Chester NY Real Estate & Homes for Sale

The median home value in Chester, NY is $322,425. This is higher than the county median home value of $247,300. The national median home value is $219,700. The average price of homes sold in Chester, NY is $322,425. Approximately 77.76% of Chester homes are owned, compared to 16.09% rented, while 6.15% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Chester real estate agent to arrange a tour today!


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Type:
Single Family
Sq.Ft.:
552
Status:
NEW LISTING
Beds:
2
Lot size:
0.35 Acres
Year built:
1921
Baths:
1.00
MLS#:
202117920

ADDITIONAL INFORMATION

Quintessential Adirondack log camp.. directly on the crystal shores of Loon Lake, this special place is truly a gem. Listen to peepers all night, and wake up to Southerly views of the mountains and lake. Set on a peninsula, you have two areas to access the water. A cribbed dock platform lakeside to sit and sun, and an area to dock your power boat, rowboat or paddle boat (rowboat and paddleboat are included in sale.) Take a step back in time when you enter this 100 year old camp- 2 bedrooms/ full bath and front screened sleeping porch. Attic would be perfect to create a loft area for extra space. Begin making memories right away, while you make this one of a kind get away your own. Sold "as is"

Type:
Condo
Sq.Ft.:
1,331
Status:
NEW LISTING
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
H6113063
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

Beautiful 3 Bed 2.5 Bathroom Corner Unit Townhouse for sale in Whispering Hills. Pets are welcome and can be great rental income. Commuters dream, easy commute to NYC. Close to highway, train, shopping, schools and bus. Short walk to the community club house, pool and park. Priced to sell! Will not last, book your appointment today!

Type:
Single Family
Sq.Ft.:
3,100
Status:
NEW LISTING
Beds:
4
Year built:
2021
Baths:
3.00
MLS#:
H6107606

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
720
Status:
Active
Beds:
2
Lot size:
3.75 Acres
Year built:
1964
Baths:
1.00
MLS#:
202117332

ADDITIONAL INFORMATION

Cozy cottage in the heart of the Adirondacks that is a blank slate just waiting for its new person. This cottage boasts two beds and one bath and has been gutted down ready for someone to bring their new ideas to bring this property back to life. Sitting on 3.75 acres down a quiet country road, there is beautiful views of Moxham Mountain. Complete with plentiful apple trees and a large 30x30 barn/garage that also has the potential for more living space.

Type:
Single Family
Sq.Ft.:
2,400
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1998
Baths:
3.00
MLS#:
H6111343
Subdivision:
Warwick Ridge

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
3,420
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
2005
Baths:
4.00
MLS#:
H6105367

ADDITIONAL INFORMATION

Welcome home!This stunning custom colonial with a Legal In-Law Suite,is sure to have everything you are looking for in a home!Located in the award winning Monroe Woodbury School district.This home features an open floor plan on main level with gas fireplace in family room, hardwood floors, corian counter tops in extra large kitchen,XL closets throughout,ceramic tiles,recessed lighting & ceiling fans in every room.4 large bedrooms & upstairs laundry room! In-law Suite is in full walkout basement complete with kitchen,full bath, living room with a wood burning stove and private entrance. Covered front porch, side deck, large back deck,rear patio with pavers, 1 car garage and large driveway for ALL your family and guests! Level backyard. Close to Woodbury Commons, great commuter location.Newer Water softner,Hot water boiler replaced July '19-Newer LG Double oven in kitchen,Fridge is newer,Brand new main kitchen microwave, Dec.'20,House exterior was just professionally power washed

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
H6112246
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

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 !!!

Type:
Single Family
Sq.Ft.:
1,404
Status:
Active
Beds:
3
Lot size:
2 Acres
Year built:
1989
Baths:
2.00
MLS#:
202117317

ADDITIONAL INFORMATION

Quiet.... Great getaway. Nice location and 10 minutes off the Northway. Live all on one floor with open floor plan with living, dining and kitchen. Master suite. Almost every thing updated in the last few years. Roof, windows, doors, lighting, hot water heater. Septic just pumped 2 additional bedrooms and bath. Enjoy summer or winter with many close activities available. Enjoyable screened porch with deck. Large fenced yard and garage turned into out building with 2 large carports. Call today wont last long. Lots of land for family enjoyment.

Type:
Single Family
Sq.Ft.:
3,170
Status:
Active
Beds:
4
Lot size:
3.6 Acres
Baths:
3.00
MLS#:
136937

ADDITIONAL INFORMATION

Home more meaningful than ever. It's your 9-5, your fitness center, your board room your sanctuary. Situated in the charming, historic Village of Warwick NY, under an hour from Manhattan, you can have it all with your new custom-built home. Set upon 3.6 wooded acres. Less than a 5-minute walk to the heart of Main Street, this quaint, cosmopolitan hamlet offers exceptional fine dining, unique and handcrafted shopping, farm to table restaurants and so much more. Enjoy an active lifestyle and what year-round living in Warwick can afford you-- winter skiing, local wineries & microbreweries. Local attractions include beautiful Greenwood Lake, hiking the Appalachian trail and Private & Public Golf Courses.

Type:
Single Family
Sq.Ft.:
3,268
Status:
Active
Beds:
4
Lot size:
1.4 Acres
Year built:
1984
Baths:
3.00
MLS#:
H6109996

ADDITIONAL INFORMATION

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!

Type:
Single Family
Sq.Ft.:
2,166
Status:
Active
Beds:
4
Lot size:
1.41 Acres
Year built:
1984
Baths:
3.00
MLS#:
H6111985

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
1,075
Status:
Active
Beds:
3
Lot size:
5 Acres
Year built:
1960
Baths:
1.00
MLS#:
H6111883

ADDITIONAL INFORMATION

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.

Type:
Single Family
Sq.Ft.:
2,784
Status:
Active
Beds:
4
Lot size:
1.4 Acres
Year built:
1987
Baths:
3.00
MLS#:
H6110750
Subdivision:
Chester Park Estates

ADDITIONAL INFORMATION

* 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 & Open Floor Plan * Each Room Flows into the other for Great Entertaining * The Spacious Kitchen offers a Large Island, Eat In Area, 3 Skylights & 2 French Doors Leading to Your Fabulous Backyard Oasis: Double Decks & 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 & Wooded Area for Hikers & Horseback Riding) * As you look at the 1.4 acres take note that this Property Extends Past the Rock Wall & Opens to the Field that belongs to this Property-Perfect for Ball Games & 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 & Shopping yet Tucked Away for Privacy * Chester Schools *

Type:
Single Family
Sq.Ft.:
2,500
Status:
Active
Beds:
4
Lot size:
2.9 Acres
Year built:
2021
Baths:
3.00
MLS#:
H6110799

ADDITIONAL INFORMATION

Beautiful views from this incredible lot located in the Town of Chester with Monroe Woodbury Schools. Construction has begun on this 2,500 sq ft Colonial with granite counters in the kitchen and available in baths. The rear door will open to a 12 x 16 patio optioned the way the buyer wants. The one being built still has time for a buyer to make their own selections. There are still 2 other lots available as well one with magnificent views, that has a premium. Call today for details.

Type:
Single Family
Sq.Ft.:
1,275
Status:
Active
Beds:
3
Lot size:
1.7 Acres
Year built:
1951
Baths:
1.00
MLS#:
202116655

ADDITIONAL INFORMATION

A year round home on 1.7 acres with a large back yard and 100' of lakefront with sandy beach and boat dock. 3bedrooms, eat in kitchen, living room, dining room, and full bathroom. House also features an enclosed indoor porch, large screened in porch overlooking the lake, 10x33 exterior deck, and full basement. Great location near many outdoor attractions.

Type:
Single Family
Sq.Ft.:
700
Status:
Active
Beds:
2
Lot size:
0.46 Acres
Year built:
1925
Baths:
1.00
MLS#:
H6109417

ADDITIONAL INFORMATION

Welcome home to your Charming Cottage located in the heart of Sugarloaf. You will enter this humble abode via a walkway over a stream to your peaceful deck overlooking the downtown, where you can enjoy a cup of coffee in the morning or a glass of wine at the end of the day. You will enter into the living/dining area. To the left is a kitchen with a newly installed sink. To the right, there are 2 bedrooms with old wide plank flooring. Sugar Loaf features many artisans and boutique shops. Experience the small town vibe. Grab lunch from the deli across the street. Enjoy live music at the Tin Barn Brewery and dining at the Sugar Loaf Tap House or the Cancun Inn. Located only 10 minutes away, the historic Town of Warwick also boasts many beautiful shops, restaurants, and wineries. Whether a full-time residence or just a weekend getaway, a home in this quaint hamlet of Sugarloaf is sure to make many memories.

Type:
Single Family
Sq.Ft.:
1,452
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
1900
Baths:
2.00
MLS#:
H6109593

ADDITIONAL INFORMATION

This residential property in the Hamlet of Sugar Loaf is considered multisite because of the additional living space offered by the home trailer on the property. The main home has 3 beds/2 baths and the trailer home has an additional 2 beds/1 bath along with a kitchen and living rm. In the main house a sun-filled enclosed front porch greets you when you arrive. Through the entrance enjoy a large living rm and eat-in kitchen. A full bath and laundry are conveniently located on the main level. Upstairs are 3 privately situated bedrms along with an additional room which can be used as an office. A second full bathrm is just down the hall. The property is zoned Local Business Sugar Loaf which gives you the opportunity if you desire to have your own business where you live. Circa 1900 this home has been well cared for by its owner with new furnace -1/2021, newer roof & driveway. This is an "as is" estate sale. A pre-building inspection has been done to ensure that everything is in order.

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
H6109343
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

Welcome home to 4016 Whispering Hills! This bright and airy end unit is well maintained and cared for. The first floor has a nice open floor plan, with a living room that has a fireplace, dining room and large updated kitchen with sliders to the patio area. This living area has lots of windows which lets in natural light from every angle. The first floor also has a half bathroom, and laundry area. The second floor has three nice size bedrooms, all with great closet space and lots of windows. The primary bedroom has a full en suite bathroom. The attached 2 car garage can be accessed from the home and offers great storage space. The Whispering Hills community offers in ground pools, basketball courts, playgrounds, tennis court and a club house. Close to the highway, shops, restaurants and downtown Chester. This home is commuter friendly to NYC. The NYC Bus line is a short walk away.

Type:
Single Family
Sq.Ft.:
1,656
Status:
Active
Beds:
3
Lot size:
21.27 Acres
Year built:
1994
Baths:
2.10
MLS#:
202116124

ADDITIONAL INFORMATION

Bring the entire family, the pups and all the toys! This custom home was build to live in and enjoy all that surrounds it. Cool off in the 16X32 in ground pool after a day of hiking or biking nearby trails. In the winter you are right on the snow mobile trails or you can cross cntry ski right out the front door. Finished family/game room for all to gather...Large garage and a BIG shop to hold all the toys or possibly a business? Generator that supplies full power to the house, garage and shop..Don't miss seeing all we have to offer, wide open meadows, views and more, want to keep a pony or 2? there's a 2 stall barn...

Type:
Single Family
Sq.Ft.:
1,176
Status:
Active
Beds:
3
Lot size:
1.1 Acres
Year built:
1988
Baths:
2.10
MLS#:
202116012

ADDITIONAL INFORMATION

Enjoy the peace and quite of the Adirondacks in this private chalet. Situated on over 1 acre of land less than 400ft away from Loon Lake, this location is less than a mile to the public beach. Feature include: 3 Bedrooms, 2.5 Baths, high cathedral ceilings, screened in porch, wrap around deck, stone fireplace in great room, numerous skylights, woodstove in the downstairs living room, walk-out basement, private stream behind the property, and U-shape driveway. Just minutes to I-87, the Hudson River, loon lake, and a 20 minute drive to Gore Mountain Ski Resort would make this an ideal winter or summer retreat.

Type:
Single Family
Sq.Ft.:
2,016
Status:
Active
Beds:
4
Lot size:
1.43 Acres
Year built:
2000
Baths:
2.00
MLS#:
202115979

ADDITIONAL INFORMATION

If you're looking for a perfect house to go to Gore for skiing or Mts. to hike, this locality is convenient to go anywhere. Although off a main road, it's far enough away for privacy. It would be a great investment home for vacation rentals. Upstairs and downstairs living, total of 4 bedrooms, 2 baths and 2 kitchens, 2 areas for washer and dryers, outside entrance for downstairs living too. Drilled well, septic, vinyl siding and new metal roof for easy upkeep. A simple but large home on 1.43 acres, looking for someone to care for it and make it into their "Place in the Adirondacks".

Type:
Single Family
Sq.Ft.:
2,666
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
2017
Baths:
3.00
MLS#:
H6106585

ADDITIONAL INFORMATION

Chester, Ny. Hurry to see this Like New, 4 bedroom 2.5 Bath Colonial in Ashford Estates. This home features paver walk way, rocking chair front porch, stone front, 2 story foyer, Hardwood floors thru out the main level, Fireplace, Central Air, Custom White cabinets, Granite, Tiled backsplash, Center Island, Stainless steel appliances, Sliders from the kitchen to an upgraded trex deck, tons of hi hats, crown molding, over sized garage, outlet for your electric car, Tesla Solar panels. This is the perfect home for entertaining and its waiting for you! Welcome Home!

Type:
Single Family
Sq.Ft.:
1,804
Status:
Active
Beds:
6
Lot size:
1.7 Acres
Year built:
1993
Baths:
3.00
MLS#:
202115803

ADDITIONAL INFORMATION

Searching for Privacy? Find it in this log, cape style home. Come down the drive to a large sunny deck. Sit and enjoy your extensive perennial gardens. If you choose, you can sit on the covered wrap around deck for shade or shelter on a rainny day. The home has 6 bedrooms and 3 full baths. The MBR is on the main with full bath. The remainder of level one is the LR, eat in kitchen with lovely quartz counters and center Island. There is a back door off the covered porch at the base of the stairs to level two. Upstairs is another common living area with 3 Bedrooms & full bath. Great location for the kids! A finished walkout basement sports a recreation room, second kitchen, two more bedrooms and full bath. The laundry is in the utility room. Close to the Boat launch on Schroon too!

Type:
Single Family
Sq.Ft.:
2,843
Status:
Active
Beds:
5
Lot size:
1.5 Acres
Year built:
1954
Baths:
3.00
MLS#:
3301843

ADDITIONAL INFORMATION

Spacious rooms in a quiet setting with full privacy from neighbors. Two lots included with a horse barn. Perfect for large families with children, or vacation home. Property is about 50 miles from NYC, 10 miles from Woodbury Commons, 10 miles from Lego Land and 30 miles from World Resorts Casino.

Type:
Single Family
Sq.Ft.:
2,374
Status:
Active
Beds:
3
Lot size:
13.8 Acres
Year built:
2004
Baths:
3.00
MLS#:
202115367

ADDITIONAL INFORMATION

ULTIMATE ADIRONDACK CONTEMPORARY! This "Board & Batten" beauty proudly features 3 bedrooms, 3 full bathrooms, cathedral ceiling w/mountain views, screened-in porch, deck, generator and lower level finished family room. Only 7 minutes to world class skiing at Gore Mountain Ski Center, this private retreat sits on 13.8 secluded acres and is offered by the folks that built it!

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Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2021 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended.

Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of OneKey MLS, Inc. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Copyright 2021, OneKey MLS, Inc. All Rights Reserved.
Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright 2021 Columbia Greene Northern Dutchess MLS. All rights reserved.

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