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$800,000 (USD)
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Jaffrey Area Single Family Home

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236 Main Street Jaffrey, NH 03452

4 Bed
4 Baths
3105 sqft
MLS# 5084665
The Captain Gilmore House - Steeped in history and rich in character, this c.1768 center-hall Colonial offers a rare opportunity to own a home with direct ties to the American Revolution. Once owned by Captain Roger Gilmore, a veteran of the Battle of Bunker Hill, the property also served as an early meeting place for town Selectmen, placing it at the very heart of Jaffrey, New Hampshire’s civic beginnings. Lovingly cared for by both current and past stewards, this remarkable home welcomes you through a grand front door into an impressive foyer. Inside, the home showcases timeless craftsmanship with 10-foot ceilings, hand-carved woodwork, & a working fireplace that evokes its 18th-century origins. Thoughtfully preserved & updated, featuring 4 bedrooms, 4 baths, pegged hardwood floors, expansive living & dining rooms, a first-floor study, & walk-up attic offering exceptional potential for additional finished space. A light-filled kitchen connects seamlessly through a breezeway to an attached 3-car garage with a finished studio above—ideal for creative or guest use. Set on over five picturesque (5.62ac), horse-friendly acres, the grounds offer fenced pasture, classic New England stone walls, & mature maple trees that provide both brilliant autumn color and sap for the property’s vintage sugar house. A 5-stall barn with hayloft anchors the rear of the property, while a freestanding conservatory presents a unique restoration opportunity. A singular offering where history, character, & modern livability converge. Recent updates include a thoughtfully updated chef’s kitchen, a remodeled powder room, refreshed bathrooms throughout, new fencing with full pasture enclosure, interior paint throughout and more. Rich in history with original details reflecting a level of craftsmanship that has become increasingly rare—& simply can’t be replicated today. Located just moments to Jaffrey’s town center, approx. 1.5 hrs to Boston and 4 hrs to NYC. Pre-inspected & move-in ready.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Isabella Luhrs
$799,000 (USD)
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Marlborough Area Single Family Home

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360 Jaffrey Road Marlborough, NH 03455

6 Bed
6 Baths
5600 sqft
MLS# 5076033
Country Estate located in the heart of the picturesque Monadnock Region with over 15 acres of pasture, woods and a year round pond. This property offers a unique blend of historical charm, timeless elegance and modern serenity. Equestrian property, a boutique vineyard, a small-scale organic farm or comfortable living with multi-generational flexibility ... live as you always imagined. Private in law suite and a secondary guest suite - home within a home experience! Updated kitchen, granite counter tops, walk in pantry, island breakfast bar, upgraded appliances, open floor plan - perfect for hosting family gatherings. Large living room with space for that large flat screen! Large covered porch overlooking private back land, 3 season enclosed porch, deck, above ground pool, hot tub hook up, 2nd floor oversized primary bedroom suite - plenty of wall space for large TV - 3 additional bedrooms, 3 full baths on 2nd level of main house, separate laundry/utility room, 2 additional laundry locations, 2 car attached heated garage-complete with electric car charging port, 3 laundry unit areas, large detached 24x28 barn. Plenty of parking! The residence has been thoughtfully expanded! Fruit trees, grape vines, established landscaping. 15 minutes to downtown Keene, 25 minutes to Peterborough, less than 1 hour to Vermont and under 2 hours to Boston and CT.
Listing Courtesy of PrimeMLS / Better Homes And Gardens Real Estate The Masiello Group / Judith Kizer
$790,000 (USD)
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Machias Area Single Family Home

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44 Broadway Street Machias, ME 04654

6 Bed
4 Baths
4350 sqft
MLS# 1617005
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Elegant 1860 Greek Revival within walking distance of historic downtown Machias. This excellent home has everything today's family might want including a professional office w/private entrance. Contrary to most homes of this era, this home features a water-tight bsmt, 2-car garage w/direct entry & more than 2500 sf of attic space. The home has been extensively renovated. The goal was to retain as much of the original design as possible (especially the 9 ft. ceilings in the main home) while creating guest bdrms, a guest bath w/laundry, & a luxurious 2nd level master suite [media room & master bdrm (surround-sound/HD TVs), en-suite, dressing room, breakfast bar & private stairway]. Versatility is exemplified with incorporation of a modern executive office (private entrance + direct garage entrance) equipped w/state-of-the-art communications. This features a private stairway to the 2nd level which can add addn'l office space as needed. The welcoming kitchen/informal dining space has been thoughtfully re-designed w/custom butcher block counter tops, dedicated service areas/built-ins, walk-in pantry, new appliances, & side deck. New 1st level guest bdrm & remodeled bath. 2nd level features: 3 bdrms in addition to the afore-mentioned master suite. The home is equipped w/dimmable LED lighting, audio speakers, CAT-6 Ethernet, Cable TV cabling, WiFi Access Points & security system. The most eloquent renovation effort was the main staircase in the front entry. Elements needed were fabricated to create a magnificent entryway presentation. Improvements include: state of the art NTI 6 zone LP gas boiler w/Amtrol integrated Boiler mate, roofing shingles, new windows, ext. paint; insulation replacement, bsmt re-conditioning/waterproofing, Kohler fixtures, & ext. RV Electrical Pedestal (electric, underground CAT-5 cables, pre-plumbed for water). Imagine the possibilities: amazing primary residence w/home office, family compound, corporate retreat, or a trendy B&B.
Listing Courtesy of MAINE LISTINGS - IDX / Better Homes & Gardens Real Estate/The Masiello Group / Karen Eldridge