Chester NY Real Estate & Homes for Sale

The median home value in Chester, NY is $392,200. 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 $392,200. 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.:
3,202
Status:
NEW LISTING
Beds:
4
Lot size:
6.36 Acres
Year built:
2022
Baths:
4.00
MLS#:
H6193606

ADDITIONAL INFORMATION

Brand new stunning homes being built in an 8 lot subdivision. Fully loaded; these homes include all the high end materials and finishes most builders consider extras such as full spray foam insulation, central vac, tesla charging in the garage, etc, etc(these homes include it all). Come see the smart floor plans that boast beautiful open floors and smart room layouts. There is also a bonus unfinished attic area that could be finished in the future to add an additional 400 sq/ft on top of the 3202 sq ft! Just a minute outside of the Sugar loaf Village with Warwick schools! Located next to the Sugar loaf mountain within walking distance to the hiking trails that will bring you to the top! Close vicinity to 17 for those who commute for work.

Type:
Condo
Sq.Ft.:
1,670
Status:
NEW LISTING
Beds:
3
Year built:
1979
Baths:
3.00
MLS#:
H6194673
Subdivision:
Windridge

ADDITIONAL INFORMATION

WOW! Beauty and elegance wrapped into this fabulous townhome in Windridge. Nestled in a quaint setting behind the rustic exterior unfolds a stunning home that anyone would be proud to call their own. A sunlit open floorplan offers a spacious living room/dining room combination and a fabulous kitchen, from the s/s appliances, to the quartz countertops, to the art deco back splash this beauty backs up to the community lake where you can enjoy life's simple pleasures. Whether lounging or canoeing, let the calmness draw you in. Upstairs offers a master bedroom with newly renovated full bath, an additional two bedrooms and an additional full bath. Partially finished basement and storage area give you additional square footage, and one of the few that have a carport. All the luxury and space of a house, without the maintenance! The community offers a pool, basketball courts, tennis and tot lot. Just close enough to main highways, and located in the Monroe Woodbury School District.

Type:
Condo
Sq.Ft.:
1,084
Status:
NEW LISTING
Beds:
2
Year built:
1987
Baths:
1.00
MLS#:
H6194633
Subdivision:
Whispering Hilils

ADDITIONAL INFORMATION

Fully Renovated Unit in Whispering Hills! Updated Kitchen, Refrigerator, Dryer, Washer, Dishwasher, and Hot water around 2019 to 2020. All Wood Floors with good location to commute to manhattan with the bus. The property is close to the Playground and has a pool and gym in Condominium. Close with Legoland and Woodbury outlet and all other shopping store and highway. This unit has two flower bed near front door where you can plant flowers or vegetable.

Open House:

Saturday, 6/25 9:00-12:00PM

Type:
Single Family
Sq.Ft.:
2,412
Status:
NEW LISTING
Beds:
3
Lot size:
1 Acres
Year built:
1971
Baths:
3.00
MLS#:
H6192946

ADDITIONAL INFORMATION

What Could Be More Perfect Than This Meticulously Maintained Raised Ranch!! With 3 Bedrooms, 2.5 Baths And A 3 Car Garage, All On An Acre Of Land There Is Room For Everyone And Everything To Call It Home. Gather Around The Fireplace In The Formal Living Room Or Host Game Night In The Family Room. There Are Even Harwood Floors Under The Carpets. Prepare A Feast In The Large, Open Eat In Kitchen W/ Granite Counter Tops, Maple Cabinetry And Stainless Appliances & Serve The Meal In Your Formal Dining Room. Sit Out Back On Your Oversized Deck Sipping A Cocktail Or Take Refuge From The Weather In The Covered Screened In Sitting Room. Share Some Quiet Time Swinging Under The Stars In The Beautiful Large Pergola In The Yard Or Work On A Project In One Of The 3 Garages. Surrounded By Lovely Landscaping And Beautiful Stone Patio Work This Home Will Charm You Instantly. Located Within Warwick Valley Schools & An Hour To NYC, Don't Miss This Opportunity To Live In The Beautiful Hudson Valley!

Type:
Single Family
Sq.Ft.:
1,530
Status:
NEW LISTING
Beds:
3
Lot size:
5.68 Acres
Year built:
1940
Baths:
2.00
MLS#:
202220803

ADDITIONAL INFORMATION

This well cared for 3 bedroom 2 full bath home sits on 5+ acres of nice level land. Featuring many upgrades including new master bath, new flooring upstairs and down, back interior porch renovation, and new windows. Hardwood floors adorn the living room which features an LP stove for the chilly evenings. Enjoy the Chef's Kitchen with breakfast nook and plenty of built-in shelves, pantry and nooks; huge outdoor deck that was reinforced for a hot tub, and enclosed front porch entryway. Located 10 min from I-87 X26 as well as Minerva Lake, 10 min from North Creek, 15 min to Gore and 30 min to Lake George. Home is being offered fully furnished and ready for you to call it home!

Type:
Single Family
Sq.Ft.:
1,606
Status:
NEW LISTING
Beds:
3
Lot size:
0.37 Acres
Year built:
1850
Baths:
2.00
MLS#:
H6192406

ADDITIONAL INFORMATION

A unique opportunity to purchase a historical home in the Village of Chester, NY. This 1850s house sits on a lovely parcel of land with a stone fence, flowering trees, bushes, and gardens. Walking distance to the bike trail, coffee shops, breweries & the bus stop to NYC. Some of the many recent upgrades include a designer kitchen, conversion to town sewer, new appliances, professionally installed water feature, renovated carriage house, storage sheds, and an upgraded electrical system. Enjoy the solitude and beauty of the lovely backyard while being close to everything the Hudson Valley has to offer. Absolutely Charming!!

Type:
Single Family
Sq.Ft.:
1,816
Status:
NEW LISTING
Beds:
3
Lot size:
24.51 Acres
Year built:
2010
Baths:
2.00
MLS#:
202220686

ADDITIONAL INFORMATION

Beautiful custom built home on Loon Lake! This is a 3 bed/2 bath 1,900 sq ft home that sits on 24 acres with an attached two car garage. Private, secluded & direct Lakefront! Gorgeous landscaping & gardens. Enjoy the chilly nights in the hot tub overlooking the lake & mountains. Not a neighbor in sight! A lakefront screened in cabana, dock for kayaks & small row boat. Two sheds for extra storage. Generator & wood stove. Excellent condition. Book your appointment now for private showing!

Type:
Single Family
Sq.Ft.:
1,408
Status:
NEW LISTING
Beds:
3
Lot size:
1 Acres
Year built:
1962
Baths:
1.00
MLS#:
H6193282

ADDITIONAL INFORMATION

Well maintained brick ranch sitting on a full acre of level property. This home has many updates, but still needs some work. Large main bedroom and 2 additional good size bedrooms, renovated bathroom, updated kitchen, dining room and hardwood floors throughout. There is an above ground pool in the back yard. This home is being sold "as is."

Type:
Single Family
Sq.Ft.:
2,511
Status:
Active
Beds:
3
Lot size:
1.9 Acres
Year built:
1995
Baths:
3.00
MLS#:
H6193230

ADDITIONAL INFORMATION

Home is in need of repair and is in as is condition. "Sold as is"

Open House:

Sunday, 6/26 1:30-3:30PM

Type:
Single Family
Sq.Ft.:
2,184
Status:
Active
Beds:
6
Lot size:
0.64 Acres
Year built:
1968
Baths:
3.00
MLS#:
H6191335
Subdivision:
Surrey Meadows

ADDITIONAL INFORMATION

Welcome home to this wonderful Colonial in highly desired Surrey Meadows! Tucked away in a beautiful neighborhood yet close to everything. The main level of this home boasts an open floor plan living room, dining room, kitchen with hardwood floors and tile throughout. The family room on the main floor has a built in bar for all your entertaining needs! Upstairs you will find six bedrooms! Two of the bedrooms are separated on there own wing of the house with a half bath for added privacy. Perfect for in law suite / au pair or a separate area for work / play. Plenty of room for everything and everyone. Lovingly cared for and well maintained! NEW furnace AND whole house generator! Garage with bonus workshop for the hobbyist at heart. Large fenced backyard with above ground pool and sheds that backs up to green space. Close to shopping, schools, restaurants, wineries, breweries, farm to table, skiing - everything the beautiful Hudson Valley has to offer! Great for commuters! Near major highways and public transportation! Taxes do not include Star exemption! Schedule your tour today this home will not last!

Type:
Single Family
Sq.Ft.:
4,400
Status:
Active
Beds:
4
Lot size:
5.1 Acres
Year built:
1998
Baths:
4.00
MLS#:
H6191611

ADDITIONAL INFORMATION

This "Grand" Colonial home (4400 sqft) offers a stunning two-story entry, open floor plan, vaulted ceilings & floor to ceiling windows. (wonderful mountain views) Formal living & dining rooms, Chefs kitchen w/custom cabinets, SS appliances & plenty of counter space incl. a center island. Family room boasts great views,vaulted fireplace & French doors to the backyard paradise. Elegant Master bedroom w/large private bath & fabulous walk-in-closet. 3 more generously sized bedrooms. Darker wood stained oak flooring throughout the downstairs. 5+ private, manicured acres, inground 20x44 heated pool; recently replaced pool liner, heater & filter.The flagstone & concrete patio along with a large grassy area offer great outdoor space. The lower-level area adds great additional living space. This private paradise is conveniently located to commuter locations, Warwick Schools, wineries, restaurants.

Type:
Single Family
Sq.Ft.:
3,080
Status:
Active
Beds:
3
Lot size:
1 Acres
Year built:
1996
Baths:
3.00
MLS#:
H6192687

ADDITIONAL INFORMATION

This beautiful Cape Cod home sits in a valley with stunning sunrise views over Goosepond Mountain Preserve in your front yard & sunset views from your back deck (with remote awning) to relax & unwind. Newer paver walkway & steps to the entry with 9' ceilings. 2 Bedrooms conveniently located on the 1st floor with a full bath, living room, spacious kitchen that offers, Tile floors, SS Samsung appliances & Dining area w/HW floors & fits the whole family. Sliders to your deck overlooking your peaceful 1 acre lot. Master Bedroom upstairs with a huge Jacuzzi bathroom & Large Office/Den Plus tons of closet space. 2 Zone(Lennox) Central Air Plus a Generator! Wait til you see this Tremendous 1200 square foot walk out basement, Perfect Man Cave/She Cave/ Play Room/ Home Theater or Living Level, Granite Bar Area and Laundry Room. This home is on a Perfectly flat 1 acre parcel overlooking farmland & you can hike on the Goosepond Mountain Preserve & enjoy nature at its best!!! Chester schools. Best commuter location-60 miles from NYC. Water softener with a whole house filtration & UV light. Updates include: UG tank removed(20), Basement fin(12), Bath basement(14), Roof 30yr(11), Generator(10)- Generac Standby Generator (automatic switchover) , Bsmnt System(08), C/A(08), 2nd flr(06), Garage(04) & Deck(99)

Type:
Single Family
Sq.Ft.:
1,838
Status:
Active
Beds:
4
Lot size:
0.37 Acres
Year built:
1976
Baths:
2.00
MLS#:
H6183810
Subdivision:
Lake Hill Farms

ADDITIONAL INFORMATION

This beautiful Monroe Woodbury School District home in Lake Hill Farms is just waiting for you to move in! Loaded with features and incredible updates ! 4 bedroom 2 bath! On the main level your new home features an open floor plan which includes family room w/ fireplace, newly renovated full bathroom, completely upgraded open kitchen with upgraded cabinets, stainless steel appliances, custom backsplash and granite countertops! Additional sun filled family space off of the kitchen creates the perfect place to entertain! Relax in the lower level recreation room! Lower level also offers additional renovated bathroom, laundry and home office. Enjoy the outdoor space on either your large back deck or paver patio in the front yard providing the perfect space for entertaining/ relaxing. Minutes to Greenwood Lake, Warwick, Wineries, award winning restaurants, Lego Land, Woodbury Commons and all major commuting routes. So many reasons why this home should be top of your list! Call today this one will NOT last!

Type:
Single Family
Sq.Ft.:
1,582
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1971
Baths:
2.00
MLS#:
H6171823

ADDITIONAL INFORMATION

Custom home, built to last in desirable Chester NY. First time on the market. Set back for privacy. Four bedrooms, two baths on 1 private acre. The home has been gently used and well cared for. Three levels, plus a basement with Bilco doors. Multi level decks lead you into the sun-drenched living room, adjacent to the generous eat-in kitchen that overlooks a private backyard and back deck. The upper level offers three bedrooms, a full bath, and additional attic storage. The family room is on the lower level along with an additional bedroom and bathroom with a shower, walk out to the garage or backyard. Close to schools and shopping, a short drive to Greenwood Lake. Many original features remain, bring your imagination! Pre qualified buyers only. Cameras in use.

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Lot size:
0.03 Acres
Year built:
1984
Baths:
3.00
MLS#:
H6192104
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

Tired of renting? Want to own your own property but aren't ready for the commitment to exterior maintenance? You're in luck! Located in the very desirable Whispering Hills complex in Chester, NY, which has a community swimming pool and full gym located in the clubhouse. This corner unit townhouse has everything you want and then some! There's a TWO car garage with storage space attached to the property, half bath on the first level, so guest don't have to walk all over your home just to use the bathroom, a full bath upstairs AND the master has its own private bathroom with a shower. Want to enjoy some fresh air? Step outside to your patio where you can enjoy a nice breeze and catch some sunshine. Now the only thing truly missing is you ! Come take a peak at your future home.

Type:
Single Family
Sq.Ft.:
648
Status:
Active
Beds:
2
Lot size:
0.15 Acres
Year built:
1950
Baths:
1.00
MLS#:
H6191827

ADDITIONAL INFORMATION

This charming and well maintained single family home sits on a 60 ft X 109 ft corner lot with lush landscaping and mature trees. One level layout consists of kitchen, dining room/living room, two bedrooms, and one full bathroom. Added bonus includes sunroom with plenty of natural light. Hardwood flooring throughout, central air, central heating, full attic, paved driveway and storage shed. Enjoy access to Walton Beach and just a short drive to Greenwood Lake. Monroe-Woodbury school district and school bus stop located on the corner. Perfect for first time homebuyers! Easy to show, call us for an appointment today!

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
H6191676
Subdivision:
Whispering Hills!

ADDITIONAL INFORMATION

WHISPERING HILLS! END UNIT!! Largest Model! Great Location in Complex! Two Level Living! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen with Sliders to Patio! Master Bedroom Suite with Walk In Closet! Living Room with Fireplace! Hardwood Floors! Skylight! Central Air! Country Club Living! Two Clubhouses! Two Pools! Tennis! Basketball! Tot Lot! Dog Walk! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways!

Type:
Condo
Sq.Ft.:
1,320
Status:
Active
Beds:
3
Year built:
1979
Baths:
3.00
MLS#:
H6187699
Subdivision:
Windridge

ADDITIONAL INFORMATION

A/O 6/13 still showing for backup! townhouse in Windridge community with pond views! Main Floor Open floor plan with wood burning fireplace in dining area great space for entertaining. Sliding doors lead to private patio and views of the pond. Well equipped kitchen with granite counters, stainless high end appliances. Half bath and laundry on main level. Hardwood throughout home. Association mows lawn/shovels snow. Amenities include clubhouse, pools, playground, tennis, basketball, and lake access for fishing.

Type:
Single Family
Sq.Ft.:
1,644
Status:
Active
Beds:
3
Lot size:
0.44 Acres
Year built:
1976
Baths:
2.00
MLS#:
H6190653

ADDITIONAL INFORMATION

Welcome to Lake Hill Farms! It's a wonderful thing to be off of busy roads and tucked away in a quiet neighborhood. Located within the Monroe Woodbury School District, it's just on the outskirts of a busy town, making for a great commuter location. Enjoy privacy within the fenced-in back yard. Enclosed you'll find a lovely patio beneath a raised deck (perfect for 2 levels of entertaining), as well as an above ground pool, mature landscaping, and mountain views from the raised deck! This updated raised ranch is only 1.4 miles away from the Appalachian hiking trail, 13 miles from Harriman State Park, and 9 miles away from The Woodbury Common Premium Outlets.

Type:
Single Family
Sq.Ft.:
2,068
Status:
Active
Beds:
4
Lot size:
0.28 Acres
Year built:
1976
Baths:
2.00
MLS#:
H6189275
Subdivision:
Lakehill Farms

ADDITIONAL INFORMATION

Peace,& Tranquility awaits you at this updated home in a cul-de-sac at the end of the road and backing up to 100 acres of recreational woodland. Need room? there are four bedrooms and an office/den, open kitchen with skylight, granite, black stainless appliances and breakfast bar, large dining and living room. Super large family room that walks out to the large wrap around trex deck. New bath with tile shower and frameless glass enclosure. paving stone walkway, crown molding, central AC and municipal services.

Type:
Single Family
Sq.Ft.:
1,650
Status:
Active
Beds:
3
Lot size:
0.58 Acres
Year built:
1967
Baths:
1.00
MLS#:
H6189894

ADDITIONAL INFORMATION

This 3 bedroom home is situated on a half acre of property which abuts to Goose Pond Nature Preserve, providing additional privacy. Located on a quiet street, this well built home offers original hardwood floors throughout most of upper level of the home. As you enter the home there is a large Livingroom with a fireplace and a Kitchen with a separate dining alcove. Enjoy extended living space in the 550 sq. ft. partially finished basement which includes an office, large family room/exercise room, Laundry room, large pantry, and extra large storage area. Enjoy the large front and back lawn for summer activities and the shade under the Pergola on your back double deck for family barbeques and parties. The two car detached garage with a cement floor is an added bonus. This home boasts many upgrades. It is located near restaurants, shopping, malls, hospital, bus route, train station with easy access to major highways. Approx. 60 miles to NYC.

Type:
Single Family
Sq.Ft.:
2,646
Status:
Active
Beds:
6
Lot size:
1.7 Acres
Year built:
1975
Baths:
5.00
MLS#:
H6188834

ADDITIONAL INFORMATION

Beautiful house sitting on 1.7 acres of land in Chester. The home is in the Monroe Woodbury school district. There is 2646 sqf of living space which includes living room, kitchen, dinning room, sun room with big windows that bring in plenty of natural lighting (could be used as an extra bedroom) and six bedrooms the master bedroom is on the first floor with a full bath four more bedrooms on the 2nd level with one having another full bath one more full bath is in the hallway. The basement has another bedroom, kitchen, living room and full bath with a door that leads outside. This home is perfect for a big family or a growing one. it's in a quite desirable neighborhood that is great to raise a family you don't want to miss out on a chance to grab this gem.

Type:
Single Family
Sq.Ft.:
2,654
Status:
Active
Beds:
5
Lot size:
5 Acres
Year built:
1993
Baths:
3.00
MLS#:
H6187411
Subdivision:
Black Meadow Farms

ADDITIONAL INFORMATION

Welcome to 150 Odyssey Drive! Spectacular sun filled residence resting on a park like 5 acres with endless trails for all your outdoor adventures. This classic center hall colonial sits off a private road perched up on a knoll overlooking mountain views in the prestigious Black Meadow Farms Estates in the desirable Warwick School District. This amazing home offers over 2650sq.ft. of living space with 4 bedrooms, 3 full bathrooms and conveniently located on the first floor 5th bedroom alongside a full bath, great for an extended family or home office. When you enter this fabulous home filled with bay windows, hardwood floors throughout and an open floor plan you will instantly feel like you are at home. Take a moment, relax on the front porch, and enjoy the views! The two-story entryway leads to a kitchen with a peninsula, pantry, and a breakfast nook with sliding doors to a back deck. Sunken in the family room with a cozy wood burning fireplace and sliders to the back deck. Plenty of room for family gatherings with the spacious living room and dining room and huge backyard. Second story offers a master bedroom with vaulted ceilings, palladium windows, walk-in closet and large bath with soak in tub and tiled shower, 3 bedrooms and main hall bath. Full basement, oversized two car garage and attic for all your storage needs. Get away from all the hustle and bustle and thrive in a country living at its best. Just 3 minutes from the heart of Chester where you can enjoy the farmers market, quaint shops, eateries, shopping, local restaurants, cafes, cultural and recreation activities, and public transportation. Friendly small hometown charm yet only 50 Miles from NYC. Enjoy everything that the Hudson Valley has to offer; Legoland with Water Park, West Point, Culinary Institute, Bear Mountain Park and Zoo, close to Appalachian and Heritage Trails, Mt. Peter Skiing, Golf Courses, Orchids and Wineries, Garnet Heath Medical Center, NY -17, NYS-87, I -84, NJ-17, Metro North Trains, Port Authority buses and so much more.

Type:
Condo
Sq.Ft.:
1,698
Status:
Active
Beds:
3
Year built:
1997
Baths:
3.00
MLS#:
H6189318
Subdivision:
Windridge

ADDITIONAL INFORMATION

A/O Easy maintenance free living in this end unit Windridge Townhouse! Relax in the quiet shaded yard overlooking the pond! First floor features living room - dining room combination with gas fireplace, kitchen with nook area, laundry. Dining room has sliders that walk out to backyard patio. Second floor features 3 bedrooms and 2 full baths. Main bedroom with balcony, walk in closet and full bathroom. 2 more bedrooms and full bath. One car garage with garage door opener. Excellent commuter location! Close to transportation and shopping!

Type:
Single Family
Sq.Ft.:
1,994
Status:
Active
Beds:
4
Lot size:
0.28 Acres
Year built:
1977
Baths:
3.00
MLS#:
H6189113

ADDITIONAL INFORMATION

MINT CONDITION!! Move Right In with Nothing to Do! 4 Bedrooms! 2 1/2 Bathrooms! Updated Eat In Kitchen with Granite Counter Tops! Master Bedroom! Updated Bathrooms! Living Room! Dining Room! Over Sized Trex Deck and Above Ground Pool! Great for Entertaining! Family Room with Fireplace! Basement is Finished with Endless Possibilities! Gleaming Hard Wood Floors! Freshly Painted! Close to Major Highways, Buses, Trains & Shopping!

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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. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2022, 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

© 2022 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. Per New York legal requirement, click here for the Standard Operating Procedures.

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