Chester NY Homes for Sale

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Type:
Single Family
Sq.Ft.:
2,032
Status:
NEW LISTING
Beds:
3
Lot size:
0.36 Acres
Year built:
2019
Baths:
3.00
MLS#:
819244

ADDITIONAL INFORMATION

This STUNNING Chester home with Chester Schools that sits on 0.36 acre of privacy is now available for you to call Home!! In the Center of Chester & Great location! Enter into a spacious Living room with with plenty of natural window light. A formal dining room with modern light fixtures & sliders that lead to a back deck. House is built in 2019 !!! fresh out of the box, trendy and modern, & plenty of space. The upper level of this Raised Ranch offers 3 bedrooms and 2 full baths, one being a Suite with direct bath access. In the lower level you will find an oversized family room. and an additional full bath with gorgeous tiled shower. A laundry room is also found in the lower level along with a 2 car garage with plenty of storage space for your convenience. Minutes to shopping, schools & major highways. Convenient commuter location to & from NYC with less than a 1 hr drive. Book your tour and make this Gem yours today!

Type:
Single Family
Sq.Ft.:
4,350
Status:
NEW LISTING
Beds:
4
Lot size:
23.9 Acres
Year built:
2013
Baths:
4.00
MLS#:
821186

ADDITIONAL INFORMATION

Welcome to this breathtaking equestrian estate nestled on close to 24 acres of Chester’s picturesque farmland in the Warwick Valley School district. This meticulously maintained colonial home offers 4 bedrooms, a den, and 3.5 baths, blending classic charm with modern luxury. A massive entryway greets you into the home. It boasts a chef’s kitchen featuring a Wolf stove, Sub-Zero refrigerator, convection oven, country sink, butler pantry & spacious island ideal of prepping gourmet meals and entertaining. Elegant crown molding is throughout. The first floor is rounded out by a den. Up the stairs you are led to a primary suite with a stunning primary bath with granite countertop and a claw foot tub. There's a large walk in closet and sitting area. The additional three bedrooms are oversized and provide lots of closet space. Each room offers stunning views of the expansive property. The finished basement offers additional living space perfect for a home gym, media room, hosting, the possibilities are endless. The heated saltwater pool with double level oversized paved patio area offers a private retreat a much needed repsite from the hustle and bustle of every day life. Equestrian facilities include a well-appointed barn with space for 8 stalls, a newly built studio space above the barn complete with a kitchen and bathroom, and WiFi access throughout. The farm is designed for efficiency with solar-paneled gates, an electric fencing system. Horses thrive in the thoughtfully designed pastures, featuring extended turnout areas, a run-in shed, a professionally maintained outdoor arena, and a round pen. Five wood-fenced pastures—three of which have been combined into a large open grazing area—ensure ample space for rotation, providing constant fresh grass for grazing. This exceptional property seamlessly blends luxury living with top-tier equestrian amenities, offering an unparalleled country lifestyle just minutes from town. A true Hudson Valley oasis awaits you. Schedule your private tour today!

Open House:

Saturday, 2/15 11:00-1:00PM

Type:
Single Family
Sq.Ft.:
2,500
Status:
Active
Beds:
4
Lot size:
1.3 Acres
Year built:
1995
Baths:
3.00
MLS#:
817436
Subdivision:
Woodridge Estates

ADDITIONAL INFORMATION

Welcome to this stunning Center Hall Colonial, a true masterpiece of craftsmanship and modern luxury set on a beautifully landscaped 1.3-acre property in a prestigious executive neighborhood. From its grand facade adorned with masterful stonework to the thoughtfully designed interior, every detail of this home has been meticulously crafted for refined living. The outdoor space is a serene oasis, featuring magnificent hardscaping and lush landscaping throughout. A covered Trex front porch invites you to relax and enjoy the tranquil surroundings. The backyard is a showstopper, boasting a sparkling saltwater pool with a serene waterfall feature and a new liner (2020). An expansive inlaid stone patio offers the perfect space for entertaining, while a charming gazebo provides a peaceful retreat. With newer roof and siding, as well as a fully fenced backyard (2022), this property delivers both beauty and functionality. Inside, the elegance continues with gleaming hardwood floors and recessed lighting throughout. A tiled foyer welcomes you into the grand space, where each room has been thoughtfully designed for comfort and style. The living room, masterfully adorned with woodwork moldings, offers a perfect place to unwind. The inviting family room features a beautifully designed stone fireplace and abundant natural light. The spacious dining room, complete with crown molding, provides the ideal setting for formal gatherings. The gourmet kitchen is a chef's dream, featuring granite countertops, custom cabinetry with architectural details, and stainless steel appliances, including a Sub-Zero refrigerator and a new smart technology range top and stove (2022). A custom-tiled breakfast area opens through French doors to the expansive back patio oasis, making indoor-outdoor living a breeze. Nearby, a mudroom off the garage adds convenience, while a stylishly updated half-bath completes the first floor. Upstairs, the master suite is a luxurious retreat, featuring a tray ceiling, walk-in closet, and a spa-like en-suite bathroom with a tiled shower and oversized soaking tub adorned with stunning hardware. Three additional spacious bedrooms offer ceiling fans, large closets, and plenty of natural light. The beautifully remodeled main bathroom boasts a custom tile design, double vanity, and chic frameless shower door. The full basement offers endless possibilities for storage, along with a convenient laundry area. Pull-down attic stairs provide access to the AC unit and additional storage. This home is equipped with central AC, oil heat with a 275-gallon above-ground tank, a water softener system, and a regularly serviced septic system, ensuring comfort and efficiency year-round. Blending timeless elegance with modern convenience, this home offers a luxurious lifestyle in a serene setting. Don't miss the opportunity to experience all this property has to offer. Schedule your private showing today!

Open House:

Sunday, 2/23 12:00-2:00PM

Type:
Single Family
Sq.Ft.:
3,656
Status:
Active
Beds:
4
Lot size:
7.1 Acres
Year built:
1993
Baths:
3.00
MLS#:
816356

ADDITIONAL INFORMATION

Nestled in a peaceful and private cul-de-sac, this stunning three-story contemporary colonial offers the perfect blend of elegance, space, and modern comfort. Set on an over 7 acre expansive lot, this home features a sprawling front and backyard, ideal for outdoor activities year-round—whether it’s summer fun by the pristine inground pool or winter ice sliding across the gentle slopes. A 2-car garage adds convenience, while the grand curb appeal sets the stage for what’s inside. Step through the front door into a grand two-story foyer, where natural light pours in through oversized windows, creating a bright and inviting atmosphere. The first level has a bedroom, and a spacious game room with a laundry area. The second level has the family room, featuring a cozy fireplace and floor-to-ceiling windows that fill the space with warmth and natural light. Adjacent to it, the formal dining room, with an updated kitchen, boasting quartz countertops, stainless steel appliances, a range hood vent, and an island. A convenient half-bath completes this level. Step directly outside to the beautiful backyard and pool area, where relaxation and recreation await. The third level, has a luxurious master suite offers a private retreat, complete with an oversized bedroom, updated ensuite bath with a jacuzzi, and a standing shower. Two additional oversized bedrooms and updated shared bathroom. With a total of 3650+sqft living space, this home is a rare find, combining grandeur, functionality, and a serene setting—all within a quiet neighborhood. Don’t miss your chance to experience it for yourself! Schedule your private showing today!

Type:
Single Family
Sq.Ft.:
5,312
Status:
Active
Beds:
5
Lot size:
3.1 Acres
Year built:
2010
Baths:
4.00
MLS#:
817348

ADDITIONAL INFORMATION

Deal fell through! This house had multiple offers and is now fully available again. This house was built custom. You won't find another hosue like this one. Over 6500 finished square footage. Total privacy with this spectacular home sits in the middle of 3.1 mature acres which includes a beautiful natural waterfall. Surrounded by 400 plus acres of state owned land that can never be developed. Hike from your backyard to the Appalachian trial. Grand entryway with cathedral ceilings and heated marble floors. Spacious formal living room and dining room - Extraordinary chefs kitchen complete with double oven, gas range and griddle bound by custom stone, tile, and granite. HUGE 2 tiered kitchen island with prep sink, pantry, and beautiful butlers area. Breathtaking family room embellished with grand floor to ceiling stone fireplace. Outdoor stone kitchen & bar area. Extensive and private stamped concrete patio with hot tub surrounded by custom stonework. Enormous well manicured backyard accompanied by a swing set, and oversized shed. Master bedroom suite offers a fireplace flanked by stone, a private porch, and large master bathroom- sealed shower with pipes run to make a steam shower if desired, jacuzzi tub and vanity. Finished basement/ Recreational area includes a full gym and wet bar. This home includes 5 bedrooms, 4 full baths, 4 fireplaces(3 gas,1 wood burning) 3 car custom garage, and enormous attic. Gorgeous radiant hardwood floors and astounding craftsmanship throughout make this home an absolute must see! Don't miss out on this excellent opportunity! 9 heat zones including radiant heat together with spray foam make this house very efficient for such a large house. Electric has been run for a gate at the bottom of the driveway if desired. Speakers in each room provide whole house music controlled by a bluetooth receiver. Too many options to list. Additional Information: Amenities: Marble Bath, Soaking Tub, Heating Fuel: Oil Above Ground, Parking Features: 3 Car Attached,

Type:
Single Family
Sq.Ft.:
3,120
Status:
Active
Beds:
5
Lot size:
4.3 Acres
Year built:
2002
Baths:
3.00
MLS#:
815755
Subdivision:
Country Woods

ADDITIONAL INFORMATION

Welcome to this freshly painted colonial home, perfectly situated on over 4 acres of private, picturesque land. With its timeless wrap-around porch and breathtaking views, this home combines classic elegance with modern upgrades. Inside, you'll find a grand 2-story entry, hardwood floors, and a thoughtfully designed first-floor layout. The living room, with its gas fireplace on a convenient switch, offers a cozy ambiance and flows seamlessly into the dining room, which boasts an elegant tray ceiling. The recently updated eat-in kitchen shines with a center island, new dishwasher, and sliders leading to a private backyard retreat. The kitchen overlooks the family room, featuring cathedral ceilings and incredible natural lighting, making it the perfect gathering space. A first-floor bedroom, ideal for guests or a home office, is conveniently paired with a half bath. Upstairs, the spacious primary suite boasts two walk-in closets and a luxurious on-suite bathroom. Three additional oversized bedrooms, a full hall bath, and a hallway overlooking the family room complete the second level, offering stunning views of the property. The home also features brand new carpeting and an enormous basement with 10-foot ceilings, Bilco doors, and incredible potential for finishing. Recent updates include a new furnace, a new well pump, new water filter and added convenience throughout. Located in a prime area close to town, shopping, and major highways, this property is a rare gem that perfectly balances seclusion and accessibility. Schedule your showing today to make this extraordinary home yours!

Type:
Single Family
Sq.Ft.:
2,358
Status:
Active
Beds:
3
Lot size:
0.28 Acres
Year built:
1850
Baths:
2.00
MLS#:
814714

ADDITIONAL INFORMATION

Step into timeless charm and modern convenience with this spacious 3-bedroom, 2-bathroom home, offering 2,358 sqft of thoughtfully designed living space. Incredibly spacious first-floor primary suite with a full bathroom offers privacy and convenience. Naturally bright throughout the main level. The kitchen features granite countertops with an island, open-concept dining room and sliding door to an oversized deck off the kitchen. Need extra space for work or play? The partially finished walkout basement is a versatile bonus—perfect for a home office, gym or recreation area. Other features include: new roof and siding installed in 2022, ample parking with wrap-around driveway plus oversized garage, beautiful front porch and additional storage in the basement and garage. Situated in a prime location, this home offers easy access to nearby shopping and major highways, making your daily commute or weekend errands a breeze. Don’t miss the opportunity to own a home that combines classic charm, modern amenities and unbeatable convenience.

Type:
Condo
Sq.Ft.:
1,282
Status:
Active
Beds:
2
Lot size:
0.01 Acres
Year built:
1989
Baths:
2.00
MLS#:
815862

ADDITIONAL INFORMATION

Beautiful two bedroom townhouse located in the highly desirable community of Whispering Hills. Nothing to do but move right in to this gorgeous condo in a Pet Friendly community. Recently renovated and freshly painted with an updated kitchen and bathrooms make this a lovely place to call home. Throughout the home is freshly painted, new light fixtures, new cordless shades. The spacious family room features a wood-burning fireplace. The kitchen features newly painted soft-closing cabinets, a brand new french-door fridge with ice maker (2025), newer oven/stove and dishwasher (2023 and 2021). The Laundry area includes a brand new washer and dryer (2025). A nice powder room is also conveniently located on the main floor. The dining area has a beautiful new chandelier. Take the newly refinished stairs to the second floor, featuring newly installed luxury vinyl planking. Notice your large primary bedroom with high vaulted ceilings, bright windows, and a spacious walk-in closet with entrance to the main bathroom. The renovated full bathroom sparkles with a brand new vanity and tile flooring. Enjoy the nicely sized second bedroom with a closet. Central air conditioning and forced-air heating. A new AC coil and condenser were installed in 2018. The attached one-car garage is also freshly painted. Community recreation events during the year including: pet parades, Earth Day events, gingerbread house decorating, toy drives. Included with monthly HOA fee: Water, garbage and recycling, snow removal, landscaping, pool pass to two separate pool areas, use of tennis courts, basketball court, dog run, playground and clubhouse. This unit is conveniently located by the pool facility and sits next to a large open green area to enjoy. Low taxes!!! Excellent commuter location. Bus stop to NYC/NJ in the complex. Close to the highway, supermarket, and shopping. Minutes from Woodbury Common, LegoLand NY, Garnet Health Medical Center, Chester Mall Shopping Center.

Type:
Single Family
Sq.Ft.:
2,604
Status:
Active
Beds:
3
Lot size:
2 Acres
Year built:
1972
Baths:
3.00
MLS#:
815611

ADDITIONAL INFORMATION

Privacy seekers!! Large 3-bedroom ranch with master suite, bright and sunny large living room with fireplace and bow window, hardwood floors and cutout to eat in kitchen. Formal dining room with sliders to rear deck. Large den could be addition sleeping area. Enormous laundry room on living level with lavatory and access to rear yard and walk out garage/basement. Basement adds well over 1000 sq feet of possibility to this charming home. Short distance to Walton Lake. Large private lot.

Type:
Single Family
Sq.Ft.:
2,940
Status:
Active
Beds:
5
Lot size:
2.2 Acres
Year built:
1997
Baths:
3.00
MLS#:
812938

ADDITIONAL INFORMATION

Monroe's magnificent mini mansion awaits its newest owner! This home has everything you have been waiting for in the perfect place. Walk into this 5-bedroom, 3-bath home with a gorgeous double-height entrance and palladium window and be greeted by your double-sided luxury stairs. Before going up, you will be amazed by the large cook's kitchen with all top-of-the-line stainless appliances, a huge formal dining room, a family room with a fireplace, and plenty of closets and storage. All of this leads to a huge deck and breathtaking heated inground saltwater pool! Upstairs, you will find plenty of places to sleep as well as enjoy guests, a yoga studio equipt with heated hot panels throughout, or even a home office! So many possibilities await you! In addition, this home has an amazing barn and garage for your auto, mechanic, or handyman enthusiast! It includes an auto lift, a kitchen, AC, and all updated electrical. The home has gorgeous and plentiful landscaping full of beautiful pear trees, gardening, and so much to sit back and enjoy for four seasons long! Monroe-Woodbury at its best, and the time is NOW!

Type:
Single Family
Sq.Ft.:
3,418
Status:
Active
Beds:
5
Lot size:
2.8 Acres
Year built:
1978
Baths:
4.00
MLS#:
810686

ADDITIONAL INFORMATION

Nestled on 2.8 acres of lush, mature landscaping that borders the serene Goosepond Mountain State Park, this custom-designed contemporary ranch showcases a timeless blend of materials, with stone and brick construction lending both character and durability. Crafted by its original owners with meticulous attention to detail, the home offers a harmonious connection to its natural surroundings. A fenced yard, a shed with electric, and a spacious deck invite you to embrace outdoor living in this private haven. Step inside to an open-concept living and dining area where soaring windows flood the space with natural light and frame breathtaking views. At the heart of the main level is a striking double-sided, floor-to-ceiling stone fireplace, creating a warm and inviting centerpiece. On the lower level, a custom brick fireplace adds character and charm to the finished walk-out basement. Just off the main living area is a unique space with tongue-and-groove vaulted ceilings and skylights—perfectly suited for a larger dining area, a workspace, or a creative studio. The main home features four generously sized bedrooms, a finished basement, and a two-car garage, offering both comfort and functionality. A legal one-bedroom apartment with its own kitchen, living area, and laundry hookups adds exceptional flexibility, whether for generating additional income or hosting guests. Located just 60 miles from NYC and close to major highways, mass transit, shops, and restaurants, this home is as convenient as it is serene. With every detail carefully considered, every view perfectly framed, and every space thoughtfully designed, it offers a lifestyle that is both inspiring and tranquil.

Type:
Single Family
Sq.Ft.:
1,800
Status:
Active
Beds:
4
Lot size:
1.57 Acres
Year built:
1870
Baths:
2.00
MLS#:
202510620

ADDITIONAL INFORMATION

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
809923

ADDITIONAL INFORMATION

WELCOME TO WHISPERING HILLS CONDOMINIMUM COMMUNITY!!! Check out this 3 Bedroom, 2.5 Bathroom Condominium nestled in the Village of Chester and in the Chester School District. This Condo is located a mile from the Village of Chester featuring a variety of Village amenities including local restaurants, shopping centers, medical offices, banking services, home improvement stores, close to attractions including The Castle Fun Center, LEGOland Theme Park and close to most major highways including Interstate 17, Route 6 and Route 17M. The location is just the start, checkout the amenities this home has to offer starting with the kitchen with a plethora of cabinetry, stainless steel appliances, granite counter tops, ceramic tile flooring, sliding glass doors leading to the patio area, dining area, laminate hardwood flooring throughout the home, half bathroom and laundry room/utility room. 2nd floor features the primary bedroom with en-suite full bathroom w/shower stall and two additional bedrooms w/shared full bathroom. Exterior features two car attached garage. Community features tennis courts, club house with an inground pool, playground area and guest parking is available. Don't pass this opportunity by, call now for your showing!!!

Type:
Single Family
Sq.Ft.:
2,092
Status:
Active
Beds:
3
Lot size:
1 Acres
Year built:
2002
Baths:
3.00
MLS#:
810291

ADDITIONAL INFORMATION

This STUNNING Chester home with Chester Schools that sits on 1 acre of privacy is now available for you to call Home!! Enter into a spacious Living room with with plenty of natural window light and a wood burning fireplace. A formal dining room with modern light fixtures & sliders that lead to a back deck. An updated eat-in kitchen with NEW granite counters and island! NEW stainless steel appliences fresh out of the box, trendy backsplash, modern lighting, & plenty of cabinet space. The upper level of this Raised Ranch offers 3 bedrooms and 2 full remodeled baths, one being a Suite with direct bath access. In the lower level you will find an oversized family room as well as an office that's ideal for those who work remotely, and an addititonal full bath with gorgeous tiled shower. A laundry room is also found in the lower level along with a 2 car garage with plenty of storage space for your convenience. Minutes to shopping, schools & major highways. Convenient commuter location to & from NYC with less than a 1 hr drive. Book your tour and make this Gem yours today! (Indoor pictures to follow)

Type:
Condo
Sq.Ft.:
1,316
Status:
Active
Beds:
3
Year built:
1987
Baths:
2.00
MLS#:
809645
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

Lovely three-bedroom, two-bath, townhouse with attached one car garage in the sought-after Whispering Hills Community of Chester. This second floor end unit has an inviting woodburning fireplace & vaulted ceiling. The sliding door off the living rm leads to a private deck. The pretty navy & light blue kitchen is adjacent to the dining area & includes granite countertops, black appliances & pantry. The spacious primary bedrm has a walk-in closet organizer & tastefully updated bathrm with dual sinks & tiled shower area. The two additional bedrooms are well proportioned & the main hall bath has been updated. Private laundry with washer & dryer included. Newer vinyl windows, Trane central air, gas heating system & public services. Bonus - inquire about the Community Solar Array option! Amenities include: outdoor pool, fitness center, tennis & basketball courts, playground, & rec center. Commuter bus stops in the complex to NYC, plus easy access to shops, dining & all major highways.

Type:
Single Family
Sq.Ft.:
1,452
Status:
Active
Beds:
2
Lot size:
1.8 Acres
Year built:
1983
Baths:
2.00
MLS#:
810664

ADDITIONAL INFORMATION

** FULLY AVAILABLE ** Discover your sanctuary in the highly coveted Warwick Valley School District! Nestled on nearly 2 breathtaking acres, this charming home offers the perfect blend of privacy and modern comfort. With stunning views of Sugar Loaf Mountain, you’ll feel surrounded by nature while enjoying the convenience of one-level living. Step inside to an inviting open floor plan, ideal for entertaining family and friends. The spacious living and dining areas bathe in natural light, seamlessly connecting to a delightful three-season screened sunroom—your personal retreat for morning coffee or evening gatherings. This lovely residence features 2 generously sized bedrooms and 2 full baths, along with a large laundry room to make daily life a breeze. With recent updates including new flooring, fresh paint, and modern appliances throughout, you can move in with ease and enjoy all the contemporary amenities you desire. Outside, the beautifully landscaped grounds are adorned with mature oak trees, creating a serene backdrop for your everyday life. Situated well off the road, you’ll relish the tranquility and privacy this home offers. Plus, you're just a short drive from the charming Village of Warwick and major highways such as 17, I87, and Palisades Parkway, making commuting and enjoying local amenities a breeze. Don’t miss this rare opportunity to own a piece of paradise in a sought-after community. Schedule your private tour today and make this dream home your reality!

Open House:

Saturday, 2/15 1:00-3:00PM

Type:
Condo
Sq.Ft.:
1,086
Status:
Active
Beds:
2
Year built:
1984
Baths:
2.00
MLS#:
806853

ADDITIONAL INFORMATION

Welcome to this beautiful and cozy 2 bedrooms condo with 1.5 bathrooms and 2 car garages in a beautiful neighborhood of Whispering Hills. The 1st level is wonderfully laid out with a great size living room and its fireplace to a dining room with new engineer wood floor throughout the first floor. Fully renovated kitchen with new cabinets, granite countertops & backsplash and great stainless appliances. The 2nd floor is offering a vaulted ceiling and spacious mast bedroom with Jack and Jill bathroom and another great size bedroom. It is a very well maintained home with newer roof done by the HOA and new hot water heater. The complex has club houses, 2 inground pools, play ground and lots of parking for visitors. It is located in the center of Orange County NY in the Hudson Valley with so much outdoor activities for the entire year. It's near Lego Land, Woodbury Outlets, Mt Peter Ski in Warwick, apple orchards, wineries and much more summer and winter attractions. It is minutes to shopping, restaurants and it is great to NYC commuters since the buses is going thru the complex.

Type:
Condo
Sq.Ft.:
1,084
Status:
Active
Beds:
2
Year built:
1984
Baths:
1.00
MLS#:
805750

ADDITIONAL INFORMATION

Great 2nd floor corner/end unit with an open floor plan including vaulted ceilings, a wood fireplace for those chilly nights and brand new carpeting to keep your feet warm in this 2nd floor unit. Formal dining room, deck for barbequing, full bathroom with glass tub doors and tile, new paint throughout entire unit. Master suite including walk-in closet and privacy door to the bathroom. Also includes a second bedroom and private laundry room and a garage. There are bus stops in the complex that takes you directly to NYC for easy commute and a pool, clubhouse, gym, and walking paths in the complex.

Type:
Condo
Sq.Ft.:
1,084
Status:
Active
Beds:
2
Year built:
1984
Baths:
1.00
MLS#:
800680
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

Welcome to this inviting 2-bedroom, 1-bath condo nestled in the sought-after Whispering Hills community! Perfectly situated for commuters, this home combines comfort and convenience, with easy access to public transportation and proximity to major highways. Step inside to discover a well-maintained interior with an open-concept living and dining area featuring a wood burning fireplace, providing a welcoming space to relax or entertain. The kitchen boasts modern stainless steel appliances, ample cabinetry, and a functional layout, making it a delight for cooking and meal prep. Living in Whispering Hills comes with a wealth of amenities. Enjoy sunny days by the community pool, handball courts, or play a match on the tennis courts, or hit the gym for your daily workout. With a prime location, you’re never far from shopping, dining, and recreation options.

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1984
Baths:
3.00
MLS#:
H6335104
Subdivision:
Whispering Hills Condo

ADDITIONAL INFORMATION

Discover your perfect commuter condo in the Whispering Hills Neighborhood of Chester! This beautiful end unit features three spacious bedrooms and two and a half baths. As you step inside, you'll find a bright and airy open living space that showcases the well maintained hardwood floors and charming fireplace, which provides a cozy atmosphere for gatherings during the cooler months. Off the side of the updated kitchen you'll discover a generously sized patio. Being an end unit, this patio offers an exceptional level of privacy creating an ideal outdoor space for summer gatherings. This unit has a roomy two-car garage attached, you'll have plenty of space for parking and storage. Enjoy the fantastic amenities within the Whispering Hills community, including a refreshing swimming pool, welcoming clubhouse and recreational facilities such as basketball/tennis courts and a playground. This condo is located in a prime location, with easy access to shops, dinning and all major highways- making it a perfect choice for commuters! Whether you're looking for a peaceful retreat or an active community atmosphere this condo has it all, don't miss your chance to make this your home. Call today for a private tour! Additional Information: ParkingFeatures:2 Car Attached,

Type:
Single Family
Sq.Ft.:
2,676
Status:
Active
Beds:
4
Lot size:
2.3 Acres
Year built:
1835
Baths:
3.00
MLS#:
H6331386

ADDITIONAL INFORMATION

Located just outside the quaint village of Sugar Loaf sits this 1835 farm house. Situated on 2.3 acres with a creek, this warm and inviting center hall colonial style house offers plenty of authentic character of yesterday, including a covered porch, mud room, 2 fireplaces and wide plank floors. There are 4 bedrooms and 2 full and 1 half baths. Yet modern day upgrades include renovated baths and kitchen granite, Whole house cellulose and foam sealing, updated 220V electric, and UV water system. Come see for yourself. As per the owner, zoning will allow short term rental.

Type:
Single Family
Sq.Ft.:
4,489
Status:
Active
Beds:
4
Lot size:
2.3 Acres
Year built:
2006
Baths:
4.00
MLS#:
H6332824

ADDITIONAL INFORMATION

Welcome to 11 Saddle River Rd, a beautifully updated home situated on a tranquil private road in Chester. This residence features an inviting open floor plan that seamlessly connects the modern kitchen, eat-in kitchen area, and living room, perfect for entertaining and family gatherings. With four spacious bedrooms, including an oversized master suite with a luxurious en-suite bath, this home offers comfort and relaxation. The four full baths provide ample convenience, complemented by generous closet space throughout. The kitchen boasts high-end appliances, elegant countertops, and ample storage, making it a culinary enthusiast’s dream. Stunning hardwood floors flow throughout, enhancing the warm ambiance. The finished walk-out basement with an additional 1,000 sq ft space, provides versatile space ideal for a home theater, gym, or playroom, with direct access to the expansive backyard. Enjoy summer days lounging by the above-ground pool or entertaining on the newly finished deck, all within a lush, private setting. Additional highlights include a central vacuum system for effortless cleaning and a spacious property that invites outdoor activities and relaxation. This home combines comfort, style, and functionality—schedule your viewing today and experience all it has to offer! Additional Information: Amenities:Soaking Tub,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,

Type:
Condo
Sq.Ft.:
1,316
Status:
Active
Beds:
3
Year built:
1984
Baths:
2.00
MLS#:
H6321688
Subdivision:
Whispering Hills

ADDITIONAL INFORMATION

This charming three-bedroom, two-bath townhouse is nestled in the Whispering Hills community. Featuring a cozy fireplace in the living room, this home offers a warm and inviting atmosphere perfect for comfortable living. The unit comes equipped with a washer and dryer, adding to your convenience. Dishwasher updated in 2022. A/C unit replaced in 2020. Dyer's vent chimney and Heating system serviced done in very year. The property also includes an attached one-car garage, providing additional storage space. Whispering Hills is a sought-after community known for it's amenities, including a Clubhouse, Pool. Basketball Court, Tennis Court, Play Ground. Its location offers easy access to shopping centers, major highways, and a commuter bus service to NYC, making it ideal for frequent travelers. Discover a hidden gem in this great location. Don't let this opportunity pass you by!" Please note that the photos were taken before the current tenants moved in.

Type:
Single Family
Sq.Ft.:
3,000
Status:
Active
Beds:
4
Lot size:
2.57 Acres
Year built:
2024
Baths:
5.00
MLS#:
H6315668

ADDITIONAL INFORMATION

Welcome to this stunning brand new estate, nestled on a sprawling over 2.5 acre property! This magnificent residence boasts around 3,000 square feet + extra 2,600 unfinished SQ FT of luxurious living space, perfect for entertaining and relaxation. Features include: 4 spacious bedrooms, each a serene retreat with ample closet space. 5 elegant bathrooms, showcasing premium fixtures and finishes. Formal dining room, Bright and airy living room, flooded with natural light. Gourmet kitchen, Additional kitchen space in the living room. Study room. Soaring 10-foot ceilings in the basement, offering endless possibilities for recreation or storage. Attached garage, providing convenient parking and storage The expansive property offers plenty of outdoor living space, perfect for gardening, or simply enjoying the fresh air. With its prime location, luxurious features, and abundant space, this estate is truly a rare find. Don't miss out on the opportunity to make it your dream home!" Additional Information: Amenities:Dressing Area,Storage,ParkingFeatures:1 Car Attached,

Type:
Single Family
Sq.Ft.:
3,176
Status:
Active
Beds:
4
Lot size:
1.9 Acres
Year built:
1997
Baths:
3.00
MLS#:
H6315085

ADDITIONAL INFORMATION

Set back from the road, nestled behind mature native and ornamental trees sits this stately colonial. High ceilings, big windows, and crown molding grace every room of the main floor. Oversized family room with fireplace, wide plank floors and a wall of windows opens up to the custom eat in kitchen with access to the back deck and yard with paver patio. Kitchen offers large island with seating,high end appliances, custom cabinetry, and pantry. There is also a convenient first floor office. The second floor primary suite includes no only the primary bedroom, but dressing room, 2 walk in closets, and primary ensuite with double vanity, large tub and stall shower. The remaining 3 bedrooms share a large main bathroom with double vanity. Finished basement offers an extra sq ft 1800 not included in total sq ft. It even offers more space for home office, gym, play/craft room and more! Come home to this custom home with sweeping yard and sculpted, mature plantings, all in the desireable Warwick school district.

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Andrea Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@Xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
Andrea Conner, License 10311208085, Xome Inc., License 10991227159, AndreaD.Conner@Xome.com, 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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© 2025 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.



Chester Real Estate

The median home value in Chester, NY is $535,500. This is higher than the county median home value of $389,200. The national median home value is $338,100. The average price of homes sold in Chester, NY is $535,500. Approximately 73.53% of Chester homes are owned, compared to 18.18% rented, while 8.3% 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!

Chester, New York has a population of 12,477. Chester is more family-centric than the surrounding county with 37.24% of the households containing married families with children. The county average for households married with children is 36.93%.

The median household income in Chester, New York is $120,288. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Chester is 39.1 years.

Chester Weather

The average high temperature in July is 83.4 degrees, with an average low temperature in January of 16.3 degrees. The average rainfall is approximately 47.1 inches per year, with 39.1 inches of snow per year.

Chester Real Estate Market Conditions

  • Median sales price

    $535,500
    17.6% change since last quarter
  • # Active listings

    53
    30-day change

Chester Schools and Demographics

Education near Chester, NY

Metric City County
High School Graduates 95.19 89.92
College Degree - 2 year 9.51 10.52
College Degree - 4 year 37.38 31.44
Graduate Degree 12.24 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Chester, NY

School Grades Students P/T Ratio ZIP
Chester Elementary School KG - 05 469 14.7 10918
Golden Hill Elementary School PK - 05 388 12.4 10921
Goshen Intermediate School 03 - 05 655 15.2 10924
Kiryas Joel Village School PK - KG 149 6 10950
North Main Street School 02 - 05 558 13.9 10950
Pine Tree Elementary School 02 - 05 833 13.5 10950
Scotchtown Avenue School KG - 02 591 16 10924

Middle Schools near Chester, NY

School Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Greenwood Lake Middle School 04 - 08 303 12.4 10950
Washingtonville Middle School 06 - 08 1,027 13.7 10992

High Schools near Chester, NY

School Grades Students P/T Ratio ZIP
Chester Academy-Middle/High School 06 - 12 556 13.2 10918
Goshen Central High School 09 - 12 925 13.6 10924
Washingtonville Senior High School 09 - 12 1,411 13.5 10992

Ungraded Schools near Chester, NY

School Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924
S S Seward Institute 06 - 12 465 11.4 10921