Chester NY Real Estate & Homes for Sale

Homes For Sale In Chester NY

WHISPERING HILLS! LOW TAXES! 2 Bedrooms! 1 /2 Bathrooms! 1 Car Garage! Kitchen with Stainless Steel Appliances! Living Room with Fireplace! Dining Area with Sliders to a Patio! Master Bedroom with Walk in Closet! Sky Light! Side Walks! Patio!....

Chester Townhome |

MLS #H6304920

$289,900 | Active Home listing
2 Beds | 2 Baths | 1,072 Sqft | 0 Acres Lot

3305 Whispering Hills, Chester, NY 10918 Orange County

Welcome to this exceptional center hall colonial at its finest! Enter through the grand two-story vaulted ceiling family room with a cozy stone wall wood-burning fireplace, perfect for chilly nights. The stunning eat-in kitchen features granite....

Chester Homes |

MLS #H6304960

$799,000 | Active Home listing
5 Beds | 4 Baths | 2,542 Sqft | 0 Acres Lot

39 Grand View Terrace, Chester, NY 10918 Orange County

Welcome to this stunning three bedroom 3.5 bathroom townhouse located in Sugar Loaf within Warwick Valley School District. This home spans three levels, offering spacious living areas and stylish finished throughout. The main level features an....

Chester Townhome |

MLS #H6301749

$525,000 | Active Home listing
3 Beds | 4 Baths | 2,623 Sqft | 0 Acres Lot

51 Pewter Circle, Chester, NY 10918 Orange County

Dreaming of a project that lets your creativity soar? Envision the endless possibilities with our exclusive raised ranch, nestled in peaceful neighborhood. It may require a loving touch to see past the wear, but imagine transforming this space....

Chester Homes |

MLS #H6304058

$450,000 | Active Home listing
4 Beds | 2 Baths | 1,780 Sqft | 0 Acres Lot

52 Surrey Road, Chester, NY 10918 Orange County

This GORGEOUS home with Monroe Woodbury Schools sits in a quiet neighborhood of Chester & is now available for you to call Home! Enter into a spacious Living room with cathedral, vaulted ceilings with plenty of natural window light and a wood....

Chester Homes |

MLS #H6300910

$570,000 | Active Home listing
3 Beds | 2 Baths | 2,232 Sqft | 1 Acres Lot

104 Trout Brook Road, Chester, NY 10918 Orange County

WHISPERING HILLS! LOW TAXES! Private Unit that Faces the Woods! 2 Bedrooms! 1 1/2 Bathrooms! 1 Car Garage! Two Level Living! Dining Room with Slider to Patio! Living Room! Perfect Commuter Location! Close to Major Highways & Shopping! Walk to NYC....

Chester Townhome |

MLS #H6304310

$279,900 | Active Home listing
2 Beds | 2 Baths | 1,072 Sqft | 0 Acres Lot

4205 Whispering Hills, Chester, NY 10918 Orange County

There is nothing to do but move in, this unit has loads of upgrades. The kitchen and baths were updated windows were replaced, and ceiling fans in every room. The W/D was replaced only 1 year ago. The central a/c and furnace were replaced (2 years....

Chester Homes |

MLS #H6303583

$289,900 | Active Home listing
2 Beds | 2 Baths | 1,086 Sqft | 0 Acres Lot

1818 Whispering Hills, Chester, NY 10918 Orange County

Welcome Home! Beautifully well maintained updated 4 Bedroom 1.5 Bathroom Colonial in sought after Surrey Meadows. Main floor boasts open floor plan with updated kitchen, dining and living room. Down the hall is the 1/2 bathroom , private laundry....

Chester Homes |

MLS #H6302184

$475,000 | Active Home listing
4 Beds | 2 Baths | 1,872 Sqft | 0 Acres Lot

62 Surrey Road, Chester, NY 10918 Orange County

The impressive winding driveway bordered by mature landscaping and full grown trees brings you to this picturesque, sleek and very spacious custom colonial... a Must See. Brimming with style, elegant upgrades, a classic design and flawless....

Chester Homes |

MLS #H6301801

$949,000 | Active Home listing
4 Beds | 4 Baths | 4,190 Sqft | 2 Acres Lot

110 Ridge Road, Chester, NY 10918 Orange County

Welcome to 13 Maple Lane, a must see home perfect for extended families or guests. Fully renovated 4-bedroom, 2 full bathroom ranch in a desirable neighborhood and situated on nearly half an acre. Look no further, this gem features a spacious....

Chester Homes |

MLS #H6301203

$450,000 | Active Home listing
4 Beds | 2 Baths | 1,560 Sqft | 0 Acres Lot

13 Maple Lane, Chester, NY 10950 Orange County

Captivating and unique five bedroom, three bath Contemporary Colonial style home within the Monroe-Woodbury school district. Comprising of over 3,300sq.ft. and set on nearly two picturesque acres. The inviting first level features living room with....

Chester Homes |

MLS #H6299843

$705,000 | Active Home listing
5 Beds | 3 Baths | 3,325 Sqft | 2 Acres Lot

136 Lake Region Boulevard, Chester, NY 10950 Orange County

Welcome to your dream home nestled in the charming town of Chester, NY. This stunning 5-bedroom, 3.5 bathroom residence offers an expansive 3835 square feet of luxurious living space, promising comfort, style and a 32x16 inground pool with a new....

Chester Homes |

MLS #3545317

$609,000 | Active Home listing
5 Beds | 4 Baths | 3,385 Sqft | 2 Acres Lot

142 Laroe Road, Chester, NY 10918 Orange County

Welcome to your dream home nestled in the serene beauty of the Hudson Valley! This custom built 5 bedroom, 3 1/2 -bathroom colonial offers a perfect blend of privacy & convenience. Situated on a private road, you'll enjoy peaceful surroundings....

Chester Homes |

MLS #H6297663

$699,000 | Active Home listing
5 Beds | 4 Baths | 3,812 Sqft | 5 Acres Lot

47 Valley View Drive, Chester, NY 10918 Orange County

Chester Homes |

MLS #H6299332

$949,900 | Active Home listing
4 Beds | 4 Baths | 3,418 Sqft | 3 Acres Lot

118 Murray Drive, Chester, NY 10918 Orange County

Nestled within an exclusive, top-tier development, this luxurious custom-built home spans across 2.4 expansive acres, offering awe-inspiring views of the serene Vista Valley. The residence boasts a plethora of custom upgrades and distinctive....

Chester Homes |

MLS #3543183

$899,000 | Active Home listing
4 Beds | 5 Baths | 3,500 Sqft | 2 Acres Lot

9 El Dorado Trail, Chester, NY 10918 Orange County

Discover the Dogwood model in Whispering Hills, offering a two-car garage, a living room with a cozy fireplace, and a kitchen with stainless steel appliances, granite countertops, and a breakfast nook leading to an expandable outdoor deck for....

Chester Townhome |

MLS #H6299369

$369,999 | Active Home listing
3 Beds | 3 Baths | 1,355 Sqft | 0 Acres Lot

4116 Whispering Hills, Chester, NY 10918 Orange County

Welcome to this cozy Raised Ranch, located in the peaceful Lake Hill Farms community and part of the Monroe Woodbury School District.The upper level of the home consists of three bedrooms, with one offering convenient access to a shared bathroom,....

Chester Homes |

MLS #H6298334

$499,000 | Active Home listing
4 Beds | 2 Baths | 1,744 Sqft | 0 Acres Lot

26 Harding Way, Chester, NY 10950 Orange County

Majestic turn-key Georgian estate lovingly restored to perfection by current owners. Long sweeping driveway brings you to the formal entrance of this brick beauty sited between Sugar Loaf Mountain and Glenmere Lake with panoramic views. Formal in....

Chester Homes |

MLS #H6274718

$1,499,000 | Active Home listing
6 Beds | 5 Baths | 5,127 Sqft | 8 Acres Lot

6 Silvertail Road, Chester, NY 10918 Orange County

In the heart of Hambletonian country, Chester, NY is

Investment Property |

MLS #H6293223

$1,299,000 | Active Home listing
6 Beds | 4 Baths | 4,837 Sqft | 10 Acres Lot

90 Main (1 Oakland Ave) Street, Chester, NY 10918 Orange County

A true Diamond in the rough. With a little TLC this would be a beautiful place to call Home. The largest model in the complex which is the Dogwood. This spacious end unit comes with three bedrooms and two and a half bathrooms, The master bedroom....

Chester Homes |

MLS #H6293277

$330,000 | Active Home listing
3 Beds | 3 Baths | 1,331 Sqft | 0 Acres Lot

3822 Whispering Hills, Chester, NY 10918 Orange County

New York Cabins |

MLS #H6283720

$1,250,000 | Active Home listing
6 Beds | 5 Baths | 6,622 Sqft | 10 Acres Lot

282 Laroe Road, Chester, NY 10918 Orange County

Nestled in Chester, NY, this Mother-Daughter Cape Cod residence harmoniously blends charm and modern comfort. This home features almost 3,000 sq ft. The spacious main living area, features 4 bedrooms. The first floor boasts two bedrooms, bathed in....

Chester Homes |

MLS #H6278899

$615,000 | Active Home listing
4 Beds | 2 Baths | 1,568 Sqft | 0 Acres Lot

16 Meadow Avenue, Chester, NY 10918 Orange County

A/O with multiple back ups. This one is ready to go and is a nice house on a nice property. Perfect for a rehaber. Lots of possibilities in this oversized raised ranch built for an extended family. House close to beautiful stream behind the....

Chester Homes |

MLS #H6270678

$350,000 | Active Home listing
3 Beds | 3 Baths | 1,900 Sqft | 1 Acres Lot

559 Laroe Road, Chester, NY 10918 Orange County

A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This will truly be a mini-estate with near full privacy plus wonderful mountain views! This modern farm house features....

Chester Homes |

MLS #H6261834

$979,900 | Active Home listing
4 Beds | 4 Baths | 2,720 Sqft | 20 Acres Lot

32 Mountainside Drive, Chester, NY 10918 Orange County

This meticulously remodeled farmhouse on Loon Lake has 173 feet of direct lakefront property with a private beach. Multifunctional - it's perfect for a full-time residence, seasonal vacation getaway, or a cash-producing rental property. Plenty of....

Chester Homes |

MLS #202318308

$800,000 | Active Home listing
5 Beds | 2 Baths | 1,768 Sqft | 1 Acres Lot

5387-5391 State Route 8, Chester, NY 12817 Warren County

Beautiful TURN-KEY Arts & Crafts-style FARMHOUSE TO BE BUILT! CUSTOMIZE this 4-bdrm, 3 1/2 bath, 2,500 sq. ft home with plenty of main level living to enjoy! TWO LARGE MAIN FLOOR BEDROOMS with ENSUITE BATHS & WALK-IN CLOSETS! Upstairs offers 2....

Chester Homes |

MLS #H6241484

$769,900 | Active Home listing
4 Beds | 4 Baths | 2,500 Sqft | 1 Acres Lot

34 Mountainside Dr Drive, Chester, NY 10918 Orange County

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