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Chester NY Real Estate & Homes for Sale

72 Properties Found

The median home value in Chester, NY is $265,000. 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 $265,000. 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!
Learn more about Chester Real Estate.


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1–25 of 72 properties displayed
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Beds:
4
Baths:
3.00
Sq.Ft.:
2,552
Status:
NEW LISTING
MLS#:
4817213
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1987
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Tucked away yet minutes from shopping, schools and the commuter bus you will find this Colonial. Enjoy the over sized kitchen with fireplace and doors to the private deck also just steps away from your 2 car garage of which makes it convenient while unloading groceries. There is a formal dining room for large gatherings. Spacious living room and a sitting room that can also be made into a home office. The house has hardwood floors. The second level has 3 large bedrooms plus a master suite that has cathedral ceiling and full bathroom. The basement is unfinished. The boiler and hot water heater is 6 yr old , roof is 10 years old w 50 yr warranty, C/A is 2yrs old

Beds:
4
Baths:
2.00
Sq.Ft.:
1,344
Status:
NEW LISTING
MLS#:
4817780
Type:
Single Family-Detached
Lot size:
0.27 Acres
Year built:
1958
A broker reciprocity listing Courtesy: Owners.com
View additional info

A one story, cape code home with 4 Bedrooms and 2 Baths with approximately 1,344 square feet of living space with an unfinished basement. Built in 1958.

Beds:
4
Baths:
4.00
Sq.Ft.:
5,653
Status:
NEW LISTING
MLS#:
4816157
Type:
Single Family-Detached
Subdivision:
Black Meadow Farms
Lot size:
5.9 Acres
Year built:
2007
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Million dollar views - Million Dollar Home - The Perfect Escape from the average home. This 5200+ sq. ft. home was custom built to bring the peacefulness of the Cape to Orange County. Unique design includes first floor master bedroom, 800+ feet game room with coffered ceiling. Front and back extended porches to enjoy the views that go on forever. Six care garage for the enthusiast . Gourmet kitchen with two ovens, stone walls and pavers for the finished exterior. Full walk out basement. Storage over detached garage. This home has to be seen - This home should be yours!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,294
Status:
NEW LISTING
MLS#:
4816441
Type:
Condo
Year built:
1989
A broker reciprocity listing Courtesy: BHHS Gross & Jansen
View additional info

IMMACULATE TOWN HOME WITH 2 CAR GARAGE. KITCHEN cabinets updated in 2015 and granite counter tops. . Leaving all Appliances and TV,s PLENTY OF STORAGE. NICE SIZE ROOMS.

Open House:

Sunday, 4/29 12:00-3:00PM

Beds:
3
Baths:
1.00
Sq.Ft.:
1,300
Status:
NEW LISTING
MLS#:
4816654
Type:
Single Family-Detached
Lot size:
0.38 Acres
Year built:
1939
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Cape Cod with great views and very well kept. Move in ready! City Water and Sewer, Natural gas. Great move in condition all new appliances as well as many other upgrades. Home is very well maintained. It has a beautiful finished front porch to sit and enjoy some quite time. Formal dining room an great sized kitchen. Home is very clean and organized. Enjoy the above ground pool in the summer with plenty of room for play. Single car detached garage.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,012
Status:
NEW LISTING
MLS#:
4816363
Type:
Single Family-Detached
Lot size:
5.6 Acres
Year built:
2001
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

If privacy is what you desire you must see this lovely 3000+ sq.ft. 4 bedroom Colonial situated on 5.6 acres. Open floor plan, great for entertaining while preparing the treats. Center island, stainless appliances, plenty of cabinets plus a large double pantry. New neutral carpeting, heating system, water purification system, security system and much more. Absolutely the largest master bedroom you could ever dream of offers a sitting area & a large walk in closet. 3 other generously sized bedrooms and 2.5 baths. Hike your own mountain on your private 5+ acre lot. Located near all mass transit, major roads, shopping and dining facilities. Neighbors to the exclusive Glenmere Mansion. 1.7 miles to Route 17k... Taxes do not include the STAR discount..

Beds:
3
Baths:
3.00
Sq.Ft.:
2,268
Status:
NEW LISTING
MLS#:
4816300
Type:
Single Family-Detached
Lot size:
1.1 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Rising Star Realty & Property Management, Inc.
View additional info

Spacious colonial in a terrific location is pushed back nicely from the road. Lush lawn and rocking chair porch in front, deck in back. Full basement features half bath and 2 car garage. Offers w/financing must be accompanied by pre-qual letter and down payment proof of funds; cash offers w/proof of funds. Sold AS-IS. ***AGENTS â“ MUST see confidential remarks and all MLS listing attachments for additional instructions***

Beds:
6
Baths:
4.00
Sq.Ft.:
2,853
Status:
Active
MLS#:
4815968
Type:
Single Family-Detached
Lot size:
0.84 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Realty Promotions Inc
View additional info

MUST SEE to appreciate this impressive 6 bed, 4 baths, stylishly updated colonial style home w/fantastic In-Law suite. This house has a nicely flowing layout & it's ideal for large or extended family. A well-appointed kitchen comes complete w/maple cabinets, granite tops, central island, double pantry & SS appliances. Elegant Family Room w/fabulous stone gas fireplace. Formal L/R & D/R with Anderson French Doors leading to back deck. Exclusive In-Law suite offers Full Bath w/tiled walk-in shower, walk in closet & additional sitting room/bedroom also w/French Doors leading to a deck. On the upper lever elegant Master suite w/master bath, tiled tub area, large closet, 3 other nice size bedrooms & a full bath w/ tub. Wonderful corner lot w/fully fenced in back yard, heated 28' above ground pool, oversized back deck ideal for BBQ and entertaining. 2 car garage, central air, newer heating system. Superb location just minutes from all amenities, highways, shopping, schools and parks.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
4816148
Type:
Single Family-Detached
Lot size:
2.7 Acres
Year built:
1952
Courtesy: Weichert Realtors
View additional info

Move right in to this cozy 2br home on 2.8 acres with a natural setting. This home was renovated in 2014 with all new windows, stainless stain appliances, granite countertops,central air, hardwood floors, new lighting fixtures, new tiled bathroom with granite topped sink and much more. The livingroom area has high ceilings and big windows leading to a large loft type bedroom. The surrounding yard is peaceful and private. All updated and ready for its new owners. Come take a look!!!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,128
Status:
Active
MLS#:
4815893
Type:
Single Family-Detached
Lot size:
2.1 Acres
Year built:
2004
A broker reciprocity listing Courtesy: DiMatteo Realty LLC
View additional info
Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4815154
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

MINT CONDITION! Private End Unit! Location, location, location!!! This Townhome offers 3 Bedrooms and 2 1/2 Bathrooms. Spacious kitchen with SS Appliance & sliding doors leading to a gorgeous expanded stamped concrete patio, great for bbq and outdoor entertaining. Dining area, Living area with a cozy fireplace, laundry and 1/2 bath on main level. New hardwood flooring throughout and tastefully painted. Master Bedroom with Master Bath. Skylight on Second Floor allows for natural light. There are also 2 additional bedroom and a full bath. Lots of Lawn area in the front & side of the home for the Children to play. Wonderful Landscaping's and curb appeal. No issues parking with a 2 car gagage and additional parking steps from your entrance. NYC Bus in complex, close to major highways & shopping! Country club living, clubhouses, pools, tennis, basketball, tot lot and trails. Don't miss out on this one!!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,854
Status:
Active
MLS#:
4815127
Type:
Single Family-Detached
Subdivision:
Sugar Loaf Trails
Lot size:
2.3 Acres
Year built:
1996
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

Sugar Loaf Trails home with great curb appeal on 2.3 acres - 4 bedroom 2.5 bath, includes full finished basement with storage galore, an office and many built-ins. Country kitchen with bright breakfast area surrounded by windows and views of the woods. Family room with fireplace, living room with wood floors and cathedral ceiling and fireplace. All social rooms have access to the multi-tiered deck and in-ground pool. Very open and welcoming foyer.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,562
Status:
Active
MLS#:
4814869
Type:
Single Family-Detached
Lot size:
1.8 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Make this your daily retreat! This beautifully maintained & updated custom built home offers privacy without isolation. The spacious rooms and open floor plan make the living easy and entertaining a breeze. Enjoy gleaming hardwood and tile floors and a kitchen that's big enough for two cooks. The private rear yard boasts multi-level decks and in-ground pool for daily tranquil enjoyment or fabulous warm weather entertaining. The cabana provides shade when your tanning is done. Tastefully developed gardens provide colorful accents. Located just a minute from the galleries, shops & restaurants in Sugar Loaf, only 5 minutes to all the shopping and amenities in Chester and 15 minutes to Warwick. Easy highway access makes this a commuters' delight and a daily retreat from the hustle & bustle.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,572
Status:
Active
MLS#:
4815444
Type:
Single Family-Detached
Lot size:
1.1 Acres
Year built:
1972
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Great home with lots of charm. This spacious 4 bedroom, 2 1/2 bath colonial situated on a private road in town of Chester has a wonderful floor plan architectural details throughout. A welcoming foyer with arched entry with 24 carat gilded mouldings in living room. Family room with skylights and fireplace with red onyx hearth. Parquet floors throughout. EIK & DR. Very large master bedroom with custom walk-in closet and private bath. Outstanding features include central air conditioning and central vac. Located in the award winning Monroe-Woodbury school district! Great commuter for commuters, close to parks, shopping and schools. You'll love to call this home!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,402
Status:
Active
MLS#:
4815393
Type:
Single Family-Detached
Lot size:
0.28 Acres
Year built:
1920
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Unique, remodeled, 10 room, 4/5 bedroom, 2 bath old style farmhouse with accessory apartment on .27 acres, that is close to Village of Chester, shopping ,supermarket, bus, train & Route 17 for easy commute. 1st level has country kitchen, stainless steel appliances, formal dining area, spacious living room. Master bedroom on 1st floor with tongue & grove ceiling, walk in closet, additional bedroom and bath plus den/office/exercise rm. Upstairs accessory living quarts with 2/3 bedrooms, 2nd kitchen, full bath. Partially finished attic. One car garage, carport with permit for one additional carport.Blacktop drive. All of this with lower taxes and a great price.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
Active
MLS#:
4814065
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Hudsn Vly Untd
View additional info

UPDATED LOVELY WELL CARED FOR TWO STORY TOWNHOUSE IN DESIRABLE WHISPERING HILLS COMPLEX IN CHESTER NY A COMMUTERS DELIGHT! THIS HOME HAS IT ALL! TILED FLOORING, GRANITE COUNTERTOPS, SS REFRIGERATOR, STOVE,DISHWASHER, DRYER,WASHER, CUSTOM STONE FIREPLACE FOR COLD WINTER NIGHTS, LARGE GARAGE WITH AUTOMATIC DOOR KEYPAD ENTRY PLUS EXTRA PARKING FOR GUESTS, MASTER BEDROOM WITH CUSTOM DESIGNED WALK IN CALIFORNIA CLOSET, MASTER BATH WITH CUSTOM DESIGNED TILED WALLS AND HEATED TILED FLOORING TOO. ADD IN A CATHEDRAL CEILING SKYLIGHT, TWO INGROUND POOLS, BASKETBALL, RACKETBALL, WALKING TRAIL, DOG RUNS, PLAYGROUND, CLUBHOUSE, LOW TAXES, MASS TRANSIT BUS STOPS, CLOSE TO ALL SHOPPING DINING NEEDS, YOU DONT HAVE TO LEAVE! PLUS LEGOLAND BEING BUILT ONLY MINUTES AWAY AND 45 MINUTES TO NYC! COMPLEX IS WELL MAINTAINED. THIS WILL NOT LAST. DONT WAIT.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,184
Status:
Active
MLS#:
4814418
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.33 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Monroe Realty Center
View additional info

This 4 bedroom 1 1/2 bath colonial with an attached garage is located in the Surrey Meadows subdivision. This 2,184 sq. ft. home sits on 1/3 acre in the highly accredited Chester School District. Some of the homes features are an upgraded kitchen with Schuler cabinetry, soft close drawers, GE Profile appliances, granite counter tops, ceramic tile back-splash and recessed lighting. There's ceramic tile floors in the foyer, hallway, kitchen and bathroom. Hardwood floors throughout the home with gleaming engineered hardwood floors on the lower level. There are pavers on the rocking chair front porch and on the patio area in the backyard. Easy on - easy off Route 17 and just minutes to the NYS Thruway and the Woodbury Commons. Surrey Meadows is located just outside the historic village of Chester in the heart of Orange County and the Hudson Valley, 10 minutes to Orange Regional Medical Center and 55 minutes to NYC. This is an ideal commuter location.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,744
Status:
Active
MLS#:
4814521
Type:
Single Family-Detached
Lot size:
0.3 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Blooming Realty
View additional info

Stunning Vista Views from this Beautiful Colonial in Prime location. Gorgeous Mature Landscaped Property with .03 of an acre, yet in a Neighborhood Setting with City Water & Sewer!All 3 bedrooms are Big, Bright & ready to move right into Sun streams into the Formal Living Room Large Dining Room is big enough to fit the whole Family at Holidays, Huge Family Room w/ Gorgeous Brick Fireplace makes Entertaining Easy & Plenty of Space for Kids to Enjoy 2 car garage Stunning patio set to sit on & enjoy..

Beds:
5
Baths:
3.00
Sq.Ft.:
2,788
Status:
Active
MLS#:
4814710
Type:
Single Family-Detached
Lot size:
0.85 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Madison Realty New York Inc
View additional info

Beautiful colonial home with legal accessory apartment, hurry this one wont last!! Walk in to the beautiful tiled foyer which leads to the formal living room on your right and formal dining room on your left, both with beautifully refinished hard wood floors. Past the formal living and dining rooms, you will find the beautifully appointed eat in kitchen with quartz countertops, marble backsplash and all new stainless steel appliances. To the right of the kitchen is the family room with hardwood floors and a modern tiled fire place. To the left of the kitchen is a separately lockable living space with a bedroom, living room, full bath, and kitchen. Upstairs you will find the master bedroom with huge walk in closet and master bath with quartz counters and tiled shower. Also upstairs are three additional large bedrooms and a third full bathroom. The entire home has been outfitted with integrated LED lighting. The house has large, private back and side yards.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4813904
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
View additional info

Arriving at your newly renovated 2 story 3 bedroom town home in Whispering Hills you will notice the close proximity to the clubhouse, pool, basketball and tennis courts, walking trails, and playground. This sun-drenched corner unit welcomes you into the living room with wood burning fireplace, crown molding, and newly tiled flooring. A completely open floor plan allows for uninterrupted flow throughout the first floor and is perfect for entertaining. The kitchen provides new appliances, new counter tops and cabinets and opens up to the custom double sized patio. Upstairs you will find vaulted ceilings, plenty of storage and a skylight that allows for plenty of natural light. Your master bedroom also features vaulted ceilings and an en-suite bath. Two other generous sized bedrooms, multiple storage closets, custom pull down attic access and renovated guest bath complete the second floor. 2 car attached garage, central AC, washer/dryer, and private parking make this unit ideal!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4814046
Type:
Condo
Lot size:
0.02 Acres
Year built:
1987
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Welcome Home to this well maintained sunny 2 Bedroom 1.5 baths DUPLEX CONDO with a "Wood burning Fireplace" for those cozy or crispy NY nights. The Slider provides access to an outdoor patio. Whispering Hills offers loads of amenities for the active lifestyle which includes 2 Clubhouses, 2 Pools, Tennis, Racquetball, basketball courts a gym and a Tot Lot. Whispering Hills is a commuter's dream while offering walking distance to shops and NYC BUS Service. Your HOA maintains the Common Areas and snow removal. 2 Car Garage offers loads of storage and of course the convenience of coded garage door openers. Guest Parking Available.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,552
Status:
Active
MLS#:
4814004
Type:
Single Family-Detached
Lot size:
0.28 Acres
Year built:
1920
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

GREAT AFFORDABLE THREE BEDROOM HOME WITH MONROE WOODBURY SCHOOLS. CLOSE TO TRAIN STATIONS AND BUSES. LOW TAXES. EXCELLENT COMMUTER LOCATION. NEW HIGH EFFICIENT BOILER & FLU. NICE FAMILY HOME. SKYLIGHS IN MASTER.. HOME IS BRIGHT AND AIRY!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,499
Status:
Active
MLS#:
4813207
Type:
Single Family-Detached
Lot size:
7.9 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Global Property Systems Real Estate LLC
View additional info

Escape to your own private oasis! As you drive up, the sound of a fountain from your pond and stone landscaping greets and leads you to this beautiful custom log home nestled on 8 acres of manicured park like property. Entering the foyer you are greeted by a warm and inviting open space. The great room w/vaulted ceiling, rafters and beams, stone fireplace, walls of glass and wide plank pine floors. State of the art gourmet kitchen is fit for a professional chef. The 1st floor master suite with newly renovated master bath leads to outdoor deck. Second level with loft, features 2 additional bedrooms and full bathroom. Back outside, the charm continues onto the oversize deck w/beautiful outdoor kitchen. Soak in the hot tub, under the pergola draped by honeysuckle. Plus's incl oversize 3 car garage, energy efficient radiant heat, walkout basement. Property large enough for a pool. Warwick schools. Great commuters location. Minutes to Sugarloaf & Warwick village. 1 hour to NYC. It's a gem.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,552
Status:
Active
MLS#:
4813440
Type:
Single Family
Lot size:
0.9 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Very Cute updated Farmhouse with 3 bedrooms and 2.5 baths. In 2014 entire remodel of 1 st floor which includes large eat in kitchen, new appliances, pantry, master suite with walk in closet and full bath, laundry and half bath. New oil tank in 2013, new 30 year roof in 2012, new hot water heater in 2015, 2 car garage with attic space, paved driveway in 2016, fenced in yard and access to Heritage trail. Don't miss out.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,004
Status:
Active
MLS#:
4812937
Type:
Single Family-Detached
Lot size:
1.8 Acres
Year built:
1863
Courtesy: Weichert Realtors
View additional info

Unique, one of a kind. Charming, Quaint, does that capture your attn.?? Read on.... Farm home set on 1.8 acres, with its picturesque setting, & plantings galore! Interested? Make your appt now! This is a home awaiting a person in search of that simple primitive home, with low ceilings, hand hewn beams, kitchen & full bath are located on 1st level, w/ room to add a 2nd Bath on the 2nd level! This could be the right fit, just a mile or so to shopping and amenities, there is buyer out there and we are looking for you, if this catches your eye and you want simple living, back to basics then come on in! The home has a newer roof, and windows were replaced in 2007 and black top halfcircle driveway too. Brand new septic system. Large Storage shed on the property for the hobbiest, gardener. Come make this yours. Put your mark on it and style to your liking!

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The data relating to real estate for sale or lease on this web site comes in part from The Empire Access Multiple Listing Service, Inc. Real estate listings held by brokerage firms other than this broker are marked with the EAMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
The information appearing herein has not been verified by The Empire Access Multiple Listing Service, Inc. or by the Westchester County Board of Realtors, Inc. or the Putnam County Association of Realtors, Inc. or by any individual(s) who may be affiliated with said entities, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose.
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