Chester, NY Homes

• 

  Est $354,520 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,276 Sq Ft

  25 Darin Rd, Warwick, NY 10990

  25 Darin Rd, Warwick, NY 10990
• 

  

  

  /45

  $549,000

  • 4 Beds
  • 2.5 Baths
  • 1,848 Sq Ft

  11 Lakeview Dr, Chester, NY 10918

  Split-level spacious home in desirable Chester neighborhood within Warwick Valley School District! This home features newer vinyl siding, a custom front entry door, hardwood floors, ceiling fans, and radiant electric ceiling heat. The 2-car garage includes windows and an automatic opener. Enjoy the fully fenced-in yard with an in-ground pool, deck with gazebo, shed, and play set—all included.

  Nicole Renda IBNA Real Estate Group

  11 Lakeview Dr, Chester, NY 10918
• 

  $457,500 Sold Jul 25, 2025

  • 1,842 Sq Ft
  • $248/SF
  • 32 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1970

  12 Mari Rd, Chester, NY 10918

  Welcome to the market a charming 4-Bedroom raised ranch in a peaceful Sugar Loaf neighborhood. Situated in a serene and friendly neighborhood with Warwick schools. This home features four bedrooms and 1.5 baths. Wall-to-wall carpets have been removed to reveal untouched original hardwood floors. The lower level offers a versatile space, ideal for a family room or home office,

  Ryan Degnan Howard Hanna Rand Realty

  12 Mari Rd, Chester, NY 10918
• 

  Est $527,483 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,342 Sq Ft

  201 Hambletonian Rd, Chester, NY 10918

  201 Hambletonian Rd, Chester, NY 10918
• 

  

  

  /3

  $199,000

  • 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
• 

  $525,000 Sold Jul 24, 2025

  • 2,122 Sq Ft
  • $247/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1998

  11 Vista Dr, Chester, NY 10918

  Welcome to 11 Vista Drive, a spacious 4-bedroom, 3-bathroom home nestled in one of Chester’s most desirable neighborhoods. With 2,122 square feet of living space, this property offers plenty of room for a growing family to make lasting memories.Situated on a lovely lot with municipal water and sewer, this home provides both convenience and potential. While some updates are needed—such as

  James Feldhaus eXp Realty

  11 Vista Dr, Chester, NY 10918
• 

  Est $732,755 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,152 Sq Ft

  590 Craigville Rd, Chester, NY 10918

  590 Craigville Rd, Chester, NY 10918
• 

  

  /13

  $620,800

  • Land
  • 194 Acres
  • $3,200 per Acre

  68 Walter Foote Rd, Chester, NY 12853

  194 Acres in the Adirondack Park - Endless Possibilities. Two contiguous lots 32.-1-24 and 32.-1-23 located on the side of a mountain, minutes to Gore Mountain skiing, whitewater rafting & hiking trails. It offers privacy & seclusion with close proximity to amenities in North Creek. There are existing logging roads for access. Features include: a brook, pond, small wetland area, tool shed, old

  Cindy Brower Coldwell Banker Prime Properties

  68 Walter Foote Rd, Chester, NY 12853
• 

  $869,000 Sold Jul 24, 2025

  • 3,100 Sq Ft
  • $280/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  26 W Meadow Way, Chester, NY 10918

  TO BE BUILT-photo depicted is of another Skylark model built by Quality Craftsmen, Valentine Home Builders. THIS IS AN ABSOLUTELY STUNNING 5 ACRE LOT...SPECTACULAR VIEW. The Skylark Model CAN BE CUSTOM BUILT WITH DELIVERY BY SPRING. This brand new fabulous Colonial includes many comfortable features finished by quality guaranteed, Valentine Home Builders. This model offers an efficient home plan

  Nancy Sardo BHG Real Estate Green Team

  26 W Meadow Way, Chester, NY 10918
• 

  Est $375,283 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,393 Sq Ft

  4114 Whispering Hills, Chester, NY 10918

  4114 Whispering Hills, Chester, NY 10918
• 

  

  /48

  $499,000

  • 5 Beds
  • 2.5 Baths
  • 3,120 Sq Ft

  358 Bull Mill Rd, Chester, NY 10918

  CHARM, SPACE and OPPORTUNITY in the highly rated Monroe-Woodbury School District! Classic vintage 5 bedroom colonial on 3.10 level acres offering the perfect blend of character and potential - all just 50 miles from NYC yet a world away from the hustle and bustle of city life. Located on a winding country road, the home sits on a large, level lot with mature trees and an in ground pool (condition

  Amy Wilhelm Corcoran Baer & McIntosh

  358 Bull Mill Rd, Chester, NY 10918
• 

  $735,000 Sold Jul 21, 2025

  • 2,980 Sq Ft
  • $247/SF
  • 19 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  189 Creamery Pond Rd, Chester, NY 10918

  MOVE right into this Exquisite CUSTOM COLONIAL with many upgrades and extras in the perfect commuter friendly, prestigious development, " Creamery Pond Estates " which is located in the charming hamlet of Sugar Loaf with all the unique shops where handcrafted, one of a kind gifts can be purchased ,boutiques, incredible restaurants, breweries, wineries, skiing, hiking , apple orchards, farmers

  Patricia Brady Keller Williams Realty

  189 Creamery Pond Rd, Chester, NY 10918
• 

  Est $380,411 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
• 

  

  /41

  $449,000

  • 4 Beds
  • 1.5 Baths
  • 1,386 Sq Ft

  47 Greycourt Ave, Chester, NY 10918

  Classic farmhouse feel with contemporary updates on a generous 1.3-acre lot, with this home you get it all! This 3/4bedroom, 1.5-bath home combines classic warmth with modern comforts, including a kitchen featuring granite countertops, hardwood flooring and a spacious island perfect for prep and entertaining. along with a huge sunken living room with recessed lighting and a pellet stove to save

  Pedro Garcia Curasi Realty, Inc.

  47 Greycourt Ave, Chester, NY 10918
• 

  $665,000 Sold Jul 15, 2025

  • 2,608 Sq Ft
  • $255/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  174 Creamery Pond Rd, Chester, NY 10918

  Welcome to this beautifully maintained 4 bedroom, 2.5 bath Colonial nestled in the historic craft village of Sugar Loaf and award winning Warwick Valley Schools. This classic home offers timeless curb appeal, a spacious layout perfect for entertaining. The great room features an elegant stone fireplace, perfect for cozy evenings. A flowing layout with separate living, dining and great rooms

  Michele Tobin Keller Williams Realty

  174 Creamery Pond Rd, Chester, NY 10918
• 

  Est $630,201 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
• 

  

  /10

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  264 Heritage Ln, Monroe, NY 10950

  Move-In Ready 3-Bedroom Condo in the Monroe-Woodbury School District. Discover comfort, convenience, and community in this 3-bedroom, 1.5-bath condo located in one of the most desirable areas of the Hudson Valley. The open-concept main level features a bright and spacious living room, a dining area, and a well-appointed kitchen—perfect for everyday living and entertaining. Upstairs, you’ll find

  Frank Golio Howard Hanna Rand Realty

  264 Heritage Ln, Monroe, NY 10950
• 

  $265,000 Sold Jul 11, 2025

  • Land
  • 6 Acres
  • $42,063 per Acre

  • 152 Days On Market

  10 El Dorado Trail, Chester, NY 10918

  Amazing opportunity to own this 6.3 Acre Lot in Monroe School District, Drilled Well and Electric on site, drilled well in place, Level lot with panoramic views surrounded by exclusive homes. Come build your dream home only 60 Miles to NYC/Minutes to RT17/17M/I87

  Lisandra Rivera Keller Williams Realty

  10 El Dorado Trail, Chester, NY 10918
• 

  Est $659,763 Not Listed For Sale

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

  509 Laroe Rd, Chester, NY 10918

  509 Laroe Rd, Chester, NY 10918
• 

  

  /48

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 4,467 Sq Ft

  53 Odyssey Dr, Chester, NY 10918

  Welcome to an extraordinary 4,400+ square foot residence in the coveted Warwick School district, where luxury and lifestyle converge to create the ultimate entertainer’s dream. This meticulously maintained and thoughtfully updated home offers breathtaking panoramic views, inviting you to unwind in the serene front atrium or the sun-drenched sunroom at the rear. Step inside to discover a

  Hilary Ryan Goldman Howard Hanna Rand Realty

  53 Odyssey Dr, Chester, NY 10918
• 

  $690,000 Sold Jul 09, 2025

  • 2,592 Sq Ft
  • $266/SF
  • 31 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  2 Laura Dr, Chester, NY 10918

  Fall in love with this stunning updated 4-bedroom Colonial located in Sugar Loaf Heights within the Warwick School District. You will feel like you apparated into the latest issue of Better Homes & Gardens the moment you enter. Agents - better schedule extra long showings as your clients will never want to leave! Step into the inviting living room featuring warm hardwood floors, soft

  Virginia Corbett eXp Realty

  2 Laura Dr, Chester, NY 10918
• 

  Est $576,001 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft

  28 Hidden Dr, Monroe, NY 10950

  28 Hidden Dr, Monroe, NY 10950
• 

  

  /39

  $525,000 Open Sat 2:30PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 2,898 Sq Ft

  25 High St, Chester, NY 10918

  25 High St in Chester, NY, is a Victorian gem rich with character and ready for your personal touch. Step inside to discover original wide-plank wood floors throughout and preserved under carpeting, offering timeless warmth and authenticity. The bright modern kitchen is ready for gatherings, while the spacious formal dining room sets the stage for memorable meals. Two large living rooms provide

  Alicia Goldman Christie's Int. Real Estate

  25 High St, Chester, NY 10918
• 

  $389,000 Sold Jul 09, 2025

  • 1,288 Sq Ft
  • $302/SF
  • 30 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1954

  19 Taurus Ave, Monroe, NY 10950

  Welcome to 19 Taurus Drive, a beautifully updated 3-bedroom, 2 bath ranch in Monroe Woodbury School District. With 1,288 sq ft of living space, this home blends modern upgrades with timeless charm. Step inside to find brand-new flooring alongside refinished hardwood floors, creating a warm and inviting feel. The updated bathroom features stylish finishes, adding a fresh, modern touch. The

  Christian Baez Keller Williams Hudson Valley

  19 Taurus Ave, Monroe, NY 10950
• 

  Est $489,033 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,582 Sq Ft

  167 Laroe Rd, Chester, NY 10918

  167 Laroe Rd, Chester, NY 10918
• 

  

  /13

  $89,900

  • Land
  • 15 Acres
  • $6,116 per Acre

  L12 Adirondack Heights Rd Unit Lot 6, Chester, NY 12817

  Beautiful 14.7 acres located in Adirondack Heights! Private & secluded. Some clearing has been done- roughed in driveway. Site plan available- approved building lot. 20 minutes to Gore Mountain. Close to all the local lakes, restaurants, & shopping. Your Adirondack adventure awaits!

  Julia Pucciarelli Gallo Realty ADK Inc

  L12 Adirondack Heights Rd Unit Lot 6, Chester, NY 12817
• 

  $75,000 Sold Jul 09, 2025

  • Land
  • 8 Acres
  • $10,000 per Acre

  • 73 Days On Market

  31 Leone Ln, Chester, NY 10918

  7.5 acres located in Leone Industrial Park in Chester. This is raw land and buyer will have to perform their due diligence regarding permits, etc. with town. There are some wetlands on this property, so there will be limitations on what can be built. Due diligence is a must.

  Carole McCann Hudson Heritage Realty

  31 Leone Ln, Chester, NY 10918
• 

  Est $411,946 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
• 

  /2

  $139,900

  • Land
  • 46 Acres
  • $3,053 per Acre

  0 William Hill Rd, Chester, NY 12817

  Lovely large lot on William Hill Road, more pics to come.AO 6/28

  Jason Minch William Raveis-New York LLC

  0 William Hill Rd, Chester, NY 12817
• 

  $411,000 Sold Jul 08, 2025

  • 1,528 Sq Ft
  • $269/SF
  • 26 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1986

  100 Marian Ct, Warwick, NY 10990

  Step into a MINT beautiful 3-bedroom end-unit Townhouse gem, perfectly perched with panoramic views in Kings Estates! This spacious townhouse is move-in ready and offers the ideal blend of space, privacy, and everyday convenience. Enjoy municipal water, sewer, natural gas, central air, and NO HOA fees. Just one hour to NYC, it’s a commuter’s dream and ideally situated. Inside,

  Jennifer DiCostanzo RE/MAX Town & Country

  100 Marian Ct, Warwick, NY 10990
• 

  Est $725,644 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
• 

  

  /13

  $86,500

  • Land
  • 2.84 Acres
  • $30,458 per Acre

  38 Granite Ridge Rd, Chester, NY 12817

  Great opportunity to build your own Adirondack dream home not far from Lake George. Seller financing available . Includes 2.84 acres of gently rolling property cleared for a potential house or a cabin. All stumps and undergrowth have been removed. 200 amp underground electrical service with 30 amp and 50 amp receptacles for camper hook up. Extra sleeve for future broadband or satellite. Winding

  Walter Swartz Gallo Realty ADK Inc

  38 Granite Ridge Rd, Chester, NY 12817
• 

  $700,000 Sold Jul 08, 2025

  • 2,452 Sq Ft
  • $285/SF
  • 49 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1974

  138 Dug Rd, Chester, NY 10918

  Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood

  Jake Garay Serhant LLC

  138 Dug Rd, Chester, NY 10918
• 

  Est $763,467 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
• 

  

  /50

  $1,775,000

  • 4 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  20 Goshen Rd, Chester, NY 10918

  Discover a rare opportunity to own a one-of-a-kind estate set on 53 sprawling acres in the heart of Chester, NY—perfectly suited for luxury living, farming, or future development with subdivision potential. This impressive property features a 3-car garage with 10-foot doors, outdoor wood-burning furnace, and two 250-gallon oil tanks for efficient heating.Nature lovers and hobby farmers will

  Ramanjit Dhanoa eXp Realty

  20 Goshen Rd, Chester, NY 10918
• 

  $415,000 Sold Jul 03, 2025

  • 1,038 Sq Ft
  • $400/SF
  • 24 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1959

  12 Oak St, Chester, NY 10918

  Located in a peaceful area on a picturesque corner lot in the Village of Chester, this ranch style home in the Cherry Heights neighborhood has been meticulously well maintained with perennial flowers, mature trees, and privacy hedges. Inside, the home boasts a spacious living room with a large picture window that offers views of the front covered porch and a vibrant Japanese maple tree. The

  Jennifer Loprieno Howard Hanna Rand Realty

  12 Oak St, Chester, NY 10918
• 

  Est $477,087 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,408 Sq Ft

  78 Laroe Rd, Chester, NY 10918

  78 Laroe Rd, Chester, NY 10918
• 

  

  /37

  $569,999

  • 4 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  78 Pickerel Rd, Monroe, NY 10950

  Welcome to this charming Colonial set in the desirable Trout Brook ll subdivision of Monroe. This lovely home offers the perfect balance of privacy and convenience—just minutes to local shops and the village, and a short 10–15 minute drive to all major highways. Plus, you're only an hour from NYC, making it ideal for commuters or weekend getaways. Outdoor enthusiasts will love the close proximity

  Dylan Piazza Howard Hanna Rand Realty

  78 Pickerel Rd, Monroe, NY 10950
• 

  $560,000 Sold Jul 01, 2025

  • 2,016 Sq Ft
  • $278/SF
  • 148 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  92 Pickerel Rd, Monroe, NY 10950

  Year end gifts are always wonderful to receive. Welcome to 92 Pickerel road Monroe, New York. A meticulous home awaiting its new owners and features including 3 to 4 bedrooms, 2 full baths, hardwood flooring, recently installed windows, roof, and boiler. A large eat in custom kitchen with granite, stainless appliances and Sub-Zero refrigeration. Dining room is adjacent and well placed.

  Richard Wawrynek Howard Hanna Rand Realty

  92 Pickerel Rd, Monroe, NY 10950
• 

  Est $718,289 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

Showing Results 81 - 120, Page 3 of 18