Chester NY Real Estate & Homes for Sale

The median home value in Chester, NY is $340,000. 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 $340,000. 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:
Condo
Sq.Ft.:
1,062
Status:
NEW LISTING
Beds:
2
Year built:
1979
Baths:
1.00
MLS#:
H6123492
Subdivision:
Windridge

ADDITIONAL INFORMATION

WINDRIDGE! LOW TAXES! HEAT & HOTWATER INCLUDED IN HOA! Very Well Maintained Unit! Beautiful Lake Views! 2 Bedrooms! 1 Full Bathroom! Eat In Kitchen! Master Bedroom with Double Closets! Large Living Room with Sliders to Balconoy that Over Looks the Lake! Country Club Living! Clubhouse! Pools! Tennis! Basketball! Tot Lot! Lake!

Type:
Single Family
Sq.Ft.:
6,137
Status:
NEW LISTING
Beds:
3
Lot size:
5 Acres
Year built:
2009
Baths:
5.00
MLS#:
H6121214

ADDITIONAL INFORMATION

LUXURY LIVING WITH A TUSCANY VIEW!! Flawless custom built ranch estate is the epitome of exclusivity & resort style living. Gorgeous INFINITY pool and breathtaking VIEWS is the ultimate package no other home offers, outfitted with all the bells & whistles accommodating your everyday living and entertaining lifestyle. Ultimate privacy, yet not secluded nestled perfectly on lush acreage with a variety of fruit trees. Experience the tranquility this property offers the minute you drive up the meandering circular paved driveway leaving everything else behind. Open floor plan is quintessential with a luxurious Master en-suite and additional bedrooms all generous in size perfect for guests and extended family. Stunning features include Infinity pool, sun deck, outdoor fire pits, Xtrodinaire fireplace, California red wood wine cellar, surround sound, wet bar graced with handsome cherry wood. Enjoy your very own greenhouse & gardening growing fresh farm to table produce while dining al fresco outdoors on the limestone patio under the stars. Agricultural zoning allows options for horses, animals or crops. NYSERDA certified green home features radiant heat with geothermal heating & cooling providing low utility bills with maximum comfort. Year round events and outdoor activities all to be enjoyed locally: Skiing, wineries, breweries, orchards, eclectic shops, restaurants, Main street, Legoland, Appalachian trail, boating, Greenwood lake and beautiful parks. Extensive feature list will be provided while touring this one of a kind home that is just 55 miles from NYC. Schedule by appointment only *Warwick School District *

Type:
Single Family
Sq.Ft.:
1,618
Status:
NEW LISTING
Beds:
3
Lot size:
0.11 Acres
Year built:
1954
Baths:
3.00
MLS#:
H6121342

ADDITIONAL INFORMATION

Gorgeous colonial in town of Chester, Enter into the spacious living room with nice hard wood floors all redone just 4 years ago, leading into the beautiful eat in kitchen with the appliances, half bath and laundry room. upstairs you have 3 beautiful bedrooms including the master bedroom and its private full bath. Going outside leads you to a beautiful front yard and big spacious patio in the back, 2 spacious driveways, 2 sheds 1 very large one and one smaller one. lake rights, Monroe Woodbury school District. The entire house was completely redone in year 2005, making this go from a bungalow to a beautiful 2 story colonial you wanna call your home. come on! this wont last!!!

Type:
Single Family
Sq.Ft.:
2,386
Status:
NEW LISTING
Beds:
4
Lot size:
0.38 Acres
Year built:
1830
Baths:
2.00
MLS#:
H6122807

ADDITIONAL INFORMATION

A great investment opportunity that won't last long! $2970 current monthly tenant income, can be much more! features a big parking lot which shares entrance with the corner building at 106 Main St. This is an assemblage of two properties 28 Academy Avenue & 106 Main Street, separately listed but must be purchased together. Call today!

Type:
Single Family
Sq.Ft.:
1,740
Status:
NEW LISTING
Beds:
3
Lot size:
0.31 Acres
Year built:
1961
Baths:
2.00
MLS#:
H6121831
Subdivision:
Lake Region Estates

ADDITIONAL INFORMATION

Welcome to Lake Region Estates with Lakes Rights to Walton Lake! Well maintained ~pride of ownership~ "Ranch Style" home sits picture perfect with fenced backyard in a park-like setting with beautiful landscape! Living room with bow window, newish windows & siding! Beautiful front & rear decking! Lovely "great room / family room" addition! Full finished walk-out basement / entertainment room + multi-purpose room / den / office! Monroe/Woodbury Schools! Great commuter location! Just minutes to NYS Thruway, Rte 6, Harriman Train Station & Woodbury Commons Premium Outlets!

Type:
Condo
Sq.Ft.:
1,490
Status:
NEW LISTING
Beds:
2
Year built:
1989
Baths:
3.00
MLS#:
H6121933
Subdivision:
Windridge

ADDITIONAL INFORMATION

If you love waterfront views, this lovely 2 bd/2.5 bath unit in the Windridge community offers them from almost every room. The deck off the master bedroom is the perfect spot to have your morning coffee as you watch the sunrise over the lake. To enjoy some fishing/kayaking simply walk out your patio and take a few steps to your backyard lake to reach the water. If lake sports aren't for you enjoy tennis, 3 playgrounds, basketball and an in ground pool all included in the HOA. This unit was recently remodeled with new vinyl floors, carpets,and top of the line stainless steel appliances. You will fall in love with the epic master bath which includes a soaking tub to unwind at the end of hard day with a bath, book and some wine. Both bedrooms have the luxury of walk in closets and ensuite baths. In wintertime, warm your feet up by the fire of your wood-burning fireplace which acts as the centerpiece of the spacious living room with vaulted ceiling. You don't want to miss this home.

Type:
Single Family
Sq.Ft.:
1,500
Status:
NEW LISTING
Beds:
3
Lot size:
18.5 Acres
Year built:
2004
Baths:
2.00
MLS#:
202120436

ADDITIONAL INFORMATION

This is it--your chance to own a spacious 3-bedroom get-away/rental home 7 minutes to Gore Mountain ski area in the heart of the Adirondacks. If a view is what you are seeking, the house sits beneath the majestic feel you get at the base of Moxham Mountain. The home is located on 1 acre, but the owner is selling it with an additional 17.5 acres attached (tax map 32.-1-7). Snowmobile trails can be reached via the extra lot. The unit is clean and spacious and rents well. Outbuildings (small barn and two sheds) are included to store your toys, etc. Brand new deep drilled well gives you delicious water!

Type:
Single Family
Sq.Ft.:
1,732
Status:
NEW LISTING
Beds:
4
Lot size:
0.64 Acres
Year built:
1984
Baths:
3.00
MLS#:
H6122088

ADDITIONAL INFORMATION

Welcome HOME to this MINT condition AMAZING HOME. This home is move in and has load of features. Huge dining room, living room perfect for hosting. Beautiful eat-in-kitchen!!! 4 large bedrooms with gleaming hardwood floors. 3 full renovated immaculate bathrooms. 2 decks, 1 from each level. Great for entertaining. Newer siding and so much more. LOW TAXES. MUST SEE. WONT LAST.

Type:
Single Family
Sq.Ft.:
2,708
Status:
Active
Beds:
4
Lot size:
3.5 Acres
Year built:
1992
Baths:
4.00
MLS#:
H6120411

ADDITIONAL INFORMATION

This beautiful colonial is the home you've been waiting for located in the Warwick School District!! Overlook a pond while sitting on your front porch and enjoy the scenic mountain view as well. Enter through the front door into a cathedral ceilng foyer. Formal dining room,formal living room with a multi-purpose room. Large eat-in kitchen with granite countertops that looks onto a bright family room with a woodburning fireplace. A 3 season enclosed porch off the kitchen to enjoy extended living. A striking staircase leads to 4 large bedrooms. Master bedroom with a stunning updated master suite. The finished walk out basement has a full bathroom and lots of space. Summer is here to enjoy the large deck and in ground pool surrounded by beautiful landscaping. A must see!!!

Open House:

Friday, 6/18 11:00-1:00PM

Type:
Single Family
Sq.Ft.:
1,655
Status:
Active
Beds:
3
Lot size:
0.37 Acres
Year built:
1850
Baths:
3.00
MLS#:
H6119920

ADDITIONAL INFORMATION

This must see country home was built in 1850 with renovations completed in 2018. Enter this charming home via the perfect size rocking chair porch. Large eat-in kitchen with cozy walk out deck on which to enjoy your morning coffee. Ceramic tiled floor and pellet stove in kitchen help to complete the overall warm and homey atmosphere. Large farm style dining room in which to host family gatherings and holiday dinners. Master bedroom is conveniently located on the first floor with adjoining full bath and nice sized living room. Second floor has two additional bedrooms and full size bathroom. Upstairs landing has perfect space for bookcase and desk. Full dry, unfinished basement great for storage. Walk out your front door to the Heritage Trail, perfect for hiking, running, or biking. Perfect spot for all those who love nature at its finest! Great views of this region's Black Dirt Country and seconds from Historic Downtown Chester. **NO showings before 10am or after 645p daily. **

Type:
Single Family
Sq.Ft.:
3,434
Status:
Active
Beds:
6
Lot size:
1.7 Acres
Year built:
1981
Baths:
4.00
MLS#:
H6119676

ADDITIONAL INFORMATION

This is a spectacular home! Every room is spacious in size & features 6 large bedrooms, 4 full bathrooms, sparkling hardwood floors, new tiled entry foyer, recently painted & carpeted, multiple French doors thru out home & offers a perfect set up for Au pair or live in scenario. There are 2 master suites. Lots of built-ins which accent the Family room & Master suite. This home features tons of recessed lighting. The gourmet kitchen is perfect for entertaining...it's light and bright w/matching large table & open to a sitting area. There are 3 garages, 1.70 acres of pure serenity & a generator for almost whole home. Roof is approx. 5 years old...stone paver walkway is new. Enjoy the wonderful wraparound decking & enclosed porch for privacy. This home is set back off the road at the dead end of a cul-de-sac. Truly perfect setting. Must see this beauty as it will not last!!

Type:
Single Family
Sq.Ft.:
2,094
Status:
Active
Beds:
3
Lot size:
0.52 Acres
Year built:
2005
Baths:
3.00
MLS#:
H6120036

ADDITIONAL INFORMATION

**AO** 6/2 Just a short walk to Sugarloaf Village this move in ready updated 3 bedroom 2 1/2 bath home awaits you. You will delight in the open concept kitchen with granite tops and breakfast island that opens to the dining area with sliding door leading to the oversized composite deck overlooking the private back yard. The Cathedral ceiling in the living room with the large front eyebrow window allows abundant natural light. The entire first floor features natural hardwood floors except for the tiled baths. A shared full bathroom accessed from the hallway leading to 2 bedrooms and the master suite with double closets. The lower level offers a large family room with access to the paver patio along with the half bath and laundry. Furnace is under 10 yrs old the A/C unit is 5 years old offering years of trouble free service. No need to worry about power failure this home has a whole house Generac gas fired generator. Warwick schools top off this magnificent find in todays market.

Type:
Single Family
Sq.Ft.:
2,518
Status:
Active
Beds:
4
Year built:
2021
Baths:
3.00
MLS#:
H6119619

ADDITIONAL INFORMATION

COMMUTERS DREAM LOCATION. 3 minutes from Rt 17 (future I 86) 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 will find the peace and calm of how home should feel. The sun drenched open design will be inviting to family and friends for formal or informal gatherings. The livingroom has a gas fireplace for warm cozy evenings. Spacious kitchen has super white quartz countertops and Shaker cabinetry. Bluetooth installed in all bathrooms and USB ports throughout. Large master bedroom has a walk-in closet with private fully tiled bathroom that boasts a soaking tub and open shower. Just minutes from Legoland, the Artisan village of Sugar Loaf with deli, restaurants and quaint shops, historic downtown Warwick, distilleries, wineries, hiking, boating and fishing you will lack for nothing to do. Come see for yourself what country living can do for you.

Type:
Single Family
Sq.Ft.:
1,788
Status:
Active
Beds:
3
Lot size:
0.34 Acres
Year built:
1965
Baths:
2.00
MLS#:
H6104827

ADDITIONAL INFORMATION

The original owners have lovingly cared for this charming 3 bdrm split level home overlooking scenic farmland in a lovely Village neighborhood. Upgrades incl. newer roof, windows & C/A, newer electric service, stylish new full bath, newer doors & hw heater, newer appliances, large shed, fam rm w/ hardwood and a bright kit w/tile backsplash and breakfast island open to the dining room. This home boasts pride of ownership and taxes under $10K. See it before it's gone!

Type:
Single Family
Sq.Ft.:
7,034
Status:
Active
Beds:
6
Lot size:
10.7 Acres
Year built:
1989
Baths:
8.00
MLS#:
H6116373

ADDITIONAL INFORMATION

This amazing home rests atop private hilltops surrounded by over 10 acres of total privacy. With stunning A-frame features & modern design this beautiful home is extraordinary. A private winding road leads you up to the top of this oasis. Heading inside you are welcomed with a 3 story entryway, featuring exposed wood beams & stunning views. As you enter the large open concept great room, the spectacular floor-to-ceiling windows fill the house with natural light & stunning sunsets. The custom built kitchen with cherry cabinets & upgraded appliances is ideal for master chefs who enjoy hosting dinner parties or private culinarily events. The main floor has two ensuite bedrooms with beautifully renovated bathrooms. The lower level boosts an office styled alcove, a large exercise area, a private master ensuite with a breakfast nook & eating area, and your very own luxury ensuite Safe Room. The upper main hallway leads to a separate newly renovated apartment for extended family or guests. Enjoy hosting your family and friends on your very own 1,800sf, 180 degree deck with arguably the best views in all of Orange County. This home provides many options for you, including multigenerational family needs. Bring your horses. Possibilities are endless. Almost all furniture and fixtures included, a few exceptions apply, inquire within. PLEASE DON'T MISS THE DETAILED VIDEO TOUR.

Type:
Single Family
Sq.Ft.:
2,554
Status:
Active
Beds:
5
Lot size:
1.7 Acres
Year built:
1971
Baths:
4.00
MLS#:
H6109830

ADDITIONAL INFORMATION

Welcome home!! This very spacious bilevel home sits on 1.7 acres. This home has over 2500 sq ft of living space, with 5 bedrooms and 4 full baths. Hardwood floors throughout with ceramic tiles in the kitchen which has a breakfast nook along with a nice sized dining area and pantry. Main level has a wood burning stove along with 3 nice sized bedrooms and two full bathrooms. Downstairs you will find an additional two bedrooms, laundry room, additional bonus room, bar setup. Potential mother/daughter. Water tank two months old, 200 volt electric, roof 8 years old, solar panels are owned. Once you step outside you will enjoy the huge deck great for entertaining with a bar and tv setup. The large yard is private, wooded and fenced in. Plenty of parking in the large driveway. Great commuter location. A must see...

Type:
Condo
Sq.Ft.:
1,376
Status:
Active
Beds:
3
Year built:
1988
Baths:
2.00
MLS#:
H6116232
Subdivision:
Windridge Ii

ADDITIONAL INFORMATION

Sweet end unit in Windridge II with updated features. Entering the unit you will find a lavatory to your left and the kitchen to the right. Morning sunshine fills this ample work area with a breakfast nook. To the rear of this unit finds an open concept living area with a dining area and large living room that open to your private back yard patio. The laundry room is conveniently located on the first floor accessed from the main hall. The second floor will find 3 bedrooms with plenty of natural light and ample closet space with a full bathroom The front bedroom is currently being used as a home office. The largest bedroom is to the rear of the unit and offers double closet's. Ceiling fans and lights in the bedrooms assist with heating and cooling. A fantastic unit in Windridge II offers a pond for paddle boats and kayaks, an in-ground pool, clubhouse and so much more. New roof and siding. Owner is seeking housing and sale is contingent upon seller finding suitable housing.

Type:
Single Family
Sq.Ft.:
1,205
Status:
Active
Beds:
3
Year built:
1945
Baths:
1.00
MLS#:
202118906

ADDITIONAL INFORMATION

Cape style home on .91 acres of land. 3 beds, 1 bath w/ two car detached garage. Large fenced in front yard and close to the Schroon River. Loft area on second floor perfect for office or crafts. With a little TLC this could be the perfect Adirondack Getaway. Easy access from I87. Being sold "as is"

Type:
Single Family
Sq.Ft.:
4,396
Status:
Active
Beds:
4
Lot size:
5.1 Acres
Year built:
2001
Baths:
4.00
MLS#:
H6112865

ADDITIONAL INFORMATION

Paradise awaits!! IMPRESSIVE MOVE IN ready (4) Bedroom colonial nestled on FIVE private acres & Wawayanda creek within Warwick School District is a commuters dream and has everything you're seeking and more! Inviting covered front porch connects to a sun drenched three season room wrapped with walls of windows, two story foyer graced with gorgeous hardwood floors that run continuously throughout the open floor plan. Large Walk up unfinished attic with windows, oversized bonus room and walk out full finished basement w/ bathroom provides additional living and flex space one dreams of. You'll feel the SOLID craftsmanship the minute you step inside...Well built home, pride of ownership shows throughout just needs some updating- new boiler installed (2019). Opportunities like this don't come along often, especially in this market! Schedule by appointment **Warwick School District**

Type:
Single Family
Sq.Ft.:
1,296
Status:
Active
Beds:
3
Year built:
1994
Baths:
1.00
MLS#:
202118439

ADDITIONAL INFORMATION

Forget the yard work! Bring your boat or favorite golf clubs and enjoy! There's little outside maintenance to do on this tiny lot with an adorable 3-bedroom 1 bath cape. There are beautiful hardwood floors and spacious rooms all tastefully done. Enjoy quiet times inside, outside sipping something on the rear deck with the babbling brook rolling by, or hook up the boat for a day on any of the nearby lakes. It's only 5 min to I-57 or 20 minutes to Gore for winter fun. It's absolutely move-in condition and fully furnished.

Type:
Single Family
Sq.Ft.:
2,704
Status:
Active
Beds:
4
Lot size:
5 Acres
Year built:
1993
Baths:
3.00
MLS#:
H6115374

ADDITIONAL INFORMATION

WOW! It's hard to find a brilliantly located, spacious, open and bright colonial on such a majestic 5-acre piece of park-like property. The home is large, with a wrap-around deck, open floor plan, living room, formal dining room and a den with a wood-burning stove. The kitchen is very large featuring a spacious eat-in area. The home is built well with high-quality construction materials and extra enforcement. Looking for property? The quality and usability of the 5-acres property trumps most. Enjoy 3 trails for hiking and mountain biking! There is an open meadow, stream-fed pond and views of sugarloaf mountain. It's adjacent to state-owned land, so it's protected by a no-build zone. Easy commute to NYC and close to major shopping and restaurants. Don't miss this one. It's a gem!! Located in the Monroe-Woodbury School District.

Type:
Single Family
Sq.Ft.:
1,080
Status:
Active
Beds:
3
Year built:
1988
Baths:
2.00
MLS#:
202118213

ADDITIONAL INFORMATION

An Absolutely wonderful escape from everything troubling you in this world today. A beautiful and3 very private, serene setting with the Schroon River's Expansive view as your backdrop. Pull up your Adirondack Chair and take in all that the River and it's peaceful sounds has to offer. Launch the canoe, kayak or boat from your own dock and begin your adventure fishing, exploring, or just paddling your way (with a short carry over) into the lake. Enjoy the journey as you see Blue Heron, Eagles, and a bevy of other River wildlife as you navigate your way through the winding excursion into the Lake. Finally, finish off the expansive lower level with 9' ceilings for your family's entertainment space. ENJOY being one with Nature in your very exclusive, and very private River Front Home.

Type:
Single Family
Sq.Ft.:
2,900
Status:
Active
Beds:
6
Lot size:
1.2 Acres
Year built:
1890
Baths:
2.00
MLS#:
202118023

ADDITIONAL INFORMATION

INCREDIBLE, MUST SEE INTERIOR ADIRONDACK STYLE HOME (6 bedrooms w/huge closets, 2 bathrooms) w/ income producing cabins on property. ALL buildings have been renovated, this is not a rehab property. Wood sourced from local mill MANY UPDATES & UPGRADES. Home is an ideal primary residence or a wonderful 2nd home for year-round fun. Plenty of room for friends & extended family. RENTALS CAN PAY ALL BILLSs! The crystal clear water of Loon Lake Public Beach is directly across the street plus the beautiful waterfall along with the public boat launch. Just 20 minutes from Lake George Village & Gore MT. in the pristine Southern Adirondacks. 40+ people can be accommodated; total square footage for entire property is 6900 , which equals $99 per square foot. ONE OF THE BEST BUYS IN THE REGION!

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 to beautiful 81 Ridge Road,a 2400 sf 4 bedroom Ranch conveniently located 3 miles to major commuter routes to NYC & Orange County, NY. If you ever dreamed of owning your own manicured 1 acre yard with a garden full of love, well here it grows amidst mountains and sensational sky top views.This sweet home boasts vaulted ceilings throughout, a Master en suite, fabulous new master bath and additional adjoining room for office/nursery. The spacious kitchen with double doors leads to your 1 acre yard to pick vegetables or flowers for the day. The pellet stove at center of the home will keep your living space toasty warm throughout any season. A mud/laundry room is perfectly situated at second entrance. A living room a wood burning fireplace is another great space to entertain. The 3 remaining bedrooms with vaulted ceilings allows the sunny views to shine through! The fabulous gardens speak for themselves, raised beds, weed protected with full rubber matting. The pellet stove and solar panels will keep your utility costs low year round!!

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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


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

© 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.

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