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. 

3114 Church Hill Road Woodstock VT 05091

Woodstock, VT3114 Church Hill Road

Price$2,740,000

Est. Mortgage: $/month

MLS Number 4800371

  • Residential Single Family
  • Construction New Construction
  • Bathroom 7
  • Bedrooms 5
  • Square Feet 9,320

Between the storied Village of Woodstock, Vermont and the country cosmopolitan hamlet of equestrian-oriented South Woodstock a remarkable retreat can be found. The spectacular post and beam residence and barn/guest house are the result of a collaboration between two partners uniquely qualified and united in the passion to create something extraordinary. The architect designed main house is sited to take maximum advantage of the home's south elevation and provides a view of the barn, fenced pasture and paddock area. Employing old world craftsmanship, C.G. Nichols Builders brought over 35 years of custom residential construction experience to create a dramatic statement in wood, glass and stone. The connected open flow of the first floor plan is centered around the kitchen and its remarkable four season solar surround. The home features the finest quality materials and highest quality and most current construction standards. With approximately 6800 square feet, the 9-room main house offers four bedrooms, four and a half baths, open-concept kitchen, living and dining area, mudroom, entry and expansive first floor master bedroom suite and the main house is surrounded by bluestone terraces, dry laid stone walls, lush lawns and gardens. The detached barn and guest house provide everything one needs for the equestrian lifestyle and the nearby Green Mountain Horse Association is a short 2.5 mile hack away. Delayed showings until 4/15/20.

Listed by Richard Higgerson of Four Seasons Sotheby's Int'l Realty

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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158 Garnet Hill Road Sunapee NH 03782

Sunapee, NH158 Garnet Hill Road

Price$3,980,000

Est. Mortgage: $/month

MLS Number 4799263

  • Residential Single Family
  • Construction Existing
  • Bathroom 9
  • Bedrooms 9
  • Square Feet 3,870

Discover unsurpassed privacy on Lake Sunapee's “Platinum Coast.” This premier lakefront compound enjoys 2 acres with lush level lawns and terraced walls stretching to a sandy beach, large pier & oversized 3-slip boathouse. The modernized main house offers a 3870 sq.ft. Adirondack style log cabin crafted with gorgeous spruce logs creating a warm, idyllic and unique vacation home. Complete with 4 bedrooms and 4 1/2 baths there are 2 master suites, nanny quarters, and an additional bunkhouse with its own fireplace. The log cabin features a large fieldstone fireplace as the centerpiece in the living room. An expansive full-length front porch has breathtaking views of the lake. The newly renovated 2394 sq.ft. guesthouse has an additional 4 bedrooms with 5 baths and a full gourmet kitchen boasting Vermont Soapstone countertops. Its large deck sits 50 ft. from the water's edge. The eastern exposure provides glorious sun rises giving way to the most brilliant sunsets that light up the opposite shoreline for viewing at dusk. The mountains sit in the background changing colors before your eyes. A 4-stall garage and 3-slip boathouse provide plenty of room for your classic, or modern style boats and all your water and automotive toys. Your family will enjoy abundant space and ready access to water sports, dock picnics, swimming, a match on the hard-court tennis court. Mt. Sunapee Ski Resort is 5 minutes away. Boston 90 minutes south. Direct coach line to NYC. Immediate Occupancy.

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

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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327 Fletcher Schoolhouse Road Woodstock VT 05071

MLS Number 4796716

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 6,308

Bybrook Farm is a picturesque country estate, built in 1797, and completely restored with historic integrity and deluxe amenities, including custom hand-planed cabinetry and finishes, reclaimed wood floors, hand hewn beams and decorative painting by renowned artist Kevin Paulsen. Sited on 26 acres, with an exquisite brook that meanders throughout the property and leads to a picturesque spring fed pond. A rare combination of brook, pond, rolling hills, forest, mature gardens, and original stone walls, complete with charming farmhouse, classic wooden bridge and quintessential Vermont red barns. The best of serene country living with easy access to downtown Woodstock and nearby equestrian, golfing, tennis, skiing, restaurants, spa and fitness facilities. 5 bedrooms in the main house, and guest house and 2 separate kitchens provide for cozy relaxation or entertaining friends and relatives. Settle in on the stone terraces or open air porches that overlook the rushing brook and pond. Take a nature walk in the forest; ice skate on the pond; snow shoe or cross country ski right out your back door. The corporation which is the legal owner of this property is subject to a federal bankruptcy filing, and any agreements with respect to the purchase and sale of this property will require approval from a Federal bankruptcy court. Excellent location just a short walk to the Kedron Valley Restaurant, South Woodstock Country Store, 2 mins to GMHA and 10 mins to Woodstock Village Green.

Listed by John Snyder of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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348 Route 103A Route Newbury NH 03255

Newbury, NH348 Route 103A Route

Price$699,000

Est. Mortgage: $/month

MLS Number 4795251

  • Residential Single Family
  • Construction Existing
  • Bathroom 8
  • Bedrooms 5
  • Square Feet 4,095

True New England Living in Newbury NH! This spacious Single Family Home has Versatility!!!! Formerly known as "Sunapee View" Bed and Breakfast Estate. This one of a kind property features 5 Bedrooms and 6 Bathrooms, each bedroom has a private bathroom! There are 2 First floor Master bedrooms. The Main House (to code for BnB) Features a SS Commercial grade kitchen with 3 sinks, Gas range and, and Industrial sized refrigerator. The Dining Area for 12-15 overlooks the Pergola Patio with custom wrought iron railing. The Living Room with Wood burning fireplace backed up to a game room is comfortable and inviting. The BnB transitions into the In-Law section seamlessly giving this home versatility accessibility while still offering privacy and conveniences. The In-Law has 2 bedrooms on the 1st floor and both have bathrooms. The Open-Concept Eat in kitchen/living room share beautiful and peaceful views of Sunapee. The reading room or loft adds a wonderful space to escape and dive into a good book. The landscape has been maintained and features a garden pond and the grounds of this property have been sought after by photographers to capture picturesque photos for weddings and special occasions. The perfect home for a Large Family, Investment, BNB, Inlaw, Rental. This home is solid! Minutes to 89, Mount Sunapee, New London Hospital....this property has it all!

Listed by Beth Decato-Beaulieu of Keller Williams Realty Metropolitan-Upper Valley

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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1959 Cox District Road Woodstock VT 05091

Woodstock, VT1959 Cox District Road

Price$9,750,000

Est. Mortgage: $/month

MLS Number 4792976

  • Residential Single Family
  • Construction Existing
  • Bathroom 7
  • Bedrooms 9
  • Square Feet 9,515

Woodstock Farm is a modern architectural masterpiece and landmark work by award winning and internationally recognized architect Rick Joy. Based on a conceptual framework that draws from the simplest archetypical forms, this dramatic stone and shingle house and counterposed barn is set on over 200 acres of Vermont countryside minutes from the picturesque village of Woodstock and in close to ivy league Dartmouth College in Hanover, New Hampshire. Melding effortlessly into the Green Mountains, the property is sensationally experiential in nature and the design is executed with the sharpest attention to craft and detail. Drawing directly from the architectural vernacular of the rural northeast, the tension between the historical and contemporary is conveyed, to paraphrase the architect, through the massive character of the walls, through the qualities of light and dark, through spatial movement and through atmosphere. The four-bedroom main residence offers a 152-foot elongated gable house with massive end walls of quarried Lake Champlain bedrock and cedar cladding on the roof and side walls. Extraordinary, unique and exceptional in every way, Woodstock Farm presents the opportunity for a new owner to acquire an important piece of the history of modern architecture, an incomparable lifestyle, and a work of art.

Listed by Richard Higgerson of Four Seasons Sotheby's Int'l Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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401 Hanover Center Road Hanover NH 03755

Hanover, NH401 Hanover Center Road

Price$739,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4791726

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,130

Located on the historic Hanover Center Green, this charming property has been lovingly updated to present an attractive, inviting New England style home easily accessible to both Hanover and Lyme. From the rear of the house, you will enjoy glorious sunrises and views of Moose Mountain and on the front porch you will see spectacular sunsets behind the candle-lit , historic Hanover Center Green church. Inside this sun-drenched home, you will find an open kitchen/dining area that flows into a bright living room with a wood-burning fireplace and breathtaking views of Moose Mountain and the large yard. A new wrap-around mahogany deck is accessible from the dining room, with a lighted stone patio below for outdoor activities in more temperate months. Upstairs is a master bedroom with en suite bath and gas fireplace, two more bedrooms with a full,double sink bathroom, and a study with a wrap-around desk. On the lower level, is another sunny room with a full bath and separate entrance, perfect for an au pair, in-laws,or as a playroom. A separate, finished barn can serve as a studio or rental. A must see!!

Listed by Linde McNamara of LindeMac Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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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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: 3.33% last updated on Apr 2, 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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40 Etna Road Hanover NH 03755

Hanover, NH40 Etna Road

Price$1,099,000

Est. Mortgage: $/month

MLS Number 4790901

  • Residential Single Family
  • Village Etna
  • Construction Existing
  • Bathroom 10
  • Bedrooms 11

THE TRUMBULL HOUSE- This iconic Hanover estate sits on over 15 acres of beautifully landscaped grounds in the village of Etna. There are open fields lined with historic stone walls, majestic trees and a lovely central pond. The house was constructed by master builder Harry Trumbull in 1919 and has undergone several renovations over the years to accommodate growing families and a more open floor plan. The interiors are elegant and bright with lovely woodwork and built-ins throughout. The bedrooms are large and well appointed, most with en suite bathrooms. The property would be perfect for a family desiring to be near Hanover town, but also enjoy a heavenly country setting. There are endless activities from the swimming or skating pond, hiking and snowshoeing trails that link to the Appalachian Trail, and a central location to access all local amenities. The Trumbull House operates as a well known Bed & Breakfast Inn. The property is minutes to Dartmouth College, Dartmouth Hitchcock Medical Center, Lebanon or Hanover.

Listed by David Donegan of Snyder Donegan Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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: 3.33% last updated on Apr 2, 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$895,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 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 April 7, 2020.