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32 Colby Farm Rd, Chester
$1,820,000
4 Beds ⋅ 4 Baths ⋅ 5090572 MLS
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.

32 Colby Farm Rd, Chester

417 Candia Rd, Chester
$1,400,000
3 Beds ⋅ 3 Baths ⋅ 5073874 MLS
Turnkey 4,300+ sq. ft. contemporary estate with a heated 8+ stall barn set on 10 private acres. The interior features a dramatic two-story entryway leading to a light-filled floor plan. The step-down living room is anchored by hardwood flooring and a wood-burning fireplace with a granite surround. The kitchen includes updated appliances, a new walk-in pantry, and sliders to an expansive deck with dual staircases to the backyard. A dining room, sunroom with pastoral views, family room, guest room, and laundry-equipped half bath complete the first floor. On the second level, the primary suite offers a private balcony, sitting area, custom wardrobe, and a full bath with a jetted tub and new double vanity. Two additional bedrooms share a Jack-and-Jill bath and one has a private balcony. A partially finished basement provides space for guests or a home gym. The property includes a heated two-car garage with a workshop and a refurbished barn with grain and tack rooms. Equestrians will enjoy fenced paddocks, an outdoor arena, and miles of private riding trails and direct access to 20+ miles of trails across thousands of acres of public land. A new, professionally engineered bridge crosses a brook leading to a horse run-in. The grounds feature a furnished off-grid cabin with a private bath, two gazebos, two stone fire pits, and an outdoor hot tub. Recent upgrades include a new roof, well pump, water filtration, and hot water heater, plus a generator hook-up and whole-house AC. This estate offers complete privacy with no visible neighbors, yet remains an easy commute to Concord, Manchester, Portsmouth, and Boston.

417 Candia Rd, Chester

35 Colby Farm Rd, Chester
$1,363,848
3 Beds ⋅ 3 Baths ⋅ 5072856 MLS
Home to be built in the desirable Colby Farm Subdivision in Chester, NH. This offering presents a rare opportunity to build new in an exclusive enclave surrounded by conservation land, providing privacy, natural beauty, and a peaceful setting. With only four homesites remaining, opportunities like this are increasingly limited. The proposed farmhouse-style design features open, light-filled living spaces, a spacious kitchen ideal for entertaining, a dedicated dining area, and flexible floor plan options to suit a variety of lifestyles. The second level includes a private primary suite, additional bedrooms, and convenient second-floor laundry. A welcoming front porch and a three-car attached garage complete the design. Buyers may choose this plan, select an alternate builder-approved plan, or bring their own custom design. At this stage, buyers can personalize all finishes, including cabinetry, countertops, flooring, fixtures, and color selections, creating a home tailored to their individual preferences and design vision. Colby Farm is a limited subdivision of just 10 homes, offering a quiet country atmosphere while remaining convenient for commuters, with easy access to Route 93 and a reasonable commute to Boston. Close to Chester village amenities, outdoor recreation, and major routes, this is a unique opportunity to create a custom home in one of Chester’s most sought-after new neighborhoods.

35 Colby Farm Rd, Chester

125 Crowley Rd, Chester
$1,315,000
4 Beds ⋅ 3 Baths ⋅ 5082840 MLS
Stunning brand NEW home complete and ready to love! This "knock your socks off" modern farmhouse is sure to impress! Finished with high quality designer choices and built with quality you can see EVERYWHERE! With over 3600 sq ft and room to expand in a walk out lower level with a HUGE 9' slider! Wide plank maple flooring throughout the entire house, stunning quartzite and marble countertops, custom millwork and crown moldings, built in benches and pantry organizer, true stone veneer gas fireplace, tile walk in shower with rain shower head and built in handheld bar, stone veneer accents on the exterior, granite walkway, circular driveway...it doesn't get much better than this! Gorgeous kitchen and butler's pantry, tile backsplash, under cabinet lighting. Custom Hood with 36' commercial KitchenAid gas stove and KitchenAid micro drawer and dishwasher. And with quality Mathew's Brothers windows, Rinnai on demand tankless H20, high efficiency FHA with AC, metal roof accents, gorgeous cupola...the quality is all there too! The floor plan boasts an impressive open concept with a livable design that welcomes entertaining. First floor study, two farmer's porches, huge rear deck, his and her's walk in closets, charming second floor loft/nook, tons of light filled windows, HUGE master retreat with a luxurious bath and a three-car attached side loaded garage!

125 Crowley Rd, Chester

149 Crawford Rd, Chester
$1,170,000
4 Beds ⋅ 3 Baths ⋅ 5086058 MLS
Welcome to 149 Crawford Road in the charming country town of Chester, New Hampshire. This meticulously maintained expansive cape style home showcases true pride of ownership throughout. Thoughtfully designed with elegant shaker-style wall paneling and high-end finishes, this property blends timeless character with modern comfort. Step inside to a bright, open-concept first floor featuring a newly remodeled kitchen that flows seamlessly into a cozy sitting area with a gas fireplace and a sun-filled sunroom overlooking the backyard and pool. The first-floor primary suite is a private retreat, complete with a sitting area and sauna. An additional bedroom, full bath, beautifully designed laundry room, mudroom nook, living room, and formal dining room complete the main level. Upstairs, you’ll find two generously sized bedrooms, a full bath, and a welcoming gathering nook—ideal for guests or family. A spacious bonus room with skylights and its own staircase offers endless possibilities, including potential for an in-law suite with ample unfinished above-ground space great for Multi-Generational Living. Outside, enjoy your own backyard oasis featuring a stunning in-ground gunite pool and scenic views—perfect for entertaining or relaxing. Take in local fireworks right from your deck. Additional highlights include a brand-new roof and solar panels for added efficiency. Three Car Heated Garage. The list goes on with updates and features. Please see the marketing packet for full details. Conveniently located within 30 minutes of the coast, roughly an hour to Boston, and to the Lakes Region, this home is set in a well-established neighborhood within the sought-after Pinkerton Academy district. A rare opportunity offering space, flexibility, and lifestyle—this is a home you won’t want to miss. Showings Begin Saturday May 2, 2026 By Appointment Only!

149 Crawford Rd, Chester

53 Meadow Fox Ln, Chester
$920,000
3 Beds ⋅ 4 Baths ⋅ 5082534 MLS
OPEN HOUSE CANCELLED on 5/2 - UNIQUE California Ranch, ONE-LEVEL LIVING with IN-LAW/ADU - Set on 2+ PRIVATE acres in desirable Chester Hill Estates. Pinkerton Academy District. Elegant, covered entrance, once through the FOYER this home is filled with subtle custom details, gleaming HARDWOOD FLOORS, and abundant natural light throughout. 5 Bedroom Potential, the study with a closet easily serves as a bedroom. Designed for flexibility, the home features an approved IN-LAW/ADU in the lower level with SEPARATE ENTRANCE, perfect for multi-generational living. The open floor plan offers an oversized living room with a wood-burning fireplace and a SPACIOUS kitchen with an eat-at island, GRANITE counters, under cabinet lighting SUBWAY tile backsplash, work DESK area, plus a COVERED PORCH for seamless indoor-outdoor entertaining. The primary suite includes a jetted tub, double sinks, separate shower, large walk-in closet, and a private deck overlooking the IN-GROUND HEATED POOL (depth about 5 feet both ends) with PAVILLION. Need even more space? The finished lower level provides additional living area with the in-law/ADU set up with kitchen and bath or huge family room. Additional highlights include many HANDICAP-ACCESSIBLE FEATURES: Jack & Jill WET ROOM BATH, garage RAMP, hardscape WALKWAY to the pool, most doors 36 inch with lever handles and BARN DOORS for easy room transition. System: Forced hot water heat with 6 zones and advanced boiler controls, dual oil tanks, central A/C for summer comfort, and generator-ready wiring for peace of mind. Repaired/Replaced - 2017: Kitchen & Appliances, 2018: A/C, 2019: Hardwood refinish, 2022: Roof, Gutters, Pool Reline, 2023: Pavilion, fence, irrigation, Siding, 2024: Refrigerator, Tree pruning\New Grass. AGENTS & BUYERS to do their own Due Diligence to verify all listing information. Room sizes are for reference only; not guaranteed. 3 bedroom septic. Quick Close Possible. Some exterior photos AI enhanced.

53 Meadow Fox Ln, Chester

27 Haverhill Rd, Chester
$910,000
4 Beds ⋅ 3 Baths ⋅ 5099955 MLS
Rarely does a historic home of this caliber become available. Set in the heart of Chester's antique village center, surrounded by homes as storied as its own, this classic residence is an exquisite, well-kept treasure showcasing authentic period details and flawless updating throughout. Step inside to the gracious entry with an open stairway, setting the tone for a home where craftsmanship and character are on full display. Wide plank pine floors, original Indian shutters, gunstock corners, and period millwork carry that story through nearly every room. The formal dining room has its own fireplace and exposed beams overhead providing a warm, handsome space for entertaining. A nearby powder room adds flexibility, easily doubling as a first-floor bedroom if needed. The kitchen blends old and new with ease. Stainless appliances, a granite island, a sunny breakfast nook where the original colonial fireplace still anchors the room. Upstairs, the primary suite feels like its own retreat, with a comfortable sitting area and walk-in closet. Two more bedrooms, each with a fireplace, a recently updated main bath, laundry, and a 4th room, currently used as a walk-in closet, round out the second floor. An expansive bonus space above the three-car garage offers additional living area, perfect for movie nights, watching the big game, or a fabulous guest suite. Located just steps from the bonus room, a den and 3/4 bath create a seamless layout offering potential for a private accessory apartment. Tucked into conservation land on three sides, the grounds offer a rare, enveloping privacy, gardens to enjoy and an inviting inground heated pool for the warmer months. 27 Haverhill Rd has stood for over two hundred years, lovingly maintained and thoughtfully updated without losing what makes it special. Now, it's ready for its next chapter, all it is missing is you! Showings begin Friday, July 17th at noon. Open Houses Friday 7/17 5-7pm and Saturday 7/18 12-2pm. Video Tour below

27 Haverhill Rd, Chester

322 Meadow Fox Ln, Chester
$910,000
4 Beds ⋅ 3 Baths ⋅ 5084336 MLS
Offer deadline Monday 4/27/26 @ 12pm. Please allow 24 hours for decision. This is more than a home - it’s a lifestyle property offering privacy, space, and the opportunity to enjoy every season New England has to offer. Set on over 9 private acres in one of Chester’s most desirable neighborhoods within the Pinkerton Academy district, this meticulously maintained 4-bedroom Colonial offers the perfect balance of space, comfort, and lifestyle. From the moment you arrive, the setting invites you to slow down and take it all in lush surroundings, scenic trails, and a backyard designed for both relaxation and unforgettable gatherings. The heated saltwater in-ground pool, expansive patio, and partially covered deck create a true outdoor retreat, ideal for summer entertaining or quiet evenings overlooking the peaceful landscape. Inside, a welcoming foyer opens to a thoughtfully designed main level featuring hardwood floors and fresh updates throughout. The kitchen is the heart of the home, complete with stainless steel appliances and a custom peninsula for casual dining, flowing seamlessly into a formal dining room and an impressive great room with vaulted ceilings, a wood-burning fireplace, and custom built-ins. A second living area or home office adds flexibility, along with a convenient half bath and laundry. Upstairs, the spacious primary suite offers a private retreat with vaulted ceilings, a walk-in closet, and an ensuite bath with a double vanity and whirlpool tub. Three additional generously sized bedrooms and a full bath complete the second floor. The finished lower level expands your living space with a warm, inviting feel, featuring a gas fireplace, home theater setup, built-in bar, and direct walkout access to the backyard and pool area. Additional highlights include a walk-up attic for future expansion, a water softener system, new mini-splits, updated electrical, smart home features, and abundant storage. Two-car garage under and a detached two-car garage.

322 Meadow Fox Ln, Chester

14 Stacey Ln Unit 2, Chester
$870,000
3 Beds ⋅ 3 Baths ⋅ 5084563 MLS
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 !

14 Stacey Ln Unit 2, Chester

58 Orcutt Dr, Chester
$825,000
4 Beds ⋅ 3 Baths ⋅ 5078028 MLS
Welcome to this stately Colonial set on 2 private acres, offering the perfect blend of timeless elegance and modern updates. With 4 spacious bedrooms and 2.5 bathrooms, this home provides room to grow, gather, and entertain in style. Step inside to find a recently updated kitchen featuring beautiful quartz countertops, abundant cabinetry, and a seamless flow into the eat-in area and expansive great room. The open-concept design creates the ideal space for everyday living and hosting, highlighted by vaulted ceilings and a cozy fireplace. A second fireplace—wood-burning—adds warmth and ambiance to additional living space, perfect for relaxing evenings at home. For more formal occasions, enjoy the classic formal dining room, ideal for holidays and special gatherings. Updated bathrooms throughout the home add a fresh, modern feel. Upstairs, retreat to the impressive primary suite, complete with a walk-in closet and en-suite bath featuring a jetted tub—your own private spa experience. Outside, a large deck overlooks the serene, wooded backyard, offering privacy and a peaceful setting for entertaining or quiet mornings with coffee. The 2-acre lot provides space, beauty, a Reeds Ferry shed for storage, and endless possibilities. A roof just 4 years old offers added peace of mind. This exceptional property combines classic Colonial charm with today’s most desirable features—privacy, space, and thoughtful updates—all in one remarkable home located in one of Chester's most desirable neighborhoods.

58 Orcutt Dr, Chester

12 Robin Way Unit 5, Chester
$815,000
4 Beds ⋅ 3 Baths ⋅ 5075427 MLS
2026 means a brand-new home! Welcome to the Condor Farmhouse at Pipit Estates. This popular house style offers a wonderfully welcoming and functional floor plan with room for everyone. The Eat-in Kitchen is perfect with granite counters, stainless steel appliances, and a large pantry. An extra "Flex Room" can be utilized as a formal Dining Room, Playroom, or perhaps an Office. The Mudroom with an entrance from the garage will be a handy space for all. 3 spacious Bedrooms, a Primary Bedroom with attached Bathroom, and a large Laundry Room complete the second floor. The full basement is a walk-out with slider and daylight windows, perfect to finish in the future for additional living space. Pet friendly community and no age restrictions. Beautiful country setting with over 16 acres of open space. Take advantage of all the charming town of Chester has to offer including a top-rated school system! There are additional floor plans to choose from including Ranch homes for single floor living.

12 Robin Way Unit 5, Chester

43 Emerson Rd, Chester
$800,000
4 Beds ⋅ 3 Baths ⋅ 5097911 MLS
Looking for a 4-bed colonial in Chester with space, privacy, and an ideal layout for entertaining? Welcome to 43 Emerson Road Where timeless Colonial charm meets comfortable everyday living. This well-maintained home set on two private acres is in a desirable cul-de-sac neighborhood. Enjoy spacious living areas, inviting outdoor spaces. Nestled on 2 private acres in a peaceful cul-de-sac neighborhood, this 4-bedroom, 3-bathroom Colonial offers the perfect balance of privacy, community, and convenience. The open and inviting first floor is designed for both daily living and entertaining, featuring a spacious kitchen, formal dining room, and an expansive family room with a soaring vaulted ceiling and cozy gas fireplace. New carpeting adds a fresh touch, making this home move-in ready. Step outside to your own backyard retreat featuring a multi-tiered deck, sparkling pool, and a private outdoor oasis designed for summer gatherings, barbecues, and relaxing evenings with family and friends. The generous two-acre lot provides room to play, garden, or simply enjoy the peaceful natural surroundings. Not far from shopping, dining, recreation, and major commuter routes while still offering the charm and tranquility that make Chester one of southern New Hampshire's desirable communities. Served by the highly regarded Pinkerton Academy school district. Whether you're hosting memorable celebrations or enjoying quiet evenings at home, this property delivers the lifestyle you've been searching for. Come experience everything 43 Emerson Road has to offer and discover why so many are proud to call Chester home. Schedule your private showing today. Showings begin Monday July 6, 2026

43 Emerson Rd, Chester

116 Fiddlehead Ln, Chester
$795,000
4 Beds ⋅ 3 Baths ⋅ 5086303 MLS
Nestled in one of Chester’s most sought-after subdivisions, this 4-bedroom, 3-bath Colonial sits on over 3 private acres, offering both privacy and a welcoming neighborhood setting. Enter through the front foyer into the open-concept kitchen and dining area, now featuring an updated kitchen with newer appliances, an induction stove, and plenty of storage. Enjoy casual meals in the eat-in area or entertain in the formal dining room. The great room showcases tray ceilings and a cozy gas fireplace, creating the perfect space to gather. This level also includes a first-floor office with its own fireplace and granite hearth, along with a convenient half bath and laundry. Upstairs, the spacious primary suite offers a walk-in closet and private bath with a jetted tub and separate shower. Three additional bedrooms and a full bath complete the second floor. Other highlights include hardwood flooring throughout, central air, a whole-house generator, irrigation system, large deck, fully fenced back-yard, fiber optic internet, and an electric vehicle charger. The furnace and roof are newer, and the interior has been freshly painted, making this home truly move-in ready.

116 Fiddlehead Ln, Chester

240 Sandown Rd, Chester
$775,000
3 Beds ⋅ 2 Baths ⋅ 5092423 MLS
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.

240 Sandown Rd, Chester

71 Deerwood Holw, Chester
$765,000
4 Beds ⋅ 4 Baths ⋅ 5079925 MLS
Tucked at the end of a quiet cul-de-sac, and one of just two homes in the enclave, this beautifully updated 4-bedroom, 4-bath home offers a rare combination of privacy, space, and flexibility—set on over 2 acres. Extensively improved by the current owners, this home delivers true peace of mind with major recent upgrades including a new roof, new garage doors, updated lighting, new flooring, fresh interior paint, and a new water filtration system—allowing you to move in and enjoy from day one. The layout is thoughtfully designed for today’s lifestyle. A first-floor bedroom offers ideal flexibility for guests, multi-generational living, or a dedicated home office. The main living area is anchored by a wood-burning fireplace, adding warmth and character to the space. The primary suite features its own private bath with radiant heated flooring, creating a comfortable retreat at the end of the day. A standout feature is the expansive bonus space with a ¾ bath, offering excellent potential for an in-law setup, extended living space, or future ADU possibilities (buyer to perform due diligence). Looking for even more room to grow? The walk-up third-floor attic presents a rare opportunity to easily expand—perfect for a home gym, media room, or additional living space. Outside, enjoy the serenity of your private 2+ acre setting, ideal for entertaining or relaxing—complete with a pool table that stays, making this home as fun as it is functional. With significant upgrades already completed, a flexible floor plan, and room to expand, this home offers both immediate comfort and long-term value. Exterior photo digitally enhanced in hopes of Spring!

71 Deerwood Holw, Chester

173 Jenkins Farm Rd, Chester
$760,000
3 Beds ⋅ 3 Baths ⋅ 5079403 MLS
Welcome home to this beautifully maintained Colonial in the highly desirable Jenkins Farm neighborhood of Chester, NH. Lovingly cared for and very lightly lived in, this home shines with pride of ownership and offers the perfect blend of comfort, space, and charm. Step inside to a bright, open-concept first floor designed for easy everyday living and effortless entertaining. The spacious sunken great room is the heart of the home, featuring a cozy fireplace and walls of windows that fill the space with natural light. Just off the great room, a welcoming dining nook creates the perfect spot for morning coffee or casual family meals. The thoughtfully designed first floor also includes a convenient laundry area, a stylish powder room, and seamless flow throughout the living spaces. Stay comfortable year-round with central air conditioning.Upstairs, you’ll find three generously sized bedrooms including a relaxing primary suite, along with two full bathrooms to accommodate family and guests with ease. Need more space? The finished walk-out basement offers fantastic bonus living space, ideal for a family room, home office, playroom, or gym. Outside, enjoy the beautiful lot and peaceful setting from your private back deck, perfect for summer grilling or quiet evenings overlooking the yard. The two-car garage provides convenience and additional storage. Located in a lovely neighborhood known for its charm and community feel, this home offers the tranquility of Chester while remaining close to commuting routes, shopping, and local amenities. Sweet, welcoming, and move-in ready, this is the kind of home that just feels right the moment you walk in. Come see why life in Jenkins Farm is so special. Your next chapter starts here. Showings start at the OPEN HOUSE 3-21 and 3-22 from 1-3pm!

173 Jenkins Farm Rd, Chester

303 Derry Rd, Chester
$750,000
4 Beds ⋅ 3 Baths ⋅ 5084809 MLS
Welcome home to this beautifully crafted Colonial, built in 2023 and thoughtfully designed for today’s lifestyle. Set on a picturesque 2.28-acre lot, this inviting "like-new construction" property offers the perfect balance of comfort, style, and space to grow. Inside, you’ll find 4 spacious bedrooms, 3 full baths, and a bright, sun-filled layout that feels warm and welcoming from the moment you enter. The heart of the home is ideal for gathering, whether hosting holidays, enjoying cozy nights in with your gas fireplace, or simply making everyday memories. The kitchen is a chef’s dream with stainless steel appliances, a large center island, and a gorgeous backsplash, leading right into your dining area. Right off the eat-in kitchen, head outside to enjoy the deck overlooking the fully fenced yard and beautiful stone patio, perfect for summer barbecues, morning coffee, pets, or play. All 4 sun-drenched bedrooms provide plenty of closet space, the primary with an en-suite and vaulted ceilings. With second floor laundry, central AC, an attached 2-car garage, details all around the home like board and batten, plus a serene setting that still offers convenient access to nearby amenities and commuter routes, this move-in ready home is where modern living meets timeless charm. Make this ONE yours today!

303 Derry Rd, Chester

34 Edwards Mill Rd, Chester
$749,000
4 Beds ⋅ 2 Baths ⋅ 5101760 MLS
Discover the perfect blend of rustic elegance and modern versatility at 34 Edwards Mill Road. Set on 3.89 expansive acres in the scenic countryside of Chester, NH, this stunning log home offers a serene lifestyle for any stage of life. Are you looking for a natural playground where you can explore the woods and the soothing waters of Towle Brook, or wanting a peaceful New Hampshire retreat with single-level living potential, this property delivers. The spacious interior has been thoughtfully maintained with fresh paint, featuring 9 spacious rooms including 4 bedrooms and 2 full bathrooms. The home’s flexible layout includes a first floor primary bedroom suite that opens directly into a gorgeous huge sunroom. For those prioritizing convenience, the first-floor separate laundry room facilitates true single-level living options. Recent updates ensure peace of mind, including log maintenance, new gutters, and freshly seal-coated driveway. Outdoor enthusiasts and hobbyists will fall in love with the substantial detached 3-car garage which features a brand-new roof, a convenient drive-through bay with heat and water access. Above, an enormous unfinished space presents incredible potential for a studio, storage, or an accessory dwelling unit (ADU), subject to approvals. Outside, the enormous 50 ft. deck provides the ultimate spot for hosting gatherings or simply relaxing to the sounds of the brook winding through your private acreage. Experience total privacy without sacrificing accessibility; this retreat is located just 25 minutes from the Massachusetts border and approximately one hour from the heart of Boston. This home has been lovingly cared for and is ready for its next chapter. Schedule your private tour today to experience the charm & serenity of this stunning Chester retreat. You won't want to leave. Open House Saturday, August 22 10:00am-12:00pm.

34 Edwards Mill Rd, Chester

5 Whitetail Ln, Chester
$740,000
4 Beds ⋅ 3 Baths ⋅ 5086930 MLS
Tucked away on a private, 2.13 acre wooded lot, this meticulously maintained Colonial is located in a highly sought-after Chester, NH neighborhood within the Pinkerton Academy district. Featuring 4 spacious bedrooms and 3 bathrooms, this home is thoughtfully designed for both everyday living and entertaining. The main level includes a convenient half bath with first-floor laundry, a bright eat-in kitchen outfitted with stainless steel appliances and granite countertops, and a formal dining room ideal for hosting gatherings. A cozy wood-burning fireplace anchors the living space, creating a warm and inviting atmosphere. Upstairs, the second floor hosts three bedrooms, including a primary bedroom with its own bathroom. The third floor offers a versatile fourth bedroom perfect for guests, a home office, or bonus space. Car enthusiasts and hobbyists will appreciate the oversized 3-car garage, designed to accommodate an auto lift if desired. The backyard is complete with a deck and pool featuring a brand-new liner perfect for summer relaxation and entertaining. This home offers a peaceful setting while still providing all the modern amenities you need.

5 Whitetail Ln, Chester

955 Smokeshire Rd, Chester
$730,000
3 Beds ⋅ 2 Baths ⋅ 5097722 MLS
Tucked away on a quiet country road in one of Chester’s most coveted areas, this striking contemporary home offers the ultimate Vermont lifestyle, just miles from the Okemo Mountain base lodge. Embraced by nature and thoughtful landscape, the property seamlessly connects refined indoor living with the natural beauty of its private riverfront, complete with your own summer swimming hole. Inside, the main level centers around a commanding, floor-to-ceiling fieldstone wood-burning fireplace, beautifully complemented by rich hardwood floors and a bespoke custom kitchen. Designed for privacy, the primary suite features a spa-like ensuite bath, while two additional guest bedrooms and a 3/4 bath provide plenty of space for family or weekend visitors. Intelligently designed for flexible living, the upper-level loft serves as an inspiring home office or studio, while the bright, walk-out lower level offers incredible potential for a game room, home gym, or ski lounge. Transition effortlessly outdoors to the oversized front deck for morning coffee, or unwind in the expansive screened porch out back listening to the sound of the river. The detached, insulated, oversized, 2-bay, 2-level barn has full electrical service, electric garage doors, and a workshop with extra storage space. There is a greenhouse perfect for gardening. With direct access to nearby VAST trails for winter recreation, this is a true four-season retreat. Visit the Okemo real estate today. Taxes are based on the current town assessment.

955 Smokeshire Rd, Chester

596 Haverhill Rd, Chester
$715,000
3 Beds ⋅ 3 Baths ⋅ 5082886 MLS
**BACK ON THE MARKET - NO FAULT OF THE HOME** Introducing Chester's newest opportunity! Welcome to this beautifully maintained 3-bedroom, 2.5-bath Colonial, built in 2016 and thoughtfully designed for both comfort and style. The spacious, open-concept kitchen features granite countertops, tile backsplash, stainless steel appliances, abundant cabinetry, and generous room for cooking and entertaining. Hardwood floors and tile run throughout the majority of the first level and continue up the staircase and to the 2nd floor foyer, adding warmth and elegance.The main floor offers a versatile layout with a bright living room, formal dining room, inviting and sun drenched 3-season room with vinyl flooring, and a convenient separate laundry room. Two pantry/storage closets provide exceptional organization and functionality. Upstairs, the primary suite is a true retreat with two closets, one exceptionally large walk-in, and a beautifully updated bathroom complete with tile and a glass-enclosed shower. Two additional generously sized bedrooms complete the second floor. Additional highlights include a two-car garage and an unfinished basement, offering excellent potential for future living space and added equity. Set on a large, private lot, the outdoor space is perfect for relaxing or entertaining, featuring a huge two-story deck that connects to an newer 15x30 above-ground pool, along with a newer shed and plenty of room to play. Central air conditioning ensures year-round comfort. Lovingly cared for by the original owners, this home is truly move-in ready and offers space, quality, and value throughout.

596 Haverhill Rd, Chester

27 Red Squirrel Ln, Chester
$705,000
4 Beds ⋅ 4 Baths ⋅ 5081184 MLS
This is not the typical Colonial. it is unique with the use of crown molding and board and batten wall trim. The hardwood flooring is rattan maple. Walk into the home between the living room and dining area into the kitchen with stainless appliances and granite countertops. A half bath with laundry is located to the right and to the left is an open space for either a breakfast or small sitting area. Beyond is a sunroom with a pellet stove to use as you please! The second floor has a full bath, 2 bedrooms, and the primary ensuite bedroom. Finally, the 3rd floor has one large bedroom and another full bath. The two- car garage is spacious. This home has plenty of storage. In the winter, no worries with a stand-by generator! In the nice weather enjoy the backyard oasis! There is an inground pool with a pool house that has electric. For further enjoyment, and ease of entertaining, there is an outdoor kitchen which includes a pizza oven and custom bar. If a home is wanted that has character and that wow factor, this is it!

27 Red Squirrel Ln, Chester

8 Robin Way Unit 7, Chester
$665,010
3 Beds ⋅ 3 Baths ⋅ 5031225 MLS
Welcome to this charming Cape-style home, where modern convenience meets classic appeal. Step inside and be greeted by an inviting open-concept layout that seamlessly blends the cozy atmosphere of a traditional Cape with the spaciousness of contemporary design. On the main floor, you’ll find a well-sized primary bedroom that offers comfort and privacy, complete with a large walk-in closet and easy access to the full bathroom, designed with modern fixtures and finishes. Upstairs, two additional bedrooms and a large full bath provide flexible living options, whether for family or a home office. Each room is bright and airy, featuring plenty of closet space and wonderful Cape-style character. The lower level features a large walk-out that could be finished for future additional living space, if desired. Located in Pipit Estates a new cul-de-sac of New England style detached condominiums. No age restrictions here and pet friendly! Take advantage of all the charming town of Chester has to offer including their top-rated school system.

8 Robin Way Unit 7, Chester

54 Towle Rd, Chester
$657,500
3 Beds ⋅ 2 Baths ⋅ 5088749 MLS
Welcome to this charming and uniquely crafted home nestled in the highly desirable town of Chester. Set on 3 peaceful acres, this property offers a perfect blend of country living and modern updates. Step inside through a spacious mudroom, ideal for storing jackets, shoes, and everyday essentials. The home features freshly refinished wood floors, new stainless steel appliances, and updates throughout, including new roofing on portions of the home. The layout includes 3 bedrooms and 2 bathrooms, highlighted by a large primary bedroom that provides a comfortable retreat. Enjoy multiple gathering spaces with three fireplaces located in the basement, living room, and kitchen—adding warmth and character to the home. A standout feature is the expansive sunroom, beautifully constructed with wooden dowels. This bright, inviting space is perfect for plants and offers a serene setting to relax while taking in the gorgeous views of the backyard. Outside, the property includes a 2 car garage and an additional barn, ideal for extra storage, a workshop, or small animals. With a dedicated dining area and a peaceful country setting, this home offers both functionality and charm. Open house Saturday May 16th and Sunday May 17th 11am-1pm.

54 Towle Rd, Chester

47 Edwards Mill Rd, Chester
$625,000
3 Beds ⋅ 2 Baths ⋅ 5085711 MLS
This exclusive yet accessible home will not last long! Enjoy entertaining in the 22x18 open concept family room with a pellet stove. The large living space with a custom built in bar leads out to the screened porch overlooking the large, but easily maintained, fenced in backyard. Enjoy cooking in the open kitchen with center island, granite counters, stone backsplash, and stainless steel appliances including a gas range. Formal dining room with hardwood floors. The front to back living room with a pellet stove is sure to keep you cozy on cool winter nights. Large Master Bedroom with his/her closets including a walk-in. 2 car garage for additional space. This amazing location is only 30 minutes to Portsmouth and under an hour from Boston! Showings begin at open houses on Saturday, May 2 from 12-1:30 and Sunday 11-12:30.

47 Edwards Mill Rd, Chester

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