Chester NY Real Estate & Homes for Sale

The median home value in Chester, NY is $299,000. This is higher than the county median home value of $208,300. The national median home value is $185,800. The average price of homes sold in Chester, NY is $299,000. Approximately 79.03% of Chester homes are owned, compared to 19.23% rented, while 1.74% 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!


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Type:
Single Family-Detached
Sq.Ft.:
2,260
Status:
NEW LISTING
Beds:
3
Lot size:
1.4 Acres
Year built:
1999
Baths:
3.00
MLS#:
4902026

ADDITIONAL INFORMATION

With a little TLC this two story 3 bedrooms, 3 full bath colonial will shine in this desired cul-de-sac with a private setting. Features on the first level include gleaming hardwood floors, cozy living room with bay window, eat in kitchen with breakfast bar and sliders off the kitchen leading to back deck. Quaint sitting room and additional room for den or 4th bedroom and full bath on the first level as well. Master bedroom on the second level boasts vaulted ceilings wall to wall carpeting and private full bath with Jacuzzi Tub. Additional 2 bedrooms and full bath on the second level. Central A/C, 2 car garage and full, finished basement all included and in the Chester School District.

Type:
Condo
Sq.Ft.:
1,072
Status:
NEW LISTING
Beds:
2
Year built:
1987
Baths:
2.00
MLS#:
4901815

ADDITIONAL INFORMATION

Whispering Hills 2 story Townhouse 2 bedroom, 1.1 bath, with garage. Woodburning Fireplace, Vaulted ceilings, skylight. Master Bedroom with large walk-in closet & vaulted ceiling, updated full bath, central AC. Main floor has 1/2 bath, LR with Fireplace, Dining room, kitchen & laundry area. Updates include appliances, bathrooms, heating system & hot water heater. Affordable taxes and low common charges. Community offers 2 pools, 2 clubhouses get involved as much or as little as you would like, gym, walking trails, tennis, basketball & playground. reat commuter location. Minutes to Highway, shopping and transportation. AO 1/19/2019

Type:
Single Family-Detached
Sq.Ft.:
1,560
Status:
NEW LISTING
Beds:
4
Lot size:
0.94 Acres
Year built:
1930
Baths:
2.00
MLS#:
4901808

ADDITIONAL INFORMATION

Charming Farmhouse Colonial with stunning views of the countryside mountains. Beautiful wood floors, modern kitchen, stainless steel appliances. The focal point as soon as you walk in is the brick fireplace with wood stove insert, stained glass surrounding the fireplace and french doors leading to your wrap around deck. Sit outside with your coffee or wine and enjoy the scenery. Relax after a difficult day in your jacuzzi. Three barns, use your imagination for all of your needs.

Type:
Single Family-Detached
Sq.Ft.:
2,830
Status:
Active
Beds:
4
Lot size:
2 Acres
Year built:
1987
Baths:
3.00
MLS#:
4901599

ADDITIONAL INFORMATION

Paradise is calling! Imagine living in this established cul-de-sac location, with a TOTALLY RESTORED HOME, tastefully designed, tiled floors, granite kitchen, hardwood floors throughout, new windows, to die for kitchen with state of the art appliances. Walk out to your 45' deck overlooking the fenced yard, above ground pool with cabana shed, patios and numerous sitting locations. The basement is ready to finish, full walkout to the play yard with rough plumbing for that 3rd bathroom. Skylights adorn the master bath and bonus family room. Your covered front porch is just waiting for a rocking chair and your circular driveway provides a grand approach to your new home. Well positioned, easy to get to and boasting Monroe-Woodbury school district. This is a must see!

Type:
Single Family-Detached
Sq.Ft.:
810
Status:
Active
Beds:
2
Lot size:
0.18 Acres
Year built:
1850
Baths:
1.00
MLS#:
4901334

ADDITIONAL INFORMATION

Did you include "STOP PAYING RENT" in your New Year's resolutions? If you did, run to see this little jewel located in the village of Chester! This home is absolutely adorable and it has been totally renovated. New roof, new forced air furnace, new kitchen and hot water heater. Paint, carpet and driveway as well! Lots of closet space and dinette area. Located on a peaceful part of town, surrounded by nature, walking distance to the beautiful Heritage trail but a super quick drive to all of Chester's shopping centers and route 17! This home makes a perfect starter home or a great investment property! Come take a look today!!

Type:
Single Family-Detached
Sq.Ft.:
3,035
Status:
Active
Beds:
4
Lot size:
2.4 Acres
Year built:
1982
Baths:
3.00
MLS#:
4900577

ADDITIONAL INFORMATION

There is nothing typical about this bi-level in the sought after Monroe-Woodbury School District. Bring your creative eye to transform this large home into the home of your dreams. This home features 4 bedrooms, including a master with custom en-suite with jetted tub and spa shower along with 2 walk-in closets in the addition. Large eat-in kitchen with pantry, 3 full baths, living room, family room w/fireplace and formal dining room make this home ideal for entertaining. Located on 2.4 acres, this 3,000+ sq. ft. home features outdoor living/entertaining space including a large custom deck, an in ground pool, and a cabana with a full bath. Taxes do not reflex STAR exemption. DON'T MISS THIS UNIQUE OPPORTUNITY.

Type:
Single Family
Sq.Ft.:
n/a
Status:
Active
Beds:
3
Lot size:
2.21 Acres
Year built:
2013
Baths:
2.00
MLS#:
190045
Subdivision:
None

ADDITIONAL INFORMATION

An almost new home set on a spectacular corner 2+ acre lot. Wonderful opportunity to own this modular home on a full finished basement. Centrally located in the very small classroom sized Minerva school district. Low taxes and the opportunity to add the Breezeway (trusses are already on site). 2 car garage with workshop area. Owners will be leaving 2/1/2019 and would love to have an offer on or before that time. Call today to set up a time and date to take a look.

Type:
Single Family-Detached
Sq.Ft.:
4,204
Status:
Active
Beds:
5
Lot size:
1 Acres
Year built:
1872
Baths:
4.00
MLS#:
4900708

ADDITIONAL INFORMATION

Beautiful colonial farm house. Over 4,000 square feet. Large, foyer. Spacious living room flows into formal dining room. Large bright kitchen with granite counter tops, bay window and stainless steel appliances. Sunken family room with fire place for an insert leading to enclosed sun porch. Double staircases. Close to highways, 1 hour to NYC, and an acre of private property to enjoy.

Type:
Single Family
Sq.Ft.:
1,946
Status:
Active
Beds:
3
Lot size:
0.1 Acres
Year built:
2006
Baths:
3.00
MLS#:
4900295
Subdivision:
Sugar Loaf Estates

ADDITIONAL INFORMATION

PRICED TO SELL! Beautiful town home located in Sugar Loaf Estates with Warwick Schools. This meticulously maintained unit is loaded with upgrades. Kitchen has tile floor and is open to the dining and living rooms which have partial hardwood floors and a gas fireplace with blower. Sliding doors from living room that lead to a composite deck that overlooks woods. A half bath & laundary room that completes the first floor. The second floor has three generous size bedrooms including the master. Master suite has two large walk in closet & master bath with whirlpool tub & dual sinks. A hall bathroom to complete the second floor. The basement is finshed with wall to wall carpet, with plenty of closet space & lots of living and playing area, also full windows for natural sun light. Other features include; alarm system, central air and a one car garage. Excellent commuter location just minutes to Rte.17. Walking distance to the quaint craft village of Sugar Loaf. Come & See, This one wont last!

Type:
Single Family-Detached
Sq.Ft.:
1,744
Status:
Active
Beds:
4
Lot size:
0.27 Acres
Year built:
1958
Baths:
2.00
MLS#:
4856847

ADDITIONAL INFORMATION

Beautiful renovation of this 4-bedroom, 2 full bath Cape Cod situated on almost 1/3 acre. Gorgeous new kitchen with granite countertops, stainless steel appliances and recessed lighting. Southern sun-filled dining area with sliders to huge deck overlooking nice-sized backyard. Gleaming hardwood floors throughout. Updated lighting and fresh, neutral paint. Both bathrooms are sparkling clean and tastefully remodelled. Outside shed in addition to unfinished basement for all your tools, equipment and storage needs. Home location is in a neighborhood right off 17M close to shopping, entertainment and super easy access to 17 (I-86) for commuting. Not to be missed. Call today before this gem is scooped up!!!

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1987
Baths:
3.00
MLS#:
4856522

ADDITIONAL INFORMATION

One of Whispering Hills largest Town houses has been completely rebuilt. This end unit offers a bright spacious open floor plan, living room with fireplace, formal dining room, kitchen with New White Shaker cabinets, granite counters and glass tiled back splash.Brand new Samsung stainless steel appliances. There is a new half bathroom on the first floor plus a laundry room. The second floor has three bedrooms Tastefully tiled with porcelain and glass tile accent in the hallway full bathroom. The master bedroom has vaulted ceilings new porcelain and glass accent tiled bathroom on suite. New contemporary vinyl wood plank flooring, Furnace and central air, lighting, doors and many other new items. Enjoy the lifestyle at Whispering Hills with club house,gym,pool, walking paths bus stops that go directly to NYC. Walk to shopping and a mile from major hwys

Type:
Single Family-Detached
Sq.Ft.:
1,944
Status:
Active
Beds:
3
Lot size:
1 Acres
Year built:
1977
Baths:
2.00
MLS#:
4854139

ADDITIONAL INFORMATION

Nice Raised Ranch style home with hardwood flooring on the main floor (including under carpet in 2 BR's). Woodstove in family room looks to be able to heat the whole house (after inspection and cleaning of the woodstove and chimney by buyer). The home has a 2-car attached garage which leaves half of the basement area unfinished with excellent potential for workshop, studio or living area expansion. Very private wooded setting. Great access to Quickway 17, the Village of Florida, the Hamlet of Sugar Loaf and Florida's park located on the northern shore of Glenmere Lake with boat launch (no gas motors), playground, picnic areas, pavilion, dock and dog park, Previously tenant occupied, could use some updating. Boiler is brand new, roof is 4 years old and is warranted by GAF. Being sold "as is". House is currently apportioned off larger County lot on 1 acre but 3 acres+- is being included with the sale of this property.

Type:
Single Family-Detached
Sq.Ft.:
2,310
Status:
Active
Beds:
4
Lot size:
0.31 Acres
Year built:
2015
Baths:
3.00
MLS#:
4854003

ADDITIONAL INFORMATION

Newer built Bi-level open floor plan built by a very reputable builder quality craftsmanship ,cathedral high vaulted ceiling,hardwood flooring throughout the house,spot lights,granite counter top with island,stainless steel appliances,central air conditioning,fireplace,minutes to to route 17 about an hour to New York City Very desirable area 2 car garage with high ceilings and much more .......

Type:
Condo
Sq.Ft.:
1,316
Status:
Active
Beds:
3
Year built:
1984
Baths:
2.00
MLS#:
4854131

ADDITIONAL INFORMATION

Commuter delight, well kept unit in desirable Whispering Hills, Close so shopping and highways, enjoy tennis, pool, exercise room, club house....corner unit with balcony, well kept unit has cathedral ceilings in living room, wood fireplace, eat in kitchen, formal dining room,3 bedrooms, 2 full baths and laundry, also has 1 car garage downstairs which can double as a play room if desired, main living area is all on one floor, Unit is good condition just move in and ENJOY...Bedrooms newly painted and new flooring in Living room and hall. Easy to view, Butternut units sell quickly, don't wait!

Type:
Single Family-Detached
Sq.Ft.:
1,152
Status:
Active
Beds:
2
Lot size:
0.21 Acres
Year built:
1870
Baths:
2.00
MLS#:
4853003

ADDITIONAL INFORMATION

Convenient Village Location! Great Opportunity for Investors or First Time Home Buyers! Why Rent When you Can Own! 2 Bedrooms! 1 1/2 Bathrooms! Private Driveway! Central Air! Municipal Services! Natural Gas Heating! Walk to Shops, Park and Schools! Close to Major Highways!

Type:
Single Family
Sq.Ft.:
1,300
Status:
Active
Beds:
3
Lot size:
0.5 Acres
Year built:
1979
Baths:
1.10
MLS#:
201833683

ADDITIONAL INFORMATION

Looking to be near Gore Mountain or Whiteface Mountain for Skiing or just want to have fun in the Adirondacks with Lake Frontage on Loon Lake? Bring your boat and enjoy the 100 foot of frontage, beach, dock and green space. This well-maintained year round hillside ranch offers 3 bedrooms, 2 baths, hardwood floors, maple kitchen, heated game room, heated garage, and a paved driveway.

Type:
Single Family-Detached
Sq.Ft.:
3,536
Status:
Active
Beds:
4
Lot size:
2.7 Acres
Year built:
1988
Baths:
4.00
MLS#:
4851637

ADDITIONAL INFORMATION

Buy This Awesome Home, We Will Buy Yours* Nature lovers rejoice- this is the one youâve been waiting for! Nestled in the unique Artisan hamlet of sugar Loaf, this well-maintained home offers you a serene retreat with views year-round- including majestic wildlife close enough to touch. Enjoy the blazing colors of autumn from any room in this spacious cape cod home. Watch the snow fall while you cozy up in front of the wood burning stove, or enjoy the sunsets on your two-tiered redwood deck. Plenty of room for the kids to play- take advantage of the ability to go snow sledding in your own backyard. 2nd floor has an office with a separate entrance and access to the deck. The zoning allows for a home business, with one employee. The basement has 400 SF of finished space- not included in the listed SF. Enjoy all the area has to offer, including hiking, skiing & boating- then stop by one of the caféâs or restaurants in town. All of this, and Warwick Schools! *call your realtor for details.

Type:
Single Family-Detached
Sq.Ft.:
3,072
Status:
Active
Beds:
4
Lot size:
0.51 Acres
Year built:
2004
Baths:
3.00
MLS#:
4851150

ADDITIONAL INFORMATION

Magnificent Grand Contemporary Colonial that features a beautiful open Airy floor plan.This Gorgeous home features hardwood floors throughout, recessed lighting, crown and chair moldings, a Spectacular Living Room, Spacious Formal Dining Room that hosts large parties and holidays. Family Room with gas fireplace, Gormet Kitchen with high end cabinetry, Corian Countertops, upscale appliances, breakfast bar, open dining area. 1St Floor Bedroom with full bathroom which is great for a inlaw, teen or guest quarters. Private Laundry room. 2nd Floor offers a very Large Master BR suite with cathedral ceilings, beautiful bathroom that offers a double sink vanity and huge walk in closet. 2 more Large bedrooms one of which offers soaring ceilings. Full main bathroom. Overlook Balcony looking over the lower level. Lots of walk in attic storage. Full unfinished workable Basement. Trex Decking on the deck and front porch. Lush Landscaped yard. Sprinkler System, Central Air, Absolutely Stunning Home

Type:
Single Family-Detached
Sq.Ft.:
4,687
Status:
Active
Beds:
5
Lot size:
5.3 Acres
Year built:
1985
Baths:
3.00
MLS#:
4841440

ADDITIONAL INFORMATION

Bring your vision and your contractor. This is a great home that needs a special buyer to make it sparkle again. The roof was replaced about 7 years ago and a new furnace was installed around 2013. A/C replaced in 2017. With proper permits the first level may be reconfigured to be a second master suite with access to the back deck. Close to major highways, fine dining, entertainment, vineyards, skiing and shopping. You want to check out this incredible property that has so much potential and a great price!

Type:
Single Family-Detached
Sq.Ft.:
1,216
Status:
Active
Beds:
2
Lot size:
0.62 Acres
Year built:
1965
Baths:
2.00
MLS#:
4850837

ADDITIONAL INFORMATION

Single level living waiting for you with this Ranch home waiting for some love. Fix it up and make it just the way you want it to call it home. Wood floors throughout. Front and back decks. Great 1/2+ acre w generous backyard with room to roam. Huge unfinished finishable basement. Popular Monroe/Woodbury Schools.

Type:
Single Family
Sq.Ft.:
n/a
Status:
Active
Beds:
3
Lot size:
0.85 Acres
Year built:
1975
Baths:
1.00
MLS#:
183640
Subdivision:
None

ADDITIONAL INFORMATION

Listen to the call of the loon on Loon Lake with dock and beach, 37' to enjoy with family and friends. Other cottages in area for a great get-away for children. The cottage itself has Adirondack ambiance with a beautiful stone fireplace, 3 bedrooms, 1 bath, sleeping loft and plenty of room to congregate & enjoy each other's company. A country kitchen as you walk into this home is a welcome sight. Outdoor shower an added bonus, drilled well, newer septic. All furnishings included with exception to a few personal and favorite items. Drive down Memory Lane and begin to make memories!!

Type:
Single Family-Detached
Sq.Ft.:
2,212
Status:
Active
Beds:
3
Lot size:
1 Acres
Year built:
1979
Baths:
3.00
MLS#:
4850165

ADDITIONAL INFORMATION

Beautiful contemporary style home situated on 1 acre of picturesque, professionally landscaped property. Blue stone walkway and stone walls lead to the front door. The open floor plan and architectural windows flood the space with natural light. The formal living room has bamboo hardwood floors, high-hat lighting and a beautiful stone fireplace. The master suite is conveniently located on the first floor. The large master has a walk-in closet, master bath with whirlpool tub, Corian countertops and Kohler fixtures. An office (with closet), half bath, laundry room and den complete the first floor. The second floor features two additional bedrooms, both generous in size and a hall bathroom. The exterior is equally impressive with a large wrap around deck with pergola, stone patio with awning, Koi pond,fire pit and shed with electric. Mature landscaping surrounds your oasis and provides ultimate privacy. This property is a must see!!

Type:
Single Family
Sq.Ft.:
975
Status:
Active
Beds:
3
Lot size:
10.13 Acres
Year built:
1945
Baths:
1.00
MLS#:
201832117

ADDITIONAL INFORMATION

Enjoy year round cabin living nestled in the Adirondack Park. 10+ acres with APA approval to build single-family residence on 8.8 acres of the 10+ acres. Live in your log home while you build the home of your dreams! Enjoy the creature comforts while surrounded by nature with the Adirondack Park literally in your backyard. Abundant ATV Trails. Loon Lake less than 1/4 mile away. 10 MILES TO GORE. HIKE & CLIMB in KEENE VALLEY less than 45 mins.away. Lots to do here! Shed Sizes: 8 x 16 and 12 x 19

Type:
Single Family-Detached
Sq.Ft.:
1,904
Status:
Active
Beds:
4
Lot size:
1 Acres
Year built:
1950
Baths:
3.00
MLS#:
4847141

ADDITIONAL INFORMATION

You'll love the unique layout of this home! Yes, it's a bilevel, Perfect for Mother/Daughter or Home Office. Incl. 4 bds, 2.5 bath, Formal Dining room, Eat in kitchen. Master bedroom with master bath. Sparkling hardwood floors. Cozy family room with brick fireplace., plus large den and Full bath in lower level. Laundry room. Over-sized one car garage. Come see it!

Type:
Condo
Sq.Ft.:
1,331
Status:
Active
Beds:
3
Year built:
1984
Baths:
3.00
MLS#:
4832943

ADDITIONAL INFORMATION

Welcome Home to Whispering Hills! One of Orange Counties Established Premier Communities. This Townhouse has the LARGEST layout, GREAT DESIGN and a CORNER LOT. Two levels of SPACIOUS townhouse living featuring your own private TWO car garage with LOADS of STORAGE. Features include: Hardwood Floors, BEAUTIFUL Updated Bathrooms, Walk-Out Patio from Updated Kitchen with separate Dining Area. Living Room offers a CUSTOM Entertainment Center and Distinctive Fireplace. Laundry Room on the first floor. Second Level includes Master Bedroom with it's Beautifully Private RENOVATED FULL BATHROOM and ample closets; Two LARGE Additional Bedrooms with UPDATED CONTEMPORARY FULL Bathroom. Wider Hallway allows for Multi Purpose use (Office/Sitting Area). Steps away from amenities - CLUBHOUSES (Great for entertaining), POOLS, TENNIS COURTS, BASKETBALL COURTS, WALKING TRAILS, PLAYGROUNDS, DOG PARKS. Direct Commutes to NYC. Close to local shops, Woodbury Commons, Wineries, Farms, and Outdoor Activities.

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Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 57 W 16th St, 2nd Floor, New York, NY 10011

The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Xome are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2017 Hudson Gateway Multiple Listing Service, Inc. AND Hudson Gateway Association of REALTORS, Inc.. All rights reserved.

Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 57 W 16th St, 2nd Floor, New York, NY 10011

The data relating to real estate for sale on this web-site comes in part from the Internet Data Exchange Program of Warren County Association of Realtors. Warren County Association of Realtors deems information reliable but not guaranteed.
Thomas O'Leary, License 10311207479, Xome Inc., License 10991227159, ThomasH.Oleary@xome.com, 844-400-XOME (9663), 57 W 16th St, 2nd Floor, New York, NY 10011

© 2017 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended.

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