US English
USD

Chester NY Real Estate & Homes for Sale

66 Properties Found

The median home value in Chester, NY is $294,750 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 , is $. 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 Chester real estate agent to arrange a tour today !
Learn more about Chester.


Sort Results:
1-25 of 66 properties displayed
Refine Property Search
Page 1 | 2 | 3 of3    Prev | Next

$204,900

10 Park Drive Chester, NY 10918

Beds:
4
Baths:
2.00
Sq.Ft.:
1,820
Status:
NEW LISTING
MLS#:
4723998
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.3903 Acres
Year built:
1967
A broker reciprocity listing Courtesy: SHAHAR Management LLC
View additional info

This Fannie Mae HomePath property offers 3BRs, 1 1/2 Baths, a living room, dining room, finished basement and an enclosed porch for year round fun. This home has been well maintained but could use some cosmetics and updating to your personal taste. This is a great home to make your own. Conveniently located with easy access to highways, local shopping and more!

$179,900

2502 Whispering Hills Chester, NY 10918

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
NEW LISTING
MLS#:
4723968
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: Orange NY Homes
View additional info

Move right into this immaculate unit. Everything has been replaced. Newer furnace, central air unit, windows, doors, appliances, and lots more. Close to shopping, major highways, public transportation.

$144,900

3413 Whispering Hills Chester, NY 10918

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
NEW LISTING
MLS#:
4723630
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: HomeSmart Homes and Estates
View additional info

Why rent when you can own? AFFORDABLE 2 bedroom END UNIT condo in the pristine Whispering Hills Community! Just 60 miles north of NYC! This commuter-friendly community features two pools, a clubhouse, basketball, tennis courts, and playgrounds all within walking distance. Move in ready! New carpet installed and freshly painted, all you need to do is unpack! Soaring cathedral ceilings in the grand living room that features a sleek fireplace. Sliding glass doors lead out to private balcony that is a perfect location for enjoying morning coffee while watching the sunrise. Formal dining area. Spacious master bedroom with walk-in closet. Central A/C Garage with additional storage space. Call to schedule a tour today!

$450,000

31 Alta Mira Drive Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
2,892
Status:
NEW LISTING
MLS#:
4723104
Type:
Single Family-Detached
Lot size:
14.1 Acres
Year built:
2004
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Your private estate awaits you. This custom built colonial home is situated on 14 acres of private wooded property. Beautiful mountain views can be seen from the back yard. A full front porch greets you as you access the home. The entire first floor features gleaming hardwood floors. The kitchen with butcher block island, stainless steel appliances and pantry opens to the family room. There is an oversized formal living room and a dining room which is currently being used as an office. A laundry room and half bath complete the first floor. Upstairs features 4 generous sized bedrooms including the master suite. The master suite features hardwood floors, walk in closet and master bath with whirlpool tub. A hall bath and walk up attic complete the 2nd floor. The exterior of the home features a large paver patio and deck to enjoy the magnificent views. Excellent location for commuting, just minutes to Rte. 17, NYS Thruway and the Woodbury Commons Outlet Mall.

$389,900

374 Black Meadow Road Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
2,436
Status:
NEW LISTING
MLS#:
4723339
Type:
Single Family-Detached
Lot size:
5.2 Acres
Year built:
1988
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Lovely family home centered in a charming country setting. Nestled on 5 acres, this spacious home boasts plenty of room for a growing family; offering privacy, yet nearby to highways & conveniences. A tiled entry welcomes you into a bright lower level, full of natural light. Formal dining, living, and family rooms all boast hardwood floors & offer plenty of room. Eat-in kitchen has tile floors, granite counters, tile back splash, stainless appliances, pantry, & peninsula great for entertaining & extra seating. Family room connects off the kitchen with brick front fireplace & access onto the deck. Look out onto your beautifully maintained yard, with scenic wooded views from the deck. Yard is private & mostly level, great for backyard bbqs, parties, & games. Upstairs find the master bedroom & bath with walk in closet, 3 more bedrooms, & a 4th multi-use room. The basement offers an additional 467 sq. ft of finished space. Town of Chester - Warwick schools, you will not be disappointed!

$284,900

15 Bridle Chester, NY 10918

Beds:
4
Baths:
2.00
Sq.Ft.:
1,872
Status:
NEW LISTING
MLS#:
4722436
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.428 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Monroe Realty Center
View additional info

This 4 bdrm, 2 ba colonial w/2 car garage is located on a quiet tree lined street in the Surrey Meadows Subdivision. It's situated on almost a half acre in the highly accredited Chester School District. Some of the homes features are an updated kit w/granite countertops, recessed lighting, dark cherry Shenandoah cabinetry w/all soft close hardware. All the appliances are stainless steel. Both bathrms have been upgraded. There's ceramic tile flooring in the foyer, hallway and kit. There are crown mouldings in the living rm and dining rm, w/newer windows throughout and central A/C. The Pella sliding dr in the dining rm leads to a fenced-in backyard with a 10'X50' patio perfect for parties, entertaining or just a quiet backyard BBQ. E-Z on E-Z off Rte 17 and just minutes to the NYS Thruway and the Woodbury Commons. Surrey Meadows is 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.

$465,000

14 Country Woods Drive Chester, NY 10918

Beds:
5
Baths:
4.00
Sq.Ft.:
3,955
Status:
NEW LISTING
MLS#:
4722231
Type:
Single Family-Detached
Subdivision:
Country Woods
Lot size:
1.3 Acres
Year built:
2002
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

This spacious colonial home has been meticulously maintained. A wrap around porch greets you upon arrival as you enter into the two story foyer. Gleaming hardwood floors in the living and dining rooms. The dining room also has a tray ceiling. The kitchen features granite countertops, stainless steel appliances, pantry and tile backsplash. The kitchen opens to the family room with fireplace and cathedral ceiling. There is a first floor bedroom, half bath and laundry room completing the first floor. The second floor has 4 generous size bedrooms including the master suite. The master bedroom has a vaulted ceiling, his & her walk in closets & master bath with oversized soaking tub. The lowest level of the home has a large recreational room with bar, full bath and an office. The exterior will not disappoint with a large deck overlooking the in-ground pool with paver patio all surrounded with lush professional landscaping. Excellent location for commuting with easy access to major highways.

$401,000

2 Fields Lane Chester, NY 10918

Beds:
3
Baths:
3.00
Sq.Ft.:
2,604
Status:
NEW LISTING
MLS#:
4722029
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Davis Management & Real Estate
View additional info

Large ranch on 2 private acres in the town of Chester with Warwick schools. Hardwood floors, large eat in kitchen with plenty of cabinets, dining room, large living room with fireplace, good size laundry area, nice size bedrooms, master bedroom with full bath, heated sun porch with walkout roof top deck, lots of closet space and an office/den. Backyard has 2 decks and separate fenced-in area surrounded by trees, and covered front porch and outside storage. Huge unfinished basement and a 2 car garage under home and a 2 car carport.

$389,000

20 Elvis Boulevard Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
2,866
Status:
Active
MLS#:
4722720
Type:
Single Family-Detached
Subdivision:
Star View
Lot size:
5.7 Acres
Year built:
1997
A broker reciprocity listing Courtesy: HomeSmart Homes and Estates
View additional info

Welcome home to Star View Estates. Driving into your new neighborhood you will be welcomed by the professionally landscaped neighboring properties. Pulling into your driveway you may first notice the privacy of nearly 6 Acres that includes mature trees, open fields, a pond and plenty of nature at your door step. Entering your new home you and your guest will be greeted by a two story entry, gleaming wood floors, and sun-drenched rooms. The living room offers a wonderful space to retire after family meals and includes entry to your wrap around covered front porch. The family room is a perfect place to entertain, it includes plenty of windows, a fireplace and an open floor plan leading into your eat-in-kitchen. The Kitchen offers plenty of counter tops, ample cabinets, entry to your private back deck and pool. The second floor includes 4 large bedrooms including a master suite with walk in closets and full bathroom. Home Also includes finished basement, 2 car garage and much more.

$299,000

101 Greycourt Road Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
1,854
Status:
Active
MLS#:
4722411
Type:
Single Family-Detached
Lot size:
0.6221 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Five Star Realty Group International Inc
View additional info

A spacious and beautiful home is waiting for you in the center of Orange County - Nestled in the town of Chester, this bright Bilevel home is offering 4 bedrooms, 2 1/2 baths and 2 car garages with great condition. Featuring upgraded kitchen with granite counter top, stainless steel, open layout with hardwood floor throughout the upper level, a huge sun-room leading to a beautiful deck and stone patio for you to relax and enjoy the spacious level fenced-in backyard a home can offer. Great location for all commuters and close to NYC transportation and major highways and last but not least it is in the awesome school district. Hurry it wont last!

$299,000

299 Pine Hill Road Chester, NY 10918

Beds:
4
Baths:
4.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
4722397
Type:
Single Family-Detached
Lot size:
8.9 Acres
Year built:
1964
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

What a great price. Very private location for this 4 bedroom colonial on almost 8.9 acres of open and wooded land with an in-ground pool. The welcoming front porch leads you into the tiled foyer. The living room is the entire width of the house with a stone fireplace. The kitchen is eat-in and it has a separate dining room. The four bedrooms are a good size. There are 2 renovated baths on the second floor with granite counters. An additional 600 square feet in the finished basement has a family room with a fireplace, a laundry room, exercise room, screened porch,work room. large deck and half bath. This is a perfect area to entertain in the summer with easy access to the pool. Taxes do not reflect STAR rebate. Latest updates were new electric panel and roof in 2013. Great floor plan. It feels much larger than the square footage on the listing.

$150,000

4324 Whispering Hills Drive Chester, NY

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
4721224
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: Century 21 Full Service Realty
View additional info

Beautiful corner unit in Whispering Hills. In the heart of Orange County, with low taxes, low HOA fees, ideal location, near shopping mall. Complex offers clubhouse, two pools, tennis and basket ball courts, playground for tots. Commuters pick up NYC bus in the Complex. Offering wood burning Fireplace in Living Room with a nice size Dining Room, wall to wall hardwood floors. Peaceful and Bright with double size windows, high ceilings, ceiling fans, large deck overlooking court yard, offering comfortable living. Lets not forget your own oversize car garage with automatic door opener and additional storage space. The entire Condo is being professionally painted as we speak. Condo Association just finished power washing the siding on all Units and in process of painting exterior wood frames. Don't wait, call for an appointment today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
4721359
Type:
Condo
Lot size:
0.01 Acres
Year built:
1984
A broker reciprocity listing Courtesy: R2M Realty Inc
View additional info

Professionally painted, Open and Airy 3 Bedroom, 2 Bath, Top Floor end unit with Cathedral Ceiling, Fireplace, Garage and Central Air. This upper unit has washer and dryer, one car garage, private deck and is conveniently located across the street from the club house, pool and public transportation. Make your appointment to view this unit today!

$479,900

181 Oxford Road Chester, NY 10918

Beds:
3
Baths:
5.00
Sq.Ft.:
3,257
Status:
Active
MLS#:
4721199
Type:
Single Family
Lot size:
27.7 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Realty Promotions Inc
View additional info

Follow the winding paved driveway up to your very own private oasis. Situated on over 27 acres of pristine wooded property less then 50 miles to NYC. Originally designed for passive solar heating, this unique home offers three large bedrooms, each with their own private balcony. The living room boasts a vaulted area with a wall of glass looking out into the oversized full length back deck. Relax while under your pergola or sitting around your gas fireplace while overlooking your own spring fed pond. Detached two car garage and studio offers another two full baths with hook ups for an RV with private septic. Motorized outdoor solar shades, whole house indoor/outdoor surround sound, newer roof, A/C and heat pump. Eight acres of invisible dog fencing and video security system. Too many upgrades to list, truly must see to appreciate!

$187,000

4022 Whispering Hills Chester, NY 10918

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4720388
Type:
Single Family
Year built:
1987
A broker reciprocity listing Courtesy: Weichert Realtors
View additional info

One of the best units in Whispering Hills. This townhouse has a spacious living room with comfortable fireplace. Nice size kitchen with updated appliances that walks out to the deck for bbqs in the summertime and nice grass area for entertaining. The 3 bedrooms are on the upper level and master bedroom features 2 closets and a nice size master bath. There is also a nice sky light that adds natural light to the home aswell. This is a great price for the value this home has.

$499,900

154 Sugarloaf Mountain Road Chester, NY 10918

Beds:
5
Baths:
3.00
Sq.Ft.:
3,851
Status:
Active
MLS#:
4720454
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1983
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

This is an amazing property! Large eat in kitchen with granite counter tops surrounded by windows, beautiful wood floors, family room with beamed ceiling and fireplace, formal dining room, bedroom and full bath on first floor, and a comfortable living room off the kitchen with a wood stove, second floor has a large master suite, three additional bedrooms and bath. Exceptional family room on lower level with high ceilings and a wall of windows. Out the kitchen door is a lovely, covered deck for summer entertaining that wraps into an above ground pool. Other features are a mud room and walk in pantry and two car garage. The back property is fenced and has a small barn, very private setting, great commuting location.

$329,900

12 Speranza Court Chester, NY 10918

Beds:
4
Baths:
2.00
Sq.Ft.:
1,613
Status:
Active
MLS#:
4716304
Type:
Single Family-Detached
Lot size:
5.8 Acres
Year built:
1961
A broker reciprocity listing Courtesy: Griffith Olivero
View additional info

Seclusion and simplicity meet convenience in this solid brick 1960's ranch on 5 plus acres along a Warwick Valley school district private road. "They just don't build them like they use to" and "They're not making any more land" meet here as well. Come see this great land and home package. Private and landscaped currently used as a three bedroom home with two baths. Fourth bedroom was converted into current dinning room. Sitting room pellet stove was original dining room. Bright and airy living room with picture window enjoying mountain view and gleaming hardwood floors. Picture window over sink in eat in kitchen gives that warm "county kitchen" feel with all the modern amenities. Outstanding home for entertaining on huge deck and patio overlooking yard. Also has separate flagstone patio with fire pit running water and electric are already available. Full basement which is not included in the finished square foot count is a true walk out with full bath and ready to be finished.

$205,900

4209 Whispering Hills Chester, NY 10918

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4720455
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

One of the best locations in Whispering Hills. This end unit provides an expanded private patio. The first floor offers a large living room with fireplace, formal dining room and a open airy kitchen with a newer sliding door. the appliances have been updated with stainless steel Frig, stove and dishwasher. Hardwood floors through out the entire home. There is also an updated 1/2 bathroom and laundry on the main level. The second floor has a master suite with vaulted ceilings and full bathroom. There are two other bedrooms and an additional bathroom. Easy access to your 2 car garage makes it a pleasure when bringing in the groceries. Enjoy the amenities that Whispering Hills has to offer such as a Gym, Clubhouse, Play ground, Pools, Walking trails and Commuter bus to NYC that stops in the complex. Also 1 minute from shopping and highways.

$349,900

6 Debbie Court Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
2,052
Status:
Active
MLS#:
4720264
Type:
Single Family-Detached
Lot size:
6.1 Acres
Year built:
1985
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
View additional info

On a quiet cul-de-sac in the heart of the Chester countryside sits this well kept Colonial with tons of curb appeal. Mature landscaping surrounds this lovely home that features a large deck, in-ground pool and fenced yard for your out-door enjoyment. Featuring a master bedroom with master bath and walk-in closet, this lovely home has a great tiled kitchen with new stainless appliances and large living room and formal dining room featuring hardwood floors. with its proximity to 17, this is a fantastic commuter location. A must see at today's prices..Interior pics to follow as they are currently packing. You won't be disappointed!!!

$329,900

30 Greycourt Avenue Chester, NY 10918

Beds:
3
Baths:
3.00
Sq.Ft.:
2,979
Status:
Active
MLS#:
4720101
Type:
Single Family-Detached
Lot size:
1.6 Acres
Year built:
2005
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

Beautiful home with many upgraded features that include hardwood floors, solid wood raised panel doors, clear trim, fireplace. Large open floor plan offers large area for family to spread out, and great for entertaining. Formal dining room. The upstairs boasts a large double door entrance master bedroom, with sitting area, large master bath with Jacuzzi, enclosed shower. Four additional rooms upstairs include, 2 bedrooms, 1 office/den, a very large bonus room over garage that has 3-siting areas, closet and a laundry room; can be used as an extra bedroom. Walk-up Attic where the mechanicals for home are located including a lot of storage. Sit on the back deck and enjoy the beautiful views of your land that offers organic growing in the famous black dirt of Chester. Close to Heritage Trail.

$169,900

2814 Whispering Hills Chester, NY 10918

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
4720004
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: William Raveis Baer & McIntosh Real Estate
View additional info

Great 3 bedroom condo in WHISPERING HILLS offering a wood burning fireplace in the living room, balcony, 2 full baths, laundry room and garage. Open floor plan and cathedral ceiling. Whispering Hills clubhouse offers in-ground pool, tennis/basketball court, playground and gym. Wonderful commuter location--close to Route 17 and all shopping!

$163,000

2920 Whispering Hills Chester, NY 10918

Beds:
2
Baths:
2.00
Sq.Ft.:
1,072
Status:
Active
MLS#:
4718936
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Own in the heart of Orange County where the taxes are affordable,the location is ideal,the amenities are great and the common charges are low! Move in ready 2 bedroom two level townhome with an attached garage. Pergo floors throughout the entire home! Tastefully decorated with an open flow. Main floor offers the kitchen with newer appliances including the washer and dryer,dining area,living room with wood burning fireplace and an updated powder room. Upstairs you'll find the updated main bath with granite floors,and tiled shower,the master bedroom with bench nook,and walk in closet,and a guest bedroom. There's a skylight in the hall allowing for natural sunlight. Attached garage has a work bench area and additional storage/shelving. Other updates include a brand new heating system,newer hot water heater,and updated central air. Enjoy the two pools,two club houses with weekly events,gym,walking trails, kids playground,dog park, and basketball. What a great place to live!

$324,900

279 Pine Hill Road Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
2,566
Status:
Active
MLS#:
4710253
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Prime Partner Realty
View additional info

Wonderful Farmhouse Colonial with tons of light and Warwick Valley Schools! Close to Sugarloaf Village center and pastoral views of the ole' countryside! Very spacious and a fantastic flow/floor plan! Master Bedroom with Master Bath! Beautiful hardwood floors and matching trim on both levels including rasied 6-panel solid wood doors thru-out! Additional bedrooms are spacious Full partially finished walk-out basement! Classic rolling hills of Chester views from the back deck and wonderful 2=acre lot - very peaceful country view. 2-car garage! Enjoy the distant sunsets from the deck off of the over-sized EIK! This well maintained home awaits a new owner - preview today and start planning the move! This is a HOMEPATH Property.

$399,000

240 Sugarloaf Mountain Road Chester, NY 10918

Beds:
4
Baths:
3.00
Sq.Ft.:
3,416
Status:
Active
MLS#:
4718426
Type:
Single Family-Detached
Lot size:
1.8 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Weichert Realtors
View additional info

Home in need of some TLC but a little work & upgrades will make this diamond in the rough shine. Please overlook boxes as seller is packing. Features a master bedroom with bath, loft on the second floor with additional 2 bedrooms. Fenced in inground pool. Updates: French drain in the yard, new egress stairs, well pump, water tank and septic system cleaned in 2016. Pellet stove is excluded from the sale. Home is sold as is.

$221,900

21 Park Drive Chester, NY 10918

Beds:
4
Baths:
2.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
4717135
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.3928 Acres
Year built:
1967
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

Chicks and ducks, and geese better scurry, when your agent takes you out in the Surrey. OK it will probably be a car, but however you go, do get down to Surrey Meadows in Chester to see this affordably priced bilevel home. The place has four bedrooms, a bath and a half, enclosed back porch, deck, an additional 700 finished square feet on the lower level, as well as an attached two car garage. The home is in overall solid shape, but will need some repairs and updates. There are no appliances, and the seller will not be starting systems for inspections or appraisals, so likely, a rehab loan or cash will be the best choices for purchasing.

Refine Property Search
Page 1 | 2 | 3 of3    Prev | Next
1-25 of 66 properties displayed
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.
Copyright 2017 The Empire Access Multiple Listing Service, Inc. All rights reserved.

Chester NY Real Estate Listings Provided By:

Berkshire Hathaway HomeServices Gross & Jansen, REALTORS
Email Us | Visit our Real Estate Website

How may I help you?

Get property information, schedule a showing or find an agent






We respect your privacy