Chester Real Estate, Homes and Condos for sale

All Chester homes currently listed for sale in Chester as of 09/20/2019 are shown below.  You can change the search criteria at any time by pressing the 'Change Search' button below.

If you have any questions or you would like more information about any Chester homes for sale or other Chester real estate, please contact us and one of our knowledgeable Chester REALTORS® would be pleased to assist you.


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$1,999,000
156 Derry Rd, Chester NH 03036
5
BEDS
3
BATHS
3,905
SQFT
$512
$/SQFT
120.00
ACRES
1880
BUILT
"Presenting Senator Bell Farm- a 120-acre, turn-key boarding, training and show facility located in the picturesque town of Chester NH. Farm includes an updated 4BR 3BA Colonial home (c.1880) with an attached 2-story in-law apartment, fenced yard and in-ground pool, 40 stalls in 3 barns (main barn has 24 stalls and an apartment), 2 shed rows, a light & bright 70x160 indoor arena, 3 large turnout fields, 11 individual paddocks with wood fencing, 3 large outdoor riding/show rings and a huge open me"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $2,200,000 TO $1,999,000 
$625,000
124 Skyline Trl, Chester MA 01011
3
BEDS
2
BATHS
2,871
SQFT
$218
$/SQFT
16.00
ACRES
2004
BUILT
"Extraordinary Value! Outstanding custom-built Post & Beam Contemporary home. A one of a kind masterpiece. This listing exudes quality in every aspect. The kitchen would make the master chef feel right at home. Top of the line appliances abound. Granite counters provide a terrific offset to French Tara Cotta flooring. The great room is more than great with a floor to ceiling Fieldstone fireplace showcased by numerous expansive windows. Two bedrooms on the main floor are very easy on aging knees. "
$587,700
27 Stonebridge Dr, Chester NH 03036
4
BEDS
4
BATHS
2,624
SQFT
$224
$/SQFT
3.04
ACRES
2000
BUILT
"Private home situated on a quiet, desirable cul-de-sac yet only minutes away from local stores and farm stands. This home is designed for entertaining family and guests. Large open kitchen with two ovens, sub zero fridge, integrated speakers for music throughout first floor that overlooks dinette into spacious family room. Perfect for a house full of guests or to keep eyes on the little ones while in the kitchen. If you don't feel like being indoors, step out onto the large patio with plenty of "
$520,000
218 Derry, Chester NH 03036
4
BEDS
2
BATHS
3,008
SQFT
$173
$/SQFT
11.00
ACRES
1986
BUILT
"Lovely reproduction federalist hip roof colonial with a versatile floor plan located on 11 +/- acres with generator hook-up, wide pine floors, 1st floor bedroom, handicap bath and 1st floor laundry. Large open rooms allow for a great gathering place for entertaining. Large family room with gas stove and beam ceiling. With town approval you can have a in home business with visibility on a main road . A large barn extends itself for your animals or toy storage. With town approval , this property"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $535,900 TO $520,000 
$489,000
430 E River Rd, Chester MA 01050
5
BEDS
3
BATHS
2,379
SQFT
$206
$/SQFT
17.00
ACRES
1989
BUILT
"Welcome to this tranquil custom post and beam home! Sit out on your wrap around porch or by your in-ground heated pool and enjoy the spectacular views! This home offers a 3 stall horse barn with 2 lofts and a paddock. The property sits on 17 acres and is surrounded by natural conservation land. It also boasts stone walls, gardens, perennials, a seasonal stream with waterfall and trout fishing from the Middle Branch of the Westfield River. Enjoy your 1st floor master bedroom off the kitchen t"
* PRICE LOWERED - $509,000 TO $489,000 
$469,900
17 Granite, Chester NH 03036
4
BEDS
3
BATHS
2,556
SQFT
$184
$/SQFT
65.00
ACRES
2019
BUILT
"Maintenance Free, Get the Best of Both Worlds; Convenience of Condo Living & a Spacious Single Family Home in the Beautiful Southwoods of Chester. Think of all the time you'll save to enjoy with family & friends! This Brand New and Very Spacious Colonial Contemporary Home sits at over 2500 square feet with 4 Bedrooms. Large Open Concept Family Room, Kitchen w/ Granite Countertops and Stainless Steel Appliances and Dining Room with tray ceilings, 2.5 Baths. Gleaming Hardwood Throughout most of l"
* LISTED OVER 120 DAYS 
$469,900
17 Granite Ln., Chester NH 03036
4
BEDS
3
BATHS
2,556
SQFT
$184
$/SQFT
65.00
ACRES
2019
BUILT
"Maintenance Free, Get the Best of Both Worlds; Convenience of Condo Living & a Spacious Single Family Home in the Beautiful Southwoods of Chester. Think of all the time you'll save to enjoy with family & friends! This Brand New and Very Spacious Colonial Contemporary Home sits at over 2500 square feet with 4 Bedrooms. Large Open Concept Family Room, Kitchen w/ Granite Countertops and Stainless Steel Appliances and Dining Room with tray ceilings, 2.5 Baths. Gleaming Hardwood Throughout most of l"
* LISTED OVER 120 DAYS 
$439,900
35 Granite Ln., Chester NH 03036
2
BEDS
2
BATHS
2,060
SQFT
$214
$/SQFT
2019
BUILT
"A rare find, the convenience of condo living, minutes from the shopping and commuter access you need with the quiet peaceful rural character you crave. All the homes are at least 80 feet away from each other, a residential community of only 43 homes well sited on 65 acres. This brand new home with over 2000 SF above grade boasts a first floor master bedroom with tray ceiling, ceiling fan, spacious bath, Jacuzzi tub, full stand up shower, and dual sinks, and tile floors. Sliders to a covered d"
$429,900
23 Granite Lane, Chester NH 03036
2
BEDS
2
BATHS
2,060
SQFT
$209
$/SQFT
65.00
ACRES
2019
BUILT
"Leave your exterior maintenance cares behind at Southwoods, a residential community of only 43 homes well spaced apart on 65 acres. This brand new home with 2060 SF above grade. Full basement, first floor master with tray ceiling, spacious bath, Jacuzzi tub, full stand up shower, and dual sinks, tile floors. Covered deck with composite decking. Farmers porch with composite decking, granite steps. Finished in place gleaming hardwood floors in the kitchen and living room. Kitchen with center"
$389,900
58 Granite Ln, Chester NH 03036
2
BEDS
3
BATHS
1,970
SQFT
$198
$/SQFT
65.00
ACRES
2019
BUILT
"New Luxury Town home in beautiful Southwoods of Chester. First floor master bedroom and large oversize attached finished 24/25 x 24 two stall garage. Wide open spaces throughout this 2000 SF of living space. 9 foot ceilings. Two master bedroom suites with living room and family room. Gleaming hardwood floors throughout the living room, hallway, kitchen, and dining areas, ceramic tile baths. Bright fully appliance kitchen with sleek stainless steel appliances, granite countertops (kitchen an"
* LISTED OVER 120 DAYS 
$380,000
346 Skyline Trail, Chester MA 01011
4
BEDS
3
BATHS
3,413
SQFT
$111
$/SQFT
6.35
ACRES
1794
BUILT
"This warm and inviting vintage colonial home is set on six private acres. Welcome your family and friends through the covered porch into the long entry hall leading to the large living room with fireplace, formal dining room or office and spacious eat-in kitchen. There is a sweet half bath off the hall for your guests' convenience. The former carriage house on a lower level is now a casual family or media room for games and videos. The floor plan is flexible enough for today's modern family."
* PRICE LOWERED - $428,000 TO $380,000 
$379,900
60 Granite, Chester NH 03036
2
BEDS
3
BATHS
1,970
SQFT
$193
$/SQFT
65.00
ACRES
2018
BUILT
"New Luxury Ranch in beautiful Southwoods of Chester. Master bedroom and Large attached 26/27 x 24 Two-Stall garage. Wide open spaces throughout this 2000 SF of living space. 9 foot ceilings. Two Master Bedroom Suites with Living room and Family room. Hardwood Flooring living room and kitchen/dining rooms, Ceramic Tile baths, composite farmers porch and private spacious covered porch in the back. Step outside and you have plenty of open space between neighboring homes, these are not built on t"
$339,000
500 E. River Rd, Chester MA 01011
3
BEDS
2
BATHS
2,431
SQFT
$139
$/SQFT
13.48
ACRES
1820
BUILT
"Historic Country Farmhouse with stream frontage and bordering 810+ acres of conservation lands! Dating back to the early 1800's, this historic homestead was originally the home of Asa C. Day who created a boutique shoe peg mill on this very stretch of The Middle Branch of the Westfield River, evolving into what was known as the The Ideal Shoe Company manufacturing in Danvers, MA. Located on a quiet country road with sounds of the rushing river in the distance and gentle breezes through your lar"
$249,900
45 Soisalo Rd, Chester MA 01011
2
BEDS
2
BATHS
1,008
SQFT
$248
$/SQFT
25.00
ACRES
1998
BUILT
"Your very own paradise on 25 acres. Sitting high on the hill, looking out at the mountain view with complete privacy, this is the place to come home to after a tough day at work. This adorable and well maintained Ranch is larger than it looks, boasting 2 nice bedrooms and full bath on first floor. Open living room, dining room and kitchen area with sliding glass doors to beautiful front deck that wraps around to side entry. Basement is finished and could be 3rd bedroom or a great place to hang o"
$145,000
14 Soisalo Rd., Chester MA 01011
3
BEDS
1
BATHS
1,108
SQFT
$131
$/SQFT
1.00
ACRES
1825
BUILT
"Nestled in the foothills of the Berkshires, this charming farmhouse is perched up on the hill overlooking the quaint little Town of Chester. This home offers rustic chic country living or the opportunity to take advantage of the income associated with this well-established, successful Airbnb (Happy Hoof Hollow). Hardwood floors throughout and an acre to play on. The old barn and field of lavender would be perfect for the hobby farmer or just a majestic getaway. So many options at such a great "
$137,900
23 Maple St, Chester MA 01011
3
BEDS
1
BATHS
1,652
SQFT
$83
$/SQFT
0.44
ACRES
1870
BUILT
"Large spacious country home located on Upper branch of the Westfield River. Home has a large master bedroom with a second floor deck for the quiet country nights. The Livingroom is a good size and opens up into the Dining room that opens up into a cozy country kitchen.The homes bath was remodeled and has a tile shower and soaking tub and there is also a bonus family room that has potential for just about anything. There is a large front porch off the dining room and a large deck off the kitchen."
$105,900
7 William St, Chester MA 01011
4
BEDS
1
BATHS
1,912
SQFT
$55
$/SQFT
0.44
ACRES
1875
BUILT
"Listed below assessed value. Colonial, 4 bedrooms, large living room, nice wrap around deck overlooking great yard on a dead end street. This home has a lot of the work done, like insulation in 4 or 5 rooms, including blown in, in attic floor, all new replacement windows and ten year young boiler and 6 year young oil tank. The possibilities are endless in this home, especially if you are handy. Live here while you make this house your home."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $115,900 TO $105,900 
$99,900
32 Maple Ave, Chester MA 01011
3
BEDS
1
BATHS
1,283
SQFT
$78
$/SQFT
0.22
ACRES
1900
BUILT
"Investors take notice! Estimated After Repair Value $140,000. Home sits at the end of a dead end road. You can walk through either enclosed porch to access this home - just waiting for your finishing touches. Home has 6 generous rooms - There is an eat in kitchen with large pantry, 1st floor washer/dryer hookups and storage space - easily convert this spacious to an over-sized coat closet, mudroom or larger pantry. Spacious living-room and dining room both with plenty of natural light and t"
* LISTED OVER 120 DAYS  * PRICE LOWERED - $104,900 TO $99,900 
$54,900
278 Route 20, Chester MA 01011
3
BEDS
1
BATHS
1,217
SQFT
$45
$/SQFT
0.52
ACRES
1920
BUILT
"Come to the quaint town of Chester and own a cute fixer upper. Spacious cape with large living room and kitchen. 1st floor full bath and laundry hookup. 2 bedrooms and large office/den/dining room on the 1st floor. 2 bedrooms on the 2nd floor. Bring your ideas, in need of some updates. 2 car attached garage. Nice in town location. Large yard for backyard picnics, a garden, and family fun. Call today this will not last."
* LISTED OVER 120 DAYS  * PRICE LOWERED - $64,900 TO $54,900  * SHORT SALE 
 
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