Cheshire County, NH Real Estate | Cheshire County, NH Waterfront Homes for Sale

A rare opportunity to own a piece of Jaffrey history! Built in 1896 and lovingly held by the same family ever since, this rustic cabin on the shore of Thorndike Pond is being offered for sale for the first time in its history. Set on 2.2 wooded acres with approximately 300 feet of pond frontage, the property enjoys a wonderfully private setting with majestic Mount Monadnock rising behind the property. The charming cabin retains the character and simplicity of an old New Hampshire camp, offering a kitchen, living room with fireplace, two first-floor bedrooms, 3/4 bath, and a second-level sleeping loft with balcony. The cabin is set back from the waterfront, providing a peaceful wooded setting while still offering easy access to your own private shoreline. The relatively level land and town-maintained road make the property readily accessible while preserving a sense of privacy and seclusion. Thorndike Pond is a quiet, pristine pond enjoyed by canoe and kayak enthusiasts, with a sandy beach and an area suitable for launching a small boat. Spend summer days swimming, paddling, fishing, or simply relaxing along your own 300 feet of shoreline while enjoying the natural beauty of the surrounding landscape. Nearby Monadnock State Park offers miles of hiking trails and year-round recreational opportunities. Whether you are looking for a nostalgic New Hampshire getaway, a private waterfront retreat, or a unique property with future potential, this property offers something truly special. The existing cabin provides an opportunity to enjoy the property as it is while considering the potential to build a new residence and create your own waterfront retreat. A rare combination of history, privacy, acreage, mountain scenery, and waterfront on one of Jaffrey's beautiful ponds.

186 Gilson Rd, Jaffrey

Listing courtesy of Kenneth Moller from The Mollers Inc.. (Cell: 603-547-5812)

$650,000

3 Beds ⋅ 2 Baths ⋅ 73577931 MLS

Waterfront living on beautiful Pearly Lake! This beautifully renovated 3 bedroom, 2 bath home offers the perfect blend of comfort, style, and year round enjoyment. Set on Pearly Lake, a 192-acre lake offering fishing, motor boating, swimming, and kayaking, this property is a true retreat for those who love life on the water.Inside, the home has been thoughtfully updated with quality improvements throughout, creating a warm and inviting space with modern finishes and plenty of natural light. Step outside to enjoy the lake from the upper and lower decks, relax in the hot tube, or unwind in the outdoor sauna with a private outdoor shower, perfect after a day on the water.Whether you're looking for a peaceful getaway or a year-round waterfront home, 68 Kimball Road offers an exceptional opportunity to enjoy the best of New Hampshire lake living.

68 Kimball Rd, Rindge

Listing courtesy of Listing Agent: Vicki Christiansen from Listing Office: RE/MAX Town Square.

$649,900

3 Beds ⋅ 3 Baths ⋅ 5109588 MLS

Nestled in on a private road, you will find this cape style home built in 2020 situated on .31 acres with 100 ft of exclusively owned water frontage on Highland Lake! Walk in, kick off your shoes & you will feel right at home, especially since this cottage comes partially furnished! This home offers plenty of natural light, tasteful amounts of knotty pine throughout, and views of the lake from every floor. On the first floor you will find the kitchen/dining area, as well as the living room, half bath, and the primary bedroom with its own full bath. Upstairs you will find a large bedroom with views of the lake, full bath with the washer/dryer hookup, &an additional bedroom with ample closet space. This fully insulated home has an open concept floor plan, which makes it the perfect place for entertaining guests! Imagine sitting out on your deck enjoying the breath-taking lake views and catching sunsets, all while sipping a cup of coffee to the sounds of loons calling. This home is conveniently located close to the Marina where you can launch your boat, gas up, and enjoy the small store. Highland Lake Is 7 miles long, +/-697 acres, & is well known for its largemouth bass fishing. Bring your motorboats and jet skis – this lake is perfect for those toys! There are two abutting lots (7&8) totaling .95 additional acres with an extra 35 ft of water frontage on Highland Lake available - not included in this listing. Schedule your private showing today!

70 Harper Rd, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$990,000

3 Beds ⋅ 3 Baths ⋅ 5109057 MLS

Granite Lake waterfront living at its finest! Custom-built in 2018 with high-quality materials and thoughtful craftsmanship, this exceptional property offers the best of both worlds: a newer, private home tucked away from the main road, paired with a separate waterfront lot with approximately 321 feet of private water frontage, one of the longest and most desirable shorelines on the lake. The waterfront lot is beautifully set up for enjoying lake life, featuring a 32-foot FWM aluminum stationary dock with thru-flow decking, swim platform, sandy beach area, and firepit. There is plenty of room to spread out, relax, entertain, and enjoy everything Granite Lake has to offer. Inside the custom home, natural woodwork, soaring ceilings, and quality finishes create a warm and inviting atmosphere. The great room features dramatic vaulted ceilings, a gas fireplace with stone hearth, and an open-concept design flowing into the kitchen. The kitchen offers granite countertops, a large island, and a professional restaurant-style Bluestar propane range. Gorgeous hardwood, slate, and tile floors are found throughout. The first floor includes a spacious primary bedroom, full bathroom, laundry room, and an enclosed screened porch overlooking the lake, an ideal spot for morning coffee or relaxing at the end of the day. Upstairs, two additional bedrooms share a full bathroom, while a catwalk and office/study area overlook the great room below. The walk-out, daylight lower level offers two additional rooms, another full bathroom with walk-in shower, and generous utility/storage space. Whether you're looking for a peaceful year-round retreat or the ultimate destination for enjoying summer days on the water, this Granite Lake property offers privacy, exceptional waterfront, and a beautifully crafted home, all in one truly special package.

15 Lake View Ter, Nelson

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$629,000

3 Beds ⋅ 2 Baths ⋅ 5108287 MLS

This year-round, one owner house has only been used for 4 months of the year and is in near mint condition! It’s on the shore of tranquil Cheshire Pond with 420’ of water frontage which is perfect for canoeing, kayaking or fishing. The Pond abuts the 66 acre Cheshire Pond Conservation area so if you enjoy nature, here’s your new home. It is very well designed and was custom built for easy living with everything you need on the first level. Step through the front courtyard with fountain and you’re in the entry hall next to the 2 car garage. Come through the laundry area and into the delightful, fully applianced cabinet kitchen, which is open to a huge living room with dining area. The views of the opposite shoreline over the landscaped yard are lovely –especially in the autumn. A long screened porch may be accessed from the living room as well as outdoors. The generous-sized carpeted primary bedroom has several closets and a private bath, and the other two bedrooms (one used as a den) are closeted also. There is a large, high posted partially finished daylight basement which begs for your pool table or ping pong table, and is very easy to convert to living space. In addition to the shelved utility area, there is a third garage. Economic propane heat, town water and sewer and 200 amp electric service. Want to enjoy life more? Come see this lovely, “first time on the market” home. You’ll love it!

20 Ridgecrest Rd, Jaffrey

Listing courtesy of Marc Tieger from Tieger Realty Co. Inc.. ()

$425,000

3 Beds ⋅ 2 Baths ⋅ 5107776 MLS

Don’t miss the opportunity to live in a quiet neighborhood in the highly desirable town of Marlow. This charming 3-bedroom, 2-bath New England-style home sits on a 1.72-acre lot along a paved road, offering a peaceful setting with 500 feet of frontage overlooking the Ashuelot River. For outdoor enthusiasts, this location provides endless possibilities right from your backyard, including kayaking, fishing, and canoeing. The move-in ready home features an attached garage, a new Rheem AC and heating system for year-round comfort, and several updates completed over the last three years. Inside, the bright, well-applianced kitchen leads from the media room into a lovely living room with river and mountain views. The space opens to a family room featuring a wall of windows and skylights, with beautiful wood floors accentuating the first-floor living space. Conveniently located equidistant to New London, Newport, and Keene, this property allows you to enjoy quiet living with all necessary amenities within reach. Whether you are looking for a full-time home or a rental property to offset expenses, the options are endless. This property is ready for its next chapter. A rare opportunity in a prime location!

828 Rt 10, Marlow

Listing courtesy of Marie Lovell from Coldwell Banker LIFESTYLES - Sunapee. (Cell: 603-558-8393)

$425,000

3 Beds ⋅ 1 Baths ⋅ 5107290 MLS

Tucked away on 9.25 acres, you will find this charming 3-bedroom, 1-bath log home, beautifully abutting Darby Brook with a natural swimming hole to enjoy on warm summer days. Surrounded by woods and nature, this property offers the perfect blend of rustic character and privacy. Many recent any updates were made including a new septic system installed in 2019, a standing-seam roof on the main house in 2022, new shingle roof on the detached garage, water filtration system, new well pump and pressure tank, new skylights, and much more! Inside, this post and beam home welcomes you with classic log-home charm, a cathedral ceiling, and an enclosed porch that provides a peaceful spot to relax and take in the natural surroundings. With this home being sold furnished, it is easy to feel right at home! On the first floor you will find 2 bedrooms and a full bath, and upstairs you will find a spacious loft bedroom. Outside, enjoy the deck overlooking the backyard offering plenty of space to explore, garden, entertain, or simply enjoy the privacy of your own acreage. A shed is conveniently located near the garage for firewood storage, and the spacious two-car detached garage offers ample storage and workspace. Above the garage is additional bonus space ready to become whatever your heart desires—studio, workshop, hobby space, office, game room, or more storage. This property is located only 25 mins to Keene, 45 mins to Sunapee, 25 mins to Newport, 30 mins to Claremont, and 15 mins to Walpole. This cabin would make a great year-round home, weekend escape, or an investment property! Schedule your private showing and meet your forever home today! 3-D tour is available upon request.

220 Hill Rd, Alstead

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$597,500

3 Beds ⋅ 2 Baths ⋅ 5107249 MLS

Discover the best of first-floor living in this very desirable, only 4-year-old ranch set on 7.3 acres of beautiful, open land abutting the South Branch River. Designed for comfort and easy living, this exceptional home offers spacious open-concept living and a gorgeous natural setting. The heart of the home is the fabulous kitchen featuring granite countertops, a large center island, and full appliances, creating the perfect space for preparing gourmet meals and entertaining. The kitchen flows seamlessly into the dining and living areas, offering wonderful open spaces for gatherings with family and friends. The spacious primary suite provides a private retreat with its own bath, large walk-in shower, and generous walk-in closet. On the opposite side of the home are two additional bedrooms, a full bath, and convenient first-floor laundry. A welcoming mudroom with bench and hooks provides the perfect spot to transition from outdoors to everyday living. The lower level adds even more versatility with an expansive family room plus an office or bonus room ideal for hobbies, guests, a home office, or recreation. Outside, enjoy the gorgeous level setting, abundant open land, and direct access to the South Branch River for fishing, relaxing, and enjoying nature. A rare combination of newer construction, one-level living, acreage, and river frontage this property offers an exceptional opportunity to enjoy the best of country living. Wonderful location ,view of Mt Ceasar and lovely sunsets

106 Whitcomb Rd, Swanzey

Listing courtesy of Nancy Proctor from BHG Masiello Keene. ()

$835,000

3 Beds ⋅ 2 Baths ⋅ 5106672 MLS

*******Open House Sunday, 09/13/26 9-1pm ********This one-of-a-kind private waterfront log cabin retreat offers an exceptional waterfront lifestyle. This 1.1 acre lot nestled in a cove is shielded from main part of boat traffic and offers peaceful enjoyment as well as stunning views. Water frontage is 305' with multiple sections of floating boat docks making this an ideal spot for water enthusiasts.***** Step inside this open concept post and beam log home where warmth & character shine throughout. The spacious kitchen flows seamlessly into the living and dining areas, creating an inviting space for entertaining. A cozy wood stove anchors the room, while wide pine finishes & windows throughout showcase breathtaking lake views. ******* Upstairs is the primary bedroom with a private bath, plus a 2nd room & laundry area in a loft-style layout. ****** Main level has 2 additional bedrooms providing flexibility for guests, family or a home office. Also on the main level is a full bathroom. One of many standout features is the enclosed 8x22 porch perfect for relaxing and enjoying lake views.********* In addition to the porch, there's a 2 car garage with a huge bonus room area above, perfect for a fun family hangout, game room or guest area. Even better, this home has been thoughtfully updated with all major systems recently replaced, including a brand-new hot water tank, electrical panel, furnace, water softener system, and sump pump-providing peace of mind for years to come. Come check out this beautiful slice of heaven and make it your forever home or a peaceful vacation retreat. HOA fees are $825 per year for road maintenance (plowing & grading). Also included is the private boat launch for members and a pool/pool house and the use of Rossi Hall (nominal fee) Open House Sunday, 09/13/26 9-1pm

232 Tigola Trl, Stoddard

Listing courtesy of Paul Bourassa from Manning Williams Agency. ()

$279,900

2 Beds ⋅ 1 Baths ⋅ 5106232 MLS

Enjoy year round waterfront living on Wilson Pond! This bright and inviting two bedroom, three quarter bath home offers beautiful water views and a comfortable, easy to maintain layout. The spacious living room features a sliding door leading to the waterfront deck, creating the perfect place to enjoy your morning coffee, unwind at the end of the day and watch the sunset and airplanes passing overhead. The kitchen offers abundant cabinetry, granite countertops, a double sink and plenty of workspace. An additional open area provides flexible space for dining, entertaining, a home office or whatever best suits your needs. Inside, you will also find fresh neutral finishes, updated flooring, two bedrooms with closets and a three quarter bath with a convenient step in shower. A mini split adds efficient heating and cooling for year round comfort. Outside, mature trees provide shade and frame the peaceful pond views. Follow the path to your own private dock, where you can launch a kayak, cast a fishing line or simply sit back and enjoy life beside the water. There are still a few short weeks of summer left, so get on it and start enjoying pond life now! Whether you are looking for a full time home, a weekend retreat or your own waterfront escape, this special property offers a wonderful opportunity to enjoy Wilson Pond in every season.

13 Waters Edge Rd, Swanzey

Listing courtesy of Kirsten Perkins from BHG Masiello Keene. ()

$885,000

2 Beds ⋅ 2 Baths ⋅ 5106140 MLS

From the moment you arrive, this enchanting waterfront retreat feels like a storybook oasis. Follow the stone-lined path through lovingly tended gardens - alive with butterflies and pollinators throughout the summer - to a welcoming home overlooking the serene waters of Lake Skatutakee. Inside, the open first-floor layout creates an effortless connection between the beauty surrounding the home and the lake beyond. Walls of windows fill the living room with natural light while framing ever-changing water views, and a sliding door opens to the back deck - an idyllic spot for morning coffee as the sun rises, quiet afternoons by the water, or evenings beneath a dark, star-filled sky. From the deck and backyard, the dock is only steps away, making it easy to slip a kayak into the water whenever the mood strikes. The first floor also offers a convenient half bath with laundry. Upstairs are two bedrooms, including a spacious primary with room for a king-size bed and a cedar-lined closet, along with a full bath featuring both a soaking tub and separate shower. Life here moves at a gentler pace. Listen to the beautifully haunting call of loons across the water, paddle through pickerelweed blooms along the lake’s peaceful western end, explore the winding channel while birdwatching, or simply sit back and enjoy the serenity of your own waterfront. Lake Skatutakee encompasses approximately 236 acres and is treasured locally for its natural beauty, wildlife and recreation. Just about a mile away, historic Harrisville Village offers quintessential New England charm and a beloved general store, while Keene and the greater Monadnock Region are within easy reach. This is more than a home on the lake - it’s a place where gardens, forest and water come together, and where some of the best moments may be the simplest ones.

55 Skatutakee Rd, Harrisville

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$799,000

3 Beds ⋅ 3 Baths ⋅ 5105827 MLS

Waterfront living on beautiful Pool Pond! Set on 1.06 acres with approximately 500 feet of frontage, this special Rindge property offers a setting made for enjoying life on the water. Boat, kayak, paddleboard, fish or simply relax along the shoreline, with a sandy walk-in water entrance, fire pit area and waterfront walking trail. The showpiece is the fully restored boathouse; the only one on the pond. Take in lake views, distant mountain vistas and colorful sunsets from the beautifully landscaped grounds featuring a pollinator garden, large paver patio and 10x14 shed. Inside, large picture windows bring the views in and fill the home with natural light. The first-floor primary suite features an ensuite bath, while the beautiful sunroom offers flexible space. The walkout lower level provides additional living space with a kitchenette, bonus room and workshop. Extensive improvements include a new roof, Marvin windows, new appliances and garage doors, mini-split heating and cooling, heat-pump water heater, ERV, EV charger and battery backup for essential systems. A wood-burning fireplace insert adds cozy four-season appeal. With the rail trail directly across the street, everyday conveniences minutes away and the recreation and natural beauty of the Monadnock Region at your doorstep, this is a unique opportunity to embrace the New Hampshire waterfront lifestyle.

332 Rte 202, Rindge

Listing courtesy of Dan Petrone from EXP Realty. (Cell: 973-713-1582)

$139,900

1 Beds ⋅ 1 Baths ⋅ 5105148 MLS

Welcome to 106 Lakeside Drive, a charming seasonal waterfront retreat located within Woodbrook, a private, gated golf-cart community. This inviting home offers a convenient one-level layout and a beautiful setting overlooking the surrounding greenery and water. The cozy bedroom provides space for a comfortable bed, generous storage for clothing and linens, and easy access to the bathroom. Woodbrook offers several planned events for all ages throughout the open season, creating wonderful opportunities to meet neighbors and make new friends. The groomed beach area on Sip Pond features covered picnic tables, nearby canoe and kayak storage, a boat-launch area, and an adjacent bathhouse with laundry facilities and showers. Just above the beach, residents can enjoy the in-ground swimming pool, clubhouse, expansive grassy recreation field, game courts, and playground. Additional conveniences include boat storage with a hose-down area, recycling facilities, and a dumpster area near the community entrance. The annual fee of $1,800 covers the lot, water, sewer, electricity, and road maintenance. Whether you are relaxing by the water, cruising through the community in your golf cart, or enjoying the many recreational amenities, this peaceful seasonal getaway offers the perfect place to unwind and make lasting memories.

106 Lakeside Dr, Fitzwilliam

Listing courtesy of Kristi Legere from Monument Realty. ()

$699,900

2 Beds ⋅ 1 Baths ⋅ 5105120 MLS

Welcome to your own piece of waterfront paradise! Located directly on the beautiful Lake Monomonac, 87 Dolly Lane offers an exceptional opportunity to own a waterfront home with 98' of sandy beach frontage, in a fantastic location right on the Massachusetts/New Hampshire border. This distinctive timber-frame home is filled with natural light and offers the warmth, character, and timeless appeal of timber-frame construction. Step outside and enjoy approximately 47 feet of lake frontage, complete with a sandy beach perfect for swimming, relaxing by the water, launching a boat, or simply enjoying breathtaking days on the lake. Lake Monomonac encompasses more than 594 acres of water and is well known for outstanding opportunities for fishing, swimming, boating, kayaking, and recreation. Whether you're looking for a peaceful year-round residence, a weekend getaway, or a place to create generations of family memories, this property delivers the quintessential New England waterfront lifestyle. Come experience the beauty of Lake Monomonac and discover why 87 Dolly Lane could be the waterfront home you've been waiting for!

87 Dolly Ln, Rindge

Listing courtesy of Amy Reisert from Borderline Realty, LLC. ()

$325,000

2 Beds ⋅ 2 Baths ⋅ 5104524 MLS

Tastefully updated end unit Townhome perfectly located in the desirable Willowbrook community. The kitchen features granite counters, subway tile, stylish gray cabinets, stainless appliances, new lighting, pantry and breakfast bar that connects you to the open dining area. A spacious living room with wood burning fireplace, built-in storage and sliders to a peaceful patio overlooking White Brook and a private wooded view. Hardwood floors. Updated vinyl windows. Upstairs you will find 2 generous bedrooms and a full bath. A convenient first floor half bath with laundry. Attached 1 car garage with storage above. Established gardens and lush mature landscaping. In-ground pool, pickleball and tennis. Enjoy life while the association maintains your lawn care and snow removal. The West Keene location gives you easy access to the YMCA, Alumni Field for sporting events, and VT.

110 Arch St Unit 20, Keene

Listing courtesy of Wesley St. Pierre from Keller Williams Realty Metro-Keene. ()

$500,000

3 Beds ⋅ 2 Baths ⋅ 5104502 MLS

Welcome to waterfront living on the peaceful shores of Mountain Brook Reservoir! Tucked away at the end of a shared driveway, this well-maintained 3-bedroom, 2-bath contemporary ranch offers the perfect blend of privacy, comfort, and year-round recreation. Set on over 3 acres with direct waterfront access, you'll enjoy stunning water views and endless opportunities for fishing, kayaking, small boats, wildlife watching, and more right from your own backyard. Inside, the open-concept kitchen and dining area flows seamlessly into the spacious living room featuring vaulted ceilings, skylights, and a cozy pellet stove that creates a warm and inviting gathering space. Sliding glass doors from both the dining area and living room lead to the sunroom, where you can relax and take in the peaceful reservoir views throughout every season. The primary suite includes a private 3/4 bath, while two additional bedrooms and a full bath provide comfortable accommodations for family or guests. Additional features include a two-car garage with overhead storage, and a spacious lot that extends into the reservoir, offering even more room to enjoy this unique waterfront setting. Whether you're looking for a full-time residence or a four-season getaway, this property offers a rare opportunity to enjoy the best of New Hampshire's outdoor lifestyle in a truly picturesque location. Showings begin at the open house Saturday 8/15 from 11am-12:30pm!

103 Lacy Rd, Jaffrey

Listing courtesy of Tom Bolduc from Keller Williams Realty-Metropolitan. ()

$699,900

3 Beds ⋅ 2 Baths ⋅ 5104431 MLS

Tucked away alongside a peaceful cove, you'll find this charming year-round cape on Highland Lake situated on 2.50 acres with 215 ft of exclusively owned water frontage! With desirable western exposure, you'll enjoy breathtaking sunsets & peaceful lake views from every floor of the home! Tastefully landscaped & surrounded by natural beauty, this property is designed to help you make the most of every season on the lake. From the house, make your way down to the shoreline by the stairs or take the convenient path by golf cart or side-by-side to the private dock & firepit by the water's edge. Step inside & you'll be greeted by the light and bright feel of this inviting home. The main living area features cathedral ceilings, an abundance of natural light,& a pellet stove that provides a cozy gathering place on cool evenings. The large deck extends the living space outdoors & overlooks the lake, offering a wonderful setting for morning coffee, afternoon relaxation, or entertaining guests while taking in the water views. The first floor offers a primary bedroom with a private ¾ bath, along with a second bedroom & an additional full bath. Upstairs, an open loft area provides flexible space to convert into whatever your heart desires & a third bedroom completes the second floor. The full walkout basement offers plenty of storage space and excellent potential for additional finished living space. Need storage for your toys? The 1 car detached garage is perfect for just that! Enjoy exploring Highland Lake which is 7 miles long and +/-700 acres. Bring your motorboats, water skis, canoes, and kayaks - this water setting is perfect for these toys! Located only 1.5 miles away from the Stoddard Marina where you can gas up your boat & 1.5 miles in the other direction to the Mill Village Country Store. The annual fee of $706.73 covers year-round road maintenance and access to a private beach off of Fox Run Road! Schedule your private showing and meet your dream lake home today!

96 Fox Run Rd, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$404,500

2 Beds ⋅ 1 Baths ⋅ 5103245 MLS

Welcome to YEAR-ROUND WATERFRONT LIVING on beautiful Wilson Pond, where peaceful mornings, unforgettable sunsets, and effortless one-level living come together. Perfectly positioned with zero steps from the paved driveway, the thoughtfully updated 2-bedroom, 1-bath property provides comfortable accessibility upon entering. The affordability of propane heat or pellet stove empathizes an easy going lakeside lifestyle. Designed to embrace the views the home features an expansive deck spanning the entire front of the house. So, whether you're enjoying watching the Eagles hunt for breakfast or relaxing after a day on the pond enjoying one of the many sun sets this home makes every season feel special. Wilson Pond is a favorite known for its kayaking, canoeing, fishing, swimming, and paddle boarding. Conveniently located in North Swanzey, you'll enjoy the best of both worlds-tranquil waterfront living just minutes from downtown Keene's shopping and everyday conveniences. Come experience why life is simply better at the lake!

17 Waters Edge Rd, Swanzey

Listing courtesy of Jill Exel from BHG Masiello Keene. ()

$1,249,000

3 Beds ⋅ 3 Baths ⋅ 5102088 MLS

New price! Tucked away on a private cove along the shores of beautiful Island Pond, this multi-level waterfront four-season home offers an exceptional opportunity to enjoy one of the Monadnock Region's most peaceful lakes. With a private dock, lakeside deck, fire pit, and remarkable glacial erratics, the property is designed for making memories in every season. Warm wood interiors and expansive windows capture the changing light and beautiful sunsets over the pond, while the open-concept living and dining area provides an inviting space for gathering with family and friends. The renovated kitchen and the fireplaced living room create a welcoming setting after a day on the water. The thoughtfully designed floor plan spans three levels, featuring three bedrooms, three baths, a dedicated office, and a spacious recreation room, offering flexibility for guests, remote work, or extended family. The attached two-car garage provides plenty of storage for vehicles, watercraft, and outdoor equipment. Offered mostly furnished, including the dock, this home is ready to enjoy from day one. Spend your days boating, kayaking, fishing, or swimming from your private waterfront, then explore Island Pond's undeveloped islands or gather around the lakeside fire pit beneath the stars. Whether you are searching for a year-round residence or a private retreat, this distinctive waterfront property is an ideal setting for lake living, entertaining, and creating lasting memories.

431 Treelyn Rd, Stoddard

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$899,000

4 Beds ⋅ 2 Baths ⋅ 5101977 MLS

YES!!!! that's right, TWO homes on 1 Parcel. Imagine the possibilities of having 2 homes on beautiful Spofford Lake. Come see the Rustic Charm of these classic, seasonal cottages. There certainly aren't many original vacation homes left on the lake, take advantage of owning (2) of your very own. The "Lakeside Cottage" is just a few feet from the water's edge where you can walk across the sand and dip your toes in the pristine, sandy bottom, clear water. Enjoy waterfront views and easterly sunrises from your enclosed porch as you enjoy your morning coffee. The lake front cottage also offers all the necessities of a cozy kitchen, living room with stone fireplace, 3/4 bathroom and two upstairs bedrooms to re-energize for the next day's lake excitement/activities. The "Roadside Cottage" sets only a few feet behind and is equally as charming. It also has views to the lake, use it as a guest home, rental property, or extra family space. This cottage features an enclosed porch, vaulted ceilings, brick fireplace, a loft, one downstairs bedroom, 3/4 bathroom and an upstairs bedroom. Each cottage features a time capsule of history, just waiting for your family to make more memories at Spofford Lake. Brand new septic system installed 2023 servicing both homes, updated 100amp electrical services, and new retaining wall on lake front cottage. Did I mention the convenient location? Easy access from Rte91, and just minutes from major shopping, restaurants, and grocery stores and more. See you at the Lake!

142 N Shore Rd, Chesterfield

Listing courtesy of Todd A Bassler from Greenwald Realty Group. ()

$499,900

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

Listing courtesy of Robert Inman from RE/MAX Town & Country. ()

$989,900

3 Beds ⋅ 3 Baths ⋅ 5100824 MLS

Tucked away at the end of a quiet cul-de-sac on 1.5 private acres, this exceptional Highland Lake home offers the perfect combination of tranquility, comfort, and year-round lakeside living. Boasting 172 feet of exclusively owned water frontage and desirable western exposure, you'll enjoy breathtaking sunsets and peaceful lake views from every floor of the home! Step inside to discover a thoughtfully designed open-concept floor plan filled with natural light, soaring cathedral ceilings, and warm knotty pine throughout. The spacious living room is anchored by a stunning fieldstone fireplace, providing the perfect gathering place after a day on the water. The kitchen flows seamlessly into the main living and dining areas, making entertaining guests effortless. The main level offers two comfortable bedrooms, while the private second-floor primary suite features a ¾ bath and loft area with views of the lake. The partially finished walkout basement has its own kitchen, offers additional living space and is centered around a cozy woodstove, creating the ideal space for relaxing, entertaining, or accommodating overnight guests. Outside you will find a detached two-car garage and an expansive wrap around deck overlooking the shoreline. Enjoy exploring Highland Lake which is 7 miles long and +/-700 acres. Bring your motorboats, water skis, canoes, and kayaks - this water setting is perfect for these toys! Whether you're boating, swimming, fishing, or simply unwinding while listening to the sound of loons, this property offers a rare opportunity to experience lakefront living at its finest. This home is conveniently located only 1.5 miles away from the Stoddard Marina where you can gas up your boat and 1.5 miles in the other direction to the Mill Village Country Store. The annual fee of $706.73 covers year-round road maintenance and access to a private beach off of Fox Run Road! Schedule your private showing and meet your dream lake home today!

164 Fox Run Rd, Stoddard

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$2,950,000

5 Beds ⋅ 2 Baths ⋅ 5100007 MLS

"Wildair". Built in 1928, the era of families gathering at expansive summer residences to enjoy each other's company and to commune with nature, this quintessential shingled seasonal residence of 5 bedrooms with boathouse has been cherished by members of the same family for nearly 100 years. It features over 687 feet of frontage on deep water, 781 acre Nubanusit Lake, the premiere lake in Southern New Hampshire. Much of its shoreland is protected by conservation easements or ownership, as is this property's 25.1 acres. The last house on a privacy ensuring, 3/4 mile long, seasonal driveway shared by 5 owners. the property is an oasis of peace. Live outside on the 12' x 47' + 12' x 18' wraparound screened porch. Gather the family in the 29' living room in front of the massive wood burning hearth (the chimney was serviced this spring) for game night and story telling. Around the corner is an office for staying connected -- the property has high speed internet! There's room for everyone around the dining room table in front of a second fireplace and viewing the lake through the screened porch. A butler's pantry with sink and dishwasher connects to the kitchen. In place but no longer used are the Glenwood woodcookstove and the old wooden front ice boxes. The soapstone sink, wood countertops and built in hutch are in use. Off the back hall is a utility room, shower bath, and sleeping porch. Upstairs are two primary bedrooms, three twin bedded rooms and a hall bath. Each bedroom has its own sink! Electrical service, plumbing and the septic system were updated 25-30 years ago. Water is from the lake. The boathouse at the water's edge has a rec room or overflow sleeping space on the second floor. Storage for boats and outdoor accessories are on the ground floor, which opens to a huge top deck surrounded by a lower deck for swimming and boat launching. Outbuildings include a woodshed and a former ice house, now used for storage. Be Wildair's next stewards.

96 Miller Dr, Nelson

Listing courtesy of Heather Peterson from Four Seasons Sotheby's International Realty. ()

$1,110,000

3 Beds ⋅ 2 Baths ⋅ 5099965 MLS

An extraordinary seasonal waterfront escape awaits on the crystal-clear waters of Silver Lake in Nelson! Tucked into a private, peaceful setting with beautiful lake views and glimpses of Mount Monadnock, 171 Breed Pond Road is the kind of property where generations gather, traditions are created, and summers are remembered forever. Step inside to a spacious, open kitchen and living area designed for relaxed lake living and memorable gatherings with family and friends. A spiral staircase leads to two charming sleeping lofts with elevated views toward the water and plenty of classic cottage character. A substantial addition, completed approximately 20 years ago, provides an incredibly appealing separate retreat with a large bedroom, sitting area, kitchenette, and private balcony. Previously enjoyed as private space by another family member, this flexible area is ideal for guests, extended family, teenagers, or anyone who would appreciate having a little separation while still sharing the lake experience. A large 2-car garage offers excellent storage for vehicles, boats, equipment, and all the essentials of waterfront living. The outdoor spaces are where this property truly comes alive. Multi-level decking leads to the water’s edge, dock, and the appropriately named “dance floor” a special gathering spot ready for music, laughter, lounging, and unforgettable evenings by the lake. Gather around the fire pit as the sun sets, enjoy meals and games in the covered screened area, or spread out on the sandy recreation space for outdoor play and lakeside fun. A boathouse provides convenient storage for kayaks, floats, fishing gear, and water toys. Spend your mornings swimming in the clear water, afternoons boating or fishing, and evenings surrounded by wildlife, peaceful views, and the sounds of nature. Whether you are seeking a private family retreat or a special place to bring generations together, this unique Silver Lake property offers it all!

171 Breed Pond Rd, Nelson

Listing courtesy of David P Haschig from William Raveis R.E. & Home Services. ()

$799,499

4 Beds ⋅ 3 Baths ⋅ 5099505 MLS

Distinctive contemporary home on Emerson Pond offering private waterfront, exclusive access to a neighborhood sandy beach, four bedrooms, three baths, soaring cathedral ceilings, dramatic floor to ceiling windows, and approximately 900 square feet of decking, all set on over an acre of beautifully landscaped, wooded grounds. Designed to bring the outdoors in, this one of a kind timber style home is filled with warmth and character. Rich natural woodwork, expansive walls of glass, and vaulted ceilings create an inviting atmosphere where every season becomes part of the living experience. The spacious living room is anchored by a beautiful fireplace, while the walk out lower level offers additional living space with a cozy wood stove. A spacious primary suite provides a peaceful retreat, and an oversized detached two car garage offers exceptional space for vehicles, storage, and recreational equipment. One of the property's most exciting opportunities is its own private waterfront; imagine creating a welcoming waterside retreat with a sitting area, space for kayaks and water toys, or simply a peaceful place to fish and enjoy the pond. The shoreline and access are currently natural and largely undeveloped, offering a blank canvas for the next owner to explore the possibilities and make this special space their own. Set along a peaceful section of Emerson Pond, your private waterfront brings the beauty of the pond right to your property. And there’s an added bonus: homeowners also enjoy exclusive access to the neighborhood’s private sandy beach for swimming, paddleboarding, boat launching, sunbathing, and gathering with family and friends. Waterfront opportunities like this are hard to find. Bring your vision and unlock the potential of a location that simply can’t be recreated. SELLER OFFERING $5,000 TOWARD BUYER CONCESSIONS! Subject to lender approval, funds may be applied toward closing costs, an interest-rate buy-down, or updates.

20 Jay Dr, Rindge

Listing courtesy of Dean Deschenes from Arris Realty. ()

$1,700,000

4 Beds ⋅ 3 Baths ⋅ 5099380 MLS

Strawberry Farm is an estate like no other in the area. The property features 165 unspoiled acres behind the house on the north side of RT 123 and across the roads another 8.5 acres that lead down to the shore of Lake Warren. The main house originally built in 1800 and re-designed by William Hartley Dennett in 1910 features his signature windows and a unique front entry. The open plan living area has doors onto the long veranda with exquisite views of the property behind the house and an adjoining greenhouse complete with koi pond. The farm style kitchen has a wood stove and rich handmade cabinetry. There is a ground floor bedroom with half bath. Upstairs offers endless possibilities with bedrooms with adjoining small rooms and a variety of spaces that could be more bedrooms or offices or workrooms. There is a covered porch above the veranda that could be the greatest screened in sleeping porch ever seen. The house needs updating but is rich with history and atmosphere. The grounds and outbuildings are impeccably maintained. The gardens are established with specimen plantings, pathways and landscaping elements that will stop you in your tracks. Behind the barn is a hedge wall carved to look like a wave and there are stands of trees worthy of a photo in the most discerning coffee table book. On the parcel with the lake frontage there is a rustic cabin, and a dock – perfect for summer residency and visitors. The back acreage has a pond and road access on the South side of the property. Whether your goal is to run a small farm or use the big barn for events, Strawberry farm is a rare opportunity. Schedule plenty of time for your visit and wear suitable shoes; the grounds are extensive. The Lake cabin is currently occupied but will be vacant by closing.

867 Forest Rd, Alstead

Listing courtesy of Vicki Gohl from Galloway Real Estate LLC. ()

$1,225,000

3 Beds ⋅ 3 Baths ⋅ 5099322 MLS

Wake up to the sound of the water, spend your days on the lake, and end each evening with spectacular sunsets from one of the finest waterfront settings on Lake Contoocook. With 171 feet of sandy shoreline, a private dock, and coveted westerly views, this property offers the kind of lakefront experience that rarely becomes available. Designed for gathering family and friends, the home features 3 bedrooms, 3 baths, and a spacious bunk/bonus room that's perfect for extra guests, a game room, or flexible living space. Large windows frame beautiful lake views throughout much of the home, while the screened porch provides the perfect place to enjoy morning coffee, read a book, or relax after a day on the water. A deck and private balcony offer additional places to soak in the scenery and enjoy unforgettable sunset evenings. The level, sandy waterfront is ideal for swimming, launching kayaks or paddleboards, casting a fishing line, or simply enjoying the shoreline. The dock makes boating effortless, allowing you to take full advantage of everything Lake Contoocook has to offer, from summer cruises and watersports to peaceful early morning paddles. Whether you're looking for a year-round residence or a place where generations can gather and create lasting memories, this home offers an exceptional combination of comfortable living and one of the Monadnock Region's most desirable lakefront settings. Opportunities to own this much sandy frontage with panoramic sunset views on Lake Contoocook are increasingly rare. Open house Saturday August 29, 11-1

363 Woodbound Rd, Jaffrey

Listing courtesy of Michelle R Carter from Four Seasons Sotheby's International Realty. ()

$399,000

5097930 MLS

Dreaming of riverfront living with income potential? This one-of-a-kind multi-family property overlooks the scenic Cold River, renowned for its excellent fishing opportunities. Rich in history, the building was originally a grist mill and has been thoughtfully converted into a three-unit multi-family property while preserving much of its original character. The first floor apartment is a beautifully updated one bedroom unit offering comfortable, modern living. The remainder of the first floor serves as an inviting common area featuring the building's stunning original brick walls, showcasing the property's historic charm. From this shared space, you'll find access to the expansive basement, ideal for storage or workshop space, as well as the staircase leading to the second-floor apartment. The second-floor apartment is truly exceptional, featuring soaring cathedral ceilings and original wide plank hardwood floors. The spacious layout includes a bedroom, full bath with laundry, and an open-concept living area with designated spaces for the kitchen, dining, living room, and a family room or home office. Two unique lofts, each with its own staircase, provide flexible space for sleeping, hobbies, or additional storage. A detached two-car garage offers plenty of room for vehicles along with a generous workshop area. Above the garage is a private one-bedroom apartment complete with its own entrance, a side deck, and a rear deck overlooking the picturesque Cold River the perfect place to relax and enjoy the peaceful waterfront setting. Whether you're looking for an investment property, multi-generational living, or a unique riverside retreat with rental income, this remarkable historic property in Alstead NH on 5 plus acres offers endless possibilities in a truly special location.

87 Mechanic St, Alstead

Listing courtesy of Robin N Sanctuary from Traditions Real Estate LLC. (Cell: 603-313-9165)

$125,000

5097913 MLS

15 scenic acres along peaceful Joslin Road in Surry, NH, this beautiful parcel offers a rare opportunity to build your dream home or create your own private retreat. A picturesque Merriam Brooks meanders through the property, providing a tranquil natural setting that can be enjoyed year round. As you make your way to the top of the hill, you'll discover an existing clearing that showcases beautiful views of Mount Monadnock, an ideal location for a future home, cabin, or simply a place to relax and take in the surrounding landscape. The combination of wooded acreage, flowing water, and mountain views creates a setting that is increasingly difficult to find. Whether you're looking for privacy, recreation, or the perfect site to bring your vision to life, this exceptional Surry property offers endless possibilities while remaining conveniently located just minutes from Keene and the amenities of the Monadnock Region. Buyer is encouraged to perform their own due diligence regarding zoning, permitted uses, building approvals, utilities, and all other matters material to their intended use of the property. Any change of Current Use is the responsibility of buyer.

Lot 4B-29-2 Joslin, Surry

Listing courtesy of Zack LeRoy from BHG Masiello Keene. ()

$445,000

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

Listing courtesy of Anna Schierioth from HKS Associates, Inc.. ()

$749,000

3 Beds ⋅ 2 Baths ⋅ 5096856 MLS

Experience year-round lakefront living at its finest on the pristine shores of Lake Monomonac. Offering more than 100 private feet of exceptional sandy beach frontage, this rare waterfront retreat captures breathtaking 180-degree panoramic views stretching across the lake, including a front-row view of Commodore Island, the heart of the lake's vibrant boating and social scene. Privately situated this coveted property offers an unparalleled opportunity to enjoy one of the region's most desirable lakes. Spend your days boating, fishing, kayaking, paddleboarding, or simply unwinding on one of the best sandy swimming areas on the lake. The gradual entry and expansive shoreline create an ideal setting for swimming, boating, entertaining, and making lasting memories right from your own waterfront oasis. Listen to the loons & watch eagles soar overhead and explore nearby Blueberry Island and Paradise Island for endless days of adventure. Inside, the home is thoughtfully positioned to maximize its spectacular setting, with the kitchen, dining, and living areas all oriented toward the water. Warm and inviting, the open-concept design features a wood-burning fireplace, rustic beams, and expansive lake views that bring the outdoors in. Upstairs, three bedrooms and a half bath provide comfortable accommodations, while a full bath with laundry is conveniently located on the main level. The home rests on a newer full foundation. A three-year-old 20-foot aluminum dock with composite decking offers effortless access to the water and the perfect place for your boat and watercraft. Lake Monomonac spans nearly 600 acres across New Hampshire and Massachusetts, offering outstanding recreational opportunities and an active yet relaxed lakefront lifestyle. Just minutes from local amenities and an easy drive to Massachusetts, this exceptional property combines panoramic views, rare sandy frontage, and the timeless appeal of lake living into a truly remarkable waterfront offering!

78 Colburn Ln, Rindge

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$1,250,000

5 Beds ⋅ 2 Baths ⋅ 5096839 MLS

Grand lakefront property on Silver Lake’s prominent Eastside Road, with views across the water to unimproved, conservation forests. This cottage has remained in one family for nearly 100 years. Its rustic charm harkens back to a bygone era of rowboats and knotty pine ceilings. Whether preserved as a cherished family retreat or thoughtfully enhanced for future generations, the views, lot-size, and 250-feet of lake frontage are irreplaceable. Some key features include a circular driveway, stairs down to the front porch, outdoor stairs down to the lake, recently updated kitchen, hand-built rock fireplace, and a modern dock. A large and modern septic system offers peace of mind, while the additional parcel of land directly across the road provides for future possibilities. Rarely does a waterfront property of this significance become available.

83 Eastside Rd, Harrisville

Listing courtesy of Ryan Goodell from EXP Realty. (Cell: 603-313-7541)

$449,900

2 Beds ⋅ 1 Baths ⋅ 5096562 MLS

Tucked away on a private peninsula in Sandy Cove, this sweet 2-bedroom, 1-bath A-frame cottage feels like something out of a fairy tale. As you wind along the peaceful wooded path, the setting slowly unfolds - then all at once, there it is: a charming waterfront cottage on beautiful Crowcroft Pond. Just steps from the deck to the water, this cozy retreat offers the perfect blend of privacy, nature, and year-round enjoyment. Whether you are dreaming of simple year-round tiny home living, a peaceful vacation getaway where memories are waiting to be made, or a smart short-term rental investment that lets you choose when you want to come and enjoy it yourself, this property offers so much possibility. Spend warmer days kayaking, fishing, swimming, or relaxing by the water while taking in the peaceful views and surrounding wildlife. Evenings invite you to gather around the campfire under the stars after a day outdoors. In winter, enjoy the quiet beauty of the area with nearby cross-country skiing and snowy wooded trails. Recent updates include fresh interior and exterior paint in 2026, a new well pump, new hot water heater, newer windows, and more. Close to NH Audubon’s Betsy Foskett Wildlife Sanctuary, Cathedral of the Pines, Mount Monadnock, restaurants, and shopping, this special Rindge getaway is a rare opportunity to own a truly magical waterfront retreat.

14 Sandy Cove Rd, Rindge

Listing courtesy of Jeanne Bowers from REAL Broker NH, LLC. (Phone: 978-855-3307)

$549,000

2 Beds ⋅ 2 Baths ⋅ 73538936 MLS

Perfect retirement, down-sizing or vacation home now available. This 1200 square foot ranch is surprising well-thought out and welcoming from the front porch to the rear covered patio. Two bedrooms and two baths and a kitchen living room that is spacious and welcoming. Designed and built for minimum maintenance and upkeep. Owned waterfront on Crowcroft Pond that is perfect for kayaking and canoeing. Showings are scheduled around rental calendar as it is presently a short term rental. Being offered completely furnished.

31 Crowcroft Drive, Rindge

Listing courtesy of Listing Agent: Roberta Oeser from Listing Office: Charron Real Estate & Associates.

$549,000

2 Beds ⋅ 2 Baths ⋅ 5095666 MLS

Here it is, a perfect retirement, downsizing or vacation home! Be pleasantly surprised by how spacious and welcoming this 1200 sq ft ranch is. This 2-bedroom, 2-bath home is extremely welcoming from the front porch to the open living room/kitchen. Well thought out plan with primary bedroom with bath and walk-in closet. Built for ease of maintenance and living. Added bonus of frontage on Crowcroft Pond which is great for kayaking and canoeing. Home comes completely furnished as it is presently used as a short term rental. If a vacation home is your desire, this one can subsidize ownership by continuing renting short term during the winter months. Showings scheduled around rental calendar.

31 Crowcroft Dr, Rindge

Listing courtesy of Roberta Oeser from Charron Real Estate & Assoc.. ()

$425,000

1 Beds ⋅ 1 Baths ⋅ 5095024 MLS

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. Recent work done to the ext. logs.. There has been a property flood evaluation done here & these homes are NOT in a flood zone less than a half hour to Keene and to Brattleboro.

253 Back Ashuelot Rd, Winchester

Listing courtesy of Susan A Doyle from BHG Masiello Keene. ()

$295,000

5094216 MLS

Enjoy the sights and sound of the Connecticut River. 2.11 Acres with over 392 feet of water frontage. The land comes with private access to the River making a great site to plan your dream home. When you drive up Mountain Road the lot is on the left with the river on the right. The road dead ends with the access to the trailhead containing a 520 acre trail system that leads to the summit of Wantastiquet Mountain and connects to the Madame Sherri Forest off Mountain Road also. The lot has some shade and sun with young growth, long road frontage, level lot along the road with a tall rock ledge background for privacy. This is a rare find minutes from the Vermont boarder with easy access to Interstate 91, off of Rt 9 within 25 minutes East to Route 9 and 101.

00 Mountain Rd, Chesterfield

Listing courtesy of Sandy Cormier from Greenwald Realty Group. ()

$449,900

3 Beds ⋅ 2 Baths ⋅ 5092617 MLS

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

Listing courtesy of Jamie Smith from BHG Masiello Keene. ()

$250,000

5089782 MLS

Come find out what the possibilities are for this unique +/- 4.92-acre lot with lake views (when trees are removed) and +/- 53 ft of exclusively owned water frontage on the pristine Lake Skatutakee! This property has a 4x24 dock permit in place that will be transferred to the new owner. This lot has road frontage on both Skatutakee Road and Dublin Road which are town-maintained roads, and has a driveway roughed in off of Loyd Lane which is a private road. This property is zoned for not only residential use, but agricultural as well. A perc test has been completed. This property is ideal for outdoor enthusiasts & nature lovers. Enjoy canoeing, kayaking, fishing, boating, swimming, snowmobiling, hiking in nearby trails, & more. This lot is conveniently located less than 30 mins to Keene, 20 mins to Peterborough, and about 1.75 hours to Boston, MA. Come build your forever home, or a vacation home to simply get away to. Don't let this wonderful opportunity pass you by!

00 Loyd Ln, Harrisville

Listing courtesy of Abby J Fino from Stone Haven Real Estate. ()

$535,000

2 Beds ⋅ 2 Baths ⋅ 5088404 MLS

WATER VIEWS! Located directly across the street from 138-acre Harrisville Pond, this charming bungalow enjoys sweeping water views without the higher tax burden often associated with direct waterfront ownership. Perfect as a year-round home or weekend retreat, the property has been thoughtfully updated. A large front deck overlooks the pond, while established flowering perennials, a vegetable garden, and a fire pit create inviting outdoor living spaces. The remodeled kitchen features a farmhouse sink, striking stone countertops, soft-close cabinetry, pantry storage, stainless steel appliances, and a gas range. Cathedral ceilings with skylights brighten the living room, where hardwood flooring, a propane fireplace, and sliding glass doors create a warm and welcoming atmosphere. The primary suite includes blackout shades and opens to a paneled, insulated porch designed to take full advantage of the views. Additional improvements include fresh interior paint, cedar shingles, gutters, a crushed-stone driveway, a newer washer and dryer, and sustainable features such as a compost enclosure, a clothesline, partial fencing, and a water filtration system. The lower level offers a cozy guest room, a half bath, a utility room, and a one-car garage with an automatic opener and a workbench area. Move-in ready and close to the preserved red-brick mills and the timeless village center of Harrisville, this property offers the rare opportunity to enjoy scenic pond views, small-town New England charm, and one of the lowest tax towns in Cheshire County.

65 Nelson Rd, Harrisville

Listing courtesy of Peg Walsh from Four Seasons Sotheby's International Realty. ()

$589,900

5 Beds ⋅ 3 Baths ⋅ 5087336 MLS

Nestled in the heart of New Hampshire’s beloved Monadnock Region, this remarkable circa 1830 Colonial blends rich history, timeless craftsmanship, and breathtaking natural beauty into one extraordinary offering. Set against the backdrop of iconic Mount Monadnock views and overlooking a tranquil mill pond and brook, the property captures the very essence of classic New England living. A rare treasure for antique home enthusiasts, the residence proudly features original murals attributed to renowned folk artist Rufus Porter, whose historic works are celebrated throughout New England. Inside, the expansive home offers five spacious bedrooms, oversized sun-filled rooms, and a warmth and character rarely found today. The renovated kitchen seamlessly blends period charm with modern convenience, complete with a functional antique cookstove and a cozy dining nook with serene water views. From the large screened porch, enjoy sweeping views of Mt. Monadnock while listening to the peaceful sounds of the brook below. The rear second-floor living area, featuring a sitting room, three bedrooms, full bath, and private staircase—offers outstanding flexibility for extended family, guest quarters, or potential Airbnb opportunities. Outside, a stately carriage house provides abundant space for vehicles, hobbies, equipment, or a home-based business, while the surrounding pasture and open fields create an idyllic setting for equestrian pursuits or simply enjoying the beauty of the countryside. Rich in history, impressive in scale, and set within one of New Hampshire’s most sought-after scenic regions, this is far more than a home—it is a rare opportunity to own a true piece of New England heritage. Come tour this remarkable home! Motivated Sellers

137 Prescott Rd, Jaffrey

Listing courtesy of Dean Deschenes from Arris Realty. ()

$45,000

5080753 MLS

A surveyed, wooded lot with some wetlands near brook.. Has potential for a homesite with a walkout basement and/or garage under because of slopping land. Would also make a nice spot for a cabin or camp site. A path could be created to brook. (Cannot build near brook) Conveniently Located only 15 mins from Keene and approx. 45 mins from Concord. To convey in current use taxation. Penalty, if any, is negotiable. Buyer to conduct their own due diligence.

00 Rt 9, Sullivan

Listing courtesy of Fred Blais from Blais & Associates, Realtors. ()

$350,000

5073343 MLS

Build your waterfront retreat on Swanzey Lake. and enjoy boating, kayaking and relaxation! Easy access from main road and good sized over half acre lot at entry to popular Lake. 150 feet of waterfrontage. Existing house is in very poor condition and likely teardown. Two car detached garage on premises. Owner makes no warranties or representations regarding condition of existing house.

35 W Shore Rd, Swanzey

Listing courtesy of Joshua Greenwald from Greenwald Realty Group. ()

$1,600,000

3 Beds ⋅ 2 Baths ⋅ 5069723 MLS

SHOOTING STAR FARM is a private, fully equipped horse facility on 57± acres of open turnout and protective woodland. Purpose-built for breeding and training, it offers turnkey infrastructure and serenity for serious equestrian pursuits without sacrificing the creature comforts of home. The 1984 chalet-style house is sited for pasture and pond views, with a sunlit chef’s kitchen overlooking the red barn’s activity. The main floor also includes an open, spacious living area w/access to a 3-season porch and deck, for warm-weather relaxation; 2 Bedrooms, and a full bath complete this level. Upstairs, find a restful primary BR with a luxurious custom bath. The walk-out lower level features 4 rooms, laundry, a wood stove, and a 2-car garage. The home's interior is being repainted now. For the horses, the c.2000 breeding barn has 12 stalls, wash stall, and a heated feed/lab/tack room, and a separate well. The centerpiece of the farm is a like-new facility with 14 stalls, indoor arena, a lovely galley kitchen, a ¾ bath with laundry, and a big office/meeting upstairs, both levels with mini splits for heat & AC. Additional amenities include a stunning granite patio w/firepit, large outdoor arena, multiple paddocks, hay storage, equipment lean-tos, and ample trailer/staff/guest parking. Off-farm riding includes miles of dirt roads and access to nearby 13,000-acre Pisgah State Park w/62 miles of trails. Shooting Star is more than a farm, t’s a lifestyle investment for those who value privacy, purpose, and the quiet satisfaction of working with horses in a setting that inspires. Just 15 mins. from Keene, NH for shopping, dining, and all services. Close to I-91, too.

484 Old Swanzey Rd, Chesterfield

Listing courtesy of Shirley Sullivan from Farms & Barns Real Estate LLC. ()

$699,900

3 Beds ⋅ 1 Baths ⋅ 5068369 MLS

Waterfront on Highland Lake! Nestled at the quiet end of the lake, this beautifully maintained home offers the perfect blend of relaxation and recreation. Enjoy peaceful lakefront living while still having direct access to the larger section of the lake for swimming, kayaking, and motorized boating. The property contains a bright and welcoming 2 bedroom, 1 bathroom waterfront main house along with a 1 bedroom, ¾ bathroom guest suite above the garage. The updated kitchen offers modern appliances, granite countertops, and abundant cabinetry, flowing seamlessly into the cozy living room and adjoining sunroom that captures stunning water views year-round. Step outside onto the spacious deck overlooking your private dock, perfect for morning coffee, evening sunsets, or launching your boat for a day on the water. The detached heated two car garage has a ¾ bath on the main level and includes a finished upper level guest suite with bedroom, sitting area and kitchen, perfect for visiting family, guests, an office space, studio or private retreat. Property updates include a new roof in 2025, new dock in 2024, new vinyl siding, lighting and deck as well as new storm doors and a paved driveway. Experience the best of lake life without the high property taxes in this peaceful Stoddard retreat! Come see us at the Open House on 8/15/26 from 11am to 2pm or schedule a private showing!

16 Stone Rd, Stoddard

Listing courtesy of Jason LePine from Keller Williams Realty-Metropolitan. ()

$715,000

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

Listing courtesy of Vincent Dolan from RE/MAX Town & Country. ()

Cheshire County, NH Waterfront Homes for Sale

Newest Cheshire County, NH Waterfront Homes for Sale