Walden, NY Homes

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  $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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• 

  $340,000 Sold May 15, 2025

  10 Pond Hill Ln, Walden, NY 12586

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 19 Days On Market

  Current Estimated Value $357,075

  Last Listing Agent Kristine Many Keller Williams Realty

  10 Pond Hill Ln, Walden, NY 12586
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  Est $540,031 Not Listed For Sale

  288 Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft
  • Built 2007

  288 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 11% Above List Price
  • $253/SF
  • 24 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Marie Savage Curasi Realty, Inc.
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  /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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  $508,500 Sold Sep 05, 2025

  97 St Andrews Rd, Walden, NY 12586

  • 2 Beds
  • 2 Baths
  • 1,716 Sq Ft
  • Built 1959

  Last Sold Summary

  • 2% Above List Price
  • $296/SF
  • 38 Days On Market

  Current Estimated Value $503,959

  Last Listing Agent Rosalie Cook Weichert Realtors

  97 St Andrews Rd, Walden, NY 12586
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  Est $414,941 Not Listed For Sale

  53 Hill St, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 1,952 Sq Ft
  • Built 1920

  53 Hill St, Walden, NY 12586

  Last Sold Summary

  • 11% Above List Price
  • $192/SF
  • 57 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Richard Baxter Keller Williams Realty
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  /35

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,656 Sq Ft

  108 St Andrews Rd, Walden, NY 12586

  Welcome home to this charming, Cape Cod on 3/4 of an acre of scenic views in the Valley Central School District. You will be pleasantly surprised with this well maintained, light filled home showing off the attractive hardwood floors on the first floor, thermal windows, including bright bay window with seat, as well as a wood burning fireplace. The outdoor space is a beautiful and peaceful level

  Lisa Maraday eXp Realty

  108 St Andrews Rd, Walden, NY 12586
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  $490,900 Sold Nov 19, 2025

  45 Donna Chrystie Ln, Walden, NY 12586

  • 3 Beds
  • 3 Baths
  • 2,054 Sq Ft
  • Built 2016

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 34 Days On Market

  Current Estimated Value $491,806

  Last Listing Agent Maria Kriesel Century 21 Full Service Realty

  45 Donna Chrystie Ln, Walden, NY 12586
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  Est $692,392 Not Listed For Sale

  184 Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 3.5 Baths
  • 3,931 Sq Ft
  • Built 1999

  184 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 40% Above List Price
  • $126/SF
  • 39 Days On Market

  Last Sold Price $495,500

  Last Listing Agent Ryan Arket Compass Greater NY, LLC
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  $424,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,344 Sq Ft

  89 Orchard St, Walden, NY 12586

  NEW CONSTRUCTION HOME IN THE HEART OF WALDEN!Welcome to your brand-new home nestled in the charming Village of Walden within the Valley Central School District. This beautifully designed 3-bedroom, 2.5-bathroom home blends modern comfort with small-town living — perfectly positioned near all Village amenities including local eateries, boutique shops, banking services, postal facilities, and

  Richard Baxter Keller Williams Realty

  89 Orchard St, Walden, NY 12586
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  $364,900 Sold Dec 30, 2025

  56 Lafayette St, Walden, NY 12586

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1968

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 24 Days On Market

  Current Estimated Value $352,278

  Last Listing Agent Annette Bauer Century 21 E & M Williams Rlty

  56 Lafayette St, Walden, NY 12586
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  Est $344,371 Not Listed For Sale

  244 Valley Ave, Walden, NY 12586

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft
  • Built 1940

  244 Valley Ave, Walden, NY 12586

  Last Sold Summary

  • 32% Above List Price
  • $280/SF
  • 39 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Jodi Gillespie Gillespie Real Estate LLC
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  /18

  $425,000 Pending

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

  34 Round Hill Rd, Walden, NY 12586

  Welcome to 34 Round Hill Road, a beautifully updated ranch-style home located in the desirable Gottscheer Country Club subdivision within the Valley Central School District. This charming residence features 2 spacious bedrooms, 1.5 bathrooms, plus an additional office and den—perfect for today’s flexible living needs. Step inside to find a bright and inviting interior with modern updates

  Elizabeth Muniz Howard Hanna Rand Realty

  34 Round Hill Rd, Walden, NY 12586
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  $570,000 Sold Mar 17, 2025

  123 Kings Hill Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $227/SF
  • 156 Days On Market

  Current Estimated Value $618,630

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  123 Kings Hill Rd, Walden, NY 12586
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  Est $605,955 Not Listed For Sale

  659 Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 2.5 Baths
  • 2,946 Sq Ft
  • Built 2002

  659 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 19% Above List Price
  • $173/SF
  • 136 Days On Market

  Last Sold Price $509,000

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group
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  $374,999 Pending

  • 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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  $550,000 Sold Mar 25, 2025

  126 Old South Plank Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft
  • Built 1945

  Last Sold Summary

  • $227/SF
  • 27 Days On Market

  Current Estimated Value $582,240

  Last Listing Agent Francesca Spotts Keller Williams Realty

  126 Old South Plank Rd, Walden, NY 12586
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  Est $672,221 Not Listed For Sale

  31 Woodland Dr, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 3,542 Sq Ft
  • Built 1825

  31 Woodland Dr, Walden, NY 12586

  Last Sold Summary

  • 12% Above List Price
  • $169/SF
  • 253 Days On Market

  Last Sold Price $599,000

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group
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  $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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  $535,000 Sold Aug 29, 2025

  416 Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Above List Price
  • $338/SF
  • 21 Days On Market

  Current Estimated Value $536,771

  Last Listing Agent Jason Madison eXp Realty

  416 Rock Cut Rd, Walden, NY 12586
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  Est $397,545 Not Listed For Sale

  375 Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 1 Bath
  • 1,394 Sq Ft
  • Built 1959

  375 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 29% Above List Price
  • $221/SF
  • 65 Days On Market

  Last Sold Price $307,400

  Last Listing Agent Filomena Sousa John J Lease REALTORS Inc
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  $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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  $307,000 Sold Nov 13, 2025

  47 Capron St, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft
  • Built 1910

  Last Sold Summary

  • 4% Below List Price
  • $238/SF
  • 27 Days On Market

  Current Estimated Value $303,985

  Last Listing Agent Stephen Ramundo Keller Williams Valley Realty

  47 Capron St, Walden, NY 12586
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  Est $677,609 Not Listed For Sale

  29 Baird Ct, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,781 Sq Ft
  • Built 2006

  29 Baird Ct, Walden, NY 12586

  Last Sold Summary

  • 6% Above List Price
  • $230/SF
  • 73 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Rugesh Shah KW MidHudson
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  $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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  $350,000 Sold Jun 10, 2025

  31 Pond Hill Ln, Walden, NY 12586

  • 3 Beds
  • 2.5 Baths
  • 1,576 Sq Ft
  • Built 2001

  Last Sold Summary

  • $222/SF
  • 17 Days On Market

  Current Estimated Value $363,072

  Last Listing Agent Richard Baxter Keller Williams Realty

  31 Pond Hill Ln, Walden, NY 12586
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  Est $495,384 Not Listed For Sale

  283 Rock Cut Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,116 Sq Ft
  • Built 1977

  283 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 18% Above List Price
  • $198/SF
  • 29 Days On Market

  Last Sold Price $419,000

  Last Listing Agent Marilyn Hagemann John J Lease REALTORS Inc
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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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  $685,000 Sold Nov 18, 2025

  135 Browns Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,914 Sq Ft
  • Built 2007

  Last Sold Summary

  • 6% Below List Price
  • $235/SF
  • 115 Days On Market

  Current Estimated Value $668,799

  Last Listing Agent Ian Pinckney Curasi Realty, Inc.

  135 Browns Rd, Walden, NY 12586
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  Est $428,945 Not Listed For Sale

  423 Rock Cut Rd, Walden, NY 12586

  • 2 Beds
  • 1 Bath
  • 1,274 Sq Ft
  • Built 1985

  423 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 9% Above List Price
  • $310/SF
  • 24 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate
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  /15

  $111,000

  • Land
  • 3.8 Acres
  • $29,211 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
• 

  $399,999 Sold Nov 17, 2025

  20 Donner Dr, Walden, NY 12586

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Below List Price
  • $234/SF
  • 78 Days On Market

  Current Estimated Value $414,736

  Last Listing Agent Geraldo Gonzalez HomeSmart Homes & Estates

  20 Donner Dr, Walden, NY 12586
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  Est $599,797 Not Listed For Sale

  8 Kings Hill Rd, Walden, NY 12586

  • 4 Beds
  • 3.5 Baths
  • 2,590 Sq Ft
  • Built 1986

  8 Kings Hill Rd, Walden, NY 12586

  Last Sold Summary

  • 20% Above List Price
  • $193/SF
  • 215 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Joanne Timperio RE/MAX Benchmark Realty Group
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  /5

  $400,000 Pending

  • Land
  • 29 Acres
  • $13,793 per Acre

  112 St Andrews Rd, Walden, NY 12586

  Attention builders. Don’t miss out on this wonderful 9 lot subdivision. Needs final approval. The property is all cleared and there is no fill is required on the lots. Lot 2 has a well on it. There is also a great barn that can be accessed from lots 1 or 9. Close to shopping and I84. Definitely worth taking a look at this beautiful property.

  Judy Lancia

  112 St Andrews Rd, Walden, NY 12586
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  $440,000 Sold Jul 24, 2025

  161 High Meadows Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 1,603 Sq Ft
  • Built 1968

  Last Sold Summary

  • 6% Below List Price
  • $274/SF
  • 76 Days On Market

  Current Estimated Value $468,826

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  161 High Meadows Rd, Walden, NY 12586
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  Est $473,609 Not Listed For Sale

  64 E Rock Cut Rd, Walden, NY 12586

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft
  • Built 1987

  64 E Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 9% Above List Price
  • $257/SF
  • 47 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
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  /50

  $269,000 Pending

  • 4 Beds
  • 2 Baths

  107 Orchard St, Walden, NY 12586

  This spacious Village Colonial offers the ideal blend of classic character and practical living, featuring multiple rooms designed for comfortable family life. A finished walk-out basement leads to a peaceful yard and riverfront patio—perfect for outdoor entertaining and enjoying the stunning views of the Wallkill River.Inside, the large formal dining room with built-in cabinetry sets the

  Nicole Renda IBNA Real Estate Group

  107 Orchard St, Walden, NY 12586
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  $647,000 Sold Oct 28, 2025

  40 Rapelje Rd, Walden, NY 12586

  • 4 Beds
  • 2.5 Baths
  • 2,837 Sq Ft
  • Built 2005

  Last Sold Summary

  • 4% Below List Price
  • $228/SF
  • 62 Days On Market

  Current Estimated Value $659,192

  Last Listing Agent Rosalie Cook Weichert Realtors

  40 Rapelje Rd, Walden, NY 12586
• 

  Est $601,645 Not Listed For Sale

  533 Rock Cut Rd, Walden, NY 12586

  • 4 Beds
  • 3 Baths
  • 2,664 Sq Ft
  • Built 1984

  533 Rock Cut Rd, Walden, NY 12586

  Last Sold Summary

  • 6% Above List Price
  • $214/SF
  • 26 Days On Market

  Last Sold Price $570,000

  Last Listing Agent Virginia Corbett eXp Realty
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  /10

  $95,000

  • Land
  • 2.7 Acres
  • $35,185 per Acre

  15 Rose Estates, Walden, NY 12586

  Accepted offer 2-10-26. Show for back ups. Welcome to Orange Lake. Very private lightly wooded 2.7 acre lot is at the end of quiet private road. Lake access is in your deed so you can launch your toys and use this gem of a lake all year long. Preliminary engineering and perc tests have been done. Town needs your plans. About 1 acre is usable land and house on engineer doc is appx 2000 sf.

  Craig Pelsue Keller Williams Realty

  15 Rose Estates, Walden, NY 12586

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