Chester Real Estate

Here is a Chester, NH opportunity to buy below market value and build immediate equity by finishing a few remaining projects. This 4 bedroom, 3 bathroom home offers 3,271 finished square feet of living space, giving the next owner plenty of room to work with. The primary bathroom and closet are ready to be finished, and the majority of the materials are already on site, so the next owner can pick up right where the work left off. The home is completely livable as it sits, so you can move in and complete the projects over time, or bring your contractor and take it from here. It is being sold as-is, and the price reflects the work to be done, leaving room for the next owner to make it their own and build great equity. Join us for open houses this Saturday 10/10/26 from 11-1 or this Sunday 10/11/26 from 1-3.

5 Fiddlehead Ln, Chester

$545,000

3 Beds ⋅ 2 Baths ⋅ 5112964 MLS

Welcome to 124 Haverhill Road, a well-cared-for raised ranch on a beautifully landscaped lot in Chester, NH. Mature pear, cherry, apple and peach trees, along with blooming magnolias and established plantings, frame the property with color in spring and a harvest each season. The main level features gleaming hardwood floors throughout. The spacious living room is bright with natural light and recessed lighting. Near the entry, a pellet stove set on a classic brick hearth adds cozy warmth and helps keep heating costs down. The eat-in kitchen offers two ways to dine: a large center island with seating for three, perfect for quick breakfasts and casual conversation, plus a separate dining area with room for a full-size table, set beside a sunny picture window. Plenty of wood cabinet storage and pendant lighting complete the space. Three bedrooms include a primary bedroom with its own private 3/4 bath, plus a full bath for a total of 1.75 baths. Step out back to the three-season porch overlooking the private yard, a relaxing spot for quiet evenings or entertaining from spring through fall. The partially finished lower level has been updated with brand-new luxury vinyl plank flooring and features a second stove on a brick hearth, ready for a rec room, home office or gym. The one-car garage under offers everyday convenience and extra storage, and the driveway has been recently paved. Small-town Chester living with easy access to Derry, Manchester and I-93.

124 Haverhill Rd, Chester

$229,000

2 Beds ⋅ 1 Baths ⋅ 5112828 MLS

Sometimes, just the right amount of space is exactly what you need. Set on two pleasant acres in Chester, this tidy 2-bedroom, ¾-bath home offers comfortable, efficient one-level living with a practical layout that makes everyday life easy. Inside, the home is bright and well cared for, with a modern kitchen, comfortable living space, two nicely sized bedrooms, laundry, and the convenience of everything on one floor. Propane heat keeps things simple and efficient, while the manageable footprint means less house to maintain and more time to enjoy Vermont. Outside, the level lawn provides plenty of usable space for gardening, pets, a fire pit, or simply relaxing outdoors without taking on an overwhelming property. A detached two-car garage offers excellent parking, storage, and room for the tools and gear that come with Vermont living. Whether you're looking for a first home, ready to simplify, or searching for a comfortable retirement property with minimal stairs and manageable upkeep, this Chester home checks a lot of boxes. Simple, practical, and easy to maintain, it is a home that makes perfect sense.

547 Andover Rd, Chester

$789,900

3 Beds ⋅ 3 Baths ⋅ 5112505 MLS

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

11 Robin Way Unit 2, Chester

$789,900

3 Beds ⋅ 3 Baths ⋅ 5112504 MLS

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. Step inside and you'll love the spacious open-concept design, perfect for both everyday living and entertaining! The kitchen features beautiful quartz countertops, ample cabinetry, and a seamless flow into the main living areas. Conveniently located off the garage, the mudroom provides the perfect drop zone for coats, shoes, and everyday essentials. A versatile den offers an ideal space for a home office, playroom, or guest area, while the inviting family room provides plenty of room to relax by the fireplace and gather with family and friends. Thoughtfully designed with comfort and functionality in mind the second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a spacious primary with en-suite with a lovely tiled walk-in shower designed to satisfy even the most discerning homeowner. Beautiful hardwood and tile flooring throughout. The full basement could be finished later for future additional living space if desired. Pet friendly and no age restrictions. Come and see what this small, charming community of detached condos in desirable Chester, NH has to offer. Builder's last home at Pipit Estates - do not miss out!

11 Robin Way Unit 2, Chester

$433,900

2 Beds ⋅ 2 Baths ⋅ 5112444 MLS

At The Villages at Chester, a private townhouse community, you come home to quiet private roads and a wooded recreation area, and the Association takes care of it all right down to the home’s exterior and even plowing your driveway and shoveling your walkway. Walk the wooded trails, spend summer at the pool, and book the clubhouse for your party. This end-unit townhouse has three finished levels, with hardwood throughout the first and second floors. The living room centers on a gas fireplace with a stacked-stone surround, prewired for a TV above. The dining room has a built-in corner cabinet and a slider out to a deck that runs the full width of the house, and nearly every window has a wooded view. The kitchen has knotty wood cabinets with a built-in wine rack, granite, stainless appliances, a five-burner gas stove and a peninsula with seating. The attached garage opens into a mudroom with a half bath and first-floor laundry. Upstairs, the large primary bedroom runs nearly the full depth of the house, with a vaulted ceiling, a skylight and a walk-in closet fitted out by California Closets with floor-to-ceiling shelving and drawers. The second bedroom is generous with two large windows, a ceiling fan and a double closet. A full bath with a double vanity connects the two, and a window seat in the hall looks out over your garden. Downstairs is the surprise. The finished lower level is carpeted and bigger than you'd expect, with a bonus room that stretches nearly the width of the house, full-size windows and a slider out to a patio and backyard. A separate room makes space for guests, or a workout area and another space ideal for an office or hobby room, and there’s the utility room and many closets for storage. Newer Andersen windows and a tankless water heater are already done. The HOA fee also covers trash, water and sewer. Pet-friendly community, and Chester keeps its small-town feel with horses and orchards nearby, and Pinkerton Academy for high school.

25 Villager Rd, Chester

$699,900

3 Beds ⋅ 3 Baths ⋅ 5112319 MLS

Here is your opportunity to get into Chesterbrook Estates! Welcome to 98 Lady Slipper Lane. Set in a private neighborhood, this 3-bedroom Colonial home in Chester NH offers 2.5 baths, approximately 3,260 square feet of finished living space across three levels, and more than 1.25 acres. Priced under $700,000, this 2004-built home pairs a spacious floor plan with a peaceful setting overlooking a serene pond. Inside, you'll find plenty of room to spread out, including a large family room designed for comfortable everyday living and gatherings. Three finished levels provide added flexibility, highlighted by a third-floor bonus room that expands the possibilities for additional living, work, recreation, or hobby space. Need more space? The walk-out lower level offers future expansion possibilities. Outside, the back deck creates an inviting place to enjoy the natural surroundings and pond views. Additional features include a newer roof and two-car garage and whole house pellet stove heating system that is connected to the duct work. Enjoy the private oasis in your back yard, while still benefitting from a neighborhood setting. All of this and part of the Pinkerton Academy School District, this is one that you will not want to miss out on. Schedule your private showing today!

98 Lady Slipper Ln, Chester

$539,900

2 Beds ⋅ 3 Baths ⋅ 5112231 MLS

Live, love, leave the yardwork to someone else! This beautiful condo at the Villages of Chester will capture your heart as soon as you walk in. As you stand on the front porch you'll have a view of nothing but greenery and sky across the street. Step into the welcoming entryway and you'll see almost the entire first floor, from the living room to the dining area, kitchen, and sunroom in back. The living room is graced with a gas fireplace for cozy ambiance, the tall bookcases will stay with the property, and those lovel bamboo floors carry throughout the home. The dining area is open to everything, and the gorgeous kitchen has a 3-seat oversized island, so it will be the hub of activity in the home. And with so many cabinets, you'll have to buy extra gadgets to fill them all! The sunroom flows right out to the 15' x 11' deck, integrating indoors with outdoors seamlessly and creating a great flow for visiting friends and family. Upstairs is a spacious primary suite, second bedroom, and convenient laundry room with an extra half bath. The basement is almost fully finished, with two spacious rooms for workouts, guest space, or whatever you want, as well as another three-quarter bathroom (with perhaps a sauna?) and a small kitchenette area. The 2-car garage is an uncommon feature as well, and has an extra pantry closet and additional storage above the doors and behind the stairs. The Villages includes trails, a pond, a pool & clubhouse, and has easy access to the quaint center of Chester as well as Rt. 101, and cats and dogs are welcome as well. You're at the tail end of a cul-de-sac so you won't see many cars going by, and you can set up a little garden in the green space across the street. Schedule your visit and start planning how you'll live in and love this home! OPEN HOUSE Mon. 10/5, 4-6pm.

251 Villager Rd, Chester

$569,000

3 Beds ⋅ 2 Baths ⋅ 5112156 MLS

Welcome to your own private retreat on 2.2 picturesque acres in beautiful Chester, New Hampshire! Set back on a peaceful lot surrounded by nature, this charming single-family home offers the perfect blend of peaceful country living, thoughtful updates, and everyday comfort. Inside, you’ll find 3 bedrooms and 1.5 newly renovated bathrooms, along with an inviting, recently updated kitchen featuring quartz countertops, a stylish tile backsplash, and brand-new stainless-steel appliances. The bright eat-in kitchen is made even more welcoming by a beautiful bay window, creating a wonderful spot to enjoy morning coffee or casual meals while taking in the view. Warm bamboo flooring & new carpet throughout the home, while the brick wood-burning fireplace adds a cozy focal point for relaxing evenings in the living room. One of the home’s true showstoppers is the breathtaking screened-in porch, a serene space surrounded by nature where you can unwind, entertain, dine, & relax to the sounds of the outdoors. The basement provides ample bonus space, as well as a half bath, laundry, & plenty of storage options. Step outside and discover everything this special property has to offer. The expansive, private lot features an open field, mature apple trees, a small barn, and a shed with electricity, providing plenty of space for hobbies, gardening, storage, animals, or simply enjoying the outdoors. Whether you’re seeking a peaceful place to call home or a property that allows you to fully embrace the beauty of nature, this Chester gem offers a rare opportunity of privacy, charm, and modern updates. Come experience the setting, explore the possibilities, and discover all this special property has to offer.

136 Haverhill Rd, Chester

$620,000

3 Beds ⋅ 3 Baths ⋅ 5111937 MLS

Tucked into a private setting in the charming town of Chester, this 3-bedroom, 2.5-bath home offers plenty of space, natural light and a few unexpected surprises! The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry and workspace, while radiant heat adds warmth and comfort throughout. Upstairs, the primary suite is a standout, featuring a beautifully appointed, luxurious private bath and access to its own balcony overlooking the natural surroundings, a peaceful spot to enjoy your morning coffee or unwind at the end of the day. Two additional bedrooms and another bath complete the upper level. Need more space? The finished lower level provides flexible bonus space for a family room, home office, gym or playroom, along with plenty of additional storage. Set back in a peaceful location with wonderful sun exposure and a sense of privacy, this home offers an opportunity to enjoy the quieter side of New Hampshire living while remaining convenient to surrounding towns, shopping and commuter routes. Bring your vision and make this Chester home your own!

21 Smith Rd, Chester

$649,000

5111465 MLS

A rare opportunity to acquire a fully occupied, well-maintained mixed-use property in one of Chester’s most recognizable village locations. The front portion of the building is leased as professional office space for $5,000 per month, with the commercial tenant responsible for heat and electricity. The tenant has expressed interest in entering into a significantly longer-term lease, with the lease length and additional terms to be negotiated directly with the next owner. The property includes four additional residential units, all currently rented, including one leased by the commercial tenant for employee housing. Detailed income, expense, and lease information is available through your agent. Carefully maintained over the years, the building requires no known major upgrades or repairs and is ready for its next owner. More than sufficient parking is available on both sides of the building, along with abundant storage throughout the property, including basement garage space. Its location just off the historic Chester Village Green provides excellent visibility and steady Main Street traffic for commercial use, while remaining comfortable and quiet for residential tenants. Local shops, restaurants, and village amenities are all nearby, and Chester’s iconic Swinging Bridge, the Williams River, and its scenic footpath are less than a quarter mile away at the end of School Street. With established tenants, multiple income streams, ample parking and storage, and an outstanding village location, 23 School Street offers an exceptional opportunity to step into a strong-performing property from day one.

23 School St, Chester

$249,900

2 Beds ⋅ 1 Baths ⋅ 5110600 MLS

Enjoy the beauty and charm of Vermont with this mobile home set on approximately 1 acre in Chester. Located across the road from a peaceful river, this property offers a wonderful setting for enjoying the outdoors and the natural beauty of the area. The property features an oversized 2 car garage with plenty of room for vehicles, recreational equipment, tools, and hobbies. Above the garage is finished bonus space, offering flexibility for a home office, studio, recreation room, guest area, or additional storage. This lot provides room to enjoy the outdoors, garden, entertain, or simply relax and take in the surrounding Vermont scenery. With the river just across the road, the property offers a special location for those looking to enjoy the tranquility and character of Chester. Come see what makes this Chester property special!

3537 Popple Dungeon Rd, Chester

Chester Real Estate

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