Homes in ZIP Code 10918

• 

  Est $1,203,750

  Not Listed For Sale

  6 Silvertail Rd, Chester, NY 10918

  • 6 Beds
  • 4.5 Baths
  • 5,127 Sq Ft
  • Built 1794

  6 Silvertail Rd, Chester, NY 10918

  Last Sold Summary

  • 304 Days On Market

  Last Listing Agent MaryBeth O'Hara Ellis Sotheby's Intl Realty
• 

  

  

  /49

  $785,000

  $14K PRICE DROP Pending

  • 5 Beds
  • 5.5 Baths
  • 5,403 Sq Ft

  4 Debbie Ct, Chester, NY 10918

  Welcome to this exceptional private retreat nestled on beautifully landscaped grounds in desirable Chester. Offering the perfect blend of space, comfort, privacy, and lifestyle, this impressive property is surrounded by natural beauty while remaining conveniently close to shopping, dining, major highways, and the scenic Stewart State Forest.From the moment you arrive, you’ll appreciate

  Joseph Rosenfeld Flag Realty Group

  4 Debbie Ct, Chester, NY 10918
• 

  $299,000

  Sold Apr 07, 2026

  3120 Whispering Hills, Chester, NY 10918

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $279/SF
  • 70 Days On Market

  Current Estimated Value $301,763

  Last Listing Agent Bente Brown Hudson Premium Realty

  3120 Whispering Hills, Chester, NY 10918
• 

  Est $1,345,182

  Not Listed For Sale

  10 Silvertail Rd, Chester, NY 10918

  • 4 Beds
  • 4.5 Baths
  • 5,007 Sq Ft
  • Built 2006

  10 Silvertail Rd, Chester, NY 10918

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Ammar Iqbal eXp Realty
• 

  

  

  /36

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,070 Sq Ft

  197 Oxford Rd, Chester, NY 10918

  Welcome to this beautifully charming Center Hall Colonial, privately set back from the road on a picturesque property with a tranquil man-made pond, fountain, and inviting wrap-around front porch. This spacious home offers the perfect balance of classic elegance and comfortable everyday living. The thoughtfully designed floor plan features a formal living room that flows seamlessly into the warm

  Regina Carmel Howard Hanna Rand Realty

  197 Oxford Rd, Chester, NY 10918
• 

  $382,000

  Sold Sep 29, 2025

  3915 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $287/SF
  • 13 Days On Market

  Current Estimated Value $382,334

  Last Listing Agent Kristie Jacques Century 21 Full Service Realty

  3915 Whispering Hills, Chester, NY 10918
• 

  Est $1,074,771

  Not Listed For Sale

  40 Deer Trail Rd, Chester, NY 10918

  • 4 Beds
  • 4.5 Baths
  • 3,114 Sq Ft
  • Built 1991

  40 Deer Trail Rd, Chester, NY 10918

  Last Sold Summary

  • 387 Days On Market

  Last Listing Agent Theresa Negast Christie's Int. Real Estate
• 

  

  /50

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 2,516 Sq Ft

  3 Garnett Hill Rd, Chester, NY 10918

  This well-maintained 4-bedroom, 2.5-bath home on 3 private acres is anchored by an expansive 3-tier Trex deck system and an on ground pool with 8-foot deep end, complemented by a sun deck and pool-surround walkway. The 2,516 square-foot home features 9-foot ceilings with wood molding, with hardwood floors and tile throughout the main floor. The main floor flows from a welcoming foyer through the

  Jacob Fried Keller Williams Realty

  3 Garnett Hill Rd, Chester, NY 10918
• 

  $742,500

  Sold Jul 14, 2026

  55 Beverly Rd, Chester, NY 10918

  • 4 Beds
  • 3.5 Baths
  • 3,356 Sq Ft
  • Built 1993

  Last Sold Summary

  • 1% Above List Price
  • $221/SF
  • 48 Days On Market

  Current Estimated Value $735,954

  Last Listing Agent Jay Himelson Howard Hanna Rand Realty

  55 Beverly Rd, Chester, NY 10918
• 

  Est $525,253

  Not Listed For Sale

  208 Glenmere Rd, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 1,815 Sq Ft
  • Built 1900

  208 Glenmere Rd, Chester, NY 10918

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Chris Scibelli Keller Williams Realty
• 

  

  /15

  $999,000

  $251K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,148 Sq Ft

  168 Prospect Rd, Monroe, NY 10950

  Welcome to your dream home! Lovingly maintained and nestled in a peaceful community, this charming ranch sits on a picturesque one-acre lot. Step inside to a warm and inviting living space, highlighted by a cozy wood-burning stove—perfect for chilly evenings. The home features three comfortable bedrooms and a well-appointed bathroom, offering both comfort and functionality. Enjoy seamless

  Salvatore Girgenti Ben Bay Realty of Staten Isl.

  168 Prospect Rd, Monroe, NY 10950
• 

  $515,000

  Sold Dec 09, 2025

  6 Moffatt Ln, Chester, NY 10918

  • 5 Beds
  • 3 Baths
  • 1,888 Sq Ft
  • Built 1946

  Last Sold Summary

  • 3% Above List Price
  • $273/SF
  • 23 Days On Market

  Current Estimated Value $514,316

  Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

  6 Moffatt Ln, Chester, NY 10918
• 

  Est $496,948

  Not Listed For Sale

  220 Glenmere Rd, Chester, NY 10918

  • 3 Beds
  • 1.5 Baths
  • 1,268 Sq Ft
  • Built 1972

  220 Glenmere Rd, Chester, NY 10918

  Last Sold Summary

  • 159 Days On Market

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty
• 

  

  /50

  $635,999

  $14K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,902 Sq Ft

  3561 State Route 94, Chester, NY 10918

  If open concept and bountiful space is what you are looking for, STOP right here—you have found it! Spectacular contemporary-designed ranch with nearly 3,000 sq ft of finished living space, offering room for everyone and every lifestyle. Set on approximately 2 acres and conveniently located near schools, shopping, and transportation, this home delivers the perfect combination of space,

  Gina Dudgeon Howard Hanna Rand Realty

  3561 State Route 94, Chester, NY 10918
• 

  $498,000

  Sold Nov 21, 2025

  22 Bridle Ln, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,570 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Above List Price
  • $317/SF
  • 30 Days On Market

  Current Estimated Value $496,874

  Last Listing Agent Jennifer Lucas Keller Williams Realty

  22 Bridle Ln, Chester, NY 10918
• 

  Est $522,598

  Not Listed For Sale

  226 Glenmere Rd, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,530 Sq Ft
  • Built 1976

  226 Glenmere Rd, Chester, NY 10918

  Last Sold Summary

  • 203 Days On Market

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty
• 

  

  /38

  $575,000

  • 6 Beds
  • 2 Baths

  68 Conklingtown Rd Unit 1&2, Chester, NY 10918

  Rare opportunity. Come in and see this multi-family property in Chester, NY, and very close to main highways. This features 2 separate structures with their own utilities and natural gas. The main house presents 4 bedrooms, a kitchen, a dining room, and a living room with 1 full bath. main house is fully professional painted recently and now floors and roof on this house is 2 years old. The

  Moses Schreiber MS Realty Group USA, Inc

  68 Conklingtown Rd Unit 1&2, Chester, NY 10918
• 

  $740,000

  Sold Sep 10, 2026

  7 Hilltop Ln, Chester, NY 10918

  • 5 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2022

  Last Sold Summary

  • $274/SF
  • 3 Days On Market

  Current Estimated Value $503,406

  Last Listing Agent Moshe Kaufman MK Realty Inc

  7 Hilltop Ln, Chester, NY 10918
• 

  Est $357,996

  Not Listed For Sale

  464 Pine Hill Rd, Chester, NY 10918

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1930

  464 Pine Hill Rd, Chester, NY 10918

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Ralph Harvey ListWithFreedom.Com
• 

  

  /27

  $469,000

  • 3 Beds
  • 3 Baths
  • 1,357 Sq Ft

  70 Main St, Chester, NY 10918

  Welcome to 70 Main Street, a village gem situated right in the heart of historic Chester! This versatile 4-bedroom, 2.5-bathroom home combines classic architectural character with generous living spaces and modern convenience. The main residence features an inviting floor plan with bright, sunlit rooms and comfortable living areas throughout. A standout highlight of this property is the separate

  Pedro Garcia Curasi Realty, Inc.

  70 Main St, Chester, NY 10918
• 

  $295,000

  Sold Jun 16, 2026

  1503 Whispering Hills, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $222/SF
  • 109 Days On Market

  Current Estimated Value $310,515

  Last Listing Agent Darlene Provino Century 21 E & M Williams Rlty

  1503 Whispering Hills, Chester, NY 10918
• 

  Est $803,711

  Not Listed For Sale

  152 Gibson Hill Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 3,176 Sq Ft
  • Built 1997

  152 Gibson Hill Rd, Chester, NY 10918

  Last Sold Summary

  • 230 Days On Market

  Last Listing Agent Kimberly Corkum Keller Williams Realty
• 

  

  /35

  $675,000

  $40K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  335 Laroe Rd, Chester, NY 10918

  Set on 3.2 acres within the Monroe-Woodbury School District, 335 Laroe Road offers a rare combination of space, functionality, and a convenient Chester location.Step inside to the welcoming two-story foyer featuring an open staircase and you'll immediately appreciate the size of the home. The main level offers a functional layout with multiple living spaces, including a living room,

  Christina D'Altilio Coldwell Banker Choice Prop.

  335 Laroe Rd, Chester, NY 10918
• 

  Est $715,128

  Not Listed For Sale

  46 Creamery Pond Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,792 Sq Ft
  • Built 1999

  46 Creamery Pond Rd, Chester, NY 10918

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Sandra Arnez KW Hudson Valley United
• 

  /2

  $299,000

  $51K PRICE DROP

  • Land
  • 5.7 Acres
  • $52,456 per Acre

  552 Pine Hill Rd, Chester, NY 10918

  Beautiful 5.7-acre residential parcel located in the Town of chester, offering an exceptional opportunity to build your custom dream home in a peaceful, private setting. With ample space for a spacious residence and outdoor living areas (subject to town approvals), this property combines natural surroundings with convenient access to nearby amenities, schools, and major roadways. Adjacent to 558

  Charnie Guttmann eRealty Advisors, Inc

  552 Pine Hill Rd, Chester, NY 10918
• 

  Est $470,360

  Not Listed For Sale

  4 Wood Rd, Chester, NY 10918

  • 4 Beds
  • 1.5 Baths
  • 1,554 Sq Ft
  • Built 1960

  4 Wood Rd, Chester, NY 10918

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Matthew Skowronski HomeSmart Homes & Estates
• 

  

  /29

  $685,000

  $35K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 1,718 Sq Ft

  26 Bridle Ln, Chester, NY 10918

  From the moment you arrive, it's clear this is a home whose character and setting are best experienced firsthand. The bright, open-concept living area features vaulted ceilings and abundant natural light, creating an inviting space for everyday living and entertaining. A beautiful den with two walls of windows and a gas fireplace overlooks the pool and surrounding landscape. The thoughtfully

  David White Owner Entry.com

  26 Bridle Ln, Chester, NY 10918
• 

  Est $670,155

  Not Listed For Sale

  146 Pine Hill Rd, Chester, NY 10918

  • 3 Beds
  • 2.5 Baths
  • 2,414 Sq Ft
  • Built 1987

  146 Pine Hill Rd, Chester, NY 10918

  Last Sold Summary

  • 82 Days On Market

  Last Listing Agent Frank Golio Howard Hanna Rand Realty
• 

  

  /39

  $699,900

  $77K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,715 Sq Ft

  176 Beverly Rd, Chester, NY 10918

  Highly sought-after Warwick Schools, this Colonial offers curb appeal with custom stone entrance pillars featuring illuminated house numbers, an inlaid driveway address, professionally landscaped grounds accented by natural stone and in-ground lighting, and an insulated two-car carriage-style garage with glass doors. A grand two-story foyer with soaring ceilings, elegant wainscoting, and abundant

  David White Owner Entry.com

  176 Beverly Rd, Chester, NY 10918
• 

  Est $665,915

  Not Listed For Sale

  168 Pine Hill Rd, Chester, NY 10918

  • 5 Beds
  • 3.5 Baths
  • 2,952 Sq Ft
  • Built 1930

  168 Pine Hill Rd, Chester, NY 10918

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Dean Diltz Keller Williams Realty
• 

  

  /32

  $329,900

  $25K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1311 Whispering Hills Unit 96, Chester, NY 10918

  Experience Elevated Living: Your Private Hudson Valley Retreat at 1311 Whispering Hills Welcome to a home that offers more than just square footage—it offers a lifestyle change. Nestled in the scenic rolling hills of Orange County, 1311 Whispering Hills is a masterclass in modern suburban living. This meticulously maintained residence captures the essence of "home" from the moment you step

  Michael Jenney Keller Williams Realty

  1311 Whispering Hills Unit 96, Chester, NY 10918
• 

  Est $650,175

  Not Listed For Sale

  49 Hambletonian Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1992

  49 Hambletonian Rd, Chester, NY 10918

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent Dean Nugent Mary Jane Pastor Realty
• 

  

  /35

  $359,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,331 Sq Ft

  2522 Whispering Hills Unit 518, Chester, NY 10918

  Welcome to Whispering Hills! Discover easy living, comfort and privacy while living within a neighborhood community. Perfect for first time home buyers or if you're downsizing for care free, low maintenance living. Enjoy this spacious 3 bedroom, 3 bath townhouse with lots of storage and your private garage with direct entry into your home. Comfortable and spacious bedroom layouts with baths and

  Ann Marie Silvani Howard Hanna Rand Realty

  2522 Whispering Hills Unit 518, Chester, NY 10918
• 

  Est $823,397

  Not Listed For Sale

  10 Spectrum Dr, Chester, NY 10918

  • 5 Beds
  • 4 Baths
  • 4,496 Sq Ft
  • Built 1991

  10 Spectrum Dr, Chester, NY 10918

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent David Hopstein Keller Williams Hudson Valley
• 

  

  /50

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 4,281 Sq Ft

  22 Goshen Rd, Chester, NY 10918

  Welcome to a one-of-a-kind Arts and Crafts style sanctuary where timeless craftsmanship meets modern luxury. Tailored for the discerning buyer or avid automotive enthusiast, this exceptional property features an expansive multi-car garage designed to accommodate prized vehicle collections, a workshop, or custom storage needs. Located in the Town of Chester, this 4,281-square-foot estate

  Martha Randazzo Howard Hanna Rand Realty

  22 Goshen Rd, Chester, NY 10918
• 

  Est $735,670

  Not Listed For Sale

  16 Spectrum Dr, Chester, NY 10918

  • 3 Beds
  • 4 Baths
  • 2,276 Sq Ft
  • Built 1999

  16 Spectrum Dr, Chester, NY 10918

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent John Olivero Keller Williams Realty
• 

  

  /39

  $539,999

  $49K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,332 Sq Ft

  44 Sayer Rd, Blooming Grove, NY 10914

  WELCOME HOME! Beautifully updated and meticulously maintained tri-level home nestled in the desirable Tomahawk Lake community of Blooming Grove. This move-in-ready residence offers a bright and inviting layout with spacious living and dining areas, abundant natural light, and modern finishes throughout. Well-appointed kitchen equipped with s/s appliances, quartz counters, provides ample cabinetry

  Eliezer Safdie Sage Realty Center LLC

  44 Sayer Rd, Blooming Grove, NY 10914
• 

  Est $656,150

  Not Listed For Sale

  126 Rock Ridge Rd, Chester, NY 10918

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 1988

  126 Rock Ridge Rd, Chester, NY 10918

  Last Sold Summary

  • 72 Days On Market

  Last Listing Agent Layla Rose Boyles Century 21 Realty Center
• 

  

  /22

  $374,900

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  260 Gibson Hill Rd, Chester, NY 10918

  UNLOCK UNLIMITED POTENTIAL IN WARWICK VALLEY SCHOOLS! Are you ready to stop renting, build instant equity, and design your dream home from the ground up? This hidden gem off Gibson Hill Road is your golden ticket into one of Orange County’s most desirable school districts at a rare and unbeatable entry-level price!Whether you are a savvy investor looking for your next high-margin flip, a

  Camilia Anka Keller Williams Realty

  260 Gibson Hill Rd, Chester, NY 10918
• 

  Est $597,293

  Not Listed For Sale

  86 Brimstone Mountain Rd, Chester, NY 10918

  • 3 Beds
  • 2 Baths
  • 1,817 Sq Ft
  • Built 1980

  86 Brimstone Mountain Rd, Chester, NY 10918

  Last Sold Summary

  • 91 Days On Market

  Last Listing Agent Kimberly Starks Howard Hanna Rand Realty

Showing Results 281 - 320, Page 8 of 18