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. 

223 Youngs Hill Road Sunapee NH 03782

Sunapee, NH223 Youngs Hill Road

Price$525,000

Est. Mortgage: $/month

MLS Number 4874454

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,255

This country home is so inviting and has a lot to offer. One floor living on 10 acres, beautiful grounds with a large maple tree setting the stage on the side lawn. Perennial gardens and a stone wall lines the road frontage, with a paved driveway and two patios. There are more stone walls out back with lots of open land, but surrounded by trees for complete privacy. It seems possible that with some clearing a view could be had. Across the driveway is an adorable small guest house with its own shed and deck. There is currently a tenant living there, but it would make great in-law quarters or an in-home office if one didn't want a tenant. Great extra income though! Dewey Beach is a private beach on Lake Sunapee for town residents only; swimming, kayaks and paddle boards available, snack shack, lifeguard, swimming lessons are all offered at this beach. Just a few miles to the house, Sunapee harbor has plenty to offer as well.

Listed by Jane Snow of BHGRE The Milestone Team

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

228 Davis Hill Road New London NH 03257

New London, NH228 Davis Hill Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 4871276

  • Residential Single Family
  • Construction Existing
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,376

Once known as High Meadow Farm, this classic New England home was built in 1858. The beautifully restored estate is located on a designated New Hampshire scenic road, Davis Hill. The centerpiece of the property is a two-story main residence with a large eat-in kitchen featuring a restored eight burner stove c:1890 plus a large pantry, breakfast area, a large living room with fireplace and a glass enclosed patio that overlooks a spectacular freeform pool, gazebo and open fields. The home features many intimate rooms with fireplaces and classic built-in architectural features. The main home includes a first floor master suite and four additional bedrooms for everyone to enjoy large gatherings. The restored two stall horse barn is the ultimate game and fun area and separates the main house from a beautifully renovated guest quarters with a spiral staircase, 1 bedroom plus a sleeping loft, and a kitchen. A separate caretakers quarters or summer cottage is located next to a hard surface tennis court. This quintessential legacy property is located just minutes from downtown New London in the outstanding Dartmouth/Lake Sunapee Region.

Listed by Stefan Timbrell of Coldwell Banker LIFESTYLES

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

95 Lake Avenue Sunapee NH 03782

Sunapee, NH95 Lake Avenue

Price$2,995,000

Est. Mortgage: $/month

MLS Number 4867252

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 4
  • Square Feet 3,151

Family and friends will fit in this charming 5 bedroom waterfront home and 2 bedroom guest house. The main house was originally built in 1903 and has been updated significantly. Fully winterized, your family will enjoy the open concept living. Relax around a wood stove fire in winter. The updated and upscale kitchen offers ample storage and prep space. The lakefront dining room features a wetbar and built-ins. Upstairs find 5 bedrooms including a master suite with private bath. Summer evenings will be enjoyed and remembered on the wide screen porch with room for relaxing and dining. The guest house was built new in 2010 and features a smaller kitchenette, living room with propane fireplace, 2 upstairs bedrooms. Lush landscaping surrounds the level lawn with fabulous firepit area overlooking the lake. The wharf offers deep water frontage and room for 2+ boats. Walk into the Harbor for dining, entertainment, shopping and concerts! Enjoy a front row seat for 4th of July fireworks! The summer sunsets directly across the lake and will help you mark the end of another memorable day - on the lake!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

98 Pike Hill Road Newport NH 03773

Newport, NH98 Pike Hill Road

Price$395,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4866488

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,150

Beautiful Gambrel home sitting on a private 12+ acre lot. This home can be finished to your specifications. Features 4 Bedrooms, first floor 9' 6" ceilings, open concept living, first floor master and more. There is an accessory dwelling great for an inlaw suite, with an attached garage and attic storage above. A spring fed stream is on the property, fruit trees, blueberry bushes, and access to an extensive trail system for hiking, atv or horseback riding. Potential for a small hobby farm with fencing and a custom coop. Only a mile away for the Newport golf course and about 15 minutes to Lake and Mount Sunapee!!

Listed by Jessica Dolan and Anthony Dolan of Dolan Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

186 Reading Farms Road Reading VT 05062

Reading, VT186 Reading Farms Road

Price$4,985,000

Est. Mortgage: $/month

MLS Number 4866260

  • Residential Single Family
  • Construction Existing
  • Bedrooms 17
  • Bathroom 15
  • Square Feet 13,010

Upon the first glance of the massive estate you notice the generations of carefully curated and thoughtful planned landscaping, expansive meadows and lawns, stocked fish ponds which catch the reflection of the main house as you drive by. You might even get a glimpse of the Merganser Hooded Ducks who nest each year. Owned for 100 years, the property has graced the cover of House Beautiful and in Architectural digest. The estate compound includes a main house reminiscent of an country manor with 9 bedrooms, 9 bathrooms, extensive living areas, a Library which is in the original cape built 1776 with original floors. Also a theatre, gym and 2 bedrooms with one bath. A carefully situated gazebo catches the evening sunsets through mature pines. Features a entertainment barn complete with kitchenette, 3 bed, 2 bath and pavilion for large groups or events. Also a cottage offering 3 bed,1.5 bath and kitchen. After a stroll on your private trails relax in the heated pool at the end of a mature maple alley. The estate is listed at 120 acres with an additional 115 acres available for a true kingdom of 235+. Many have tried replicating the setting at great expense to capture the estates decades of devotion to the grounds which cannot duplicated. Close to skiing and heart of horse country with access to GMHA trails. Minutes to Historic Woodstock. Presently being used as a Special Events venue as well as the owner''s primary home. Possibility of Owner financing and/or joint ownership.

Listed by Derek Eisenberg of Continental Real Estate Group, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

271 Spruce Lane Corinth VT 05039

Corinth, VT271 Spruce Lane

Price$295,000

Est. Mortgage: $/month

Pending

MLS Number 4865610

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,286

Open concept ranch home situated on a private lot with gorgeous views of local mountains. Extremely well maintained home with 3 bedrooms all on the same floor, including a large master bedroom suite with laundry. Additional full bathroom for other 2 bedrooms. Hardwood wood floors and open living, dining and kitchen. Farmers kitchen with Corian countertops, island and lots of cupboard space! Beautiful mudroom/den area with a fireplace off the screened in porch. Finished walkout basement with family room, pantry area and wet bar. Additional storage and cedar closet located in the lower level. Lots of beautiful perennial gardens, stonewalls and multiple decks. Large yard with fenced raised garden beds to keep the critters out, blueberry bushes, chicken coop, greenhouse and a 2 stall goat barn. The detached one car garage also has a section of finished space with a full bathroom, den/office area that could be used for a workout space or home gym and also has a mini kitchenette too. Quick easy commute, 35 minutes to Hanover or Barre area. Delayed showings until 6/12/21

Listed by Renee Rainville of New Leaf Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

58 Barber Road Haverhill NH 03774

Haverhill, NH58 Barber Road

Price$399,000

Est. Mortgage: $/month

MLS Number 4865412

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,600

1.31 +/- Acres of land a bit off the beaten path in heart of White Mountains near Mousilauke, Black Mountain State Forest. Cozy up in main house and let your guests use separate house. It's a cute 1 bedroom with full bathroom, covered porch, carport/storage -recently remodeled! Maybe you rent it out, or use it for in-laws (presently the guest house is winterized)! Main house has large master -cathedral ceilings, slider to deck, full bath. Kitchen open to living room then to wrap around deck overlooking pond and pristinely kept property. Upstairs, 2 smaller rooms too! In addition to traditional kitchen stove you'll love the old cook stove-what a statement -functional too - imagine aroma of pancakes or cornbread! This property is an oasis of its own with a 9' deep beautiful pond for swimming or fishing, cleared area around much of it for easy access and so pretty to look out to from the house. Imagine roasting marshmallows around huge fire pit area, there is a stream and large wrap around deck too! If you chose you could do some clearing - have a magnificent mountain view also! There is so much packed into this property, grounds, buildings, setting! The siting of the home makes for the back yard to be private. Large garage will satisfy one that loves to project and putter, it's heated and has a super workshop set up. You'll be close to Cannon and Loon for skiing, abundance of hiking nearby, golf and the Wild Ammonoosuc River all nearby. Showings start Thurs. June 10th.

Listed by Elizabeth Horan of Peabody and Smith Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

88 Dusty Way Fairlee VT 05045

Fairlee, VT88 Dusty Way

Price$2,100,000

Est. Mortgage: $/month

MLS Number 4863531

  • 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 friends, 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: 2.78% last updated on Jul 22, 2021
* 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

541 & 523 Ely Road Thetford VT 05045

Thetford, VT541 & 523 Ely Road

Price$3,950,000

Est. Mortgage: $/month

MLS Number 4858046

  • Residential Single Family
  • Construction Existing
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,280

Find your escape at this idyllic Vermont country estate. Privately set at the end of a dirt road lined by sugar maples, surrounded by conserved farmland and perched on the river's edge, this New England oasis is populated with extensive gardens, rolling pastures and meticulously groomed lawns, a clay tennis court, and an outdoor living room with an in-ground fire pit surrounded with perennial gardens, replete with a garden shed that can be used for planting organic veggie gardens, an outdoor chicken coop, or even an outdoor entertainment cabin with built-in bar area. Placed around the 10-acre property are buildings for every need: a 5-bedroom farmhouse residence, a 2-bedroom guest house, barn/studio & unique treehouse. A “come and never leave” multi-generational retreat to be enjoyed by all - morning coffee on the patio taking in the sunrise and long-range views down the river; a mid-morning tennis match, game of croquet, or golf swing practice with chipping, pitching and bunker shots; a dip in the river on a hot summer's day or kayak/paddle board adventure; lunch on the deck perched in the woods by the water; doze off for an afternoon nap in the treehouse; pack the coolers and picnic baskets for a cocktail dinner cruise on the river; and end your evening sharing laughs around the firepit and roasting s'mores. Within 20 minutes of Dartmouth College and an easy destination spot from Boston and New York, this property is primed for its successors coming from near or far.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

295 Route 106 Reading VT 05062

Reading, VT295 Route 106

Price$599,000

Est. Mortgage: $/month

MLS Number 4857620

  • Residential Single Family
  • Construction Existing
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 2,854

A classic Vermont style home, with a detached fully heated 3 level, 3 bedroom barn! The well conceived multi-bedroom floor plan comfortably accommodates numerous visiting friends and family members or alternatively can provide an easily managed living space for a small family of several people! The principal rooms are gracious in size and are beautifully detailed. The 11 acres of useful land present opportunities for recreation, keeping animals or growing crops. A wide and beautiful section of the North Branch of the Black River borders an edge of the property! For many years, the current owners ran the highly visible property as a bed and breakfast. On the ground floor of the residence is a sun room with vaulted ceiling, a large living room with propane fired cast iron stove, a bright kitchen with great appliances, a formal dining room, a primary bedroom with ensuite bath, and a large family room with dramatic windows and a wood burning stove. On the second floor are 4 generously sized bedrooms and 2 baths! The detached fully heated and insulated 40' by 24' barn is a wonderful compliment to the residence! On the ground floor, 3 garage doors open to provide parking or extraordinary workshop space. On the second floor are 3 bedrooms with each having its own bath! On the 3rd floor is a 23' long office/studio with endless possibilities! A property well located for skiing, access to equestrian South Woodstock, or the well known shopping and dining amenities of Woodstock Village!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

195 Deerhaven Lane Royalton VT 05068

Royalton, VT195 Deerhaven Lane

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 4855721

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 4,542

Clean air. Clean water. Clean earth. Private wooded trails, green open fields, spring fed ponds. This property is a rare combination of all that plus 3, yes 3, income generating authentic 4 season log cabins with limitless possibilities. The main homestead sits on top of the sprawling 47 acre estate overlooking a five dimensional mountain view that just never gets tired. Use as one unit or two. The finished, heated drive through basement makes a great shop with separate storage rooms. The homestead has a 8ft high fenced 3 acres with stall to raise your own meat or keep pets. The oversized detached trex deck has a built in gas firepit and grill. A two bay carriage shed keeps vehicles under cover. The log cabins have generated income with a combination of short term vacation rentals and long term leases over 15 years and have sustained the property while building equity. Depending on how you market them, conservative CAP rates run between 7-16%. You'll benefit from buying directly from the visionary builder, responsible for constructing all the buildings on the property, as well as infrastructure of the roads, septic systems, underground power, and more. He's owner occupied since it's construction in 1993 and has made improvements every year. Mature blueberry plants, grape vines, fruit trees and perennial, sitting areas abound. Take this opportunity to live in this majestic homestead while the rentals pay your bills!

Listed by Jason Saphire of www.EntryOnly.com

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

352 & 357 Shaker Boulevard Enfield NH 03748
Active With Contract

MLS Number 4855517

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,040

MASCOMA LAKE AT IT'S BEST! 4 Season Home, Detached Garage & Seasonal Cottage Sited Directly On The Sandy Shore! Circa 1939 Seasonal Cottage W/Bedroom & Sleeping Porch Being Sold As Is With Contents! Detached Deck Sited Above The Shore! 4 Season Home Sited Directly Across the Boulevard Up A Paved Driveway! Solar Energy Harvested for Electricity & Domestic Hot Water. Home Faces South With Views Of Mascoma Lake & Shaker Mountain From South Facing Windows! Oak Parquet Flooring On Main Level! Open Concept Living Offers Country Kitchen W/Cabinets W/Self Close Drawers, Granite Counter Tops, Entrance to 10' x 10' Rear Deck, Dining & Living Facing Mascoma Lake & Shaker Mountain! 2 Bedrooms View the Lake & Mountain. Rear Bedroom. Full Bath W/Granite Top Vanity! 10' x 10' Deck Off 4 Season Sun Room Views Lake & Mountain! Walk Out Basement Offers Family Room W/Soap Stone Woodstove on Hearth. Den/Office Room. Full Bath W/Jet Tub & Included Cupboard! Utility Room & Workshop. Pachinco Game Included. Solar Panels Assist With Pre-Warming Domestic Hot Water Prior to Domestic Hot Water Heater AND Electricity! High Efficiency Propane Furnace & Hot Water Heater! Central Air Conditioning! Central Vacuum! Detached 24' x 24' Garage On Slab W/Garage Door Opener! Seasonal Cottage Has Not Been Used By This Owner! Septic Is Assumed To Be A Holding Tank! Extensive Landscaping! Loons Wail & Eagles Soar at this Special Property! Look Today to be Ready for Summer Fun on Mascoma Lake!

Listed by Leafie Casey Cantlin of Vanessa Stone Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* 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

Broker Reciprocity

Copyright 2021 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 July 28, 2021.