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Homes for Sale near Middletown Twin Towers Middle School

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  • /30

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    25 Fairways Dr Unit 1, Middletown, NY 10940

    Step into this fully updated, move-in ready luxury condo located in one of the area’s most sought-after gated communities. This stunning first-floor residence has been meticulously upgraded from top to bottom—featuring designer finishes, fresh modern paint tones, and premium luxury flooring throughout. The custom kitchen is outfitted with elegant cabinetry, granite countertops, and stylish

    Agent Photo

    Randolph Rogers

    eXp Realty

    (845) 299-8068

    25 Fairways Dr Unit 1, Middletown, NY 10940
  • /25

    $405,000 Open Sun 11AM - 1PM

    • 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
  • /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

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    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.

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 299-0839

    13 Smith St, Middletown, NY 10940
  • /26

    $410,000

    • 4 Beds
    • 2 Baths
    • 1,668 Sq Ft

    31 Beattie Ave, Middletown, NY 10940

    Great 2 family home in the city of Middletown. Each apartment features 2 bedrooms, 1 bathroom. This property is located in a zoning that requires one of the apartments is occupied by the owner. House is well maintained and cared for. Large lot offers plenty of yard and parking. Walk-up attic offers plenty of storage. Each tenant has their own washer and dryer hook-up. Detached 2 car garage ideal

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 286-4605

    31 Beattie Ave, Middletown, NY 10940
  • /2

    $380,000

    • 5 Beds
    • 2 Baths
    • 2,440 Sq Ft

    44 Houston Ave, Middletown, NY 10940

    Excellent opportunity to own a 2 family house whether you are an investor or want to live in one of the units and rent the second one. Spacious apartments. First floor apartment has 3 bedrooms and 1 bathroom, second floor apartment has 2 bedrooms and 1 bath. Conveniently located, walking distance to Touro College where students are always looking for close by rentals. Minutes to I86 and I84,

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    Dulce M Ferrera

    Keller Williams Hudson Valley

    (845) 497-6793

    44 Houston Ave, Middletown, NY 10940
  • /21

    $599,000

    • 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
  • /33

    $549,999

    • 3 Beds
    • 3 Baths
    • 2,696 Sq Ft

    2 Danielle Ct, Middletown, NY 10940

    Welcome to 2 Danielle Court, a stunning stucco home tucked away on just over a half-acre of land in desirable Middletown, NY. With 3 spacious bedrooms, 3 full bathrooms, and a versatile media room on the lower level, this property offers comfort, style, and endless possibilities.Step inside and you’ll immediately notice the home’s inviting flow and abundant natural light. The open spaces and

    Ravyn Green YourHomeSold Guaranteed Realty

    2 Danielle Ct, Middletown, NY 10940
  • /48

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 2,747 Sq Ft

    31 Highland View Place, Middletown, NY 10940

    Welcome to your dream home! Enjoy easy one floor living in this expansive ranch with its timeless decor and most tasteful updates! Meticulously maintained with exceptional attention to detail, inside and out, is evident as soon as you pull up to the front of the house with its extra wide paver stone driveway and mature landscaping. Step inside to discover light filled spaces, vaulted ceilings,

    Abbe Distelburger Keller Williams Realty

    31 Highland View Place, Middletown, NY 10940
  • /40

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,634 Sq Ft

    100 Academy Ave, Middletown, NY 10940

    WELCOME HOME!!! A lovely and spacious single family property in the center of Middletown is looking for its new owners, ready to move in!!!The house features a total of 4 bedrooms, 2 full baths, plus a office room, with a semi finished basement for laundry and storage.The 1st floor consists of a nice kitchen with granite countertops, big entry foyer, dining room, living room and a full

    Mordy Abelesz eXp Realty

    100 Academy Ave, Middletown, NY 10940
  • /30

    $419,000

    • 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
  • /48

    $459,000

    • 4 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    95 Rolling Meadows Rd, Middletown, NY 10940

    Welcome to your dream home in the heart of Middletown! This beautifully maintained property combines comfort, style, and functionality—perfect for everyday living and entertaining.Step inside to discover a spacious interior featuring granite countertops and stainless steel appliances in a well-appointed kitchen that will delight any home chef. The open layout seamlessly flows from kitchen

    Kevin Grier Keller Williams Hudson Valley

    95 Rolling Meadows Rd, 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
  • /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
  • /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
  • /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
  • /24

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    51 Pine Ct, Middletown, NY 10941

    Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

    John Biasi Howard Hanna Rand Realty

    51 Pine Ct, Middletown, NY 10941
  • /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
  • /12

    $479,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    93 Rolling Meadows Rd, Middletown, NY 10940

    Lovely large home spacious rooms in established neighborhood...4 bedrooms, possible fifth...family room with fireplace...close to everything in the heart of Middletown...commuter friendly to New York City and North via I87, I84, and railroad transit. Low taxes and community fee which includes beautiful playground, inground pool, park, clubhouse and tennis courts. Lovely deck overlooking

    Suzanne Bongiorno Century 21 E & M Williams Rlty

    93 Rolling Meadows Rd, Middletown, NY 10940
  • /35

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 2,763 Sq Ft

    38 Highrose Ridge Way, Middletown, NY 10940

    Welcome to a beautifully maintained 6-year-young home offering comfort, style, and an unbeatable location. This spacious residence features 3 generously sized bedrooms and multiple living spaces, including a warm and inviting living room and a bright, open family room perfect for gatherings or quiet evenings in.The heart of the home is the well-appointed kitchen, offering plenty of counter

    Donna Reese Keller Williams Hudson Valley

    38 Highrose Ridge Way, Middletown, NY 10940
  • /5

    $300,000

    • Land
    • 7 Acres
    • $42,857 per Acre

    2024 Mount Hope Rd, Middletown, NY

    Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-8 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

    Amanda Ferrantello Hudson Valley Griffith

    2024 Mount Hope Rd, Middletown, NY
  • /3

    $115,000

    • Land
    • 2.10 Acres
    • $54,762 per Acre

    143 Shawangunk Rd, Middletown, NY 10941

    TWO lots available for $115,000 each. Zoned Highway Commercial, suitable for several commercial uses subject to site plan approval. Lot 1 is 2.1 acres. Lot 2 is 2.3 acres. Previously engineered but needs to be updated as part of the design process. Good location between exits 116 and 118 on NYS Rt 17/Quickway/Interstate 86 providing excellent interstate and highway access. High visibility.

    Richard (RJ) Smith Rand Commercial

    143 Shawangunk Rd, Middletown, NY 10941
  • /20

    $334,900

    • 4 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    12 Columbine Ct, Middletown, NY 10940

    Don’t miss this beautifully updated end-unit 4-bedroom, 1.5-bath townhouse in the heart of Middletown, NY! This spacious home features a long list of recent upgrades including brand-new siding, boiler, driveway, concrete patio, flooring, carpeting upstairs in the bedrooms, Kitchen cabinets, counter tops and appliances. As an end unit, it offers extra privacy and natural light, along with a fully

    Christina Gilligan HomeSmart Homes & Estates

    12 Columbine Ct, Middletown, NY 10940
  • /34

    $319,000

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

    15 Silo Ln, Middletown, NY 10940

    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 enter you will notice the eat in kitchen that

    Pedro Garcia Curasi Realty, Inc.

    15 Silo Ln, Middletown, NY 10940
  • /19

    $369,000

    • 4 Beds
    • 1.5 Baths
    • 1,272 Sq Ft

    35 Woods Place, Middletown, NY 10940

    This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

    Kevin Sanabria eRealty Advisors, Inc

    35 Woods Place, Middletown, NY 10940
  • /16

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,584 Sq Ft

    35 Harrison St, Middletown, NY 10940

    Discover exceptional rental income potential with this spacious six-bedroom, two-bathroom multi-family property in the heart of Middletown. This investment opportunity offers generous living spaces. Located near Middletown Mini Market for daily essentials and close to Beattie Hill Park for outdoor recreation. The property sits conveniently near Middletown High School and public transportation via

    Kevin Sanabria eRealty Advisors, Inc

    35 Harrison St, Middletown, NY 10940
  • /29

    $329,000

    • 4 Beds
    • 2 Baths
    • 2,460 Sq Ft

    9 Albert St, Middletown, NY 10940

    3 FINISHED FLOORS! Welcome to this exceptional income generating multi-residential property! Ideally situated near Middletown’s restaurants, shopping malls, public transportation to NYC, major highways, and hospital facilities. This property offers unmatched convenience. Each apartment boasts two spacious bedrooms, an over-sized living room perfect for your largest furniture set, and an

    Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

    9 Albert St, Middletown, NY 10940
  • /30

    $399,999 Open Sun 11AM - 12:30PM

    • 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

    $430,000

    • 5 Beds
    • 2 Baths
    • 2,447 Sq Ft

    2 Mountain Ave, Middletown, NY 10940

    Step into this spacious and versatile raised-ranch style two-family home, perfectly located in the quiet neighborhood of Middletown!This well-maintained property offers a total of 5 bedrooms, 2 full bathrooms, and a bonus room ideal for a home office, playroom, gym, or guest space tailored to fit your lifestyle.The upper-level unit features a bright and open layout with a spacious living

    Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

    2 Mountain Ave, Middletown, NY 10940
  • /50

    $645,000

    • 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
  • /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
  • /21

    $519,000

    • 2 Beds
    • 2 Baths
    • 3,090 Sq Ft

    6 Broad St, Middletown, NY 10940

    Great two family duplex located in the City of Middletown. It's conveniently located walking distance to Touro College , I84 and I86, and also close to local shops and restaurants . Located approximately 70 miles North of New York City this property has a strong income potential with long term upside . At one time this was a triplex and is now a legal duplex. The 2nd floor apartment has 2

    Neal Kolze Curasi Realty, Inc.

    6 Broad St, Middletown, NY 10940
  • /15

    $465,000

    • 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
  • /5

    $280,000

    • 4 Beds
    • 3 Baths
    • 1,374 Sq Ft

    22 Bonnell St, Middletown, NY 10940

    Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

    Emmett McDowell Keller Williams Rlty Integrity

    22 Bonnell St, Middletown, NY 10940
  • /45

    $450,000

    • 5 Beds
    • 2 Baths

    16-18 Claremont Ct, Middletown, NY 10940

    Charming Renovated Duplex in Prime Middletown Location! Located just a short walk from Fancher-Daviage Park and pool, this beautifully updated duplex offers exceptional value and flexibility for owner-occupants or investors alike.The main unit features three spacious bedrooms and one stylishly updated bathroom, showcasing gleaming hardwood floors, a sun-filled lanai-style room, and a modern

    Shari Felder Keller Williams Realty

    16-18 Claremont Ct, 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
  • /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
  • /17

    $315,000 Open Sun 11AM - 1PM

    • 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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