_Unnamed Homes with Guest Quarters Exterior Features

Welcome to a hidden gem in the heart of our enchanting community, where the Unnamed waterway gracefully winds its way through the picturesque landscape. This serene body of water not only adds to the natural beauty of the area but also provides an ideal backdrop for outdoor enthusiasts and nature lovers alike. Imagine leisurely afternoons spent kayaking, fishing, or simply basking in the tranquility that the Unnamed water offers.

Surrounding this idyllic waterway are stunning homes that feature exquisite guest quarters, perfect for hosting family and friends. These properties are designed with both comfort and style in mind, boasting spacious layouts and thoughtful exterior features that enhance the overall aesthetic. Whether it’s a cozy patio for evening gatherings or beautifully landscaped gardens that invite relaxation, each home has its own unique charm.

The guest quarters provide an exceptional opportunity for visitors to enjoy their own private space while still being close to the main living area. This arrangement is ideal for entertaining, offering a seamless blend of hospitality and privacy. Imagine welcoming guests into your home, where they can unwind in their own retreat after a day of exploring the nearby trails or enjoying the scenic views of the Unnamed waterway.

In this vibrant community, you’ll find not only beautiful homes but also a welcoming atmosphere that makes every day feel like a vacation. Discover the perfect blend of comfort, nature, and hospitality in a location that truly feels like home. Come and explore the possibilities that await you in this captivating neighborhood!

Newest _Unnamed Homes with Guest Quarters Exterior Features

$4,750,000

11 Beds ⋅ 7 Baths ⋅ 5106118 MLS

Located in the heart of the Monadnock Region, reknown for its cultural offerings, close knit communities, protected landscapes and recreational amenities including Crotched Mountain Ski area in town and nearby Crotched Mountain Golf Club. An impressive farm since the early 1800's, Pierce Hill Farm was transformed to a gentleman's estate in 1909. . Its over 306 acres feature extensive hayfields managed by a local farmer, cut stone walls built by Irish masons, gravel carriage roads, walking paths, a private pond, and mountain views. The three story main house has been conscientiously maintained and enjoys lovely grounds with gardens, broad lawn, in-ground pool with patio, tennis court and beautiful views. The first floor boasts large, gracious rooms for entertaining or family gathering. The second floor had a primary suite, two guest bedrooms and four small bedrooms in the kitchen wing. On the third floor are four large bedrooms and two more baths. Also dating from 1909 are the two bedroom, two bath guest house, the five bedroom, two bath farm manager's residence, and the former milk house, now a two bedroom one bath residence. An additional two bedroom 1 bath residence was built in 1961. All the houses enjoy a screened porch with a lovely, private outlook. Farm buildings incude the old dairy barn with slate roof, full hayloft, 2 bay vehicle storage, 4 animal pens and water hydrant. Its attached ell has a tractor bay, box stalls,hayloft, and more animal pens below. The horse barn was built as a showplace with a vaulted two story entry. Clerestory windows light the hayloft below the slate roof. The main aisle is floored with wood bricks and the stall walls have been removed, creating a light open space. The main floor also has a heated workshop, old plumbing, and storage rooms. A full, walkout lower level is used for storage. Additional outbuidings include a garden house, sap house, equipment barn, and old ice house now used for storage.

92,94,96,98,100 Pierce Hill, Bennington

$1,500,000

5 Beds ⋅ 4 Baths ⋅ 5105662 MLS

Luxury, craftsmanship, and resort-style living converge in this extraordinary private estate. Set on 3.4 level acres in a peaceful country setting, this one-of-a-kind custom-built property was designed and constructed by its owner—a master builder who spared absolutely no expense. From premium architectural shingles and top-of-the-line windows to extensive insulation throughout, every detail reflects exceptional quality. Inside, the spectacular chef's kitchen is the heart of the home, featuring Sub-Zero refrigeration, double wall ovens, a convection oven, microwave with warming drawer, custom cabinetry, and premium finishes. Elegant tray ceilings with recessed lighting, spa-inspired bathrooms with oversized dual-head walk-in showers, and a finished lower level with a family room, additional bedrooms, full bath, oversized laundry room, and dedicated security room complete the home. Outside is where this property truly shines. Enjoy your own heated Olympic-sized saltwater pool surrounded by an incredible entertaining space featuring a custom stone patio, outdoor fireplace, poolside outdoor shower, and a beautifully finished pool house that doubles as an ADU with living space, a bathroom, its own heating system, and its own septic system. Overlooking it all is a private hot tub deck with stunning sunset views. Car enthusiasts and hobbyists will be equally impressed by the massive heated garage, complete with a showroom, vehicle lift, and a 14' x 16' overhead door capable of accommodating RVs, commercial vehicles, or an impressive collection. The garage and pool house share a separate septic system, while the main home has its own dedicated system. Meticulously built. Impeccably maintained. Impossible to replicate. This is far more than a home, it's a legacy property offering luxury, privacy, and craftsmanship that will be appreciated for generations.

86 Beaver Ridge Rd, Barnstead

$1,595,000

4 Beds ⋅ 3 Baths ⋅ 5103364 MLS

Rare luxury estate featuring a completely furnished, custom-designed Treehouse AND stunning post & beam cabin. This INCOME PRODUCING property is sited on 33 lush acres with 5 pristine ponds, springs, open pastures, & enchanting wooded areas. It is a true sanctuary for the soul. Gaze upon Percy Peaks Mts, a picturesque backdrop that changes with the seasons, immersing you in the stunning beauty of the great outdoors. Built with meticulous attention to detail, the home features 2 x 6 construction using premium Anthony Forest Products power beams & LVLs, white cedar support trees, log ceiling rafters & live edge window sills. The cedar siding & standing seam metal roof promise minimal maintenance. Step inside to discover harvested cork tree bark walls & southern yellow pine ceilings. The reclaimed barn board flooring creates an environment that feels like an extension of the natural world outside. The kitchen is equipped with custom cabinetry, granite countertops, a gas range, dishwasher, & mini refrigerator, all open to a cozy living room featuring a stone hearth & an efficient propane stove. The bathroom features a live edge wood vanity topped with a glass leaf sink bowl, a step-in tiled shower & heated flooring. The 2nd floor loft offers a treetop seating area and extra guest space with a bedroom accessible via an ash wood catwalk, adding a touch of whimsical charm. From the deck and lower-level pavilion, immerse yourself in the soothing sounds of a waterfall, brook & marvel at the aerator in the spring-fed pond. Enjoy your day by the fire pits stargazing in your own private oasis. Additional features include a State Approved Septic System, Well, 200 AMP Panel, Rinnai On-Demand Water Heater & Fiber Internet. At the back end of the property, discover 391 Percy View, a post & beam Cabin complete with 3 bedrooms, 1 ¼ baths, a 2-car garage, & a delightful gazebo. Don’t miss this one of a kind rare opportunity to own a slice of paradise!

75 Percy Vw, Maidstone

$895,000

3 Beds ⋅ 2 Baths ⋅ 5102286 MLS

Just 10 minutes from Waterville Valley and Owls Nest Golf resort, this exceptional mountain retreat sits on 3.4 acres and captures sweeping, unobstructed views of Welch and Dickey Mountains and the Sandwich Range. Set within the Woodwinds community, the home's placement was carefully chosen to maximize sightlines, offering dramatic vistas that evolve beautifully throughout the seasons. Morning coffee on the deck and evenings on the patio the landscape becomes part of everyday living. The primary residence features two bedrooms, a spacious loft overlooking an open-concept main level, and a finished lower level with warm, inviting family room. A newly built detached two car garage adds valuable flexibility with its in law apartment/office/rental suite, complete with its own deck oriented toward the panoramic mountain views. Designed for comfort year round, this home is equipped with advanced systems including grid tied solar electric with battery back-up, a fireplace with pellet stove, on demand baseboard heat, and radiant floors in the basement. An abutting 2.4 acre lot- offered as part of the sale-provides additional privacy, future potential, and its own view opportunities. With protected vistas, modern systems, versatile living spaces, a premium second lot, and access to community common land, this property stands out as a rare offering in the heart of the White Mountains.

287 Orris Rd, Thornton

$4,899,000

4 Beds ⋅ 7 Baths ⋅ 5101079 MLS

Hartland Hill Farm unfolds across rolling meadows in one of the Upper Valley's most picturesque settings. Sited to embrace the surrounding landscape, the property enjoys sweeping pastoral views east to New Hampshire's White Mountains and south over open fields to the iconic silhouette of Mount Ascutney. Mature maples, stone walls, an apple orchard, two ponds, productive farmland, and a classic Vermont barn define a working landscape rooted in stewardship and unmistakably Vermont. The Hamady-designed four-bedroom residence, completed in 2019, draws upon the enduring traditions of American country architecture, pairing classical proportions with exceptional craftsmanship and modern livability. A columned front porch, balanced façade, and well proportioned rooms establish an atmosphere of refined simplicity, while expansive windows frame the changing landscape and fill the home with natural light throughout the day. Designed for both everyday living and gathering with family and friends, the home is warm, inviting, and deeply connected to the outdoors. A guest suite above the garage, separate two-bedroom guest house, and two sleeping cabins provide flexibility for extended family and guests. The land is equally compelling. Open meadows, fenced paddocks, trails, and well-established farm infrastructure support a variety of agricultural and equestrian pursuits. Together, the residence and surrounding landscape create a property that functions as both a productive working farm and a peaceful country retreat. Hartland Hill Farm is 3.6 miles from I-91, 7.5 miles to Woodstock, 19 miles to Dartmouth College and 21 miles to Dartmouth Hitchcock Medical Center, and 2 1/4 hours to Boston.

83 Town Farm Hill Rd, Hartland

$975,000

6 Beds ⋅ 6 Baths ⋅ 5099245 MLS

Set on approximately 105 acres of picturesque Vermont countryside, this extraordinary property offers exceptional privacy, natural beauty, and the rare advantage of two separate homes—perfectly suited for a primary residence with an entertaining guest house, multi-generational living, or short-term rental opportunity. This one-of-a-kind offering provides space, comfort, and endless four-season recreational potential. The main home is filled with natural light, highlighted by expansive windows that frame the surrounding landscape. Thoughtfully designed for both everyday living and hosting, it features two bedrooms, two and a half baths, and a dedicated office space ideal for remote work. Two inviting living rooms create flexible gathering spaces, while the fully equipped kitchen serves as the heart of the home. Rooftop access offers a unique vantage point to take in sweeping countryside views, and central air ensures year-round comfort. The second home functions beautifully as an entertaining guest house, offering four bedrooms, two and a half baths, an additional kitchen and living room designed for hosting family and friends. A bonus room provides even more versatility for recreation, a game room, gym, or studio. Below the homes, a substantial four-bay garage offers abundant storage for vehicles, outdoor equipment, and seasonal gear. The land itself is a private playground, complete with a pond and expansive acreage to create trails for hiking, snowshoeing, or ATV riding. Enjoy sledding in winter, wildlife watching, and peaceful seclusion in every season. Ideally located near Pico Mountain, Killington Resort, and Okemo Mountain Resort, as well as the charming town of Manchester, the property is approximately three hours to Boston and four and a half hours to New York City. A rare opportunity to own a truly special Vermont retreat offering both lifestyle and investment appeal.

1450 Clarendon Ave, West Rutland

$1,500,000

7 Beds ⋅ 8 Baths ⋅ 5097566 MLS

Cold Moon Farm: Where Dreams Take Root! Ever imagine waking up to mountain vistas & the gentle sound of contented goats? This legendary Vermont property, makes that dream a reality. This once-in-a-lifetime offering is brimming with possibilities, whether you crave a sprawling family haven, a luxurious personal retreat, or a chance to revive the farm's celebrated B&B. Prepare to be Enchanted! An open floor plan unfolds into a breathtaking two-story great room, showcasing panoramic mountain views. Prepare feasts fit for royalty in the commercial-grade kitchen, then unwind in one of 6 spacious bedrooms, each with a private en-suite bath. Rise with the sun on the first-floor primary suite: Cozy up by the fireplace, or step out to the deck & savor the scenery with a steaming cup of coffee. Unwind in the lower-level living room, a haven for gatherings. An exercise room, office, & billiard room cater to every mood, while a walk-out door beckons you farm-side. A two-level barn currently houses a menagerie of friendly goats, sheep, chickens, & ducks! A heated garage provides convenient access, while a workshop & storage area keep things organized. The milking room & stalls below are ready for those who dream of a farm-to-table lifestyle. Plus, a charming 1-bedroom, 1-bath guesthouse offers the perfect space for visiting family, friends or potential rental income. Just 4 mi. from Stratton & close to Bromley, Magic & Snow, Cold Moon Farm puts you at the heart of all that Vermont offers! Listing agent is an owner of this property.

251 Pratt Bridge Rd, Jamaica

$12,950,000

5 Beds ⋅ 10 Baths ⋅ 5097482 MLS

Offered as a fully curated legacy estate, Honey Hill Farm encompasses 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

3147 Mount Hunger Rd, Barnard

$3,900,000

5 Beds ⋅ 7 Baths ⋅ 5096230 MLS

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & 3/4 bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

2236 River Rd, Manchester

$2,750,000

4 Beds ⋅ 5 Baths ⋅ 5093861 MLS

Welcome to this Irish Hill Estate, an extraordinary 40+ acre retreat where history, natural beauty, and timeless New England craftsmanship come together. Set along a quiet country lane just beyond historic Hopkinton Village, this exceptional property features a spring fed pond, charming waterfront guest house, multiple outbuildings, and acres of rolling fields and woodlands bordering conservation land. At the heart of the estate is an authentic antique New England Cape, thoughtfully expanded to blend historic character with the comforts of modern living. Wide pine floors, three working fireplaces, an original central chimney, reclaimed materials, and light-filled living spaces create a home that is both warm and welcoming. Life here is defined by the changing seasons overlooking the pond, afternoons exploring your own land, and evenings gathered around the fire. The guest house offers a peaceful retreat for family and friends, while the outbuildings provide endless possibilities for hobbies, animals, equipment, or future endeavors. Wonderfully private, yet just over a mile from historic Hopkinton Village, approximately 10 miles from Concord, and within easy reach of Boston, this Irish Hill Estate offers the perfect balance of seclusion and convenience. More than a home, this is a rare legacy property, one that cannot be recreated, offering the opportunity to own an extraordinary piece of New Hampshire's landscape and history.

385 Irish Hill Rd, Hopkinton

$475,000

3 Beds ⋅ 3 Baths ⋅ 5084156 MLS

MOTIVATED SELLERS just adjusted the price significantly!!! Sweet property with 7.5 acres, great pond, quiet setting and private. This could be your escape to your own peaceful, homestead. Set on 7.5 acres of wooded and open land this property is truly a respite from the stresses of the world. This multi-level 3-bedroom, 3 bath home offers convenience and options. The spacious living room with hardwood floors leads to a large eat-in kitchen with ample storage and room for an island if desired. Step into the Family room or a large dining room with access to one of the decks overlooking the pond. The primary bedroom on the third level has a convenient 3/4 bathroom as well as a deck to again enjoy the views of wildlife and the pond. An additional second floor bedroom also enjoys a deck to enjoy the view and wildlife. A full bathroom is convenient on level 3. On the lower level a large family/game room awaits with a wood stove to keep you warm on those chilly nights and offers full access to the back acreage. In addition, a 3rd bedroom and full bath/laundry room make this a true family home. Wait, there is more, an oversize 2 car garage, heated, for those cool nights, and also an attached work shed, for all the woodworking or hobbies one might enjoy, as well as 1/4 bath for convenience. Over the garage an open concept apartment features living room, kitchen, 1 bedroom and bath. It has been used as a rental, which one could continue or perhaps use as a guesthouse or Air B&B. The pond is a bonus and ready for enjoyment during the summer months. The property is located with easy access to Springfield and Chester for all your shopping, medical and recreation needs. Hiking, golfing, skiing, entertainment, movie theatre, arts and more.

175 Pleasant Valley Rd, Springfield

$1,499,900

5 Beds ⋅ 6 Baths ⋅ 5082662 MLS

Introducing *The Greystone Estate*—a truly one-of-a-kind Vermont property where historic character, modern luxury, and remarkable income-producing success come together. Set on 10 breathtaking acres, this fully restored 200-year-old farmhouse has established itself as a highly successful short-term rental, with both the main residence and detached “Buck Lodge” generating impressive rental income and creating an exceptional opportunity for buyers seeking a luxury retreat with proven revenue potential. Meticulously renovated during a 2-year restoration, the home beautifully preserves its historic soul while delivering today’s comforts. Hand-hewn beams, wide-plank floors, and timeless architectural details blend seamlessly with high-end finishes and modern systems. Three stunning primary suites—including one on the main level—complement a gourmet kitchen, inviting gathering spaces, and beautifully appointed interiors that feel both sophisticated and unmistakably Vermont. Outside, rolling meadows, mature trees, a peaceful babbling brook, and exceptional privacy create the quintessential Vermont setting. The detached Buck Lodge provides additional guest accommodations and, importantly, another valuable income stream—allowing the property to accommodate multiple rental opportunities while maintaining privacy and flexibility. A curated collection of rare antiques, artwork, and select pieces accumulated over generations will also convey, further enhancing the estate’s extraordinary character. Whether envisioned as a primary residence, private Vermont retreat, investment property, or combination of all three, The Greystone Estate offers something exceptionally rare: a historically significant luxury estate with a proven record of remarkable income production. An adjoining 10-acre parcel is also available, offering the opportunity to create a spectacular 20-acre legacy estate. This is more than a home—it’s a lifestyle, an investment, and a legacy.

234 East Rd Unit 1, Milton

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