Upper Valley Homes with a Guest House

Upper Valley Home with a Guest HouseBrowse 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. 

139 Toll House Road Newbury VT 05051

Newbury, VT139 Toll House Road

Price$295,000

Est. Mortgage: $/month

MLS Number 4838510

  • Residential Single Family
  • Village Newbury
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2

Connecticut River Valley Compound: At the end of the road where the Bedell Bridge use to span the Ct. River between VT and NH this historic property is the site of the Toll House for river crossings. Expanded to three bedrooms the Toll House sits high above on the River's edge with a large deck overlooking 250' of river frontage and NH farm land across. A separate carriage house offers guests a separate cozy house with cathedral ceilings and garage. Add 2.84+- acres of fields with barn for horses or pets and you a have a one of a kind property.

Listed by Paul Kidder and Heidi DeBrino of Lyman Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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675 College Hill Road Woodstock VT 05091

Woodstock, VT675 College Hill Road

Price$1,385,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4833519

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4

This newly constructed, Ambrose design/build home is privately situated on 20+ acres just a short walk to the Woodstock Village Green and includes a separate 3.5-bedroom, 1.5-bath, 1,500-square foot farmhouse/guest house (currently rented for $1,700/mo) plus an historic barn, 4-bay shed-garage and swimming pond. The beautifully crafted main residence, built in 2016, features an open floor plan main living level with high ceilings and large windows which flood the kitchen/living/dining area with natural light. The main level also enjoys a generous pantry, mudroom with adjoining laundry, bedroom and 1/2 bath (to which a shower could easily be added). Upstairs is the master bedroom featuring a walk-in closet and full bath with a clawfoot tub, shower and double vanity, and two additional bedrooms and full bath. The finished lower level offers a wonderful rec/hangout room and another full bath. The house also features rooftop solar panels and is certified for excellence in energy-efficient design and construction through Efficiency Vermont. Well-maintained and beautifully landscaped grounds with a mix of lawn, gardens, a swimming pond, and woods, all of which can be enjoyed from the comfort of the covered wraparound porch. Newer, state-approved 7-bedroom septic, and a total of 4,200 sf between both homes. This is a prime opportunity for a private spot within walking distance of all of the many amenities Woodstock Village life has to offer.

Listed by John Snyder of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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$1,295,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4830232

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,817

One of the finest settings in New London, this family retreat is located on 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 with gentle slopes. Enjoy a small apple orchard, a 50 mile panorama of mountain ranges including majestic Mt. Sunapee . 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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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1355 Podunk Road Norwich VT 05055

Norwich, VT1355 Podunk Road

Price$795,000

Est. Mortgage: $/month

Pending

MLS Number 4829866

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,882

Framed by the inspiring beauty of nature, this private oasis is exceptional on every level. This home has been carefully redesigned to accommodate natural light, a welcoming flow, energy efficiency, and an effective use of space, while utilizing the highest level of finishes. Sited to capture both passive solar design function and active photovoltaic generation, this home is near net zero with the addition of 37 PV panels. Mini split heat pumps provide AC and backup heat to the highly efficient and wonderfully gentle heat provided by the Finnish Tulikivi Soapstone wood stove located in the heart of the living space. The main level captures an inviting and cozy feel, with a separate study and full bath. Second and third levels include four-bedroom options in addition to the stunning master bedroom with walk-in closet and private balcony. The house connects effortlessly with the surrounding landscape with an oversized deck that enjoys local views over the confluence of two creeks. An outdoor shower is a special add-on feature. Extensive perennial flower gardens partner with an outstanding array of edible landscape plantings. In addition to the main house, a cabin with kitchenette and two sleeping lofts provide guest accommodations, a retreat or rental possibility. Additional post & beam artists studio with loft and a separate barn with parking bays and storage. The property is surrounded on three sides by protected land providing miles of trails for any outdoor enthusiast.

Listed by Leah McLaughry of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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21 High Meadow Road Newbury NH 03255

Newbury, NH21 High Meadow Road

Price$1,849,000

Est. Mortgage: $/month

Pending

MLS Number 4829320

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 7,807

This is a premier home in a most desirable location. First time on the market, the Mountain Lodge was constructed in 2008 overlooking Mount Sunapee. In distant views are the mountains of Vermont including Okemo, Ascutney and Killington. Thoughtfully designed and meticulously crafted, style and quality are simply undeniable. Upon entry you are greeted by a stunning Great Room featuring Post and Beam construction with nearly 30-foot ceilings. The room also features floor to ceiling double French Doors with large picture windows above, cased in American Black Walnut. The spacious open floor plan provides for modern living with high end finishes throughout. This includes stunning back to back Rumford Fireplaces crafted from hand worked local granite that awaits you both inside and out. The open and well appointed kitchen includes a 12 ft. dine-in island constructed of custom cabinetry with marble and walnut counters. The Lodge features 3 spacious bedrooms, one of which is a first floor Master Ensuite, however, there is the option for 2 additional bedrooms, 2 offices, a gym and first floor laundry and plenty of additional living area awaiting your finishing touches. Outdoor living spaces include a screened porch off the main kitchen, separate guest quarters with an attached garage, and a covered breezeway featuring a fireplace and 12 person inground hot tub. Lots of features to list. Agent interest

Listed by Anita Billado of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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38 Tinkham Hill Road Hartland VT 05048

Hartland, VT38 Tinkham Hill Road

Price$1,495,000

Est. Mortgage: $/month

MLS Number 4828294

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 6,700

Mountain top 16+ acre estate, views for 12 miles in three directions and 9 minutes to Woodstock Village. 3 bedrooms, 3.5 baths in the main house, 2 bedrooms 2.5 baths in the carriage house. Less than 2 hrs to Boston and 4 hrs to NYC. Located 2 miles off I-91 and 45 minutes from the MASS border, there's no reason to spend the day in the car. 25 minutes to Killington Mountain and just over an hour to Stratton, Okemo and others. Main house was built in 2017 with all the modern conveniences such as central air, radiant heat, stainless appliances and granite counter tops. It is connected to the Carriage House by a heated subterranean passageway. Garages consist of 2/2 car heated garages in the main house, and one heated garage in the carriage house. Also a new huge 65'x 26' garage with 15' door attached to the carriage house. There is heated four stall barn for the horses with two more upper levels for hay or storage. Barn also has a heat bathroom and tack room. Three decks in the main house, one screened breakfast room to the east and south, one under cover to the south and one large open deck to the south and west. The carriage house has two balconies facing south and west, as well as a deck to the east. The mountain has lightening fast fiber optic internet, and 5 bars of cell reception, as you can several cell towers atop Mt. Auscutney. Business is a breeze from the comfort of your home. The home is being offered fully furnished and absolutely turn key.

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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1581 Happy Hollow Road Royalton VT 05068

Royalton, VT1581 Happy Hollow Road

Price$280,000

Est. Mortgage: $/month

MLS Number 4826579

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 988

Two for one! A 2-bedroom bungalow with a 1-bedroom guest house on 28 acres. Private yet only 2 miles to the Vermont Law School, or So Royalton green. Two charming homes with small footprints. The main house has an open floor plan with kitchen/dining, living room, and separate mudroom on the main level. Find 2-bedrooms, office, and bathroom with laundry on the second floor. The deck provides natural shade and views to the lower field. Included is a 1-bedroom guest house equipped with a fireplace, woodstove, deck, and 1-car garage under. Perfect for over flowing guests, in-laws, studio, or rental unit. The parcel is mostly wooded with an open section below for gardens or animals. The VAST trail system abuts the property for easy access for snowmobiling, skiing, biking, or hiking. Also included is a storage shed and unfinished detached outbuilding. Located close to the VT Law School, Interstate, and the White River for fishing, or water activities. A wonderful opportunity to rent one while living in the other. Both homes are livable, although are in need of some TLC, and are being sold “as is”. All listing data is based on the main house.

Listed by Terry Davis of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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513 Taplin Hill Road Corinth VT 05039

Corinth, VT513 Taplin Hill Road

Price$520,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4824543

  • Residential Single Family
  • Construction Existing
  • Bedrooms 9
  • Bathroom 5
  • Square Feet 4,175

Rugg Haven is a compound enjoyed by the current owners for over 50 years. This retreat is located on the border of Bradford and E. Corinth, Vermont on bucolic Taplin Hill Road. The property consists of three homes with a grand total of nine bedrooms (many with multiple beds), a three-car garage/barn, and three ponds, as well as almost 42 acres of partially cleared land with a gazebo. Two of the three structures are representative of construction techniques and materials frequently utilized in the early/mid 1970s. The third building, “the cabin”, is more modern, honey-colored log wall and loft construction. The cabin, the handiwork of noted Upper Valley builder Mike Blair, has its own driveway. All three houses have enclosed garage space, fireplaces, screened-in and/or open porches, and remarkably dry basements.The entire property is well-suited for you to put your own mark on it. This constellation of buildings, water features, and the land with existing paths is a study in flexible end use. There is also an opportunity to re-purpose Rugg Haven into a special events facility, a focused facility (yoga?, cross country?), not to mention rental possibilities. Although decidedly private, Rugg Haven is nevertheless only six miles from “downtown” Bradford with its various commercial amenities such as restaurants, the iconic FarmWay!, Hannaford's and I-91. The drive to Hanover is also a simple proposition. A rare chance to acquire an unusual compound in a desirable rural location.

Listed by John Chapin of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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111 Garnet Hill Road Sunapee NH 03782

Sunapee, NH111 Garnet Hill Road

Price$3,500,000

Est. Mortgage: $/month

MLS Number 4815187

  • Residential Single Family
  • Construction Existing
  • Bedrooms 11
  • Bathroom 5
  • Square Feet 4,930

A rare opportunity! This breathtaking family compound boasts 14 acres of private grounds with lake and mountain views! The main house features 11 bedrooms on three floors, an ahead-of-its-time open concept living/dining room, and an expansive wrap around porch. The property includes an additional 2-bedroom ranch style carriage house (circa 1970), ideal for caretakers, extended family members or annual/seasonal renters. The surrounding landscape is appointed with stone walls and terraces originally crafted by Italian stone masons which encompasses two garages and a woodshed. The lush tree covered acreage includes a parcel at the very TOP of Garnet Hill with the potential for 180-degree views of Lake Sunapee and the surrounding mountains. Walk down to your own boathouse, the only one with 4 slips on Lake Sunapee, and enjoy spectacular views of Mt. Sunapee and Loon Island Lighthouse from the expansive 20' x 30' dock. The dock's unique deep-water location originally served as a stop for early steamships delivering mail to local residents. A great investment opportunity as well, with the ability to subdivide the 14 acres into 4 separate lots. The Main house is a top producing rental, bringing in $5,000 weekly.

Listed by Jessica Dolan and Andy Ivey of Dolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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88 Dusty Way Fairlee VT 05045

Fairlee, VT88 Dusty Way

Price$1,975,000

Est. Mortgage: $/month

MLS Number 4813770

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 8
  • Square Feet 5,432

Fabulous opportunity on Lake Fairlee! Welcome to the ultimate waterfront property that will ensure your life has plenty of space for gathering. Cozy guest cabin with fireplace and efficiency kitchen and bath offers the space to host family and friend could also be an office or studio. The quality materials and finishings found throughout this five en-suite bedroom masterpiece is elegant yet inviting and comfortable. Enjoy leisure times on the lush green lawn that gently slopes down to 291 feet of sparkling water frontage on picturesque Lake Fairlee. If water activities from the boathouse dock and quiet nights relaxing on the deck or inside the screened porch sound like the slice of heaven you have been longing for, call now to schedule a tour of this very special waterfront home.

Listed by Penny Loschiavo of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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145 Pellerin Hill Road Springfield NH 03284

Springfield, NH145 Pellerin Hill Road

Price$1,295,000

Est. Mortgage: $/month

Pending

MLS Number 4813152

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,200

Privacy and versatility await. This stunning property in the Lake Sunapee area of New Hampshire offers magnificent views of Croydon Mountain and Mount Sunapee. Set on 15 acres, this unique property has one single home with an in-law suite and five outbuildings that include a workshop, an artist's studio, a gorgeous two bedroom apartment, a hot room gym, a sugar house and ample storage areas. The open concept main house, with four bedrooms and 4.5 baths, is westerly facing and light filled; it is the perfect setting for gatherings and entertaining. Complete with an apartment suite over the garage for an au pair, extended stay company or additional rental income, the home can easily accommodate a variety of needs. Make Pellerin Hill your country estate, compound or beautiful home with rental outbuildings.

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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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28 Pleasant Street Woodstock VT 05091

Woodstock, VT28 Pleasant Street

Price$1,299,500

Est. Mortgage: $/month

MLS Number 4754916

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4

One of a kind! Woodstock Village! A professional designer's well conceived compound. The stylish main residence is complimented with both a delightful detached 2 bedroom guest house and a large 36x24 studio/workshop. The length of the tranquil landscaped rear grounds, lush with spectacular gardens and leading to accessible Ottauquechee River frontage, is an unexpected surprise! In the main residence, the principal rooms feature generous dimensions and careful attention to detail. On the main level, a spacious kitchen, with full size informal dining area, opens in 3 directions, to either a fire-placed living room, a dramatic formal dining room or a large 16'x10.5' screened porch. On the second floor are 2 guest bedrooms, full bath, and a primary bedroom, with ensuite bath. On the 3rd level, a large unfinished attic presents endless potential! The detached guest house is perfect! On the ground level is a living room, with vaulted ceiling, a kitchen with a panty, a mud room and a bedroom with 3/4 bath. A second floor loft bedroom is 21' long! Separately, the free standing 36'x24' studio/workshop has potential only limited by your imagination! Truly an ideal property for combining residential use with a home occupation! The front view of the property has the expected classic New England appeal that typifies the residences of Woodstock Village. While the long private rear lawn, with professionally designed gardens, and accessible river frontage is an unexpected surprise!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 19, 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 November 25, 2020.