184 Chester, NY 10918 Real Estate Listings

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$220,000Est. Payment
2 Beds | 2 Baths | 1,072 Sqft

1108 Whispering Hills 1108, Chester, NY 10918

Condominium For Sale

Fully available in Whispering Hills this welcoming Two Level Town home Style Condo which boasts a Relaxing Spacious Living Room with a Wood Burning Fireplace, Galley Style Kitchen, Dining area with Sliding Glass Doors opening onto your patio, a Half Bath, Newer Hot Water Heater(2019), & Laundry on 1st Floor! First Floor also has Tile and Wood Laminate Flooring! Central Air throughout! Upstairs offers Wall To Wall Carpeting, a Master Bedroom with Walk in Closet, a Nicely Sized 2nd Bedroom and Full Bath! COMPLEX offers a club house, tot lot, Tennis and pool. Conveniently located close to all shopping, entertainment and recreational activities, commuter bus(NYC Bus comes Right into Development) and major highways.The water is included in the HOA fee which is only $314 monthly!

$197,000Est. Payment
10.3 Acres

Prospect Road, Blooming Grove, NY 10918

Lots Land For Sale

Bring your horses and ATVs for this amazing opportunity to purchase over 10 acres in beautiful Blooming Grove......Build your dream estate and enjoy majestic sunsets and spectacular nature on a combination of open fields and woods. It's a short drive to Route 17 (for our commuters) and some of Orange County's most treasured attractions. Over 1000 ft. of road frontage on the proposed building site located on Prospect Road combined with Oxford Road. This beautiful property is accented by stone walls and perhaps Christmas trees and apple trees if you choose to grow them. All within the Monroe-Woodbury School District.

$659,900Est. Payment
3 Beds | 5 Baths | 4,315 Sqft

38 Mountainview Drive, Chester, NY 10918

House For Sale

If you are looking for private elegance, look no further. This beautiful 4,315 sq. ft. home sits on 5.7 acres of landscaped and wooded property. From the moment you step in the front door, you are greeted by a generous entry and classic living room beyond. Relax in this breathtaking room with cathedral ceiling, skylights and gas burning fireplace. To the left of the foyer is a set of french doors that open to a home office that provides the privacy and space needed to focus on your work. To the right of the entry through another set of french doors is a formal dining room with generous space to entertain.The kitchen offers cherry cabinetry, granite counter tops and high-end stainless appliances. Enjoy your daily meals in the eat-in area that has 3 walls of windows plus cathedral ceiling and skylights, with a wonderful private view of the property. 3 spacious bedrooms await. At one end is an amazing primary bedroom with tray ceiling, sitting area, spa bathroom, vanity area and large walk-in closet. Enjoy your morning coffee on the balcony off the sitting area. At the opposite end of the 2nd floor hallway, beyond yet another set of french doors is a finished bonus room, with tray ceiling offering 611 sq. ft. of space. Downstairs, you'll find a bright and airy finished family room with walk-out french sliders and full bath in 750 sq. ft. Mechanicals have been updated with new dual oil tanks, water softener, and more. 6-zone heat and central air. Smoke detectors are hard wired to the alarm system. New paint, well maintained hardwood floors and crown moldings, give this home a clean, fresh detailed appearance. Desirable Warwick school district. Charming setting with village amenities and easy access to Rt. 17 and NY Thruway. This home has so much to offer, you owe it to yourself to schedule a private showing!

$600,000Est. Payment
3 Beds | 3 Baths | 3,084 Sqft

9 Catherine Court, Chester, NY 10918

House For Sale

Open floor plan dramatizes versatile interior in this colonial home situated on 2.3 acres of park like property. The center, two story entry provides access to the entire home without undue traffic through other rooms. The centrally located sunken family room has a wall of glass windows, plus the warmth of a wood burning fireplace. Entertain in uncrowded comfort in the spacious dining room. A majority of the home has gleaming hardwood floors & tons of windows that flood the space with natural light. Efficient style and inviting warmth in the kitchen with subzero stainless steel refrigerator, cherry cabinets and a work station. Enjoy the convenience of a home office on the main floor. The tranquil master suite offers a personal retreat with vaulted ceiling, walk in closet & large shower. All other bedrooms have plenty of space for sleep, storage & play. Watch seasons change from the front wrap around porch and enjoy summers in the private backyard with a deck. Excellent location just minutes to major highways and public transportation.

$225,000Est. Payment
3 Beds | 2 Baths | 1,393 Sqft

4402 Whispering Hills, Chester, NY 10918

Condominium For Sale

This 3 bedroom, corner unit condo in sought after Whispering Hills is stunning. The upgrades that have been done are exceptional. The kitchen has been remodeled with stainless steel appliances, recessed lighting, high end flooring and a large "farmer's sink." The bathrooms have also been redone, with new Italian ceramic tile, new vanities, high end counters, new flooring and new showers/bathtubs. The carpeting in the bedrooms is new, and is very plush. There's also a wood burning fireplace, which is perfect for those cold winter nights, as well as new recessed lighting, and many new windows. There is plenty of space, all in the convenience of one level living. There are 3 bedrooms, the master with its' own master bath and a 1 car garage. All of this in a complex that offers a clubhouse, two pools, tennis and basketball courts, dog walk and playground for tots. Commuters pick up NYC bus in the complex. Close to highways and shopping, this home is a "must see."

$269,900Est. Payment
4 Beds | 2 Baths | 1,866 Sqft

4121 Summerville Way, Chester, NY 10918

Multi Family For Sale


$599,000Est. Payment
3 Beds | 3 Baths | 3,257 Sqft

181 Oxford Road, Chester, NY 10918

House For Sale

Your private chalet in the country awaits you! Located within 50 miles of NYC this unique post and beam home features an open floor plan with stone walls, fireplace, balconies and vaulted ceilings. From your main living space, featuring a full length glass wall with motorized solar shades, you can overlook your 1368 s/f private back deck, pergola and two side porches, one fully screened in for summer enjoyment. Ping Pong anyone? This exceptional home features three large bedrooms each with outside balconies. The master includes a large en-suite bath with a large walk-in custom closet. You can also work from home with your own private office space. Enjoy your peaceful park like 27 acres with a spring fed pond, pristine trails, mature plantings and raised garden beds. The two car garage also features WiFi door opener and a separate work shop. This home features numerous improvements including new boiler, water heater and exchanger, Ring security, Nest fire alarms, reverse osmosis water system, double ovens, and many more. Minutes to major highways, airport, shopping and entertainment. Opportunity for subdividing. This is the distinctive home you ve been waiting for!

$505,000Est. Payment
4 Beds | 3 Baths | 2,969 Sqft

15 Beverly Road, Chester, NY 10918

House For Sale

Set back, nestled among the trees, is your own private get-a-way Retreat! Perfect as a second vacation home, or as a primary residence with Monroe-Woodbury schools, this 2900+ sqft Contemporary Ranch is all you can dream of! Enter through the Foyer to a vaulted, light-filled Living Rm with stunning custom windows, Stone fireplace, and enough space to entertain all! Hardwood floors and open Kitchen with island seating, granite counters, some stainless appliances, & lots of storage! Step up to raised Dining Rm that can handle a crowd! Down the hall you'll find 3 bedrooms (one being used as a sun lit exercise and yoga studio), and a full bath, along with the laundry tucked away. Opposite wing of the home features the Master Suite - bedroom with private access to the deck, full en suite bath, and enormous walk-in closet! Heading down to the lower level, the basement has a finished office/den, entertainment and bar area, an add'l space used for wine storage, and access to the mechanical systems and garage - the 3-car Attached garage! 6.6 lush acres surrounds the home with gardens, vegetable plots, chicken coop, bee hives, fruit trees, fire pits, hammock for napping, outdoor gaming area, and so much more! All 100% organic and bio-dynamically farmed! Must view to appreciate all that this property has to offer!

$949,900Est. Payment
3 Beds | 4 Baths | 3,500 Sqft

67 Rock Ridge Road, Chester, NY 10918

House For Sale

* Your Dream Home Come True * One of a Kind Craftsman Log Home-Designed & Custom Built in 2015 in One of the Most Picturesque Areas in the Hudson Valley w/Warwick Schools * Sitting up High on the Gorgeous 6.1 Acres, on Top of The Ridge w/Magnificent Mountain Views, You will Enjoy Views of Sugarloaf Mountain, Mt Peter Ski area & Beautiful Warwick, NY * Stunning Open Floor Plan offers Magnificent Vaulted Ceilings, Gourmet Kitchen features: Farmhouse Sink, High End Stainless Steel Appliances w/Bertazzoni Gas Stove, Granite, Wine Fridge, Large Island & Modern Lighting * The Dining Area has the Most Gorgeous Window Overlooking your Private Property & Enough Dining Space for Large Dinner Parties * The Amazing Family Room has a 2 Story Stone Wood Burning Fireplace - Right out of a Magazine * You Will Feel Like you are in a High-End Colorado Home, with the Gorgeous Radiant Stamped Concrete Floors, Pine Logs, Pine Shiplap w/ Douglas Fir Trusses (Interior & Exterior) Plus Bark Siding in Eves & on Chimney * 3 Spacious Bedrooms w/ 4 Full Baths * Fabulous Master Suite is on 1st Floor, w/Spa Bath featuring: Hammered Copper Soaking Tub, Double Sinks, Frameless Glass Shower & Barn Door * Large 2nd Bedroom on Main Floor as well * Upstairs you will find another Bedroom & Full Bath, w/Loft - Kids will Love * Off the Living room, W/O to the Patio Sitting area to Enjoy a nice Beverage w/the Endless-Phenomenal Views! On the side of the house, a Hot Tub and a Fire Pit Await you * Full Size Laundry Room offers a Huge Pantry Closet * Oversized 2 Car Detached Garage w/plenty of Space for Tools, Above the Bays are another Spacious area to make a Great Game Room/Music Studio or Home Theater - Follow Across the Bridge or Up the Spiral Staircase to the Private Home Office w/Breathtaking Mountain Views * Built for Peace & Tranquility, you won't want to leave * Around Every Corner you will find Quality & Custom Design throughout, such as Jeld Wen Windows & Mahogany Front Door w/Speakeasy Grilles *

$559,900Est. Payment
4 Beds | 4 Baths | 4,658 Sqft

31 Grand View Terrace, Chester, NY 10918

House For Sale

***Welcome Home to this great commuter location in the desirable Valley View subdivision*** This magnificent Stone Front colonial has gorgeous sunset views from the back deck and Master Bedroom. The entrance opens up to a two-story foyer with a beautiful crystal chandelier an The first floor 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 master bedroom suite, skylights in the Master bath and a large walk-in close with 2 additional closets. ***This is the home you've been dreaming of don't let it pass you by***

$439,000Est. Payment
4 Beds | 3 Baths | 2,153 Sqft

74 Bull Mine Road, Chester, NY 10918

House For Sale

Nice updated home in Chester Blooming Grove, sitting on a very private 1 acre of property at the end of the cul de sac, Come and see what this home has to offer. entering the home thru the main door brings you to the nice high ceiling living room. kitchen has plenty of cabinets with granite counter tops. there are 4 bedrooms and 2 baths. You will fall in love with the master suite, there are numerous special features to this home and property that you have to see. Quality throughout! Great commuter location, Very private, professionally landscaped. minutes from Woodbury Commons,

$469,900Est. Payment
3 Beds | 3 Baths | 2,287 Sqft

106 Ridge Road, Chester, NY 10918

House For Sale

* Amazing Property * Gorgeous 3 Bedroom Stucco Colonial sits on .94 Perfect Acres and has the Most Beautiful Backyard Oasis with Heated In Ground Pool * Open Kitchen Layout w Granite Counters, SS Appliances, Luxury Vinyl Floors, Triple Pane Windows, LED Low Lighting and Large Breakfast Nook * Welcoming Dining Room-H W Floors, fits the Whole Family for Holidays plus Tons of Natural Light * Spacious Family Room is Perfect for Movie Night or Entertaining w Wood Burning Fireplace * Tremendous Master Suite offers Vaulted Ceilings, Large Palladium Window and New Spa Bathroom w Gorgeous Designer Soaking Tub, Frame-less Glass Steam Shower, Custom Tile-work Plus His and Her Vanities * Guest Rooms are Very Large plus lots of Natural Light * Back Yard Oasis-Fabulous Heated In Ground Pool (Heater Filter(18), Extensive Pavers, Stamped Concrete and Tons of Seating for Outdoor Parties * No Need to Go on Vacation w This Backyard-Plenty of Lawn Space for Ball Games and Pets(Electronic Dog Fence)-Perfectly Flat Property, Professionally Landscaped and Hardscaped - Privacy in Chester w Warwick Schools * Easy Commuter Location * Oversized 2 Car Garage * Additional Features: Security Cameras, C A, C Vac, Crown Moldings and Accent Outdoor Lighting * Smart House:Lights, Security Cameras and Thermostats *

$489,000Est. Payment
4 Beds | 3 Baths | 2,600 Sqft

77 Brennan Court, Chester, NY 10918

House For Sale

MOTIVATED SELLER, BRING IN ALL OFFERS!!! This awesome opportunity to own your dream house in scenic Chester won t last! This large home is a new construction,Fully done, and is ready to move in NOW!! sitting on a 5-acre lot. Quiet and peaceful neighborhood. Park-like property! First floor includes a family room, formal dining room, large modern kitchen with Quartz counter tops, bath, and office/den. Upper level includes a master suite with over sized walk in closet and full bath with double vanity, another 2 bedrooms, a laundry room, full bath, and a large bonus room perfect for additional sleeping space or playroom! Magnificent hardwood floors grace the lower level, whilst lush carpeting adds a cozy feel to the upper floor. This house is full of sunshine, has ample closet space, and many more perks. Call for your showing today. Tax information is the current rate. Estimated tax on this home is $12000. Basement has additional 461 SF.

$539,900Est. Payment
4 Beds | 3 Baths | 3,152 Sqft

17 Twin Brooks Drive, Chester, NY 10918

House For Sale

Situated in a charming neighborhood and nestled on 2 park like acres, this over-sized split level style home has been beautifully updated and cared for with such pride of ownership! Offering 3,152 sq ft of living space PLUS an additional 576 sq ft in the finished basement, there's room for everyone and then some! The HUGE kitchen boast Corian counter tops stainless steel appliances- there's nothing to be desired. Dine inside or outside on the large deck overlooking a private fenced in yard. Cozy up by the fireplace in the living room, enjoy a some time in the family room conveniently located off the kitchen, or have some fun in the basement rec room! Get some quiet time in your own spacious private den/office. The bedrooms are all generous in size & the master bedroom even offers a walki-in closet as well as a en suite with double sink & beautiful glass walk in shower. There's even a bonus room! Close to parks, trails, shopping, & a great commuter location! What more could you ask for?

$389,000Est. Payment
4 Beds | 4 Baths | 2,416 Sqft

159 Pine Hill Road, Chester, NY 10918

House For Sale

Nesteled on a quiet street in the town of Chester; near the Village of Sugarloaf; awaits your new home w/ mountain views. This split-level home features a large eat in kitchen, formal dining room, living room & family room w/ wood burning stove. This is the true definition of "Staycation". Sit on the deck & enjoy the change of leaves as the sun sets w/ mountain views. Come winter, picture yourself reading by the warmth of the wood stove as the snow falls (backyard is perfect for sledding). The large yard may inspire you to plant a garden in spring. In the summer, entertain at your pool & resort like patio w/ a waterfall! Located in the WARWICK SCHOOL District; close to highway, shopping & amenities. This home has it ALL! Enjoy all that the area has to offer including hiking, skiing, fishing, kayaking, great restaurants, outlet shopping, wineries, breweries and cideries. * MULTIPLE OFFER SITUATION * HIGHEST & BEST TERMS DUE 9/16/20 at 7 PM.

$925,000Est. Payment
4 Beds | 3 Baths | 2,346 Sqft

25 Natures Trail, Chester, NY 10918

House For Sale

This Grand Contemporary Home Is Everything You Need For A Luxurious Life, Featuring 8Ft Mahogany Doors, Granite Siding, 3 Finished floors and is on a Private Dead End Road. Perfect Place For City Commute Close To Buses Trains And Easy On/Off Highway, 30 Mins From Resorts World Catskills Resort/Casino And The Kartright Indoor WaterPark!! 40 Mins To BethelWoods And Ten Mins To The New And Coming LEGO LAND. The Perfect Luxurious Home For Any One To Enjoy To The Fullest Even As A Weekend Get Away.

$449,900Est. Payment
4 Beds | 3 Baths | 2,376 Sqft

6 Reputation Drive, Chester, NY 10918

House For Sale

Country living at its best. Enjoy all the quiet surroundings, yet be comfortable in knowing you have neighbors. Bordered by the Palisades Interstate Park system, escape to all the natural elements surrounding this well-maintained, 4 bedroom home on 2 private acres. All the main level rooms offer individual spaces that can be altered to your design, either an office, guest area, learning room etc. Gorgeous wood and tile floors, granite kitchen with very functional cabinetry, crown moldings, 2 gas fireplaces and a generously-sized 3 season room with adjoining deck overlooking the private yard and solitude you seek. This turnkey home can be yours today.

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