Upper Valley Homes with a Guest House

Browse homes for sale with a guest house in the Upper Valley area.

Houses for Sale with Guest House in NH & VT

Contact LindeMac Real Estate at 603-643-4900 if you have questions or would like to schedule a tour. 

219-221 Dartmouth College Highway Haverhill NH 03765

MLS Number 4791119

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,166

Newly remodeled Cape style home with an income producing Post & Beam barn rental. This unique property could be converted to a large single family home or live in one unit and rent the other for extra income. The front Cape offers a beautiful open floor concept with tiled baths, a chef's kitchen with large island and views looking into VT. Upstairs, two bedrooms, a cozy loft area, and a large tiled bath complete with soaking tub and walk-in shower. The brightly lit Post & Beam rental offers a large open floor plan allowing the mountain views to be seen from almost every room in the house. The main floor offers 2 bedrooms, a 3/4 bath and first floor laundry. Off the kitchen a large private deck and a screened in porch perfect for relaxing with friends and family. The second floor boast a large sun filled master bedroom and walk in closet. Also, on the second floor a 3/4 bath and an expansive loft area with cathedral ceiling perfect for a bonus room or home office. This property sits on 1.06 acres with an attached two car garage just 40 minutes to both Hanover and Plymouth, NH.

Listed by Annette Hartley-White and Laurie Kirkpatrick of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Tavern Lane Lyme NH 03768

Lyme, NH7 Tavern Lane

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4790391

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 4
  • Square Feet 6,199

One of the foremost homes within a 15-mile radius of the Hanover Green, Seven Tavern Lane is distinguished by its discrete location at the end of a small country road, its generous proportions, and an overall carefully honed aesthetic. The builders relied upon a harmonious blend of hardwoods and other top of the line materials to underpin a carefully considered, multi-level floor plan. The spacious designer kitchen features unusual granite surfaces, custom-made Dana Robes cabinetry, and state-of-the-art appliances. There are several fireplaces, multiple large rooms, and garage space galore. The additional, free-standing garage/get-away retreat is truly extraordinary. The second floor is a showcase for high-end construction in the area with thoughtfully designed acoustical features, a fireplace, an exceptional bathroom, and a small balcony! The 8.9 acres on which the house is situated is carefully removed from the main thoroughfare - and therefore essentially noise free. Across the College Highway from the adjoining acreage is a conservation area and a path leading to a secret waterfall, Pushee Falls.Only 13 miles from the Hanover Green via the Dartmouth College Highway, a largely high speed, straight shot into the center of Hanover; only 6 miles to the Dartmouth Skiway; and a mere 3 miles to three first-rate restaurants in the center of Lyme - as well as the esteemed elementary school, town post office, two banks, and a hardware store that cluster around the historic Green.

Listed by John Chapin of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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170 Maple Lane New London NH 03257

New London, NH170 Maple Lane

Price$1,195,000

Est. Mortgage: $/month

MLS Number 4788707

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,896

Looking for the perfect ski property? Consider one of New Londons most sought after locations. Maple Lane is a quiet cul de sac country street offering magnificent mountain and valley views, sunsets, peace and tranquility. This coveted compound property sits on 8.7 acres consisting of lush lawns, gentle slopes, a small apple orchard, a 50 mile panorama including majestic Mt. Sunapee - a 7 minute drive. Never miss a sunset from the decks, patios, sunroom, in ground pool deck, and most principal rooms. The main house features a great room with massive fireplace, open concept kitchen and dining, a charming sitting room, first floor master suite and private den. Upstairs find 4 spacious bedrooms sharing 2 full baths. The lower level offers recreation and workshop space. An upscale and contemporary 4 bedroom guest house is close enough for proximity but far enough away for privacy. The guest house features the same wide panorama of views, a kitchen, living and dining spaces. While offering unsurpassed privacy and stunning views this property is located just a 5 minute drive to the New London village or I89 access to points north and south. You'll want to stay for a lifetime!

Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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22 Woodland Road Sunapee NH 03782

Sunapee, NH22 Woodland Road

Price$1,695,000

Est. Mortgage: $/month

MLS Number 4788646

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4,229

Room for the entire extended family in this exceptionally well built, energy efficient Lake Sunapee home! Enjoy waterfront vistas from a large deck, master bedroom balcony , the front lawn or permanent wharf. The main house offers a great room with Scandinavian style fireplace, offering radiant heat all day with minimal effort. The Woodmode kitchen features ample storage and workspace. Upstairs find 4 spacious bedrooms including a master suite with bath overlooking the lake. The top level offers a 26x35 rec. room with space for pool, pingpong, kids, crafts or an exercise room. The lowest level is set up for an in law with a kitchenette, great room, bedroom and even a sauna. A two bedroom year round guest house sits in a private location offering opportunity for company or even rental income. Located on a quiet cul de sac street, ideal for walking with kids, dogs, bikes and more. Wake up to the loons calling, this is a perfect location for kayaking and paddleboarding. Lake Sunapee is awaits, are you ready!

Listed by Pamela Perkins of Four Seasons Sotheby's Int'l Realty

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1120 Dunbar Hill Road Grantham NH 03753

Grantham, NH1120 Dunbar Hill Road

Price$975,000

Est. Mortgage: $/month

MLS Number 4787983

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,602

Enjoy the Equestrian Lifestyle! Indoor horse arena, barn and 5-bedroom, 5-bath home situated on 14+ acres. Prime opportunity for the equine professional to establish a serious and successful horse-centered business in the Dartmouth - Lake Sunapee Region. Contemporary cape home with large open floor plan, kitchen with extra storage, great room with fireplace, country porch, master suite and guest quarters all on the main level. Upper level offers a family room, and two more bedrooms. Complete with a deck overlooking the peaceful country setting and an attached 3-car garage with ample space. Property offers a 200x100 Indoor Arena with 32ft roof peak,16ft side walls, and 4ft frost walls. Barn features 11-12 stalls, storage, heated workshop, hot/cold water, and an apartment above. Additional acreage available. Currently an attractive location for an equestrian property. Any livestock would thrive and there's plenty of room to grow. Enjoy your weekends away with an easy commute within a few hours from Boston, MA and Hartford, CT.

Listed by Carol Shepherd of C.G. Shepherd Realty, LLC

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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8754 Pomfret Road Pomfret VT 05053

Pomfret, VT8754 Pomfret Road

Price$795,000

Est. Mortgage: $/month

MLS Number 4785578

  • Residential Single Family
  • Construction Existing
  • Bathroom 6
  • Bedrooms 6
  • Square Feet 4,319

"MILLBROOK FARM" - Equestrian property on approx 20 areas of flat rolling terrain with the main Millbrook farmhouse plus guest house/office Millbrook itself is a classic 1805 farmhouse, 5 BRs 4 1/2 BA, thoroughly renovated and insulated in 1997; The farmhouse is directly connected to a gorgeous 30x60 1800s hay barn with hand-hewn beams, perfect for a barn party! Or other events, The barn has 10 box stalls in lower level, rubber matting, heated tackroom, grainroom and sawdust storage; The historic barn is connected to a 75x150 INDOOR RIDING RING with dust-free/metal-free rubber footing. 15 acres of level pasture and hayfields, and a very special stream (the Mill Brook) bisecting the entire property; Several run-in sheds and pole barns; A newer 20x40 heated pool with 10x40 pool-house and full patio. A second 1-BR/1BA guest house (or office) is also on the property with separate access and parking. All located on paved road for easy access to for horse trailers. Full basement with game room, this property won't disappoint! Something for everyone.

Listed by Holly Hall of Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4662 Cloudland Road Woodstock VT 05091

Woodstock, VT4662 Cloudland Road

Price$985,000

Est. Mortgage: $/month

MLS Number 4781136

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4,452

Premier location, location, location - on Cloudland Road just up from River Road and a pleasant walk to Billings Farm and downtown Woodstock for amazing bike riding, walking, and running right out the door. Privately situated in a well-landscaped setting is this immaculately maintained newer construction 3,154 sf 3 bedroom cape with vaulted ceiling mini-great room open to lovely gourmet kitchen with custom-made cherry cabinets. A charming dining area is next to kitchen. Half bath and mudroom at entrance. 1st level MBR with ensuite bath, two bedrooms a sitting room and full bath upstairs. Partially finished basement has a workout/TV area and office. Just across the driveway from the cape is a barn-garage with two bays of garage with overhead doors, a third covered bay for vehicles and equipment, and upstairs is a 1,298 sf fully finished in-law apartment with vaulted ceiling, kitchen, bath, dining, sitting area and bedroom with ensuite bath - all with its own entrance and two-level private deck area. Property has a brook flowing through it and is well landscaped with stonewalls, a charming patio, flower gardens and a garden shed with chicken coop. Excellent mechanicals in both buildings. Beautifully maintained, privately and peacefully sited on approximately 5 acres - exceptionally located less than three mins from the Village of Woodstock. This one is all about move-in-ready, and location location location.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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3429 Cloudland Road Pomfret VT 05067

Pomfret, VT3429 Cloudland Road

Price$3,100,000

Est. Mortgage: $/month

MLS Number 4779987

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 5,134

"SLEEPY HOLLOW FARM" - One of the most iconic properties in Vermont - Sleepy Hollow Farm is located on desirable Cloudland Road, just 10 minutes from Woodstock village. The incredibly picturesque, pastoral land component comprises 115 acres of fields, gardens, woods, trails, and two ponds. The property is conserved both in the Vermont Current Use program and by the Vermont Land Trust. Next to the large second pond is a small cabin complete with bunk beds and a wood stove - perfect when you want to go “off-grid” and camp out on your own property. The original farmhouse c. 1790 - has been updated and expanded and now connects via a radiant-heated brick passageway to a newer, fabulous barn complete with 6 horse stalls, tack room, and a large finished wood-paneled recreation room upstairs. Two other large barns with workshops and garages and for storage- are nearby. The property comes with an array of motorized vehicles and equipment including a tractor, UTV and ATVs w wheels and tracks, two dirt bike motorcycles and a diesel-powered snowcat groomer. The property also includes a separate historic 1-room schoolhouse up on Cloudland Road, that was converted into a 1 bedroom apartment perfect for guests, kids or caretakers, with some of the best views in the area - and looks down over the Sleepy Hollow Farm itself.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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180 Sugar House Lane Royalton VT 05068

Royalton, VT180 Sugar House Lane

Price$450,000

Est. Mortgage: $/month

MLS Number 4775177

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 3,800

Beautiful log home fully furnished and successfully run as AirBnB or single family home in a great location close to the VT Law School or I89 and skiing. This home features a central finish fireplace, open concept and three floors of finished updated living space. The location is completely private at the end of a dead-end road, with a large flat lawn to enjoy or take the short trail that leads to the abutting MacIntosh Pond. Upon entering the home you will find a large mudroom with a half bath for guests to use. The fully updated eat-in kitchen/dining and living room open concept makes cooking and entertaining easy as everyone gathers around. There is a master bedroom on the first floor or second floor of this home so you choose what works best for you. With a total of three bedrooms and two full baths on the second floor if that isn't enough space there is a full in-law apartment on the fully finished walk out lower level. Complete with it's own entrance, kitchen, living room, another full bath and two more rooms that could be used as bedrooms make this home versatile to work for a large family, AirBnB, or vacation home for family and friends. There is also a seasonal timber framed guest house on the property. Complete financials available upon request.

Listed by Bonnie Bergeron of Martha E. Diebold Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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97 & 99 Darling Road Woodstock VT 05071

Woodstock, VT97 & 99 Darling Road

Price$1,575,000

Est. Mortgage: $/month

MLS Number 4767586

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 4,749

High Riding's 75.5 acres with panoramic views from Mt. Ascutney to Mt. Washington comprise one of the most beautiful land parcels in Woodstock and includes two separate residences, two garages and stables. Architect Harvey Stevenson's (NYC Mayor Fiorello LaGuardia's “chief architect”) 1962 modern design at 99 Darling Road embraces the striking layered views of meadow, near hillsides, and distant mountains. The 2,365 square-foot interior OF 99 blends Japanese-style simplicity with Vermont provenance, such as curved walls of a honey-colored butternut veneer, curly maple on the stairs, and birds-eye maple on the kitchen cabinets. The large main level master bedroom is paired with two additional bedrooms on the garden level, which opens to a covered patio. A detached two-car garage is conveniently accessible. The “Studio” at 97 Darling Road, a 2,384 square-foot separate building, has a 2-bay garage, 3 offices (or living) areas on the first level, and a completely equipped two-bedroom guest apartment above with lovely North light and near and long-range views. A private deck leads down to the stone patio. The landscape combines birch and maple glades with mature specimen trees of many varieties in a park-like setting, naturalistic plantings, perennial gardens and dramatic stone steps leading down to a swimming pond. There are over 800 sugar maples- tapped for maple syrup, apple trees, well maintained pastures, forest, private riding and hiking trails and a 3-stall stable.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1985 VT Route 5 North Fairlee VT 05045

Fairlee, VT1985 VT Route 5 North

Price$550,000

Est. Mortgage: $/month

Pending

MLS Number 4760576

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 4
  • Square Feet 2,550

So much potential for this unique 64 acre property. The main house is a distinguished antique cape with large rooms and loads of charm. Four bedrooms provide space for the entire family. Beyond the attached 2-car garage is a 3 bedroom apartment and large barn that can be converted for animals, studio space, workshop, or just about anything! The adorable detached cottage is the perfect guest house or continued rental. Acres of tillable land surround the home, and a large open field lies just beyond the trees. The location is fantastic, being 2 miles from town and the interstate. Come see all that this beautiful property has to offer.

Listed by Marin Haney of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Coutu Court Tunbridge VT 05077

Tunbridge, VT25 Coutu Court

Price$1,350,000

Est. Mortgage: $/month

MLS Number 4760746

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 6,048

The long driveway passes by the stables, crests the hilltop and opens to dramatic views and a contemporary reinvention of two antique barns. The property's 135 acres offer complete privacy and a lovely mix of open meadows, classic Vermont views of ranging hills, a swimming pond and woodlands. The hand-hewn vintage post and beam construction and massive stone fireplaces provide a rustic counterpoint to the open floor plan while floor-to-ceiling windows capture views in three directions. The interior spanning three floors with 6,048 square feet, and 3 bedrooms is finished in rare native butternut woodwork, oak floors, and marble countertops. A gourmet kitchen centered around an AGA stove, is well equipped for large gatherings. There is a two-bedroom guest house made from a post and beam barn frame, six-stall barn with tack room, feed room, hay loft, chicken coop, greenhouse, fenced garden, and two 4-bay equipment sheds. Three fenced pastures, the half-acre spring fed swimming pond stocked for fishing, and miles of groomed carriage trails round out this beautiful property located 25 miles from Woodstock and 31 miles from Hanover and Dartmouth College.

Listed by T Story Jenks and Dia Jenks of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 3.6% last updated on Jan 23, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2020 New England Real Estate Network, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this web site comes in part from the IDX Program of NEREN. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated January 26, 2020.