acres of lush, undisturbed countryside, this remarkable colonial-style residence stands as a testament to elegance, comfort, and thoughtful practicality. A rare offering in today’s market, the property invites you to experience the best of both worlds: resplendent rural seclusion and immediate access to the conveniences of modern life. Conceived as a

  Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  

  /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
• 

  

  /20

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,576 Sq Ft

  64 Homestead Ln, Otisville, NY 10963

  Charming 3-Bedroom Country Home with Pond on 23+ Acres – MiniSink School DistrictWelcome to 64 Homestead Lane, a peaceful country retreat nestled on 23.4 scenic acres in the Town of Mount Hope, just off a quiet lane in the highly sought-after MiniSink Valley School District.This inviting 3-bedroom, 1 full bath and 2 half bath home offers classic charm and privacy, surrounded by

  Jonathon Lee Keller Williams Hudson Valley

  64 Homestead Ln, Otisville, NY 10963
• 

  

  /43

  $635,000

  • 4 Beds
  • 3 Baths
  • 3,328 Sq Ft

  58 White Bridge Rd, Middletown, NY 10940

  Welcome to your own Alpine retreat in the heart of the Hudson Valley and in the Minisink school district! Inspired by traditional German design, this warm and inviting home offers a harmonious blend of rustic charm and modern functionality. Nestled on 1.2 acres of beautifully manicured grounds, the property exudes pride of ownership and has been meticulously maintained by its current owners. Step

  Patricia Sassi RE/MAX Benchmark Realty Group

  58 White Bridge Rd, Middletown, NY 10940
• 

  

  /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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  /37

  $510,000

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

  Kewin Garabito eXp Realty

  612 Shoddy Hollow Rd, 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
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  /25

  $535,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

  AnnaMarie O'Brien Curasi Realty, Inc.

  727 Route 17m, Middletown, NY 10940
• 

  

  /41

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location!Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
• 

  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, 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
• 

  

  /23

  $590,000

  • 3 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  61 Benneywater Rd, Port Jervis, NY 12771

  Welcome to 61 Benneywater set on a no outlet road located in the town of Greenville with-in the Minisink Valley School district. Brick ranch style home that has been recently given a new life. Set on 2.6 acres of level and mostly cleared land, you enjoy a sense of privacy and quiet. Home features 3 bedrooms and 2.5 bathrooms, hardwood flooring in living and dining room area along with family

  Jason Grossman Keller Williams Hudson Valley

  61 Benneywater Rd, Port Jervis, NY 12771
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /39

  $415,789

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft

  15 Rowan St Unit 13, Middletown, NY 10940

  Discover the perfect blend of comfort and charm in this beautifully updated home, nestled on a coveted double corner lot. Surrounded by lush hedges and offering ample parking, this residence welcomes you with curb appeal and room to spare. Inside, you'll find five spacious bedrooms, including a convenient first-floor bedroom, ideal for guests or flexible living needs. The home boasts two full

  Juan Bautista Keller Williams Realty

  15 Rowan St Unit 13, Middletown, NY 10940
• 

  

  /30

  $550,000

  • 4 Beds
  • 2.5 Baths
  • 2,633 Sq Ft

  306 S Centerville Rd, Middletown, NY 10940

  Staycation in the Country – An Entertainer’s Dream! Discover the perfect blend of comfort, beauty, and functionality in this spacious 4-bedroom, 2.5-bath colonial nestled on a serene 1.6-acre lot in Minisink School District. With room to spread out, incredible indoor and outdoor spaces, this home is your year-round getaway—without ever leaving your driveway. The heart of the home is a show

  Johan Tola Keller Williams Realty Group

  306 S Centerville Rd, Middletown, NY 10940
• 

  

  /19

  $158,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  35 Lake Claire Dr, Middletown, NY 10940

  This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

  Angela Vetanen eRealty Advisors, Inc

  35 Lake Claire Dr, Middletown, NY 10940
• 

  

  /16

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  744 Mount Hope Rd, Middletown, NY 10940

  A beautiful colonial home sitting on 10.80 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mount Hope Rd, Middletown, NY 10940
• 

  

  /22

  $249,900

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  58 Wawayanda Ave, Middletown, NY 10940

  A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a home office which offers much potential for additional space and a full bath you will have all

  Frank Muccari Cronin & Company Real Estate

  58 Wawayanda Ave, Middletown, NY 10940
• 

  

  /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
• 

  

  /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
• 

  

  /29

  $349,750 Open Sun 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,324 Sq Ft

  9 Grandview Ave, Middletown, NY 10940

  Step inside this Middletown ranch home and be pleasantly surprised by the spacious layout, updated features, and inviting vibe that make this home a true gem. With newer windows, kitchen appliances, and central air conditioning, comfort and convenience are already checked off your list. The cute breezeway connecting the garage to the house adds a fun bonus space—think sunny sitting area or

  Patricia Sassi RE/MAX Benchmark Realty Group

  9 Grandview Ave, Middletown, NY 10940
• 

  

  /26

  $112,999

  • 1 Bed
  • 1 Bath
  • 585 Sq Ft

  55 Woodcrest Dr, Middletown, NY 10940

  Charming Turn-Key Wood Cottage in Serene Setting - Airbnb CertifiedEscape to peace and tranquility with this beautifully maintained 1-bedroom, 1-bath ranch-style wood cottage, nestled in a serene wooded setting. Featuring vaulted ceilings and a wood-burning stove, this home exudes warmth and rustic charm. An additional converted space serves as a second bedroom, a bonus loft area offers extra

  Zakia Wisdom Z Wisdom Realty Inc.

  55 Woodcrest 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
• 

  

  /50

  $875,000

  • 4 Beds
  • 4 Baths
  • 3,699 Sq Ft

  21 Lincoln Terrace Unit 19, Middletown, NY 10940

  Step into a rare and iconic mid-century modern residence, masterfully designed and once inhabited by renowned local architect Dennis Jurow. Tucked away on a private and mature one-acre lot in Middletown, this 4,000+ square foot home is a true celebration of 1970s contemporary design—thoughtfully preserved with original details throughout. This one-of-a-kind home features ten sliding glass doors

  Patricia Sassi RE/MAX Benchmark Realty Group

  21 Lincoln Terrace Unit 19, Middletown, NY 10940
• 

  

  /31

  $589,900

  • 4 Beds
  • 2.5 Baths
  • 2,628 Sq Ft

  658 Ingrassia Rd, Middletown, NY 10940

  Welcome to this beautifully maintained Cape Cod-style home offering 2,628 square feet of versatile living space set on a private and picturesque 2.3-acre lot. This charming residence blends classic design with modern comfort, featuring generous room sizes, abundant natural light, and timeless appeal. The main level boasts a thoughtfully designed floor plan, ideal for both daily living and

  Rebecca Matta-Candela Keller Williams Realty

  658 Ingrassia Rd, Middletown, NY 10940
• 

  

  /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
• 

  

  /50

  $2,999,999

  • 5 Beds
  • 4.5 Baths
  • 6,460 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

  Warren Shelley Reliable Realty Group

  285 Hill Rd, 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
• 

  

  /13

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

  Feng Chang Acer Realty Inc

  3 Chappell Pkwy, Middletown, NY 10940
• 

  

  /16

  $429,999

  • 6 Beds
  • 2 Baths
  • 1,878 Sq Ft

  19 Wawayanda Ave, Middletown, NY 10940

  Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

  Samar Tarazi Keller Williams Realty

  19 Wawayanda Ave, Middletown, NY 10940

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