The median home value in Chester, NY is $505,000.
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 $505,000.
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!
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!
Amazing opportunity to own this 6.3 Acre Lot in Monroe School District, Drilled Well and Electric on site, survey available, Level lot with panoramic views surrounded by exclusive homes. Come build your dream home only 60 Miles to NYC/Minutes to RT17/17M/I87
Spacious End Unit Duplex Townhouse featuring 3 Bedrooms, 2.5 Bathrooms and oversized 2 car garage. The 1st floor layout includes a large living room with fireplace and dining area, adjacent to the kitchen and a half bathroom. The kitchen, complete with sliding door, opens to a private patio, perfect for outdoor dining. Hardwood floors were seen. A skylight on the upper level fills the home with natural light. There are 3 well proportioned bedrooms on the upper level and a full bathroom. The Master Bedroom has an ensuite Master Bathroom. There is a tenant in place until the end of March.
Gorgeous setting! One owner since the beginning! Well cared-for in a wonderful location. This peaceful and serine home has been lived-in, loved and maintained by the same family since the year it was built. The house is solid and well-built with a traditional, modest colonial floor plan. Beautiful hardwood floors throughout, fireplace, large windows, spacious rooms and more. 4 bedrooms and one bathroom upstairs and one half bathroom downstairs. Spacious closets, lots of light and a beautiful, well-established neighborhood with low-trafficked streets and friendly neighbors all add to the wonderful lifestyle this home has to offer. Some basic updates will make a world of difference. You will love the detached, spacious 2-car garage with additional area for workshop or storage. Located just a short distance to major shopping and restaurants and approx. 1hr drive to NYC. Easy NYC commute by bus or train. Don't miss. Won't last!
This stunning 5-bedroom, 4-bath colonial offers 3,400 square feet of living space that blends comfort with elegance. The moment you step inside, you'll be greeted by spacious rooms filled with natural light, perfect for relaxing or entertaining. The heart of the home is the large, open kitchen with modern appliances and plenty of counter space for all your cooking adventures. The living areas flow seamlessly, offering both cozy nooks and open spaces. And with five generously sized bedrooms, there's room for everyone to spread out and enjoy their own space. A second building of approx. 800 sqft could be used as a art studio, workshop, Office or anything else your imagination offers.
This extraordinarily charming totally updated high ranch is sitting on 2.4 private landscaped lush acreage. Spacious family room with lots of natural light features a delightful view from plenty of windows, a vaulted ceiling with ambient lighting, built in storage with beautiful hardwood floors flows into a very appealing newly renovated gourmet country kitchen boasts quartz counter tops, a large center island with built in microwave, newer stainless steel appliances, convection oven/range with built in air fryer, ample cabinet space and a large pantry with newer sliding glass door out to side deck. The walkout basement boasts a functional office/playroom space with recently installed ductless mini split air conditioning for the lower level. Also enjoy sitting on the lower decking facing front from the walk out basement office as well as the good sized deck off the kitchen which offers peaceful solitude for quiet evenings. Lots of storage in the two roomy sheds. Septic recently cleaned. Only window treatments in kitchen and living room stay. Recessed lighting. 50 gallon propane tank for cooking. Family room entertainment center (not built in) does not stay nor does the office shelving and cabinets in lower level. TV with brackets in small bedroom, kitchen and office will stay. Close to the quaint shopping hamlet of Sugar Loaf including the Sugar Loaf Performing Arts Center, fabulous restaurants, outdoor concerts and a variety of hiking trails, ski areas , farm markets, wineries/breweries nearby.
Open House:
Sunday, 11/10 12:00-3:00PM
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
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!
Looking for park like setting in your home. Look no further. 3 private acres awaits you. Well kept home featuring spacious open floor plan. Walk in to a welcoming living room, cathedral ceilings with a gas fireplace. Large dining space. Eat in kitchen with quartz counter. 3 bedrooms, 2.5 baths. Main bedroom with en-suite bath, 1 walk in & additional closet. Main level features hardwood floors. Whole house central air. 3 season lanai with attached deck. The lower level features a large family room, a multi purpose room which can be used as a den, office or even a guest room plus a half bath with plenty of space to add a shower. Separate laundry room, storage and 2 car attached garage. Your private back yard featuring a patio for your outdoor entertaining and a large shed for storage. Quiet no through traffic road. Within a few miles from either Monroe or Chester. Quick access to Route 17. Within minutes from shopping including the Woodbury Commons, Lego Land just a name a few.
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.
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
OPPORTUNITIES ARE ENDLESS!!! Situated on 2.3 Acres is this two story commercial building boasting with expansion opportunities. This is located in the historical district of the Hamlet of Sugar Loaf / Town of Chester and situated on 500 feet of lake frontage! Not only is this property located on the direct path of ever popular Sugar Loaf Artisan Hamlet Walking Path but it is surrounded by a variety of well established businesses including the Sugar Loaf Performing Arts Center, a variety of local boutiques/shops, near several local breweries & wineries, near the Goosepond Mountain & Warwick State Park, the Castle Fun Center, LEGOLand, Mount Peter Ski Area, and just a short 15 minutes drive to major interstate highways including Interstate 84, Route 6 and Route 17. The location is key when considering to purchase this property. This property has had prior preliminary approvals for a 7,800 sqft structure which can be easily utilized for a farm-to-table restaurant, tasting room, brewery and/or wedding venue. Given this property is located in the LB-SL Zoning district, your opportunities are simply expansive. Don't delay, call now for your showing!!!
Lot #2 in on the site plan in documents. Fully approved and building permit ready right in the Warwick school district! Minutes to Sugarloaf village and Warwick village. Very private! Can be sold as approved lot or a home built to suit as well.
2.5 Acres of Industrial Park zoned land. Zoning is very flexible for. variety of different uses including warehouse or office.
Looking for just the right spot to build your dream home? Close to everything but also tucked away for peace and privacy. Spread out at the end of a cul de sac lies the land that can be the footprint for your new home. Make this your personal paradise or subdivide (7 lot potential) and sell as an investment. This 2.2 acre lot will be able to have municipal water and sewer. Conveniently located near to all shopping, commuting, and everything the wonderful Hudson Valley has to offer., yet tucked away for peace and privacy.
A RARE OPPORTUNITY to build your CUSTOM DREAM HOME on over 20 private acres in the sought-after Cooper's Ridge sub-division! This can truly be a mini-estate with near full privacy plus MOUNTAIN VIEWS!! FULLY ENGINEERED with NATURAL GAS, curb cuts! ... Log and Go to walk lot... Site map in photos. This is one of only two remaining lots. Some wet-lands on the property. Drive way is not shared - it will be side-by-side with the neighboring 12 acre back lot. Very commutable with easy highway access plus minutes from the vibrant towns of Sugar Loaf and Chester, NY! .. Survey Available!
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.
Lovely 1-Acre lot w/MOUNTAIN VIEWS in a beautiful newly built SUB-DIVISION. Build out this nearly completely built lovely sub-division, curb-cuts, paved road sloping lot perfect for a WALK-OUT BASEMENT and DECKS FOR BEAUTIFUL VIEWS ... FULLY APPROVED LOT, ESTABLISHED NEIGHBORHOOD, VERY COMMUTABLE location! Close to the vibrant shopping, restaurants, nightlife, shows/events at Sugar Loaf and Chester ...... ONLY 2 LOTS REMAINING!
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).
Welcome to this beautiful TURNKY 4 bedroom colonial home nestled by Walton Lake! This home presents a perfect balance between classic charm and modern comfort. You will find 4 generously sized bedrooms offering privacy, comfort and lots of natural light. The primary bedroom offers 2 spacious closets and a large bathroom suite featuring double vanity sinks, a walk-in shower and a soaking tub. Enjoy the large basement that has a full bathroom for family gatherings, exercise area or for additional storage. Don't miss your chance to own this wonderful colonial home! WOW! Seller is willing to leave all furniture for interested buyers!
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!
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 1807 Whispering Hills, Chester Your Dream Home Awaits! This 2 bedroom 1.5 bathroom townhome is located in the sought-after Whispering Hills community. Updates include: kitchen with stainless steel appliances, bathroom, hardwood floors throughout, washer/dryer, and new garage door (July 2024) with one-year warranty. Patio furniture included. HOA fee includes trash collection, lawn maintenance and snow removal. The community has two pools, basketball courts, tennis courts, gym, dog run, and playgrounds.
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.
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.