Chester, NY Homes

• 

  Est $518,183 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  62 Surrey Rd, Chester, NY 10918

  62 Surrey Rd, Chester, NY 10918
• 

  

  

  /3

  $58,450 Sold Feb 06, 2025

  • Land
  • 0.89 Acre
  • $65,674 per Acre

  • 16 Days On Market

  L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817

  This Lot has Beach Rights to two HOA beaches shown on attached map. Presently beach has space for non-motorized craft only.

  John Palermo John R. Palermo

  L26 Marina Rd Unit Subdivision Lot 3, Chester, NY 12817
• 

  Est $502,201 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  30 Trotting Dr, Chester, NY 10918

  30 Trotting Dr, Chester, NY 10918
• 

  $720,000 Sold Feb 05, 2025

  • 3,955 Sq Ft
  • $182/SF
  • 62 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2002

  14 Country Woods Dr, Chester, NY 10918

  Ambiance surrounds you wherever you are in this wonderful home designed for living and entertaining. The two story center entry hall provides access to the entire home without undue traffic through other rooms. There are formal and informal areas throughout the first floor and tons of windows flooding the space with natural light. Serenity is the mood in the formal dining room. The large living

  Donna Gennaro Howard Hanna Rand Realty

  14 Country Woods Dr, Chester, NY 10918
• 

  Est $562,421 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,184 Sq Ft

  36 Park Dr, Chester, NY 10918

  36 Park Dr, Chester, NY 10918
• 

  $515,000 Sold Jan 30, 2025

  • 2,200 Sq Ft
  • $234/SF
  • 49 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1972

  7 Juniper Ln, Monroe, NY 10950

  Discover the perfect blend of comfort and convenience at 7 Juniper Lane. This spacious 5-bedroom raised ranch offers the ideal living space on a quarter of an acre. Thoughtfully designed, the layout features three bedrooms and a full bathroom upstairs, providing a private retreat for residents. Downstairs, you'll find two additional bedrooms, a full bathroom, and a second living area, offering

  Micaela Stanaland Howard Hanna Rand Realty

  7 Juniper Ln, Monroe, NY 10950
• 

  Est $644,558 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  38 Park Dr, Chester, NY 10918

  38 Park Dr, Chester, NY 10918
• 

  $285,000 Sold Jan 30, 2025

  • 1,086 Sq Ft
  • $262/SF
  • 91 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1984

  1807 Whispering Hills, Chester, NY 10918

  Welcome to 1807 Whispering Hills, Chester – Your Dream Home Awaits!This 2 bedroom 1.5 bathroom townhome is located in the sought-after Whispering Hills community. Updates include: kitchen with stainless steel appliances, bathroom, hardwood floors throughout, washer/dryer, and new garage door (July 2024) with one-year warranty. Patio furniture included. HOA fee includes trash collection, lawn

  Amanda Rivera Sepulveda Keller Williams Realty

  1807 Whispering Hills, Chester, NY 10918
• 

  Est $569,466 Not Listed For Sale

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

  26 Bridle Ln, Chester, NY 10918

  26 Bridle Ln, Chester, NY 10918
• 

  $800,000 Sold Jan 24, 2025

  • 1,900 Sq Ft
  • $421/SF
  • 68 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  392 Bellvale Rd, Chester, NY 10918

  Ever dreamed of owning your own Mountain? Here is your chance! Just 1hr from NYC in Warwick school district This custom built home sits on 8.4 wooded acres with an addition farmland accessed 38.2 acres of hiking trails, camp sites and its very own mountain with spectacular views.Custom oversized windows and french doors let nature spill into every room.The living room is a sanctuary with soaring

  Mitchell Kass Werner Realty of New York

  392 Bellvale Rd, Chester, NY 10918
• 

  Est $580,205 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,780 Sq Ft

  17 Vivian Ln, Chester, NY 10918

  17 Vivian Ln, Chester, NY 10918
• 

  $565,000 Sold Jan 23, 2025

  • 1,817 Sq Ft
  • $311/SF
  • 91 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  86 Brimstone Mountain Rd, Chester, NY 10918

  A rare blend of a contemporary farmhouse style with a rustic, cozy interior, set privately on over 8 acres in the beautiful Hudson Valley. Upon arrival, notice a modern yet charming farmhouse design characterized by clean lines, large windows, and a welcoming approach. The home’s architecture is thoughtfully designed to complement its natural surroundings, creating a serene retreat. As you step

  Kimberly Starks Howard Hanna Rand Realty

  86 Brimstone Mountain Rd, Chester, NY 10918
• 

  Est $658,022 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,989 Sq Ft

  81 Hambletonian Ave, Chester, NY 10918

  81 Hambletonian Ave, Chester, NY 10918
• 

  $780,000 Sold Jan 23, 2025

  • 2,777 Sq Ft
  • $281/SF
  • 56 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1987

  504 Bull Mill Rd, Chester, NY 10918

  A NEW HOME IS A NEW BEGINNING!! Impressive home - redone to perfection is waiting for you! Everything is BRAND NEW - Plumbing, electric, HVAC system, Hot water, siding, driveway and more! Sophisticated and modern kitchen designed with quartz countertops and expensive brand appliances perfect for a chef's dream! First floor laundry room and bath. All rooms are naturally filled with light, and

  Joseph Rosenfeld Flag Realty Group

  504 Bull Mill Rd, Chester, NY 10918
• 

  Est $575,973 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,583 Sq Ft

  50 Hambletonian Ave, Chester, NY 10918

  50 Hambletonian Ave, Chester, NY 10918
• 

  $545,000 Sold Jan 17, 2025

  • 2,102 Sq Ft
  • $259/SF
  • 179 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  128 Booth Rd, Chester, NY 10918

  A/O 11/4 Welcome to your sanctuary in Chester, New York! This impeccable four-bedroom, 2 1/2 bath home offers unparalleled privacy and sustainability. Nestled on the border of state property, enjoy tranquility and seclusion without sacrificing convenience. The first floor features a formal living room, dining room, kitchen, 1/2 bathroom and large family room with a wood burning stove. Enjoy your

  Tracy McNamara Keller Williams Realty

  128 Booth Rd, Chester, NY 10918
• 

  Est $468,325 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  11 Trotting Dr, Chester, NY 10918

  11 Trotting Dr, Chester, NY 10918
• 

  $185,000 Sold Jan 16, 2025

  • 747 Sq Ft
  • $248/SF
  • 13 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1987

  115 Green Meadows Way, Chester, NY 10918

  Why rent and pay a landlord's mortgage when you can buy this unit and build up equity? Don't miss out on this 1-bedroom condo located in the heart of Chester. This top-floor unit boasts a bright and airy floor plan. This condo includes cathedral ceilings and a skylight. The king-sized bedroom is spacious and bright, complete with a private full bathroom, a large closet, and an additional small

  Guy Cusumano Howard Hanna Rand Realty

  115 Green Meadows Way, Chester, NY 10918
• 

  Est $495,237 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,724 Sq Ft

  15 Park Dr, Chester, NY 10918

  15 Park Dr, Chester, NY 10918
• 

  $410,000 Sold Jan 15, 2025

  • 2,350 Sq Ft
  • $174/SF
  • 141 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  156 Oxford Rd, Chester, NY 10918

  4.1 peaceful acres. This home offers huge opportunities for all. It welcomes investors and homeowners alike to enjoy the possibilities of country living or profitable investing. Come take a look at the 4 large bedrooms, vintage 10 inch pine floors and gorgeous fireplace. A large Bonus room above the garage with private entrance and staircase is ready for future expansion. Additional Information:

  Steven Brown Hudson Valley Realty & Busines

  156 Oxford Rd, Chester, NY 10918
• 

  Est $457,968 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  25 Trotting Dr, Chester, NY 10918

  25 Trotting Dr, Chester, NY 10918
• 

  $273,000 Sold Jan 10, 2025

  • 1,086 Sq Ft
  • $251/SF
  • 121 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1984

  1107 Whispering Hills, Chester, NY 10918

  Discover Easy Living at 1107 Whispering Hills! Embrace the simplicity and elegance of this updated townhouse-style condo, where modern comfort meets convenience. Featuring an updated kitchen and sleek bathrooms renovated in 2020, this 2-bed, 1.5-bath home is designed for relaxation and ease. With a spacious 2-car garage, snow removal right to your door included in the HOA, and just 55 minutes

  Ammar Iqbal eXp Realty

  1107 Whispering Hills, Chester, NY 10918
• 

  Est $507,319 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  21 Park Dr, Chester, NY 10918

  21 Park Dr, Chester, NY 10918
• 

  $345,000 Sold Jan 07, 2025

  • 1,294 Sq Ft
  • $267/SF
  • 21 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1989

  4407 Whispering Hills Dr, Chester, NY 10918

  Nothing to do but move right in! This gorgeous newly-renovated 2 bedroom, 1.5 bathroom townhouse with a 2 car garage is located in the desirable Whispering Hills community in the Village of Chester. Brand new Pergo Timber Craft wood flooring throughout the house except for in the bathrooms and kitchen area. Spacious living room with wood burning fireplace. Recently renovated kitchen with new

  Joseph Paoli Howard Hanna Rand Realty

  4407 Whispering Hills Dr, Chester, NY 10918
• 

  Est $499,590 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft

  18 Park Dr, Chester, NY 10918

  18 Park Dr, Chester, NY 10918
• 

  $370,000 Sold Dec 31, 2024

  • 1,024 Sq Ft
  • $361/SF
  • 29 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1968

  22 Trotting Dr, Chester, NY 10918

  This charming ranch home in Surrey Meadows could use some polishing, with great curb appeal featuring newer siding, windows, gutters, paver walkway and expansive composite deck. The spacious layout offers comfortable living, featuring a cozy living room and kitchen just waiting for your personal touch. The renovated bathroom adds a modern touch to the home. The partially finished basement is

  Diane Blanton Howard Hanna Rand Realty

  22 Trotting Dr, Chester, NY 10918
• 

  Est $633,213 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,420 Sq Ft

  27 Natures Trail, Chester, NY 10918

  27 Natures Trail, Chester, NY 10918
• 

  $335,000 Sold Dec 27, 2024

  • 1,376 Sq Ft
  • $243/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1988

  274 Heritage Ln, Monroe, NY 10950

  A definite W O W!! This 3 Bedroom, 1.5 Bath Townhome is ready for it's new owner! Freshly painted, NEW flooring, UPDATED Kitchen and Baths. Patio off Living Room that looks over manicured greenery. In a wonderful community with many amenities including pool, tennis and tot lot. Incredible location close to shopping, transportation, main roads and Greenwood Lake! It's a win win situation.

  Jeffrey Freundlich Howard Hanna Rand Realty

  274 Heritage Ln, Monroe, NY 10950
• 

  Est $841,816 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,235 Sq Ft

  13 Natures Trail, Chester, NY 10918

  13 Natures Trail, Chester, NY 10918
• 

  $600,000 Sold Dec 20, 2024

  • 2,084 Sq Ft
  • $288/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1959

  595 Bull Mill Rd, Chester, NY 10918

  Sprawling ranch home sitting on just over one acre of level property. Once inside you will fall in love with the newly renovated kitchen and baths, spacious bedrooms and gleaming hardwood floor. Sit in your spacious living room and enjoy the breathtaking mountain views through the large picture window. On those cold winter nights, you will enjoy sitting by the full wall brick fireplace in the

  Agnes Burch Howard Hanna Rand Realty

  595 Bull Mill Rd, Chester, NY 10918
• 

  Est $796,888 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,612 Sq Ft

  50 Ruth Ln, Chester, NY 10918

  50 Ruth Ln, Chester, NY 10918
• 

  $305,000 Sold Dec 20, 2024

  • 1,086 Sq Ft
  • $281/SF
  • 30 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1990

  3606 Whispering Hills, Chester, NY 10918

  FANTASTIC 2 bedroom, 1 1/2 bath condo/townhouse (2 floors) with an attached 2 car garage -- move right in and unpack! Terrific private location within the complex. Original owner, well cared for. Living room features wood burning fireplace. Private deck off dining area, and with serene views. Upstairs features sizable primary bedroom with walk-in closet, second bedroom, full bath, coat closet,

  Dean Diltz Keller Williams Realty

  3606 Whispering Hills, Chester, NY 10918
• 

  Est $569,694 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  351 Sugarloaf Mountain Rd, Chester, NY 10918

  351 Sugarloaf Mountain Rd, Chester, NY 10918
• 

  $360,000 Sold Dec 19, 2024

  • 792 Sq Ft
  • $455/SF
  • 62 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1953

  207 Bull Mill Rd, Chester, NY 10918

  CHARMING CHESTER HOME ON GORGEOUS PROPERTY! Monroe-Woodbury Schools! Bull Mill Road a beautiful countryside drive surrounded by nature and picturesque mountains. One-level living home situated on 1.6 acres nestled adjacent to scenic state park grounds. NEWLY transformed backyard - your own outdoor paradise! Beautifully landscaped and tiered terraced yard featuring intricate stone retaining walls

  Lillian Chase Christie's Int. Real Estate

  207 Bull Mill Rd, Chester, NY 10918
• 

  Est $742,523 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft

  30 Lake Station Rd, Warwick, NY 10990

  30 Lake Station Rd, Warwick, NY 10990
• 

  $489,250 Sold Dec 18, 2024

  • 2,134 Sq Ft
  • $229/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  59 Wilson Rd, Monroe, NY 10950

  There's always something else to do when you own a home, but with this raised ranch in Chester, you'll have a real head start. Recent updates to the home include new paint, updated electric, as well as new lighting and fixtures. The home has four bedrooms, two full baths, a family room, plus an additional room that would be great for an office.The garage door is still in place, but utilities have

  Keith Sumner John J Lease REALTORS Inc

  59 Wilson Rd, Monroe, NY 10950
• 

  Est $1,001,334 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,190 Sq Ft

  110 Ridge Rd, Chester, NY 10918

  110 Ridge Rd, Chester, NY 10918
• 

  $762,500 Sold Dec 16, 2024

  • 2,868 Sq Ft
  • $266/SF
  • 177 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1850

  58 Wood Rd, Chester, NY 10918

  Welcome to a unique opportunity to own an exceptional property in the charming artisan Hamlet of Sugar Loaf, New York. Sugar Loaf is nestled in the picturesque Hudson Valley and just one hour of NYC. Become a part of the close-knit Sugar Loaf community, where local artisans, eclectic shops, and a vibrant cultural scene await. Engage in community events, markets, and festivals that celebrate the

  Patricia Sassi RE/MAX Benchmark Realty Group

  58 Wood Rd, Chester, NY 10918
• 

  Est $394,471 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  1207 Kings Hwy, Chester, NY 10918

  1207 Kings Hwy, Chester, NY 10918
• 

  $475,000 Sold Dec 13, 2024

  • 2,269 Sq Ft
  • $209/SF
  • 93 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1951

  40 Farmingdale Rd, Chester, NY 10918

  Beautifully renovated 4-bedroom, 3-bathroom split-level home nestled on 4.3 acres of stunning, picturesque land. Gorgeous wood floors throughout that adds warmth and character to every room. As you enter, you will find a kitchen equipped with modern appliances, providing an ideal setting for both daily living and entertaining. Off the kitchen, a pristine new 2 level deck beckons. The spacious

  Kelly Beary Keller Williams Realty

  40 Farmingdale Rd, Chester, NY 10918

Showing Results 321 - 360, Page 9 of 18