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Wallkill, NY Homes for Sale under $500,000

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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.

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    (329) 237-1690

    700 van Burenville Rd, Middletown, NY 10940
  • /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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 224-0137

    4 Eaton Ct, 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

    Agent Photo

    Donna Reese

    Keller Williams Hudson Valley

    (329) 209-9797

    59 Woodside Knolls Dr, Middletown, NY 10940
  • /9

    $399,900

    • 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

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 214-0407

    12 Todd Dr, Middletown, NY 10941
  • /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

    Agent Photo

    Tiffany Megna

    RE/MAX Town & Country

    (329) 201-2046

    35 Pinto Rd E, Middletown, NY 10941
  • /44

    $450,000

    $25K 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

    Agent Photo

    Lynelle Alessi

    Keller Williams Hudson Valley

    (329) 212-0455

    57 Boorman Rd, Middletown, NY 10940
  • /43

    $425,000

    • 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

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 208-2971

    83 Deer Ct Dr, Middletown, NY 10940
  • /44

    $385,000

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

    1 Lake Ridge Dr, Middletown, NY 10940

    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 fireplace. The kitchen is outfitted with stainless

    Colin Seitz RE/MAX Benchmark Realty Group

    1 Lake Ridge Dr, Middletown, NY 10940
  • /44

    $380,000

    • 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 Keller Williams Hudson Valley

    6 Charlotte Mews, 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
  • /12

    $295,000

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

    2 Durham Ct Unit 82, Middletown, NY 10940

    Living on the edge is not so bad—especially when it’s Waters Edge, Middletown’s premier condo community on Silver Lake. Perfectly serene and incredibly convenient, this rare, oversized end-unit townhome is exactly what you have been waiting for. The residence features a beautiful primary ensuite and a second bedroom, complemented by a full hall bath and a convenient main-floor powder room for

    Melissa Terman River Realty Services, Inc.

    2 Durham Ct Unit 82, Middletown, NY 10940
  • /5

    $399,000

    $126K PRICE DROP
    • Land
    • 3.8 Acres
    • $105,028 per Acre

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940

    Attention Builders and Developers: Presenting a rare, fully-approved 3-lot subdivision on Silverlake Scotchtown Road in the desirable Town of Wallkill, ready for the construction of three new two-family homes. Each lot is designed to accomodate a 32x80 structure which is large enough for each unit to include 3 bedrooms, 2 baths and a 1 car garage. Seller does not have architectural plans so

    Jason McGovern Keller Williams Hudson Valley

    TBD Silver Lake-Scotchtown Rd, Middletown, NY 10940
  • /35

    $294,901

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

    80 Sarah Ln, Middletown, NY 10941

    Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

    Rosalie Cook Weichert Realtors

    80 Sarah Ln, Middletown, NY 10941
  • /27

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,781 Sq Ft

    33 Maple Fields Dr, Middletown, NY 10940

    The perfect blend of comfort, convenience, and low-maintenance living, this townhome features a bright and spacious layout ideal for today’s lifestyle.The main level offers an inviting living area with gas fireplace, kitchen, with ample cabinet space, a 1/2 bath, and a seamless flow perfect for everyday living or entertaining guests. Upstairs, you’ll find three generously sized bedrooms,

    Michael Knecht Howard Hanna Rand Realty

    33 Maple Fields Dr, Middletown, NY 10940
  • /40

    $449,999

    Open Sat 12PM - 2PM $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,055 Sq Ft

    12 Weather Vane Way, Middletown, NY 10940

    Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

    Ray Reyes Keller Williams Realty

    12 Weather Vane Way, Middletown, NY 10940
  • /35

    $475,000

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

    153 Ridgewood Ave Unit 155, Middletown, NY 10940

    Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

    Isaiah Lopez Keller Williams Hudson Valley

    153 Ridgewood Ave Unit 155, Middletown, NY 10940
  • /5

    $250,000

    • Land
    • 23.5 Acres
    • $10,638 per Acre

    18 Ohaire Rd, Wallkill, NY 10941

    Active agricultural land with access from Ohaire Rd but borders I-84 for visibility. Suitable for nursery, greenhouse, crop farming and any ag related business. Bonus is visibility from I-84. Great location between Middletown and Montgomery. Access is a right of way on left side of 30 Ohaire Rd. Additional Information: SoilType:Unknown,

    Joe Distelburger Keller Williams Realty

    18 Ohaire Rd, Wallkill, NY 10941
  • /32

    $389,000

    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft

    671 Route 211 W, Middletown, NY 10940

    Move right into this charming Cape Cod featuring a beautifully renovated kitchen and updated baths, hardwood floors throughout, and 3 bedrooms. The oversized 2-car detached garage offers unfinished loft space ideal for a home office, studio, or workshop. Enjoy the large, level yard with plenty of room for outdoor entertaining. Conveniently located near major highway highways for an easy commute

    Denise DePaola Hudson Premium Realty

    671 Route 211 W, Middletown, NY 10940
  • /22

    $409,500

    Open Sun 12PM - 2PM $16K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,337 Sq Ft

    19 Putters Way Unit 9, Middletown, NY 10940

    Welcome to this fully updated, move-ready condo in the desirable Walkill community. This splendid duplex has been luxuriously upgraded with modern paint tones and the latest finishes. Bright and sunny rooms with updated lighting throughout. The kitchen boasts sleek, brand-new appliances and classic wood cabinetry. The bathrooms have been meticulously maintained. Cathedral ceilings in both

    Abraham Lefkowitz Access Realty Team Inc

    19 Putters Way Unit 9, Middletown, NY 10940
  • /23

    $399,999

    Open Sun 11AM - 1PM
    • 5 Beds
    • 2 Baths
    • 1,664 Sq Ft

    341 Highland Ave Extension, Middletown, NY 10940

    Welcome to 341 Highland Ave Ext, a bright and airy 4-bedroom, 2-bath split-level home conveniently situated in the heart of town. An inviting open floor plan creates effortless flow throughout the main living spaces, offering comfort, style, and plenty of natural light. Enjoy a level, fenced-in backyard—ideal for outdoor gatherings or peaceful relaxation. With local eateries, shopping, and daily

    Valerie Jewis Keller Williams Realty

    341 Highland Ave Extension, Middletown, NY 10940
  • /39

    $405,000

    $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    16 Leers Rd, Glen Spey, NY 12737

    BEAUTIFUL MODERN CAPE WITH LAKE PRIVILEGES TO MOHICAN LAKE IN GLEN SPEY, NY - Welcome to this newly built home set quietly on pretty a 2.38 acre lot. Inside you have a modern take on a cape that feels fresh, with clean lines and well done. This three bedroom/two full bath home features an open floor plan in the main living area. The living room has an electric fireplace for that cozy evening

    Caroline Akt Caroline Akt Realty LLC

    16 Leers Rd, Glen Spey, NY 12737
  • /26

    $479,900

    • 2 Beds
    • 2.5 Baths
    • 1,762 Sq Ft

    15 High Ridge Ln, Middletown, NY 10940

    Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

    Patricia Sassi RE/MAX Benchmark Realty Group

    15 High Ridge Ln, Middletown, NY 10940
  • /17

    $339,990

    • 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 a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

    Jonathon Lee Keller Williams Hudson Valley

    5 Kendal Ln, Middletown, NY 10940
  • /47

    $465,000

    • 3 Beds
    • 2 Baths
    • 2,055 Sq Ft

    122 Rolling Meadows Rd, Middletown, NY 10940

    Welcome to your dream home in the heart of Middletown, NY! This beautifully maintained 4 bedroom, 2 bathroom home with a bonus room/home office offers the perfect blend of comfort, convenience, and lifestyle. Nestled in a quiet neighborhood, this spacious property is ideal for today’s modern living with flexible space for working from home, entertaining guests, or simply relaxing in style. The

    Kristine Many Keller Williams Realty

    122 Rolling Meadows Rd, Middletown, NY 10940
  • /48

    $499,999

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

    9 Cornwall Ln, Middletown, NY 10940

    Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

    Theresa Russo Coldwell Banker Realty

    9 Cornwall Ln, Middletown, NY 10940
  • /5

    $499,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,136 Sq Ft

    37 California Dr, Middletown, NY 10940

    GORGEOUS turn-key home located in the outskirts of Middletown with Minisink schools. Do NOT let the outside fool you as this home is much larger than expected... Step inside this Raised Ranch that is in mint condition with the upgrades it offers. Open floor layout from Living room to dining area & kitchen. New hardwood floors in upper level, vinyl floors in lower level and recessed lighting

    Sandra Arnez Keller Williams Hudson Valley

    37 California Dr, Middletown, NY 10940
  • /40

    $450,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,427 Sq Ft

    3 Arden Ct, Middletown, NY 10940

    Welcome to 3 Arden Court, a well-maintained townhouse-style single-family home located on a quiet cul-de-sac in Middletown. Built in 2008, this home offers 3 bedrooms, 2.5 baths, and over 2,400 square feet of living space across three finished levels, providing flexibility for everyday living, working from home, or entertaining. The main level features an open layout with hardwood floors, a

    Justin Jordan Keller Williams Realty

    3 Arden Ct, Middletown, NY 10940
  • /31

    $399,000

    $51K PRICE DROP
    • Land
    • 43.4 Acres
    • $9,194 per Acre

    64 Seaman Rd, Scotchtown, NY 10941

    Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of

    Antoinette Gundersen HomeSmart Homes & Estates

    64 Seaman Rd, Scotchtown, NY 10941
  • /48

    $447,000

    • 4 Beds
    • 2.5 Baths
    • 2,155 Sq Ft

    126 Rolling Meadows Rd, Middletown, NY 10940

    Original owner has loved this ‘must see’ raised ranch in the Meadows for over 45 years, but it is time for someone new to start making memories! Enter into a light-filled interior where hardwood floors run throughout the main floor and the open floor plan invites entertaining. Beautifully renovated kitchen boasts center island for dining, rich wood cabinets, granite countertops, stainless steel

    Laurel Lustgarten Howard Hanna Rand Realty

    126 Rolling Meadows Rd, Middletown, NY 10940
  • /40

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft

    258 Scotchtown Collabar Rd, Middletown, NY 10941

    Beautiful Single Family Residence in Scotchtown NY area. Move in ready home with nice updates and finishes. Three spacious bedrooms and two full bathrooms. Hardwood floors throughout the home. Central air conditioning with a finish basement. Property located on two acres, with low taxes. Must see. Close to schools, Stores and all major commuting routes.

    Maurice Bailey Neighborhood Assistance Corp

    258 Scotchtown Collabar Rd, Middletown, NY 10941
  • /28

    $430,000

    • 3 Beds
    • 1.5 Baths
    • 1,784 Sq Ft

    17 Janice Dr, Middletown, NY 10941

    Welcome to 17 Janice Drive, a beautifully updated home nestled in a highly desirable neighborhood close to shopping, restaurants, schools, and major commuter routes. This move-in-ready property features a brand-new roof, fresh interior paint, refinished hardwood floors, updated bathroom tile, stylish new light fixtures, and a completely remodeled kitchen. The stunning kitchen showcases brand-new

    Matthew Skowronski HomeSmart Homes & Estates

    17 Janice Dr, Middletown, NY 10941
  • /28

    $299,900

    $32K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    64 Patio Rd, Middletown, NY 10941

    Welcome to this 3-bedroom, 1.5-bath townhouse located in the Pine Bush School District. The home features an open dining area and a galley kitchen with updated cabinetry and granite countertops. The kitchen flows into the living room with access to the backyard, perfect for relaxing or enjoying outdoor meals. A brand new refrigerator, as well as a washer(2025) and dryer(2022), is included. A half

    Jie Liu Keller Williams Hudson Valley

    64 Patio Rd, Middletown, NY 10941
  • /4

    $470,000

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

    22 Atwood Dr, Middletown, NY 10940

    Coming Soon! Beautiful 3 BR, 2.5 baths.

    Kelly Roebuck Curasi Realty, Inc.

    22 Atwood Dr, Middletown, NY 10940
  • /35

    $425,000

    Open Sun 1PM - 3PM
    • 4 Beds
    • 2 Baths
    • 1,780 Sq Ft

    203 Wisner Ave, Middletown, NY 10940

    From the moment you step onto the charming screened front porch, you'll understand why this home has been treasured. It's the kind of place where mornings begin slowly with coffee and conversation, where summer evenings linger a little longer, and where life's everyday moments become lasting memories. This beautifully maintained Colonial showcases the craftsmanship of another era, with gleaming

    Patricia Sassi RE/MAX Benchmark Realty Group

    203 Wisner Ave, Middletown, NY 10940
  • /37

    $475,000

    Open Sat 9:30AM - 11AM $55K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    24 Farmingdale Ln, Bloomingburg, NY 12721

    Welcome to 24 Farmingdale Ln. in Bloomingburg, NY — a fully renovated Colonial-style home that offers the feel of new construction without the new construction price tag. Set in a quiet, nature-filled location within the Pine Bush Central School District, this home has been rebuilt with major upgrades already completed for the next owner. From the moment you walk in, you’ll notice the difference.

    Isaiah Lopez Keller Williams Hudson Valley

    24 Farmingdale Ln, Bloomingburg, NY 12721
  • /2

    $283,000

    $70K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,545 Sq Ft

    187 Watkins Ave, Middletown, NY 10940

    Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

    Neven Spralja Realhome Services & Solutions, Inc

    187 Watkins Ave, Middletown, NY 10940
  • /25

    $325,000

    • 3 Beds
    • 1 Bath
    • 1,061 Sq Ft

    543 Dosen Rd, Middletown, NY 10940

    Welcome to this charming Cape Cod-style home situated on a spacious .69-acre lot in the Town of Wallkill. This well-maintained property offers 3 bedrooms plus a versatile bonus room perfect for a home office, guest space, playroom, or additional bedroom. The home features a comfortable layout with bright living spaces, an updated feel, and plenty of potential to make it your own.Enjoy the privacy

    Gerald Higbie Howard Hanna Rand Realty

    543 Dosen Rd, Middletown, NY 10940
  • /27

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,211 Sq Ft

    1885 Route 302, Circleville, NY 10919

    Spacious 4 bedroom 2.1 bath single family home set on 3 private acres in the desirable Pine Bush School District. This home features a large living room, formal dining room and cozy den that leads to a generous back yard - perfect for entertaining or enjoying peaceful out door living. While the home is being sold AS-IS, it includes several recent upgrades; a Roof replaced in 2022, New Gutters

    Marsha Felder PINE BUSH REALTY PROPERTIES

    1885 Route 302, Circleville, NY 10919
  • /33

    $259,000

    • 2 Beds
    • 1.5 Baths
    • 1,230 Sq Ft

    129 Concord Ln Unit 129, Middletown, NY 10940

    An exceptional opportunity for homeowners and savvy investors, this sun-drenched, southeast-facing condo is located in one of Middletown’s rare communities with NO rental restrictions. Experience the comfort of two-level living with a thoughtful layout featuring a spacious living room on the main floor and private bedrooms upstairs. This home offers ultimate peace of mind with a Boiler and Water

    Hai Li Keller Williams Hudson Valley

    129 Concord Ln Unit 129, Middletown, NY 10940
  • /50

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    4 Saint Eve Ct, Middletown, NY 10940

    Situated on a quiet cul-de-sac, this spacious and versatile home offers the perfect blend of comfort, convenience, and flexibility. Enjoy a large yard ideal for entertaining, complete with a deck and patio for outdoor gatherings and relaxation. Inside, the home features ample parking, 3-zone heating for year-round comfort, and an all-inclusive room/office perfect for working from home, guests, or

    Robin Cohen Keller Williams Realty

    4 Saint Eve Ct, Middletown, NY 10940

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