Cheshire County NH Homes for Sale

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  /8

  $135,000

  • Land
  • 2.75 Acres
  • $49,091 per Acre

  20 Lake Shore Dr, Winchester, NH 03470

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

  Lisa Stone Keller Williams Realty Metro-Keene

  20 Lake Shore Dr, Winchester, NH 03470
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  /60

  $795,000

  $50K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,804 Sq Ft

  26 Old North Main St, Walpole, NH 03608

  Elegant Colonial on Expansive Corner Lot in Charming Walpole Village.Step into timeless charm with this stately Colonial nestled on a large private corner lot in the heart of Walpole Village. Rich in character, this home showcases eight fireplaces and wide soft pine floors throughout.The first floor offers high ceilings and light-filled spacious rooms, including a bedroom with a walk-in

  Cynthia Westover Galloway Real Estate LLC

  26 Old North Main St, Walpole, NH 03608
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  /11

  $250,000

  • Land
  • 5 Acres
  • $50,000 per Acre

  140 Great Rd, Jaffrey, NH 03452

  Beautiful 5 acre permitted building lot with existing well and approved septic design (dated 1-14-2026). Cleared, level, and ready to go with gravel driveway and culverts already installed. Quiet lot with partial view of Mount Monadnock and near Gilmore Pond. Close to Keene and the MA border for easy commute. Septic design included in listing documents.

  Maria Isotti Appleshed Realty

  140 Great Rd, Jaffrey, NH 03452
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  /2

  $55,000

  • Land
  • 37,897 Sq Ft
  • $63,218 per Acre

  32/2-1 New Hampshire 119, Fitzwilliam, NH 03447

  0.87 acres of land located in the Historic District of Fitzwilliam. This wooded lot boasts just under 1 Acre with a majority of the lot bounded by stone walls. All due diligence is the responsibility of the buyer and buyer's agent.

  Frank Abrantes CCC REALTY INC

  32/2-1 New Hampshire 119, Fitzwilliam, NH 03447
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  /60

  $649,000

  Open Sat 10AM - 12PM

  • 3 Beds
  • 2 Baths
  • 2,260 Sq Ft

  75 Walpole Valley Rd, Alstead, NH 03602

  They don't build them like this anymore! Incredible value is offered by this well-kept and tastefully designed cedar log home. Impervious to insects and moisture-rot, 6" of solid wood keep you pest-free and well-insulated from both the heat and cold of NH seasons. Seated on a hilltop of ledge in Alstead, NH, this 17.4 acre lot is populated with ATV trails to the Northeast. Beyond the 12 acres of

  Greg Carter Four Seasons Sotheby's International Realty

  75 Walpole Valley Rd, Alstead, NH 03602
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  /60

  $1,400,000

  • 4 Beds
  • 5.5 Baths
  • 5,905 Sq Ft

  662 Hurricane Rd, Keene, NH 03431

  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

  Norma Couture BHG Masiello Keene

  662 Hurricane Rd, Keene, NH 03431
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  /36

  $299,900

  $35K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  150 Turtle Rock Rd, Stoddard, NH 03464

  Come enjoy year-round living just moments from Highland Lake, offering swimming, boating, fishing, and all the best of New Hampshire lake life. Located within walking distance to Whitney's Beach, this spacious four-bedroom, 2.5-bath home includes deeded beach access, with optional association membership providing access to additional amenities including a boat launch, dock area with first-come,

  Mary Johnson BHG Masiello Keene

  150 Turtle Rock Rd, Stoddard, NH 03464
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  /48

  $699,000

  Open Sun 1PM - 4PM Coming Soon

  • 4 Beds
  • 2 Baths
  • 2,380 Sq Ft

  530 Old Walpole Rd, Surry, NH 03431

  Just what you have been looking for, 3 driveways off the Keene line in Surry with views over Keene. Ranch with 3-4 bedrooms, fireplace insert in living room with beautiful stonework, 2 baths, large 3 season sun room, new chimney and cap, newly sanded hardwood floors, private large deck(24x13), open porch to view (18.6x8.6), inground pool (20x40) with fancy pavers & pergola for shade, Large fenced

  Cynthia Westover Galloway Real Estate LLC

  530 Old Walpole Rd, Surry, NH 03431
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  /57

  $1,049,000

  • 3 Beds
  • 3.5 Baths
  • 3,483 Sq Ft

  55 Chestnut Hill Rd, Dublin, NH 03444

  Tucked away on a quiet private gravel road in Dublin, this charming Contemporary Cape offers the perfect blend of comfort, character, and charm. Set amidst impeccably landscaped grounds with a sprawling green lawn, this 3-bedroom, 3.5-bath home captures the essence of New England country living. Inside, you'll find over 3,000 square feet of brilliantly designed living space, highlighted by a

  Sadie Halliday EXP Realty

  55 Chestnut Hill Rd, Dublin, NH 03444
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  /9

  $29,900

  $20K PRICE DROP

  • Land
  • 2.14 Acres
  • $13,972 per Acre

  107-11.1 Wood Lot Ln, Stoddard, NH 03464

  No reasonable offer will be refused !! The land is to the right side of telephone 69 on the left hand side of the road. Telephone poles run low to high numerically as you drive down the road. No septic plan is included. Lot seems rocky but the hidden gem is having a place for you and your family to use as part of the ownership. Day docking, Pool, Play Ground, Fish, Swim, Boating, Club house. Even

  Donald Gingras Donald Gingras Realty Co

  107-11.1 Wood Lot Ln, Stoddard, NH 03464
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  /52

  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,514 Sq Ft

  229 Prospect Hill Rd, Walpole, NH 03608

  Welcome to this charming Walpole home, beautifully set on approximately five acres with a peaceful pond, mature landscaping, and a picturesque country setting. Full of warmth and character, this classic Cape features inviting living spaces, rich wood details, a cozy fireplace, and a sunny country kitchen with lovely views of the surrounding property. Enjoy the space, privacy, and natural beauty

  Nathan Bisson Galloway Real Estate LLC

  229 Prospect Hill Rd, Walpole, NH 03608
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  /60

  $750,000

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,689 Sq Ft

  16 Stone Rd, Stoddard, NH 03464

  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 main residence features 2 bedrooms and 1 full bath, with bright and welcoming living spaces

  Jason LePine Keller Williams Realty-Metropolitan

  16 Stone Rd, Stoddard, NH 03464
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  $415,000

  $10K PRICE DROP

  • 2,333 Sq Ft

  77 High St, Hinsdale, NH 03451

  Opportunity, flexibility, & character come together in this exceptional bungalow style multi family property offering over 2,300 sq ft of living space & endless possibilities for owner occupants, investors, multi generational living, or those seeking a live/work lifestyle. The spacious main residence features 4 to 5 bedrooms & 1 full bath, showcasing the timeless charm of a classic bungalow with

  Kirsten Perkins BHG Masiello Keene

  77 High St, Hinsdale, NH 03451
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  /53

  $699,900

  Open House 8/01 $89K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  626 Granite Lake Rd, Nelson, NH 03457

  Sunny Granite Lakefront Retreat—Turnkey and Ready for SummerWelcome to lake life on New Hampshire’s coveted Granite Lake! Built in 2009 and drenched in natural light, this immaculate home delivers 60 feet of sparkling waterfront, a big entertainer’s deck for sunset hangs, and a roomy dock for your boat. Inside, an open, airy layout flows from the kitchen/dining area to a front living room

  Robin Smith BHG Masiello Keene

  626 Granite Lake Rd, Nelson, NH 03457
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  /24

  $100,000

  New Construction

  • 2 Beds
  • 1 Bath
  • 803 Sq Ft

  60 Fern Cir, Fitzwilliam, NH 03447

  Welcome to Woodbrook Camp and Tennis Club on Sip Pond in Fitzwilliam, NH where you own the home and the land it’s on! Woodbrook is the place where you can relax and enjoy all that the great outdoors has to offer. This well-cared-for home can be yours starting this summer! While you may never leave the huge front yard there are two bedrooms (one with a separate entrance!) and two bunk beds. The

  Shane Moynihan Realty One Group Next Level

  60 Fern Cir, Fitzwilliam, NH 03447
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  /36

  $375,000

  $20K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,296 Sq Ft

  323 Matthews Rd, Swanzey, NH 03446

  NEW REDUCED PRICE Charming and move-in ready, this beautifully updated 2 bedroom, 1 bath ranch offers comfort, convenience, and easy access to everything Keene and Swanzey has to offer. Recent improvements include fresh interior paint throughout, all new flooring, attractive new landscaping, and a welcoming new front walkway that enhances the home's curb appeal. Inside, you'll find bright and

  Alex Lesser Monadnock Realty Group LLC

  323 Matthews Rd, Swanzey, NH 03446
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  /13

  $99,000

  $26K PRICE DROP

  • Land
  • 4.8 Acres
  • $20,625 per Acre

  00 New Hampshire 123, Alstead, NH 03602

  A rare opportunity to own a nearly 5-acre private, buildable lot with extensive road frontage in a scenic New Hampshire setting.Located on Route 123 just east of Alstead Village, this parcel offers both convenience and a peaceful natural environment. The property sits directly across from Ward Timber Frames and extends east to the intersection of Route 123 and Route 12A. It features

  Brianna Fuller Century 21 North East

  00 New Hampshire 123, Alstead, NH 03602
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  /22

  $789,000

  New Construction $4K PRICE INCREASE

  • 5 Beds
  • 2.5 Baths
  • 2,059 Sq Ft

  40 Roberts Dr Unit 3, Jaffrey, NH 03452

  The Hudson is a 5-bedroom 3-bathroom home with a stunning view of Grand Monadnock! The combination of farmhouse style and colonial architecture offers a timeless charm, and a floorplan that versatile enough to accommodate different lifestyles, from entertaining guests to working from home. The setting at the foot of Mount Monadnock and Stony Brook meandering through the development provide a

  Denise Whitney BHG Masiello Peterborough

  40 Roberts Dr Unit 3, Jaffrey, NH 03452
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  /38

  $289,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  974 Marlboro Rd, Keene, NH 03431

  Seller offering $5,000 to BUYERS Closing Costs and/or prepaids. A rare opportunity on the eastern edge of Keene, this classic 1846 Colonial is set on 3.7 acres with over 1,200 feet of frontage on Marlboro Road and the scenic Minnewawa Brook flowing along the property's rear boundary. This is the kind of property that sparks ideas. Looking for a solid antique home to restore and modernize to your

  John Moscillo RE/MAX Synergy

  974 Marlboro Rd, Keene, NH 03431
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  /21

  $117,500

  • Land
  • 8.68 Acres
  • $13,537 per Acre

  Map 6 Lot 15-8 Opportunity Dr, Winchester, NH 03470

  Stone Mountain Business Park is Ready for Development! This 8 plus acre lot is SHOVEL READY and waiting to be built upon for many purposes. Take advantage of all that Stone Mountain and New Hampshire have to offer - Located on Route 119, 20 minutes to Route 91 and 101, 40 minutes to Route 2. Other lots available!

  Penelope Seaver Coldwell Banker Realty Nashua

  Map 6 Lot 15-8 Opportunity Dr, Winchester, NH 03470
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  /46

  $370,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,938 Sq Ft

  174 Pond Brook Rd, Chesterfield, NH 03466

  Welcome to 174 Pond Brook Road, a Contemporary Mountain Chalet nestled on a private, wooded 2.8-acre lot in West Chesterfield. Built in 1977, this unique home offers impressive architectural character, beginning with a wide entry foyer that opens up to a dramatic, three-story barrel stairway. The main living space features soaring vaulted ceilings, a cozy wood fireplace, and massive windows that

  Breandan Garland Logic Realty, LLC

  174 Pond Brook Rd, Chesterfield, NH 03466
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  /54

  $565,000

  Open Sat 11AM - 1PM $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,538 Sq Ft

  41 Knoll Ave, Keene, NH 03431

  FRESH PRICE, FRESH OPPORTUNITY! 41 Knoll Avenue is the kind of home that feels welcoming from the moment you arrive. Thoughtfully updated and exceptionally maintained, this 3-bedroom, 2-bath home offers a flexible floor plan with the option for one-level living, featuring two bedrooms and both full baths on the main level. Hardwood floors, large windows, and comfortable living spaces create an

  Christine Houston Greenwald Realty Group

  41 Knoll Ave, Keene, NH 03431
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  /4

  $102,000

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  161 Staddle Hill Rd, Winchester, NH 03470

  Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

  Brian Brockman Bang Realty

  161 Staddle Hill Rd, Winchester, NH 03470
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  $299,000

  • 4 Beds
  • 1 Bath
  • 1,648 Sq Ft

  32 Mechanic St, Alstead, NH 03602

  Offered for the first time outside of the founding family in over six generations, this historic Alstead home presents a truly rare opportunity to own a piece of local history. Rich with stories dating back to the late 1800's the property served many roles throughout the years-including housing the town's police station, Alstead Telephone Exchange, a coffin maker's workshop and local gathering

  Kathryn Beam Galloway Real Estate LLC

  32 Mechanic St, Alstead, NH 03602
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  /8

  $1,500,000

  • 4,664 Sq Ft

  90 Monadnock Hwy, Swanzey, NH 03446

  Don’t miss this unique 13-unit multifamily property just a short drive to downtown Keene. Set on 1.7 acres, this property stands out in the market by offering tenants individual, standalone cabin-style homes—providing privacy and a neighborhood feel rarely found in rental properties. The property will be fully occupied as of July 2026 and will offer a strong 8.7% CAP rate, making it an attractive

  George Hansel H. G. Johnson Real Estate

  90 Monadnock Hwy, Swanzey, NH 03446
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  /55

  $2,900,000

  • 4 Beds
  • 3.5 Baths
  • 7,129 Sq Ft

  161 Concord Rd, Keene, NH 03431

  A Private New England Estate Where Space Meets Possibility! Set on 16 private acres with mountain views, this one-of-a-kind estate offers a rare blend of versatility, and natural beauty where you can experience the feeling of a private retreat without ever leaving home. Encompassing approximately 12,000 square feet, including over 7,000 square feet of finished living space, this custom residence

  Holly Countie Lamacchia Realty, Inc.

  161 Concord Rd, Keene, NH 03431
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  /2

  $120,000

  • Land
  • 1.65 Acres
  • $72,727 per Acre

  336 South St, Troy, NH 03461

  This property offers a rare chance to build a duplex in a peaceful country setting while still being close to employment, shopping, and dining in nearby Keene. Large 2-acre parcel provides space, privacy, and flexibility for development. With strong demand for rentals in the Keene area, this lot presents an excellent opportunity to create long-term income or build equity through new construction.

  Eric Aho EXP Realty

  336 South St, Troy, NH 03461
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  /4

  $95,000

  • Land
  • 2.72 Acres
  • $34,926 per Acre

  101 Gilsum Rd, Sullivan, NH 03445

  Come build your dream home on 2.72 picturesque acres in Sullivan! Discover the perfect blend of privacy and convenience with this gently sloping, lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot has already undergone test pit evaluations, confirming ideal septic location. There

  Liz Newcombe BHG Masiello Keene

  101 Gilsum Rd, Sullivan, NH 03445
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  /6

  $55,000

  • Land
  • 2.59 Acres
  • $21,236 per Acre

  54 Fullam Pond Rd, Winchester, NH 03470

  Time to build your new home! This surveyed country lot has a permitted roughed in driveway and beautiful cleared building site in a private wooded setting. 13,000+ acre Pisgah state park is just a short distance away and offers fantastic hiking, hunting, fishing and snowmobiling opportunities. Winchester offers shopping, restaurants and a resident town beach on forest Lake. Keene is only 20-25

  Kyle Blais Blais & Associates, Realtors

  54 Fullam Pond Rd, Winchester, NH 03470
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  /27

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,186 Sq Ft

  54 Highland Dr, Rindge, NH 03461

  One-Level Living in Desirable Rindge, NH! Enjoy the ease of one-floor living in this inviting 3-bedroom home, ideally situated on a quiet cul-de-sac on Highland Drive in Rindge. Offering comfort, privacy, and convenience, this home is perfect for anyone seeking peaceful living with an easy commute.Relax or entertain on the spacious deck overlooking a private backyard, offering plenty of room

  Amy Reisert Borderline Realty, LLC

  54 Highland Dr, Rindge, NH 03461
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  /25

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  79 W Lake Rd, Fitzwilliam, NH 03447

  Opportunity awaits! Situated on a .68-acre lot in Fitzwilliam, this 2-bedroom, 1-bath manufactured home offers a peaceful country setting. The home features a spacious kitchen with ample cabinetry, an oversized bathroom with first-floor laundry, an open living and dining area, and two storage sheds. Surrounded by nature the property offers plenty of outdoor enjoyment.This property presents an

  Vicki Christiansen RE/MAX Town Square

  79 W Lake Rd, Fitzwilliam, NH 03447
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  /21

  $110,000

  $10K PRICE DROP

  • Land
  • 2.09 Acres
  • $52,632 per Acre

  42 Bowl Rd, Richmond, NH 03470

  Build your dream home on this 2 Acre lot located in the private 100 Acre Morgan Reservation Association consisting on 35 lots within a permanently protected forest of 460 Acres. Enjoy fishing, swimming, and kayaking/canoeing on Larry's pond which offers beautiful scenery. The lot already has power, a Well, and a storage shed.

  Matthew Straight Coldwell Banker Realty - Leominster

  42 Bowl Rd, Richmond, NH 03470
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  /23

  $120,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  12 Wetherby Dr, Winchester, NH 03470

  Discover comfortable, easy living in this well-maintained mobile home, perfectly situated at the end of a peaceful, low-traffic street. With a thoughtful layout, appealing outdoor space. Two Spacious Bedrooms, are both generously sized, with the primary suite featuring its own full bathroom for added privacy and convenience. The kitchen, dining, and living room flow together seamlessly, creating

  Peggy Winchester ACORN REAL ESTATE GROUP LLC

  12 Wetherby Dr, Winchester, NH 03470
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  /20

  $200,000

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  369 Manning Hill Rd, Winchester, NH 03470

  Unique opportunity to get two for the price of one. Sale includes two (2) lots! House and garage are located on 6.3 acres and there's an additional 1 acre lot across the street according to the town records. Located close to town and major routes sits this 1975 mobile home. Two car garage with storage above and large storage shed. Private water and septic. Live in the home as is or build a new

  Dick Thackston R.H. Thackston & Company

  369 Manning Hill Rd, Winchester, NH 03470
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  /50

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  28 Spring St, Hinsdale, NH 03451

  Come home to this antique New Englander with an open concept and modern updates! An expansive front porch welcomes you home, a quiet place for a summer evening or to greet friends before heading indoors.Step through the front door into the mudroom, a practical spot to kick off your shoes, hang your coat, and set down groceries after a trip into town. From there, the home opens naturally into

  Sierra Michie NH Brokerage LLC

  28 Spring St, Hinsdale, NH 03451
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  /31

  $799,000

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  78 Colburn Ln, Rindge, NH 03461

  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

  Ryan Goodell EXP Realty

  78 Colburn Ln, Rindge, NH 03461
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  /59

  $700,000

  Open Sun 9:30AM - 11AM

  • 5 Beds
  • 4 Baths
  • 2,671 Sq Ft

  35 Salisbury Rd, Keene, NH 03431

  Nestled at the end of a quiet cul-de-sac in one of Keene’s most desirable neighborhoods, this charming 5-bedroom home offers an ideal blend of comfort, flexibility, and modern updates. The main level features an open floor plan that seamlessly connects the updated kitchen, complete with granite countertops, to the dining and living rooms, creating an inviting space perfect for everyday living and

  Zach Verow Keller Williams Realty-Metropolitan

  35 Salisbury Rd, Keene, NH 03431
• 

  

  /25

  $290,000

  $35K PRICE DROP

  • 4,739 Sq Ft

  292 Richmond Rd, Winchester, NH 03470

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

  Jonathan Bafundi Realty One Group Next Level

  292 Richmond Rd, Winchester, NH 03470
• 

  

  /4

  $280,000

  • 1,456 Sq Ft

  523 Chesterfield Rd, Hinsdale, NH 03451

  A rare opportunity to own a side-by-side duplex! Live in one unit and rent the other to help offset your mortgage, or maximize your investment by renting both units. Ideal for owner-occupants, investors, or multi-generational living, this versatile property offers strong income potential with long-term rental history. Each unit has separate utilities, washer and dryer hookups in the basement, and

  Anna Schierioth HKS Associates, Inc.

  523 Chesterfield Rd, Hinsdale, NH 03451
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  /24

  $299,000

  $60K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  35 Foster St, Keene, NH 03431

  Welcome to this Fabulous 4-bedroom, 1.5-bath home ideally located just steps from downtown, Keene State College, shopping, schools, and parks. Inside, you’ll find beautiful hardwood floors, an updated open kitchen, vinyl windows, and a fresh, neutral paint palette throughout. The first floor offers flexible living with a sunny updated kitchen and living room, a convenient half bath(updated), a

  Robin Smith BHG Masiello Keene

  35 Foster St, Keene, NH 03431

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