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Chester NY Real Estate & Homes for Sale

68 Properties Found

The median home value in Chester, NY is $284,000. 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 $284,000. 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!
Learn more about Chester Real Estate.


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1–25 of 68 properties displayed
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Beds:
3
Baths:
2.00
Sq.Ft.:
1,944
Status:
Active
MLS#:
4854139
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1977
A broker reciprocity listing Courtesy: John I McCarey
View additional info

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, roof is 2 years old. 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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,310
Status:
Active
MLS#:
4854003
Type:
Single Family-Detached
Lot size:
0.31 Acres
Year built:
2015
A broker reciprocity listing Courtesy: United Hudson Realty LLC
View additional info

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 .......

Beds:
3
Baths:
4.00
Sq.Ft.:
2,116
Status:
Active
MLS#:
4854272
Type:
Single Family-Detached
Subdivision:
Sugar Loaf Trails
Lot size:
1.8 Acres
Year built:
1994
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

As you think about your New Year resolutions, add becoming a homeowner to the list! Thereâs no place like home in this handsome 3 (4) bedroom, 3.5 bath Colonial offering naturally lit spaces, an open floor plan, and finished walkout lower level with 2nd kitchen, full bathroom, living room, den, and bedroom, perfect for extended family. Opening to a casual family room, the eat-in kitchen has granite counters, Cherry cabinetry, stainless steel appliances, and center island. For more formal gatherings, the dining room offers plenty of space. Upstairs you will find 3 generously sized bedrooms, including a master w/full updated spa-like bathroom. Entertaining, large gatherings, outdoor recreation, or relaxing, this home has the space for all that and more. Set on nearly 2 acres in the Warwick School District, within minutes to Sugar Loaf, Warwick, Chester, and within an hour to the GW Bridge. Enjoy nearby shopping, restaurants, golf, skiing, hiking, farm markets, and so much more!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,550
Status:
Active
MLS#:
4854280
Type:
Single Family-Detached
Lot size:
5.1 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Keller Williams Valley Realty
View additional info

Colonial set back in Chester with 5.1 acres of private property for your peace and solitude. Great home to entertain in as it has an above ground pool and hot tub. The lemon aid porch in the front is great for your rocking chairs and the big deck in the back with partial trex lends itself for relaxation. In the front as you enter the long driveway is about 2 acres with a stream and the setting is very natural. This home boasts 4 bedrooms on the second level which includes the master with a master bath. Another full bath is also on the second floor. The first level offers eat in kitchen, formal living room and dining room, family room with fireplace, laundry room and a powder room. The full basement is finished and lends itself to many possibilities. Bring this home back to its original state.

Beds:
5
Baths:
4.00
Sq.Ft.:
3,523
Status:
Active
MLS#:
4853506
Type:
Single Family-Detached
Lot size:
5.1 Acres
Year built:
1996
A broker reciprocity listing Courtesy: BHHS Gross & Jansen
View additional info

Welcome Home! As you pull into Park Place you will feel the privacy! This neighborhood is stately and is adorned with mature trees and rock walls. This five bedroom three full one half bath home has hardwood floors on the first floor, hardwood doors throughout the home, recessed lighting, and many new upgrades. 2018 - New Well Pump & Whole House Humidifier system, dishwasher, bulb changed in UV system, 2017- New Deck, new glass doors in basement bathroom, microwave. 2016 - Entire house was stained, New Hot Water Heater, new SS range, new SS refrigerator & pool deck was redone. 2015 - New A/C Head unit in Attic. The house also boasts solid wood doors throughout! Please note: CAT5 Eathernet throughout the house stays with home. House is set up for a generator.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,316
Status:
Active
MLS#:
4854131
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: Homes By Yara
View additional info

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!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4853927
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

CALLING ALL INVESTORS!! HANDY MAN SPECIAL! Two Level Living! 2 Bedrooms! 1 1/2 Bathrooms! 2 Car Garage! Living Room w/Fireplace! Perfect Commuter Location! Walk to NYC Bus and Shopping! Close to Major Highways! Country Club Living! Clubhouses! Pools! Tennis! Basket Ball! Tot Lot! Dog Walk! This wont Last!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,020
Status:
Active
MLS#:
4852970
Type:
Single Family-Detached
Subdivision:
Surrey Meadows
Lot size:
0.34 Acres
Year built:
1967
A broker reciprocity listing Courtesy: Monroe Realty Center
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Lovingly cared for and meticulously maintained, this home has been renovated inside and out. The open-concept kit features Shiloh Spice w/Black Glaze maple cabinets, ceramic tile back-splash, granite counters and a 7' X 6' island w/seating for 5. There's a Bosch dishwasher, SS GE Cafe gas range, micro, SS sink w/prep board and a French dr bottom freezer refridge. Large 14' X 20' sunrm with heat, central A/C, skylights and french drs. All elec and plumbing has been upgraded. New siding, roof and heating system. Hardwd flrs throughout the upper level while the downstairs features a family rm with W/W carpet (2018), a 4th bedrm and a beautiful bathrm w/spa shower that was completely redone in 2017. The laundry rm has premium vinyl plank flring. Relax & dine on a private patio w/Uni-lock pavers and fire pit that help showcase a park-like backyard. Professionally landscaped front and back. Master Shield gutter guards. Driveway was expanded for additional parking and recently blacktopped.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,466
Status:
Active
MLS#:
4849374
Type:
Single Family-Detached
Lot size:
0.31 Acres
Year built:
1969
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Beautiful L Shape Ranch with New Kitchen and Bathrooms. Large Livingroom with Fireplace, Sliding Door to Trex Deck, New Driveway, 2 Car Garage, Nice Size Master Bedroom with Walk in Closet, Beautiful Back Yard with Paver Walkway, Plenty of Room for Backyard Entertaining! Make This Your Dream Home!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4853120
Type:
Condo
Year built:
1989
A broker reciprocity listing Courtesy: Curasi Realty Inc.
View additional info

Come see this tastefully renovated 3BR END UNIT home. When you first walk in you will notice the awesome grey flooring that leads you either to the living room with a fireplace or the dining room. Then you will check the brand new kitchen with granite tops and tiled back splash, all along with stainless steel appliances to compliment it all. All the bathrooms have renovated as well. This home also has a TWO car garage and plenty of lot parking. Close to major transportation as well and shopping. 5 Minute walk to the clubhouse and pool.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
4853003
Type:
Single Family-Detached
Lot size:
0.21 Acres
Year built:
1870
A broker reciprocity listing Courtesy: ARC Realty 1 in Sales
View additional info

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!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,444
Status:
Active
MLS#:
4851656
Type:
Single Family-Detached
Lot size:
0.71 Acres
Year built:
1773
A broker reciprocity listing Courtesy: Keller Williams Hudsn Vly Untd
View additional info

Built-in 1773 this pristine cape brings the charm of the ages into modern day amenities. The tranquility of the landscape will draw you in while the interior of this home is sure to make you fall in love. Original wide planked hardwood & brick flooring matched with the hand-hewn beam ceilings give this home a rustic vibe. An abundance of large windows, the natural light pours in. FIVE working fireplaces bring incredible warmth to this home and aged authenticity. Large eat-in kitchen complete with walnut countertops is country living at its finest. 2nd living room has the potential for a 1st-floor master suite. Upstairs 3 spacious bedrooms with vaulted ceilings,ample closet space! Although his home lies in the heart of the adventure-filled Hudson Valley, you may never want to leave with such an oasis in your backyard; private inground pool and gazebo. Lake rights to Tomahawk top off the adventure that you can call home when you call today to schedule a viewing and prepare to be amazed!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
4852049
Type:
Single Family-Detached
Lot size:
0.34 Acres
Year built:
1900
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
View additional info

Here it is! The perfect starter home. Right in town. Walk to everything. Lovingly updated and maintained. Ready for you to move in. Huge fenced in yard with a large shed and play set. Come see for yourself.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,331
Status:
Active
MLS#:
4851802
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: William Raveis Baer & McIntosh Real Estate
View additional info

This is the largest home available in Whispering Hills. This end unit home with over 1,300 square feet has so much to so offerâ¦. Large and bright rooms, 3-bedrooms, 2 full baths + a half bath on the first floor. Wood burning fireplace, 3-bedrooms, 2 and a half bathsâ¦.All updated within the past year! New roof, skylight, newer furnace, sliders lead to the extra large patio. Wonderful commuter location. Close to all major roadways and shopping including Woodbury Commons.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,792
Status:
Active
MLS#:
4851526
Type:
Single Family-Detached
Lot size:
2.4 Acres
Year built:
1995
A broker reciprocity listing Courtesy: Keller Williams Realty Group
View additional info

Beautiful home is located in the growing town of Chester. This home offers a cozy retreat, with magnificent views.. Features 3 large bedrooms, an additional room, 2 full and 1 half bathrooms, hardwood flooring, wrap around deck, finished walk out basement with office, over 2 acres of landscape, two car garage, basketball court, pool, hot tub, privacy, corner lot, lake views. The kitchen is perfect for entertaining as it opens to the family room with a warm fireplace. Taxes do not reflect star credits

Beds:
4
Baths:
4.00
Sq.Ft.:
2,960
Status:
Active
MLS#:
4851637
Type:
Single Family-Detached
Lot size:
2.7 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Keller Williams NY Realty
View additional info

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,072
Status:
Active
MLS#:
4851150
Type:
Single Family-Detached
Lot size:
0.51 Acres
Year built:
2004
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

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

Beds:
5
Baths:
3.00
Sq.Ft.:
4,687
Status:
Active
MLS#:
4841440
Type:
Single Family-Detached
Lot size:
5.3 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Bring your vision. 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 installed around 2013. A/C replaced in 2017. With proper permits the first level could be reconfigured for a mini master suite with access to the back deck. Close to major highways, fine dining, entertainment, vineyards, skiing and shopping. You donât want to miss seeing this incredible property that has so much to offer at a great price!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,216
Status:
Active
MLS#:
4850837
Type:
Single Family-Detached
Lot size:
0.62 Acres
Year built:
1965
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,655
Status:
Active
MLS#:
4849956
Type:
Single Family-Detached
Lot size:
0.37 Acres
Year built:
1850
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Charming Chester turn of the century 2-story home newly updated. Walk up on your large covered front porch and enjoy the peace and fresh country air. This home is located across the street from the Heritage Trail. Large first floor master bedroom with adjoining bathroom & walk-in closet. Living room, formal dining room, eat-in-kitchen, large laundry room/half bath. Second floor includes 2 bedrooms and full bath. This home is ready for a new family!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,212
Status:
Active
MLS#:
4850165
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1979
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

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!!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
4850180
Type:
Condo
Lot size:
0.01 Acres
Year built:
1990
A broker reciprocity listing Courtesy: John J Lease REALTORS Inc
View additional info

Great condition! Bright and sunny 2 bed, 1 bath, 1 car garage end unit. This condo offers an open floorplan with cathedral ceilings and a wood burning fireplace. Glass sliders off the living room leading to a balcony overlooking a spacious lawn. The kitchen offers oak cabinets, lightly used appliances and plenty of cabinets and storage space. The entire home has just been freshly painter and both bedrooms have brand new carpet. The master bedroom has a sink w/ vanity and a spacious walk-in closet. Plenty of parking for guests. Enjoy maintenance free living with 2 clubhouses (adult & baby pools) workout center, walking path, tennis, basketball and playgrounds. Located off RT 17, only 55 minuets to NYC. Short line bus stop in the complex or 10 min to Harriman train station! You will not be disappointed

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
4849860
Type:
Condo
Year built:
1987
A broker reciprocity listing Courtesy: Catskill Country Real Estate
View additional info

Location is everything! This unit sits in a quiet area yet steps away from tennis, basketball, a playground, clubhouse, and pool. BBQ out on the patio or picnic in the yard surrounded by greenery. This 2 bedroom, 1.5 bath townhouse boasts gleaming floors with a cozy fireplace in the living room and custom built in shelving. An open floorplan makes hosting dinner a breeze. A skylight and vaulted ceilings add to the charm with 2 large bedrooms upstairs, including a master bedroom with spacious walk-in closet and a full bathroom. A two car garage with plenty of storage space is a bonus. Pride of ownership is apparent. This community provides 2 clubhouse locations, a workout room, 4 dog runs, 2 playgrounds, 2 oversized in- ground pools with separate kiddie pools, basketball courts, tennis courts, and an abundance of yard space for the whole family. This is a commuters dream with a NYC bus stop on premises. Take a look today, you won't be disappointed!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,052
Status:
Active
MLS#:
4848270
Type:
Single Family-Detached
Lot size:
6.1 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Here it is! enjoy your re-birth of this 80s colonial set on over 6 quiet acres on sought-after cul-de-sac. Positioned privately from the road, yet convenient to all services. The entire rear is a park-like setting with 36' decking surrounding the in-ground pool oasis. The backdrop is loaded with privacy. Newly installed baths, oak flooring and slate floors. Room in the garage for a workshop with rear entrance to shangrila. The master bedroom is roomy with walk in closet and full bath. Plenty of opportunity to make this home your own. Kitchen has updated stainless appliances and a 30' living/family room with sliders to the expansive decking in rear. Don't miss out on this great price and great location.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,904
Status:
Active
MLS#:
4847141
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Blooming Realty
View additional info

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!

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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 the owner of this site 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 © 2018 Hudson Gateway Multiple Listing Service, Inc. AND Hudson Gateway Association of REALTORS, Inc.. All rights reserved.

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