Chester NY Real Estate & Homes for Sale

93 Properties Found

The median home value in Chester, NY is $239,900. 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 $239,900. 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.:
2,235
Status:
NEW LISTING
MLS#:
4909844
Type:
Single Family
Lot size:
0.32 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Monroe Realty Center
View additional info

This meticulously maintained 4 bedroom, 3 full bath colonial is situated in the historic village of Chester. Enter into a 2 story open foyer with gleaming hardwood floors that continue to the formal dining room and family room. The large open floor plan with eat-in kitchen has plenty of countertops and all stainless steel appliances. The sliding glass doors off the dinette area leads to a large deck overlooking a private back-yard. The family room features a fireplace and recessed lighting. There is also a formal living room, bedroom and full bath to complete the downstairs. Upstairs has 2 bedrooms, one with a vaulted ceiling, a full bath, master bedroom with master bath, large walk-in closet, and vaulted ceilings. Minutes to shopping, dining, transportation and major highways. 10 minutes to Orange Regional Medical Center. 60 minutes to NYC. This is an ideal commuter location.

Beds:
4
Baths:
5.00
Sq.Ft.:
5,200
Status:
NEW LISTING
MLS#:
4922726
Type:
Single Family-Detached
Lot size:
6.15 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Berkshire Hathaway Home Services Gross & Jansen
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This impressive and luxurious craftsman home is located on a private road at the end of a cul de sac and no details are left out. Go into the family room and enjoy entertainment as well as the beautiful stonework fireplace and custom made bookshelves. The gourmet kitchen, which was featured in Houzz, boasts a very large Calcutta quartz island, granite counter tops, custom made cabinets and marble tile back splash with plenty of storage in the pantry. All state of the art appliances. A master bedroom is featured on the first floor. All bathrooms include closets customized by Rylex, include heated floors, stand alone soaking tubs, and separate showers with rain water shower heads. Upstairs is an additional bedroom, bathroom, and a den. All ceilings are 9 ft. In the basement, enjoy another gathering area with a gorgeous fireplace, bar, office, and make your own entertainment game room. Don't miss the beautiful scenic views out on the trex deck with a sunsetter awning. It's a beautiful place to make your own and call home. Many features include custom made Rylex closets, Generac 22K Generator, 3 zone heating and central air, 4,000 gal. propane tank, a septic that can accommodate 6 bedrooms and additional room in the attic ready to be added. Warwick School District, wineries, restaurants, shopping, hiking, and being so close to highways are all the benefits.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
NEW LISTING
MLS#:
4922532
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: Green Team New York Realty
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Beautifully maintained 2 bedroom condo in lovely Whispering Hills. This unit features 2 spacious bedrooms, 1 1/2 baths, a fireplace and a 2-car attached garage. Master bedroom features a large walk-in closet with closet organizer system. Warm, neutral colors throughout the home appeal to all tastes and make it easy to make this one your own. All appliances are included. Conveniently located just minutes from major highways and shopping. Whispering Hills amenities include: 2 clubhouses, 2 swimming pools, racquetball, tennis and basketball courts, and a gym. Close to shops and major highways. A commuters dream! It's the ideal time to make this well cared for unit your new home. Second floor flooring and carpet on the stairs is 3 years young!

Beds:
3
Baths:
1.00
Sq.Ft.:
835
Status:
NEW LISTING
MLS#:
4908337
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1945
A broker reciprocity listing Courtesy: Green Team New York Realty
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JUST COMPLETELY RENOVATED & GORGEOUS! NEW kitchen (with granite), NEW appliances (including washer/dryer), NEW bathroom, NEW carpeting and flooring (hardwood laminate), fresh paint throughout, electrical upgraded. CHARMING CAPE COD STYLE HOME in fantastic commuter location & close to everything! 3 bedrooms (one on first floor), spacious living room (which connects to 150 square foot 3-season sunroom in front of home), formal dining room, eat-in kitchen with gas stove, and more. Seems much larger than the square footage reflects. Two good size bedrooms upstairs. Oversized 12x20 detached garage. Lots of storage w/ closet space, basement, attic and garage. Spacious and deep PRIVATE backyard (1 acre lot extends back more than 600 feet from road). NEW washer/dryer in mud room. Well insulated home for energy efficiency. Mechanicals all top notch. Less than a mile to Route 17, as well as to Park & Ride to NYC. Won't last! LOW TAXES! MOVE RIGHT IN AND UNPACK! DID WE SAY COMPLETELY RENOVATED???

Beds:
4
Baths:
3.00
Sq.Ft.:
2,280
Status:
NEW LISTING
MLS#:
4922271
Type:
Single Family-Detached
Subdivision:
Kings Tract
Lot size:
0.6 Acres
Year built:
1973
A broker reciprocity listing Courtesy: BHG Rand Realty
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Sitting pretty on a corner lot in the town of Chester with Monroe Woodbury schools you will find this classic colonial offering so much space!Circular driveway greets you and leads you inside where you will find a layout that invites entertaining with large rooms and hardwood floors throughout.Stone faced fireplace is the focal point of family room boasting a rustic feel and opening to kitchen.First floor suite is an added bonus to serve as master bedroom or flexibility if inlaw quarters are needed or home office as there is a full bath and rear entrance leading into this private space.Get ready for grilling and chilling on oversized party deck with above ground pool for summer fun!Main floor laundry room with half bath and mudroom set up leads to deck for convenience.Three bedrooms and home's second full bath round out the top floor.Central air,two car garage,full basement for storage and a commuter friendly cul de sac location that is minutes to bus,train,highways and area amenities.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,475
Status:
NEW LISTING
MLS#:
4921266
Type:
Single Family-Detached
Lot size:
0.39 Acres
Year built:
1850
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
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Charming Colonial in Chester School District within walking distance to the Heritage Trail! Nearby also awaits organic and "pick your own" farms, locally sourced restaurants, wineries, breweries (walking distance to Rushing Duck Brewery) , fantastic live entertainment, hiking/ biking/riding trails, community parks, movie theaters and so much more. In addition to having a great location this home features a heated detached garage, wrap around trek deck, spacious rooms, oak flooring and has municipal water and sewer! The beautiful kitchen is a chefs delight boasting recessed lighting, granite counter tops and a grand island with downdraft cooktop. The owner is currently renovating a brand new laundry room/ half bathroom! Call today to schedule a private tour!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,298
Status:
NEW LISTING
MLS#:
4922503
Type:
Single Family-Detached
Lot size:
1.2 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Purplebricks Inc
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This Fabulous Raised Ranch home is great for Extended Family/MD use! Move in Just in time for Summer to enjoy the In-Ground Pool with slide and cabana! Main home offers open living concept with LR with Skylites, DRw/sliders to large deck, Kitchen w/breakfast bar , MBR w/full bath, 2 secondary BRs and a very large Familyroom with walkout sliders to patio and yard. Apartment offers LR/DR combination, Kitchen, Bath and separate entrance. Additionally there is a 2Car Garage with large workshop for tinkering. In-Ground pool is fenced with Cabana that has electric and cable. Great Yard for Kids to run and play! Very close to Rt 17, minutes to everything you need!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
n/a
Status:
NEW LISTING
MLS#:
380496
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1971
A broker reciprocity listing Courtesy: PURPLEBRICKS INC NY
View additional info

This Fabulous Raised Ranch home is great for Extended Family/MD use! Move in Just in time for Summer to enjoy the In-Ground Pool with slide and cabana! Main home offers open living concept with LR with Skylites, DRw/sliders to large deck, Kitchen w/breakfast bar , MBR w/full bath, 2 secondary BRs and a very large Familyroom with walkout sliders to patio and yard. Apartment offers LR/DR combination, Kitchen, Bath and separate entrance. Additionally there is a 2Car Garage with large workshop for tinkering. In-Ground pool is fenced with Cabana that has electric and cable. Great Yard for Kids to run and play! Very close to Rt 17, minutes to everything you need!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,846
Status:
NEW LISTING
MLS#:
4922245
Type:
Single Family-Detached
Lot size:
2.3 Acres
Year built:
2004
Courtesy: Weichert Realtors
View additional info

Where to begin...this home sits at the dead end of a cul-de-sac. It's surrounded by beautiful mature landscaping. Original owner has spent over $107,000 in gorgeous landscaping, fenced in rear yard, stone walls, stone pillars to enter driveway, stone paver patio, walkways, shed, large rear deck and the list goes on and on. Exterior rear patio furniture stays along with the gazebo that is portable and can easily be removed w/4 screws. (Not anything permanent of a structure). The interior of the home is so spacious with 5 bedrooms and 3 full baths. Home was originally built larger from day 1 than original plan. Energy efficient Simonton thermo-pane windows which were an upgrade when the home was built. 9ft clgs on the first flr. Vaulted ceilings, hardwood floors, chair railings, crown molding, wired for an alarm system. Huge master suite w/trayed ceilings & private bathroom w/whirlpool tub & separate shower/All large bdrms. MUST SEE TO APPRECIATE!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,722
Status:
NEW LISTING
MLS#:
4920914
Type:
Single Family-Detached
Lot size:
3.2 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley United
View additional info

Welcome to 360 Prospect Road! This beautiful home sits on 3.2 acres of land that has fruit trees, apple, peach ,pear and fig. Gorgeous shrubbery, and a pond that has been well stocked with fish! Ranch home, open concept, hardwood floors, has an inviting entry with custom arches and lots of light! Cozy wood burning fire place in the family room. Master bedroom w/ensuite. Full attic with lots of storage space. Don't miss out on this house!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,750
Status:
Active
MLS#:
4919923
Type:
Single Family-Detached
Lot size:
0.34 Acres
Year built:
1968
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

WELCOME HOME!! Completely renovated in 2016 with new roof, new HVAC system, new siding, new windows, central air and a deck, this beautiful Ranch is just waiting for you. An open concept floorplan with hardwood throughout the entire house, crown molding and large bedrooms with California closets make this home completely move in ready with nothing to do but unpack. This will absolutely sell fast so do not miss out.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,904
Status:
Active
MLS#:
4920879
Type:
Single Family
Lot size:
1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

This is a great deal, it is listed as a single family but it is perfect for a Mother/Daughter. Great 2 story farmhouse type home on one full acre in the Washingtonville School district. Home has three bedrooms and one and one half baths with a separate fully equipped studio apt. with its own private entrance attached.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,908
Status:
Active
MLS#:
4917870
Type:
Single Family-Detached
Lot size:
0.45 Acres
Year built:
2001
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Lovely, well maintained Bi-Level located in a family friendly neighborhood features 16' cathedral vaulted ceilings with open concept kitchen, dining and living room. Kitchen offers plenty of storage with 42" extra large maple cabinets and separate pantry. Spacious master bedroom, ensuite master bath (with skylight,) his and her closets, (2) additional generous size bedrooms and guest bathroom completes the first floor living area. Lower level features Den with cozy wood burning fireplace making it the perfect space for family and friends to gather. An additional room for home office, home gym or possible 4th bedroom, with ensuite bathroom completes this well cared for home. Central Air, (2) car attached garage, gutter guards, municipal water and sewers, all this and conveniently located to public transportation, minutes to major highways, schools, shopping, parks and recreation.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,833
Status:
Active
MLS#:
4920106
Type:
Single Family
Subdivision:
Lt 2 Gillespie Sub-Map 110-94
Lot size:
1.3 Acres
Year built:
1995
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

This Colonial with its 4 bedrooms and 2.5 baths original owner is ready for her second owners. Well maintained, this home has it all. You will immediately recognize the enticing beauty of its landscape and grounds combined with a wonderful floor plan the moment you enter through the welcoming foyer. Newer addition built creating a super large family and entertaining area along with creating a 4 car garage below. Tiled kitchen with granite counters, hardwood floors throughout. Spacious master bed room with walk- in closet, 3 additional ample-sized bed rooms and updated baths. New roof installed 2018. Park like property with multiple decks, pool, volleyball court stone gardens, and more. Monroe Woodbury schools. Added bonus for all nature lovers and hikers at the end of the road opens up to miles and miles of trails leading into Goose pond Mountain State Park. Quiet road and commuter friendly, park and ride to NYC a couple minutes away.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4920760
Type:
Condo
Lot size:
0.01 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Realty Promotions Inc
View additional info

Recently renovated ,beautiful condo in the Whispering Hills community. Features include 3 bedrooms, 2.5 bathrooms, cozy wood burning fireplace in the living room, sky lights, cathedral ceilings, granite countertops and Stainless Steel Appliances. Close to Rte 17, shopping, movies, entertainment and restaurants. Amenities included are playground, clubhouse, pool, tennis, fitness center, basketball courts and plenty more.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
4919703
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
View additional info

Nicely updated and maintained end unit Townhouse in Whispering Hills. Community has multiple pools, basketball, tennis, a clubhouse and two playgrounds. Private single car garage with space for a workshop.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
4917541
Type:
Single Family-Detached
Subdivision:
Sugar Loaf Heights
Lot size:
0.49 Acres
Year built:
1993
A broker reciprocity listing Courtesy: Green Team New York Realty
View additional info

Oh, so sweet four bedroom colonial home with mountain views & front porch can be yours today! Nestled in Sugar Loaf Heights neighborhood perched at the end of the street offers beautiful views and a quiet setting. Flowing floor plan is spacious and inviting ideal for everyday living and entertaining. Open kitchen with sliders to deck you'll find yourself dining al-fresco along with morning coffee admiring scenic views. Master Bedroom with a private bathroom and walk-in closet. Walk out unfinished basement offers endless potential and great storage space. Warwick School District* Great commute location in a neighborhood setting. Just a stones throw away from Sugar Loaf arts & crafts village, fine dining & seasonal events.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4919672
Type:
Condo
Year built:
1987
Courtesy: Weichert Realtors
View additional info

* Totally Renovated and Gorgeous * 2 Bedrooms and 1.5 New Baths * 2 Car Garage!!! * Brand New Granite Kitchen w/ Stainless Steel Appliances * Stunning Fireplace with Custom Stone Surround and Mantle * Spacious Bedrooms have Brand New Carpet and New Full Bath is like a Designer Bath * Patio for Barbeques * Clubhouse w/Gym, Pool, Playgrounds, Sidewalks and NYC Bus comes right into the Complex *

Beds:
6
Baths:
6.00
Sq.Ft.:
6,152
Status:
Active
MLS#:
4916990
Type:
Single Family-Detached
Subdivision:
Eldorado Farms
Lot size:
2.3 Acres
Year built:
2018
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Uniquely crafted custom colonial that embodies modern luxury. Enter into the two story foyer that allows easy access to the entire home. The chef's kitchen offers custom concrete countertops, 6 burner commercial stove, maple cabinets, wall oven, walk-in pantry, travertine tile and wine refrigerator. There is a keeping room with gas fireplace off the kitchen. The two story family room also boasts a wood burning fireplace. There is a bedroom with ensuite for guests conveniently located on the first floor. The second floor features 4 bedrooms & 3 full baths. Two of the bedrooms share a Jack-n-Jill bathroom, a princess suite and the master. The master suite boasts a large sitting area (with fireplace), huge walk-in closet and a magnificent master bath. The in-law suite has a proposed kitchen area, office, bedroom, living room and full bath with a walk-in shower. Located in an upscale neighborhood and just minutes to major highways, public transportation and the Woodbury Commons.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,572
Status:
Active
MLS#:
4919812
Type:
Single Family-Detached
Lot size:
1.1 Acres
Year built:
1972
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Gorgeous Tudor style home for sale now in Chester. This property is located within the Monroe-Woodbury School District, close to shopping and transportation to NYC! Complete with one large master bedroom and 3 nicely sized guest beds, you will certainly have everything you need and the privacy to enjoy! Can you believe it!? This IS a Homepath property!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,164
Status:
Active
MLS#:
4918061
Type:
Single Family-Detached
Lot size:
13.7 Acres
Year built:
1996
Courtesy: Weichert Realtors
View additional info

Welcome to 61 Whitetail Run. Beautiful and Large Bilevel with Endless Possibilities!!! Hardwood Floors Thru Out Main Floor, Except Kitchen and Bath!!! Great Mother/Daughter Possibilities!!! All Situated on almost 14 Picturesque Acres!!! Monroe/Woodbury Schools and Minutes to Highway and Park n Ride!!!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,018
Status:
Active
MLS#:
4919625
Type:
Single Family-Detached
Subdivision:
Country Woods
Lot size:
1.3 Acres
Year built:
2002
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

ELEGANT&PRISTINE!LUXURIOUS!BETTER THAN NEW&NOTHING TO DO!Was builders model!All upgrades and extras!lLuxury home neighborhood!Total privacy!Level,professionally landscaped,bluestone walkway,big cedar deck,extra wide paved driveway!!1.3 acre overlooking woodlands!Wrap around cedar covered frontF porch!Neutral decor&spacious open floor plan!Granite island kit&stainless appliances!Great rm&fpl!Marple entry!Master suite w/tray ceiling, walkin california closet/dressing rm& granite/cherry whirlpool bath/2 seat shower.Custom cabinetry, tile work,lighting &window treatments throughout!Central air(2 units)!Security system!Living rm & French doors!Wood flrs!Oversized laundry rm,sink&cabinets!!Mins to NY hwy,bus&train!Full bsmt/windows/Perfect to finish!A MUST SEE!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,034
Status:
Active
MLS#:
4918150
Type:
Single Family-Detached
Lot size:
1.1 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Griffith Olivero
View additional info

Wow! This to be built. Sun filled open floor plan with cathedral ceilings and pristine hardwood floors. Three bedroom, two full and one half baths all with outstanding tile work. Wide welcoming foyer. Living room, dining room and eat in kitchen in true great room fashion. Granite counters, large island for gathering with friends and family. Master bedroom with two closets, one walk in and full master bath. Huge bright and airy family room, laundry room, over sized garage. Deck. Central air, municipal water, sewer. Construction starting soon. So photos shown are of very similar home recently built by builder. Two other lots currently available.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,444
Status:
Active
MLS#:
4918202
Type:
Single Family-Detached
Lot size:
0.44 Acres
Year built:
1850
Courtesy: Weichert Realtors
View additional info

Welcome Home! Bright airy living room with wood floors as seen. Formal dining room, rocking chair front porch to admire the beautiful views of the surrounding countryside Full walk up attic, full finished basement with studio apartment and private entrance, 3 bedrooms on top floor. Plenty of parking in the oversized driveway. Come make this your home and be swimming in the pool this summer and hosting your family gatherings for a BBQ on the large over sized deck!! Accepted offer 4/10/19

Beds:
4
Baths:
3.00
Sq.Ft.:
2,793
Status:
Active
MLS#:
4913883
Type:
Single Family-Detached
Lot size:
7.2 Acres
Year built:
1988
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

If you are looking for privacy, natural beauty and Warwick schools, this unique home is for you! This bright, airy home allows you to enjoy life inside out! A designer kitchen boasts Jenn-Aire stainless appliances, granite, glass & stone backsplash and access to an oversized deck that runs the entire length of the home. An immense formal dining room, family room with wood burning fireplace and the open airy great room has a wood stove, 3 skylights, surrounded by large windows and oversized sliders leading to the deck make you feel one with nature. The outdoor property includes a pondless waterfall which provides soothing sounds while relaxing on the deck as well as in the master bedroom. The 7.2 acre park-like property includes stonewalls, custom-built gazebo, flowering perennial garden beds. Thousands of daffodils welcome spring followed by a riot of continuous color in late spring, summer and fall. Winter brings quiet beauty and a chance to view wildlife right outside your windows.

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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.
The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS 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 Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, 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. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited Copyright 2019 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.

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