Chester NH Real Estate & Homes for Sale

Investors, flippers and DIY enthusiasts, here is your opportunity to bring this magnificent Federal Colonial back to life! Located in picturesque Chester and built in 1795, this home offers over 3500 square feet of historic charm. Fireplaces adorn many of the rooms, and you'll find unique features such as built-in cabinets and more. The first floor offers many layout possibilities, including multiple rooms that could serve as a dining room, living room, office, or bedroom. Upstairs are spacious bedrooms. Much of the home has wide pine flooring, and other attractive historic features. The wood siding is in good shape and most windows are newer as well. Situated on over 4 acres, the property features a large, level yard with garden areas. This home needs a full renovation, and the buyer is responsible for performing their own due diligence on all repairs. Property is being sold as-is, cash only.

Welcome to a truly prized piece of land, home to the cherished Dillon Old Farm Nursery for 42 years. Set peacefully back from the road on over 5 acres of lush, wonderfully maintained grounds, this charming Cape-style home offers private country living with exceptional modern updates and town convenience. The turn-key property features a traditional Cape layout boasting 3 bedrooms, 2 full bathrooms, and gleaming hardwood floors through much of the main areas. On the first level, a bright kitchen flows seamlessly into the dining room, while a flexible first-floor bedroom with an adjacent full bath can easily serve as your dedicated home office. Upstairs, you will find two additional spacious bedrooms with abundant storage, a second full bathroom, and a convenient laundry area. Major recent exterior and mechanical updates provide ultimate peace of mind. The home features newer windows, siding, and gutters for low-maintenance living, alongside a newer furnace, and well tank, along with fresh interior paint throughout much of the home. Outside, a maintenance-free deck seamlessly connects the house to an updated, detached 2-car garage that comes complete with new garage doors and pull-down stairs leading to ample overhead storage. This sprawling acreage offers a beautiful, private canvas to harbor your inner desire for outdoor hobbies, gardening, or an expanded yard. Enjoy the best of both worlds with a serene setting that is still conveniently located near the center of town, providing access to Route 101. Don't miss your chance to own this rare blend of acreage, updates, and local history.

You pull up to a quiet cul-de-sac, the noise of the world already fading behind you. A COVERED PORCH waits at the front door - the kind you actually use. Step inside and you'll know: this is the one. Nestled in Chester's Shaker Heights Estates, this meticulous MOVE-IN READY townhouse checks every box and then some. Pride of ownership shines through every room. The open main level welcomes you with gleaming hardwood floors and NATURAL LIGHT pouring in from every angle. The eat-in kitchen, a generous 17x15, features stainless steel appliances and flows right into the dining area, making everyday meals and weekend entertaining equally effortless. The living room is HUGE at 24x16 with a private DECK. Step outside, breathe in the wooded views, and make it your morning coffee spot or evening wind-down zone. A half bath and FIRST-FLOOR LAUNDRY round out the main level. Upstairs, two OVERSIZED bedrooms impress. The primary suite spans 24x16 with a private bath and walk-in closet, and the second bedroom at 20x18 has its own walk-in closet too. Everyone gets their own space here. Head downstairs to a FINISHED REC ROOM with daylight windows and walkout access - perfect for hobbies, a home gym, movie nights, or extra storage. The garage is OVERSIZED. Big enough to fit a truck and all the toys and tools you need. Out back, enjoy a patio in a wooded, country setting. HOA covers landscaping, water, sewer, plowing, and trash - truly low-maintenance living. This particular condo is subject to workforce housing deed restrictions with income guidelines; ask your agent for details. Won't last!

Most ranch homes play it safe. This one doesn't. Tucked at the end of a cul-de-sac with conservation land bordering the back and one side, 51 Colby Farm Road was built for people who actually thought about how they wanted to live - and then built it that way. The double-sided gas fireplace is the first thing that stops you. Open to both the living room and dining room, it's the kind of feature that makes you rethink every home you've ever been in. The kitchen keeps the momentum going: gas cooktop, microwave/oven combo, glass-front cabinets, and an island big enough to mean it. Integrated surround sound and a full smart home system mean the music follows you room to room and everything else just works - lights, climate, security, all of it from the palm of your hand. The primary suite is its own world - his and hers walk-in closets, with her closet featuring its own island with drawers, a private screened-in porch just off the bedroom perfect for morning coffee or an evening glass of wine while the sun sets over the conservation land, and a bathroom with dual sinks, a makeup area, an oversized shower, and a private water closet. Two additional bedrooms share a full bath, a half bath is right where you need it, and the laundry closet has an actual folding area because someone here was thinking clearly. Then there's the garage. Three bays, 10-foot ceilings, custom shelving and storage throughout - the kind of space that makes grown adults emotional. Above it, a full bonus room with its own bathroom that can become whatever you need it to be. And when it comes to storage, the easily accessible attic delivers - a quiet, surprisingly beautiful space that makes staying organized feel effortless. Outside, a farmer's porch out front and a large deck out back with piped gas to both the grill and the fire pit - an entertainer's dream from the inside out. Conservation land behind you and along one side. Quiet. Private. Real. This is the one you come back to.

This property presents a rare opportunity to own a large lot on desirable Chester St. Many options here: Update the house and create a huge farm property, build a new house and use the existing house as an ADU/cottage or other, subdivide into two lots with town approvals ** A beautiful country setting for this 16.4+/- acre farm with wooded areas to explore. ** This classic farmhouse offers 2 bedrooms, 2 baths, large eat-in kitchen, laminate, tile and soft wood floors. NEWER forced hot water boiler. Many farm features: Chicken coop, fenced in areas, 20x24 2-stall horse pole barn, a large barn that was moved to the property from another site in Chester. Peaceful, yet conveniently located, about 8.5 miles to Exit 4 I-93 and about 6.9 miles to Exit 2 Route 101. About Chester ** WASON POND is where residents can go to enjoy a quiet, natural place to walk, hike, cross-country ski, walk dogs, kayak, picnic, and swim. SCHOOLS: Consists of elementary & middle school, Chester Academy and the High School is Pinkerton Academy, in Derry. SCARECROWS: The town has been going scarecrow crazy for many years. Every October there are over 400 scarecrows placed all over town with a map showing the locations. The scarecrows will be on display through Oct. 31. HALLOWEEN NIGHT: Brings many visitors to Chester Street, where over the years Trick or Treat has become a must-see event. AGENTS & BUYERS to do their own Due Diligence to verify all listing information and verify options with town and necessary approvals to do so. Room sizes are for reference only; not guaranteed. *** House being sold in current condition and all items on the property to remain after month-to-month tenant leaves. House is tenant occupied and works from the house.

Some homes check boxes. This one rewrites the list entirely. 32 Colby Farm Road is a 5,100 sq ft modern farmhouse on a pristine acre in one of Chester's most exclusive new subdivisions. From the sweeping farmers porch to the last carefully chosen finish, every detail tells you this one is different. Inside, 9-ft ceilings, hardwood floors, a custom coffered 10-ft ceiling in the family room, and a vaulted wood ceiling in the sunroom create a main level that's as warm as it is impressive. The kitchen is a chef's dream - Thermador 48" gas range, dual fuel oven, oversized hood, and 42" built-in refrigerator, backed by a fully equipped scullery with its own oven, sink, and dishwasher. Entertaining here isn't just easy - it's genuinely fun. The main-floor primary suite is pure retreat, with a private deck and a spa bath featuring radiant heated floors, a frameless glass shower with dual rain heads, marble bench and surround, brushed gold fixtures, and a freestanding soaking tub. Yes, all of that. Upstairs delivers just as much - a second primary suite, two additional bedrooms, movie room, second laundry, a common bath with dual vanities and a separate toilet and shower room, and an oversized bonus room with in-law or au pair suite potential. And then there's the walkout basement - bright, open, and full of possibility. French doors and oversized windows flood the space with natural light, making it feel anything but like a basement. Already pre-plumbed for both a full bathroom and a kitchen, the groundwork is laid for whatever you envision - a guest suite, home gym, recreation room, or a fully independent living space. Few homes at this level offer this kind of potential right out of the gate. The 3-car garage has 11-ft ceilings, and a large rear deck is ready for every gathering you've been meaning to host. This is the home people drive by and wonder about. Now's your chance to stop wondering.

WOW No Cookie Cutter Here! Check Out this Stunning Contemporary Farmhouse in the Quintessential New England small town Of Chester, NH located in a fantastic Small Development with only 9 Detached Condo's. The home Features 3 beds,2 1/2 baths with an Open concept layout. The GORGEOUS Kitchen has all the bells and whistles, granite counter tops, a Huge island, stainless steel gas stove with vent hood that connects to a large living room with Gleaming Hardwoods floors. You are sure to Enjoy the Elegant Dining room adjacent to the kitchen along with a home office with French Doors. The 1st Floor Primary Suite has Hardwood floors and a STUNNING Tiled Shower, double Vanity, and a walk-in closet that also connects to the Laundry Room. The mud area and powder room complete the first level. Upstairs you will find a MASSIVE Bonus room that is sure to be an amazing place to entertain or just hang out with the family. The 2nd bedroom is Gigantic and can be another primary suite, it has a large walk-in closet and connects to a large full bathroom with double vanity. The 3rd bedroom is also Huge and connects to the full bathroom as well. Outside you have a huge deck and plenty of room for the kids or pets to run around. The massive basement provides tons of storage and space that is ready to finish. Quick Closing Possible. Some photos are Virtually Staged. This is a MUST SEE HOME !

WOW Price Reduced ! No Cookie Cutter Here! Check Out this Stunning Contemporary Farmhouse in the Quintessential New England small town Of Chester, NH located in a fantastic Small Development with only 9 Detached Condo's. The home Features 3 beds,2 1/2 baths with an Open concept layout. The GORGEOUS Kitchen has all the bells and whistles, granite counter tops, a Huge island, stainless steel gas stove with vent hood that connects to a large living room with Gleaming Hardwoods floors. You are sure to Enjoy the Elegant Dining room adjacent to the kitchen along with a home office with French Doors. The 1st Floor Primary Suite has Hardwood floors and a STUNNING Tiled Shower, double Vanity, and a walk-in closet that also connects to the Laundry Room. The mud area and powder room complete the first level. Upstairs you will find a MASSIVE Bonus room that is sure to be an amazing place to entertain or just hang out with the family. The 2nd bedroom is Gigantic and can be another primary suite, it has a large walk-in closet and connects to a large full bathroom with double vanity. The 3rd bedroom is also Huge and connects to the full bathroom as well. Outside you have a huge deck and plenty of room for the kids or pets to run around. The massive basement provides tons of storage and space that is ready to finish. Quick Closing Possible. Some photos are Virtually Staged. This is a MUST SEE HOME !

The Eagle Farmhouse blends a classic colonial layout with a fresh, modern exterior. A centrally located turned staircase is just one of the many thoughtful floor plan features that make this home both highly functional and adaptable to a variety of lifestyle needs. The second floor offers two spacious bedrooms with walk-in closets, a dedicated laundry room, a full bath, and a luxurious primary en suite designed to satisfy even the most discerning homeowner's dream retreat. Pet friendly community. No age restrictions. Still time to make your own selections. Come and see what this wonder community in desirable Chester, NH has to offer.