Chester NY Real Estate & Homes for Sale

Nestled in the heart of the entrance of the Whispering Hills community, this beautifully updated two-bedroom townhouse-style condo is MOVE IN READY and offers the perfect blend of modern comfort and unbeatable convenience. Step inside to discover a freshly painted, inviting space that feels like home from the moment you arrive. The updated kitchen and living areas provide a seamless backdrop for both relaxation and entertaining, while the bedrooms offer a peaceful retreat after a long day. What truly sets this home apart is its prime location. Commuters will appreciate the easy access to Route 17, making travel a breeze. The nearby park-and-ride ensures stress-free journeys into the city, while just minutes away, you'll find everything you need from the local shopping center and supermarket to the bank, eateries, and even a movie theater for a fun night out. With a gas station nearby, you're always ready to hit the road. Whether you're looking for comfort, convenience, or amenities this condo is the perfect place to call home. Newer roof, skylight, UPDATED Kitchen & appliances, new HW heater, luxury vinyl plank flooring, and plush carpets newly installed underfoot. HOA perks: Carefree lawn maintenance, snow removal, swimming pools, common grounds, community center, Gym, and sidewalks to enjoy outdoor daily strolls all year round. Nothing compares... Schedule your showing today! - Won't last. ***MORE PHOTOS COMING 24hrs***

Ambiance surrounds you wherever you are in this wonderful home designed for living and entertaining. The two story center entry hall provides access to the entire home without undue traffic through other rooms. There are formal and informal areas throughout the first floor and tons of windows flooding the space with natural light. Serenity is the mood in the formal dining room. The large living room is set apart for formal entertainment. The efficiently designed kitchen has ample storage and counter space offering granite counter tops, tile back splash, pantry and stainless-steel appliances. The sliding glass doors bring the beauty of the outside to your chairside with access to a large deck, patio, in-ground pool and fenced in yard. The family room with fireplace flows nicely from the kitchen. For the work at home individual, there is a 1st floor professional office or can be used as a bedroom. The primary bedroom has a vaulted ceiling, two walk-in closets & primary bath with oversized soaking tub. All other bedrooms have plenty of space for sleep, storage & play. The lowest level of the home has a large recreational room with bar, full bath and an additional space. Enjoy your own private resort an in-ground pool, paver patio and surrounded with lush professional landscaping. Just minutes to major highways and public transportation.

Nothing to do but move right in! This gorgeous newly-renovated 2 bedroom, 1.5 bathroom townhouse with a 2 car garage is located in the desirable Whispering Hills community in the Village of Chester. Brand new Pergo Timber Craft wood flooring throughout the house except for in the bathrooms and kitchen area. Spacious living room with wood burning fireplace. Recently renovated kitchen with new white shaker cabinetry and a brand-new GE Cafe French door refrigerator and kitchen appliances only a few years old. The second floor features brand new flooring in the bedrooms and hallway. Large Primary bedroom has high vaulted ceilings and a large walk-in closet. The second bedroom is spacious and has a nice sized closet. Renovated full bathroom with tile flooring and new vanity, toilet and fixtures. Two car garage with coated epoxy floors, extra storage space and a second auxiliary refrigerator for your extra food storage needs. The outdoor patio with privacy fence overlooks the green area and woods. The Pella sliding glass door from the dining area to the outdoor patio are brand new. Freshly painted and new light fixtures throughout. Laundry area with storage shelves and full sized washer and dryer included. Central air conditioning and forced air heating. AC condenser recently replaced. Natural gas and municipal water and sewer services. This home is in a fantastic location within Whispering Hills - tucked in the back of the complex alongside the green area near the tennis courts, clubhouse, pool area, playground and dog run. 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, playground and clubhouse. 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.

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

Sprawling ranch home sitting on just over one acre of level property. Once inside you will fall in love with the newly renovated kitchen and baths, spacious bedrooms and gleaming hardwood floor. Sit in your spacious living room and enjoy the breathtaking mountain views through the large picture window. On those cold winter nights, you will enjoy sitting by the full wall brick fireplace in the sunk-in family room. There is a full staircase that leads to the attic with finished storage space. There is also a large basement with access to the beautiful backyard through Bilco door. This yard is perfect for large gatherings or just sitting by the firepit and enjoying the peace and quiet. There is truly nothing to do but move in. 2-car garage with attic storage. Could not ask for a better location for commuting with the easy access to Rt. 17M, Rt. 17, NYC bus or just shopping.

This charming 2/3 bedroom ranch home in Surrey Meadows could use some polishing, with great curb appeal and endless potential. The spacious layout offers comfortable living, featuring a cozy living room and kitchen just waiting for your personal touch. The renovated bathroom adds a modern touch to the home. The partially finished basement is ready for a transformation. The large backyard is perfect for outdoor activities and entertaining friends and family. This home is located in a wonderful community close to schools, parks, and shopping centers, making it an ideal place to live. Don't miss the chance to make this home your own and bring out its full beauty. Schedule a showing today to see the possibilities in this lovely Surrey Meadows home. With a little polishing and some creativity, this home could truly shine and become the perfect place for you to create lasting memories. Don't wait, seize this opportunity to turn this house into your dream home.

***Welcome Home to this great commuter location in the desirable Valley View subdivision*** The open floor plan seamlessly connects the living, dining, and kitchen areas, providing the ideal setting for gatherings and entertaining. Every room exudes charm and sophistication. Just moments from home you'll find easy access to transportation, ensuring a smooth commute to work or outings. Additionally, Chester's vibrant community offers a variety of entertainment options, including dining, shopping, and recreational activities. This Colonial home in Chester, New York, is more than just a residence; it's a lifestyle. This property embodies luxury living at its finest.This magnificent Stone Front colonial has gorgeous sunset views from the back deck and Primary Bedroom. The entrance opens up to a two-story foyer with a beautiful crystal chandelier an The first floor which also provides a private office, spacious living room, formal dining room and a open concept kitchen with stainless steel appliances that leads to your large family room with a wood burning fireplace. Upstairs boasts 4 bedrooms including an over size primary bedroom suite, skylights in the Master bath and a large walk-in close with 2 additional closets. ***Contact us today to arrange a private viewing and experience the elegance and comfort this property offers. Your new chapter begins here!***

Ever dreamed of owning your own Mountain? Here is your chance! Just 1hr from NYC in Warwick school district This custom built home sits on 8.4 wooded acres with an addition farmland accessed 38.2 acres of hiking trails, camp sites and its very own mountain with spectacular views.Custom oversized windows and french doors let nature spill into every room.The living room is a sanctuary with soaring vaulted ceilings and a Century fireplace furnace that heats the entire home.Connected to the living room through french doors you enter a 4 seasons room with a wood burning stove and another wall of windows.The kitchen is a chefs dream with custom cabinetry and a long breakfast bar overlooking an open concept dining room. Three generously sized bedrooms and 2 full size bathrooms offer a single level living experience. But wait, downstairs you will find a 10' deep poured walk out basement with a four person infrared sauna and a full gym. All just a stones throw away from wineries and Warwick NY.

FANTASTIC 2 bedroom, 1 1/2 bath condo/townhouse (2 floors) with an attached 2 car garage -- move right in and unpack! Terrific private location within the complex. Original owner, well cared for. Living room features wood burning fireplace. Private deck off dining area, and with serene views. Upstairs features sizable primary bedroom with walk-in closet, second bedroom, full bath, coat closet, linen closet, and unique vaulted hallway ceiling with skylight for lots of natural light. Oversized garage includes workbench/cabinets, and storage alcove. New HVAC system installed 2014, hot water heater 2017. All mechanicals meticulously cared for & serviced regularly. Whispering Hills offers multiple swimming pools, clubhouses, playgrounds, tennis courts & basketball courts, a gym, and with a direct-to-NYC commuter bus stopping throughout the day at several points throughout the community. Convenient living in the beautiful countryside just north of NYC, yet just minutes from shopping, restaurants, other services and much more!

over 7000 finished square feet surroundeed by 400 acres of state owned land! Total privacy with this spectacular home sits in the middle of over 3 mature acres which includes a beautiful natural waterfall. Grand entryway with cathedral ceilings and 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- steam shower, jacuzzi tub and vanity. Finished basement/ Recreational area includes a full gym and wet bar. This over 7,000 sq ft 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. Must see.

Discover your perfect home in Blooming Grove New York! This charming four bedroom and a two-and-a-half-bath bath center hall colonial boasts timeless appeal and spacious design. Nestled on a peaceful cul-de-sac with 1,6 acres, it offers a welcoming porch and a convenient two car garage. This spacious home presents a fantastic opportunity to customize and bring out its full beauty and potential. Embrace the journey and make it your own, Schedule a tour today and envision the possibilities. Agent Only Remarks

Attention buyers Fully available! 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 give 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 you'll receive full credit back for bank appraisal, moving supplies( boxes, packing tape and bubble wrap), plus they will be any other lenders rate(proof of current rate required).

CHARMING CHESTER HOME ON GORGEOUS PROPERTY! Monroe-Woodbury Schools! Bull Mill Road a beautiful countryside drive surrounded by nature and picturesque mountains. One-level living home situated on 1.6 acres nestled adjacent to scenic state park grounds. NEWLY transformed backyard - your own outdoor paradise! Beautifully landscaped and tiered terraced yard featuring intricate stone retaining walls and two levels of patio space perfect for lounging or dining al le fresco. Serene outdoor living with the privacy of the trees and peaceful mountain views with own private trails for exploration. Incredibly maintained home with recent renovations over the years including a gorgeous eat-in-kitchen with island centerpiece, granite countertops, stainless steel appliances, cherry wood cabinets and glass sliding doors. Two bedrooms, one renovated bathroom, brand new water filtration system, central a/c, wood floors throughout, separate shed for extra storage space. Located nearby the town center of Chester and in close proximity to the famous Woodbury Commons Premium Outlets, Goosepond Mountain State Park, Harriman State Park and major highways for an easy commute! Explore wonderful Chester living. Your dream life awaits you!

A rare blend of a contemporary farmhouse style with a rustic, cozy interior, set privately on over 8 acres in the beautiful Hudson Valley. Upon arrival, notice a modern yet charming farmhouse design characterized by clean lines, large windows, and a welcoming approach. The home's architecture is thoughtfully designed to complement its natural surroundings, creating a serene retreat. As you step inside, you're greeted by a warm and inviting rustic interior. The living spaces feature reclaimed hand-hewn beams that add character and a sense of history to the home, and the wide-board pine flooring adds to the rustic charm offering continuity and flow between rooms. Skylights and windows flood the interior with natural light and bring the beauty of the outdoors in. The heart of the home is its spacious living area, perfect for gatherings with family and friends. The open floor plan ensures that the kitchen, dining, and living spaces are juxtaposed, making it ideal for both everyday living and entertaining. Three spacious bedrooms upstairs offer comfortable amenities for family and guests. One of the standout features of this home is the large deck that spans across the back of the house. This outdoor space is perfect for enjoying the peaceful mountain views. Whether you're sipping your morning coffee or hosting a summer barbecue, the deck serves as an extension of the indoor living space and a gateway to the natural beauty that surrounds the property. The location is unbeatable, nestled in the charming region of Orange County, NY, with the Sugar Loaf Arts and Crafts village just a short distance away. This community is known for its unique shops, galleries, artisan studios and restaurants, making it a perfect complement to the artistic and rustic vibe of the home. The convenient location allows you to be at the George Washington Bridge within an hour. Whether you're looking to escape the hustle and bustle of city life or searching for a unique full-time home, this property offers a one-of-a-kind living experience in a truly special setting. It truly is avperfect balance of seclusion and accessibility, providing a peaceful retreat without sacrificing convenience.

Discover the enchanting tranquility of Rock Ridge Estates, where this magnificent Colonial home awaits, perched gracefully on a scenic knoll. From its vantage point, you're treated to awe-inspiring views of the sprawling valley and majestic Sugar Loaf Mountain a picture-perfect backdrop for serene living. Spanning over 6.1 lush acres, this property is a haven for outdoor enthusiasts. With dense, verdant woods ideal for hiking, nature walks, and ATV riding, adventure is always at your doorstep. The home itself boasts an expansive layout featuring four bedrooms and 2.5 bathrooms, blending modern amenities with timeless rustic charm. Step up to the inviting rocking chair front porch or unwind on the deck, where panoramic vistas offer a constant reminder of nature's grandeur. Inside, the home radiates warmth and comfort. The spacious family room, with direct access to the porch, and the cozy living room with its charming brick-faced fireplace, provide perfect settings for relaxation and enjoyable gatherings. Culinary delights await in the kitchen, highlighted by a cherry-toned island with an integrated wet bar, and a quaint breakfast bay with built-in bench seating, creating a warm space for morning coffee and intimate meals. A versatile multi-purpose room equipped with custom stainless steel cabinets adds flexibility to this already impressive home. Retire to the luxurious master suite, complete with double closets, offering a private retreat after a day's adventures. Additional conveniences include an "EV" Electric Vehicle Charging Station in the garage, enhancing this home's modern appeal. Located just minutes from the vibrant town of Chester, you'll enjoy easy access to shopping, dining, and entertainment, all while relishing the peace and beauty of country living. This stunning home is more than just a residence it's a gateway to a lifestyle of tranquility, comfort, and adventure. Don't let this dream escape; schedule your viewing today and step into your future.

Welcome to 146 Pine Hill Road, a stunning house available in the beautiful town of Chester, NY with Warwick Schools. This property offers an incredible combination of gorgeous grounds, picturesque views, and a spacious layout that is sure to impress. Step inside and be greeted by an open floor plan that allows for easy flow and plenty of natural light throughout. The recently renovated modern kitchen is a chef's dream, featuring updated appliances, sleek countertops, and ample storage space. Whether you're cooking a gourmet meal or entertaining guests, this kitchen will surely be the heart of your home. Hardwood flooring adds an elegant touch to the living areas, creating a warm and inviting atmosphere. With three bedrooms and two and a half bathrooms, there is plenty of space for everyone to enjoy their own privacy. Conveniently located near schools, shops, and restaurants, this house truly has it all.

BEAUTIFUL DUPLEX!! Very Well Maintained! Two Units! First Floor Unit has 2 Bedrooms and ! 1/2 Bathrooms! Eat In Kitchen with Granite Counter Tops, Breakfast Nook and Stainless Appliances! Gleaming Hard Wood Floors! Fireplace! Formal Dining Room! Master Bedroom!Beautiful Sun Room! Second Floor Unit is 2 Bedrooms and One Full Bathroom! Master Bedroom Suite with Extra Space for Endless Possibilities! Updated Eat In Kitchen! Gleaming Hardwood Floors! Living Room with Gas Fireplace! Full Attic! Full Basement! Front Porch! Shed! Large Fenced in Yard! Chester Village Location! Walk to Shops! Minutes to Major Highways, Buses and Shopping! THIS IS A MUST SEE!! You won't be disappointed

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.

Situated on the south end of Tomahawk Lake, this home is less than 1.5 hours to Manhattan and has private lake frontage and direct access to launch your kayak. This 2 bedroom, 2 full bathroom home and lake property is the quintessential weekend home. It is quiet and private. Enjoy the spectacular lake views from inside the home! The interior space has an open-concept and vaulted ceilings, a wood-burning fireplace, and an adorable reading nook loft. Features include granite countertops, stainless steel appliances, a wall-oven, cooktop, new vanities and new flooring. The layout of the home offers separation of bedrooms, 2 large common areas, and finished space in the walkout basement that could serve as another bedroom or an office. Much of the living space is all on one level including the laundry room. The yard offers many charming seating areas and has a variety mature beautiful flowering trees and even peach trees ready to eat! The adjacent parcel of .3 acres is included in the sale.

4.1 peaceful acres. This home offers huge opportunities for all. It welcomes investors and homeowners alike to enjoy the possibilities of country living or profitable investing. Come take a look at the 4 large bedrooms, vintage 10 inch pine floors and gorgeous fireplace. A large Bonus room above the garage with private entrance and staircase is ready for future expansion.

AMAZING PROPERTY -- offers something for everyone! Gorgeously restored 3,977 square foot colonial farmhouse on 5.1 private acres, and with a pool, 5 bay carport, a 38x40 garage (with it's own entrance from road -- can rent out for income), and so much more! Enter house from classic country porch (which features tin roof), and note the attention to detail, the beautiful hardwood floors, and the rustic feel. Main floor includes living room with wood burning fireplace, formal dining room, recently updated powder room, walk-through kitchen with induction/convection range, warming, salad & freezer drawers and a separate pantry, and into a fantastic family room encased in windows. Upstairs include all four bedrooms -- the primary bedroom features oversized windows and faux beams, along with a primary bathroom with jetted tub, and an adjacent bedroom used as a walk-in closet, and with washer/dryer (which can easily be moved). Other upstairs bathroom with walk-in shower recently updated. Finished walkout basement (928 SF) includes pellet stove. Patio off family room includes hot tub (which wraps around to front of house), walk down to majestic pool area (18x33 half above/half below with custom decking) -- all perfect for entertaining & staycations! Pool area includes screened-in porch. Two outbuildings -- a shed off the pool area, and a huge 38x40 garage one level down with its own driveway entrance off the road, which is complete with its own boiler (oil heat) & electric meter, 12 feet overhead door, water, loft space, and huge gravel driveway area for big trucks. Perfect for a home-based business, or rent it out! Incredibly efficient home, Peerless boiler, FULL house generator, Tesla solar, two new oil tanks (insulated). Property features 2 streams and a natural pond, plus a conservation easement behind it (so no building ever). Gorgeous & lush landscaping throughout the property. The current owners have taken meticulous care of this great property -- and it shows from the moment you pull in the driveway! Must see to fully appreciate all the upgrades & details!

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!"

You're going to love the quiet living in this lovely home! It will give you peace of mind, with all new features! New blue siding makes it the most striking home in the neighborhood+ new roof! Stamped concrete walkway & new entry lead you in. Gorgeous kitchen has quartz counters, stylish cabinets, modern lighting, new appliances, pantry and an island with a breakfast bar! The open floor design allows you to easily change around your living space! The living room has a brick fireplace and a Pella Bay window with built in blinds! plus there's a sunken family room with sliders to the beautifully stamped concrete patio & quiet yard! The bathrooms are both tiled in dramatic porcelain with lovely lighting & vanities. The master bedroom has a large cedar closet & a half bath. Downstairs is a wide-open basement ready for your hobbies & projects & 200 Amp electric will give you plenty of juice! The large 2 car garage has new door openers & super high ceiling! Enjoy BBQ on your patio in your own piece of Heaven! Nearby is the Capelli Sports Complex & Glenmere Mansion! Also, close to Legoland, Castle Fun Center, Historic Goshen Trotters Track & museum, wineries, breweries and so much more! Perfect for commuters, just a couple minutes to Rt 17!

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.