5-Bedroom Homes for Sale in Cheshire County NH

***PRICE IMPROVEMENT*** Charming Craftsman with Rare 2-Acre Common ViewStep into timeless style and modern comfort in this 1920 Craftsman nestled in the sought-after Edgewood neighborhood. Enjoy a stunning front view of a nearly 2-acre common area—perfect for morning walks, picnics, or simply soaking in the open space. Located just minutes from downtown Keene and close to shops, dining, and

Joshua Willett Hinch-Crowley Realty Associates, LLC

One of the best historic properties in a lovely village. The property features a historic colonial with many original features. The property has access to a pond and an existing unground 20x40 pool and cabana. It is walking distance to shops and restaurants, yet the setting is private.

Kris Lippi Get Listed Realty

Beautiful unique country property located in the heart of the Monadnock Region with over 15 acres of pasture, woods and a year round pond. Updated kitchen with granite counter tops, island breakfast bar, large walk in pantry - a cooks delight! Open versitale floor plan for todays lifestyles. The kitchen opens to living and dining areas of the home, perfect for family gatherings and

Judy Ilomaki BHG Masiello Hollis

Exquisite! From the heart-shaped waterfall fountains to the soaring finials on the cupola, this timeless home will astound you. Restored (and improved) by the owners, like a grand dame on the stage, you can't take your eyes off the amazing presentation as you enter your own gated realm. A lovely home with a carriage house wing for X generation or in-law multigenerational living. Enjoy hosting

Christine Lewis Brattleboro Area Realty

Masterfully crafted custom home blends timeless character with modern luxury, showcasing exceptional materials, fine craftsmanship, and sun-drenched spaces throughout. Step inside to discover 9-foot ceilings, rich natural wood accents, and stunning wide maple floors. The gourmet chef’s kitchen is a true centerpiece—featuring custom cherry cabinetry, a gas range with broiler above, artisan center

Ryan Goodell EXP Realty

Impeccably crafted bright and open contemporary vaulted ranch with 4 bedrooms and 3.5 baths. This top of the line home is set on a quiet street and features many thoughtful, luxurious details. Custom cabinets with lighted uppers and lowers, leathered granite and toe kick heating anchor the kitchen. Custom range hood, copper sink and pendants, 2 pot fillers, oversized island with seating and walk

Melissa Somero-DiGeronimo Garrison Realty

Welcome to 93 Richardson Road. This stunning Colonial was built in 1989 proudly sits on over 20 very private acres of land. This property offers breathtaking views and the privacy that you have been yearning for. The spacious home boasts 4 Bedrooms, 4 bathrooms, a bonus room over the garage and a full 1bedroom, 1 bathroom in-law/ au pair suite located on the 3rd floor as just part of its

Maureen Montresor Zaharias Real Estate

EXPERIENCE MOUNTAIN-LUXURY LIVING AT ITS FINEST. Privately nestled on over 30 ACRES OF PRISTINE WOODED LANDSCAPE, this stunning 5,600+ sq. ft custom estate offers 360-DEGREE PANORAMIC VIEWS, a spacious open-concept layout, and elevated indoor-outdoor living ideal for entertaining or retreat. At the heart of the home is a chef’s kitchen equipped with double ovens, granite countertops, a large

Lisa Wilkens Coldwell Banker Realty Bedford NH

Timeless Grandeur and Mountain Views: Historic Dublin Estate on 43 AcresWelcome to Maplecote, a storied 1814 country manor gracefully set on 43 acres of rolling hills in the heart of Dublin, NH. With sweeping views of Mount Monadnock, this property offers a rare blend of historic charm and expansive living.Rich with character, the 15-room home includes 7 bedrooms, 3 full baths, and a half

Sadie Halliday EXP Realty

Grand, Classic Colonial! Impressive 12 Room home on over 1.50 acres - which includes a separate building lot. Situated on its own private road, the property has views out over Town Hall. This wonderful 4/5 Bedroom, 4 Bath residence is graced with many built-ins, a beautiful front porch and a huge, detached 2 car garage that could be used as a shop or studio. Also included is an accessory

Vincent Dolan RE/MAX Town & Country

"Peaceful" is the best description of this 12.7-acre compound. There are two year-round homes with separate driveways. The Timberpeg post-and-beam construction offers warm wood tones throughout. The smaller home has 2 bedrooms, one is a loft with a soaring ceiling. another bedroom is on the first floor. The deck is accessible from the living area as well as the kitchen. The kitchen features

Elaine Hall BHG Masiello Keene

Knollwood is a once-in-a-century opportunity to own one of America’s most storied private estates—a living chapter of U.S. history. Built in 1900 by Franklin MacVeagh, U.S. Secretary of the Treasury, & later acquired by Ernest Henderson, founder of Sheraton Hotels, Knollwood has had only 2 owners in its 124-year history. From 1910 to 1913, President William Howard Taft occasionally used it as his

Sean Bakhtiari Compass New England, LLC

Welcome to 617 Mountain Road—an extraordinary mid-century modern estate set on 159 acres with panoramic views that will leave you breathless. Designed by acclaimed New England architect Henry B. Hoover, this 5800+ SF residence is a private sanctuary commanding sweeping vistas of Mount Monadnock’s dramatic peak, the rolling hills of Vermont, and many peaks in Massachusetts. Built in the 1950s, the

Sadie Halliday EXP Realty

SUITABLE FOR YOUR LIFESTYLE! Are you looking for a beautiful country home w/mountain view? Maybe a home office or possible Accessory Dwelling Unit? Whichever you would like, it's here! Situated on 4+ private acres w/pastoral view of Gap Mountain, about 1/2 hour from Keene, the quality is evident in every aspect of this lovely custom built home. To the left as you enter the gracious center hall is

Marc Tieger Tieger Realty Co. Inc.

Granite Lake Waterfront Compound, with two, year-round homes, 244' of waterfront, private lake access & docks for each home, separate driveways, offering privacy and flexibility. The main residence is a stunning Timberpeg post-and-beam home with warm wood tones throughout, showcasing fine materials, custom details, and timeless craftsmanship. The kitchen features cabinetry by Plain & Fancy, with

Alison Fissette Alset Realty LLC

Welcome to super clean, private Cape-style home nestled on 3 serene acres, ideal for large families or multi-generational living. Boasting 5 generously sized bedrooms and 3 full baths, this home offers comfort, space, and versatility. Step inside to discover rich natural woodwork throughout, a sprawling eat-in kitchen perfect for gatherings, and a bright, airy living room with plenty of room to

Cynthia Westover Galloway Real Estate LLC

Welcome to 29 Dean Farm Road, a beautifully maintained home set in the heart of New Hampshire’s scenic Monadnock Region. This spacious 5-bedroom, 2.5-bath residence offers a timeless blend of warmth, comfort, and functionality. Gleaming hardwood floors run throughout the home, complementing generously sized bedrooms and a flexible floor plan that includes a first-floor office or study. The sun

Dean Deschenes Arris Realty

Welcome to 1323 Main Street—an incredibly versatile colonial set on 4 scenic acres with a small pond, views, and easy access to both Keene and Peterborough. Currently configured as three rental units, this unique property offers excellent income potential, flexible owner-occupancy options, or conversion back to a spacious single-family home with an accessory dwelling unit (ADU). The main unit

Jim Weidner EXP Realty

NEW REDUCED PRICE Spacious, Modern-Contemporary on 2 Private Acres in Keene’s Desirable Beech Hill Area. Tucked into one of Keene’s most scenic and sought-after neighborhoods, this bright and spacious Contemporary offers flexibility, privacy, and natural beauty in every season. With over 4300sqft across three finished levels, it’s ideal for modern living, multi-generational needs, and remote

Giselle LaScala Greenwald Realty Group

Become a part of history! This amazing building was the center for education for generations of local children, and retains the character they will remember. Sitting high on a knoll with a commanding view of the Ashuelot river and historic red roofed covered bridge, this brick beauty stands a historic sentinel. The Current owner is occupying the lower level with 3 bedrooms, wonderful dining room,

Christine Lewis Brattleboro Area Realty

Step into timeless charm with this beautifully updated colonial farmhouse, where classic character meets modern comfort. Currently a successful smoke- and pet-free short-term rental, it’s equally ideal as a full-time residence, weekend escape, or income-generating retreat.Inside, enjoy soaring ceilings, exposed beams, pine floors, and thoughtful finishes throughout. The kitchen features

Jessie Carpenter Keller Williams Realty Metro-Keene

Steeped in history and timeless charm, this distinguished Colonial home, built circa 1830, offers a rare glimpse into the past while providing endless possibilities for modern living. A true treasure for history enthusiasts, the home proudly showcases original murals by the renowned artist Rufus Porter (1792–1884), whose work has been celebrated in museums and historic homes throughout New

Dean Deschenes Arris Realty

Many of the elegant features remain which makes this a unique investment for a 5-Unit Multi-Family with permits in place for a 7 Unit Multi-Family. The grand oak staircase and paneled walls, intricate filigree wood details, tile fireplaces, stain glass windows and hardwood floors are some of the features that standout among the rest. The 3rd story of the building is app. 1250 sq. feet and an open

Ruth Blais Thompson Blais & Associates, Realtors