Wsigmanrealestate.com Search Results

$99,000

Opportunity awaits on this .30 acre lot. Currently home to a double wide mobile home that has been completely gutted inside, this property is a blank canvas ready for extensive rehabilitation. Bring your vision and make it your own. A wide variety of possibilities exist here, making it a fantastic option for investors or anyone looking to take on a rewarding project. Location is everything, and this one delivers. Directly across the street, the Ashuelot River offers great kayaking right at your doorstep. The property also backs up to Pisgah State Park, home to thousands of miles of trails across both private and state managed lands, perfect for hiking, biking, and exploring right from your backyard. Outdoor recreation enthusiasts will also love the convenience of the OHRV staging area just down the street, offering easy access for off road adventures. property has a shared well with neighboring property. Seller has never occupied the property. Property is being sold AS IS. This property includes a camper and pickup truck, along with various items left on site, all to be conveyed with the sale at no additional cost. Buyer assumes full responsibility for removal and disposal of these items, which are included strictly on as is basis. no warranties expressed or implied. Buyers are responsible for conducting their own due diligence regarding zoning,shared well, and all other aspects of the property. Don't miss this chance to create something special in a location that offers unbeatable access to nature and recreation.

4 Beds ⋅ 2 Baths ⋅ 5107063 MLS

Opportunity awaits on this .30 acre lot. Currently home to a double wide mobile home that has been completely gutted inside, this property is a blank canvas ready for extensive rehabilitation. Bring your vision and make it your own. A wide variety of possibilities exist here, making it a fantastic option for investors or anyone looking to take on a rewarding project. Location is everything, and this one delivers. Directly across the street, the Ashuelot River offers great kayaking right at your doorstep. The property also backs up to Pisgah State Park, home to thousands of miles of trails across both private and state managed lands, perfect for hiking, biking, and exploring right from your backyard. Outdoor recreation enthusiasts will also love the convenience of the OHRV staging area just down the street, offering easy access for off road adventures. property has a shared well with neighboring property. Seller has never occupied the property. Property is being sold AS IS. This property includes a camper and pickup truck, along with various items left on site, all to be conveyed with the sale at no additional cost. Buyer assumes full responsibility for removal and disposal of these items, which are included strictly on as is basis. no warranties expressed or implied. Buyers are responsible for conducting their own due diligence regarding zoning,shared well, and all other aspects of the property. Don't miss this chance to create something special in a location that offers unbeatable access to nature and recreation.

357 Ashuolet Main St, Winchester

$650,000

Bring your dreams to life on this sprawling 17.8-acre Winchester property, offering endless opportunities to create the homestead you’ve been waiting for! The 1.75-story log cabin features two bedrooms, two full baths, and a bonus room that could serve as a third bedroom. Vaulted ceilings and a stone fireplace create a warm and inviting living space, while multiple porches spanning three sides of the home provide plenty of room to relax and enjoy the peaceful surroundings. The updated kitchen and first-floor bathroom, first-floor laundry, and full basement are additional features of this well-maintained home. This property offers so much more than just a home. A three-car garage (24x28) with a rear lean-to provides additional storage, while the six-bay shop (22x36) offers plenty of room for vehicles, equipment, and projects, complete with workbench areas and more rear lean-to storage. The two-story barn (30x52) features water and electricity, stalls, and a tack room. Outside, fruit trees are scattered on the front lawn and gardens can be found across landscaped grounds. Up on a knoll behind the house, you’ll find a self-proclaimed “campground,” complete with an RV pole barn (20x36), water access, and multiple electrical hookups. A screen house, wood shed, and fire pit create a perfect gathering space overlooking the field and pond. Whether you’re looking for space for your hobbies, animals, equipment, family, or a private place to make your own, this property offers the space and flexibility to do so. Conveniently located in Winchester, NH, just 20 minutes from Keene, 30 minutes from Brattleboro, VT, and 10 minutes from the Massachusetts border. Realtor is a relative of the seller. Seller has never occupied the property. Buyers to do their own due diligence. Please do not access the property without being accompanied by a licensed agent.

2 Beds ⋅ 2 Baths ⋅ 5106346 MLS

Bring your dreams to life on this sprawling 17.8-acre Winchester property, offering endless opportunities to create the homestead you’ve been waiting for! The 1.75-story log cabin features two bedrooms, two full baths, and a bonus room that could serve as a third bedroom. Vaulted ceilings and a stone fireplace create a warm and inviting living space, while multiple porches spanning three sides of the home provide plenty of room to relax and enjoy the peaceful surroundings. The updated kitchen and first-floor bathroom, first-floor laundry, and full basement are additional features of this well-maintained home. This property offers so much more than just a home. A three-car garage (24x28) with a rear lean-to provides additional storage, while the six-bay shop (22x36) offers plenty of room for vehicles, equipment, and projects, complete with workbench areas and more rear lean-to storage. The two-story barn (30x52) features water and electricity, stalls, and a tack room. Outside, fruit trees are scattered on the front lawn and gardens can be found across landscaped grounds. Up on a knoll behind the house, you’ll find a self-proclaimed “campground,” complete with an RV pole barn (20x36), water access, and multiple electrical hookups. A screen house, wood shed, and fire pit create a perfect gathering space overlooking the field and pond. Whether you’re looking for space for your hobbies, animals, equipment, family, or a private place to make your own, this property offers the space and flexibility to do so. Conveniently located in Winchester, NH, just 20 minutes from Keene, 30 minutes from Brattleboro, VT, and 10 minutes from the Massachusetts border. Realtor is a relative of the seller. Seller has never occupied the property. Buyers to do their own due diligence. Please do not access the property without being accompanied by a licensed agent.

60 Forest Lake Rd, Winchester

$369,900

Step inside this comfortable and thoughtfully updated ranch. With 3 bedrooms, including the primary suite, and 2 baths, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even more flexible living space. The home has been modified for added accessibility, and features newer flooring throughout, along with central A/C for year-round comfort. Peace of mind comes easy with an automatic standby generator, while the vinyl siding and metal roof provide durable, low-maintenance exterior protection. The fenced-in backyard offers a great space for pets, gardening, recreation, or simply enjoying the outdoors. For those who like to tinker, create, or tackle projects, the basement workshop provides valuable dedicated workspace and storage. With its accessible features, comfortable living spaces, durable improvements, and outdoor amenities, this is low-maintenance living at its best. A home where you can spend less time on upkeep and more time enjoying life. Refresh the interior with your own paint colors. Schedule your showing now or visit at your convenience, one of our upcoming open houses 8/22/26 and 8/23/26 from 11:00 A.M. to 2:00 P.M.

3 Beds ⋅ 2 Baths ⋅ 5105670 MLS

Step inside this comfortable and thoughtfully updated ranch. With 3 bedrooms, including the primary suite, and 2 baths, this home is designed for easy, enjoyable living with space for all. Enjoy the outdoors from the huge screened-in porch, perfect for relaxing, entertaining, or simply taking in the peaceful surroundings. An additional enclosed porch provides even more flexible living space. The home has been modified for added accessibility, and features newer flooring throughout, along with central A/C for year-round comfort. Peace of mind comes easy with an automatic standby generator, while the vinyl siding and metal roof provide durable, low-maintenance exterior protection. The fenced-in backyard offers a great space for pets, gardening, recreation, or simply enjoying the outdoors. For those who like to tinker, create, or tackle projects, the basement workshop provides valuable dedicated workspace and storage. With its accessible features, comfortable living spaces, durable improvements, and outdoor amenities, this is low-maintenance living at its best. A home where you can spend less time on upkeep and more time enjoying life. Refresh the interior with your own paint colors. Schedule your showing now or visit at your convenience, one of our upcoming open houses 8/22/26 and 8/23/26 from 11:00 A.M. to 2:00 P.M.

10 Burt Hill Rd, Winchester

$349,900

Set along a tranquil road with seamless access to Route 91, Vermont, Massachusetts, and Keene, this inviting single-story ranch rests on an expansive lot, offering an ideal setup for first-time buyers or anyone seeking an easier, simplified lifestyle. Inside, sun-drenched living areas feature classic hardwood floors, rich pine paneling, and broad windows that fill the space with warmth and pleasant scenery. The spacious kitchen is well-equipped with abundant cabinetry, two bright windows, and a multi-functional island peninsula featuring extra prep space on one side and casual seating on the other, while the adjacent dining nook includes a cozy window seat perfect for dining or relaxing with a book. A generously sized full bathroom thoughtfully incorporates laundry facilities alongside custom built-in drawers and storage. For seasonal outdoor enjoyment, the home extends out to a screened porch and a private patio enclosed by brick and stone walls that evoke a hidden garden retreat. Complete with a wood stove connection, an attached two-car garage, and a paved driveway, this charming home is a wonderful opportunity!

3 Beds ⋅ 2 Baths ⋅ 5105078 MLS

Set along a tranquil road with seamless access to Route 91, Vermont, Massachusetts, and Keene, this inviting single-story ranch rests on an expansive lot, offering an ideal setup for first-time buyers or anyone seeking an easier, simplified lifestyle. Inside, sun-drenched living areas feature classic hardwood floors, rich pine paneling, and broad windows that fill the space with warmth and pleasant scenery. The spacious kitchen is well-equipped with abundant cabinetry, two bright windows, and a multi-functional island peninsula featuring extra prep space on one side and casual seating on the other, while the adjacent dining nook includes a cozy window seat perfect for dining or relaxing with a book. A generously sized full bathroom thoughtfully incorporates laundry facilities alongside custom built-in drawers and storage. For seasonal outdoor enjoyment, the home extends out to a screened porch and a private patio enclosed by brick and stone walls that evoke a hidden garden retreat. Complete with a wood stove connection, an attached two-car garage, and a paved driveway, this charming home is a wonderful opportunity!

88 Back Ashuelot Rd, Winchester

$499,900

Set back from the road at the end of a well-maintained driveway sits this adorable waterfront home with gorgeous views over Forest Lake! The property features an open concept kitchen/dining/living area overlooking the water, a large deck, screened in porch, 2 ample sized bedrooms plus a full bath to complete the first level. Downstairs offers a bonus bunk room, sitting area, plus bath and laundry. Add in the handy storage shed, plenty of available parking spaces, large .40 acre lot, private dock and beach area on your 103 feet of lake frontage, and you have the total package!

2 Beds ⋅ 2 Baths ⋅ 5101659 MLS

Set back from the road at the end of a well-maintained driveway sits this adorable waterfront home with gorgeous views over Forest Lake! The property features an open concept kitchen/dining/living area overlooking the water, a large deck, screened in porch, 2 ample sized bedrooms plus a full bath to complete the first level. Downstairs offers a bonus bunk room, sitting area, plus bath and laundry. Add in the handy storage shed, plenty of available parking spaces, large .40 acre lot, private dock and beach area on your 103 feet of lake frontage, and you have the total package!

418 Forest Lake Rd, Winchester

$599,000

Rustic charm, warm wood accents and lovely beam ceilings make this true log house feel like HOME. The outdoor space is a dream; situated on 6.32 acres, this property features a charming front porch, large back deck to relax on warm summer nights, spacious yard with fire pit for cold winter nights & smores, walking and ATV trails and your very own Christmas trees growing! Well landscaped with many perennials to enjoy throughout all of the seasons. Inside timeless log home charm meets all of the modern updates and amenities throughout. This 3 bedroom home has so much to offer; the main floor living boasts a spacious living room featuring a stunning fireplace, wide plank pine floors and wood beam ceilings; fully applianced kitchen with brand new appliances, woodburning Crawford cookstove as well as gas stove, plenty of cabinets and a breakfast bar. A first floor office or bedroom, lovely tiled full bathroom and a large sunroom displaying tiled floors and woodstove offer access to the expansive yard through the sliding glass doors. Enjoy access to the attached two car garage complete with a large bonus room; perfect for guests, a game or movie room and so much more! On the second story of the home you will find the primary bedroom presenting a walk in closet and tiled bathroom with walk in shower. Additionally there are 2 more bedrooms that complete the upstairs. Fine quality throughout and attention to detail make this home a true retreat!! Private yet minutes to amenities!

3 Beds ⋅ 2 Baths ⋅ 5101558 MLS

Rustic charm, warm wood accents and lovely beam ceilings make this true log house feel like HOME. The outdoor space is a dream; situated on 6.32 acres, this property features a charming front porch, large back deck to relax on warm summer nights, spacious yard with fire pit for cold winter nights & smores, walking and ATV trails and your very own Christmas trees growing! Well landscaped with many perennials to enjoy throughout all of the seasons. Inside timeless log home charm meets all of the modern updates and amenities throughout. This 3 bedroom home has so much to offer; the main floor living boasts a spacious living room featuring a stunning fireplace, wide plank pine floors and wood beam ceilings; fully applianced kitchen with brand new appliances, woodburning Crawford cookstove as well as gas stove, plenty of cabinets and a breakfast bar. A first floor office or bedroom, lovely tiled full bathroom and a large sunroom displaying tiled floors and woodstove offer access to the expansive yard through the sliding glass doors. Enjoy access to the attached two car garage complete with a large bonus room; perfect for guests, a game or movie room and so much more! On the second story of the home you will find the primary bedroom presenting a walk in closet and tiled bathroom with walk in shower. Additionally there are 2 more bedrooms that complete the upstairs. Fine quality throughout and attention to detail make this home a true retreat!! Private yet minutes to amenities!

484 Scofield Mountain Rd, Winchester

$380,000

An extraordinary opportunity awaits on Burt Hill Road in Winchester, New Hampshire. Spanning a massive 118 +/- contiguous acres, this expansive wooded parcel offers an unbeatable blend of privacy, natural beauty, and strategic location. Situated directly at New Hampshire’s southwestern border, the property provides the ultimate tax-friendly NH lifestyle while remaining exceptionally accessible for Massachusetts commuters and weekenders alike. The land features a beautiful tapestry of rolling hills and mature forest. With a bit of clearing, the high elevations yield the potential for absolutely breathtaking, panoramic views of the surrounding Monadnock region. For the immediate investor or homesteader, the property holds significant timber value that could be harvested to offset initial costs or create custom clearings for your dream estate and 1 acre has been set out for building in the current use plan so no additional tax for buyer on that. Whether you are looking to build a private family compound, establish an off-grid sanctuary, or explore a larger project, the canvas is yours. With town approvals, this substantial acreage holds excellent potential for the future. Don't miss out on one of the largest available tracts in the area.

5100318 MLS

An extraordinary opportunity awaits on Burt Hill Road in Winchester, New Hampshire. Spanning a massive 118 +/- contiguous acres, this expansive wooded parcel offers an unbeatable blend of privacy, natural beauty, and strategic location. Situated directly at New Hampshire’s southwestern border, the property provides the ultimate tax-friendly NH lifestyle while remaining exceptionally accessible for Massachusetts commuters and weekenders alike. The land features a beautiful tapestry of rolling hills and mature forest. With a bit of clearing, the high elevations yield the potential for absolutely breathtaking, panoramic views of the surrounding Monadnock region. For the immediate investor or homesteader, the property holds significant timber value that could be harvested to offset initial costs or create custom clearings for your dream estate and 1 acre has been set out for building in the current use plan so no additional tax for buyer on that. Whether you are looking to build a private family compound, establish an off-grid sanctuary, or explore a larger project, the canvas is yours. With town approvals, this substantial acreage holds excellent potential for the future. Don't miss out on one of the largest available tracts in the area.

000 Burt Hill Rd, Winchester

$324,900

Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today.

2 Beds ⋅ 1 Baths ⋅ 5098523 MLS

Welcome home to Ashuelot Road! Enjoy your quiet, extremely well-maintained river front home for many years to come. Just steps from the Ashuelot river and rail trail, this home is perfect for anyone seeking rest and relaxation from the busy days life brings. Featuring a brand new metal roof, as well as a brand new composite back deck and front entry way, you will never have to worry about exterior maintenance again. Inside you'll find a bright open concept living room and eat-in kitchen, along with one full bathroom and 2 spacious bedrooms. Many of the windows are also brand new, including the slider that leads to the new back deck. The dry walkout basement and framed walkup attic are ready for your dreams and design, which will allow for easy expansion of the living space in this beautiful cape. Don't miss out on your chance to own a TURN KEY riverfront home today.

229 Back Ashuelot Rd, Winchester

$445,000

This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living.

3 Beds ⋅ 2 Baths ⋅ 5096976 MLS

This year-round lakefront retreat offers 100 feet of shoreline on Forest Lake and combines comfort, character, and stunning water views. Relax on the enclosed porch or one of several decks while enjoying the peaceful lakeside setting. The open-concept living and dining area features a pellet stove and abundant windows that capture beautiful lake views throughout the seasons. Outdoor living takes center stage, whether you're enjoying your morning coffee on the porch, entertaining on the decks, or spending the day on the water. A separate mobile home that has not been used for some time and could potentially serve as a guest cottage or private accommodation for family and visitors. It includes a living room, kitchen with pantry, bedroom, bathroom, attached shed, its own septic system, and a wood stove ready for hookup. Whether you're seeking a year-round residence, vacation getaway, or a property with space for extended family and guests, this unique waterfront offering provides the perfect blend of tranquility, recreation, and lakeside living.

71 Headlands Rd, Winchester

$150,000

Unique opportunity to get two for the price of one. Sale includes two (2) lots! House and garage are located on 6.3 acres and there's an additional 1 acre lot across the street according to the town records. Located close to town and major routes sits this 1975 mobile home. Two car garage with storage above and large storage shed. Private water and septic. Live in the home as is or build a new one!! Lots of opportunity here! Don't wait and miss your chance.

2 Beds ⋅ 1 Baths ⋅ 5096726 MLS

Unique opportunity to get two for the price of one. Sale includes two (2) lots! House and garage are located on 6.3 acres and there's an additional 1 acre lot across the street according to the town records. Located close to town and major routes sits this 1975 mobile home. Two car garage with storage above and large storage shed. Private water and septic. Live in the home as is or build a new one!! Lots of opportunity here! Don't wait and miss your chance.

369 Manning Hill Rd, Winchester

$425,000

Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro.

1 Beds ⋅ 1 Baths ⋅ 5095024 MLS

Presently a contractor who has experience with caring for log homes is applying a special power wash to the main home here. Are you a company boss, family or a fun loving person or one who just wants to relax and enjoy your own RIVERFRONT? These 2 buildings & the open yard can provide room for MANY to stay overnight & enjoy dinners & indoor & outdoor fun. You have been putting in key words as you search for a special property. "log home, my own river waterfront, kayaking, fishing, privacy, guest house or art studio, garage, garden areas, nearby hiking and snowmobiling,year round fun" ...Well here you are! This delightful log home has an open concept first floor with many windows to the yard , beautiful pine floors, a spacious bathroom with a large shower a large bedroom on the second floor. the water view side of the first floor could be enclosed for a bedroom. It has BBHW oil heat. NH Fish and Game stocks the river with fish. Close by are hiking and snowmobile trails (Ashuelot) bridge . Pisgah Park is nearby. You can kayak to Town from your yard along the Ashuelot River.. Enjoy the pavilion picnic place overlooking the river. Across the lawn is the guest house (cabin or art studio) built in 2012. The first floor is open concept and the second floor has a bathroom, the walls have been insulated, there is electric heat but one might add a mini-split for winter use. You can sit on the deck and relish the river view. The river side front yard gets lots of afternoon sun on a good day. The paved driveway leads to the 2 car garage for vehicles and boat storage, a newer roof and just a few steps to the 8x6 mudroom into the kitchen/living area. If you want privacy but still want a few friendly area neighbors the Back Ashuelot Rd. area is for you! Just off Rte.10 it is a short drive to Rte. 91 and picturesque routes to Eastern Massachusetts, and sbout 30 minutes to Keene,NH or Brattleboro,Vt. less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

$120,000

Calling all renovators, dreamers, and HGTV enthusiasts! If you've been looking for a project with great bones and an even better location, 190 Ashuelot Street might be the one. Nestled on 1.4 acres and directly abutting the Ashuelot Rail Trail, this 3-bedroom, 1 bath home is ready for its next chapter. Inside you'll find a large country kitchen, plenty of space to reimagine, and loads of potential. Outside, mature flowering and fruit trees add charm to the yard, while the detached 2-car garage provides room for vehicles, toys, or your next workshop project. Love the outdoors? Step right onto the Rail Trail for walking, biking, snowmobiling, and year-round adventure. Bring your vision, your toolbox, and a little elbow grease—this diamond in the rough is waiting to shine again! Property is being sold as-is. Cash Buyers Only.

3 Beds ⋅ 1 Baths ⋅ 5094108 MLS

Calling all renovators, dreamers, and HGTV enthusiasts! If you've been looking for a project with great bones and an even better location, 190 Ashuelot Street might be the one. Nestled on 1.4 acres and directly abutting the Ashuelot Rail Trail, this 3-bedroom, 1 bath home is ready for its next chapter. Inside you'll find a large country kitchen, plenty of space to reimagine, and loads of potential. Outside, mature flowering and fruit trees add charm to the yard, while the detached 2-car garage provides room for vehicles, toys, or your next workshop project. Love the outdoors? Step right onto the Rail Trail for walking, biking, snowmobiling, and year-round adventure. Bring your vision, your toolbox, and a little elbow grease—this diamond in the rough is waiting to shine again! Property is being sold as-is. Cash Buyers Only.

190 Ashuelot St, Winchester

$475,000

ATTENTION INVESTORS! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with reliable long-term tenants. It also features two separate income-producing workshop/garage spaces that provide additional revenue streams and enhance overall cash flow. Recent major capital improvements include a brand new roof, newly replaced rear stairs and decking, a fully replaced leach field, and septic connections to the two 1,000-gallon tanks that were serviced and replaced where needed. These updates ensure the property is in excellent condition and reduce future maintenance costs for the new owner. Tenants pay their own heat, hot water, and electricity, which keeps operating expenses low. This property has consistently delivered positive cash flow to the current owner, and keeping it occupied has never been an issue thanks to strong local demand. Current rents are below market rate and the leases are expiring, creating an immediate upside opportunity for a new owner to implement market-rate increases and boost net operating income right away. Whether you are an experienced investor looking to add a turnkey, low-maintenance asset to your portfolio or a buyer seeking a solid, cash-flowing property with built-in equity through recent upgrades, 305 Richmond Road is worth serious consideration. Priced to attract serious investors — schedule your showing today and see the value for yourself. Whether investor-owned or owner-occupied, 305 Richmond Road is a super income generator and can be yours with pride. This property is not going to last long!

5093431 MLS

ATTENTION INVESTORS! Fully occupied 4-unit apartment building with a strong rental history and excellent income potential at 305 Richmond Road, Winchester, NH. This well-maintained multi-family property is located near the Massachusetts border, offering convenient access for commuters and tenants from both states. The property includes four residential units that are currently 100% occupied with reliable long-term tenants. It also features two separate income-producing workshop/garage spaces that provide additional revenue streams and enhance overall cash flow. Recent major capital improvements include a brand new roof, newly replaced rear stairs and decking, a fully replaced leach field, and septic connections to the two 1,000-gallon tanks that were serviced and replaced where needed. These updates ensure the property is in excellent condition and reduce future maintenance costs for the new owner. Tenants pay their own heat, hot water, and electricity, which keeps operating expenses low. This property has consistently delivered positive cash flow to the current owner, and keeping it occupied has never been an issue thanks to strong local demand. Current rents are below market rate and the leases are expiring, creating an immediate upside opportunity for a new owner to implement market-rate increases and boost net operating income right away. Whether you are an experienced investor looking to add a turnkey, low-maintenance asset to your portfolio or a buyer seeking a solid, cash-flowing property with built-in equity through recent upgrades, 305 Richmond Road is worth serious consideration. Priced to attract serious investors — schedule your showing today and see the value for yourself. Whether investor-owned or owner-occupied, 305 Richmond Road is a super income generator and can be yours with pride. This property is not going to last long!

305 Richmond Rd, Winchester

$479,900

** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

3 Beds ⋅ 2 Baths ⋅ 5092617 MLS

** OPEN HOUSE SATURDAY, JULY 25 FROM 10AM-12PM** Welcome to 166 Keene Road in Winchester, a charming 3-bedroom, 1.5-bath New Englander that combines classic character with thoughtful modern updates. This inviting home offers comfortable living spaces, abundant natural light, and a warm atmosphere that immediately feels like home. Recent improvements include an updated roof, solar panels for enhanced energy efficiency, a spacious back deck ideal for entertaining and outdoor enjoyment, fresh paint throughout the interior, updated light fixtures, and a new dishwasher, allowing the next owner to move in with confidence. The functional floor plan provides flexibility for everyday living, whether you're gathering with family, working from home, or hosting friends. Outside, enjoy the benefits of outdoor living from the rear deck or wrap around front porch, perfect for summer barbecues, morning coffee, or simply relaxing while taking in the surroundings. The solar system helps reduce energy costs while adding long-term value and sustainability. 465' of frontage on Ashuelot River. Conveniently located with easy access to local amenities, schools, shopping, dining, and recreational opportunities, this property offers the perfect balance of small-town New Hampshire living and modern convenience. Easy commute to Keene, Mass, Brattleboro and Interstate 91.

166 Keene Rd, Winchester

$135,000

2.75 acre building lot in the lake district, stream on property. Slope to easier allow for walk out basement. Public water at the street. Will require private septic. Easy commute to Keene, Brattleboro, and Western MA. Great opportunity to live in quiet neighborhood on a dead end road. Lake Francis has a public beach and boat launch. Come build exactly what you want!!

5091522 MLS

2.75 acre building lot in the lake district, stream on property. Slope to easier allow for walk out basement. Public water at the street. Will require private septic. Easy commute to Keene, Brattleboro, and Western MA. Great opportunity to live in quiet neighborhood on a dead end road. Lake Francis has a public beach and boat launch. Come build exactly what you want!!

20 Lake Shore Dr, Winchester

$599,900

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

3 Beds ⋅ 2 Baths ⋅ 5089279 MLS

Own your piece of paradise! Rarely does a property offering this much land and a beautifully maintained home become available in Cheshire County, NH. This single-owner Cape-style home features 3 bedrooms, 2 bathrooms, and a finished walk-out lower-level in-law suite, all set on approximately 37± acres with peaceful privacy and stunning natural surroundings. Inside, you’ll find a warm and functional layout with custom cherry wood kitchen cabinets, natural wood finishes, a breakfast bar, and formal dining room. The living room is filled with abundant natural light, while mini-split heating and cooling provide year-round comfort. A standing seam metal roof offers added durability and peace of mind, while the 2-flue chimney provides the option for wood or pellet stove hook-up. One of the home’s standout features is the 16x16 enclosed sitting porch complete with custom windows, beautiful woodwork, insulation, and a gas stove, creating a perfect year-round retreat. The first-floor primary bedroom offers slider access to a private deck and is conveniently located near a full bath with jacuzzi tub. Upstairs are two additional bedrooms with oversized skylights and windows bringing in exceptional natural light. The finished walk-out lower level includes a full in-law suite with kitchen, bath, washer and dryer, and slider access, ideal for multi-generational living or rental potential. The land is equally impressive, featuring approximately 20± acres of fenced pasture used for horses since 1987, plus additional acreage with trails, timber, streams, a pond, and beautiful views. Outdoor amenities include an above-ground pool, gazebo, koi pond, fruit trees including peach and apple, perennial gardens, garage space, hardscaping, and a versatile barn/shed perfect for animals, hobbies, storage, or workshop use. Enjoy peaceful country living while remaining close to town amenities. A truly special property offering space, functionality, and endless possibilities.

295 Manning Hill Rd, Winchester

$698,000

Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity!

3 Beds ⋅ 2 Baths ⋅ 5087379 MLS

Step across the threshold and into a piece of history. A 1910 waterfront hidden treasure. Timeless architectural details and unparalleled views of Forest Lake make this home a rare blend of old world elegance and modern comfort amidst perennial gardens, stone sculptures and lush greenery A timeless stone fireplace with charming nooks & crannies in the spacious living room echoes the style of simpler times while offering an updated kitchen, two first floor bedrooms and a newer sun-filled master suite with barn-door entrance and lake views ... you'll feel apart from the busy world at this lakeside retreat. There is extended living space outdoors on a spacious and private wooden deck featuring a screened room overlooking the lake as well as a hot/cold outdoor shower! The stairway to your private dock has several landings. A small barn with loft offers plenty of storage or workshop space. There's also a garden shed for more storage. A perfect property for discerning buyers seeking a piece of history combined with unparalleled waterfront view and timeless elegance. Don't miss this opportunity!

39 Headlands Rd, Winchester

$3,995,000

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

4 Beds ⋅ 6 Baths ⋅ 5086956 MLS

One of New England's most unique & premiere properties, a sprawling sanctuary set on over 140 acres with sweeping views of Vermont, Massachusetts, & New York, it offers the ultimate escape from everyday life. A harmonious architectural masterpiece, calibrated with meticulous care. The home is crafted using an alternative construction method from 15 retrofit steel shipping containers reinforced by top grade building components seamlessly blending industrial design with high-end finishes. This unparalleled estate has a private gated entrance that welcomes you, and leads you past a pond with water feature, & basketball court. This private sanctuary presents endless possibilities—luxury residence, event venue, or yoga retreat. Each floor of the residence was thoughtfully designed; the first floor offers seamless indoor/outdoor, open concept living with a chef’s kitchen, living room, guest suite, & mudroom. A floating staircase leads you to the second floor which is counter-leveled creating two 16x10 balconies at the rear of the home, & a 10x8 balcony above the front patio. Enjoy a serene primary suite, two additional en-suite bedrooms, & an office with glass door. The lower level includes a family room, wine room with built-ins, bunk space, full bath, & 4-car tandem garage. A 50x45 raised patio with outdoor kitchen creates effortless entertaining. Every detail was designed to balance function & beauty for all ages & lifestyles. Just 2 hours to Boston, the Seacoast, & Lakes Region. Home being sold fully furnished. Floor Plans and Video available.

398 Scofield Mountain Rd, Winchester

$90,000

What a place and opportunity to build your new home!!! Just under 5 acres of land, situated on a country road yet minutes to amenities is where you can settle down and be home!!! Multiple spots on the lot that could work for a home. Options are endless!!!

5085013 MLS

What a place and opportunity to build your new home!!! Just under 5 acres of land, situated on a country road yet minutes to amenities is where you can settle down and be home!!! Multiple spots on the lot that could work for a home. Options are endless!!!

90 Old Swanzey Rd, Winchester

$109,500

Stone Mountain Business Park is Ready for Development! This almost 7 acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Take note that this parcel could be made smaller in size if your use does not require this amount of acreage.

5082298 MLS

Stone Mountain Business Park is Ready for Development! This almost 7 acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Take note that this parcel could be made smaller in size if your use does not require this amount of acreage.

Map 6 Lot 15-5 Map 6, Winchester

$51,500

A short distance off a class 6 road where opportunity awaits to invest in your own land. This lot is part of the description found on the attached deed. The town of Winchester has been treating it as a separate lot for tax purposes for many years and has agreed that it should maintain its status as a separate lot

5081679 MLS

A short distance off a class 6 road where opportunity awaits to invest in your own land. This lot is part of the description found on the attached deed. The town of Winchester has been treating it as a separate lot for tax purposes for many years and has agreed that it should maintain its status as a separate lot

Old Rixford Rd, Winchester

$290,000

INVESTORS WANTED. This property is just a few minutes away from downtown Winchester. 3 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further repairs. *This will need a CASH BUYER*. Please allow 48 hr notice. Weekend showings only.

5077669 MLS

INVESTORS WANTED. This property is just a few minutes away from downtown Winchester. 3 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further repairs. *This will need a CASH BUYER*. Please allow 48 hr notice. Weekend showings only.

292 Richmond Rd, Winchester

$2,100,000

Located in the town of Winchester in southwestern New Hampshire, this portfolio of two non-contiguous forestland parcels totaling 1,002± acres includes a high-quality timber resource, broad ecological attributes, several mountain peaks, and numerous recreational opportunities. In addition, much of the land abuts or is located near thousands of acres of conservation ownerships, enhancing value and providing potential future conservation opportunities. The larger parcel (Gardiner Mountain) is approximately 700 acres with frontage along Route 10. The smaller parcel, at 300 acres, (Cat Den) is located just off Route 119, along the Ashuelot River, though not bordering it. In addition to all its natural resources and recreational amenities, the potential for modest residential or commercial development on portions of the land may also exist. The Winchester Woodlands portfolio offers a diverse range of amenities, as well as near and long-term value drivers, at a scale that is not often found in this region of southern New Hampshire.

5075574 MLS

Located in the town of Winchester in southwestern New Hampshire, this portfolio of two non-contiguous forestland parcels totaling 1,002± acres includes a high-quality timber resource, broad ecological attributes, several mountain peaks, and numerous recreational opportunities. In addition, much of the land abuts or is located near thousands of acres of conservation ownerships, enhancing value and providing potential future conservation opportunities. The larger parcel (Gardiner Mountain) is approximately 700 acres with frontage along Route 10. The smaller parcel, at 300 acres, (Cat Den) is located just off Route 119, along the Ashuelot River, though not bordering it. In addition to all its natural resources and recreational amenities, the potential for modest residential or commercial development on portions of the land may also exist. The Winchester Woodlands portfolio offers a diverse range of amenities, as well as near and long-term value drivers, at a scale that is not often found in this region of southern New Hampshire.

00 Rte 10, Winchester

$115,000

Discover a rare opportunity to own 21.2+/- acres of pristine New Hampshire wilderness in the heart of Winchester. This expansive parcel is defined by its stunning frontage along the tranquil Roaring Brook, offering a picturesque and peaceful setting for your future dream home or private getaway. A standout feature of this property is its significant standing timber value; the land has remained untouched by logging for many decades, resulting in a lush forest of mature hardwoods and softwoods ready for immediate investment potential or continued conservation. Nestled in the scenic Monadnock Region, you are perfectly positioned to enjoy the best of the outdoors with easy access to the massive trail systems of Pisgah State Park, the historic local charm of Winchester, and the convenient amenities of nearby Keene. Whether you are looking for a secluded homestead, a recreational retreat, or a savvy land investment, this untouched acreage provides the space and natural resources to make your vision a reality.

5072791 MLS

Discover a rare opportunity to own 21.2+/- acres of pristine New Hampshire wilderness in the heart of Winchester. This expansive parcel is defined by its stunning frontage along the tranquil Roaring Brook, offering a picturesque and peaceful setting for your future dream home or private getaway. A standout feature of this property is its significant standing timber value; the land has remained untouched by logging for many decades, resulting in a lush forest of mature hardwoods and softwoods ready for immediate investment potential or continued conservation. Nestled in the scenic Monadnock Region, you are perfectly positioned to enjoy the best of the outdoors with easy access to the massive trail systems of Pisgah State Park, the historic local charm of Winchester, and the convenient amenities of nearby Keene. Whether you are looking for a secluded homestead, a recreational retreat, or a savvy land investment, this untouched acreage provides the space and natural resources to make your vision a reality.

525 Richmond Rd, Winchester

$10,000

Remaining Paper Mill Campus land. More soil testing information can be obtained from the NH-DES. There are back taxes due and will be the buyers responsibility. This vacant, wooded lot is located off the busy Ashuelot Main St (Route 119) on the west side of Winchester, NH, offering high visibility with a 2024 traffic count of 3,138 vehicles/day per the NH DOT. Buyers should contact the town for more information about use. Sellers Representative has limited information about the property.

4978464 MLS

Remaining Paper Mill Campus land. More soil testing information can be obtained from the NH-DES. There are back taxes due and will be the buyers responsibility. This vacant, wooded lot is located off the busy Ashuelot Main St (Route 119) on the west side of Winchester, NH, offering high visibility with a 2024 traffic count of 3,138 vehicles/day per the NH DOT. Buyers should contact the town for more information about use. Sellers Representative has limited information about the property.

Ashuelot Main St, Winchester

$715,000

Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being offered as part of a portfolio of short-term rental properties.

2 Beds ⋅ 2 Baths ⋅ 5045812 MLS

Stunning Waterfront! Like new Cape style post and beam beauty with direct waterfront on Forest Lake. Gorgeous views from every window. Modern Kitchen with stainless appliances and center island. Cozy Living Room with gas Fireplace. The downstairs living area contains a Family Room, Kitchen, Bedroom and Bathroom. This is a perfect year-round retreat or possible short term rental. Also being offered as part of a portfolio of short-term rental properties.

27 Headlands Rd, Winchester

$89,900

Stone Mountain Business Park is Ready for Development! This 3 Acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lot sizes available if preferred.

4865115 MLS

Stone Mountain Business Park is Ready for Development! This 3 Acre SHOVEL READY level lot can be built out for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lot sizes available if preferred.

Map 6 Lot 15-1 Map 6, Winchester