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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  /41

  $369,900

  • 3 Beds
  • 1 Bath
  • 978 Sq Ft

  241 Freida St, Montgomery, NY 12549

  Enjoy one floor living in this affordable, well maintained ranch in the Village of Montgomery just a short distance to many shops and eateries. Step inside to find a bright and open living room featuring hardwood floors, large bay window for lots of natural light, and plenty of space leading to a nice sized functional kitchen. Next down the hall find hardwood floors throughout, three bedrooms one

  

  Lynelle Alessi

  Keller Williams Hudson Valley

  (845) 420-3839

  241 Freida St, Montgomery, NY 12549
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  /37

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,364 Sq Ft

  3 Marge Hortons Way, Campbell Hall, NY 10916

  Custom-built and impeccably maintained, this stunning one-level home offers quality craftsmanship and thoughtful design throughout. Beautiful Andersen windows fill the open-concept living space with natural light, highlighting the rich hardwood oak flooring and elegant tray ceiling in the living room. A striking fireplace with custom-built cabinetry creates a warm and inviting focal point. The

  

  Luanne McGann

  Century 21 Full Service Realty

  (845) 513-3864

  3 Marge Hortons Way, Campbell Hall, NY 10916
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  /38

  $749,900 Open Sat 2:30PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,635 Sq Ft

  48 W Corbett Rd, Montgomery, NY 12549

  Your Dream Home Awaits—Where Every Morning Is a First The house you grew up in wasn't new. Neither was your first apartment. Or the rental after that. But this? This is different.Welcome to 48 W Corbett Road—a stunning new construction in Montgomery, NY, where you're not inheriting someone else's choices, you're claiming your own fresh start. Every surface pristine. Every system untouched.

  

  Brian Caplicki

  Keller Williams Hudson Valley

  (845) 244-5075

  48 W Corbett Rd, Montgomery, NY 12549
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  /39

  $749,999 Open Sat 12PM - 2PM

  • 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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  /37

  $749,999 Open Sat 12PM - 2PM

  • 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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  /43

  $374,999

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  1 Second St, Walden, NY 12586

  VILLAGE LIVING!!! Welcome to this charming 3 Bedroom, 1.5 Bathroom two-story home nestled in the heart of the Village of Walden, located in the desirable Valley Central School District. Perfectly situated, this home offers convenient access to local eateries, shopping centers, all five Village parks, nearby schools, the scenic Walden/Wallkill Rail Trail, the Wallkill River, and outdoor recreation

  Richard Baxter Keller Williams Realty

  1 Second St, Walden, NY 12586
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  /2

  $559,000

  • Land
  • 7.6 Acres
  • $73,553 per Acre

  0 New York 17k, Montgomery, NY 12549

  Introducing a prime commercial investment opportunity on State Rt 17K, Montgomery, NY, 12549. Comprised of two lots togther - Apn #334289-027-000-0005-003.000-0000 9 (6.6 acres) and Apn#334289-027-000-0005-002.000-0000 (one acre) this 7.6-total acre property, zoned B4 Highway Commercial, offers exceptional potential for a multitude of uses. With 600 Ft of highway frontage and a signalized

  Jay Feinberg Keller Williams Hudson Valley

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

  $650,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  208 S Montgomery St, Walden, NY 12586

  AMAZING OPPORTUNITY to CUSTOMIZE YOUR DREAM HOME! This new construction 2,200 sq. ft. house is designed to give you complete control over its finishing touches. Choose your preferred tiles, paint colors, and more to ensure every detail reflects your personal style and taste. With the flexibility to select these finishes, this home offers you the unique opportunity to create a space that truly

  Gina Sirard Keller Williams Valley Realty

  208 S Montgomery St, Walden, NY 12586
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  /27

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  95 Scofield St, Walden, NY 12586

  Welcome to this charming 3-bed, 1-bath Colonial in Montgomery (Valley Central School District), offering a blend of traditional character and modern function. Built in 1915, this home features hardwood and carpeted flooring, classic molding, and a warm layout that feels inviting from the moment you enter. The updated kitchen with stainless appliances, abundant cabinet space, and a spacious gas

  Virginia Corbett eXp Realty

  95 Scofield St, Walden, NY 12586
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  /47

  $325,000

  • 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
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  /45

  $479,900

  • 3 Beds
  • 1.5 Baths
  • 1,692 Sq Ft

  205 Oriole Dr, Montgomery, NY 12549

  Come join the wonderful world of Sweet Montgomery with village and country life at its best! This lovely home located in a desirable tree lined neighborhood has space for everyone to relax and enjoy the lifestyle of a charming town with quaint main street, wonderful shops, museum, restaurants, beautiful village park with fun for all ages (playground, pickleball, basketball & more!) and of course

  Rose Daversa Hudson Valley Home Connection

  205 Oriole Dr, Montgomery, NY 12549
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  /17

  $99,500

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  568 Gulliver Terrace, Walden, NY 12586

  Spacious & Affordable 3 Bdrm 2 full bath Mobile in Sleepy Hollow Park. Master Bdrm w/walk in closet & 2nd closet. Split Bdrms for privacy. Conveniently located within the Valley Central School District. Great commuter location, minutes to I-84 & NYS Thruway + Stewart International Airport. With a little cosmetic work you can have a Gem.

  Annette Bauer Century 21 E & M Williams Rlty

  568 Gulliver Terrace, Walden, NY 12586
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  /19

  $172,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $172,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

  John Nahass CENTURY 21 FULL SERVICE REALTY

  509 5th Ave, Middletown, NY 10941
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  /15

  $125,000

  • Land
  • 3.8 Acres
  • $32,895 per Acre

  2637 New York 208, Walden, NY 12586

  Discover a prime investment opportunity in the Town of Montgomery. This 3.8 acre parcel of land, located in Walden NY, offers exceptional potential for a wide range of development. This irregularly shaped parcel runs parallel to a scenic stream, offering both functional land use and natural beauty. With excellent visibility and convenient access to major routes, this site provides an ideal

  Paul Esposito Nicoli Realty

  2637 New York 208, Walden, NY 12586
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  /27

  $435,000 Coming Soon

  • 3 Beds
  • 1.5 Baths
  • 1,494 Sq Ft

  9 Yale Dr, Walden, NY 12586

  Welcome to 9 Yale Drive in Walden, a thoughtfully updated raised ranch located within an established residential neighborhood near cul de sacs and low traffic streets. This well maintained home offers a functional layout with comfortable living spaces designed for both everyday living and entertaining. Natural light fills the main level, highlighting tasteful updates and a clean, modern

  Stephanie Way eXp Realty

  9 Yale Dr, Walden, NY 12586
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  /31

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  53 Day Rd, Campbell Hall, NY 10916

  A beautifully updated estate on a tranquil dead end road. The 1930s main farmhouse features 3 to 4 bedrooms, 2.5 baths, a stone fireplace, a wood stove and a walk out lower level with a unique entertaining area. A legal one bedroom, tenant house is perfect for extended family or rental income. The property has a mini apple /peach tree orchard- includes several outbuildings: the original dairy

  David White Owner Entry.com

  53 Day Rd, Campbell Hall, NY 10916
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  /33

  $549,900

  • 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 Bathroom 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 a eat-in kitchen with a breakfast bar and doors that lead out unto a deck. The foyer also opens to a bright living room, with

  Maria Siciliano Coldwell Banker Timberland

  310 Highland Ave, Maybrook, NY 12543
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  /41

  $375,000

  • 6 Beds
  • 2 Baths
  • 2,955 Sq Ft

  265 Goodwill Rd, Montgomery, NY 12549

  This spacious 6-bedroom home is full of potential and ready for your vision. Set in a highly desirable area, it offers a rare opportunity to create your dream home in a prime location. With five bedrooms upstairs and a large main-level bedroom, this layout is ideal for multi-generational living or flexible space needs. The home features an oversized living room, two full bathrooms, a dedicated

  Denise Clancy Curasi Realty, Inc.

  265 Goodwill 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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  /24

  $499,999 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,754 Sq Ft

  629 Twin Arch Rd, Rock Tavern, NY 12575

  Welcome to this beautifully updated raised ranch, where modern style meets effortless functionality. Situated on a prime corner lot, this home is flooded with abundant natural light thanks to its numerous windows and open-concept layout. The main level features a seamless flow between the living and dining areas, perfect for entertaining or quiet evenings at home.The home offers three spacious

  Samantha McCrory Exit Realty Connections

  629 Twin Arch Rd, Rock Tavern, NY 12575
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  /12

  $299,900

  • 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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  /44

  $596,000

  • 4 Beds
  • 4 Baths
  • 2,744 Sq Ft

  183 High Meadows Rd, Walden, NY 12586

  Welcome Home! Come see this spacious, sun-filled colonial style home nestled in a highly desirable, well-maintained residential neighborhood. This bright airy home offers an open, flowing layout with oversized windows that add natural light and showcase beautiful views. Featuring 4 generously sized bedrooms, including a private master suite with his & her closets. Oversized country kitchen is a

  Theresa Brander Curasi Realty, Inc.

  183 High Meadows Rd, Walden, NY 12586
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  /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
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  /20

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft

  421 Rakov Rd, Maybrook, NY 12543

  Fantastic Opportunity in the village of Maybrook , New York -a Commuter friendly location w/ easy access to amenities & transit routes. This Charming townhouse has beautiful wooden floors, has been cleaned up & is ready to go , is ideal for someone looking to invest & renovate for profit or simply move in and make it your own home. The layout offers bright , open living spaces and great flow

  Olivia Cappelli Donna Ruffino Realty Corp

  421 Rakov Rd, Maybrook, NY 12543
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  /34

  $489,000

  • 4 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  531 State Route 211, Montgomery, NY 12549

  Stunning Colonial Retreat on 7.6 Acres of Private Paradise Escape to serenity in this beautiful Colonial home situated on 7.6 acres of private property in the highly sought-after Montgomery Town Valley Central School district. *Key Features:* - Wrap-around deck offering breathtaking views of the surrounding landscape- Eat-in kitchen with ample cabinetry for storage- Separate dining room

  Joseph Polatseck Joseph Polatseck

  531 State Route 211, Montgomery, NY 12549
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  /24

  $499,900

  • 1 Bed
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Bart Bull Rd, Middletown, NY 10941

  Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

  Rebecca Matta-Candela Keller Williams Realty

  6 Bart Bull Rd, Middletown, NY 10941
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  /44

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  33 Bank St, Walden, NY 12586

  In the heart of the Village of Walden, this 3-bedroom, 1.5-bath old-style Colonial offers approximately 1,400 sq ft of character-filled living space and a 1-car detached garage, all enhanced by brand-new carpeting throughout. The home welcomes you with double entry doors opening to a slate-entry foyer and a sun-filled living room featuring classic pocket doors. A formal dining room showcases a

  Howard Payson RE/MAX Town & Country

  33 Bank St, Walden, NY 12586
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  /24

  $399,000

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  1084 State Route 17k, Montgomery, NY 12549

  Perfect getaway from the hustle and bustle of the city, combined with affordable minimalist living. This charming, newly updated private Ranch sits on more than one acre of property and offers both comfort and convenience. Located close to shopping, dining, Interstate 84, Route 17, the New York State Thruway, and the Beacon train line, commuting is simple and stress-free. This is a wonderful

  Larry Curasi Curasi Realty, Inc.

  1084 State Route 17k, Montgomery, NY 12549
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  /16

  $320,000

  • 4 Beds
  • 1 Bath
  • 1,764 Sq Ft

  19 East Ave, Walden, NY 12586

  12/15/2025 As per the bank appraiser bottom line for this property 304K. Sometimes I feel like I live it the twilight zone. Motivated seller Estate Sale. Priced right Come see this charming home centrally located in the Heart of Walden. Close to shopping and public transportation. This would be a great starter home. Seller is motivated. Hurry the will not last.

  Arduino Colomban Skyler Realty LLC

  19 East Ave, Walden, NY 12586
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  /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
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  /34

  $375,000

  • 4 Beds
  • 3.5 Baths
  • 3,658 Sq Ft

  102 W Wiley St, Maybrook, NY 12543

  We are proud to offer an amazing opportunity to restore the historic 1912 Colonial located at 102 W Wiley Street in Maybrook. This remarkable home, built entirely from redwood shipped from the West Coast, boasts incredible structural integrity and timeless architectural details. The house features 4 bedrooms, 4 bathrooms, and a total of 12 rooms. One section of the house was formerly used as a

  Aron Ungar eRealty Advisors, Inc

  102 W Wiley St, Maybrook, NY 12543
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  /21

  $305,999

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  43 2nd St, Walden, NY 12586

  Welcome to this 2 bedroom Listing that you can make this your place to live or retire and make it your dreamhome with your own personal touch. Check out this great opportunity to own this unique home located in the village of Walden with tons of potential. Property consist off two bedrooms one and a half bath with a washer and dryer hook up on the first level. Nice size Living room as well as

  Lou Shorette Century 21 E & M Williams Rlty

  43 2nd St, Walden, NY 12586
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  /43

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,637 Sq Ft

  51 E Green Rd, Rock Tavern, NY 12575

  Welcome to this ranch-style home located in Rock Tavern, New York, offering comfort, updates, and room to grow! Featuring 3 bedrooms and 2 full bathrooms, this home boasts a newer kitchen and updated bathrooms, making it move-in ready while still allowing opportunity to add your personal touch.With generous living space, there’s plenty of room for entertaining, relaxing, or working from home.

  Janet Rendle Weichert Realtors

  51 E Green Rd, Rock Tavern, NY 12575
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  /20

  $430,000

  • 2 Beds
  • 1.5 Baths
  • 1,497 Sq Ft

  47 Valley Ave, Walden, NY 12586

  Beautifully, recently renovated & refreshed, 6 room, 3 bedroom colonial bordering Tin Brook in the heart of the Village of Walden. Close to major shopping, Hannaford Supermarket, many parks, eateries,Stewart International Airport, Valley Central schools, I84 & I87 to commute. It has a gorgeous kitchen with plentiful white cabinetry, granite counters, high ceilings and recessed lights, stainless

  Marion Bruhns Howard Hanna Rand Realty

  47 Valley Ave, Walden, NY 12586
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  /35

  $650,000

  • 4 Beds
  • 2.5 Baths
  • 2,648 Sq Ft

  38 Wavey Willow Ln, Montgomery, NY 12549

  Village Living in this renovated 4 Bedroom 2.5 Bath Colonial. This home has been updated from Top to Bottom including New Roof, New Double Hung Windows, New Front and Storm Doors. Updated Electric. Gorgeous new Kitchen features Soft close cabinets, Quartz Counter with Kraus Farm Sink. New Stove, Dishwasher and Microwave. Custom built Pantry with a convenient Laundry Center. All New Toilets,

  Tracy Lockhart RE/MAX Benchmark Realty Group

  38 Wavey Willow Ln, Montgomery, NY 12549
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  /32

  $489,900

  • 5 Beds
  • 2.5 Baths
  • 2,408 Sq Ft

  21 Walden Estates Rd, Walden, NY 12586

  Spacious 5-Bedroom Raised Ranch on a Quiet Cul-de-Sac in the Village of Walden! Welcome to this beautifully maintained 2,400 sq ft home, perfectly situated at the end of a peaceful cul-de-sac. This spacious home offers 5 bedrooms and 2.5 bathrooms, providing plenty of room for family, guests, or a home office setup. The upper level features a bright, open-concept layout with a large kitchen,

  Jennifer Gold RE/MAX Benchmark Realty Group

  21 Walden Estates Rd, Walden, NY 12586
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  /26

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  2 Rustic Dr, Rock Tavern, NY 12575

  Under Construction. Interior Photos are for illustrative purposes and represent a similar model by the same builder. Experience the Aerie Preserve, a premier new community in the heart of the Mid-Hudson Valley, situated just sixty miles from New York City. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture.

  Geoffrey Grivalsky Keller Williams City Views

  2 Rustic Dr, Rock Tavern, NY 12575
• 

  

  /10

  $410,000

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  30 Oakland Ave, Walden, NY 12586

  Welcome to 30 Oakland Avenue, a charming and well-cared-for home located in the heart of the Village of Walden. This inviting residence offers a warm and functional layout filled with natural light, perfect for comfortable everyday living and entertaining. New washer and dryer. refrigerator, oil tank above ground. Sold as is. Step inside to discover spacious living and dining areas, a

  Minnie Thomas Keller Williams Hudson Valley

  30 Oakland Ave, Walden, NY 12586
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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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