Hillsborough Homes with Separate Dining Room Interior Features

Welcome to Hillsborough, New Hampshire – a charming town nestled in the heart of Hillsborough County, where the beauty of nature meets a close-knit community spirit. With its picturesque landscapes, vibrant local culture, and rich history, Hillsborough offers a delightful setting for families and individuals alike. Whether you’re drawn in by the serene lakes, scenic hiking trails, or the welcoming atmosphere, this town has something for everyone.

One of the standout features of homes in Hillsborough is the separate dining room, a hallmark of classic New England architecture. These thoughtfully designed spaces provide the perfect backdrop for family gatherings, holiday celebrations, or intimate dinners with friends. Imagine the joy of hosting a warm, candlelit dinner in a beautifully appointed dining room, where laughter and conversation flow as freely as the delicious food.

Homes with separate dining rooms in Hillsborough often boast charming details such as wainscoting, crown molding, and ample natural light, creating an inviting ambiance that enhances any meal. Whether you prefer a cozy farmhouse aesthetic or a more modern touch, these dining spaces can be tailored to reflect your personal style.

In addition to the homes themselves, Hillsborough’s close proximity to outdoor activities and community events makes it an ideal place to settle down. From summer fairs to winter festivals, there’s always something happening in this vibrant town. Discover the joys of living in Hillsborough, where your dream home awaits, complete with the perfect dining room for all your entertaining needs!

Newest Hillsborough Homes with Separate Dining Room Interior Features

$375,000

2 Beds ⋅ 2 Baths ⋅ 5101634 MLS

Located in the desirable Colonial Heights neighborhood, this charming 2-bedroom, 2-bath Cape offers a warm and inviting layout, comfortable living spaces, and plenty of room to relax or entertain. Enjoy a bright, open yard framed by mature trees that provide a peaceful neighborhood setting. The side deck is the perfect spot for morning coffee, summer cookouts, or simply unwinding at the end of the day. Just minutes from downtown Hillsborough, schools, shopping, dining, and Route 202, this well-maintained Cape blends the tranquility of neighborhood living with everyday convenience.

170 Jefferson Dr, Hillsborough

$385,000

3 Beds ⋅ 2 Baths ⋅ 5100882 MLS

Tucked back from the road on a generous ±0.86-acre lot in Emerald Lake Village District, this 3-bedroom, 2-bath raised ranch offers privacy, comfort, and a peaceful wooded setting. Meetinghouse Beach is just a short walk away, making it easy to enjoy time by the water, and with one of the larger lots in the community, there’s plenty of room to relax outdoors. Inside, the main level features cathedral ceilings, hardwood & tile flooring, an open-concept living area, & sliding doors leading to a spacious front deck that spans the width of the home. It's the perfect spot for morning coffee, grilling, or stargazing. Two bedrooms and a 3/4 bath complete the main level, while the lower level offers a third bedroom, office/bonus room, full bath w/ laundry, & direct access to the attached one-car garage. Recent improvements include a 1-year-old roof, 3-year-old water heater, & a septic pump replacement in 2024 (3-bedroom septic installed by prior owner in 2017). A few cosmetic updates offer the chance to add your personal touches, while so many of the home’s major improvements have already been completed! Emerald Lake residents enjoy access to four community beaches, a boat launch, playground, & year-round recreation. Gould Pond (Emerald Lake) is stocked for fishing and is also ideal for swimming, kayaking, canoeing, & paddleboarding, w/ limited motorized boat traffic. Fox State Forest trails, golf, skiing, hiking, & countless other adventures are nearby, while shopping, restaurants, & everyday conveniences are just minutes away. Convenient to Concord, Keene, Manchester & beyond, this is an affordable opportunity to enjoy New Hampshire’s four-season lifestyle as a year-round residence, vacation getaway, or investment property. Offering space to spread out, access to Emerald Lake’s amenities, and the opportunity to make it your own, this property is well worth a visit. Showings begin at the Open House Friday, July 24, 4:30-6PM, w/ another on Saturday, July 25, from 10AM-12PM.

6 Winter Rd, Hillsborough

$395,000

3 Beds ⋅ 1 Baths ⋅ 5096599 MLS

Proudly maintained by the same family for nearly 50 years and offering the convenience of single-level living, this 3-bedroom ranch is set on a beautifully landscaped 1.3-acre lot in an established Hillsborough neighborhood. Whether you’re looking to downsize, simplify, or enjoy the ease of a ranch-style floor plan, this home offers a functional layout, mature landscaping with lovely perennial gardens, a spacious backyard, and a location just minutes from shopping, dining, recreation, and commuter routes. Inside, you’ll find a generously sized living room with a propane fireplace, dining area with sliding doors to the backyard, and direct access from the attached one-car garage into the kitchen. The garage also provides additional space for a workshop, hobby area, or extra storage. Three comfortable bedrooms and a full bath complete the main level. Hardwood flooring is exposed in the bedrooms and is believed to continue beneath the carpeting in the other living areas, offering a wonderful opportunity for buyers looking to personalize the home’s interior. Major updates include a roof and heating system that are both approximately nine years old, offering added peace of mind for the next owner. Additional features include public water and sewer, a paved driveway, storage shed with attached lean-to, a full basement with abundant storage, and laundry hookups on both the main level and in the basement to suit varying needs. Enjoy nearby access to Fox State Forest, Beard Brook, Franklin Pierce Lake, Angus Lea Golf Course, and countless opportunities for outdoor recreation. Conveniently located for commuting to Concord, Keene, Manchester, and beyond, this home invites you to move right in and add your own personal style over time. This lovingly maintained home is ready for its next chapter. Get ready for easy living!

34 Harvey Way, Hillsborough

$309,900

2 Beds ⋅ 1 Baths ⋅ 5096485 MLS

Welcome to 19 Boulder Pass in Emerald Lake Village District! Set on two adjoining parcels totaling nearly half an acre, this charming year-round home offers the chance to enjoy the outdoors in a wonderful lake community. Whether searching for a full-time residence, a weekend escape, or an investment opportunity, you’ll appreciate the relaxed lifestyle found here. Residents have access to 4 community beaches, a playground, & boat launch. Gould Pond (a.k.a. Emerald Lake) is ideal for fishing, swimming, kayaking, canoeing, & paddleboarding. Stocked by the state and featuring limited motorized boat traffic, it offers a peaceful setting to enjoy nature and the water. Lovingly owned and enjoyed by just one family for generations, primarily as a vacation retreat, the home is ready to welcome its next owners and the memories they'll create here. Complete w/ a cozy woodstove, the sunroom (current living room) is the perfect place to relax with a morning coffee or unwind after a day at the lake. The main level features a bedroom and full bath (possible single-level living), while the second floor has an additional bedroom & bonus space that could serve as a home office, guest area, or hobby room. Clean, usable basement space is great for storage or recreational gear. Outside, enjoy the spacious deck for grilling, entertaining, or simply relaxing outdoors. The inclusion of a separate abutting lot creates added privacy and outdoor space, while two outbuildings provide more storage options. Fox State Forest trails, skiing, golfing, and countless other outdoor recreation opportunities are all nearby, while shopping, restaurants, and everyday conveniences are just minutes away. Conveniently located for commuting to Concord, Keene, Manchester, & beyond, this is an affordable opportunity to enjoy New Hampshire’s four-season lifestyle. Two separate tax parcels are included in the sale. Schedule a viewing or visit one of the Open Houses on Fri 6/26, 4:30pm-6pm or Sat 6/27 11am-1pm.

19 Boulder Pass, Hillsborough

$2,095,000

5 Beds ⋅ 7 Baths ⋅ 5096444 MLS

Perched atop a scenic hill and surrounded by 67± private acres, this extraordinary estate offers panoramic mountain views, unparalleled privacy, and spectacular sunsets overlooking Mt. Monadnock and Pat's Peak. Designed with exceptional craftsmanship and attention to detail, the main residence features soaring 10-foot ceilings, rich hardwood flooring, elegant crown molding, shadow box trim, and refined architectural details throughout. A dramatic two-story foyer welcomes you with a stunning backlit dome ceiling and leads to a handsome executive office complete with French doors and custom built-ins. The heart of the home is the magnificent great room, showcasing a floor-to-ceiling fieldstone fireplace and an expansive wall of glass framing breathtaking mountain vistas. Seamlessly connected, the gourmet chef's kitchen is designed for entertaining and everyday luxury, featuring premium stainless steel appliances including a Thermador Pro Range, oversized center island, granite countertops, coffee bar, and abundant custom cabinetry. The adjoining dining area captures the surrounding views, creating a truly memorable setting for gatherings.The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring a jetted soaking tub, multi-jet steam shower, and heated tile flooring. Upstairs, a loft and balcony overlook the great room while continuing to showcase the home's remarkable views. The luxurious second-floor suite offers a gas fireplace, walk-in closet, oversized jetted tub, heated tile floors, and a beautifully appointed bath. Two additional bedrooms, a full bath, and a dedicated laundry room complete the second level.An attached in-law or au pair suite provides exceptional flexibility with a kitchenette, private living space, and ¾ bath. Additional amenities include an indoor exercise current pool, heated four-car attached garage, circular driveway, and a charming guest house with its own attached garage.

129 North Rd, Hillsborough

$309,900

3 Beds ⋅ 1 Baths ⋅ 5091093 MLS

Sunday Open House is canceled as property is under contract. Quick close, new price and new opportunity to make this home your own after buyer lost his job. Charming Hillsborough New Englander exudes pride of ownership and is ready for its next chapter. The flexible floor plan includes 2 bedrooms plus a bonus pass-through room with closet that current owners uses as an office (town classifies property as 3 bedroom). Inside, this home offers an updated full bath, bright eat-in kitchen with updated appliances and ample workspace and spacious front-to-back living room with hardwood floors and views of the Contoocook River. Enclosed front porch extends the living space and is the perfect spot to sip your morning coffee or unwind at the end of the day. Outside, the property offers a landscaped 0.10 acre yard with mature perennials and deck ready to accommodate all of your summer grilling and entertaining plans. Improvements include new roof (2023), updated kitchen cabinetry and appliances, electric panel and more. Seller is offering $2500 seller concession for new buyer to replace 2nd floor carpet so there will be nothing to do but move in. Property is conveniently located within walking distance to downtown and town fields. Don't miss the opportunity to make this affordable, turnkey property your new home!

20 Prospect St, Hillsborough

$499,900

3 Beds ⋅ 2 Baths ⋅ 5089395 MLS

Year-round waterfront home on Emerald Lake with a private dock. This three-bedroom property offers beautiful water views from every level. Enjoy the large deck and patio area, perfect for relaxing or entertaining. Updated kitchen with granite countertops, wood paneling, and wood floors, plus convenient first-floor laundry. The flexible lower level is currently used as a large family hangout space and offers great possibilities for additional living space, a recreation area, guest accommodations, or a home office. Ideal as a full-time residence or vacation getaway, with excellent Airbnb potential. Easy to show! One-car garage and additional storage space.

27 Hummingbird Ln, Hillsborough

$350,000

2 Beds ⋅ 1 Baths ⋅ 5088328 MLS

Built in 2019, this 2 bedroom, 1 bath ranch offers easy single-level living with an open-concept kitchen, dining, and living area featuring vaulted ceilings and a cozy woodstove. Convenience abounds with first-floor laundry and a full basement with 8’ ceilings ideal for storage, a workshop, or future expansion. Out front, a massive enclosed porch with cathedral ceilings and a full outdoor kitchen creates the ultimate space for entertaining in every season. The property also includes a detached 2 car garage and providing privacy and plenty of room to enjoy the outdoors. Located in the sought after Emerald Lake community, you’ll be just a short walk to the community beach. Plus, you’re minutes from Pats Peak skiing and Fox Forest hiking trails, the perfect blend of relaxation and adventure.

50 Pine Glen Rd, Hillsborough

$550,000

2 Beds ⋅ 2 Baths ⋅ 5088120 MLS

Welcome to 43 Moccasin Trail in Hillsborough, NH, a rare waterfront opportunity on beautiful Gould Pond offering the perfect blend of lifestyle, comfort, and year-round recreation. Set in a peaceful setting with stunning water views, this property invites you to enjoy everything lake living has to offer, from kayaking and fishing to quiet mornings overlooking the water. Inside, you’ll find a warm and inviting home filled with natural light and designed to maximize the surrounding scenery. Whether you're looking for a full-time residence, vacation getaway, or investment property, this home offers versatility and charm in equal measure. Step outside and take in the true highlight of the property, direct access to Gould Pond and the kind of setting that’s increasingly hard to find in today’s market. Enjoy your coffee overlooking the water, host summer gatherings, or simply unwind in your own private retreat. BONUS: This property comes with TWO additional lots providing more space to enjoy. Lots are NOT buildable. Total acreage with all three lots is 1.01 acres! Conveniently located with easy access to nearby amenities and commuter routes, 43 Moccasin Trail delivers the ideal balance of relaxation and accessibility. Waterfront living in New Hampshire is always in demand and this is your chance to make it yours.

43 Moccasin Trl, Hillsborough

$1,500,000

6 Beds ⋅ 8 Baths ⋅ 5082711 MLS

Stonewall Farm presents a rare opportunity to acquire a historic 1785 Federal-style farmhouse operating as a bed and breakfast and event venue on 5.6± acres along scenic Windsor Road in Hillsborough. The property offers 5 guest bedrooms and 6 bathrooms, all rentable, along with separate owner’s quarters. Spacious common areas and a country kitchen create a warm and inviting setting for overnight stays, retreats, and small events. A 1,664± SF barn in excellent condition accommodates up to 100 guests indoors, with capacity for up to 200 guests when tented. The barn is equipped with central air conditioning and heat, and includes a 3/4 bathroom and kitchen, making it well suited for catered events. The property is complemented by expansive grounds, mature gardens, fruit trees, and multiple outdoor areas, creating an ideal setting for weddings, private events, and retreats. Existing business infrastructure is in place with permits secured, and the sale includes the transfer of the business name, goodwill, and the majority of furnishings, allowing for a seamless transition. The property has been featured on NH Chronicle and in Yankee Magazine, contributing to its established presence and recognition. The current owners have operated in a retirement capacity in recent years, presenting a strong opportunity to scale revenue through increased marketing and operational focus. Conveniently located near Route 9 and U.S. Route 202, offering accessibility while maintaining a private, picturesque country setting with nearby trail access and year-round recreational appeal. Convenient access to multiple ski areas including Crotched Mountain and Pat’s Peak within 30 minutes, and Mount Sunapee within 45 minutes, supporting year-round tourism and guest demand.

235 Windsor Rd, Hillsborough

$371,000

3 Beds ⋅ 2 Baths ⋅ 5081142 MLS

Welcome to a new neighborhood in downtown Hillsboro. about 30 minutes from Keene or Concord and 50 minutes from the Manchester-Boston Airport. The to-be-built 3BR/2BA two story home will have a paved road and driveway, You can choose your colors and flooring. Close to schools, shopping and recreation. Broker interest.

5 Cardinal Dr, Hillsborough

$639,900

3 Beds ⋅ 3 Baths ⋅ 5076504 MLS

Welcome to Lot 1 on Stowe Mountain Road in Hillsborough, NH. Ready for occupancy Mid August!!! Offering the perfect blend of modern design, peaceful living and located just minutes from scenic trails, local eateries, and community amenities, this property offers quiet rural surroundings with convenient regional access. Enjoy outdoor recreation, country views, and the charm of small-town New Hampshire, while remaining close to nearby towns and services. Designed with today’s lifestyle in mind, the home features an open-concept first floor with a bright, welcoming layout ideal for everyday living and entertaining. The kitchen serves as the heart of the home, complete with quartz countertops, a classic subway tile backsplash, stainless steel appliances, and a propane range. A spacious island anchors the space and flows seamlessly into the dining and living areas, creating a comfortable and connected atmosphere. A charming front farmer’s porch and inviting entryway enhance the home’s curb appeal while creating a warm first impression. This covered porch is perfect for morning coffee, relaxing evenings, or greeting guests. It adds classic New England character and provides sheltered outdoor space you can enjoy through much of the year. Sliding doors open to a rear deck, extending the living space outdoors, ideal for grilling or enjoying warm summer nights. The first floor also includes a convenient half bath and laundry area. Upstairs, the layout includes three bedrooms and two full bathrooms. The primary suite features a step-in shower and two walk-in closets, offering flexible space for storage, a dressing area, nursery, or home office. Two additional bedrooms share a full bath and provide versatility for guests or work-from-home needs. Additional features include central air conditioning, an attached two-car garage, and a paved driveway. Photos are facsimile and intended to depict similar finishes, layout, and quality.

Lot 1 Stowe Mountain, Hillsborough

Start Your Search

board logo Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated .