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New price on this 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 two to three bedroom 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 and 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. Sale subject to sellers securing housing, and they're actively making offers!

2 Beds ⋅ 3 Baths ⋅ 5109186 MLS

New price on this 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 two to three bedroom 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 and 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. Sale subject to sellers securing housing, and they're actively making offers!

42 Highfields Rd, Wilton

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

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

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.

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

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