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$5,999,000

A stone pillared entry drive by a mature rhododendron and mountain laurel hedges leads to Knollwood... a singular country estate set in the heart of New Hampshire's Monadnock region. A compelling opportunity to acquire a legacy property at a fraction of its replacement cost and on 100+ acres. Built in 1900 by Franklin MacVeagh, U.S. Secretary of the Treasury, and later owned by Ernest Henderson, founder of Sheraton Hotels, the estate has had only two owners in 124 years. From 1910-1913, President William Howard Taft used Knollwood as his occasional Summer White House, while Mark Twain spent weeks here reading Huckleberry Finn to guests... Set on a ridge of Mount Monadnock with sweeping 40-mile views, the property spans 100+ acres of gardens, forests, and vineyard—an increasingly rare offering in the Northeast. The 14,500+ sq ft Georgian residence includes 13 bedrooms, 9.5 baths, a 26-seat dining room, library, terraces, and a 120-person ballroom. Additional structures include a heated 3-car garage with apartment above and a historic barn... In addition to its appeal as a one-of-a-kind grand residential estate, Knollwood’s scale, layout, and global narrative position it for luxury retreats, weddings, or boutique hospitality ventures (subject to approvals)—offering a significantly lower basis than comparable New England opportunities. Located less than 2 hours from Boston and ~20 minutes from a private jet airport, this is a rare opportunity to acquire, reposition, and create a destination asset of lasting significance. Proof of funds required...showings by appointment only please.

13 Beds ⋅ 10 Baths ⋅ 5097639 MLS

A stone pillared entry drive by a mature rhododendron and mountain laurel hedges leads to Knollwood... a singular country estate set in the heart of New Hampshire's Monadnock region. A compelling opportunity to acquire a legacy property at a fraction of its replacement cost and on 100+ acres. Built in 1900 by Franklin MacVeagh, U.S. Secretary of the Treasury, and later owned by Ernest Henderson, founder of Sheraton Hotels, the estate has had only two owners in 124 years. From 1910-1913, President William Howard Taft used Knollwood as his occasional Summer White House, while Mark Twain spent weeks here reading Huckleberry Finn to guests... Set on a ridge of Mount Monadnock with sweeping 40-mile views, the property spans 100+ acres of gardens, forests, and vineyard—an increasingly rare offering in the Northeast. The 14,500+ sq ft Georgian residence includes 13 bedrooms, 9.5 baths, a 26-seat dining room, library, terraces, and a 120-person ballroom. Additional structures include a heated 3-car garage with apartment above and a historic barn... In addition to its appeal as a one-of-a-kind grand residential estate, Knollwood’s scale, layout, and global narrative position it for luxury retreats, weddings, or boutique hospitality ventures (subject to approvals)—offering a significantly lower basis than comparable New England opportunities. Located less than 2 hours from Boston and ~20 minutes from a private jet airport, this is a rare opportunity to acquire, reposition, and create a destination asset of lasting significance. Proof of funds required...showings by appointment only please.

4 Windmill Hill Rd, Dublin

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

$1,400,000

This exceptional contemporary home offers over 4,400 square feet of thoughtfully designed living space, set on 60 private acres of forest, streams, and scenic hiking trails. Custom built, the home reflects a deep commitment to quality craftsmanship and comfortable, relaxed living. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace—an inviting space perfect for cooking and entertaining. Beautiful windows overlook the deck and surrounding landscape, while quartz countertops, cherry cabinetry, a center island, and a built-in bench add both style and functionality. The spacious living room with fireplace is filled with natural light, creating a warm and welcoming atmosphere. A cozy den with built-ins, an elegant first-floor primary suite including a soaking tub and tile shower, a charming pine-paneled dining room, and a well-designed mudroom full of closets all contribute to the home’s easy livability. Gorgeous hardwood floors extend throughout much of the home. Front and back staircases lead to the second level, where open sitting areas were thoughtfully placed outside each bedroom. A large office anchors one end, and each bedroom features its own private bath. A recently added in-law suite offers exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, a bedroom w/large walk-in closet and full bath. It can be accessed from the main house or through a separate entrance via the garage. The walkout heated lower level provides expansive space for recreation and entertainment, including areas for exercise, games, a bunk room, and a full bath. There is storage galore in this home. With endless opportunities to explore your own private acreage and a convenient location just minutes from schools and shopping, this property seamlessly blends privacy, convenience, and understated luxury.

4 Beds ⋅ 6 Baths ⋅ 5094608 MLS

This exceptional contemporary home offers over 4,400 square feet of thoughtfully designed living space, set on 60 private acres of forest, streams, and scenic hiking trails. Custom built, the home reflects a deep commitment to quality craftsmanship and comfortable, relaxed living. At the heart of the home is a stunning kitchen featuring a fieldstone fireplace—an inviting space perfect for cooking and entertaining. Beautiful windows overlook the deck and surrounding landscape, while quartz countertops, cherry cabinetry, a center island, and a built-in bench add both style and functionality. The spacious living room with fireplace is filled with natural light, creating a warm and welcoming atmosphere. A cozy den with built-ins, an elegant first-floor primary suite including a soaking tub and tile shower, a charming pine-paneled dining room, and a well-designed mudroom full of closets all contribute to the home’s easy livability. Gorgeous hardwood floors extend throughout much of the home. Front and back staircases lead to the second level, where open sitting areas were thoughtfully placed outside each bedroom. A large office anchors one end, and each bedroom features its own private bath. A recently added in-law suite offers exceptional flexibility, complete with a full kitchen and dining banquette, living room with loft above, a bedroom w/large walk-in closet and full bath. It can be accessed from the main house or through a separate entrance via the garage. The walkout heated lower level provides expansive space for recreation and entertainment, including areas for exercise, games, a bunk room, and a full bath. There is storage galore in this home. With endless opportunities to explore your own private acreage and a convenient location just minutes from schools and shopping, this property seamlessly blends privacy, convenience, and understated luxury.

662 Hurricane Rd, Keene

Listing courtesy of Norma Couture from BHG Masiello Keene. ()

$699,000

Country living at its finest! Nestled on 15 private acres, this expansive farmhouse offers the perfect blend of rural charm, versatility, and modern convenience. Weather your seeking a peaceful homestead, multi-generational living, or a property ideal for animals and hobby farming, this exceptional estate delivers. This property features a spacious main farmhouse, separate guest suite, along with a separate accessory dwelling unit. This property provides excellent flexibility for extended family, guest, rental income or a home-based business. The ADU is handicap accessible and includes a functional stair chair, offering enhanced accessibility and comfort. Outside you will find ample open space for horses, livestock, gardening or simply enjoying the privacy and beauty of the countryside. Mature fruit trees, raspberry bushes and grape vines for homemade treats await you. Enjoy the view from your covered porch that overlooks the pond and sprawling flat acreage that truly creates a special setting. Relax and entertain with the pool at your feet and enjoy the hot tub for the brisk winter weather. A rare opportunity to own a private country retreat with room to grow, explore and enjoy the lifestyle you have been dreaming of. Benefit from land in current and receive a property tax reduction. Walking distance to class VI road, great for snowmobiling, ATVs horseback riding or a nature walk. SHOWINGS START AT THE OPEN HOUSE 6/13/26 11:30AM-1:30PM

6 Beds ⋅ 6 Baths ⋅ 5093058 MLS

Country living at its finest! Nestled on 15 private acres, this expansive farmhouse offers the perfect blend of rural charm, versatility, and modern convenience. Weather your seeking a peaceful homestead, multi-generational living, or a property ideal for animals and hobby farming, this exceptional estate delivers. This property features a spacious main farmhouse, separate guest suite, along with a separate accessory dwelling unit. This property provides excellent flexibility for extended family, guest, rental income or a home-based business. The ADU is handicap accessible and includes a functional stair chair, offering enhanced accessibility and comfort. Outside you will find ample open space for horses, livestock, gardening or simply enjoying the privacy and beauty of the countryside. Mature fruit trees, raspberry bushes and grape vines for homemade treats await you. Enjoy the view from your covered porch that overlooks the pond and sprawling flat acreage that truly creates a special setting. Relax and entertain with the pool at your feet and enjoy the hot tub for the brisk winter weather. A rare opportunity to own a private country retreat with room to grow, explore and enjoy the lifestyle you have been dreaming of. Benefit from land in current and receive a property tax reduction. Walking distance to class VI road, great for snowmobiling, ATVs horseback riding or a nature walk. SHOWINGS START AT THE OPEN HOUSE 6/13/26 11:30AM-1:30PM

360 Jaffrey Rd, Marlborough

Listing courtesy of Katelyn A Heaney from Greenwald Realty Group. ()

$1,250,000

Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the modern systems and efficiency of a home built in 2006. Constructed of stone, brick, timber, and glass, the home's thoughtful design creates a rare opportunity to enjoy mountain living without the upkeep of an antique property. A striking exterior and soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire's most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile and rich wood flooring extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for taking in the mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. Located in the heart of the Monadnock Region, this grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough and nearby communities known for their dining, arts, and cultural offerings.

4 Beds ⋅ 6 Baths ⋅ 5092944 MLS

Privately sited to capture commanding views of Mount Monadnock, this exceptional post-and-beam residence offers the warmth and character of a timeless New England lodge with the modern systems and efficiency of a home built in 2006. Constructed of stone, brick, timber, and glass, the home's thoughtful design creates a rare opportunity to enjoy mountain living without the upkeep of an antique property. A striking exterior and soaring gables make a memorable first impression, while walls of windows invite natural light and frame one of New Hampshire's most iconic landscapes. Selective tree clearing has further enhanced the view corridor, creating a dramatic connection to Mount Monadnock. The renovated kitchen features stone countertops, custom cabinetry, Thermador appliances, a substantial center island, and a distinctive wood-fired pizza oven. Travertine tile and rich wood flooring extend throughout the principal living spaces, anchored by a dramatic central fireplace and complemented by expansive open-concept gathering areas spanning the second and third levels. The residence offers four generously sized bedrooms, four full baths, and two half baths. The upper level includes a tranquil primary suite and an additional ensuite bedroom, while guest rooms, sitting areas, and baths throughout the home provide exceptional flexibility for family and visitors. Oversized covered porches create inviting outdoor living spaces for taking in the mountain views and changing seasons. The grounds have been enhanced with hydroseeding and an exterior landscape lighting system that beautifully illuminates the property after dusk. Additional amenities include a two-car garage, radiant heat, central air conditioning, and a whole-house generator. Located in the heart of the Monadnock Region, this grand mountain retreat is close to hiking trails, lakes, golf, and the vibrant village centers of Peterborough and nearby communities known for their dining, arts, and cultural offerings.

38 Shaker Farm Rd S, Marlborough

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

$4,250,000

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

Listing courtesy of Susanna Corriveau from Coldwell Banker Realty Bedford NH. (Cell: 603-566-6806)

$1,995,000

***SUBSTANTIAL PRICE IMPROVEMENT! Never before lived in, this extraordinary Connecticut River estate offers a rare opportunity to own 18± private acres and 1,200± feet of pristine river frontage, complete with a sandy beach and breathtaking views. One of the last remaining undivided waterfront parcels of its kind, this newly constructed 6,400± sq ft residence blends luxury, privacy, and natural beauty in an irreplaceable setting. Designed for both everyday living and exceptional entertaining, the home features 6 bedrooms, 6.5 baths, and an accessory dwelling unit with a private entrance—ideal for multigenerational living, guests, or extended stays. Thoughtful craftsmanship is evident throughout, including 3/4” oak flooring, Marvin windows, porcelain-tiled baths, and custom cabinetry. Whether launching a boat from your shoreline, enjoying sunsets over the river, or hosting family and friends in a truly remarkable setting, this property delivers an unparalleled lifestyle rarely found in New England. A one-of-a-kind waterfront estate offering a legacy property for generations to come. A seller credit will be provided at closing for kitchen, bathroom, and closet accoutrements, offering the opportunity to personalize the finishing touches to suit your own taste and style. Competitive seller financing options available. Just 5 minutes from Brattleboro and I-91 and only 15 minutes from Keene.

6 Beds ⋅ 6 Baths ⋅ 5067451 MLS

***SUBSTANTIAL PRICE IMPROVEMENT! Never before lived in, this extraordinary Connecticut River estate offers a rare opportunity to own 18± private acres and 1,200± feet of pristine river frontage, complete with a sandy beach and breathtaking views. One of the last remaining undivided waterfront parcels of its kind, this newly constructed 6,400± sq ft residence blends luxury, privacy, and natural beauty in an irreplaceable setting. Designed for both everyday living and exceptional entertaining, the home features 6 bedrooms, 6.5 baths, and an accessory dwelling unit with a private entrance—ideal for multigenerational living, guests, or extended stays. Thoughtful craftsmanship is evident throughout, including 3/4” oak flooring, Marvin windows, porcelain-tiled baths, and custom cabinetry. Whether launching a boat from your shoreline, enjoying sunsets over the river, or hosting family and friends in a truly remarkable setting, this property delivers an unparalleled lifestyle rarely found in New England. A one-of-a-kind waterfront estate offering a legacy property for generations to come. A seller credit will be provided at closing for kitchen, bathroom, and closet accoutrements, offering the opportunity to personalize the finishing touches to suit your own taste and style. Competitive seller financing options available. Just 5 minutes from Brattleboro and I-91 and only 15 minutes from Keene.

30 Farr Rd, Chesterfield

Listing courtesy of TJ Kelly from Greenwald Realty Group. ()

$2,400,000

A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "Monuments of Paris" hand-painted Dufor wallpaper also hanging at the Winterthur Museum and the Metropolitan Museum of art. The family-sized kitchen is a cook's dream with premium appliances, two ovens and a separate baking area. Direct kitchen access to a large, screen porch guarantees maximum family dining enjoyment whatever the season. This home is central to the history of Walpole, and its grandeur has only grown with time. Out front there is a majestic yellowwood tree, one of the oldest and largest in New England, planted in 1855 by Frederick Newman Knapp to honor his marriage. It brings breathtaking color in the fall and offers a forty-foot span of shade in the summer. Modern creativity also has a place here: a professional recording studio, complete with equipment elevator and direct garage access, opens doors for musicians, podcasters or producers seeking a dedicated workspace. The layout of the home lends itself to multigenerational living and guest accommodations. From grand entertaining to quiet reflections, this property has been an oasis for more than 200 years.

7 Beds ⋅ 7 Baths ⋅ 5061882 MLS

A Legacy Estate Rich with History and privacy! This Exquisite Asher Benjamin Greek Revival built in 1812 has more than 8,000 square feet across 24 rooms and 11 private acres with woods, mature plantings and a secret walled garden located at the south end of Main Street in Walpole NH. Memorable gatherings and holidays are assured with 10 fireplaces, 8 bedrooms (most with en-suite baths), high ceilings, original wide plank wood floors, glass windows and ornamental millwork, while the modernized tile bathrooms and heating system ensure comfort. The home's formal dining room, elegant library/den, and 2 sitting rooms set the stage for grand entertaining. One parlor showcases rare original "Monuments of Paris" hand-painted Dufor wallpaper also hanging at the Winterthur Museum and the Metropolitan Museum of art. The family-sized kitchen is a cook's dream with premium appliances, two ovens and a separate baking area. Direct kitchen access to a large, screen porch guarantees maximum family dining enjoyment whatever the season. This home is central to the history of Walpole, and its grandeur has only grown with time. Out front there is a majestic yellowwood tree, one of the oldest and largest in New England, planted in 1855 by Frederick Newman Knapp to honor his marriage. It brings breathtaking color in the fall and offers a forty-foot span of shade in the summer. Modern creativity also has a place here: a professional recording studio, complete with equipment elevator and direct garage access, opens doors for musicians, podcasters or producers seeking a dedicated workspace. The layout of the home lends itself to multigenerational living and guest accommodations. From grand entertaining to quiet reflections, this property has been an oasis for more than 200 years.

31 Wentworth Rd, Walpole

Listing courtesy of Kathryn A Beam from Galloway Real Estate LLC. ()