Chester, NY Homes

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  $690,000 Pending

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

  23 Renies Rd, Chester, NY 10918

  Escape to your own sanctuary in this stunning 3 bedroom 3 full bath contemporary cedar home, perfectly blending modern comfort with natural charm. Inside you'll find an open-concept layout with soaring ceilings, large windows, and natural wood finishes that create a warm, modern vibe. The spacious kitchen features stainless appliances, hickory cabinets and an island ideal for entertaining. Two

  Kristie Jacques Century 21 Full Service Realty

  23 Renies Rd, Chester, NY 10918
• 

  $525,000 Sold Jul 24, 2025

  11 Vista Dr, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft
  • Built 1998

  Last Sold Summary

  • 2% Above List Price
  • $247/SF
  • 43 Days On Market

  Current Estimated Value $553,048

  Last Listing Agent James Feldhaus eXp Realty

  11 Vista Dr, Chester, NY 10918
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  Est $371,428 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,355 Sq Ft

  4116 Whispering Hills, Chester, NY 10918

  4116 Whispering Hills, Chester, NY 10918
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  /5

  $259,000

  • Land
  • 20.18 Acres
  • $12,834 per Acre

  32 Mountainside Dr, Chester, NY 10918

  A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! .... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with

  Karen Gauvin Our House Real Estate Group

  32 Mountainside Dr, Chester, NY 10918
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  $415,000 Sold May 30, 2025

  18 Miller Dr, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1978

  Last Sold Summary

  • 6% Above List Price
  • $363/SF
  • 16 Days On Market

  Current Estimated Value $422,157

  Last Listing Agent Jennifer DiCostanzo RE/MAX Town & Country

  18 Miller Dr, Chester, NY 10918
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  Est $589,963 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,108 Sq Ft

  13 Townsend Place, Chester, NY 10918

  13 Townsend Place, Chester, NY 10918
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  /50

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 3,472 Sq Ft

  220 Oxford Rd, Chester, NY 10918

  Step into this newly renovated contemporary ranch, where comfort meets value on 6.3 acres of peaceful living. Featuring 4 spacious bedrooms and 3.5 bathrooms, this home has been beautifully renovated with new plumbing, spotlights, flooring, kitchen, painting, and full wiring for a camera and security system. Enjoy a large eat-in kitchen, formal dining room, cozy family room, and a bright attic

  Chaim Weiss Exit Realty Venture

  220 Oxford Rd, Chester, NY 10918
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  $365,000 Sold Sep 12, 2025

  226 Eagleton Dr, Monroe, NY 10950

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft
  • Built 1997

  Last Sold Summary

  • 3% Below List Price
  • $215/SF
  • 16 Days On Market

  Last Listing Agent Lorrainne Pisciotta Weichert Realtors

  226 Eagleton Dr, Monroe, NY 10950
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  Est $556,522 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft

  11 Townsend Place, Chester, NY 10918

  11 Townsend Place, Chester, NY 10918
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  /19

  $74,900

  • Land
  • 4.17 Acres
  • $17,962 per Acre

  77 Carriage Knoll Rd, Chester, NY 12817

  Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being sloped or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

  Walter Swartz Gallo Realty ADK Inc

  77 Carriage Knoll Rd, Chester, NY 12817
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  $475,000 Sold May 15, 2025

  11 N Hudson St Unit N, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1956

  Last Sold Summary

  • 11% Above List Price
  • $317/SF
  • 22 Days On Market

  Current Estimated Value $475,901

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center

  11 N Hudson St Unit N, Chester, NY 10918
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  Est $640,303 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,350 Sq Ft

  509 Laroe Rd, Chester, NY 10918

  509 Laroe Rd, Chester, NY 10918
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  $199,000 Pending

  • Land
  • 1.85 Acres
  • $107,568 per Acre

  0 Renies Rd, Chester, NY 10918

  Seize the opportunity to own this serene, buildable lot nestled in a quiet, desirable location. Perfect for your dream home. This parcel offers privacy, natural beauty, and close to everything! Convenient access yet tucked away for peace and quiet. Don’t miss out—schedule your visit today!

  Kristie Jacques Century 21 Full Service Realty

  0 Renies Rd, Chester, NY 10918
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  $701,000 Sold Apr 01, 2025

  3 Sunset Ridge Rd, Monroe, NY 10950

  • 4 Beds
  • 3.5 Baths
  • 3,524 Sq Ft
  • Built 1996

  Last Sold Summary

  • $199/SF
  • 94 Days On Market

  Current Estimated Value $726,581

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  3 Sunset Ridge Rd, Monroe, NY 10950
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  Est $654,075 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,192 Sq Ft

  16 Bianca Blvd, Chester, NY 10918

  16 Bianca Blvd, Chester, NY 10918
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  /22

  $37,500

  • Land
  • 1.62 Acres
  • $23,148 per Acre

  60 Carriage Rd, Chester, NY

  Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being steeper or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

  Walter Swartz Gallo Realty ADK Inc

  60 Carriage Rd, Chester, NY
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  $869,000 Sold Jul 24, 2025

  26 W Meadow Way, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 3,100 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 85 Days On Market

  Current Estimated Value $127,465

  Last Listing Agent Nancy Sardo BHG Real Estate Green Team

  26 W Meadow Way, Chester, NY 10918
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  Est $421,152 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,177 Sq Ft

  151 Laroe Rd, Chester, NY 10918

  151 Laroe Rd, Chester, NY 10918
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  /50

  $650,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,550 Sq Ft

  3 Derose Ln, Chester, NY 10918

  This colonial home is truly designed for both family living and entertaining. Upon entering, a two-story entry provides easy access to all areas without needing to pass through other rooms unnecessarily. The spacious kitchen is a highlight, featuring oak cabinets, a pantry, updated appliances and a tiled backsplash and floor. For more casual gatherings, the family room offers hardwood floors. For

  Donna Gennaro Howard Hanna Rand Realty

  3 Derose Ln, Chester, NY 10918
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  $350,000 Sold Mar 24, 2025

  21 Angle Dr, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,953 Sq Ft
  • Built 1991

  Last Sold Summary

  • 45% Below List Price
  • $119/SF
  • 267 Days On Market

  Current Estimated Value $469,791

  Last Listing Agent Avi Samet Avion

  21 Angle Dr, Chester, NY 10918
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  Est $728,745 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft

  3 Overlook Trail, Chester, NY 10918

  3 Overlook Trail, Chester, NY 10918
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  /11

  $275,000

  • 2 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  503 Mountain Laurel Dr, Monroe, NY 10950

  Two story center unit with full basement located in Windridge community. Primary bedroom has large sitting area which can be used as home office. Sliders to rear patio with lake views!! Large living and dining area. Beautiful complex with mountain views.

  Margaret Galatro ARC Realty 1 in Sales

  503 Mountain Laurel Dr, Monroe, NY 10950
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  $525,000 Sold Sep 02, 2025

  10 Tulip Ln, Monroe, NY 10950

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Below List Price
  • $299/SF
  • 38 Days On Market

  Current Estimated Value $518,492

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  10 Tulip Ln, Monroe, NY 10950
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  Est $784,979 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,422 Sq Ft

  109 Restdale Rd, Chester, NY 10918

  109 Restdale Rd, Chester, NY 10918
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  /23

  $430,000

  • 3 Beds
  • 1 Bath
  • 1,561 Sq Ft

  33 Meadow Ave, Chester, NY 10918

  One floor living at it best! Walk out your front door, sit on your rocking chair front porch with your morning coffee & enjoy the mountain views! This 3 bedroom 1 bath ranch offers hardwood flooring throughout main living area & newly update kitchen and bath. Kitchen with plenty of cabinet & counter space.Entertain or BBQ on your private private deck. Plenty of parking in your 1 car garage. Walk

  Ernie Acampora River Realty Services, Inc.

  33 Meadow Ave, Chester, NY 10918
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  $410,000 Sold Jan 15, 2025

  156 Oxford Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 2,350 Sq Ft
  • Built 1950

  Last Sold Summary

  • 32% Below List Price
  • $174/SF
  • 141 Days On Market

  Current Estimated Value $507,979

  Last Listing Agent Steven Brown Hudson Valley Realty & Busines

  156 Oxford Rd, Chester, NY 10918
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  Est $1,190,442 Not Listed For Sale

  • 6 Beds
  • 5 Baths
  • 6,622 Sq Ft

  282 Laroe Rd, Chester, NY 10918

  282 Laroe Rd, Chester, NY 10918
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  $525,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,928 Sq Ft

  219 Bull Mill Rd, Chester, NY 10918

  Welcome to your private oasis in Chester, NY!Immaculately maintained and move-in ready, this beautiful 4-bedroom, 2-full-bath ranch sits on one acre of level, fenced-in land offering privacy, comfort, and endless possibilities. Pride of ownership rings through in every detail. A stunning covered porch graces the front of the property and provides an inviting space to savor your morning cup of

  Claudia Lepore Keller Williams Realty

  219 Bull Mill Rd, Chester, NY 10918
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  $579,000 Sold Jun 12, 2025

  2754 Schroon River Rd, Chester, NY 12817

  • 3 Beds
  • 2 Baths
  • 1,665 Sq Ft
  • Built 1989

  Last Sold Summary

  • $348/SF
  • 8 Days On Market

  Last Listing Agent Angie Mead Gallo Realty ADK Inc

  2754 Schroon River Rd, Chester, NY 12817
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  Est $601,825 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  412 Laroe Rd, Chester, NY 10918

  412 Laroe Rd, Chester, NY 10918
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  /22

  $419,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,698 Sq Ft

  354 Rande Rd Unit 354, Monroe, NY 10950

  Welcome home to this beautiful END unit townhouse in Windridge (section 2B). Tons of updates have been done to this lovely home. The roof & gutters have all been replaced on these units. Interior has new white & bright kitchen cabinetry, gorgeous lighting, counter tops, stainless steel appliances. The hallway bathroom is updated. New recess lighting throughout! Newer flooring including laminate

  Joel Ayala HomeSmart Homes & Estates

  354 Rande Rd Unit 354, Monroe, NY 10950
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  /13

  $300,000 Sold Dec 23, 2025

  68 Walter Foote Rd, Chester, NY 12853

  • Land
  • 194 Acres
  • $1,546 per Acre

  Last Sold Summary

  • 52% Below List Price
  • 86 Days On Market

  Last Listing Agent Cindy Brower Coldwell Banker Prime Properties

  68 Walter Foote Rd, Chester, NY 12853
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  Est $729,025 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,838 Sq Ft

  53 Elvis Blvd, Chester, NY 10918

  53 Elvis Blvd, Chester, NY 10918
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  /20

  $169,500

  • Land
  • 22.6 Acres
  • $7,500 per Acre

  L2 Friends Lake Rd, Chester, NY 12817

  Seller financing now available with decent deposit and good credit. Previously approved 4-lot subdivision with beach rights to Murphy Beach on Friends Lake. 8.6 acre lot, 7.5 acre lot, 3.2 acre lot, and a 3 acre lot. Rough house and septic locations have been approved. (reference survey map) Possible views from the upper areas of the property with some select clearing. Make arrangements to walk

  Walter Swartz Gallo Realty ADK Inc

  L2 Friends Lake Rd, Chester, NY 12817
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  $829,000 Sold May 12, 2025

  30 Meadow Ave, Chester, NY 10918

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft
  • Built 2024

  Last Sold Summary

  • $307/SF
  • 85 Days On Market

  Last Listing Agent Nancy Sardo BHG Real Estate Green Team

  30 Meadow Ave, Chester, NY 10918
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  Est $727,735 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,308 Sq Ft

  40 Valley View Dr, Chester, NY 10918

  40 Valley View Dr, Chester, NY 10918
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  /28

  $1,498,888

  • 4 Beds
  • 4 Baths
  • 7,308 Sq Ft

  37 Main St, Chester, NY 10918

  Prime Investment Opportunity in the Heart of Chester Village – 37-39 Main Street & 9 Bank Street Nestled in the charming and historic Village of Chester, this fully updated mixed-use property presents an exceptional investment opportunity. Originally built in 1935, this rustic yet modernized building seamlessly blends timeless character with contemporary upgrades. The property features:•

  James Feldhaus eXp Realty

  37 Main St, Chester, NY 10918
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  $405,000 Sold Apr 30, 2025

  16 Kerner Dr, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 1,222 Sq Ft
  • Built 1962

  Last Sold Summary

  • 9% Above List Price
  • $331/SF
  • 35 Days On Market

  Current Estimated Value $413,817

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  16 Kerner Dr, Chester, NY 10918
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  Est $739,816 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,812 Sq Ft

  47 Valley View Dr, Chester, NY 10918

  47 Valley View Dr, Chester, NY 10918
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  /9

  $62,000

  • Land
  • 11.11 Acres
  • $5,581 per Acre

  62 Carriage Rd, Chester, NY

  Seller financing now available with good credit!!! Beautiful park-like subdivision in a quiet neighborhood 5-minutes outside of Chestertown. Mostly wooded lots with each having unique ADK topography. Some fairly level with others being steeper or having raised areas perfect for a home or cabin. Must walk the properties to appreciate the beauty and serenity. Power and cable available at front of

  Walter Swartz Gallo Realty ADK Inc

  62 Carriage Rd, Chester, NY

Showing Results 81 - 120, Page 3 of 18