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WOW check out Southwood's Phase 4, this Brand NEW Gorgeous Townhouse is The Best value in Rockingham County. The home Features 2 potential primary bedrooms. The 1st Floor primary Bedroom with an En suite. The gorgeous Kitchen has an Island with Granite Countertops and Stainless-Steel appliances that is sure to please and connects to a Generous sized Trex Deck with woods out back. The large Living room has hardwood floors and is open to the kitchen with Gleaming hardwood floors, 1st floor, laundry and half bath complete the first level. The 2nd Floor features a Huge Bedroom with an Ensuite for a second potential primary bedroom a massive walk-in closet, another BONUS room that is Huge which can be an office or study etc. There is also another HUGE space that can be storage or convert to more living space. The walkout basement has a day light window with tons of storage and ready to be finished for more living space. Central AC will keep you cool in the summer. Expected completion May 2026. Photos are from previously built unit.

2 Beds ⋅ 3 Baths ⋅ 5107531 MLS

WOW check out Southwood's Phase 4, this Brand NEW Gorgeous Townhouse is The Best value in Rockingham County. The home Features 2 potential primary bedrooms. The 1st Floor primary Bedroom with an En suite. The gorgeous Kitchen has an Island with Granite Countertops and Stainless-Steel appliances that is sure to please and connects to a Generous sized Trex Deck with woods out back. The large Living room has hardwood floors and is open to the kitchen with Gleaming hardwood floors, 1st floor, laundry and half bath complete the first level. The 2nd Floor features a Huge Bedroom with an Ensuite for a second potential primary bedroom a massive walk-in closet, another BONUS room that is Huge which can be an office or study etc. There is also another HUGE space that can be storage or convert to more living space. The walkout basement has a day light window with tons of storage and ready to be finished for more living space. Central AC will keep you cool in the summer. Expected completion May 2026. Photos are from previously built unit.

4 Gypsum Ln Unit 24, Chester

$569,900

WOW check out Southwood's Phase 4, this Brand NEW Gorgeous Townhouse is The Best value in Rockingham County. The home Features 2 potential primary bedrooms. The 1st Floor primary Bedroom with an En suite. The gorgeous Kitchen has an Island with Granite Countertops and Stainless-Steel appliances that is sure to please and connects to a Generous sized Trex Deck with woods out back. The large Living room has hardwood floors and is open to the kitchen with Gleaming hardwood floors, 1st floor, laundry and half bath complete the first level. The 2nd Floor features a Huge Bedroom with an Ensuite for a second potential primary bedroom a massive walk-in closet, another BONUS room that is Huge which can be an office or study etc. There is also another HUGE space that can be storage or convert to more living space. The walkout basement has a day light window with tons of storage and ready to be finished for more living space. Central AC will keep you cool in the summer. Expected completion May 2026. Photos are from previously built unit.

2 Beds ⋅ 3 Baths ⋅ 5107530 MLS

WOW check out Southwood's Phase 4, this Brand NEW Gorgeous Townhouse is The Best value in Rockingham County. The home Features 2 potential primary bedrooms. The 1st Floor primary Bedroom with an En suite. The gorgeous Kitchen has an Island with Granite Countertops and Stainless-Steel appliances that is sure to please and connects to a Generous sized Trex Deck with woods out back. The large Living room has hardwood floors and is open to the kitchen with Gleaming hardwood floors, 1st floor, laundry and half bath complete the first level. The 2nd Floor features a Huge Bedroom with an Ensuite for a second potential primary bedroom a massive walk-in closet, another BONUS room that is Huge which can be an office or study etc. There is also another HUGE space that can be storage or convert to more living space. The walkout basement has a day light window with tons of storage and ready to be finished for more living space. Central AC will keep you cool in the summer. Expected completion May 2026. Photos are from previously built unit.

12 Gypsum Ln Unit 25, Chester

$569,000

Tucked away at the end of a quiet cul-de-sac just one minute from the heart of town, this 4-bedroom retreat offers a rare blend of privacy, possibility, and connection to nature. Set on 3 mostly open acres with glimpses of the mountains and the soothing soundtrack of the nearby river, this is the kind of home that changes pace the moment you arrive. The heartbeat of the home comes from a bright and inviting great room that opens through sliding doors to an expansive deck where mornings begin with coffee and birdsong, and evenings end with the sound of rushing water under the stars. The flowing layout offers spaces that adapt beautifully to modern living — a dedicated office for remote work, room for a home gym, studio, creative retreat, media lounge, or whatever your lifestyle calls for next. The dining room is ready for gatherings both large and small, while the attached 2-bay garage and generous outdoor space make everyday living feel effortless. Whether you're hosting friends, growing a garden, creating art, working from home, or simply looking for a peaceful place to recharge, this property offers the flexibility to make it your own. Private yet convenient, peaceful yet connected — this home delivers a lifestyle that’s increasingly hard to find.

3 Beds ⋅ 2 Baths ⋅ 5084462 MLS

Tucked away at the end of a quiet cul-de-sac just one minute from the heart of town, this 4-bedroom retreat offers a rare blend of privacy, possibility, and connection to nature. Set on 3 mostly open acres with glimpses of the mountains and the soothing soundtrack of the nearby river, this is the kind of home that changes pace the moment you arrive. The heartbeat of the home comes from a bright and inviting great room that opens through sliding doors to an expansive deck where mornings begin with coffee and birdsong, and evenings end with the sound of rushing water under the stars. The flowing layout offers spaces that adapt beautifully to modern living — a dedicated office for remote work, room for a home gym, studio, creative retreat, media lounge, or whatever your lifestyle calls for next. The dining room is ready for gatherings both large and small, while the attached 2-bay garage and generous outdoor space make everyday living feel effortless. Whether you're hosting friends, growing a garden, creating art, working from home, or simply looking for a peaceful place to recharge, this property offers the flexibility to make it your own. Private yet convenient, peaceful yet connected — this home delivers a lifestyle that’s increasingly hard to find.

147 Pleasant View Ln, Chester

$565,000

OPEN HOUSE SUNDAY 5/17 2-4pm!! This antique beauty has been completely restored and sits on an absolutely heavenly piece of property. Wide pine floors will be the showcase of your living space anchored by the brick hearth and wood stove insert. You have a separate dining space, although that's flexible to use as you choose. The kitchen sits at the back of the home and is equipped with a brand new dishwasher, electric range, newer fridge and room for a stackable washer/dryer-the hook-up is already done! You'll appreciate the luxury vinyl tile and especially drool over the custom pantry! The first of 3 full bathrooms conveniently located the kitchen. On this level you have more great space that could be a dreamy primary master ensuite. This space has a separate entry leading out to the back deck; perfect potential for an in-law here-equipped with a 3/4 bathroom. Head up the newly treaded staircase for 3 more bedrooms and another full bath! ALL with brand new LVP flooring. This charmer has virtually all new plumbing, a new boiler, and of course the entire home has been freshy painted. TWO driveways and several choices for entry making grocery shopping a breeze. Don't forget the detached garage for your car, toys or whatever you decide!

4 Beds ⋅ 3 Baths ⋅ 5086317 MLS

OPEN HOUSE SUNDAY 5/17 2-4pm!! This antique beauty has been completely restored and sits on an absolutely heavenly piece of property. Wide pine floors will be the showcase of your living space anchored by the brick hearth and wood stove insert. You have a separate dining space, although that's flexible to use as you choose. The kitchen sits at the back of the home and is equipped with a brand new dishwasher, electric range, newer fridge and room for a stackable washer/dryer-the hook-up is already done! You'll appreciate the luxury vinyl tile and especially drool over the custom pantry! The first of 3 full bathrooms conveniently located the kitchen. On this level you have more great space that could be a dreamy primary master ensuite. This space has a separate entry leading out to the back deck; perfect potential for an in-law here-equipped with a 3/4 bathroom. Head up the newly treaded staircase for 3 more bedrooms and another full bath! ALL with brand new LVP flooring. This charmer has virtually all new plumbing, a new boiler, and of course the entire home has been freshy painted. TWO driveways and several choices for entry making grocery shopping a breeze. Don't forget the detached garage for your car, toys or whatever you decide!

17 Derry Rd, Chester

$563,000

Charming Renovated Farmhouse in the Heart of Chester This beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway. Inside, enjoy a spacious kitchen with custom pantry shelving, a convenient first-floor laundry room and cozy mudroom. Two main-floor bedrooms provide flexible living options. The second level has a cozy 3rd bedroom and 3/4 bath plus the luxurious primary suite boasting a brand-new custom bathroom with a soaking tub, oversized steam shower, walk-in closet, and a peaceful sitting area. Outdoor living is equally inviting, with a covered wrap-around porch, screened porch opening to a stone patio, and a tranquil Zen garden. A vegetable garden awaits your green thumb, and the small attached barn offers extra storage or workshop potential. A newly added one-car garage and whole-house generator completes the package. Conveniently situated within 15 minutes of Okemo or Magic Mountain, and under 30 minutes to Bromley and Stratton—this is Vermont living at its best!

4 Beds ⋅ 3 Baths ⋅ 5054818 MLS

Charming Renovated Farmhouse in the Heart of Chester This beautifully renovated farmhouse sits on a level half-acre lot just steps from Chester’s Village Green, shops, and local amenities. Offering the perfect blend of historic charm and modern updates, this 4-bedroom, 3-bath home is ideal for year-round living or a Vermont getaway. Inside, enjoy a spacious kitchen with custom pantry shelving, a convenient first-floor laundry room and cozy mudroom. Two main-floor bedrooms provide flexible living options. The second level has a cozy 3rd bedroom and 3/4 bath plus the luxurious primary suite boasting a brand-new custom bathroom with a soaking tub, oversized steam shower, walk-in closet, and a peaceful sitting area. Outdoor living is equally inviting, with a covered wrap-around porch, screened porch opening to a stone patio, and a tranquil Zen garden. A vegetable garden awaits your green thumb, and the small attached barn offers extra storage or workshop potential. A newly added one-car garage and whole-house generator completes the package. Conveniently situated within 15 minutes of Okemo or Magic Mountain, and under 30 minutes to Bromley and Stratton—this is Vermont living at its best!

95 Church St, Chester

$560,000

You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful pastures, this home is designed to take full advantage of its breathtaking surroundings. Step inside and you’re greeted by a spacious, sun-filled kitchen and dining area where large windows frame panoramic views of the countryside. The easy flow and layout blends seamlessly, perfect for entertaining friends, hosting family gatherings, or simply relaxing by the warmth of the Vermont seasons. The 1st floor primary bedroom, 3/4 bath, and laundry room offer an ideal layout for aging in place. Upstairs, you’ll find a primary en suite, 2 addtl bdrms, and a full bath, giving everyone their own space and privacy. A full basement provides excellent storage, hobby, or workshop space. Every aspect of this home has been thoughtfully reimagined, from the quality craftsmanship to the modern finishes, offering a true turn-key living experience in one of Vermont’s most desirable locations. Outside, enjoy six acres of serene land with plenty of room for gardens or outdoor recreation. Easy access to skiing, hiking, biking, and endless outdoor adventures, I-91, Dartmouth Hospital and more.

4 Beds ⋅ 3 Baths ⋅ 5060829 MLS

You have got to see this stunning, fully renovated home, rebuilt from the studs up with meticulous attention to detail while maintaining its classic New England charm! Perfectly perched on the picturesque rolling hills of desirable Chester, this 4bdrm, 3bath beauty offers the ideal balance of comfort, elegance, and modern functionality. Set on 6 private acres overlooking open fields and peaceful pastures, this home is designed to take full advantage of its breathtaking surroundings. Step inside and you’re greeted by a spacious, sun-filled kitchen and dining area where large windows frame panoramic views of the countryside. The easy flow and layout blends seamlessly, perfect for entertaining friends, hosting family gatherings, or simply relaxing by the warmth of the Vermont seasons. The 1st floor primary bedroom, 3/4 bath, and laundry room offer an ideal layout for aging in place. Upstairs, you’ll find a primary en suite, 2 addtl bdrms, and a full bath, giving everyone their own space and privacy. A full basement provides excellent storage, hobby, or workshop space. Every aspect of this home has been thoughtfully reimagined, from the quality craftsmanship to the modern finishes, offering a true turn-key living experience in one of Vermont’s most desirable locations. Outside, enjoy six acres of serene land with plenty of room for gardens or outdoor recreation. Easy access to skiing, hiking, biking, and endless outdoor adventures, I-91, Dartmouth Hospital and more.

1573 Flamstead Rd, Chester

$559,900

WOW more Quality Homes by DJ Development. Check out Southwood's Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please. A cozy gas fireplace in the living room with a slider to a trex deck out back. A nice powder room to complete the first level. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Photos are from previously built homes and some are virtual. Home can be ready for January 2026 closing.

2 Beds ⋅ 3 Baths ⋅ 5050012 MLS

WOW more Quality Homes by DJ Development. Check out Southwood's Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please. A cozy gas fireplace in the living room with a slider to a trex deck out back. A nice powder room to complete the first level. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Photos are from previously built homes and some are virtual. Home can be ready for January 2026 closing.

30 Gypsum Ln Unit 29, Chester

$559,900

WOW More Quality homes by DJ Development. Check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder room to complete the first level. The Trex Deck off the living room has a beautiful View of the trees out back. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Still time to pick out carpets, paint, cabinet colors and granite. Photos are from previously built homes and some are virtual. Homes can be ready in January 2026.

2 Beds ⋅ 3 Baths ⋅ 5050011 MLS

WOW More Quality homes by DJ Development. Check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse to be built is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder room to complete the first level. The Trex Deck off the living room has a beautiful View of the trees out back. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Still time to pick out carpets, paint, cabinet colors and granite. Photos are from previously built homes and some are virtual. Homes can be ready in January 2026.

24 Gypsum Ln Unit 28, Chester

$559,900

WOW more Quailty homes by DJ Development .Check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse under construction is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder to complete the first level. The Trex Deck off the living room has a beautiful View of the trees out back. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. A full bath completes the second floor. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Still time to pick out carpets, paint, cabinet colors and granite. Expected to be completed by October 1st.

2 Beds ⋅ 3 Baths ⋅ 5050336 MLS

WOW more Quailty homes by DJ Development .Check out Southwoods Phase 4 in the Quintessential New England Town of Chester, NH. This Brand New Gorgeous Townhouse under construction is The Best value in Rockingham County. The home Features 2 Beds 2 1/2 baths, a bonus room/office and a 2 car garage on a Quiet Cul De Sac.The 1st Floor primary Bedroom has A fantastic En Suite with Double Vanity, Granite countertops and 1st floor laundry. The STUNNING Kitchen has an Island with Granite Countertops, Stainless-Steel appliances and hardwood floors that is sure to please and connects to the living and dining rooms with more hardwoods for that open concept everyone wants and a powder to complete the first level. The Trex Deck off the living room has a beautiful View of the trees out back. The 2nd Floor features a large Bedroom with access to a full bathroom and another BONUS room that can be an office or study etc. There is also another large space that can be storage or converted to more living space. A full bath completes the second floor. The basement is huge with tons of storage and ready to be finished for more living space. Forced Hot Air and Central AC. Still time to pick out carpets, paint, cabinet colors and granite. Expected to be completed by October 1st.

27 Gypsum Ln Unit 27, Chester

$555,000

Impeccably maintained 2-bedroom, 2.5-bath smart home nestled in the sought-after Villages at Chester. This elegant property offers luxury, convenience, and thoughtful upgrades throughout all three finished levels. Hardwood on main floors, LVP in fully finished basement. The kitchen is a chef’s dream, featuring premium “Cabico” cabinetry, artisan “Pablo Ironworks” hand-forged drawer and cabinet pulls, black stainless steel appliances, a double wall oven, 36” gas cooktop, pull-out pantry, mixer stand, appliance garage, and gorgeous leathered granite countertops. The RGB Philips Hue under-cabinet lighting, lighted glass display cabinet, and hands-free faucet add modern flair to this truly functional space. Attached sunroom offers 4 seasons of use, connected to a large 12' x 16' deck. Hunter Douglas window treatments adorn every room for a polished, uniform look. The upstairs features a large primary suite complete with California Closets walk-in, and a bathroom with plenty of additional storage. Laundry room on 2nd floor, next to primary.

2 Beds ⋅ 3 Baths ⋅ 5058190 MLS

Impeccably maintained 2-bedroom, 2.5-bath smart home nestled in the sought-after Villages at Chester. This elegant property offers luxury, convenience, and thoughtful upgrades throughout all three finished levels. Hardwood on main floors, LVP in fully finished basement. The kitchen is a chef’s dream, featuring premium “Cabico” cabinetry, artisan “Pablo Ironworks” hand-forged drawer and cabinet pulls, black stainless steel appliances, a double wall oven, 36” gas cooktop, pull-out pantry, mixer stand, appliance garage, and gorgeous leathered granite countertops. The RGB Philips Hue under-cabinet lighting, lighted glass display cabinet, and hands-free faucet add modern flair to this truly functional space. Attached sunroom offers 4 seasons of use, connected to a large 12' x 16' deck. Hunter Douglas window treatments adorn every room for a polished, uniform look. The upstairs features a large primary suite complete with California Closets walk-in, and a bathroom with plenty of additional storage. Laundry room on 2nd floor, next to primary.

244 Villager Rd, Chester

$550,000

2 Beds ⋅ 3 Baths ⋅ 5067663 MLS

25 Gypsum Ln, Chester

$550,000

Luxury living at Southwoods Condominiums! This meticulously maintained 2-bedroom, 3-bath home has had only one owner and offers numerous upgrades throughout. Enjoy an open-concept layout featuring gleaming hardwood floors, granite countertops, and a beautifully appointed kitchen. The spacious primary suite includes a jetted soaking tub, walk-in closet, and slider access to the private screened porch—perfect for morning coffee or evening relaxation. The finished lower level provides a bright family room, additional bedroom, and full bath, with walkout access to a private patio. Set at the end of a cul-de-sac, this home also includes an oversized 2-stall garage with epoxy flooring. Located in the picturesque town of Chester, New Hampshire, known for its small-town charm, scenic country roads, and strong sense of community. Enjoy the peaceful rural setting while still being just minutes to shopping, dining, and major commuter routes. Experience the perfect blend of tranquility and convenience in one of southern New Hampshire’s most desirable towns.

2 Beds ⋅ 3 Baths ⋅ 5066430 MLS

Luxury living at Southwoods Condominiums! This meticulously maintained 2-bedroom, 3-bath home has had only one owner and offers numerous upgrades throughout. Enjoy an open-concept layout featuring gleaming hardwood floors, granite countertops, and a beautifully appointed kitchen. The spacious primary suite includes a jetted soaking tub, walk-in closet, and slider access to the private screened porch—perfect for morning coffee or evening relaxation. The finished lower level provides a bright family room, additional bedroom, and full bath, with walkout access to a private patio. Set at the end of a cul-de-sac, this home also includes an oversized 2-stall garage with epoxy flooring. Located in the picturesque town of Chester, New Hampshire, known for its small-town charm, scenic country roads, and strong sense of community. Enjoy the peaceful rural setting while still being just minutes to shopping, dining, and major commuter routes. Experience the perfect blend of tranquility and convenience in one of southern New Hampshire’s most desirable towns.

58 Granite Ln, Chester

$550,000

Discover the perfect balance of privacy, convenience, and sustainable living in this artisan-designed post and beam home. Thoughtfully sited on 10 acres at the end of a country road, this 3 bedroom, 3.5 bath farmhouse offers a rare sanctuary just a short stroll from the charming village center. Designed for today's lifestyle, the home is equipped with solar power and battery backup, ensuring energy efficiency and seamless functionality. The inviting open-concept layout features a modern/rustic kitchen with concrete counters and butcher block island and a free standing brick hearth that warms the living and dining areas. A first floor bedroom/study has a large, private bath with walk-in tiled shower steps away from the studio/exercise room with concrete flooring and a cozy loft. Upstairs, you’ll find playful architectural details such as a whimsical, window-paned hallway partition that leads to the chic primary ensuite bedroom with laundry, 2 additional bedrooms, custom built-ins and an additional full bath. Enjoy the beauty of Vermont from the large screened porch with tiled floor overlooking wildlife and natural surroundings. The garden has a frost free pump, raised beds, pear and peach trees and nearby are two unique vernal, seasonal pools. Modern conveniences include high-speed fiber optics for remote work and a handicap ramp for easy accessibility. This one-of-a-kind residence offers privacy, craftsmanship and connection to nature all within minutes to town.

3 Beds ⋅ 4 Baths ⋅ 5062155 MLS

Discover the perfect balance of privacy, convenience, and sustainable living in this artisan-designed post and beam home. Thoughtfully sited on 10 acres at the end of a country road, this 3 bedroom, 3.5 bath farmhouse offers a rare sanctuary just a short stroll from the charming village center. Designed for today's lifestyle, the home is equipped with solar power and battery backup, ensuring energy efficiency and seamless functionality. The inviting open-concept layout features a modern/rustic kitchen with concrete counters and butcher block island and a free standing brick hearth that warms the living and dining areas. A first floor bedroom/study has a large, private bath with walk-in tiled shower steps away from the studio/exercise room with concrete flooring and a cozy loft. Upstairs, you’ll find playful architectural details such as a whimsical, window-paned hallway partition that leads to the chic primary ensuite bedroom with laundry, 2 additional bedrooms, custom built-ins and an additional full bath. Enjoy the beauty of Vermont from the large screened porch with tiled floor overlooking wildlife and natural surroundings. The garden has a frost free pump, raised beds, pear and peach trees and nearby are two unique vernal, seasonal pools. Modern conveniences include high-speed fiber optics for remote work and a handicap ramp for easy accessibility. This one-of-a-kind residence offers privacy, craftsmanship and connection to nature all within minutes to town.

246 Putnam Hill Rd, Chester

$550,000

Have you been waiting just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal dining room for holiday dinners, 2 connecting living spaces with fireplace, a bedroom and a full bath. Upstairs are 3 more bedrooms and a full and half bath. The character and antique doors and trim make this house a home. The carriage house unit has 3 bedrooms, a kitchen and full bath and a large open great room and is perfect for guests. There are also more areas with potential - two more levels of barn space plus the attic. Outside you will find a large covered porch, a level back yard for games, and the Williams River down at the back of the property. Sold turnkey. Bethe 4th family to own this home since 1868 and see why Chester has been voted one of the top 10 most beautiful towns in Vermont! Discover the tasty food options, pubs, antique shops, art galleries, yoga & pottery studios, and a country market with great sandwiches, fresh meats and produce. Experience Vermont - hiking trails, world class skiing, farms, refreshing rivers, restaurants, breweries and more. Be close to the best of Vermont's ski resorts! (Okemo, Killington, Stratton, Bromley, and Magic Mountains).

5047931 MLS

Have you been waiting just the right property? An impressive home in a special town in an amazing state might be perfect. This well-loved Victorian has 4 bedrooms in the main house and another 3 bedrooms in the carriage house unit. There is a storage room in between the two spaces with doors to open to easily connect the units. The beautiful main house has a farmhouse-style kitchen, formal dining room for holiday dinners, 2 connecting living spaces with fireplace, a bedroom and a full bath. Upstairs are 3 more bedrooms and a full and half bath. The character and antique doors and trim make this house a home. The carriage house unit has 3 bedrooms, a kitchen and full bath and a large open great room and is perfect for guests. There are also more areas with potential - two more levels of barn space plus the attic. Outside you will find a large covered porch, a level back yard for games, and the Williams River down at the back of the property. Sold turnkey. Bethe 4th family to own this home since 1868 and see why Chester has been voted one of the top 10 most beautiful towns in Vermont! Discover the tasty food options, pubs, antique shops, art galleries, yoga & pottery studios, and a country market with great sandwiches, fresh meats and produce. Experience Vermont - hiking trails, world class skiing, farms, refreshing rivers, restaurants, breweries and more. Be close to the best of Vermont's ski resorts! (Okemo, Killington, Stratton, Bromley, and Magic Mountains).

534 Elm St, Chester

$542,500

Own the lifestyle you want! An absolutely amazing opportunity to live in this beautifully updated one-level home in the desirable town of Chester, located within the sought-after Pinkerton Academy School District, where turnkey living meets privacy, space, and versatility. Set on just under 2 acres of flat, usable land, this property offers the perfect blend of modern updates and functional living. The stunning kitchen features brand-new quartz countertops, all-new cabinetry, stainless steel appliances, and sleek under-cabinet lighting, creating a stylish and highly functional space at the heart of the home. The living room impresses with soaring cathedral ceilings, delivering an open, airy feel filled with natural light. Fresh paint and updated lighting flow seamlessly throughout, complementing two spacious bedrooms with ample closet space, plus a flexible bonus room ideal for a third bedroom, home office, or guest space. Significant exterior upgrades include all-new siding, a brand-new roof, and stylish black windows and doors on the home, along with new siding and a new roof on the barn, creating a cohesive modern exterior and offering peace of mind for years to come. Outside, enjoy newly installed pavers leading to the entrance and a brand new back deck overlooking your private backyard retreat. The detached barn or garage offers excellent storage, workshop, or hobby space, while the greenhouse, equipped with power and heat, is perfect for year-round gardening or homesteading. A rare combination of land, updates, and versatility, this is one you will not want to miss. Showings begin at the open houses Saturday, 4/18, & Sunday, 4/19, from 11:00AM to 1:00PM. Properties like this in Chester with this level of updates and land rarely come to market.

2 Beds ⋅ 1 Baths ⋅ 5083923 MLS

Own the lifestyle you want! An absolutely amazing opportunity to live in this beautifully updated one-level home in the desirable town of Chester, located within the sought-after Pinkerton Academy School District, where turnkey living meets privacy, space, and versatility. Set on just under 2 acres of flat, usable land, this property offers the perfect blend of modern updates and functional living. The stunning kitchen features brand-new quartz countertops, all-new cabinetry, stainless steel appliances, and sleek under-cabinet lighting, creating a stylish and highly functional space at the heart of the home. The living room impresses with soaring cathedral ceilings, delivering an open, airy feel filled with natural light. Fresh paint and updated lighting flow seamlessly throughout, complementing two spacious bedrooms with ample closet space, plus a flexible bonus room ideal for a third bedroom, home office, or guest space. Significant exterior upgrades include all-new siding, a brand-new roof, and stylish black windows and doors on the home, along with new siding and a new roof on the barn, creating a cohesive modern exterior and offering peace of mind for years to come. Outside, enjoy newly installed pavers leading to the entrance and a brand new back deck overlooking your private backyard retreat. The detached barn or garage offers excellent storage, workshop, or hobby space, while the greenhouse, equipped with power and heat, is perfect for year-round gardening or homesteading. A rare combination of land, updates, and versatility, this is one you will not want to miss. Showings begin at the open houses Saturday, 4/18, & Sunday, 4/19, from 11:00AM to 1:00PM. Properties like this in Chester with this level of updates and land rarely come to market.

211 Sandown Rd, Chester

$540,000

Welcome to The Villages at Chester in beautiful Chester, NH. Perfectly positioned in one of the community’s most desirable settings, this home offers a rare blend of privacy, convenience, and everyday comfort, with conservation trails right out your back door. Step inside from the attached two-car garage and you’ll love the open flow into a warm, functional kitchen featuring upgraded Cabico cabinetry, granite countertops, stainless steel appliances, and a center island ideal for casual meals, entertaining, or working from home. The main level continues with a spacious living room highlighted by a gas fireplace, a dining area, and a convenient half bath. A bright four-season sunroom adds the perfect bonus space and opens to a generous back deck and a private yard surrounded by nature. Upstairs, the home offers a relaxing primary suite with a walk-in closet, private bath with a double vanity, and a newer shower, plus a second bedroom and a dedicated laundry room with sink, a feature buyers love for easy day-to-day living. The finished walkout lower level adds incredible flexibility, offering two additional rooms (perfect for a home office, guest space, gym, or hobby room), a 3/4 bath, storage, and a large closet. Step outside to a brick patio overlooking a charming rock garden, creating a peaceful outdoor retreat in every season. Chester is also well known for its highly regarded school system, including Chester Academy (K–8) and Pinkerton Academy for high school. Residents of The Villages at Chester enjoy a welcoming clubhouse and in-ground pool during the summer months, offering a true community feel while still enjoying low-maintenance living. Located close to commuter routes, shopping, dining, and all that Southern New Hampshire has to offer, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for move-in ready space with nature at their doorstep. Not an age-restricted community.

2 Beds ⋅ 3 Baths ⋅ 5071349 MLS

Welcome to The Villages at Chester in beautiful Chester, NH. Perfectly positioned in one of the community’s most desirable settings, this home offers a rare blend of privacy, convenience, and everyday comfort, with conservation trails right out your back door. Step inside from the attached two-car garage and you’ll love the open flow into a warm, functional kitchen featuring upgraded Cabico cabinetry, granite countertops, stainless steel appliances, and a center island ideal for casual meals, entertaining, or working from home. The main level continues with a spacious living room highlighted by a gas fireplace, a dining area, and a convenient half bath. A bright four-season sunroom adds the perfect bonus space and opens to a generous back deck and a private yard surrounded by nature. Upstairs, the home offers a relaxing primary suite with a walk-in closet, private bath with a double vanity, and a newer shower, plus a second bedroom and a dedicated laundry room with sink, a feature buyers love for easy day-to-day living. The finished walkout lower level adds incredible flexibility, offering two additional rooms (perfect for a home office, guest space, gym, or hobby room), a 3/4 bath, storage, and a large closet. Step outside to a brick patio overlooking a charming rock garden, creating a peaceful outdoor retreat in every season. Chester is also well known for its highly regarded school system, including Chester Academy (K–8) and Pinkerton Academy for high school. Residents of The Villages at Chester enjoy a welcoming clubhouse and in-ground pool during the summer months, offering a true community feel while still enjoying low-maintenance living. Located close to commuter routes, shopping, dining, and all that Southern New Hampshire has to offer, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for move-in ready space with nature at their doorstep. Not an age-restricted community.

226 Villager Rd, Chester

$540,000

Welcome to The Villages at Chester — a private residential community nestled within a serene 200-acre nature preserve. This stunning, young condo is filled with builder upgrades and offers three levels of modern, easy living. Enter into a bright and inviting living room that flows effortlessly into the dining area and chef’s kitchen, featuring a large center island, granite counters, and stainless steel appliances. Through elegant French doors, enjoy a sun-filled four-season room with direct access to your private deck — the perfect spot to unwind. Upstairs, the spacious primary suite offers a walk-in closet and an ensuite bath with double sinks and a walk-in shower. The convenience of second-floor laundry, along with an additional bedroom with generous closet space, completes this level. The finished lower level provides fantastic bonus or guest space, including a family room and a separate room ideal for a third bedroom option, home office, or hobby room. Additional highlights include a two-car attached garage, thoughtful maintenance by the original owner for the past 7 years, and carefree living in a peaceful, beautifully maintained community. Residents enjoy outstanding amenities, including a meetinghouse for gatherings, an inground pool, and miles of walking trails that wind throughout the preserve. Move right in and experience the perfect blend of comfort, convenience, and tranquility! This is not an age restricted community.

2 Beds ⋅ 3 Baths ⋅ 5071175 MLS

Welcome to The Villages at Chester — a private residential community nestled within a serene 200-acre nature preserve. This stunning, young condo is filled with builder upgrades and offers three levels of modern, easy living. Enter into a bright and inviting living room that flows effortlessly into the dining area and chef’s kitchen, featuring a large center island, granite counters, and stainless steel appliances. Through elegant French doors, enjoy a sun-filled four-season room with direct access to your private deck — the perfect spot to unwind. Upstairs, the spacious primary suite offers a walk-in closet and an ensuite bath with double sinks and a walk-in shower. The convenience of second-floor laundry, along with an additional bedroom with generous closet space, completes this level. The finished lower level provides fantastic bonus or guest space, including a family room and a separate room ideal for a third bedroom option, home office, or hobby room. Additional highlights include a two-car attached garage, thoughtful maintenance by the original owner for the past 7 years, and carefree living in a peaceful, beautifully maintained community. Residents enjoy outstanding amenities, including a meetinghouse for gatherings, an inground pool, and miles of walking trails that wind throughout the preserve. Move right in and experience the perfect blend of comfort, convenience, and tranquility! This is not an age restricted community.

249 Villager Rd, Chester

$539,000

Come and invest in Main Street America with this exceptional village center location! Are you seeking a state-of-the-art building with excellent revenue opportunities? Look no further. This property has been meticulously updated from top to bottom, offering a prime investment opportunity. The first floor features an expansive open space, formerly an art and presentation gallery, equipped with a portable stage, media room, fully equipped kitchen, LED lighting, skylights, decorative walls, and black walnut flooring. The second floor includes two fully renovated apartments: a one-bedroom and a two-bedroom, both generating approximately $2,500/month . The lower level is climate-controlled with artist stalls, providing additional storage options. Outside, you'll find a handicap ramp for accessibility and and ADA bathrooms; additionally, a large 1850 barn currently used for storage, adds unique character and potential for further utilization. This one-of-a-kind property is a must-see for investors looking to capitalize on a versatile and modern space with substantial income potential.

5005895 MLS

Come and invest in Main Street America with this exceptional village center location! Are you seeking a state-of-the-art building with excellent revenue opportunities? Look no further. This property has been meticulously updated from top to bottom, offering a prime investment opportunity. The first floor features an expansive open space, formerly an art and presentation gallery, equipped with a portable stage, media room, fully equipped kitchen, LED lighting, skylights, decorative walls, and black walnut flooring. The second floor includes two fully renovated apartments: a one-bedroom and a two-bedroom, both generating approximately $2,500/month . The lower level is climate-controlled with artist stalls, providing additional storage options. Outside, you'll find a handicap ramp for accessibility and and ADA bathrooms; additionally, a large 1850 barn currently used for storage, adds unique character and potential for further utilization. This one-of-a-kind property is a must-see for investors looking to capitalize on a versatile and modern space with substantial income potential.

15 Depot St, Chester

$535,000

OPEN HOUSE CANCELED - In-Law / Multi-Generational Style Setup. You have a bedroom, bath and sitting area over the garage and at the other end of the house between a family room, kitchen, porch and living room are 3 more bedrooms and a bathroom with laundry. DON'T MISS THIS RARE OPPORTUNITY! Discover this hard-to-find Ranch-style home set on two beautiful, level acres with exceptional backyard privacy in the heart of Chester's highly sought-after equestrian community. Properties like this don't come along often! This spacious 4-bedroom, 2-bath home offers desirable southern exposure across the backyard, creating the perfect setting to relax on the deck or porch while enjoying stunning sunsets. Inside, you'll find a large living room featuring a classic brick-hearth wood-burning fireplace and expansive hardwood floors that add warmth and timeless appeal. The main level includes three generously sized bedrooms with hardwood flooring, a full bath, and the convenience of first-floor laundry. The kitchen is well-appointed with stainless steel appliances, granite countertops, two pantry cabinets, and stylish recessed and pendant lighting. A bonus family room leads to the attached two-car garage, while the private primary suite above the garage features a sitting area, creating the perfect retreat at the end of the day. The full basement offers excellent potential for additional finished living space, giving you room to grow. Outside, the expansive level lot provides endless possibilities for entertaining, gardening, or enjoying the peaceful surroundings. The pool will require a new liner and possibly a new filter. This house needs some love and being sold in the present condition. AGENTS & BUYERS to do their own Due Diligence to verify all listing information. Room sizes are for reference only; not guaranteed. Some photos are digitally decluttered, altered and virtually staged.

4 Beds ⋅ 2 Baths ⋅ 5096954 MLS

OPEN HOUSE CANCELED - In-Law / Multi-Generational Style Setup. You have a bedroom, bath and sitting area over the garage and at the other end of the house between a family room, kitchen, porch and living room are 3 more bedrooms and a bathroom with laundry. DON'T MISS THIS RARE OPPORTUNITY! Discover this hard-to-find Ranch-style home set on two beautiful, level acres with exceptional backyard privacy in the heart of Chester's highly sought-after equestrian community. Properties like this don't come along often! This spacious 4-bedroom, 2-bath home offers desirable southern exposure across the backyard, creating the perfect setting to relax on the deck or porch while enjoying stunning sunsets. Inside, you'll find a large living room featuring a classic brick-hearth wood-burning fireplace and expansive hardwood floors that add warmth and timeless appeal. The main level includes three generously sized bedrooms with hardwood flooring, a full bath, and the convenience of first-floor laundry. The kitchen is well-appointed with stainless steel appliances, granite countertops, two pantry cabinets, and stylish recessed and pendant lighting. A bonus family room leads to the attached two-car garage, while the private primary suite above the garage features a sitting area, creating the perfect retreat at the end of the day. The full basement offers excellent potential for additional finished living space, giving you room to grow. Outside, the expansive level lot provides endless possibilities for entertaining, gardening, or enjoying the peaceful surroundings. The pool will require a new liner and possibly a new filter. This house needs some love and being sold in the present condition. AGENTS & BUYERS to do their own Due Diligence to verify all listing information. Room sizes are for reference only; not guaranteed. Some photos are digitally decluttered, altered and virtually staged.

224 Haverhill Rd, Chester

$520,000

If you’re looking for a home you can move into comfortably while adding your own personal touches over time, this property is worth a look. Set on 3.20 private acres, this 3-bedroom, 2-bath Raised Ranch offers a peaceful setting with plenty of room to make it your own. It’s a great opportunity for a first-time homebuyer looking for a place to start, a buyer ready to downsize, or anyone seeking privacy and space without giving up convenience. The main level features a kitchen, dining area, and living room, creating a comfortable layout for everyday living and entertaining. Down the hall, you’ll find a full bathroom, a primary bedroom with a convenient 3/4 bath, and two additional bedrooms. Just off the dining area, the screened-in deck offers a relaxing spot to enjoy the peaceful, private surroundings. The lower level adds even more versatility with a generous bonus room that could be used as a game room, home office, playroom, or whatever best fits your lifestyle. This level also includes a large utility room and a two-car garage, providing plenty of space for storage, projects, and everyday convenience. Easy access to Route 102 and Route 101 in Raymond. The property also offers access to the highly desirable Pinkerton Academy. Whether you’re purchasing your first home, looking to simplify and downsize, or searching for a property where you can settle in and make it your own, this home offers a great combination of privacy, flexibility, and convenience. Professional pictures coming. Showings to begin at Open House on Saturday 8/15/26 ~ 11:00 - 12:30

3 Beds ⋅ 2 Baths ⋅ 5104497 MLS

If you’re looking for a home you can move into comfortably while adding your own personal touches over time, this property is worth a look. Set on 3.20 private acres, this 3-bedroom, 2-bath Raised Ranch offers a peaceful setting with plenty of room to make it your own. It’s a great opportunity for a first-time homebuyer looking for a place to start, a buyer ready to downsize, or anyone seeking privacy and space without giving up convenience. The main level features a kitchen, dining area, and living room, creating a comfortable layout for everyday living and entertaining. Down the hall, you’ll find a full bathroom, a primary bedroom with a convenient 3/4 bath, and two additional bedrooms. Just off the dining area, the screened-in deck offers a relaxing spot to enjoy the peaceful, private surroundings. The lower level adds even more versatility with a generous bonus room that could be used as a game room, home office, playroom, or whatever best fits your lifestyle. This level also includes a large utility room and a two-car garage, providing plenty of space for storage, projects, and everyday convenience. Easy access to Route 102 and Route 101 in Raymond. The property also offers access to the highly desirable Pinkerton Academy. Whether you’re purchasing your first home, looking to simplify and downsize, or searching for a property where you can settle in and make it your own, this home offers a great combination of privacy, flexibility, and convenience. Professional pictures coming. Showings to begin at Open House on Saturday 8/15/26 ~ 11:00 - 12:30

42 Great Oak Dr, Chester

$515,000

Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chester’s shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapter—solid, adaptable, and full of possibility. Come See Today!!

5 Beds ⋅ 5 Baths ⋅ 5068855 MLS

Built in 1803, this home has lived many lives and still stands with purpose. Set within one of Chester’s historic districts, it sits naturally among period homes and the steady pace of village life. The lot is larger than what is typical in town, room for garden , 2 horse stalls and even a horse paddock near the river. It’s a property that allows you to live outwardly—work the land, keep animals, or simply enjoy open, private space. Inside, the home is warm and inviting, with a layout that supports both daily living and gathering. The large living room, anchored by two fireplaces, is a natural place to slow down. A formal dining room is ideal for hosting, and a generous room off the kitchen easily accommodates larger meals and celebrations. Original wood floors, exposed beams, and durable early craftsmanship add character throughout. A separate rental unit, currently occupied, provides steady income or flexible use for guests, family, or workspace. The barn offers storage, workshop potential, or agricultural use, expanding what the property can support. Chester’s shops and everyday conveniences are close by, and skiing, rivers, and trails are within easy reach. Okemo is just minutes away, with Stratton, Magic, and Bromley all within a short drive of 20-30 minutes. Several AT access point within similar distance. The Okemo Valley is on your doorstep, and it's magical! This is a historic home ready for its next chapter—solid, adaptable, and full of possibility. Come See Today!!

514 First Ave, Chester

$500,000

Storybook charm meets thoughtful modern updates in the heart of Chester! From the moment you arrive, you'll feel the character and the warmth of or this charming 3 bedroom, 1.5 bath cape. Thoughtfully remodeled through the years, the home has been lovingly updated while preserving the original charm and details that make it feel truly special. The inviting first floor offers a comfortable flow for everyday living, including a first floor primary bedroom and convenient first-floor laundry. Throughout the home, you'll find a wonderful balance of timeless character and practical updates, creating a home that feels both classic and comfortable. And then there's the yard! Level, spacious, and incredibly usable, it provides the perfect backdrop for summer gatherings, lawn games, entertaining, gardening, or simply enjoying a quiet afternoon outdoors. There's room here to make memories. Located in Chester, NH, a town known for its quintessential New England charm this home offers a wonderful sense of community while still being conveniently positioned for commuters. It's the kind of place that feels like home the moment you arrive-and a property you'll be proud to call your own and the perfect place to start your next chapter.

3 Beds ⋅ 2 Baths ⋅ 5107281 MLS

Storybook charm meets thoughtful modern updates in the heart of Chester! From the moment you arrive, you'll feel the character and the warmth of or this charming 3 bedroom, 1.5 bath cape. Thoughtfully remodeled through the years, the home has been lovingly updated while preserving the original charm and details that make it feel truly special. The inviting first floor offers a comfortable flow for everyday living, including a first floor primary bedroom and convenient first-floor laundry. Throughout the home, you'll find a wonderful balance of timeless character and practical updates, creating a home that feels both classic and comfortable. And then there's the yard! Level, spacious, and incredibly usable, it provides the perfect backdrop for summer gatherings, lawn games, entertaining, gardening, or simply enjoying a quiet afternoon outdoors. There's room here to make memories. Located in Chester, NH, a town known for its quintessential New England charm this home offers a wonderful sense of community while still being conveniently positioned for commuters. It's the kind of place that feels like home the moment you arrive-and a property you'll be proud to call your own and the perfect place to start your next chapter.

40 Old Sandown Rd, Chester

$500,000

Welcome to 79 Haverhill Road in the charming town of Chester, New Hampshire—a property that perfectly blends New England character with everyday comfort. Set on a spacious lot surrounded by natural beauty, this home offers a peaceful retreat while still being conveniently located near local amenities and major routes. Step inside to find a warm and inviting interior featuring an open floor plan with an abundance of natural light, functional living spaces, and timeless design elements that make you feel right at home. The kitchen provides ample cabinetry and workspace with beautiful granite counters, stainless appliances and tile backsplash and island ideal for both daily living and entertaining. Comfortable living areas create the perfect setting for relaxing evenings or gathering with family and friends. Generously sized bedrooms offer flexibility for a variety of needs, whether you're looking for space to grow, work from home, or host guests. Outside, enjoy a private yard with plenty of room for outdoor activities, gardening, or simply soaking in the tranquility of the surrounding landscape. Whether you're sipping your morning coffee or enjoying a summer evening, this property offers the kind of outdoor space that makes New Hampshire living so special. Located in the desirable town of Chester, known for its historic charm and community feel, this home is a wonderful opportunity to enjoy a quieter lifestyle without sacrificing convenience. Home also features a newer roof that was installed in 2024 and the entire house was fully renovated within the last six years to include updated plumbing and electrical. All of this and Part of the Pinkerton Academy School District. Don’t miss your chance to make this inviting property your own. Schedule your showing today!

2 Beds ⋅ 2 Baths ⋅ 5081598 MLS

Welcome to 79 Haverhill Road in the charming town of Chester, New Hampshire—a property that perfectly blends New England character with everyday comfort. Set on a spacious lot surrounded by natural beauty, this home offers a peaceful retreat while still being conveniently located near local amenities and major routes. Step inside to find a warm and inviting interior featuring an open floor plan with an abundance of natural light, functional living spaces, and timeless design elements that make you feel right at home. The kitchen provides ample cabinetry and workspace with beautiful granite counters, stainless appliances and tile backsplash and island ideal for both daily living and entertaining. Comfortable living areas create the perfect setting for relaxing evenings or gathering with family and friends. Generously sized bedrooms offer flexibility for a variety of needs, whether you're looking for space to grow, work from home, or host guests. Outside, enjoy a private yard with plenty of room for outdoor activities, gardening, or simply soaking in the tranquility of the surrounding landscape. Whether you're sipping your morning coffee or enjoying a summer evening, this property offers the kind of outdoor space that makes New Hampshire living so special. Located in the desirable town of Chester, known for its historic charm and community feel, this home is a wonderful opportunity to enjoy a quieter lifestyle without sacrificing convenience. Home also features a newer roof that was installed in 2024 and the entire house was fully renovated within the last six years to include updated plumbing and electrical. All of this and Part of the Pinkerton Academy School District. Don’t miss your chance to make this inviting property your own. Schedule your showing today!

79 Haverhill Rd, Chester

$499,900

STAY-CATION LIVING IS CALLING. Nestled on a gorgeous, private, flat acre in Chester, this home delivers the outdoor lifestyle you've been dreaming of. Pull into the paved driveway and you'll already see it - the lush landscaping, the natural shade, and a backyard that's pure paradise. Three sheds plus a detached garage with partially finished bonus space give you room for all your gear and then some. Step inside through the foyer and you're greeted by warm wood floors and natural light throughout. The open concept kitchen features an island, updated cabinets, and a gas range - ideal for cooking after a long day outside. It opens to a cozy family room with a wood fireplace, one of TWO fireplaces in the home. Heat with propane, wood or electric baseboard. The half bath and laundry are conveniently tucked on the main level. Upstairs, the living room and dining area offer flexible everyday space, and the top floor holds the primary suite with a walk-in closet, a second bedroom with its own large closet, and a completely renovated full bath for both bedrooms to share. The middle floor is designed for a three-bedroom configuration - easy to convert back. Now for the MAIN EVENT: the backyard. Above-ground pool. Hot tub. Garden space. Deck. This is where summers happen. NEW SEPTIC & LEACH FIELD and 2-year-old heating system mean the big-ticket items are already done. Pinkerton Academy district. Book your tour today!

3 Beds ⋅ 2 Baths ⋅ 5096706 MLS

STAY-CATION LIVING IS CALLING. Nestled on a gorgeous, private, flat acre in Chester, this home delivers the outdoor lifestyle you've been dreaming of. Pull into the paved driveway and you'll already see it - the lush landscaping, the natural shade, and a backyard that's pure paradise. Three sheds plus a detached garage with partially finished bonus space give you room for all your gear and then some. Step inside through the foyer and you're greeted by warm wood floors and natural light throughout. The open concept kitchen features an island, updated cabinets, and a gas range - ideal for cooking after a long day outside. It opens to a cozy family room with a wood fireplace, one of TWO fireplaces in the home. Heat with propane, wood or electric baseboard. The half bath and laundry are conveniently tucked on the main level. Upstairs, the living room and dining area offer flexible everyday space, and the top floor holds the primary suite with a walk-in closet, a second bedroom with its own large closet, and a completely renovated full bath for both bedrooms to share. The middle floor is designed for a three-bedroom configuration - easy to convert back. Now for the MAIN EVENT: the backyard. Above-ground pool. Hot tub. Garden space. Deck. This is where summers happen. NEW SEPTIC & LEACH FIELD and 2-year-old heating system mean the big-ticket items are already done. Pinkerton Academy district. Book your tour today!

111 Shepard Home Rd, Chester

$495,000

"HIGHEST AND BEST OFFERS DUE WEDNESDAY 3:00 PM" Don’t miss this unique and versatile two-family ranch in desirable Chester, New Hampshire! Conveniently located with easy access to Route 101, this property offers incredible potential for owner occupants, investors, multi-generational living, or possible in home business use. The property offers convenient first floor ranch style living in both units, which have been freshly painted, with some flooring updates already completed, creating a move in ready opportunity with plenty of room to continue building equity through additional updates and improvements over time. The lower level adds even more flexibility, featuring several semi-finished rooms, a full bath, wet bar, cabinetry, and bonus space ideal for recreation, office space, workshop areas, storage, hobbies, or extended use. With ample parking and a functional layout, the possibilities are extensive. The lower level also has potential to be incorporated into one of the units by adding a stairway from the first floor, creating additional living or functional space. Live in one unit while renting the other to help offset your mortgage, create an income producing investment property, or customize the space to fit your needs. Properties with this much flexibility, usable space, and future potential are difficult to find at this price point. Set on over an acre with a large deck and peaceful surroundings, the property offers privacy, usable space, and a scenic country setting. Offered at $499,900.

5087407 MLS

"HIGHEST AND BEST OFFERS DUE WEDNESDAY 3:00 PM" Don’t miss this unique and versatile two-family ranch in desirable Chester, New Hampshire! Conveniently located with easy access to Route 101, this property offers incredible potential for owner occupants, investors, multi-generational living, or possible in home business use. The property offers convenient first floor ranch style living in both units, which have been freshly painted, with some flooring updates already completed, creating a move in ready opportunity with plenty of room to continue building equity through additional updates and improvements over time. The lower level adds even more flexibility, featuring several semi-finished rooms, a full bath, wet bar, cabinetry, and bonus space ideal for recreation, office space, workshop areas, storage, hobbies, or extended use. With ample parking and a functional layout, the possibilities are extensive. The lower level also has potential to be incorporated into one of the units by adding a stairway from the first floor, creating additional living or functional space. Live in one unit while renting the other to help offset your mortgage, create an income producing investment property, or customize the space to fit your needs. Properties with this much flexibility, usable space, and future potential are difficult to find at this price point. Set on over an acre with a large deck and peaceful surroundings, the property offers privacy, usable space, and a scenic country setting. Offered at $499,900.

414 Fremont Rd, Chester

$480,000

This well-maintained property in Chester is in close proximity to many of Vermont's best ski mountains. It is not likely that you would drive by this property without it catching your eye. From the meticulous grounds with beautiful trees to the Vermont native stone wall lining the road, to the established perennial beds to the paved driveway leading back to this pleasing home with an attached garage. This light-filled home with two floors of living (plus a multi-room lower-level walkout ready to finish) has great open space on the main level. The kitchen with updated granite counters is open to the dining area which has a sliding door to the large back deck. This is the perfect space to have dinner overlooking the landscaped back yard. Try your green thumb in the vegetable garden that is ready for planting. The living room is also connected to the dining area making this space perfect for friends and family to gather. A convenient bedroom and bathroom complete this level. Upstairs are two generous bedrooms, a bonus room for a home office or more plus space above the garage that is currently being used as an amazing walk-in closet. Come and take a look at this low-maintenance home in a park-like setting with berry bushes, fruit trees, a gazebo, and a combination garden and wood shed. The stone firepit could be a favorite spot for relaxing by the fire after a day on the slopes. There is a third bay workshop next to the attached garage and an additional detached garage that has a vent pipe for a wood stove and can be of multiple uses. This property will check boxes that you didn't even know you had!

3 Beds ⋅ 2 Baths ⋅ 5095371 MLS

This well-maintained property in Chester is in close proximity to many of Vermont's best ski mountains. It is not likely that you would drive by this property without it catching your eye. From the meticulous grounds with beautiful trees to the Vermont native stone wall lining the road, to the established perennial beds to the paved driveway leading back to this pleasing home with an attached garage. This light-filled home with two floors of living (plus a multi-room lower-level walkout ready to finish) has great open space on the main level. The kitchen with updated granite counters is open to the dining area which has a sliding door to the large back deck. This is the perfect space to have dinner overlooking the landscaped back yard. Try your green thumb in the vegetable garden that is ready for planting. The living room is also connected to the dining area making this space perfect for friends and family to gather. A convenient bedroom and bathroom complete this level. Upstairs are two generous bedrooms, a bonus room for a home office or more plus space above the garage that is currently being used as an amazing walk-in closet. Come and take a look at this low-maintenance home in a park-like setting with berry bushes, fruit trees, a gazebo, and a combination garden and wood shed. The stone firepit could be a favorite spot for relaxing by the fire after a day on the slopes. There is a third bay workshop next to the attached garage and an additional detached garage that has a vent pipe for a wood stove and can be of multiple uses. This property will check boxes that you didn't even know you had!

3078 Vt Route 10, Chester

$460,000

MOTIVATED SELLERS welcome you to this meticulously maintained chalet in gorgeous Chester, Vermont! Private and secluded, direct access to VAST, located less than an hour from six renowned ski resorts and amenities. So many updates in the past two years; fully remodeled kitchen and bathrooms, fresh paint, new flooring along with numerous updates (list attached in associate documents); modern and cozy with so much charm! Nestled on over 10 acres, you will find walking trails, a fire pit and outbuildings on premises. Vaulted ceilings, open floor plan, lots of natural light and natural woodwork, this is a true move in ready beauty. The rooms are nicely sized and in close proximity to bathrooms. The wood burning fireplace brings a feeling of serenity on those chilly days. Fiber internet on site for those that work remotely. Town records state two bedrooms, however, the loft area has an en suite with a full bathroom and lots of closet space! Plenty of storage, full walkout basement gives ample space. This is one of those properties you won’t want to miss on your home buying adventure! Truly a stunning property with so much to offer!

3 Beds ⋅ 2 Baths ⋅ 5085214 MLS

MOTIVATED SELLERS welcome you to this meticulously maintained chalet in gorgeous Chester, Vermont! Private and secluded, direct access to VAST, located less than an hour from six renowned ski resorts and amenities. So many updates in the past two years; fully remodeled kitchen and bathrooms, fresh paint, new flooring along with numerous updates (list attached in associate documents); modern and cozy with so much charm! Nestled on over 10 acres, you will find walking trails, a fire pit and outbuildings on premises. Vaulted ceilings, open floor plan, lots of natural light and natural woodwork, this is a true move in ready beauty. The rooms are nicely sized and in close proximity to bathrooms. The wood burning fireplace brings a feeling of serenity on those chilly days. Fiber internet on site for those that work remotely. Town records state two bedrooms, however, the loft area has an en suite with a full bathroom and lots of closet space! Plenty of storage, full walkout basement gives ample space. This is one of those properties you won’t want to miss on your home buying adventure! Truly a stunning property with so much to offer!

547 Williams Rd, Chester

$449,900

Just in time for summer, this elegant and spacious townhouse offers the perfect blend of comfort and style. Step inside to an updated kitchen featuring sleek granite countertops, quality cabinetry, and stainless steel appliances. The space is complete with a charming dining nook—and the perfectly fitted table and chair set are included! Relax in the inviting living area anchored by a lovely gas fireplace, where the mounted TV above the mantle stays for the new owners to enjoy. This home is designed for flexibility, offering true first-floor living potential. The main level features a large bedroom with soaring cathedral ceilings, located just steps from a 3/4 bath and convenient first-floor laundry. Upstairs, you’ll find a second spacious bedroom with a full bath and a sun-drenched office nook illuminated by bright windows and skylights. The walk-out lower level adds incredible versatility with a partially finished space—currently used as a third bedroom, it could easily serve as a home gym or media room. The unfinished side provides massive storage for all your seasonal collections. Outside, the beautiful in-ground community pool makes every day feel like a vacation, while the attached garage offers even more storage and convenience. Ideally situated in a quiet and peaceful setting, this home puts you right near the best of local recreation. You are just a short distance from Wason Pond Conservation and Rec Area, Pawtuckaway State Park, and Lake Massabesic. With the highway close by, you can enjoy a tranquil lifestyle without sacrificing an easy commute. Don’t miss out—be settled in just in time for pool season! Open House 5/16 1-3PM & 5/17 11AM-1PM.

2 Beds ⋅ 2 Baths ⋅ 5087750 MLS

Just in time for summer, this elegant and spacious townhouse offers the perfect blend of comfort and style. Step inside to an updated kitchen featuring sleek granite countertops, quality cabinetry, and stainless steel appliances. The space is complete with a charming dining nook—and the perfectly fitted table and chair set are included! Relax in the inviting living area anchored by a lovely gas fireplace, where the mounted TV above the mantle stays for the new owners to enjoy. This home is designed for flexibility, offering true first-floor living potential. The main level features a large bedroom with soaring cathedral ceilings, located just steps from a 3/4 bath and convenient first-floor laundry. Upstairs, you’ll find a second spacious bedroom with a full bath and a sun-drenched office nook illuminated by bright windows and skylights. The walk-out lower level adds incredible versatility with a partially finished space—currently used as a third bedroom, it could easily serve as a home gym or media room. The unfinished side provides massive storage for all your seasonal collections. Outside, the beautiful in-ground community pool makes every day feel like a vacation, while the attached garage offers even more storage and convenience. Ideally situated in a quiet and peaceful setting, this home puts you right near the best of local recreation. You are just a short distance from Wason Pond Conservation and Rec Area, Pawtuckaway State Park, and Lake Massabesic. With the highway close by, you can enjoy a tranquil lifestyle without sacrificing an easy commute. Don’t miss out—be settled in just in time for pool season! Open House 5/16 1-3PM & 5/17 11AM-1PM.

21 Villager Rd, Chester

$445,000

Welcome to this like-new home in the sought-after Villages at Chester, a non-age-restricted community offering flexibility for a variety of lifestyles. This beautifully updated condo features a one-car garage, a first-floor bedroom with an attached bath, a spacious kitchen and dining area, and a living room with a vaulted ceiling that adds warmth and openness to the space. Upstairs, you’ll find a loft, a private ensuite bedroom, and a walk-in closet. Recent improvements include all new carpeting, LVL flooring, fresh interior paint throughout, new toilets, and newly painted kitchen cabinets. Step out onto the back deck and enjoy peaceful views overlooking The Pond, one of the best locations in the neighborhood. Located within highly rated public school systems, including Chester Academy and Pinkerton Academy, this home offers both comfort and convenience in a desirable setting. This home truly feels like new and is ready for its next owner to enjoy.

2 Beds ⋅ 2 Baths ⋅ 5083016 MLS

Welcome to this like-new home in the sought-after Villages at Chester, a non-age-restricted community offering flexibility for a variety of lifestyles. This beautifully updated condo features a one-car garage, a first-floor bedroom with an attached bath, a spacious kitchen and dining area, and a living room with a vaulted ceiling that adds warmth and openness to the space. Upstairs, you’ll find a loft, a private ensuite bedroom, and a walk-in closet. Recent improvements include all new carpeting, LVL flooring, fresh interior paint throughout, new toilets, and newly painted kitchen cabinets. Step out onto the back deck and enjoy peaceful views overlooking The Pond, one of the best locations in the neighborhood. Located within highly rated public school systems, including Chester Academy and Pinkerton Academy, this home offers both comfort and convenience in a desirable setting. This home truly feels like new and is ready for its next owner to enjoy.

205 Villager Rd, Chester

$445,000

3 Beds ⋅ 3 Baths ⋅ 5075291 MLS

11 Derry Rd, Chester