Sullivan Real Estate

Welcome to Sullivan, New Hampshire – a hidden gem nestled in the heart of Cheshire County. This quaint town offers a perfect blend of serene countryside living and rich historical charm, making it an ideal haven for those seeking a peaceful lifestyle away from the hustle and bustle of city life.

Sullivan is renowned for its breathtaking landscapes, featuring rolling hills, lush forests, and picturesque views that change with the seasons. The natural beauty of the region provides ample opportunities for outdoor enthusiasts, whether it’s hiking the scenic trails, fishing in the nearby rivers, or simply enjoying a leisurely stroll in one of the many parks. The vibrant fall foliage is a sight to behold, attracting visitors and residents alike to revel in nature’s stunning display.

With a close-knit community, Sullivan fosters a warm and welcoming atmosphere. The town hosts various local events throughout the year, encouraging residents to connect and celebrate their shared love for this beautiful area. From farmers’ markets to seasonal festivals, there’s always something happening that brings people together.

Sullivan's rich history is evident in its charming architecture and historic sites, offering a glimpse into the past while providing a tranquil setting for modern living. The town is conveniently located near larger cities, making it easy to access amenities while still enjoying the peace and quiet of rural life.

If you’re looking for a place that combines natural beauty, community spirit, and a rich historical backdrop, Sullivan, NH, is the perfect place to call home. Discover the charm and tranquility of this delightful town and embrace a lifestyle that celebrates both nature and community.

Newest Listings in Sullivan

$335,000

2 Beds ⋅ 2 Baths ⋅ 5107013 MLS

This updated Sullivan ranch offers all the conveniences of a modern home in a cozy country setting. The propane stove and backup generator provide peace of mind during severe weather and the newer roof and furnace add to the feeling of comfort. Just minutes to Keene, this quiet country house has all the acreage you need to raise vegetables and chickens while having access to all that the Monadnock Region has to offer. Showings begin 4pm Friday 9/4. Open house Friday 9/4 4pm-6pm and Saturday 9/5 10am-12pm

48 Cross Rd, Sullivan

$550,000

4 Beds ⋅ 2 Baths ⋅ 5099018 MLS

Classic New England Colonial built in 1808 just 10 minutes from Keene. With hand- hewn beams in the kitchen, wide plank original flooring, and original features throughout the house, this unique homestead, with its 17.5 sub-dividable acres can go as far as your imagination lets it. The acreage is abutted by several hundred more acres of conservation land to reassure peace and quiet. The terrain is great for hiking, snow-shoeing, cross country skiing and snowmobiling. Spacious bedrooms with good closet space open onto an extra wide foyer on the second floor, and the gas insert fireplace in the living room on the ground floor makes for cozy evenings, while the New Mac oil/wood furnace provides versatile options for winter heating. The deep stone foundation provides natural cooling in summer, and the mud-room leads into the old “summer kitchen” through a breezeway opening to a large barn with loft space, now serving as a two-car garage, while a former stable on the property could serve as a studio. This house awaits the right owners to put just the right touches on it to make it their own, come see for yourself!

443 Centre St, Sullivan

$135,000

5093283 MLS

Come build your dream home on 6.85 secluded acres in Sullivan! Discover the perfect blend of privacy and convenience with this lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot offers several different places to locate your new home, either closer to the road within an easy distance of electrical poles, or father in for even more seclusion and possible views. The lot features gently wooded terrain that rises steeply at the far back to a striking ledge formation. There is a shared road maintenance agreement in place. The private road provides access to two existing homes and two buildable lots, including this one. Come take a walk and see it for yourself! Final Subdivision Approval received 6/3/2026. (Agent Related to Seller.)

101 Gilsum Rd, Sullivan

$95,000

5093277 MLS

Come build your dream home on 2.72 picturesque acres in Sullivan! Discover the perfect blend of privacy and convenience with this gently sloping, lightly wooded parcel tucked away up a private road, surrounded by natural beauty, but only 10 minutes from downtown Keene and all of its amenities. This buildable lot has already undergone test pit evaluations, confirming ideal septic location. There are some wetlands, but plenty of space to site your home in the level area within an easy distance of electrical poles. There is a shared road maintenance agreement in place. The private road provides access to two existing homes and two buildable lots, including this one. Come take a walk and see it for yourself! Final Subdivision Approval received 6/3/2026, and we are awaiting the final subdivision map. (Agent Related to Seller.)

101 Gilsum Rd, Sullivan

$312,000

2 Beds ⋅ 1 Baths ⋅ 5092667 MLS

Welcome to 295 Gilsum Road in Sullivan, NH—a beautifully renovated 2-bedroom, 1-bath home set on 2 peaceful acres in a picturesque rural setting just 20 minutes from Keene. Back on the market due to the previous buyer’s inability to obtain financing. Every inch of this bright and sunny home has been thoughtfully updated, including a newly installed, state-approved septic system. The stunning new kitchen features a large working island with plenty of space for cooking, dining, and entertaining, along with all-new stainless steel appliances. The open and inviting interior showcases luxury vinyl plank flooring throughout, new windows and doors, custom barn doors concealing the laundry area, and a spacious, beautifully updated bathroom with a double-sink vanity and modern finishes. Step outside from the living room onto the new 12' x 12' deck is the perfect spot to enjoy your morning coffee while taking in the peaceful surroundings. The expansive 2-acre property offers plenty of room for gardens, outdoor recreation, small animals, or simply enjoying the privacy and beauty of the countryside. Whether you're looking for a homestead, a private country retreat, or a move-in ready home with modern updates and room to enjoy nature, this Sullivan gem offers incredible potential. Come see all that 295 Gilsum Road has to offer! Agents please read private remarks.

295 Gilsum Rd, Sullivan

$1,399,950

5 Beds ⋅ 4 Baths ⋅ 5089798 MLS

BREATHTAKING VIEWS, STUNNING SUNSETS, ACREAGE, & PRIVACY! Purposely sited to take advantage of long-range mountain views, this METICULOUSLY maintained property is the epitome of the QUALITY OF LIFE New Hampshire is known for. A winding driveway will lead you with anticipation into this very special Country Estate nestled on 30 acres of open and forested land w/stone walls. Once you arrive, it feels like you are on top of the world, away from it all in your own private sanctuary! A covered porch will greet you with a welcoming entry to step inside, and then the experience begins… Attention to detail and quality of construction are evident throughout this custom-built open concept 5,600 sq. ft home. There are dramatic angles, lots of windows, and beautiful wood & tile flrs. A spacious Gourmet kitchen w/granite countertops, double ovens, large center island w/breakfast bar, and wet bar opens to adjoining living areas conducive for entertaining family & friends. At the end of the day, step outside onto the expansive deck to watch the SPECTACULAR colors as the sun sets followed by stars in the quietness of the night. Other features include a 1st flr primary bdr suite w/walk-in closet, jetted tub, & tiled shower w/jets, a home office w/French drs & fireplace, a spacious family rm w/custom stonework, beamed ceilings, and views, plus a mudrm & laundry. There are 2 bdrms and a full bath on the 2nd flr w/balcony overlooking a 2-story wall w/windows that radiate natural light throughout. The walkout lower level offers more finished living area - 2 bdrms, a bath, a recreation rm w/stone fireplace, private gym area, and a sitting rm w/views. The floor plan is versatile and lends itself to multi-generational living, w/Central Air, Stand-Alone Generator, & High-Speed Internet. For the outdoor enthusiast, hike, bike, ski and enjoy your natural surroundings and all that the activities the Monadnock area and NH offer. Approx.15 min to Central Keene. Showings by appt.

72 Corey Mine Rd, Sullivan

$45,000

5080753 MLS

A surveyed, wooded lot with sloping land, ideal for a potential home with a walkout basement and/or garage under. Would also make a nice spot for a cabin or camp site, particularly with private frontage on crystal clear Otter Brook! Conveniently Located only 15 mins from Keene and approx. 45 mins from Concord. To convey in current use taxation. Penalty, if any, is negotiable. Buyer to conduct their own due diligence.

00 Rt 9, Sullivan

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