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. 

89 Indian Acres Road Fairlee VT 05045

Fairlee, VT89 Indian Acres Road

Price$274,900

Est. Mortgage: $/month

MLS Number 4829719

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 1,504

New to the market! This neat, updated Fairlee 3 bedroom 2 bath home offers a peaceful, quiet country setting, yet is 1.5 miles to Route 91 and a 20 minute drive to main Street Hanover. BONUS: a cute “tiny cottage” guest space adjacent to the house has offered the owners great added income as an airbnb and pays a considerable amount of the monthly cost for the house! With separate parking and a private walkway, you don't even know that there are guests! The main house has warm wood beams throughout. The kitchen was fully updated with elegant quartz counters, subway tile and new appliances. The combination living/dining space is right off the kitchen and offers easy access to the expansive deck and new hot tub! The master bedroom with en-suite bath is on the second floor. The two additional bedrooms are on the main level in the addition, providing some nice separation and privacy. First floor laundry. The basement is a crawl space, but the two car garage is heated, and there is added space covered storage adjacent to the garage. This neat move in home is move in ready, super convenient to the upper valley and ready for new owners. Do not wait, this will not last! Showings begin on Sunday!

Listed by Mark Roden of BH&G - The Masiello Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

21 High Meadow Road Newbury NH 03255

Newbury, NH21 High Meadow Road

Price$1,849,000

Est. Mortgage: $/month

MLS Number 4829320

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 3
  • 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 21 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: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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
  • Bathroom 8
  • Bedrooms 5
  • 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: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

212 Hook Road Chelsea VT 05038

Chelsea, VT212 Hook Road

Price$345,000

Est. Mortgage: $/month

MLS Number 4827952

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 2
  • Square Feet 1,676

Unique offering with land on both sides of the road to protect the lovely views! Owners and craftsman builder worked closely together to create this light filled Cape with a Tuscan Farmhouse feel. You will notice the wonderful tile floors in the entry/mudroom, kitchen and baths, the handcrafted island in the well designed kitchen that is open to the impressive great room with hand hewn bean accent/cathedral ceiling and copious windows. Wonderful wide board floors and reclaimed antique doors add to the charm throughout. Nicely apportioned bedrooms and baths and quality lighting and accents add to the charm. The inviting grounds feature creative stone walls and tasteful plantings. Plus there's a 24x18 Sugar-house/Guest house! Absolutely darling for your guests or personal studio/writing cabin etc. Move in and enjoy this special home while sitting on the spacious wrap deck with awning and watching the sunset and mountain range views!

Listed by Debra Kingsbury of Four Seasons Sotheby's Int'l Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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
  • Bathroom 1
  • Bedrooms 2
  • 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: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

2028 Plains Road Weathersfield VT 05151

Weathersfield, VT2028 Plains Road

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4824785

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,900

Privacy, antique Vermont character blended with modern construction, pond, stream, barn, open and wooded land, guest house / rental, and solar array which offsets electrical bills. Charming first floor: open kitchen - living area with wood stove, wood paneling, opening onto the covered porch leading to the stone patio. First floor master suite with large private bath and walk-in closet. Breakfast nook and formal dining room as well as an office. 2 bedrooms and a bath on 2nd floor. 2 car heated attached garage enters to practical mudroom, laundry, rec room, and family room with wood stove and large windows. Outside combines many desirable elements: large flat yard and field, stream, pond, barn / workshop, established perennial gardens. Guest house offers rental income or guest / family accommodation, 1 bedroom, 1 bath, propane heat. Private location but 10 mins from Exit 8, I-91. High school choice. 36-50MBS internet.

Listed by Seth Warren of Seth Warren Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

513 Taplin Hill Road Corinth VT 05039

Corinth, VT513 Taplin Hill Road

Price$520,000

Est. Mortgage: $/month

MLS Number 4824543

  • Residential Single Family
  • Construction Existing
  • Bathroom 5
  • Bedrooms 9
  • 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: 2.87% last updated on Sep 17, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

1959 Cox District Road Woodstock VT 05091

Woodstock, VT1959 Cox District Road

Price$10,500,000

Est. Mortgage: $/month

MLS Number 4820913

  • 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 Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

3114 Church Hill Road Woodstock VT 05091

Woodstock, VT3114 Church Hill Road

Price$2,740,000

Est. Mortgage: $/month

MLS Number 4820914

  • Residential Single Family
  • Construction Existing
  • 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 homes 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.

Listed by Richard Higgerson of Williamson Group Sothebys Intl. Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

315 Parker Hill Road Springfield VT 05156

Springfield, VT315 Parker Hill Road

Price$1,200,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4820513

  • Residential Single Family
  • Construction Existing
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3,664

Carefully restored 1831 brick federal on 163+/- acres with 5 bedrooms and 4 baths, strikes a rare and delicate balance between authenticity and comfort that so many buyers seek but cannot find in pursuit of a Vermont lifestyle. The house is sited on a rise above the lightly traveled Parker Hill Road and looks out to the mountains beyond including lovely views of Mount Ascutney. Inside, the spaces are charming and elegant. They are defined by antique natural-wood flooring, plaster over lathe walls, high ceilings and seven wood-burning fireplaces, including a newly-built Rumford in the remodeled kitchen Open flow throughout with space for family and entertaining including a 4-season sunroom with slate floor and cathedral ceiling, dining room, an enlarged living room with two fireplaces and sitting room adjacent to a full bathroom and first-floor powder room. There is also a new first-floor bedroom in between the mudroom and 3-bay garage. Upstairs are four bedrooms including an en-suite primary bedroom, and a second ¾ bathroom. Outbuildings include an original barn re-purposed as a guest house with fieldstone fireplace, studio bunk house and a post & beam barn designed for indoor sports and storage with a bathroom and out-door shower. The land is comprised of rolling meadows flanked by old stone walls and long-range views in every direction. As a gateway to the bucolic Parker Hill Rural Historic District, this turn-key property is a special Vermont offering.

Listed by Christopher Lang of LandVest, Inc/Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

33 Hall Road Chelsea VT 05032

Chelsea, VT33 Hall Road

Price$385,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4819741

  • Residential Single Family
  • Construction Existing
  • Bathroom 2
  • Bedrooms 1
  • Square Feet 1,556

Green Mountain Straw-Bale House This beautiful timber-framed house has so much to offer. Enjoy the views looking over thirty acres of Vermont pasture land. You'll find many fruit trees and nature to explore on your walk to the private swimming pond. An existing trail system allows for horseback riding, walking and snowshoeing. The large barn, with a flat riding ring, has plenty of space for horses and other animals. The house was constructed for energy efficiency and uses a small carbon footprint. This home stays warm using only three cords of wood annually in the wood-burning stove! The kitchen has locally-made custom wood cabinets and beautiful soapstone counters. This home must be seen to appreciate its many unique qualities.

Listed by Holly Hall of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

42 Arctic Cat Road Royalton VT 05068

Royalton, VT42 Arctic Cat Road

Price$289,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4818441

  • Residential Single Family
  • Construction Existing
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,998

This sprawling single-level residence is an ideal home for you and for entertaining your guests. The layout includes three bedrooms, four bathrooms, formal dining room, living room with a gas stove, and a modern kitchen. In addition, this well-appointed home has a mudroom, spacious great room, bar area, game room, media space, and a separate playroom or office. The fenced backyard has plenty of room for relaxing, while the basement offers a home gym, pantry, and ample storage. The large oversized garage is attached and built to store a camper. There is also a separate apartment with a studio and one bedroom to use as an income-producing rental or for your guests. This property has so much to see!

Listed by Holly Hall of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

Broker Reciprocity

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 September 21, 2020.