Jaffrey Real Estate

Welcome to Jaffrey, New Hampshire – a hidden gem nestled in the picturesque Cheshire County! This charming town is a delightful blend of natural beauty, rich history, and vibrant community spirit, making it an ideal place to call home.

Jaffrey is renowned for its stunning landscapes, with the majestic Mount Monadnock standing as a backdrop to everyday life. Outdoor enthusiasts will revel in the abundance of recreational activities available, from hiking the trails of Monadnock State Park to enjoying serene afternoons at local lakes and parks. The town’s scenic beauty is complemented by lush greenery and charming rural vistas, ensuring that residents are never far from nature's embrace.

Rich in history, Jaffrey boasts a quaint downtown area filled with unique shops, delightful eateries, and a warm sense of community. The town hosts various events throughout the year, fostering connections among neighbors and creating a welcoming atmosphere for newcomers. Whether you're attending the annual Jaffrey Festival or exploring the local farmers' market, you’ll find that community spirit is alive and well in this lovely town.

Families are drawn to Jaffrey for its excellent schools and safe neighborhoods, making it a perfect environment for raising children. With a selection of beautiful homes that range from historic gems to modern builds, there’s something for everyone in this idyllic New England town.

Discover the charm of Jaffrey, NH – where the beauty of nature meets the warmth of community, creating a place you’ll be proud to call home!

Newest Listings in Jaffrey

$499,900

3 Beds ⋅ 3 Baths ⋅ 5106978 MLS

Beautifully maintained 3-bedroom, 2.5-bath Colonial situated on nearly an acre at the end of a quiet cul-de-sac in Jaffrey. Built in 2018 and still presenting in pristine, like-new condition, this home offers a wonderful combination of privacy, comfort, and convenience. The property abuts 2.38 acres of subdivision open space, providing an added sense of privacy and preserving the peaceful setting. The main level features a modern kitchen with a dedicated dining area, a welcoming family room with electric fireplace, formal living room, convenient first-floor laundry, and a comfortable layout ideal for both everyday living and entertaining. Upstairs, you'll find two additional bedrooms and a full bathroom, along with a spacious primary suite complete with walk-in closet and private en-suite bath. Recent improvements include newly installed mini-splits in the living room and primary bedroom, providing efficient cooling during the warmer months, as well as brand-new solar panels installed on the roof. A one-car garage offers added convenience during New Hampshire winters, while the basement provides a practical mudroom-style entry where coats, boots, and outdoor gear can be kept out of the main living spaces. Enjoy the tranquility of a quiet Jaffrey neighborhood while remaining close to local schools, grocery stores, restaurants, and downtown. Peterborough and Rindge are also just a short drive away for additional shopping, dining, and amenities. Outdoor enthusiasts will appreciate the home's proximity to Mount Monadnock and the area's many opportunities for hiking and recreation. A truly turnkey home in beautiful condition, offering modern updates, a peaceful setting, and an ideal location. Simply move in and enjoy! **OPEN HOUSES 8/29 & 8/30 from 11am-12:30pm**

39 Windy Fields Ln, Jaffrey

$699,900

4 Beds ⋅ 4 Baths ⋅ 5106217 MLS

Don't miss your chance on this beautifully maintained Colonial with 9' ceilings privately set on 12.1 picturesque acres! Offering an exceptional blend of quality, space, and comfort, this 4-bedroom, 4-bath home has room for everyone. At the heart of the home is the gourmet kitchen, beautifully appointed with cherry cabinetry, Silestone countertops, stainless steel appliances, a 6-burner Viking range, and radiant heated flooring. The spacious living room features a cozy gas fireplace and bay window overlooking the serene backyard, while the formal dining room with French doors provides an elegant setting for entertaining. A first-floor office/library offers the perfect space for working from home or relaxing with a favorite book. Upstairs, the generous primary suite is a true retreat with two walk-in closets and a gracious private bath featuring a soaking tub and double sinks. Three additional bedrooms offer ample closet space, and beautiful oak hardwood floors extend throughout both levels. Enjoy warm-weather living from the screened porch, spacious deck, and sunny backyard—a peaceful country setting that feels private without being secluded. Additional amenities include central air, central vac, laundry room with utility sink, whole-house surge protection, and a 20KW Generac water-cooled automatic generator. Car enthusiasts and hobbyists will appreciate the three-car garage attached, plus an additional custom garage ideal for a summer vehicle, recreational toys, or extra storage. The space above the main garage offers exciting potential for future expansion, while the full unfinished basement provides even more possibilities. Quality, space, privacy, and 12 beautiful acres come together to make this an exceptional property you’ll be proud to call home.

304 Great Rd, Jaffrey

$385,000

3 Beds ⋅ 2 Baths ⋅ 5106104 MLS

What is better than a Saltbox style home? How about one that is for sale! Here it is folks, waiting for it's next owner. This home was built in 2003 and is conveniently located within walking distance of the town beach, playground, schools and downtown shops. This three bedroom, two bath home has been well cared for and lovingly lived in for 23 years by the current owners. All rooms are generously sized in this home. Step into the spacious kitchen with dining area attached. Note the beautiful floors and easy access to the slider which leads to the secluded deck out back. There is a first floor bedroom and bath for easy accessibility making one floor living feasible. The laundry room has plenty of room for storage space for all your laundry needs. Rounding out the first floor is the all important living room which has space for your couch, tv and all your friends. The main level is very open with a great flow from room to room. The second floor has two generous sized bedrooms with very large closets and a bathroom to share. The basement offers plenty of room for extra storage or finish it to make your dream space. There is a whole house generator outside for ease of mind when those storms come blowing in. Come see this gem! Open houses on Saturday, 8/22 from 11:00-1:00 and Sunday, 8/23 from 12:30-2:30! See you there!!

104 Squantum Rd, Jaffrey

$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

$400,000

4 Beds ⋅ 2 Baths ⋅ 5103583 MLS

Recent improvements including a brand-new roof, brand-new siding, many new windows and a newly expanded rear deck make this 4-bedroom, 2-bath home an easy one to appreciate. Tucked away on a small cul-de-sac of just a few homes, you'll enjoy a peaceful setting while still being just 5 minutes from both downtown Jaffrey and Peterborough for shopping, restaurants and everyday conveniences. The home offers a flexible floor plan with two huge bedrooms and a full bath upstairs, while the main level includes two additional bedrooms, another full bath, a spacious living room, kitchen, and a separate family room. Plenty of room to use any of those rooms as an office, workout room or whatever else you need instead. Flooring throughout the home includes hardwood, tile, and laminate, and many interior surfaces have been freshly painted, making it move-in ready. The oversized rear deck has plenty of space for outdoor dining, entertaining, or simply enjoying the quiet of the private wooded backyard. The walkout basement with laundry is clean, dry, and offers excellent storage or workshop space, and a woodstove for supplemental heat. As an added bonus, the seller plans to leave the large supply of stacked firewood for the new owner. Located in the heart of the Monadnock Region, you'll have easy access to the mountain, local lakes and ponds, golf courses, rail trail, and countless hiking and outdoor recreation opportunities. The Contoocook river is within walking distance as well, as another extra perk! So if you are looking for a home that offers a solid combination of recent improvements, flexible living space, and a peaceful setting, this is the one! Stop by an open house or set up a showing today!

9 Skyline Dr, Jaffrey

$339,900

2 Beds ⋅ 2 Baths ⋅ 5102804 MLS

Welcome home to this charming and peaceful Ranch-style retreat located in the picturesque town of Jaffrey! Bathed in natural light throughout the main living spaces, this home features beautiful, gleaming hardwood floors—including unique reclaimed wood flooring sourced from a bowling alley that adds incredible character and warmth. Enjoy your morning coffee or evening breeze from either the enclosed front or back porches, overlooking an enormous, level backyard that offers endless possibilities for outdoor recreation, gardening, or entertaining. A standout feature of this property is its dual layout garage: one convenient garage in the front, complete with wood flooring (previously used as a custom home gym) and a second in the back. The full walk-out basement provides ample space for a workshop and extra storage, along with a lower-level 3/4 bath ready for your finishing touches to add immediate equity. Hike for miles directly from your backyard, a hunters paradise. All this is situated in a serene setting just over a mile from the historic Cathedral of the Pines outdoor sanctuary and memorial. A truly special property with unique character—come see it today!

308 Squantum Rd, Jaffrey

$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

$65,000

2 Beds ⋅ 1 Baths ⋅ 5099299 MLS

Affordable living in this well maintained 2 bedroom mobile home in Forest Park Estate which is a Cooperative park. Attached screen porch for extra storage. Call/text for appointment. Park approval required. Cash sale or NH Community Loan Fund for financing.

19 Childrens Way, Jaffrey

$570,000

2 Beds ⋅ 1 Baths ⋅ 5097559 MLS

Welcome to this beautifully updated home in one of Jaffrey's most desirable lake communities. Located just steps from Contoocook Lake with deeded lake access nearby, this property offers the perfect blend of year-round comfort and outdoor recreation. Whether you're looking for a full-time residence, a vacation getaway, or an investment opportunity, you'll appreciate the peaceful setting, thoughtful updates, and exceptional location. Inside, you'll find warm, inviting living spaces filled with natural light and enhanced by numerous recent improvements. The updated kitchen flows seamlessly into comfortable gathering areas featuring beautiful wood flooring and fresh finishes throughout. Every detail has been carefully maintained, creating a home that is truly move-in ready. The current owners have made substantial investments to improve both the home's efficiency and long-term value, including an owned solar energy system, whole-house generator, added insulation, fresh interior and exterior paint, and many additional updates that provide comfort, reliability, and peace of mind for years to come. Outside, enjoy a nicely landscaped yard with space to relax, entertain, or unwind after a day on the lake. A newly paved driveway enhances both curb appeal and functionality. Adding to its appeal, the current owners have successfully operated the property as an Airbnb, making it an attractive opportunity for buyers seeking a home that offers flexibility for personal use while also providing excellent short-term rental potential. This home comes fully furnished. Enjoy boating, kayaking, fishing, swimming, hiking nearby Mount Monadnock, golfing, and just a short walk to the towns extensive public beach area. Conveniently located near restaurants, shopping, and within an easy drive of Keene, Peterborough, and the Massachusetts border, this property combines modern updates, energy-efficient features, and a highly desirable location into one exceptional offering.

350 Woodbound Rd, Jaffrey

$375,000

3 Beds ⋅ 3 Baths ⋅ 5096798 MLS

Welcome home to this lovely 3-bedroom, 3-bath Cape on Windy Fields Lane in Jaffrey, just two minutes from downtown yet tucked into a quiet neighborhood with a rural feel. The first floor offers a private primary suite and an updated kitchen, with hardwood flooring across most of the main level, newer tile in the kitchen and hall, and fresh tile in the bath. Main-level laundry is conveniently located in a full bath, while pellet heat helps keep the first floor efficient and comfortable. Upstairs, you’ll find two additional bedrooms with ample closet space, a large storage closet, and a full bathroom. Downstairs, the basement is already framed and ready to finish as a media room, den, exercise area, or other flexible living space. Outside, a Trex deck off the kitchen overlooks a partially fenced backyard with mature plantings, while a storage shed and one-car garage provide plenty of room for vehicles, projects, and gear. The home is served by a leased solar system that helps keep electric bills low, and the property includes an appurtenant 1/12 undivided interest in approximately 2.4 acres of shared land, with trails accessible just beyond the far side of the cul-de-sac. The former homeowners association was formally terminated in 2015, and there are no current HOA dues. Fresh, comfortable, and ready for immediate occupancy. Don’t let this one pass you by!

23 Windy Fields Ln, Jaffrey

$250,000

5092958 MLS

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.

140 Great Rd, Jaffrey

$339,900

3 Beds ⋅ 2 Baths ⋅ 5091841 MLS

Step into this reimagined 1930s Villager Cape, where classic charm meets modern comfort in the heart of Jaffrey. Nearly every inch has been updated new flooring, renovated kitchen and baths, and smart conveniences like a first-floor bedroom and first-floor laundry. The soaring cathedral living room with loft creates an airy gathering space, enhanced by a mini-split and a slider leading to a private back deck perfect for morning coffee or evening unwinding. A second side deck offers a front-row seat to village life. Outdoors, enjoy lovely perennial gardens, a fenced yard, and a separate fenced garden area supported by a gutter-fed storage tank for easy watering. Solar panels add energy efficiency. An ideal blend of location, comfort, and everyday livability in the heart of Jaffrey. Come see 72 North St, Jaffrey, NH.

72 North St, Jaffrey

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