Homes for Sale near Montgomery Elementary School

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  /34

  $949,900

  • 3 Beds
  • 3.5 Baths
  • 3,668 Sq Ft

  41 Fern Wood Way, Montgomery, NY 12549

  Nestled within the sought-after Winding Hills Estates, this exceptional home is set on a quiet cul-de-sac and backs directly to the rolling greens of the picturesque Winding Hills Golf Course, an executive 18-hole course surrounded by manicured landscaping. From the moment you arrive, the home impresses with Hardie board siding, a metal roof, blacktopped driveways, paver walkways, covered front

  

  Chris Ogden

  Realty Promotions Inc

  (845) 493-3644

  41 Fern Wood Way, Montgomery, NY 12549
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  Explore Montgomery Elementary School

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  /42

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,693 Sq Ft

  243 Union St, Montgomery, NY 12549

  Charming Corner Ranch in the Heart of Montgomery Village Welcome to this beautifully updated and maintained corner ranch in the desirable Village of Montgomery! This move-in ready home features 3 spacious bedrooms and 2 fully updated bathrooms. The modern kitchen is a chef’s delight, complete with sleek granite countertops, stainless steel appliances, and fresh paint throughout. Step outside to

  

  Joy Gallagher

  Weichert Realtors

  (845) 407-8809

  243 Union St, Montgomery, NY 12549
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  /37

  $724,999

  • 4 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  30 Northern Ave, Montgomery, NY 12586

  NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

  Richard Baxter Keller Williams Realty

  30 Northern Ave, Montgomery, NY 12586
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  /39

  $724,999

  • 4 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  28 Northern Ave, Montgomery, NY 12586

  NEW CONSTRUCTION!!! Check out this 4 Bedroom, 2.5 Bathroom Colonial nestled in the Town of Montgomery and located in the Valley Central School District. This home is located a short drive to an array of local eateries/restaurants, shopping center, close to several local parks, a quarter mile from the Walden/Wallkill Walking Rail Trail, Wallkill River, and a short drive to most major highways

  Richard Baxter Keller Williams Realty

  28 Northern Ave, Montgomery, NY 12586
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  /40

  $710,000

  • 4 Beds
  • 2.5 Baths
  • 2,646 Sq Ft

  83 Little Collabar Rd, Montgomery, NY 12549

  Fully renovated and thoughtfully upgraded, this stunning 4-bedroom, 2.5-bathroom, 2,646-square-foot Colonial in the Valley Central School District checks every box - and then a few you didn’t even know you wanted. A rare highlight is the two separate driveways - one leading to the home and attached garage with an EV charging station, and the other to a heated 24x30 workshop with a car lift,

  Wendy Beck Krumpfer Realty Group, LLC

  83 Little Collabar Rd, Montgomery, NY 12549
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  /24

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 1,840 Sq Ft

  206 Chrystal Dr, Maybrook, NY 12543

  Located in the desirable Village of Maybrook, this fully renovated townhome offers the perfect blend of comfort, convenience, and modern updates. Ideally situated near local dining, shopping, and parks—with schools just a short drive away—this location fits today’s lifestyle. Commuters will appreciate quick access to Interstate 84, just minutes away, making travel to surrounding areas easy and

  Peggy Rose BHHS Hudson Valley Properties

  206 Chrystal Dr, Maybrook, NY 12543
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  /50

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,956 Sq Ft

  1 Boxwood Ln, Montgomery, NY 12549

  Welcome to 1 Boxwood Lane, ideally situated on a premier corner lot at the entrance of a quiet cul-de-sac in the highly desirable Corbett Meadows community. This beautifully maintained colonial offers timeless curb appeal, highlighted by a brick paver walkway and a charming, recently refinished front porch—perfect for enjoying your morning coffee. Step inside to a welcoming center hall foyer with

  Sean Israelski Howard Hanna Rand Realty

  1 Boxwood Ln, Montgomery, NY 12549
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  /4

  $65,000

  • Land
  • 2 Acres
  • $32,500 per Acre

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916

  2-acre lot on Otterkill Creek offering a peaceful, natural setting. Ideal for recreational use such as fishing , kayaking or enjoying the outdoors. Potential for future use subject to town approvals. A great opportunity to own a private piece of land with water frontage.

  James Moser Keller Williams Realty

  0 New York 208 Unit KEY981300, Campbell Hall, NY 10916
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  /6

  $519,999

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft

  54 Berea Rd, Walden, NY 12586

  Beautifully maintained 4-bedroom, 2.5-bath Colonial offering 2,080 sq. ft. of living space on a one-acre lot. This home features a redone kitchen with granite countertops, hardwood floors, a spacious family room with wood burning fireplace, and bright, comfortable living areas throughout. As well as a new water system featuring a reverse osmosis water filter. The spacious fenced in backyard and

  Shari Felder Keller Williams Realty

  54 Berea Rd, Walden, NY 12586
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  /50

  $399,999

  • 3 Beds
  • 3.5 Baths
  • 1,348 Sq Ft

  97 Valley Ave, Walden, NY 12586

  Welcome to this move-in ready 3-bedroom, 3.5-bath home nestled in the heart of the Village of Walden. Offering 1,348 square feet of thoughtfully designed living space, this home blends comfort, convenience, and low-maintenance living in one ideal package. Step inside to find a bright and inviting layout perfect for both everyday living and entertaining, with spacious bedrooms and the rare bonus

  Jennifer Lappe Keller Williams Realty

  97 Valley Ave, Walden, NY 12586
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  /30

  $350,000

  • 2 Beds
  • 1.5 Baths
  • 1,353 Sq Ft

  20 Wintergreen Ct, Montgomery, NY 12549

  Welcome to this desirable end-unit condo located in the peaceful and well-maintained Spring Meadow community in the heart of the Village of Montgomery. This home offers a bright, open living space filled with natural light, creating a warm and inviting atmosphere from the moment you walk in. The layout flows effortlessly into a functional kitchen and adjoining dining area—perfect for everyday

  Peter Stika Curasi Realty, Inc.

  20 Wintergreen Ct, Montgomery, NY 12549
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  /48

  $900,000

  • 3 Beds
  • 3 Baths
  • 4,090 Sq Ft

  464 Union School Rd, Middletown, NY 10941

  Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level

  Colin Seitz RE/MAX Benchmark Realty Group

  464 Union School Rd, Middletown, NY 10941
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  /33

  $399,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  967 New York 17k, Montgomery, NY 12549

  Move-in ready, fully renovated 2-bedroom, 1-bath home offering effortless single-level living with standout flexible space throughout. Hardwood floors throughout with tile in the kitchen and bath. Updated kitchen with brand-new appliances opens to a bright sunroom with direct access to a side deck—ideal for a lounge or additional living area. Built-in closet organizers in the bedroom closets.

  Marielena Fordley BHHS Hudson Valley Properties

  967 New York 17k, Montgomery, NY 12549
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  /6

  $499,000

  • Land
  • 7.8 Acres
  • $63,974 per Acre

  TBD Kiernan Rd, Hamptonburgh, NY 10916

  Situated on Kiernan Road in Hamptonburgh, this 7.8-acre parcel offers an exceptional opportunity to create a private custom homesite in a peaceful, scenic setting on a dead end road within the highly regarded Goshen Central School District. Featuring approximately 402 feet of road frontage and a desirable rectangular layout, the property provides excellent access and flexibility for site

  Jason McGovern Keller Williams Hudson Valley

  TBD Kiernan Rd, Hamptonburgh, NY 10916
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  /26

  $400,000

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft

  64 Wait St, Walden, NY 12586

  As you step inside this two story home, you'll be greeted by a welcoming foyer that leads you into the main living area. The first floor features a well-designed floor plan that includes a comfortable living room, perfect for relaxation and gathering with friends and family. The large windows allow natural light to fill the space, creating a bright and inviting atmosphere. The adjacent kitchen

  Jeanette Santory Howard Hanna Rand Realty

  64 Wait St, Walden, NY 12586
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  /31

  $580,000

  • 4 Beds
  • 3 Baths
  • 2,808 Sq Ft

  6 New Rd, Montgomery, NY 12549

  Stunning Colonial Home located in a very convenient and desirable location in Montgomery. Gorgeous Open Floor Plan including a Large Living Room, Dining Room, New Designer Kitchen with Granite Countertops, Stainless Steel Appliances, Huge Center Island with additional storage space, walk in pantry, Subway Tile Backsplash and recessed lighting, Full renovated bathroom, home office, Den. Second

  John Biasi Howard Hanna Rand Realty

  6 New Rd, Montgomery, NY 12549
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  /35

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,580 Sq Ft

  708 Tower Ave, Maybrook, NY 12543

  Step into a home that truly stands apart. This one-of-a-kind Colonial within the Valley Central School District offers the perfect blend of space, flexibility, and charm with 4 bedrooms and 2 full baths and mother / daughter potential. From the moment you arrive, you’ll appreciate the extended driveway leading to a large detached 2-car garage, providing ample parking for guests and everyday

  Ronald Green KW MidHudson

  708 Tower Ave, Maybrook, NY 12543
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  /20

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  45 Maple St, Walden, NY 12586

  Experience the architectural grandeur of the John R. Hayes House, a distinguished Second Empire Victorian and proud listing on the National Register of Historic Places. This remarkable residence is a true showcase of 19th-century craftsmanship, offering expansive rooms, soaring 12-foot ceilings, and an impressive level of original detail rarely found today. From the moment you enter, you’re

  Michelle Sparks Keller Williams Realty

  45 Maple St, Walden, NY 12586
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  /50

  $499,999

  • 3 Beds
  • 3 Baths
  • 2,283 Sq Ft

  24 Watkins Dr, Walden, NY 12586

  VILLAGE LIVING!! VALLEY CENTRAL SCHOOL DISTRICT!! Nestled in the Village of Walden within the Valley Central School District, this stunning 3-bedroom, 3-full-bathroom home offers the ultimate blend of suburban tranquility and unmatched convenience. Located just moments from local eateries/restaurants, a variety of local shopping, the Walden/Wallkill Rail Trail, five village parks, area schools,

  Richard Baxter Keller Williams Realty

  24 Watkins Dr, Walden, NY 12586
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  /17

  $139,990

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft

  311 Tower Ave, Maybrook, NY 12543

  PRICE REDUCED FOR QUICK SALE!! CASH OR REHAB LOAN FOR THIS ONE!! Valley Central School District. This property is located in the heart of the village, within a short distance to interstate highway 84, Veterans Memorial Park, medical offices, restaurants, eateries and so much more. This property has many potential for the right buyer. Cash or rehab loan is best to purchase this property. Easy to

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  311 Tower Ave, Maybrook, NY 12543
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  /49

  $475,000

  • 5 Beds
  • 2 Baths
  • 2,112 Sq Ft

  74 Gladstone Ave, Walden, NY 12586

  Renovated Old-Style Property in Walden. Elegant Living in a Charming Village Situated in the idyllic village of Walden, this meticulously renovatedold-style property superbly combines historical charm with modern conveniences. Encompassing 2112 square feet, this expansive residencefeatures five bedrooms and two full bathrooms, ensuring ample space for comfortable living. Property

  Edwin Molina RE/MAX Benchmark Realty Group

  74 Gladstone Ave, Walden, NY 12586
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  /13

  $224,999

  • 4 Beds
  • 2 Baths
  • 1,760 Sq Ft

  302 Tower Ave, Maybrook, NY 12543

  Calling all investors and visionaries! This property is a true blank canvas, ready for your creative vision. Ideally situated in a prime location, it offers exceptional potential for those looking to renovate, remodel, or reimagine.With the right updates, this home presents a rare opportunity to transform it into a standout masterpiece or income-producing asset. Bonus: the property features a

  Sheyla Falesto Howard Hanna Rand Realty

  302 Tower Ave, Maybrook, NY 12543
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  /38

  $699,000

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  89 James Wilkinson Rd, Rock Tavern, NY 12575

  Your next chapter starts here—make this exceptional home yours!! This elegant Colonial is set on over 2.5 private wooded acres, surrounded by natural beauty and mature trees. The home offers a beautifully updated kitchen, renovated baths, newly refinished hardwood floors, and central air for year-round comfort.Featuring 4 spacious bedrooms, including a primary suite with private bath, and

  Joseph Rosenfeld Flag Realty Group

  89 James Wilkinson Rd, Rock Tavern, NY 12575
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  /50

  $2,995,000

  • 6 Beds
  • 9 Baths
  • 6,415 Sq Ft

  198 Corbett Rd, Montgomery, NY 12549

  A Private Hudson Valley Estate 48.5 Acres of Luxury and Recreation Set across 48.5 breathtaking acres in Montgomery, New York, this extraordinary 6,415-square-foot estate offers a rare opportunity to own a private retreat where luxury, nature, and recreation exist in perfect harmony. Thoughtfully designed for both grand entertaining and comfortable living, the residence features six spacious

  Nissim Levy Keller Williams Realty Liberty

  198 Corbett Rd, Montgomery, NY 12549
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  /30

  $279,900

  • 2 Beds
  • 1 Bath
  • 584 Sq Ft

  20 Barron Rd, Montgomery, NY 12549

  This sweet cottage is great for 1st time home buyers, or people that just like to have low living expenses! You'll enjoy the large deck off the kitchen for enjoying BBQ's or the outside. You'll also enjoy the small neighborhood! At the end of Barron Rd, you can enjoy the Stewart State Forest, where there are more than 22 miles of major trails for hiking, biking, horseback riding, hunting, dog

  Kathy Dawson Howard Hanna Rand Realty

  20 Barron Rd, Montgomery, NY 12549
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  /46

  $834,900

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  7 Morrow Ct, Walden, NY 12586

  Welcome to 7 Morrow Court, a stunning new construction home (up and ready to tour!) located in the desirable neighborhood in the Valley Central School District. This luxurious home, known as the Harrington II model, is situated on a premium homesite of almost 6 acres within the esteemed Post Road Estates. This home offers grandeur and elegance at its finest. Boasting five spacious bedrooms and

  Frank Golio Howard Hanna Rand Realty

  7 Morrow Ct, Walden, NY 12586
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  /33

  $725,000

  • 6 Beds
  • 4 Baths
  • 2,656 Sq Ft

  2040 State Route 17k, Montgomery, NY 12549

  Discover an exceptional investment or owner-occupied opportunity at this well-maintained legal two-family duplex, set on 2.7 acres in the Town of Montgomery. Built in 2002, this property offers modern construction, strong mechanicals, and a layout that supports long-term stability and income.Each unit features a bright and functional floor plan with comfortable living space, well-appointed

  Michelle Gruberger Real Estate Circuit Inc

  2040 State Route 17k, Montgomery, NY 12549
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  /23

  $429,000

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

  17 Last Rd, Middletown, NY 10941

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

  Bryant Moran YourHomeSold Guaranteed Realty

  17 Last Rd, Middletown, NY 10941
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  /30

  $365,000

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  28 Wileman Ave, Walden, NY 12586

  Beautifully Maintained Village Brick Ranch on nearly 1/2 acre of land with Walk-Out Basement! Welcome to this well-kept brick ranch offering over 1,000 square feet of comfortable one-level living on the main level in the heart of Walden. This 3-bedroom, 1-bath home has been thoughtfully updated while maintaining its classic charm. The home features stainless steel appliances, adding a modern

  Shpresa Camaj Real Broker NY LLC

  28 Wileman Ave, Walden, NY 12586
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  /34

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,420 Sq Ft

  204 Country Club Dr, Maybrook, NY 12543

  Well-maintained and move-in ready 3-bedroom, 1.5-bath townhome in Maybrook, located in the desirable Valley Central School District. This updated unit offers a spacious kitchen with ample cabinetry and prep space, a separate dining room perfect for entertaining, and a bright living area featuring a cozy fireplace. Laundry is conveniently located in the unit. Enjoy outdoor living with both fenced

  Soleil Jackman Howard Hanna Rand Realty

  204 Country Club Dr, Maybrook, NY 12543
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  /6

  $994,999

  • 4 Beds
  • 3.5 Baths
  • 3,528 Sq Ft

  64 Peale Place, Montgomery, NY 12549

  Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 3.5-bath two-story home set on 2.30 private acres in the desirable Town of Montgomery. Ideally located just minutes from upscale dining, boutique shopping, and premier golf courses, this home also offers quick access to Interstate 84 and other major highways. Inside, the thoughtfully planned layout features a well-appointed

  Richard Baxter Keller Williams Realty

  64 Peale Place, Montgomery, NY 12549
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  /29

  $344,999

  • 2 Beds
  • 2 Baths
  • 2,028 Sq Ft

  476 Coldenham Rd, Walden, NY 12586

  4+ CAR GARAGE PARKING! Don’t miss this well-maintained 2-bedroom, 2-full-bath Cape Cod-style home located in the Town of Montgomery, just three miles from the Village of Walden. Enjoy convenient access to local restaurants, shopping, Walden Community Park, the Wallkill Rail Trail, and major commuting routes including Interstate 84. The main level offers a bright, open floor plan featuring an

  Richard Baxter Keller Williams Realty

  476 Coldenham Rd, Walden, NY 12586
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  /35

  $659,000

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

  145 Youngblood Rd, Montgomery, NY 12549

  Set along quiet Youngblood Road just outside the historic Village of Montgomery, this 6-bedroom, 3 full bath, 2 half bath residence offers privacy and convenience in a peaceful Hudson Valley setting. Natural light from skylights enhances the open layout, where multiple gathering areas connect seamlessly to private living spaces. The primary suite features dual vanities, a steam shower, a Jacuzzi

  Bryant Moran YourHomeSold Guaranteed Realty

  145 Youngblood Rd, Montgomery, NY 12549
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  /32

  $274,999

  • 3 Beds
  • 2 Baths
  • 1,454 Sq Ft

  110 Chrystal Dr, Maybrook, NY 12543

  Located in the Village of Maybrook and within the Valley Central School District, this Townhome is ideally situated close to local eateries, restaurants, shopping centers, and area parks, with all schools just a short drive away. Commuters will appreciate the approximately five-minute drive to Interstate 84, providing easy access to surrounding areas. The home features three bedrooms and two full

  Richard Baxter Keller Williams Realty

  110 Chrystal Dr, Maybrook, NY 12543
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  /38

  $409,000

  • 2 Beds
  • 1 Bath
  • 1,448 Sq Ft

  46 Union St, Montgomery, NY 12549

  Welcome to Holbrow House at 46 Union Street, a lovingly maintained and updated 1818 home in the quaint Village of Montgomery. As soon as you enter, you're greeted by the warmth of the historic wide plank wood floors and rooms filled with natural light. The main living area offers great flexibility with an additional room that can be used as an office, den or guest space. Charming details

  Andrea Mahoney Smitchger Realty

  46 Union St, Montgomery, NY 12549
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  /15

  $295,000

  • 2 Beds
  • 1.5 Baths
  • 1,362 Sq Ft

  27 Wintergreen Ct, Montgomery, NY 12549

  Welcome to 27 Wintergreen Ct, a well-maintained townhouse located in an established residential community in Montgomery, NY. This home offers a functional layout with comfortable living spaces, ideal for everyday living and entertaining. The main level features a bright living area that flows into the kitchen and dining space, while the upper level provides generously sized bedrooms and ample

  Nicholas Torsiello K. Fortuna Realty, Inc.

  27 Wintergreen Ct, Montgomery, NY 12549
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  /33

  $539,900

  • 3 Beds
  • 1.5 Baths
  • 1,252 Sq Ft

  310 Highland Ave, Maybrook, NY 12543

  Come and see this warm and cozy 3-bedroom, 1.5 bath home located in the heart of Orange County. The home is set in a residential neighborhood with comfortable spacing between homes, this property offers both privacy and charm. Step into a welcoming foyer that opens to an eat-in kitchen with a breakfast bar and doors that lead out to a deck. The foyer also opens to a bight living room with a wood

  Maria Siciliano Coldwell Banker Prime

  310 Highland Ave, Maybrook, NY 12543
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  /47

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,876 Sq Ft

  47 Ulster Ave, Walden, NY 12586

  CALLING ALL INVESTORS AND OWNER OCCUPIERS! 1st Floor is a 1-bedroom with a eat-in kitchen, living room, family room and full bathroom. 2nd floor offers 3-bedrooms full bathroom and eat-in kitchen. This home also features a walk-up attic on the 2nd floor, Newer electrical service with 3 meters to also include the owners meter, natural gas available but need to be connected, newer hot water heater

  David Aurigemma Regency Real Estate

  47 Ulster Ave, Walden, NY 12586
• 

  

  /11

  $974,999

  • 4 Beds
  • 2.5 Baths
  • 2,702 Sq Ft

  65 Peale Place, Montgomery, NY 12549

  Welcome to The Ponds at Montgomery—a beautifully designed 4-bedroom, 2.5-bath ranch-style home set in the desirable Town of Montgomery. Ideally located just minutes from upscale dining and local eateries, boutique shopping, corporate banking, premier golf courses, schools, parks, hiking trails, and professional fitness centers, this home also offers quick access to Interstate 84 and other major

  Richard Baxter Keller Williams Realty

  65 Peale Place, Montgomery, NY 12549
• 

  

  /30

  $299,999

  • 1 Bed
  • 1.5 Baths
  • 1,200 Sq Ft

  106 John St, Maybrook, NY 12543

  VALLEY CENTRAL SCHOOL DISTRICT! VILLAGE LIVING! Check out this inviting 1-bedroom, 1.5-bath Ranch-style home nestled in the heart of the Village of Maybrook and within the Valley Central School District. From the moment you arrive, you’ll be welcomed by a charming covered front porch with composite decking and a beautiful wood entry door, offering great curb appeal and a warm first impression.

  Richard Baxter Keller Williams Realty

  106 John St, Maybrook, NY 12543

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