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Chester NY Real Estate & Homes for Sale

71 Properties Found

The median home value in Chester, NY is $348,750. This is higher than the county median home value of $208,575. The national median home value is $209,892. The average price of homes sold in Chester, NY is $348,750. Approximately 78% of Chester homes are owned, compared to 16.5% rented, while 5.5% are vacant. Chester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chester real estate agent to arrange a tour today!
Learn more about Chester Real Estate.


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1–25 of 71 properties displayed
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Beds:
4
Baths:
3.00
Sq.Ft.:
2,092
Status:
Active
MLS#:
5012331
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1968
Courtesy: Weichert Realtors
View additional info

* Spacious 4 Bedroom 2.5 Bath Bi-level in Monroe Woodbury Schools * Property is A Beautiful 2 Acres * Hardwood Floors * Open Floor Plan * Vaulted Ceilings in the Living & Dining Room w/ Gas Stove * Young Eat in Kitchen Kitchen w/Granite Counters, Back-splash and Stainless Steel Appliances * Master Bedroom Suite with Master Spa bath featuring: 2 person Shower plus Imported Tile * Nicely sized Bedrooms * Great Family Room w/Brick Fireplace and Wood Mantle * Young Furnace * Central A/C * Over-sized 2 car Garage * Back Porch overlooks the Beautiful Backyard for Kids and Pets to Enjoy * You are in a Lovely Neighborhood Yet Very Private * Needs some Touch Ups but Well Worth it * lower chester taxes with MW Schools *

Beds:
4
Baths:
3.00
Sq.Ft.:
2,728
Status:
NEW LISTING
MLS#:
5100590
Type:
Single Family-Detached
Lot size:
0.33 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Orange NY Homes
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Come move right into this like brand new gorgeous colonial near shops and restaurants. Features: 4 bedrooms 3 full baths that were just renovated, entire inside freshly painted w/benjamin moore, 1st floor office/den/5th bedroom, cherry color cabinets with new stainless steel appliances, hardwood floors throughout, cathedral ceilings, fireplace, 2 central air units, above ground pool with all trex decking, stamped concrete patio, fire pit, new pool liner, new hot water heater, new split puc heat and a/c in basement, home theater with 90 inch tv and 6 movie theater style recliners.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,223
Status:
NEW LISTING
MLS#:
5101925
Type:
Single Family-Detached
Subdivision:
Sugarloaf Estates
Lot size:
0.34 Acres
Year built:
1998
A broker reciprocity listing Courtesy: Artisan Realty
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Take in the sunsets & watch the magic of Warwickâs scenery unfold on a beautiful, large, wraparound front porch in the highly sought after Sugarloaf Estates! Large colonial offers 5 bedroom 2 1/2 bath on 1/3 of an acre w/ 2 car garage! Huge family room (gas fireplace; built in home theater system), eat in kitchen, formal living room & dining room! 4 bedrooms upstairs & offers a large master bedroom en-suite w/ stall shower jacuzzi tub & 2 HUGE walk in closets! 5th bedroom, lower level w/ full walk out basement (separate entrance makes an ideal in law suite), living room area w/ built in home theater & plumbing rough in for a 3rd full bath; Double TREX deck (Trex railing) w/ built in, heated, above ground pool w/ led lighting & slide! **BONUS separate 8 seat hot tub in private fenced-in backyard! 12x16 shed w/ a loft! Hardwood floors as seen w/w carpet & crown moldings throughout! Baseboard heat, newer 90 gal hwh, central air..it really has it all! Warwick schools and 1 hr from NYC

Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
NEW LISTING
MLS#:
5098393
Type:
Single Family-Detached
Lot size:
2 Acres
Year built:
1966
A broker reciprocity listing Courtesy: Keller Williams Realty
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Calling all investors and handymen. Use your skills and imagination to make this a dream home. Sitting on 2 beautiful acres backing up to the Heritage Trail in Monroe Woodbury School District. Great bones, just needs some love. Cash or rehab loan preferred. This one won't last, schedule a showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,230
Status:
Active
MLS#:
5099397
Type:
Single Family-Detached
Lot size:
0.36 Acres
Year built:
2005
A broker reciprocity listing Courtesy: United Hudson Realty LLC
View additional info
Beds:
4
Baths:
4.00
Sq.Ft.:
3,777
Status:
Active
MLS#:
5098463
Type:
Single Family-Detached
Subdivision:
Neuhaus/Dug Rd
Lot size:
4.1 Acres
Year built:
1990
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group
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Private vacation retreat, 60 minutes to NY City! 3700+ sq.ft.,perfect for the extended family. "Grand" two story entry with circular staircase. English style library displays crown & base moldings, fireplace framed with Cherry mantel surround. 6' windows / French slider to a backyard Oasis, heated Monarch pool w/stone waterfall, spa & summer pavillion. Gourmet kitchen-quartz counters-abundance of cabinetry, designer appliances, gorgeous hood oven. Formal dining & living room, den & full bath complete first floor. Dramatic Master bedroom & bath, walk in custom closet, attached bonus room possible nursery or office. Generously sized bedrooms. Make this home your own!! 4+ EXTREMELY private acres, stunning views! Hudson Valley offers wineries, restaurants, craft breweries, historic museums & world class shopping at the Woodbury Commons Outlet Stores. Nearby Greenwood Lake& Warwick offer wonderful shops & restaurants. Nearby Orange Regional & Crystal Run Health care facilities.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,086
Status:
Active
MLS#:
5094407
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
View additional info

Welcome to this tastefully renovated townhouse . As you enter you'll notice the open family room with a wood burning fire place . Updated kitchen with stainless steel appliances , travertine backsplash and ceramic tile floors running into the spacious dining room . Convenient first floor laundry room right off the kitchen . As you make your way upstairs you'll be impressed with the vaulted ceilings and skylight window. Master bedroom features a built in work space and walk in closet. Upstairs you also have the second bedroom and a full bathroom. Two car garage with painted walls , ceiling and concrete floors. New windows and screens throughout the unit. Enjoy spending time at the pool , tennis courts , basketball courts , and the playground for kids. Close to all modes of transportation and shops.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
5090759
Type:
Single Family-Detached
Lot size:
2.1 Acres
Year built:
1987
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates
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Arriving at your new home you will be impressed with the tree lined streets and peaceful location. As you enter you will notice the spacious eat in kitchen and newly remodeled dining room. Heading upstairs you'll walk into the master bedroom with you're own en-suite. Three additional bedrooms with a full bathroom. Fully finished walkout basement with a fireplace and tons of room for entertaining. Enjoy entertaining on the deck overlooking your pool , waterfall feature , and private 2 acre property. Plenty of room for your cars and equipment with the additional 2 car garage. Truly a one of a kind property with stunning views during each season.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,934
Status:
Active
MLS#:
5090695
Type:
Single Family-Detached
Lot size:
2.9 Acres
Year built:
1994
A broker reciprocity listing Courtesy: eRealty Advisors, Inc
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Beautifully renovated home in private park like setting. Award winning Warwick Schools! 4 bedroom 2 1/2 bath! Fireplace and pellet stove included! 2 car garage, lanai, fire pit and deck! Beautiful in-ground swimming pool! Make an appointment to see this incredible home today! Home is near sugar loaf and not too far away from route 17 for commuters. Extra storage in garage attic!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,496
Status:
Active
MLS#:
5090719
Type:
Single Family-Detached
Lot size:
1.2 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Coldwell Banker Choice Properties
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This fabulous raised ranch home is great for extended family/MD use! Main home offers open living concept with LR with skylites, Dining room with sliders to large deck, kitchen w/breakfast bar/granite, Master bedroom with full bath, 2 secondary bedrooms, very large family room with walkout/sliders to patio and yard. In Ground pool (fenced) has new patio block border with slide and cabana complete with electric and cable for your all day fun in the sun! Apartment/guest quarters offers living/dining combination, kitchen, bath and separate entrance with no steps. Additionally there is a 2 car garage with a large workshop for tinkering. This is a great home for you to make your memories! Click the 3D tour!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,472
Status:
Active
MLS#:
5079141
Type:
Single Family-Detached
Lot size:
2.91 Acres
Year built:
1950
A broker reciprocity listing Courtesy: BHG Rand Realty
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Lovely, move-in-ready 3 Bedroom, 2 Full Bath Raised Ranch with oversized 2 car garage on just under 3 parklike acres in Monroe Woodbury School District. Neutral color palette with designer tones welcome you throughout the home. The formal dining room and living room feature hardwood floors. The kitchen was recently updated with white cabinetry, cork floor, stainless steel appliances, sleek grey quartz counter top and classic white subway tile backsplash. Adjoining breakfast area leads out to 12x16 deck overlooking spectacular property and 25x50 Garden and Barn. Skylight and vaulted ceiling in the main bathroom add to the charm of this home. The master ensuite is also tastefully done with 2 other nicely sized bedrooms on the main floor. Extra special touch with Barnwood Wall in the hallway across from double storage closet. Whole House Generator. Enjoy country living with close proximity to shops, highway and public transportation.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,106
Status:
Active
MLS#:
5088485
Type:
Single Family-Detached
Lot size:
1.13 Acres
Year built:
1870
A broker reciprocity listing Courtesy: Griffith Olivero
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This Beautiful Historic 3 Bedroom Colonial is move in ready and waiting for you! You can see how well maintained the home is and feel the pride of ownership throughout. It is a bright and airy home with a warm and cozy inviting way about it. There is so much to offer here, pictures speak a 1,000 words. Main level of the home has a kitchen with wall oven, island, and breakfast nook that's too cute! There's a Pantry off the kitchen. Huge formal dining room makes a great space for entertaining. The formal living room is a lovely space for just about anything. Spacious family rm has stunning full brick wall wood burning fireplace, perfect for relaxing or movie night! There is a full bath on main level, 3 Bedrooms & another full bath upstairs. Awesome garage if you work from home or have a hobby that needs a studio. Great location, close to shopping, park/ride to NYC, orchards, golf, restaurants and more! Too much to list, I suggest you come see it! Motivated Seller, Make an offer!!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,418
Status:
Active
MLS#:
5087781
Type:
Single Family-Detached
Lot size:
2.3 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Welcome to this spacious 2400 sq ft ranch on 2.3 acres in Monroe-Woodbury schools. Pride of ownership shows throughout, from the moment you enter into foyer with hard wood floors as seen and continue into the formal dining room which leads to the oversized kitchen with all new smudge/fingerprint proof appliances and new ceramic tile floor. Mud room with new wood flooring also leads to your private laundry area and updated 1/2 bath. You can choose between relaxing in your living room with fireplace or your family room filled with lots of natural light. Master bedroom with updated master bathroom and additional two bedrooms are large and newly painted. Looking for storage? Well this house has plenty with the full walkout basement as well as walk up attic and two car garage. If that is not enough you also have a new boiler, new 2000 gallon septic system and new LED fixtures throughout the home. The level yard borders a state park for plenty of outside fun.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,440
Status:
Active
MLS#:
5085292
Type:
Single Family-Detached
Lot size:
3 Acres
Year built:
1979
A broker reciprocity listing Courtesy: John I McCarey
View additional info

Great access to Quickway 17, the Villages of Chester and 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. House is in need of a good deal of updating and cosmetic repair work. A bit on the rustic side. Deck in back needs to be replaced, plywood across inside of sliding glass door to block deck access. Being sold "as is". Lot was recently expanded to 3 acres. Lot size and tax ID number will be updated for 2020 assessment roll.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,904
Status:
Active
MLS#:
5084860
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
1950
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

This is a great deal, it is listed as a single family but it is perfect for a Mother/ Daughter, Father/ Son. Great 2 story farmhouse type home on one (1) full acre in Washingtonville School District. Home has three (3) bedrooms and two (2) and one half (1/2) baths with a separate fully equipped studio apartment with its own private entrance attached.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,324
Status:
Active
MLS#:
5081512
Type:
Single Family-Detached
Lot size:
2.3 Acres
Year built:
1996
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Come and enjoy the magnificent mountain views in the privacy of your very own 2.3 acres ranch home. This home offers private driveway with plenty of parking space and two car garage. Sit down and take in the views on the front porch. Walk in to see Brazilian Cherry wood floors through out the home, wood burning fire place in the living room and a formal dinning, eat in kitchen and 3 bedrooms with plenty of closet space, and walk out unfinished basement. Easy commute to major highways, 1 hour away to midtown, close to major shopping.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,880
Status:
Active
MLS#:
5040892
Type:
Single Family-Detached
Lot size:
1.7 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Exp Realty
View additional info

This spacious home on a private lane offers privacy but is only one hour to NYC and close to shopping, cafes, and restaurants of the Village of Warwick, minutes to the Sugar Loaf craft village, local wineries and many recreational options such as Mount Peter, Mansion Ridge Golf Club, Woodbury Commons. This finely crafted home has an amazing setting on a private lane with beautiful woodwork, updated kitchen, and baths, and picturesque property. Relax in your large master suite will balcony overlooking the beautiful vistas. Entertain on your large deck and flat yard with a built-in fire pit to enjoy this very special location. Solar panels offer major utility savings. Located in the town of Chester with Warwick schools!

Beds:
4
Baths:
2.00
Sq.Ft.:
1,806
Status:
Active
MLS#:
5054806
Type:
Single Family-Detached
Lot size:
0.26 Acres
Year built:
1952
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Beautiful Split Level Village Home! Freshly seal-coated driveway and front walkway greet you as you approach the covered front porch and enter into the living room with wood-burning, brick fireplace and hardwood floors. Open floor plan into the dining room and kitchen. 1st floor bedroom and full renovated bathroom complete this level. 2nd floor includes 3 additional spacious bedrooms and full bathroom with soaking tub plus a bonus room for your personal flex space use. Private backyard includes a deck, screened-in porch and above-ground swimming pool. Garage fits 4 cars and has mother/daughter possibility with separate exterior access. Large basement has so much potential to personalize the space or for additional storage. Municipal services. Convenient location. Close to shopping, schools and commuting! Just 1 minute off NY Rt17. Roof and gutters (2015).

Beds:
4
Baths:
3.00
Sq.Ft.:
2,480
Status:
Active
MLS#:
5073024
Type:
Single Family-Detached
Lot size:
1 Acres
Year built:
2019
A broker reciprocity listing Courtesy: Green Team New York Realty
View additional info

Under Construction 2480 ft farmhouse colonial with hip roof and front porch. Beautiful scenic views surround this open 1 acre lot. Hardwood first floor and upstairs hall, carpet in bedrooms, ceramic baths, oversized laundry room , extra office or playroom on first level, master with tray ceiling, central air, HW baseboard heat, walkout basement w. rough plumbing for future bath 2 car garage, all in the warwick school district. price is right dont let this gem slip away.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,216
Status:
Active
MLS#:
5069924
Type:
Single Family-Detached
Lot size:
0.62 Acres
Year built:
1965
A broker reciprocity listing Courtesy: BHG Rand Realty
View additional info

Your search is finally over! Cute as a button ranch with updated kitchen and baths. Enjoy over a half an acre of property on a great street. Monroe School district.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,084
Status:
Active
MLS#:
5054957
Type:
Condo
Year built:
1984
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley United
View additional info

Welcome home to this 2 BR, 1 Bath, end unit condo w/garage, in the popular Whispering Hills Condo complex. Open concept floor plan with cathedral ceilings. Kitchen has ceramic tiled floors as well as an abundance of storage. Living Room with corner fireplace and sliding glass doors that lead to the balcony. Formal Dining Room right off the kitchen has double windows allowing for plenty of natural light. Hardwood floors thru out. Large master suit with double windows, private entrance to bath, walk in closet and separate vanity area. Additional bedroom with plenty of closet space. Separate laundry/utility room. Complex amenities include multiple in-ground swimming pools, clubhouses, playgrounds, tennis/basketball courts, gym, walking trail and more! Great commuting location. Close to schools, parks, shopping and medical facilities

Beds:
4
Baths:
5.00
Sq.Ft.:
7,202
Status:
Active
MLS#:
5062262
Type:
Single Family-Detached
Lot size:
9.6 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Keller Williams Valley Realty
View additional info

Welcome to this unrivaled secluded Aspen style lodge set on close to 10 acres. The features and attention to detail are endless! Cedar and bamboo woods and glacial cut bluestone feature prominently,Japanese waterfalls outside and koi pond within. Resort style back yard w/3 cabanas,salt water pool,full outdoor kitchen and white beach sand. No expense spared in safety and security- 4' thick flooring and 2' thick walls, strategic safe rooms placed throughout, sophisticated custom camera/alarm system. Geothermal heated radiant floors complemented by AC & purification systems. High end finishes included imported marble tile and granite. The estate is self supported with its own generator, wells and septic systems. Movie theater and grand formal ballroom. Less than one hour from Midtown Manhattan or an 18-minute flight from your private helipad. Minutes to shopping, restaurants & recreation and glamorous Glenmere mansion. Perfect unique property for corporate/wellness retreat family compound etc

Beds:
4
Baths:
4.00
Sq.Ft.:
2,780
Status:
Active
MLS#:
5058744
Type:
Single Family-Detached
Lot size:
5 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Keller Williams Hudson Valley Realty
View additional info

Located on a private wooded cul de sac with 5 acres of property, including 2 acres of fenced backyard which is great for dog owners, this absolutely wonderful contemporary style home awaits a new owner. The updated paver walk way leads you to the main entrance with new insulated entry door that greets you with a wide foyer leading into a home that has room for all. The kitchen breakfast nook, family room and utility room all overlook the rear yard allowing for lots of natural light into the home.All exterior doors have recently been replaced. The first floor is complete with a formal dining room, living room, large bedroom, laundry room, office, 2 updated bathrooms and possible 5th bedroom.A spacious 2 car garage with overhead storage is attached to a mudroom with a large closet.On the second floor you will find 3 bedrooms. The master bedroom has a walk-in closet with shelves for plenty of storage. Both the master and hall baths have been updated. In the hallway there is a bonus walk in closet. The rear yard is a nature lover`s paradise that abuts the 1500-acre Goosepond State Park for hilking and exploring.Enjoy entertaining on the terrace or screened in sunroom. In the summer dive right into your own heated poolwith new liner and cover. Other upgrades include a new roof on garage & storage shed, retractable awning for rear terrace.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,602
Status:
Active
MLS#:
5065828
Type:
Single Family-Detached
Lot size:
1.4 Acres
Year built:
1930
A broker reciprocity listing Courtesy: K. Fortuna Realty, Inc.
View additional info

Ready to relax on your front porch and enjoy the peaceful calm of nature? Then this home is for you! Enjoy this beautiful, well maintained, 2 story home sitting on 1.4 acres of landscaped property. This home features a newer roof, freshly painted interior, restored floors, remodeled bathroom, state of the art appliances, and large country kitchen with mud room off of the kitchen. Located in the Washingtonville school district, close to shops, transportation and within minutes to the village of Washingtonville!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,569
Status:
Active
MLS#:
5053174
Type:
Single Family-Detached
Lot size:
5 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Keller Williams Realty
View additional info

Amazing Colonial Home with a Contemporary Flair that is Ideally Situated on a 5 Acre Lot with Spectacular Views of Rolling Countryside. You'll Love the Custom Detailed Fluted Wood Moldings & Gleaming Hardwood Floors Throughout the Home. Massive Two Story Great Rm W/Cultured Stone Fireplace & Walls of Glass Overlooking the Valley Below. Gourmet Kitchen W/Corian Counter Tops Featuring 5 Burner Gas Cook Top, Double Wall Ovens, Center Island W/Sink & Dishwasher, & Spacious Breakfast Nook W/Skylights Offering Wonderful Natural Light. To Die for Master Suite W/Gas Fireplace, 2 Walk in Closets, Ensuite W/Over Sized Jetted Tub, Glass Steam Shower, Large Vanity W/Corian Counter Tops, Sink, Bidet, Toilet in Separate Enclosed Area. The 2nd Level Also Offers a Lounge Area Overlooking the Great Rm. Custom Book Cases & Multiple Wall Mounted TV's Inc. Home Office or 5th BR. Huge Wraparound Deck/Covered Porch. Full Walkout Basement. 3 Car Garage, Central Vacuum. Includes a FREE 13 Month Home Warranty.

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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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