**Welcome to Whispering Hills – Where Comfort Meets Convenience!**

Discover your dream home in this charming community, featuring 2 spacious bedrooms and 1.5 well-appointed bathrooms, complemented by a generous 2-car garage. The master suite is a true retreat, boasting a large walk-in closet and soaring cathedral ceilings that create an inviting atmosphere.

Step into the heart of the home—the kitchen, adorned with stunning laminate countertops, perfect for culinary enthusiasts. Relax in the cozy living room, featuring a beautiful fireplace, or enjoy meals in the elegant dining room. With central air conditioning and a delightful patio, you can savor both comfort and tranquility throughout the seasons.

Ideally located for commuters, this home offers the convenience of walking to NYC buses and shopping, while major highways are just moments away. Embrace a lifestyle of leisure with access to exquisite country club amenities, including refreshing pools, inviting clubhouses, tennis and basketball courts, a children's tot lot, and serene dog walking paths.

Don’t miss the chance to experience this must-see gem! Your new lifestyle awaits!

Tons of square footage in a quiet area with amazing views. With coffe shops , entertainment and restaurants within walking distance , this rental will go quick! Ample parking, a backyard complete with play area, bamboo floors and 5 minutes from commuting highways make this place a unicorn in the real estate world. Come check it out!

Nestled on a dead end st in the heart of the Village of Chester, and lovingly cared for by the original family since 1956 is this meticulously maintained 3-bedroom ranch offering all the right elements you're looking for set in a village neighborhood location you simply can't beat. First floor consists of a galley kitchen, dining area, large livingroom with fireplace, full bath, office and two bedrooms.  Bonus spaces include a semi-studio apt over the garage with a separate entrance, livingroom, bedroom, and separate bath. In addition is a sun filled three-season room, perfect for sipping your morning coffee, reading a good book, or simply enjoying the changing seasons. Large basement offering ample storage and flexibility for a workshop,  and home gym. A one-car garage is attached to the home with an additional separate garage and greenhouse. Recent updates such as a two year old A/C along with municipal water and sewer offer some peace of mind. Located a short distance enjoy the ease of access to supermarkets, shopping, dining, Park & Ride, and major roadways—all of this lends to the perfect blend of small-town charm and commuter convenience, just 50 miles from NYC. Chester Schools. Showings are by appointment only.

Front Yard, Landscaped, Level, Near School, Near Shops, Part Wooded, Private

Welcome to this beautifully maintained 4 bedroom, 2.5 bath Colonial nestled in the historic craft village of Sugar Loaf and award winning  Warwick Valley Schools.  This classic home offers timeless curb appeal, a spacious layout perfect for entertaining. The great room features an elegant stone fireplace, perfect for cozy evenings. A flowing layout with separate living, dining and great rooms ideal for both relaxing and hosting. The kitchen features stainless steel appliances and granite countertops. The primary suite includes an en-suite bath and walk in closet and three additional generously sized bedrooms.  Enjoy a landscaped yard with a koi pond and an above ground pool with a wrap around deck, ideal for soaking up the sun, weekend BBQ's or making memories. Located in a quiet, well-established neighborhood close to parks, schools, and shopping.  The house also has an automatic gas generator.

Back Yard, Sprinklers In Front, Sprinklers In Rear

Fall in love with this stunning updated 4-bedroom Colonial located in Sugar Loaf Heights within the Warwick School District. You will feel like you apparated into the latest issue of Better Homes & Gardens the moment you enter.  Agents - better schedule extra long showings as your clients will never want to leave! 

Step into the inviting living room featuring warm hardwood floors, soft recessed lighting, and a beautiful wood burning fireplace that adds a cozy touch. The layout flows easily into the dining area and into a stunning, modern kitchen.
The kitchen is designed to impress with crisp white cabinetry, quartz countertops, a stylish glass tile backsplash, and a large butcher block island. It also features brand new stainless steel appliances -- refrigerator, double wall oven, dishwasher (and a wine fridge too!) The gorgeous and functional breakfast bar has built in technology to make working a breeze.  This space will no doubt become the center of any gathering. 

Upstairs, the primary suite offers a peaceful retreat complete with a private en suite bath. Down the hall, three additional generously sized bedrooms provide great natural light and ample closet space, offering plenty of versatility whether you need guest rooms, creative space, or a home office.

A full basement provides versatility and plenty of room for storage, hobbies or recreation.

Nestled on a beautifully landscaped corner lot, this home is surrounded by lush greenery and mature plantings, offering a peaceful, picturesque retreat. Whether you're hosting guests or enjoying a quiet evening outdoors, the spacious patio with sunsetter awning, separate fire pit, brand new shed and well-maintained backyard provide the perfect setting—complete with scenic mountain views. Conveniently located, you’ll have easy access to Route 17, the New York State Thruway, Metro-North, Sugarloaf Village and Woodbury Commons.

**(10-12 Cancelled- Saturday 4/12 due to weather)** Nestled on a quiet cul-de-sac in the heart of Chester Village, this meticulously maintained 3-bedroom ranch offers all the right elements you're looking for—paired with a village neighborhood location you simply can't beat. With hardwood floors in excellent condition hidden beneath the carpeting, a spacious eat-in kitchen, and the warmth of a wood-burning stove, you’ll feel right at home.

Bonus spaces include a delightful three-season room, perfect for sipping your morning coffee, diving into a good book, or simply enjoying the changing seasons, and a large partially finished basement offering ample storage and flexibility for a workshop, home gym, or creative space. An oversized one-car garage and outdoor shed add even more functionality, and the home is connected to municipal water and sewer.

Recent updates such as newer windows and siding bring added comfort, curb appeal, and peace of mind.

Located less than one mile from your front door, enjoy the ease of access to supermarkets, shopping, dining, Park & Ride, and major roadways—all offering the perfect blend of small-town charm and commuter convenience, just 50 miles from NYC. ** Chester School District** Showings are by appointment only.

Welcome to 11 Vista Drive, a spacious 4-bedroom, 3-bathroom home nestled in one of Chester’s most desirable neighborhoods. With 2,122 square feet of living space, this property offers plenty of room for a growing family to make lasting memories.

Situated on a lovely lot with municipal water and sewer, this home provides both convenience and potential. While some updates are needed—such as a new kitchen—the possibilities are endless for creating your dream space. The generous layout includes multiple living areas, well-sized bedrooms, and three full baths, ensuring comfort and functionality for the whole family.

Located in a charming village setting, you’ll enjoy a welcoming community, great schools, and easy access to local shops, parks, and dining. Whether you’re looking to renovate or simply add your personal touch, this home is a fantastic opportunity to invest in a sought-after location.

Don’t miss out on this incredible chance to own a home in beautiful Chester—schedule your showing today!

One-of-a-kind custom built Country Contemporary Home on 2.3 Acre on top of the hill. This Unique Open Floor plan welcomes bright warm sunlight in each of the 10 rooms. Top of the line hardwood floors and trim throughout the house, Large open kitchen with modern appliances and plenty of counter space including the granite island. 5 Bedrooms, 3.5 Bathrooms. Master bedroom with fireplace and walk out balcony. 13x25 dining room with french doors. 26 Ft. Ceilings in Living Room with stone accented wood stove. Enjoy the back deck with privacy. This is a very special private property minutes to NYS Thruway,State Parks. 45 min to NYC. 

This property has a second two story 800 square foot detached cottage that holds a world of possibilities, could be used as a art studio, workshop, Office or anything else your imagination offers, just need's to finishing touches on the interior.

Welcome to 2720 Whispering Hills in Chester, NY—a charming 2-bedroom, 1.5-bathroom townhouse offering 1,072 square feet of comfortable living space. This home features a cozy fireplace, in-unit laundry, and an attached garage with off-street parking. The community amenities include pools, clubhouses, tennis and basketball courts, and a playground. Conveniently located near shopping, dining, and major highways, this property is ideal for commuters.

Stunning Single-Family Home for Rent 

Welcome to this exceptional single-family home, nestled in a desirable neighborhood and boasting a perfect blend of comfort, style, and functionality. With its inviting atmosphere and generous living spaces, this property is ideal for anyone seeking a peaceful retreat.

Interior Features:

- Bright and Airy Family Room: Large windows flood this expansive room with natural light, creating a warm and welcoming atmosphere perfect for relaxation, entertainment, and quality time with loved ones.
- Gourmet Kitchen: The well-appointed kitchen is equipped with ample cabinetry, generous counter space, making it perfect for culinary enthusiasts and everyday meals.
- Spacious Bedrooms: Three generously sized bedrooms provide ample space for rest, relaxation, and personal expression, with plenty of natural light and closet space.
- Convenient Bathroom: One full bathroom is conveniently located for easy access, ensuring morning routines are a breeze.

Additional Features:

- Cozy Enclosed Porch: Enjoy the outdoors from the comfort of this enclosed porch, perfect for reading, relaxing, or simply enjoying nature.
- Practical Basement: Utilize the basement for laundry facilities, ample storage space, and endless possibilities for customization.
- Private and Serene: This property offers a peaceful living environment, perfect for those seeking a tranquil retreat from the hustle and bustle of daily life.

Outdoor Features:

- Yard: A private and spacious yard, perfect for outdoor entertaining, relaxation, or playtime.
- Parking: 1 Garage parking , including a driveway 

Neighborhood:

- Desirable Location: This property is nestled in a desirable neighborhood, close to local amenities, schools, and transportation.

A/O CTS! Don't let the size of this home fool you. This perfectly proportioned farmhouse has so much to offer. The three nice sized bedrooms offer enough room for those looking for a starter home or even someone looking to downsize but still have extra space. Nice sized extra room on main level is perfect for a home office, den or even a guest bedroom. Two full sized bathrooms, one on each level giving the advantage of having facilities close by if needed. Let’s not forget that you have the privacy of being near the quietness of local black dirt farms but the advantage of public water, sewer and gas! If you're a nature lover the Heritage trail is within walking distance to enjoy fresh air and exercise. Schedule a showing today and imagine yourself living in this peaceful and inviting oasis.Don't miss out on the opportunity to own this fantastic property. As a bonus if you use our preferred lender they will beat any other lenders rate(proof of current rate required).

Near Public Transit, Near School, Near Shops, Views

Quintessential Sugar Loaf Cottage, newly renovated inside, featuring expansive windows in the front living space, new LVP Flooring throughout, new kitchen with plenty of cabinetry, open shelving and a bar style countertop for extra prep space or entertaining. The space also features an extra large pantry and a new spacious sunlit bathroom with stand up shower. First bedroom is on the main floor with plenty of character as well as storage space. The second bedroom is a lofted space accessed by a full staircase right off of the main living area, would also make a great home office. Each area also has a brand new heating/cooling unit. Come and enjoy this newly renovated 2 bedroom apartment centered in the heart of Sugar Loaf and experience the many shops, restaurants, breweries and entertainment venues this walkable town has to offer!

Charming Colonial with Endless Potential – Priced to Sell!

This stately Colonial is bursting with character and waiting for the right owner to bring it back to life! Nestled in a desirable neighborhood, this home offers classic architectural details, generous living spaces, and a layout perfect for modern living. While it needs some TLC, the potential here is undeniable—original hardwood floors, detailed moldings, and large windows that flood the home with natural light.

With 4 bedrooms and 3 baths, this home provides ample space for a growing family or an investor looking for a fantastic opportunity. The spacious kitchen is ready for a stylish update, and the oversized living and dining areas are perfect for entertaining. Upstairs, you’ll find well-sized bedrooms and a primary suite with plenty of closet space.

Outside, the 1 acre yard with in-ground swimming pool, offers plenty of room to create your dream outdoor retreat. With homes in this area selling for significantly more, this is a rare chance to build instant equity! Whether you’re a homeowner looking to customize your dream home or an investor searching for your next great project, don’t miss out—this gem won’t last long!

Priced well below market value for a quick sale. Schedule your showing today!

Back Yard, Cul-De-Sac, Front Yard, Landscaped, Level, Private

Welcome home to this beautifully maintained Dutch Colonial situated on 2.6 serene acres within the desirable Monroe-Woodbury School District. This inviting home offers 4 spacious bedrooms, 2.5 bathrooms, and 2,452 square feet of well-appointed living space, thoughtfully designed for both comfort and functionality. Upon entering, you'll notice the natural light accentuating the gleaming hardwood floors throughout. The sunken living room provides an inviting space for gatherings and relaxation. Formal and informal living areas blend seamlessly, offering flexibility for everyday living and entertaining. The kitchen is efficiently designed with granite countertops, stainless steel appliances, ample storage, and sliding glass doors that open to an expansive 400 sq ft covered, composite deck—ideal for outdoor dining and enjoying views of the peaceful property. The spacious family room features a cozy wood-burning fireplace for informal gatherings. The primary bedroom suite provides a comfortable retreat, while three additional bedrooms offer plenty of space for multiple uses including guest accommodations or home offices. Outside, the property offers privacy and tranquility with a calming running brook and lush natural landscaping. Owned solar panels contribute to energy efficiency, helping reduce utility costs. A 2-car garage and full unfinished basement provide ample storage opportunities. Experience comfortable living in a peaceful setting—schedule your viewing today!

Stunning 4-Bedroom Home with Breathtaking Mountain Views!
This is the one you've been waiting for! Nestled on a serene, tree-lined cul-de-sac, this luxurious 4-bedroom, 4-bath home offers the perfect blend of elegance, comfort, and spectacular mountain views.
Step inside to a sun-drenched living room, where gleaming hardwood floors create an inviting ambiance. The spacious family room features a stunning stone fireplace, perfect for cozy evenings. The large kitchen boasts granite countertops, a center island, stainless steel appliances, and abundant cabinetry—all leading to an oversized formal dining room, ideal for gatherings and celebrations.
Upstairs, the primary suite is a retreat, complete with a private full bath. Three additional generously sized bedrooms plus a versatile office/den offer plenty of space for everyone.
The fully finished walkout basement expands your living space with a great room, half bath, and endless possibilities—home theater, gym, or guest suite! Step outside to your expansive deck overlooking a beautifully landscaped backyard, perfect for entertaining or relaxing in your private oasis.
This incredible home has it all—location, luxury, and space! Don't miss out—schedule your private tour today!

Beautifully updated 3 bedroom apartment in the heart of Chester. Spacious layout offers 3 large bedrooms a full bathroom and kitchen. The finished attic with additional storage space offers great potential! Close to shopping and restaurants. Enjoy a stroll on the nearby heritage trail or hit some balls at the local gulf course. Also close to the highway for easy commuter access.

3/31/25 Multiple offers received.  Please submit your highest and best by Wednesday, April 2, at 5:00.  Include in your offer how any potential appraisal gap will be handled.  Thank you for your interest in this home.
This beautifully situated ranch style home offers amazing views, privacy, and convenience.  The kitchen window displays a huge backyard with beautiful greenery in the spring and summer, a brilliant display of colors in the fall, and be-dazzled snow covered trees in the distance in the winter.  There's plenty of room for gardening and other outdoor activities.  This home offers privacy and yet it's location is ideal for shopping, commuting, and recreating. 
Woodbury Commons is about 15 minutes away and for commuters to the city, it's only about an hour's drive.  The kitchen boasts new appliances including refrigerator, stove, and dishwasher.  This is an estate sale and property is sold as is.

Studio apartment.. very clean and renovated with gleaming hardwood floors  ..close to shopping, restaurants, Hwys, schools, etc.. has a nice porch  as well  for entertainment. Additional Information:  See Remarks,

Level, Near Public Transit, Near School, Near Shops

Discover the perfect blend of convenience and comfort in this beautifully maintained 3-bedroom, 2-bathroom condo in the highly sought-after Whispering Hills community. This inviting home features a stunning kitchen with stainless steel appliances and granite countertops, a spacious living room with cathedral ceilings, a cozy fireplace, and sliding doors leading to your private deck. The Primary Suite offers a walk-in closet and an en-suite bathroom for added privacy.

Additional highlights include gleaming hardwood floors throughout, central air conditioning, a dedicated laundry room with a washer and dryer, and an attached 1-car garage.

Whispering Hills residents enjoy exceptional amenities, including two clubhouses, two pools, tennis courts, and basketball courts. Ideally located for commuters, this home provides easy access to major highways and is just 55 minutes from NYC and the George Washington Bridge. Plus, it's only a short drive to the charming Village of Chester, offering quaint shops and dining.

Don’t miss this incredible rental opportunity—schedule your showing today!

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!!!

Discover a local opportunity - a spacious flat house situated on top of a large 23-acre property offering a serene and picturesque country living experience. This property presents an exciting chance for a lucrative investment, with the potential for future subdivision development. Conveniently located on Durland Road, just behind the main section of Route 17M in the Monroe Chester neighborhood, this property boasts a prime location. The house itself is in excellent condition, although the interior is currently filled with the owner's belongings, which may require some decluttering. Don't pass up the chance to own this property. There's so much to savor, from living with privacy on wooded land to enjoying a slice of heaven in this peaceful neighborhood Additional Information: HeatingFuel:Oil Above Ground,

CAPTIVATING CAPE COD! 1.5 Private Acres! 4 Bedrooms! 2 1/2 Bathrooms! 1 Car Garage! Gorgeous Updated Eat In  Kitchen with Granite Counter Tops, Stainless Steel Appliances & Breakfast Nook! Master Bedroom Suite with Walk In Closet Located on the First Floor! Living Room with Double Sided Fireplace! Gleaming Hard Wood Floors! New Carpeting! Recessed Lighting! Laundry Room! Full Basement! Rocking Chair Wrap Around Front Porch! Great Commuter Location! Close to Major Highways & Buses!

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!

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.

Welcome to lovely Whispering Hills! Don't miss this amazing opportunity to rent this beautiful, centrally located corner unit that was completely renovated in 2018 and has been meticulously maintained. This spacious, 2 bedroom, move-in ready unit has been freshly painted and professionally cleaned. Open floor plan makes for easy entertaining! Enjoy a glass of wine on the deck in warmer weather or in front of the fireplace in cooler temps. New washer/dryer are conveniently located in unit. Walk-in closet in master bedroom. Plenty of storage in the unit as well as garage. Amenities include 2 pools, clubhouse, tot lot, basketball and tennis courts. This complex is conveniently located near highways, public transportation, shopping, restaurants, hiking, and biking trails! Don't wait! This unit won't last! Additional Information: ParkingFeatures:1 Car Attached,

Near Public Transit, Near School, Near Shops

10918

Attractions

Community

Education

Entertainment

Food & Drinks

Healthcare

Hospitality

Miscellaneous

Parks

Shopping

Transportation

ListingSearchSimplev2

Listings

Search

Find homes, condos, and leases on the market using our powerful advanced search tools.

$305,000

$2,700

$429,900

$675,000

$650,000

$389,900

$515,000

$747,900

$2,500

$2,900

$399,000

$2,100

$585,000

$699,000

$899,900

$2,495

$490,000

$1,300

$2,850

$349,999

$1,379,000

$624,242

$850,000

$799,900

$2,500

Company

Account

Services

Explore