Chester, NY Homes

• 

  Est $630,041 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  11 Pewter Cir, Chester, NY 10918

  11 Pewter Cir, Chester, NY 10918
• 

  

  

  /78

  $699,900

  • Land
  • 337 Acres
  • $2,077 per Acre

  L 13.2 Friends Lake Rd, Chester, NY 12817

  2,200 feet of frontage along the Upper Hudson River, a wild, whitewater backcountry river, and immediate access to nearly 1,600 acres of State Forest Preserve, the Hudson River Woods & Wildwater property is the ''complete package'' of Adirondack property. With over 4,500 feet of road frontage (with electric) on Friends Lake Road, it's an ideal location for a camp, second home, or subdivision.

  John O'Donnell Timberland Realty

  L 13.2 Friends Lake Rd, Chester, NY 12817
• 

  $829,000 Sold May 12, 2025

  • 2,700 Sq Ft
  • $307/SF
  • 85 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2024

  30 Meadow Ave, Chester, NY 10918

  NEW CONSTRUCTION @ Warwick Ridge II~LOT 3 is TO BE BUILT. The new BELAIRE model, just under 2700 sf , IS TO BE BUILT; UNDER CONSTRUCTION on an absolutely dreamy, clear 5.23 acre lot in the Town of Warwick, NY. This model offers a first floor bedroom and a 3/4 bathroom, as well..The road is private and home will be at the end of the cul de sac. The pictures shown are from a previously built

  Nancy Sardo BHG Real Estate Green Team

  30 Meadow Ave, Chester, NY 10918
• 

  Est $369,565 Not Listed For Sale

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

  253 Heritage Ln, Monroe, NY 10950

  253 Heritage Ln, Monroe, NY 10950
• 

  

  

  /4

  $479,900

  • Land
  • 8.38 Acres
  • $57,250 per Acre

  30 Harding Way, Chester, NY 10950

  Opportunity is knocking on the door for all builders/investors in the Town Of Chester, Monroe - Woodbury School District. You buy 2 lots for the price of one. 30 Harding Way is SOLD TOGETHER with the lot next to it of 8.2 acres which is located in Section 15, Block 1, Lot 32. Subdivision potential.

  Ida Payne Keller Williams Realty

  30 Harding Way, Chester, NY 10950
• 

  $453,000 Sold May 08, 2025

  • 2,358 Sq Ft
  • $192/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1850

  16 Academy Ave, Chester, NY 10918

  Step into timeless charm and modern convenience with this spacious 3-bedroom, 2-bathroom home, offering 2,358 sqft of thoughtfully designed living space. Incredibly spacious first-floor primary suite with a full bathroom offers privacy and convenience. Naturally bright throughout the main level. The kitchen features granite countertops with an island, open-concept dining room and sliding door to

  Celina Rofer Howard Hanna Rand Realty

  16 Academy Ave, Chester, NY 10918
• 

  Est $384,850 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,585 Sq Ft

  245 Heritage Ln, Monroe, NY 10950

  245 Heritage Ln, Monroe, NY 10950
• 

  /2

  $499,000

  • Land
  • 4.5 Acres
  • $110,889 per Acre

  1414 Kings Hwy, Chester, NY 10918

  5 Lot subdivision which has been engineered and submitted to Chester planning board for approvals with water and sewer. Not approved but in the process. Buyer must finish. Site plan in documents as well as addressed planning board comments. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  1414 Kings Hwy, Chester, NY 10918
• 

  $315,000 Sold May 06, 2025

  • 1,086 Sq Ft
  • $290/SF
  • 72 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1984

  2706 Whispering Hills, Chester, NY 10918

  Welcome to this beautiful and cozy 2 bedrooms condo with 1.5 bathrooms and 2 car garages in a beautiful neighborhood of Whispering Hills. The 1st level is wonderfully laid out with a great size living room and its fireplace to a dining room with new engineer wood floor throughout the first floor. Fully renovated kitchen with new cabinets, granite countertops & backsplash and great stainless

  Anita S. Cristiano HomeSmart Homes & Estates

  2706 Whispering Hills, Chester, NY 10918
• 

  Est $405,149 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  225 Eagleton Dr, Monroe, NY 10950

  225 Eagleton Dr, Monroe, NY 10950
• 

  

  /27

  $149,000

  • Land
  • 13.33 Acres
  • $11,178 per Acre

  L9 Bird Pond Rd, Chester, NY 12853

  Private 13+ acres of gently sloping land just minutes from Gore Mountain. Roughed-in driveway/Road leading from Bird Pond Rd. Several nice building locations around the property. One house-site staked-out for reference. Possible views from higher on the property with some select clearing. Listing agent will provide one set of existing preliminary building plans for the future homeowner from

  Walter Swartz Gallo Realty ADK Inc

  L9 Bird Pond Rd, Chester, NY 12853
• 

  $869,000 Sold May 05, 2025

  • 4,200 Sq Ft
  • $207/SF
  • 146 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1993

  46 Brookview Dr, Monroe, NY 10950

  4200 sq-ft Mother/Daughter Colonial on 5.7 wooded acres in Trout Brook Estates, a 20 home 5+ acre subdivision in the Town of Chester. Monroe-Woodbury schools. Just minutes from train, bus, highways, and shopping. 5 miles from Village of Monroe. Updated kitchen and bathrooms. New roof (2020). Walk-in closets. Huge finished basement. Amenities include: granite counters, hardwood floors,

  David White Owner Entry.com

  46 Brookview Dr, Monroe, NY 10950
• 

  Est $397,319 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,694 Sq Ft

  212 Eagleton Dr, Monroe, NY 10950

  212 Eagleton Dr, Monroe, NY 10950
• 

  /2

  $500,000

  • Land
  • 0.83 Acre
  • $603,355 per Acre

  0 Main St, Chester, NY 10918

  Open commercial lot directly behind the existing Cumberland Farms and just to the east of the former Brookside carwash. Good use may be for a parking lot for a building built on 42 Brookside.

  Claude Brischoux Keller Williams Realty

  0 Main St, Chester, NY 10918
• 

  $560,000 Sold May 02, 2025

  • 2,092 Sq Ft
  • $268/SF
  • 43 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2002

  69 High St, Chester, NY 10918

  This STUNNING Chester home with Chester Schools that sits on 1 acre of privacy is now available for you to call Home!! Enter into a spacious Living room with with plenty of natural window light and a wood burning fireplace. A formal dining room with modern light fixtures & sliders that lead to a back deck. An updated eat-in kitchen with NEW granite counters and island! NEW stainless steel

  Sandra Arnez Keller Williams Hudson Valley

  69 High St, Chester, NY 10918
• 

  Est $408,828 Not Listed For Sale

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

  181 Eagleton Dr, Monroe, NY 10950

  181 Eagleton Dr, Monroe, NY 10950
• 

  

  /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
• 

  $1,450,000 Sold May 02, 2025

  • 5,638 Sq Ft
  • $257/SF
  • 327 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2022

  151 Kings Highway Bypass, Chester, NY 10918

  Nestled on a picturesque 14-acre lot overlooking Sugarloaf, the Adirondack timber frame home stood as a testament to impeccable craftsmanship and luxurious living. Every detail of this 4-bedroom, 5-bath retreat exuded elegance and comfort. The great room, with its soaring ceilings and grand stone fireplace, offered breathtaking views of the rolling landscape. No expense was spared in the gourmet

  John Olivero Keller Williams Realty

  151 Kings Highway Bypass, Chester, NY 10918
• 

  Est $718,260 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,776 Sq Ft

  5 Jackie Ct, Chester, NY 10918

  5 Jackie Ct, Chester, NY 10918
• 

  

  /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
• 

  $405,000 Sold Apr 30, 2025

  • 1,222 Sq Ft
  • $331/SF
  • 35 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  16 Kerner Dr, Chester, NY 10918

  This Kerner Drive classic home is now waiting for its next owner! With 3 bedrooms, this ranch home is brimming with potential and is close to shopping, schools, parks and major roadways. The main level boasts a comfortable layout, while the walk-out lower level provides the perfect opportunity to add extra living space or create a versatile retreat. Hidden beneath the carpeting, the hardwood

  Patricia Sassi RE/MAX Benchmark Realty Group

  16 Kerner Dr, Chester, NY 10918
• 

  Est $608,472 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,117 Sq Ft

  14 Jeffrey Dr, Chester, NY 10918

  14 Jeffrey Dr, Chester, NY 10918
• 

  

  /25

  $39,000

  • Land
  • 2.48 Acres
  • $15,726 per Acre

  37 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

  37 Carriage Rd, Chester, NY
• 

  $607,700 Sold Apr 29, 2025

  • 3,385 Sq Ft
  • $180/SF
  • 107 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1981

  142 Laroe Rd, Chester, NY 10918

  Welcome to a stunning retreat at 142 Laroe Rd, Chester, NY 10918—, offering a harmonious blend of elegance, space, and functionality. Covering a generous floor size of 3,385 square feet on an expansive lot of 69,696 square feet, this magnificent property promises spacious living, comfort, and captivating beauty both indoors and outdoors.This five-bedroom, three-bathroom masterpiece is designed to

  Peter Persaud HomeSmart Homes & Estates

  142 Laroe Rd, Chester, NY 10918
• 

  Est $477,189 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft

  19 Well Sweep Ln, Chester, NY 10918

  19 Well Sweep Ln, Chester, NY 10918
• 

  

  /12

  $39,500

  • Land
  • 1.82 Acres
  • $21,703 per Acre

  34 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

  34 Carriage Rd, Chester, NY
• 

  

  /5

  $41,500 Sold Apr 28, 2025

  • Land
  • 3.54 Acres
  • $11,723 per Acre

  • 27 Days On Market

  L34 Lane Rd, Chester, NY 12853

  Great location in the heart of the Southern Adirondacks! Build your dream home on this 3.5 acre parcel with a DRILLED WELL! A culvert has been added, and the pole was installed between the power company's poles. The area is cleared. It is close to Schroon Lake, Loon Lake & Minerva Town Beach. It is 10 minutes from Gore Mountain. The possibilities are endless! Don't miss out on this one!

  Julia Pucciarelli Gallo Realty ADK Inc

  L34 Lane Rd, Chester, NY 12853
• 

  Est $655,765 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,075 Sq Ft

  51 Well Sweep Ln, Chester, NY 10918

  51 Well Sweep Ln, Chester, NY 10918
• 

  

  /18

  $39,500

  • Land
  • 2.38 Acres
  • $16,597 per Acre

  22 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

  22 Carriage Rd, Chester, NY
• 

  $270,000 Sold Apr 28, 2025

  • 1,084 Sq Ft
  • $249/SF
  • 94 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1984

  1213 Whispering Hills, Chester, NY 10918

  Great 2nd floor corner/end unit with an open floor plan including vaulted ceilings, a wood fireplace for those chilly nights and brand new carpeting to keep your feet warm in this 2nd floor unit. Formal dining room, deck for barbequing, full bathroom with glass tub doors and tile, new paint throughout entire unit. Master suite including walk-in closet and privacy door to the bathroom. Also

  Nicholas D'Aloisio Keller Williams Rlty Integrity

  1213 Whispering Hills, Chester, NY 10918
• 

  Est $322,652 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,334 Sq Ft

  1004 Swan Hollow Rd, Monroe, NY 10950

  1004 Swan Hollow Rd, Monroe, NY 10950
• 

  

  /9

  $49,500

  • Land
  • 3.36 Acres
  • $14,732 per Acre

  20 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

  20 Carriage Rd, Chester, NY
• 

  $750,000 Sold Apr 25, 2025

  • 2,822 Sq Ft
  • $266/SF
  • 53 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2002

  137 Creamery Pond Rd, Chester, NY 10918

  This stunning 4-bedroom, 2.5-bathroom home in Sugar Loaf, NY, offers 2822 sq. ft. of spacious living, nestled within the Warwick School District. The home features a grand fireplace in the great room, a chef’s kitchen, and a walk-out basement with office space. Enjoy breathtaking views of Creamery Pond from the property, creating a tranquil setting for both indoor and outdoor living. Perfectly

  John Stika Keller Williams Realty

  137 Creamery Pond Rd, Chester, NY 10918
• 

  Est $306,590 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  902 Swan Hollow Rd, Monroe, NY 10950

  902 Swan Hollow Rd, Monroe, NY 10950
• 

  

  /13

  $37,500

  • Land
  • 2 Acres
  • $18,750 per Acre

  13 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

  13 Carriage Rd, Chester, NY
• 

  $550,000 Sold Apr 23, 2025

  • 3,327 Sq Ft
  • $165/SF
  • 12 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1973

  16 Fernglade Ct, Chester, NY 10918

  This is a must see home, bring some TLC, design skills and imagination! - This large home, complete with a full walkout basement, situated on 1.5 acres in a cul-de-sac offers so much potential. Two "Primary Bedrooms"! First floor - Large foyer with 2 story entry -primary bedroom w/walk-in closet and full bath, formal living room & dining room, open kitchen w/breakfast nook, guest bedroom, full

  Kim Chiapperino RE/MAX Benchmark Realty Group

  16 Fernglade Ct, Chester, NY 10918
• 

  Est $326,652 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,334 Sq Ft

  901 Swan Hollow Rd, Monroe, NY 10950

  901 Swan Hollow Rd, Monroe, NY 10950
• 

  /2

  $350,000

  • Land
  • 2 Acres
  • $175,000 per Acre

  220 Oxford Rd, Chester, NY 10918

  A rare opportunity in Blooming Grove! This beautiful and flat 2-acre property offers endless potential in a calm and peaceful setting with a road frontage. Conveniently located just minutes from Prospect Garden, the land sits within the Monroe-Woodbury School District. With easy access to permits, this property is ideal for building your dream home or future investment. The neighborhood holds

  Chaim Weiss Exit Realty Venture

  220 Oxford Rd, Chester, NY 10918
• 

  $475,000 Sold Apr 22, 2025

  • 1,452 Sq Ft
  • $327/SF
  • 45 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1983

  397 Bellvale Rd, Chester, NY 10918

  ** FULLY AVAILABLE ** Discover your sanctuary in the highly coveted Warwick Valley School District! Nestled on nearly 2 breathtaking acres, this charming home offers the perfect blend of privacy and modern comfort. With stunning views of Sugar Loaf Mountain, you’ll feel surrounded by nature while enjoying the convenience of one-level living. Step inside to an inviting open floor plan, ideal for

  Juan Bautista Keller Williams Realty

  397 Bellvale Rd, Chester, NY 10918
• 

  Est $293,755 Not Listed For Sale

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

  808 Swan Hollow Rd, Monroe, NY 10950

  808 Swan Hollow Rd, Monroe, NY 10950

Showing Results 201 - 240, Page 6 of 18