Set among the hills of Chesterfield, 21 Split Oak Circle offers a peaceful setting, beautiful mountain views, and a glimpse of Spofford Lake as you make your way up Pinnacle Springs Rd. Perched atop the hill on 1.27 acres, this well-loved property combines privacy, mature landscaping, and thoughtful updates with plenty of space to enjoy both inside and out. Step inside to a bright and airy great room that welcomes you into the home and provides a comfortable living space with an easy connection to the kitchen. Upstairs, you will find three bedrooms and a full bathroom, offering a convenient layout for everyday living. The finished lower level adds even more flexibility with a bonus room that could serve as a home office, workout space, hobby room, or whatever best fits your needs. A half bath and direct access to the basement garage add to the functionality of this level. Outside, the property continues to impress with mature landscaping, a large wrap-around driveway lined with fruiting pear trees, and additional fruiting trees throughout the property. Three separate outbuildings provide excellent storage or the opportunity to create a garden shed, workshop, hobby space, or other outdoor retreat. The home has been thoughtfully maintained over the years, with a brand-new PVC membrane roof and freshly painted exterior, including two of the outbuildings. Offered to the market for the first time in 30 years, this is a special opportunity to make a well cared for Chesterfield property your own. Whether you are looking for a full-time home, a peaceful retreat, or simply a place where you can enjoy the beauty of the Monadnock Region, 21 Split Oak Circle is ready for its next chapter. Just 15 minutes to both Keene, NH and Brattleboro, VT. Don't miss the Open Houses this weekend. Friday 10/02 from 4:30pm - 6:30pm and Saturday 10/03 from 11am-1pm!

Waterfront / In-Town Location of Historic Mill Village in Stoddard, NH. Antique New Englander built in 1820 with Attached Barn, Half Acre (.52) Level Property with gentle slope to Owned Shoreline on southern end of beautiful 712 acre Highland Lake. Plenty of parking for cars and boats with ample backyard areas for lawn games, cookouts, pitching tents or pulling up an RV for overflow quests. Exactly one mile stroll or ride to Island Pond, a local favorite for swimming, kayaking, boat launch, ice skating, pond hockey and ice fishing. 3 doors down to Post Office / General Store or Highland Lake’s Southern Boat Launch. Includes Pedal Boat, Canoe, Kayak, Basketball Hoop, and 24’ Trex Dock. House is a work in progress for finishing and personalizing. Gorgeous original pine floors, great Attic for Bunk Room or Studio and Attached Barn with newer concrete slab floor and Loft that can easily be made into additional living space or Gift/Craft or Antique Shop. Fabulous Antique Waterfront New Englander with charm, a rich history, and Incredible potential; both Residential and Commercial. Being sold AS IS. This can be an income producing property; both long-term and/or short term rental is approved.

Nestled on 5 private acres in Winchester, you’ll find this charming ranch style home offering the perfect combination of one-level living, privacy, and outdoor recreation! Upon entering, you’ll be greeted by a large and inviting living room/kitchen with plenty of space to relax and entertain. This home offers a primary bedroom with a 1/2 bath, another generously sized bedroom, a laundry room, and a full bath on the main level. The finished basement provides even more livable space and features a pellet stove, making it a great spot for a recreation room, hobby area, or additional entertaining space. Step outside and enjoy the expansive wrap-around deck, where you can take in the peaceful views and beautiful private surroundings. The property directly abuts the Ashuelot Rail Trail, offering easy access to walking, biking, and other outdoor activities right from your own backyard! There is also plenty of room for all your toys, tools, and equipment with 2 sheds, a detached 1 car garage, and a metal carport. A detached ground-mounted solar panel system and standby generator add to the functionality of this property. Located just 20 minutes from Keene, this home offers the privacy and tranquility of country living while still being conveniently close to shopping, restaurants, schools, medical facilities, and other amenities. Whether you’re looking for a full-time residence, weekend getaway, or simply a place to enjoy the peace and beauty of southwestern New Hampshire, this property has so much to offer! Schedule your private showing today!

There’s something special about a home that has been loved by the same owners for 45 years. Built in 1860, this 3-bedroom, 2-bathroom home offers a wonderful combination of historic character, comfortable updates and space to make your own. Step onto the inviting wraparound front porch before heading inside, where wood floors and a wood stove add warmth and classic New England charm. The updated kitchen features granite countertops and a gas stove, while a spacious, recently renovated first-floor bathroom includes a walk-in shower and conveniently located laundry. Mini-split provide cooling during the warmer months, and an automatic generator offers added peace of mind year-round. Outdoor spaces include a composite side deck and a newly paved driveway completed in 2025. One of the property's most intriguing features is the attached walk-up barn/garage/woodshop with a metal roof. Whether you envision a workshop, studio, hobby space or simply exceptional storage, there's plenty of room for possibilities. The barn may also offer potential for future conversion to additional living space with appropriate town approvals. Enjoy being close to Spofford Lake and all the recreation and natural beauty the area is known for, while remaining conveniently situated between Keene, NH and Brattleboro, VT. With more than 160 years of history behind it, this well-loved Spofford home is ready for someone new to make it their own.

Living at 370 Main Street puts you right in the heart of Keene, with downtown, restaurants, shops, schools, trails and Keene State College all close by. This updated 1920s home has been well cared for inside and out and offers a nice mix of original character and thoughtful improvements. The large, updated kitchen has granite countertops, newer appliances and plenty of room for dining and gathering. Wood floors run through much of the home, both bathrooms have been updated, and replacement windows are another welcome improvement. An enclosed porch adds approximately 200 square feet of seasonal space and is a great spot to sit, read or relax. Upstairs you'll find three bedrooms, with additional space on the third floor that could work well as an office, workout room or other flex space. Out back is a large, level and sunny yard with established gardens and plenty of room to enjoy the outdoors, along with a private deck just off the kitchen. The basement is exceptionally neat and clean and has a new bulkhead, and the detached garage provides additional parking and storage. A comfortable, well-maintained home in a location that lets you really enjoy being part of Keene.

Welcome home to a 2012 raised ranch made for gathering, set on 5 private acres in Gilsum and only approx. 8 min from Keene shopping. Step inside to an open concept main level where the kitchen takes center stage. Granite counters, a sweeping curved breakfast bar with room for the whole crew, pendant & recessed lighting, stainless appliances, a propane range & a built in wine rack keep the cook connected to every guest. The kitchen flows into a generous dining & living area with warm hardwood floors, big windows & a wood stove set against a stone accent wall, so you can cut back on oil & heat with wood on cozy evenings. Sliding barn doors & a Glass slider open to a large deck overlooking the treed yard & pasture views, ideal for summer cookouts, fall foliage & moments where peace & reflection meet. Three BRs are on the main level, including a primary suite with a private bath & corner shower, plus a full bath with tub. Ceiling fans add comfort throughout. Downstairs, the finished lower level offers Opportunity. A Finished huge great room for movies, games, a gym or a home office, along with a half bath & laundry; flexible space for guests, hobbies or generational living. An Oversized two car garage gives you easy, covered access & plenty of storage. Outside, the fun continues with a year round brook at the front, a stone outdoor fireplace in the yard, & a large shed that conveys with the sale. Modern 2012 construction, low maintenance vinyl siding & 200 amp electrical service round out the package. Private, but not remote: come see how easy country living can be.

STEP BACK IN TIME AND COME SEE THIS SPACIOUS MID-CENTURY MODERN HOME ON 10 VERY PRIVATE ACRES, being offered for the first time. About 2, 000 square feet of living space with 7 rooms, 3 bedrooms and 2 baths with beautiful easterly views of Temple Mountain and Pack Monadnock over blueberry fields. There’s plenty of room in the spacious, open rear yard, tree-ringed ensuring privacy for outdoor sports and large family gatherings Come through the huge rear porch into the fully applianced eat-in kitchen next to a handsome formal dining room. Remember sunken living rooms? We’ve got a large one affording the beauty of the view. The primary bedroom is 15.5 x 15 and has its own bathroom, and there are two other good-sized bedrooms. Need some workshop space? If the oversized attached 2 car garage isn’t enough, there’s a detached garage that will fill the bill. This home has deferred maintenance and will need work to bring it back, but you can change anything about a house except the location and it has a great one! Easy for us to show and for you to see! Absolutely no drive-bys. Being sold in “as is” condition.

Welcome home with 5 Highland Avenue! This spacious Hinsdale home offers plenty of room to spread out, featuring 4 bedrooms, 2 bathrooms, and ample living space throughout. Set on a large corner lot with convenient access to Hinsdale schools, walk to downtown, this property offers a great combination of space, location, and functionality. Inside, you'll find a large dining room perfect for family gatherings, entertaining, or everyday meals, with a large three-season porch just off the dining room providing a wonderful additional space to relax, enjoy your morning coffee, or gather with friends and family. Generously sized living areas throughout the home offer plenty of flexibility for family, guests, or a home office. One of the many standout features is the huge 2-bay garage, offering plenty of room for vehicles, equipment, hobbies, or storage. Upstairs, a full workshop provides an exceptional space for the hobbyist, craftsman, or anyone needing additional workspace. Conveniently located with easy access to Brattleboro, Keene, and the Massachusetts border, this home offers a practical location for commuters while maintaining the space and feel of a residential neighborhood. With a generous corner lot, substantial living space, and an impressive garage and workshop, 5 Highland Avenue offers plenty of opportunity to make it your own home paradise.

Situated in the desirable Hidden Lake Development in low-tax Stoddard, this spacious 4-bedroom, 2-bath home sits on 2.9 private acres and offers the perfect blend of comfort, privacy, and year-round recreation. Inside, you’ll find plenty of living space for family, guests, or entertaining, while outside the expansive property provides room to relax, garden, or simply enjoy the peaceful natural surroundings. Whether you’re looking for a full-time residence or a seasonal retreat, this home captures the charm of New Hampshire living. As part of the Hidden Lake Association, the property includes deeded access to Highland Lake — a beautiful 7-mile-long lake encompassing approximately 700 acres. This property also includes year-round road maintenance, a private boat launch, inground swimming pool, clubhouse, playground, and tennis/basketball courts. Located just minutes from multiple lakes, hiking trails, and endless outdoor recreation, this property is ideal for those seeking both adventure and tranquility. Conveniently located approximately 30 minutes to Keene and Peterborough and under 2 hours from Boston, this home offers the perfect opportunity to enjoy privacy, recreation, and low-tax New Hampshire living.

Come see this well-maintained home close to schools, shopping, and golf, and just a short drive to downtown Keene! Situated in front of a large and private back yard, this Cape features a recently renovated kitchen with butcher-block countertops, LVP flooring, a gas stove and oversized refrigerator. Clever storage hacks have been installed throughout, and rooms have been refreshed and updated. The living room is equipped with a beautiful Hearthstone soapstone wood stove that can warm the whole house, along with tons of shelves for books and knickknacks - and a big TV. The dining room has a built-in hutch and attractive wainscoting, and the full, heated basement has been used as both an art studio and office. For outdoor living, there's the covered deck with removable screens, a grilling area, and a wood-framed lounge area that provides a place to gather, hang swings, and watch movies on the outdoor movie screen! The large yard is full of perennials and productive peach and pawpaw trees, and gardeners will appreciate the potting shed, raised beds and compost bins just waiting for a new set of green thumbs.

Welcome to a charming 1885 historic home nestled on a private 0.77 acre lot in Ashuelot (Winchester), NH. Tucked back from the road, this character rich residence seamlessly combines classic New England architecture with practical modern updates. Inside, you will find beautiful hardwood floors and an abundance of custom built ins and clever storage solutions throughout. The kitchen features sleek stainless steel appliances, opening gracefully into inviting living spaces bathed in natural light. Upstairs, the home offers three comfortable bedrooms, perfect for family, guests, or a dedicated home office setup. Major mechanical upgrades provide complete peace of mind, including a newer furnace, water heater, and oil tank, alongside a full home generator that ensures uninterrupted power year-round. An attached one car garage adds convenience and extra storage. Outdoors, the expansive front and back yards create a quiet haven for leisure, outdoor dining, or cultivating your dream garden. Nature enthusiasts will love being just minutes away from local rail trails and the vast Pisgah State Park for year-round outdoor recreation. Enjoy the tranquility of a spacious, private setting while remaining close to nearby routes and amenities. This charming property is ready to welcome you home!

A home unlike any other, 35 Quaker Lane offers a remarkable blend of history, craftsmanship and privacy on approximately 14 acres in rural Richmond. Set near the end of a quiet, town-maintained road, this distinctive post-and-beam home was thoughtfully constructed around the restored frame of a 1790s, 2½-story barn, creating nearly 2, 800 square feet of living space filled with character. At the heart of the home is the magnificent great room, where soaring post-and-beam construction and a substantial center brick fireplace create a warm and memorable gathering space. The home’s personality continues throughout, including a family room featuring Rufus Porter-style murals, the unique tavern room with cage bar and laundry, a spacious carriage room offering flexible use as a dining or recreation room, and an open loft providing generous office or creative space. Since its previous sale, one of the home’s most significant transformations has been the completion of a beautiful kitchen featuring granite countertops, a soapstone sink, abundant cabinetry and pantry storage - bringing modern function to this truly one-of-a-kind property. With four bedrooms and 1½ baths, the flexible floor plan offers plenty of room to spread out. Outside, a newly added patio provides another place to relax and enjoy the peaceful surroundings. The parcel has been selectively logged to open the landscape and create opportunities for trails throughout, where classic New England stone walls, a small pond and wooded acreage add to the setting. An attached two-car garage with storage above provide additional space for vehicles, equipment and hobbies. Enjoy the privacy of country living while taking advantage of the outdoor recreation for which the Monadnock Region is known. Rich in history, character and possibilities, this is far more than a conventional home - it is a property meant to be experienced. Showings begin Saturday, 10/3 via open house from 9:30-11:00 am.