Upper Valley Cottages

Scroll down to browse listings for cottages in the Upper Valley of Vermont and New Hampshire. You may also be interested in browsing all homes.

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Contact Martha Diebold Real Estate or give us a call at 603.795.4816 if you are interested in a specific property, or if you have any questions.

1604 Taplin Hill Road Corinth VT 05039

Corinth, VT1604 Taplin Hill Road

Price$175,000

Est. Mortgage: $/month

MLS Number 4996409

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,113

Sitting along beautiful Taplin Hill Road is an adorable cottage that was once the Taplin Hill schoolhouse. Loved by the current owner for the last 20+ years, it is time for a new headmaster. The original structure has beautiful exposed timbers, tall windows, and a vaulted ceiling. The deck offers a bucolic local view and the soothing sound of peepers in the distance. Corinth has no zoning, high school choice, and has its own ski tow! If you are looking for a special place in Vermont, this property should be on your list. Located on a town maintained paved road, it is an easy drive to Dartmouth/Lebanon/WRJ or the Barre/Montpelier areas.

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

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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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30 Prospect Street Lebanon NH 03766

Lebanon, NH30 Prospect Street

Price$575,000

Est. Mortgage: $/month

MLS Number 4996133

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 2,315

Enchanting Cottage Setting in Downtown Lebanon! A short walk from the Lebanon Green you will discover this charming 3 bedroom, 2 bath updated ranch with lower level guest suite. The private setting and lush perennial gardens as well as a recently constructed attached two car garage are sited on a large double corner lot surrounded by stone walls, naturalized pathways and an additional garage/shed on the second lot. Just 5 miles to Dartmouth Health Hospital and an easy trek to the Northern Rail Trail, Opera House and restaurants, this is truly a one of a kind private oasis found in the heart of Lebanon.

Listed by Gabrielle Black of Coldwell Banker LIFESTYLES - Hanover

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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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190 Bolander Road Bradford VT 05033

Bradford, VT190 Bolander Road

Price$949,000

Est. Mortgage: $/month

MLS Number 4995531

  • Residential Single Family
  • Construction Existing
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 3,248

This private 160-acre oasis is on the market for only the second time in 25 years. The one-of-a-kind post and beam home was custom built in 1999 and could be in a Hallmark Movie. Visitors always say the same thing: WOW! Just seven miles from I-91 and Bradford. Easy 30-minute commute to the Upper Valley or 40 minutes to Montpelier. There is something for everyone at this property: - Approx. 140 acres of woods for hunting or hiking with miles of trails with plentiful white-tail deer, wild turkeys and quail. - 20 acres of fenced pastures divided into three paddocks - New Amish built barn (40' by 30' ) with dirt floor, automatic waterer, and separate shed (50' x 25') with cement floor for hay and machinery storage - Pond with dock(approx. 150' x 75' x 6') - Half acre fenced run - just open the door for your fur babies! - Generac back-up generator - High-speed internet from EC Fiber or Starlink The 2,500 sq ft main house has three bedrooms and three baths with finished walk-out basement. Updates include: - Solar system installed that has generated electric surplus since 2022! - Master suite bathroom remodel - Bosch high efficiency furnace - New windows 650 sq. ft one bed/ bath guest cottage is ready for nana, teenagers or additional income. Updates include: - York high efficiency furnace - Bedroom suite bathroom remodel - Well, updated to code All major appliances included. Showings available by appointment only with pre-approval or POF required

Listed by Derek Greene of Derek Greene

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$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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222 Tucker Hill Road Norwich VT 05055

Norwich, VT222 Tucker Hill Road

Price$960,000

Est. Mortgage: $/month

MLS Number 4994595

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,008

Nestled on 14.1 acres along a quiet and peaceful dirt road, this property boasts a unique history and timeless charm. Constructed from 1977 to 1979, this gambrel-style residence echoes the design of the Tavern in Machias, Maine, dating back to the 1790s. The meticulous craftsmanship shines throughout the home with antique lumber and bricks adding character to the post-and-beam structure. Step inside to discover a blend of tradition and innovation. A central masonry arch graces the staircase, incorporating six chimney flues. Radiant heating discreetly warms the ceilings, preserving the antique ambiance of the rooms. Shaker-inspired details, from hand-planed walls to framed raised panel cabinets, enhance the interior's rustic elegance. The home's expansion in 1990 integrated additional living space, including an oversized three-bay garage while preserving the home's classic aesthetic. There is room for all including 4 bedrooms, an office/den, and many living spaces. Beyond the main house lies a charming guest cottage accessed by a separate driveway. It includes a kitchenette, bathroom, one bedroom, and living space with a propane heater. Outside, the landscape unfolds with mature fruit trees, rock gardens, and vibrant flora, creating a picturesque backdrop. From the twisted plum trees to the towering horse chestnut, every corner of the grounds exudes natural beauty and serenity. The convergence of two streams on the edge of the property fills the air with meditative sounds.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 4993127

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 5,939

ByBrook Farm: Reimagined, turnkey 1790s farmhouse set in one of Vermont's most loved valleys, perennial gardens, stone walls, a spring fed pond, a brook, and rolling meadows. Quiet luxury. Just outside the hamlet of South Woodstock on 25 acres, the 2-bedroom 4,667 sf farmhouse and the 2-bedroom 1,273 sf guest cottage are connected by a stone pathway through the gardens. In the recent renovations of the main house, an additional 825 feet were added on for the kitchen and an extension to the upstairs bedroom suite. Vernacular character: Hand-plastered walls reflect the Vermont light, hand-planed boards, hand-hewed beams and a dining room mural by the Hudson River painter, Kevin Paulsen. Comfortable living, beautifully done. Attached to the farmhouse are two parking bays and a bank barn. On the lower level of the post and beam barn is a large gym or studio space. A picnic area on the top of the knoll has views of the rounded hills and the Kedron Valley-- a landscape that has not changed much over the last 200 years. New geothermal system, solar array and a hook-up for an electric car. The main dwelling has whole house A/C. EC fiber high speed internet. 0.2 miles from Kedron Valley Inn/Ransom Tavern and South Woodstock Country Store and less than a mile from GMHA, the oldest horse club in the country. 26m from Killington and 40m from Okemo. 2h 19m from Boston. Showings begin May 10th.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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77 Nh Route 4a Lebanon NH 03766

Lebanon, NH77 Nh Route 4a

Price$1,595,000

Est. Mortgage: $/month

Pending

MLS Number 4993020

  • Residential Single Family
  • Construction Existing
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,630

A luxurious waterfront property boasting over 290 feet of tranquil water frontage, offering breathtaking views of the shimmering lake from every angle. The open layout connects a spacious gourmet kitchen, dining area and a generous family room with access to the expansive deck area overlooking the beautiful water. Enjoy the formal living room with gas fireplace or maybe take in a movie in the media area in the lower level. This gorgeous property has something for everyone. This property offers four plus bedrooms with a guest cottage, detached garage with finished space and a whole house generator while minutes to shopping, restaurants, Dartmouth College and DHMC.

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

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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311 Densmore Hill Road Hartland VT 05048

Hartland, VT311 Densmore Hill Road

Price$2,950,000

Est. Mortgage: $/month

Active With Contract

MLS Number 4984388

  • Residential Single Family
  • Construction Existing
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 2,008

A property that epitomizes what is meant by spectacular Vermont views! With over 100 acres of quality land the opportunity is presented for construction of an unparalleled residential compound! The owners have meticulously maintained the property to the highest standard! Extensive trails meander throughout providing recreation opportunities for equestrians, nordic skiers, snowmobilers, runners and hikers! At the summit of these trails is a gazebo, with a nearly 360 degree panoramic view of distant mountains and several ski areas! For immediate enjoyment of the property, a well constructed 2 bedroom 2 story cottage is in place. This delightful home replicates the timeless appearance of a classic Vermont Sugarhouse. Well conceived living spaces benefit from mesmerizing long range views of distant mountains, water views of a large peaceful pond and of lush nearby fields. Quality infrastructure well sited on the property include a large 6 bay garage/barn, 2 stall horse barn with run-in and attractive split rail fenced area, and 3 sided oversize pole barn. The location of the estate is difficult to duplicate! Just 3.5 miles away is historic Woodstock Village with amenities of shopping, dining, and cultural events. Equally close is South Woodstock Village and the equestrian center of The Green Mountain Horse Association. The site of the cottage is totally private! Surrounding open land provides sun! The potential of additional quality building sites is obvious! Location and views!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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151 Fire Lane 1 Bethel VT 05032

Bethel, VT151 Fire Lane 1

Price$115,000

Est. Mortgage: $/month

Pending

MLS Number 4982289

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 576

Affordable year round Adirondack style camp home on 3.2 beautiful acres on dead end road with no thru traffic. This cozy home has a beautiful walking trail, scenic stone wall, beautiful trees galore, and winter mountain views. Private, yet conveniently located just 7 and 10 miles to Bethel and Randolph downtowns. This quaint country cottage features a 15 x 12 living room with wood floor, paneled walls, beamed ceiling, and three heat sources. The monitor heater, pellet stove, and wood burning fireplace keep the home toasty warm. The open stairway to the upstairs plus the ceiling / floor vents allow heat to travel up to the 14 x 9 bedroom with adjoining 10 x 7 loft which can also be used as closet space. The 9 x 7 kitchen has plenty of cabinet and counter space along with a window over the sink to watch the snow fall and wildlife scurry as you are washing your dishes. The stackable washer and dryer are conveniently housed in the oversized 9 x 7 bathroom which includes a stall shower. The 11 x 5 screened porch is convenient for wood and pellet storage as well as for just admiring the view. 16 x 12 shed can store all of your outdoor tools and toys. Just 10 miles to Gifford Medical Center, Chandler Music Hall, and supermarket. 10 miles to Route 89 Exit 3 and 13 miles to Exit 4. Within 45 minutes of world class skiing at Killington, Sugarbush, and Mad River and within an hour of Okemo Ski Area and Montpelier, VT plus Hanover / Lebanon, NH. Only 5 neighbors and all are VERY NICE!

Listed by Lisa Friedman of Great American Dream Realty

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$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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4761 Vt Route 12 Barnard VT 05031

Barnard, VT4761 Vt Route 12

Price$599,000

Est. Mortgage: $/month

MLS Number 4974615

  • Residential Single Family
  • Construction Existing
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 896

This well crafted cottage was designed to serve as a comfortable guest house for the family and friends of a local builder known for quality workmanship and high standards. With a convenient location, in desirable Barnard, just minutes away are found year round recreation on Silver Lake, gourmet dining at the respected Barnard Inn, and shopping/casual meals at the Barnard General Store. A short drive brings all the numerous amenities of historic Woodstock Village! Truly a wonderful weekend destination! The interior of the cottage feels immediately welcoming! The advantages of a manageably sized small home are readily apparent. An open floor plan benefits from well placed windows with peaceful woodland views. Some features of note are beautiful wood flooring throughout, living room with brick hearth and attractive propane fueled cast iron stove, butcher block wood counters in the bright and practical kitchen space, a generously sized bedroom, a bonus room for use as home office or den, and a well situated bathroom. The front of the home benefits from a screened porch providing space for outside dining or casual sitting areas if the weather turns inclement. The rear of the home benefits from a large deck which could be the space for outside grilling and dining. A well built cottage, in a superior location! Equally suited for enjoyment as a beloved four season vacation retreat or for occupancy as a manageably sized small home for full time residency!

Listed by John Wetmore of William Raveis Woodstock

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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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72 Frenchs Road Woodstock VT 05091

Woodstock, VT72 Frenchs Road

Price$1,895,000

Est. Mortgage: $/month

MLS Number 4968402

  • Residential Single Family
  • Village Woodstock
  • Construction Existing
  • Bedrooms 6
  • Bathroom 4

Amazing opportunity to own a very special property on the market for the first time in over 50 years. Built in 1880, "Rose Hill" was one of the premier homes in the Woodstock Village area. The 6 bedroom 4 bath house sits on just under 4 private acres and is conveniently located less than a mile from the Village Green and the Woodstock Inn and only 1/4 of a mile from the Rec Center. Stone walkways, mature trees and old gardens dot the landscape. The over sized covered brick porch is waiting to reclaim the lovely views to the South. Inside, you are greeted by a large foyer that leads to the stately living room with a magnificent fireplace centering the room. To the left is the dining room which leads to the kitchen, and a window filled den is off to the right. There is a dutch door out to the porch and an eye catching staircase with a wood banister and ornate spindles that takes you upstairs. The 2nd floor is home to 6 bedrooms including a large center room with an elegant fireplace. In addition to the main house, there is a detached garage with a 2 bedroom apartment and a 2 bedroom cottage which includes a living room with fireplace, dining room, kitchen and bath. In need of updates and some renovations, this property is looking for the next steward to return the house to its former glory. Ideal as a primary residence, 2nd home getaway, or redevelopment investment. Short drive to the Woodstock CC and Saskadena 6, while Killington and Dartmouth are less than 30 minutes away.

Listed by Dan Noble of Snyder Donegan Real Estate Group

$
$
%
$/month over payments
Federal 30-year interest rate: 7.02% last updated on May 16, 2024
* 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 2024 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. 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 May 20, 2024 2:08 AM EDT