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$639,900
2 Beds 3 Baths 5109186 MLS
Rare true post-and-beam fully dormered Cape tucked away on a quiet dead-end road in one of Wilton’s most inviting country settings. Warm, natural, and full of character, this home offers exposed beams, rich wood details, over 2400 square feet of living space, a wood stove insert as well as a free standing wood stove in the finished lower level, quality cherry cabinetry with soapstone counters, and comfortable gathering spaces that feel timeless and welcoming inside and out. The current owners have completed an impressive list of major improvements, including new appliances, a new roof, new siding, new heating system, mini-split AC/heat pumps, almost all new triple-pane Pella windows, a rebuilt deck and an all new wood-burning sauna. The main living areas offer a wonderful blend of craftsmanship and comfort, while the large (24 X 16) deck overlooks the backyard and creates a beautiful place to relax, entertain, or enjoy the peaceful surroundings. The walk-out daylight lower level adds valuable finished living space with a beautifully finished walk-out lower level offering flexible guest, office, media, or extended-family space, complete with a three-quarter bath, third “bedroom” and bar area with a free standing wood stove offering excellent flexibility for guests, office space, media room, hobbies, extended family, or a private retreat. Set on approximately 2 acres, this property offers a private natural feel while still being just moments from Hilltop Café, the Waldorf school community, Wilton Center, local farms, trails, and the charm that makes Wilton so special. A distinctive home for buyers seeking craftsmanship, comfort, privacy, and a lifestyle that is hard to duplicate. All barely an hour from the Boston City Limits and under 90 minutes from the Coast or the Mountains. Showings to begin Saturday 9/12 at ten am at the Open House. Sale subject to sellers securing housing, and they're actively making offers!

42 Highfields Rd, Wilton

$239,000
2 Beds 1 Baths 5108841 MLS
Charming bungalow with picturesque views of Stoney Brook and its waterfall. This inviting 2 bedroom, 1 bath home features cathedral ceilings and a warm, welcoming interior. The dining area showcases natural wood walls and large windows overlooking the brook, while bamboo flooring extends through the living and dining areas. The living room offers a cozy pellet stove, perfect for relaxing on chilly evenings. Additional features include a first-floor laundry hookup, fenced yard, private deck, garden shed, and public water and sewer. Whether you're looking for a comfortable starter home or a manageable retirement retreat, this property offers a wonderful combination of character, privacy, and scenic surroundings. Showings start on 9/12/2026

60 Forest Rd, Wilton

$600,000
3 Beds 3 Baths 5106070 MLS
A Rare WATERFRONT Retreat on the Souhegan River! Discover the beauty of New Hampshire living on this remarkable 4.47-acre property with private frontage along the scenic Souhegan River, bordered by the Wilton Forest and abutting 88 acres of conservation land. This truly special setting offers exceptional privacy, abundant wildlife, and an unparalleled opportunity to enjoy nature right outside your door. Winding trails meander through the wooded landscape to a private beach area, swim hole, fishing spots, and a peaceful frog pond, perfect for kayaking, swimming, hiking, stargazing, or simply relaxing by the water. Inside, hardwood floors flow throughout the home. The spacious front-to-back living room features a Vermont Castings wood stove insert and french doors leading to a patio overlooking the tranquil natural surroundings. The formal dining room provides an inviting space for gatherings, while the eat-in kitchen offers countertop seating and stainless steel appliances. An open second-floor landing creates a versatile space for a reading nook, home office, or study area. The spacious primary suite features cathedral ceilings, a walk-in closet, and private ¾ bath, while two additional generously sized bedrooms share a full bath. A full unfinished basement offers excellent potential for future expansion or storage. Outside, the extensive grounds provide plenty of space for gardening, recreation, entertaining, or simply enjoying the serenity of this one-of-a-kind property. A rare combination of waterfront, conservation land, privacy, and recreation, yet conveniently located 5 minutes to the High Mowing School, near restaurants, cafes, shopping, and commuter routes with easy access to Nashua, Manchester, and Boston.

53 Captain Clark Hwy, Wilton

$3,350,000
5 Beds 4 Baths 5105366 MLS
Originally the Oliver Whiting Homestead, the largest dairy farm in Wilton, in 1868 it became the county farm. Since the early 1900's, the property has been a gentleman's estate. There are so many amenities for active country living! Its 136.5 acres include well maintained open fields, broad lawns with established gardens,former HarTru tennis court, three ponds - two stocked with trout and one for swimming. Sweeping views from Temple Mt. to North and South Pack Monadnock to the Lyndeborough mountains. Long frontage on Whiting Brook. A conservation easement protects 127.5 acres. The gracious center hall entry of the Brick colonial opens left to a front to back living room with two fireplaces which accesses a large screened porch. Rear is a library/study. Right is a fireplaced dining/sitting room, eat-in kitchen open to a sunroom, a family room with fireplace and woodstove flue, laundry/store room and shower bath. Upstairs are four corner bedrooms, three with fireplaces, enclosed porch and two baths. A primary suite is in the ell, accessed by a back staircase. An historic barn has been converted to a two bedroom guesthouse on its first floor. Its second level is outfitted as an entertainment area with lounge and pool table. A stairway leads to a third level cupola with hatch to a roof deck for mountain and star viewing. Outbuildings include a 9 bay carriage barn with full loft and a summer studio, three stall horse barn with water, and massive three story barn 150' x 60". The barn's lowest level has 8 cement floored garage bays with overhead doors. After 50+ years of enjoyment, the current family is looking for the next stewards of this epitome of a country estate. Wilton is the gateway to the recreational, cultural and scenic amenities of the Monadnock Region. Its home to Waldorf Schools, a movie theater, Andy's Summer Playhouse, Frye's Measure Mill and many protected forests with public trails. Its 1 1/2 hrs to Boston and 40 mins to Manchester airports.

37 Old County Farm Rd, Wilton

$575,000
4 Beds 3 Baths 5102276 MLS
Welcome to 38 Orchard View Drive in Wilton, where comfort, convenience, and room to grow come together. With 4 bedrooms, 3 bathrooms, generous square footage, and a spacious yard, this well-maintained home offers the space today's buyers are looking for, all nestled in a quiet neighborhood with scenic New Hampshire surroundings. Inside, you'll find a bright and inviting layout designed for everyday living and easy entertaining. The spacious living areas flow seamlessly, creating a warm and welcoming atmosphere, while the thoughtfully designed kitchen provides ample cabinet and counter space for preparing meals and gathering with family and friends. Comfortable bedrooms offer plenty of room to relax, and the home's practical floor plan is well-suited for a variety of lifestyles. Step outside to enjoy the yard, perfect for gardening, play, or simply unwinding in a peaceful setting. Whether you're sipping your morning coffee, hosting a summer barbecue, or enjoying the changing New England seasons, the outdoor space offers plenty of opportunities to make lasting memories. Conveniently located just minutes from downtown Wilton, you'll enjoy easy access to local shops, restaurants, schools, and everyday amenities while still appreciating the privacy and charm of a country setting. Outdoor enthusiasts will love the nearby hiking trails, rivers, and recreational opportunities, with larger shopping and commuting routes just a short drive away. Whether you're searching for a home with room to spread out, need space for a growing household, or simply want a move-in ready property in a desirable location, 38 Orchard View Drive is ready to welcome you home.

38 Orchard View Dr, Wilton

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