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116 Homes For Sale in Chester, NY

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David Field

$430,000Est. Payment
3 Beds | 3 Baths | 2,170 Sqft
39 Hudson Street, Chester, NY 10918
House For Sale

Well maintained 3 bed 3 bath in Chester, NY....This home is meticulous and move in ready....High ceilings in the Living room and Kitchen, Stainless appliances, Granite countertops, Family room with Den/Office on the lower level, huge 2 car garage with plenty of storage, brand new water heater, 2 Sheds in great shape with electricity, Big fenced in back yard, Big deck off the back ( Gazebo included), Garden already planted ( so you will have veggies by July ) and much more....You gotta check this place out, it won't last long...

New
$390,000Est. Payment
4 Beds | 2 Baths | 1,600 Sqft
86 Goosepond Mountain Road, Chester, NY 10918
House For Sale

This charming farmhouse, luxuriously situated on 3.6 picturesque acres has been completely renovated in 2001! The meticulously maintained endless lush green grass is adorned by attractive trees and bushes! You will be welcomed by an inviting wraparound front deck with a gazebo and as you enter through the hardwood floored foyer, coziness and convenience await! The nice-sized dining room with a lovely fireplace and an impressive white wooden L-shaped wall unit bookcase is open to a sun-filled, homey living room. The kitchen includes stainless steel side-by-side fridge, double sink, gas/oven, and dishwasher. The spacious tiled dinette with fireplace is overlooking the beautiful backyard allowing nature year-round. As you head upstairs there is a master bedroom, one full, one-half bath, and three additional bedrooms. This property includes a barn with a 2-horse stall, a workshop, and great storage as well as for feed hay. This is farmland and the state park permits horse riding, so you will have access to hundreds of acres to ride on. Additional amenities include a security system, above ground pool, basketball court, and a small pretty pond at the far end of this one-of-a-kind property!

New
$339,900Est. Payment
5 Beds | 3 Baths | 2,348 Sqft
5 Gumwood Drive, Chester, NY 10924
House For Sale

Welcome to this spacious bilevel in the Town of Goshen. This oversized bilevel boasts 5 bedrooms and 3 baths. This home provides endless indoor and outdoor space for everyone. The kitchen features a large eat in area with sliding glass doors that take you to an enclosed porch. The living area offers great space for entertaining. There are 3 bedrooms on the top floor including the oversized master bedroom with a large walk in closet and wheelchair accessible master bathroom. There is even a cozy deck off of the master bedroom where you can enjoy some peace and tranquility after a long day. You will find lots more living space on the lower level including the 5th bedroom that can also double as a home office. The backyard is leveled and expansive, there is plenty of room for a pool and fire pit to enjoy those lazy summer nights. Situated at the end of the street with municipal water, sewer and gas. Conveniently located near Rt. 17 and the commuter park and ride. Enjoy walks along the nearby Heritage Trail. Close proximity to schools, shopping, dining and hospitals.

New
$329,000Est. Payment
3 Beds | 2 Baths | 1,512 Sqft
13 Wood Road, Chester, NY 10918
House For Sale

Sugar Loaf founded in the 1740s is an artists community with a number of artists working/living in buildings and barns that endure from its inception. Enjoying views of Sugar Loaf Mountain in a quiet neighborhood is where you will find this cozy ranch style home. Welcome home to 13 Wood Road. This new to market home awaits your personal touches. Entry foyer gives view to spacious living room with fireplace and windows affording mountain views. Hardwood floors throughout living and dining rooms as well as the three main level bedrooms. Primary bedroom benefits from its own private bathroom. Kitchen with granite countertops overlooks rear yard and gives access to deck which also affords relaxing views. What you will really enjoy is the additional and open space provided in the lower level. Two car garage. Beautiful landscaping. Warwick Schools.

New
$250,000Est. Payment
2 Beds | 2 Baths | 1,072 Sqft
4105 Whispering Hills Drive, Chester, NY 10918
Condominium For Sale

Take a look at this lovely 2 bedroom 1.5 bathroom condo apartment located in Chester, NY, only 40 minutes north of New York. This condo complex features amenities such as pool, basket basketball court and gym facility. The complex has beautiful maintained grounds and also conveniently located next to several shopping centers. Don't miss this great opportunity.

New
$239,999Est. Payment
2 Beds | 1 Bath | 940 Sqft
237 Meadow Avenue, Chester, NY 10918
House For Sale

Accepted Offer. No more showings at this time. Cozy 2 bedroom home with plenty of front and backyard space. Features privacy and expansive views. Convenient access to all village amenities. Great commuter location.

New
$225,000Est. Payment
3 Beds | 3 Baths | 1,331 Sqft
3304 Whispering Hills Drive, Chester, NY 10918
Condominium For Sale

3 bedroom end unit town home in Whispering Hills offering Instant Equity and Income! Tenant in place till 12/1. Largest model with the best location and privacy..a rare find! 2 car garage~ More storage than the others! Full attic with pull down stairs.Updates~ furnace 2007,central air 2009, insulated windows 2008. Living room with fireplace. Separate dining area and kitchen with french doors to private patio. Cathedral ceilings, skylight,cedar closet, master bedroom with double closets, master bath and two ample size guest bedrooms. Third bedroom has a wall murphy bed that stays with the home. Perfect commuter location with NYC bus stops within the complex.2 swimming pools dog run, clubhouses, gym, playgrounds, tennis courts,basketball courts,and walking trails. 5 mins to supermarkets, movies ,family fun centers. 60 mins to NYC, Close to Metro North, Stewart International Airport, West Point and State Park.

$260,000Est. Payment
3 Beds | 3 Baths | -- Sqft
3903 Whispering Hills, Chester, NY 10918
Condominium For Sale

This IS the One, Do NOT Wait !!, Location, Location in most sought after Whispering Hills Complex. Spacious and Sun-Drenched End-Unit (Extra Windows and Skylight), 3 Bdrm, 3 Bath, 2-Car Gar, Wood Burning Fireplace. Newly Painted & Renovated. NEW Central A/C System, NEW Furnace, Cathedral Ceilings. Open Kitchen w/Granite Counters, Cherry Cabinets and Ceramic Tiled Flooring, Master Bdrm boasts Two Double Closets and Full Bath. Gleeming Hardwood Floors Abound, New Wall-Wall Carpeting, Double Slider out to Private Patio, Washer & Dryer in unit. Garage and Attic storage too. This Luxury Style/ Maintenance Cared-For Community offers TWO Clubhouses w/Pool, Exercise Rm, Tot-Lot & Sports Courts. Close to Shops, Schools, Public Trans, Major Hwys, Breweries/Wineries, and Restaurants. Best of all - All Municipal Utilities and Lowest taxes around. With dwindling inventory and lowest interest rates in years - This Gem Will NOT Last !!!

$549,900Est. Payment
4 Beds | 3 Baths | 2,166 Sqft
14 Lori Lane, Chester, NY 10918
House For Sale

Welcome to 14 Lori Lane, One of the most Beautiful Streets in Chester N.Y. 4 Bedrooms & 2.5 baths, A Gorgeous New Chefs Kitchen will Wow you when you see the Expansive Carrera Marble Island, Pendant Lighting, Stainless Steel Appliances, Tile Floors, Farmhouse Sink & Gorgeous Stone Backsplash, Large Dining Room is Open to the Kitchen, for Great Family Get Togethers, Family Room has Vaulted Ceilings w/Skylights & Stone Fireplace w/Wood Burning Insert to Heat your Home, Beautiful Hardwood Floors Throughout Both Levels - NO Carpet, Updated Bathrooms, Central Air installed in 2006. Sitting Perfectly on 1.4 Level Acres with a Huge Young Paver Patio for Fabulous Back Yard Entertaining, Barbeques, Kids Play area w/ Swing Set, Hot Tub & Plenty of room for the Pets to play too. Professionally Landscaped Young Driveway. Easy Commuter Location , yet Tucked away w/Privacy & Property, This Home has been Loved and it shows Lower Town of Chester Taxes w/MW Schools.

$829,000Est. Payment
4 Beds | 3 Baths | 3,268 Sqft
12 Lori Lane, Chester, NY 10918
House For Sale

Absolute gem in award winning Monroe Woodbury School District! Why wait for new construction when you could own this custom built 4 possible 5 bedroom English Tudor Colonial w/ well over 3000 sq feet which has it all! Home features an open floor plan with fireplace perfect for entertaining, formal dinning room w/ oak floors, 20x44 in ground pool (liner 6 years old) w/ direct access to surface well to refill every year, 28x40 multilevel barn equipped with electricity and chain hoist, 2 car garage, and new 140 sq ft deck to overlook your property. Schedule your tour today!

$539,900Est. Payment
4 Beds | 3 Baths | 2,784 Sqft
14 Bianca Boulevard, Chester, NY 10918
House For Sale

* Spectacular Brick Faced Contemporary Colonial in an Executive Neighborhood in Chester * Walls of Glass Flood this Beauty with Natural Light All Day * Gorgeous Entry Invites you into the 2 Story Entry, Contemporary Stairway and Open Floor Plan * Each Room Flows into the other for Great Entertaining * The Spacious Kitchen offers a Large Island, Eat In Area, 3 Skylights and 2 French Doors Leading to Your Fabulous Backyard Oasis: Double Decks and 800 sq. ft. Gunite In Ground Pool - Vacation at Home on the 1.4 Parklike Acres that back up to Goosepond Mountain State Park (over 1500 Acres of Trails and Wooded Area for Hikers and Horseback Riding) * As you look at the 1.4 acres take note that this Property Extends Past the Rock Wall and Opens to the Field that belongs to this Property-Perfect for Ball Games and Picnics * The Family Room has a Beautiful Stone Fireplace to Enjoy on Cool Nights, Adjacent is the Bright Living Room * The Whole Family can fit at Holiday Time in the Large Dining Room * Masters Suite Offers a Master Bath with Jacuzzi Tub * 3 Additional Guest Bedrooms are all Very Nicely Sized * Stunning Home was Designed to Let Nature Inside w Beautiful Views from All The Amazing Oversized Windows * Easy Commuter Location, Close to all Highways and Shopping yet Tucked Away for Privacy * Chester Schools *

$480,000Est. Payment
4 Beds | 3 Baths | 2,400 Sqft
81 Ridge Road, Sugar Loaf, NY 10918
House For Sale

Welcome home to 81 Ridge Road, a 2400 sf 4 bedroom Ranch with gardens you will love to own. If you ever dreamed of owning your own garden full of love, you have found it here within a beautiful location amidst mountains and sensational sky top views. This ranch home boasts vaulted ceilings, Master Ensuite with large walk in closet, completely renovated bath with an additional adjoining room for office/nursery. The mud/laundry room is perfectly situated at second entrance, close by half bath. A pellet stove at center of the home will keep your living space toasty warm throughout any season. The fabulous gardens speak for themselves, raised beds, weed protected with full rubber matting. The wood burning fireplace in the family room, a fabulous feature in this well laid out home. A spacious kitchen with double doors leads you into a garden/yard to pick vegetables or flowers for the day. Three bedrooms and full bath are situated perfectly all boasting vaulted ceilings sensational views!

$95,000Est. Payment
-- Acres
0 White Schoolhouse Rd, Chester, NY 12817
Lots Land For Sale

Two lots beimg sold together: Large lot which is 2.74 acres that has approximately 264 feet of road frontage on White Schoolhouse and approximately 410 feet on Clarkson Road, which is buildable. The smaller lot which is .23 of an acre has a 100 feet of road frontage on Clarkson, not buildable but possesses the deeded Lake Rights to Loon Lake, which is accessed at Beach D. Easy access from I-87, near to a multitude of hiking trails, other well known lakes and Gore Mountain.

$349,000Est. Payment
3 Beds | 2 Baths | 1,900 Sqft
576 Bull Mill Road, Chester, NY 10918
House For Sale

Don't wait! Come see this very very comfortable and charming house located in a wonderful neighborhood surround in nature! Features Living room, kitchen, formal dining room, 2 bath and 3 bedrooms, Home was freshly painted in 2021, new ceiling fan. driveway was redone in 2020. Home features huge flat front property and beautiful backyard - with above ground pool - to relax and enjoy with family & friends. close to all major amenities such as Woodbury Common outlets, Greenwood Lake, local shopping and restaurants. This house has a lot to offer, schedule your showing today!

$379,000Est. Payment
4 Beds | 2 Baths | 1,882 Sqft
93 Greycourt Road, Chester, NY 10918
House For Sale

Live a life with Peace and Happiness! This is 93 Greycourt Rd all about! Gorgeously maintained Single Family House, 4 Bedrooms 2 full Bath, Spacious living room with hardwood floors, Nice size and quality kitchen, Eat in-Formal dining room, Huge bright Yard perfect for gatherings and entertaining, Backyard offers a beautiful above ground pool, Excellent commuter location, just minutes to major highways, public transportation and Much More. Charm is apparent throughout this Home, it's a MUST SEE! Schedule your showing today.

$660,000Est. Payment
4 Beds | 3 Baths | 3,100 Sqft
1739 Kings Hwy, Chester, NY 10918
House For Sale

Active construction site. This exceptional, quality built home reflects the builders vision of beauty & efficiency that you won't find elsewhere. Surrounded by nature from every point of view, you'll find the peace and calm of how home should feel. The sun drenched spacious open design will be inviting to family & friends for formal or informal gatherings. The living room has a gas fireplace for warm cozy evenings. Spacious kitchen has super white quartz countertops, Fabuwood cabinetry, stainless steel appliances and LED lighting. USB charging ports are thru out and Bluetooth connections in the bathrooms. Spacious master bathroom has a soaking tub and walk-in over sized glass shower.. Lower level has double-car garage with 581 sq.ft. of space for possible media or hobby room. Foam insulation and Simonten windows insure lower heating costs. Hardwood floors thru out including bedrooms. Minutes from Rt. 17 and bus station for commuters. Verify tax info when CO is issued.

$5,000
$259,900Est. Payment
3 Beds | 1 Bath | 1,075 Sqft
376 Pine Hill Road, Chester, NY 10918
House For Sale

Privacy abounds on this 5-acre Paradise!! Bring your family and use it as your weekend retreat and enjoy! Hiking, biking, or whatever your dream! The house needs some work, but the price is reflective. You can also build your custom home! You're buying a lifestyle, not just a home. This property has a ton of potential...! Excellent commuter location, just minutes to major highways, public transportation, and shopping malls, Make an appointment to see this extraordinary property and make it your own.

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