Chester NY Real Estate & Homes for Sale

86 Properties Found

The median home value in Chester, NY is $270,000. This is higher than the county median home value of $208,300. The national median home value is $185,800. The average price of homes sold in Chester, NY is $270,000. Approximately 79.03% of Chester homes are owned, compared to 19.23% rented, while 1.74% 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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Beds:
4
Baths:
3.00
Sq.Ft.:
2,052
Status:
NEW LISTING
MLS#:
4848270
Type:
Single Family-Detached
Lot size:
6.1 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Here it is! enjoy your re-birth of this 80s colonial set on over 6 quiet acres on sought-after cul-de-sac. Positioned privately from the road, yet convenient to all services. The entire rear is a park-like setting with 36' decking surrounding the in-ground pool oasis. The backdrop is loaded with privacy. Newly installed baths, oak flooring and slate floors. Room in the garage for a workshop with rear entrance to shangrila. The master bedroom is roomy with walk in closet and full bath. Plenty of opportunity to make this home your own. Kitchen has updated stainless appliances and a 30' living/family room with sliders to the expansive decking in rear. Don't miss out on this great price and great location.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,904
Status:
Active
MLS#:
4847141
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Blooming Realty
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You'll love the unique layout of this home! Yes, it's a bilevel, Perfect for Mother/Daughter or Home Office. Incl. 4 bds, 2.5 bath, Formal Dining room, Eat in kitchen. Master bedroom with master bath. Sparkling hardwood floors. Cozy family room with brick fireplace., plus large den and Full bath in lower level. Laundry room. Over-sized one car garage. Come see it!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4832943
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: R2M Realty Inc
View additional info

Welcome Home to Whispering Hills! One of Orange Counties Established Premier Communities. This Townhouse has the LARGEST layout, GREAT DESIGN and a CORNER LOT. Two levels of SPACIOUS townhouse living featuring your own private TWO car garage with LOADS of STORAGE. Features include: Hardwood Floors, BEAUTIFUL Updated Bathrooms, Walk-Out Patio from Updated Kitchen with separate Dining Area. Living Room offers a CUSTOM Entertainment Center and Distinctive Fireplace. Laundry Room on the first floor. Second Level includes Master Bedroom with it's Beautifully Private RENOVATED FULL BATHROOM and ample closets; Two LARGE Additional Bedrooms with UPDATED CONTEMPORARY FULL Bathroom. Wider Hallway allows for Multi Purpose use (Office/Sitting Area). Steps away from amenities - CLUBHOUSES (Great for entertaining), POOLS, TENNIS COURTS, BASKETBALL COURTS, WALKING TRAILS, PLAYGROUNDS, DOG PARKS. Direct Commutes to NYC. Close to local shops, Woodbury Commons, Wineries, Farms, and Outdoor Activities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,913
Status:
Active
MLS#:
4846106
Type:
Single Family-Detached
Lot size:
0.73 Acres
Year built:
1977
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

LOW TAXES!!Chester with Monroe/Woodbury schools! Split level with contemporary flair; 2 story foyer! State of the art new "Chef's" island country eat-in kitchen! An abundance of cabinetry with granite & ceramic surround! Dual stoves w/dual hoods! Dual sinks with 1 being within the island! Sparkling HW flooring! Kitchen with sliders to deck overlooking fenced backyard & garden! Beautiful views of fields to live for + only minutes to "Heritage Trail" perfect for biking or jogging from Monroe to Goshen! New main / hallway bathroom with dual shower heads & radiant heat in flooring! Sun-filled master bedroom on main level + additional BR presently used as office / den! Lower level has bedroom + den & sizable family / entertainment room! Central air! Attached garage & plenty of driveway parking! Commuter friendly! Just minutes to Rte 17, Monroe Park & Ride + Harriman Train Station, NYS Thruway, Woodbury Commons, Orange Regional Med Center & more! Needs minor TLC, but PRICE reflects this!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,114
Status:
Active
MLS#:
4847777
Type:
Single Family
Subdivision:
Surrey Meadows
Lot size:
0.35 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Mary Jane Pastor Realty, Inc.
View additional info

Foreclosure alert! 3,144 square foot Colonial home with 4 bedrooms and 2 full bathrooms and 1 half bathroom in Chester! Level 1: living room, updated kitchen with granite countertops and new stainless steel appliances, dining room, den/office, family room, 1/2 bathroom and extra bonus rooms. Level 2: master bedroom with bathroom, 3 additional bedrooms and a full hall bathroom. This house was built in 1968 and sits on 0.35 acres.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,680
Status:
Active
MLS#:
4847545
Type:
Single Family-Detached
Subdivision:
Woodbridge Estates
Lot size:
1.6 Acres
Year built:
2000
Courtesy: Weichert Realtors
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On quiet end of cul de sac - 4 bedrooms 2 ½ bath Open floor plan kitchen into into Great room with fireplace. Screened in porch. Enjoy a quiet neighborhood and scenic views. Sale will include tenant lease of $2,500 which ends May 31, 2019.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,090
Status:
Active
MLS#:
4847695
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

2 Story 2 Bedroom Townhouse style located in a great setting * It is facing a lawn and trees ! Granite Counters * in Kitchen and Bathrooms Very Private! This home features nice sized living room and dining room * Recessed lights* Sliding glass doors to your patio * Laundry area with beautiful washer and dryer included * 2 good sized Bedrooms and skylight in the upstairs hall , Central air, Fireplace Municipal water and Sewer too !! and a 2 car garage with new doors put in 10/11/2018 interior access. Commuter bus comes right into the complex. Complex offers many amenities including 2 pools, 2 clubhouses, fitness center, basketball court, waling trail and playground.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,788
Status:
Active
MLS#:
4847376
Type:
Single Family-Detached
Subdivision:
Kings Tract
Lot size:
0.28 Acres
Year built:
1968
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
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Updated split level home on quiet cul-de-sac and Monroe-Woodbury school district. Renovated and remodeled in 2015 and now new energy efficient furnace, new hot water heater, and solar panel lease. Gleaming hardwood flooring, spacious rooms, and great yard! Home features large formal living room and country eat-in kitchen and dining room with skylights! Skylight also in main bathroom with granite counter top, tile shower and jetted tub & heat lamp! Bedrooms have gleaming hardwood flooring and nice size rooms. Recreational/family room is a great space for games, parties, and more...the bonus it a wet bar for entertaining. Convenient door to back trex deck and back yard fun! Chester location for easy commuting access and close to everything! Must see and won't last! Shown by appointment only with notice.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,004
Status:
Active
MLS#:
4847176
Type:
Single Family-Detached
Lot size:
1.8 Acres
Year built:
1863
Courtesy: Weichert Realtors
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Own a piece of local history, Oodles of Charm await...and affordable too. Fall in love with this Picturesque Farmhouse built in 1860's, with 3 Bedrooms, 1 Bath, Its set on 1.8 level acres. This home is for the person that loves primitive & simple living. It has an Eat in Kitchen, Wood flooring, Wonderful Hand Hewn Beams throughout. The land is fantastic and also has a fenced area which could be for a garden or as its used currently, a Dog Pen! Exterior Barn for the hobbiest. The home as many updates inc new septic in 2016, windows replaced in 2007. Roof was replaced in 2005. Local to Shopping, Restaurants, This Orange county home has much to offer. It would make a great year round or weekend home. Use your imagination. you are invited to take a peek. Serious Inquiries only. Home sold As Is.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4847198
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

HELLO COMMUTERS!!!!WHAT A BARGAIN...â¦.Spacious Oversized End Unit Townhouse. This Unit has a large Livingroom, Dining Room and a fabulous kitchen with walk out Patio. Lots of cabinetry and counter space. Close to Train and Bus Stop to NYC. Commuter Bus comes right onto Complex. Huge 2 Car Garage. Lots of Windows and sunlight. Great for shopping, near Woodbury Commons, Walmart, Target and more. Very close to Bear Mountain, many hiking trails and great mountain Views. 2 Clubhouses and Pools; Gym and Playground; Basketball, Tennis and Racquet Ball Courts and 4 Dog Runs.... Hurry a Must See, will not Last Long.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,531
Status:
Active
MLS#:
4846669
Type:
Single Family-Detached
Lot size:
5.3 Acres
Year built:
1987
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Welcome Home to Your Country Estate! Enjoy the privacy of this 4 Bedroom Center Hall Colonial, beautifully situated on 5.2 acres of stunningly landscaped property. This home features an updated kitchen with beautiful quartz countertops, a center island, and new soft close cabinets. Sip your coffee and take in the mountain views under the awning of the two tiered deck overlooking the backyard oasis with in-ground pool. Conveniently located with easy access to the highway and close to Sugarloaf Village, this home has it all. Newer 2-Zone Air Conditioning. Hardwood Floors throughout main living area. Tree-lined driveway.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
4846938
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

Lovely 3 bedroom, 2 bathroom, 1 car garage end unit! Great location, just steps away from the pool and bus stop. Single floor living, offers an open floor plan, plenty of sunlight and vaulted ceilings. The kitchen is brightened by a double window over the kitchen sink, newer cabinets and countertops. The Living room has a fireplace and sliders leading to a private deck. Both bathrooms are tiled and updated with newer toilets & vanities. Large master suite, walk-in closet with master bath and 2 other generous sized bedrooms w/ large closets. Some updates include light fixtures, glass sliding door, hot water heater and entire home has been freshly painted. Easy access to all major highways and shopping. Amenities include 2 clubhouses, 2 swimming pools, tennis court, basketball court, and a tot lot. This unit is just waiting to make someone a beautiful new home. Priced to sell and will NOT last!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
4846223
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.32 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Monroe Realty Center
View additional info

This 5 bedroom 2 bath bilevel with a detached 32'X30' 4 car garage is located in the Surrey Meadows subdivision. Kitchen upgrades include cabinets with Corian countertops and decorative ceramic tile back splash, stainless steel appliances and recessed lighting. Both bathrooms have been upgraded. Other features include 200 amp service, hardwood floors and oak mouldings throughout the upper level. There's LED lighting throughout the house. The sliding door off the dining area leads to your fenced-in backyard. There's a trek deck with PVC railings that over look a 21' round above ground pool, patio area and fire pit. The shed has electric power and has been wired for a generator hook-up. The roof and sheathing were replaced 7 years ago with 45/year architectural shingles. Minutes to Route 17, NYS Thruway and the Woodbury Commons. Located just outside the historic village of Chester, 10 minutes to Orange Regional Medical Center and 55 minutes to NYC, this is an ideal commuter location.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4845675
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Just a short walking distance to the Village of Chester, this 2 Bedroom, 1.5 Bathroom Whispering Hills Condo offers * Duplex living * Galley style Kitchen off the Dining Room with sliding glass door overlooking your own Patio * Powder Room * Living Room with Wood-Burning Fireplace * 1st Floor Washer/Dryer * Central Air Conditioning * Large Master Bedroom with vaulted ceiling and walk-in closet adjoined to a full bathroom * Hallway skylight * Spacious 2nd bedroom * 2-car attached garage with door openers * Garage Storage * NYC Shortline Bus stop right in the complex * Amenities include 2 in-ground pools and tot pools, clubhouse, tennis courts, basketball courts, playground * Close to all, shopping, dining, highways, transportation, NY-17 just 1 minute away * Great Commuter Location * Low Taxes!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4846281
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Largest model available in Whispering Hills with updated kitchen incl Granite counters Stainless steel apl. update 1/2 bathroom Living room with woodburning fireplace. Front loading washer and dryer incl. Large 2 car garage plus space for storage. The second floor has vaulted ceiling in the master suite with newer tiled full bathroom. Two other bedrooms plus full updated bathroom. Three year old Furnace and central air. Pella Sliding door and new storm door. Updated 6 panel interior doors. Plus many other upgrades. Commuter bus walking distance from front door, Pool, clubhouse/gym and walking trails.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,866
Status:
Active
MLS#:
4846149
Type:
Single Family-Detached
Subdivision:
Star View
Lot size:
5.7 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Coldwell Banker Village Green Realty
View additional info

Welcome home to this beautiful and spacious farmhouse style Colonial! Set back from the road, this lovely home sits on 5.7 partially wooded acres on a dead-end road in a quiet and peaceful subdivision known as Star View. Enter into the open and welcoming 2 story foyer and walk down the center hall into the remodeled kitchen with brand new cherry Kraftmaid cabinets and quartz counter-tops. The kitchen opens into a spacious family room and features a wood-burning fireplace. The living room has a doorway leading out to the wrap-around porch. The formal dining room is ready and waiting to host all of your holiday meals. A spacious full finished basement awaits your exercise equipment, media room/man cave, crafting space...you name it! On the second floor a generous sized Master Bedroom and Master Bath with walk-in closets awaits you, along with three other large bedrooms and another full bathroom. Plenty of room for a large family! Come see this wonderful "off the beaten path" home today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,044
Status:
Active
MLS#:
4846307
Type:
Single Family-Detached
Lot size:
0.52 Acres
Year built:
1960
A broker reciprocity listing Courtesy: eRealty Advisors, Inc
View additional info

Opportunity Knocking!! In the heart of Sugar Loaf this home offers so many wonderful options. Excellent layout with the opportunity to bring your own personal touch. Do not miss out on your chance to get a nice house walking distance to shops and restaurants at great price in the Warwick Valley School District.

Beds:
3
Baths:
2.00
Sq.Ft.:
3,040
Status:
Active
MLS#:
4843848
Type:
Single Family-Detached
Lot size:
1.8 Acres
Year built:
1733
A broker reciprocity listing Courtesy: Tuxedo Hudson Realty Corp
View additional info

This 1730's Farm House will capture your heart. Spacious & bright rooms features 1912 irregular width red pine plank floors, other teak hardwoods throughout, exposed early rustic wood beams, and a stunning Blue Stone fireplace with a wood burning stove. Master Bedroom is 16x16.5' and has 11.5x13' closet. Walkup attic offers bonus space. Covered porch off the kitchen, patio off the living room. Relax and enjoy the peace of mind that comes with a newer metal roof, 2018 Furnace, etc. Set back from the road, 1.8 acres offers a private grass lawn, a bountiful vegetable garden, Mature Pear & Apple trees, Large Maple Trees, and 3-garage bays with electric and water. Love the outdoors? The historic 15-mile Heritage Trail passes through your backyard, and Goose Pond Mountain, Harriman, and Bear Mountain State Parks are all within a 5-20 minute drive, with access to boating, lakes, hiking and more. Convenient access to supermarkets, shopping, highways and public transit. Come visit today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4845030
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

LARGEST MODEL! END UNIT! LOW TAXES! Two Level Living! 3 Bedrooms! 2 1/2 Bathroom! 2 Car Garage! Eat In Kitchen with Sliders to Patio! Master Bedroom Suite! Living Room with Fireplace! Central Air! Sky Light! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Tot Lot! Dog Walk!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
4845024
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

PRICED TO SELL!! END UNIT!! LOW TAXES!! Open Floor Plan! 2 Bedrooms! 1 Full Bathrooms! 1 Car Garage! Updated Kitchen! Master Bedroom Suite with Walk in Closet! Living Room with Cathedral Ceiling and Fireplace! Deck! Perfect Commuter Location! Walk to NYC Bus & Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Tot Lot! Basket Ball! Dog Walk! THIS WON'T LAST!!!!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,576
Status:
Active
MLS#:
4844200
Type:
Single Family-Detached
Lot size:
2.3 Acres
Year built:
1989
Courtesy: Weichert Realtors
View additional info

*House Beautiful*You're going to fall in love with this amazing home when enter the door! This is one of the most charming, lovingly cared for, meticulously maintained & gorgeous homes I have ever seen*Enter up the stone paver walkway to covered front porch w/stone wall accents & you see how much love has gone into this home immediately*Kitchen w/updated appliances, sparkling granite countertops & open floor plan to huge great rm! 12x24 addition off great room & breakfast room both w/vaulted ceilings & wains coating on walls* Huge Great rm has custom crafted built-in entertainment center/perfect hardwood flooring/cozy wood burning fplc w/brick surround & French doors* Dining rm ideal for family gatherings w/built-in French pocket doors*All rooms are very spacious & have H/W flrs or ceramic tile*Breakfast rm exits to side covered Trex porch w/River Rock stone wall*Master suite w/new beautiful master bath/white/bright/gorgeous designer décor* Lots of updates*MUST SEE this beautiful home!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,744
Status:
Active
MLS#:
4842023
Type:
Single Family-Detached
Lot size:
0.33 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Century 21 Full Service Realty
View additional info

Charming two story Colonial, built in 2007 and situated on a private street in the Town of Chester. Offers great environment to raise a family. Easy access to Schools, Shopping and Commute to Manhattan. Feature's Hardwood Floors throughout, Family Room, Formal Living Room with Fireplace. Formal Dining Room, Four Bedrooms, Three Full baths, Eat in Kitchen. Deck overlooking private fenced in yard. Above ground Pool, (three years old). Two car garage, Central Air, Vaulted Ceilings, Ceiling Fan. Some TLC needed. All offers welcome!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
4843130
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

End unit with vaulted ceilings Large living room with a fireplace for the chilly eves, private deck for added enjoyment. Formal dining room thast open to the bright airy kitchen that has newer stainless steel appliances. Spacious master bathroom with privacy door to the newly remodeled decor tiled bathroom. There is a second bedroom and plenty of closets. The attached garage makes it an easy entry into the home. NYC Bus stop in the neighborhood and 2 pools, tennis courts, gym and clubhouse. This is close to stores and highways for easy commuting.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,885
Status:
Active
MLS#:
4842154
Type:
Single Family-Detached
Lot size:
4.9 Acres
Year built:
1994
A broker reciprocity listing Courtesy: Green Team Home Selling System
View additional info

Welcome to this beautiful Timber frame (post and beam)1885 sq. ft. home that sits on 4.9 acres of sprawling lawn in the Warwick Valley School System. Solid wood doors and floors are featured throughout this lovely home. Eat-in kitchen with updated appliances, formal dining room, and a living room with a cozy fireplace. On the second level, two bedrooms and a loft(CO in place) for an office or additional bedroom. Home has a spacious deck with an automatic Sunsetter Awning, two large sheds and a two car garage with a loft for additional storage. This property is located minutes from Sugar Loaf, a craftsman village and historic Warwick Village with charming boutiques, fine dining, casual bistros and charming B&B's. Close to highways for commuters. Come visit this beautiful home!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
4842127
Type:
Single Family-Detached
Lot size:
11.4 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Magical retreat on a quiet road, this home in the country of Hudson Valley is on 11.36 PRIVATE acres, located in a peaceful setting. There's a unique silence upon pulling into the driveway which elicits a special kind of calm and comfort. The winter paints a tranquil landscape, while seasonal birds visit and many flowers bloom around the property in Spring, each season brings a new delight. This idyllic home is wonderful for creating special memories with loved ones and to enjoy nearby amenities such as Vera Cucina, Stagecoach inn and Glenmere Mansion (Relias Chateau) to name a few, which makes the location a wonderful respite from a hectic world. Through the kitchen windows of the French Doors, the Heart of this home has a Serene View, perfect for morning conversations over coffee, while the large formal dining room calls for family gatherings. Property also has heated pool, pellet stove and a quarter acre buildable lot, all within 70 minutes to NYC! Schedule a private showing Today!

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The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than the owner of this site are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively 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 © 2018 Hudson Gateway Multiple Listing Service, Inc. AND Hudson Gateway Association of REALTORS, Inc.. All rights reserved.

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