Chester, NY Homes

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  $66,900

  • Land
  • 2.95 Acres
  • $22,678 per Acre

  0 William Hill Rd, Chester, NY 12817

  Lovely 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
• 

  $749,900 Sold Apr 18, 2025

  • 3,480 Sq Ft
  • $215/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  2 Grand View Terrace, Chester, NY 10918

  ***Welcome Home to this great commuter location in the desirable Valley View subdivision*** The open floor plan seamlessly connects the living, dining, and kitchen areas, providing the ideal setting for gatherings and entertaining. Every room exudes charm and sophistication. Just moments from home you'll find easy access to transportation, ensuring a smooth commute to work or outings.

  Randolph Rogers eXp Realty

  2 Grand View Terrace, Chester, NY 10918
• 

  Est $352,794 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  707 Swan Hollow Rd, Monroe, NY 10950

  707 Swan Hollow Rd, Monroe, NY 10950
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  $1,499,000

  • Land
  • 100 Acres
  • $14,990 per Acre

  0 Kings Hwy Unit ONEH6335680, Chester, NY 10918

  Located in the sought after Warwick Valley School District, here is your opportunity to develop pristine land on the corner of Kings Highway and Ridge Rd. in Chester, just outside the hamlet of Sugarloaf and minutes to the Village of Warwick, both offering restaurants, shops, live entertainment and more! With rolling hills and views of Sugarloaf Mountain, this untouched property offers many

  Kimberly Corkum Keller Williams Realty

  0 Kings Hwy Unit ONEH6335680, Chester, NY 10918
• 

  $415,000 Sold Apr 08, 2025

  • 2,604 Sq Ft
  • $159/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  2 Fields Ln, Chester, NY 10918

  Privacy seekers!! Large 3-bedroom ranch with master suite, bright and sunny large living room with fireplace and bow window, hardwood floors and cutout to eat in kitchen. Formal dining room with sliders to rear deck. Large den could be addition sleeping area. Enormous laundry room on living level with lavatory and access to rear yard and walk out garage/basement. Basement adds well over 1000 sq

  Margaret Galatro ARC Realty 1 in Sales

  2 Fields Ln, Chester, NY 10918
• 

  Est $314,620 Not Listed For Sale

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

  601 Mountain Laurel Dr, Monroe, NY 10950

  601 Mountain Laurel Dr, Monroe, NY 10950
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  $299,999 Pending

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

  2317 Whispering Hills, Chester, NY 10918

  Welcome to your new home at 2317 Whispering Hills, Chester, NY 10918, where resort-style living meets suburban charm! This meticulously updated property offers an incredible opportunity to enjoy a life of comfort and convenience.This delightful 2-bedroom, 1.5-bathroom home has been thoughtfully renovated from top to bottom. The kitchen is a chef's dream with brand-new stainless steel

  Jeffrey Morrissey HomeSmart Homes & Estates

  2317 Whispering Hills, Chester, NY 10918
• 

  $350,000 Sold Apr 07, 2025

  • 1,331 Sq Ft
  • $263/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  3815 Whispering Hills Dr, Chester, NY 10918

  Discover your new haven at this charming 3-bedroom, 2.5-bathroom condo nestled in the vibrant community of Chester, NY. Perfect for those looking to infuse a home with their personal style, this residence offers fantastic potential to make it your own. Let your imagination take the reins and transform this spacious abode into your dream home!The condo is thoughtfully designed with ample

  Frank Golio Howard Hanna Rand Realty

  3815 Whispering Hills Dr, Chester, NY 10918
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  Est $341,105 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  404 Mountain Laurel Dr, Monroe, NY 10950

  404 Mountain Laurel Dr, Monroe, NY 10950
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  /22

  $295,000 Pending

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

  3708 Whispering Hills, Chester, NY 10918

  Welcome to this fantastic 2-bedroom, 1.5-bathroom condo, perfectly situated in the desirable Whispering Hills community. This unit offers a perfect blend of comfort and convenience, with an array of amenities that make everyday living a breeze. Step inside and discover a spacious, bright living area that flows seamlessly into the dining space. The updated kitchen is a true highlight, featuring

  Nikki Grzegorzewski Keller Williams Realty

  3708 Whispering Hills, Chester, NY 10918
• 

  $420,000 Sold Apr 07, 2025

  • 2,067 Sq Ft
  • $203/SF
  • 24 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  31 Darin Rd, Warwick, NY 10990

  Welcome to your new home in Kings Estates! This end unit townhouse has everything you could want in a home. The entire home was just fully renovated top to bottom! This includes a brand new kitchen (Cabinets, granite countertops, stainless steel appliances, and more), new bathrooms, new floors throughout, new lighting, fresh paint, and much more! The home also has a new fully finished basement

  Devon King HomeSmart Homes & Estates

  31 Darin Rd, Warwick, NY 10990
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  Est $327,205 Not Listed For Sale

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

  204 Mountain Laurel Dr, Monroe, NY 10950

  204 Mountain Laurel Dr, Monroe, NY 10950
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  $357,000 Pending

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

  2503 Whispering Hills, Chester, NY 10918

  PRICE REDUCED NEED TO SELL!!! Motivated Seller -- Discover this beautiful 3-bedroom, 2.5-bath duplex offering 1,316 sq ft of comfortable living in the highly desirable Whispering Hills condo community in Chester, NY. Enjoy great outdoor space, perfect for relaxing or entertaining. Ideal for commuters with easy access to major highways, and located within the sought-after Chester School District.

  Sonia Gonzalez Keller Williams Hudson Valley

  2503 Whispering Hills, Chester, NY 10918
• 

  $782,000 Sold Apr 03, 2025

  • 3,176 Sq Ft
  • $246/SF
  • 230 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  152 Gibson Hill Rd, Chester, NY 10918

  Set back from the road, nestled behind mature native and ornamental trees sits this stately colonial. High ceilings, big windows, and crown molding grace every room of the main floor. Oversized family room with fireplace, wide plank floors and a wall of windows opens up to the custom eat in kitchen with access to the back deck and yard with paver patio. Kitchen offers large island with

  Kimberly Corkum Keller Williams Realty

  152 Gibson Hill Rd, Chester, NY 10918
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  Est $521,012 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,838 Sq Ft

  39 Wilson Rd, Monroe, NY 10950

  39 Wilson Rd, Monroe, NY 10950
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  /11

  $35,000 Pending

  • Land
  • 1.8 Acres
  • $19,444 per Acre

  L27 Carriage Knolls Rd, Chester, NY 12817

  Seller financing now available! This property has been cleared and excavated in preparation for a new home. Site-plans are complete, perc tests are complete, septic plans have been completed, and an electric pedestal has been installed. (The small shed on-site is included as part of this transaction. Larger building also available separately and would need to be removed once the house certificate

  Walter Swartz Gallo Realty ADK Inc

  L27 Carriage Knolls Rd, Chester, NY 12817
• 

  $339,000 Sold Apr 01, 2025

  • 1,316 Sq Ft
  • $258/SF
  • 50 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  3111 Whispering Hills Dr, Chester, NY 10918

  Lovely three-bedroom, two-bath, townhouse with attached one car garage in the sought-after Whispering Hills Community of Chester. This second floor end unit has an inviting woodburning fireplace & vaulted ceiling. The sliding door off the living rm leads to a private deck. The pretty navy & light blue kitchen is adjacent to the dining area & includes granite countertops, black appliances &

  Annmarie Kovacs Howard Hanna Rand Realty

  3111 Whispering Hills Dr, Chester, NY 10918
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  Est $512,718 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,523 Sq Ft

  62 Lincoln Rd, Monroe, NY 10950

  62 Lincoln Rd, Monroe, NY 10950
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  $369,000 Pending

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

  3915 Whispering Hills, Chester, NY 10918

  Highly desirable 3 BR, 2.5 Bath w/2 car garage condo in Whispering Hills! Pristine Condition! Nothing to do but move in! End Unit and Largest Unit in the complex! Great Location! Updated kitchen and baths, flooring, carpet, garage door! This Condo of distinction boasts an Open Floor Plan, Cathedral Ceilings, Skylight, Wood-Burning Fireplace, Central Air, Primary Bedroom w/Full Bath, Private Patio

  Kristie Jacques Century 21 Full Service Realty

  3915 Whispering Hills, Chester, NY 10918
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  $715,000 Sold Apr 01, 2025

  • 2,838 Sq Ft
  • $252/SF
  • 20 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1997

  76 Restdale Rd, Chester, NY 10918

  Welcome to 76 Restdale Road, an exquisitely updated 4-bedroom, 2.5-bath home nestled on 1.4 private acres in the highly desirable town of Chester, NY. Located within the award-winning Warwick Valley Central School District, this property offers an ideal combination of modern amenities and serene country living.As you approach the home, you're greeted by a charming wrap-around front porch,

  Philip Szumlaski Keller Williams Realty

  76 Restdale Rd, Chester, NY 10918
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  Est $529,347 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,044 Sq Ft

  29 Wilson Rd, Monroe, NY 10950

  29 Wilson Rd, Monroe, NY 10950
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  $345,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,155 Sq Ft

  13 Dewey Rd, Chester, NY 12860

  Gorgeous Adirondack crafted home with unique rustic style. Many nice features including cathedral ceilings, S/S appliances, solid wood cabinets, full bath, living room with LP fireplace, 2 first floor bedrooms and a large sleeping loft bedroom. The home is offered with furnishings included! The woodwork throughout the house is exceptional with beautiful yellow southern pine wood floors, hemlock

  James Nester Cork Nester's True North Prop

  13 Dewey Rd, Chester, NY 12860
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  $701,000 Sold Apr 01, 2025

  • 3,524 Sq Ft
  • $199/SF
  • 94 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1996

  3 Sunset Ridge Rd, Monroe, NY 10950

  Tucked away in a quiet country setting on a private 5+ acre lot is 3 Sunset Ridge Rd! It's a gorgeous colonial home complemented by a lovely front porch and an expansive rear deck with a long driveway and plenty of guest parking for those who love to entertain. Stepping inside, the interior is adorned with charming details such as hardwood flooring. There are two fireplaces: one connected to the

  Nicholas Cuomo Keller Williams Realty

  3 Sunset Ridge Rd, Monroe, NY 10950
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  Est $525,712 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,644 Sq Ft

  9 Grant Dr, Monroe, NY 10950

  9 Grant Dr, Monroe, NY 10950
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  /28

  $459,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  8 Hom St, Chester, NY 10918

  This well kept ranch located on a quiet cul-de-sac offers over 1400 sqft and boasts an open and welcoming floor plan with plenty of natural light, making it a warm and inviting space for both you and your guests. With three bedrooms, living room, family room and 1 and 1 1/2 baths, there's plenty of space for a growing family. Hardwood floors throughout creates a cohesive look and feel, while the

  Joao Rodrigues Preferred Properties Real Esta

  8 Hom St, Chester, NY 10918
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  $285,000 Sold Mar 31, 2025

  • 1,344 Sq Ft
  • $212/SF
  • 57 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1979

  101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950

  Ideal as a starter home or if you are downsizing. This spacious and bright townhouse, located in Windridge Mews offers breathtaking mountain and water views. The living/dining room opens up to a private patio where you can enjoy cool summer evenings while looking out over the pond. Efficient style and inviting warmth in the well-organized kitchen with stainless steel appliances, granite

  Donna Gennaro Howard Hanna Rand Realty

  101 Mountain Laurel Dr Unit 1A, Monroe, NY 10950
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  Est $491,159 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,644 Sq Ft

  1 Grant Dr, Monroe, NY 10950

  1 Grant Dr, Monroe, NY 10950
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  /50

  $849,900 Pending

  • 5 Beds
  • 3 Baths
  • 3,485 Sq Ft

  284 Bull Mill Rd, Chester, NY 10918

  Monroe's Stunning Mini Mansion Awaits Its New Owner!This exquisite home offers everything you've been dreaming of in an ideal location. Step into this 5-bedroom, 3-bath residence featuring a beautiful double-height entrance and a striking palladium window, welcoming you with its elegant double-sided luxury staircase.Before heading upstairs, prepare to be impressed by the spacious chef's

  Jayne Mangieri Keller Williams Valley Realty

  284 Bull Mill Rd, Chester, NY 10918
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  $325,000 Sold Mar 25, 2025

  • 1,086 Sq Ft
  • $299/SF
  • 44 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1984

  2607 Whispering Hills, Chester, NY 10918

  WHISPERING HILLS! LOW TAXES! Cul-de-sac Location! 2 Bedrooms! 1 1 /2 Bathrooms! 2 Car Garage! Master Bedroom with Large Walk in Closet & Cathedral Ceiling! Kitchen with Granite Counter Tops! Living Room with Fireplace! Dining Room! Freshly Painted! Central Air! Patio! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Pools! Clubhouses! Tennis!

  Amanda Dnistrian ARC Realty 1 in Sales

  2607 Whispering Hills, Chester, NY 10918
• 

  Est $584,701 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,298 Sq Ft

  9 Adams Ct, Monroe, NY 10950

  9 Adams Ct, Monroe, NY 10950
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  /43

  $499,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,888 Sq Ft

  15 Mari Rd, Chester, NY 10918

  Move right into beautiful 15 Mari Road. Situated in a choice neighborhood and inclusive of Warwick Valley Schools, you will appreciate your newly updated home featuring mature landscaping, ample parking and close proximity to the arts and crafts hamlet of Sugarloaf. Stepping inside you will notice the brand-new gleaming hardwood floors throughout the main level. This level provides an open floor

  Nicholas Carbone HomeSmart Homes & Estates

  15 Mari Rd, Chester, NY 10918
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  $460,000 Sold Mar 24, 2025

  • 1,926 Sq Ft
  • $239/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  14 Mari Rd, Chester, NY 10918

  Welcome to this beautiful raised ranch that has been lovingly maintained and is ready for its new owners! This home offers 3 bedrooms and 1.5 bathrooms. The living room/dining room offers lots of natural light with vaulted exposed beam ceilings that lead out to a two-tier deck! Nestled in the highly desirable Warwick School District, this home has not been on the market in decades, offering a

  Martha Randazzo Howard Hanna Rand Realty

  14 Mari Rd, Chester, NY 10918
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  Est $566,302 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,894 Sq Ft

  59 Washington Rd, Monroe, NY 10950

  59 Washington Rd, Monroe, NY 10950
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  $585,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  12 Bianca Blvd, Chester, NY 10918

  Charming Colonial with Endless Potential – Priced to Sell!This stately Colonial is bursting with character and waiting for the right owner to bring it back to life! Nestled in a desirable neighborhood, this home offers classic architectural details, generous living spaces, and a layout perfect for modern living. While it needs some TLC, the potential here is undeniable—original hardwood

  Aoife Freeman Howard Hanna Rand Realty

  12 Bianca Blvd, Chester, NY 10918
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  $350,000 Sold Mar 24, 2025

  • 2,953 Sq Ft
  • $119/SF
  • 267 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1991

  21 Angle Dr, Chester, NY 10918

  Design your dream home! This property features a gorgeous 2 story home with plenty of opportunity. The stunning landscaping and spacious backyard invites you to spend some time outside. Slide into the pool or enjoy the cozy jacuzzi with family and friends. Enjoy the great weather in the house too. Bask in the sun filled sunroom to get the best of both worlds. Customize the interior of the house

  Avi Samet Avion

  21 Angle Dr, Chester, NY 10918
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  Est $523,259 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,744 Sq Ft

  26 Harding Way, Monroe, NY 10950

  26 Harding Way, Monroe, NY 10950
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  $325,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,086 Sq Ft

  3107 Whispering Hills, Chester, NY 10918

  Whispering Hills – Updated 2 Bedroom, 2 Bath Apartment-Style Unit! Spacious and stylish multi-level condo featuring an updated kitchen with stainless steel appliances, fireplace, and central A/C. Unique layout with bedrooms and baths on separate levels for added privacy. The primary bedroom includes a walk-through closet with direct access to the bathroom. Enjoy the convenience of a 2-car garage,

  Hershel Lowy Master Realty Group Inc.

  3107 Whispering Hills, Chester, NY 10918
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  $355,000 Sold Mar 22, 2025

  • 1,331 Sq Ft
  • $267/SF
  • 48 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  2910 Whispering Hills, Chester, NY 10918

  OPEN HOUSE - SUNDAY - NOV. 17th - 12PM-1:30PM. (Due to system issues, open houses are not going to the public websites). Spacious End Unit Duplex Townhouse featuring 3 Bedrooms, 2.5 Bathrooms and oversized 2 car garage. The 1st floor layout includes a large living room with fireplace and dining area, adjacent to the kitchen and a half bathroom. The kitchen, complete with sliding door, opens to a

  Nancy Gloss-Nolan eXp Realty

  2910 Whispering Hills, Chester, NY 10918
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  Est $536,481 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,088 Sq Ft

  67 Washington Rd, Monroe, NY 10950

  67 Washington Rd, Monroe, NY 10950
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  /22

  $400,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  68 Southside Dr, Monroe, NY 10950

  Located in a prime Monroe, NY location with Monroe-Woodbury Schools, this wonderful home is surrounded by level, well groomed property and offers the perfect blend of classic charm and modern convenience with generous sized rooms throughout. A FIRST FLOOR BEDROOM & FULL BATH is ideal for flexible living arrangements. Step into the bright and airy living room, where natural light pours in and

  Carol Buchanan BHG Real Estate Green Team

  68 Southside Dr, Monroe, NY 10950

Showing Results 241 - 280, Page 7 of 18